#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/52/1515269.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_1515269
loop_
_publ_author_name
'Mankad, Neal P.'
'Toste, F. Dean'
_publ_section_title
;
 C(sp(3))-F reductive elimination from alkylgold(iii) fluoride complexes.
;
_journal_issue                   1
_journal_name_full
'Chemical science (Royal Society of Chemistry : 2010)'
_journal_page_first              72
_journal_page_last               76
_journal_paper_doi               10.1039/C1SC00515D
_journal_volume                  3
_journal_year                    2012
_chemical_formula_sum            'C29 H40 Au Cl4 F N2'
_chemical_formula_weight         774.40
_chemical_name_common            IPrAuF*2CH2Cl2
_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                 103.594(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3108(10)
_cell_length_b                   16.3917(17)
_cell_length_c                   10.7713(11)
_cell_measurement_reflns_used    9392
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.11
_cell_measurement_theta_min      2.31
_cell_volume                     1597.9(3)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0156
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            51743
_diffrn_reflns_theta_full        27.15
_diffrn_reflns_theta_max         27.15
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    4.964
_exptl_absorpt_correction_T_max  0.609
_exptl_absorpt_correction_T_min  0.039
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.576
_refine_diff_density_min         -3.025
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         3646
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0282
_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)+(0.0325P)²+5.7645P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0674
_refine_ls_wR_factor_ref         0.0693
_reflns_number_gt                3436
_reflns_number_total             3646
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1sc00515d.txt
_cod_data_source_block           npm021sym
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z 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               1515269
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
Au1 Au -0.00196(2) 0.7500 0.937282(17) 0.02001(7) Uani 1 2 d S . .
F1 F -0.2238(3) 0.7500 0.9395(2) 0.0159(5) Uani 1 2 d S . .
N1 N 0.2911(3) 0.81555(18) 0.9217(3) 0.0208(6) Uani 1 1 d . . .
C1 C 0.2050(6) 0.7500 0.9275(4) 0.0210(10) Uani 1 2 d S . .
C2 C 0.4312(4) 0.7914(2) 0.9130(3) 0.0269(8) Uani 1 1 d . . .
H2 H 0.5115 0.8260 0.9080 0.032 Uiso 1 1 calc R . .
C3 C 0.2422(4) 0.8991(2) 0.9221(3) 0.0227(7) Uani 1 1 d . . .
C4 C 0.2786(5) 0.9425(2) 1.0370(4) 0.0304(8) Uani 1 1 d . . .
C5 C 0.2263(6) 1.0225(3) 1.0351(4) 0.0425(11) Uani 1 1 d . . .
H5 H 0.2494 1.0540 1.1112 0.051 Uiso 1 1 calc R . .
C6 C 0.1419(6) 1.0565(3) 0.9250(5) 0.0473(12) Uani 1 1 d . . .
H6 H 0.1062 1.1107 0.9264 0.057 Uiso 1 1 calc R . .
C7 C 0.1087(5) 1.0125(2) 0.8125(4) 0.0380(10) Uani 1 1 d . . .
H7 H 0.0515 1.0371 0.7372 0.046 Uiso 1 1 calc R . .
C8 C 0.1578(4) 0.9323(2) 0.8077(4) 0.0275(8) Uani 1 1 d . . .
C9 C 0.3690(5) 0.9048(3) 1.1589(4) 0.0350(9) Uani 1 1 d . . .
H9 H 0.4105 0.8524 1.1348 0.042 Uiso 1 1 calc R . .
C10 C 0.4982(9) 0.9575(5) 1.2235(7) 0.098(3) Uani 1 1 d . . .
H10A H 0.5586 0.9702 1.1627 0.148 Uiso 1 1 calc R . .
H10B H 0.5583 0.9282 1.2968 0.148 Uiso 1 1 calc R . .
H10C H 0.4614 1.0083 1.2528 0.148 Uiso 1 1 calc R . .
C11 C 0.2729(6) 0.8838(5) 1.2495(5) 0.071(2) Uani 1 1 d . . .
H11A H 0.2382 0.9341 1.2819 0.106 Uiso 1 1 calc R . .
H11B H 0.3304 0.8519 1.3211 0.106 Uiso 1 1 calc R . .
H11C H 0.1878 0.8517 1.2042 0.106 Uiso 1 1 calc R . .
C12 C 0.1193(5) 0.8849(2) 0.6829(4) 0.0319(8) Uani 1 1 d . . .
H12 H 0.1680 0.8303 0.6976 0.038 Uiso 1 1 calc R . .
C13 C 0.1759(5) 0.9287(3) 0.5780(4) 0.0361(9) Uani 1 1 d . . .
H13A H 0.1324 0.9834 0.5648 0.054 Uiso 1 1 calc R . .
H13B H 0.1476 0.8975 0.4984 0.054 Uiso 1 1 calc R . .
H13C H 0.2837 0.9332 0.6038 0.054 Uiso 1 1 calc R . .
C14 C -0.0474(6) 0.8719(3) 0.6409(4) 0.0469(12) Uani 1 1 d . . .
H14A H -0.0814 0.8422 0.7077 0.070 Uiso 1 1 calc R . .
H14B H -0.0706 0.8402 0.5616 0.070 Uiso 1 1 calc R . .
H14C H -0.0972 0.9249 0.6266 0.070 Uiso 1 1 calc R . .
C15 C 0.7680(10) 0.7500 0.2287(9) 0.093(4) Uani 1 2 d S . .
H15A H 0.7458 0.7986 0.1728 0.112 Uiso 0.50 1 calc PR . .
H15B H 0.7458 0.7014 0.1728 0.112 Uiso 0.50 1 calc PR . .
C16 C 0.6328(9) 0.7500 0.6447(9) 0.064(2) Uani 1 2 d S . .
H16 H 0.705(8) 0.7500 0.587(7) 0.04(2) Uiso 1 2 d S . .
H17 H 0.672(11) 0.7500 0.753(10) 0.09(3) Uiso 1 2 d S . .
Cl1 Cl 0.95770(19) 0.7500 0.29684(17) 0.0470(4) Uani 1 2 d S . .
Cl2 Cl 0.6529(2) 0.7500 0.3217(2) 0.1149(14) Uani 1 2 d SU . .
Cl3A Cl 0.5704(6) 0.8659(4) 0.6085(4) 0.0622(16) Uani 0.412(11) 1 d PU A 1
Cl3B Cl 0.4966(8) 0.8130(6) 0.5919(4) 0.113(4) Uani 0.588(11) 1 d PU . 2
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Au1 F1 177.65(15) . .
C1 N1 C2 110.7(3) . .
C1 N1 C3 124.3(3) . .
C2 N1 C3 125.0(3) . .
N1 C1 N1 105.3(4) . 4_575
N1 C1 Au1 127.3(2) . .
N1 C1 Au1 127.3(2) 4_575 .
C2 C2 N1 106.6(2) 4_575 .
C2 C2 H2 126.7 4_575 .
N1 C2 H2 126.7 . .
C4 C3 C8 123.2(4) . .
C4 C3 N1 118.3(3) . .
C8 C3 N1 118.5(3) . .
C5 C4 C3 117.0(4) . .
C5 C4 C9 121.1(4) . .
C3 C4 C9 121.9(4) . .
C6 C5 C4 121.3(4) . .
C6 C5 H5 119.4 . .
C4 C5 H5 119.4 . .
C5 C6 C7 120.6(4) . .
C5 C6 H6 119.7 . .
C7 C6 H6 119.7 . .
C6 C7 C8 121.1(4) . .
C6 C7 H7 119.4 . .
C8 C7 H7 119.4 . .
C7 C8 C3 116.9(4) . .
C7 C8 C12 120.2(4) . .
C3 C8 C12 122.9(3) . .
C11 C9 C10 111.1(5) . .
C11 C9 C4 111.1(4) . .
C10 C9 C4 112.7(4) . .
C11 C9 H9 107.2 . .
C10 C9 H9 107.2 . .
C4 C9 H9 107.2 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C9 C11 H11A 109.5 . .
C9 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C9 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C8 C12 C14 110.2(4) . .
C8 C12 C13 111.2(3) . .
C14 C12 C13 110.4(3) . .
C8 C12 H12 108.3 . .
C14 C12 H12 108.3 . .
C13 C12 H12 108.3 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
Cl2 C15 Cl1 119.2(6) . .
Cl2 C15 H15A 107.5 . .
Cl1 C15 H15A 107.5 . .
Cl2 C15 H15B 107.5 . .
Cl1 C15 H15B 107.5 . .
H15A C15 H15B 107.0 . .
Cl3B C16 Cl3B 78.5(9) . 4_575
Cl3B C16 Cl3A 33.2(3) . .
Cl3B C16 Cl3A 111.5(7) 4_575 .
Cl3B C16 Cl3A 111.5(7) . 4_575
Cl3B C16 Cl3A 33.2(3) 4_575 4_575
Cl3A C16 Cl3A 143.9(5) . 4_575
Cl3B C16 H16 111(3) . .
Cl3B C16 H16 111(3) 4_575 .
Cl3A C16 H16 94.9(13) . .
Cl3A C16 H16 94.9(13) 4_575 .
Cl3B C16 H17 113(4) . .
Cl3B C16 H17 113(4) 4_575 .
Cl3A C16 H17 102.1(13) . .
Cl3A C16 H17 102.1(13) 4_575 .
H16 C16 H17 122(7) . .
C16 Cl3B Cl3B 50.7(5) . 4_575
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 C1 1.954(5) .
Au1 F1 2.071(2) .
N1 C1 1.351(4) .
N1 C2 1.387(5) .
N1 C3 1.443(5) .
C1 N1 1.351(4) 4_575
C2 C2 1.356(8) 4_575
C2 H2 0.9500 .
C3 C4 1.399(5) .
C3 C8 1.406(5) .
C4 C5 1.397(6) .
C4 C9 1.515(6) .
C5 C6 1.377(7) .
C5 H5 0.9500 .
C6 C7 1.382(6) .
C6 H6 0.9500 .
C7 C8 1.396(5) .
C7 H7 0.9500 .
C8 C12 1.521(5) .
C9 C11 1.511(6) .
C9 C10 1.511(7) .
C9 H9 1.0000 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C14 1.526(6) .
C12 C13 1.533(6) .
C12 H12 1.0000 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 Cl2 1.629(9) .
C15 Cl1 1.747(9) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 Cl3B 1.631(7) .
C16 Cl3B 1.631(7) 4_575
C16 Cl3A 1.998(6) .
C16 Cl3A 1.998(6) 4_575
C16 H16 1.02(8) .
C16 H17 1.14(11) .
Cl3B Cl3B 2.064(19) 4_575
