#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:42:11 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179985 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/79/7027976.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7027976
loop_
_publ_author_name
'Cerrada, Elena'
'García, J. Felipe'
'Laguna, Mariano'
'Terroba, Raquel'
'Villacampa, M. Dolores'
_publ_section_title
;
 Formation of thiolene versus dithiolene species from TTBEO. Crystal
 structures of [Au(ddtCO2Et)(PPh3)] and [Sn(ddtCO2Et)2Me2]
 {TTBEO = 2,5,7,9-tetrathiabicyclo[4.3.0]non-1(6)-en-8-one;
 ddtCO2Et = 3-(ethoxycarbonylsulfanyl)-5,6-dihydro-1,4-dithiine-2-thiolate}
;
_journal_issue                   20
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3511
_journal_paper_doi               10.1039/a805064c
_journal_year                    1998
_chemical_formula_sum            'C25 H24 Au O2 P S4'
_chemical_formula_weight         712.62
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL
_cell_angle_alpha                70.85(4)
_cell_angle_beta                 87.05(4)
_cell_angle_gamma                74.24(2)
_cell_formula_units_Z            2
_cell_length_a                   9.202(5)
_cell_length_b                   11.495(6)
_cell_length_c                   13.921(7)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      13.5
_cell_measurement_theta_min      7.5
_cell_volume                     1337.6(13)
_computing_cell_refinement       Dif4
_computing_data_collection       Dif4
_computing_data_reduction        Redu4
_computing_molecular_graphics    'Siemens xp'
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       'Siemens Stoe AED-2'
_diffrn_measurement_method       Omega-theta
_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  0.0705
_diffrn_reflns_av_sigmaI/netI    0.1140
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4526
_diffrn_reflns_theta_max         24.01
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.892
_exptl_absorpt_correction_T_max  0.809
_exptl_absorpt_correction_T_min  0.619
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_description       prism
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.053
_refine_diff_density_min         -1.225
_refine_diff_density_rms         0.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.013
_refine_ls_goodness_of_fit_obs   1.064
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4193
_refine_ls_number_restraints     207
_refine_ls_restrained_S_all      0.993
_refine_ls_restrained_S_obs      1.031
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_obs          0.0541
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0278P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0919
_refine_ls_wR_factor_obs         0.0789
_reflns_number_observed          2897
_reflns_number_total             4193
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            c805064sup1.cif
_cod_data_source_block           lola8a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Psi-scan'
changed to 'psi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0278P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0278P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1337.6(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7027976
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Au Au 0.80365(6) 0.01154(5) 0.20011(4) 0.0353(2) Uani 1 d .
P P 0.8859(3) 0.1842(3) 0.1158(2) 0.0352(8) Uani 1 d .
S1 S 0.7071(3) -0.1587(3) 0.2814(2) 0.0388(8) Uani 1 d .
S2 S 0.7965(3) -0.0611(3) 0.4341(2) 0.0402(7) Uani 1 d .
S3 S 0.6223(4) -0.2661(3) 0.6105(2) 0.0544(9) Uani 1 d .
S4 S 0.5677(3) -0.3557(3) 0.4498(2) 0.0404(8) Uani 1 d .
O1 O 0.3281(9) -0.1528(8) 0.4056(6) 0.061(2) Uani 1 d U
O2 O 0.3063(8) -0.3377(7) 0.3977(6) 0.052(2) Uani 1 d U
C1 C 0.7085(11) -0.1657(9) 0.4104(7) 0.030(2) Uani 1 d U
C2 C 0.8202(13) -0.1161(11) 0.5715(8) 0.048(3) Uani 1 d U
H2A H 0.8984(13) -0.1990(11) 0.5941(8) 0.058 Uiso 1 calc R
H2B H 0.8554(13) -0.0538(11) 0.5927(8) 0.058 Uiso 1 calc R
C3 C 0.6720(13) -0.1320(10) 0.6228(8) 0.051(3) Uani 1 d U
H3A H 0.5899(13) -0.0535(10) 0.5916(8) 0.061 Uiso 1 calc R
H3B H 0.6826(13) -0.1430(10) 0.6959(8) 0.061 Uiso 1 calc R
C4 C 0.6427(11) -0.2468(9) 0.4800(7) 0.030(2) Uani 1 d U
C5 C 0.3765(12) -0.2607(11) 0.4123(8) 0.033(3) Uani 1 d U
C6 C 0.1424(13) -0.2861(12) 0.3743(10) 0.069(4) Uani 1 d U
H6A H 0.0970(13) -0.2306(12) 0.4155(10) 0.083 Uiso 1 calc R
H6B H 0.1231(13) -0.2343(12) 0.3014(10) 0.083 Uiso 1 calc R
C11 C 1.0813(12) 0.1516(9) 0.0816(7) 0.036(3) Uani 1 d DU
C12 C 1.1272(12) 0.2149(11) -0.0118(8) 0.055(3) Uani 1 d DU
H12 H 1.0544(12) 0.2715(11) -0.0640(8) 0.066 Uiso 1 calc R
C13 C 1.2812(14) 0.1956(13) -0.0297(9) 0.067(4) Uani 1 d DU
H13 H 1.3135(14) 0.2377(13) -0.0946(9) 0.081 Uiso 1 calc R
C14 C 1.3860(14) 0.1157(12) 0.0468(8) 0.059(3) Uani 1 d DU
H14 H 1.4906(14) 0.1052(12) 0.0348(8) 0.071 Uiso 1 calc R
C15 C 1.3420(12) 0.0509(11) 0.1403(9) 0.056(3) Uani 1 d DU
H15 H 1.4148(12) -0.0042(11) 0.1930(9) 0.067 Uiso 1 calc R
C16 C 1.1883(12) 0.0680(10) 0.1560(8) 0.045(3) Uani 1 d DU
H16 H 1.1562(12) 0.0210(10) 0.2192(8) 0.054 Uiso 1 calc R
C21 C 0.8748(11) 0.2891(10) 0.1894(7) 0.039(3) Uani 1 d DU
C22 C 0.9674(12) 0.3693(10) 0.1727(8) 0.046(3) Uani 1 d DU
H22 H 1.0423(12) 0.3671(10) 0.1233(8) 0.056 Uiso 1 calc R
C23 C 0.9529(13) 0.4523(10) 0.2267(9) 0.055(3) Uani 1 d DU
H23 H 1.0189(13) 0.5059(10) 0.2154(9) 0.066 Uiso 1 calc R
C24 C 0.8415(13) 0.4580(11) 0.2982(8) 0.053(3) Uani 1 d DU
H24 H 0.8280(13) 0.5183(11) 0.3333(8) 0.064 Uiso 1 calc R
C25 C 0.7509(13) 0.3752(11) 0.3175(8) 0.048(3) Uani 1 d DU
H25 H 0.6777(13) 0.3760(11) 0.3682(8) 0.058 Uiso 1 calc R
C26 C 0.7663(11) 0.2920(10) 0.2637(7) 0.039(2) Uani 1 d DU
H26 H 0.7031(11) 0.2359(10) 0.2769(7) 0.047 Uiso 1 calc R
C31 C 0.7721(12) 0.2799(11) -0.0024(8) 0.045(3) Uani 1 d DU
C32 C 0.7242(12) 0.4107(11) -0.0299(8) 0.058(3) Uani 1 d DU
H32 H 0.7493(12) 0.4537(11) 0.0120(8) 0.070 Uiso 1 calc R
C33 C 0.6387(15) 0.4794(13) -0.1195(9) 0.078(4) Uani 1 d DU
H33 H 0.6046(15) 0.5700(13) -0.1400(9) 0.093 Uiso 1 calc R
C34 C 0.6038(14) 0.4153(12) -0.1782(10) 0.073(4) Uani 1 d DU
H34 H 0.5467(14) 0.4629(12) -0.2403(10) 0.088 Uiso 1 calc R
C35 C 0.6483(14) 0.2855(13) -0.1505(8) 0.064(4) Uani 1 d DU
H35 H 0.6206(14) 0.2431(13) -0.1919(8) 0.077 Uiso 1 calc R
C36 C 0.7344(12) 0.2159(11) -0.0612(8) 0.052(3) Uani 1 d DU
H36 H 0.7670(12) 0.1252(11) -0.0407(8) 0.062 Uiso 1 calc R
C7 C 0.0791(14) -0.3884(12) 0.3970(13) 0.103(6) Uani 1 d U
H7A H -0.0301(14) -0.3561(12) 0.3819(13) 0.123 Uiso 1 calc R
H7B H 0.0984(14) -0.4388(12) 0.4693(13) 0.123 Uiso 1 calc R
H7C H 0.1245(14) -0.4426(12) 0.3557(13) 0.123 Uiso 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'
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'
O O 0.0106 0.0060 '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_publ_flag
P Au S1 176.85(12) y
C21 P C11 103.2(5) ?
C21 P C31 106.7(5) ?
C11 P C31 106.9(5) ?
C21 P Au 112.5(3) ?
C11 P Au 115.9(3) ?
C31 P Au 111.0(4) ?
C1 S1 Au 103.2(3) y
C1 S2 C2 103.7(5) y
C4 S3 C3 103.3(5) y
C4 S4 C5 100.6(5) y
C5 O2 C6 116.5(9) y
C4 C1 S2 126.0(8) y
C4 C1 S1 119.7(8) y
S2 C1 S1 114.3(5) y
C3 C2 S2 111.5(8) y
C2 C3 S3 112.0(8) y
C1 C4 S4 122.4(8) y
C1 C4 S3 128.2(8) y
S4 C4 S3 109.4(5) y
O1 C5 O2 128.6(11) y
O1 C5 S4 125.9(9) y
O2 C5 S4 105.5(8) y
C7 C6 O2 108.1(10) y
C12 C11 C16 119.4(10) ?
C12 C11 P 122.5(8) ?
C16 C11 P 117.8(8) ?
C11 C12 C13 119.7(10) ?
C14 C13 C12 119.9(11) ?
C15 C14 C13 121.1(12) ?
C14 C15 C16 118.3(11) ?
C11 C16 C15 121.5(10) ?
C22 C21 C26 119.0(10) ?
C22 C21 P 121.7(8) ?
C26 C21 P 119.3(8) ?
C23 C22 C21 120.8(10) ?
C22 C23 C24 120.1(11) ?
C25 C24 C23 119.4(11) ?
C26 C25 C24 120.2(10) ?
C25 C26 C21 120.4(10) ?
C32 C31 C36 121.3(11) ?
C32 C31 P 120.9(9) ?
C36 C31 P 117.8(8) ?
C31 C32 C33 119.1(12) ?
C34 C33 C32 119.3(13) ?
C35 C34 C33 122.0(12) ?
C34 C35 C36 119.2(12) ?
C31 C36 C35 119.1(11) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Au P 2.255(3) y
Au S1 2.299(3) y
P C21 1.803(11) ?
P C11 1.806(11) ?
P C31 1.837(12) y
S1 C1 1.772(10) y
S2 C1 1.740(10) y
S2 C2 1.811(10) y
S3 C4 1.763(10) y
S3 C3 1.783(11) y
S4 C4 1.750(10) y
S4 C5 1.799(11) y
O1 C5 1.172(11) y
O2 C5 1.298(11) y
O2 C6 1.473(12) y
C1 C4 1.352(12) y
C2 C3 1.533(14) y
C6 C7 1.391(14) y
C11 C12 1.374(12) ?
C11 C16 1.380(12) ?
C12 C13 1.396(13) ?
C13 C14 1.375(14) ?
C14 C15 1.374(13) ?
C15 C16 1.390(13) ?
C21 C22 1.377(12) ?
C21 C26 1.402(12) ?
C22 C23 1.372(13) ?
C23 C24 1.396(13) ?
C24 C25 1.383(13) ?
C25 C26 1.372(12) ?
C31 C32 1.372(13) ?
C31 C36 1.376(13) ?
C32 C33 1.384(14) ?
C33 C34 1.365(15) ?
C34 C35 1.360(14) ?
C35 C36 1.385(13) ?
