#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:40:30 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301839 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/11/4331182.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4331182
loop_
_publ_author_name
'Adam C. Malcolm'
'Kyle J. Sabourin'
'Robert McDonald'
'Michael J. Ferguson'
'Eric Rivard'
_publ_contact_author_address
;
Department of Chemistry
University of Alberta
Edmonton
AB T6G 2G2
CANADA
;
_publ_contact_author_email       ERIVARD@UALBERTA.CA
_publ_contact_author_name        'E. Rivard'
_publ_section_title
;
 Donor-Acceptor Complexation and Dehydrogenation Chemistry of Aminoboranes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12905
_journal_page_last               12916
_journal_paper_doi               10.1021/ic3018997
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C7 H17 B2 N3'
_chemical_formula_sum            'C7 H17 B2 N3'
_chemical_formula_weight         164.86
_chemical_name_common            4
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.0881(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2392(2)
_cell_length_b                   7.45110(10)
_cell_length_c                   12.1976(2)
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      69.78
_cell_measurement_theta_min      4.90
_cell_volume                     1002.41(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXD (Schneider & Sheldrick, 2002)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0163
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1822
_diffrn_reflns_theta_full        70.01
_diffrn_reflns_theta_max         70.01
_diffrn_reflns_theta_min         4.90
_exptl_absorpt_coefficient_mu    0.496
_exptl_absorpt_correction_T_max  0.9699
_exptl_absorpt_correction_T_min  0.8954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_description       prism
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.029
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0336
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0526P)²+0.1158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0956
_reflns_number_gt                1637
_reflns_number_total             1822
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic3018997_si_002_2.cif
_cod_data_source_block           riv11d6
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4331182
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.44292(10) 0.25726(13) 0.02960(8) 0.0330(3) Uani 1 1 d .
H1NA H 0.4157(13) 0.181(2) -0.0276(13) 0.044(4) Uiso 1 1 d .
H1NB H 0.5116(14) 0.3015(18) 0.0095(12) 0.041(4) Uiso 1 1 d .
N2 N 0.22521(9) 0.35649(13) 0.04018(8) 0.0316(2) Uani 1 1 d .
N3 N -0.11802(9) 0.19368(14) 0.08167(9) 0.0367(3) Uani 1 1 d .
C1 C 0.19731(11) 0.34064(16) 0.14277(10) 0.0358(3) Uani 1 1 d .
H1 H 0.2580 0.3690 0.2060 0.043 Uiso 1 1 calc R
C2 C 0.08675(11) 0.28606(17) 0.16010(10) 0.0357(3) Uani 1 1 d .
H2 H 0.0723 0.2762 0.2341 0.043 Uiso 1 1 calc R
C3 C -0.00675(11) 0.24391(15) 0.06815(10) 0.0315(3) Uani 1 1 d .
C4 C 0.02368(11) 0.26156(15) -0.03848(10) 0.0332(3) Uani 1 1 d .
H4 H -0.0350 0.2349 -0.1035 0.040 Uiso 1 1 calc R
C5 C 0.13671(11) 0.31666(15) -0.04838(9) 0.0328(3) Uani 1 1 d .
H5 H 0.1543 0.3277 -0.1212 0.039 Uiso 1 1 calc R
C6 C -0.14645(13) 0.1757(2) 0.19274(12) 0.0505(4) Uani 1 1 d .
H6A H -0.0974 0.0792 0.2332 0.061 Uiso 1 1 calc R
H6B H -0.2326 0.1471 0.1861 0.061 Uiso 1 1 calc R
H6C H -0.1285 0.2888 0.2336 0.061 Uiso 1 1 calc R
C7 C -0.21074(11) 0.14644(17) -0.01469(11) 0.0406(3) Uani 1 1 d .
H7A H -0.2277 0.2503 -0.0645 0.049 Uiso 1 1 calc R
H7B H -0.2850 0.1106 0.0105 0.049 Uiso 1 1 calc R
H7C H -0.1819 0.0466 -0.0549 0.049 Uiso 1 1 calc R
B1 B 0.35390(12) 0.42118(17) 0.02392(11) 0.0339(3) Uani 1 1 d .
H1BA H 0.3904(11) 0.5143(18) 0.0931(11) 0.036(3) Uiso 1 1 d .
H1BB H 0.3400(11) 0.4834(18) -0.0616(10) 0.035(3) Uiso 1 1 d .
B2 B 0.48015(13) 0.15151(19) 0.14468(12) 0.0374(3) Uani 1 1 d .
H2BA H 0.3981(14) 0.096(2) 0.1691(13) 0.061(5) Uiso 1 1 d .
H2BB H 0.5492(12) 0.0417(19) 0.1364(11) 0.047(4) Uiso 1 1 d .
H2BC H 0.5270(14) 0.251(2) 0.2112(14) 0.057(4) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0362(6) 0.0311(5) 0.0326(5) 0.0006(4) 0.0093(4) -0.0040(4)
N2 0.0335(6) 0.0305(5) 0.0312(5) 0.0009(4) 0.0066(4) -0.0018(4)
N3 0.0315(5) 0.0372(5) 0.0421(6) -0.0011(4) 0.0092(4) -0.0017(4)
C1 0.0367(7) 0.0393(6) 0.0303(5) -0.0014(5) 0.0037(5) -0.0038(5)
C2 0.0390(7) 0.0397(7) 0.0295(6) -0.0020(5) 0.0094(5) -0.0026(5)
C3 0.0325(6) 0.0257(5) 0.0368(6) -0.0007(4) 0.0079(5) 0.0027(4)
C4 0.0335(6) 0.0326(6) 0.0319(6) -0.0010(5) 0.0026(5) 0.0008(5)
C5 0.0368(7) 0.0325(6) 0.0292(5) 0.0013(4) 0.0068(5) 0.0005(5)
C6 0.0411(8) 0.0645(9) 0.0497(8) -0.0015(7) 0.0185(6) -0.0069(6)
C7 0.0308(6) 0.0369(6) 0.0528(7) -0.0034(5) 0.0049(6) 0.0001(5)
B1 0.0336(7) 0.0311(6) 0.0374(7) 0.0032(5) 0.0081(6) -0.0036(5)
B2 0.0380(8) 0.0388(7) 0.0347(7) 0.0047(5) 0.0055(6) 0.0003(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
B1 N1 B2 118.68(9)
C1 N2 C5 116.98(10)
C1 N2 B1 121.73(10)
C5 N2 B1 121.28(9)
C3 N3 C7 120.40(10)
C3 N3 C6 120.99(11)
C7 N3 C6 118.53(10)
N2 C1 C2 123.40(11)
C1 C2 C3 120.22(11)
N3 C3 C4 122.27(11)
N3 C3 C2 122.00(11)
C4 C3 C2 115.72(11)
C5 C4 C3 120.30(11)
N2 C5 C4 123.38(10)
N1 B1 N2 110.44(9)
N1 B1 H1BA 108.3(7)
N1 B1 H1BB 109.6(6)
N2 B1 H1BA 108.1(6)
N2 B1 H1BB 106.0(6)
H1BA B1 H1BB 114.4(10)
N1 B2 H2BA 109.3(8)
N1 B2 H2BB 110.1(7)
N1 B2 H2BC 108.2(8)
H2BA B2 H2BB 111.9(11)
H2BA B2 H2BC 110.1(11)
H2BB B2 H2BC 107.2(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 B1 1.5720(17)
N1 B2 1.5939(16)
N2 C1 1.3526(14)
N2 C5 1.3532(15)
N2 B1 1.5728(15)
N3 C3 1.3457(15)
N3 C7 1.4561(16)
N3 C6 1.4566(17)
C1 C2 1.3620(17)
C2 C3 1.4169(17)
C3 C4 1.4131(16)
C4 C5 1.3623(16)
B1 H1BA 1.109(13)
B1 H1BB 1.125(13)
B2 H2BA 1.102(15)
B2 H2BB 1.145(14)
B2 H2BC 1.147(17)
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
C5 N2 C1 C2 0.57(18)
B1 N2 C1 C2 179.62(11)
N2 C1 C2 C3 -0.58(19)
C7 N3 C3 C4 3.10(17)
C6 N3 C3 C4 179.67(11)
C7 N3 C3 C2 -178.23(11)
C6 N3 C3 C2 -1.66(18)
C1 C2 C3 N3 -178.38(11)
C1 C2 C3 C4 0.38(17)
N3 C3 C4 C5 178.53(11)
C2 C3 C4 C5 -0.22(17)
C1 N2 C5 C4 -0.40(17)
B1 N2 C5 C4 -179.46(11)
C3 C4 C5 N2 0.25(18)
B2 N1 B1 N2 -65.71(13)
C1 N2 B1 N1 87.60(13)
C5 N2 B1 N1 -93.39(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139138099
