#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:00:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178615 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/26/4072632.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_4072632
loop_
_publ_author_name
'de Frémont, Pierre'
'Singh, Rohit'
'Stevens, Edwin D.'
'Petersen, Jeffrey L.'
'Nolan, Steven P.'
_publ_section_title
;
 Synthesis, Characterization and Reactivity ofN-Heterocyclic Carbene
 Gold(III) Complexes
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1376
_journal_paper_doi               10.1021/om060887t
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C11 H20 Au Br3 N2'
_chemical_formula_weight         616.99
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 96.7460(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2947(5)
_cell_length_b                   15.3944(8)
_cell_length_c                   12.1528(7)
_cell_measurement_reflns_used    14746
_cell_measurement_temperature    571(2)
_cell_measurement_theta_max      26.423
_cell_measurement_theta_min      2.205
_cell_volume                     1726.86(16)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      571(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21428
_diffrn_reflns_theta_full        26.47
_diffrn_reflns_theta_max         26.47
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    15.445
_exptl_absorpt_correction_T_max  0.912515
_exptl_absorpt_correction_T_min  0.583400
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.127
_refine_diff_density_min         -0.907
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       0.00120(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3569
_refine_ls_number_restraints     491
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0138P)²+6.3409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0548
_refine_ls_wR_factor_ref         0.0575
_reflns_number_gt                3107
_reflns_number_total             3569
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060887tsi20060923_010644.cif
_cod_data_source_block           nol326m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4072632
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.777501(19) 0.987117(11) 0.220954(16) 0.03777(7) Uani 1 1 d U
Br1 Br 0.64388(6) 0.85982(4) 0.27233(6) 0.06302(18) Uani 1 1 d U
C1 C 0.6887(6) 1.1673(3) 0.0392(5) 0.0514(12) Uani 1 1 d DU
N1 N 0.8294(4) 1.1585(3) 0.1135(4) 0.0454(10) Uani 1 1 d DU
Br2 Br 0.68948(7) 1.07119(5) 0.36785(6) 0.07027(19) Uani 1 1 d U
C2 C 0.5902(8) 1.0919(6) 0.0433(9) 0.106(3) Uani 1 1 d DU
H2A H 0.641(4) 1.0427(18) 0.017(5) 0.17(5) Uiso 1 1 d D
H2B H 0.503(3) 1.106(3) -0.005(4) 0.13(3) Uiso 1 1 d D
H2C H 0.574(5) 1.086(3) 0.120(2) 0.10(3) Uiso 1 1 d D
N2 N 1.0182(4) 1.1193(3) 0.2267(4) 0.0459(10) Uani 1 1 d DU
Br3 Br 0.86893(7) 0.90820(4) 0.07148(5) 0.06298(17) Uani 1 1 d U
C3 C 0.6168(9) 1.2499(6) 0.0715(8) 0.093(3) Uani 1 1 d DU
H3A H 0.528(4) 1.253(3) 0.021(3) 0.11(3) Uiso 1 1 d D
H3B H 0.684(4) 1.2958(17) 0.060(5) 0.14(4) Uiso 1 1 d D
H3C H 0.601(6) 1.242(3) 0.148(2) 0.12(4) Uiso 1 1 d D
C4 C 0.7283(9) 1.1785(7) -0.0787(6) 0.088(2) Uani 1 1 d DU
H4A H 0.776(6) 1.125(2) -0.093(3) 0.15(4) Uiso 1 1 d D
H4B H 0.790(5) 1.229(2) -0.076(3) 0.12(3) Uiso 1 1 d D
H4C H 0.636(3) 1.186(4) -0.123(2) 0.11(3) Uiso 1 1 d D
C5 C 0.8845(5) 1.0948(3) 0.1824(4) 0.0395(10) Uani 1 1 d U
C6 C 0.9308(7) 1.2250(4) 0.1169(6) 0.0624(16) Uani 1 1 d DU
H6 H 0.922(5) 1.268(3) 0.075(5) 0.067(19) Uiso 1 1 d D
C7 C 1.0443(7) 1.2009(4) 0.1851(6) 0.0636(16) Uani 1 1 d DU
H7 H 1.114(5) 1.232(3) 0.208(5) 0.07(2) Uiso 1 1 d D
C8 C 1.1281(6) 1.0768(4) 0.3103(5) 0.0545(13) Uani 1 1 d DU
C9 C 1.1315(13) 1.1291(6) 0.4158(7) 0.108(3) Uani 1 1 d DU
H9A H 1.148(7) 1.1884(16) 0.395(3) 0.15(4) Uiso 1 1 d D
H9B H 1.211(5) 1.104(3) 0.464(3) 0.15(4) Uiso 1 1 d D
H9C H 1.038(4) 1.119(4) 0.441(4) 0.20(6) Uiso 1 1 d D
C10 C 1.2720(8) 1.0800(9) 0.2622(9) 0.113(3) Uani 1 1 d DU
H10A H 1.252(4) 1.053(4) 0.190(3) 0.17(5) Uiso 1 1 d D
H10B H 1.337(3) 1.047(3) 0.314(3) 0.09(2) Uiso 1 1 d D
H10C H 1.299(8) 1.1405(18) 0.258(6) 0.17(5) Uiso 1 1 d D
C11 C 1.0937(8) 0.9837(5) 0.3338(7) 0.077(2) Uani 1 1 d DU
H11A H 1.004(3) 0.985(2) 0.367(4) 0.08(2) Uiso 1 1 d D
H11B H 1.173(3) 0.963(2) 0.386(3) 0.08(2) Uiso 1 1 d D
H11C H 1.088(5) 0.953(2) 0.264(2) 0.10(3) Uiso 1 1 d 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'
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
C5 Au1 Br3 90.69(14)
C5 Au1 Br2 87.16(14)
Br3 Au1 Br2 177.82(2)
C5 Au1 Br1 177.97(14)
Br3 Au1 Br1 91.32(2)
Br2 Au1 Br1 90.83(3)
C2 C1 N1 114.0(5)
C2 C1 C3 110.9(7)
N1 C1 C3 107.4(5)
C2 C1 C4 109.8(7)
N1 C1 C4 106.5(5)
C3 C1 C4 108.1(6)
C5 N1 C6 108.1(4)
C5 N1 C1 132.5(4)
C6 N1 C1 119.4(4)
C5 N2 C7 107.5(5)
C5 N2 C8 131.9(4)
C7 N2 C8 120.5(4)
N2 C5 N1 107.9(4)
N2 C5 Au1 126.5(4)
N1 C5 Au1 125.4(3)
C7 C6 N1 107.6(5)
C6 C7 N2 108.8(5)
C11 C8 N2 113.6(4)
C11 C8 C9 109.3(7)
N2 C8 C9 106.6(5)
C11 C8 C10 108.7(7)
N2 C8 C10 106.5(6)
C9 C8 C10 112.1(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 C5 2.016(5)
Au1 Br3 2.4209(6)
Au1 Br2 2.4238(6)
Au1 Br1 2.4403(6)
C1 C2 1.482(9)
C1 N1 1.506(7)
C1 C3 1.510(9)
C1 C4 1.531(9)
N1 C5 1.351(6)
N1 C6 1.388(7)
N2 C5 1.349(6)
N2 C7 1.386(7)
N2 C8 1.504(7)
C6 C7 1.316(9)
C8 C11 1.502(9)
C8 C9 1.512(9)
C8 C10 1.522(10)
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
C2 C1 N1 C5 1.0(10)
C3 C1 N1 C5 124.2(7)
C4 C1 N1 C5 -120.2(7)
C2 C1 N1 C6 -180.0(7)
C3 C1 N1 C6 -56.7(7)
C4 C1 N1 C6 58.9(7)
C7 N2 C5 N1 1.0(6)
C8 N2 C5 N1 178.0(5)
C7 N2 C5 Au1 -174.3(4)
C8 N2 C5 Au1 2.7(8)
C6 N1 C5 N2 -1.1(6)
C1 N1 C5 N2 178.0(5)
C6 N1 C5 Au1 174.2(4)
C1 N1 C5 Au1 -6.7(8)
Br3 Au1 C5 N2 -93.2(4)
Br2 Au1 C5 N2 87.2(4)
Br1 Au1 C5 N2 94(4)
Br3 Au1 C5 N1 92.3(4)
Br2 Au1 C5 N1 -87.3(4)
Br1 Au1 C5 N1 -81(4)
C5 N1 C6 C7 0.8(7)
C1 N1 C6 C7 -178.4(5)
N1 C6 C7 N2 -0.2(8)
C5 N2 C7 C6 -0.5(7)
C8 N2 C7 C6 -177.9(5)
C5 N2 C8 C11 12.2(9)
C7 N2 C8 C11 -171.2(6)
C5 N2 C8 C9 -108.3(8)
C7 N2 C8 C9 68.3(8)
C5 N2 C8 C10 131.8(8)
C7 N2 C8 C10 -51.6(8)
