#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:00:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178615 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/26/4072625.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_4072625
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            'C27 H36 Au Br N2'
_chemical_formula_weight         665.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           56
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9117(6)
_cell_length_b                   12.6771(7)
_cell_length_c                   19.9643(10)
_cell_measurement_temperature    295(2)
_cell_volume                     2761.6(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0505
_diffrn_reflns_av_sigmaI/netI    0.0564
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17717
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    6.789
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.986
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         3140
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0321
_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)+(0.0291P)²+0.8497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0758
_refine_ls_wR_factor_ref         0.0870
_reflns_number_gt                2026
_reflns_number_total             3140
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060887tsi20060923_010328.cif
_cod_data_source_block           sn574ccd
_cod_original_sg_symbol_H-M      Pccn
_cod_database_code               4072625
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, 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 0.2500 0.7500 0.276803(8) 0.04314(10) Uani 1 2 d S
Br2 Br 0.2500 0.7500 0.15754(3) 0.0790(2) Uani 1 2 d S
C1 C 0.2500 0.7500 0.3757(2) 0.0411(11) Uani 1 2 d S
N1 N 0.2195(3) 0.6702(2) 0.41692(15) 0.0415(8) Uani 1 1 d .
C2 C 0.2298(4) 0.6999(4) 0.48323(19) 0.0531(12) Uani 1 1 d .
H2 H 0.2123 0.6586 0.5205 0.064 Uiso 1 1 calc R
C3 C 0.1768(4) 0.5690(3) 0.39347(17) 0.0442(9) Uani 1 1 d .
C4 C 0.2634(4) 0.4901(3) 0.3800(2) 0.0558(11) Uani 1 1 d .
C5 C 0.2158(5) 0.3966(4) 0.3538(3) 0.0776(16) Uani 1 1 d .
H5 H 0.2697 0.3425 0.3428 0.093 Uiso 1 1 calc R
C6 C 0.0933(5) 0.3814(4) 0.3438(3) 0.0834(16) Uani 1 1 d .
H6 H 0.0654 0.3178 0.3262 0.100 Uiso 1 1 calc R
C8 C 0.0515(4) 0.5559(3) 0.3844(2) 0.0558(11) Uani 1 1 d .
C9 C 0.3980(4) 0.5024(4) 0.3914(2) 0.0662(13) Uani 1 1 d .
H9 H 0.4098 0.5684 0.4161 0.079 Uiso 1 1 calc R
C7 C 0.0123(5) 0.4583(4) 0.3593(2) 0.0688(14) Uani 1 1 d .
H7 H -0.0710 0.4463 0.3531 0.083 Uiso 1 1 calc R
C12 C -0.0399(4) 0.6428(3) 0.3988(2) 0.0660(12) Uani 1 1 d .
H12 H 0.0041 0.7000 0.4214 0.079 Uiso 1 1 calc R
C11 C 0.4512(5) 0.4146(4) 0.4339(3) 0.0901(17) Uani 1 1 d .
H11A H 0.4031 0.4067 0.4739 0.135 Uiso 1 1 calc R
H11B H 0.5341 0.4317 0.4458 0.135 Uiso 1 1 calc R
H11C H 0.4501 0.3498 0.4090 0.135 Uiso 1 1 calc R
C13 C -0.0910(5) 0.6868(5) 0.3335(3) 0.1020(19) Uani 1 1 d .
H13A H -0.0247 0.7028 0.3036 0.153 Uiso 1 1 calc R
H13B H -0.1367 0.7499 0.3426 0.153 Uiso 1 1 calc R
H13C H -0.1439 0.6354 0.3132 0.153 Uiso 1 1 calc R
C10 C 0.4680(5) 0.5129(5) 0.3252(3) 0.1084(19) Uani 1 1 d .
H10A H 0.4661 0.4467 0.3018 0.163 Uiso 1 1 calc R
H10B H 0.5515 0.5321 0.3342 0.163 Uiso 1 1 calc R
H10C H 0.4302 0.5663 0.2981 0.163 Uiso 1 1 calc R
C14 C -0.1430(5) 0.6073(5) 0.4447(3) 0.114(2) Uani 1 1 d .
H14A H -0.1921 0.5555 0.4222 0.171 Uiso 1 1 calc R
H14B H -0.1930 0.6669 0.4563 0.171 Uiso 1 1 calc R
H14C H -0.1089 0.5772 0.4847 0.171 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'
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
_geom_angle_site_symmetry_1
C1 Au1 Br2 180.0 .
N1 C1 N1 104.6(4) 2_565
N1 C1 Au1 127.7(2) 2_565
N1 C1 Au1 127.7(2) .
C1 N1 C2 111.2(3) .
C1 N1 C3 123.4(3) .
C2 N1 C3 125.4(3) .
C2 C2 N1 106.5(2) 2_565
C8 C3 C4 123.5(4) .
C8 C3 N1 117.8(4) .
C4 C3 N1 118.7(4) .
C5 C4 C3 115.3(4) .
C5 C4 C9 120.8(4) .
C3 C4 C9 124.0(4) .
C6 C5 C4 122.7(5) .
C7 C6 C5 120.3(5) .
C3 C8 C7 116.9(4) .
C3 C8 C12 122.4(4) .
C7 C8 C12 120.6(4) .
C4 C9 C11 112.6(4) .
C4 C9 C10 111.6(4) .
C11 C9 C10 110.9(4) .
C6 C7 C8 121.3(5) .
C8 C12 C14 112.7(4) .
C8 C12 C13 110.2(4) .
C14 C12 C13 110.7(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 C1 1.975(5) .
Au1 Br2 2.3810(7) .
C1 N1 1.345(4) 2_565
C1 N1 1.345(4) .
N1 C2 1.381(4) .
N1 C3 1.443(4) .
C2 C2 1.345(9) 2_565
C3 C8 1.390(5) .
C3 C4 1.403(5) .
C4 C5 1.395(6) .
C4 C9 1.494(6) .
C5 C6 1.366(6) .
C6 C7 1.352(6) .
C8 C7 1.401(6) .
C8 C12 1.513(6) .
C9 C11 1.515(6) .
C9 C10 1.532(6) .
C12 C14 1.519(6) .
C12 C13 1.523(6) .
