#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/39/7203972.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_7203972
loop_
_publ_author_name
'Ren, Yan'
'Fang, Qi'
'Yu, Wen-Tao'
'Lei, Hong'
'Tian, Yu-Peng'
'Jiang, Min-Hua'
'Yang, Qing-Chuan'
'Mak, Thomas C. W.'
_publ_section_title
;
 Synthesis, structures and two-photon pumped up-conversion lasing
 properties of two new organic salts
;
_journal_issue                   9
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              2025
_journal_paper_doi               10.1039/b001058h
_journal_volume                  10
_journal_year                    2000
_chemical_formula_sum            'C25 H30 N2 O4 S'
_chemical_formula_weight         454.57
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.655(6)
_cell_angle_beta                 74.064(5)
_cell_angle_gamma                85.891(7)
_cell_formula_units_Z            2
_cell_length_a                   9.4237(8)
_cell_length_b                   9.6976(8)
_cell_length_c                   13.2841(9)
_cell_measurement_reflns_used    50
_cell_measurement_temperature    568(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      5
_cell_volume                     1163.39(16)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker XSCANS'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      568(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       /q\2/q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -1
_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            4929
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.948
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker Shelxtl'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4111
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0573
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0982P)²+0.7029P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1575
_refine_ls_wR_factor_ref         0.1832
_reflns_number_gt                2954
_reflns_number_total             4111
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b001058h.txt
_cod_data_source_block           HEASPS
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1163.40(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203972
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.32634(9) 0.06253(8) 0.22868(6) 0.0473(3) Uani 1 1 d . . .
N1 N -0.1806(3) 0.9885(3) 1.1997(2) 0.0502(6) Uani 1 1 d . . .
N2 N 0.3098(3) 0.3001(3) 0.5744(2) 0.0580(7) Uani 1 1 d . . .
O1 O 0.3955(3) 0.0722(3) 0.3122(2) 0.0685(7) Uani 1 1 d . . .
O2 O 0.1722(3) 0.1119(2) 0.2564(2) 0.0641(7) Uani 1 1 d . . .
O3 O 0.4105(3) 0.1213(2) 0.12936(18) 0.0649(7) Uani 1 1 d . . .
O4 O 0.0267(4) 0.2420(5) 0.4401(3) 0.1276(14) Uani 1 1 d . . .
H4A H 0.0684 0.2042 0.3853 0.191 Uiso 1 1 calc R . .
C21 C 0.2555(4) -0.3429(3) 0.2803(3) 0.0594(9) Uani 1 1 d . . .
H21A H 0.2082 -0.3997 0.3366 0.071 Uiso 1 1 calc R . .
C22 C 0.2560(3) -0.2031(3) 0.2938(2) 0.0501(8) Uani 1 1 d . . .
H22A H 0.2103 -0.1666 0.3587 0.060 Uiso 1 1 calc R . .
C23 C 0.3247(3) -0.1174(3) 0.2105(2) 0.0413(7) Uani 1 1 d . . .
C24 C 0.3927(3) -0.1724(3) 0.1133(2) 0.0456(7) Uani 1 1 d . . .
H24A H 0.4389 -0.1155 0.0567 0.055 Uiso 1 1 calc R . .
C25 C 0.3904(4) -0.3139(3) 0.1023(3) 0.0537(8) Uani 1 1 d . . .
H25A H 0.4353 -0.3507 0.0373 0.064 Uiso 1 1 calc R . .
C1 C -0.2358(4) 1.0833(4) 1.2874(3) 0.0669(10) Uani 1 1 d . . .
H1B H -0.1721 1.0728 1.3329 0.100 Uiso 1 1 calc R . .
H1C H -0.3342 1.0613 1.3260 0.100 Uiso 1 1 calc R . .
H1D H -0.2370 1.1771 1.2600 0.100 Uiso 1 1 calc R . .
C2 C -0.0568(4) 0.9080(4) 1.1937(3) 0.0548(8) Uani 1 1 d . . .
H2B H -0.0075 0.9118 1.2452 0.066 Uiso 1 1 calc R . .
C3 C -0.0022(3) 0.8210(3) 1.1135(3) 0.0530(8) Uani 1 1 d . . .
H3B H 0.0827 0.7650 1.1117 0.064 Uiso 1 1 calc R . .
C4 C -0.0718(3) 0.8147(3) 1.0341(2) 0.0448(7) Uani 1 1 d . . .
C5 C -0.2003(4) 0.9000(3) 1.0435(3) 0.0535(8) Uani 1 1 d . . .
H5A H -0.2513 0.8992 0.9927 0.064 Uiso 1 1 calc R . .
C6 C -0.2524(4) 0.9847(3) 1.1261(3) 0.0543(8) Uani 1 1 d . . .
H6A H -0.3385 1.0402 1.1311 0.065 Uiso 1 1 calc R . .
C7 C -0.0191(3) 0.7291(3) 0.9437(2) 0.0492(7) Uani 1 1 d . . .
H7A H -0.0716 0.7386 0.8936 0.059 Uiso 1 1 calc R . .
C8 C 0.0978(4) 0.6378(3) 0.9255(2) 0.0502(8) Uani 1 1 d . . .
H8A H 0.1502 0.6283 0.9757 0.060 Uiso 1 1 calc R . .
C9 C 0.1506(3) 0.5524(3) 0.8351(2) 0.0466(7) Uani 1 1 d . . .
C10 C 0.2747(3) 0.4611(3) 0.8253(2) 0.0513(8) Uani 1 1 d . . .
H10A H 0.3224 0.4553 0.8782 0.062 Uiso 1 1 calc R . .
C11 C 0.3291(4) 0.3794(3) 0.7403(2) 0.0523(8) Uani 1 1 d . . .
H11A H 0.4132 0.3213 0.7366 0.063 Uiso 1 1 calc R . .
C12 C 0.2605(3) 0.3822(3) 0.6600(2) 0.0489(7) Uani 1 1 d . . .
C13 C 0.1356(4) 0.4750(4) 0.6686(3) 0.0570(8) Uani 1 1 d . . .
H13A H 0.0873 0.4807 0.6159 0.068 Uiso 1 1 calc R . .
C14 C 0.0846(4) 0.5566(4) 0.7533(3) 0.0555(8) Uani 1 1 d . . .
H14A H 0.0026 0.6172 0.7561 0.067 Uiso 1 1 calc R . .
C15 C 0.4526(4) 0.2191(4) 0.5544(3) 0.0637(9) Uani 1 1 d . . .
H15A H 0.4497 0.1407 0.5130 0.076 Uiso 1 1 calc R . .
H15B H 0.4680 0.1836 0.6206 0.076 Uiso 1 1 calc R . .
C16 C 0.5797(4) 0.3045(5) 0.4974(3) 0.0776(11) Uani 1 1 d . . .
H16A H 0.6704 0.2483 0.4856 0.116 Uiso 1 1 calc R . .
H16B H 0.5843 0.3810 0.5389 0.116 Uiso 1 1 calc R . .
H16C H 0.5656 0.3387 0.4313 0.116 Uiso 1 1 calc R . .
C17 C 0.2401(4) 0.3106(4) 0.4889(3) 0.0662(10) Uani 1 1 d . . .
H17A H 0.3124 0.2848 0.4243 0.079 Uiso 1 1 calc R . .
H17B H 0.2045 0.4056 0.4797 0.079 Uiso 1 1 calc R . .
C18 C 0.1099(5) 0.2152(6) 0.5116(3) 0.0920(16) Uani 1 1 d . . .
H18A H 0.1478 0.1194 0.5079 0.110 Uiso 1 1 calc R . .
H18B H 0.0472 0.2292 0.5819 0.110 Uiso 1 1 calc R . .
C19 C 0.3292(5) -0.5547(4) 0.1717(4) 0.0866(14) Uani 1 1 d . . .
H19A H 0.3809 -0.5756 0.1008 0.130 Uiso 1 1 calc R . .
H19B H 0.2303 -0.5847 0.1875 0.130 Uiso 1 1 calc R . .
H19C H 0.3798 -0.6017 0.2186 0.130 Uiso 1 1 calc R . .
C20 C 0.3240(4) -0.4011(3) 0.1844(3) 0.0571(9) Uani 1 1 d . . .
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
O1 S1 O3 113.31(16) . . ?
O1 S1 O2 113.20(15) . . ?
O3 S1 O2 112.83(15) . . ?
O1 S1 C23 105.53(14) . . ?
O3 S1 C23 105.95(14) . . ?
O2 S1 C23 105.09(14) . . ?
C6 N1 C2 120.2(3) . . ?
C6 N1 C1 120.2(3) . . ?
C2 N1 C1 119.6(3) . . ?
C12 N2 C17 121.6(3) . . ?
C12 N2 C15 121.4(3) . . ?
C17 N2 C15 115.9(3) . . ?
C22 C21 C20 121.6(3) . . ?
C21 C22 C23 119.8(3) . . ?
C22 C23 C24 119.9(3) . . ?
C22 C23 S1 119.6(2) . . ?
C24 C23 S1 120.5(2) . . ?
C25 C24 C23 118.8(3) . . ?
C20 C25 C24 122.1(3) . . ?
N1 C2 C3 121.1(3) . . ?
C2 C3 C4 120.9(3) . . ?
C3 C4 C5 116.1(3) . . ?
C3 C4 C7 124.9(3) . . ?
C5 C4 C7 119.0(3) . . ?
C6 C5 C4 121.1(3) . . ?
N1 C6 C5 120.6(3) . . ?
C8 C7 C4 126.4(3) . . ?
C7 C8 C9 126.4(3) . . ?
C14 C9 C10 116.0(3) . . ?
C14 C9 C8 123.3(3) . . ?
C10 C9 C8 120.8(3) . . ?
C11 C10 C9 122.5(3) . . ?
C10 C11 C12 121.1(3) . . ?
N2 C12 C11 122.9(3) . . ?
N2 C12 C13 120.1(3) . . ?
C11 C12 C13 117.0(3) . . ?
C14 C13 C12 120.9(3) . . ?
C13 C14 C9 122.5(3) . . ?
N2 C15 C16 111.9(3) . . ?
N2 C17 C18 110.7(3) . . ?
O4 C18 C17 111.2(4) . . ?
C25 C20 C21 117.7(3) . . ?
C25 C20 C19 121.0(3) . . ?
C21 C20 C19 121.3(3) . . ?
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 1.443(2) . ?
S1 O3 1.448(2) . ?
S1 O2 1.449(2) . ?
S1 C23 1.777(3) . ?
N1 C6 1.336(4) . ?
N1 C2 1.343(4) . ?
N1 C1 1.482(4) . ?
N2 C12 1.381(4) . ?
N2 C17 1.455(4) . ?
N2 C15 1.475(4) . ?
O4 C18 1.390(5) . ?
C21 C22 1.378(5) . ?
C21 C20 1.392(5) . ?
C22 C23 1.383(4) . ?
C23 C24 1.393(4) . ?
C24 C25 1.390(4) . ?
C25 C20 1.375(5) . ?
C2 C3 1.362(5) . ?
C3 C4 1.392(4) . ?
C4 C5 1.397(4) . ?
C4 C7 1.451(4) . ?
C5 C6 1.368(4) . ?
C7 C8 1.339(4) . ?
C8 C9 1.451(4) . ?
C9 C14 1.391(4) . ?
C9 C10 1.396(4) . ?
C10 C11 1.376(4) . ?
C11 C12 1.389(4) . ?
C12 C13 1.412(4) . ?
C13 C14 1.370(5) . ?
C15 C16 1.505(6) . ?
C17 C18 1.542(6) . ?
C19 C20 1.504(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21143445
2 PubChem 15884102
