Dynamic model densities according to Mondal et al. [(2012), Acta Cryst. A68, 568–581] are presented for independent atom models (IAM), IAMs after high-order refinements (IAM-HO), invariom (INV) models and multipole (MP) models of α-glycine, DL-serine, L-alanine and Ala–Tyr–Ala at T ≃ 20 K. Each dynamic model density is used as prior in the calculation of electron density according to the maximum entropy method (MEM). We show that at the bond-critical points (BCPs) of covalent C—C and C—N bonds the IAM-HO and INV priors produce reliable MEM density maps, including reliable values for the density and its Laplacian. The agreement between these MEM density maps and dynamic MP density maps is less good for polar C—O bonds, which is explained by the large spread of values of topological descriptors of C—O bonds in static MP densities. The density and Laplacian at BCPs of hydrogen bonds have similar values in MEM density maps obtained with all four kinds of prior densities. This feature is related to the smaller spatial variation of the densities in these regions, as expressed by small magnitudes of the Laplacians and the densities. It is concluded that the use of the IAM-HO prior instead of the IAM prior leads to improved MEM density maps. This observation shows interesting parallels to MP refinements, where the use of the IAM-HO as an initial model is the accepted procedure for solving MP parameters. A deconvolution of thermal motion and static density that is better than the deconvolution of the IAM appears to be necessary in order to arrive at the best MP models as well as at the best MEM densities.
Supporting information
Program(s) used to refine structure: Volkov et al., (2006) for Glycine_INV, Glycine_MP. Molecular graphics: Volkov et al., (2006) for Glycine_INV, Glycine_MP. Software used to prepare material for publication: Volkov et al., (2006) for Glycine_INV, Glycine_MP.
Crystal data top
C2H5NO2 | V = 303.16 Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | F(000) = 160 |
Hall symbol: -P 2yabc | Dx = 1.644 Mg m−3 |
a = 5.0866 Å | Mo Kα radiation, λ = 0.71069 Å |
b = 11.7731 Å | µ = 0.15 mm−1 |
c = 5.4595 Å | T = 23 K |
β = 111.99° | × × mm |
Data collection top
3822 independent reflections | k = ?→? |
3483 reflections with I > 3σ(I) | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | Weighting scheme based on measured s.u.'s w = 1/(σ2(F) + 0.0004F2) |
R[F2 > 2σ(F2)] = 0.022 | (Δ/σ)max = 0.001 |
wR(F2) = 0.051 | Δρmax = 0.38 e Å−3 |
S = 1.86 | Δρmin = −0.27 e Å−3 |
3822 reflections | Extinction correction: anisotropic type I |
66 parameters | Extinction coefficient: 0.0 |
Crystal data top
C2H5NO2 | V = 303.16 Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 5.0866 Å | µ = 0.15 mm−1 |
b = 11.7731 Å | T = 23 K |
c = 5.4595 Å | × × mm |
β = 111.99° | |
Data collection top
3822 independent reflections | 3483 reflections with I > 3σ(I) |
Refinement top
R[F2 > 2σ(F2)] = 0.022 | 66 parameters |
wR(F2) = 0.051 | Δρmax = 0.38 e Å−3 |
S = 1.86 | Δρmin = −0.27 e Å−3 |
3822 reflections | |
Special details top
Experimental. Destro, R., Roversi, P., Barzaghi, M. and Marsh, R. E. (2000). J. Phys. Chem. A, 104 (5), 1047–1054. |
Refinement. Anisotropic extinction correction of type I with parameters 0.003616 0.000878 0.002651 − 0.000828 − 0.002508 0.000052 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.06935 (4) | 0.125131 (18) | 0.06580 (4) | 0.00392 (4) | |
C2 | 0.05800 (4) | 0.145860 (18) | −0.21403 (4) | 0.00489 (4) | |
N | 0.29497 (4) | 0.088367 (17) | −0.25952 (4) | 0.00517 (4) | |
O1 | 0.30236 (3) | 0.093778 (16) | 0.23659 (3) | 0.00567 (4) | |
O2 | −0.15544 (4) | 0.142350 (16) | 0.10664 (4) | 0.00603 (4) | |
H1 | 0.282 (2) | 0.0988 (9) | −0.4515 (7) | 0.0219 (19)* | |
H2 | 0.4900 (8) | 0.1180 (7) | −0.1342 (13) | 0.0192 (18)* | |
H3 | 0.283 (2) | 0.0031 (2) | −0.2215 (19) | 0.032 (2)* | |
H4 | 0.0666 (16) | 0.23758 (14) | −0.2450 (16) | 0.0157 (17)* | |
H5 | −0.1430 (8) | 0.1151 (6) | −0.3611 (11) | 0.0085 (14)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.00407 (6) | 0.00420 (6) | 0.00385 (6) | −0.00005 (4) | 0.00187 (5) | −0.00008 (4) |
C2 | 0.00479 (6) | 0.00604 (7) | 0.00413 (7) | 0.00099 (4) | 0.00201 (5) | 0.00076 (5) |
N | 0.00510 (6) | 0.00660 (6) | 0.00431 (6) | 0.00099 (4) | 0.00233 (5) | 0.00024 (4) |
O1 | 0.00479 (6) | 0.00788 (6) | 0.00406 (6) | 0.00120 (4) | 0.00132 (4) | 0.00082 (4) |
O2 | 0.00458 (5) | 0.00837 (6) | 0.00618 (6) | 0.00035 (4) | 0.00321 (4) | −0.00050 (4) |
Geometric parameters (Å, º) top
C1—C2 | 1.5267 (3) | N—H4 | 2.124 (5) |
C1—N | 2.4870 (3) | N—H5 | 2.108 (4) |
C1—O1 | 1.2581 (2) | O1—O2 | 2.2395 (2) |
C1—O2 | 1.2606 (3) | O1—H1i | 1.745 (6) |
C1—H1i | 2.465 (4) | O1—H3ii | 2.424 (10) |
C1—H4 | 2.148 (7) | O1—H4iii | 2.379 (5) |
C1—H5 | 2.174 (5) | O2—H2iv | 1.813 (4) |
C2—N | 1.4822 (3) | O2—H3v | 2.013 (7) |
C2—O1 | 2.3840 (3) | O2—H4vi | 2.347 (8) |
C2—O2 | 2.3809 (3) | H1—H2 | 1.673 (7) |
C2—H1 | 2.096 (9) | H1—H3 | 1.685 (12) |
C2—H2 | 2.100 (5) | H1—H4 | 2.463 (12) |
C2—H3 | 2.044 (7) | H1—H5 | 2.398 (11) |
C2—H4 | 1.096 (2) | H2—H3 | 1.669 (9) |
C2—H5 | 1.098 (4) | H2—H3ii | 2.336 (10) |
N—H1 | 1.033 (5) | H2—H4 | 2.452 (9) |
N—H2 | 1.032 (5) | H3—H5 | 2.406 (10) |
N—H3 | 1.032 (4) | H4—H5 | 1.763 (8) |
| | | |
C2—C1—N | 33.680 (11) | C2—H1—N | 41.1 (4) |
C2—C1—O1 | 117.43 (2) | C2—H1—O1vii | 149.0 (5) |
C2—C1—O2 | 117.025 (17) | C2—H1—H2 | 66.6 (3) |
C2—C1—H1i | 158.0 (2) | C2—H1—H3 | 64.4 (4) |
C2—C1—H4 | 28.88 (15) | C2—H1—H4 | 26.28 (19) |
C2—C1—H5 | 28.17 (14) | C2—H1—H5 | 27.24 (18) |
N—C1—O1 | 85.391 (16) | N—H1—O1vii | 169.1 (9) |
N—C1—O2 | 147.775 (14) | N—H1—H2 | 35.9 (3) |
N—C1—H1i | 127.3 (2) | N—H1—H3 | 35.3 (4) |
N—C1—H4 | 53.94 (19) | N—H1—H4 | 59.0 (5) |
N—C1—H5 | 53.26 (13) | N—H1—H5 | 61.4 (5) |
O1—C1—O2 | 125.54 (2) | O1vii—H1—H2 | 140.3 (7) |
O1—C1—H1i | 41.9 (2) | O1vii—H1—H3 | 136.0 (7) |
O1—C1—H4 | 119.5 (2) | O1vii—H1—H4 | 131.9 (5) |
O1—C1—H5 | 136.93 (14) | O1vii—H1—H5 | 126.2 (4) |
O2—C1—H1i | 84.0 (2) | H2—H1—H3 | 59.6 (4) |
O2—C1—H4 | 107.6 (2) | H2—H1—H4 | 69.7 (4) |
O2—C1—H5 | 94.53 (13) | H2—H1—H5 | 92.6 (4) |
H1i—C1—H4 | 142.4 (3) | H3—H1—H4 | 88.9 (5) |
H1i—C1—H5 | 169.2 (3) | H3—H1—H5 | 69.7 (5) |
H4—C1—H5 | 48.2 (2) | H4—H1—H5 | 42.5 (3) |
C1—C2—N | 111.486 (16) | C2—H2—N | 40.9 (2) |
C1—C2—O1 | 27.931 (10) | C2—H2—O2viii | 143.6 (4) |
C1—C2—O2 | 28.141 (10) | C2—H2—H1 | 66.4 (4) |
C1—C2—H1 | 138.69 (19) | C2—H2—H3 | 64.5 (4) |
C1—C2—H2 | 97.1 (2) | C2—H2—H3ii | 114.8 (4) |
C1—C2—H3 | 94.4 (3) | C2—H2—H4 | 26.46 (15) |
C1—C2—H4 | 108.9 (5) | N—H2—O2viii | 169.1 (7) |
C1—C2—H5 | 110.8 (3) | N—H2—H1 | 35.9 (4) |
N—C2—O1 | 85.009 (12) | N—H2—H3 | 36.0 (4) |
N—C2—O2 | 137.614 (15) | N—H2—H3ii | 113.4 (6) |
N—C2—H1 | 27.26 (19) | N—H2—H4 | 59.5 (3) |
N—C2—H2 | 27.1 (2) | O2viii—H2—H1 | 147.6 (5) |
N—C2—H3 | 28.8 (3) | O2viii—H2—H3 | 133.2 (5) |
N—C2—H4 | 110.0 (5) | O2viii—H2—H3ii | 56.4 (3) |
N—C2—H5 | 108.7 (3) | O2viii—H2—H4 | 129.2 (4) |
O1—C2—O2 | 56.070 (8) | H1—H2—H3 | 60.5 (5) |
O1—C2—H1 | 112.10 (18) | H1—H2—H3ii | 134.6 (6) |
O1—C2—H2 | 69.2 (2) | H1—H2—H4 | 70.5 (4) |
O1—C2—H3 | 74.3 (3) | H3—H2—H3ii | 78.7 (4) |
O1—C2—H4 | 112.2 (4) | H3—H2—H4 | 89.7 (4) |
O1—C2—H5 | 130.8 (3) | H3ii—H2—H3 | 78.7 (4) |
O2—C2—H1 | 162.5 (3) | H3ii—H2—H4 | 132.1 (5) |
O2—C2—H2 | 125.1 (2) | C2—H3—N | 43.8 (4) |
O2—C2—H3 | 114.5 (3) | C2—H3—O1ii | 152.7 (4) |
O2—C2—H4 | 100.7 (5) | C2—H3—O2v | 116.3 (6) |
O2—C2—H5 | 88.6 (3) | C2—H3—H1 | 67.6 (4) |
H1—C2—H2 | 47.0 (3) | C2—H3—H2 | 68.0 (2) |
H1—C2—H3 | 48.0 (4) | C2—H3—H2ii | 126.2 (6) |
H1—C2—H4 | 95.9 (6) | C2—H3—H5 | 27.04 (18) |
H1—C2—H5 | 91.9 (4) | N—H3—O1ii | 109.6 (8) |
H2—C2—H3 | 47.5 (3) | N—H3—O2v | 160.0 (10) |
H2—C2—H4 | 95.0 (5) | N—H3—H1 | 35.3 (4) |
H2—C2—H5 | 135.7 (4) | N—H3—H2 | 36.0 (3) |
H3—C2—H4 | 138.7 (6) | N—H3—H2ii | 135.6 (6) |
H3—C2—H5 | 95.2 (4) | N—H3—H5 | 61.0 (5) |
H4—C2—H5 | 106.9 (5) | O1ii—H3—O2v | 89.84 (18) |
C1—N—C2 | 34.834 (11) | O1ii—H3—H1 | 92.9 (6) |
C1—N—H1 | 146.4 (5) | O1ii—H3—H2 | 85.9 (5) |
C1—N—H2 | 93.1 (4) | O1ii—H3—H2ii | 65.0 (3) |
C1—N—H3 | 87.1 (7) | O1ii—H3—H5 | 159.9 (5) |
C1—N—H4 | 54.9 (2) | O2v—H3—H1 | 152.7 (5) |
C1—N—H5 | 55.75 (16) | O2v—H3—H2 | 147.4 (6) |
C2—N—H1 | 111.7 (5) | O2v—H3—H2ii | 48.6 (2) |
C2—N—H2 | 112.0 (4) | O2v—H3—H5 | 101.9 (5) |
C2—N—H3 | 107.4 (7) | H1—H3—H2 | 59.8 (4) |
C2—N—H4 | 29.0 (2) | H1—H3—H2ii | 153.0 (7) |
C2—N—H5 | 29.58 (17) | H1—H3—H5 | 69.2 (4) |
H1—N—H2 | 108.2 (7) | H2—H3—H2ii | 101.3 (5) |
H1—N—H3 | 109.4 (8) | H2—H3—H5 | 92.4 (3) |
H1—N—H4 | 96.4 (6) | H2ii—H3—H2 | 101.3 (5) |
H1—N—H5 | 93.2 (6) | H2ii—H3—H5 | 134.7 (6) |
H2—N—H3 | 108.0 (7) | C1—H4—C2 | 42.3 (3) |
H2—N—H4 | 95.7 (5) | C1—H4—N | 71.21 (11) |
H2—N—H5 | 141.5 (5) | C1—H4—O1ix | 112.6 (4) |
H3—N—H4 | 136.4 (7) | C1—H4—O2x | 144.8 (3) |
H3—N—H5 | 93.7 (6) | C1—H4—H1 | 94.6 (2) |
H4—N—H5 | 49.3 (3) | C1—H4—H2 | 72.9 (2) |
C1—O1—C2 | 34.639 (14) | C1—H4—H5 | 66.7 (3) |
C1—O1—O2 | 27.260 (13) | C2—H4—N | 41.0 (3) |
C1—O1—H1i | 109.2 (3) | C2—H4—O1ix | 140.7 (7) |
C1—O1—H3ii | 134.6 (2) | C2—H4—O2x | 135.3 (6) |
C1—O1—H4iii | 98.45 (15) | C2—H4—H1 | 57.8 (4) |
C2—O1—O2 | 61.896 (9) | C2—H4—H2 | 58.6 (4) |
C2—O1—H1i | 143.1 (3) | C2—H4—H5 | 36.6 (2) |
C2—O1—H3ii | 102.1 (2) | N—H4—O1ix | 175.7 (4) |
C2—O1—H4iii | 84.08 (17) | N—H4—O2x | 94.4 (4) |
O2—O1—H1i | 82.3 (3) | N—H4—H1 | 24.62 (17) |
O2—O1—H3ii | 157.40 (19) | N—H4—H2 | 24.77 (18) |
O2—O1—H4iii | 107.72 (16) | N—H4—H5 | 64.9 (2) |
H1i—O1—H3ii | 114.8 (4) | O1ix—H4—O2x | 83.49 (9) |
H1i—O1—H4iii | 99.8 (4) | O1ix—H4—H1 | 151.1 (4) |
H3ii—O1—H4iii | 84.8 (2) | O1ix—H4—H2 | 156.9 (3) |
C1—O2—C2 | 34.834 (11) | O1ix—H4—H5 | 114.3 (4) |
C1—O2—O1 | 27.202 (11) | O2x—H4—H1 | 79.2 (4) |
C1—O2—H2iv | 124.6 (2) | O2x—H4—H2 | 81.0 (3) |
C1—O2—H3v | 109.8 (3) | O2x—H4—H5 | 136.8 (5) |
C1—O2—H4vi | 149.45 (14) | H1—H4—H2 | 39.8 (2) |
C2—O2—O1 | 62.034 (9) | H1—H4—H5 | 66.8 (3) |
C2—O2—H2iv | 94.2 (2) | H2—H4—H5 | 88.6 (3) |
C2—O2—H3v | 122.2 (3) | C1—H5—C2 | 41.0 (2) |
C2—O2—H4vi | 137.95 (16) | C1—H5—N | 70.99 (12) |
O1—O2—H2iv | 145.4 (2) | C1—H5—H1 | 95.79 (16) |
O1—O2—H3v | 95.9 (3) | C1—H5—H3 | 70.3 (3) |
O1—O2—H4vi | 137.19 (16) | C1—H5—H4 | 65.1 (3) |
H2iv—O2—H3v | 75.0 (4) | C2—H5—N | 41.77 (18) |
H2iv—O2—H4vi | 77.4 (3) | C2—H5—H1 | 60.9 (3) |
H3v—O2—H4vi | 95.6 (3) | C2—H5—H3 | 57.8 (3) |
C1vii—H1—C2 | 120.4 (4) | C2—H5—H4 | 36.5 (3) |
C1vii—H1—N | 159.4 (8) | N—H5—H1 | 25.46 (11) |
C1vii—H1—O1vii | 28.81 (8) | N—H5—H3 | 25.33 (18) |
C1vii—H1—H2 | 160.8 (6) | N—H5—H4 | 65.8 (3) |
C1vii—H1—H3 | 139.3 (5) | H1—H5—H3 | 41.1 (3) |
C1vii—H1—H4 | 108.3 (4) | H1—H5—H4 | 70.7 (4) |
C1vii—H1—H5 | 98.1 (3) | H3—H5—H4 | 89.0 (3) |
Symmetry codes: (i) x, y, z+1; (ii) −x+1, −y, −z; (iii) x+1/2, −y+1/2, z+1/2; (iv) x−1, y, z; (v) −x, −y, −z; (vi) x−1/2, −y+1/2, z+1/2; (vii) x, y, z−1; (viii) x+1, y, z; (ix) x−1/2, −y+1/2, z−1/2; (x) x+1/2, −y+1/2, z−1/2. |
Crystal data top
? | β = ?° |
Mr = ? | γ = ?° |
?, ? | V = ? Å3 |
a = ? Å | Z = ? |
b = ? Å | ? radiation, λ = ? Å |
c = ? Å | × × mm |
α = ?° | |
Data collection top
3822 independent reflections | k = ?→? |
3483 reflections with I > 3σ(I) | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | Weighting scheme based on measured s.u.'s w = 1/(σ2(F) + 0.0004F2) |
R[F2 > 2σ(F2)] = 0.023 | (Δ/σ)max < 0.001 |
wR(F2) = 0.052 | Δρmax = 0.41 e Å−3 |
S = 1.89 | Δρmin = −0.26 e Å−3 |
3822 reflections | Extinction correction: anisotropic type I |
1 parameters | Extinction coefficient: 0.0 |
Crystal data top
? | β = ?° |
Mr = ? | γ = ?° |
?, ? | V = ? Å3 |
a = ? Å | Z = ? |
b = ? Å | ? radiation, λ = ? Å |
c = ? Å | × × mm |
α = ?° | |
Data collection top
3822 independent reflections | 3483 reflections with I > 3σ(I) |
Refinement top
R[F2 > 2σ(F2)] = 0.023 | 1 parameters |
wR(F2) = 0.052 | Δρmax = 0.41 e Å−3 |
S = 1.89 | Δρmin = −0.26 e Å−3 |
3822 reflections | |
Special details top
Refinement. Anisotropic extinction correction of type I with parameters 0.003616 0.000878 0.002651 − 0.000828 − 0.002508 0.000052 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.069325 | 0.125153 | 0.065864 | 0.0038 | |
C2 | 0.057957 | 0.145864 | −0.214089 | 0.0047 | |
N | 0.294905 | 0.088378 | −0.259541 | 0.005 | |
O1 | 0.302123 | 0.093782 | 0.236471 | 0.0055 | |
O2 | −0.155284 | 0.142381 | 0.106603 | 0.0058 | |
H1 | 0.28379 | 0.098455 | −0.451118 | 0.0205* | |
H2 | 0.489555 | 0.118374 | −0.133946 | 0.0193* | |
H3 | 0.282603 | 0.003011 | −0.221713 | 0.034* | |
H4 | 0.066295 | 0.237789 | −0.24469 | 0.0164* | |
H5 | −0.143 | 0.11516 | −0.36154 | 0.006* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.003878 | 0.004199 | 0.003605 | 0.000018 | 0.001769 | 0.000002 |
C2 | 0.004704 | 0.005725 | 0.004006 | 0.000876 | 0.001942 | 0.000774 |
N | 0.005004 | 0.006363 | 0.00409 | 0.000978 | 0.002239 | 0.00023 |
O1 | 0.004638 | 0.007734 | 0.003882 | 0.001289 | 0.001332 | 0.000846 |
O2 | 0.004357 | 0.008199 | 0.005844 | 0.000345 | 0.003014 | −0.000455 |
Geometric parameters (Å, º) top
C1—C2 | 1.5273 | N—H4 | 2.1269 |
C1—N | 2.4873 | N—H5 | 2.1076 |
C1—O1 | 1.2571 | O1—O2 | 2.2378 |
C1—O2 | 1.2594 | O1—H1 | 1.7435 |
C1—H1 | 2.4675 | O1—H3 | 2.4279 |
C1—H4 | 2.148 | O1—H4 | 2.3759 |
C1—H5 | 2.1766 | O2—H2 | 1.8142 |
C2—N | 1.482 | O2—H3 | 2.0122 |
C2—O1 | 2.3836 | O2—H4 | 2.3486 |
C2—O2 | 2.3803 | H1—H2 | 1.6708 |
C2—H1 | 2.1021 | H1—H3 | 1.6843 |
C2—H2 | 2.0968 | H1—H4 | 2.4736 |
C2—H3 | 2.0425 | H1—H5 | 2.4054 |
C2—H4 | 1.0983 | H2—H3 | 1.6747 |
C2—H5 | 1.0988 | H2—H3 | 2.3389 |
N—H1 | 1.0329 | H2—H4 | 2.45 |
N—H2 | 1.0328 | H3—H5 | 2.4031 |
N—H3 | 1.0326 | H4—H5 | 1.7652 |
| | | |
C2—C1—N | 33.67 | C2—H1—N | 40.755 |
C2—C1—O1 | 117.425 | C2—H1—O1 | 148.463 |
C2—C1—O2 | 117.006 | C2—H1—H2 | 66.384 |
C2—C1—H1 | 157.782 | C2—H1—H3 | 64.18 |
C2—C1—H4 | 28.971 | C2—H1—H4 | 26.198 |
C2—C1—H5 | 28.136 | C2—H1—H5 | 27.164 |
N—C1—O1 | 85.387 | N—H1—O1 | 169.811 |
N—C1—O2 | 147.753 | N—H1—H2 | 36.018 |
N—C1—H1 | 127.126 | N—H1—H3 | 35.364 |
N—C1—H4 | 54.025 | N—H1—H4 | 58.605 |
N—C1—H5 | 53.225 | N—H1—H5 | 60.98 |
O1—C1—O2 | 125.563 | O1—H1—H2 | 140.901 |
O1—C1—H1 | 41.743 | O1—H1—H3 | 136.282 |
O1—C1—H4 | 119.512 | O1—H1—H4 | 131.567 |
O1—C1—H5 | 136.891 | O1—H1—H5 | 125.761 |
O2—C1—H1 | 84.207 | H2—H1—H3 | 59.886 |
O2—C1—H4 | 107.524 | H2—H1—H4 | 69.403 |
O2—C1—H5 | 94.545 | H2—H1—H5 | 92.328 |
H1—C1—H4 | 142.359 | H3—H1—H4 | 88.676 |
H1—C1—H5 | 169.155 | H3—H1—H5 | 69.425 |
H4—C1—H5 | 48.176 | H4—H1—H5 | 42.394 |
C1—C2—N | 111.484 | C2—H2—N | 41.038 |
C1—C2—O1 | 27.912 | C2—H2—O2 | 143.9 |
C1—C2—O2 | 28.126 | C2—H2—H1 | 66.72 |
C1—C2—H1 | 138.504 | C2—H2—H3 | 64.445 |
C1—C2—H2 | 97.018 | C2—H2—H3 | 114.971 |
C1—C2—H3 | 94.422 | C2—H2—H4 | 26.525 |
C1—C2—H4 | 108.687 | N—H2—O2 | 168.82 |
C1—C2—H5 | 110.909 | N—H2—H1 | 36.021 |
N—C2—O1 | 85.018 | N—H2—H3 | 35.821 |
N—C2—O2 | 137.601 | N—H2—H3 | 113.332 |
N—C2—H1 | 27.066 | N—H2—H4 | 59.801 |
N—C2—H2 | 27.231 | O2—H2—H1 | 147.101 |
N—C2—H3 | 28.867 | O2—H2—H3 | 133.025 |
N—C2—H4 | 110.144 | O2—H2—H3 | 56.267 |
N—C2—H5 | 108.596 | O2—H2—H4 | 129.352 |
O1—C2—O2 | 56.037 | H1—H2—H3 | 60.458 |
O1—C2—H1 | 111.92 | H1—H2—H3 | 134.268 |
O1—C2—H2 | 69.188 | H1—H2—H4 | 70.926 |
O1—C2—H3 | 74.33 | H3—H2—H3 | 78.755 |
O1—C2—H4 | 112.061 | H3—H2—H4 | 89.692 |
O1—C2—H5 | 130.825 | H3—H2—H3 | 78.755 |
O2—C2—H1 | 162.324 | H3—H2—H4 | 132.219 |
O2—C2—H2 | 125.011 | C2—H3—N | 43.856 |
O2—C2—H3 | 114.413 | C2—H3—O1 | 152.563 |
O2—C2—H4 | 100.548 | C2—H3—O2 | 116.497 |
O2—C2—H5 | 88.744 | C2—H3—H1 | 67.89 |
H1—C2—H2 | 46.896 | C2—H3—H2 | 67.845 |
H1—C2—H3 | 47.93 | C2—H3—H2 | 126.391 |
H1—C2—H4 | 96.135 | C2—H3—H5 | 27.094 |
H1—C2—H5 | 91.979 | N—H3—O1 | 109.363 |
H2—C2—H3 | 47.709 | N—H3—O2 | 160.231 |
H2—C2—H4 | 94.979 | N—H3—H1 | 35.375 |
H2—C2—H5 | 135.743 | N—H3—H2 | 35.829 |
H3—C2—H4 | 138.984 | N—H3—H2 | 135.431 |
H3—C2—H5 | 95.063 | N—H3—H5 | 61.091 |
H4—C2—H5 | 106.921 | O1—H3—O2 | 89.82 |
C1—N—C2 | 34.846 | O1—H3—H1 | 92.467 |
C1—N—H1 | 146.956 | O1—H3—H2 | 85.909 |
C1—N—H2 | 92.88 | O1—H3—H2 | 64.783 |
C1—N—H3 | 87.011 | O1—H3—H5 | 159.855 |
C1—N—H4 | 54.815 | O2—H3—H1 | 152.988 |
C1—N—H5 | 55.814 | O2—H3—H2 | 147.335 |
C2—N—H1 | 112.179 | O2—H3—H2 | 48.574 |
C2—N—H2 | 111.731 | O2—H3—H5 | 102.098 |
C2—N—H3 | 107.277 | H1—H3—H2 | 59.657 |
C2—N—H4 | 29 | H1—H3—H2 | 152.413 |
C2—N—H5 | 29.612 | H1—H3—H5 | 69.566 |
H1—N—H2 | 107.96 | H2—H3—H2 | 101.245 |
H1—N—H3 | 109.26 | H2—H3—H5 | 92.309 |
H1—N—H4 | 96.904 | H2—H3—H2 | 101.245 |
H1—N—H5 | 93.644 | H2—H3—H5 | 134.977 |
H2—N—H3 | 108.35 | C1—H4—C2 | 42.342 |
H2—N—H4 | 95.382 | C1—H4—N | 71.16 |
H2—N—H5 | 141.243 | C1—H4—O1 | 112.719 |
H3—N—H4 | 136.251 | C1—H4—O2 | 144.751 |
H3—N—H5 | 93.512 | C1—H4—H1 | 94.472 |
H4—N—H5 | 49.272 | C1—H4—H2 | 72.844 |
C1—O1—C2 | 34.663 | C1—H4—H5 | 66.762 |
C1—O1—O2 | 27.246 | C2—H4—N | 40.856 |
C1—O1—H1 | 109.571 | C2—H4—O1 | 140.857 |
C1—O1—H3 | 134.685 | C2—H4—O2 | 135 |
C1—O1—H4 | 98.479 | C2—H4—H1 | 57.668 |
C2—O1—O2 | 61.907 | C2—H4—H2 | 58.496 |
C2—O1—H1 | 143.453 | C2—H4—H5 | 36.549 |
C2—O1—H3 | 102.129 | N—H4—O1 | 175.601 |
C2—O1—H4 | 84.127 | N—H4—O2 | 94.276 |
O2—O1—H1 | 82.633 | N—H4—H1 | 24.491 |
O2—O1—H3 | 157.482 | N—H4—H2 | 24.816 |
O2—O1—H4 | 107.722 | N—H4—H5 | 64.797 |
H1—O1—H3 | 114.404 | O1—H4—O2 | 83.579 |
H1—O1—H4 | 99.664 | O1—H4—H1 | 151.158 |
H3—O1—H4 | 84.731 | O1—H4—H2 | 156.943 |
C1—O2—C2 | 34.867 | O1—H4—H5 | 114.341 |
C1—O2—O1 | 27.19 | O2—H4—H1 | 79.071 |
C1—O2—H2 | 124.774 | O2—H4—H2 | 80.914 |
C1—O2—H3 | 109.724 | O2—H4—H5 | 136.591 |
C1—O2—H4 | 149.55 | H1—H4—H2 | 39.671 |
C2—O2—O1 | 62.056 | H1—H4—H5 | 66.738 |
C2—O2—H2 | 94.286 | H2—H4—H5 | 88.579 |
C2—O2—H3 | 122.206 | C1—H5—C2 | 40.955 |
C2—O2—H4 | 138.052 | C1—H5—N | 70.96 |
O1—O2—H2 | 145.573 | C1—H5—H1 | 95.686 |
O1—O2—H3 | 95.83 | C1—H5—H3 | 70.294 |
O1—O2—H4 | 137.224 | C1—H5—H4 | 65.062 |
H2—O2—H3 | 75.159 | C2—H5—N | 41.792 |
H2—O2—H4 | 77.168 | C2—H5—H1 | 60.857 |
H3—O2—H4 | 95.553 | C2—H5—H3 | 57.843 |
C1—H1—C2 | 119.95 | C2—H5—H4 | 36.53 |
C1—H1—N | 158.663 | N—H5—H1 | 25.376 |
C1—H1—O1 | 28.687 | N—H5—H3 | 25.397 |
C1—H1—H2 | 160.807 | N—H5—H4 | 65.932 |
C1—H1—H3 | 139.149 | H1—H5—H3 | 41.009 |
C1—H1—H4 | 107.954 | H1—H5—H4 | 70.868 |
C1—H1—H5 | 97.78 | H3—H5—H4 | 89.135 |
Crystal data top
C2H5NO2 | V = 303.16 Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | F(000) = 160 |
Hall symbol: -P 2yabc | Dx = 1.644 Mg m−3 |
a = 5.0866 Å | Mo Kα radiation, λ = 0.71069 Å |
b = 11.7731 Å | µ = 0.15 mm−1 |
c = 5.4595 Å | T = 23 K |
β = 111.99° | × × mm |
Data collection top
3822 independent reflections | k = ?→? |
3483 reflections with I > 3σ(I) | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | Weighting scheme based on measured s.u.'s w = 1/(σ2(F) + 0.0004F2) |
R[F2 > 2σ(F2)] = 0.023 | (Δ/σ)max < 0.001 |
wR(F2) = 0.052 | Δρmax = 0.41 e Å−3 |
S = 1.89 | Δρmin = −0.26 e Å−3 |
3822 reflections | Extinction correction: anisotropic type I |
1 parameters | Extinction coefficient: 0.0 |
Crystal data top
C2H5NO2 | V = 303.16 Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 5.0866 Å | µ = 0.15 mm−1 |
b = 11.7731 Å | T = 23 K |
c = 5.4595 Å | × × mm |
β = 111.99° | |
Data collection top
3822 independent reflections | 3483 reflections with I > 3σ(I) |
Refinement top
R[F2 > 2σ(F2)] = 0.023 | 1 parameters |
wR(F2) = 0.052 | Δρmax = 0.41 e Å−3 |
S = 1.89 | Δρmin = −0.26 e Å−3 |
3822 reflections | |
Special details top
Experimental. Destro, R., Roversi, P., Barzaghi, M. and Marsh, R. E. (2000). J. Phys. Chem. A 104 (5), 1047–1054. |
Refinement. Anisotropic extinction correction of type I with parameters 0.003616 0.000878 0.002651 − 0.000828 − 0.002508 0.000052 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.069325 | 0.125153 | 0.065864 | 0.0038 | |
C2 | 0.057957 | 0.145864 | −0.214089 | 0.0047 | |
N | 0.294905 | 0.088378 | −0.259541 | 0.005 | |
O1 | 0.302123 | 0.093782 | 0.236471 | 0.0055 | |
O2 | −0.155284 | 0.142381 | 0.106603 | 0.0058 | |
H1 | 0.28379 | 0.098455 | −0.451118 | 0.0205* | |
H2 | 0.489555 | 0.118374 | −0.133946 | 0.0193* | |
H3 | 0.282603 | 0.003011 | −0.221713 | 0.034* | |
H4 | 0.066295 | 0.237789 | −0.24469 | 0.0164* | |
H5 | −0.143 | 0.11516 | −0.36154 | 0.006* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.003878 | 0.004199 | 0.003605 | 0.000018 | 0.001769 | 0.000002 |
C2 | 0.004704 | 0.005725 | 0.004006 | 0.000876 | 0.001942 | 0.000774 |
N | 0.005004 | 0.006363 | 0.00409 | 0.000978 | 0.002239 | 0.00023 |
O1 | 0.004638 | 0.007734 | 0.003882 | 0.001289 | 0.001332 | 0.000846 |
O2 | 0.004357 | 0.008199 | 0.005844 | 0.000345 | 0.003014 | −0.000455 |
Geometric parameters (Å, º) top
C1—C2 | 1.5273 | N—H4 | 2.1269 |
C1—N | 2.4873 | N—H5 | 2.1076 |
C1—O1 | 1.2571 | O1—O2 | 2.2378 |
C1—O2 | 1.2594 | O1—H1i | 1.7435 |
C1—H1i | 2.4675 | O1—H3ii | 2.4279 |
C1—H4 | 2.148 | O1—H4iii | 2.3759 |
C1—H5 | 2.1766 | O2—H2iv | 1.8142 |
C2—N | 1.482 | O2—H3v | 2.0122 |
C2—O1 | 2.3836 | O2—H4vi | 2.3486 |
C2—O2 | 2.3803 | H1—H2 | 1.6708 |
C2—H1 | 2.1021 | H1—H3 | 1.6843 |
C2—H2 | 2.0968 | H1—H4 | 2.4736 |
C2—H3 | 2.0425 | H1—H5 | 2.4054 |
C2—H4 | 1.0983 | H2—H3 | 1.6747 |
C2—H5 | 1.0988 | H2—H3ii | 2.3389 |
N—H1 | 1.0329 | H2—H4 | 2.45 |
N—H2 | 1.0328 | H3—H5 | 2.4031 |
N—H3 | 1.0326 | H4—H5 | 1.7652 |
| | | |
C2—C1—N | 33.67 | C2—H1—N | 40.755 |
C2—C1—O1 | 117.425 | C2—H1—O1vii | 148.463 |
C2—C1—O2 | 117.006 | C2—H1—H2 | 66.384 |
C2—C1—H1i | 157.782 | C2—H1—H3 | 64.18 |
C2—C1—H4 | 28.971 | C2—H1—H4 | 26.198 |
C2—C1—H5 | 28.136 | C2—H1—H5 | 27.164 |
N—C1—O1 | 85.387 | N—H1—O1vii | 169.811 |
N—C1—O2 | 147.753 | N—H1—H2 | 36.018 |
N—C1—H1i | 127.126 | N—H1—H3 | 35.364 |
N—C1—H4 | 54.025 | N—H1—H4 | 58.605 |
N—C1—H5 | 53.225 | N—H1—H5 | 60.98 |
O1—C1—O2 | 125.563 | O1vii—H1—H2 | 140.901 |
O1—C1—H1i | 41.743 | O1vii—H1—H3 | 136.282 |
O1—C1—H4 | 119.512 | O1vii—H1—H4 | 131.567 |
O1—C1—H5 | 136.891 | O1vii—H1—H5 | 125.761 |
O2—C1—H1i | 84.207 | H2—H1—H3 | 59.886 |
O2—C1—H4 | 107.524 | H2—H1—H4 | 69.403 |
O2—C1—H5 | 94.545 | H2—H1—H5 | 92.328 |
H1i—C1—H4 | 142.359 | H3—H1—H4 | 88.676 |
H1i—C1—H5 | 169.155 | H3—H1—H5 | 69.425 |
H4—C1—H5 | 48.176 | H4—H1—H5 | 42.394 |
C1—C2—N | 111.484 | C2—H2—N | 41.038 |
C1—C2—O1 | 27.912 | C2—H2—O2viii | 143.9 |
C1—C2—O2 | 28.126 | C2—H2—H1 | 66.72 |
C1—C2—H1 | 138.504 | C2—H2—H3 | 64.445 |
C1—C2—H2 | 97.018 | C2—H2—H3ii | 114.971 |
C1—C2—H3 | 94.422 | C2—H2—H4 | 26.525 |
C1—C2—H4 | 108.687 | N—H2—O2viii | 168.82 |
C1—C2—H5 | 110.909 | N—H2—H1 | 36.021 |
N—C2—O1 | 85.018 | N—H2—H3 | 35.821 |
N—C2—O2 | 137.601 | N—H2—H3ii | 113.332 |
N—C2—H1 | 27.066 | N—H2—H4 | 59.801 |
N—C2—H2 | 27.231 | O2viii—H2—H1 | 147.101 |
N—C2—H3 | 28.867 | O2viii—H2—H3 | 133.025 |
N—C2—H4 | 110.144 | O2viii—H2—H3ii | 56.267 |
N—C2—H5 | 108.596 | O2viii—H2—H4 | 129.352 |
O1—C2—O2 | 56.037 | H1—H2—H3 | 60.458 |
O1—C2—H1 | 111.92 | H1—H2—H3ii | 134.268 |
O1—C2—H2 | 69.188 | H1—H2—H4 | 70.926 |
O1—C2—H3 | 74.33 | H3—H2—H3ii | 78.755 |
O1—C2—H4 | 112.061 | H3—H2—H4 | 89.692 |
O1—C2—H5 | 130.825 | H3ii—H2—H3 | 78.755 |
O2—C2—H1 | 162.324 | H3ii—H2—H4 | 132.219 |
O2—C2—H2 | 125.011 | C2—H3—N | 43.856 |
O2—C2—H3 | 114.413 | C2—H3—O1ii | 152.563 |
O2—C2—H4 | 100.548 | C2—H3—O2v | 116.497 |
O2—C2—H5 | 88.744 | C2—H3—H1 | 67.89 |
H1—C2—H2 | 46.896 | C2—H3—H2 | 67.845 |
H1—C2—H3 | 47.93 | C2—H3—H2ii | 126.391 |
H1—C2—H4 | 96.135 | C2—H3—H5 | 27.094 |
H1—C2—H5 | 91.979 | N—H3—O1ii | 109.363 |
H2—C2—H3 | 47.709 | N—H3—O2v | 160.231 |
H2—C2—H4 | 94.979 | N—H3—H1 | 35.375 |
H2—C2—H5 | 135.743 | N—H3—H2 | 35.829 |
H3—C2—H4 | 138.984 | N—H3—H2ii | 135.431 |
H3—C2—H5 | 95.063 | N—H3—H5 | 61.091 |
H4—C2—H5 | 106.921 | O1ii—H3—O2v | 89.82 |
C1—N—C2 | 34.846 | O1ii—H3—H1 | 92.467 |
C1—N—H1 | 146.956 | O1ii—H3—H2 | 85.909 |
C1—N—H2 | 92.88 | O1ii—H3—H2ii | 64.783 |
C1—N—H3 | 87.011 | O1ii—H3—H5 | 159.855 |
C1—N—H4 | 54.815 | O2v—H3—H1 | 152.988 |
C1—N—H5 | 55.814 | O2v—H3—H2 | 147.335 |
C2—N—H1 | 112.179 | O2v—H3—H2ii | 48.574 |
C2—N—H2 | 111.731 | O2v—H3—H5 | 102.098 |
C2—N—H3 | 107.277 | H1—H3—H2 | 59.657 |
C2—N—H4 | 29 | H1—H3—H2ii | 152.413 |
C2—N—H5 | 29.612 | H1—H3—H5 | 69.566 |
H1—N—H2 | 107.96 | H2—H3—H2ii | 101.245 |
H1—N—H3 | 109.26 | H2—H3—H5 | 92.309 |
H1—N—H4 | 96.904 | H2ii—H3—H2 | 101.245 |
H1—N—H5 | 93.644 | H2ii—H3—H5 | 134.977 |
H2—N—H3 | 108.35 | C1—H4—C2 | 42.342 |
H2—N—H4 | 95.382 | C1—H4—N | 71.16 |
H2—N—H5 | 141.243 | C1—H4—O1ix | 112.719 |
H3—N—H4 | 136.251 | C1—H4—O2x | 144.751 |
H3—N—H5 | 93.512 | C1—H4—H1 | 94.472 |
H4—N—H5 | 49.272 | C1—H4—H2 | 72.844 |
C1—O1—C2 | 34.663 | C1—H4—H5 | 66.762 |
C1—O1—O2 | 27.246 | C2—H4—N | 40.856 |
C1—O1—H1i | 109.571 | C2—H4—O1ix | 140.857 |
C1—O1—H3ii | 134.685 | C2—H4—O2x | 135 |
C1—O1—H4iii | 98.479 | C2—H4—H1 | 57.668 |
C2—O1—O2 | 61.907 | C2—H4—H2 | 58.496 |
C2—O1—H1i | 143.453 | C2—H4—H5 | 36.549 |
C2—O1—H3ii | 102.129 | N—H4—O1ix | 175.601 |
C2—O1—H4iii | 84.127 | N—H4—O2x | 94.276 |
O2—O1—H1i | 82.633 | N—H4—H1 | 24.491 |
O2—O1—H3ii | 157.482 | N—H4—H2 | 24.816 |
O2—O1—H4iii | 107.722 | N—H4—H5 | 64.797 |
H1i—O1—H3ii | 114.404 | O1ix—H4—O2x | 83.579 |
H1i—O1—H4iii | 99.664 | O1ix—H4—H1 | 151.158 |
H3ii—O1—H4iii | 84.731 | O1ix—H4—H2 | 156.943 |
C1—O2—C2 | 34.867 | O1ix—H4—H5 | 114.341 |
C1—O2—O1 | 27.19 | O2x—H4—H1 | 79.071 |
C1—O2—H2iv | 124.774 | O2x—H4—H2 | 80.914 |
C1—O2—H3v | 109.724 | O2x—H4—H5 | 136.591 |
C1—O2—H4vi | 149.55 | H1—H4—H2 | 39.671 |
C2—O2—O1 | 62.056 | H1—H4—H5 | 66.738 |
C2—O2—H2iv | 94.286 | H2—H4—H5 | 88.579 |
C2—O2—H3v | 122.206 | C1—H5—C2 | 40.955 |
C2—O2—H4vi | 138.052 | C1—H5—N | 70.96 |
O1—O2—H2iv | 145.573 | C1—H5—H1 | 95.686 |
O1—O2—H3v | 95.83 | C1—H5—H3 | 70.294 |
O1—O2—H4vi | 137.224 | C1—H5—H4 | 65.062 |
H2iv—O2—H3v | 75.159 | C2—H5—N | 41.792 |
H2iv—O2—H4vi | 77.168 | C2—H5—H1 | 60.857 |
H3v—O2—H4vi | 95.553 | C2—H5—H3 | 57.843 |
C1vii—H1—C2 | 119.95 | C2—H5—H4 | 36.53 |
C1vii—H1—N | 158.663 | N—H5—H1 | 25.376 |
C1vii—H1—O1vii | 28.687 | N—H5—H3 | 25.397 |
C1vii—H1—H2 | 160.807 | N—H5—H4 | 65.932 |
C1vii—H1—H3 | 139.149 | H1—H5—H3 | 41.009 |
C1vii—H1—H4 | 107.954 | H1—H5—H4 | 70.868 |
C1vii—H1—H5 | 97.78 | H3—H5—H4 | 89.135 |
Symmetry codes: (i) x, y, z+1; (ii) −x+1, −y, −z; (iii) x+1/2, −y+1/2, z+1/2; (iv) x−1, y, z; (v) −x, −y, −z; (vi) x−1/2, −y+1/2, z+1/2; (vii) x, y, z−1; (viii) x+1, y, z; (ix) x−1/2, −y+1/2, z−1/2; (x) x+1/2, −y+1/2, z−1/2. |
Crystal data top
C2H5NO2 | V = 303.16 (18) Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | F(000) = 160 |
Hall symbol: -P 2yabc | Mo Kα radiation, λ = 0.71069 Å |
a = 5.087 (2) Å | µ = 0.15 mm−1 |
b = 11.773 (3) Å | T = 23 K |
c = 5.460 (2) Å | × × mm |
β = 111.990 (15)° | |
Data collection top
3822 independent reflections | k = ?→? |
3603 reflections with F > 3σ F | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | 0 restraints |
Least-squares matrix: full | w1 = 1/[s2(Fo)] |
R[F2 > 2σ(F2)] = 0.014 | (Δ/σ)max < 0.001 |
wR(F2) = 0.019 | Δρmax = 0.22 e Å−3 |
S = 1.47 | Δρmin = −0.21 e Å−3 |
3603 reflections | Extinction correction: Becker-Coppens type 1 Lorentzian anisotropic, Becker, P.J. & Coppens, P. (1974) Acta Cryst., A30, 129-153. |
52 parameters | |
Crystal data top
C2H5NO2 | V = 303.16 (18) Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 5.087 (2) Å | µ = 0.15 mm−1 |
b = 11.773 (3) Å | T = 23 K |
c = 5.460 (2) Å | × × mm |
β = 111.990 (15)° | |
Data collection top
3822 independent reflections | 3603 reflections with F > 3σ F |
Refinement top
R[F2 > 2σ(F2)] = 0.014 | 52 parameters |
wR(F2) = 0.019 | 0 restraints |
S = 1.47 | Δρmax = 0.22 e Å−3 |
3603 reflections | Δρmin = −0.21 e Å−3 |
Special details top
Experimental. Destro, R., Roversi, P., Barzaghi, M. and Marsh, R. E. (2000). J. Phys. Chem. A, 104 (5), 1047–1054. |
Refinement. Ext coef(1) = 0.11995E+01 0.78511E-01 ext coef(2) = 0.99156E-01 0.77438E-02 ext coef(3) = 0.69059E+00 0.48268E-01 ext coef(4) = −0.14106E+00 0.28781E-01 ext coef(5) = −0.23740E+00 0.55808E-01 ext coef(6) = −0.13787E+00 0.28022E-01 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O(1) | 0.302131 (18) | 0.093765 (8) | 0.236445 (17) | 0.006 | |
O(2) | −0.155265 (18) | 0.142383 (8) | 0.106606 (19) | 0.006 | |
N() | 0.29502 (2) | 0.088382 (9) | −0.25956 (2) | 0.005 | |
C(1) | 0.06934 (2) | 0.125158 (9) | 0.06580 (2) | 0.004 | |
C(2) | 0.05794 (2) | 0.145881 (10) | −0.21407 (2) | 0.005 | |
H(4) | 0.072471 | 0.237167 | −0.242149 | 0.02010 (2)* | |
H(5) | −0.140896 | 0.112905 | −0.357205 | 0.01810 (2)* | |
H(1) | 0.281538 | 0.100026 | −0.451442 | 0.01909 (2)* | |
H(2) | 0.491025 | 0.119133 | −0.138917 | 0.01509 (2)* | |
H(3) | 0.290678 | 0.002313 | −0.224491 | 0.01609 (2)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O(1) | 0.00480 (3) | 0.00803 (3) | 0.00401 (3) | 0.001315 (19) | 0.00150 (2) | 0.00089 (2) |
O(2) | 0.00449 (3) | 0.00851 (3) | 0.00585 (3) | 0.000425 (19) | 0.00302 (2) | −0.00037 (2) |
N() | 0.00513 (3) | 0.00657 (3) | 0.00434 (3) | 0.00102 (2) | 0.00236 (2) | 0.00023 (2) |
C(1) | 0.00382 (3) | 0.00450 (3) | 0.00383 (3) | 0.00010 (2) | 0.00181 (2) | 0.00004 (2) |
C(2) | 0.00491 (3) | 0.00592 (3) | 0.00417 (3) | 0.00095 (2) | 0.00208 (2) | 0.00077 (2) |
Geometric parameters (Å, º) top
O(1)—C(1) | 1.2572 (1) | N()—H(3) | 1.0330 (1) |
O(2)—C(1) | 1.2596 (1) | C(1)—C(2) | 1.5268 (2) |
N()—H(1) | 1.0330 (1) | C(2)—H(4) | 1.0920 (1) |
N()—H(2) | 1.0330 (1) | C(2)—H(5) | 1.0920 (1) |
| | | |
H(1)—N()—H(2) | 106.371 (8) | O(2)—C(1)—C(2) | 117.011 (10) |
H(1)—N()—H(3) | 108.677 (9) | C(1)—C(2)—H(4) | 108.576 (9) |
H(2)—N()—H(3) | 107.947 (9) | C(1)—C(2)—H(5) | 109.712 (9) |
O(1)—C(1)—O(2) | 125.540 (10) | H(4)—C(2)—H(5) | 110.039 (9) |
O(1)—C(1)—C(2) | 117.443 (9) | | |
Crystal data top
C2H5NO2 | V = 303.16 (18) Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | F(000) = 160 |
Hall symbol: -P 2yabc | Mo Kα radiation, λ = 0.71069 Å |
a = 5.087 (2) Å | µ = 0.15 mm−1 |
b = 11.773 (3) Å | T = 23 K |
c = 5.460 (2) Å | × × mm |
β = 111.990 (15)° | |
Data collection top
3822 independent reflections | k = ?→? |
3603 reflections with F > 3σ F | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | 0 restraints |
Least-squares matrix: full | w1 = 1/[s2(Fo)] |
R[F2 > 2σ(F2)] = 0.012 | (Δ/σ)max < 0.001 |
wR(F2) = 0.015 | Δρmax = 0.15 e Å−3 |
S = 1.18 | Δρmin = −0.13 e Å−3 |
3603 reflections | Extinction correction: Becker-Coppens type 1 Lorentzian anisotropic, Becker, P.J. & Coppens, P. (1974) Acta Cryst., A30, 129-153. |
130 parameters | |
Crystal data top
C2H5NO2 | V = 303.16 (18) Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 5.087 (2) Å | µ = 0.15 mm−1 |
b = 11.773 (3) Å | T = 23 K |
c = 5.460 (2) Å | × × mm |
β = 111.990 (15)° | |
Data collection top
3822 independent reflections | 3603 reflections with F > 3σ F |
Refinement top
R[F2 > 2σ(F2)] = 0.012 | 130 parameters |
wR(F2) = 0.015 | 0 restraints |
S = 1.18 | Δρmax = 0.15 e Å−3 |
3603 reflections | Δρmin = −0.13 e Å−3 |
Special details top
Experimental. Destro, R., Roversi, P., Barzaghi, M. and Marsh, R. E. (2000). J. Phys. Chem. A 104 (5), 1047–1054. |
Refinement. Ext coef(1) = 0.12107E+01 0.64593E-01 ext coef(2) = 0.99705E-01 0.63392E-02 ext coef(3) = 0.62779E+00 0.36474E-01 ext coef(4) = −0.15660E+00 0.23354E-01 ext coef(5) = −0.19481E+00 0.43817E-01 ext coef(6) = −0.11777E+00 0.21611E-01 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O(1) | 0.302156 (19) | 0.093778 (7) | 0.236474 (19) | 0.006 | |
O(2) | −0.155320 (19) | 0.142400 (7) | 0.10657 (2) | 0.006 | |
N | 0.294958 (17) | 0.088387 (7) | −0.259561 (16) | 0.005 | |
C(1) | 0.069329 (18) | 0.125159 (8) | 0.065779 (18) | 0.004 | |
C(2) | 0.057957 (19) | 0.145858 (8) | −0.214077 (18) | 0.005 | |
H(4) | 0.074477 | 0.237111 | −0.241188 | 0.02009 (2)* | |
H(5) | −0.140167 | 0.1137 | −0.360019 | 0.01809 (2)* | |
H(1) | 0.277937 | 0.099696 | −0.452556 | 0.01911 (2)* | |
H(2) | 0.489321 | 0.118996 | −0.134753 | 0.01511 (2)* | |
H(3) | 0.290225 | 0.002489 | −0.222836 | 0.01611 (2)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O(1) | 0.00483 (3) | 0.00800 (3) | 0.00403 (3) | 0.001313 (17) | 0.00146 (2) | 0.000892 (18) |
O(2) | 0.00453 (3) | 0.00847 (3) | 0.00595 (3) | 0.000394 (17) | 0.00305 (2) | −0.000393 (19) |
N | 0.00519 (3) | 0.00658 (3) | 0.00432 (3) | 0.000974 (18) | 0.002341 (19) | 0.000239 (18) |
C(1) | 0.00387 (3) | 0.00459 (3) | 0.00381 (3) | 0.000101 (18) | 0.00184 (2) | 0.000050 (19) |
C(2) | 0.00491 (3) | 0.00593 (3) | 0.00415 (3) | 0.000897 (19) | 0.00203 (2) | 0.00075 (2) |
Geometric parameters (Å, º) top
O(1)—C(1) | 1.2574 (1) | N—H(3) | 1.0330 (1) |
O(2)—C(1) | 1.2598 (1) | C(1)—C(2) | 1.5267 (1) |
N—H(1) | 1.0330 (1) | C(2)—H(4) | 1.0920 (1) |
N—H(2) | 1.0330 (1) | C(2)—H(5) | 1.0920 (1) |
| | | |
H(1)—N—H(2) | 108.773 (7) | O(2)—C(1)—C(2) | 117.013 (9) |
H(1)—N—H(3) | 108.966 (8) | C(1)—C(2)—H(4) | 108.462 (8) |
H(2)—N—H(3) | 107.433 (7) | C(1)—C(2)—H(5) | 110.710 (8) |
O(1)—C(1)—O(2) | 125.541 (10) | H(4)—C(2)—H(5) | 109.817 (8) |
O(1)—C(1)—C(2) | 117.441 (8) | | |
Experimental details
| (Glycine_IAM) | (Glycine_IAM_HO) | (Glycine_HO) | (Glycine_INV) |
Crystal data |
Chemical formula | C2H5NO2 | ? | C2H5NO2 | C2H5NO2 |
Mr | 75.1 | ? | 75.1 | 75.1 |
Crystal system, space group | Monoclinic, P21/n | ?, ? | Monoclinic, P21/n | Monoclinic, P21/n |
Temperature (K) | 23 | ? | 23 | 23 |
a, b, c (Å) | 5.0866, 11.7731, 5.4595 | ?, ?, ? | 5.0866, 11.7731, 5.4595 | 5.087 (2), 11.773 (3), 5.460 (2) |
β (°) | 90, 111.99, 90 | ?, ?, ? | 90, 111.99, 90 | 90, 111.990 (15), 90 |
V (Å3) | 303.16 | ? | 303.16 | 303.16 (18) |
Z | 4 | ? | 4 | 4 |
Radiation type | Mo Kα | ?, λ = ? Å | Mo Kα | Mo Kα |
µ (mm−1) | 0.15 | ? | 0.15 | 0.15 |
Crystal size (mm) | × × | × × | × × | × × |
|
Data collection |
Diffractometer | ? | ? | ? | ? |
Absorption correction | – | ? | – | ? |
No. of measured, independent and observed reflections | ?, 3822, 3483 [I > 3σ(I)] | ?, 3822, 3483 [I > 3σ(I)] | ?, 3822, 3483 [I > 3σ(I)] | ?, 3822, 3603 (F > 3σ F) |
Rint | ? | ? | ? | ? |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.022, 0.051, 1.86 | 0.023, 0.052, 1.89 | 0.023, 0.052, 1.89 | 0.014, 0.019, 1.47 |
No. of reflections | 3822 | 3822 | 3822 | 3603 |
No. of parameters | 66 | 1 | 1 | 52 |
No. of restraints | ? | ? | ? | 0 |
Δρmax, Δρmin (e Å−3) | 0.38, −0.27 | 0.41, −0.26 | 0.41, −0.26 | 0.22, −0.21 |
| (Glycine_MP) |
Crystal data |
Chemical formula | C2H5NO2 |
Mr | 75.1 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 23 |
a, b, c (Å) | 5.087 (2), 11.773 (3), 5.460 (2) |
β (°) | 90, 111.990 (15), 90 |
V (Å3) | 303.16 (18) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.15 |
Crystal size (mm) | × × |
|
Data collection |
Diffractometer | ? |
Absorption correction | ? |
No. of measured, independent and observed reflections | ?, 3822, 3603 (F > 3σ F) |
Rint | ? |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.012, 0.015, 1.18 |
No. of reflections | 3603 |
No. of parameters | 130 |
No. of restraints | 0 |
Δρmax, Δρmin (e Å−3) | 0.15, −0.13 |
Selected geometric parameters (Å, º) for (Glycine_IAM) topC1—C2 | 1.5267 (3) | N—H4 | 2.124 (5) |
C1—N | 2.4870 (3) | N—H5 | 2.108 (4) |
C1—O1 | 1.2581 (2) | O1—O2 | 2.2395 (2) |
C1—O2 | 1.2606 (3) | O1—H1i | 1.745 (6) |
C1—H1i | 2.465 (4) | O1—H3ii | 2.424 (10) |
C1—H4 | 2.148 (7) | O1—H4iii | 2.379 (5) |
C1—H5 | 2.174 (5) | O2—H2iv | 1.813 (4) |
C2—N | 1.4822 (3) | O2—H3v | 2.013 (7) |
C2—O1 | 2.3840 (3) | O2—H4vi | 2.347 (8) |
C2—O2 | 2.3809 (3) | H1—H2 | 1.673 (7) |
C2—H1 | 2.096 (9) | H1—H3 | 1.685 (12) |
C2—H2 | 2.100 (5) | H1—H4 | 2.463 (12) |
C2—H3 | 2.044 (7) | H1—H5 | 2.398 (11) |
C2—H4 | 1.096 (2) | H2—H3 | 1.669 (9) |
C2—H5 | 1.098 (4) | H2—H3ii | 2.336 (10) |
N—H1 | 1.033 (5) | H2—H4 | 2.452 (9) |
N—H2 | 1.032 (5) | H3—H5 | 2.406 (10) |
N—H3 | 1.032 (4) | H4—H5 | 1.763 (8) |
| | | |
C2—C1—N | 33.680 (11) | C2—H1—N | 41.1 (4) |
C2—C1—O1 | 117.43 (2) | C2—H1—O1vii | 149.0 (5) |
C2—C1—O2 | 117.025 (17) | C2—H1—H2 | 66.6 (3) |
C2—C1—H1i | 158.0 (2) | C2—H1—H3 | 64.4 (4) |
C2—C1—H4 | 28.88 (15) | C2—H1—H4 | 26.28 (19) |
C2—C1—H5 | 28.17 (14) | C2—H1—H5 | 27.24 (18) |
N—C1—O1 | 85.391 (16) | N—H1—O1vii | 169.1 (9) |
N—C1—O2 | 147.775 (14) | N—H1—H2 | 35.9 (3) |
N—C1—H1i | 127.3 (2) | N—H1—H3 | 35.3 (4) |
N—C1—H4 | 53.94 (19) | N—H1—H4 | 59.0 (5) |
N—C1—H5 | 53.26 (13) | N—H1—H5 | 61.4 (5) |
O1—C1—O2 | 125.54 (2) | O1vii—H1—H2 | 140.3 (7) |
O1—C1—H1i | 41.9 (2) | O1vii—H1—H3 | 136.0 (7) |
O1—C1—H4 | 119.5 (2) | O1vii—H1—H4 | 131.9 (5) |
O1—C1—H5 | 136.93 (14) | O1vii—H1—H5 | 126.2 (4) |
O2—C1—H1i | 84.0 (2) | H2—H1—H3 | 59.6 (4) |
O2—C1—H4 | 107.6 (2) | H2—H1—H4 | 69.7 (4) |
O2—C1—H5 | 94.53 (13) | H2—H1—H5 | 92.6 (4) |
H1i—C1—H4 | 142.4 (3) | H3—H1—H4 | 88.9 (5) |
H1i—C1—H5 | 169.2 (3) | H3—H1—H5 | 69.7 (5) |
H4—C1—H5 | 48.2 (2) | H4—H1—H5 | 42.5 (3) |
C1—C2—N | 111.486 (16) | C2—H2—N | 40.9 (2) |
C1—C2—O1 | 27.931 (10) | C2—H2—O2viii | 143.6 (4) |
C1—C2—O2 | 28.141 (10) | C2—H2—H1 | 66.4 (4) |
C1—C2—H1 | 138.69 (19) | C2—H2—H3 | 64.5 (4) |
C1—C2—H2 | 97.1 (2) | C2—H2—H3ii | 114.8 (4) |
C1—C2—H3 | 94.4 (3) | C2—H2—H4 | 26.46 (15) |
C1—C2—H4 | 108.9 (5) | N—H2—O2viii | 169.1 (7) |
C1—C2—H5 | 110.8 (3) | N—H2—H1 | 35.9 (4) |
N—C2—O1 | 85.009 (12) | N—H2—H3 | 36.0 (4) |
N—C2—O2 | 137.614 (15) | N—H2—H3ii | 113.4 (6) |
N—C2—H1 | 27.26 (19) | N—H2—H4 | 59.5 (3) |
N—C2—H2 | 27.1 (2) | O2viii—H2—H1 | 147.6 (5) |
N—C2—H3 | 28.8 (3) | O2viii—H2—H3 | 133.2 (5) |
N—C2—H4 | 110.0 (5) | O2viii—H2—H3ii | 56.4 (3) |
N—C2—H5 | 108.7 (3) | O2viii—H2—H4 | 129.2 (4) |
O1—C2—O2 | 56.070 (8) | H1—H2—H3 | 60.5 (5) |
O1—C2—H1 | 112.10 (18) | H1—H2—H3ii | 134.6 (6) |
O1—C2—H2 | 69.2 (2) | H1—H2—H4 | 70.5 (4) |
O1—C2—H3 | 74.3 (3) | H3—H2—H3ii | 78.7 (4) |
O1—C2—H4 | 112.2 (4) | H3—H2—H4 | 89.7 (4) |
O1—C2—H5 | 130.8 (3) | H3ii—H2—H3 | 78.7 (4) |
O2—C2—H1 | 162.5 (3) | H3ii—H2—H4 | 132.1 (5) |
O2—C2—H2 | 125.1 (2) | C2—H3—N | 43.8 (4) |
O2—C2—H3 | 114.5 (3) | C2—H3—O1ii | 152.7 (4) |
O2—C2—H4 | 100.7 (5) | C2—H3—O2v | 116.3 (6) |
O2—C2—H5 | 88.6 (3) | C2—H3—H1 | 67.6 (4) |
H1—C2—H2 | 47.0 (3) | C2—H3—H2 | 68.0 (2) |
H1—C2—H3 | 48.0 (4) | C2—H3—H2ii | 126.2 (6) |
H1—C2—H4 | 95.9 (6) | C2—H3—H5 | 27.04 (18) |
H1—C2—H5 | 91.9 (4) | N—H3—O1ii | 109.6 (8) |
H2—C2—H3 | 47.5 (3) | N—H3—O2v | 160.0 (10) |
H2—C2—H4 | 95.0 (5) | N—H3—H1 | 35.3 (4) |
H2—C2—H5 | 135.7 (4) | N—H3—H2 | 36.0 (3) |
H3—C2—H4 | 138.7 (6) | N—H3—H2ii | 135.6 (6) |
H3—C2—H5 | 95.2 (4) | N—H3—H5 | 61.0 (5) |
H4—C2—H5 | 106.9 (5) | O1ii—H3—O2v | 89.84 (18) |
C1—N—C2 | 34.834 (11) | O1ii—H3—H1 | 92.9 (6) |
C1—N—H1 | 146.4 (5) | O1ii—H3—H2 | 85.9 (5) |
C1—N—H2 | 93.1 (4) | O1ii—H3—H2ii | 65.0 (3) |
C1—N—H3 | 87.1 (7) | O1ii—H3—H5 | 159.9 (5) |
C1—N—H4 | 54.9 (2) | O2v—H3—H1 | 152.7 (5) |
C1—N—H5 | 55.75 (16) | O2v—H3—H2 | 147.4 (6) |
C2—N—H1 | 111.7 (5) | O2v—H3—H2ii | 48.6 (2) |
C2—N—H2 | 112.0 (4) | O2v—H3—H5 | 101.9 (5) |
C2—N—H3 | 107.4 (7) | H1—H3—H2 | 59.8 (4) |
C2—N—H4 | 29.0 (2) | H1—H3—H2ii | 153.0 (7) |
C2—N—H5 | 29.58 (17) | H1—H3—H5 | 69.2 (4) |
H1—N—H2 | 108.2 (7) | H2—H3—H2ii | 101.3 (5) |
H1—N—H3 | 109.4 (8) | H2—H3—H5 | 92.4 (3) |
H1—N—H4 | 96.4 (6) | H2ii—H3—H2 | 101.3 (5) |
H1—N—H5 | 93.2 (6) | H2ii—H3—H5 | 134.7 (6) |
H2—N—H3 | 108.0 (7) | C1—H4—C2 | 42.3 (3) |
H2—N—H4 | 95.7 (5) | C1—H4—N | 71.21 (11) |
H2—N—H5 | 141.5 (5) | C1—H4—O1ix | 112.6 (4) |
H3—N—H4 | 136.4 (7) | C1—H4—O2x | 144.8 (3) |
H3—N—H5 | 93.7 (6) | C1—H4—H1 | 94.6 (2) |
H4—N—H5 | 49.3 (3) | C1—H4—H2 | 72.9 (2) |
C1—O1—C2 | 34.639 (14) | C1—H4—H5 | 66.7 (3) |
C1—O1—O2 | 27.260 (13) | C2—H4—N | 41.0 (3) |
C1—O1—H1i | 109.2 (3) | C2—H4—O1ix | 140.7 (7) |
C1—O1—H3ii | 134.6 (2) | C2—H4—O2x | 135.3 (6) |
C1—O1—H4iii | 98.45 (15) | C2—H4—H1 | 57.8 (4) |
C2—O1—O2 | 61.896 (9) | C2—H4—H2 | 58.6 (4) |
C2—O1—H1i | 143.1 (3) | C2—H4—H5 | 36.6 (2) |
C2—O1—H3ii | 102.1 (2) | N—H4—O1ix | 175.7 (4) |
C2—O1—H4iii | 84.08 (17) | N—H4—O2x | 94.4 (4) |
O2—O1—H1i | 82.3 (3) | N—H4—H1 | 24.62 (17) |
O2—O1—H3ii | 157.40 (19) | N—H4—H2 | 24.77 (18) |
O2—O1—H4iii | 107.72 (16) | N—H4—H5 | 64.9 (2) |
H1i—O1—H3ii | 114.8 (4) | O1ix—H4—O2x | 83.49 (9) |
H1i—O1—H4iii | 99.8 (4) | O1ix—H4—H1 | 151.1 (4) |
H3ii—O1—H4iii | 84.8 (2) | O1ix—H4—H2 | 156.9 (3) |
C1—O2—C2 | 34.834 (11) | O1ix—H4—H5 | 114.3 (4) |
C1—O2—O1 | 27.202 (11) | O2x—H4—H1 | 79.2 (4) |
C1—O2—H2iv | 124.6 (2) | O2x—H4—H2 | 81.0 (3) |
C1—O2—H3v | 109.8 (3) | O2x—H4—H5 | 136.8 (5) |
C1—O2—H4vi | 149.45 (14) | H1—H4—H2 | 39.8 (2) |
C2—O2—O1 | 62.034 (9) | H1—H4—H5 | 66.8 (3) |
C2—O2—H2iv | 94.2 (2) | H2—H4—H5 | 88.6 (3) |
C2—O2—H3v | 122.2 (3) | C1—H5—C2 | 41.0 (2) |
C2—O2—H4vi | 137.95 (16) | C1—H5—N | 70.99 (12) |
O1—O2—H2iv | 145.4 (2) | C1—H5—H1 | 95.79 (16) |
O1—O2—H3v | 95.9 (3) | C1—H5—H3 | 70.3 (3) |
O1—O2—H4vi | 137.19 (16) | C1—H5—H4 | 65.1 (3) |
H2iv—O2—H3v | 75.0 (4) | C2—H5—N | 41.77 (18) |
H2iv—O2—H4vi | 77.4 (3) | C2—H5—H1 | 60.9 (3) |
H3v—O2—H4vi | 95.6 (3) | C2—H5—H3 | 57.8 (3) |
C1vii—H1—C2 | 120.4 (4) | C2—H5—H4 | 36.5 (3) |
C1vii—H1—N | 159.4 (8) | N—H5—H1 | 25.46 (11) |
C1vii—H1—O1vii | 28.81 (8) | N—H5—H3 | 25.33 (18) |
C1vii—H1—H2 | 160.8 (6) | N—H5—H4 | 65.8 (3) |
C1vii—H1—H3 | 139.3 (5) | H1—H5—H3 | 41.1 (3) |
C1vii—H1—H4 | 108.3 (4) | H1—H5—H4 | 70.7 (4) |
C1vii—H1—H5 | 98.1 (3) | H3—H5—H4 | 89.0 (3) |
Symmetry codes: (i) x, y, z+1; (ii) −x+1, −y, −z; (iii) x+1/2, −y+1/2, z+1/2; (iv) x−1, y, z; (v) −x, −y, −z; (vi) x−1/2, −y+1/2, z+1/2; (vii) x, y, z−1; (viii) x+1, y, z; (ix) x−1/2, −y+1/2, z−1/2; (x) x+1/2, −y+1/2, z−1/2. |
Selected geometric parameters (Å, º) for (Glycine_IAM_HO) topC1—C2 | 1.5273 | N—H4 | 2.1269 |
C1—N | 2.4873 | N—H5 | 2.1076 |
C1—O1 | 1.2571 | O1—O2 | 2.2378 |
C1—O2 | 1.2594 | O1—H1 | 1.7435 |
C1—H1 | 2.4675 | O1—H3 | 2.4279 |
C1—H4 | 2.148 | O1—H4 | 2.3759 |
C1—H5 | 2.1766 | O2—H2 | 1.8142 |
C2—N | 1.482 | O2—H3 | 2.0122 |
C2—O1 | 2.3836 | O2—H4 | 2.3486 |
C2—O2 | 2.3803 | H1—H2 | 1.6708 |
C2—H1 | 2.1021 | H1—H3 | 1.6843 |
C2—H2 | 2.0968 | H1—H4 | 2.4736 |
C2—H3 | 2.0425 | H1—H5 | 2.4054 |
C2—H4 | 1.0983 | H2—H3 | 1.6747 |
C2—H5 | 1.0988 | H2—H3 | 2.3389 |
N—H1 | 1.0329 | H2—H4 | 2.45 |
N—H2 | 1.0328 | H3—H5 | 2.4031 |
N—H3 | 1.0326 | H4—H5 | 1.7652 |
| | | |
C2—C1—N | 33.67 | C2—H1—N | 40.755 |
C2—C1—O1 | 117.425 | C2—H1—O1 | 148.463 |
C2—C1—O2 | 117.006 | C2—H1—H2 | 66.384 |
C2—C1—H1 | 157.782 | C2—H1—H3 | 64.18 |
C2—C1—H4 | 28.971 | C2—H1—H4 | 26.198 |
C2—C1—H5 | 28.136 | C2—H1—H5 | 27.164 |
N—C1—O1 | 85.387 | N—H1—O1 | 169.811 |
N—C1—O2 | 147.753 | N—H1—H2 | 36.018 |
N—C1—H1 | 127.126 | N—H1—H3 | 35.364 |
N—C1—H4 | 54.025 | N—H1—H4 | 58.605 |
N—C1—H5 | 53.225 | N—H1—H5 | 60.98 |
O1—C1—O2 | 125.563 | O1—H1—H2 | 140.901 |
O1—C1—H1 | 41.743 | O1—H1—H3 | 136.282 |
O1—C1—H4 | 119.512 | O1—H1—H4 | 131.567 |
O1—C1—H5 | 136.891 | O1—H1—H5 | 125.761 |
O2—C1—H1 | 84.207 | H2—H1—H3 | 59.886 |
O2—C1—H4 | 107.524 | H2—H1—H4 | 69.403 |
O2—C1—H5 | 94.545 | H2—H1—H5 | 92.328 |
H1—C1—H4 | 142.359 | H3—H1—H4 | 88.676 |
H1—C1—H5 | 169.155 | H3—H1—H5 | 69.425 |
H4—C1—H5 | 48.176 | H4—H1—H5 | 42.394 |
C1—C2—N | 111.484 | C2—H2—N | 41.038 |
C1—C2—O1 | 27.912 | C2—H2—O2 | 143.9 |
C1—C2—O2 | 28.126 | C2—H2—H1 | 66.72 |
C1—C2—H1 | 138.504 | C2—H2—H3 | 64.445 |
C1—C2—H2 | 97.018 | C2—H2—H3 | 114.971 |
C1—C2—H3 | 94.422 | C2—H2—H4 | 26.525 |
C1—C2—H4 | 108.687 | N—H2—O2 | 168.82 |
C1—C2—H5 | 110.909 | N—H2—H1 | 36.021 |
N—C2—O1 | 85.018 | N—H2—H3 | 35.821 |
N—C2—O2 | 137.601 | N—H2—H3 | 113.332 |
N—C2—H1 | 27.066 | N—H2—H4 | 59.801 |
N—C2—H2 | 27.231 | O2—H2—H1 | 147.101 |
N—C2—H3 | 28.867 | O2—H2—H3 | 133.025 |
N—C2—H4 | 110.144 | O2—H2—H3 | 56.267 |
N—C2—H5 | 108.596 | O2—H2—H4 | 129.352 |
O1—C2—O2 | 56.037 | H1—H2—H3 | 60.458 |
O1—C2—H1 | 111.92 | H1—H2—H3 | 134.268 |
O1—C2—H2 | 69.188 | H1—H2—H4 | 70.926 |
O1—C2—H3 | 74.33 | H3—H2—H3 | 78.755 |
O1—C2—H4 | 112.061 | H3—H2—H4 | 89.692 |
O1—C2—H5 | 130.825 | H3—H2—H3 | 78.755 |
O2—C2—H1 | 162.324 | H3—H2—H4 | 132.219 |
O2—C2—H2 | 125.011 | C2—H3—N | 43.856 |
O2—C2—H3 | 114.413 | C2—H3—O1 | 152.563 |
O2—C2—H4 | 100.548 | C2—H3—O2 | 116.497 |
O2—C2—H5 | 88.744 | C2—H3—H1 | 67.89 |
H1—C2—H2 | 46.896 | C2—H3—H2 | 67.845 |
H1—C2—H3 | 47.93 | C2—H3—H2 | 126.391 |
H1—C2—H4 | 96.135 | C2—H3—H5 | 27.094 |
H1—C2—H5 | 91.979 | N—H3—O1 | 109.363 |
H2—C2—H3 | 47.709 | N—H3—O2 | 160.231 |
H2—C2—H4 | 94.979 | N—H3—H1 | 35.375 |
H2—C2—H5 | 135.743 | N—H3—H2 | 35.829 |
H3—C2—H4 | 138.984 | N—H3—H2 | 135.431 |
H3—C2—H5 | 95.063 | N—H3—H5 | 61.091 |
H4—C2—H5 | 106.921 | O1—H3—O2 | 89.82 |
C1—N—C2 | 34.846 | O1—H3—H1 | 92.467 |
C1—N—H1 | 146.956 | O1—H3—H2 | 85.909 |
C1—N—H2 | 92.88 | O1—H3—H2 | 64.783 |
C1—N—H3 | 87.011 | O1—H3—H5 | 159.855 |
C1—N—H4 | 54.815 | O2—H3—H1 | 152.988 |
C1—N—H5 | 55.814 | O2—H3—H2 | 147.335 |
C2—N—H1 | 112.179 | O2—H3—H2 | 48.574 |
C2—N—H2 | 111.731 | O2—H3—H5 | 102.098 |
C2—N—H3 | 107.277 | H1—H3—H2 | 59.657 |
C2—N—H4 | 29 | H1—H3—H2 | 152.413 |
C2—N—H5 | 29.612 | H1—H3—H5 | 69.566 |
H1—N—H2 | 107.96 | H2—H3—H2 | 101.245 |
H1—N—H3 | 109.26 | H2—H3—H5 | 92.309 |
H1—N—H4 | 96.904 | H2—H3—H2 | 101.245 |
H1—N—H5 | 93.644 | H2—H3—H5 | 134.977 |
H2—N—H3 | 108.35 | C1—H4—C2 | 42.342 |
H2—N—H4 | 95.382 | C1—H4—N | 71.16 |
H2—N—H5 | 141.243 | C1—H4—O1 | 112.719 |
H3—N—H4 | 136.251 | C1—H4—O2 | 144.751 |
H3—N—H5 | 93.512 | C1—H4—H1 | 94.472 |
H4—N—H5 | 49.272 | C1—H4—H2 | 72.844 |
C1—O1—C2 | 34.663 | C1—H4—H5 | 66.762 |
C1—O1—O2 | 27.246 | C2—H4—N | 40.856 |
C1—O1—H1 | 109.571 | C2—H4—O1 | 140.857 |
C1—O1—H3 | 134.685 | C2—H4—O2 | 135 |
C1—O1—H4 | 98.479 | C2—H4—H1 | 57.668 |
C2—O1—O2 | 61.907 | C2—H4—H2 | 58.496 |
C2—O1—H1 | 143.453 | C2—H4—H5 | 36.549 |
C2—O1—H3 | 102.129 | N—H4—O1 | 175.601 |
C2—O1—H4 | 84.127 | N—H4—O2 | 94.276 |
O2—O1—H1 | 82.633 | N—H4—H1 | 24.491 |
O2—O1—H3 | 157.482 | N—H4—H2 | 24.816 |
O2—O1—H4 | 107.722 | N—H4—H5 | 64.797 |
H1—O1—H3 | 114.404 | O1—H4—O2 | 83.579 |
H1—O1—H4 | 99.664 | O1—H4—H1 | 151.158 |
H3—O1—H4 | 84.731 | O1—H4—H2 | 156.943 |
C1—O2—C2 | 34.867 | O1—H4—H5 | 114.341 |
C1—O2—O1 | 27.19 | O2—H4—H1 | 79.071 |
C1—O2—H2 | 124.774 | O2—H4—H2 | 80.914 |
C1—O2—H3 | 109.724 | O2—H4—H5 | 136.591 |
C1—O2—H4 | 149.55 | H1—H4—H2 | 39.671 |
C2—O2—O1 | 62.056 | H1—H4—H5 | 66.738 |
C2—O2—H2 | 94.286 | H2—H4—H5 | 88.579 |
C2—O2—H3 | 122.206 | C1—H5—C2 | 40.955 |
C2—O2—H4 | 138.052 | C1—H5—N | 70.96 |
O1—O2—H2 | 145.573 | C1—H5—H1 | 95.686 |
O1—O2—H3 | 95.83 | C1—H5—H3 | 70.294 |
O1—O2—H4 | 137.224 | C1—H5—H4 | 65.062 |
H2—O2—H3 | 75.159 | C2—H5—N | 41.792 |
H2—O2—H4 | 77.168 | C2—H5—H1 | 60.857 |
H3—O2—H4 | 95.553 | C2—H5—H3 | 57.843 |
C1—H1—C2 | 119.95 | C2—H5—H4 | 36.53 |
C1—H1—N | 158.663 | N—H5—H1 | 25.376 |
C1—H1—O1 | 28.687 | N—H5—H3 | 25.397 |
C1—H1—H2 | 160.807 | N—H5—H4 | 65.932 |
C1—H1—H3 | 139.149 | H1—H5—H3 | 41.009 |
C1—H1—H4 | 107.954 | H1—H5—H4 | 70.868 |
C1—H1—H5 | 97.78 | H3—H5—H4 | 89.135 |
Selected geometric parameters (Å, º) for (Glycine_HO) topC1—C2 | 1.5273 | N—H4 | 2.1269 |
C1—N | 2.4873 | N—H5 | 2.1076 |
C1—O1 | 1.2571 | O1—O2 | 2.2378 |
C1—O2 | 1.2594 | O1—H1i | 1.7435 |
C1—H1i | 2.4675 | O1—H3ii | 2.4279 |
C1—H4 | 2.148 | O1—H4iii | 2.3759 |
C1—H5 | 2.1766 | O2—H2iv | 1.8142 |
C2—N | 1.482 | O2—H3v | 2.0122 |
C2—O1 | 2.3836 | O2—H4vi | 2.3486 |
C2—O2 | 2.3803 | H1—H2 | 1.6708 |
C2—H1 | 2.1021 | H1—H3 | 1.6843 |
C2—H2 | 2.0968 | H1—H4 | 2.4736 |
C2—H3 | 2.0425 | H1—H5 | 2.4054 |
C2—H4 | 1.0983 | H2—H3 | 1.6747 |
C2—H5 | 1.0988 | H2—H3ii | 2.3389 |
N—H1 | 1.0329 | H2—H4 | 2.45 |
N—H2 | 1.0328 | H3—H5 | 2.4031 |
N—H3 | 1.0326 | H4—H5 | 1.7652 |
| | | |
C2—C1—N | 33.67 | C2—H1—N | 40.755 |
C2—C1—O1 | 117.425 | C2—H1—O1vii | 148.463 |
C2—C1—O2 | 117.006 | C2—H1—H2 | 66.384 |
C2—C1—H1i | 157.782 | C2—H1—H3 | 64.18 |
C2—C1—H4 | 28.971 | C2—H1—H4 | 26.198 |
C2—C1—H5 | 28.136 | C2—H1—H5 | 27.164 |
N—C1—O1 | 85.387 | N—H1—O1vii | 169.811 |
N—C1—O2 | 147.753 | N—H1—H2 | 36.018 |
N—C1—H1i | 127.126 | N—H1—H3 | 35.364 |
N—C1—H4 | 54.025 | N—H1—H4 | 58.605 |
N—C1—H5 | 53.225 | N—H1—H5 | 60.98 |
O1—C1—O2 | 125.563 | O1vii—H1—H2 | 140.901 |
O1—C1—H1i | 41.743 | O1vii—H1—H3 | 136.282 |
O1—C1—H4 | 119.512 | O1vii—H1—H4 | 131.567 |
O1—C1—H5 | 136.891 | O1vii—H1—H5 | 125.761 |
O2—C1—H1i | 84.207 | H2—H1—H3 | 59.886 |
O2—C1—H4 | 107.524 | H2—H1—H4 | 69.403 |
O2—C1—H5 | 94.545 | H2—H1—H5 | 92.328 |
H1i—C1—H4 | 142.359 | H3—H1—H4 | 88.676 |
H1i—C1—H5 | 169.155 | H3—H1—H5 | 69.425 |
H4—C1—H5 | 48.176 | H4—H1—H5 | 42.394 |
C1—C2—N | 111.484 | C2—H2—N | 41.038 |
C1—C2—O1 | 27.912 | C2—H2—O2viii | 143.9 |
C1—C2—O2 | 28.126 | C2—H2—H1 | 66.72 |
C1—C2—H1 | 138.504 | C2—H2—H3 | 64.445 |
C1—C2—H2 | 97.018 | C2—H2—H3ii | 114.971 |
C1—C2—H3 | 94.422 | C2—H2—H4 | 26.525 |
C1—C2—H4 | 108.687 | N—H2—O2viii | 168.82 |
C1—C2—H5 | 110.909 | N—H2—H1 | 36.021 |
N—C2—O1 | 85.018 | N—H2—H3 | 35.821 |
N—C2—O2 | 137.601 | N—H2—H3ii | 113.332 |
N—C2—H1 | 27.066 | N—H2—H4 | 59.801 |
N—C2—H2 | 27.231 | O2viii—H2—H1 | 147.101 |
N—C2—H3 | 28.867 | O2viii—H2—H3 | 133.025 |
N—C2—H4 | 110.144 | O2viii—H2—H3ii | 56.267 |
N—C2—H5 | 108.596 | O2viii—H2—H4 | 129.352 |
O1—C2—O2 | 56.037 | H1—H2—H3 | 60.458 |
O1—C2—H1 | 111.92 | H1—H2—H3ii | 134.268 |
O1—C2—H2 | 69.188 | H1—H2—H4 | 70.926 |
O1—C2—H3 | 74.33 | H3—H2—H3ii | 78.755 |
O1—C2—H4 | 112.061 | H3—H2—H4 | 89.692 |
O1—C2—H5 | 130.825 | H3ii—H2—H3 | 78.755 |
O2—C2—H1 | 162.324 | H3ii—H2—H4 | 132.219 |
O2—C2—H2 | 125.011 | C2—H3—N | 43.856 |
O2—C2—H3 | 114.413 | C2—H3—O1ii | 152.563 |
O2—C2—H4 | 100.548 | C2—H3—O2v | 116.497 |
O2—C2—H5 | 88.744 | C2—H3—H1 | 67.89 |
H1—C2—H2 | 46.896 | C2—H3—H2 | 67.845 |
H1—C2—H3 | 47.93 | C2—H3—H2ii | 126.391 |
H1—C2—H4 | 96.135 | C2—H3—H5 | 27.094 |
H1—C2—H5 | 91.979 | N—H3—O1ii | 109.363 |
H2—C2—H3 | 47.709 | N—H3—O2v | 160.231 |
H2—C2—H4 | 94.979 | N—H3—H1 | 35.375 |
H2—C2—H5 | 135.743 | N—H3—H2 | 35.829 |
H3—C2—H4 | 138.984 | N—H3—H2ii | 135.431 |
H3—C2—H5 | 95.063 | N—H3—H5 | 61.091 |
H4—C2—H5 | 106.921 | O1ii—H3—O2v | 89.82 |
C1—N—C2 | 34.846 | O1ii—H3—H1 | 92.467 |
C1—N—H1 | 146.956 | O1ii—H3—H2 | 85.909 |
C1—N—H2 | 92.88 | O1ii—H3—H2ii | 64.783 |
C1—N—H3 | 87.011 | O1ii—H3—H5 | 159.855 |
C1—N—H4 | 54.815 | O2v—H3—H1 | 152.988 |
C1—N—H5 | 55.814 | O2v—H3—H2 | 147.335 |
C2—N—H1 | 112.179 | O2v—H3—H2ii | 48.574 |
C2—N—H2 | 111.731 | O2v—H3—H5 | 102.098 |
C2—N—H3 | 107.277 | H1—H3—H2 | 59.657 |
C2—N—H4 | 29 | H1—H3—H2ii | 152.413 |
C2—N—H5 | 29.612 | H1—H3—H5 | 69.566 |
H1—N—H2 | 107.96 | H2—H3—H2ii | 101.245 |
H1—N—H3 | 109.26 | H2—H3—H5 | 92.309 |
H1—N—H4 | 96.904 | H2ii—H3—H2 | 101.245 |
H1—N—H5 | 93.644 | H2ii—H3—H5 | 134.977 |
H2—N—H3 | 108.35 | C1—H4—C2 | 42.342 |
H2—N—H4 | 95.382 | C1—H4—N | 71.16 |
H2—N—H5 | 141.243 | C1—H4—O1ix | 112.719 |
H3—N—H4 | 136.251 | C1—H4—O2x | 144.751 |
H3—N—H5 | 93.512 | C1—H4—H1 | 94.472 |
H4—N—H5 | 49.272 | C1—H4—H2 | 72.844 |
C1—O1—C2 | 34.663 | C1—H4—H5 | 66.762 |
C1—O1—O2 | 27.246 | C2—H4—N | 40.856 |
C1—O1—H1i | 109.571 | C2—H4—O1ix | 140.857 |
C1—O1—H3ii | 134.685 | C2—H4—O2x | 135 |
C1—O1—H4iii | 98.479 | C2—H4—H1 | 57.668 |
C2—O1—O2 | 61.907 | C2—H4—H2 | 58.496 |
C2—O1—H1i | 143.453 | C2—H4—H5 | 36.549 |
C2—O1—H3ii | 102.129 | N—H4—O1ix | 175.601 |
C2—O1—H4iii | 84.127 | N—H4—O2x | 94.276 |
O2—O1—H1i | 82.633 | N—H4—H1 | 24.491 |
O2—O1—H3ii | 157.482 | N—H4—H2 | 24.816 |
O2—O1—H4iii | 107.722 | N—H4—H5 | 64.797 |
H1i—O1—H3ii | 114.404 | O1ix—H4—O2x | 83.579 |
H1i—O1—H4iii | 99.664 | O1ix—H4—H1 | 151.158 |
H3ii—O1—H4iii | 84.731 | O1ix—H4—H2 | 156.943 |
C1—O2—C2 | 34.867 | O1ix—H4—H5 | 114.341 |
C1—O2—O1 | 27.19 | O2x—H4—H1 | 79.071 |
C1—O2—H2iv | 124.774 | O2x—H4—H2 | 80.914 |
C1—O2—H3v | 109.724 | O2x—H4—H5 | 136.591 |
C1—O2—H4vi | 149.55 | H1—H4—H2 | 39.671 |
C2—O2—O1 | 62.056 | H1—H4—H5 | 66.738 |
C2—O2—H2iv | 94.286 | H2—H4—H5 | 88.579 |
C2—O2—H3v | 122.206 | C1—H5—C2 | 40.955 |
C2—O2—H4vi | 138.052 | C1—H5—N | 70.96 |
O1—O2—H2iv | 145.573 | C1—H5—H1 | 95.686 |
O1—O2—H3v | 95.83 | C1—H5—H3 | 70.294 |
O1—O2—H4vi | 137.224 | C1—H5—H4 | 65.062 |
H2iv—O2—H3v | 75.159 | C2—H5—N | 41.792 |
H2iv—O2—H4vi | 77.168 | C2—H5—H1 | 60.857 |
H3v—O2—H4vi | 95.553 | C2—H5—H3 | 57.843 |
C1vii—H1—C2 | 119.95 | C2—H5—H4 | 36.53 |
C1vii—H1—N | 158.663 | N—H5—H1 | 25.376 |
C1vii—H1—O1vii | 28.687 | N—H5—H3 | 25.397 |
C1vii—H1—H2 | 160.807 | N—H5—H4 | 65.932 |
C1vii—H1—H3 | 139.149 | H1—H5—H3 | 41.009 |
C1vii—H1—H4 | 107.954 | H1—H5—H4 | 70.868 |
C1vii—H1—H5 | 97.78 | H3—H5—H4 | 89.135 |
Symmetry codes: (i) x, y, z+1; (ii) −x+1, −y, −z; (iii) x+1/2, −y+1/2, z+1/2; (iv) x−1, y, z; (v) −x, −y, −z; (vi) x−1/2, −y+1/2, z+1/2; (vii) x, y, z−1; (viii) x+1, y, z; (ix) x−1/2, −y+1/2, z−1/2; (x) x+1/2, −y+1/2, z−1/2. |
Selected geometric parameters (Å, º) for (Glycine_INV) topO(1)—C(1) | 1.2572 (1) | N()—H(3) | 1.0330 (1) |
O(2)—C(1) | 1.2596 (1) | C(1)—C(2) | 1.5268 (2) |
N()—H(1) | 1.0330 (1) | C(2)—H(4) | 1.0920 (1) |
N()—H(2) | 1.0330 (1) | C(2)—H(5) | 1.0920 (1) |
| | | |
H(1)—N()—H(2) | 106.371 (8) | O(2)—C(1)—C(2) | 117.011 (10) |
H(1)—N()—H(3) | 108.677 (9) | C(1)—C(2)—H(4) | 108.576 (9) |
H(2)—N()—H(3) | 107.947 (9) | C(1)—C(2)—H(5) | 109.712 (9) |
O(1)—C(1)—O(2) | 125.540 (10) | H(4)—C(2)—H(5) | 110.039 (9) |
O(1)—C(1)—C(2) | 117.443 (9) | | |
Selected geometric parameters (Å, º) for (Glycine_MP) topO(1)—C(1) | 1.2574 (1) | N—H(3) | 1.0330 (1) |
O(2)—C(1) | 1.2598 (1) | C(1)—C(2) | 1.5267 (1) |
N—H(1) | 1.0330 (1) | C(2)—H(4) | 1.0920 (1) |
N—H(2) | 1.0330 (1) | C(2)—H(5) | 1.0920 (1) |
| | | |
H(1)—N—H(2) | 108.773 (7) | O(2)—C(1)—C(2) | 117.013 (9) |
H(1)—N—H(3) | 108.966 (8) | C(1)—C(2)—H(4) | 108.462 (8) |
H(2)—N—H(3) | 107.433 (7) | C(1)—C(2)—H(5) | 110.710 (8) |
O(1)—C(1)—O(2) | 125.541 (10) | H(4)—C(2)—H(5) | 109.817 (8) |
O(1)—C(1)—C(2) | 117.441 (8) | | |