#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:19:12 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179837 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/33/7013375.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_7013375
loop_
_publ_author_name
'Elena Barreiro'
'José S. Casas'
'María D. Couce'
'Agustín Sánchez'
'José Sordo'
'José M. Varela'
'Ezequiel M. Vázquez-López'
_publ_section_title
;
 Au--O Interactions and others in triphenylphosphinegold(I)
 sulfanylpropenoates with diverse structures
;
_journal_issue                   24
_journal_name_full               'Dalton Trans.'
_journal_page_first              4754
_journal_page_last               4761
_journal_paper_doi               10.1039/b307192h
_journal_year                    2003
_chemical_formula_sum            'C45 H42 Au2 O4 P2 S2'
_chemical_formula_weight         1166.78
_chemical_name_common
;
mu-3-(2-furyl)-2-sulfanylpropenoate-1:2kappaS:2kappaO'-
bis(triphenylphosphine-1kappaP,2kappaP)-digold
;
_chemical_name_systematic
;
mu-3-(2-furyl)-2-sulfanylpropenoate-1:2kappaS:2kappaO'-
bis(triphenylphosphine-1kappaP,2kappaP)-digold
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 111.560(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.106(3)
_cell_length_b                   13.354(2)
_cell_length_c                   16.268(2)
_cell_measurement_temperature    293(2)
_cell_volume                     4264.3(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.1183
_diffrn_reflns_av_sigmaI/netI    0.4064
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21094
_diffrn_reflns_theta_full        28.05
_diffrn_reflns_theta_max         28.05
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    7.087
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.770330
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2256
_exptl_crystal_size_max          .06
_exptl_crystal_size_mid          .06
_exptl_crystal_size_min          .05
_refine_diff_density_max         1.192
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.206
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.783
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         9146
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.783
_refine_ls_R_factor_all          0.2542
_refine_ls_R_factor_gt           0.0625
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0593P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1477
_refine_ls_wR_factor_ref         0.1821
_reflns_number_gt                2533
_reflns_number_total             9146
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b307192h.txt
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        4264.4(11)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7013375
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
S1 S 0.2804(3) 0.7458(4) 0.0436(3) 0.0525(16) Uani 1 1 d . . .
S2 S 0.1941(3) 0.7433(5) -0.1648(4) 0.082(2) Uani 1 1 d . . .
O11 O 0.2732(9) 0.8688(12) 0.1920(11) 0.095(6) Uani 1 1 d . . .
O12 O 0.1764(9) 0.9609(14) 0.1148(12) 0.109(7) Uani 1 1 d . . .
C1 C 0.2192(13) 0.898(2) 0.1219(14) 0.067(8) Uani 1 1 d . . .
C2 C 0.2169(11) 0.8308(13) 0.0385(14) 0.055(6) Uani 1 1 d . . .
C3 C 0.1621(11) 0.8467(15) -0.0328(14) 0.063(7) Uani 1 1 d . . .
H3 H 0.1304 0.8898 -0.0242 0.075 Uiso 1 1 calc R . .
C4 C 0.1430(11) 0.8092(14) -0.1209(14) 0.055(6) Uani 1 1 d . . .
C5 C 0.0788(12) 0.8144(19) -0.187(2) 0.098(10) Uani 1 1 d . . .
H5 H 0.0434 0.8477 -0.1777 0.118 Uiso 1 1 calc R . .
C6 C 0.0682(15) 0.768(2) -0.270(2) 0.118(12) Uani 1 1 d . . .
H6 H 0.0275 0.7659 -0.3183 0.142 Uiso 1 1 calc R . .
C7 C 0.1248(12) 0.7299(18) -0.2649(13) 0.076(8) Uani 1 1 d . . .
H7 H 0.1292 0.6963 -0.3126 0.092 Uiso 1 1 calc R . .
Au1 Au 0.32912(4) 0.69621(6) 0.19341(5) 0.0537(3) Uani 1 1 d . . .
P1 P 0.39302(19) 0.6162(3) 0.3182(2) 0.0468(15) Uani 1 1 d . . .
C111 C 0.44442(19) 0.6996(3) 0.4021(2) 0.063(6) Uani 1 1 d R . .
C112 C 0.51398(19) 0.6829(3) 0.4435(2) 0.060(6) Uani 1 1 d R . .
H112 H 0.5338 0.6266 0.4292 0.072 Uiso 1 1 calc R . .
C113 C 0.55393(19) 0.7504(3) 0.5063(2) 0.078(8) Uani 1 1 d R . .
H113 H 0.6005 0.7392 0.5340 0.093 Uiso 1 1 calc R . .
C114 C 0.52433(19) 0.8345(3) 0.5276(2) 0.090(9) Uani 1 1 d R . .
H114 H 0.5511 0.8796 0.5696 0.108 Uiso 1 1 calc R . .
C115 C 0.45477(19) 0.8512(3) 0.4861(2) 0.075(8) Uani 1 1 d R . .
H115 H 0.4350 0.9075 0.5004 0.091 Uiso 1 1 calc R . .
C116 C 0.41482(19) 0.7837(3) 0.4234(2) 0.063(7) Uani 1 1 d R . .
H116 H 0.3683 0.7949 0.3956 0.075 Uiso 1 1 calc R . .
C121 C 0.34584(19) 0.5427(3) 0.3700(2) 0.047(6) Uani 1 1 d R . .
C122 C 0.35902(19) 0.5512(3) 0.4599(2) 0.052(6) Uani 1 1 d R . .
H122 H 0.3909 0.5973 0.4939 0.063 Uiso 1 1 calc R . .
C123 C 0.32450(19) 0.4907(3) 0.4991(2) 0.090(9) Uani 1 1 d R . .
H123 H 0.3333 0.4964 0.5593 0.108 Uiso 1 1 calc R . .
C124 C 0.27680(19) 0.4217(3) 0.4484(2) 0.100(9) Uani 1 1 d R . .
H124 H 0.2537 0.3813 0.4746 0.120 Uiso 1 1 calc R . .
C125 C 0.26362(19) 0.4133(3) 0.3585(2) 0.126(12) Uani 1 1 d R . .
H125 H 0.2317 0.3671 0.3245 0.151 Uiso 1 1 calc R . .
C126 C 0.29814(19) 0.4738(3) 0.3192(2) 0.098(9) Uani 1 1 d R . .
H126 H 0.2893 0.4681 0.2591 0.117 Uiso 1 1 calc R . .
C131 C 0.45072(19) 0.5274(3) 0.2962(2) 0.041(5) Uani 1 1 d R . .
C132 C 0.47725(19) 0.5489(3) 0.2316(2) 0.071(7) Uani 1 1 d R . .
H132 H 0.4637 0.6065 0.1975 0.085 Uiso 1 1 calc R . .
C133 C 0.52407(19) 0.4842(3) 0.2180(2) 0.086(8) Uani 1 1 d R . .
H133 H 0.5418 0.4986 0.1748 0.103 Uiso 1 1 calc R . .
C134 C 0.54438(19) 0.3981(3) 0.2690(2) 0.077(8) Uani 1 1 d R . .
H134 H 0.5757 0.3549 0.2599 0.093 Uiso 1 1 calc R . .
C135 C 0.51785(19) 0.3767(3) 0.3336(2) 0.062(7) Uani 1 1 d R . .
H135 H 0.5314 0.3191 0.3677 0.074 Uiso 1 1 calc R . .
C136 C 0.47103(19) 0.4413(3) 0.3472(2) 0.067(7) Uani 1 1 d R . .
H136 H 0.4533 0.4270 0.3904 0.080 Uiso 1 1 calc R . .
Au2 Au 0.22595(5) 0.59146(6) 0.03534(6) 0.0608(3) Uani 1 1 d . . .
P2 P 0.1787(2) 0.4372(3) 0.0222(3) 0.0555(17) Uani 1 1 d . . .
C211 C 0.1484(2) 0.3923(3) -0.0918(3) 0.048(6) Uani 1 1 d R . .
C212 C 0.1399(2) 0.2908(3) -0.1119(3) 0.094(9) Uani 1 1 d R . .
H212 H 0.1501 0.2438 -0.0667 0.112 Uiso 1 1 calc R . .
C213 C 0.1162(2) 0.2597(3) -0.1996(3) 0.114(11) Uani 1 1 d R . .
H213 H 0.1105 0.1918 -0.2130 0.137 Uiso 1 1 calc R . .
C214 C 0.1009(2) 0.3300(3) -0.2671(3) 0.089(10) Uani 1 1 d R . .
H214 H 0.0851 0.3092 -0.3257 0.107 Uiso 1 1 calc R . .
C215 C 0.1094(2) 0.4315(3) -0.2470(3) 0.088(9) Uani 1 1 d R . .
H215 H 0.0992 0.4785 -0.2921 0.105 Uiso 1 1 calc R . .
C216 C 0.1332(2) 0.4626(3) -0.1593(3) 0.068(7) Uani 1 1 d R . .
H216 H 0.1388 0.5305 -0.1458 0.081 Uiso 1 1 calc R . .
C221 C 0.2395(2) 0.3468(3) 0.0841(3) 0.057(7) Uani 1 1 d R . .
C222 C 0.3080(2) 0.3630(3) 0.1000(3) 0.073(7) Uani 1 1 d R . .
H222 H 0.3215 0.4200 0.0778 0.087 Uiso 1 1 calc R . .
C223 C 0.3565(2) 0.2941(3) 0.1491(3) 0.078(7) Uani 1 1 d R . .
H223 H 0.4024 0.3049 0.1598 0.094 Uiso 1 1 calc R . .
C224 C 0.3364(2) 0.2089(3) 0.1823(3) 0.092(9) Uani 1 1 d R . .
H224 H 0.3689 0.1628 0.2152 0.111 Uiso 1 1 calc R . .
C225 C 0.2679(2) 0.1927(3) 0.1664(3) 0.092(8) Uani 1 1 d R . .
H225 H 0.2544 0.1357 0.1886 0.111 Uiso 1 1 calc R . .
C226 C 0.2194(2) 0.2616(3) 0.1172(3) 0.070(7) Uani 1 1 d R . .
H226 H 0.1735 0.2508 0.1065 0.084 Uiso 1 1 calc R . .
C231 C 0.1058(2) 0.4250(3) 0.0589(3) 0.078(8) Uani 1 1 d R . .
C232 C 0.1061(2) 0.4766(3) 0.1332(3) 0.097(9) Uani 1 1 d R . .
H232 H 0.1417 0.5199 0.1627 0.117 Uiso 1 1 calc R . .
C233 C 0.0530(2) 0.4636(3) 0.1636(3) 0.125(14) Uani 1 1 d R . .
H233 H 0.0532 0.4982 0.2133 0.150 Uiso 1 1 calc R . .
C234 C -0.0003(2) 0.3989(3) 0.1196(3) 0.135(16) Uani 1 1 d R . .
H234 H -0.0357 0.3902 0.1399 0.162 Uiso 1 1 calc R . .
C235 C -0.0005(2) 0.3473(3) 0.0453(3) 0.148(15) Uani 1 1 d R . .
H235 H -0.0362 0.3040 0.0159 0.178 Uiso 1 1 calc R . .
C236 C 0.0525(2) 0.3603(3) 0.0149(3) 0.094(9) Uani 1 1 d R . .
H236 H 0.0523 0.3258 -0.0348 0.112 Uiso 1 1 calc R . .
O1M O 0.3379(10) 1.0036(13) 0.3247(13) 0.101(6) Uani 1 1 d . . .
H1M H 0.3402 0.9428 0.3188 0.152 Uiso 1 1 calc R . .
C1M C 0.3030(13) 1.022(3) 0.3730(19) 0.135(14) Uani 1 1 d . . .
H1M1 H 0.3069 0.9665 0.4122 0.202 Uiso 1 1 calc R . .
H1M2 H 0.2561 1.0313 0.3360 0.202 Uiso 1 1 calc R . .
H1M3 H 0.3200 1.0814 0.4070 0.202 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 0.0000 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'
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 S1 Au2 102.7(7) . . ?
C2 S1 Au1 105.6(8) . . ?
Au2 S1 Au1 80.27(16) . . ?
C4 S2 C7 90.1(11) . . ?
C4 S2 Au2 81.6(7) . . ?
C7 S2 Au2 125.7(8) . . ?
C1 O11 Au1 120.5(16) . . ?
O12 C1 O11 131(2) . . ?
O12 C1 C2 121(2) . . ?
O11 C1 C2 108(2) . . ?
C3 C2 C1 113.3(19) . . ?
C3 C2 S1 124.0(18) . . ?
C1 C2 S1 122.7(17) . . ?
C2 C3 C4 131(2) . . ?
C5 C4 C3 127(2) . . ?
C5 C4 S2 106.4(19) . . ?
C3 C4 S2 127.0(16) . . ?
C4 C5 C6 119(3) . . ?
C7 C6 C5 107(3) . . ?
C6 C7 S2 117(2) . . ?
P1 Au1 S1 162.12(17) . . ?
P1 Au1 O11 123.4(4) . . ?
S1 Au1 O11 73.6(4) . . ?
P1 Au1 Au2 123.44(10) . . ?
S1 Au1 Au2 49.50(13) . . ?
O11 Au1 Au2 102.7(4) . . ?
C111 P1 C121 105.5 . . ?
C111 P1 C131 107.0 . . ?
C121 P1 C131 105.1 . . ?
C111 P1 Au1 112.74(10) . . ?
C121 P1 Au1 115.26(11) . . ?
C131 P1 Au1 110.63(11) . . ?
C112 C111 C116 120.0 . . ?
C112 C111 P1 120.5 . . ?
C116 C111 P1 119.5 . . ?
C113 C112 C111 120.0 . . ?
C112 C113 C114 120.0 . . ?
C113 C114 C115 120.0 . . ?
C114 C115 C116 120.0 . . ?
C115 C116 C111 120.0 . . ?
C122 C121 C126 120.0 . . ?
C122 C121 P1 120.9 . . ?
C126 C121 P1 119.0 . . ?
C123 C122 C121 120.0 . . ?
C122 C123 C124 120.0 . . ?
C125 C124 C123 120.0 . . ?
C126 C125 C124 120.0 . . ?
C125 C126 C121 120.0 . . ?
C132 C131 C136 120.0 . . ?
C132 C131 P1 119.8 . . ?
C136 C131 P1 120.1 . . ?
C133 C132 C131 120.0 . . ?
C132 C133 C134 120.0 . . ?
C133 C134 C135 120.0 . . ?
C136 C135 C134 120.0 . . ?
C135 C136 C131 120.0 . . ?
P2 Au2 S1 175.53(19) . . ?
P2 Au2 Au1 130.83(11) . . ?
S1 Au2 Au1 50.24(12) . . ?
P2 Au2 S2 119.12(15) . . ?
S1 Au2 S2 59.45(16) . . ?
Au1 Au2 S2 109.67(11) . . ?
C221 P2 C211 105.2 . . ?
C221 P2 C231 105.7 . . ?
C211 P2 C231 106.1 . . ?
C221 P2 Au2 111.25(10) . . ?
C211 P2 Au2 111.84(11) . . ?
C231 P2 Au2 116.03(11) . . ?
C212 C211 C216 120.0 . . ?
C212 C211 P2 121.7 . . ?
C216 C211 P2 118.3 . . ?
C211 C212 C213 120.0 . . ?
C214 C213 C212 120.0 . . ?
C213 C214 C215 120.0 . . ?
C214 C215 C216 120.0 . . ?
C215 C216 C211 120.0 . . ?
C222 C221 C226 120.0 . . ?
C222 C221 P2 119.0 . . ?
C226 C221 P2 121.0 . . ?
C221 C222 C223 120.0 . . ?
C224 C223 C222 120.0 . . ?
C223 C224 C225 120.0 . . ?
C224 C225 C226 120.0 . . ?
C225 C226 C221 120.0 . . ?
C232 C231 C236 120.0 . . ?
C232 C231 P2 119.9 . . ?
C236 C231 P2 120.0 . . ?
C233 C232 C231 120.0 . . ?
C232 C233 C234 120.0 . . ?
C233 C234 C235 120.0 . . ?
C234 C235 C236 120.0 . . ?
C235 C236 C231 120.0 . . ?
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
S1 C2 1.73(2) . ?
S1 Au2 2.339(5) . ?
S1 Au1 2.365(5) . ?
S2 C4 1.74(2) . ?
S2 C7 1.75(2) . ?
S2 Au2 3.682(6) . ?
O11 C1 1.34(2) . ?
O11 Au1 2.586(15) . ?
O12 C1 1.21(3) . ?
C1 C2 1.61(3) . ?
C2 C3 1.32(2) . ?
C3 C4 1.43(3) . ?
C4 C5 1.39(3) . ?
C5 C6 1.42(3) . ?
C6 C7 1.27(3) . ?
Au1 P1 2.252(4) . ?
Au1 Au2 3.0325(12) . ?
P1 C111 1.7863 . ?
P1 C121 1.8104 . ?
P1 C131 1.8267 . ?
C111 C112 1.3900 . ?
C111 C116 1.3900 . ?
C112 C113 1.3900 . ?
C113 C114 1.3900 . ?
C114 C115 1.3900 . ?
C115 C116 1.3900 . ?
C121 C122 1.3900 . ?
C121 C126 1.3900 . ?
C122 C123 1.3900 . ?
C123 C124 1.3900 . ?
C124 C125 1.3900 . ?
C125 C126 1.3900 . ?
C131 C132 1.3900 . ?
C131 C136 1.3900 . ?
C132 C133 1.3900 . ?
C133 C134 1.3900 . ?
C134 C135 1.3900 . ?
C135 C136 1.3900 . ?
Au2 P2 2.265(4) . ?
P2 C221 1.7794 . ?
P2 C211 1.8262 . ?
P2 C231 1.8511 . ?
C211 C212 1.3900 . ?
C211 C216 1.3900 . ?
C212 C213 1.3900 . ?
C213 C214 1.3900 . ?
C214 C215 1.3900 . ?
C215 C216 1.3900 . ?
C221 C222 1.3900 . ?
C221 C226 1.3900 . ?
C222 C223 1.3900 . ?
C223 C224 1.3900 . ?
C224 C225 1.3900 . ?
C225 C226 1.3900 . ?
C231 C232 1.3900 . ?
C231 C236 1.3900 . ?
C232 C233 1.3900 . ?
C233 C234 1.3900 . ?
C234 C235 1.3900 . ?
C235 C236 1.3900 . ?
O1M C1M 1.28(2) . ?
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
O1M H1M O11 0.82 2.26 2.76(2) 119.7 .
C133 H133 O1M 0.93 2.54 3.24(2) 133.1 2_645
