##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'PLATON <TABLE ACC> option'
_journal_date_recd_electronic     2010-04-03
_journal_date_accepted     2010-04-07
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2010
_journal_volume     66
_journal_issue      5
_journal_page_first     o1061
_journal_page_last     o1061
_journal_paper_category     QO
_journal_coeditor_code     PV2272
_publ_contact_author_name     'Mehmet Akkurt'
_publ_contact_author_address
;
Department of Physics
Faculty of Arts and Sciences
Erciyes University
38039 Kayseri
Turkey
;
_publ_contact_author_email     akkurt@erciyes.edu.tr
_publ_contact_author_fax     '+90-352-4374933'
_publ_contact_author_phone     '+90-352-4374901 extra 33106'
_publ_section_title
;
5-(4-Chlorophenyl)-3-(2-furyl)-1,2,4-triazolo[3,4-a]isoquinoline
;
loop_
    _publ_author_name
    _publ_author_address
    'F. Nawaz Khan'
;
Organic and Medicinal Chemistry Research Laboratory
Organic Chemistry Division
School of Advanced Sciences
VIT University
Vellore 632 014
Tamil Nadu
India
;
    'P. Manivel'
;
Organic and Medicinal Chemistry Research Laboratory
Organic Chemistry Division
School of Advanced Sciences
VIT University
Vellore 632 014
Tamil Nadu
India
;
    'K. Prabakarana'
;
Organic and Medicinal Chemistry Research Laboratory
Organic Chemistry Division
School of Advanced Sciences
VIT University
Vellore 632 014
Tamil Nadu
India
;
    'Venkatesha R. Hathwar'
;
Solid State and Structural Chemistry Unit
Indian Institute of Science
Bangalore 560 012
Karnataka
India
;
    'Mehmet Akkurt'
;
Department of Physics
Faculty of Arts and Sciences
Erciyes University
38039 Kayseri
Turkey
;
data_I
_chemical_name_systematic
;
5-(4-Chlorophenyl)-3-(2-furyl)-1,2,4-triazolo[3,4-a]isoquinoline
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H12 Cl N3 O'
_chemical_formula_sum     'C20 H12 Cl N3 O'
_chemical_formula_structural     ?
_chemical_formula_iupac     'C20 H12 Cl N3 O'
_chemical_formula_weight     345.78
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_Hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_site_id
    _symmetry_equiv_pos_as_xyz
    1 x,y,z
    2 1/2-x,-y,1/2+z
    3 1/2+x,1/2-y,-z
    4 -x,1/2+y,1/2-z
_cell_length_a     9.0281(9)
_cell_length_b     12.6034(11)
_cell_length_c     14.6444(15)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     1666.3(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1165
_cell_measurement_theta_min     1.68
_cell_measurement_theta_max     20.64
_cell_measurement_temperature     290(2)
_cell_special_details
;
;
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.320
_exptl_crystal_size_mid     0.240
_exptl_crystal_size_min     0.150
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.378
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     712
_exptl_absorpt_coefficient_mu     0.242
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(CrysAlis Pro; Oxford Diffraction, 2009)'
_exptl_absorpt_correction_T_min     0.933
_exptl_absorpt_correction_T_max     0.964
_exptl_special_details
;
;
_diffrn_ambient_temperature     290(2)
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Oxford Xcalibur Eos (Nova) CCD detector'
_diffrn_measurement_method     ω
_diffrn_reflns_number     9280
_diffrn_reflns_av_R_equivalents     0.0714
_diffrn_reflns_av_sigmaI/netI     0.0816
_diffrn_reflns_theta_min     3.10
_diffrn_reflns_theta_max     25.49
_diffrn_reflns_theta_full     25.49
_diffrn_measured_fraction_theta_max     0.997
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     17
_diffrn_reflns_reduction_process
;
;
_refine_special_details
;
Refinement on F² for ALL reflections except those flagged by the user
for potential systematic errors. Weighted R-factors wR and all
goodnesses of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The observed criterion of F² > σ(F²)
is used only for calculating -R-factor-obs etc. and is not relevant to
the choice of reflections for refinement. R-factors based on
F² are statistically about twice as large as those based on F,
and R-factors based on ALL data will be even larger.
;
_reflns_number_total     3029
_reflns_number_gt     1831
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0815
_refine_ls_R_factor_gt     0.0410
_refine_ls_wR_factor_gt     0.0750
_refine_ls_wR_factor_ref     0.0823
_refine_ls_goodness_of_fit_ref     0.851
_refine_ls_restrained_S_all     0.851
_refine_ls_number_reflns     3029
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
               'calc w = 1/[σ²(Fo²)+(0.0329P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.127
_refine_diff_density_min     -0.140
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_extinction_coef     0.0109(10)
_refine_ls_extinction_expression
                                 'Fc^*^ = kFc[1+0.001Fc²λ³/sin(2θ)]^-1/4^'
_refine_ls_abs_structure_details     'Flack (1983), with 1245 Freidel pairs'
_refine_ls_abs_structure_Flack     0.00(8)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_cell_refinement     'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_data_reduction     'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_structure_solution     'SHELXS97  (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material     'WinGX (Farrugia, 1999)'
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    Cl Cl1 0.33125(9) 1.00293(7) 0.16049(6) 0.0937(3) Uani . . 1.000
    O O1 0.5357(2) 0.77175(16) 0.41053(13) 0.0713(8) Uani . . 1.000
    N N1 0.3343(2) 0.56533(14) 0.42785(13) 0.0434(7) Uani . . 1.000
    N N2 0.4295(2) 0.58135(18) 0.56552(15) 0.0607(9) Uani . . 1.000
    N N3 0.3791(3) 0.47806(17) 0.55611(15) 0.0588(8) Uani . . 1.000
    C C1 0.3237(3) 0.46973(19) 0.47266(18) 0.0485(9) Uani . . 1.000
    C C2 0.2614(3) 0.3788(2) 0.42840(18) 0.0494(9) Uani . . 1.000
    C C3 0.2546(3) 0.2798(2) 0.4715(2) 0.0667(11) Uani . . 1.000
    C C4 0.1926(4) 0.1962(2) 0.4261(2) 0.0837(14) Uani . . 1.000
    C C5 0.1397(4) 0.2076(3) 0.3387(2) 0.0833(16) Uani . . 1.000
    C C6 0.1482(3) 0.3040(2) 0.29456(19) 0.0675(11) Uani . . 1.000
    C C7 0.2094(3) 0.39175(19) 0.33964(18) 0.0500(10) Uani . . 1.000
    C C8 0.2207(3) 0.4941(2) 0.29680(17) 0.0520(9) Uani . . 1.000
    C C9 0.2803(2) 0.57833(19) 0.33756(16) 0.0420(8) Uani . . 1.000
    C C10 0.2922(3) 0.68419(19) 0.29424(16) 0.0440(9) Uani . . 1.000
    C C11 0.2102(3) 0.7688(2) 0.32553(17) 0.0512(10) Uani . . 1.000
    C C12 0.2214(3) 0.8674(2) 0.28522(19) 0.0600(11) Uani . . 1.000
    C C13 0.3148(3) 0.8789(2) 0.21205(19) 0.0574(10) Uani . . 1.000
    C C14 0.3970(3) 0.7960(2) 0.17858(18) 0.0598(11) Uani . . 1.000
    C C15 0.3843(3) 0.6977(2) 0.21980(17) 0.0552(10) Uani . . 1.000
    C C16 0.4029(3) 0.6318(2) 0.48920(17) 0.0491(9) Uani . . 1.000
    C C17 0.4389(3) 0.7432(2) 0.47754(19) 0.0538(10) Uani . . 1.000
    C C18 0.3987(3) 0.8269(2) 0.5256(2) 0.0627(11) Uani . . 1.000
    C C19 0.4689(4) 0.9155(3) 0.4879(2) 0.0837(14) Uani . . 1.000
    C C20 0.5505(4) 0.8809(3) 0.4193(3) 0.0800(14) Uani . . 1.000
    H H3 0.29170 0.27110 0.53030 0.0800 Uiso calc R 1.000
    H H4 0.18610 0.13060 0.45490 0.1000 Uiso calc R 1.000
    H H5 0.09780 0.14970 0.30900 0.1000 Uiso calc R 1.000
    H H6 0.11350 0.31090 0.23510 0.0810 Uiso calc R 1.000
    H H8 0.18460 0.50190 0.23770 0.0620 Uiso calc R 1.000
    H H11 0.14630 0.75940 0.37470 0.0610 Uiso calc R 1.000
    H H12 0.16690 0.92460 0.30710 0.0720 Uiso calc R 1.000
    H H14 0.46020 0.80580 0.12910 0.0720 Uiso calc R 1.000
    H H15 0.43810 0.64050 0.19730 0.0660 Uiso calc R 1.000
    H H18 0.33520 0.82690 0.57550 0.0750 Uiso calc R 1.000
    H H19 0.45980 0.98540 0.50740 0.1010 Uiso calc R 1.000
    H H20 0.60940 0.92350 0.38220 0.0960 Uiso calc R 1.000
_geom_special_details
;
Bond distances, angles etc. have been calculated using the rounded fractional
coordinates. All su's are estimated from the variances of the (full)
variance-covariance matrix. The cell esds are taken into account in the
estimation of distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Cl1 C13 . . 1.742(3) no
    O1 C17 . . 1.362(3) no
    O1 C20 . . 1.388(4) no
    N1 C1 . . 1.375(3) no
    N1 C9 . . 1.419(3) no
    N1 C16 . . 1.376(3) no
    N2 N3 . . 1.386(3) no
    N2 C16 . . 1.308(3) no
    N3 C1 . . 1.325(3) no
    C1 C2 . . 1.432(4) no
    C2 C3 . . 1.400(4) no
    C2 C7 . . 1.392(4) no
    C3 C4 . . 1.366(4) no
    C4 C5 . . 1.374(4) no
    C5 C6 . . 1.378(4) no
    C6 C7 . . 1.402(4) no
    C7 C8 . . 1.438(4) no
    C8 C9 . . 1.332(3) no
    C9 C10 . . 1.481(3) no
    C10 C11 . . 1.377(4) no
    C10 C15 . . 1.382(4) no
    C11 C12 . . 1.380(4) no
    C12 C13 . . 1.371(4) no
    C13 C14 . . 1.372(4) no
    C14 C15 . . 1.383(4) no
    C16 C17 . . 1.451(4) no
    C17 C18 . . 1.319(4) no
    C18 C19 . . 1.398(4) no
    C19 C20 . . 1.320(5) no
    C3 H3 . . 0.9300 no
    C4 H4 . . 0.9300 no
    C5 H5 . . 0.9300 no
    C6 H6 . . 0.9300 no
    C8 H8 . . 0.9300 no
    C11 H11 . . 0.9300 no
    C12 H12 . . 0.9300 no
    C14 H14 . . 0.9300 no
    C15 H15 . . 0.9300 no
    C18 H18 . . 0.9300 no
    C19 H19 . . 0.9300 no
    C20 H20 . . 0.9300 no
loop_
    _geom_contact_atom_site_label_1
    _geom_contact_atom_site_label_2
    _geom_contact_distance
    _geom_contact_site_symmetry_1
    _geom_contact_site_symmetry_2
    _geom_contact_publ_flag
    Cl1 C18 3.579(3) . 2_574 no
    Cl1 C16 3.634(3) . 4_655 no
    Cl1 N1 3.378(2) . 4_655 no
    Cl1 C9 3.634(2) . 4_655 no
    Cl1 H18 2.9000 . 2_574 no
    O1 N1 3.184(3) . . no
    O1 C10 2.992(3) . . no
    O1 C11 3.192(3) . . no
    O1 C15 3.247(3) . . no
    N1 O1 3.184(3) . . no
    N1 N2 2.201(3) . . no
    N1 Cl1 3.378(2) . 4_645 no
    N2 N1 2.201(3) . . no
    N3 N1 2.214(3) . . no
    N2 H6 2.8600 . 2_565 no
    N2 H11 2.9400 . 3_566 no
    N2 H12 2.8400 . 3_566 no
    N2 H8 2.9200 . 2_565 no
    N3 H3 2.7500 . . no
    N3 H8 2.7300 . 2_565 no
    N3 H20 2.8800 . 3_466 no
    C1 C19 3.562(5) . 3_466 no
    C1 C20 3.483(5) . 3_466 no
    C3 C14 3.462(4) . 2_565 no
    C9 Cl1 3.634(2) . 4_645 no
    C10 C17 3.084(4) . . no
    C10 O1 2.992(3) . . no
    C11 O1 3.192(3) . . no
    C11 C17 3.053(4) . . no
    C11 C18 3.467(4) . . no
    C11 C16 3.428(4) . . no
    C12 C20 3.565(5) . . no
    C14 C3 3.462(4) . 2_564 no
    C15 O1 3.247(3) . . no
    C16 Cl1 3.634(3) . 4_645 no
    C16 C20 3.456(5) . 3_466 no
    C16 C11 3.428(4) . . no
    C17 C11 3.053(4) . . no
    C17 C10 3.084(4) . . no
    C18 Cl1 3.579(3) . 2_575 no
    C18 C11 3.467(4) . . no
    C19 C1 3.562(5) . 3_566 no
    C20 C16 3.456(5) . 3_566 no
    C20 C12 3.565(5) . . no
    C20 C1 3.483(5) . 3_566 no
    C2 H14 2.8100 . 4_645 no
    C3 H14 2.9800 . 4_645 no
    C8 H15 3.0600 . . no
    C14 H3 2.8900 . 2_564 no
    C15 H8 3.0700 . . no
    C17 H11 3.0500 . . no
    C17 H11 2.8600 . 3_566 no
    C18 H11 2.8800 . 3_566 no
    H3 N3 2.7500 . . no
    H3 C14 2.8900 . 2_565 no
    H6 H8 2.4900 . . no
    H6 N2 2.8600 . 2_564 no
    H8 C15 3.0700 . . no
    H8 H6 2.4900 . . no
    H8 N2 2.9200 . 2_564 no
    H8 N3 2.7300 . 2_564 no
    H11 C17 3.0500 . . no
    H11 N2 2.9400 . 3_466 no
    H11 C17 2.8600 . 3_466 no
    H11 C18 2.8800 . 3_466 no
    H12 N2 2.8400 . 3_466 no
    H14 C2 2.8100 . 4_655 no
    H14 C3 2.9800 . 4_655 no
    H15 C8 3.0600 . . no
    H18 Cl1 2.9000 . 2_575 no
    H20 N3 2.8800 . 3_566 no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C17 O1 C20 . . . 104.9(2) no
    C1 N1 C9 . . . 121.46(19) no
    C1 N1 C16 . . . 104.7(2) no
    C9 N1 C16 . . . 133.9(2) no
    N3 N2 C16 . . . 108.1(2) no
    N2 N3 C1 . . . 106.9(2) no
    N1 C1 N3 . . . 110.2(2) no
    N1 C1 C2 . . . 120.8(2) no
    N3 C1 C2 . . . 129.0(2) no
    C1 C2 C3 . . . 121.8(2) no
    C1 C2 C7 . . . 117.5(2) no
    C3 C2 C7 . . . 120.7(2) no
    C2 C3 C4 . . . 119.1(3) no
    C3 C4 C5 . . . 121.0(3) no
    C4 C5 C6 . . . 120.7(3) no
    C5 C6 C7 . . . 119.8(3) no
    C2 C7 C6 . . . 118.7(2) no
    C2 C7 C8 . . . 119.3(2) no
    C6 C7 C8 . . . 122.0(2) no
    C7 C8 C9 . . . 123.3(2) no
    N1 C9 C8 . . . 117.7(2) no
    N1 C9 C10 . . . 118.6(2) no
    C8 C9 C10 . . . 123.7(2) no
    C9 C10 C11 . . . 121.1(2) no
    C9 C10 C15 . . . 119.5(2) no
    C11 C10 C15 . . . 119.4(2) no
    C10 C11 C12 . . . 121.1(2) no
    C11 C12 C13 . . . 118.3(2) no
    Cl1 C13 C12 . . . 119.1(2) no
    Cl1 C13 C14 . . . 118.8(2) no
    C12 C13 C14 . . . 122.1(2) no
    C13 C14 C15 . . . 118.8(2) no
    C10 C15 C14 . . . 120.3(2) no
    N1 C16 N2 . . . 110.2(2) no
    N1 C16 C17 . . . 127.8(2) no
    N2 C16 C17 . . . 122.0(2) no
    O1 C17 C16 . . . 118.9(2) no
    O1 C17 C18 . . . 110.5(2) no
    C16 C17 C18 . . . 130.5(3) no
    C17 C18 C19 . . . 107.7(3) no
    C18 C19 C20 . . . 106.9(3) no
    O1 C20 C19 . . . 110.1(3) no
    C2 C3 H3 . . . 120.00 no
    C4 C3 H3 . . . 120.00 no
    C3 C4 H4 . . . 119.00 no
    C5 C4 H4 . . . 120.00 no
    C4 C5 H5 . . . 120.00 no
    C6 C5 H5 . . . 120.00 no
    C5 C6 H6 . . . 120.00 no
    C7 C6 H6 . . . 120.00 no
    C7 C8 H8 . . . 118.00 no
    C9 C8 H8 . . . 118.00 no
    C10 C11 H11 . . . 120.00 no
    C12 C11 H11 . . . 119.00 no
    C11 C12 H12 . . . 121.00 no
    C13 C12 H12 . . . 121.00 no
    C13 C14 H14 . . . 121.00 no
    C15 C14 H14 . . . 121.00 no
    C10 C15 H15 . . . 120.00 no
    C14 C15 H15 . . . 120.00 no
    C17 C18 H18 . . . 126.00 no
    C19 C18 H18 . . . 126.00 no
    C18 C19 H19 . . . 127.00 no
    C20 C19 H19 . . . 127.00 no
    O1 C20 H20 . . . 125.00 no
    C19 C20 H20 . . . 125.00 no
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C20 O1 C17 C16 . . . . -177.9(3) no
    C20 O1 C17 C18 . . . . -1.2(3) no
    C17 O1 C20 C19 . . . . 0.6(4) no
    C9 N1 C1 N3 . . . . -178.9(2) no
    C9 N1 C1 C2 . . . . 1.9(4) no
    C16 N1 C1 N3 . . . . 1.2(3) no
    C16 N1 C1 C2 . . . . -178.0(2) no
    C1 N1 C9 C8 . . . . -1.0(3) no
    C1 N1 C9 C10 . . . . 178.6(2) no
    C16 N1 C9 C8 . . . . 178.8(3) no
    C16 N1 C9 C10 . . . . -1.6(4) no
    C1 N1 C16 N2 . . . . -1.0(3) no
    C1 N1 C16 C17 . . . . -178.7(3) no
    C9 N1 C16 N2 . . . . 179.1(2) no
    C9 N1 C16 C17 . . . . 1.4(4) no
    C16 N2 N3 C1 . . . . 0.4(3) no
    N3 N2 C16 N1 . . . . 0.4(3) no
    N3 N2 C16 C17 . . . . 178.3(2) no
    N2 N3 C1 N1 . . . . -1.0(3) no
    N2 N3 C1 C2 . . . . 178.2(3) no
    N1 C1 C2 C3 . . . . 177.6(2) no
    N1 C1 C2 C7 . . . . -1.4(4) no
    N3 C1 C2 C3 . . . . -1.5(5) no
    N3 C1 C2 C7 . . . . 179.5(3) no
    C1 C2 C3 C4 . . . . 179.4(3) no
    C7 C2 C3 C4 . . . . -1.7(4) no
    C1 C2 C7 C6 . . . . 179.8(2) no
    C1 C2 C7 C8 . . . . 0.2(4) no
    C3 C2 C7 C6 . . . . 0.8(4) no
    C3 C2 C7 C8 . . . . -178.8(3) no
    C2 C3 C4 C5 . . . . 1.2(5) no
    C3 C4 C5 C6 . . . . 0.1(5) no
    C4 C5 C6 C7 . . . . -0.9(5) no
    C5 C6 C7 C2 . . . . 0.5(4) no
    C5 C6 C7 C8 . . . . -179.9(3) no
    C2 C7 C8 C9 . . . . 0.7(4) no
    C6 C7 C8 C9 . . . . -179.0(3) no
    C7 C8 C9 N1 . . . . -0.3(4) no
    C7 C8 C9 C10 . . . . -179.8(2) no
    N1 C9 C10 C11 . . . . -67.9(3) no
    N1 C9 C10 C15 . . . . 113.7(3) no
    C8 C9 C10 C11 . . . . 111.7(3) no
    C8 C9 C10 C15 . . . . -66.7(3) no
    C9 C10 C11 C12 . . . . 179.9(2) no
    C15 C10 C11 C12 . . . . -1.7(4) no
    C9 C10 C15 C14 . . . . -179.9(2) no
    C11 C10 C15 C14 . . . . 1.7(4) no
    C10 C11 C12 C13 . . . . 1.0(4) no
    C11 C12 C13 Cl1 . . . . -179.7(2) no
    C11 C12 C13 C14 . . . . -0.3(4) no
    Cl1 C13 C14 C15 . . . . 179.7(2) no
    C12 C13 C14 C15 . . . . 0.4(4) no
    C13 C14 C15 C10 . . . . -1.1(4) no
    N1 C16 C17 O1 . . . . -62.7(4) no
    N1 C16 C17 C18 . . . . 121.5(3) no
    N2 C16 C17 O1 . . . . 119.9(3) no
    N2 C16 C17 C18 . . . . -56.0(4) no
    O1 C17 C18 C19 . . . . 1.4(3) no
    C16 C17 C18 C19 . . . . 177.5(3) no
    C17 C18 C19 C20 . . . . -0.9(4) no
    C18 C19 C20 O1 . . . . 0.2(4) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    C20 H20 Cg2 3_566 0.93 2.95 3.273(4) 102 yes
