#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:14:33 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179833 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/29/7012985.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_7012985
loop_
_publ_author_name
'Fan, Daming'
'Yang, Chang-Tong'
'Ranford, John D.'
'Lee, Peng Foo'
'Vittal, Jagadese J.'
_publ_section_title
;
 Chemical and biological studies of the dichloro(2-phenylpyridine)
 gold(iii) complex and its derivativesElectronic supplementary
 information (ESI) available: 1H?1H COSY spectrum of 5 in DMSO-d6. See
 http://www.rsc.org/suppdata/dt/b3/b303297c/
;
_journal_issue                   13
_journal_name_full               'Dalton Transactions'
_journal_page_first              2680
_journal_paper_doi               10.1039/b303297c
_journal_year                    2003
_chemical_compound_source        'see text'
_chemical_formula_sum            'C11 H8 Au Cl2 N'
_chemical_formula_weight         422.05
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.940(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9383(8)
_cell_length_b                   10.0796(6)
_cell_length_c                   7.8432(4)
_cell_measurement_reflns_used    2105
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2
_cell_measurement_theta_min      2.50
_cell_volume                     1097.82(11)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens SMART CCD System'
_diffrn_measurement_method       'frames ω 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  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0780
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3495
_diffrn_reflns_theta_max         29.20
_diffrn_reflns_theta_min         2.50
_exptl_absorpt_coefficient_mu    13.848
_exptl_absorpt_correction_T_max  0.4050
_exptl_absorpt_correction_T_min  0.1637
_exptl_absorpt_correction_type   'sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            'creamy yellow'
_exptl_crystal_density_diffrn    2.554
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'platy, cut'
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         3.382
_refine_diff_density_min         -1.666
_refine_diff_density_rms         0.245
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.31(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.030
_refine_ls_goodness_of_fit_obs   1.082
_refine_ls_hydrogen_treatment
; 
riding models
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2274
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.030
_refine_ls_restrained_S_obs      1.081
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_obs          0.0487
_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)+(0.0491P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1099
_refine_ls_wR_factor_obs         0.1045
_reflns_number_observed          1885
_reflns_number_total             2274
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b303297c.txt
_cod_data_source_block           jdr32
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0491P)^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^)+(0.0491P)^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_sg_symbol_H-M      Cc
_cod_database_code               7012985
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Au1 Au 0.67411(8) 0.02038(4) 0.08661(11) 0.0390(2) Uani 1 d . .
C1 C 0.5524(13) 0.0604(18) 0.1812(22) 0.045(4) Uani 1 d . .
C2 C 0.5061(13) 0.1786(18) 0.2140(24) 0.058(5) Uani 1 d . .
H2 H 0.5362(13) 0.2578(18) 0.1894(24) 0.069 Uiso 1 calc R .
C3 C 0.4198(13) 0.1846(21) 0.2797(26) 0.069(6) Uani 1 d . .
H3 H 0.3924(13) 0.2668(21) 0.2992(26) 0.083 Uiso 1 calc R .
C4 C 0.3724(16) 0.0720(28) 0.3175(26) 0.073(6) Uani 1 d . .
H4 H 0.3142(16) 0.0790(28) 0.3664(26) 0.087 Uiso 1 calc R .
C5 C 0.4076(16) -0.0513(24) 0.2862(25) 0.065(5) Uani 1 d . .
H5 H 0.3757(16) -0.1287(24) 0.3126(25) 0.078 Uiso 1 calc R .
C6 C 0.4967(16) -0.0523(25) 0.2103(37) 0.039(6) Uani 1 d . .
C7 C 0.5436(11) -0.1843(16) 0.1737(19) 0.041(4) Uani 1 d . .
C8 C 0.5066(14) -0.3116(18) 0.1913(27) 0.066(5) Uani 1 d . .
H8 H 0.4481(14) -0.3224(18) 0.2382(27) 0.080 Uiso 1 calc R .
C9 C 0.5546(16) -0.4201(20) 0.1412(31) 0.080(6) Uani 1 d . .
H9 H 0.5295(16) -0.5049(20) 0.1519(31) 0.096 Uiso 1 calc R .
C10 C 0.6417(15) -0.4005(18) 0.0737(37) 0.082(7) Uani 1 d . .
H10 H 0.6772(15) -0.4728(18) 0.0407(37) 0.098 Uiso 1 calc R .
C11 C 0.6759(21) -0.2740(18) 0.0554(31) 0.052(7) Uani 1 d . .
H11 H 0.7327(21) -0.2611(18) 0.0034(31) 0.063 Uiso 1 calc R .
N1 N 0.6294(9) -0.1703(13) 0.1103(17) 0.043(3) Uani 1 d . .
Cl1 Cl 0.8186(5) -0.0342(10) -0.0335(12) 0.073(3) Uani 1 d . .
Cl2 Cl 0.7103(4) 0.2404(5) 0.0675(8) 0.071(2) Uani 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'
H H 0.0000 0.0000 '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'
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'
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
C1 Au1 N1 83.0(6) . . ?
C1 Au1 Cl2 91.6(6) . . ?
N1 Au1 Cl2 174.6(4) . . ?
C1 Au1 Cl1 178.0(6) . . ?
N1 Au1 Cl1 95.4(4) . . ?
Cl2 Au1 Cl1 90.0(3) . . ?
C2 C1 C6 113.0(18) . . ?
C2 C1 Au1 132.9(14) . . ?
C6 C1 Au1 113.9(15) . . ?
C3 C2 C1 123.6(19) . . ?
C2 C3 C4 120.7(18) . . ?
C3 C4 C5 122.2(20) . . ?
C4 C5 C6 114.9(23) . . ?
C1 C6 C5 125.2(21) . . ?
C1 C6 C7 115.1(19) . . ?
C5 C6 C7 119.4(22) . . ?
N1 C7 C8 118.9(15) . . ?
N1 C7 C6 112.9(17) . . ?
C8 C7 C6 128.2(18) . . ?
C9 C8 C7 121.2(19) . . ?
C8 C9 C10 117.8(19) . . ?
C11 C10 C9 119.8(22) . . ?
N1 C11 C10 121.1(26) . . ?
C11 N1 C7 121.0(16) . . ?
C11 N1 Au1 123.7(14) . . ?
C7 N1 Au1 115.0(10) . . ?
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
Au1 C1 1.95(2) . ?
Au1 N1 2.034(13) . ?
Au1 Cl2 2.282(5) . ?
Au1 Cl1 2.361(8) . ?
C1 C2 1.39(2) . ?
C1 C6 1.41(3) . ?
C2 C3 1.35(3) . ?
C3 C4 1.36(3) . ?
C4 C5 1.37(3) . ?
C5 C6 1.42(3) . ?
C6 C7 1.52(3) . ?
C7 N1 1.34(2) . ?
C7 C8 1.39(2) . ?
C8 C9 1.36(3) . ?
C9 C10 1.38(3) . ?
C10 C11 1.37(3) . ?
C11 N1 1.32(2) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Au1 C1 C2 -176.6(19) . . . . ?
Cl2 Au1 C1 C2 2.8(19) . . . . ?
Cl1 Au1 C1 C2 -138.2(172) . . . . ?
N1 Au1 C1 C6 -2.2(15) . . . . ?
Cl2 Au1 C1 C6 177.2(15) . . . . ?
Cl1 Au1 C1 C6 36.1(187) . . . . ?
C6 C1 C2 C3 4.9(29) . . . . ?
Au1 C1 C2 C3 179.2(15) . . . . ?
C1 C2 C3 C4 -0.2(31) . . . . ?
C2 C3 C4 C5 -2.3(30) . . . . ?
C3 C4 C5 C6 -0.4(26) . . . . ?
C2 C1 C6 C5 -7.9(32) . . . . ?
Au1 C1 C6 C5 176.6(19) . . . . ?
C2 C1 C6 C7 179.2(17) . . . . ?
Au1 C1 C6 C7 3.6(24) . . . . ?
C4 C5 C6 C1 5.9(30) . . . . ?
C4 C5 C6 C7 178.6(19) . . . . ?
C1 C6 C7 N1 -3.4(25) . . . . ?
C5 C6 C7 N1 -176.8(18) . . . . ?
C1 C6 C7 C8 179.6(20) . . . . ?
C5 C6 C7 C8 6.2(31) . . . . ?
N1 C7 C8 C9 -1.8(29) . . . . ?
C6 C7 C8 C9 175.0(20) . . . . ?
C7 C8 C9 C10 0.6(33) . . . . ?
C8 C9 C10 C11 -1.6(37) . . . . ?
C9 C10 C11 N1 3.9(44) . . . . ?
C10 C11 N1 C7 -5.2(38) . . . . ?
C10 C11 N1 Au1 -179.4(19) . . . . ?
C8 C7 N1 C11 4.1(27) . . . . ?
C6 C7 N1 C11 -173.2(21) . . . . ?
C8 C7 N1 Au1 178.8(13) . . . . ?
C6 C7 N1 Au1 1.5(17) . . . . ?
C1 Au1 N1 C11 174.9(20) . . . . ?
Cl2 Au1 N1 C11 168.6(37) . . . . ?
Cl1 Au1 N1 C11 -3.9(19) . . . . ?
C1 Au1 N1 C7 0.3(11) . . . . ?
Cl2 Au1 N1 C7 -5.9(53) . . . . ?
Cl1 Au1 N1 C7 -178.4(10) . . . . ?
