#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/47/7234706.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_7234706
loop_
_publ_author_name
'Shifeng Gan'
'Wenwen Luo'
'Bairong He'
'Long Chen'
'Han Nie'
'Rongrong Hu'
'Anjun Qin'
'Zujin Zhao'
'Ben Zhong Tang'
_publ_section_title
;
 Integration of aggregation-induced emission and delayed fluorescence into
 electronic donor-acceptor conjugates
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3705
_journal_page_last               3708
_journal_paper_doi               10.1039/C5TC03588K
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C36 H22 N2 O2 S3'
_chemical_formula_sum            'C36 H22 N2 O2 S3'
_chemical_formula_weight         610.74
_chemical_name_systematic        DBTO-PTZ
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 125.410(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.891(3)
_cell_length_b                   7.4319(4)
_cell_length_c                   18.017(2)
_cell_measurement_reflns_used    2099
_cell_measurement_temperature    170.
_cell_measurement_theta_max      29.4573
_cell_measurement_theta_min      2.8883
_cell_volume                     2934.7(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      170.
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0043335000
_diffrn_orient_matrix_UB_12      -0.0008611000
_diffrn_orient_matrix_UB_13      -0.0427534000
_diffrn_orient_matrix_UB_21      0.0253273000
_diffrn_orient_matrix_UB_22      -0.0586091000
_diffrn_orient_matrix_UB_23      0.0179573000
_diffrn_orient_matrix_UB_31      -0.0196572000
_diffrn_orient_matrix_UB_32      -0.0753718000
_diffrn_orient_matrix_UB_33      -0.0134781000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            6001
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.89
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.290
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1264
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/MeOH'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0569P)²+3.6622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1274
_reflns_number_gt                2209
_reflns_number_total             2682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-3705.cif
_cod_data_source_block           150402_gsf_20
_cod_original_cell_volume        2934.7(5)
_cod_database_code               7234706
_chemical_oxdiff_formula         'c10 h10 n2 o8 S1'
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 '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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
S1 S 0.0000 0.40828(11) 0.2500 0.0235(2) Uani 1 d . . 2 S T P
S2 S 0.22560(3) 1.31354(9) 0.25492(5) 0.0303(2) Uani 1 d . . 1 . . .
O1 O 0.03215(8) 0.3070(2) 0.33299(13) 0.0374(5) Uani 1 d . . 1 . . .
N1 N 0.14461(9) 1.0132(3) 0.25268(13) 0.0210(5) Uani 1 d . . 1 . . .
C1 C 0.13029(11) 0.6874(3) 0.25161(17) 0.0245(5) Uani 1 d . . 1 . . .
H1 H 0.1655 0.6702 0.2521 0.029 Uiso 1 calc . . 1 R . .
C2 C 0.09863(10) 0.5399(3) 0.25069(16) 0.0236(5) Uani 1 d . . 1 . . .
H2 H 0.1113 0.4207 0.2504 0.028 Uiso 1 calc . . 1 R . .
C3 C 0.04772(10) 0.5723(3) 0.25024(16) 0.0206(5) Uani 1 d . . 1 . . .
C4 C 0.02756(10) 0.7449(3) 0.25008(15) 0.0183(5) Uani 1 d . . 1 . . .
C5 C 0.05938(10) 0.8915(3) 0.25067(15) 0.0181(5) Uani 1 d . . 1 . . .
H5 H 0.0463 1.0105 0.2503 0.022 Uiso 1 calc . . 1 R . .
C6 C 0.11088(10) 0.8615(3) 0.25187(15) 0.0195(5) Uani 1 d . . 1 . . .
C7 C 0.20050(10) 1.0502(3) 0.33794(16) 0.0205(5) Uani 1 d . . 1 . . .
C8 C 0.21445(11) 0.9662(3) 0.41697(17) 0.0255(6) Uani 1 d . . 1 . . .
H8 H 0.1866 0.8819 0.4134 0.031 Uiso 1 calc . . 1 R . .
C9 C 0.26862(12) 1.0039(3) 0.50110(18) 0.0308(6) Uani 1 d . . 1 . . .
H9 H 0.2768 0.9477 0.5545 0.037 Uiso 1 calc . . 1 R . .
C10 C 0.31018(11) 1.1215(4) 0.50748(18) 0.0336(7) Uani 1 d . . 1 . . .
H10 H 0.3478 1.1438 0.5646 0.040 Uiso 1 calc . . 1 R . .
C11 C 0.29673(11) 1.2073(4) 0.42979(19) 0.0316(6) Uani 1 d . . 1 . . .
H11 H 0.3254 1.2888 0.4338 0.038 Uiso 1 calc . . 1 R . .
C12 C 0.24204(11) 1.1762(3) 0.34605(17) 0.0237(5) Uani 1 d . . 1 . . .
C13 C 0.16904(11) 1.1859(3) 0.16116(17) 0.0257(6) Uani 1 d . . 1 . . .
C14 C 0.15789(13) 1.2254(4) 0.0782(2) 0.0361(7) Uani 1 d . . 1 . . .
H14 H 0.1826 1.3116 0.0748 0.043 Uiso 1 calc . . 1 R . .
C15 C 0.11080(13) 1.1407(5) -0.0010(2) 0.0429(8) Uani 1 d . . 1 . . .
H15 H 0.1031 1.1694 -0.0581 0.051 Uiso 1 calc . . 1 R . .
C16 C 0.07590(12) 1.0163(4) 0.00450(19) 0.0369(7) Uani 1 d . . 1 . . .
H16 H 0.0435 0.9587 -0.0492 0.044 Uiso 1 calc . . 1 R . .
C17 C 0.08739(11) 0.9726(4) 0.08834(17) 0.0277(6) Uani 1 d . . 1 . . .
H17 H 0.0628 0.8848 0.0910 0.033 Uiso 1 calc . . 1 R . .
C18 C 0.13409(10) 1.0551(3) 0.16803(16) 0.0216(5) Uani 1 d . . 1 . . .
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
O1 S1 O1 116.59(17) . 2
O1 S1 C3 111.20(10) . .
O1 S1 C3 111.30(11) 2 .
O1 S1 C3 111.20(10) 2 2
O1 S1 C3 111.30(11) . 2
C3 S1 C3 92.82(15) . 2
C13 S2 C12 101.16(12) . .
C7 N1 C6 115.30(18) . .
C18 N1 C6 115.42(18) . .
C18 N1 C7 123.25(19) . .
C2 C1 H1 119.8 . .
C2 C1 C6 120.4(2) . .
C6 C1 H1 119.8 . .
C1 C2 H2 121.3 . .
C1 C2 C3 117.5(2) . .
C3 C2 H2 121.3 . .
C2 C3 S1 126.38(18) . .
C2 C3 C4 122.9(2) . .
C4 C3 S1 110.75(17) . .
C3 C4 C4 112.85(13) . 2
C5 C4 C3 119.2(2) . .
C5 C4 C4 127.95(13) . 2
C4 C5 H5 120.6 . .
C4 C5 C6 118.7(2) . .
C6 C5 H5 120.6 . .
C1 C6 N1 119.4(2) . .
C5 C6 N1 119.3(2) . .
C5 C6 C1 121.3(2) . .
C8 C7 N1 120.6(2) . .
C8 C7 C12 117.9(2) . .
C12 C7 N1 121.5(2) . .
C7 C8 H8 119.5 . .
C7 C8 C9 121.0(2) . .
C9 C8 H8 119.5 . .
C8 C9 H9 119.7 . .
C10 C9 C8 120.5(2) . .
C10 C9 H9 119.7 . .
C9 C10 H10 120.4 . .
C9 C10 C11 119.2(2) . .
C11 C10 H10 120.4 . .
C10 C11 H11 119.5 . .
C10 C11 C12 121.0(2) . .
C12 C11 H11 119.5 . .
C7 C12 S2 122.52(19) . .
C11 C12 S2 116.99(19) . .
C11 C12 C7 120.3(2) . .
C14 C13 S2 116.9(2) . .
C14 C13 C18 120.5(2) . .
C18 C13 S2 122.59(19) . .
C13 C14 H14 119.6 . .
C13 C14 C15 120.8(3) . .
C15 C14 H14 119.6 . .
C14 C15 H15 120.4 . .
C16 C15 C14 119.3(3) . .
C16 C15 H15 120.4 . .
C15 C16 H16 119.8 . .
C15 C16 C17 120.5(3) . .
C17 C16 H16 119.8 . .
C16 C17 H17 119.4 . .
C18 C17 C16 121.2(2) . .
C18 C17 H17 119.4 . .
C13 C18 N1 121.3(2) . .
C17 C18 N1 120.9(2) . .
C17 C18 C13 117.7(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O1 1.4324(19) .
S1 O1 1.4324(19) 2
S1 C3 1.768(2) 2
S1 C3 1.768(2) .
S2 C12 1.758(3) .
S2 C13 1.758(3) .
N1 C6 1.442(3) .
N1 C7 1.421(3) .
N1 C18 1.415(3) .
C1 H1 0.9500 .
C1 C2 1.382(3) .
C1 C6 1.396(3) .
C2 H2 0.9500 .
C2 C3 1.386(3) .
C3 C4 1.392(3) .
C4 C4 1.481(4) 2
C4 C5 1.382(3) .
C5 H5 0.9500 .
C5 C6 1.390(3) .
C7 C8 1.392(3) .
C7 C12 1.399(3) .
C8 H8 0.9500 .
C8 C9 1.393(4) .
C9 H9 0.9500 .
C9 C10 1.370(4) .
C10 H10 0.9500 .
C10 C11 1.382(4) .
C11 H11 0.9500 .
C11 C12 1.386(4) .
C13 C14 1.376(4) .
C13 C18 1.407(3) .
C14 H14 0.9500 .
C14 C15 1.393(4) .
C15 H15 0.9500 .
C15 C16 1.361(4) .
C16 H16 0.9500 .
C16 C17 1.393(4) .
C17 H17 0.9500 .
C17 C18 1.387(4) .
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
S1 C3 C4 C4 0.1(3) . . . 2
S1 C3 C4 C5 179.69(17) . . . .
S2 C13 C14 C15 -175.1(2) . . . .
S2 C13 C18 N1 -2.9(3) . . . .
S2 C13 C18 C17 174.91(18) . . . .
O1 S1 C3 C2 65.7(2) . . . .
O1 S1 C3 C2 -66.1(2) 2 . . .
O1 S1 C3 C4 -114.19(18) . . . .
O1 S1 C3 C4 114.02(18) 2 . . .
N1 C7 C8 C9 -178.9(2) . . . .
N1 C7 C12 S2 6.3(3) . . . .
N1 C7 C12 C11 -178.8(2) . . . .
C1 C2 C3 S1 -179.45(18) . . . .
C1 C2 C3 C4 0.4(4) . . . .
C2 C1 C6 N1 -179.9(2) . . . .
C2 C1 C6 C5 -0.4(4) . . . .
C2 C3 C4 C4 -179.8(2) . . . 2
C2 C3 C4 C5 -0.2(4) . . . .
C3 S1 C3 C2 179.9(3) 2 . . .
C3 S1 C3 C4 -0.04(12) 2 . . .
C3 C4 C5 C6 -0.3(3) . . . .
C4 C4 C5 C6 179.2(3) 2 . . .
C4 C5 C6 N1 -179.88(19) . . . .
C4 C5 C6 C1 0.6(3) . . . .
C6 N1 C7 C8 -11.7(3) . . . .
C6 N1 C7 C12 170.8(2) . . . .
C6 N1 C18 C13 -172.5(2) . . . .
C6 N1 C18 C17 9.8(3) . . . .
C6 C1 C2 C3 -0.1(4) . . . .
C7 N1 C6 C1 -76.0(3) . . . .
C7 N1 C6 C5 104.4(2) . . . .
C7 N1 C18 C13 -21.2(3) . . . .
C7 N1 C18 C17 161.1(2) . . . .
C7 C8 C9 C10 -1.7(4) . . . .
C8 C7 C12 S2 -171.27(18) . . . .
C8 C7 C12 C11 3.6(3) . . . .
C8 C9 C10 C11 2.3(4) . . . .
C9 C10 C11 C12 0.1(4) . . . .
C10 C11 C12 S2 172.1(2) . . . .
C10 C11 C12 C7 -3.1(4) . . . .
C12 S2 C13 C14 -161.5(2) . . . .
C12 S2 C13 C18 21.6(2) . . . .
C12 C7 C8 C9 -1.3(3) . . . .
C13 S2 C12 C7 -23.3(2) . . . .
C13 S2 C12 C11 161.64(19) . . . .
C13 C14 C15 C16 -0.5(4) . . . .
C14 C13 C18 N1 -179.6(2) . . . .
C14 C13 C18 C17 -1.8(4) . . . .
C14 C15 C16 C17 -0.6(4) . . . .
C15 C16 C17 C18 0.5(4) . . . .
C16 C17 C18 N1 178.5(2) . . . .
C16 C17 C18 C13 0.7(4) . . . .
C18 N1 C6 C1 77.6(3) . . . .
C18 N1 C6 C5 -101.9(2) . . . .
C18 N1 C7 C8 -163.1(2) . . . .
C18 N1 C7 C12 19.4(3) . . . .
C18 C13 C14 C15 1.8(4) . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 129891866
