#------------------------------------------------------------------------------
#$Date: 2022-06-10 01:37:35 +0300 (Fri, 10 Jun 2022) $
#$Revision: 275945 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/50/7245045.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_7245045
loop_
_publ_author_name
'Julve, Miguel'
'El Alouani Dahmouni, Nadia'
'Switlicka, Anna'
'Machura, B.'
'Moliner, Fernando Nicolás'
'Rabelo, Renato'
'Ruiz-Garcia, Rafael'
'Stiriba, Salah-Eddine'
'Cano, Joan'
_publ_section_title
;
 Bulky countercation effects on the crystal packing of anionic
 dithiooxalato-containing Ni(II), Pd(II) and Pt(II) complexes:
 spectroscopic-redox correlations
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00489E
_journal_year                    2022
_chemical_formula_moiety         'C14 H10 O2 S2'
_chemical_formula_sum            'C14 H10 O2 S2'
_chemical_formula_weight         274.34
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2021-12-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-03-28 deposited with the CCDC.	2022-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.3511(7)
_cell_length_b                   14.5086(10)
_cell_length_c                   7.8221(4)
_cell_measurement_reflns_used    9987
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.28
_cell_volume                     1288.21(14)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120.01
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_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  0.0471
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            38261
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.155
_diffrn_reflns_theta_min         2.808
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.402
_exptl_absorpt_correction_T_max  0.7364
_exptl_absorpt_correction_T_min  0.7059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0857 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.9586.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       regular
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.108
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 1156 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2839
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0263
_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)+(0.0163P)²+0.4576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0544
_refine_ls_wR_factor_ref         0.0600
_reflns_Friedel_coverage         0.853
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                2622
_reflns_number_total             2839
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00489e2.cif
_cod_data_source_block           nad05l_0ma_a
_cod_database_code               7245045
_shelx_shelxl_version_number     2018/3
_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   0.958
_shelx_estimated_absorpt_t_min   0.909
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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 0.51649(6) 0.40770(5) 0.36527(10) 0.03924(18) Uani 1 1 d . . . . .
O1 O 0.71359(17) 0.39109(14) 0.5463(3) 0.0414(5) Uani 1 1 d . . . . .
C1 C 0.6272(2) 0.35582(18) 0.4865(3) 0.0309(6) Uani 1 1 d . . . . .
C2 C 0.6037(2) 0.2522(2) 0.5093(3) 0.0315(6) Uani 1 1 d . . . . .
S2 S 0.71944(5) 0.20017(5) 0.62589(9) 0.03579(16) Uani 1 1 d . . . . .
O2 O 0.51756(17) 0.21490(13) 0.4537(3) 0.0399(5) Uani 1 1 d . . . . .
C5 C 0.5175(3) 0.6831(2) 0.4020(4) 0.0399(7) Uani 1 1 d . . . . .
H5 H 0.459(3) 0.730(3) 0.435(5) 0.066(11) Uiso 1 1 d . . . . .
C4 C 0.4872(3) 0.5911(2) 0.4157(3) 0.0354(6) Uani 1 1 d . . . . .
H4 H 0.412(3) 0.570(2) 0.461(4) 0.041(8) Uiso 1 1 d . . . . .
C3 C 0.5646(2) 0.52400(18) 0.3571(4) 0.0313(5) Uani 1 1 d . . . . .
C7 C 0.7009(2) 0.6416(2) 0.2721(4) 0.0370(6) Uani 1 1 d . . . . .
H7 H 0.776(3) 0.658(2) 0.221(4) 0.047(9) Uiso 1 1 d . . . . .
C6 C 0.6240(3) 0.7080(2) 0.3308(4) 0.0382(7) Uani 1 1 d . . . . .
H6 H 0.641(3) 0.772(2) 0.314(4) 0.050(9) Uiso 1 1 d . . . . .
C9 C 0.6710(2) 0.08402(17) 0.6326(4) 0.0299(5) Uani 1 1 d . . . . .
C8 C 0.6717(2) 0.54879(19) 0.2849(4) 0.0360(6) Uani 1 1 d . . . . .
H8 H 0.726(3) 0.500(2) 0.248(4) 0.044(9) Uiso 1 1 d . . . . .
C10 C 0.5658(2) 0.0600(2) 0.7123(3) 0.0314(5) Uani 1 1 d . . . . .
H10 H 0.513(3) 0.106(2) 0.764(4) 0.044(9) Uiso 1 1 d . . . . .
C11 C 0.5366(2) -0.0324(2) 0.7284(3) 0.0344(6) Uani 1 1 d . . . . .
H11 H 0.465(3) -0.050(2) 0.788(4) 0.040(8) Uiso 1 1 d . . . . .
C12 C 0.6111(3) -0.1000(2) 0.6640(3) 0.0381(6) Uani 1 1 d . . . . .
H12 H 0.589(3) -0.169(2) 0.676(4) 0.053(10) Uiso 1 1 d . . . . .
C13 C 0.7149(3) -0.0756(2) 0.5837(3) 0.0402(7) Uani 1 1 d . . . . .
H13 H 0.765(3) -0.124(2) 0.538(4) 0.051(9) Uiso 1 1 d . . . . .
C14 C 0.7447(3) 0.0164(2) 0.5672(3) 0.0373(7) Uani 1 1 d . . . . .
H14 H 0.812(3) 0.034(2) 0.512(4) 0.034(8) Uiso 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'
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 -2.00 -2.00 0.0910
-1.00 1.00 3.00 0.1130
-1.00 6.00 -3.00 0.0850
1.00 -6.00 3.00 0.0880
0.00 -1.00 -1.00 0.1010
1.00 3.00 -3.00 0.0990
-1.00 -5.00 1.00 0.0660
1.00 6.00 0.00 0.0540
1.00 2.00 -1.00 0.0740
1.00 3.00 2.00 0.0980
-1.00 -3.00 -2.00 0.0920
2.00 3.00 1.00 0.0650
3.00 4.00 -1.00 0.0640
-1.00 -1.00 0.00 0.0460
4.00 3.00 0.00 0.0610
2.00 1.00 0.00 0.0580
4.00 1.00 0.00 0.0540
4.00 -1.00 0.00 0.0420
-4.00 1.00 0.00 0.0810
2.00 -6.00 1.00 0.0450
-2.00 5.00 0.00 0.0850
1.00 -3.00 0.00 0.0170
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 101.99(12) . . ?
O1 C1 S1 128.0(2) . . ?
O1 C1 C2 120.9(2) . . ?
C2 C1 S1 111.08(17) . . ?
C1 C2 S2 110.36(17) . . ?
O2 C2 C1 122.7(2) . . ?
O2 C2 S2 126.9(2) . . ?
C2 S2 C9 100.96(12) . . ?
C4 C5 H5 119(2) . . ?
C6 C5 H5 121(2) . . ?
C6 C5 C4 120.2(3) . . ?
C5 C4 H4 123.1(18) . . ?
C5 C4 C3 119.5(3) . . ?
C3 C4 H4 117.3(18) . . ?
C4 C3 S1 117.3(2) . . ?
C8 C3 S1 122.1(2) . . ?
C8 C3 C4 120.5(3) . . ?
C6 C7 H7 121.4(19) . . ?
C6 C7 C8 120.1(3) . . ?
C8 C7 H7 118.5(19) . . ?
C5 C6 H6 119(2) . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 120(2) . . ?
C10 C9 S2 121.2(2) . . ?
C14 C9 S2 118.3(2) . . ?
C14 C9 C10 120.4(3) . . ?
C3 C8 C7 119.3(3) . . ?
C3 C8 H8 118.7(18) . . ?
C7 C8 H8 122.0(18) . . ?
C9 C10 H10 122.3(19) . . ?
C11 C10 C9 119.2(3) . . ?
C11 C10 H10 118.4(19) . . ?
C10 C11 H11 120.1(18) . . ?
C10 C11 C12 120.3(3) . . ?
C12 C11 H11 119.6(18) . . ?
C11 C12 H12 120.4(19) . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 119.4(19) . . ?
C12 C13 H13 119(2) . . ?
C12 C13 C14 120.0(3) . . ?
C14 C13 H13 121(2) . . ?
C9 C14 H14 119.2(18) . . ?
C13 C14 C9 120.0(3) . . ?
C13 C14 H14 120.8(18) . . ?
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 1.745(3) . ?
S1 C3 1.775(3) . ?
O1 C1 1.201(3) . ?
C1 C2 1.538(4) . ?
C2 S2 1.768(3) . ?
C2 O2 1.199(3) . ?
S2 C9 1.773(3) . ?
C5 H5 0.99(4) . ?
C5 C4 1.382(4) . ?
C5 C6 1.379(4) . ?
C4 H4 0.98(3) . ?
C4 C3 1.390(4) . ?
C3 C8 1.388(4) . ?
C7 H7 0.98(3) . ?
C7 C6 1.378(4) . ?
C7 C8 1.391(4) . ?
C6 H6 0.96(3) . ?
C9 C10 1.392(3) . ?
C9 C14 1.387(4) . ?
C8 H8 0.98(3) . ?
C10 H10 0.98(3) . ?
C10 C11 1.387(4) . ?
C11 H11 0.97(3) . ?
C11 C12 1.390(4) . ?
C12 H12 1.04(3) . ?
C12 C13 1.382(4) . ?
C13 H13 0.97(3) . ?
C13 C14 1.383(4) . ?
C14 H14 0.92(3) . ?
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
S1 C1 C2 S2 177.92(14) . . . . ?
S1 C1 C2 O2 -2.2(3) . . . . ?
S1 C3 C8 C7 175.7(2) . . . . ?
O1 C1 C2 S2 -1.1(3) . . . . ?
O1 C1 C2 O2 178.8(3) . . . . ?
C1 S1 C3 C4 -123.8(2) . . . . ?
C1 S1 C3 C8 60.5(3) . . . . ?
C1 C2 S2 C9 -179.85(17) . . . . ?
C2 S2 C9 C10 -61.7(2) . . . . ?
C2 S2 C9 C14 122.9(2) . . . . ?
S2 C9 C10 C11 -174.1(2) . . . . ?
S2 C9 C14 C13 174.3(2) . . . . ?
O2 C2 S2 C9 0.2(3) . . . . ?
C5 C4 C3 S1 -175.9(2) . . . . ?
C5 C4 C3 C8 -0.2(4) . . . . ?
C4 C5 C6 C7 0.3(4) . . . . ?
C4 C3 C8 C7 0.1(4) . . . . ?
C3 S1 C1 O1 -0.6(3) . . . . ?
C3 S1 C1 C2 -179.55(16) . . . . ?
C6 C5 C4 C3 -0.1(4) . . . . ?
C6 C7 C8 C3 0.1(4) . . . . ?
C9 C10 C11 C12 -0.7(4) . . . . ?
C8 C7 C6 C5 -0.3(4) . . . . ?
C10 C9 C14 C13 -1.1(4) . . . . ?
C10 C11 C12 C13 0.1(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C12 C13 C14 C9 0.6(4) . . . . ?
C14 C9 C10 C11 1.2(4) . . . . ?
