#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:58:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179873 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/69/7016953.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_7016953
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            'C34 H32 Au Br N4'
_chemical_formula_weight         773.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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           'APEX2 v2010.1-2'
_cell_angle_alpha                90
_cell_angle_beta                 128.227(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.0297(10)
_cell_length_b                   11.0439(9)
_cell_length_c                   22.6718(13)
_cell_measurement_reflns_used    7450
_cell_measurement_temperature    300.(2)
_cell_measurement_theta_max      26.2014
_cell_measurement_theta_min      2.2870
_cell_volume                     2956.2(4)
_computing_cell_refinement       'SAINT V7.60A (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT V7.60A (Bruker AXS, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      300.(2)
_diffrn_detector_area_resol_mean 8.3330
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.3586
_diffrn_reflns_av_sigmaI/netI    0.1826
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            32232
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    6.358
_exptl_absorpt_correction_T_max  0.15
_exptl_absorpt_correction_T_min  0.07
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.81
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.24
_refine_diff_density_max         6.760
_refine_diff_density_min         -4.713
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0746
_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)+(0.0402P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1822
_refine_ls_wR_factor_ref         0.1907
_reflns_number_gt                4563
_reflns_number_total             6399
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11175b.txt
_cod_data_source_block           complex6b
_cod_database_code               7016953
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Au Au1 0.27929(3) 0.53593(3) 0.236475(18) 0.02287(16) Uani d . 1
N N1 0.1400(7) 0.5496(7) 0.2928(4) 0.0224(17) Uani d . 1
N N2 0.2367(6) 0.3852(7) 0.3277(4) 0.0242(16) Uani d . 1
N N3 0.4324(6) 0.5218(6) 0.1921(4) 0.0226(17) Uani d . 1
N N4 0.3186(6) 0.6720(7) 0.1384(4) 0.0273(17) Uani d . 1
C C1 0.2140(7) 0.4871(8) 0.2903(5) 0.0214(19) Uani d . 1
C C2 0.1185(9) 0.4836(11) 0.3351(7) 0.042(3) Uani d . 1
H H9 0.069 0.506 0.3449 0.05 Uiso calc R 1
C C3 0.1808(8) 0.3829(9) 0.3593(6) 0.033(2) Uani d . 1
H H10 0.1861 0.3238 0.3905 0.04 Uiso calc R 1
C C4 0.0881(8) 0.6642(9) 0.2553(5) 0.034(2) Uani d . 1
H H2A 0.1447 0.7158 0.2604 0.04 Uiso calc R 1
H H2B 0.0611 0.7044 0.2796 0.04 Uiso calc R 1
C C5 -0.0089(8) 0.6471(8) 0.1736(5) 0.028(2) Uani d . 1
C C6 -0.0978(9) 0.5684(10) 0.1489(6) 0.038(2) Uani d . 1
H H8 -0.0985 0.5228 0.1831 0.045 Uiso calc R 1
C C7 -0.1853(10) 0.5586(11) 0.0728(7) 0.053(3) Uani d . 1
H H7 -0.2449 0.5059 0.0562 0.064 Uiso calc R 1
C C8 -0.1865(10) 0.6247(12) 0.0213(6) 0.052(3) Uani d . 1
H H6 -0.2457 0.6167 -0.0298 0.062 Uiso calc R 1
C C9 -0.0984(10) 0.7033(11) 0.0464(6) 0.046(3) Uani d . 1
H H5 -0.0989 0.7489 0.0117 0.055 Uiso calc R 1
C C10 -0.0110(8) 0.7156(10) 0.1205(5) 0.037(2) Uani d . 1
H H4 0.0475 0.7694 0.1363 0.044 Uiso calc R 1
C C11 0.3104(8) 0.2878(8) 0.3377(5) 0.032(2) Uani d . 1
H H11A 0.326 0.2995 0.3024 0.038 Uiso calc R 1
H H11B 0.2706 0.2115 0.3255 0.038 Uiso calc R 1
C C12 0.4213(7) 0.2795(8) 0.4157(5) 0.0214(18) Uani d . 1
C C13 0.4517(9) 0.1762(9) 0.4593(6) 0.034(2) Uani d . 1
H H17 0.4006 0.1122 0.4407 0.041 Uiso calc R 1
C C14 0.5519(10) 0.1661(10) 0.5270(6) 0.042(3) Uani d . 1
H H16 0.5708 0.0946 0.5541 0.05 Uiso calc R 1
C C15 0.6279(9) 0.2611(11) 0.5572(6) 0.047(3) Uani d . 1
H H15 0.6972 0.2544 0.6049 0.057 Uiso calc R 1
C C16 0.6000(9) 0.3672(11) 0.5157(6) 0.044(3) Uani d . 1
H H14 0.6508 0.4315 0.5356 0.053 Uiso calc R 1
C C17 0.4979(8) 0.3763(9) 0.4458(6) 0.035(2) Uani d . 1
H H13 0.4793 0.4469 0.4181 0.042 Uiso calc R 1
C C18 0.3475(7) 0.5806(8) 0.1848(5) 0.0218(19) Uani d . 1
C C19 0.3826(8) 0.6733(9) 0.1128(5) 0.030(2) Uani d . 1
H H20 0.3766 0.7271 0.0789 0.037 Uiso calc R 1
C C20 0.4563(8) 0.5779(9) 0.1486(5) 0.031(2) Uani d . 1
H H19 0.5119 0.5551 0.1446 0.037 Uiso calc R 1
C C21 0.2329(8) 0.7633(8) 0.1161(5) 0.031(2) Uani d . 1
H H21A 0.2676 0.8428 0.1278 0.038 Uiso calc R 1
H H21B 0.2069 0.7523 0.1456 0.038 Uiso calc R 1
C C22 0.1321(8) 0.7599(9) 0.0341(5) 0.029(2) Uani d . 1
C C23 0.0833(8) 0.8678(10) -0.0051(6) 0.039(3) Uani d . 1
H H23 0.1145 0.9417 0.0188 0.047 Uiso calc R 1
C C24 -0.0135(9) 0.8644(14) -0.0809(6) 0.059(4) Uani d . 1
H H24 -0.0482 0.9363 -0.1064 0.071 Uiso calc R 1
C C25 -0.0567(10) 0.7565(17) -0.1172(7) 0.074(5) Uani d . 1
H H25 -0.1191 0.7553 -0.1678 0.089 Uiso calc R 1
C C26 -0.0081(10) 0.6494(15) -0.0792(8) 0.079(5) Uani d . 1
H H26 -0.0391 0.5761 -0.104 0.094 Uiso calc R 1
C C27 0.0872(9) 0.6500(11) -0.0037(6) 0.052(3) Uani d . 1
H H27 0.1208 0.5774 0.0213 0.063 Uiso calc R 1
C C28 0.4902(8) 0.4128(8) 0.2346(5) 0.027(2) Uani d . 1
H H28A 0.4852 0.406 0.2751 0.033 Uiso calc R 1
H H28B 0.5697 0.4188 0.2567 0.033 Uiso calc R 1
C C29 0.4406(7) 0.2996(8) 0.1863(4) 0.0245(19) Uani d . 1
C C30 0.3558(8) 0.2323(9) 0.1780(6) 0.033(2) Uani d . 1
H H30 0.3289 0.2558 0.2037 0.04 Uiso calc R 1
C C31 0.3106(8) 0.1323(9) 0.1328(5) 0.032(2) Uani d . 1
H H31 0.2556 0.0871 0.1297 0.038 Uiso calc R 1
C C32 0.3455(8) 0.0985(9) 0.0924(6) 0.036(2) Uani d . 1
H H32 0.3136 0.0312 0.0611 0.043 Uiso calc R 1
C C33 0.4274(9) 0.1637(9) 0.0978(6) 0.040(3) Uani d . 1
H H33 0.4496 0.1416 0.0691 0.048 Uiso calc R 1
C C34 0.4784(9) 0.2630(9) 0.1460(6) 0.034(2) Uani d . 1
H H34 0.5368 0.3045 0.1513 0.041 Uiso calc R 1
Br Br1 0.75754(9) 0.45913(9) 0.23759(6) 0.0346(3) Uani d . 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'
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
C18 Au1 C1 178.4(3)
C1 N1 C2 108.3(8)
C1 N1 C4 125.6(8)
C2 N1 C4 126.1(9)
C1 N2 C3 110.2(8)
C1 N2 C11 126.8(8)
C3 N2 C11 123.0(8)
C18 N3 C20 109.8(7)
C18 N3 C28 128.0(8)
C20 N3 C28 122.1(8)
C18 N4 C19 111.5(8)
C18 N4 C21 126.1(7)
C19 N4 C21 122.4(8)
N2 C1 N1 107.6(7)
N2 C1 Au1 125.2(7)
N1 C1 Au1 127.2(6)
C3 C2 N1 108.4(9)
C3 C2 H9 125.8
N1 C2 H9 125.8
C2 C3 N2 105.4(8)
C2 C3 H10 127.3
N2 C3 H10 127.3
N1 C4 C5 111.9(8)
N1 C4 H2A 109.2
C5 C4 H2A 109.2
N1 C4 H2B 109.2
C5 C4 H2B 109.2
H2A C4 H2B 107.9
C6 C5 C10 119.1(9)
C6 C5 C4 122.2(9)
C10 C5 C4 118.7(9)
C7 C6 C5 119.2(11)
C7 C6 H8 120.4
C5 C6 H8 120.4
C8 C7 C6 121.6(11)
C8 C7 H7 119.2
C6 C7 H7 119.2
C7 C8 C9 118.8(10)
C7 C8 H6 120.6
C9 C8 H6 120.6
C10 C9 C8 121.4(11)
C10 C9 H5 119.3
C8 C9 H5 119.3
C9 C10 C5 120.0(11)
C9 C10 H4 120.0
C5 C10 H4 120.0
N2 C11 C12 114.2(7)
N2 C11 H11A 108.7
C12 C11 H11A 108.7
N2 C11 H11B 108.7
C12 C11 H11B 108.7
H11A C11 H11B 107.6
C13 C12 C17 118.1(9)
C13 C12 C11 121.6(9)
C17 C12 C11 120.3(8)
C14 C13 C12 121.9(11)
C14 C13 H17 119.1
C12 C13 H17 119.1
C13 C14 C15 120.4(11)
C13 C14 H16 119.8
C15 C14 H16 119.8
C14 C15 C16 119.5(9)
C14 C15 H15 120.2
C16 C15 H15 120.2
C17 C16 C15 119.8(10)
C17 C16 H14 120.1
C15 C16 H14 120.1
C16 C17 C12 120.2(10)
C16 C17 H13 119.9
C12 C17 H13 119.9
N4 C18 N3 106.6(7)
N4 C18 Au1 127.4(7)
N3 C18 Au1 126.0(6)
C20 C19 N4 104.9(8)
C20 C19 H20 127.6
N4 C19 H20 127.6
C19 C20 N3 107.1(8)
C19 C20 H19 126.4
N3 C20 H19 126.4
N4 C21 C22 114.1(8)
N4 C21 H21A 108.7
C22 C21 H21A 108.7
N4 C21 H21B 108.7
C22 C21 H21B 108.7
H21A C21 H21B 107.6
C23 C22 C27 119.3(10)
C23 C22 C21 119.8(9)
C27 C22 C21 121.0(9)
C22 C23 C24 119.7(11)
C22 C23 H23 120.2
C24 C23 H23 120.2
C25 C24 C23 120.5(13)
C25 C24 H24 119.7
C23 C24 H24 119.7
C24 C25 C26 120.2(12)
C24 C25 H25 119.9
C26 C25 H25 119.9
C25 C26 C27 120.5(13)
C25 C26 H26 119.7
C27 C26 H26 119.7
C22 C27 C26 119.8(12)
C22 C27 H27 120.1
C26 C27 H27 120.1
N3 C28 C29 112.4(7)
N3 C28 H28A 109.1
C29 C28 H28A 109.1
N3 C28 H28B 109.1
C29 C28 H28B 109.1
H28A C28 H28B 107.9
C30 C29 C34 117.9(8)
C30 C29 C28 122.7(8)
C34 C29 C28 119.4(9)
C31 C30 C29 121.7(9)
C31 C30 H30 119.2
C29 C30 H30 119.2
C32 C31 C30 120.4(9)
C32 C31 H31 119.8
C30 C31 H31 119.8
C31 C32 C33 119.8(10)
C31 C32 H32 120.1
C33 C32 H32 120.1
C32 C33 C34 120.9(10)
C32 C33 H33 119.6
C34 C33 H33 119.6
C33 C34 C29 119.3(9)
C33 C34 H34 120.4
C29 C34 H34 120.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 C18 2.038(8)
Au1 C1 2.054(9)
N1 C1 1.341(12)
N1 C2 1.393(13)
N1 C4 1.453(11)
N2 C1 1.321(11)
N2 C3 1.403(11)
N2 C11 1.457(11)
N3 C18 1.347(12)
N3 C20 1.387(12)
N3 C28 1.448(11)
N4 C18 1.323(11)
N4 C19 1.398(11)
N4 C21 1.458(11)
C2 C3 1.334(14)
C2 H9 0.93
C3 H10 0.93
C4 C5 1.501(12)
C4 H2A 0.97
C4 H2B 0.97
C5 C6 1.389(14)
C5 C10 1.404(13)
C6 C7 1.381(15)
C6 H8 0.93
C7 C8 1.368(17)
C7 H7 0.93
C8 C9 1.377(16)
C8 H6 0.93
C9 C10 1.355(14)
C9 H5 0.93
C10 H4 0.93
C11 C12 1.506(12)
C11 H11A 0.97
C11 H11B 0.97
C12 C13 1.388(13)
C12 C17 1.401(13)
C13 C14 1.333(14)
C13 H17 0.93
C14 C15 1.381(16)
C14 H16 0.93
C15 C16 1.395(16)
C15 H15 0.93
C16 C17 1.367(14)
C16 H14 0.93
C17 H13 0.93
C19 C20 1.373(13)
C19 H20 0.93
C20 H19 0.93
C21 C22 1.506(12)
C21 H21A 0.97
C21 H21B 0.97
C22 C23 1.393(14)
C22 C27 1.395(14)
C23 C24 1.405(14)
C23 H23 0.93
C24 C25 1.36(2)
C24 H24 0.93
C25 C26 1.38(2)
C25 H25 0.93
C26 C27 1.396(15)
C26 H26 0.93
C27 H27 0.93
C28 C29 1.519(12)
C28 H28A 0.97
C28 H28B 0.97
C29 C30 1.383(13)
C29 C34 1.401(12)
C30 C31 1.367(13)
C30 H30 0.93
C31 C32 1.360(13)
C31 H31 0.93
C32 C33 1.364(14)
C32 H32 0.93
C33 C34 1.396(14)
C33 H33 0.93
C34 H34 0.93
