#------------------------------------------------------------------------------
#$Date: 2017-11-28 10:32:10 +0200 (Tue, 28 Nov 2017) $
#$Revision: 203689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/82/1548256.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_1548256
loop_
_publ_author_name
'Baolin Wang'
'Yongxin Li'
'Rakesh Ganguly'
'Hajime Hirao'
'Rei Kinjo'
_publ_section_title
;
 Ambiphilic boron in 1,4,2,5-diazadiborinine
;
_journal_name_full               'Nature Communications'
_journal_page_first              11871
_journal_paper_doi               10.1038/ncomms11871
_journal_volume                  7
_journal_year                    2016
_chemical_formula_sum            'C20 H20 B2 Cl2 N4'
_chemical_formula_weight         408.92
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                76.647(3)
_cell_angle_beta                 85.978(2)
_cell_angle_gamma                66.7788(19)
_cell_formula_units_Z            1
_cell_length_a                   6.7243(2)
_cell_length_b                   8.4506(4)
_cell_length_c                   9.7798(4)
_cell_measurement_reflns_used    3256
_cell_measurement_temperature    103.(2)
_cell_measurement_theta_max      29.8138
_cell_measurement_theta_min      3.0441
_cell_volume                     496.77(4)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      103.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14248
_diffrn_reflns_theta_full        31.41
_diffrn_reflns_theta_max         31.41
_diffrn_reflns_theta_min         2.69
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.340
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             212
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.367
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         3279
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0569P)²+0.2080P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1259
_reflns_number_gt                2452
_reflns_number_total             3279
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ncomms11871-s2.cif
_cod_data_source_block           I
_cod_original_cell_volume        496.77(3)
_cod_database_code               1548256
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.9897(3) 0.1255(2) 0.8465(2) 0.0165(3) Uani d . . . 1 . .
C C1 0.8022(3) 0.3094(2) 0.77317(17) 0.0173(3) Uani d . . . 1 . .
C C2 0.8183(3) 0.4132(2) 0.64261(18) 0.0226(4) Uani d . . . 1 . .
H H2 0.9471 0.3741 0.5912 0.027 Uiso calc U . R 1 . .
C C3 0.6504(3) 0.5725(2) 0.5859(2) 0.0271(4) Uani d . . . 1 . .
H H3 0.6652 0.6401 0.4965 0.032 Uiso calc U . R 1 . .
C C4 0.4627(3) 0.6324(2) 0.6594(2) 0.0261(4) Uani d . . . 1 . .
H H4 0.3479 0.741 0.6207 0.031 Uiso calc U . R 1 . .
C C5 0.4424(3) 0.5334(2) 0.7899(2) 0.0274(4) Uani d . . . 1 . .
H H5 0.3143 0.5746 0.8416 0.033 Uiso calc U . R 1 . .
C C6 0.6102(3) 0.3736(2) 0.8451(2) 0.0238(4) Uani d . . . 1 . .
H H6 0.5937 0.3061 0.9341 0.029 Uiso calc U . R 1 . .
C C7 1.0838(3) 0.0389(2) 1.11412(17) 0.0160(3) Uani d . . . 1 . .
C C8 1.1439(3) 0.2713(2) 0.9935(2) 0.0235(4) Uani d . . . 1 . .
H H8 1.1511 0.3619 0.9175 0.028 Uiso calc U . R 1 . .
C C9 1.2035(3) 0.2463(2) 1.1278(2) 0.0247(4) Uani d . . . 1 . .
H H9 1.2608 0.3147 1.1644 0.03 Uiso calc U . R 1 . .
C C10 1.2051(3) 0.0302(3) 1.35279(19) 0.0261(4) Uani d . . . 1 . .
H H10A 1.1564 -0.0673 1.3828 0.039 Uiso calc U . R 1 . .
H H10B 1.1255 0.1235 1.4032 0.039 Uiso calc U . R 1 . .
H H10C 1.3604 -0.013 1.3737 0.039 Uiso calc U . R 1 . .
Cl Cl1 1.23562(7) 0.06245(6) 0.73018(5) 0.02455(13) Uani d . . . 1 . .
N N1 1.0704(2) 0.14245(17) 0.98515(15) 0.0167(3) Uani d . . . 1 . .
N N2 1.1649(2) 0.10095(18) 1.20192(15) 0.0190(3) Uani d . . . 1 . .
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 B1 C1 . . 110.11(13)
N1 B1 C7 . 2_757 106.88(13)
C1 B1 C7 . 2_757 114.28(14)
N1 B1 Cl1 . . 106.36(11)
C1 B1 Cl1 . . 111.45(11)
C7 B1 Cl1 2_757 . 107.35(11)
C2 C1 C6 . . 116.87(15)
C2 C1 B1 . . 124.65(15)
C6 C1 B1 . . 118.47(14)
C3 C2 C1 . . 121.68(17)
C4 C3 C2 . . 120.11(17)
C3 C4 C5 . . 119.65(17)
C4 C5 C6 . . 119.82(18)
C5 C6 C1 . . 121.87(17)
N1 C7 N2 . . 107.28(13)
N1 C7 B1 . 2_757 125.38(15)
N2 C7 B1 . 2_757 127.33(14)
C9 C8 N1 . . 108.18(15)
C8 C9 N2 . . 106.37(15)
C7 N1 C8 . . 108.58(14)
C7 N1 B1 . . 127.71(13)
C8 N1 B1 . . 123.70(14)
C7 N2 C9 . . 109.59(14)
C7 N2 C10 . . 126.28(14)
C9 N2 C10 . . 124.12(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
B1 N1 . 1.551(2)
B1 C1 . 1.608(2)
B1 C7 2_757 1.610(2)
B1 Cl1 . 1.9066(19)
C1 C2 . 1.396(2)
C1 C6 . 1.397(2)
C2 C3 . 1.392(2)
C3 C4 . 1.380(3)
C4 C5 . 1.386(3)
C5 C6 . 1.391(2)
C7 N1 . 1.345(2)
C7 N2 . 1.345(2)
C7 B1 2_757 1.610(2)
C8 C9 . 1.345(3)
C8 N1 . 1.381(2)
C9 N2 . 1.384(2)
C10 N2 . 1.459(2)
