#------------------------------------------------------------------------------
#$Date: 2016-03-25 22:20:16 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180008 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/02/7030231.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_7030231
loop_
_publ_author_name
'Weber, Lothar'
'Eickhoff, Daniel'
'Kahlert, Jan'
'Böhling, Lena'
'Brockhinke, Andreas'
'Stammler, Hans-Georg'
'Neumann, Beate'
'Fox, Mark A.'
_publ_section_title
;
 Diazaborolyl-boryl push-pull systems with ethynylene-arylene bridges as
 'turn-on' fluoride sensors.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10328
_journal_page_last               10346
_journal_paper_doi               10.1039/c2dt30438d
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C24 H26 B2 Br2 N4'
_chemical_formula_sum            'C24 H26 B2 Br2 N4'
_chemical_formula_weight         551.93
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 90.917(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.1033(5)
_cell_length_b                   7.6616(4)
_cell_length_c                   17.2575(9)
_cell_measurement_reflns_used    9704
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      144.064
_cell_measurement_theta_min      9.717
_cell_volume                     1203.48(11)
_computing_cell_refinement       'APEX 2, Bruker AXS'
_computing_data_collection       'APEX 2, Bruker AXS'
_computing_data_reduction        'APEX 2, Bruker AXS'
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker AXS X8 Prospector Ultra with APEX II'
_diffrn_measurement_method       ccd
_diffrn_radiation_monochromator  'Quazar Montel multilayer optic Montel200'
_diffrn_radiation_source         'I\mS Incoatec Microfocus'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20670
_diffrn_reflns_theta_full        71.99
_diffrn_reflns_theta_max         71.99
_diffrn_reflns_theta_min         4.86
_exptl_absorpt_coefficient_mu    4.412
_exptl_absorpt_correction_T_max  0.5387
_exptl_absorpt_correction_T_min  0.3212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_refine_diff_density_max         2.729
_refine_diff_density_min         -1.804
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       0.0005(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2343
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0500
_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)+(0.0407P)²+6.0008P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1184
_reflns_number_gt                2342
_reflns_number_total             2343
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30438d.txt
_cod_data_source_block           compound15
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7030231
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Br1 Br 0.91127(5) 0.72352(6) 0.54350(3) 0.0328(2) Uani 1 1 d .
N1 N 0.5897(3) 0.6912(4) 0.57551(17) 0.0188(6) Uani 1 1 d .
N2 N 0.7290(4) 0.4753(4) 0.63365(18) 0.0232(7) Uani 1 1 d .
B1 B 0.7355(5) 0.6235(5) 0.5853(2) 0.0224(9) Uani 1 1 d .
C1 C 0.4958(4) 0.5840(5) 0.6180(2) 0.0197(7) Uani 1 1 d .
C2 C 0.5824(5) 0.4535(5) 0.6551(2) 0.0221(8) Uani 1 1 d .
C3 C 0.5162(5) 0.3342(5) 0.7041(2) 0.0253(8) Uani 1 1 d .
H3 H 0.5728 0.2476 0.7303 0.030 Uiso 1 1 calc R
C4 C 0.3663(5) 0.3446(5) 0.7138(2) 0.0284(9) Uani 1 1 d .
H4 H 0.3202 0.2660 0.7483 0.034 Uiso 1 1 calc R
C5 C 0.2805(5) 0.4677(5) 0.6741(2) 0.0270(8) Uani 1 1 d .
H5 H 0.1771 0.4688 0.6807 0.032 Uiso 1 1 calc R
C6 C 0.3452(4) 0.5893(5) 0.6249(2) 0.0233(8) Uani 1 1 d .
H6 H 0.2876 0.6726 0.5973 0.028 Uiso 1 1 calc R
C7 C 0.8531(5) 0.3602(5) 0.6555(2) 0.0276(9) Uani 1 1 d .
H7 H 0.9412 0.4060 0.6282 0.033 Uiso 1 1 calc R
C8 C 0.8292(5) 0.1752(6) 0.6268(3) 0.0322(9) Uani 1 1 d .
H8A H 0.7503 0.1206 0.6561 0.048 Uiso 1 1 calc R
H8B H 0.9200 0.1080 0.6341 0.048 Uiso 1 1 calc R
H8C H 0.8020 0.1775 0.5716 0.048 Uiso 1 1 calc R
C9 C 0.8867(4) 0.3751(5) 0.7427(2) 0.0271(8) Uani 1 1 d .
H9A H 0.9072 0.4972 0.7559 0.041 Uiso 1 1 calc R
H9B H 0.9726 0.3033 0.7560 0.041 Uiso 1 1 calc R
H9C H 0.8018 0.3344 0.7718 0.041 Uiso 1 1 calc R
C10 C 0.5424(4) 0.8470(5) 0.5373(2) 0.0184(7) Uani 1 1 d .
C11 C 0.5814(4) 0.8754(5) 0.4608(2) 0.0193(7) Uani 1 1 d .
H11 H 0.6369 0.7902 0.4339 0.023 Uiso 1 1 calc R
C12 C 0.4609(4) 0.9714(5) 0.5763(2) 0.0202(7) Uani 1 1 d .
H12 H 0.4340 0.9516 0.6285 0.024 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
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
C1 N1 B1 107.3(3) . .
C1 N1 C10 123.4(3) . .
B1 N1 C10 129.0(3) . .
C2 N2 B1 107.6(3) . .
C2 N2 C7 126.1(3) . .
B1 N2 C7 126.3(3) . .
N2 B1 N1 108.3(3) . .
N2 B1 Br1 125.8(3) . .
N1 B1 Br1 125.8(3) . .
C6 C1 N1 130.1(3) . .
C6 C1 C2 121.9(3) . .
N1 C1 C2 108.1(3) . .
C3 C2 N2 131.6(4) . .
C3 C2 C1 119.6(4) . .
N2 C2 C1 108.7(3) . .
C4 C3 C2 118.4(4) . .
C4 C3 H3 120.8 . .
C2 C3 H3 120.8 . .
C3 C4 C5 121.8(4) . .
C3 C4 H4 119.1 . .
C5 C4 H4 119.1 . .
C4 C5 C6 120.7(4) . .
C4 C5 H5 119.7 . .
C6 C5 H5 119.7 . .
C1 C6 C5 117.5(4) . .
C1 C6 H6 121.2 . .
C5 C6 H6 121.2 . .
N2 C7 C8 111.7(3) . .
N2 C7 C9 110.2(3) . .
C8 C7 C9 114.5(3) . .
N2 C7 H7 106.6 . .
C8 C7 H7 106.6 . .
C9 C7 H7 106.6 . .
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 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 C12 120.0(3) . .
C11 C10 N1 119.4(3) . .
C12 C10 N1 120.6(3) . .
C10 C11 C12 119.8(3) . 3_676
C10 C11 H11 120.1 . .
C12 C11 H11 120.1 3_676 .
C11 C12 C10 120.2(3) 3_676 .
C11 C12 H12 119.9 3_676 .
C10 C12 H12 119.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 B1 1.925(5) .
N1 C1 1.401(5) .
N1 B1 1.433(5) .
N1 C10 1.427(4) .
N2 C2 1.401(5) .
N2 B1 1.411(5) .
N2 C7 1.477(5) .
C1 C6 1.378(6) .
C1 C2 1.420(5) .
C2 C3 1.389(5) .
C3 C4 1.380(6) .
C3 H3 0.9500 .
C4 C5 1.396(6) .
C4 H4 0.9500 .
C5 C6 1.397(6) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C8 1.516(6) .
C7 C9 1.535(5) .
C7 H7 1.0000 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.389(5) .
C10 C12 1.389(5) .
C11 C12 1.389(5) 3_676
C11 H11 0.9500 .
C12 C11 1.389(5) 3_676
C12 H12 0.9500 .
