#------------------------------------------------------------------------------
#$Date: 2025-10-28 15:27:46 +0100 (Tue 28 de Oct de 2025) $
#$Revision: 303074 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/61/1576100.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_1576100
loop_
_publ_author_name
'Chen, Xiang'
'Tao, Siyu'
'Chen, ruijia'
'Zhao, Zihao'
'Zhang, Qiang'
'Li, Anze'
'Yang, Guangxin'
'Liu, Wenbin'
'Yuan, Wang Zhang'
_publ_section_title
;
 Site-Selective Thionation and Doping Enabled Tunable Full-Color Emission
 in Nonconventional Luminophores
;
_journal_name_full               'Materials Horizons'
_journal_paper_doi               10.1039/D5MH01519G
_journal_year                    2025
_chemical_formula_moiety         'C3 H3 N O2 S'
_chemical_formula_sum            'C3 H3 N O2 S'
_chemical_formula_weight         117.12
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-10-09
_audit_creation_method
;
Olex2 1.5-ac6-018
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6920)
;
_audit_update_record
;
2025-10-09 deposited with the CCDC.	2025-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.3097(2)
_cell_length_b                   9.3825(3)
_cell_length_c                   13.1497(4)
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.31
_cell_measurement_theta_min      6.73
_cell_volume                     901.85(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-ac6-018 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-018 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.00
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12284
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.307
_diffrn_reflns_theta_min         8.394
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.343
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0995 before and 0.0528 after correction.
The Ratio of minimum to maximum transmission is 0.7816.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       0.0161(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     72
_refine_ls_number_reflns         818
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0248
_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)+(0.0326P)²+0.4058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0606
_reflns_Friedel_coverage         0.000
_reflns_number_gt                804
_reflns_number_total             818
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5mh01519g2.cif
_cod_data_source_block           t_a_CCDC1
_cod_database_code               1576100
_shelx_shelxl_version_number     2019/1
_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_max   0.567
_shelx_estimated_absorpt_t_min   0.501
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2. Restrained distances
 C3-C2 \\sim C4-C1
 with sigma of 0.01
 S3-C2 \\sim S1-C1
 with sigma of 0.01
 S3-C4 \\sim S1-C3
 with sigma of 0.01
 C4-C1 \\sim C3-C2
 with sigma of 0.01
3. Restrained planarity
 S3, C2, N1, C1, C4
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(S3)
Uanis(S1) = Uanis(C4)
5. Others
 Sof(S3)=Sof(C4)=Sof(H4A)=Sof(H4B)=1-FVAR(1)
 Sof(S1)=Sof(C3)=Sof(H3A)=Sof(H3B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B)
6.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
;
_shelx_res_file
;
TITL t_a.res in Pbca
    t_a.res
    created by SHELXL-2019/1 at 08:56:38 on 09-Oct-2025
REM Old TITL t in Pbca
REM SHELXT solution in Pbca: R1 0.124, Rweak 0.001, Alpha 0.020
REM <I/s> 2.744 for 173 systematic absences, Orientation as input
REM Formula found by SHELXT: C3 N O2 S
CELL 1.54178 7.3097 9.3825 13.1497 90 90 90
ZERR 8 0.0002 0.0003 0.0004 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N O S
UNIT 24 24 8 16 8
EADP C3 S3
EADP S1 C4
SADI 0.01 C3 C2 C4 C1
FLAT 0.01 S3 C2 N1 C1 C4
SADI 0.01 S3 C2 S1 C1
SADI 0.01 S3 C4 S1 C3
SADI 0.01 C4 C1 C3 C2

L.S. 10
PLAN  5
SIZE 0.15 0.14 0.12
TEMP -100.15
CONF
LIST 4
BOND
MORE -1
BOND $H
fmap 2
acta
OMIT 0 0 2
OMIT 0 6 3
REM <olex2.extras>
REM <HklSrc "%.\\t_a.hkl">
REM </olex2.extras>

WGHT    0.032600    0.405800
EXTI    0.016078
FVAR       0.69123   0.87677
PART 1
S1    5    0.383577    0.129698    0.591781    21.00000    0.02360    0.01376 =
         0.01964    0.00020   -0.00191   -0.00414
PART 0
O1    4    0.364088    0.339660    0.458814    11.00000    0.03253    0.02405 =
         0.02022    0.00383   -0.00691   -0.00680
O2    4    0.694508    0.379440    0.750853    11.00000    0.03202    0.02193 =
         0.02862   -0.00039   -0.01294   -0.00022
N1    3    0.537361    0.378665    0.601261    11.00000    0.01950    0.01297 =
         0.01922    0.00153   -0.00087   -0.00167
AFIX  43
H1    2    0.569929    0.465651    0.583980    11.00000   -1.20000
AFIX   0
C1    1    0.425919    0.298572    0.539955    11.00000    0.01770    0.01698 =
         0.01884   -0.00075    0.00228   -0.00012
C2    1    0.596345    0.318532    0.690469    11.00000    0.01660    0.01786 =
         0.02025    0.00016    0.00006    0.00341
PART 1
C3    1    0.523581    0.170536    0.702152    21.00000    0.02230    0.01428 =
         0.02180    0.00366   -0.00085   -0.00107
AFIX  23
H3A   2    0.449255    0.163531    0.764890    21.00000   -1.20000
H3B   2    0.625986    0.101851    0.707236    21.00000   -1.20000
AFIX   0
PART 2
S3    5    0.520051    0.148836    0.712049   -21.00000    0.02230    0.01428 =
         0.02180    0.00366   -0.00085   -0.00107
C4    1    0.399092    0.159641    0.591268   -21.00000    0.02360    0.01376 =
         0.01964    0.00020   -0.00191   -0.00414
AFIX  23
H4A   2    0.442704    0.082465    0.546011   -21.00000   -1.20000
H4B   2    0.266787    0.144631    0.603282   -21.00000   -1.20000
AFIX   0
HKLF 4




REM  t_a.res in Pbca
REM wR2 = 0.0606, GooF = S = 1.058, Restrained GooF = 1.067 for all data
REM R1 = 0.0248 for 804 Fo > 4sig(Fo) and 0.0255 for all 818 data
REM 72 parameters refined using 5 restraints

END

WGHT      0.0317      0.4116

REM Highest difference peak  0.205,  deepest hole -0.218,  1-sigma level  0.060
Q1    1   0.5557  0.3540  0.6440  11.00000  0.05    0.20
Q2    1   0.6306  0.3577  0.7988  11.00000  0.05    0.20
Q3    1   0.4476  0.1435  0.6459  11.00000  0.05    0.18
Q4    1   0.6334  0.3565  0.7309  11.00000  0.05    0.18
Q5    1   0.4146  0.3795  0.4238  11.00000  0.05    0.16
;
_shelx_res_checksum              73803
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
S1 S 0.38358(6) 0.12970(4) 0.59178(4) 0.01900(19) Uani 0.877(2) 1 d D . P A 1
O1 O 0.36409(13) 0.33966(10) 0.45881(7) 0.0256(3) Uani 1 1 d . . . . .
O2 O 0.69451(14) 0.37944(9) 0.75085(8) 0.0275(3) Uani 1 1 d . . . . .
N1 N 0.53736(14) 0.37867(10) 0.60126(8) 0.0172(3) Uani 1 1 d . . . . .
H1 H 0.569929 0.465651 0.583980 0.021 Uiso 1 1 calc R U . . .
C1 C 0.42592(16) 0.29857(13) 0.53996(9) 0.0178(3) Uani 1 1 d D . . . .
C2 C 0.59635(16) 0.31853(13) 0.69047(9) 0.0182(3) Uani 1 1 d D . . . .
C3 C 0.5236(7) 0.1705(4) 0.7022(4) 0.0195(7) Uani 0.877(2) 1 d D . P A 1
H3A H 0.449255 0.163531 0.764890 0.023 Uiso 0.877(2) 1 calc R U P A 1
H3B H 0.625986 0.101851 0.707236 0.023 Uiso 0.877(2) 1 calc R U P A 1
S3 S 0.5201(11) 0.1488(9) 0.7120(8) 0.0195(7) Uani 0.123(2) 1 d D . P A 2
C4 C 0.3991(18) 0.1596(11) 0.5913(11) 0.01900(19) Uani 0.123(2) 1 d D . P A 2
H4A H 0.442704 0.082465 0.546011 0.023 Uiso 0.123(2) 1 calc R U P A 2
H4B H 0.266787 0.144631 0.603282 0.023 Uiso 0.123(2) 1 calc R U P A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0236(3) 0.0138(3) 0.0196(2) 0.00020(16) -0.00191(12) -0.00414(15)
O1 0.0325(5) 0.0241(5) 0.0202(5) 0.0038(4) -0.0069(4) -0.0068(4)
O2 0.0320(5) 0.0219(5) 0.0286(5) -0.0004(4) -0.0129(4) -0.0002(4)
N1 0.0195(6) 0.0130(5) 0.0192(5) 0.0015(4) -0.0009(4) -0.0017(4)
C1 0.0177(5) 0.0170(6) 0.0188(6) -0.0007(5) 0.0023(5) -0.0001(5)
C2 0.0166(6) 0.0179(6) 0.0203(6) 0.0002(5) 0.0001(5) 0.0034(5)
C3 0.0223(6) 0.0143(14) 0.0218(12) 0.0037(10) -0.0008(6) -0.0011(8)
S3 0.0223(6) 0.0143(14) 0.0218(12) 0.0037(10) -0.0008(6) -0.0011(8)
C4 0.0236(3) 0.0138(3) 0.0196(2) 0.00020(16) -0.00191(12) -0.00414(15)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 C3 91.17(14) . . ?
C1 N1 H1 121.2 . . ?
C1 N1 C2 117.68(11) . . ?
C2 N1 H1 121.2 . . ?
O1 C1 S1 124.05(10) . . ?
O1 C1 N1 124.11(11) . . ?
O1 C1 C4 128.8(7) . . ?
N1 C1 S1 111.84(9) . . ?
N1 C1 C4 107.1(7) . . ?
O2 C2 N1 123.51(12) . . ?
O2 C2 C3 125.5(3) . . ?
O2 C2 S3 121.5(4) . . ?
N1 C2 C3 111.0(3) . . ?
N1 C2 S3 115.0(4) . . ?
S1 C3 H3A 110.0 . . ?
S1 C3 H3B 110.0 . . ?
C2 C3 S1 108.3(3) . . ?
C2 C3 H3A 110.0 . . ?
C2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C2 S3 C4 87.8(7) . . ?
C1 C4 S3 112.5(10) . . ?
C1 C4 H4A 109.1 . . ?
C1 C4 H4B 109.1 . . ?
S3 C4 H4A 109.1 . . ?
S3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
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 1.7524(13) . ?
S1 C3 1.817(6) . ?
O1 C1 1.2212(15) . ?
O2 C2 1.2132(16) . ?
N1 H1 0.8800 . ?
N1 C1 1.3705(16) . ?
N1 C2 1.3712(16) . ?
C1 C4 1.481(10) . ?
C2 C3 1.495(4) . ?
C2 S3 1.711(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
S3 C4 1.821(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
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
O1 C1 C4 S3 -179.91(16) . . . . ?
O2 C2 C3 S1 179.79(11) . . . . ?
O2 C2 S3 C4 179.7(3) . . . . ?
N1 C1 C4 S3 0.1(4) . . . . ?
N1 C2 C3 S1 -0.2(3) . . . . ?
N1 C2 S3 C4 0.02(15) . . . . ?
C1 S1 C3 C2 0.0(2) . . . . ?
C1 N1 C2 O2 -179.63(12) . . . . ?
C1 N1 C2 C3 0.3(3) . . . . ?
C1 N1 C2 S3 0.0(2) . . . . ?
C2 N1 C1 S1 -0.33(13) . . . . ?
C2 N1 C1 O1 179.92(12) . . . . ?
C2 N1 C1 C4 0.0(4) . . . . ?
C2 S3 C4 C1 0.0(3) . . . . ?
C3 S1 C1 O1 179.93(17) . . . . ?
C3 S1 C1 N1 0.18(12) . . . . ?
