#------------------------------------------------------------------------------
#$Date: 2016-03-24 16:15:54 +0100 (jue 24 de mar de 2016) $
#$Revision: 179683 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/05/7000553.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_7000553
loop_
_publ_author_name
'Weber, Lothar'
'Werner, Vanessa'
'Fox, Mark A.'
'Marder, Todd B.'
'Schwedler, Stefanie'
'Brockhinke, Andreas'
'Stammler, Hans-Georg'
'Neumann, Beate'
_publ_section_title
;
 Synthetic, structural, photophysical and computational studies of
 π-conjugated bis- and tris-1,3,2-benzodiazaboroles and related
 bis(boryl) dithiophenes
;
_journal_issue                   8
_journal_name_full               'Dalton Transactions'
_journal_page_first              1339
_journal_paper_doi               10.1039/b815931a
_journal_year                    2009
_chemical_formula_moiety         'C26 H32 B2 N4'
_chemical_formula_sum            'C26 H32 B2 N4'
_chemical_formula_weight         422.18
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.6255(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.8944(2)
_cell_length_b                   7.2114(2)
_cell_length_c                   16.7304(3)
_cell_measurement_reflns_used    13878
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     1149.64(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.041
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26453
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.09
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_correction_T_min  0.9789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         3345
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0423
_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)+(0.0572P)²+0.2973P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1138
_reflns_number_gt                2731
_reflns_number_total             3345
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b815931a.txt
_cod_data_source_block           compound2c
_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        1149.64(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7000553
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
N1 N 0.48458(8) 0.28579(12) 0.27608(5) 0.01634(18) Uani 1 1 d . . .
N2 N 0.59762(8) 0.07057(12) 0.37247(5) 0.01623(18) Uani 1 1 d . . .
B1 B 0.53172(11) 0.24977(16) 0.36351(7) 0.0166(2) Uani 1 1 d . . .
C1 C 0.52289(10) 0.13596(14) 0.23424(6) 0.0163(2) Uani 1 1 d . . .
C2 C 0.59227(10) 0.00369(14) 0.29331(6) 0.0164(2) Uani 1 1 d . . .
C3 C 0.64372(10) -0.15954(15) 0.26843(6) 0.0200(2) Uani 1 1 d . . .
H3 H 0.6900 -0.2493 0.3079 0.024 Uiso 1 1 calc R . .
C4 C 0.62518(11) -0.18727(16) 0.18356(7) 0.0229(2) Uani 1 1 d . . .
H4 H 0.6603 -0.2973 0.1652 0.027 Uiso 1 1 calc R . .
C5 C 0.55638(11) -0.05724(16) 0.12534(6) 0.0224(2) Uani 1 1 d . . .
H5 H 0.5449 -0.0803 0.0680 0.027 Uiso 1 1 calc R . .
C6 C 0.50410(10) 0.10624(15) 0.14985(6) 0.0194(2) Uani 1 1 d . . .
H6 H 0.4570 0.1949 0.1100 0.023 Uiso 1 1 calc R . .
C7 C 0.41324(11) 0.44750(14) 0.23189(6) 0.0206(2) Uani 1 1 d . . .
H7A H 0.4583 0.4820 0.1879 0.025 Uiso 1 1 calc R . .
H7B H 0.4247 0.5529 0.2711 0.025 Uiso 1 1 calc R . .
C8 C 0.25744(12) 0.41497(17) 0.19273(7) 0.0267(2) Uani 1 1 d . . .
H8A H 0.2452 0.3099 0.1543 0.040 Uiso 1 1 calc R . .
H8B H 0.2157 0.5263 0.1624 0.040 Uiso 1 1 calc R . .
H8C H 0.2111 0.3877 0.2363 0.040 Uiso 1 1 calc R . .
C9 C 0.65210(11) -0.04175(15) 0.44682(6) 0.0199(2) Uani 1 1 d . . .
H9A H 0.6142 -0.1691 0.4359 0.024 Uiso 1 1 calc R . .
H9B H 0.6180 0.0105 0.4925 0.024 Uiso 1 1 calc R . .
C10 C 0.81186(11) -0.05183(17) 0.47477(7) 0.0248(2) Uani 1 1 d . . .
H10A H 0.8465 -0.1081 0.4308 0.037 Uiso 1 1 calc R . .
H10B H 0.8413 -0.1273 0.5252 0.037 Uiso 1 1 calc R . .
H10C H 0.8505 0.0735 0.4863 0.037 Uiso 1 1 calc R . .
C11 C 0.51433(10) 0.38072(14) 0.43449(6) 0.0170(2) Uani 1 1 d . . .
C12 C 0.38482(10) 0.46066(14) 0.43416(6) 0.0186(2) Uani 1 1 d . . .
H12 H 0.3048 0.4350 0.3894 0.022 Uiso 1 1 calc R . .
C13 C 0.37097(10) 0.57623(15) 0.49777(6) 0.0185(2) Uani 1 1 d . . .
H13 H 0.2816 0.6276 0.4955 0.022 Uiso 1 1 calc R . .
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'
N N 0.0061 0.0033 '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'
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 N1 B1 108.29(8) . . ?
C1 N1 C7 121.70(8) . . ?
B1 N1 C7 129.97(9) . . ?
C2 N2 B1 108.14(8) . . ?
C2 N2 C9 121.81(8) . . ?
B1 N2 C9 129.84(8) . . ?
N1 B1 N2 106.45(9) . . ?
N1 B1 C11 126.40(9) . . ?
N2 B1 C11 127.15(9) . . ?
C6 C1 N1 130.49(9) . . ?
C6 C1 C2 120.91(9) . . ?
N1 C1 C2 108.60(8) . . ?
C3 C2 N2 130.75(9) . . ?
C3 C2 C1 120.73(9) . . ?
N2 C2 C1 108.51(8) . . ?
C2 C3 C4 117.86(10) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C5 C4 C3 121.41(10) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 121.00(9) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 118.09(9) . . ?
C1 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
N1 C7 C8 113.02(9) . . ?
N1 C7 H7A 109.0 . . ?
C8 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 113.70(8) . . ?
N2 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
N2 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C13 116.77(9) . 3_666 ?
C12 C11 B1 122.17(9) . . ?
C13 C11 B1 121.06(9) 3_666 . ?
C13 C12 C11 121.49(9) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C11 121.74(9) . 3_666 ?
C12 C13 H13 119.1 . . ?
C11 C13 H13 119.1 3_666 . ?
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
N1 C1 1.3943(13) . ?
N1 B1 1.4342(13) . ?
N1 C7 1.4572(13) . ?
N2 C2 1.3970(12) . ?
N2 B1 1.4370(14) . ?
N2 C9 1.4604(12) . ?
B1 C11 1.5627(15) . ?
C1 C6 1.3902(13) . ?
C1 C2 1.4114(14) . ?
C2 C3 1.3900(14) . ?
C3 C4 1.3962(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.3907(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.3927(15) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.5220(15) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.5246(14) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.4038(14) . ?
C11 C13 1.4056(13) 3_666 ?
C12 C13 1.3872(14) . ?
C12 H12 0.9500 . ?
C13 C11 1.4056(13) 3_666 ?
C13 H13 0.9500 . ?
