#------------------------------------------------------------------------------
#$Date: 2016-12-06 00:23:22 +0100 (mar 06 de dic de 2016) $
#$Revision: 188927 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/63/7016397.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_7016397
loop_
_publ_author_name
'Wetzel, Corinna'
'Kunz, Peter C.'
'Kassack, Matthias U.'
'Hamacher, Alexandra'
'Böhler, Philip'
'Watjen, Wim'
'Ott, Ingo'
'Rubbiani, Riccardo'
'Spingler, Bernhard'
_publ_section_title
;
 Gold(i) complexes of water-soluble diphos-type ligands: Synthesis,
 anticancer activity, apoptosis and thioredoxin reductase inhibition.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9212
_journal_page_last               9220
_journal_paper_doi               10.1039/c1dt10368g
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C30 H26 Au2 Cl2 N4 O3 P2 S4'
_chemical_formula_weight         1145.56
_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-97
_cell_angle_alpha                94.260(3)
_cell_angle_beta                 93.131(3)
_cell_angle_gamma                97.282(3)
_cell_formula_units_Z            1
_cell_length_a                   8.0992(3)
_cell_length_b                   9.9494(3)
_cell_length_c                   11.4694(4)
_cell_measurement_reflns_used    8189
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      34.8315
_cell_measurement_theta_min      2.5354
_cell_volume                     912.32(5)
_computing_cell_refinement       'CrysAlisPro (Oxford, 2007)'
_computing_data_collection       'CrysAlisPro (Oxford, 2007)'
_computing_data_reduction        'CrysAlisPro (Oxford, 2007)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-97 (Altomare, 1999)'
_diffrn_ambient_temperature      183(2)
_diffrn_detector_area_resol_mean 10.4498
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Oxford Xcalibur Ruby CCD'
_diffrn_measurement_method       'ο oscillation scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0492
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15195
_diffrn_reflns_theta_full        33.14
_diffrn_reflns_theta_max         33.14
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    8.532
_exptl_absorpt_correction_T_max  0.7265
_exptl_absorpt_correction_T_min  0.3943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.085
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.173
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         6962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0479P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0893
_reflns_number_gt                5537
_reflns_number_total             6962
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10368g.txt
_cod_data_source_block           kp290510
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7016397
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_attached_hydrogens
C1 C 0.5263(5) 0.4920(4) 0.5638(3) 0.0266(7) Uani 1 1 d . 0
H1A H 0.5662 0.4027 0.5699 0.032 Uiso 1 1 calc R 0
H1B H 0.4290 0.4952 0.6121 0.032 Uiso 1 1 calc R 0
C2 C 0.5856(5) 0.7766(4) 0.6320(3) 0.0263(7) Uani 1 1 d . 0
C4 C 0.5148(5) 1.0058(4) 0.6635(4) 0.0282(8) Uani 1 1 d . 0
C5 C 0.4915(6) 1.1413(4) 0.6849(4) 0.0357(9) Uani 1 1 d . 0
H5 H 0.5823 1.2122 0.6875 0.043 Uiso 1 1 calc R 0
C6 C 0.3305(6) 1.1692(4) 0.7023(4) 0.0375(10) Uani 1 1 d . 0
H6 H 0.3106 1.2608 0.7172 0.045 Uiso 1 1 calc R 0
C7 C 0.1959(6) 1.0634(5) 0.6982(5) 0.0432(11) Uani 1 1 d . 0
H7 H 0.0864 1.0847 0.7090 0.052 Uiso 1 1 calc R 0
C8 C 0.2215(6) 0.9312(5) 0.6790(4) 0.0392(10) Uani 1 1 d . 0
H8 H 0.1306 0.8605 0.6772 0.047 Uiso 1 1 calc R 0
C9 C 0.3822(5) 0.9003(4) 0.6619(4) 0.0280(8) Uani 1 1 d . 0
N10 N 0.4273(4) 0.7698(3) 0.6448(3) 0.0283(7) Uani 1 1 d . 0
C11 C 0.7237(5) 0.5899(4) 0.7699(4) 0.0289(8) Uani 1 1 d . 0
C13 C 0.8059(7) 0.5825(5) 0.9752(4) 0.0440(12) Uani 1 1 d . 0
C14 C 0.8588(9) 0.5894(7) 1.0931(5) 0.0611(16) Uani 1 1 d . 0
H14 H 0.9327 0.6655 1.1275 0.073 Uiso 1 1 calc R 0
C15 C 0.8044(9) 0.4872(8) 1.1583(5) 0.066(2) Uani 1 1 d . 0
H15 H 0.8382 0.4916 1.2393 0.080 Uiso 1 1 calc R 0
C16 C 0.7011(10) 0.3778(8) 1.1072(5) 0.075(2) Uani 1 1 d . 0
H16 H 0.6656 0.3052 1.1532 0.090 Uiso 1 1 calc R 0
C17 C 0.6464(10) 0.3692(7) 0.9907(5) 0.0674(18) Uani 1 1 d . 0
H17 H 0.5734 0.2924 0.9566 0.081 Uiso 1 1 calc R 0
C18 C 0.7008(7) 0.4761(5) 0.9238(4) 0.0433(11) Uani 1 1 d . 0
N19 N 0.6524(5) 0.4780(4) 0.8090(3) 0.0384(8) Uani 1 1 d . 0
P1 P 0.69070(13) 0.62647(10) 0.61852(9) 0.02523(19) Uani 1 1 d . 0
S3 S 0.69785(13) 0.93837(10) 0.63633(11) 0.0339(2) Uani 1 1 d . 0
S12 S 0.84879(19) 0.70093(14) 0.87114(12) 0.0516(3) Uani 1 1 d . 0
Cl1 Cl 1.11459(15) 0.69676(13) 0.38500(12) 0.0465(3) Uani 1 1 d . 0
Au1 Au 0.908758(18) 0.658135(15) 0.510703(14) 0.02951(6) Uani 1 1 d . 0
O20 O 0.5000 0.0000 1.0000 0.093(3) Uani 1 2 d S 2
O21 O 0.1730(10) -0.0807(8) 1.0632(8) 0.165(4) Uani 1 1 d . 2
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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 '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
C1 C1 P1 110.5(3) 2_666
C1 C1 H1A 109.6 2_666
P1 C1 H1A 109.6 .
C1 C1 H1B 109.6 2_666
P1 C1 H1B 109.6 .
H1A C1 H1B 108.1 .
N10 C2 S3 116.9(3) .
N10 C2 P1 122.3(3) .
S3 C2 P1 120.7(2) .
C5 C4 C9 121.6(4) .
C5 C4 S3 128.7(3) .
C9 C4 S3 109.7(3) .
C6 C5 C4 117.5(4) .
C6 C5 H5 121.2 .
C4 C5 H5 121.2 .
C5 C6 C7 121.0(4) .
C5 C6 H6 119.5 .
C7 C6 H6 119.5 .
C8 C7 C6 120.7(4) .
C8 C7 H7 119.7 .
C6 C7 H7 119.7 .
C7 C8 C9 119.5(4) .
C7 C8 H8 120.2 .
C9 C8 H8 120.2 .
C8 C9 N10 125.7(4) .
C8 C9 C4 119.6(4) .
N10 C9 C4 114.7(3) .
C2 N10 C9 110.1(3) .
N19 C11 S12 116.2(3) .
N19 C11 P1 121.7(3) .
S12 C11 P1 122.2(2) .
C18 C13 C14 121.7(6) .
C18 C13 S12 108.5(4) .
C14 C13 S12 129.8(5) .
C15 C14 C13 119.5(7) .
C15 C14 H14 120.2 .
C13 C14 H14 120.2 .
C14 C15 C16 119.5(6) .
C14 C15 H15 120.2 .
C16 C15 H15 120.2 .
C15 C16 C17 121.9(7) .
C15 C16 H16 119.1 .
C17 C16 H16 119.1 .
C16 C17 C18 118.5(7) .
C16 C17 H17 120.8 .
C18 C17 H17 120.8 .
C13 C18 N19 118.2(5) .
C13 C18 C17 118.9(5) .
N19 C18 C17 122.9(6) .
C11 N19 C18 109.1(4) .
C2 P1 C11 102.35(18) .
C2 P1 C1 103.87(19) .
C11 P1 C1 102.00(19) .
C2 P1 Au1 111.39(13) .
C11 P1 Au1 118.94(14) .
C1 P1 Au1 116.35(13) .
C4 S3 C2 88.51(19) .
C11 S12 C13 88.0(2) .
P1 Au1 Cl1 174.05(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C1 1.527(8) 2_666
C1 P1 1.813(4) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 N10 1.293(5) .
C2 S3 1.741(4) .
C2 P1 1.812(4) .
C4 C5 1.390(5) .
C4 C9 1.402(6) .
C4 S3 1.737(4) .
C5 C6 1.389(6) .
C5 H5 0.9500 .
C6 C7 1.412(7) .
C6 H6 0.9500 .
C7 C8 1.361(6) .
C7 H7 0.9500 .
C8 C9 1.395(6) .
C8 H8 0.9500 .
C9 N10 1.396(5) .
C11 N19 1.309(5) .
C11 S12 1.730(4) .
C11 P1 1.813(4) .
C13 C18 1.348(8) .
C13 C14 1.389(7) .
C13 S12 1.756(5) .
C14 C15 1.350(10) .
C14 H14 0.9500 .
C15 C16 1.360(11) .
C15 H15 0.9500 .
C16 C17 1.378(9) .
C16 H16 0.9500 .
C17 C18 1.398(8) .
C17 H17 0.9500 .
C18 N19 1.355(6) .
P1 Au1 2.2143(10) .
Cl1 Au1 2.2777(11) .
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
C9 C4 C5 C6 -1.4(7) .
S3 C4 C5 C6 178.9(4) .
C4 C5 C6 C7 -0.1(7) .
C5 C6 C7 C8 1.1(8) .
C6 C7 C8 C9 -0.7(8) .
C7 C8 C9 N10 178.0(5) .
C7 C8 C9 C4 -0.7(7) .
C5 C4 C9 C8 1.8(7) .
S3 C4 C9 C8 -178.5(4) .
C5 C4 C9 N10 -177.1(4) .
S3 C4 C9 N10 2.7(5) .
S3 C2 N10 C9 -1.1(5) .
P1 C2 N10 C9 175.5(3) .
C8 C9 N10 C2 -179.8(4) .
C4 C9 N10 C2 -1.1(5) .
C18 C13 C14 C15 0.1(8) .
S12 C13 C14 C15 177.5(4) .
C13 C14 C15 C16 1.2(9) .
C14 C15 C16 C17 -1.5(11) .
C15 C16 C17 C18 0.6(11) .
C14 C13 C18 N19 178.7(4) .
S12 C13 C18 N19 0.9(6) .
C14 C13 C18 C17 -1.1(8) .
S12 C13 C18 C17 -178.9(5) .
C16 C17 C18 C13 0.7(10) .
C16 C17 C18 N19 -179.1(6) .
S12 C11 N19 C18 -1.7(5) .
P1 C11 N19 C18 179.0(3) .
C13 C18 N19 C11 0.5(6) .
C17 C18 N19 C11 -179.7(5) .
N10 C2 P1 C11 -81.7(4) .
S3 C2 P1 C11 94.7(3) .
N10 C2 P1 C1 24.1(4) .
S3 C2 P1 C1 -159.4(2) .
N10 C2 P1 Au1 150.1(3) .
S3 C2 P1 Au1 -33.4(3) .
N19 C11 P1 C2 115.8(4) .
S12 C11 P1 C2 -63.5(3) .
N19 C11 P1 C1 8.5(4) .
S12 C11 P1 C1 -170.8(2) .
N19 C11 P1 Au1 -121.0(3) .
S12 C11 P1 Au1 59.7(3) .
C1 C1 P1 C2 71.5(4) 2_666
C1 C1 P1 C11 177.6(3) 2_666
C1 C1 P1 Au1 -51.3(4) 2_666
C5 C4 S3 C2 177.1(4) .
C9 C4 S3 C2 -2.6(3) .
N10 C2 S3 C4 2.2(3) .
P1 C2 S3 C4 -174.4(3) .
N19 C11 S12 C13 1.9(3) .
P1 C11 S12 C13 -178.8(3) .
C18 C13 S12 C11 -1.5(4) .
C14 C13 S12 C11 -179.1(5) .
C2 P1 Au1 Cl1 -54.9(4) .
C11 P1 Au1 Cl1 -173.5(4) .
C1 P1 Au1 Cl1 63.9(4) .
