##############################################################################
#                                                                            #
# 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 Acta Crystallographica 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.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# 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_I
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.20 svn.r3092 for OlexSys, GUI svn.r4949)
;
_journal_date_recd_electronic     2015-08-25
_journal_date_accepted     2015-09-08
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2015
_journal_volume     71
_journal_issue     10
_journal_page_first     o743
_journal_page_last     o744
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2056989015016813
_journal_coeditor_code     ZQ2234
_publ_contact_author_name     'Carsten Strohmann'
_publ_contact_author_address
;
Fakultät für Chemie und Chemische Biologie
Technische Universität Dortmund,
Otto-Hahn-Strasse 6
44221 Dortmund,
Germany
;
_publ_contact_author_email     'carsten.strohmann@tu-dortmund.de'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
Crystal structure of borated
N,N,N',N'-tetramethyldiaminomethane
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Louven, Kathrin' .
;
Fakultät für Chemie und Chemische Biologie
Technische Universität Dortmund,
Otto-Hahn-Strasse 6
44221 Dortmund,
Germany
;
    'Quentin, Georgina' .
;
Fakultät für Chemie und Chemische Biologie
Technische Universität Dortmund,
Otto-Hahn-Strasse 6
44221 Dortmund,
Germany
;
    'Strohmann, Carsten' .
;
Fakultät für Chemie und Chemische Biologie
Technische Universität Dortmund,
Otto-Hahn-Strasse 6
44221 Dortmund,
Germany
;
_publ_section_synopsis     .
_database_code_depnum_ccdc_archive     'CCDC 1422998'
_chemical_name_systematic
;
{[(Dimethylamino)methyl]dimethylamine}trihydridoboron
;
_chemical_name_common     ?
_chemical_formula_moiety     'C5 H17 B N2'
_chemical_formula_sum     'C5 H17 B N2'
_chemical_formula_weight     116.01
_chemical_melting_point     ?
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     6.0464(8)
_cell_length_b     7.6987(9)
_cell_length_c     9.5896(11)
_cell_angle_alpha     69.602(10)
_cell_angle_beta     76.519(11)
_cell_angle_gamma     74.912(10)
_cell_volume     398.95(9)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1858
_cell_measurement_theta_min     3.0
_cell_measurement_theta_max     28.3
_cell_measurement_temperature     173(2)
_cell_special_details     ?
_exptl_crystal_description     block
_exptl_crystal_colour     'clear light colourless'
_exptl_crystal_size_max     0.2
_exptl_crystal_size_mid     0.15
_exptl_crystal_size_min     0.15
_exptl_crystal_density_diffrn     0.966
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     132
_exptl_absorpt_coefficient_mu     0.057
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Agilent, 2014)
;
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
_exptl_absorpt_correction_T_min     0.983
_exptl_absorpt_correction_T_max     1.000
_diffrn_ambient_temperature     173.15
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'AgilentXcalibur, Sapphire3'
_diffrn_measurement_device     'four-circle diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     16.0560
_diffrn_reflns_number     3232
_diffrn_reflns_av_R_equivalents     ?
_diffrn_reflns_theta_min     3.083
_diffrn_reflns_theta_max     26.995
_diffrn_reflns_theta_full     26.000
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     7
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -12
_diffrn_reflns_limit_l_max     12
_refine_special_details
;
Refined as a 2-component twin. 1. Twinned data refinement Scales: 0.7367(11)
0.2633(11) 2. Fixed Uiso At 1.2 times of: All C(H,H) groups At 1.5
times of: All C(H,H,H) groups 3.a Secondary CH2 refined with riding
coordinates: C3(H3A,H3B) 3.b Idealized Me refined as rotating group:
C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C4(H4A,H4B,H4C)
;
_reflns_number_total     3232
_reflns_number_gt     1828
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0769
_refine_ls_R_factor_gt     0.0409
_refine_ls_wR_factor_gt     0.0936
_refine_ls_wR_factor_ref     0.0993
_refine_ls_goodness_of_fit_ref     0.874
_refine_ls_restrained_S_all     0.874
_refine_ls_number_reflns     3232
_refine_ls_number_parameters     90
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                      'w=1/[σ²(Fo²)+(0.0498P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.176
_refine_diff_density_min     -0.219
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         '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'
    'B' 'B' 0.0013 0.0007
                         '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'
_computing_data_collection
;
CrysAlisPro (Agilent, 2014)
;
_computing_cell_refinement
;
CrysAlisPro (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlisPro (Agilent, 2014)
;
_computing_structure_solution
;
SHELXS96 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL96 (Sheldrick, 2008)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
Olex2 (Dolomanov et al.,  2009)
;
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_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    N N1 0.17275(18) 0.17659(15) 0.69988(12) 0.0182(3) Uani d 1 . .
    C C3 0.2336(2) -0.00477(18) 0.82279(15) 0.0214(3) Uani d 1 . .
    H H3A 0.2756 0.0246 0.9048 0.026 Uiso calc 1 . .
    H H3B 0.0951 -0.0634 0.8648 0.026 Uiso calc 1 . .
    N N2 0.42225(19) -0.13895(16) 0.77307(13) 0.0226(3) Uani d 1 . .
    C C2 0.1062(3) 0.1356(2) 0.57701(16) 0.0274(4) Uani d 1 . .
    H H2A 0.2389 0.0568 0.5326 0.041 Uiso calc 1 . .
    H H2B 0.0591 0.2545 0.4995 0.041 Uiso calc 1 . .
    H H2C -0.0233 0.0685 0.6177 0.041 Uiso calc 1 . .
    C C1 0.3751(2) 0.2702(2) 0.63738(18) 0.0293(4) Uani d 1 . .
    H H1A 0.4230 0.2959 0.7179 0.044 Uiso calc 1 . .
    H H1B 0.3328 0.3894 0.5589 0.044 Uiso calc 1 . .
    H H1C 0.5036 0.1873 0.5939 0.044 Uiso calc 1 . .
    C C5 0.3510(3) -0.3102(2) 0.78120(19) 0.0340(4) Uani d 1 . .
    H H5A 0.2924 -0.3745 0.8861 0.051 Uiso calc 1 . .
    H H5B 0.4844 -0.3946 0.7432 0.051 Uiso calc 1 . .
    H H5C 0.2284 -0.2762 0.7197 0.051 Uiso calc 1 . .
    B B1 -0.0405(3) 0.3123(3) 0.7713(2) 0.0289(4) Uani d 1 . .
    C C4 0.6200(3) -0.1878(2) 0.85213(18) 0.0333(4) Uani d 1 . .
    H H4A 0.6693 -0.0721 0.8429 0.050 Uiso calc 1 . .
    H H4B 0.7483 -0.2698 0.8077 0.050 Uiso calc 1 . .
    H H4C 0.5749 -0.2542 0.9588 0.050 Uiso calc 1 . .
    H H1D -0.083(2) 0.4427(19) 0.6758(15) 0.032(4) Uiso d 1 . .
    H H1E -0.189(2) 0.2332(19) 0.8155(16) 0.034(4) Uiso d 1 . .
    H H1F 0.023(2) 0.3383(19) 0.8634(17) 0.036(4) Uiso d 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    N1 C3 . 1.5039(16) ?
    N1 C2 . 1.4818(17) ?
    N1 C1 . 1.4806(17) ?
    N1 B1 . 1.615(2) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C3 N2 . 1.4393(17) ?
    N2 C5 . 1.4622(18) ?
    N2 C4 . 1.4612(18) ?
    C2 H2A . 0.9800 ?
    C2 H2B . 0.9800 ?
    C2 H2C . 0.9800 ?
    C1 H1A . 0.9800 ?
    C1 H1B . 0.9800 ?
    C1 H1C . 0.9800 ?
    C5 H5A . 0.9800 ?
    C5 H5B . 0.9800 ?
    C5 H5C . 0.9800 ?
    B1 H1D . 1.117(13) ?
    B1 H1E . 1.131(14) ?
    B1 H1F . 1.137(14) ?
    C4 H4A . 0.9800 ?
    C4 H4B . 0.9800 ?
    C4 H4C . 0.9800 ?
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_3
    _geom_angle
    _geom_angle_publ_flag
    C3 N1 B1 . . 108.16(10) ?
    C2 N1 C3 . . 109.62(10) ?
    C2 N1 B1 . . 110.43(11) ?
    C1 N1 C3 . . 110.11(10) ?
    C1 N1 C2 . . 108.59(10) ?
    C1 N1 B1 . . 109.93(12) ?
    N1 C3 H3A . . 108.8 ?
    N1 C3 H3B . . 108.8 ?
    H3A C3 H3B . . 107.7 ?
    N2 C3 N1 . . 113.61(10) ?
    N2 C3 H3A . . 108.8 ?
    N2 C3 H3B . . 108.8 ?
    C3 N2 C5 . . 112.85(12) ?
    C3 N2 C4 . . 112.82(11) ?
    C4 N2 C5 . . 110.31(11) ?
    N1 C2 H2A . . 109.5 ?
    N1 C2 H2B . . 109.5 ?
    N1 C2 H2C . . 109.5 ?
    H2A C2 H2B . . 109.5 ?
    H2A C2 H2C . . 109.5 ?
    H2B C2 H2C . . 109.5 ?
    N1 C1 H1A . . 109.5 ?
    N1 C1 H1B . . 109.5 ?
    N1 C1 H1C . . 109.5 ?
    H1A C1 H1B . . 109.5 ?
    H1A C1 H1C . . 109.5 ?
    H1B C1 H1C . . 109.5 ?
    N2 C5 H5A . . 109.5 ?
    N2 C5 H5B . . 109.5 ?
    N2 C5 H5C . . 109.5 ?
    H5A C5 H5B . . 109.5 ?
    H5A C5 H5C . . 109.5 ?
    H5B C5 H5C . . 109.5 ?
    N1 B1 H1D . . 105.7(7) ?
    N1 B1 H1E . . 106.1(7) ?
    N1 B1 H1F . . 106.4(7) ?
    H1D B1 H1E . . 111.1(10) ?
    H1D B1 H1F . . 113.7(10) ?
    H1E B1 H1F . . 113.2(10) ?
    N2 C4 H4A . . 109.5 ?
    N2 C4 H4B . . 109.5 ?
    N2 C4 H4C . . 109.5 ?
    H4A C4 H4B . . 109.5 ?
    H4A C4 H4C . . 109.5 ?
    H4B C4 H4C . . 109.5 ?
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
    N1 C3 N2 C5 . . . . -114.53(13) ?
    N1 C3 N2 C4 . . . . 119.61(12) ?
    C2 N1 C3 N2 . . . . 59.36(14) ?
    C1 N1 C3 N2 . . . . -60.04(14) ?
    B1 N1 C3 N2 . . . . 179.82(13) ?
