#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/00/7000058.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_7000058
loop_
_publ_author_name
'Baker, Murray V.'
'Barnard, Peter J.'
'Brayshaw, Simon K.'
'Hickey, James L.'
'Skelton, Brian W.'
'White, Allan H.'
_publ_section_title
;
 Synthetic, structural and spectroscopic studies of
 (pseudo)halo(1,3-di-tert-butylimidazol-2-ylidine)gold complexes.
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              37
_journal_page_last               43
_journal_paper_doi               10.1039/b412540a
_journal_year                    2005
_chemical_formula_moiety         'C13 H23 Au1 N2 O2'
_chemical_formula_sum            'C13 H23 Au N2 O2'
_chemical_formula_weight         436.35
_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'
_audit_creation_date             04-01-02
_audit_creation_method           Xtal3.6
_cell_angle_alpha                90.00000
_cell_angle_beta                 91.456(2)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   13.1458(8)
_cell_length_b                   9.7248(6)
_cell_length_c                   11.3223(7)
_cell_measurement_reflns_used    5229
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      37.32
_cell_measurement_theta_min      2.61
_cell_volume                     1446.98(15)
_computing_cell_refinement       'Siemens SAINT (Siemens, 1995)'
_computing_data_collection       'Siemens SMART (Siemens, 1995)'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    xtal
_computing_publication_material  'xtal BONDLA CIFIO'
_computing_structure_refinement  'xtal CRYLSQ'
_computing_structure_solution    xtal
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measurement_device_type
;
Bruker SMART CCD diffractometer
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_detector       'CCD area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .039
_diffrn_reflns_av_sigmaI/netI    .056
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28862
_diffrn_reflns_theta_full        37.53
_diffrn_reflns_theta_max         37.53
_diffrn_reflns_theta_min         1.55
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    10.164
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  .56
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS; Sheldrick, 1996
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.003
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_size_max          .12
_exptl_crystal_size_mid          .1
_exptl_crystal_size_min          .07
_refine_diff_density_max         1.936
_refine_diff_density_min         -1.953
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   .981
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         5926
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .045
_refine_ls_R_factor_gt           .028
_refine_ls_shift/su_max          .003
_refine_ls_shift/su_mean         .0001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .035
_refine_ls_wR_factor_ref         .033
_reflns_d_resolution_high        .583
_reflns_d_resolution_low         13.107
_reflns_Friedel_coverage         0
_reflns_limit_h_max              22
_reflns_limit_h_min              0
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              -19
_reflns_number_gt                5926
_reflns_number_total             7566
_reflns_threshold_expression     'F    > 4.00 sig(F   )'
_cod_data_source_file            b412540a.txt
_cod_data_source_block           sb6013
_cod_original_sg_symbol_Hall     -p_2ybc
_cod_original_sg_symbol_H-M      P_1_21/c_1
_cod_original_formula_sum        'C13 H23 Au1 N2 O2'
_cod_database_code               7000058
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,1/2+y,1/2-z
-x,-y,-z
+x,1/2-y,1/2+z
loop_
_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_calc_attached_atom
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au .284084(7) .546452(9) .383293(8) .01533(5) Uani ? ? 1.00000 ? ?
C1 .2668(2) .7338(3) .4487(2) .0144(10) Uani ? ? 1.00000 ? ?
N2 .18681(16) .8189(2) .4217(2) .0149(9) Uani ? ? 1.00000 ? ?
C21 .0929(2) .7805(3) .3500(2) .0190(11) Uani ? ? 1.00000 ? ?
C22 .0432(2) .6549(4) .4053(3) .0276(15) Uani ? ? 1.00000 ? ?
C23 .1219(2) .7527(3) .2225(2) .0245(13) Uani ? ? 1.00000 ? ?
C24 .0186(3) .9006(4) .3517(3) .0324(16) Uani ? ? 1.00000 ? ?
C3 .2052(2) .9466(3) .4716(2) .0167(10) Uani ? ? 1.00000 ? ?
C4 .2954(2) .9406(2) .5304(2) .0151(10) Uani ? ? 1.00000 ? ?
N5 .33267(16) .8090(2) .51621(18) .0136(9) Uani ? ? 1.00000 ? ?
C51 .4312(2) .7582(3) .5701(2) .0144(10) Uani ? ? 1.00000 ? ?
C52 .4093(2) .6371(3) .6511(2) .0206(12) Uani ? ? 1.00000 ? ?
C53 .5034(2) .7157(3) .4724(2) .0194(11) Uani ? ? 1.00000 ? ?
C54 .4809(2) .8721(3) .6437(2) .0180(11) Uani ? ? 1.00000 ? ?
O11 .30614(16) .3662(2) .2954(2) .0238(10) Uani ? ? 1.00000 ? ?
C11 .2347(2) .2732(3) .2952(3) .0205(12) Uani ? ? 1.00000 ? ?
O12 .16151(19) .2717(2) .3616(2) .0315(12) Uani ? ? 1.00000 ? ?
C12 .2473(3) .1641(3) .2021(3) .0310(16) Uani ? ? 1.00000 ? ?
H22a .02552 .67265 .48414 .04100 Uiso ? ? 1.00000 ? ?
H22b .08995 .57834 .40470 .04100 Uiso ? ? 1.00000 ? ?
H22c -.01621 .62901 .36034 .04100 Uiso ? ? 1.00000 ? ?
H23a .15323 .83182 .18912 .03800 Uiso ? ? 1.00000 ? ?
H23b .06369 .72860 .17578 .03800 Uiso ? ? 1.00000 ? ?
H23c .16985 .67793 .22013 .03800 Uiso ? ? 1.00000 ? ?
H24a .04919 .97978 .31743 .04700 Uiso ? ? 1.00000 ? ?
H24b .00100 .92085 .43039 .04700 Uiso ? ? 1.00000 ? ?
H24c -.04121 .87762 .30669 .04700 Uiso ? ? 1.00000 ? ?
H3 .16191 1.02508 .46469 .02100 Uiso ? ? 1.00000 ? ?
H4 .32767 1.01391 .57335 .01900 Uiso ? ? 1.00000 ? ?
H52a .36452 .66459 .71125 .03100 Uiso ? ? 1.00000 ? ?
H52b .47100 .60385 .68650 .03100 Uiso ? ? 1.00000 ? ?
H52c .37815 .56433 .60625 .03100 Uiso ? ? 1.00000 ? ?
H53a .51629 .79256 .42270 .03000 Uiso ? ? 1.00000 ? ?
H53b .47291 .64429 .42607 .03000 Uiso ? ? 1.00000 ? ?
H53c .56576 .68380 .50634 .03000 Uiso ? ? 1.00000 ? ?
H54a .49527 .94895 .59423 .02700 Uiso ? ? 1.00000 ? ?
H54b .54279 .83980 .67897 .02700 Uiso ? ? 1.00000 ? ?
H54c .43629 .90053 .70366 .02700 Uiso ? ? 1.00000 ? ?
H12a .31232 .12101 .21151 .04700 Uiso ? ? 1.00000 ? ?
H12b .24199 .20359 .12530 .04700 Uiso ? ? 1.00000 ? ?
H12c .19608 .09545 .20934 .04700 Uiso ? ? 1.00000 ? ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C ? 0 52 .002 .002 'IT Vol C. Table 6.1.1.4  Table 6.1.1.5'
H ? 0 92 0 0 'IT Vol C. Table 6.1.1.4  Table 6.1.1.5'
Au ? 0 4 -2.688 8.798 'IT Vol C. Table 6.1.1.4  Table 6.1.1.5'
N ? 0 8 .004 .003 'IT Vol C. Table 6.1.1.4  Table 6.1.1.5'
O ? 0 8 .008 .006 'IT Vol C. Table 6.1.1.4  Table 6.1.1.5'
loop_
_diffrn_attenuator_code
_diffrn_attenuator_scale
? ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au O11 . . . 172.40(10) ?
Au C1 N2 . . . 124.62(18) ?
Au C1 N5 . . . 129.03(19) ?
N2 C1 N5 . . . 106.0(2) ?
C1 N2 C21 . . . 125.8(2) ?
C1 N2 C3 . . . 109.1(2) ?
C21 N2 C3 . . . 125.1(2) ?
N2 C21 C22 . . . 109.3(2) ?
N2 C21 C23 . . . 109.5(2) ?
N2 C21 C24 . . . 108.6(2) ?
C22 C21 C23 . . . 111.5(2) ?
C22 C21 C24 . . . 109.1(2) ?
C23 C21 C24 . . . 108.9(2) ?
C21 C22 H22a . . . 111.1 ?
C21 C22 H22b . . . 109.5 ?
C21 C22 H22c . . . 110.2 ?
H22a C22 H22b . . . 108.6 ?
H22a C22 H22c . . . 109.6 ?
H22b C22 H22c . . . 107.8 ?
C21 C23 H23a . . . 110.6 ?
C21 C23 H23b . . . 110.7 ?
C21 C23 H23c . . . 109.8 ?
H23a C23 H23b . . . 109.2 ?
H23a C23 H23c . . . 107.9 ?
H23b C23 H23c . . . 108.5 ?
C21 C24 H24a . . . 109.7 ?
C21 C24 H24b . . . 110.1 ?
C21 C24 H24c . . . 109.6 ?
H24a C24 H24b . . . 109.2 ?
H24a C24 H24c . . . 108.7 ?
H24b C24 H24c . . . 109.5 ?
N2 C3 C4 . . . 107.8(2) ?
N2 C3 H3 . . . 125.9 ?
C4 C3 H3 . . . 126.3 ?
C3 C4 N5 . . . 107.0(2) ?
C3 C4 H4 . . . 126.4 ?
N5 C4 H4 . . . 126.6 ?
C1 N5 C4 . . . 110.0(2) ?
C1 N5 C51 . . . 125.7(2) ?
C4 N5 C51 . . . 124.2(2) ?
N5 C51 C52 . . . 108.9(2) ?
N5 C51 C53 . . . 109.8(2) ?
N5 C51 C54 . . . 109.7(2) ?
C52 C51 C53 . . . 110.8(2) ?
C52 C51 C54 . . . 108.5(2) ?
C53 C51 C54 . . . 109.0(2) ?
C51 C52 H52a . . . 110.1 ?
C51 C52 H52b . . . 110.1 ?
C51 C52 H52c . . . 109.7 ?
H52a C52 H52b . . . 109.3 ?
H52a C52 H52c . . . 108.9 ?
H52b C52 H52c . . . 108.7 ?
C51 C53 H53a . . . 109.7 ?
C51 C53 H53b . . . 109.6 ?
C51 C53 H53c . . . 109.9 ?
H53a C53 H53b . . . 109.0 ?
H53a C53 H53c . . . 109.2 ?
H53b C53 H53c . . . 109.4 ?
C51 C54 H54a . . . 109.6 ?
C51 C54 H54b . . . 109.9 ?
C51 C54 H54c . . . 109.8 ?
H54a C54 H54b . . . 108.9 ?
H54a C54 H54c . . . 109.0 ?
H54b C54 H54c . . . 109.5 ?
Au O11 C11 . . . 119.06(19) ?
O11 C11 O12 . . . 125.3(3) ?
O11 C11 C12 . . . 113.4(3) ?
O12 C11 C12 . . . 121.2(3) ?
C11 C12 H12a . . . 110.1 ?
C11 C12 H12b . . . 110.4 ?
C11 C12 H12c . . . 110.1 ?
H12a C12 H12b . . . 108.9 ?
H12a C12 H12c . . . 108.3 ?
H12b C12 H12c . . . 109.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au C1 . . 1.982(3) ?
Au O11 . . 2.040(2) ?
C1 N2 . . 1.367(3) ?
C1 N5 . . 1.354(3) ?
N2 C21 . . 1.508(3) ?
N2 C3 . . 1.382(3) ?
C21 C22 . . 1.527(4) ?
C21 C23 . . 1.526(4) ?
C21 C24 . . 1.523(5) ?
C22 H22a . . .944 ?
C22 H22b . . .966 ?
C22 H22c . . .954 ?
C23 H23a . . .955 ?
C23 H23b . . .948 ?
C23 H23c . . .963 ?
C24 H24a . . .956 ?
C24 H24b . . .947 ?
C24 H24c . . .953 ?
C3 C4 . . 1.346(4) ?
C3 H3 . . .955 ?
C4 N5 . . 1.381(3) ?
C4 H4 . . .956 ?
N5 C51 . . 1.501(3) ?
C51 C52 . . 1.524(4) ?
C51 C53 . . 1.532(4) ?
C51 C54 . . 1.524(4) ?
C52 H52a . . .950 ?
C52 H52b . . .953 ?
C52 H52c . . .956 ?
C53 H53a . . .954 ?
C53 H53b . . .952 ?
C53 H53c . . .949 ?
C54 H54a . . .956 ?
C54 H54b . . .950 ?
C54 H54c . . .949 ?
O11 C11 . . 1.304(3) ?
C11 O12 . . 1.237(4) ?
C11 C12 . . 1.507(4) ?
C12 H12a . . .956 ?
C12 H12b . . .951 ?
C12 H12c . . .953 ?
