#------------------------------------------------------------------------------
#$Date: 2023-05-05 04:00:41 +0300 (Fri, 05 May 2023) $
#$Revision: 283158 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/82/1568225.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_1568225
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.cc2c7wtb
_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                 96.357(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.8120(2)
_cell_length_b                   20.6876(10)
_cell_length_c                   11.0963(6)
_cell_measurement_reflns_used    8425
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      56.98
_cell_measurement_theta_min      3.72
_cell_volume                     1097.83(9)
_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  0.0550
_diffrn_reflns_av_unetI/netI     0.0317
_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            14422
_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         56.499
_diffrn_reflns_theta_min         3.718
_exptl_absorpt_coefficient_mu    1.824
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_correction_T_min  0.577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2197
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0331
_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)+(0.0370P)²+0.4772P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0861
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1960
_reflns_number_total             2197
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc05741g7.cif
_cod_data_source_block           ga_210902b_a
_cod_depositor_comments
'Adding full bibliography for 1568224--1568235.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1568225
_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   0.629
_shelx_estimated_absorpt_t_max   0.914
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 -0.21302(9) 0.40880(2) 0.70090(4) 0.02933(14) Uani 1 1 d . . . . .
F1 F 0.2581(2) 0.50411(5) 0.72962(8) 0.0345(2) Uani 1 1 d . . . . .
F2 F 0.4293(2) 0.58247(5) 0.56275(9) 0.0347(2) Uani 1 1 d . . . . .
O1 O 0.6137(2) 0.15518(5) 0.60956(10) 0.0308(3) Uani 1 1 d . . . . .
O2 O 0.5387(3) 0.13552(6) 0.80175(11) 0.0373(3) Uani 1 1 d . . . . .
C1 C -0.0910(3) 0.45845(7) 0.58871(14) 0.0243(3) Uani 1 1 d . . . . .
C2 C 0.1286(3) 0.50138(7) 0.61645(14) 0.0250(3) Uani 1 1 d . . . . .
C3 C 0.2173(3) 0.54192(7) 0.53018(14) 0.0252(3) Uani 1 1 d . . . . .
C4 C -0.0031(3) 0.33859(7) 0.69374(14) 0.0240(3) Uani 1 1 d . . . . .
C5 C 0.1441(4) 0.32330(7) 0.59705(14) 0.0276(3) Uani 1 1 d . . . . .
H5 H 0.134063 0.350718 0.528024 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3062(4) 0.26776(7) 0.60170(14) 0.0275(3) Uani 1 1 d . . . . .
H6 H 0.408180 0.257461 0.535693 0.033 Uiso 1 1 calc R U . . .
C7 C 0.3212(3) 0.22709(7) 0.70139(13) 0.0242(3) Uani 1 1 d . . . . .
C8 C 0.1681(4) 0.24202(8) 0.79670(15) 0.0325(4) Uani 1 1 d . . . . .
H8 H 0.173860 0.213905 0.864622 0.039 Uiso 1 1 calc R U . . .
C9 C 0.0076(4) 0.29745(8) 0.79336(15) 0.0334(4) Uani 1 1 d . . . . .
H9 H -0.095501 0.307517 0.859134 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5003(3) 0.16814(7) 0.71154(14) 0.0266(3) Uani 1 1 d . . . . .
C11 C 0.7987(4) 0.09925(8) 0.61579(17) 0.0354(4) Uani 1 1 d . . . . .
H11A H 0.691601 0.059301 0.627482 0.042 Uiso 1 1 calc R U . . .
H11B H 0.946576 0.103743 0.684747 0.042 Uiso 1 1 calc R U . . .
C12 C 0.9262(4) 0.09600(10) 0.49897(18) 0.0446(5) Uani 1 1 d . . . . .
H12A H 0.780100 0.086882 0.432382 0.067 Uiso 1 1 calc R U . . .
H12B H 1.066691 0.061537 0.503681 0.067 Uiso 1 1 calc R U . . .
H12C H 1.015198 0.137433 0.484303 0.067 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 102.08(7) . . ?
C10 O1 C11 115.07(12) . . ?
C2 C1 C3 117.12(14) . 3_566 ?
C2 C1 S1 121.37(12) . . ?
C3 C1 S1 121.46(12) 3_566 . ?
F1 C2 C3 118.60(14) . . ?
F1 C2 C1 119.88(14) . . ?
C3 C2 C1 121.52(14) . . ?
F2 C3 C2 118.67(14) . . ?
F2 C3 C1 119.97(14) . 3_566 ?
C2 C3 C1 121.37(14) . 3_566 ?
C5 C4 C9 119.87(14) . . ?
C5 C4 S1 124.28(12) . . ?
C9 C4 S1 115.85(12) . . ?
C4 C5 C6 119.60(14) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 120.83(15) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 119.19(14) . . ?
C6 C7 C10 122.41(14) . . ?
C8 C7 C10 118.38(13) . . ?
C9 C8 C7 120.43(14) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C4 120.05(15) . . ?
C8 C9 H9 120.0 . . ?
C4 C9 H9 120.0 . . ?
O2 C10 O1 123.48(15) . . ?
O2 C10 C7 123.76(15) . . ?
O1 C10 C7 112.77(13) . . ?
O1 C11 C12 107.56(14) . . ?
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 1.7639(16) . ?
S1 C4 1.7759(16) . ?
F1 C2 1.3398(17) . ?
F2 C3 1.3394(17) . ?
O1 C10 1.3368(19) . ?
O1 C11 1.4566(19) . ?
O2 C10 1.2044(19) . ?
C1 C2 1.389(2) . ?
C1 C3 1.390(2) 3_566 ?
C2 C3 1.376(2) . ?
C4 C5 1.386(2) . ?
C4 C9 1.392(2) . ?
C5 C6 1.386(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.385(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(2) . ?
C7 C10 1.490(2) . ?
C8 C9 1.381(2) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C11 C12 1.496(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
