#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:18:06 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178687 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/98/4079852.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_4079852
loop_
_publ_author_name
'Xu, Xiangya'
'Kim, Seung Hyo'
'Zhang, Xi'
'Das, Atanu Kumar'
'Hirao, Hajime'
'Hong, Soon Hyeok'
_publ_section_title
;
 Abnormal N-Heterocyclic Carbene Gold(I) Complexes: Synthesis, Structure,
 and Catalysis in Hydration of Alkynes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              164
_journal_paper_doi               10.1021/om3009603
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C9 H16 Au Cl N2'
_chemical_formula_sum            'C9 H16 Au Cl N2'
_chemical_formula_weight         384.65
_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                 108.453(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3769(4)
_cell_length_b                   9.8216(3)
_cell_length_c                   12.3357(4)
_cell_measurement_reflns_used    5661
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      31.13
_cell_measurement_theta_min      2.71
_cell_volume                     1192.58(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0512
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11262
_diffrn_reflns_theta_full        31.13
_diffrn_reflns_theta_max         31.13
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    12.521
_exptl_absorpt_correction_T_max  0.3674
_exptl_absorpt_correction_T_min  0.0819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.142
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         5.047
_refine_diff_density_min         -4.606
_refine_diff_density_rms         0.408
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         3816
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0443
_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)+(0.0697P)²+7.7149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1299
_reflns_number_gt                3282
_reflns_number_total             3816
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om3009603_si_002.cif
_cod_data_source_block           Complex-8
_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.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4079852
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 0.76143(2) 0.50906(2) 0.367736(18) 0.01294(10) Uani 1 1 d .
C1 C 0.6862(7) 0.6320(6) 0.2349(5) 0.0174(12) Uani 1 1 d .
C2 C 0.6605(7) 0.7987(7) 0.1052(5) 0.0189(12) Uani 1 1 d .
H2 H 0.6815 0.8691 0.0607 0.023 Uiso 1 1 calc R
C3 C 0.5357(7) 0.7553(7) 0.1000(5) 0.0182(12) Uani 1 1 d .
H3 H 0.4516 0.7887 0.0510 0.022 Uiso 1 1 calc R
C4 C 0.9024(6) 0.7282(7) 0.2187(5) 0.0176(12) Uani 1 1 d .
H4 H 0.9422 0.6553 0.2761 0.021 Uiso 1 1 calc R
C5 C 0.9450(8) 0.7001(8) 0.1136(6) 0.0268(15) Uani 1 1 d .
H5A H 0.9031 0.6151 0.0776 0.040 Uiso 1 1 calc R
H5B H 1.0441 0.6917 0.1363 0.040 Uiso 1 1 calc R
H5C H 0.9153 0.7753 0.0592 0.040 Uiso 1 1 calc R
C6 C 0.9542(7) 0.8647(7) 0.2736(6) 0.0243(14) Uani 1 1 d .
H6A H 0.9128 0.9384 0.2204 0.036 Uiso 1 1 calc R
H6B H 1.0532 0.8685 0.2921 0.036 Uiso 1 1 calc R
H6C H 0.9300 0.8752 0.3438 0.036 Uiso 1 1 calc R
C7 C 0.4435(7) 0.5743(7) 0.2048(6) 0.0223(13) Uani 1 1 d .
H7 H 0.4854 0.4950 0.2542 0.027 Uiso 1 1 calc R
C8 C 0.3401(9) 0.5190(9) 0.0943(9) 0.0321(18) Uani 1 1 d .
H8A H 0.2902 0.5951 0.0485 0.048 Uiso 1 1 calc R
H8B H 0.2761 0.4580 0.1140 0.048 Uiso 1 1 calc R
H8C H 0.3882 0.4687 0.0503 0.048 Uiso 1 1 calc R
C9 C 0.3764(8) 0.6659(9) 0.2721(7) 0.0308(16) Uani 1 1 d .
H9A H 0.4461 0.7023 0.3394 0.046 Uiso 1 1 calc R
H9B H 0.3106 0.6126 0.2965 0.046 Uiso 1 1 calc R
H9C H 0.3297 0.7413 0.2234 0.046 Uiso 1 1 calc R
Cl1 Cl 0.83270(14) 0.36928(13) 0.52642(10) 0.0098(2) Uani 1 1 d .
N1 N 0.7529(5) 0.7205(5) 0.1883(4) 0.0144(10) Uani 1 1 d .
N2 N 0.5541(6) 0.6523(6) 0.1803(4) 0.0163(10) Uani 1 1 d .
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
Au1 0.01032(15) 0.01421(14) 0.01445(14) 0.00071(6) 0.00415(10) -0.00067(7)
C1 0.021(3) 0.015(3) 0.018(3) -0.001(2) 0.008(2) 0.000(2)
C2 0.016(3) 0.020(3) 0.019(3) 0.005(2) 0.005(2) 0.006(2)
C3 0.012(3) 0.021(3) 0.021(3) 0.003(2) 0.005(2) 0.001(2)
C4 0.008(3) 0.019(3) 0.025(3) 0.006(2) 0.004(2) 0.001(2)
C5 0.018(4) 0.035(4) 0.029(3) 0.002(3) 0.011(3) 0.003(3)
C6 0.015(3) 0.019(3) 0.032(3) 0.002(2) -0.001(3) -0.004(2)
C7 0.016(3) 0.024(3) 0.030(3) 0.003(2) 0.012(3) -0.005(3)
C8 0.011(4) 0.037(4) 0.044(5) -0.007(3) 0.004(3) -0.005(3)
C9 0.020(4) 0.045(5) 0.034(4) 0.000(3) 0.017(3) -0.003(3)
Cl1 0.0063(6) 0.0147(6) 0.0080(5) 0.0025(4) 0.0018(4) 0.0002(4)
N1 0.007(2) 0.017(2) 0.019(2) 0.0046(18) 0.0030(18) -0.0008(18)
N2 0.012(3) 0.019(2) 0.017(2) 0.0039(18) 0.0039(19) -0.0008(19)
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'
Cl Cl 0.1484 0.1585 '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
C1 Au1 Cl1 175.2(2)
N2 C1 N1 105.8(5)
N2 C1 Au1 125.3(5)
N1 C1 Au1 128.6(5)
C3 C2 N1 106.8(6)
C3 C2 H2 126.6
N1 C2 H2 126.6
C2 C3 N2 106.6(6)
C2 C3 H3 126.7
N2 C3 H3 126.7
N1 C4 C5 109.8(5)
N1 C4 C6 110.6(5)
C5 C4 C6 112.5(6)
N1 C4 H4 107.9
C5 C4 H4 107.9
C6 C4 H4 107.9
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C4 C6 H6A 109.5
C4 C6 H6B 109.5
H6A C6 H6B 109.5
C4 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
N2 C7 C9 108.6(6)
N2 C7 C8 111.6(6)
C9 C7 C8 112.1(7)
N2 C7 H7 108.1
C9 C7 H7 108.1
C8 C7 H7 108.1
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C7 C9 H9A 109.5
C7 C9 H9B 109.5
H9A C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C1 N1 C2 110.0(5)
C1 N1 C4 124.3(5)
C2 N1 C4 125.6(5)
C1 N2 C3 110.8(5)
C1 N2 C7 123.7(5)
C3 N2 C7 125.5(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 C1 1.986(6)
Au1 Cl1 2.3124(12)
C1 N2 1.338(9)
C1 N1 1.348(8)
C2 C3 1.345(9)
C2 N1 1.392(8)
C2 H2 0.9500
C3 N2 1.386(8)
C3 H3 0.9500
C4 N1 1.478(8)
C4 C5 1.522(10)
C4 C6 1.522(9)
C4 H4 1.0000
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 N2 1.488(8)
C7 C9 1.532(10)
C7 C8 1.542(11)
C7 H7 1.0000
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
