#------------------------------------------------------------------------------
#$Date: 2019-11-23 19:40:27 +0100 (Sat 23 de Nov de 2019) $
#$Revision: 234898 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/95/4349579.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_4349579
loop_
_publ_author_name
'Andrade, Marta M.'
'Silva, Rafaela A. L.'
'Santos, Isabel C.'
'Lopes, Elsa B.'
'Rabaça, Sandra'
'Pereira, Laura C. J.'
'Coutinho, Joana T.'
'Telo, João P.'
'Rovira, Concepció'
'Almeida, Manuel'
'Belo, Dulce'
_publ_section_title
;
 Gold and nickel alkyl substituted bis-thiophenedithiolene complexes:
 anionic and neutral forms
;
_journal_issue                   2
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              270
_journal_paper_doi               10.1039/C6QI00447D
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C11 H14 O S3'
_chemical_formula_weight         258.40
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3881(3)
_cell_length_b                   9.2948(5)
_cell_length_c                   15.6577(6)
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.51
_cell_measurement_theta_min      2.55
_cell_volume                     1220.76(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5393
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.27
_exptl_absorpt_coefficient_mu    0.578
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_correction_T_min  0.8103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         2256
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0275P)²+0.0992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0654
_reflns_number_gt                1989
_reflns_number_total             2256
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6qi00447d2.cif
_cod_data_source_block           Compound_III
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P2(1)2(1)2(1) '
_cod_database_code               4349579
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.86238(8) 0.74268(7) 0.04479(4) 0.02306(16) Uani 1 1 d .
S2 S 0.65912(7) 0.59140(7) 0.18410(4) 0.01863(15) Uani 1 1 d .
S3 S 1.00202(8) 0.91979(8) 0.18460(4) 0.02508(17) Uani 1 1 d .
O1 O 1.0764(2) 0.9475(2) 0.02139(12) 0.0353(5) Uani 1 1 d .
C1 C 0.9969(3) 0.8831(3) 0.07315(16) 0.0255(6) Uani 1 1 d .
C2 C 0.7998(3) 0.7103(3) 0.14894(16) 0.0184(6) Uani 1 1 d .
C3 C 0.6833(3) 0.6517(3) 0.28899(15) 0.0164(6) Uani 1 1 d .
C4 C 0.5790(3) 0.5875(3) 0.35761(15) 0.0220(6) Uani 1 1 d .
H12 H 0.6406 0.5907 0.4123 0.026 Uiso 1 1 calc R
C5 C 0.5362(3) 0.4304(3) 0.34062(17) 0.0321(7) Uani 1 1 d .
H14 H 0.4758 0.4234 0.2872 0.048 Uiso 1 1 calc R
H1 H 0.4713 0.3935 0.3878 0.048 Uiso 1 1 calc R
H13 H 0.6341 0.3733 0.3359 0.048 Uiso 1 1 calc R
C6 C 0.7941(3) 0.7587(3) 0.29578(15) 0.0174(6) Uani 1 1 d .
C7 C 0.8608(3) 0.7902(3) 0.21346(15) 0.0168(5) Uani 1 1 d .
C8 C 0.8403(3) 0.8338(3) 0.37766(15) 0.0215(6) Uani 1 1 d .
H5 H 0.7795 0.7874 0.4252 0.026 Uiso 1 1 calc R
C9 C 1.0182(3) 0.8154(3) 0.39703(17) 0.0263(7) Uani 1 1 d .
H3 H 1.0422 0.7131 0.4048 0.039 Uiso 1 1 calc R
H2 H 1.0450 0.8680 0.4493 0.039 Uiso 1 1 calc R
H4 H 1.0811 0.8534 0.3493 0.039 Uiso 1 1 calc R
C10 C 0.7942(4) 0.9931(4) 0.37596(19) 0.0362(8) Uani 1 1 d .
H6 H 0.8517 1.0416 0.3297 0.054 Uiso 1 1 calc R
H8 H 0.8223 1.0377 0.4306 0.054 Uiso 1 1 calc R
H7 H 0.6792 1.0021 0.3664 0.054 Uiso 1 1 calc R
C11 C 0.4289(4) 0.6789(4) 0.37018(19) 0.0376(8) Uani 1 1 d .
H11 H 0.4595 0.7766 0.3869 0.056 Uiso 1 1 calc R
H10 H 0.3627 0.6360 0.4150 0.056 Uiso 1 1 calc R
H9 H 0.3686 0.6823 0.3166 0.056 Uiso 1 1 calc R
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 0.0274(4) 0.0256(4) 0.0162(3) 0.0000(3) 0.0015(3) 0.0018(3)
S2 0.0197(4) 0.0181(3) 0.0181(3) -0.0023(3) -0.0017(3) -0.0029(3)
S3 0.0242(4) 0.0257(4) 0.0253(3) -0.0005(3) 0.0034(3) -0.0090(3)
O1 0.0377(13) 0.0356(14) 0.0324(11) 0.0071(10) 0.0121(10) -0.0054(10)
C1 0.0254(16) 0.0275(16) 0.0236(14) 0.0028(12) 0.0042(13) 0.0033(13)
C2 0.0186(16) 0.0196(14) 0.0170(12) 0.0009(11) 0.0003(11) 0.0031(10)
C3 0.0152(15) 0.0172(13) 0.0169(13) -0.0025(11) -0.0019(11) 0.0040(10)
C4 0.0175(15) 0.0291(15) 0.0195(12) 0.0025(13) -0.0008(11) -0.0022(14)
C5 0.0304(18) 0.0355(17) 0.0305(15) 0.0086(14) -0.0007(13) -0.0150(14)
C6 0.0127(13) 0.0179(13) 0.0216(14) -0.0015(12) -0.0007(10) 0.0021(11)
C7 0.0130(13) 0.0183(12) 0.0191(12) 0.0004(10) 0.0008(11) -0.0006(11)
C8 0.0190(16) 0.0279(15) 0.0176(13) -0.0060(11) 0.0019(13) -0.0041(13)
C9 0.0233(17) 0.0320(16) 0.0237(14) -0.0023(13) -0.0060(13) -0.0060(13)
C10 0.029(2) 0.0352(19) 0.045(2) -0.0205(16) -0.0070(15) 0.0053(14)
C11 0.0241(18) 0.052(2) 0.0364(18) 0.0102(16) 0.0141(15) 0.0075(16)
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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 S1 C1 94.84(12)
C2 S2 C3 90.88(12)
C7 S3 C1 96.05(12)
O1 C1 S3 123.4(2)
O1 C1 S1 123.1(2)
S3 C1 S1 113.57(15)
C7 C2 S2 112.1(2)
C7 C2 S1 119.4(2)
S2 C2 S1 128.52(16)
C6 C3 C4 128.8(2)
C6 C3 S2 112.69(18)
C4 C3 S2 118.40(18)
C3 C4 C5 113.0(2)
C3 C4 C11 110.5(2)
C5 C4 C11 111.1(2)
C3 C4 H12 107.4
C5 C4 H12 107.4
C11 C4 H12 107.4
C4 C5 H14 109.5
C4 C5 H1 109.5
H14 C5 H1 109.5
C4 C5 H13 109.5
H14 C5 H13 109.5
H1 C5 H13 109.5
C3 C6 C7 110.1(2)
C3 C6 C8 125.3(2)
C7 C6 C8 124.6(2)
C2 C7 C6 114.3(2)
C2 C7 S3 116.16(19)
C6 C7 S3 129.52(19)
C6 C8 C10 111.6(2)
C6 C8 C9 111.5(2)
C10 C8 C9 110.9(2)
C6 C8 H5 107.5
C10 C8 H5 107.5
C9 C8 H5 107.5
C8 C9 H3 109.5
C8 C9 H2 109.5
H3 C9 H2 109.5
C8 C9 H4 109.5
H3 C9 H4 109.5
H2 C9 H4 109.5
C8 C10 H6 109.5
C8 C10 H8 109.5
H6 C10 H8 109.5
C8 C10 H7 109.5
H6 C10 H7 109.5
H8 C10 H7 109.5
C4 C11 H11 109.5
C4 C11 H10 109.5
H11 C11 H10 109.5
C4 C11 H9 109.5
H11 C11 H9 109.5
H10 C11 H9 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C2 1.739(3)
S1 C1 1.782(3)
S2 C2 1.708(3)
S2 C3 1.747(2)
S3 C7 1.749(3)
S3 C1 1.779(3)
O1 C1 1.208(3)
C2 C7 1.354(4)
C3 C6 1.366(3)
C3 C4 1.508(3)
C4 C5 1.528(4)
C4 C11 1.531(4)
C4 H12 1.0000
C5 H14 0.9800
C5 H1 0.9800
C5 H13 0.9800
C6 C7 1.435(3)
C6 C8 1.510(3)
C8 C10 1.530(4)
C8 C9 1.532(4)
C8 H5 1.0000
C9 H3 0.9800
C9 H2 0.9800
C9 H4 0.9800
C10 H6 0.9800
C10 H8 0.9800
C10 H7 0.9800
C11 H11 0.9800
C11 H10 0.9800
C11 H9 0.9800
