#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:05:18 +0100 (vie 25 de mar de 2016) $
#$Revision: 179714 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/16/7001658.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_7001658
loop_
_publ_author_name
'Alibadi, M. A. M.'
'Batsanov, A. S.'
'Bramham, G.'
'Charmant, J. P. H.'
'Haddow, M. F.'
'MacKay, L.'
'Mansell, S. M.'
'McGrady, J. E.'
'Norman, N. C.'
'Roffey, A.'
'Russell, C. A.'
_publ_section_title
;
 1,1- and 1,2-isomers of the diborane(4) compound B2{1,2-(NH)2C6H4}2
 and a TCNQ Co-crystal of the 1,1-isomer
;
_journal_issue                   27
_journal_name_full               'Dalton Transactions'
_journal_page_first              5348
_journal_page_last               5354
_journal_paper_doi               10.1039/b822225h
_journal_year                    2009
_chemical_formula_moiety         'C12 H10 B2 N2 O2'
_chemical_formula_sum            'C12 H10 B2 N2 O2'
_chemical_formula_weight         235.84
_chemical_name_systematic
;
?
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.29(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.2318(12)
_cell_length_b                   6.3856(8)
_cell_length_c                   10.2704(13)
_cell_measurement_reflns_used    6636
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.02
_cell_measurement_theta_min      2.52
_cell_volume                     556.11(15)
_computing_cell_refinement       'SAINT version 6.45A (Bruker, 2003)'
_computing_data_collection       'SMART version 5.049 (Bruker, 1998)'
_computing_data_reduction        'SAINT version 6.45A (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL version 6.14 (Bruker, 2003)'
_computing_publication_material  'SHELXTL version 6.14 (Bruker, 2003)'
_computing_structure_refinement  'SHELXTL version 6.14 (Bruker, 2003)'
_computing_structure_solution    'SHELXTL version 6.14 (Bruker, 2003)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Siemens SMART 1K CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0110
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7430
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         2.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2006/1 (Bruker), R(int)=0.098 before correction'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             244
_exptl_crystal_size_max          1.48
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.52
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0664P)²+0.1409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1084
_reflns_number_gt                1531
_reflns_number_total             1583
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b822225h.txt
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        556.11(12)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7001658
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O O 0.32040(7) 0.20178(10) 0.44882(6) 0.01770(17) Uani 1 1 d . . .
N N 0.54931(8) 0.23889(12) 0.64586(8) 0.01756(18) Uani 1 1 d . . .
H1 H 0.6484(18) 0.230(2) 0.7174(17) 0.037(4) Uiso 1 1 d . . .
B B 0.46988(11) 0.11103(15) 0.52537(10) 0.0169(2) Uani 1 1 d . . .
C1 C 0.31074(10) 0.37887(13) 0.52233(8) 0.01589(19) Uani 1 1 d . . .
C2 C 0.44965(10) 0.40497(13) 0.64305(9) 0.01636(19) Uani 1 1 d . . .
C3 C 0.46658(11) 0.57294(15) 0.73386(10) 0.0210(2) Uani 1 1 d . . .
H3 H 0.5663(17) 0.594(2) 0.8189(15) 0.031(3) Uiso 1 1 d . . .
C4 C 0.34001(12) 0.71163(14) 0.70017(10) 0.0224(2) Uani 1 1 d . . .
H4 H 0.3490(17) 0.832(2) 0.7626(16) 0.034(4) Uiso 1 1 d . . .
C5 C 0.20197(11) 0.68396(14) 0.57914(10) 0.0214(2) Uani 1 1 d . . .
H5 H 0.1187(18) 0.786(3) 0.5599(17) 0.038(4) Uiso 1 1 d . . .
C6 C 0.18523(10) 0.51565(14) 0.48703(9) 0.0198(2) Uani 1 1 d . . .
H6 H 0.0875(17) 0.491(2) 0.4021(15) 0.031(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
O 0.0164(3) 0.0173(3) 0.0165(3) -0.0023(2) 0.0034(2) 0.0015(2)
N 0.0151(3) 0.0179(3) 0.0167(3) 0.0002(3) 0.0031(3) 0.0014(3)
B 0.0160(4) 0.0168(4) 0.0163(4) 0.0011(3) 0.0047(3) 0.0005(3)
C1 0.0163(4) 0.0157(4) 0.0152(4) -0.0003(3) 0.0057(3) 0.0000(3)
C2 0.0158(4) 0.0166(4) 0.0159(4) 0.0008(3) 0.0054(3) -0.0004(3)
C3 0.0208(4) 0.0212(4) 0.0195(4) -0.0039(3) 0.0065(3) -0.0029(3)
C4 0.0262(4) 0.0190(4) 0.0243(4) -0.0043(3) 0.0126(4) -0.0015(3)
C5 0.0231(4) 0.0194(4) 0.0240(4) 0.0012(3) 0.0117(3) 0.0040(3)
C6 0.0178(4) 0.0218(4) 0.0188(4) 0.0014(3) 0.0060(3) 0.0031(3)
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 1.00 -1.00 0.2700
0.00 -1.00 1.00 0.2700
0.00 1.00 1.00 0.3000
0.00 -1.00 -1.00 0.3000
-1.00 0.00 1.00 0.2600
1.00 0.00 -1.00 0.2600
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O B 106.93(7) . . ?
C2 N B 108.03(7) . . ?
C2 N H1 120.1(10) . . ?
B N H1 131.8(10) . . ?
O B N 107.63(8) . . ?
O B B 122.92(9) . 3_656 ?
N B B 129.44(10) . 3_656 ?
C6 C1 O 127.10(8) . . ?
C6 C1 C2 122.57(8) . . ?
O C1 C2 110.33(7) . . ?
C3 C2 N 132.38(8) . . ?
C3 C2 C1 120.53(8) . . ?
N C2 C1 107.08(7) . . ?
C2 C3 C4 117.54(8) . . ?
C2 C3 H3 120.9(8) . . ?
C4 C3 H3 121.5(8) . . ?
C5 C4 C3 121.36(8) . . ?
C5 C4 H4 119.5(9) . . ?
C3 C4 H4 119.2(9) . . ?
C4 C5 C6 121.15(8) . . ?
C4 C5 H5 117.9(9) . . ?
C6 C5 H5 120.9(9) . . ?
C1 C6 C5 116.85(8) . . ?
C1 C6 H6 120.5(8) . . ?
C5 C6 H6 122.6(8) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O C1 1.3820(10) . ?
O B 1.4143(11) . ?
N C2 1.3968(11) . ?
N B 1.4206(12) . ?
N H1 0.921(16) . ?
B B 1.6794(19) 3_656 ?
C1 C6 1.3801(12) . ?
C1 C2 1.3972(12) . ?
C2 C3 1.3891(12) . ?
C3 C4 1.3963(13) . ?
C3 H3 0.996(15) . ?
C4 C5 1.3955(14) . ?
C4 H4 0.982(15) . ?
C5 C6 1.3994(13) . ?
C5 H5 0.968(16) . ?
C6 H6 0.989(15) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N H1 O 0.921(16) 2.319(16) 3.1513(13) 150.2(13) 4_666
