#------------------------------------------------------------------------------
#$Date: 2019-11-23 11:31:21 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233091 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/85/4348559.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_4348559
loop_
_publ_author_name
'González-Barcia, Luis M'
'Romero, María J'
'González Noya, Ana M'
'Bermejo, Manuel R.'
'Maneiro, Marcelino'
'Zaragoza, Guillermo'
'Pedrido, Rosa'
_publ_section_title
;
 "The Golden Method": Electrochemical Synthesis Is an Efficient
 Route to Gold Complexes.
;
_journal_issue                   16
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7823
_journal_page_last               7825
_journal_paper_doi               10.1021/acs.inorgchem.6b01362
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C42 H38 Au2 N6 P2 S2 '
_chemical_formula_sum            'C42 H38 Au2 N6 P2 S2'
_chemical_formula_weight         1146.78
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2016-07-05T09:16:43-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 102.501(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.8900(7)
_cell_length_b                   8.5766(5)
_cell_length_c                   18.6133(11)
_cell_measurement_reflns_used    1996
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.21
_cell_measurement_theta_min      2.62
_cell_measurement_wavelength     0.71073
_cell_volume                     2009.0(2)
_computing_cell_refinement       'APPEX2v2014.11-0 (BRUKER AXS, 2005)'
_computing_data_collection       'APPEX2v2014.11-0 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2v2014.11-0 (BRUKER AXS, 2005)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'DIRDIF-2008 (Beurskens et al., 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            43623
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.031
_diffrn_reflns_theta_min         2.159
_exptl_absorpt_coefficient_mu    7.517
_exptl_absorpt_correction_T_max  0.3440
_exptl_absorpt_correction_T_min  0.2005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS-2014/5'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.763
_refine_diff_density_min         -1.167
_refine_diff_density_rms         0.138
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     248
_refine_ls_number_reflns         5869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0157P)²+1.2707P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0437
_refine_ls_wR_factor_ref         0.0455
_reflns_Friedel_coverage         0
_reflns_number_gt                5051
_reflns_number_total             5869
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b01362_si_002.cif
_cod_data_source_block           AuHLPMeSE
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C42 H38 Au2 N6 P2 S2 '
_cod_database_code               4348559
_shelx_estimated_absorpt_t_min   0.227
_shelx_estimated_absorpt_t_max   0.419
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Au1 Au 0.02967(2) 0.15906(2) 0.37879(2) 0.01209(3) Uani 1 1 d . .
C1 C 0.4107(2) -0.2579(4) 0.73234(17) 0.0227(7) Uani 1 1 d . .
H1A H 0.426 -0.2314 0.6845 0.034 Uiso 1 1 calc R U
H1B H 0.4605 -0.3382 0.7562 0.034 Uiso 1 1 calc R U
H1C H 0.4184 -0.1647 0.7635 0.034 Uiso 1 1 calc R U
N1 N 0.30342(18) -0.3162(3) 0.72185(14) 0.0176(5) Uani 1 1 d . .
H1N H 0.289(2) -0.406(4) 0.7402(17) 0.021 Uiso 1 1 d . U
C2 C 0.2182(2) -0.2369(3) 0.68388(14) 0.0128(5) Uani 1 1 d . .
S1 S 0.09810(5) -0.33851(8) 0.67605(4) 0.01535(14) Uani 1 1 d . .
N2 N 0.23588(17) -0.0996(3) 0.65684(12) 0.0144(5) Uani 1 1 d . .
N3 N 0.14493(17) -0.0319(3) 0.61570(12) 0.0122(4) Uani 1 1 d . .
C3 C 0.1585(2) 0.0784(3) 0.57157(14) 0.0133(5) Uani 1 1 d . .
H3 H 0.0954 0.1225 0.5429 0.016 Uiso 1 1 calc R U
C4 C 0.2593(2) 0.1458(3) 0.55946(15) 0.0133(5) Uani 1 1 d . .
C5 C 0.3298(2) 0.2199(3) 0.61707(16) 0.0180(6) Uani 1 1 d . .
H5 H 0.3166 0.2175 0.6653 0.022 Uiso 1 1 calc R U
C6 C 0.4187(2) 0.2966(3) 0.60446(17) 0.0202(6) Uani 1 1 d . .
H6 H 0.4661 0.3461 0.6441 0.024 Uiso 1 1 calc R U
C7 C 0.4387(2) 0.3015(3) 0.53468(18) 0.0198(6) Uani 1 1 d . .
H7 H 0.4994 0.3553 0.5262 0.024 Uiso 1 1 calc R U
C8 C 0.3703(2) 0.2281(3) 0.47678(17) 0.0171(6) Uani 1 1 d . .
H8 H 0.3846 0.2318 0.4288 0.021 Uiso 1 1 calc R U
C9 C 0.2806(2) 0.1488(3) 0.48837(15) 0.0124(5) Uani 1 1 d . .
P1 P 0.18972(5) 0.04812(8) 0.41437(4) 0.01179(14) Uani 1 1 d . .
C10 C 0.1893(2) -0.1501(3) 0.44932(15) 0.0142(5) Uani 1 1 d . .
C11 C 0.2760(2) -0.2134(3) 0.49824(16) 0.0189(6) Uani 1 1 d . .
H11 H 0.3392 -0.1542 0.5136 0.023 Uiso 1 1 calc R U
C12 C 0.2695(3) -0.3635(3) 0.52428(18) 0.0274(7) Uani 1 1 d . .
H12 H 0.3285 -0.4074 0.5577 0.033 Uiso 1 1 calc R U
C13 C 0.1781(3) -0.4494(3) 0.50213(18) 0.0288(8) Uani 1 1 d . .
H13 H 0.1744 -0.5522 0.5204 0.035 Uiso 1 1 calc R U
C14 C 0.0925(3) -0.3880(4) 0.45387(18) 0.0266(7) Uani 1 1 d . .
H14 H 0.0297 -0.4483 0.4389 0.032 Uiso 1 1 calc R U
C15 C 0.0971(2) -0.2377(3) 0.42671(16) 0.0179(6) Uani 1 1 d . .
H15 H 0.0378 -0.1951 0.393 0.021 Uiso 1 1 calc R U
C16 C 0.2570(2) 0.0352(3) 0.33830(15) 0.0144(5) Uani 1 1 d . .
C17 C 0.3581(2) -0.0311(3) 0.34676(16) 0.0172(6) Uani 1 1 d . .
H17 H 0.3941 -0.0687 0.3935 0.021 Uiso 1 1 calc R U
C18 C 0.4053(2) -0.0420(3) 0.28738(17) 0.0231(7) Uani 1 1 d . .
H18 H 0.4744 -0.0857 0.2935 0.028 Uiso 1 1 calc R U
C19 C 0.3531(3) 0.0103(4) 0.21901(18) 0.0279(7) Uani 1 1 d . .
H19 H 0.3859 0.0019 0.1781 0.033 Uiso 1 1 calc R U
C20 C 0.2529(3) 0.0748(4) 0.21004(18) 0.0310(8) Uani 1 1 d . .
H20 H 0.2166 0.1097 0.1629 0.037 Uiso 1 1 calc R U
C21 C 0.2056(3) 0.0885(4) 0.26928(17) 0.0248(7) Uani 1 1 d . .
H21 H 0.1372 0.1347 0.2629 0.03 Uiso 1 1 calc R U
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'
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
P1 Au1 S1 158.79(3) . 3_556
P1 Au1 N3 125.28(5) . 3_556
S1 Au1 N3 75.54(5) 3_556 3_556
N1 C1 H1A 109.5 . .
N1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
N1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C2 N1 C1 122.8(2) . .
C2 N1 H1N 115(2) . .
C1 N1 H1N 122(2) . .
N2 C2 N1 117.4(2) . .
N2 C2 S1 129.3(2) . .
N1 C2 S1 113.3(2) . .
C2 S1 Au1 103.68(9) . 3_556
C2 N2 N3 113.0(2) . .
C3 N3 N2 116.4(2) . .
C3 N3 Au1 126.04(17) . 3_556
N2 N3 Au1 116.97(16) . 3_556
N3 C3 C4 128.8(2) . .
N3 C3 H3 115.6 . .
C4 C3 H3 115.6 . .
C5 C4 C9 119.1(2) . .
C5 C4 C3 120.4(3) . .
C9 C4 C3 120.3(2) . .
C6 C5 C4 120.6(3) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C7 C6 C5 120.3(3) . .
C7 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
C6 C7 C8 120.1(3) . .
C6 C7 H7 120 . .
C8 C7 H7 120 . .
C7 C8 C9 120.6(3) . .
C7 C8 H8 119.7 . .
C9 C8 H8 119.7 . .
C8 C9 C4 119.3(3) . .
C8 C9 P1 122.2(2) . .
C4 C9 P1 118.5(2) . .
C16 P1 C10 105.11(12) . .
C16 P1 C9 106.31(13) . .
C10 P1 C9 102.92(12) . .
C16 P1 Au1 111.11(9) . .
C10 P1 Au1 115.38(9) . .
C9 P1 Au1 115.05(8) . .
C11 C10 C15 120.0(3) . .
C11 C10 P1 122.3(2) . .
C15 C10 P1 117.7(2) . .
C12 C11 C10 119.4(3) . .
C12 C11 H11 120.3 . .
C10 C11 H11 120.3 . .
C13 C12 C11 120.4(3) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C14 C13 C12 120.5(3) . .
C14 C13 H13 119.8 . .
C12 C13 H13 119.8 . .
C13 C14 C15 120.2(3) . .
C13 C14 H14 119.9 . .
C15 C14 H14 119.9 . .
C14 C15 C10 119.4(3) . .
C14 C15 H15 120.3 . .
C10 C15 H15 120.3 . .
C21 C16 C17 118.9(3) . .
C21 C16 P1 119.2(2) . .
C17 C16 P1 121.8(2) . .
C18 C17 C16 120.1(3) . .
C18 C17 H17 120 . .
C16 C17 H17 120 . .
C17 C18 C19 120.4(3) . .
C17 C18 H18 119.8 . .
C19 C18 H18 119.8 . .
C18 C19 C20 119.9(3) . .
C18 C19 H19 120 . .
C20 C19 H19 120 . .
C21 C20 C19 120.1(3) . .
C21 C20 H20 119.9 . .
C19 C20 H20 119.9 . .
C20 C21 C16 120.5(3) . .
C20 C21 H21 119.7 . .
C16 C21 H21 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 P1 2.2380(7) .
Au1 S1 2.3228(7) 3_556
Au1 N3 2.523(2) 3_556
C1 N1 1.443(4) .
C1 H1A 0.98 .
C1 H1B 0.98 .
C1 H1C 0.98 .
N1 C2 1.353(3) .
N1 H1N 0.88(3) .
C2 N2 1.320(3) .
C2 S1 1.755(3) .
S1 Au1 2.3227(7) 3_556
N2 N3 1.382(3) .
N3 C3 1.290(3) .
N3 Au1 2.523(2) 3_556
C3 C4 1.484(4) .
C3 H3 0.95 .
C4 C5 1.399(4) .
C4 C9 1.409(4) .
C5 C6 1.384(4) .
C5 H5 0.95 .
C6 C7 1.379(4) .
C6 H6 0.95 .
C7 C8 1.387(4) .
C7 H7 0.95 .
C8 C9 1.398(4) .
C8 H8 0.95 .
C9 P1 1.821(3) .
P1 C16 1.816(3) .
P1 C10 1.821(3) .
C10 C11 1.390(4) .
C10 C15 1.391(4) .
C11 C12 1.385(4) .
C11 H11 0.95 .
C12 C13 1.375(5) .
C12 H12 0.95 .
C13 C14 1.369(5) .
C13 H13 0.95 .
C14 C15 1.391(4) .
C14 H14 0.95 .
C15 H15 0.95 .
C16 C21 1.389(4) .
C16 C17 1.400(4) .
C17 C18 1.376(4) .
C17 H17 0.95 .
C18 C19 1.380(4) .
C18 H18 0.95 .
C19 C20 1.381(4) .
C19 H19 0.95 .
C20 C21 1.376(4) .
C20 H20 0.95 .
C21 H21 0.95 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N N2 0.88(3) 2.60(3) 3.429(3) 156(3) 2_546
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_4
C1 N1 C2 N2 -1.1(4) . .
C1 N1 C2 S1 177.2(2) . .
N2 C2 S1 Au1 -8.3(3) . 3_556
N1 C2 S1 Au1 173.57(18) . 3_556
N1 C2 N2 N3 176.7(2) . .
S1 C2 N2 N3 -1.4(4) . .
C2 N2 N3 C3 -161.6(2) . .
C2 N2 N3 Au1 10.4(3) . 3_556
N2 N3 C3 C4 -1.2(4) . .
Au1 N3 C3 C4 -172.3(2) 3_556 .
N3 C3 C4 C5 -61.9(4) . .
N3 C3 C4 C9 124.0(3) . .
C9 C4 C5 C6 0.8(4) . .
C3 C4 C5 C6 -173.5(3) . .
C4 C5 C6 C7 0.2(4) . .
C5 C6 C7 C8 -0.7(4) . .
C6 C7 C8 C9 0.1(4) . .
C7 C8 C9 C4 0.9(4) . .
C7 C8 C9 P1 -179.1(2) . .
C5 C4 C9 C8 -1.3(4) . .
C3 C4 C9 C8 172.9(2) . .
C5 C4 C9 P1 178.6(2) . .
C3 C4 C9 P1 -7.1(3) . .
C8 C9 P1 C16 13.4(3) . .
C4 C9 P1 C16 -166.5(2) . .
C8 C9 P1 C10 123.7(2) . .
C4 C9 P1 C10 -56.3(2) . .
C8 C9 P1 Au1 -110.0(2) . .
C4 C9 P1 Au1 70.1(2) . .
C16 P1 C10 C11 82.6(3) . .
C9 P1 C10 C11 -28.5(3) . .
Au1 P1 C10 C11 -154.6(2) . .
C16 P1 C10 C15 -98.8(2) . .
C9 P1 C10 C15 150.1(2) . .
Au1 P1 C10 C15 24.0(2) . .
C15 C10 C11 C12 -0.3(4) . .
P1 C10 C11 C12 178.3(2) . .
C10 C11 C12 C13 -0.1(4) . .
C11 C12 C13 C14 0.2(5) . .
C12 C13 C14 C15 0.0(5) . .
C13 C14 C15 C10 -0.3(4) . .
C11 C10 C15 C14 0.5(4) . .
P1 C10 C15 C14 -178.1(2) . .
C10 P1 C16 C21 124.1(2) . .
C9 P1 C16 C21 -127.2(2) . .
Au1 P1 C16 C21 -1.4(3) . .
C10 P1 C16 C17 -54.0(3) . .
C9 P1 C16 C17 54.7(3) . .
Au1 P1 C16 C17 -179.5(2) . .
C21 C16 C17 C18 0.4(4) . .
P1 C16 C17 C18 178.5(2) . .
C16 C17 C18 C19 -0.9(5) . .
C17 C18 C19 C20 0.4(5) . .
C18 C19 C20 C21 0.7(5) . .
C19 C20 C21 C16 -1.2(5) . .
C17 C16 C21 C20 0.6(5) . .
P1 C16 C21 C20 -177.5(3) . .
