#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:54:42 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268711 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/76/7707636.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_7707636
loop_
_publ_author_name
'Feuerstein, Wolfram'
'Breher, Frank'
_publ_section_title
;
 Non-palindromic (CCD) gold(III) pincer complexes are not accessible by
 intramolecular oxidative addition of biphenylenes - an experimental and
 quantum chemical study.
;
_journal_issue                   28
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9754
_journal_page_last               9767
_journal_paper_doi               10.1039/d1dt00953b
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C25 H19 Au Cl P'
_chemical_formula_sum            'C25 H19 Au Cl P'
_chemical_formula_weight         582.822
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     direct
_audit_creation_date             2020-02-21
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-07-22 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                109.57(3)
_cell_angle_beta                 106.82(3)
_cell_angle_gamma                93.89(3)
_cell_formula_units_Z            2
_cell_length_a                   8.4150(17)
_cell_length_b                   11.176(2)
_cell_length_c                   12.451(3)
_cell_measurement_reflns_used    13990
_cell_measurement_temperature    200
_cell_measurement_theta_max      29.2
_cell_measurement_theta_min      1.85
_cell_volume                     1038.3(5)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      200
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9974
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.9993
_diffrn_reflns_Laue_measured_fraction_max 0.9974
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12924
_diffrn_reflns_point_group_measured_fraction_full 0.9993
_diffrn_reflns_point_group_measured_fraction_max 0.9974
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.84
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    7.298
_exptl_absorpt_correction_T_max  0.2519
_exptl_absorpt_correction_T_min  0.0835
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'Stoe & Cie, X-RED, version 1.28b: Program for data reduction and absorptioncorrection, Stoe &CieGmbH, Darmatadt, Germany, 2005'
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.864
_exptl_crystal_description       prism
_exptl_crystal_F_000             557.880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.7542
_refine_diff_density_min         -0.9666
_refine_diff_density_rms         0.1023
_refine_ls_d_res_high            0.7828
_refine_ls_d_res_low             11.0669
_refine_ls_goodness_of_fit_ref   1.0449
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    37
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4525
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0449
_refine_ls_R_factor_all          0.0221
_refine_ls_R_factor_gt           0.0201
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0265P)²+0.8575P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0486
_refine_ls_wR_factor_ref         0.0499
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              13
_reflns_limit_k_min              -14
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                4251
_reflns_number_total             4525
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1dt00953b2.cif
_cod_data_source_block           hw_a
_cod_depositor_comments
'Adding full bibliography for 7707636--7707640.cif.'
_cod_original_cell_volume        1038.4(5)
_cod_database_code               7707636
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b)
2.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C15(H15), C24(H24), C19(H19), C23(H23), C12(H12), C17(H17),
 C11(H11), C16(H16), C4(H4), C2(H2), C21(H21), C18(H18), C3(H3), C9(H9),
 C10(H10), C22(H22)
;
_olex2_exptl_crystal_mounting_method 'glas needle'
_olex2_submission_original_sample_id WF-037
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-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_refinement_flags_posn
Au1 Au 0.560606(13) 0.572959(10) 0.853034(9) 0.03589(5) Uani 1.000000 .
Cl1 Cl 0.61288(12) 0.79292(7) 0.92663(7) 0.04823(18) Uani 1.000000 .
P1 P 0.51194(9) 0.35806(7) 0.77728(6) 0.03300(15) Uani 1.000000 .
C5 C -0.0512(4) 0.3348(3) 0.5296(3) 0.0399(6) Uani 1.000000 .
C7 C 0.0491(4) 0.1699(3) 0.4748(3) 0.0367(6) Uani 1.000000 .
C25 C 0.8372(4) 0.3439(3) 0.8968(3) 0.0416(7) Uani 1.000000 .
H25 H 0.8673(4) 0.4167(3) 0.8815(3) 0.0499(8) Uiso 1.000000 R
C6 C 0.0754(4) 0.2816(3) 0.5911(3) 0.0348(6) Uani 1.000000 .
C1 C 0.1670(4) 0.3402(3) 0.7114(3) 0.0363(6) Uani 1.000000 .
C14 C 0.5045(4) 0.2968(3) 0.6217(3) 0.0342(6) Uani 1.000000 .
C15 C 0.4286(4) 0.3595(3) 0.5463(3) 0.0402(6) Uani 1.000000 .
H15 H 0.3903(4) 0.4354(3) 0.5780(3) 0.0483(8) Uiso 1.000000 R
C20 C 0.6675(4) 0.2864(3) 0.8566(2) 0.0347(6) Uani 1.000000 .
C24 C 0.9600(4) 0.2935(3) 0.9587(3) 0.0464(7) Uani 1.000000 .
H24 H 1.0729(4) 0.3315(3) 0.9839(3) 0.0557(9) Uiso 1.000000 R
C19 C 0.5669(4) 0.1865(3) 0.5740(3) 0.0403(6) Uani 1.000000 .
H19 H 0.6198(4) 0.1444(3) 0.6236(3) 0.0483(8) Uiso 1.000000 R
C23 C 0.9172(5) 0.1870(3) 0.9838(3) 0.0482(8) Uani 1.000000 .
H23 H 1.0005(5) 0.1546(3) 1.0276(3) 0.0579(9) Uiso 1.000000 R
C8 C -0.0764(4) 0.2232(3) 0.4131(3) 0.0415(6) Uani 1.000000 .
C12 C 0.0948(4) 0.0569(3) 0.4190(3) 0.0447(7) Uani 1.000000 .
H12 H 0.1774(4) 0.0222(3) 0.4606(3) 0.0536(8) Uiso 1.000000 R
C13 C 0.3071(4) 0.2870(3) 0.7752(3) 0.0382(6) Uani 1.000000 .
H13a H 0.2876(4) 0.1939(3) 0.7346(3) 0.0459(7) Uiso 1.000000 R
H13b H 0.3087(4) 0.3057(3) 0.8575(3) 0.0459(7) Uiso 1.000000 R
C17 C 0.4710(5) 0.1999(3) 0.3779(3) 0.0462(7) Uani 1.000000 .
H17 H 0.4590(5) 0.1670(3) 0.2962(3) 0.0555(9) Uiso 1.000000 R
C11 C 0.0087(5) -0.0032(3) 0.2949(3) 0.0553(9) Uani 1.000000 .
H11 H 0.0347(5) -0.0808(3) 0.2524(3) 0.0663(11) Uiso 1.000000 R
C16 C 0.4096(4) 0.3101(3) 0.4250(3) 0.0428(7) Uani 1.000000 .
H16 H 0.3552(4) 0.3511(3) 0.3748(3) 0.0513(8) Uiso 1.000000 R
C4 C -0.0926(5) 0.4483(4) 0.5869(3) 0.0522(8) Uani 1.000000 .
H4 H -0.1762(5) 0.4833(4) 0.5466(3) 0.0626(10) Uiso 1.000000 R
C2 C 0.1230(4) 0.4588(3) 0.7705(3) 0.0444(7) Uani 1.000000 .
H2 H 0.1806(4) 0.5036(3) 0.8524(3) 0.0533(8) Uiso 1.000000 R
C21 C 0.6259(4) 0.1780(3) 0.8799(3) 0.0493(8) Uani 1.000000 .
H21 H 0.5135(4) 0.1378(3) 0.8528(3) 0.0592(9) Uiso 1.000000 R
C18 C 0.5502(5) 0.1392(3) 0.4525(3) 0.0463(7) Uani 1.000000 .
H18 H 0.5929(5) 0.0656(3) 0.4210(3) 0.0555(9) Uiso 1.000000 R
C3 C -0.0014(5) 0.5102(4) 0.7113(3) 0.0528(8) Uani 1.000000 .
H3 H -0.0261(5) 0.5879(4) 0.7546(3) 0.0633(10) Uiso 1.000000 R
C9 C -0.1600(5) 0.1650(4) 0.2913(3) 0.0564(9) Uani 1.000000 .
H9 H -0.2421(5) 0.2000(4) 0.2496(3) 0.0677(11) Uiso 1.000000 R
C10 C -0.1126(5) 0.0483(4) 0.2336(3) 0.0595(10) Uani 1.000000 .
H10 H -0.1655(5) 0.0047(4) 0.1509(3) 0.0714(12) Uiso 1.000000 R
C22 C 0.7506(5) 0.1289(4) 0.9435(4) 0.0573(9) Uani 1.000000 .
H22 H 0.7215(5) 0.0562(4) 0.9591(4) 0.0688(11) Uiso 1.000000 R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Au -1.84508 8.87037 16.88190 18.59130 25.55820 5.86000 0.46110 8.62160 1.48260
36.39560 12.0657997131
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
_geom_angle_publ_flag
P1 Au1 Cl1 178.53(3) . . ?
C14 P1 Au1 111.11(9) . . ?
C20 P1 Au1 114.46(9) . . ?
C20 P1 C14 106.61(14) . . ?
C13 P1 Au1 112.88(11) . . ?
C13 P1 C14 105.21(13) . . ?
C13 P1 C20 105.93(14) . . ?
C8 C5 C6 89.7(2) . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 C8 148.4(3) . . ?
C8 C7 C6 89.9(2) . . ?
C12 C7 C6 147.1(3) . . ?
C12 C7 C8 122.9(3) . . ?
C20 C25 H25 119.85(18) . . ?
C24 C25 H25 119.9(2) . . ?
C24 C25 C20 120.3(3) . . ?
C7 C6 C5 90.2(2) . . ?
C1 C6 C5 123.3(3) . . ?
C1 C6 C7 146.5(3) . . ?
C13 C1 C6 123.3(3) . . ?
C2 C1 C6 114.4(3) . . ?
C2 C1 C13 122.3(3) . . ?
C15 C14 P1 118.9(2) . . ?
C19 C14 P1 122.0(2) . . ?
C19 C14 C15 119.0(3) . . ?
H15 C15 C14 119.75(18) . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15 119.75(19) . . ?
C25 C20 P1 118.3(2) . . ?
C21 C20 P1 122.9(2) . . ?
C21 C20 C25 118.8(3) . . ?
H24 C24 C25 119.7(2) . . ?
C23 C24 C25 120.6(3) . . ?
C23 C24 H24 119.7(2) . . ?
H19 C19 C14 120.04(17) . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 H19 120.04(19) . . ?
H23 C23 C24 120.2(2) . . ?
C22 C23 C24 119.5(3) . . ?
C22 C23 H23 120.2(2) . . ?
C7 C8 C5 90.2(2) . . ?
C9 C8 C5 148.0(3) . . ?
C9 C8 C7 121.8(3) . . ?
H12 C12 C7 122.33(19) . . ?
C11 C12 C7 115.3(3) . . ?
C11 C12 H12 122.3(2) . . ?
C1 C13 P1 110.7(2) . . ?
H13a C13 P1 109.50(10) . . ?
H13a C13 C1 109.50(16) . . ?
H13b C13 P1 109.50(9) . . ?
H13b C13 C1 109.50(16) . . ?
H13b C13 H13a 108.1 . . ?
C16 C17 H17 120.20(18) . . ?
C18 C17 H17 120.2(2) . . ?
C18 C17 C16 119.6(3) . . ?
H11 C11 C12 118.9(2) . . ?
C10 C11 C12 122.3(3) . . ?
C10 C11 H11 118.9(2) . . ?
C17 C16 C15 120.2(3) . . ?
H16 C16 C15 119.90(19) . . ?
H16 C16 C17 119.90(18) . . ?
H4 C4 C5 122.0(2) . . ?
C3 C4 C5 116.0(3) . . ?
C3 C4 H4 122.0(2) . . ?
H2 C2 C1 118.75(18) . . ?
C3 C2 C1 122.5(3) . . ?
C3 C2 H2 118.7(2) . . ?
H21 C21 C20 119.85(19) . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.8(2) . . ?
C17 C18 C19 120.7(3) . . ?
H18 C18 C19 119.66(19) . . ?
H18 C18 C17 119.7(2) . . ?
C2 C3 C4 121.9(3) . . ?
H3 C3 C4 119.1(2) . . ?
H3 C3 C2 119.1(2) . . ?
H9 C9 C8 122.4(2) . . ?
C10 C9 C8 115.2(3) . . ?
C10 C9 H9 122.4(2) . . ?
C9 C10 C11 122.4(3) . . ?
H10 C10 C11 118.8(2) . . ?
H10 C10 C9 118.8(2) . . ?
C21 C22 C23 120.5(3) . . ?
H22 C22 C23 119.8(2) . . ?
H22 C22 C21 119.8(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 Cl1 2.2776(10) . ?
Au1 P1 2.2251(10) . ?
P1 C14 1.806(3) . ?
P1 C20 1.804(3) . ?
P1 C13 1.838(3) . ?
C5 C6 1.412(4) . ?
C5 C8 1.511(4) . ?
C5 C4 1.356(5) . ?
C7 C6 1.508(4) . ?
C7 C8 1.409(4) . ?
C7 C12 1.362(5) . ?
C25 H25 0.9300 . ?
C25 C20 1.397(4) . ?
C25 C24 1.375(5) . ?
C6 C1 1.368(4) . ?
C1 C13 1.499(4) . ?
C1 C2 1.416(4) . ?
C14 C15 1.391(4) . ?
C14 C19 1.387(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(4) . ?
C20 C21 1.383(4) . ?
C24 H24 0.9300 . ?
C24 C23 1.378(5) . ?
C19 H19 0.9300 . ?
C19 C18 1.385(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.375(5) . ?
C8 C9 1.370(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.399(5) . ?
C13 H13a 0.9700 . ?
C13 H13b 0.9700 . ?
C17 H17 0.9300 . ?
C17 C16 1.380(5) . ?
C17 C18 1.377(5) . ?
C11 H11 0.9300 . ?
C11 C10 1.371(6) . ?
C16 H16 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.410(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.384(5) . ?
C18 H18 0.9300 . ?
C3 H3 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.408(6) . ?
C10 H10 0.9300 . ?
C22 H22 0.9300 . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C14 C15 C16 -175.2(2) . . . . ?
P1 C14 C19 C18 176.5(3) . . . . ?
P1 C20 C25 C24 179.3(2) . . . . ?
P1 C20 C21 C22 -178.7(3) . . . . ?
P1 C13 C1 C6 93.6(2) . . . . ?
P1 C13 C1 C2 -83.9(2) . . . . ?
C5 C6 C7 C8 0.3(2) . . . . ?
C5 C6 C7 C12 -179.3(3) . . . . ?
C5 C6 C1 C13 -176.8(3) . . . . ?
C5 C6 C1 C2 0.8(3) . . . . ?
C5 C8 C7 C6 -0.3(2) . . . . ?
C5 C8 C7 C12 179.4(2) . . . . ?
C5 C8 C9 C10 -180.0(6) . . . . ?
C5 C4 C3 C2 0.5(4) . . . . ?
C7 C6 C1 C13 -1.1(5) . . . . ?
C7 C6 C1 C2 176.6(5) . . . . ?
C7 C8 C9 C10 0.8(4) . . . . ?
C7 C12 C11 C10 0.2(4) . . . . ?
C25 C20 C21 C22 1.0(4) . . . . ?
C25 C24 C23 C22 1.8(4) . . . . ?
C6 C1 C2 C3 -0.0(3) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C14 C15 C16 C17 -2.2(4) . . . . ?
C14 C19 C18 C17 -0.5(4) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C24 C23 C22 C21 -1.1(4) . . . . ?
C19 C18 C17 C16 0.8(4) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C12 C11 C10 C9 -0.4(5) . . . . ?
