#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:25:20 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179245 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/65/4316584.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_4316584
loop_
_publ_author_name
'Angela M. Kuchison'
'Michael O. Wolf'
'Brian O. Patrick'
_publ_section_title
;
 Photophysical Properties and Electropolymerization of Gold Complexes of
 3,3''-Diethynyl-2,2':5',2''-terthiophene
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8802
_journal_page_last               8812
_journal_paper_doi               10.1021/ic100961w
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C52 H36 Au2 P2 S3'
_chemical_formula_weight         1212.86
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.333(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.6679(15)
_cell_length_b                   22.881(2)
_cell_length_c                   14.2426(15)
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.83
_cell_measurement_theta_min      2.79
_cell_volume                     4750.9(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 APEX II'
_diffrn_measurement_method       'area detector'
_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  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5733
_diffrn_reflns_theta_full        28.01
_diffrn_reflns_theta_max         28.01
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    6.402
_exptl_absorpt_correction_T_max  0.726
_exptl_absorpt_correction_T_min  0.530
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2336
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
;
_refine_diff_density_max         0.636
_refine_diff_density_min         -1.767
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         5733
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0218
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0278P)²+0.9662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0493
_refine_ls_wR_factor_ref         0.0510
_reflns_number_gt                4866
_reflns_number_total             5733
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic100961w_si_002_2.cif
_cod_data_source_block           mw081
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4316584
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.83171(19) 0.43270(14) 0.4151(2) 0.0316(7) Uani 1 1 d . . .
H1 H 0.8089 0.4415 0.3516 0.038 Uiso 1 1 calc R . .
C2 C 0.82232(18) 0.38007(13) 0.45539(19) 0.0281(6) Uani 1 1 d . . .
H2 H 0.7927 0.3477 0.4234 0.034 Uiso 1 1 calc R . .
C3 C 0.86201(17) 0.37849(12) 0.55169(18) 0.0219(6) Uani 1 1 d . . .
C4 C 0.90303(17) 0.43109(12) 0.58082(18) 0.0211(5) Uani 1 1 d . . .
C5 C 0.95268(17) 0.44698(12) 0.67087(18) 0.0212(5) Uani 1 1 d . . .
C6 C 0.97370(18) 0.50208(12) 0.70575(19) 0.0267(6) Uani 1 1 d . . .
H6 H 0.9544 0.5368 0.6729 0.032 Uiso 1 1 calc R . .
C7 C 0.85650(17) 0.32850(12) 0.61121(19) 0.0228(6) Uani 1 1 d . . .
C8 C 0.84941(19) 0.28686(12) 0.6612(2) 0.0253(6) Uani 1 1 d . . .
C9 C 0.83179(17) 0.07263(11) 0.79554(18) 0.0202(5) Uani 1 1 d . . .
C10 C 0.78045(18) 0.02631(12) 0.82668(19) 0.0239(6) Uani 1 1 d . . .
H10 H 0.7468 0.0314 0.8794 0.029 Uiso 1 1 calc R . .
C11 C 0.77891(19) -0.02695(12) 0.7802(2) 0.0287(6) Uani 1 1 d . . .
H11 H 0.7430 -0.0581 0.8002 0.034 Uiso 1 1 calc R . .
C12 C 0.8294(2) -0.03495(13) 0.7047(2) 0.0336(7) Uani 1 1 d . . .
H12 H 0.8289 -0.0717 0.6736 0.040 Uiso 1 1 calc R . .
C13 C 0.8805(2) 0.01047(14) 0.6748(2) 0.0340(7) Uani 1 1 d . . .
H13 H 0.9155 0.0047 0.6233 0.041 Uiso 1 1 calc R . .
C14 C 0.88142(18) 0.06426(13) 0.7185(2) 0.0280(6) Uani 1 1 d . . .
H14 H 0.9158 0.0955 0.6962 0.034 Uiso 1 1 calc R . .
C15 C 0.74760(18) 0.14880(11) 0.9257(2) 0.0247(6) Uani 1 1 d . . .
C16 C 0.7628(2) 0.16032(14) 1.0215(2) 0.0371(7) Uani 1 1 d . . .
H16 H 0.8238 0.1641 1.0509 0.045 Uiso 1 1 calc R . .
C17 C 0.6899(3) 0.16647(16) 1.0754(3) 0.0485(9) Uani 1 1 d . . .
H17 H 0.7009 0.1736 1.1413 0.058 Uiso 1 1 calc R . .
C18 C 0.6015(2) 0.16203(14) 1.0317(3) 0.0461(9) Uani 1 1 d . . .
H18 H 0.5513 0.1663 1.0680 0.055 Uiso 1 1 calc R . .
C19 C 0.5855(2) 0.15152(16) 0.9369(3) 0.0505(10) Uani 1 1 d . . .
H19 H 0.5242 0.1485 0.9077 0.061 Uiso 1 1 calc R . .
C20 C 0.6583(2) 0.14528(14) 0.8828(3) 0.0398(8) Uani 1 1 d . . .
H20 H 0.6468 0.1386 0.8167 0.048 Uiso 1 1 calc R . .
C21 C 0.94587(17) 0.13862(12) 0.93348(18) 0.0211(5) Uani 1 1 d . . .
C22 C 1.00838(19) 0.18494(13) 0.9397(2) 0.0281(6) Uani 1 1 d . . .
H22 H 0.9955 0.2193 0.9033 0.034 Uiso 1 1 calc R . .
C23 C 1.0892(2) 0.18037(15) 0.9995(2) 0.0344(7) Uani 1 1 d . . .
H23 H 1.1320 0.2117 1.0036 0.041 Uiso 1 1 calc R . .
C24 C 1.1081(2) 0.13100(14) 1.0528(2) 0.0353(7) Uani 1 1 d . . .
H24 H 1.1637 0.1284 1.0936 0.042 Uiso 1 1 calc R . .
C25 C 1.0463(2) 0.08496(14) 1.0473(2) 0.0331(7) Uani 1 1 d . . .
H25 H 1.0595 0.0508 1.0843 0.040 Uiso 1 1 calc R . .
C26 C 0.96543(19) 0.08882(13) 0.9877(2) 0.0283(6) Uani 1 1 d . . .
H26 H 0.9231 0.0573 0.9839 0.034 Uiso 1 1 calc R . .
P1 P 0.84148(4) 0.14403(3) 0.85262(5) 0.02043(14) Uani 1 1 d . . .
S1 S 0.88899(5) 0.48190(3) 0.49017(5) 0.02924(16) Uani 1 1 d . . .
S2 S 1.0000 0.39436(4) 0.7500 0.0241(2) Uani 1 2 d S . .
Au1 Au 0.844725(7) 0.219123(4) 0.748726(7) 0.02316(4) 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'
P P 0.1023 0.0942 '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
_geom_angle_publ_flag
C2 C1 S1 112.9(2) . . ?
C2 C1 H1 123.6 . . ?
S1 C1 H1 123.6 . . ?
C1 C2 C3 112.4(3) . . ?
C1 C2 H2 123.8 . . ?
C3 C2 H2 123.8 . . ?
C4 C3 C2 112.4(2) . . ?
C4 C3 C7 124.5(2) . . ?
C2 C3 C7 123.0(3) . . ?
C3 C4 C5 129.8(2) . . ?
C3 C4 S1 110.30(19) . . ?
C5 C4 S1 119.9(2) . . ?
C6 C5 C4 128.3(2) . . ?
C6 C5 S2 110.0(2) . . ?
C4 C5 S2 121.7(2) . . ?
C5 C6 C6 113.76(16) . 2_756 ?
C5 C6 H6 123.1 . . ?
C6 C6 H6 123.1 2_756 . ?
C8 C7 C3 178.2(3) . . ?
C7 C8 Au1 176.5(3) . . ?
C14 C9 C10 119.4(2) . . ?
C14 C9 P1 116.9(2) . . ?
C10 C9 P1 123.7(2) . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C13 C12 C11 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 120.9(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C9 119.8(3) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
C16 C15 C20 119.2(3) . . ?
C16 C15 P1 121.8(2) . . ?
C20 C15 P1 118.8(2) . . ?
C15 C16 C17 120.9(3) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 119.1(3) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C15 C20 C19 119.7(3) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C26 C21 C22 119.5(2) . . ?
C26 C21 P1 121.1(2) . . ?
C22 C21 P1 119.3(2) . . ?
C23 C22 C21 119.5(3) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 119.8(3) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 120.3(3) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C21 P1 C15 106.24(13) . . ?
C21 P1 C9 103.92(12) . . ?
C15 P1 C9 106.40(12) . . ?
C21 P1 Au1 112.82(9) . . ?
C15 P1 Au1 113.52(9) . . ?
C9 P1 Au1 113.18(9) . . ?
C1 S1 C4 91.96(14) . . ?
C5 S2 C5 92.45(18) 2_756 . ?
C8 Au1 P1 177.99(8) . . ?
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
C1 C2 1.348(4) . ?
C1 S1 1.708(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.430(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(4) . ?
C3 C7 1.431(4) . ?
C4 C5 1.450(4) . ?
C4 S1 1.733(3) . ?
C5 C6 1.378(4) . ?
C5 S2 1.740(3) . ?
C6 C6 1.403(5) 2_756 ?
C6 H6 0.9500 . ?
C7 C8 1.201(4) . ?
C8 Au1 1.995(3) . ?
C9 C14 1.396(4) . ?
C9 C10 1.400(4) . ?
C9 P1 1.823(3) . ?
C10 C11 1.386(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.375(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.379(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.383(4) . ?
C15 C20 1.385(4) . ?
C15 P1 1.819(3) . ?
C16 C17 1.389(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.367(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C26 1.389(4) . ?
C21 C22 1.398(4) . ?
C21 P1 1.816(3) . ?
C22 C23 1.385(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.383(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
P1 Au1 2.2715(7) . ?
S2 C5 1.740(3) 2_756 ?
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 C3 0.5(3) . . . . ?
C1 C2 C3 C4 -1.5(3) . . . . ?
C1 C2 C3 C7 176.5(3) . . . . ?
C2 C3 C4 C5 -177.9(3) . . . . ?
C7 C3 C4 C5 4.2(4) . . . . ?
C2 C3 C4 S1 1.7(3) . . . . ?
C7 C3 C4 S1 -176.2(2) . . . . ?
C3 C4 C5 C6 -163.1(3) . . . . ?
S1 C4 C5 C6 17.3(4) . . . . ?
C3 C4 C5 S2 20.1(4) . . . . ?
S1 C4 C5 S2 -159.52(15) . . . . ?
C4 C5 C6 C6 -177.4(3) . . . 2_756 ?
S2 C5 C6 C6 -0.3(4) . . . 2_756 ?
C4 C3 C7 C8 107(10) . . . . ?
C2 C3 C7 C8 -71(10) . . . . ?
C3 C7 C8 Au1 -137(8) . . . . ?
C14 C9 C10 C11 -0.6(4) . . . . ?
P1 C9 C10 C11 -178.4(2) . . . . ?
C9 C10 C11 C12 1.5(4) . . . . ?
C10 C11 C12 C13 -0.9(4) . . . . ?
C11 C12 C13 C14 -0.6(5) . . . . ?
C12 C13 C14 C9 1.5(5) . . . . ?
C10 C9 C14 C13 -0.9(4) . . . . ?
P1 C9 C14 C13 177.1(2) . . . . ?
C20 C15 C16 C17 2.1(5) . . . . ?
P1 C15 C16 C17 177.0(3) . . . . ?
C15 C16 C17 C18 -1.2(5) . . . . ?
C16 C17 C18 C19 0.2(5) . . . . ?
C17 C18 C19 C20 -0.2(6) . . . . ?
C16 C15 C20 C19 -2.0(5) . . . . ?
P1 C15 C20 C19 -177.1(3) . . . . ?
C18 C19 C20 C15 1.1(6) . . . . ?
C26 C21 C22 C23 0.4(4) . . . . ?
P1 C21 C22 C23 -178.3(2) . . . . ?
C21 C22 C23 C24 -0.3(5) . . . . ?
C22 C23 C24 C25 0.1(5) . . . . ?
C23 C24 C25 C26 0.1(5) . . . . ?
C24 C25 C26 C21 0.0(5) . . . . ?
C22 C21 C26 C25 -0.2(4) . . . . ?
P1 C21 C26 C25 178.5(2) . . . . ?
C26 C21 P1 C15 69.3(2) . . . . ?
C22 C21 P1 C15 -112.0(2) . . . . ?
C26 C21 P1 C9 -42.7(2) . . . . ?
C22 C21 P1 C9 136.0(2) . . . . ?
C26 C21 P1 Au1 -165.7(2) . . . . ?
C22 C21 P1 Au1 13.0(2) . . . . ?
C16 C15 P1 C21 13.9(3) . . . . ?
C20 C15 P1 C21 -171.2(2) . . . . ?
C16 C15 P1 C9 124.2(2) . . . . ?
C20 C15 P1 C9 -60.9(3) . . . . ?
C16 C15 P1 Au1 -110.7(2) . . . . ?
C20 C15 P1 Au1 64.2(3) . . . . ?
C14 C9 P1 C21 -83.7(2) . . . . ?
C10 C9 P1 C21 94.2(2) . . . . ?
C14 C9 P1 C15 164.4(2) . . . . ?
C10 C9 P1 C15 -17.7(3) . . . . ?
C14 C9 P1 Au1 39.1(2) . . . . ?
C10 C9 P1 Au1 -143.05(19) . . . . ?
C2 C1 S1 C4 0.4(2) . . . . ?
C3 C4 S1 C1 -1.2(2) . . . . ?
C5 C4 S1 C1 178.5(2) . . . . ?
C6 C5 S2 C5 0.09(14) . . . 2_756 ?
C4 C5 S2 C5 177.5(3) . . . 2_756 ?
C7 C8 Au1 P1 37(6) . . . . ?
C21 P1 Au1 C8 -44(2) . . . . ?
C15 P1 Au1 C8 77(2) . . . . ?
C9 P1 Au1 C8 -162(2) . . . . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.718 0.250 117 55 ' '
2 1.000 0.218 0.250 117 55 ' '
3 0.500 0.282 0.750 117 54 ' '
4 1.000 0.782 0.750 117 54 ' '
