#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:39:14 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179510 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/07/4340715.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_4340715
loop_
_publ_author_name
'Le Gal, Yann'
'Roisnel, Thierry'
'Auban-Senzier, Pascale'
'Guizouarn, Thierry'
'Lorcy, Dominique'
_publ_section_title
;
 Hydrogen-bonding interactions in a single-component molecular conductor:
 a hydroxyethyl-substituted radical gold dithiolene complex.
;
_journal_issue                   16
_journal_name_full               'Inorganic chemistry'
_journal_page_first              8755
_journal_page_last               8761
_journal_paper_doi               10.1021/ic501437g
_journal_volume                  53
_journal_year                    2014
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C10 H10 Au N2 O2 S8'
_chemical_formula_sum            'C10 H10 Au N2 O2 S8'
_chemical_formula_weight         643.65
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2013-01-10T09:50:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 93.286(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.2789(9)
_cell_length_b                   4.1546(3)
_cell_length_c                   14.3699(8)
_cell_measurement_reflns_used    3672
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.87
_cell_measurement_theta_min      2.84
_cell_measurement_wavelength     0.71073
_cell_volume                     851.07(9)
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
;
           WinGX publication routines (Farrugia, 1999),
           CRYSCAL (T. Roisnel, local program)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10798
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    9.631
_exptl_absorpt_correction_T_max  0.749
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             614
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.446
_refine_diff_density_min         -0.952
_refine_diff_density_rms         0.165
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.09
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1959
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.09
_refine_ls_R_factor_all          0.035
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0230P)²+1.4839P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0556
_refine_ls_wR_factor_ref         0.0599
_reflns_number_gt                1617
_reflns_number_total             1959
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic501437g_si_001.cif
_cod_data_source_block           AuEtOHThiazdt2
_cod_depositor_comments
'Adding full bibliography for 4340712--4340715.cif.'
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               4340715
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Au1 Au 0 0 0 0.01564(9) Uani 1 2 d S
S1 S -0.15166(8) 0.2031(3) -0.01092(8) 0.0201(3) Uani 1 1 d .
S2 S -0.01286(8) -0.1867(3) -0.15233(8) 0.0206(3) Uani 1 1 d .
S3 S -0.29173(8) 0.1749(3) -0.18019(8) 0.0242(3) Uani 1 1 d .
S4 S -0.33219(11) -0.0687(4) -0.37448(10) 0.0363(4) Uani 1 1 d .
C1 C -0.1829(3) 0.0981(12) -0.1238(3) 0.0188(10) Uani 1 1 d .
C2 C -0.1269(3) -0.0709(11) -0.1813(3) 0.0180(10) Uani 1 1 d .
N3 N -0.1712(3) -0.1424(10) -0.2674(2) 0.0198(9) Uani 1 1 d .
C4 C -0.2613(4) -0.0296(12) -0.2801(4) 0.0239(11) Uani 1 1 d .
C5 C -0.1295(4) -0.3439(13) -0.3376(3) 0.0255(11) Uani 1 1 d .
H5A H -0.1791 -0.48 -0.3682 0.031 Uiso 1 1 calc R
H5B H -0.0826 -0.4888 -0.3061 0.031 Uiso 1 1 calc R
C6 C -0.0821(4) -0.1512(15) -0.4120(4) 0.0332(13) Uani 1 1 d .
H6A H -0.051 -0.3026 -0.4536 0.04 Uiso 1 1 calc R
H6B H -0.1308 -0.0335 -0.4502 0.04 Uiso 1 1 calc R
O7 O -0.0170(4) 0.0647(11) -0.3769(4) 0.0540(13) Uani 1 1 d .
H7 H 0.0291 -0.035 -0.352 0.081 Uiso 1 1 calc R
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 0 '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 0.006 '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'
Au Au -2.0133 8.8022 '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
S2 Au1 S2 180 3 .
S2 Au1 S1 91.99(4) 3 3
S2 Au1 S1 88.01(4) . 3
S2 Au1 S1 88.01(4) 3 .
S2 Au1 S1 91.99(4) . .
S1 Au1 S1 180 3 .
C1 S1 Au1 99.34(17) . .
C2 S2 Au1 99.01(16) . .
C1 S3 C4 92.0(2) . .
C2 C1 S1 124.7(4) . .
C2 C1 S3 110.4(4) . .
S1 C1 S3 124.8(3) . .
C1 C2 N3 113.2(4) . .
C1 C2 S2 124.8(4) . .
N3 C2 S2 122.0(4) . .
C4 N3 C2 114.9(4) . .
C4 N3 C5 121.3(4) . .
C2 N3 C5 123.6(4) . .
N3 C4 S4 126.9(4) . .
N3 C4 S3 109.5(3) . .
S4 C4 S3 123.6(3) . .
N3 C5 C6 113.4(4) . .
N3 C5 H5A 108.9 . .
C6 C5 H5A 108.9 . .
N3 C5 H5B 108.9 . .
C6 C5 H5B 108.9 . .
H5A C5 H5B 107.7 . .
O7 C6 C5 113.9(4) . .
O7 C6 H6A 108.8 . .
C5 C6 H6A 108.8 . .
O7 C6 H6B 108.8 . .
C5 C6 H6B 108.8 . .
H6A C6 H6B 107.7 . .
C6 O7 H7 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 S2 2.3197(11) 3
Au1 S2 2.3197(11) .
Au1 S1 2.3211(12) 3
Au1 S1 2.3211(12) .
S1 C1 1.714(5) .
S2 C2 1.725(5) .
S3 C1 1.741(5) .
S3 C4 1.745(5) .
S4 C4 1.653(5) .
C1 C2 1.374(7) .
C2 N3 1.390(6) .
N3 C4 1.372(7) .
N3 C5 1.463(6) .
C5 C6 1.525(7) .
C5 H5A 0.99 .
C5 H5B 0.99 .
C6 O7 1.367(7) .
C6 H6A 0.99 .
C6 H6B 0.99 .
O7 H7 0.84 .
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
S2 Au1 S1 C1 179.73(18) 3
S2 Au1 S1 C1 -0.27(18) .
S1 Au1 S2 C2 178.91(16) 3
S1 Au1 S2 C2 -1.09(16) .
Au1 S1 C1 C2 2.3(5) .
Au1 S1 C1 S3 179.3(3) .
C4 S3 C1 C2 1.2(4) .
C4 S3 C1 S1 -176.3(3) .
S1 C1 C2 N3 176.1(4) .
S3 C1 C2 N3 -1.3(5) .
S1 C1 C2 S2 -4.0(7) .
S3 C1 C2 S2 178.6(3) .
Au1 S2 C2 C1 3.0(4) .
Au1 S2 C2 N3 -177.1(4) .
C1 C2 N3 C4 0.8(6) .
S2 C2 N3 C4 -179.1(3) .
C1 C2 N3 C5 -174.5(4) .
S2 C2 N3 C5 5.6(6) .
C2 N3 C4 S4 179.0(4) .
C5 N3 C4 S4 -5.6(7) .
C2 N3 C4 S3 0.1(5) .
C5 N3 C4 S3 175.5(4) .
C1 S3 C4 N3 -0.7(4) .
C1 S3 C4 S4 -179.7(3) .
C4 N3 C5 C6 87.9(6) .
C2 N3 C5 C6 -97.1(6) .
N3 C5 C6 O7 53.8(7) .
