#------------------------------------------------------------------------------
#$Date: 2024-09-06 02:57:50 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294493 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/22/1572218.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_1572218
loop_
_publ_author_name
'Zhu, Mengliang'
'Zhang, Hang'
'Yao, Yuhang'
'Wen, Mingpu'
'Ran, Guangliu'
'Yu, Yi'
'Zhang, Ruijing'
'Liang, Xing-Jie'
'Zhang, Jing'
'Zhang, Wenkai'
'Zhang, Jun-Long'
_publ_section_title
;
 More is different: progressive β-thiolation induced-porphyrin
 aggregation switches singlet oxygen photosensitization.
;
_journal_issue                   34
_journal_name_full               'Chemical science'
_journal_page_first              13841
_journal_page_last               13852
_journal_paper_doi               10.1039/d4sc03642e
_journal_volume                  15
_journal_year                    2024
_chemical_formula_sum            'C42 H6 F20 N4 O2 S2'
_chemical_formula_weight         1042.63
_space_group_crystal_system      tetragonal
_space_group_IT_number           87
_space_group_name_Hall           '-I 4'
_space_group_name_H-M_alt        'I 4/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-05-09 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.38990(10)
_cell_length_b                   12.38990(10)
_cell_length_c                   27.3100(4)
_cell_measurement_reflns_used    29708
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      31.3070
_cell_measurement_theta_min      2.7220
_cell_volume                     4192.35(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0103
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            57509
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.321
_diffrn_reflns_theta_min         2.325
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             2056
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3293
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0502
_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)+(0.0724P)²+5.2490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1405
_refine_ls_wR_factor_ref         0.1445
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2945
_reflns_number_total             3293
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc03642e2.cif
_cod_data_source_block           3_sq_CCDC2
_cod_depositor_comments
'Adding full bibliography for 1572215--1572218.cif.'
_cod_original_cell_volume        4192.35(9)
_cod_database_code               1572218
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+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 0.84628(10) 0.69587(12) 0.45435(3) 0.0641(4) Uani 0.5 1 d . . P . .
F1 F 0.80223(11) 0.95637(11) 0.35362(5) 0.0554(3) Uani 1 1 d . . . . .
F2 F 0.90392(11) 0.85364(14) 0.27922(5) 0.0693(5) Uani 1 1 d . . . . .
F3 F 0.86437(13) 0.64190(14) 0.26267(4) 0.0747(5) Uani 1 1 d . . . . .
F4 F 0.71605(16) 0.53689(11) 0.31624(5) 0.0767(5) Uani 1 1 d . . . . .
F5 F 0.61017(12) 0.64038(9) 0.38951(5) 0.0530(3) Uani 1 1 d . . . . .
O1 O 0.7437(3) 0.7722(2) 0.53035(19) 0.0274(8) Uani 0.5 1 d D . P . .
C8 C 0.7507(4) 0.7687(4) 0.4805(3) 0.0274(8) Uani 0.5 1 d D . P . .
N1 N 0.61407(12) 0.88469(12) 0.5000 0.0189(3) Uani 1 2 d S T P . .
N2 N 0.5000 1.0000 0.42386(5) 0.0198(3) Uani 1 2 d S T P . .
H2 H 0.5000 1.0000 0.4554 0.024 Uiso 1 2 calc R U P . .
C1 C 0.64104(10) 0.86127(10) 0.41147(4) 0.0218(2) Uani 1 1 d . . . . .
C2 C 0.70222(12) 0.80164(12) 0.37300(5) 0.0268(3) Uani 1 1 d . . . . .
C3 C 0.77922(13) 0.85311(15) 0.34481(6) 0.0353(3) Uani 1 1 d . . . . .
C4 C 0.83305(15) 0.80038(19) 0.30712(6) 0.0463(5) Uani 1 1 d . . . . .
C5 C 0.81199(17) 0.69393(19) 0.29873(6) 0.0506(6) Uani 1 1 d . . . . .
C6 C 0.73694(19) 0.64032(16) 0.32603(6) 0.0491(5) Uani 1 1 d . . . . .
C7 C 0.68245(15) 0.69393(14) 0.36311(6) 0.0378(4) Uani 1 1 d . . . . .
C9 C 0.66358(10) 0.84124(10) 0.46081(5) 0.0219(2) Uani 1 1 d D . . . .
C10 C 0.56415(10) 0.93568(10) 0.39511(4) 0.0197(2) Uani 1 1 d . . . . .
C11 C 0.53877(11) 0.96083(11) 0.34538(5) 0.0245(3) Uani 1 1 d . . . . .
H11 H 0.5696 0.9294 0.3178 0.029 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
O1 S1 C8 10.9(4) 10_556 . ?
O1 S1 S1 75.23(16) 10_556 10_556 ?
C8 S1 S1 64.4(2) . 10_556 ?
C8 O1 C9 118(2) 10_556 10_556 ?
C8 O1 C8 14.0(18) 10_556 . ?
C9 O1 C8 104.4(5) 10_556 . ?
C8 O1 S1 87(2) 10_556 10_556 ?
C9 O1 S1 154.5(4) 10_556 10_556 ?
C8 O1 S1 100.8(3) . 10_556 ?
C8 O1 O1 18(2) 10_556 10_556 ?
C9 O1 O1 100.4(2) 10_556 10_556 ?
C8 O1 O1 4.1(3) . 10_556 ?
S1 O1 O1 104.77(16) 10_556 10_556 ?
O1 C8 C8 162(2) 10_556 10_556 ?
O1 C8 O1 158(2) 10_556 . ?
C8 C8 O1 4.1(3) 10_556 . ?
O1 C8 C9 51.5(17) 10_556 . ?
C8 C8 C9 110.9(4) 10_556 . ?
O1 C8 C9 107.0(7) . . ?
O1 C8 S1 82(2) 10_556 . ?
C8 C8 S1 115.6(2) 10_556 . ?
O1 C8 S1 119.6(3) . . ?
C9 C8 S1 133.4(6) . . ?
C9 N1 C9 105.34(14) 10_556 . ?
C10 N2 C10 110.20(14) 2_675 . ?
C10 N2 H2 124.9 2_675 . ?
C10 N2 H2 124.9 . . ?
C9 C1 C10 124.11(11) . . ?
C9 C1 C2 119.31(11) . . ?
C10 C1 C2 116.58(11) . . ?
C3 C2 C7 117.29(13) . . ?
C3 C2 C1 120.99(14) . . ?
C7 C2 C1 121.70(13) . . ?
F1 C3 C2 119.34(13) . . ?
F1 C3 C4 118.85(17) . . ?
C2 C3 C4 121.81(18) . . ?
F2 C4 C5 120.49(16) . . ?
F2 C4 C3 120.4(2) . . ?
C5 C4 C3 119.16(18) . . ?
F3 C5 C4 119.6(2) . . ?
F3 C5 C6 119.7(2) . . ?
C4 C5 C6 120.62(14) . . ?
F4 C6 C5 119.35(16) . . ?
F4 C6 C7 120.8(2) . . ?
C5 C6 C7 119.85(19) . . ?
F5 C7 C2 119.70(13) . . ?
F5 C7 C6 119.06(17) . . ?
C2 C7 C6 121.24(18) . . ?
O1 C9 N1 116.9(3) 10_556 . ?
O1 C9 C1 115.9(3) 10_556 . ?
N1 C9 C1 127.17(11) . . ?
O1 C9 C8 10.5(6) 10_556 . ?
N1 C9 C8 106.4(4) . . ?
C1 C9 C8 126.4(4) . . ?
N2 C10 C1 126.46(11) . . ?
N2 C10 C11 106.85(11) . . ?
C1 C10 C11 126.69(11) . . ?
C11 C11 C10 108.05(7) 2_675 . ?
C11 C11 H11 126.0 2_675 . ?
C10 C11 H11 126.0 . . ?
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 O1 1.638(4) 10_556 ?
S1 C8 1.651(8) . ?
S1 S1 2.4933(18) 10_556 ?
F1 C3 1.333(2) . ?
F2 C4 1.337(2) . ?
F3 C5 1.3440(17) . ?
F4 C6 1.334(3) . ?
F5 C7 1.328(2) . ?
O1 C8 0.312(11) 10_556 ?
O1 C9 1.332(3) 10_556 ?
O1 C8 1.365(5) . ?
O1 S1 1.638(4) 10_556 ?
O1 O1 1.658(10) 10_556 ?
C8 O1 0.312(11) 10_556 ?
C8 C8 1.066(18) 10_556 ?
C8 C9 1.504(4) . ?
N1 C9 1.3459(15) 10_556 ?
N1 C9 1.3459(15) . ?
N2 C10 1.3724(14) 2_675 ?
N2 C10 1.3724(14) . ?
N2 H2 0.8600 . ?
C1 C9 1.3983(17) . ?
C1 C10 1.3990(17) . ?
C1 C2 1.4915(17) . ?
C2 C3 1.382(2) . ?
C2 C7 1.384(2) . ?
C3 C4 1.390(2) . ?
C4 C5 1.364(3) . ?
C5 C6 1.365(3) . ?
C6 C7 1.386(2) . ?
C9 O1 1.332(3) 10_556 ?
C10 C11 1.4284(17) . ?
C11 C11 1.366(3) 2_675 ?
C11 H11 0.9300 . ?
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
C8 O1 C8 O1 180(100) 10_556 . . 10_556 ?
C9 O1 C8 O1 -15(4) 10_556 . . 10_556 ?
S1 O1 C8 O1 170(4) 10_556 . . 10_556 ?
C9 O1 C8 C8 165(4) 10_556 . . 10_556 ?
S1 O1 C8 C8 -10(4) 10_556 . . 10_556 ?
O1 O1 C8 C8 180(100) 10_556 . . 10_556 ?
C8 O1 C8 C9 -167(4) 10_556 . . . ?
C9 O1 C8 C9 -1.5(5) 10_556 . . . ?
S1 O1 C8 C9 -177.1(2) 10_556 . . . ?
O1 O1 C8 C9 13(4) 10_556 . . . ?
C8 O1 C8 S1 11(4) 10_556 . . . ?
C9 O1 C8 S1 176.8(2) 10_556 . . . ?
S1 O1 C8 S1 1.2(5) 10_556 . . . ?
O1 O1 C8 S1 -169(4) 10_556 . . . ?
S1 S1 C8 O1 -176.6(14) 10_556 . . 10_556 ?
O1 S1 C8 C8 176.6(14) 10_556 . . 10_556 ?
S1 S1 C8 C8 0.000(3) 10_556 . . 10_556 ?
O1 S1 C8 O1 175.7(17) 10_556 . . . ?
S1 S1 C8 O1 -0.9(3) 10_556 . . . ?
O1 S1 C8 C9 -6.6(9) 10_556 . . . ?
S1 S1 C8 C9 176.9(5) 10_556 . . . ?
C9 C1 C2 C3 -107.82(16) . . . . ?
C10 C1 C2 C3 71.57(18) . . . . ?
C9 C1 C2 C7 73.98(19) . . . . ?
C10 C1 C2 C7 -106.63(16) . . . . ?
C7 C2 C3 F1 -178.84(15) . . . . ?
C1 C2 C3 F1 2.9(2) . . . . ?
C7 C2 C3 C4 1.7(2) . . . . ?
C1 C2 C3 C4 -176.61(14) . . . . ?
F1 C3 C4 F2 -2.3(2) . . . . ?
C2 C3 C4 F2 177.25(15) . . . . ?
F1 C3 C4 C5 178.28(16) . . . . ?
C2 C3 C4 C5 -2.2(2) . . . . ?
F2 C4 C5 F3 1.2(3) . . . . ?
C3 C4 C5 F3 -179.36(15) . . . . ?
F2 C4 C5 C6 -177.69(17) . . . . ?
C3 C4 C5 C6 1.8(3) . . . . ?
F3 C5 C6 F4 -0.5(3) . . . . ?
C4 C5 C6 F4 178.37(17) . . . . ?
F3 C5 C6 C7 -179.72(16) . . . . ?
C4 C5 C6 C7 -0.9(3) . . . . ?
C3 C2 C7 F5 179.20(15) . . . . ?
C1 C2 C7 F5 -2.5(2) . . . . ?
C3 C2 C7 C6 -0.7(2) . . . . ?
C1 C2 C7 C6 177.56(15) . . . . ?
F4 C6 C7 F5 1.2(3) . . . . ?
C5 C6 C7 F5 -179.59(17) . . . . ?
F4 C6 C7 C2 -178.90(17) . . . . ?
C5 C6 C7 C2 0.3(3) . . . . ?
C9 N1 C9 O1 -0.6(3) 10_556 . . 10_556 ?
C9 N1 C9 C1 -179.88(9) 10_556 . . . ?
C9 N1 C9 C8 -1.5(3) 10_556 . . . ?
C10 C1 C9 O1 -176.24(19) . . . 10_556 ?
C2 C1 C9 O1 3.1(2) . . . 10_556 ?
C10 C1 C9 N1 3.1(2) . . . . ?
C2 C1 C9 N1 -177.58(14) . . . . ?
C10 C1 C9 C8 -175.0(3) . . . . ?
C2 C1 C9 C8 4.3(3) . . . . ?
C8 C8 C9 O1 -174.7(17) 10_556 . . 10_556 ?
O1 C8 C9 O1 -173.7(19) . . . 10_556 ?
S1 C8 C9 O1 8.3(13) . . . 10_556 ?
O1 C8 C9 N1 175.7(16) 10_556 . . . ?
C8 C8 C9 N1 0.95(17) 10_556 . . . ?
O1 C8 C9 N1 1.9(4) . . . . ?
S1 C8 C9 N1 -176.0(4) . . . . ?
O1 C8 C9 C1 -5.9(17) 10_556 . . . ?
C8 C8 C9 C1 179.39(13) 10_556 . . . ?
O1 C8 C9 C1 -179.6(3) . . . . ?
S1 C8 C9 C1 2.4(6) . . . . ?
C10 N2 C10 C1 178.82(16) 2_675 . . . ?
C10 N2 C10 C11 -0.11(7) 2_675 . . . ?
C9 C1 C10 N2 0.2(2) . . . . ?
C2 C1 C10 N2 -179.13(11) . . . . ?
C9 C1 C10 C11 178.95(14) . . . . ?
C2 C1 C10 C11 -0.4(2) . . . . ?
N2 C10 C11 C11 0.30(19) . . . 2_675 ?
C1 C10 C11 C11 -178.62(15) . . . 2_675 ?
