#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:04:17 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180221 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/07/7110754.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_7110754
loop_
_publ_author_name
'Freytag, Matthias'
'Jones, Peter G.'
_publ_section_title
;
 Hydrogen bonds C--H‥Cl as a structure-determining factor in the
 gold(i) complex bis(3-bromopyridine)gold(i) dichloroaurate(i)
;
_journal_issue                   4
_journal_name_full               'Chemical Communications'
_journal_page_first              277
_journal_paper_doi               10.1039/a907523b
_journal_year                    2000
_chemical_formula_sum            'C10 H8 Au2 Br2 Cl2 N2'
_chemical_formula_weight         780.84
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 101.951(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5360(8)
_cell_length_b                   14.4660(14)
_cell_length_c                   14.0832(12)
_cell_measurement_reflns_used    64
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      12.4
_cell_measurement_theta_min      3.2
_cell_volume                     1502.0(3)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_molecular_graphics    'Siemens XP5'
_computing_publication_material  'Siemens XP5'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '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  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0604
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3122
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.10
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 247
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    25.170
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.409
_exptl_absorpt_correction_type   'psi scans'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    3.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         2.829
_refine_diff_density_min         -1.834
_refine_diff_density_rms         0.364
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.908
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0517P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0868
_reflns_number_gt                1959
_reflns_number_total             2636
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a907523bsup1.cif
_cod_data_source_block           quarto
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7110754
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Au1 Au 0.31515(7) 0.49095(3) 0.54562(3) 0.01718(15) Uani 1 1 d .
Au2 Au 0.44777(7) 0.27545(3) 0.56603(3) 0.01870(15) Uani 1 1 d .
Cl1 Cl 0.1938(5) 0.2715(2) 0.6286(2) 0.0253(7) Uani 1 1 d .
Cl2 Cl 0.7025(4) 0.2731(2) 0.5051(2) 0.0230(7) Uani 1 1 d .
Br1 Br -0.0450(2) 0.60950(9) 0.16299(9) 0.0271(3) Uani 1 1 d .
N1 N 0.1456(14) 0.4664(7) 0.4181(7) 0.018(2) Uani 1 1 d .
C2 C 0.1113(18) 0.5324(8) 0.3457(9) 0.020(3) Uani 1 1 d .
H2 H 0.1682 0.5912 0.3567 0.024 Uiso 1 1 calc R
C3 C -0.0012(17) 0.5154(9) 0.2599(9) 0.021(3) Uani 1 1 d .
C4 C -0.0893(18) 0.4302(9) 0.2388(9) 0.021(3) Uani 1 1 d .
H4 H -0.1666 0.4183 0.1777 0.025 Uiso 1 1 calc R
C5 C -0.0581(19) 0.3649(9) 0.3110(9) 0.024(3) Uani 1 1 d .
H5 H -0.1169 0.3065 0.3009 0.029 Uiso 1 1 calc R
C6 C 0.0611(17) 0.3839(9) 0.4004(9) 0.021(3) Uani 1 1 d .
H6 H 0.0822 0.3376 0.4493 0.026 Uiso 1 1 calc R
Br1' Br 0.5997(2) 0.38644(9) 0.94214(9) 0.0278(3) Uani 1 1 d .
N1' N 0.4636(17) 0.5218(7) 0.6797(7) 0.023(3) Uani 1 1 d .
C2' C 0.4864(18) 0.4566(9) 0.7519(9) 0.021(3) Uani 1 1 d .
H2' H 0.4375 0.3964 0.7383 0.025 Uiso 1 1 calc R
C3' C 0.5779(19) 0.4774(8) 0.8425(8) 0.018(3) Uani 1 1 d .
C4' C 0.6553(16) 0.5636(9) 0.8663(9) 0.020(3) Uani 1 1 d .
H4' H 0.7192 0.5780 0.9301 0.024 Uiso 1 1 calc R
C5' C 0.6335(18) 0.6276(9) 0.7911(10) 0.024(3) Uani 1 1 d .
H5' H 0.6843 0.6877 0.8026 0.029 Uiso 1 1 calc R
C6' C 0.5387(19) 0.6041(8) 0.7001(9) 0.022(3) Uani 1 1 d .
H6' H 0.5266 0.6488 0.6497 0.027 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'
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'
Br Br -0.2901 2.4595 '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_3
_geom_angle_publ_flag
N1 Au1 N1' 173.8(4) . y
N1 Au1 Au2 92.1(3) . y
N1' Au1 Au2 91.6(3) . y
N1 Au1 Au1 95.6(3) 3_666 y
N1' Au1 Au1 89.9(3) 3_666 y
Au2 Au1 Au1 80.97(2) 3_666 y
Cl2 Au2 Cl1 177.61(12) . y
Cl2 Au2 Au1 104.46(8) . y
Cl1 Au2 Au1 77.93(8) . y
C6 N1 C2 117.8(11) . y
C6 N1 Au1 120.6(8) . y
C2 N1 Au1 121.6(8) . y
C3 C2 N1 121.4(12) . y
C2 C3 C4 122.3(12) . y
C2 C3 Br1 119.6(10) . y
C4 C3 Br1 118.1(9) . y
C5 C4 C3 116.5(12) . y
C4 C5 C6 120.3(12) . y
N1 C6 C5 121.6(12) . y
C6' N1' C2' 118.4(11) . y
C6' N1' Au1 121.7(9) . y
C2' N1' Au1 119.9(9) . y
C3' C2' N1' 120.5(12) . y
C2' C3' C4' 122.3(11) . y
C2' C3' Br1' 119.3(10) . y
C4' C3' Br1' 118.3(9) . y
C3' C4' C5' 115.8(11) . y
C6' C5' C4' 120.2(12) . y
N1' C6' C5' 122.7(12) . y
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 N1 2.009(10) . y
Au1 N1' 2.035(10) . y
Au1 Au2 3.2681(7) . y
Au1 Au1 3.3113(10) 3_666 y
Au2 Cl2 2.259(3) . y
Au2 Cl1 2.267(3) . y
Br1 C3 1.908(13) . y
N1 C6 1.350(16) . y
N1 C2 1.381(15) . y
C2 C3 1.348(18) . y
C3 C4 1.402(18) . y
C4 C5 1.373(18) . y
C5 C6 1.414(18) . y
Br1' C3' 1.906(11) . y
N1' C6' 1.325(16) . y
N1' C2' 1.371(16) . y
C2' C3' 1.352(18) . y
C3' C4' 1.387(17) . y
C4' C5' 1.391(18) . y
C5' C6' 1.374(19) . y
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
C2' H2' Cl1 0.95 2.80 3.670(14) 152.3 .
C2 H2 Cl2 0.95 2.79 3.616(13) 145.4 3_666
C4' H4' Cl2 0.95 2.99 3.578(13) 121.7 2_656
C4 H4 Cl1 0.95 2.97 3.542(13) 120.0 4_565
C5' H5' Cl2 0.95 2.94 3.567(14) 124.9 2_656
C5 H5 Cl1 0.95 2.79 3.464(13) 129.0 4_565
C6' H6' Cl2 0.95 2.73 3.555(14) 145.6 3_666
C6 H6 Cl1 0.95 2.67 3.555(13) 155.7 .
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_publ_flag
N1 Au1 Au2 Cl2 94.9(3) . y
N1' Au1 Au2 Cl2 -90.1(3) . y
Au1 Au1 Au2 Cl2 -0.48(8) 3_666 y
N1 Au1 Au2 Cl1 -85.2(3) . y
N1' Au1 Au2 Cl1 89.8(3) . y
Au1 Au1 Au2 Cl1 179.45(9) 3_666 y
N1' Au1 N1 C6 -93(4) . y
Au2 Au1 N1 C6 33.1(9) . y
Au1 Au1 N1 C6 114.2(9) 3_666 y
N1' Au1 N1 C2 87(4) . y
Au2 Au1 N1 C2 -146.9(9) . y
Au1 Au1 N1 C2 -65.8(9) 3_666 y
C6 N1 C2 C3 -0.6(18) . y
Au1 N1 C2 C3 179.3(10) . y
N1 C2 C3 C4 0(2) . y
N1 C2 C3 Br1 179.5(9) . y
C2 C3 C4 C5 1.2(19) . y
Br1 C3 C4 C5 -178.5(9) . y
C3 C4 C5 C6 -1.5(18) . y
C2 N1 C6 C5 0.3(18) . y
Au1 N1 C6 C5 -179.7(10) . y
C4 C5 C6 N1 1(2) . y
N1 Au1 N1' C6' -86(4) . y
Au2 Au1 N1' C6' 147.2(10) . y
Au1 Au1 N1' C6' 66.3(10) 3_666 y
N1 Au1 N1' C2' 93(4) . y
Au2 Au1 N1' C2' -33.3(9) . y
Au1 Au1 N1' C2' -114.3(9) 3_666 y
C6' N1' C2' C3' 2.4(18) . y
Au1 N1' C2' C3' -177.1(10) . y
N1' C2' C3' C4' -1(2) . y
N1' C2' C3' Br1' 177.8(9) . y
C2' C3' C4' C5' -0.2(19) . y
Br1' C3' C4' C5' -179.3(9) . y
C3' C4' C5' C6' 0.6(19) . y
C2' N1' C6' C5' -2(2) . y
Au1 N1' C6' C5' 177.4(10) . y
C4' C5' C6' N1' 1(2) . y
