#------------------------------------------------------------------------------
#$Date: 2019-11-23 17:48:43 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234294 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/48/7124854.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_7124854
loop_
_publ_author_name
'Johnson, Alice'
'Gimeno, M Concepción'
_publ_section_title
;
 An efficient and sustainable synthesis of NHC gold complexes.
;
_journal_issue                   62
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9664
_journal_page_last               9667
_journal_paper_doi               10.1039/c6cc05190a
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C11 H8 Au F5 N2'
_chemical_formula_weight         460.16
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_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
_audit_update_record
;
2016-05-27 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.480(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1492(2)
_cell_length_b                   7.1342(2)
_cell_length_c                   13.5219(3)
_cell_measurement_reflns_used    7179
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.9330
_cell_measurement_theta_min      3.3950
_cell_volume                     1162.03(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_molecular_graphics    XP
_computing_publication_material  XCIF
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0655
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω rotations'
_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  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11921
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.28
_exptl_absorpt_coefficient_mu    12.712
_exptl_absorpt_correction_T_max  0.1755
_exptl_absorpt_correction_T_min  0.0804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.367
_refine_diff_density_min         -2.667
_refine_diff_density_rms         0.237
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2159
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0254
_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)+(0.0420P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0646
_refine_ls_wR_factor_ref         0.0656
_reflns_number_gt                2066
_reflns_number_total             2159
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc05190a3.cif
_cod_data_source_block           c516
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7124854
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 0.968438(13) 0.08902(2) 0.243886(12) 0.01053(10) Uani 1 1 d .
N1 N 1.2223(3) 0.0660(5) 0.2831(3) 0.0123(9) Uani 1 1 d .
N2 N 1.1519(3) 0.1569(6) 0.4112(3) 0.0115(8) Uani 1 1 d .
C1 C 1.1242(4) 0.1029(6) 0.3165(4) 0.0107(10) Uani 1 1 d .
C2 C 1.3096(4) 0.0986(6) 0.3566(4) 0.0133(11) Uani 1 1 d .
H2 H 1.3864 0.0847 0.3511 0.016 Uiso 1 1 calc R
C3 C 1.2650(3) 0.1543(7) 0.4382(4) 0.0140(9) Uani 1 1 d .
H3 H 1.3040 0.1855 0.5015 0.017 Uiso 1 1 calc R
C4 C 1.0712(4) 0.2193(7) 0.4757(3) 0.0166(10) Uani 1 1 d .
H4A H 1.0736 0.3562 0.4813 0.025 Uiso 1 1 calc R
H4B H 1.0894 0.1635 0.5421 0.025 Uiso 1 1 calc R
H4C H 0.9966 0.1798 0.4470 0.025 Uiso 1 1 calc R
C5 C 1.2350(4) -0.0010(7) 0.1837(3) 0.0170(10) Uani 1 1 d .
H5A H 1.1632 -0.0452 0.1505 0.025 Uiso 1 1 calc R
H5B H 1.2886 -0.1043 0.1887 0.025 Uiso 1 1 calc R
H5C H 1.2619 0.1015 0.1449 0.025 Uiso 1 1 calc R
C6 C 0.8072(5) 0.0887(6) 0.1830(4) 0.0118(11) Uani 1 1 d .
C7 C 0.7237(4) 0.0281(7) 0.2369(3) 0.0131(9) Uani 1 1 d .
C8 C 0.6113(4) 0.0411(7) 0.2042(3) 0.0142(9) Uani 1 1 d .
C9 C 0.5777(4) 0.1175(6) 0.1120(4) 0.0140(10) Uani 1 1 d .
C10 C 0.6543(4) 0.1749(7) 0.0538(3) 0.0134(9) Uani 1 1 d .
C11 C 0.7656(3) 0.1575(7) 0.0899(4) 0.0134(9) Uani 1 1 d .
F1 F 0.7517(2) -0.0455(4) 0.3295(2) 0.0188(6) Uani 1 1 d .
F2 F 0.53539(19) -0.0232(5) 0.26067(18) 0.0244(7) Uani 1 1 d .
F3 F 0.4680(2) 0.1331(4) 0.0796(2) 0.0225(6) Uani 1 1 d .
F4 F 0.6209(2) 0.2504(4) -0.03615(18) 0.0206(6) Uani 1 1 d .
F5 F 0.8380(2) 0.2206(4) 0.02809(19) 0.0180(6) 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 0.00441(14) 0.01603(15) 0.01062(14) -0.00204(6) -0.00108(9) 0.00043(5)
N1 0.008(2) 0.015(2) 0.014(2) 0.0019(15) 0.0018(17) 0.0020(14)
N2 0.0086(19) 0.016(2) 0.0093(18) -0.0027(16) 0.0002(14) -0.0007(16)
C1 0.007(3) 0.014(3) 0.011(2) 0.0017(16) 0.000(2) 0.0007(15)
C2 0.004(2) 0.017(3) 0.018(3) 0.0028(17) -0.001(2) 0.0009(15)
C3 0.005(2) 0.020(3) 0.015(2) 0.000(2) -0.0034(17) -0.002(2)
C4 0.012(2) 0.026(3) 0.012(2) -0.0019(19) 0.0038(18) 0.0019(18)
C5 0.015(2) 0.024(3) 0.012(2) -0.002(2) 0.0027(18) 0.0013(19)
C6 0.005(3) 0.018(3) 0.013(3) -0.0079(17) -0.001(2) 0.0000(15)
C7 0.015(2) 0.017(2) 0.007(2) -0.0016(19) 0.0004(17) 0.0028(19)
C8 0.009(2) 0.020(2) 0.014(2) -0.004(2) 0.0050(18) -0.0019(19)
C9 0.004(2) 0.016(2) 0.020(3) -0.0068(19) -0.0043(19) 0.0019(17)
C10 0.014(2) 0.012(3) 0.012(2) -0.0025(18) -0.0041(17) 0.0026(18)
C11 0.010(2) 0.015(3) 0.016(2) -0.004(2) 0.0022(17) -0.001(2)
F1 0.0159(15) 0.0276(16) 0.0128(14) 0.0040(12) 0.0013(11) 0.0016(12)
F2 0.0123(16) 0.035(2) 0.0285(18) 0.0013(12) 0.0105(13) -0.0020(11)
F3 0.0056(13) 0.0297(16) 0.0301(16) -0.0056(13) -0.0057(11) 0.0035(11)
F4 0.0211(15) 0.0246(16) 0.0135(13) 0.0053(11) -0.0077(11) 0.0044(11)
F5 0.0123(14) 0.0273(16) 0.0157(14) 0.0040(12) 0.0062(11) -0.0038(10)
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'
F F 0.0171 0.0103 '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 C6 174.21(17)
C1 N1 C2 110.8(4)
C1 N1 C5 125.2(4)
C2 N1 C5 123.9(4)
C1 N2 C3 111.6(4)
C1 N2 C4 123.6(4)
C3 N2 C4 124.7(4)
N2 C1 N1 104.6(4)
N2 C1 Au1 125.7(4)
N1 C1 Au1 129.7(4)
C3 C2 N1 106.6(4)
C2 C3 N2 106.3(4)
C11 C6 C7 112.5(5)
C11 C6 Au1 126.1(4)
C7 C6 Au1 121.3(4)
F1 C7 C8 116.0(4)
F1 C7 C6 119.4(4)
C8 C7 C6 124.6(4)
F2 C8 C9 120.2(4)
F2 C8 C7 121.0(4)
C9 C8 C7 118.8(4)
F3 C9 C10 120.5(5)
F3 C9 C8 119.4(4)
C10 C9 C8 120.1(4)
F4 C10 C9 119.7(4)
F4 C10 C11 121.5(4)
C9 C10 C11 118.7(4)
F5 C11 C10 115.6(4)
F5 C11 C6 119.1(4)
C10 C11 C6 125.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 C1 2.018(5)
Au1 C6 2.024(6)
N1 C1 1.354(7)
N1 C2 1.376(7)
N1 C5 1.454(6)
N2 C1 1.337(6)
N2 C3 1.375(6)
N2 C4 1.464(5)
C2 C3 1.350(7)
C6 C11 1.383(7)
C6 C7 1.392(7)
C7 F1 1.359(5)
C7 C8 1.383(7)
C8 F2 1.351(5)
C8 C9 1.373(7)
C9 F3 1.353(6)
C9 C10 1.358(7)
C10 F4 1.344(5)
C10 C11 1.382(6)
C11 F5 1.366(5)
