#------------------------------------------------------------------------------
#$Date: 2021-12-18 00:57:58 +0200 (Sat, 18 Dec 2021) $
#$Revision: 271508 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/94/7129418.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_7129418
loop_
_publ_author_name
'Zhang, Xinyu'
'Wang, Dan'
'Lei, yunxiang'
'Liu, Miaochang'
'Cai, Zhengxu'
'Wu, Huayue'
'Shen, Guomin'
'Huang, Xiaobo'
'Dong, Yuping'
_publ_section_title
;
 Selenium atoms induce organic doped system to produce pure
 phosphorescence emission
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06380D
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_sum            'C11 H8 O S'
_chemical_formula_weight         188.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2021-11-11 deposited with the CCDC.	2021-12-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6504(4)
_cell_length_b                   10.2520(5)
_cell_length_c                   11.9536(5)
_cell_measurement_reflns_used    2732
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54.871
_cell_measurement_theta_min      5.235
_cell_volume                     937.54(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4627
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.989
_diffrn_reflns_theta_min         3.161
_exptl_absorpt_coefficient_mu    0.297
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.125
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details
; 
 Flack x determined using 640 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1812
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0403P)²+0.1255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0879
_reflns_Friedel_coverage         0.700
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                1667
_reflns_number_total             1812
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc06380d2.cif
_cod_data_source_block           mo_ddz21017_0m
_cod_database_code               7129418
_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   0.943
_shelx_estimated_absorpt_t_max   0.965
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.86047(11) 0.43609(9) 0.22822(7) 0.0722(3) Uani 1 1 d . . . . .
O1 O 0.7568(4) 0.7111(2) 0.18388(16) 0.0806(7) Uani 1 1 d . . . . .
C1 C 0.8239(5) 0.3119(3) 0.3188(3) 0.0756(10) Uani 1 1 d . . . . .
H1 H 0.8571 0.2260 0.3053 0.091 Uiso 1 1 calc R U . . .
C2 C 0.7420(5) 0.3509(3) 0.4121(3) 0.0701(8) Uani 1 1 d . . . . .
H2 H 0.7115 0.2948 0.4701 0.084 Uiso 1 1 calc R U . . .
C3 C 0.7071(4) 0.4849(3) 0.4133(2) 0.0553(7) Uani 1 1 d . . . . .
H3 H 0.6513 0.5275 0.4720 0.066 Uiso 1 1 calc R U . . .
C4 C 0.7644(3) 0.5466(3) 0.31793(19) 0.0498(6) Uani 1 1 d . . . . .
C5 C 0.7474(3) 0.6834(3) 0.2827(2) 0.0521(6) Uani 1 1 d . . . . .
C6 C 0.7195(3) 0.7872(3) 0.3680(2) 0.0465(5) Uani 1 1 d . . . . .
C7 C 0.7920(4) 0.7804(3) 0.4750(2) 0.0523(6) Uani 1 1 d . . . . .
H7 H 0.8547 0.7070 0.4969 0.063 Uiso 1 1 calc R U . . .
C8 C 0.7703(4) 0.8829(3) 0.5481(2) 0.0604(7) Uani 1 1 d . . . . .
H8 H 0.8206 0.8793 0.6188 0.073 Uiso 1 1 calc R U . . .
C9 C 0.6749(4) 0.9909(3) 0.5171(3) 0.0633(8) Uani 1 1 d . . . . .
H9 H 0.6586 1.0598 0.5666 0.076 Uiso 1 1 calc R U . . .
C10 C 0.6030(4) 0.9947(3) 0.4099(3) 0.0643(8) Uani 1 1 d . . . . .
H10 H 0.5380 1.0671 0.3883 0.077 Uiso 1 1 calc R U . . .
C11 C 0.6251(4) 0.8980(3) 0.3383(2) 0.0587(7) Uani 1 1 d . . . . .
H11 H 0.5770 0.9041 0.2671 0.070 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'
O O 0.0106 0.0060 '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'
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 S1 C4 91.50(14) . . ?
C2 C1 S1 112.6(2) . . ?
C2 C1 H1 123.7 . . ?
S1 C1 H1 123.7 . . ?
C1 C2 C3 113.0(3) . . ?
C1 C2 H2 123.5 . . ?
C3 C2 H2 123.5 . . ?
C4 C3 C2 112.5(3) . . ?
C4 C3 H3 123.8 . . ?
C2 C3 H3 123.8 . . ?
C3 C4 C5 130.4(2) . . ?
C3 C4 S1 110.4(2) . . ?
C5 C4 S1 119.07(19) . . ?
O1 C5 C4 119.8(3) . . ?
O1 C5 C6 120.4(3) . . ?
C4 C5 C6 119.8(2) . . ?
C11 C6 C7 118.7(3) . . ?
C11 C6 C5 118.9(2) . . ?
C7 C6 C5 122.4(2) . . ?
C8 C7 C6 119.7(2) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 120.5(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 118.6(3) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
C11 C10 C9 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C6 120.9(3) . . ?
C10 C11 H11 119.5 . . ?
C6 C11 H11 119.5 . . ?
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
S1 C1 1.695(4) . ?
S1 C4 1.725(3) . ?
O1 C5 1.217(3) . ?
C1 C2 1.341(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.400(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.469(4) . ?
C5 C6 1.490(4) . ?
C6 C11 1.393(4) . ?
C6 C7 1.396(3) . ?
C7 C8 1.376(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.376(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.395(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.320(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
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
C2 H2 O1 0.93 2.57 3.310(4) 137.0 2_665
C2 H2 O1 0.93 2.57 3.310(4) 137.0 2_665
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 C2 0.5(3) . . . . ?
S1 C1 C2 C3 -0.5(4) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 176.8(3) . . . . ?
C2 C3 C4 S1 0.1(3) . . . . ?
C1 S1 C4 C3 -0.3(2) . . . . ?
C1 S1 C4 C5 -177.4(2) . . . . ?
C3 C4 C5 O1 -157.1(3) . . . . ?
S1 C4 C5 O1 19.3(4) . . . . ?
C3 C4 C5 C6 23.1(4) . . . . ?
S1 C4 C5 C6 -160.49(19) . . . . ?
O1 C5 C6 C11 30.3(4) . . . . ?
C4 C5 C6 C11 -149.9(3) . . . . ?
O1 C5 C6 C7 -146.4(3) . . . . ?
C4 C5 C6 C7 33.4(4) . . . . ?
C11 C6 C7 C8 -0.6(4) . . . . ?
C5 C6 C7 C8 176.1(2) . . . . ?
C6 C7 C8 C9 1.3(4) . . . . ?
C7 C8 C9 C10 -0.9(4) . . . . ?
C8 C9 C10 C11 -0.2(4) . . . . ?
C9 C10 C11 C6 0.9(4) . . . . ?
C7 C6 C11 C10 -0.5(4) . . . . ?
C5 C6 C11 C10 -177.3(3) . . . . ?
