#------------------------------------------------------------------------------
#$Date: 2015-11-06 06:12:07 +0200 (Fri, 06 Nov 2015) $
#$Revision: 170055 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/41/4344175.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_4344175
loop_
_publ_author_name
'Higashino, Toshiki'
'Jeannin, Olivier'
'Kawamoto, Tadashi'
'Lorcy, Dominique'
'Mori, Takehiko'
'Fourmigué, Marc'
_publ_section_title
;
 A Single-Component Conductor Based on a Radical Gold Dithiolene Complex
 with Alkyl-Substituted Thiophene-2,3-dithiolate Ligand.
;
_journal_issue                   20
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9908
_journal_page_last               9913
_journal_paper_doi               10.1021/acs.inorgchem.5b01678
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C14 H16 Au S6'
_chemical_formula_sum            'C14 H16 Au S6'
_chemical_formula_weight         573.61
_chemical_name_common
;
bis(4-ethyl-5-methylthiophene-2,3-dithiolate)gold
;
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_cell_angle_alpha                96.6635(18)
_cell_angle_beta                 97.3421(19)
_cell_angle_gamma                109.1703(17)
_cell_formula_units_Z            1
_cell_length_a                   6.08222(17)
_cell_length_b                   7.4498(2)
_cell_length_c                   10.5245(3)
_cell_measurement_reflns_used    4627
_cell_measurement_temperature    293
_cell_measurement_theta_max      68.14
_cell_measurement_theta_min      4.29
_cell_volume                     440.34(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.1561
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5133
_diffrn_reflns_theta_full        68.14
_diffrn_reflns_theta_max         68.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    21.984
_exptl_absorpt_correction_T_max  0.644
_exptl_absorpt_correction_T_min  0.380
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.163
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             275.00
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_refine_diff_density_max         4.250
_refine_diff_density_min         -3.000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1588
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0716
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0725P)²+6.3330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1973
_reflns_number_gt                1562
_reflns_number_total             1588
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ic5b01678_si_002.cif
_cod_data_source_block           5b
_cod_depositor_comments
'Adding full bibliography for 4344171--4344175.cif.'
_cod_original_cell_volume        440.34(3)
_cod_database_code               4344175
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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
Au1 Au 0.5000 0.5000 0.5000 0.0343(4) Uani 1.0 2 d .
S1 S 0.7511(8) 0.7554(6) 0.4234(4) 0.0426(9) Uani 1.0 2 d .
S2 S 0.6481(8) 0.2862(6) 0.3962(4) 0.0427(9) Uani 1.0 2 d .
S3 S 1.1176(8) 0.7473(6) 0.2536(4) 0.0435(9) Uani 1.0 2 d .
C1 C 0.896(3) 0.636(3) 0.3367(15) 0.041(4) Uani 1.0 2 d .
C2 C 0.858(4) 0.441(3) 0.3236(14) 0.039(4) Uani 1.0 2 d .
C3 C 1.002(3) 0.379(2) 0.2446(14) 0.035(3) Uani 1.0 2 d .
C4 C 1.148(3) 0.529(3) 0.1988(14) 0.038(4) Uani 1.0 2 d .
C5 C 1.322(4) 0.523(3) 0.1109(18) 0.052(5) Uani 1.0 2 d .
C6 C 0.980(4) 0.172(3) 0.2123(15) 0.044(4) Uani 1.0 2 d .
C7 C 0.785(4) 0.060(3) 0.102(2) 0.065(6) Uani 1.0 2 d .
H5A H 1.2407 0.4404 0.0301 0.0619 Uiso 1.0 2 calc R
H5B H 1.4372 0.4754 0.1515 0.0619 Uiso 1.0 2 calc R
H5C H 1.4009 0.6512 0.0948 0.0619 Uiso 1.0 2 calc R
H6A H 1.1286 0.1663 0.1905 0.0527 Uiso 1.0 2 calc R
H6B H 0.9538 0.1116 0.2886 0.0527 Uiso 1.0 2 calc R
H7A H 0.8127 0.1157 0.0254 0.0778 Uiso 1.0 2 calc R
H7B H 0.6373 0.0624 0.1234 0.0778 Uiso 1.0 2 calc R
H7C H 0.7797 -0.0715 0.0866 0.0778 Uiso 1.0 2 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 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Au Au -4.4197 7.2980
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
S1 Au1 S1 180.0(3) yes . 2_666
S1 Au1 S2 91.51(16) yes . .
S1 Au1 S2 88.49(16) yes . 2_666
S1 Au1 S2 88.49(16) yes 2_666 .
S1 Au1 S2 91.51(16) yes 2_666 2_666
S2 Au1 S2 180.0(2) yes . 2_666
Au1 S1 C1 99.8(6) yes . .
Au1 S2 C2 100.6(7) yes . .
C1 S3 C4 91.7(8) yes . .
S1 C1 S3 123.9(10) yes . .
S1 C1 C2 125.9(14) yes . .
S3 C1 C2 110.2(15) yes . .
S2 C2 C1 122.3(15) yes . .
S2 C2 C3 123.4(12) yes . .
C1 C2 C3 114.3(15) yes . .
C2 C3 C4 111.5(15) yes . .
C2 C3 C6 123.0(14) yes . .
C4 C3 C6 125.5(16) yes . .
S3 C4 C3 112.3(13) yes . .
S3 C4 C5 119.6(12) yes . .
C3 C4 C5 128.1(17) yes . .
C3 C6 C7 113.4(17) yes . .
C4 C5 H5A 109.470 no . .
C4 C5 H5B 109.471 no . .
C4 C5 H5C 109.471 no . .
H5A C5 H5B 109.475 no . .
H5A C5 H5C 109.467 no . .
H5B C5 H5C 109.474 no . .
C3 C6 H6A 108.896 no . .
C3 C6 H6B 108.896 no . .
C7 C6 H6A 108.895 no . .
C7 C6 H6B 108.898 no . .
H6A C6 H6B 107.731 no . .
C6 C7 H7A 109.470 no . .
C6 C7 H7B 109.471 no . .
C6 C7 H7C 109.470 no . .
H7A C7 H7B 109.469 no . .
H7A C7 H7C 109.473 no . .
H7B C7 H7C 109.474 no . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_2
Au1 S1 2.316(4) yes .
Au1 S1 2.316(4) yes 2_666
Au1 S2 2.309(5) yes .
Au1 S2 2.309(5) yes 2_666
S1 C1 1.71(2) yes .
S2 C2 1.742(17) yes .
S3 C1 1.734(18) yes .
S3 C4 1.739(18) yes .
C1 C2 1.38(3) yes .
C2 C3 1.43(3) yes .
C3 C4 1.36(2) yes .
C3 C6 1.50(3) yes .
C4 C5 1.50(3) yes .
C6 C7 1.49(3) yes .
C5 H5A 0.960 no .
C5 H5B 0.960 no .
C5 H5C 0.960 no .
C6 H6A 0.970 no .
C6 H6B 0.970 no .
C7 H7A 0.960 no .
C7 H7B 0.960 no .
C7 H7C 0.960 no .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_2
Au1 C1 3.104(18) no 2_666
Au1 C2 3.137(19) no 2_666
S2 C6 3.21(2) no .
C2 C7 3.33(3) no .
C4 C7 3.42(3) no .
C5 C6 3.16(3) no .
Au1 C3 3.576(14) no 1_455
Au1 C3 3.576(14) no 2_766
S2 C1 3.536(17) no 2_766
S3 C6 3.58(2) no 1_565
C1 S2 3.536(17) no 2_766
C3 Au1 3.576(14) no 1_655
C5 C5 3.44(3) no 2_865
C6 S3 3.58(2) no 1_545
S2 H6B 2.8663 no .
S2 H7B 3.1305 no .
S3 H5A 3.4133 no .
S3 H5B 3.4133 no .
S3 H5C 2.7468 no .
C2 H6A 3.3196 no .
C2 H6B 2.7026 no .
C2 H7B 3.1025 no .
C3 H5A 2.8390 no .
C3 H5B 2.8405 no .
C3 H5C 3.3126 no .
C3 H7A 2.6999 no .
C3 H7B 2.6938 no .
C3 H7C 3.3195 no .
C4 H6A 2.6550 no .
C4 H6B 3.2420 no .
C4 H7A 3.2544 no .
C5 H6A 2.8078 no .
C5 H7A 3.4812 no .
C6 H5A 3.1267 no .
C6 H5B 3.1478 no .
C7 H5A 3.4891 no .
H5A H6A 2.7689 no .
H5A H7A 2.9042 no .
H5B H6A 2.5637 no .
H6A H7A 2.3182 no .
H6A H7B 2.8003 no .
H6A H7C 2.3079 no .
H6B H7A 2.8002 no .
H6B H7B 2.3231 no .
H6B H7C 2.3032 no .
S1 H5B 3.2845 no 1_455
S1 H6B 3.1218 no 1_565
S1 H6B 3.1836 no 2_766
S2 H5B 3.3838 no 1_455
S2 H6A 3.3789 no 1_455
S3 H5A 3.3143 no 2_765
S3 H6A 3.2470 no 1_565
S3 H6B 3.1830 no 1_565
S3 H7A 3.2512 no 2_765
S3 H7C 3.2535 no 1_565
C1 H5B 2.9817 no 1_455
C1 H6B 3.5456 no 1_565
C2 H5B 3.0385 no 1_455
C4 H5A 3.2372 no 2_765
C5 H5A 3.1561 no 2_865
C5 H5B 3.2852 no 2_865
C5 H5C 3.3050 no 2_865
C5 H7A 3.4645 no 2_765
C5 H7C 3.4284 no 1_665
C5 H7C 3.5658 no 2_755
C7 H5C 3.1548 no 1_445
C7 H5C 3.5006 no 2_765
C7 H6A 3.5187 no 2_755
C7 H7A 3.4574 no 2_655
C7 H7A 3.4665 no 2_755
C7 H7B 3.0763 no 2_655
C7 H7C 3.4908 no 2_755
H5A S3 3.3143 no 2_765
H5A C4 3.2372 no 2_765
H5A C5 3.1561 no 2_865
H5A H5A 3.3361 no 2_765
H5A H5A 3.1524 no 2_865
H5A H5B 2.8829 no 2_865
H5A H5C 2.9056 no 2_865
H5A H7A 3.5340 no 2_765
H5A H7C 2.8334 no 2_755
H5B S1 3.2845 no 1_655
H5B S2 3.3838 no 1_655
H5B C1 2.9817 no 1_655
H5B C2 3.0385 no 1_655
H5B C5 3.2852 no 2_865
H5B H5A 2.8829 no 2_865
H5B H5B 3.4058 no 2_865
H5B H5C 3.0452 no 2_865
H5B H7C 3.5330 no 1_665
H5B H7C 3.4457 no 2_755
H5C C5 3.3050 no 2_865
H5C C7 3.1548 no 1_665
H5C C7 3.5006 no 2_765
H5C H5A 2.9056 no 2_865
H5C H5B 3.0452 no 2_865
H5C H5C 3.4441 no 2_865
H5C H7A 2.8063 no 2_765
H5C H7B 2.8850 no 1_665
H5C H7B 3.3474 no 2_765
H5C H7C 2.5591 no 1_665
H6A S2 3.3789 no 1_655
H6A S3 3.2470 no 1_545
H6A C7 3.5187 no 2_755
H6A H7A 3.0489 no 2_755
H6A H7B 3.5607 no 1_655
H6A H7C 3.0843 no 2_755
H6B S1 3.1218 no 1_545
H6B S1 3.1836 no 2_766
H6B S3 3.1830 no 1_545
H6B C1 3.5456 no 1_545
H7A S3 3.2512 no 2_765
H7A C5 3.4645 no 2_765
H7A C7 3.4574 no 2_655
H7A C7 3.4665 no 2_755
H7A H5A 3.5340 no 2_765
H7A H5C 2.8063 no 2_765
H7A H6A 3.0489 no 2_755
H7A H7A 3.5618 no 2_655
H7A H7A 3.3351 no 2_755
H7A H7B 2.7819 no 2_655
H7A H7C 3.5390 no 2_655
H7A H7C 2.9723 no 2_755
H7B C7 3.0763 no 2_655
H7B H5C 2.8850 no 1_445
H7B H5C 3.3474 no 2_765
H7B H6A 3.5607 no 1_455
H7B H7A 2.7819 no 2_655
H7B H7B 2.7761 no 2_655
H7B H7C 3.1678 no 2_655
H7C S3 3.2535 no 1_545
H7C C5 3.4284 no 1_445
H7C C5 3.5658 no 2_755
H7C C7 3.4908 no 2_755
H7C H5A 2.8334 no 2_755
H7C H5B 3.5330 no 1_445
H7C H5B 3.4457 no 2_755
H7C H5C 2.5591 no 1_445
H7C H6A 3.0843 no 2_755
H7C H7A 3.5390 no 2_655
H7C H7A 2.9723 no 2_755
H7C H7B 3.1678 no 2_655
H7C H7C 3.3855 no 2_755
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
S1 Au1 S2 C2 0.16(19) no . . .
S2 Au1 S1 C1 -0.09(19) no . . .
S1 Au1 S2 C2 179.84(19) no . 2_666 2_666
S2 Au1 S1 C1 179.91(19) no 2_666 . .
S1 Au1 S2 C2 -179.84(19) no 2_666 . .
S2 Au1 S1 C1 -179.91(19) no . 2_666 2_666
S1 Au1 S2 C2 -0.16(19) no 2_666 2_666 2_666
S2 Au1 S1 C1 0.09(19) no 2_666 2_666 2_666
Au1 S1 C1 S3 -179.2(9) no . . .
Au1 S1 C1 C2 -0.0(13) no . . .
Au1 S2 C2 C1 -0.2(12) no . . .
Au1 S2 C2 C3 -179.4(10) no . . .
C1 S3 C4 C3 -1.7(11) no . . .
C1 S3 C4 C5 178.2(11) no . . .
C4 S3 C1 S1 -179.0(11) no . . .
C4 S3 C1 C2 1.7(11) no . . .
S1 C1 C2 S2 0(3) no . . .
S1 C1 C2 C3 179.4(10) no . . .
S3 C1 C2 S2 179.4(9) no . . .
S3 C1 C2 C3 -1.4(17) no . . .
S2 C2 C3 C4 179.3(10) no . . .
S2 C2 C3 C6 2(2) no . . .
C1 C2 C3 C4 0.1(18) no . . .
C1 C2 C3 C6 -177.0(12) no . . .
C2 C3 C4 S3 1.2(16) no . . .
C2 C3 C4 C5 -178.7(13) no . . .
C2 C3 C6 C7 82.0(18) no . . .
C4 C3 C6 C7 -94.6(18) no . . .
C6 C3 C4 S3 178.2(12) no . . .
C6 C3 C4 C5 -2(3) no . . .
