#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:52:37 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301865 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/77/7227792.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_7227792
loop_
_publ_author_name
'Huang, Chun-Hao'
'Wu, Pei-Jhen'
'Chung, Kun-You'
'Chen, Yi-An'
'Li, Elise Y.'
'Chou, Pi-Tai'
_publ_section_title
;
 Room-temperature phosphorescence from small organic systems containing a
 thiocarbonyl moiety.
;
_journal_issue                   13
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              8896
_journal_page_last               8901
_journal_paper_doi               10.1039/c7cp00074j
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C8 H6 Br N S2'
_chemical_formula_weight         260.17
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-12-20 deposited with the CCDC.
2017-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                85.0711(17)
_cell_angle_beta                 82.0272(16)
_cell_angle_gamma                89.0243(17)
_cell_formula_units_Z            2
_cell_length_a                   6.9208(3)
_cell_length_b                   7.5423(4)
_cell_length_c                   8.8756(5)
_cell_measurement_reflns_used    9904
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.33
_cell_volume                     457.11(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0090
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4025
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.711
_exptl_absorpt_coefficient_mu    4.891
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.890
_exptl_crystal_description       rod
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.801
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         2099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0241
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0316P)²+0.9075P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0688
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1988
_reflns_number_total             2099
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cp00074j2.cif
_cod_data_source_block           ic17694
_cod_depositor_comments
'Adding full bibliography for 7227791--7227794.cif.'
_cod_database_code               7227792
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.312
_shelx_estimated_absorpt_t_max   0.615
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Br1 Br 0.64947(4) 0.95330(3) 0.18377(3) 0.02607(10) Uani 1 1 d . .
S1 S 0.69699(8) 0.82744(7) 0.51539(6) 0.01256(12) Uani 1 1 d . .
S2 S 0.75203(10) 0.68610(8) 0.86372(7) 0.02084(14) Uani 1 1 d . .
N1 N 0.7898(3) 0.3666(3) 0.7468(2) 0.0130(4) Uani 1 1 d . .
C1 C 0.6942(3) 0.7723(3) 0.3306(3) 0.0132(4) Uani 1 1 d . .
C2 C 0.7219(3) 0.5970(3) 0.3102(2) 0.0131(4) Uani 1 1 d . .
H2 H 0.7233 0.5465 0.2157 0.016 Uiso 1 1 calc R U
C3 C 0.7487(3) 0.4989(3) 0.4512(2) 0.0110(4) Uani 1 1 d . .
C4 C 0.7843(3) 0.3147(3) 0.4841(3) 0.0138(4) Uani 1 1 d . .
H4 H 0.7949 0.2350 0.4061 0.017 Uiso 1 1 calc R U
C5 C 0.8027(3) 0.2558(3) 0.6306(3) 0.0145(4) Uani 1 1 d . .
H5 H 0.8256 0.1325 0.6536 0.017 Uiso 1 1 calc R U
C6 C 0.7388(3) 0.6076(3) 0.5714(2) 0.0105(4) Uani 1 1 d . .
C7 C 0.7608(3) 0.5473(3) 0.7242(3) 0.0123(4) Uani 1 1 d . .
C8 C 0.8094(4) 0.2881(3) 0.9016(3) 0.0208(5) Uani 1 1 d . .
H8A H 0.8305 0.1595 0.8997 0.031 Uiso 1 1 calc R U
H8B H 0.6900 0.3109 0.9707 0.031 Uiso 1 1 calc R U
H8C H 0.9207 0.3418 0.9376 0.031 Uiso 1 1 calc R U
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'
S S 0.1246 0.1234 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 S1 C1 89.71(10)
C5 N1 C7 122.84(19)
C5 N1 C8 118.4(2)
C7 N1 C8 118.76(19)
C2 C1 S1 114.98(17)
C2 C1 Br1 127.05(18)
S1 C1 Br1 117.96(13)
C1 C2 C3 110.5(2)
C1 C2 H2 124.7
C3 C2 H2 124.7
C6 C3 C4 117.5(2)
C6 C3 C2 112.21(19)
C4 C3 C2 130.3(2)
C5 C4 C3 118.0(2)
C5 C4 H4 121.0
C3 C4 H4 121.0
C4 C5 N1 122.9(2)
C4 C5 H5 118.5
N1 C5 H5 118.5
C3 C6 C7 124.7(2)
C3 C6 S1 112.60(16)
C7 C6 S1 122.65(17)
N1 C7 C6 113.93(19)
N1 C7 S2 123.58(17)
C6 C7 S2 122.49(17)
N1 C8 H8A 109.5
N1 C8 H8B 109.5
H8A C8 H8B 109.5
N1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.857(2)
S1 C6 1.721(2)
S1 C1 1.729(2)
S2 C7 1.683(2)
N1 C5 1.375(3)
N1 C7 1.376(3)
N1 C8 1.472(3)
C1 C2 1.356(3)
C2 C3 1.432(3)
C2 H2 0.9500
C3 C6 1.394(3)
C3 C4 1.419(3)
C4 C5 1.360(3)
C4 H4 0.9500
C5 H5 0.9500
C6 C7 1.421(3)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
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
C5 H5 S1 0.95 2.91 3.588(2) 129.6 1_545
C8 H8A Br1 0.98 2.98 3.481(2) 113.1 1_546
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139203315
