#------------------------------------------------------------------------------
#$Date: 2019-11-23 17:48:43 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234294 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/48/7124856.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_7124856
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            'C29 H32 Au F5 N2'
_chemical_formula_weight         700.53
_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                 107.7968(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.6316(3)
_cell_length_b                   6.73754(8)
_cell_length_c                   23.1802(3)
_cell_measurement_reflns_used    27915
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.0550
_cell_measurement_theta_min      3.5420
_cell_volume                     2473.18(7)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            53648
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.29
_exptl_absorpt_coefficient_mu    6.008
_exptl_absorpt_correction_T_max  0.6450
_exptl_absorpt_correction_T_min  0.1973
_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    1.881
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0145
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0150P)²+3.3596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0342
_refine_ls_wR_factor_ref         0.0349
_reflns_number_gt                4307
_reflns_number_total             4588
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc05190a3.cif
_cod_data_source_block           c528
_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_cell_volume        2473.18(6)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7124856
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 0.256811(5) 0.081778(13) 0.445621(4) 0.01073(4) Uani 1 1 d .
N1 N 0.30267(12) 0.1731(3) 0.33026(8) 0.0108(4) Uani 1 1 d .
N2 N 0.20109(12) 0.3637(3) 0.33690(8) 0.0110(4) Uani 1 1 d .
C1 C 0.25452(14) 0.2172(3) 0.36663(10) 0.0117(5) Uani 1 1 d .
C2 C 0.27824(14) 0.2879(3) 0.27831(10) 0.0133(5) Uani 1 1 d .
H2 H 0.3017 0.2841 0.2458 0.016 Uiso 1 1 calc R
C3 C 0.21522(15) 0.4057(3) 0.28251(10) 0.0136(5) Uani 1 1 d .
H3 H 0.1857 0.5006 0.2534 0.016 Uiso 1 1 calc R
C4 C 0.37354(14) 0.0254(3) 0.34483(10) 0.0117(5) Uani 1 1 d .
C5 C 0.41185(15) 0.0161(4) 0.29252(10) 0.0140(5) Uani 1 1 d .
H5A H 0.3679 -0.0226 0.2547 0.017 Uiso 1 1 calc R
H5B H 0.4337 0.1485 0.2863 0.017 Uiso 1 1 calc R
C6 C 0.33975(14) -0.1812(3) 0.35310(11) 0.0139(5) Uani 1 1 d .
H6A H 0.3136 -0.1774 0.3861 0.017 Uiso 1 1 calc R
H6B H 0.2960 -0.2216 0.3154 0.017 Uiso 1 1 calc R
C7 C 0.44239(15) 0.0882(3) 0.40269(10) 0.0134(5) Uani 1 1 d .
H7A H 0.4642 0.2210 0.3969 0.016 Uiso 1 1 calc R
H7B H 0.4184 0.0962 0.4368 0.016 Uiso 1 1 calc R
C8 C 0.48393(15) -0.1359(4) 0.30731(11) 0.0165(5) Uani 1 1 d .
H8 H 0.5086 -0.1412 0.2730 0.020 Uiso 1 1 calc R
C9 C 0.41227(15) -0.3320(4) 0.36851(11) 0.0167(5) Uani 1 1 d .
H9 H 0.3902 -0.4658 0.3746 0.020 Uiso 1 1 calc R
C10 C 0.45027(16) -0.3413(4) 0.31613(11) 0.0181(5) Uani 1 1 d .
H10A H 0.4967 -0.4395 0.3254 0.022 Uiso 1 1 calc R
H10B H 0.4066 -0.3832 0.2785 0.022 Uiso 1 1 calc R
C11 C 0.51461(15) -0.0633(4) 0.41746(11) 0.0160(5) Uani 1 1 d .
H11 H 0.5593 -0.0223 0.4553 0.019 Uiso 1 1 calc R
C12 C 0.48052(15) -0.2683(4) 0.42668(11) 0.0177(5) Uani 1 1 d .
H12A H 0.4563 -0.2633 0.4607 0.021 Uiso 1 1 calc R
H12B H 0.5271 -0.3663 0.4369 0.021 Uiso 1 1 calc R
C13 C 0.55225(15) -0.0723(4) 0.36493(11) 0.0174(5) Uani 1 1 d .
H13A H 0.5746 0.0597 0.3589 0.021 Uiso 1 1 calc R
H13B H 0.5995 -0.1685 0.3744 0.021 Uiso 1 1 calc R
C14 C 0.12890(14) 0.4480(3) 0.35510(10) 0.0114(5) Uani 1 1 d .
C15 C 0.09255(15) 0.6313(3) 0.31652(10) 0.0136(5) Uani 1 1 d .
H15A H 0.0743 0.5953 0.2730 0.016 Uiso 1 1 calc R
H15B H 0.1365 0.7354 0.3231 0.016 Uiso 1 1 calc R
C16 C 0.15773(14) 0.5116(4) 0.42189(10) 0.0129(5) Uani 1 1 d .
H16A H 0.1841 0.3977 0.4478 0.015 Uiso 1 1 calc R
H16B H 0.2003 0.6187 0.4281 0.015 Uiso 1 1 calc R
C17 C 0.06049(14) 0.2882(3) 0.34408(10) 0.0138(5) Uani 1 1 d .
H17A H 0.0835 0.1693 0.3687 0.017 Uiso 1 1 calc R
H17B H 0.0424 0.2491 0.3008 0.017 Uiso 1 1 calc R
C18 C 0.01676(15) 0.7107(3) 0.33443(11) 0.0152(5) Uani 1 1 d .
H18 H -0.0067 0.8303 0.3094 0.018 Uiso 1 1 calc R
C19 C 0.08147(15) 0.5856(3) 0.43973(11) 0.0145(5) Uani 1 1 d .
H19 H 0.1001 0.6224 0.4836 0.017 Uiso 1 1 calc R
C20 C -0.05177(15) 0.5503(4) 0.32281(11) 0.0174(5) Uani 1 1 d .
H20A H -0.0707 0.5143 0.2793 0.021 Uiso 1 1 calc R
H20B H -0.1011 0.6012 0.3337 0.021 Uiso 1 1 calc R
C21 C 0.04472(15) 0.7683(4) 0.40174(10) 0.0163(5) Uani 1 1 d .
H21A H 0.0878 0.8745 0.4093 0.020 Uiso 1 1 calc R
H21B H -0.0042 0.8190 0.4132 0.020 Uiso 1 1 calc R
C22 C -0.01547(15) 0.3669(4) 0.36123(11) 0.0167(5) Uani 1 1 d .
H22 H -0.0598 0.2615 0.3540 0.020 Uiso 1 1 calc R
C23 C 0.01354(15) 0.4242(4) 0.42852(11) 0.0168(5) Uani 1 1 d .
H23A H -0.0352 0.4738 0.4404 0.020 Uiso 1 1 calc R
H23B H 0.0366 0.3061 0.4535 0.020 Uiso 1 1 calc R
C24 C 0.25290(14) -0.0524(3) 0.52367(10) 0.0129(5) Uani 1 1 d .
C25 C 0.29063(14) -0.2327(4) 0.54491(10) 0.0134(5) Uani 1 1 d .
C26 C 0.28439(14) -0.3250(4) 0.59670(11) 0.0160(5) Uani 1 1 d .
C27 C 0.23979(15) -0.2344(4) 0.63028(10) 0.0164(5) Uani 1 1 d .
C28 C 0.20199(15) -0.0537(4) 0.61169(10) 0.0155(5) Uani 1 1 d .
C29 C 0.20911(15) 0.0315(4) 0.55947(11) 0.0144(5) Uani 1 1 d .
F1 F 0.33796(9) -0.3274(2) 0.51520(6) 0.0190(3) Uani 1 1 d .
F2 F 0.32332(9) -0.4992(2) 0.61584(7) 0.0255(3) Uani 1 1 d .
F3 F 0.23397(9) -0.3185(2) 0.68169(6) 0.0253(3) Uani 1 1 d .
F4 F 0.15910(9) 0.0372(2) 0.64502(6) 0.0227(3) Uani 1 1 d .
F5 F 0.16987(9) 0.2092(2) 0.54420(6) 0.0208(3) Uani 1 1 d .
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'
Au Au -2.0133 8.8022 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 Au1 C24 177.22(9)
C1 N1 C2 110.19(19)
C1 N1 C4 125.15(18)
C2 N1 C4 124.64(18)
C1 N2 C3 110.06(19)
C1 N2 C14 125.79(18)
C3 N2 C14 123.60(19)
N1 C1 N2 105.09(19)
N1 C1 Au1 127.34(16)
N2 C1 Au1 127.47(16)
C3 C2 N1 107.2(2)
C2 C3 N2 107.4(2)
N1 C4 C7 109.84(18)
N1 C4 C5 109.67(18)
C7 C4 C5 108.86(18)
N1 C4 C6 109.70(18)
C7 C4 C6 110.20(19)
C5 C4 C6 108.56(19)
C8 C5 C4 109.62(19)
C9 C6 C4 109.75(19)
C11 C7 C4 109.66(19)
C13 C8 C10 110.0(2)
C13 C8 C5 109.29(19)
C10 C8 C5 109.93(19)
C10 C9 C6 109.2(2)
C10 C9 C12 109.5(2)
C6 C9 C12 109.72(19)
C8 C10 C9 108.98(19)
C13 C11 C7 109.4(2)
C13 C11 C12 109.47(19)
C7 C11 C12 109.46(19)
C11 C12 C9 109.6(2)
C8 C13 C11 109.34(19)
N2 C14 C17 107.76(18)
N2 C14 C16 111.04(18)
C17 C14 C16 110.60(19)
N2 C14 C15 110.30(18)
C17 C14 C15 109.17(19)
C16 C14 C15 107.96(18)
C14 C15 C18 109.37(18)
C19 C16 C14 109.50(19)
C14 C17 C22 110.11(19)
C20 C18 C21 109.55(19)
C20 C18 C15 109.49(19)
C21 C18 C15 110.08(19)
C21 C19 C23 109.3(2)
C21 C19 C16 108.95(19)
C23 C19 C16 110.59(19)
C18 C20 C22 109.04(19)
C19 C21 C18 108.98(19)
C17 C22 C23 108.85(19)
C17 C22 C20 109.74(19)
C23 C22 C20 109.4(2)
C19 C23 C22 109.73(19)
C29 C24 C25 114.2(2)
C29 C24 Au1 121.13(17)
C25 C24 Au1 124.68(17)
F1 C25 C26 116.1(2)
F1 C25 C24 120.2(2)
C26 C25 C24 123.8(2)
F2 C26 C27 119.3(2)
F2 C26 C25 121.4(2)
C27 C26 C25 119.3(2)
F3 C27 C26 120.7(2)
F3 C27 C28 119.9(2)
C26 C27 C28 119.3(2)
F4 C28 C29 121.2(2)
F4 C28 C27 119.5(2)
C29 C28 C27 119.3(2)
F5 C29 C28 115.7(2)
F5 C29 C24 120.2(2)
C28 C29 C24 124.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 C1 2.035(2)
Au1 C24 2.041(2)
N1 C1 1.361(3)
N1 C2 1.384(3)
N1 C4 1.500(3)
N2 C1 1.366(3)
N2 C3 1.380(3)
N2 C14 1.501(3)
C2 C3 1.342(3)
C4 C7 1.533(3)
C4 C5 1.534(3)
C4 C6 1.535(3)
C5 C8 1.534(3)
C6 C9 1.533(3)
C7 C11 1.533(3)
C8 C13 1.527(3)
C8 C10 1.530(3)
C9 C10 1.532(3)
C9 C12 1.535(3)
C11 C13 1.531(3)
C11 C12 1.533(3)
C14 C17 1.530(3)
C14 C16 1.535(3)
C14 C15 1.536(3)
C15 C18 1.539(3)
C16 C19 1.533(3)
C17 C22 1.530(3)
C18 C20 1.534(3)
C18 C21 1.535(3)
C19 C21 1.529(3)
C19 C23 1.532(3)
C20 C22 1.535(3)
C22 C23 1.535(3)
C24 C29 1.381(3)
C24 C25 1.387(3)
C25 F1 1.354(3)
C25 C26 1.384(3)
C26 F2 1.348(3)
C26 C27 1.372(3)
C27 F3 1.349(3)
C27 C28 1.378(3)
C28 F4 1.348(3)
C28 C29 1.377(3)
C29 F5 1.358(3)
