#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:58:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179873 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/69/7016952.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_7016952
loop_
_publ_author_name
'Hirtenlehner, Christa'
'Krims, Charlotte'
'Hölbling, Johanna'
'List, Manuela'
'Zabel, Manfred'
'Fleck, Michel'
'Berger, Raphael J. F.'
'Schoefberger, Wolfgang'
'Monkowius, Uwe'
_publ_section_title
;
 Syntheses, crystal structures, reactivity, and photochemistry of
 gold(iii) bromides bearing N-heterocyclic carbenes.
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9899
_journal_page_last               9910
_journal_paper_doi               10.1039/c1dt11175b
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C22 H24 Au Br N4'
_chemical_formula_weight         621.33
_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_Hall           '-R 3 2"c'
_space_group_name_H-M_alt        'R -3 c'
_symmetry_space_group_name_Hall  '-R 3 2"c'
_symmetry_space_group_name_H-M   'R -3 c :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'APEX2 v2010.1-2'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   13.0537(6)
_cell_length_b                   13.0537(6)
_cell_length_c                   68.414(4)
_cell_measurement_temperature    300.(2)
_cell_volume                     10095.8(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      300.(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'SMART X2S'
_diffrn_measurement_method       omega-scan
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_radiation_source         'sealed MicroFocus tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1034
_diffrn_reflns_av_sigmaI/netI    0.0600
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       84
_diffrn_reflns_limit_l_min       -86
_diffrn_reflns_number            26871
_diffrn_reflns_theta_full        26.97
_diffrn_reflns_theta_max         26.97
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    8.352
_exptl_absorpt_correction_T_max  0.08
_exptl_absorpt_correction_T_min  0.08
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             5364
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.59
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.642
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.797
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2421
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.797
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0233
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0405
_refine_ls_wR_factor_ref         0.0442
_reflns_number_gt                1537
_reflns_number_total             2421
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11175b.txt
_cod_data_source_block           II
_cod_database_code               7016952
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'y+2/3, x+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'y+1/3, x+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-y+2/3, -x+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-y+1/3, -x+2/3, z+1/6'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C5 0.0901(4) 0.7514(4) 0.95803(7) 0.0456(11) Uani d . 1
C C6 0.0372(5) 0.7519(6) 0.97480(9) 0.096(2) Uani d . 1
H H13 0.0686 0.7451 0.9866 0.116 Uiso calc R 1
C C7 -0.0636(7) 0.7624(8) 0.97482(15) 0.145(4) Uani d . 1
H H14 -0.1 0.7609 0.9866 0.174 Uiso calc R 1
C C8 -0.1087(7) 0.7746(7) 0.95787(16) 0.132(3) Uani d . 1
H H15 -0.1738 0.7855 0.9579 0.159 Uiso calc R 1
C C9 -0.0586(7) 0.7708(9) 0.94099(14) 0.159(4) Uani d . 1
H H16 -0.091 0.7756 0.9292 0.191 Uiso calc R 1
C C10 0.0420(5) 0.7598(7) 0.94123(10) 0.109(3) Uani d . 1
H H12 0.0767 0.7582 0.9294 0.131 Uiso calc R 1
Au Au1 0.3333 0.916749(16) 0.9167 0.03493(7) Uani d S 1
C C2 0.3555(4) 0.9146(4) 0.97829(6) 0.0417(10) Uani d . 1
H H2 0.3303 0.8799 0.9905 0.05 Uiso calc R 1
C C1 0.3667(3) 0.9403(3) 0.94587(6) 0.0335(10) Uani d . 1
C C3 0.4447(4) 1.0227(4) 0.97459(6) 0.0463(11) Uani d . 1
H H3 0.4932 1.0783 0.9838 0.056 Uiso calc R 1
C C4 0.2027(3) 0.7465(3) 0.95821(6) 0.0443(11) Uani d . 1
H H4A 0.1997 0.6958 0.9688 0.053 Uiso calc R 1
H H4B 0.2092 0.7119 0.9461 0.053 Uiso calc R 1
C C11 0.5408(4) 1.1431(3) 0.94452(7) 0.0710(16) Uani d . 1
H H5A 0.6098 1.1367 0.9421 0.106 Uiso calc R 1
H H5B 0.562 1.2114 0.9525 0.106 Uiso calc R 1
H H5C 0.509 1.1509 0.9323 0.106 Uiso calc R 1
N N2 0.3079(3) 0.8644(3) 0.96059(5) 0.0339(8) Uani d . 1
N N1 0.4521(3) 1.0371(3) 0.95469(5) 0.0392(8) Uani d . 1
Br Br1 0.3333 0.6667 0.9167 0.0387(2) Uani d S 1
Br Br2 0.3333 0.6667 0.007621(9) 0.04351(18) Uani d S 1
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'
Br Br -0.2901 2.4595 '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_site_symmetry_3
_geom_angle
C6 C5 C10 . 118.1(5)
C6 C5 C4 . 120.7(5)
C10 C5 C4 . 121.2(5)
C5 C6 C7 . 121.1(7)
C5 C6 H13 . 119.5
C7 C6 H13 . 119.5
C8 C7 C6 . 120.2(8)
C8 C7 H14 . 119.9
C6 C7 H14 . 119.9
C9 C8 C7 . 119.2(8)
C9 C8 H15 . 120.4
C7 C8 H15 . 120.4
C8 C9 C10 . 119.8(8)
C8 C9 H16 . 120.1
C10 C9 H16 . 120.1
C5 C10 C9 . 121.6(7)
C5 C10 H12 . 119.2
C9 C10 H12 . 119.2
C1 Au1 C1 11_556 175.0(2)
C3 C2 N2 . 106.7(4)
C3 C2 H2 . 126.7
N2 C2 H2 . 126.7
N1 C1 N2 . 104.8(3)
N1 C1 Au1 . 126.8(3)
N2 C1 Au1 . 128.4(3)
C2 C3 N1 . 107.3(4)
C2 C3 H3 . 126.3
N1 C3 H3 . 126.3
N2 C4 C5 . 112.2(3)
N2 C4 H4A . 109.2
C5 C4 H4A . 109.2
N2 C4 H4B . 109.2
C5 C4 H4B . 109.2
H4A C4 H4B . 107.9
N1 C11 H5A . 109.5
N1 C11 H5B . 109.5
H5A C11 H5B . 109.5
N1 C11 H5C . 109.5
H5A C11 H5C . 109.5
H5B C11 H5C . 109.5
C1 N2 C2 . 110.7(3)
C1 N2 C4 . 125.1(4)
C2 N2 C4 . 124.2(4)
C1 N1 C3 . 110.5(4)
C1 N1 C11 . 124.8(4)
C3 N1 C11 . 124.7(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C5 C6 . 1.340(7)
C5 C10 . 1.341(7)
C5 C4 . 1.503(6)
C6 C7 . 1.389(9)
C6 H13 . 0.93
C7 C8 . 1.346(9)
C7 H14 . 0.93
C8 C9 . 1.340(11)
C8 H15 . 0.93
C9 C10 . 1.391(10)
C9 H16 . 0.93
C10 H12 . 0.93
Au1 C1 . 2.035(4)
Au1 C1 11_556 2.035(4)
C2 C3 . 1.329(6)
C2 N2 . 1.369(5)
C2 H2 . 0.93
C1 N1 . 1.340(5)
C1 N2 . 1.351(5)
C3 N1 . 1.371(5)
C3 H3 . 0.93
C4 N2 . 1.472(5)
C4 H4A . 0.97
C4 H4B . 0.97
C11 N1 . 1.463(5)
C11 H5A . 0.96
C11 H5B . 0.96
C11 H5C . 0.96
