#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:42:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180092 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/38/7053882.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_7053882
loop_
_publ_author_name
'Wang, Xiaoqing'
'Liu, Hou-ting'
'Cui, Jichun'
'Wu, Yanping'
'Lu, Hua'
'Lu, Jing'
'Liu, Zhipeng'
'He, Weijiang'
_publ_section_title
;
 Synthesis and fluorescence properties of isoindoline--benzazole-based
 boron difluoride complexes
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1277
_journal_paper_doi               10.1039/c3nj01361h
_journal_volume                  38
_journal_year                    2014
_chemical_formula_sum            'C19 H15 B F2 N4 O2 S'
_chemical_formula_weight         412.22
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.822(10)
_cell_angle_beta                 97.397(9)
_cell_angle_gamma                98.633(9)
_cell_formula_units_Z            2
_cell_length_a                   7.8205(9)
_cell_length_b                   10.3904(11)
_cell_length_c                   12.6744(14)
_cell_measurement_reflns_used    1473
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.7343
_cell_measurement_theta_min      3.8319
_cell_volume                     926.0(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0474
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5983
_diffrn_reflns_theta_full        67.25
_diffrn_reflns_theta_max         67.25
_diffrn_reflns_theta_min         3.84
_exptl_absorpt_coefficient_mu    1.949
_exptl_absorpt_correction_T_max  0.9621
_exptl_absorpt_correction_T_min  0.9438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0900
_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)+(0.1589P)²+0.6772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2560
_refine_ls_wR_factor_ref         0.2804
_reflns_number_gt                2448
_reflns_number_total             3323
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3nj01361h.txt
_cod_data_source_block           exp_1113
_cod_original_cell_volume        925.97(18)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7053882
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 0.41033(18) 0.70210(14) 0.04827(11) 0.0597(4) Uani 1 1 d .
B1 B 0.1592(7) 0.7422(5) 0.4827(4) 0.0473(11) Uani 1 1 d .
F1 F 0.2823(4) 0.8283(3) 0.4561(2) 0.0634(8) Uani 1 1 d .
F2 F -0.0099(4) 0.7428(3) 0.4359(2) 0.0587(7) Uani 1 1 d .
N1 N 0.3937(7) 0.4785(5) 0.7678(4) 0.0694(13) Uani 1 1 d .
N2 N 0.1807(5) 0.7952(4) 0.6175(3) 0.0457(9) Uani 1 1 d .
N3 N 0.2402(5) 0.7986(4) 0.7933(3) 0.0493(9) Uani 1 1 d .
H3A H 0.2725 0.7733 0.8488 0.059 Uiso 1 1 calc R
N4 N 0.1918(5) 0.5886(4) 0.4421(3) 0.0469(9) Uani 1 1 d .
O1 O 0.1183(5) 0.5265(4) 0.2432(3) 0.0681(10) Uani 1 1 d .
O2 O 0.3266(7) 0.7938(5) -0.0004(4) 0.0955(16) Uani 1 1 d .
C1 C 0.1719(7) 0.4976(5) 0.3233(4) 0.0519(11) Uani 1 1 d .
C2 C 0.2315(6) 0.3690(5) 0.3236(4) 0.0519(11) Uani 1 1 d .
C3 C 0.2430(8) 0.2493(5) 0.2302(4) 0.0616(13) Uani 1 1 d .
H3 H 0.2115 0.2410 0.1543 0.074 Uiso 1 1 calc R
C4 C 0.3033(7) 0.1425(5) 0.2545(4) 0.0653(14) Uani 1 1 d .
H4 H 0.3137 0.0610 0.1941 0.078 Uiso 1 1 calc R
C5 C 0.3480(7) 0.1564(5) 0.3682(5) 0.0601(12) Uani 1 1 d .
H5 H 0.3866 0.0828 0.3822 0.072 Uiso 1 1 calc R
C6 C 0.3374(6) 0.2756(5) 0.4614(4) 0.0524(11) Uani 1 1 d .
H6 H 0.3682 0.2834 0.5372 0.063 Uiso 1 1 calc R
C7 C 0.2792(6) 0.3829(5) 0.4375(4) 0.0463(10) Uani 1 1 d .
C8 C 0.2507(6) 0.5238(5) 0.5115(4) 0.0441(9) Uani 1 1 d .
C9 C 0.2733(6) 0.5865(5) 0.6292(4) 0.0441(9) Uani 1 1 d .
C10 C 0.3387(7) 0.5233(5) 0.7045(4) 0.0502(11) Uani 1 1 d .
C11 C 0.2338(6) 0.7249(4) 0.6810(4) 0.0429(9) Uani 1 1 d .
C12 C 0.1857(6) 0.9235(5) 0.8050(4) 0.0486(10) Uani 1 1 d .
C13 C 0.1679(8) 1.0354(5) 0.9027(4) 0.0602(13) Uani 1 1 d .
H13 H 0.1937 1.0362 0.9767 0.072 Uiso 1 1 calc R
C14 C 0.1094(8) 1.1459(5) 0.8836(4) 0.0639(14) Uani 1 1 d .
H14 H 0.0918 1.2218 0.9461 0.077 Uiso 1 1 calc R
C15 C 0.0764(7) 1.1460(5) 0.7727(4) 0.0619(13) Uani 1 1 d .
H15 H 0.0405 1.2234 0.7639 0.074 Uiso 1 1 calc R
C16 C 0.0951(7) 1.0349(5) 0.6757(4) 0.0539(11) Uani 1 1 d .
H16 H 0.0720 1.0350 0.6019 0.065 Uiso 1 1 calc R
C17 C 0.1506(6) 0.9226(5) 0.6949(4) 0.0471(10) Uani 1 1 d .
C18 C 0.4257(8) 0.7869(6) 0.2005(4) 0.0692(15) Uani 1 1 d .
H18A H 0.5088 0.8763 0.2304 0.104 Uiso 1 1 calc R
H18B H 0.4647 0.7277 0.2372 0.104 Uiso 1 1 calc R
H18C H 0.3120 0.8027 0.2160 0.104 Uiso 1 1 calc R
C19 C 0.2423(9) 0.5531(7) 0.0190(5) 0.0845(19) Uani 1 1 d .
H19A H 0.1393 0.5840 0.0443 0.127 Uiso 1 1 calc R
H19B H 0.2822 0.4981 0.0596 0.127 Uiso 1 1 calc R
H19C H 0.2136 0.4960 -0.0629 0.127 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 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O2 S1 C19 105.6(3)
O2 S1 C18 104.6(3)
C19 S1 C18 98.7(3)
F1 B1 F2 110.8(4)
F1 B1 N4 111.0(4)
F2 B1 N4 111.2(4)
F1 B1 N2 109.8(4)
F2 B1 N2 109.0(4)
N4 B1 N2 104.8(3)
C11 N2 C17 106.8(3)
C11 N2 B1 125.4(4)
C17 N2 B1 127.8(4)
C11 N3 C12 108.0(4)
C8 N4 C1 110.2(4)
C8 N4 B1 126.6(4)
C1 N4 B1 123.1(4)
O1 C1 N4 124.4(4)
O1 C1 C2 130.1(5)
N4 C1 C2 105.5(4)
C3 C2 C7 121.8(5)
C3 C2 C1 128.9(5)
C7 C2 C1 109.4(4)
C4 C3 C2 117.4(5)
C5 C4 C3 120.4(5)
C6 C5 C4 122.4(5)
C5 C6 C7 117.4(4)
C6 C7 C2 120.7(4)
C6 C7 C8 133.4(4)
C2 C7 C8 105.9(4)
C9 C8 N4 121.7(4)
C9 C8 C7 129.2(4)
N4 C8 C7 109.0(4)
C8 C9 C10 123.2(4)
C8 C9 C11 118.7(4)
C10 C9 C11 118.2(4)
N1 C10 C9 177.2(5)
N3 C11 N2 111.0(4)
N3 C11 C9 126.8(4)
N2 C11 C9 122.2(4)
C17 C12 N3 106.8(4)
C17 C12 C13 122.3(4)
N3 C12 C13 130.9(4)
C14 C13 C12 116.1(4)
C13 C14 C15 121.6(5)
C16 C15 C14 122.2(5)
C15 C16 C17 116.0(4)
C12 C17 C16 121.7(4)
C12 C17 N2 107.4(4)
C16 C17 N2 130.9(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.495(4)
S1 C19 1.760(6)
S1 C18 1.777(5)
B1 F1 1.375(6)
B1 F2 1.380(6)
B1 N4 1.556(6)
B1 N2 1.565(6)
N1 C10 1.138(6)
N2 C11 1.341(5)
N2 C17 1.399(6)
N3 C11 1.332(5)
N3 C12 1.388(6)
N4 C8 1.368(5)
N4 C1 1.422(6)
O1 C1 1.205(6)
C1 C2 1.481(7)
C2 C3 1.387(7)
C2 C7 1.391(6)
C3 C4 1.386(7)
C4 C5 1.386(7)
C5 C6 1.380(7)
C6 C7 1.381(6)
C7 C8 1.485(6)
C8 C9 1.362(6)
C9 C10 1.430(6)
C9 C11 1.441(6)
C12 C17 1.383(6)
C12 C13 1.389(6)
C13 C14 1.386(7)
C14 C15 1.395(7)
C15 C16 1.381(7)
C16 C17 1.395(6)
