#------------------------------------------------------------------------------
#$Date: 2016-03-21 12:18:51 +0100 (lun 21 de mar de 2016) $
#$Revision: 178698 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/09/4080980.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_4080980
loop_
_publ_author_name
'Guo, Shuai'
'Sivaram, Haresh'
'Yuan, Dan'
'Huynh, Han Vinh'
_publ_section_title
;
 Gold and Palladium Hetero-Bis-NHC Complexes: Characterizations,
 Correlations, and Ligand Redistributions
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              3685
_journal_paper_doi               10.1021/om400313r
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C15 H21 Au N2 O2'
_chemical_formula_weight         458.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 91.231(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.4713(15)
_cell_length_b                   7.4385(12)
_cell_length_c                   10.8863(17)
_cell_measurement_reflns_used    2827
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.82
_cell_volume                     766.8(2)
_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      223(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5423
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    9.596
_exptl_absorpt_correction_T_max  0.3921
_exptl_absorpt_correction_T_min  0.1722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.249
_refine_diff_density_min         -2.057
_refine_diff_density_rms         0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1882
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0345
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0476P)²+1.8000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0911
_reflns_number_gt                1748
_reflns_number_total             1882
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400313r_si_001.cif
_cod_data_source_block           b125
_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 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/m
_cod_database_code               4080980
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3850(9) 0.2500 0.6977(7) 0.053(2) Uani 0.70 2 d SPD A 1
O2 O 0.1739(10) 0.2500 0.6123(9) 0.075(4) Uani 0.70 2 d SPD A 1
C12 C 0.2512(11) 0.2500 0.7034(10) 0.033(2) Uani 0.70 2 d SPD A 1
O1A O 0.3160(12) 0.2500 0.6456(13) 0.053(2) Uani 0.30 2 d SPDU A 2
O2A O 0.4411(19) 0.2500 0.817(2) 0.059(6) Uani 0.30 2 d SPDU A 2
C12A C 0.3276(14) 0.2500 0.7621(15) 0.033(2) Uani 0.30 2 d SPDU A 2
C13 C 0.1921(10) 0.2500 0.8295(9) 0.048(2) Uani 1 2 d SD . .
H13A H 0.0898 0.2500 0.8237 0.072 Uiso 0.70 2 calc SPR A 1
H13B H 0.2241 0.3565 0.8734 0.072 Uiso 0.35 1 calc PR A 1
H13C H 0.2241 0.1435 0.8734 0.072 Uiso 0.35 1 calc PR A 1
H13D H 0.2120 0.2500 0.9173 0.072 Uiso 0.30 2 d SPR A 2
H13E H 0.1381 0.1435 0.8075 0.072 Uiso 0.15 1 d PR A 2
H13F H 0.1381 0.3565 0.8075 0.072 Uiso 0.15 1 d PR A 2
Au1 Au 0.48624(3) 0.2500 0.53459(2) 0.03809(13) Uani 1 2 d SD . .
N1 N 0.7549(6) 0.2500 0.3949(6) 0.0292(12) Uani 1 2 d S . .
N2 N 0.5691(6) 0.2500 0.2733(5) 0.0284(12) Uani 1 2 d S . .
C1 C 0.6132(8) 0.2500 0.3915(7) 0.0316(15) Uani 1 2 d S A .
C2 C 0.8046(8) 0.2500 0.2766(7) 0.0312(15) Uani 1 2 d S A .
C3 C 0.9418(8) 0.2500 0.2317(8) 0.0379(17) Uani 1 2 d S . .
H3 H 1.0216 0.2500 0.2845 0.045 Uiso 1 2 calc SR A .
C4 C 0.9538(9) 0.2500 0.1056(9) 0.0454(19) Uani 1 2 d S A .
H4 H 1.0444 0.2500 0.0722 0.054 Uiso 1 2 calc SR . .
C5 C 0.8368(10) 0.2500 0.0258(8) 0.0435(19) Uani 1 2 d S . .
H5 H 0.8502 0.2500 -0.0595 0.052 Uiso 1 2 calc SR A .
C6 C 0.7009(9) 0.2500 0.0706(7) 0.0366(16) Uani 1 2 d S A .
H6 H 0.6217 0.2500 0.0171 0.044 Uiso 1 2 calc SR . .
C7 C 0.6860(8) 0.2500 0.1976(7) 0.0307(14) Uani 1 2 d S A .
C8 C 0.8495(8) 0.2500 0.5050(7) 0.0345(16) Uani 1 2 d S . .
H8 H 0.9476 0.2500 0.4754 0.041 Uiso 1 2 calc SR . .
C9 C 0.8314(8) 0.0798(11) 0.5796(7) 0.061(2) Uani 1 1 d . . .
H9A H 0.7412 0.0830 0.6201 0.091 Uiso 1 1 calc R A .
H9B H 0.9069 0.0710 0.6408 0.091 Uiso 1 1 calc R . .
H9C H 0.8344 -0.0238 0.5255 0.091 Uiso 1 1 calc R . .
C10 C 0.4205(8) 0.2500 0.2317(7) 0.0379(17) Uani 1 2 d S . .
H10 H 0.3621 0.2500 0.3060 0.045 Uiso 1 2 calc SR . .
C11 C 0.3853(7) 0.0783(11) 0.1603(6) 0.0527(17) Uani 1 1 d . . .
H11A H 0.4221 0.0872 0.0780 0.079 Uiso 1 1 calc R A .
H11B H 0.2837 0.0627 0.1553 0.079 Uiso 1 1 calc R . .
H11C H 0.4278 -0.0241 0.2021 0.079 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.037(4) 0.099(6) 0.022(4) 0.000 -0.002(3) 0.000
O2 0.030(5) 0.158(12) 0.036(5) 0.000 -0.002(4) 0.000
C12 0.030(5) 0.036(4) 0.033(5) 0.000 0.004(4) 0.000
O1A 0.037(4) 0.099(6) 0.022(4) 0.000 -0.002(3) 0.000
O2A 0.034(10) 0.081(13) 0.061(12) 0.000 -0.008(9) 0.000
C12A 0.030(5) 0.036(4) 0.033(5) 0.000 0.004(4) 0.000
C13 0.046(5) 0.056(5) 0.042(5) 0.000 0.008(4) 0.000
Au1 0.03174(19) 0.0595(2) 0.02328(17) 0.000 0.00637(11) 0.000
N1 0.024(3) 0.038(3) 0.026(3) 0.000 0.001(2) 0.000
N2 0.019(3) 0.042(3) 0.024(3) 0.000 0.007(2) 0.000
C1 0.026(3) 0.028(3) 0.041(4) 0.000 0.001(3) 0.000
C2 0.032(4) 0.030(3) 0.032(4) 0.000 0.007(3) 0.000
C3 0.028(4) 0.044(4) 0.042(4) 0.000 0.007(3) 0.000
C4 0.034(4) 0.053(5) 0.050(5) 0.000 0.020(4) 0.000
C5 0.046(5) 0.049(5) 0.036(4) 0.000 0.017(3) 0.000
C6 0.037(4) 0.044(4) 0.029(4) 0.000 0.011(3) 0.000
C7 0.033(4) 0.026(3) 0.033(4) 0.000 0.005(3) 0.000
C8 0.021(3) 0.051(4) 0.031(4) 0.000 -0.004(3) 0.000
C9 0.045(4) 0.072(5) 0.065(4) 0.030(4) -0.016(3) -0.008(3)
C10 0.024(4) 0.062(5) 0.027(4) 0.000 0.002(3) 0.000
C11 0.036(3) 0.080(5) 0.042(3) -0.011(3) 0.004(2) -0.018(3)
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_3
C12 O1 Au1 122.1(7) . .
O2 C12 O1 122.8(10) . .
O2 C12 C13 121.1(10) . .
O1 C12 C13 116.0(8) . .
C12A O1A Au1 122.7(9) . .
O2A C12A O1A 123.2(17) . .
O2A C12A C13 121.1(18) . .
O1A C12A C13 115.7(9) . .
C12A C13 C12 37.3(9) . .
C1 Au1 O1 170.9(3) . .
C1 Au1 O1A 164.8(5) . .
O1 Au1 O1A 24.3(5) . .
C1 N1 C2 109.6(6) . .
C1 N1 C8 127.6(7) . .
C2 N1 C8 122.8(6) . .
C1 N2 C7 109.3(6) . .
C1 N2 C10 124.9(6) . .
C7 N2 C10 125.8(6) . .
N1 C1 N2 108.5(7) . .
N1 C1 Au1 126.8(6) . .
N2 C1 Au1 124.7(5) . .
N1 C2 C3 131.7(7) . .
N1 C2 C7 106.7(6) . .
C3 C2 C7 121.7(7) . .
C4 C3 C2 116.4(8) . .
C3 C4 C5 122.6(8) . .
C6 C5 C4 120.9(8) . .
C5 C6 C7 117.7(8) . .
C6 C7 N2 133.3(7) . .
C6 C7 C2 120.8(7) . .
N2 C7 C2 105.9(6) . .
N1 C8 C9 111.1(4) . 4_565
N1 C8 C9 111.1(4) . .
C9 C8 C9 113.3(8) 4_565 .
N2 C10 C11 110.7(4) . .
N2 C10 C11 110.7(4) . 4_565
C11 C10 C11 113.4(7) . 4_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C12 1.270(12) .
O1 Au1 2.036(8) .
O2 C12 1.220(13) .
C12 C13 1.494(14) .
O1A C12A 1.271(13) .
O1A Au1 2.036(9) .
O2A C12A 1.219(14) .
C12A C13 1.492(14) .
Au1 C1 1.988(8) .
N1 C1 1.342(9) .
N1 C2 1.381(10) .
N1 C8 1.482(9) .
N2 C1 1.344(10) .
N2 C7 1.394(9) .
N2 C10 1.469(9) .
C2 C3 1.398(11) .
C2 C7 1.400(11) .
C3 C4 1.380(12) .
C4 C5 1.393(13) .
C5 C6 1.385(11) .
C6 C7 1.393(11) .
C8 C9 1.516(8) 4_565
C8 C9 1.516(8) .
C10 C11 1.528(8) .
C10 C11 1.528(8) 4_565
