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#$Date: 2020-04-22 22:57:18 +0300 (Wed, 22 Apr 2020) $
#$Revision: 251034 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/47/4134766.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_4134766
loop_
_publ_author_name
'Zeman, Charles J.'
'Shen, Yu-Hsuan'
'Heller, Jessica'
'Abboud, Khalil A.'
'Schanze, Kirk S.'
'Veige, Adam S.'
_publ_section_title
;
 Excited State Turn-On of Aurophilicity and Tunability of Relativistic
 Effects in a Series of Digold Triazolates Synthesized via iClick.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c01624
_journal_year                    2020
_chemical_formula_sum            'C30 H29 Au N O0.5 P'
_chemical_formula_weight         1278.95
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                68.8680(10)
_cell_angle_beta                 72.2030(10)
_cell_angle_gamma                72.2960(10)
_cell_formula_units_Z            2
_cell_length_a                   9.1947(4)
_cell_length_b                   12.5315(5)
_cell_length_c                   12.6998(5)
_cell_measurement_reflns_used    9775
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.64
_cell_measurement_theta_min      3.81
_cell_volume                     1268.24(9)
_computing_cell_refinement       'Bruker APEX3 (Bruker, 2014)'
_computing_data_collection       'Bruker APEX3 (Bruker, 2014)'
_computing_data_reduction        'Bruker Apex3 SAINT (Bruker, 2014)'
_computing_molecular_graphics    'XP in SHELXTL-plus, Bruker 2014'
_computing_publication_material  'SHELXL2014/7, Sheldrick, G. M. 2014'
_computing_structure_refinement  'SHELXL2014/7, Sheldrick G. M. 2014'
_computing_structure_solution    'SHELXL2014/7, Sheldrick G. M. 2014'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            76385
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         33.403
_diffrn_reflns_theta_min         2.384
_diffrn_source                   'I\mS microsource 3.0'
_exptl_absorpt_coefficient_mu    5.884
_exptl_absorpt_correction_T_max  0.6119
_exptl_absorpt_correction_T_min  0.4821
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
'Sheldrick, G. M., sadabs (2014). Acta Cryst. C71, 3–8.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_description       irregular
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.091
_exptl_transmission_factor_max   0.6488
_exptl_transmission_factor_min   0.4770
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         8961
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0153
_refine_ls_R_factor_gt           0.0149
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0063P)²+1.0932P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0343
_refine_ls_wR_factor_ref         0.0344
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8821
_reflns_number_total             8961
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c01624_si_005.cif
_cod_data_source_block           shen1
_cod_original_formula_sum        'C30 H29 Au1 N1 O0.5 P1'
_cod_database_code               4134766
_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   0.574
_shelx_estimated_absorpt_t_max   0.617
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_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 0.23485(2) 0.71985(2) 0.42270(2) 0.01626(2) Uani 1 1 d . . . . .
P1 P 0.23724(4) 0.65055(3) 0.61393(3) 0.01404(6) Uani 1 1 d . . . . .
N1 N 0.34032(16) 1.04217(12) -0.33272(11) 0.0224(2) Uani 1 1 d . . . . .
C1 C 0.24240(17) 0.78463(13) 0.25394(13) 0.0207(3) Uani 1 1 d . . . . .
C2 C 0.25339(17) 0.82645(13) 0.15033(13) 0.0193(2) Uani 1 1 d . . . . .
C3 C 0.27411(16) 0.87828(12) 0.02769(12) 0.0171(2) Uani 1 1 d . . . . .
C4 C 0.41148(17) 0.91699(13) -0.03742(13) 0.0195(2) Uani 1 1 d . . . . .
H4A H 0.491743 0.905562 0.000639 0.023 Uiso 1 1 calc R U . . .
C5 C 0.43403(17) 0.97141(13) -0.15553(13) 0.0197(2) Uani 1 1 d . . . . .
H5A H 0.528174 0.997615 -0.196575 0.024 Uiso 1 1 calc R U . . .
C6 C 0.31908(16) 0.98838(12) -0.21555(12) 0.0168(2) Uani 1 1 d . . . . .
C7 C 0.18153(16) 0.94799(13) -0.15048(12) 0.0183(2) Uani 1 1 d . . . . .
H7A H 0.101867 0.957677 -0.188389 0.022 Uiso 1 1 calc R U . . .
C8 C 0.16061(16) 0.89456(13) -0.03248(12) 0.0188(2) Uani 1 1 d . . . . .
H8A H 0.066690 0.868151 0.008930 0.023 Uiso 1 1 calc R U . . .
C9 C 0.48396(19) 1.08093(16) -0.39702(14) 0.0261(3) Uani 1 1 d . . . . .
H9A H 0.573384 1.014585 -0.384843 0.039 Uiso 1 1 calc R U . . .
H9B H 0.492572 1.142445 -0.370141 0.039 Uiso 1 1 calc R U . . .
H9C H 0.483259 1.112014 -0.479626 0.039 Uiso 1 1 calc R U . . .
C10 C 0.2142(2) 1.07083(16) -0.39003(14) 0.0272(3) Uani 1 1 d . . . . .
H10A H 0.119500 1.113601 -0.348687 0.041 Uiso 1 1 calc R U . . .
H10B H 0.194282 0.998521 -0.390534 0.041 Uiso 1 1 calc R U . . .
H10C H 0.242988 1.119862 -0.469811 0.041 Uiso 1 1 calc R U . . .
C11 C 0.41592(15) 0.66173(11) 0.63775(11) 0.0149(2) Uani 1 1 d . . . . .
C12 C 0.41550(17) 0.71916(13) 0.71324(14) 0.0215(3) Uani 1 1 d . . . . .
H12A H 0.319231 0.751804 0.756981 0.026 Uiso 1 1 calc R U . . .
C13 C 0.5565(2) 0.72875(15) 0.72462(17) 0.0283(3) Uani 1 1 d . . . . .
H13A H 0.556055 0.768969 0.775450 0.034 Uiso 1 1 calc R U . . .
C14 C 0.69705(19) 0.68017(15) 0.66247(16) 0.0271(3) Uani 1 1 d . . . . .
H14A H 0.792931 0.685897 0.671575 0.032 Uiso 1 1 calc R U . . .
C15 C 0.69808(18) 0.62298(16) 0.58671(15) 0.0264(3) Uani 1 1 d . . . . .
H15A H 0.794679 0.589474 0.543981 0.032 Uiso 1 1 calc R U . . .
C16 C 0.55811(17) 0.61477(14) 0.57344(13) 0.0211(3) Uani 1 1 d . . . . .
H16A H 0.558939 0.577044 0.520358 0.025 Uiso 1 1 calc R U . . .
C17 C 0.07863(16) 0.72790(12) 0.70344(13) 0.0180(2) Uani 1 1 d . . . . .
C18 C 0.0363(2) 0.67714(15) 0.82243(14) 0.0268(3) Uani 1 1 d . . . . .
H18A H 0.086705 0.599194 0.857208 0.032 Uiso 1 1 calc R U . . .
C19 C -0.0801(2) 0.74098(19) 0.89050(17) 0.0343(4) Uani 1 1 d . . . . .
H19A H -0.109692 0.706317 0.971649 0.041 Uiso 1 1 calc R U . . .
C20 C -0.15245(19) 0.85457(18) 0.83993(19) 0.0347(4) Uani 1 1 d . . . . .
H20A H -0.229905 0.898343 0.886903 0.042 Uiso 1 1 calc R U . . .
C21 C -0.11331(19) 0.90506(16) 0.72189(19) 0.0314(4) Uani 1 1 d . . . . .
H21A H -0.164598 0.982897 0.687674 0.038 Uiso 1 1 calc R U . . .
C22 C 0.00183(17) 0.84152(13) 0.65288(15) 0.0228(3) Uani 1 1 d . . . . .
H22A H 0.027921 0.875656 0.571414 0.027 Uiso 1 1 calc R U . . .
C23 C 0.22369(16) 0.49831(12) 0.68087(12) 0.0165(2) Uani 1 1 d . . . . .
C24 C 0.09034(19) 0.46866(15) 0.67866(17) 0.0278(3) Uani 1 1 d . . . . .
H24A H 0.014251 0.526663 0.639979 0.033 Uiso 1 1 calc R U . . .
C25 C 0.0681(2) 0.35494(16) 0.73264(19) 0.0337(4) Uani 1 1 d . . . . .
H25A H -0.024338 0.335784 0.732759 0.040 Uiso 1 1 calc R U . . .
C26 C 0.1805(2) 0.26998(15) 0.78601(16) 0.0306(4) Uani 1 1 d . . . . .
H26A H 0.165470 0.192163 0.822910 0.037 Uiso 1 1 calc R U . . .
C27 C 0.3152(2) 0.29766(14) 0.78602(15) 0.0286(3) Uani 1 1 d . . . . .
H27A H 0.393327 0.238291 0.821387 0.034 Uiso 1 1 calc R U . . .
C28 C 0.33693(18) 0.41214(13) 0.73446(13) 0.0212(3) Uani 1 1 d . . . . .
H28A H 0.428593 0.431159 0.735941 0.025 Uiso 1 1 calc R U . . .
O100 O 0.3245(6) 0.4918(4) 0.9598(4) 0.0695(12) Uani 0.5 1 d . . P A -1
C101 C 0.2988(11) 0.5523(5) 1.0400(5) 0.080(2) Uani 0.5 1 d . . P A -1
H10D H 0.243942 0.634457 1.009684 0.095 Uiso 0.5 1 calc R U P A -1
H10E H 0.230990 0.515550 1.113402 0.095 Uiso 0.5 1 calc R U P A -1
C102 C 0.4382(11) 0.5509(6) 1.0610(6) 0.069(2) Uani 0.5 1 d . . P A -1
H10F H 0.435575 0.521371 1.145021 0.082 Uiso 0.5 1 calc R U P A -1
H10G H 0.460784 0.630234 1.029955 0.082 Uiso 0.5 1 calc R U P A -1
C103 C 0.5617(10) 0.4663(8) 0.9967(6) 0.092(3) Uani 0.5 1 d . . P A -1
H10H H 0.624952 0.510182 0.924884 0.111 Uiso 0.5 1 calc R U P A -1
H10I H 0.632474 0.409071 1.046552 0.111 Uiso 0.5 1 calc R U P A -1
C104 C 0.4684(10) 0.4080(5) 0.9704(5) 0.068(2) Uani 0.5 1 d . . P A -1
H10J H 0.520472 0.387802 0.897295 0.082 Uiso 0.5 1 calc R U P A -1
H10K H 0.450740 0.335505 1.033592 0.082 Uiso 0.5 1 calc R U P A -1
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'
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'
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
_geom_angle_publ_flag
C1 Au1 P1 176.84(4) . . ?
C17 P1 C11 105.83(6) . . ?
C17 P1 C23 104.08(6) . . ?
C11 P1 C23 106.31(6) . . ?
C17 P1 Au1 114.37(5) . . ?
C11 P1 Au1 110.87(4) . . ?
C23 P1 Au1 114.63(5) . . ?
C6 N1 C10 120.23(13) . . ?
C6 N1 C9 119.94(13) . . ?
C10 N1 C9 119.54(13) . . ?
C2 C1 Au1 176.69(13) . . ?
C1 C2 C3 176.63(15) . . ?
C4 C3 C8 116.97(13) . . ?
C4 C3 C2 120.13(13) . . ?
C8 C3 C2 122.89(13) . . ?
C5 C4 C3 122.05(13) . . ?
C5 C4 H4A 119.0 . . ?
C3 C4 H4A 119.0 . . ?
C4 C5 C6 120.78(13) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
N1 C6 C5 121.25(13) . . ?
N1 C6 C7 121.46(13) . . ?
C5 C6 C7 117.29(13) . . ?
C8 C7 C6 121.12(13) . . ?
C8 C7 H7A 119.4 . . ?
C6 C7 H7A 119.4 . . ?
C7 C8 C3 121.77(13) . . ?
C7 C8 H8A 119.1 . . ?
C3 C8 H8A 119.1 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 119.53(13) . . ?
C12 C11 P1 122.47(10) . . ?
C16 C11 P1 117.94(10) . . ?
C11 C12 C13 119.84(14) . . ?
C11 C12 H12A 120.1 . . ?
C13 C12 H12A 120.1 . . ?
C14 C13 C12 120.43(15) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C13 C14 C15 119.95(14) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C16 C15 C14 119.97(15) . . ?
C16 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C15 C16 C11 120.26(14) . . ?
C15 C16 H16A 119.9 . . ?
C11 C16 H16A 119.9 . . ?
C18 C17 C22 119.65(14) . . ?
C18 C17 P1 120.90(11) . . ?
C22 C17 P1 119.41(12) . . ?
C17 C18 C19 119.86(17) . . ?
C17 C18 H18A 120.1 . . ?
C19 C18 H18A 120.1 . . ?
C20 C19 C18 120.01(18) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C21 C20 C19 120.62(15) . . ?
C21 C20 H20A 119.7 . . ?
C19 C20 H20A 119.7 . . ?
C20 C21 C22 119.81(17) . . ?
C20 C21 H21A 120.1 . . ?
C22 C21 H21A 120.1 . . ?
C17 C22 C21 120.02(16) . . ?
C17 C22 H22A 120.0 . . ?
C21 C22 H22A 120.0 . . ?
C28 C23 C24 119.44(14) . . ?
C28 C23 P1 123.50(11) . . ?
C24 C23 P1 117.05(11) . . ?
C25 C24 C23 120.48(16) . . ?
C25 C24 H24A 119.8 . . ?
C23 C24 H24A 119.8 . . ?
C26 C25 C24 119.78(16) . . ?
C26 C25 H25A 120.1 . . ?
C24 C25 H25A 120.1 . . ?
C25 C26 C27 120.23(15) . . ?
C25 C26 H26A 119.9 . . ?
C27 C26 H26A 119.9 . . ?
C26 C27 C28 120.41(16) . . ?
C26 C27 H27A 119.8 . . ?
C28 C27 H27A 119.8 . . ?
C23 C28 C27 119.62(15) . . ?
C23 C28 H28A 120.2 . . ?
C27 C28 H28A 120.2 . . ?
C101 O100 C104 105.6(5) . . ?
C102 C101 O100 111.2(7) . . ?
C102 C101 H10D 109.4 . . ?
O100 C101 H10D 109.4 . . ?
C102 C101 H10E 109.4 . . ?
O100 C101 H10E 109.4 . . ?
H10D C101 H10E 108.0 . . ?
C101 C102 C103 103.8(8) . . ?
C101 C102 H10F 111.0 . . ?
C103 C102 H10F 111.0 . . ?
C101 C102 H10G 111.0 . . ?
C103 C102 H10G 111.0 . . ?
H10F C102 H10G 109.0 . . ?
C104 C103 C102 103.8(6) . . ?
C104 C103 H10H 111.0 . . ?
C102 C103 H10H 111.0 . . ?
C104 C103 H10I 111.0 . . ?
C102 C103 H10I 111.0 . . ?
H10H C103 H10I 109.0 . . ?
O100 C104 C103 104.3(5) . . ?
O100 C104 H10J 110.9 . . ?
C103 C104 H10J 110.9 . . ?
O100 C104 H10K 110.9 . . ?
C103 C104 H10K 110.9 . . ?
H10J C104 H10K 108.9 . . ?
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 C1 1.9864(15) . ?
Au1 P1 2.2701(4) . ?
P1 C17 1.8110(14) . ?
P1 C11 1.8124(13) . ?
P1 C23 1.8133(14) . ?
N1 C6 1.3733(18) . ?
N1 C10 1.441(2) . ?
N1 C9 1.446(2) . ?
C1 C2 1.212(2) . ?
C2 C3 1.431(2) . ?
C3 C4 1.3998(19) . ?
C3 C8 1.4001(19) . ?
C4 C5 1.384(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4079(19) . ?
C5 H5A 0.9500 . ?
C6 C7 1.4097(19) . ?
C7 C8 1.382(2) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.3895(19) . ?
C11 C16 1.3959(19) . ?
C12 C13 1.392(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.381(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.388(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.386(2) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C18 1.392(2) . ?
C17 C22 1.394(2) . ?
C18 C19 1.395(2) . ?
C18 H18A 0.9500 . ?
C19 C20 1.381(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.379(3) . ?
C20 H20A 0.9500 . ?
C21 C22 1.395(2) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C28 1.390(2) . ?
C23 C24 1.396(2) . ?
C24 C25 1.389(2) . ?
C24 H24A 0.9500 . ?
C25 C26 1.378(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.384(3) . ?
C26 H26A 0.9500 . ?
C27 C28 1.394(2) . ?
C27 H27A 0.9500 . ?
C28 H28A 0.9500 . ?
O100 C101 1.402(7) . ?
O100 C104 1.426(8) . ?
C101 C102 1.381(13) . ?
C101 H10D 0.9900 . ?
C101 H10E 0.9900 . ?
C102 C103 1.551(12) . ?
C102 H10F 0.9900 . ?
C102 H10G 0.9900 . ?
C103 C104 1.454(13) . ?
C103 H10H 0.9900 . ?
C103 H10I 0.9900 . ?
C104 H10J 0.9900 . ?
C104 H10K 0.9900 . ?
