#------------------------------------------------------------------------------
#$Date: 2019-09-25 11:02:09 +0300 (Wed, 25 Sep 2019) $
#$Revision: 218817 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/41/7234133.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_7234133
loop_
_publ_author_name
'Qingsong Liu'
'Xiaoqing Wang'
'Hui Yan'
'Yanping Wu'
'Zhenyu Li'
'Shuwen Gong'
'Peng Liu'
'Zhipeng Liu'
_publ_section_title
;
 Benzothiazole-enamide-based BF2 complexes: luminophores exhibiting
 aggregation-induced emission, tunable emission and highly efficient
 solid-state emission
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              2953
_journal_page_last               2959
_journal_paper_doi               10.1039/C4TC02876G
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C25 H25 B F2 N4 S'
_chemical_formula_weight         462.36
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.475(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.6963(13)
_cell_length_b                   8.5511(6)
_cell_length_c                   27.318(2)
_cell_measurement_reflns_used    1299
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.2420
_cell_measurement_theta_min      2.8590
_cell_volume                     4636.1(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0683
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            9159
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.9808
_exptl_absorpt_correction_T_min  0.9655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4092
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1063
_refine_ls_R_factor_gt           0.0530
_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)+(0.0390P)²+1.5673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1252
_reflns_number_gt                2403
_reflns_number_total             4092
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1000006.cif
_cod_data_source_block           PCOD1000006
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7234133
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
S1 S 0.39338(4) 1.04402(11) 0.42936(3) 0.0594(3) Uani 1 1 d . . .
B1 B 0.41307(16) 0.6714(4) 0.34161(12) 0.0410(8) Uani 1 1 d . . .
F1 F 0.41522(8) 0.7065(2) 0.29246(6) 0.0590(5) Uani 1 1 d . . .
F2 F 0.36566(8) 0.5549(2) 0.33898(6) 0.0578(5) Uani 1 1 d . . .
N1 N 0.39167(10) 0.8206(3) 0.36592(8) 0.0395(6) Uani 1 1 d . . .
N2 N 0.48250(10) 0.6188(3) 0.37538(8) 0.0393(6) Uani 1 1 d . . .
C1 C 0.32634(15) 1.0359(4) 0.37405(12) 0.0491(8) Uani 1 1 d . . .
C2 C 0.27174(17) 1.1368(4) 0.35917(14) 0.0646(10) Uani 1 1 d . . .
H2 H 0.2675 1.2223 0.3791 0.078 Uiso 1 1 calc R . .
C3 C 0.22441(17) 1.1052(5) 0.31395(16) 0.0712(11) Uani 1 1 d . . .
H3 H 0.1872 1.1708 0.3030 0.085 Uiso 1 1 calc R . .
C4 C 0.23024(15) 0.9791(5) 0.28418(13) 0.0640(10) Uani 1 1 d . . .
H4 H 0.1973 0.9623 0.2535 0.077 Uiso 1 1 calc R . .
C5 C 0.28442(14) 0.8762(4) 0.29907(11) 0.0493(8) Uani 1 1 d . . .
H5 H 0.2879 0.7898 0.2793 0.059 Uiso 1 1 calc R . .
C6 C 0.33303(13) 0.9082(4) 0.34463(11) 0.0437(8) Uani 1 1 d . . .
C7 C 0.42829(14) 0.8770(4) 0.41109(11) 0.0450(8) Uani 1 1 d . . .
C8 C 0.48798(14) 0.8103(4) 0.43895(11) 0.0500(8) Uani 1 1 d . . .
H8 H 0.5109 0.8525 0.4705 0.060 Uiso 1 1 calc R . .
C9 C 0.51440(13) 0.6808(4) 0.42067(10) 0.0418(7) Uani 1 1 d . . .
C10 C 0.57923(13) 0.6172(4) 0.45315(10) 0.0424(7) Uani 1 1 d . . .
C11 C 0.58544(14) 0.5797(4) 0.50371(11) 0.0498(8) Uani 1 1 d . . .
H11 H 0.5485 0.5944 0.5162 0.060 Uiso 1 1 calc R . .
C12 C 0.64378(15) 0.5219(4) 0.53599(11) 0.0590(9) Uani 1 1 d . . .
H12 H 0.6452 0.4968 0.5694 0.071 Uiso 1 1 calc R . .
C13 C 0.70133(15) 0.5001(4) 0.51953(12) 0.0584(9) Uani 1 1 d . . .
C14 C 0.69581(15) 0.5434(4) 0.46892(12) 0.0663(10) Uani 1 1 d . . .
H14 H 0.7334 0.5351 0.4568 0.080 Uiso 1 1 calc R . .
C15 C 0.63635(14) 0.5978(4) 0.43672(12) 0.0585(9) Uani 1 1 d . . .
H15 H 0.6344 0.6223 0.4031 0.070 Uiso 1 1 calc R . .
N3 N 0.75957(13) 0.4390(4) 0.55095(11) 0.0850(11) Uani 1 1 d . . .
C16 C 0.76057(18) 0.3718(6) 0.59885(14) 0.0955(15) Uani 1 1 d . . .
H16A H 0.7510 0.4511 0.6207 0.143 Uiso 1 1 calc R . .
H16B H 0.8042 0.3279 0.6145 0.143 Uiso 1 1 calc R . .
H16C H 0.7271 0.2909 0.5937 0.143 Uiso 1 1 calc R . .
C17 C 0.81889(16) 0.4257(6) 0.53362(15) 0.1001(16) Uani 1 1 d . . .
H17A H 0.8098 0.3572 0.5046 0.150 Uiso 1 1 calc R . .
H17B H 0.8552 0.3838 0.5606 0.150 Uiso 1 1 calc R . .
H17C H 0.8312 0.5271 0.5241 0.150 Uiso 1 1 calc R . .
C18 C 0.50858(13) 0.4793(3) 0.35755(10) 0.0381(7) Uani 1 1 d . . .
C19 C 0.49969(14) 0.3344(4) 0.37639(11) 0.0483(8) Uani 1 1 d . . .
H19 H 0.4771 0.3263 0.4013 0.058 Uiso 1 1 calc R . .
C20 C 0.52355(15) 0.2007(4) 0.35917(12) 0.0534(8) Uani 1 1 d . . .
H20 H 0.5172 0.1043 0.3728 0.064 Uiso 1 1 calc R . .
C21 C 0.55716(14) 0.2082(4) 0.32139(12) 0.0465(8) Uani 1 1 d . . .
C22 C 0.56502(14) 0.3554(4) 0.30254(12) 0.0514(8) Uani 1 1 d . . .
H22 H 0.5875 0.3651 0.2776 0.062 Uiso 1 1 calc R . .
C23 C 0.54037(14) 0.4878(4) 0.31986(11) 0.0498(8) Uani 1 1 d . . .
H23 H 0.5454 0.5845 0.3058 0.060 Uiso 1 1 calc R . .
N4 N 0.58061(14) 0.0757(3) 0.30354(12) 0.0663(8) Uani 1 1 d . . .
C24 C 0.5673(2) -0.0762(4) 0.31963(16) 0.0886(13) Uani 1 1 d . . .
H24A H 0.5937 -0.0928 0.3543 0.133 Uiso 1 1 calc R . .
H24B H 0.5788 -0.1533 0.2980 0.133 Uiso 1 1 calc R . .
H24C H 0.5203 -0.0848 0.3175 0.133 Uiso 1 1 calc R . .
C25 C 0.61685(17) 0.0865(4) 0.26559(14) 0.0765(11) Uani 1 1 d . . .
H25A H 0.5888 0.1355 0.2354 0.115 Uiso 1 1 calc R . .
H25B H 0.6290 -0.0165 0.2573 0.115 Uiso 1 1 calc R . .
H25C H 0.6569 0.1478 0.2788 0.115 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
C7 S1 C1 90.68(15) . .
F2 B1 F1 108.8(2) . .
F2 B1 N2 110.4(3) . .
F1 B1 N2 111.2(2) . .
F2 B1 N1 109.1(2) . .
F1 B1 N1 109.0(3) . .
N2 B1 N1 108.3(2) . .
C7 N1 C6 112.7(2) . .
C7 N1 B1 122.1(2) . .
C6 N1 B1 125.2(2) . .
C9 N2 C18 120.3(2) . .
C9 N2 B1 124.9(2) . .
C18 N2 B1 114.4(2) . .
C6 C1 C2 121.8(3) . .
C6 C1 S1 110.4(2) . .
C2 C1 S1 127.8(3) . .
C3 C2 C1 117.2(3) . .
C2 C3 C4 121.9(3) . .
C3 C4 C5 121.4(3) . .
C6 C5 C4 117.2(3) . .
C1 C6 C5 120.6(3) . .
C1 C6 N1 113.4(3) . .
C5 C6 N1 126.0(3) . .
N1 C7 C8 122.9(3) . .
N1 C7 S1 112.8(2) . .
C8 C7 S1 124.3(2) . .
C7 C8 C9 121.0(3) . .
N2 C9 C8 120.5(3) . .
N2 C9 C10 122.2(3) . .
C8 C9 C10 117.3(3) . .
C11 C10 C15 116.6(3) . .
C11 C10 C9 119.5(2) . .
C15 C10 C9 123.9(3) . .
C12 C11 C10 122.7(3) . .
C11 C12 C13 121.1(3) . .
N3 C13 C12 121.8(3) . .
N3 C13 C14 121.9(3) . .
C12 C13 C14 116.2(3) . .
C15 C14 C13 121.8(3) . .
C14 C15 C10 121.5(3) . .
C13 N3 C16 120.7(3) . .
C13 N3 C17 120.3(3) . .
C16 N3 C17 118.6(3) . .
C23 C18 C19 118.2(3) . .
C23 C18 N2 120.8(3) . .
C19 C18 N2 120.9(2) . .
C18 C19 C20 121.4(3) . .
C19 C20 C21 120.9(3) . .
N4 C21 C22 121.7(3) . .
N4 C21 C20 121.5(3) . .
C22 C21 C20 116.8(3) . .
C23 C22 C21 121.6(3) . .
C18 C23 C22 121.1(3) . .
C21 N4 C24 121.6(3) . .
C21 N4 C25 120.6(3) . .
C24 N4 C25 117.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C7 1.736(3) .
S1 C1 1.739(3) .
B1 F2 1.385(4) .
B1 F1 1.389(3) .
B1 N2 1.538(4) .
B1 N1 1.559(4) .
N1 C7 1.341(3) .
N1 C6 1.404(3) .
N2 C9 1.336(3) .
N2 C18 1.449(3) .
C1 C6 1.386(4) .
C1 C2 1.388(4) .
C2 C3 1.368(5) .
C3 C4 1.376(5) .
C4 C5 1.392(4) .
C5 C6 1.388(4) .
C7 C8 1.378(4) .
C8 C9 1.389(4) .
C9 C10 1.486(4) .
C10 C11 1.388(4) .
C10 C15 1.388(4) .
C11 C12 1.370(4) .
C12 C13 1.400(4) .
C13 N3 1.369(4) .
C13 C14 1.404(4) .
C14 C15 1.375(4) .
N3 C16 1.424(4) .
N3 C17 1.440(4) .
C18 C23 1.372(3) .
C18 C19 1.374(4) .
C19 C20 1.380(4) .
C20 C21 1.400(4) .
C21 N4 1.375(4) .
C21 C22 1.387(4) .
C22 C23 1.380(4) .
N4 C24 1.423(4) .
N4 C25 1.444(4) .
