#------------------------------------------------------------------------------
#$Date: 2023-07-13 14:34:52 +0300 (Thu, 13 Jul 2023) $
#$Revision: 285197 $
#$URL: file:///home/coder/svn-repositories/cod/cif/3/00/02/3000277.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_3000277
loop_
_publ_author_name
'Daniel Kratzert'
_journal_name_full               'Personal communication to COD'
_journal_year                    2023
_chemical_formula_moiety         'C17 H14 Au Cl N O P'
_chemical_formula_sum            'C17 H14 Au Cl N O P'
_chemical_formula_weight         511.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method
;
FinalCif V66 by Daniel Kratzert, Freiburg 2019,
https://github.com/dkratzert/FinalCif
;
_cell_angle_alpha                90
_cell_angle_beta                 90.945(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4537(4)
_cell_length_b                   10.9203(5)
_cell_length_c                   18.0807(12)
_cell_measurement_reflns_used    9499
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.5395
_cell_measurement_theta_min      2.256
_cell_volume                     1668.93(16)
_computing_cell_refinement       'SAINT V8.40A'
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_data_reduction        'SAINT V8.40A'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            86703
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.515
_diffrn_reflns_theta_min         2.179
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    9.070
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_description       plate
_exptl_crystal_F_000             968
_exptl_crystal_recrystallization_method
'The compound was crystallized by diffusion of hexane in CHCl3 at 25 °C'
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.968
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         5095
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.146
_refine_ls_R_factor_all          0.0147
_refine_ls_R_factor_gt           0.0131
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0071P)²+1.4600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0290
_refine_ls_wR_factor_ref         0.0296
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4855
_reflns_number_total             5095
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            mo_BreitMR_5_783_0m_a-finalcif-Kopie.cif
_cod_data_source_block           BreitMR_5_783
_cod_depositor_comments
;Releasing structure 3000277 into public domain as personal
 communication to COD.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               3000277
_cod_database_fobs_code          3000277
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.292
_shelx_estimated_absorpt_t_max   0.713
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.53256(2) 0.76604(2) 0.67097(2) 0.01582(2) Uani 1 1 d . . . . .
O1 O 0.5775(2) 0.34952(13) 0.49256(7) 0.0322(3) Uani 1 1 d . . . . .
N1 N 0.49713(18) 0.45108(13) 0.59528(8) 0.0187(3) Uani 1 1 d . . . . .
H1 H 0.468465 0.513494 0.567341 0.022 Uiso 1 1 calc R U . . .
Cl1 Cl 0.68530(5) 0.93464(4) 0.64781(2) 0.02189(8) Uani 1 1 d . . . . .
P1 P 0.38597(5) 0.60366(4) 0.69964(2) 0.01501(8) Uani 1 1 d . . . . .
C1 C 0.47617(19) 0.46064(15) 0.67012(9) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.5207(2) 0.36737(16) 0.71593(10) 0.0193(3) Uani 1 1 d . . . . .
H2 H 0.508875 0.374006 0.767939 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5852(2) 0.25997(16) 0.68403(10) 0.0217(3) Uani 1 1 d . . . . .
H3 H 0.616425 0.193856 0.715144 0.026 Uiso 1 1 calc R U . . .
C4 C 0.6031(2) 0.25022(15) 0.60958(10) 0.0212(3) Uani 1 1 d . . . . .
H4 H 0.644336 0.176743 0.589411 0.025 Uiso 1 1 calc R U . . .
C5 C 0.5604(2) 0.34969(16) 0.56101(10) 0.0213(3) Uani 1 1 d . . . . .
C6 C 0.3608(2) 0.58957(15) 0.79873(9) 0.0170(3) Uani 1 1 d . . . . .
C9 C 0.3309(2) 0.57596(19) 0.95150(10) 0.0272(4) Uani 1 1 d . . . . .
H9 H 0.320898 0.571170 1.003677 0.033 Uiso 1 1 calc R U . . .
C8 C 0.2115(2) 0.53201(18) 0.90576(10) 0.0250(4) Uani 1 1 d . . . . .
H8 H 0.119470 0.496970 0.926537 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2256(2) 0.53891(17) 0.82929(10) 0.0219(3) Uani 1 1 d . . . . .
H7 H 0.142958 0.509050 0.797938 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4661(2) 0.6273(2) 0.92120(11) 0.0306(4) Uani 1 1 d . . . . .
H10 H 0.548082 0.657574 0.952786 0.037 Uiso 1 1 calc R U . . .
C11 C 0.4813(2) 0.63449(19) 0.84515(10) 0.0244(4) Uani 1 1 d . . . . .
H11 H 0.573371 0.669822 0.824592 0.029 Uiso 1 1 calc R U . . .
C12 C 0.1923(2) 0.59557(16) 0.65576(9) 0.0182(3) Uani 1 1 d . . . . .
C13 C 0.1120(2) 0.48417(19) 0.64835(12) 0.0294(4) Uani 1 1 d . . . . .
H13 H 0.160019 0.410521 0.665409 0.035 Uiso 1 1 calc R U . . .
C14 C -0.0386(3) 0.4815(2) 0.61586(14) 0.0390(5) Uani 1 1 d . . . . .
H14 H -0.093454 0.405963 0.610603 0.047 Uiso 1 1 calc R U . . .
C15 C -0.1084(2) 0.5895(2) 0.59119(12) 0.0344(5) Uani 1 1 d . . . . .
H15 H -0.211456 0.587797 0.569419 0.041 Uiso 1 1 calc R U . . .
C16 C -0.0289(2) 0.6993(2) 0.59814(11) 0.0290(4) Uani 1 1 d . . . . .
H16 H -0.077579 0.772779 0.581301 0.035 Uiso 1 1 calc R U . . .
C17 C 0.1216(2) 0.70291(17) 0.62954(10) 0.0224(3) Uani 1 1 d . . . . .
H17 H 0.176665 0.778542 0.633230 0.027 Uiso 1 1 calc R U . . .
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'
Au Au -2.0133 8.8022 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
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
P1 Au1 Cl1 177.086(16) . .
C1 N1 C5 124.13(15) . .
C1 N1 H1 117.9 . .
C5 N1 H1 117.9 . .
C12 P1 C6 107.99(8) . .
C12 P1 C1 102.11(8) . .
C6 P1 C1 105.85(7) . .
C12 P1 Au1 116.06(6) . .
C6 P1 Au1 111.82(6) . .
C1 P1 Au1 112.14(6) . .
C2 C1 N1 120.28(15) . .
C2 C1 P1 125.15(13) . .
N1 C1 P1 114.57(12) . .
C1 C2 C3 118.35(16) . .
C1 C2 H2 120.8 . .
C3 C2 H2 120.8 . .
C4 C3 C2 121.07(16) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C3 C4 C5 120.90(16) . .
C3 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
O1 C5 N1 119.88(16) . .
O1 C5 C4 124.88(16) . .
N1 C5 C4 115.24(15) . .
C7 C6 C11 119.74(16) . .
C7 C6 P1 122.40(13) . .
C11 C6 P1 117.84(13) . .
C8 C9 C10 120.05(17) . .
C8 C9 H9 120.0 . .
C10 C9 H9 120.0 . .
C9 C8 C7 120.18(17) . .
C9 C8 H8 119.9 . .
C7 C8 H8 119.9 . .
C8 C7 C6 119.99(17) . .
C8 C7 H7 120.0 . .
C6 C7 H7 120.0 . .
C11 C10 C9 120.20(18) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
C10 C11 C6 119.84(17) . .
C10 C11 H11 120.1 . .
C6 C11 H11 120.1 . .
C17 C12 C13 119.59(17) . .
C17 C12 P1 119.17(14) . .
C13 C12 P1 121.24(14) . .
C14 C13 C12 119.82(19) . .
C14 C13 H13 120.1 . .
C12 C13 H13 120.1 . .
C15 C14 C13 119.8(2) . .
C15 C14 H14 120.1 . .
C13 C14 H14 120.1 . .
C16 C15 C14 120.32(19) . .
C16 C15 H15 119.8 . .
C14 C15 H15 119.8 . .
C15 C16 C17 120.37(19) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C16 C17 C12 120.04(18) . .
C16 C17 H17 120.0 . .
C12 C17 H17 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 P1 2.2293(4) .
Au1 Cl1 2.2913(4) .
O1 C5 1.248(2) .
N1 C1 1.372(2) .
N1 C5 1.381(2) .
N1 H1 0.8800 .
P1 C12 1.8098(18) .
P1 C6 1.8144(17) .
P1 C1 1.8217(17) .
C1 C2 1.362(2) .
C2 C3 1.420(2) .
C2 H2 0.9500 .
C3 C4 1.361(3) .
C3 H3 0.9500 .
C4 C5 1.439(2) .
C4 H4 0.9500 .
C6 C7 1.393(2) .
C6 C11 1.398(2) .
C9 C8 1.380(3) .
C9 C10 1.394(3) .
C9 H9 0.9500 .
C8 C7 1.392(2) .
C8 H8 0.9500 .
C7 H7 0.9500 .
C10 C11 1.385(3) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 C17 1.395(2) .
C12 C13 1.398(3) .
C13 C14 1.394(3) .
C13 H13 0.9500 .
C14 C15 1.390(3) .
C14 H14 0.9500 .
C15 C16 1.379(3) .
C15 H15 0.9500 .
C16 C17 1.385(3) .
C16 H16 0.9500 .
C17 H17 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.88 1.88 2.762(2) 175.9 3_666 yes
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
C5 N1 C1 C2 1.0(3) . . . .
C5 N1 C1 P1 -178.68(14) . . . .
C12 P1 C1 C2 -115.83(16) . . . .
C6 P1 C1 C2 -2.92(18) . . . .
Au1 P1 C1 C2 119.26(15) . . . .
C12 P1 C1 N1 63.79(14) . . . .
C6 P1 C1 N1 176.70(12) . . . .
Au1 P1 C1 N1 -61.12(13) . . . .
N1 C1 C2 C3 -1.5(3) . . . .
P1 C1 C2 C3 178.12(14) . . . .
C1 C2 C3 C4 0.3(3) . . . .
C2 C3 C4 C5 1.4(3) . . . .
C1 N1 C5 O1 -178.90(18) . . . .
C1 N1 C5 C4 0.7(3) . . . .
C3 C4 C5 O1 177.7(2) . . . .
C3 C4 C5 N1 -1.9(3) . . . .
C12 P1 C6 C7 20.19(17) . . . .
C1 P1 C6 C7 -88.56(16) . . . .
Au1 P1 C6 C7 149.05(13) . . . .
C12 P1 C6 C11 -158.23(14) . . . .
C1 P1 C6 C11 93.02(15) . . . .
Au1 P1 C6 C11 -29.36(16) . . . .
C10 C9 C8 C7 0.0(3) . . . .
C9 C8 C7 C6 0.4(3) . . . .
C11 C6 C7 C8 -0.7(3) . . . .
P1 C6 C7 C8 -179.04(14) . . . .
C8 C9 C10 C11 0.0(3) . . . .
C9 C10 C11 C6 -0.2(3) . . . .
C7 C6 C11 C10 0.6(3) . . . .
P1 C6 C11 C10 179.04(16) . . . .
C6 P1 C12 C17 103.91(15) . . . .
C1 P1 C12 C17 -144.79(14) . . . .
Au1 P1 C12 C17 -22.51(16) . . . .
C6 P1 C12 C13 -75.48(17) . . . .
C1 P1 C12 C13 35.82(17) . . . .
Au1 P1 C12 C13 158.09(14) . . . .
C17 C12 C13 C14 -0.9(3) . . . .
P1 C12 C13 C14 178.47(18) . . . .
C12 C13 C14 C15 -0.2(4) . . . .
C13 C14 C15 C16 0.5(4) . . . .
C14 C15 C16 C17 0.2(3) . . . .
C15 C16 C17 C12 -1.3(3) . . . .
C13 C12 C17 C16 1.7(3) . . . .
P1 C12 C17 C16 -177.73(14) . . . .
