#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/78/7127833.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_7127833
loop_
_publ_author_name
'Tian, Jun'
'Yuan, Kang-Ning'
'Liu, Wen'
'Chang, Hong-Hong'
'Li, Xing'
'Gao, Wen-Chao'
_publ_section_title
;
 3-Thiolated pyrroles/pyrrolines: controllable synthesis and usage for the
 construction of thiolated fluorophores.
;
_journal_issue                   15
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1943
_journal_page_last               1946
_journal_paper_doi               10.1039/d0cc07988j
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C30 H27 N O2 S2'
_chemical_formula_sum            'C30 H27 N O2 S2'
_chemical_formula_weight         497.64
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-06-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-10-10 deposited with the CCDC.	2021-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                70.550(2)
_cell_angle_beta                 77.681(2)
_cell_angle_gamma                76.720(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9298(7)
_cell_length_b                   11.0745(7)
_cell_length_c                   13.1127(9)
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      30.94
_cell_measurement_theta_min      3.15
_cell_volume                     1308.52(15)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      298.1
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.0367
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16878
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         3.150
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.231
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0941 before and 0.0690 after correction.
The Ratio of minimum to maximum transmission is 0.7966.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4539
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0654
_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)+(0.0223P)²+1.7679P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1486
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3728
_reflns_number_total             4539
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc07988j2.cif
_cod_data_source_block           mo_200612b_0m
_cod_depositor_comments
'Adding full bibliography for 7127832--7127833.cif.'
_cod_database_code               7127833
_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.
;
_exptl_absorpt_special_details   SADABS
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C008(H008)
2.b Secondary CH2 refined with riding coordinates:
 C00C(H00A,H00B)
2.c Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R),
 C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z)
2.d Idealised Me refined as rotating group:
 C00S(H00C,H00D,H00I), C00X(H00Q,H00S,H00X)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.29723(8) 0.11793(7) 0.37471(6) 0.0445(2) Uani 1 1 d . . . . .
S02 S 0.33879(9) 0.59033(8) 0.36910(7) 0.0588(3) Uani 1 1 d . . . . .
O003 O 0.4039(2) 0.00477(19) 0.39707(19) 0.0550(6) Uani 1 1 d . . . . .
O004 O 0.2096(2) 0.1337(2) 0.29642(19) 0.0604(6) Uani 1 1 d . . . . .
N005 N 0.3819(2) 0.2426(2) 0.33178(19) 0.0399(5) Uani 1 1 d . . . . .
C006 C 0.3093(3) 0.3703(3) 0.3310(2) 0.0399(6) Uani 1 1 d . . . . .
C007 C 0.1721(3) 0.4228(3) 0.2937(3) 0.0467(7) Uani 1 1 d . . . . .
C008 C 0.5258(3) 0.2259(3) 0.3578(2) 0.0442(6) Uani 1 1 d . . . . .
H008 H 0.5442 0.1451 0.4171 0.053 Uiso 1 1 calc R . . . .
C009 C 0.1898(3) 0.1295(2) 0.4969(2) 0.0428(6) Uani 1 1 d . . . . .
C00A C 0.6364(3) 0.2233(3) 0.2588(3) 0.0455(7) Uani 1 1 d . . . . .
C00B C 0.3862(3) 0.4295(3) 0.3656(2) 0.0461(7) Uani 1 1 d . . . . .
C00C C 0.5189(3) 0.3434(3) 0.3984(3) 0.0535(8) Uani 1 1 d . . . . .
H00A H 0.5159 0.3167 0.4771 0.064 Uiso 1 1 calc R . . . .
H00B H 0.5987 0.3866 0.3635 0.064 Uiso 1 1 calc R . . . .
C00D C 0.4545(3) 0.6711(3) 0.2573(3) 0.0492(7) Uani 1 1 d . . . . .
C00E C 0.2487(3) 0.1303(3) 0.5830(3) 0.0545(8) Uani 1 1 d . . . . .
H00E H 0.3449 0.1244 0.5766 0.065 Uiso 1 1 calc R . . . .
C00F C 0.0471(3) 0.1367(3) 0.5078(3) 0.0567(8) Uani 1 1 d . . . . .
H00F H 0.0070 0.1368 0.4498 0.068 Uiso 1 1 calc R . . . .
C00G C 0.5191(4) 0.6235(3) 0.1704(3) 0.0589(8) Uani 1 1 d . . . . .
H00G H 0.5057 0.5434 0.1696 0.071 Uiso 1 1 calc R . . . .
C00H C 0.4752(4) 0.7913(3) 0.2562(3) 0.0611(9) Uani 1 1 d . . . . .
H00H H 0.4331 0.8242 0.3141 0.073 Uiso 1 1 calc R . . . .
C00I C 0.0192(4) 0.1456(3) 0.6919(3) 0.0597(9) Uani 1 1 d . . . . .
C00J C -0.0357(3) 0.1436(3) 0.6050(3) 0.0648(9) Uani 1 1 d . . . . .
H00J H -0.1316 0.1471 0.6119 0.078 Uiso 1 1 calc R . . . .
C00K C 0.1629(4) 0.1399(4) 0.6785(3) 0.0645(9) Uani 1 1 d . . . . .
H00K H 0.2024 0.1425 0.7357 0.077 Uiso 1 1 calc R . . . .
C00L C 0.6035(4) 0.6956(4) 0.0851(3) 0.0706(10) Uani 1 1 d . . . . .
H00L H 0.6473 0.6620 0.0278 0.085 Uiso 1 1 calc R . . . .
C00M C 0.7748(3) 0.2065(4) 0.2713(3) 0.0655(9) Uani 1 1 d . . . . .
H00M H 0.7967 0.1972 0.3393 0.079 Uiso 1 1 calc R . . . .
C00N C 0.0571(4) 0.4560(4) 0.3647(4) 0.0715(10) Uani 1 1 d . . . . .
H00N H 0.0665 0.4421 0.4370 0.086 Uiso 1 1 calc R . . . .
C00O C 0.5584(4) 0.8617(4) 0.1685(4) 0.0723(10) Uani 1 1 d . . . . .
H00O H 0.5698 0.9430 0.1679 0.087 Uiso 1 1 calc R . . . .
C00P C 0.6067(4) 0.2346(4) 0.1585(3) 0.0701(10) Uani 1 1 d . . . . .
H00P H 0.5144 0.2441 0.1487 0.084 Uiso 1 1 calc R . . . .
C00Q C 0.6255(4) 0.8153(4) 0.0816(3) 0.0731(11) Uani 1 1 d . . . . .
C00R C 0.1566(5) 0.4430(4) 0.1885(3) 0.0841(12) Uani 1 1 d . . . . .
H00R H 0.2324 0.4191 0.1394 0.101 Uiso 1 1 calc R . . . .
C00S C -0.0721(5) 0.1550(5) 0.7975(3) 0.0910(14) Uani 1 1 d . . . . .
H00C H -0.0953 0.2442 0.7971 0.136 Uiso 1 1 calc GR . . . .
H00D H -0.0229 0.1044 0.8577 0.136 Uiso 1 1 calc GR . . . .
H00I H -0.1564 0.1224 0.8048 0.136 Uiso 1 1 calc GR . . . .
C00T C 0.8814(4) 0.2034(4) 0.1843(4) 0.0803(12) Uani 1 1 d . . . . .
H00T H 0.9740 0.1924 0.1939 0.096 Uiso 1 1 calc R . . . .
C00U C 0.8501(4) 0.2163(5) 0.0850(4) 0.0891(13) Uani 1 1 d . . . . .
H00U H 0.9213 0.2146 0.0263 0.107 Uiso 1 1 calc R . . . .
C00V C 0.7137(5) 0.2318(6) 0.0714(4) 0.0978(15) Uani 1 1 d . . . . .
H00V H 0.6926 0.2405 0.0032 0.117 Uiso 1 1 calc R . . . .
C00W C -0.0710(5) 0.5091(5) 0.3316(6) 0.1065(18) Uani 1 1 d . . . . .
H00W H -0.1476 0.5304 0.3812 0.128 Uiso 1 1 calc R . . . .
C00X C 0.7201(5) 0.8931(6) -0.0115(4) 0.1178(19) Uani 1 1 d . . . . .
H00Q H 0.7992 0.9008 0.0157 0.177 Uiso 1 1 calc GR . . . .
H00S H 0.6691 0.9782 -0.0423 0.177 Uiso 1 1 calc GR . . . .
H00X H 0.7519 0.8497 -0.0668 0.177 Uiso 1 1 calc GR . . . .
C00Y C -0.0852(7) 0.5301(5) 0.2285(8) 0.122(2) Uani 1 1 d . . . . .
H00Y H -0.1725 0.5659 0.2064 0.147 Uiso 1 1 calc R . . . .
C00Z C 0.0259(8) 0.5000(6) 0.1540(5) 0.122(2) Uani 1 1 d . . . . .
H00Z H 0.0150 0.5171 0.0816 0.146 Uiso 1 1 calc R . . . .
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'
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
O003 S001 N005 105.05(12) . . ?
O003 S001 C009 109.63(13) . . ?
O004 S001 O003 118.93(14) . . ?
O004 S001 N005 108.22(13) . . ?
O004 S001 C009 108.12(14) . . ?
N005 S001 C009 106.16(12) . . ?
C00B S02 C00D 102.31(14) . . ?
C006 N005 S001 120.78(18) . . ?
C006 N005 C008 108.9(2) . . ?
C008 N005 S001 120.35(18) . . ?
N005 C006 C007 122.0(2) . . ?
C00B C006 N005 109.9(2) . . ?
C00B C006 C007 128.1(3) . . ?
C00N C007 C006 120.1(3) . . ?
C00R C007 C006 121.2(3) . . ?
C00R C007 C00N 118.6(3) . . ?
N005 C008 C00A 111.6(2) . . ?
N005 C008 C00C 103.7(2) . . ?
C00A C008 C00C 112.6(2) . . ?
C00E C009 S001 119.7(2) . . ?
C00F C009 S001 120.4(2) . . ?
C00F C009 C00E 120.0(3) . . ?
C00M C00A C008 118.0(3) . . ?
C00P C00A C008 123.6(3) . . ?
C00P C00A C00M 118.5(3) . . ?
C006 C00B S02 124.1(2) . . ?
C006 C00B C00C 112.2(3) . . ?
C00C C00B S02 123.7(2) . . ?
C00B C00C C008 103.4(2) . . ?
C00G C00D S02 123.7(2) . . ?
C00G C00D C00H 119.2(3) . . ?
C00H C00D S02 117.1(2) . . ?
C00K C00E C009 119.0(3) . . ?
C00J C00F C009 119.7(3) . . ?
C00L C00G C00D 119.5(3) . . ?
C00O C00H C00D 119.7(3) . . ?
C00J C00I C00K 117.4(3) . . ?
C00J C00I C00S 121.6(3) . . ?
C00K C00I C00S 121.0(4) . . ?
C00I C00J C00F 121.9(3) . . ?
C00E C00K C00I 122.1(3) . . ?
C00Q C00L C00G 122.6(4) . . ?
C00A C00M C00T 121.1(4) . . ?
C00W C00N C007 121.6(5) . . ?
C00H C00O C00Q 122.1(4) . . ?
C00A C00P C00V 120.3(4) . . ?
C00L C00Q C00O 116.9(4) . . ?
C00L C00Q C00X 122.3(5) . . ?
C00O C00Q C00X 120.8(4) . . ?
C007 C00R C00Z 119.8(5) . . ?
C00U C00T C00M 119.7(4) . . ?
C00T C00U C00V 120.0(4) . . ?
C00U C00V C00P 120.4(4) . . ?
C00Y C00W C00N 119.6(5) . . ?
C00W C00Y C00Z 121.3(5) . . ?
C00Y C00Z C00R 119.1(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
S001 O003 1.434(2) . ?
S001 O004 1.426(2) . ?
S001 N005 1.657(2) . ?
S001 C009 1.751(3) . ?
S02 C00B 1.748(3) . ?
S02 C00D 1.775(3) . ?
N005 C006 1.430(3) . ?
N005 C008 1.496(3) . ?
C006 C007 1.471(4) . ?
C006 C00B 1.339(4) . ?
C007 C00N 1.374(5) . ?
C007 C00R 1.358(5) . ?
C008 C00A 1.516(4) . ?
C008 C00C 1.544(4) . ?
C009 C00E 1.381(4) . ?
C009 C00F 1.380(4) . ?
C00A C00M 1.381(4) . ?
C00A C00P 1.367(5) . ?
C00B C00C 1.491(4) . ?
C00D C00G 1.386(4) . ?
C00D C00H 1.386(4) . ?
C00E C00K 1.377(5) . ?
C00F C00J 1.377(5) . ?
C00G C00L 1.380(5) . ?
C00H C00O 1.381(5) . ?
C00I C00J 1.373(5) . ?
C00I C00K 1.389(5) . ?
C00I C00S 1.506(5) . ?
C00L C00Q 1.376(6) . ?
C00M C00T 1.385(5) . ?
C00N C00W 1.368(6) . ?
C00O C00Q 1.385(6) . ?
C00P C00V 1.388(5) . ?
C00Q C00X 1.515(6) . ?
C00R C00Z 1.404(7) . ?
C00T C00U 1.356(6) . ?
C00U C00V 1.368(6) . ?
C00W C00Y 1.327(9) . ?
C00Y C00Z 1.368(9) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352527
