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#$Date: 2023-05-05 04:00:41 +0300 (Fri, 05 May 2023) $
#$Revision: 283158 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/82/1568231.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_1568231
loop_
_publ_author_name
'Shen, Shen'
'Baryshnikov, Glib V.'
'Xie, Qishan'
'Wu, Bin'
'Lv, Meng'
'Sun, Hao'
'Li, Zhongyu'
'Ågren, Hans'
'Chen, Jinquan'
'Zhu, Liangliang'
_publ_section_title
;
 Making multi-twisted luminophores produce persistent room-temperature
 phosphorescence.
;
_journal_issue                   4
_journal_name_full               'Chemical science'
_journal_page_first              970
_journal_page_last               978
_journal_paper_doi               10.1039/d2sc05741g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_sum            'C24 H18 F4 O4 S2'
_chemical_formula_weight         510.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2c2bwp
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-06-27 deposited with the CCDC.	2023-01-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.412(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.8077(2)
_cell_length_b                   20.6905(9)
_cell_length_c                   11.0959(5)
_cell_measurement_reflns_used    8298
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      54.77
_cell_measurement_theta_min      3.72
_cell_volume                     1096.85(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-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12754
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.800
_diffrn_reflns_theta_min         3.717
_exptl_absorpt_coefficient_mu    1.826
_exptl_absorpt_correction_T_max  0.839
_exptl_absorpt_correction_T_min  0.610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       rod
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0044(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2072
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0349
_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)+(0.0427P)²+0.5015P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0903
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1834
_reflns_number_total             2072
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc05741g8.cif
_cod_data_source_block           ga_210702a_a
_cod_depositor_comments
'Adding full bibliography for 1568224--1568235.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1568231
_shelx_shelxl_version_number     2016/6
_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   0.444
_shelx_estimated_absorpt_t_max   0.784
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_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 -0.21325(9) 0.59118(2) 0.70084(4) 0.02884(17) Uani 1 1 d . . . . .
F1 F 0.2582(2) 0.49579(5) 0.72960(9) 0.0338(3) Uani 1 1 d . . . . .
F2 F 0.4296(2) 0.41749(5) 0.56284(10) 0.0340(3) Uani 1 1 d . . . . .
O1 O 0.6137(3) 0.84486(6) 0.60942(11) 0.0302(3) Uani 1 1 d . . . . .
O2 O 0.5386(3) 0.86454(6) 0.80149(11) 0.0361(3) Uani 1 1 d . . . . .
C1 C -0.0912(4) 0.54157(8) 0.58865(15) 0.0237(4) Uani 1 1 d . . . . .
C2 C 0.1279(4) 0.49855(8) 0.61634(15) 0.0247(4) Uani 1 1 d . . . . .
C3 C 0.2170(4) 0.45796(8) 0.53020(16) 0.0248(4) Uani 1 1 d . . . . .
C4 C -0.0037(4) 0.66144(8) 0.69358(15) 0.0231(4) Uani 1 1 d . . . . .
C5 C 0.1438(4) 0.67663(8) 0.59691(15) 0.0271(4) Uani 1 1 d . . . . .
H5 H 0.134002 0.649129 0.527996 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3058(4) 0.73224(8) 0.60148(15) 0.0272(4) Uani 1 1 d . . . . .
H6 H 0.407635 0.742548 0.535433 0.033 Uiso 1 1 calc R U . . .
C7 C 0.3208(3) 0.77295(8) 0.70111(15) 0.0233(4) Uani 1 1 d . . . . .
C8 C 0.1680(4) 0.75800(9) 0.79631(16) 0.0318(4) Uani 1 1 d . . . . .
H8 H 0.173816 0.786123 0.864223 0.038 Uiso 1 1 calc R U . . .
C9 C 0.0073(4) 0.70250(9) 0.79313(17) 0.0323(4) Uani 1 1 d . . . . .
H9 H -0.095556 0.692424 0.858970 0.039 Uiso 1 1 calc R U . . .
C10 C 0.5002(4) 0.83183(8) 0.71128(15) 0.0255(4) Uani 1 1 d . . . . .
C11 C 0.7989(4) 0.90082(9) 0.61571(18) 0.0341(4) Uani 1 1 d . . . . .
H11A H 0.947061 0.896330 0.684684 0.041 Uiso 1 1 calc R U . . .
H11B H 0.691772 0.940771 0.627358 0.041 Uiso 1 1 calc R U . . .
C12 C 0.9263(5) 0.90400(10) 0.4988(2) 0.0435(5) Uani 1 1 d . . . . .
H12A H 1.013783 0.862424 0.483795 0.065 Uiso 1 1 calc R U . . .
H12B H 1.068194 0.938180 0.503677 0.065 Uiso 1 1 calc R U . . .
H12C H 0.780179 0.913488 0.432273 0.065 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 0.0137 0.0067 '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'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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 102.07(8) . . ?
C10 O1 C11 115.13(13) . . ?
C2 C1 C3 117.03(16) . 3_566 ?
C2 C1 S1 121.43(13) . . ?
C3 C1 S1 121.50(13) 3_566 . ?
F1 C2 C3 118.40(15) . . ?
F1 C2 C1 119.90(15) . . ?
C3 C2 C1 121.69(16) . . ?
F2 C3 C2 118.75(15) . . ?
F2 C3 C1 119.98(15) . 3_566 ?
C2 C3 C1 121.27(16) . 3_566 ?
C5 C4 C9 119.94(16) . . ?
C5 C4 S1 124.22(13) . . ?
C9 C4 S1 115.83(13) . . ?
C4 C5 C6 119.55(15) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 120.84(16) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 119.15(16) . . ?
C6 C7 C10 122.41(15) . . ?
C8 C7 C10 118.43(15) . . ?
C9 C8 C7 120.52(16) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C4 119.98(16) . . ?
C8 C9 H9 120.0 . . ?
C4 C9 H9 120.0 . . ?
O2 C10 O1 123.37(16) . . ?
O2 C10 C7 123.77(16) . . ?
O1 C10 C7 112.86(14) . . ?
O1 C11 C12 107.48(15) . . ?
O1 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
O1 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
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 1.7637(17) . ?
S1 C4 1.7758(17) . ?
F1 C2 1.341(2) . ?
F2 C3 1.3393(19) . ?
O1 C10 1.336(2) . ?
O1 C11 1.458(2) . ?
O2 C10 1.205(2) . ?
C1 C2 1.387(2) . ?
C1 C3 1.388(2) 3_566 ?
C2 C3 1.376(2) . ?
C4 C5 1.386(2) . ?
C4 C9 1.390(2) . ?
C5 C6 1.387(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.385(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(2) . ?
C7 C10 1.490(2) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C11 C12 1.497(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
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 90.39(15) . . . . ?
C4 S1 C1 C3 -92.15(15) . . . 3_566 ?
C3 C1 C2 F1 179.97(14) 3_566 . . . ?
S1 C1 C2 F1 -2.5(2) . . . . ?
C3 C1 C2 C3 -0.1(3) 3_566 . . . ?
S1 C1 C2 C3 177.46(13) . . . . ?
F1 C2 C3 F2 0.0(2) . . . . ?
C1 C2 C3 F2 -179.94(14) . . . . ?
F1 C2 C3 C1 -179.97(14) . . . 3_566 ?
C1 C2 C3 C1 0.1(3) . . . 3_566 ?
C1 S1 C4 C5 17.50(17) . . . . ?
C1 S1 C4 C9 -162.50(14) . . . . ?
C9 C4 C5 C6 1.2(3) . . . . ?
S1 C4 C5 C6 -178.78(14) . . . . ?
C4 C5 C6 C7 -0.3(3) . . . . ?
C5 C6 C7 C8 -1.0(3) . . . . ?
C5 C6 C7 C10 177.79(16) . . . . ?
C6 C7 C8 C9 1.4(3) . . . . ?
C10 C7 C8 C9 -177.42(17) . . . . ?
C7 C8 C9 C4 -0.5(3) . . . . ?
C5 C4 C9 C8 -0.8(3) . . . . ?
S1 C4 C9 C8 179.19(15) . . . . ?
C11 O1 C10 O2 2.2(3) . . . . ?
C11 O1 C10 C7 -178.03(14) . . . . ?
C6 C7 C10 O2 -172.46(18) . . . . ?
C8 C7 C10 O2 6.3(3) . . . . ?
C6 C7 C10 O1 7.8(2) . . . . ?
C8 C7 C10 O1 -173.45(16) . . . . ?
C10 O1 C11 C12 174.66(16) . . . . ?
