#------------------------------------------------------------------------------
#$Date: 2023-12-12 11:56:26 +0200 (Tue, 12 Dec 2023) $
#$Revision: 288243 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/18/7111876.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_7111876
loop_
_publ_author_name
'Madeleine Livendahl'
'Charles Goehry'
'Feliu Maseras'
'Antonio M. Echavarren'
_publ_section_title
;
 Rationale for the sluggish oxidative addition of aryl halides to Au(I)
;
_journal_name_full               Chem.Commun.
_journal_page_first              1533
_journal_paper_doi               10.1039/c3cc48914k
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C46 H44 Au Br6 Cl9 P2'
_chemical_formula_weight         1654.23
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 106.408(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.0229(14)
_cell_length_b                   16.1927(14)
_cell_length_c                   20.3819(17)
_cell_measurement_reflns_used    9814
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.56
_cell_measurement_theta_min      2.45
_cell_volume                     5389.4(8)
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_solution    Sir2011
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_measurement_specimen_support 'magnetic support whith MicroMount'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            51011
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.04
_diffrn_reflns_theta_min         1.77
_diffrn_source                   'Micorfocus source E025 IuS'
_diffrn_source_current           0.6
_diffrn_source_power             50
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_source_type              'Bruker APEX DUO'
_exptl_absorpt_coefficient_mu    7.717
_exptl_absorpt_correction_T_max  0.5125
_exptl_absorpt_correction_T_min  0.2055
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.039
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3168
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.810
_refine_diff_density_min         -2.045
_refine_diff_density_rms         0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         7285
_refine_ls_number_restraints     118
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0466
_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)+(0.0475P)²+74.7449P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1288
_reflns_number_gt                5884
_reflns_number_total             7285
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc48914k.txt
_cod_data_source_block           mo_mlc85_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_diffrn_measurement_specimen_suppport' was replaced with
'_diffrn_measurement_specimen_support' as specified in the
replacement file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7111876
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.7500 0.7500 0.5000 0.02714(9) Uani 1 2 d S . .
P1 P 0.66603(8) 0.67007(10) 0.41581(7) 0.0272(3) Uani 1 1 d . . .
Br1 Br 0.68263(4) 0.91096(5) 0.36001(4) 0.04769(19) Uani 1 1 d . . .
Br2 Br 0.60460(4) 0.68200(4) 0.58950(3) 0.03833(16) Uani 1 1 d . . .
Br3 Br 0.90065(4) 0.59848(5) 0.47916(4) 0.04968(19) Uani 1 1 d . . .
C1 C 0.6201(4) 0.7247(4) 0.3355(3) 0.0309(12) Uani 1 1 d . . .
H1A H 0.6642 0.7521 0.3207 0.037 Uiso 1 1 calc R . .
H1B H 0.5940 0.6836 0.3000 0.037 Uiso 1 1 calc R . .
C2 C 0.5571(4) 0.7885(4) 0.3393(3) 0.0315(12) Uani 1 1 d . . .
C3 C 0.5744(4) 0.8717(4) 0.3483(3) 0.0356(13) Uani 1 1 d . . .
C4 C 0.5142(4) 0.9303(5) 0.3480(4) 0.0428(15) Uani 1 1 d . . .
H4 H 0.5278 0.9872 0.3544 0.051 Uiso 1 1 calc R . .
C5 C 0.4338(4) 0.9039(5) 0.3382(4) 0.0467(17) Uani 1 1 d . . .
H5 H 0.3911 0.9424 0.3363 0.056 Uiso 1 1 calc R . .
C6 C 0.4176(4) 0.8184(5) 0.3310(3) 0.0380(15) Uani 1 1 d . . .
H6 H 0.3637 0.7991 0.3266 0.046 Uiso 1 1 calc R . .
C7 C 0.4752(4) 0.7648(4) 0.3302(3) 0.0357(14) Uani 1 1 d . . .
H7 H 0.4611 0.7081 0.3233 0.043 Uiso 1 1 calc R . .
C8 C 0.5767(3) 0.6242(5) 0.4354(3) 0.0352(14) Uani 1 1 d . . .
H8A H 0.5463 0.6686 0.4510 0.042 Uiso 1 1 calc R . .
H8B H 0.5401 0.6010 0.3927 0.042 Uiso 1 1 calc R . .
C9 C 0.5961(3) 0.5575(4) 0.4887(3) 0.0330(13) Uani 1 1 d . . .
C10 C 0.6094(4) 0.5726(4) 0.5586(3) 0.0327(13) Uani 1 1 d . . .
C11 C 0.6238(4) 0.5086(4) 0.6062(3) 0.0351(13) Uani 1 1 d . . .
H11 H 0.6319 0.5203 0.6534 0.042 Uiso 1 1 calc R . .
C12 C 0.6260(4) 0.4288(5) 0.5845(4) 0.0431(16) Uani 1 1 d . . .
H12 H 0.6363 0.3848 0.6167 0.052 Uiso 1 1 calc R . .
C13 C 0.6131(5) 0.4123(5) 0.5159(4) 0.0480(17) Uani 1 1 d . . .
H13 H 0.6151 0.3564 0.5021 0.058 Uiso 1 1 calc R . .
C14 C 0.5982(4) 0.4701(6) 0.4684(3) 0.0458(19) Uani 1 1 d . . .
H14 H 0.5890 0.4557 0.4217 0.055 Uiso 1 1 calc R . .
C15 C 0.7134(3) 0.5807(4) 0.3875(3) 0.0298(12) Uani 1 1 d . . .
H15A H 0.7401 0.5465 0.4279 0.036 Uiso 1 1 calc R . .
H15B H 0.6698 0.5468 0.3568 0.036 Uiso 1 1 calc R . .
C16 C 0.7761(4) 0.6019(4) 0.3503(3) 0.0313(12) Uani 1 1 d . . .
C17 C 0.8587(4) 0.6122(4) 0.3830(3) 0.0368(14) Uani 1 1 d . . .
C18 C 0.9145(4) 0.6317(4) 0.3466(4) 0.0394(15) Uani 1 1 d . . .
H18 H 0.9709 0.6391 0.3699 0.047 Uiso 1 1 calc R . .
C19 C 0.8873(5) 0.6402(4) 0.2770(4) 0.0453(17) Uani 1 1 d . . .
H19 H 0.9248 0.6533 0.2518 0.054 Uiso 1 1 calc R . .
C20 C 0.8042(5) 0.6293(5) 0.2432(4) 0.0474(17) Uani 1 1 d . . .
H20 H 0.7859 0.6348 0.1948 0.057 Uiso 1 1 calc R . .
C21 C 0.7511(4) 0.6119(4) 0.2764(4) 0.0446(17) Uani 1 1 d . . .
H21 H 0.6950 0.6056 0.2519 0.054 Uiso 1 1 calc R . .
C1S C 0.8927(4) 0.8598(5) 0.2282(4) 0.0523(19) Uani 1 1 d D . .
H1S1 H 0.9081 0.8250 0.2697 0.063 Uiso 1 1 calc R . .
H1S2 H 0.9277 0.9098 0.2373 0.063 Uiso 1 1 calc R . .
Cl1S Cl 0.91164(17) 0.80470(15) 0.15940(13) 0.0692(6) Uani 1 1 d D . .
Cl2S Cl 0.79006(13) 0.88932(16) 0.21168(15) 0.0700(7) Uani 1 1 d D . .
C1T C 0.8712(12) 0.3468(17) 0.4943(13) 0.104(2) Uani 0.50 1 d PDU A 1
H1T1 H 0.8800 0.3872 0.4606 0.124 Uiso 0.50 1 calc PR A 1
H1T2 H 0.9229 0.3159 0.5130 0.124 Uiso 0.50 1 calc PR A 1
Cl1T Cl 0.8455(6) 0.3999(6) 0.5614(6) 0.0940(15) Uani 0.50 1 d PDU A 1
Cl2T Cl 0.7934(5) 0.2781(5) 0.4534(4) 0.1128(16) Uani 0.50 1 d PDU A 1
C1T' C 0.829(2) 0.371(3) 0.4801(11) 0.103(2) Uani 0.25 1 d PDU B 2
H1T3 H 0.8383 0.4149 0.4495 0.124 Uiso 0.25 1 calc PR B 2
H1T4 H 0.7752 0.3450 0.4582 0.124 Uiso 0.25 1 calc PR B 2
Cl1' Cl 0.9072(8) 0.2955(8) 0.4920(7) 0.0940(15) Uani 0.25 1 d PDU B 2
Cl2' Cl 0.8282(15) 0.4137(16) 0.5587(14) 0.1128(16) Uani 0.25 1 d PDU B 2
C1T" C 0.8702(18) 0.369(3) 0.5062(9) 0.101(2) Uani 0.25 1 d PDU C 3
H1T5 H 0.8775 0.4298 0.5113 0.122 Uiso 0.25 1 calc PR C 3
H1T6 H 0.9188 0.3462 0.4951 0.122 Uiso 0.25 1 calc PR C 3
Cl1" Cl 0.8629(8) 0.3264(8) 0.5841(6) 0.0940(15) Uani 0.25 1 d PDU C 3
Cl2" Cl 0.7824(10) 0.3478(11) 0.4392(6) 0.1128(16) Uani 0.25 1 d PDU C 3
Cl1 Cl 0.0000 0.04884(13) 0.2500 0.0359(4) Uani 1 2 d S . .
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'
P P 0.1023 0.0942 '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'
Br Br -0.2901 2.4595 '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
P1 Au1 P1 179.999(1) 7_666
C15 P1 C1 102.4(3) .
C15 P1 C8 102.4(3) .
C1 P1 C8 102.6(3) .
C15 P1 Au1 116.4(2) .
C1 P1 Au1 114.5(2) .
C8 P1 Au1 116.4(2) .
C2 C1 P1 114.6(4) .
C3 C2 C7 116.7(6) .
C3 C2 C1 123.3(6) .
C7 C2 C1 119.9(6) .
C2 C3 C4 122.3(6) .
C2 C3 Br1 120.4(5) .
C4 C3 Br1 117.3(5) .
C5 C4 C3 118.9(7) .
C4 C5 C6 118.1(6) .
C7 C6 C5 121.7(6) .
C6 C7 C2 122.3(6) .
C9 C8 P1 115.0(4) .
C10 C9 C14 116.2(6) .
C10 C9 C8 123.4(6) .
C14 C9 C8 120.3(5) .
C11 C10 C9 121.7(6) .
C11 C10 Br2 118.7(5) .
C9 C10 Br2 119.5(5) .
C12 C11 C10 119.4(6) .
C11 C12 C13 120.0(7) .
C14 C13 C12 123.3(8) .
C13 C14 C9 119.4(6) .
C16 C15 P1 114.5(4) .
C17 C16 C21 116.4(5) .
C17 C16 C15 123.4(6) .
C21 C16 C15 120.1(5) .
C16 C17 C18 121.5(6) .
C16 C17 Br3 121.1(5) .
C18 C17 Br3 117.4(5) .
C19 C18 C17 119.4(6) .
C18 C19 C20 119.8(6) .
C21 C20 C19 121.6(7) .
C20 C21 C16 121.3(7) .
Cl2S C1S Cl1S 112.4(4) .
Cl2T C1T Cl1T 110.9(6) .
Cl2' C1T' Cl1' 110.3(7) .
Cl2" C1T" Cl1" 111.2(7) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 P1 2.2972(15) 7_666
Au1 P1 2.2972(15) .
P1 C15 1.828(6) .
P1 C1 1.830(6) .
P1 C8 1.834(6) .
Br1 C3 1.900(6) .
Br2 C10 1.890(7) .
Br3 C17 1.900(7) .
C1 C2 1.507(8) .
C2 C3 1.380(10) .
C2 C7 1.407(9) .
C3 C4 1.396(9) .
C4 C5 1.392(10) .
C5 C6 1.412(11) .
C6 C7 1.312(10) .
C8 C9 1.502(9) .
C9 C10 1.399(8) .
C9 C14 1.477(11) .
C10 C11 1.393(9) .
C11 C12 1.371(10) .
C12 C13 1.379(11) .
C13 C14 1.319(11) .
C15 C16 1.513(8) .
C16 C17 1.385(9) .
C16 C21 1.454(10) .
C17 C18 1.398(9) .
C18 C19 1.368(11) .
C19 C20 1.400(11) .
C20 C21 1.304(10) .
C1S Cl2S 1.751(7) .
C1S Cl1S 1.766(6) .
C1T Cl2T 1.750(9) .
C1T Cl1T 1.772(7) .
C1T' Cl2' 1.751(9) .
C1T' Cl1' 1.771(7) .
C1T" Cl2" 1.750(9) .
C1T" Cl1" 1.769(7) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
P1 Au1 P1 C15 -142(50) 7_666
P1 Au1 P1 C1 99(50) 7_666
P1 Au1 P1 C8 -21(51) 7_666
C15 P1 C1 C2 164.0(5) .
C8 P1 C1 C2 58.0(6) .
Au1 P1 C1 C2 -69.0(5) .
P1 C1 C2 C3 97.8(6) .
P1 C1 C2 C7 -85.3(6) .
C7 C2 C3 C4 -0.4(9) .
C1 C2 C3 C4 176.5(6) .
C7 C2 C3 Br1 -179.3(4) .
C1 C2 C3 Br1 -2.4(8) .
C2 C3 C4 C5 -0.2(11) .
Br1 C3 C4 C5 178.8(6) .
C3 C4 C5 C6 1.9(11) .
C4 C5 C6 C7 -3.2(11) .
C5 C6 C7 C2 2.7(10) .
C3 C2 C7 C6 -0.9(9) .
C1 C2 C7 C6 -177.9(6) .
C15 P1 C8 C9 58.8(5) .
C1 P1 C8 C9 164.8(5) .
Au1 P1 C8 C9 -69.4(6) .
P1 C8 C9 C10 90.9(7) .
P1 C8 C9 C14 -91.9(6) .
C14 C9 C10 C11 -0.1(8) .
C8 C9 C10 C11 177.2(5) .
C14 C9 C10 Br2 -178.1(4) .
C8 C9 C10 Br2 -0.7(8) .
C9 C10 C11 C12 0.9(9) .
Br2 C10 C11 C12 178.8(5) .
C10 C11 C12 C13 -0.7(10) .
C11 C12 C13 C14 -0.2(11) .
C12 C13 C14 C9 0.9(11) .
C10 C9 C14 C13 -0.7(9) .
C8 C9 C14 C13 -178.2(6) .
C1 P1 C15 C16 58.6(5) .
C8 P1 C15 C16 164.8(4) .
Au1 P1 C15 C16 -67.1(5) .
P1 C15 C16 C17 90.2(7) .
P1 C15 C16 C21 -90.4(6) .
C21 C16 C17 C18 0.4(9) .
C15 C16 C17 C18 179.9(6) .
C21 C16 C17 Br3 -178.5(5) .
C15 C16 C17 Br3 1.0(9) .
C16 C17 C18 C19 -0.6(10) .
Br3 C17 C18 C19 178.4(5) .
C17 C18 C19 C20 0.1(10) .
C18 C19 C20 C21 0.6(11) .
C19 C20 C21 C16 -0.7(11) .
C17 C16 C21 C20 0.2(10) .
C15 C16 C21 C20 -179.2(6) .
