#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:51:43 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179867 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/63/7016398.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_7016398
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            'C34 H32 Au2 Cl2 N8 P2'
_chemical_formula_weight         1079.45
_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                103.894(5)
_cell_angle_beta                 108.377(6)
_cell_angle_gamma                108.128(6)
_cell_formula_units_Z            1
_cell_length_a                   9.6754(7)
_cell_length_b                   11.3757(7)
_cell_length_c                   12.1339(7)
_cell_measurement_reflns_used    2952
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      30.8585
_cell_measurement_theta_min      2.2036
_cell_volume                     1116.59(16)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0586
_diffrn_reflns_av_sigmaI/netI    0.1829
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10910
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    6.783
_exptl_absorpt_correction_T_max  0.8763
_exptl_absorpt_correction_T_min  0.6921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET)
(compiled Apr 21 2008,18:23:10)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             514
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_platon_squeeze_details
;
;
_refine_diff_density_max         1.064
_refine_diff_density_min         -0.875
_refine_diff_density_rms         0.187
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4930
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.947
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0509
_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)+(0.0673P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1498
_reflns_number_gt                2820
_reflns_number_total             4930
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10368g.txt
_cod_data_source_block           kp301108
_cod_original_cell_volume        1116.59(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7016398
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
Au1 Au 0.41929(7) -0.03210(5) 0.13611(5) 0.03289(19) Uani 1 1 d .
P1 P 0.1761(4) -0.0576(3) 0.1188(3) 0.0265(8) Uani 1 1 d .
Cl1 Cl 0.6710(5) -0.0007(4) 0.1545(3) 0.0552(10) Uani 1 1 d .
C1 C 0.0877(14) 0.0188(10) 0.0169(10) 0.027(3) Uani 1 1 d .
H1A H 0.1465 0.1170 0.0591 0.032 Uiso 1 1 calc R
H1B H 0.1022 -0.0076 -0.0611 0.032 Uiso 1 1 calc R
C2 C 0.1641(15) 0.0175(10) 0.2636(10) 0.027(3) Uani 1 1 d .
C4 C 0.2737(19) -0.1160(14) 0.3804(12) 0.047(4) Uani 1 1 d .
H4C H 0.3345 -0.0971 0.4690 0.071 Uiso 1 1 calc R
H4B H 0.3431 -0.1168 0.3366 0.071 Uiso 1 1 calc R
H4A H 0.1819 -0.2033 0.3428 0.071 Uiso 1 1 calc R
C5 C 0.1906(15) 0.0721(10) 0.4564(10) 0.029(3) Uani 1 1 d .
C6 C 0.2168(17) 0.0826(12) 0.5804(11) 0.041(4) Uani 1 1 d .
H6 H 0.2562 0.0280 0.6171 0.049 Uiso 1 1 calc R
C7 C 0.1809(17) 0.1778(13) 0.6439(12) 0.046(4) Uani 1 1 d .
H7 H 0.1988 0.1908 0.7284 0.055 Uiso 1 1 calc R
C8 C 0.1211(18) 0.2541(13) 0.5912(12) 0.047(4) Uani 1 1 d .
H8 H 0.0995 0.3192 0.6397 0.057 Uiso 1 1 calc R
C9 C 0.0909(17) 0.2386(11) 0.4672(11) 0.040(3) Uani 1 1 d .
H9 H 0.0464 0.2908 0.4304 0.047 Uiso 1 1 calc R
C10 C 0.1269(16) 0.1460(11) 0.3987(11) 0.033(3) Uani 1 1 d .
C12 C 0.0245(15) -0.2280(10) 0.0575(10) 0.027(3) Uani 1 1 d .
C14 C 0.0629(18) -0.3087(12) -0.1426(11) 0.038(3) Uani 1 1 d .
H14A H 0.1774 -0.2495 -0.0951 0.057 Uiso 1 1 calc R
H14B H 0.0113 -0.2706 -0.1986 0.057 Uiso 1 1 calc R
H14C H 0.0498 -0.3965 -0.1922 0.057 Uiso 1 1 calc R
C15 C -0.1407(15) -0.4327(10) -0.0717(10) 0.028(3) Uani 1 1 d .
C16 C -0.2315(18) -0.5551(12) -0.1701(12) 0.044(4) Uani 1 1 d .
H16 H -0.2093 -0.5767 -0.2414 0.052 Uiso 1 1 calc R
C17 C -0.3577(19) -0.6454(13) -0.1587(12) 0.049(4) Uani 1 1 d .
H17 H -0.4243 -0.7305 -0.2240 0.058 Uiso 1 1 calc R
C18 C -0.3865(17) -0.6127(12) -0.0551(13) 0.046(4) Uani 1 1 d .
H18 H -0.4725 -0.6763 -0.0497 0.055 Uiso 1 1 calc R
C19 C -0.2953(17) -0.4911(12) 0.0416(12) 0.040(3) Uani 1 1 d .
H19 H -0.3173 -0.4700 0.1130 0.048 Uiso 1 1 calc R
C20 C -0.1708(15) -0.4002(11) 0.0323(10) 0.027(3) Uani 1 1 d .
N3 N 0.2152(13) -0.0112(9) 0.3694(8) 0.032(3) Uani 1 1 d .
N11 N 0.1108(13) 0.1097(8) 0.2766(8) 0.030(3) Uani 1 1 d .
N13 N -0.0115(13) -0.3228(8) -0.0559(8) 0.028(2) Uani 1 1 d .
N21 N -0.0648(13) -0.2702(8) 0.1148(8) 0.026(2) 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'
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'
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'
H H 0.0000 0.0000 '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
P1 Au1 Cl1 178.62(13) .
C2 P1 C12 102.5(5) .
C2 P1 C1 103.2(5) .
C12 P1 C1 104.3(5) .
C2 P1 Au1 115.5(4) .
C12 P1 Au1 116.8(4) .
C1 P1 Au1 112.8(4) .
C1 C1 P1 114.1(9) 2
C1 C1 H1A 108.7 2
P1 C1 H1A 108.7 .
C1 C1 H1B 108.7 2
P1 C1 H1B 108.7 .
H1A C1 H1B 107.6 .
N11 C2 N3 114.1(10) .
N11 C2 P1 121.1(8) .
N3 C2 P1 124.7(9) .
N3 C4 H4C 109.5 .
N3 C4 H4B 109.5 .
H4C C4 H4B 109.5 .
N3 C4 H4A 109.5 .
H4C C4 H4A 109.5 .
H4B C4 H4A 109.5 .
N3 C5 C10 106.7(9) .
N3 C5 C6 129.4(11) .
C10 C5 C6 123.8(11) .
C7 C6 C5 115.0(12) .
C7 C6 H6 122.5 .
C5 C6 H6 122.5 .
C8 C7 C6 122.8(12) .
C8 C7 H7 118.6 .
C6 C7 H7 118.6 .
C7 C8 C9 121.1(12) .
C7 C8 H8 119.4 .
C9 C8 H8 119.4 .
C10 C9 C8 118.8(12) .
C10 C9 H9 120.6 .
C8 C9 H9 120.6 .
C5 C10 N11 110.1(10) .
C5 C10 C9 118.3(11) .
N11 C10 C9 131.6(12) .
N21 C12 N13 114.5(10) .
N21 C12 P1 122.7(8) .
N13 C12 P1 122.8(9) .
N13 C14 H14A 109.5 .
N13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
N13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C20 C15 C16 122.6(12) .
C20 C15 N13 107.3(9) .
C16 C15 N13 130.1(12) .
C15 C16 C17 116.3(13) .
C15 C16 H16 121.9 .
C17 C16 H16 121.9 .
C18 C17 C16 120.9(12) .
C18 C17 H17 119.6 .
C16 C17 H17 119.6 .
C17 C18 C19 122.1(14) .
C17 C18 H18 119.0 .
C19 C18 H18 119.0 .
C18 C19 C20 118.2(12) .
C18 C19 H19 120.9 .
C20 C19 H19 120.9 .
C15 C20 C19 120.1(11) .
C15 C20 N21 110.6(10) .
C19 C20 N21 129.3(11) .
C5 N3 C2 104.8(9) .
C5 N3 C4 129.0(9) .
C2 N3 C4 126.1(9) .
C2 N11 C10 104.3(9) .
C15 N13 C12 103.9(9) .
C15 N13 C14 127.6(9) .
C12 N13 C14 128.4(10) .
C12 N21 C20 103.6(9) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 P1 2.213(4) .
Au1 Cl1 2.277(4) .
P1 C2 1.816(11) .
P1 C12 1.821(11) .
P1 C1 1.823(11) .
C1 C1 1.50(2) 2
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 N11 1.304(14) .
C2 N3 1.379(14) .
C4 N3 1.487(15) .
C4 H4C 0.9800 .
C4 H4B 0.9800 .
C4 H4A 0.9800 .
C5 N3 1.373(14) .
C5 C10 1.381(16) .
C5 C6 1.413(16) .
C6 C7 1.374(19) .
C6 H6 0.9500 .
C7 C8 1.358(19) .
C7 H7 0.9500 .
C8 C9 1.395(17) .
C8 H8 0.9500 .
C9 C10 1.383(16) .
C9 H9 0.9500 .
C10 N11 1.382(14) .
C12 N21 1.319(14) .
C12 N13 1.389(13) .
C14 N13 1.461(14) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C20 1.374(16) .
C15 C16 1.384(15) .
C15 N13 1.388(14) .
C16 C17 1.400(19) .
C16 H16 0.9500 .
C17 C18 1.362(19) .
C17 H17 0.9500 .
C18 C19 1.370(17) .
C18 H18 0.9500 .
C19 C20 1.378(17) .
C19 H19 0.9500 .
C20 N21 1.393(14) .
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_4
Cl1 Au1 P1 C2 -74(5) .
Cl1 Au1 P1 C12 165(5) .
Cl1 Au1 P1 C1 44(5) .
C2 P1 C1 C1 -65.9(11) 2
C12 P1 C1 C1 41.0(12) 2
Au1 P1 C1 C1 168.8(9) 2
C12 P1 C2 N11 -112.2(10) .
C1 P1 C2 N11 -4.0(11) .
Au1 P1 C2 N11 119.6(9) .
C12 P1 C2 N3 70.8(11) .
C1 P1 C2 N3 179.1(10) .
Au1 P1 C2 N3 -57.3(11) .
N3 C5 C6 C7 179.5(12) .
C10 C5 C6 C7 -3.0(19) .
C5 C6 C7 C8 2(2) .
C6 C7 C8 C9 1(2) .
C7 C8 C9 C10 -2(2) .
N3 C5 C10 N11 0.2(14) .
C6 C5 C10 N11 -177.8(11) .
N3 C5 C10 C9 -180.0(11) .
C6 C5 C10 C9 2.0(19) .
C8 C9 C10 C5 0.4(19) .
C8 C9 C10 N11 -179.8(13) .
C2 P1 C12 N21 1.2(11) .
C1 P1 C12 N21 -106.1(10) .
Au1 P1 C12 N21 128.6(9) .
C2 P1 C12 N13 178.4(9) .
C1 P1 C12 N13 71.0(10) .
Au1 P1 C12 N13 -54.3(10) .
C20 C15 C16 C17 0.3(18) .
N13 C15 C16 C17 -178.7(12) .
C15 C16 C17 C18 -1(2) .
C16 C17 C18 C19 1(2) .
C17 C18 C19 C20 0(2) .
C16 C15 C20 C19 0.1(18) .
N13 C15 C20 C19 179.2(11) .
C16 C15 C20 N21 -178.3(11) .
N13 C15 C20 N21 0.8(13) .
C18 C19 C20 C15 -0.1(18) .
C18 C19 C20 N21 177.9(11) .
C10 C5 N3 C2 -0.1(13) .
C6 C5 N3 C2 177.7(12) .
C10 C5 N3 C4 -176.6(12) .
C6 C5 N3 C4 1(2) .
N11 C2 N3 C5 0.0(14) .
P1 C2 N3 C5 177.2(9) .
N11 C2 N3 C4 176.7(12) .
P1 C2 N3 C4 -6.2(18) .
N3 C2 N11 C10 0.1(14) .
P1 C2 N11 C10 -177.2(8) .
C5 C10 N11 C2 -0.2(14) .
C9 C10 N11 C2 180.0(14) .
C20 C15 N13 C12 -1.9(12) .
C16 C15 N13 C12 177.2(12) .
C20 C15 N13 C14 -179.0(11) .
C16 C15 N13 C14 0(2) .
N21 C12 N13 C15 2.5(13) .
P1 C12 N13 C15 -174.9(8) .
N21 C12 N13 C14 179.5(11) .
P1 C12 N13 C14 2.2(17) .
N13 C12 N21 C20 -2.0(13) .
P1 C12 N21 C20 175.4(8) .
C15 C20 N21 C12 0.6(13) .
C19 C20 N21 C12 -177.6(13) .
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 -0.051 0.500 0.500 329 125 ' '
