# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
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data_d1628
_database_code_depnum_ccdc_archive 'CCDC 1528594'
_audit_update_record             
;
2017-01-19 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H30 Bi Br'
_chemical_formula_sum            'C20 H30 Bi Br'
_chemical_formula_weight         559.33

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   25.362(2)
_cell_length_b                   6.4647(5)
_cell_length_c                   21.7366(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.377(3)
_cell_angle_gamma                90
_cell_volume                     3557.7(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    6848
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.44

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.089
_exptl_crystal_F_000             2144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.015
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    12.154
_shelx_estimated_absorpt_T_min   0.376
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4350
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube with Bruker Triumph monochromator'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22873
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.609
_diffrn_reflns_theta_max         27.608
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4112
_reflns_number_gt                3271
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0149P)²+11.4455P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4112
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0588
_refine_ls_wR_factor_gt          0.0543
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Bi1 Bi 0.70789(2) 0.45697(3) 0.42416(2) 0.01252(6) Uani 1 1 d . . . . .
Br1 Br 0.70794(2) 0.87199(8) 0.43164(2) 0.01792(11) Uani 1 1 d . . . . .
C1 C 0.76225(18) 0.4312(7) 0.3429(2) 0.0116(9) Uani 1 1 d . . . . .
H1A H 0.7390 0.4064 0.3048 0.014 Uiso 1 1 calc R U . . .
C2 C 0.7982(2) 0.2422(7) 0.3517(2) 0.0130(11) Uani 1 1 d . . . . .
H2A H 0.7765 0.1178 0.3608 0.016 Uiso 1 1 calc R U . . .
C3 C 0.8399(2) 0.2790(8) 0.4053(2) 0.0173(11) Uani 1 1 d . . . . .
H3A H 0.8221 0.3014 0.4441 0.021 Uiso 1 1 calc R U . . .
H3B H 0.8629 0.1558 0.4107 0.021 Uiso 1 1 calc R U . . .
C4 C 0.87339(19) 0.4686(8) 0.3914(2) 0.0179(10) Uani 1 1 d . . . . .
H4A H 0.9003 0.4923 0.4262 0.021 Uiso 1 1 calc R U . . .
C5 C 0.90144(19) 0.4317(8) 0.3318(2) 0.0187(11) Uani 1 1 d . . . . .
H5A H 0.9247 0.3091 0.3367 0.022 Uiso 1 1 calc R U . . .
H5B H 0.9236 0.5529 0.3230 0.022 Uiso 1 1 calc R U . . .
C6 C 0.86025(19) 0.3967(7) 0.2777(2) 0.0145(10) Uani 1 1 d . . . . .
H6A H 0.8784 0.3737 0.2387 0.017 Uiso 1 1 calc R U . . .
C7 C 0.82361(19) 0.5876(7) 0.2709(2) 0.0138(10) Uani 1 1 d . . . . .
H7A H 0.8447 0.7114 0.2616 0.017 Uiso 1 1 calc R U . . .
H7B H 0.7970 0.5656 0.2364 0.017 Uiso 1 1 calc R U . . .
C8 C 0.79562(19) 0.6228(7) 0.3310(2) 0.0131(10) Uani 1 1 d . . . . .
H8A H 0.7721 0.7466 0.3262 0.016 Uiso 1 1 calc R U . . .
C9 C 0.8267(2) 0.2064(8) 0.2922(2) 0.0171(11) Uani 1 1 d . . . . .
H9A H 0.8004 0.1806 0.2576 0.020 Uiso 1 1 calc R U . . .
H9B H 0.8497 0.0831 0.2970 0.020 Uiso 1 1 calc R U . . .
C10 C 0.8372(2) 0.6596(7) 0.3837(2) 0.0165(11) Uani 1 1 d . . . . .
H10A H 0.8196 0.6853 0.4224 0.020 Uiso 1 1 calc R U . . .
H10B H 0.8585 0.7830 0.3747 0.020 Uiso 1 1 calc R U . . .
C11 C 0.62979(17) 0.4523(8) 0.3634(2) 0.0127(9) Uani 1 1 d . . . . .
H11A H 0.6384 0.4777 0.3198 0.015 Uiso 1 1 calc R U . . .
C12 C 0.59024(19) 0.6175(7) 0.3815(2) 0.0142(10) Uani 1 1 d . . . . .
H12A H 0.6071 0.7571 0.3797 0.017 Uiso 1 1 calc R U . . .
C13 C 0.5417(2) 0.6103(8) 0.3362(2) 0.0177(11) Uani 1 1 d . . . . .
H13A H 0.5162 0.7180 0.3471 0.021 Uiso 1 1 calc R U . . .
H13B H 0.5525 0.6390 0.2940 0.021 Uiso 1 1 calc R U . . .
C14 C 0.5157(2) 0.3979(8) 0.3380(2) 0.0165(11) Uani 1 1 d . . . . .
H14A H 0.4843 0.3942 0.3080 0.020 Uiso 1 1 calc R U . . .
C15 C 0.4978(2) 0.3578(8) 0.4038(2) 0.0192(11) Uani 1 1 d . . . . .
H15A H 0.4720 0.4644 0.4148 0.023 Uiso 1 1 calc R U . . .
H15B H 0.4806 0.2206 0.4056 0.023 Uiso 1 1 calc R U . . .
C16 C 0.5463(2) 0.3653(7) 0.4493(2) 0.0162(11) Uani 1 1 d . . . . .
H16A H 0.5352 0.3389 0.4920 0.019 Uiso 1 1 calc R U . . .
C17 C 0.5858(2) 0.1968(8) 0.4315(2) 0.0157(11) Uani 1 1 d . . . . .
H17A H 0.6167 0.1968 0.4615 0.019 Uiso 1 1 calc R U . . .
H17B H 0.5688 0.0592 0.4328 0.019 Uiso 1 1 calc R U . . .
C18 C 0.6039(2) 0.2375(7) 0.3669(2) 0.0126(11) Uani 1 1 d . . . . .
H18A H 0.6296 0.1285 0.3558 0.015 Uiso 1 1 calc R U . . .
C19 C 0.5550(2) 0.2313(7) 0.3211(2) 0.0146(11) Uani 1 1 d . . . . .
H19A H 0.5660 0.2552 0.2788 0.018 Uiso 1 1 calc R U . . .
H19B H 0.5381 0.0935 0.3224 0.018 Uiso 1 1 calc R U . . .
C20 C 0.5729(2) 0.5785(7) 0.4468(2) 0.0167(11) Uani 1 1 d . . . . .
H20A H 0.5479 0.6875 0.4582 0.020 Uiso 1 1 calc R U . . .
H20B H 0.6041 0.5831 0.4765 0.020 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
Bi1 C1 2.310(5) . ?
Bi1 C11 2.315(4) . ?
Bi1 Br1 2.6879(6) . ?
C1 C2 1.530(6) . ?
C1 C8 1.531(7) . ?
C1 H1A 1.0000 . ?
C2 C9 1.537(7) . ?
C2 C3 1.545(7) . ?
C2 H2A 1.0000 . ?
C3 C4 1.532(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.534(7) . ?
C4 C10 1.542(7) . ?
C4 H4A 1.0000 . ?
C5 C6 1.542(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C9 1.538(7) . ?
C6 C7 1.547(6) . ?
C6 H6A 1.0000 . ?
C7 C8 1.539(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.530(7) . ?
C8 H8A 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.532(7) . ?
C11 C18 1.540(7) . ?
C11 H11A 1.0000 . ?
C12 C20 1.530(7) . ?
C12 C13 1.531(7) . ?
C12 H12A 1.0000 . ?
C13 C14 1.526(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C19 1.527(7) . ?
C14 C15 1.547(7) . ?
C14 H14A 1.0000 . ?
C15 C16 1.532(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C20 1.538(7) . ?
C16 C17 1.545(7) . ?
C16 H16A 1.0000 . ?
C17 C18 1.526(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.542(7) . ?
C18 H18A 1.0000 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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 Bi1 C11 95.28(16) . . ?
C1 Bi1 Br1 96.90(12) . . ?
C11 Bi1 Br1 92.57(12) . . ?
C2 C1 C8 109.6(4) . . ?
C2 C1 Bi1 109.8(3) . . ?
C8 C1 Bi1 115.6(3) . . ?
C2 C1 H1A 107.1 . . ?
C8 C1 H1A 107.1 . . ?
Bi1 C1 H1A 107.1 . . ?
C1 C2 C9 108.7(4) . . ?
C1 C2 C3 110.4(4) . . ?
C9 C2 C3 108.8(4) . . ?
C1 C2 H2A 109.6 . . ?
C9 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C4 C3 C2 109.7(4) . . ?
C4 C3 H3A 109.7 . . ?
C2 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C3 C4 C5 109.4(4) . . ?
C3 C4 C10 109.2(4) . . ?
C5 C4 C10 109.6(4) . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C10 C4 H4A 109.5 . . ?
C4 C5 C6 109.8(4) . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C9 C6 C5 108.7(4) . . ?
C9 C6 C7 108.8(4) . . ?
C5 C6 C7 109.4(4) . . ?
C9 C6 H6A 110.0 . . ?
C5 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
C8 C7 C6 110.0(4) . . ?
C8 C7 H7A 109.7 . . ?
C6 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C6 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C10 C8 C1 111.3(4) . . ?
C10 C8 C7 109.1(4) . . ?
C1 C8 C7 108.1(4) . . ?
C10 C8 H8A 109.4 . . ?
C1 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
C2 C9 C6 110.2(4) . . ?
C2 C9 H9A 109.6 . . ?
C6 C9 H9A 109.6 . . ?
C2 C9 H9B 109.6 . . ?
C6 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C8 C10 C4 109.6(4) . . ?
C8 C10 H10A 109.7 . . ?
C4 C10 H10A 109.7 . . ?
C8 C10 H10B 109.7 . . ?
C4 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C18 109.1(4) . . ?
C12 C11 Bi1 113.3(3) . . ?
C18 C11 Bi1 109.7(3) . . ?
C12 C11 H11A 108.2 . . ?
C18 C11 H11A 108.2 . . ?
Bi1 C11 H11A 108.2 . . ?
C20 C12 C13 109.2(4) . . ?
C20 C12 C11 110.5(4) . . ?
C13 C12 C11 109.1(4) . . ?
C20 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C14 C13 C12 110.1(4) . . ?
C14 C13 H13A 109.6 . . ?
C12 C13 H13A 109.6 . . ?
C14 C13 H13B 109.6 . . ?
C12 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
C13 C14 C19 109.8(4) . . ?
C13 C14 C15 109.0(4) . . ?
C19 C14 C15 109.6(4) . . ?
C13 C14 H14A 109.5 . . ?
C19 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C16 C15 C14 108.9(4) . . ?
C16 C15 H15A 109.9 . . ?
C14 C15 H15A 109.9 . . ?
C16 C15 H15B 109.9 . . ?
C14 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
C15 C16 C20 110.0(4) . . ?
C15 C16 C17 108.9(4) . . ?
C20 C16 C17 109.3(4) . . ?
C15 C16 H16A 109.5 . . ?
C20 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C18 C17 C16 110.1(4) . . ?
C18 C17 H17A 109.6 . . ?
C16 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.2 . . ?
C17 C18 C11 110.6(4) . . ?
C17 C18 C19 108.4(4) . . ?
C11 C18 C19 108.7(4) . . ?
C17 C18 H18A 109.7 . . ?
C11 C18 H18A 109.7 . . ?
C19 C18 H18A 109.7 . . ?
C14 C19 C18 109.7(4) . . ?
C14 C19 H19A 109.7 . . ?
C18 C19 H19A 109.7 . . ?
C14 C19 H19B 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C12 C20 C16 109.4(4) . . ?
C12 C20 H20A 109.8 . . ?
C16 C20 H20A 109.8 . . ?
C12 C20 H20B 109.8 . . ?
C16 C20 H20B 109.8 . . ?
H20A C20 H20B 108.2 . . ?

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
C8 C1 C2 C9 -61.9(5) . . . . ?
Bi1 C1 C2 C9 170.1(3) . . . . ?
C8 C1 C2 C3 57.4(5) . . . . ?
Bi1 C1 C2 C3 -70.6(4) . . . . ?
C1 C2 C3 C4 -59.5(6) . . . . ?
C9 C2 C3 C4 59.7(5) . . . . ?
C2 C3 C4 C5 -60.1(5) . . . . ?
C2 C3 C4 C10 59.9(5) . . . . ?
C3 C4 C5 C6 60.4(5) . . . . ?
C10 C4 C5 C6 -59.4(5) . . . . ?
C4 C5 C6 C9 -60.0(5) . . . . ?
C4 C5 C6 C7 58.6(5) . . . . ?
C9 C6 C7 C8 59.4(5) . . . . ?
C5 C6 C7 C8 -59.1(5) . . . . ?
C2 C1 C8 C10 -57.5(5) . . . . ?
Bi1 C1 C8 C10 67.2(4) . . . . ?
C2 C1 C8 C7 62.2(5) . . . . ?
Bi1 C1 C8 C7 -173.0(3) . . . . ?
C6 C7 C8 C10 60.1(5) . . . . ?
C6 C7 C8 C1 -61.0(5) . . . . ?
C1 C2 C9 C6 60.2(5) . . . . ?
C3 C2 C9 C6 -60.1(5) . . . . ?
C5 C6 C9 C2 60.2(5) . . . . ?
C7 C6 C9 C2 -58.8(5) . . . . ?
C1 C8 C10 C4 58.6(5) . . . . ?
C7 C8 C10 C4 -60.6(5) . . . . ?
C3 C4 C10 C8 -59.4(5) . . . . ?
C5 C4 C10 C8 60.5(5) . . . . ?
C18 C11 C12 C20 59.0(5) . . . . ?
Bi1 C11 C12 C20 -63.6(4) . . . . ?
C18 C11 C12 C13 -61.0(5) . . . . ?
Bi1 C11 C12 C13 176.4(3) . . . . ?
C20 C12 C13 C14 -60.7(5) . . . . ?
C11 C12 C13 C14 60.1(5) . . . . ?
C12 C13 C14 C19 -59.3(5) . . . . ?
C12 C13 C14 C15 60.8(5) . . . . ?
C13 C14 C15 C16 -59.9(5) . . . . ?
C19 C14 C15 C16 60.3(5) . . . . ?
C14 C15 C16 C20 59.8(5) . . . . ?
C14 C15 C16 C17 -59.9(5) . . . . ?
C15 C16 C17 C18 61.3(5) . . . . ?
C20 C16 C17 C18 -58.9(5) . . . . ?
C16 C17 C18 C11 58.5(5) . . . . ?
C16 C17 C18 C19 -60.6(5) . . . . ?
C12 C11 C18 C17 -58.0(5) . . . . ?
Bi1 C11 C18 C17 66.7(4) . . . . ?
C12 C11 C18 C19 60.9(5) . . . . ?
Bi1 C11 C18 C19 -174.3(3) . . . . ?
C13 C14 C19 C18 59.3(5) . . . . ?
C15 C14 C19 C18 -60.5(5) . . . . ?
C17 C18 C19 C14 60.3(5) . . . . ?
C11 C18 C19 C14 -60.0(5) . . . . ?
C13 C12 C20 C16 59.5(5) . . . . ?
C11 C12 C20 C16 -60.4(5) . . . . ?
C15 C16 C20 C12 -59.9(5) . . . . ?
C17 C16 C20 C12 59.6(5) . . . . ?

_refine_diff_density_max         1.760
_refine_diff_density_min         -1.339
_refine_diff_density_rms         0.170

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_d1622_a
_database_code_depnum_ccdc_archive 'CCDC 1528593'
_audit_update_record             
;
2017-01-19 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H38 N2 Zn'
_chemical_formula_sum            'C30 H38 N2 Zn'
_chemical_formula_weight         491.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7437(4)
_cell_length_b                   10.9461(5)
_cell_length_c                   11.8493(5)
_cell_angle_alpha                86.964(2)
_cell_angle_beta                 66.110(2)
_cell_angle_gamma                78.578(2)
_cell_volume                     1248.30(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    7219
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      66.45

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.499
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6541
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with multi-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20808
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.082
_diffrn_reflns_theta_max         67.389
_diffrn_reflns_theta_full        67.389
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             4403
_reflns_number_gt                3855
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+0.5316P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4403
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0810
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.64135(3) 0.29579(2) 0.66700(2) 0.02701(10) Uani 1 1 d . . . . .
N1 N 0.59524(16) 0.48675(14) 0.73559(14) 0.0262(3) Uani 1 1 d . . . . .
N2 N 0.70229(15) 0.28445(15) 0.82194(14) 0.0262(3) Uani 1 1 d . . . . .
C1 C 0.5363(2) 0.58462(19) 0.68980(19) 0.0325(4) Uani 1 1 d . . . . .
H1A H 0.5099 0.5702 0.6250 0.039 Uiso 1 1 calc R U . . .
C2 C 0.5123(2) 0.70539(19) 0.7324(2) 0.0367(5) Uani 1 1 d . . . . .
H2A H 0.4712 0.7729 0.6971 0.044 Uiso 1 1 calc R U . . .
C3 C 0.5491(2) 0.72579(19) 0.8270(2) 0.0373(5) Uani 1 1 d . . . . .
H3A H 0.5333 0.8080 0.8587 0.045 Uiso 1 1 calc R U . . .
C4 C 0.6093(2) 0.62573(19) 0.87590(19) 0.0321(4) Uani 1 1 d . . . . .
H4A H 0.6345 0.6382 0.9420 0.039 Uiso 1 1 calc R U . . .
C5 C 0.63262(17) 0.50649(17) 0.82698(16) 0.0232(4) Uani 1 1 d . . . . .
C6 C 0.69923(18) 0.39327(18) 0.87146(16) 0.0248(4) Uani 1 1 d . . . . .
C7 C 0.7556(2) 0.3972(2) 0.95757(19) 0.0351(5) Uani 1 1 d . . . . .
H7A H 0.7537 0.4748 0.9912 0.042 Uiso 1 1 calc R U . . .
C8 C 0.8143(2) 0.2867(2) 0.9937(2) 0.0418(5) Uani 1 1 d . . . . .
H8A H 0.8535 0.2875 1.0525 0.050 Uiso 1 1 calc R U . . .
C9 C 0.8157(2) 0.1756(2) 0.9441(2) 0.0383(5) Uani 1 1 d . . . . .
H9A H 0.8548 0.0986 0.9685 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7594(2) 0.17820(19) 0.85829(19) 0.0320(4) Uani 1 1 d . . . . .
H10A H 0.7611 0.1015 0.8233 0.038 Uiso 1 1 calc R U . . .
C11 C 0.46145(19) 0.23524(17) 0.71275(17) 0.0262(4) Uani 1 1 d . . . . .
C12 C 0.4328(3) 0.2271(4) 0.5990(3) 0.0400(8) Uani 0.809(6) 1 d . . P A 1
H12A H 0.5113 0.1703 0.5366 0.048 Uiso 0.809(6) 1 calc R U P A 1
H12B H 0.4252 0.3106 0.5632 0.048 Uiso 0.809(6) 1 calc R U P A 1
C13 C 0.2978(4) 0.1787(5) 0.6294(3) 0.0535(11) Uani 0.809(6) 1 d . . P A 1
H13A H 0.2818 0.1739 0.5524 0.064 Uiso 0.809(6) 1 calc R U P A 1
C14 C 0.3122(4) 0.0509(3) 0.6816(4) 0.0532(13) Uani 0.809(6) 1 d . . P A 1
H14A H 0.3910 -0.0063 0.6198 0.064 Uiso 0.809(6) 1 calc R U P A 1
H14B H 0.2268 0.0178 0.7004 0.064 Uiso 0.809(6) 1 calc R U P A 1
C15 C 0.3368(3) 0.0566(3) 0.7984(4) 0.0441(10) Uani 0.809(6) 1 d . . P A 1
H15A H 0.3459 -0.0287 0.8325 0.053 Uiso 0.809(6) 1 calc R U P A 1
C16 C 0.2156(3) 0.1436(4) 0.8932(3) 0.0414(8) Uani 0.809(6) 1 d . . P A 1
H16A H 0.2308 0.1470 0.9699 0.050 Uiso 0.809(6) 1 calc R U P A 1
H16B H 0.1291 0.1120 0.9135 0.050 Uiso 0.809(6) 1 calc R U P A 1
C17 C 0.2017(4) 0.2747(4) 0.8413(5) 0.0435(12) Uani 0.809(6) 1 d . . P A 1
H17A H 0.1226 0.3327 0.9037 0.052 Uiso 0.809(6) 1 calc R U P A 1
C18 C 0.3366(3) 0.3220(4) 0.8078(4) 0.0458(9) Uani 0.809(6) 1 d . . P A 1
H18A H 0.3529 0.3288 0.8835 0.055 Uiso 0.809(6) 1 calc R U P A 1
H18B H 0.3273 0.4063 0.7738 0.055 Uiso 0.809(6) 1 calc R U P A 1
C19 C 0.1764(4) 0.2666(5) 0.7237(5) 0.0546(12) Uani 0.809(6) 1 d . . P A 1
H19A H 0.0896 0.2356 0.7436 0.065 Uiso 0.809(6) 1 calc R U P A 1
H19B H 0.1664 0.3505 0.6891 0.065 Uiso 0.809(6) 1 calc R U P A 1
C20 C 0.4712(3) 0.1056(3) 0.7672(3) 0.0414(9) Uani 0.809(6) 1 d . . P A 1
H20A H 0.4881 0.1096 0.8429 0.050 Uiso 0.809(6) 1 calc R U P A 1
H20B H 0.5504 0.0474 0.7070 0.050 Uiso 0.809(6) 1 calc R U P A 1
C12A C 0.3990(13) 0.2914(14) 0.6177(12) 0.031(3) Uiso 0.191(6) 1 d . . P A 2
H12C H 0.3884 0.3832 0.6203 0.037 Uiso 0.191(6) 1 calc R U P A 2
H12D H 0.4659 0.2609 0.5337 0.037 Uiso 0.191(6) 1 calc R U P A 2
C13A C 0.2565(14) 0.2587(14) 0.6407(13) 0.034(3) Uiso 0.191(6) 1 d . . P A 2
H13B H 0.2203 0.3003 0.5799 0.040 Uiso 0.191(6) 1 calc R U P A 2
C14A C 0.2768(17) 0.1181(18) 0.6296(16) 0.047(4) Uiso 0.191(6) 1 d . . P A 2
H14C H 0.3495 0.0879 0.5476 0.056 Uiso 0.191(6) 1 calc R U P A 2
H14D H 0.1894 0.0945 0.6376 0.056 Uiso 0.191(6) 1 calc R U P A 2
C15A C 0.3212(13) 0.0567(13) 0.7345(18) 0.028(3) Uiso 0.191(6) 1 d . . P A 2
H15B H 0.3313 -0.0360 0.7306 0.033 Uiso 0.191(6) 1 calc R U P A 2
C16A C 0.224(2) 0.1054(17) 0.8533(18) 0.050(5) Uiso 0.191(6) 1 d . . P A 2
H16C H 0.1337 0.0827 0.8707 0.060 Uiso 0.191(6) 1 calc R U P A 2
H16D H 0.2570 0.0676 0.9165 0.060 Uiso 0.191(6) 1 calc R U P A 2
C17A C 0.207(2) 0.2369(19) 0.8612(19) 0.034(5) Uiso 0.191(6) 1 d . . P A 2
H17B H 0.1378 0.2670 0.9458 0.041 Uiso 0.191(6) 1 calc R U P A 2
C18A C 0.3509(17) 0.2795(16) 0.8363(16) 0.039(4) Uiso 0.191(6) 1 d . . P A 2
H18C H 0.3347 0.3717 0.8419 0.047 Uiso 0.191(6) 1 calc R U P A 2
H18D H 0.3831 0.2462 0.9012 0.047 Uiso 0.191(6) 1 calc R U P A 2
C19A C 0.1607(19) 0.3032(16) 0.7695(16) 0.038(4) Uiso 0.191(6) 1 d . . P A 2
H19C H 0.1559 0.3937 0.7779 0.045 Uiso 0.191(6) 1 calc R U P A 2
H19D H 0.0663 0.2903 0.7859 0.045 Uiso 0.191(6) 1 calc R U P A 2
C20A C 0.4660(14) 0.0928(12) 0.7024(16) 0.042(3) Uiso 0.191(6) 1 d . . P A 2
H20C H 0.5066 0.0487 0.7583 0.050 Uiso 0.191(6) 1 calc R U P A 2
H20D H 0.5285 0.0627 0.6170 0.050 Uiso 0.191(6) 1 calc R U P A 2
C21 C 0.81505(18) 0.27913(16) 0.50931(17) 0.0240(4) Uani 1 1 d . . . . .
C22 C 0.9372(2) 0.32542(19) 0.51775(19) 0.0306(4) Uani 1 1 d . . . . .
H22A H 0.9637 0.2780 0.5807 0.037 Uiso 1 1 calc R U . . .
H22B H 0.9080 0.4145 0.5443 0.037 Uiso 1 1 calc R U . . .
C23 C 1.0634(2) 0.30964(19) 0.3927(2) 0.0330(5) Uani 1 1 d . . . . .
H23A H 1.1411 0.3402 0.4010 0.040 Uiso 1 1 calc R U . . .
C24 C 1.0230(2) 0.38470(19) 0.2962(2) 0.0355(5) Uani 1 1 d . . . . .
H24A H 1.1038 0.3751 0.2156 0.043 Uiso 1 1 calc R U . . .
H24B H 0.9943 0.4742 0.3212 0.043 Uiso 1 1 calc R U . . .
C25 C 0.9034(2) 0.33853(19) 0.28415(19) 0.0331(5) Uani 1 1 d . . . . .
H25A H 0.8766 0.3879 0.2212 0.040 Uiso 1 1 calc R U . . .
C26 C 0.9485(2) 0.2006(2) 0.2447(2) 0.0383(5) Uani 1 1 d . . . . .
H26A H 1.0282 0.1896 0.1633 0.046 Uiso 1 1 calc R U . . .
H26B H 0.8713 0.1705 0.2368 0.046 Uiso 1 1 calc R U . . .
C27 C 0.9900(2) 0.12485(18) 0.3406(2) 0.0340(5) Uani 1 1 d . . . . .
H27A H 1.0197 0.0346 0.3146 0.041 Uiso 1 1 calc R U . . .
C28 C 0.8653(2) 0.14185(17) 0.46613(18) 0.0275(4) Uani 1 1 d . . . . .
H28A H 0.7886 0.1097 0.4595 0.033 Uiso 1 1 calc R U . . .
H28B H 0.8919 0.0927 0.5282 0.033 Uiso 1 1 calc R U . . .
C29 C 1.1095(2) 0.17160(19) 0.3525(2) 0.0375(5) Uani 1 1 d . . . . .
H29A H 1.1369 0.1226 0.4143 0.045 Uiso 1 1 calc R U . . .
H29B H 1.1908 0.1607 0.2723 0.045 Uiso 1 1 calc R U . . .
C30 C 0.7788(2) 0.35387(18) 0.40942(19) 0.0288(4) Uani 1 1 d . . . . .
H30A H 0.7010 0.3251 0.4012 0.035 Uiso 1 1 calc R U . . .
H30B H 0.7481 0.4432 0.4350 0.035 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
Zn1 C21 2.0209(19) . ?
Zn1 C11 2.0223(19) . ?
Zn1 N1 2.1724(16) . ?
Zn1 N2 2.1754(16) . ?
N1 C1 1.338(2) . ?
N1 C5 1.339(2) . ?
N2 C10 1.339(2) . ?
N2 C6 1.344(3) . ?
C1 C2 1.378(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.373(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.382(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.391(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.487(3) . ?
C6 C7 1.387(3) . ?
C7 C8 1.381(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.373(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.374(3) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C18A 1.493(18) . ?
C11 C12 1.510(3) . ?
C11 C20 1.530(3) . ?
C11 C18 1.535(4) . ?
C11 C20A 1.561(13) . ?
C11 C12A 1.572(12) . ?
C12 C13 1.541(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.505(6) . ?
C13 C19 1.520(7) . ?
C13 H13A 1.0000 . ?
C14 C15 1.518(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.516(5) . ?
C15 C20 1.537(4) . ?
C15 H15A 1.0000 . ?
C16 C17 1.534(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.528(5) . ?
C17 C19 1.534(7) . ?
C17 H17A 1.0000 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C12A C13A 1.554(18) . ?
C12A H12C 0.9900 . ?
C12A H12D 0.9900 . ?
C13A C19A 1.495(18) . ?
C13A C14A 1.52(2) . ?
C13A H13B 1.0000 . ?
C14A C15A 1.58(2) . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C15A C16A 1.42(3) . ?
C15A C20A 1.571(19) . ?
C15A H15B 1.0000 . ?
C16A C17A 1.42(3) . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C17A C19A 1.47(2) . ?
C17A C18A 1.61(3) . ?
C17A H17B 1.0000 . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C19A H19C 0.9900 . ?
C19A H19D 0.9900 . ?
C20A H20C 0.9900 . ?
C20A H20D 0.9900 . ?
C21 C28 1.532(3) . ?
C21 C22 1.537(3) . ?
C21 C30 1.538(3) . ?
C22 C23 1.540(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.527(3) . ?
C23 C29 1.531(3) . ?
C23 H23A 1.0000 . ?
C24 C25 1.530(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.527(3) . ?
C25 C30 1.533(3) . ?
C25 H25A 1.0000 . ?
C26 C27 1.530(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C29 1.531(3) . ?
C27 C28 1.536(3) . ?
C27 H27A 1.0000 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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
C21 Zn1 C11 132.13(8) . . ?
C21 Zn1 N1 106.67(7) . . ?
C11 Zn1 N1 109.08(7) . . ?
C21 Zn1 N2 108.14(7) . . ?
C11 Zn1 N2 111.16(7) . . ?
N1 Zn1 N2 74.83(6) . . ?
C1 N1 C5 118.79(17) . . ?
C1 N1 Zn1 124.14(14) . . ?
C5 N1 Zn1 117.04(12) . . ?
C10 N2 C6 118.88(17) . . ?
C10 N2 Zn1 123.92(14) . . ?
C6 N2 Zn1 116.53(12) . . ?
N1 C1 C2 123.0(2) . . ?
N1 C1 H1A 118.5 . . ?
C2 C1 H1A 118.5 . . ?
C3 C2 C1 118.38(19) . . ?
C3 C2 H2A 120.8 . . ?
C1 C2 H2A 120.8 . . ?
C2 C3 C4 119.43(19) . . ?
C2 C3 H3A 120.3 . . ?
C4 C3 H3A 120.3 . . ?
C3 C4 C5 119.10(19) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
N1 C5 C4 121.32(17) . . ?
N1 C5 C6 115.50(16) . . ?
C4 C5 C6 123.17(17) . . ?
N2 C6 C7 121.30(18) . . ?
N2 C6 C5 115.35(16) . . ?
C7 C6 C5 123.35(18) . . ?
C8 C7 C6 119.0(2) . . ?
C8 C7 H7A 120.5 . . ?
C6 C7 H7A 120.5 . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8A 120.2 . . ?
C7 C8 H8A 120.2 . . ?
C8 C9 C10 118.57(19) . . ?
C8 C9 H9A 120.7 . . ?
C10 C9 H9A 120.7 . . ?
N2 C10 C9 122.7(2) . . ?
N2 C10 H10A 118.6 . . ?
C9 C10 H10A 118.6 . . ?
C12 C11 C20 108.4(2) . . ?
C12 C11 C18 107.7(2) . . ?
C20 C11 C18 107.9(2) . . ?
C18A C11 C20A 106.4(8) . . ?
C18A C11 C12A 104.8(8) . . ?
C20A C11 C12A 102.7(8) . . ?
C18A C11 Zn1 115.4(7) . . ?
C12 C11 Zn1 109.72(14) . . ?
C20 C11 Zn1 110.27(15) . . ?
C18 C11 Zn1 112.72(16) . . ?
C20A C11 Zn1 119.0(5) . . ?
C12A C11 Zn1 106.9(5) . . ?
C11 C12 C13 111.4(2) . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 C19 109.8(3) . . ?
C14 C13 C12 108.6(3) . . ?
C19 C13 C12 109.6(4) . . ?
C14 C13 H13A 109.6 . . ?
C19 C13 H13A 109.6 . . ?
C12 C13 H13A 109.6 . . ?
C13 C14 C15 110.2(3) . . ?
C13 C14 H14A 109.6 . . ?
C15 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C14 109.5(3) . . ?
C16 C15 C20 109.7(3) . . ?
C14 C15 C20 108.9(3) . . ?
C16 C15 H15A 109.6 . . ?
C14 C15 H15A 109.6 . . ?
C20 C15 H15A 109.6 . . ?
C15 C16 C17 109.7(3) . . ?
C15 C16 H16A 109.7 . . ?
C17 C16 H16A 109.7 . . ?
C15 C16 H16B 109.7 . . ?
C17 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C18 C17 C16 109.5(4) . . ?
C18 C17 C19 108.7(4) . . ?
C16 C17 C19 108.5(3) . . ?
C18 C17 H17A 110.1 . . ?
C16 C17 H17A 110.1 . . ?
C19 C17 H17A 110.1 . . ?
C17 C18 C11 111.9(3) . . ?
C17 C18 H18A 109.2 . . ?
C11 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C11 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C13 C19 C17 109.5(3) . . ?
C13 C19 H19A 109.8 . . ?
C17 C19 H19A 109.8 . . ?
C13 C19 H19B 109.8 . . ?
C17 C19 H19B 109.8 . . ?
H19A C19 H19B 108.2 . . ?
C11 C20 C15 110.8(2) . . ?
C11 C20 H20A 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C11 C20 H20B 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C13A C12A C11 114.6(9) . . ?
C13A C12A H12C 108.6 . . ?
C11 C12A H12C 108.6 . . ?
C13A C12A H12D 108.6 . . ?
C11 C12A H12D 108.6 . . ?
H12C C12A H12D 107.6 . . ?
C19A C13A C14A 110.1(12) . . ?
C19A C13A C12A 106.6(12) . . ?
C14A C13A C12A 107.7(12) . . ?
C19A C13A H13B 110.8 . . ?
C14A C13A H13B 110.8 . . ?
C12A C13A H13B 110.8 . . ?
C13A C14A C15A 109.2(13) . . ?
C13A C14A H14C 109.8 . . ?
C15A C14A H14C 109.8 . . ?
C13A C14A H14D 109.8 . . ?
C15A C14A H14D 109.8 . . ?
H14C C14A H14D 108.3 . . ?
C16A C15A C20A 110.9(16) . . ?
C16A C15A C14A 111.3(13) . . ?
C20A C15A C14A 103.6(12) . . ?
C16A C15A H15B 110.3 . . ?
C20A C15A H15B 110.3 . . ?
C14A C15A H15B 110.3 . . ?
C17A C16A C15A 111.6(16) . . ?
C17A C16A H16C 109.3 . . ?
C15A C16A H16C 109.3 . . ?
C17A C16A H16D 109.3 . . ?
C15A C16A H16D 109.3 . . ?
H16C C16A H16D 108.0 . . ?
C16A C17A C19A 114.0(16) . . ?
C16A C17A C18A 111.6(16) . . ?
C19A C17A C18A 104.5(16) . . ?
C16A C17A H17B 108.9 . . ?
C19A C17A H17B 108.9 . . ?
C18A C17A H17B 108.9 . . ?
C11 C18A C17A 112.4(13) . . ?
C11 C18A H18C 109.1 . . ?
C17A C18A H18C 109.1 . . ?
C11 C18A H18D 109.1 . . ?
C17A C18A H18D 109.1 . . ?
H18C C18A H18D 107.9 . . ?
C17A C19A C13A 111.7(15) . . ?
C17A C19A H19C 109.3 . . ?
C13A C19A H19C 109.3 . . ?
C17A C19A H19D 109.3 . . ?
C13A C19A H19D 109.3 . . ?
H19C C19A H19D 107.9 . . ?
C11 C20A C15A 114.7(10) . . ?
C11 C20A H20C 108.6 . . ?
C15A C20A H20C 108.6 . . ?
C11 C20A H20D 108.6 . . ?
C15A C20A H20D 108.6 . . ?
H20C C20A H20D 107.6 . . ?
C28 C21 C22 107.60(15) . . ?
C28 C21 C30 108.21(15) . . ?
C22 C21 C30 107.56(15) . . ?
C28 C21 Zn1 109.25(12) . . ?
C22 C21 Zn1 115.57(13) . . ?
C30 C21 Zn1 108.43(12) . . ?
C21 C22 C23 111.34(16) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C29 109.42(18) . . ?
C24 C23 C22 109.33(16) . . ?
C29 C23 C22 109.32(16) . . ?
C24 C23 H23A 109.6 . . ?
C29 C23 H23A 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C23 C24 C25 109.61(16) . . ?
C23 C24 H24A 109.7 . . ?
C25 C24 H24A 109.7 . . ?
C23 C24 H24B 109.7 . . ?
C25 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
C26 C25 C24 109.54(17) . . ?
C26 C25 C30 108.87(16) . . ?
C24 C25 C30 109.39(17) . . ?
C26 C25 H25A 109.7 . . ?
C24 C25 H25A 109.7 . . ?
C30 C25 H25A 109.7 . . ?
C25 C26 C27 109.83(17) . . ?
C25 C26 H26A 109.7 . . ?
C27 C26 H26A 109.7 . . ?
C25 C26 H26B 109.7 . . ?
C27 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C26 C27 C29 109.53(17) . . ?
C26 C27 C28 109.19(17) . . ?
C29 C27 C28 108.99(18) . . ?
C26 C27 H27A 109.7 . . ?
C29 C27 H27A 109.7 . . ?
C28 C27 H27A 109.7 . . ?
C21 C28 C27 111.59(15) . . ?
C21 C28 H28A 109.3 . . ?
C27 C28 H28A 109.3 . . ?
C21 C28 H28B 109.3 . . ?
C27 C28 H28B 109.3 . . ?
H28A C28 H28B 108.0 . . ?
C23 C29 C27 109.46(16) . . ?
C23 C29 H29A 109.8 . . ?
C27 C29 H29A 109.8 . . ?
C23 C29 H29B 109.8 . . ?
C27 C29 H29B 109.8 . . ?
H29A C29 H29B 108.2 . . ?
C25 C30 C21 111.55(15) . . ?
C25 C30 H30A 109.3 . . ?
C21 C30 H30A 109.3 . . ?
C25 C30 H30B 109.3 . . ?
C21 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?

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
C5 N1 C1 C2 0.0(3) . . . . ?
Zn1 N1 C1 C2 -177.84(15) . . . . ?
N1 C1 C2 C3 -0.8(3) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C1 N1 C5 C4 1.1(3) . . . . ?
Zn1 N1 C5 C4 179.08(13) . . . . ?
C1 N1 C5 C6 -179.12(16) . . . . ?
Zn1 N1 C5 C6 -1.1(2) . . . . ?
C3 C4 C5 N1 -1.4(3) . . . . ?
C3 C4 C5 C6 178.78(17) . . . . ?
C10 N2 C6 C7 0.9(3) . . . . ?
Zn1 N2 C6 C7 -170.10(14) . . . . ?
C10 N2 C6 C5 -179.36(16) . . . . ?
Zn1 N2 C6 C5 9.64(19) . . . . ?
N1 C5 C6 N2 -5.7(2) . . . . ?
C4 C5 C6 N2 174.16(17) . . . . ?
N1 C5 C6 C7 174.07(17) . . . . ?
C4 C5 C6 C7 -6.1(3) . . . . ?
N2 C6 C7 C8 -0.8(3) . . . . ?
C5 C6 C7 C8 179.52(18) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
C6 N2 C10 C9 -0.2(3) . . . . ?
Zn1 N2 C10 C9 170.06(15) . . . . ?
C8 C9 C10 N2 -0.6(3) . . . . ?
C20 C11 C12 C13 58.4(4) . . . . ?
C18 C11 C12 C13 -58.0(4) . . . . ?
Zn1 C11 C12 C13 178.9(3) . . . . ?
C11 C12 C13 C14 -60.0(4) . . . . ?
C11 C12 C13 C19 59.9(4) . . . . ?
C19 C13 C14 C15 -59.6(4) . . . . ?
C12 C13 C14 C15 60.2(3) . . . . ?
C13 C14 C15 C16 59.6(3) . . . . ?
C13 C14 C15 C20 -60.4(3) . . . . ?
C14 C15 C16 C17 -60.0(4) . . . . ?
C20 C15 C16 C17 59.5(4) . . . . ?
C15 C16 C17 C18 -58.3(4) . . . . ?
C15 C16 C17 C19 60.1(4) . . . . ?
C16 C17 C18 C11 58.5(5) . . . . ?
C19 C17 C18 C11 -59.8(5) . . . . ?
C12 C11 C18 C17 58.9(4) . . . . ?
C20 C11 C18 C17 -58.0(4) . . . . ?
Zn1 C11 C18 C17 -179.9(3) . . . . ?
C14 C13 C19 C17 60.0(4) . . . . ?
C12 C13 C19 C17 -59.2(4) . . . . ?
C18 C17 C19 C13 59.1(4) . . . . ?
C16 C17 C19 C13 -59.9(4) . . . . ?
C12 C11 C20 C15 -58.0(3) . . . . ?
C18 C11 C20 C15 58.4(3) . . . . ?
Zn1 C11 C20 C15 -178.2(2) . . . . ?
C16 C15 C20 C11 -60.7(4) . . . . ?
C14 C15 C20 C11 59.2(3) . . . . ?
C18A C11 C12A C13A -55.0(12) . . . . ?
C20A C11 C12A C13A 56.0(12) . . . . ?
Zn1 C11 C12A C13A -178.0(9) . . . . ?
C11 C12A C13A C19A 56.8(15) . . . . ?
C11 C12A C13A C14A -61.3(14) . . . . ?
C19A C13A C14A C15A -52.2(16) . . . . ?
C12A C13A C14A C15A 63.6(15) . . . . ?
C13A C14A C15A C16A 54.9(18) . . . . ?
C13A C14A C15A C20A -64.3(14) . . . . ?
C20A C15A C16A C17A 58(2) . . . . ?
C14A C15A C16A C17A -57(2) . . . . ?
C15A C16A C17A C19A 58(2) . . . . ?
C15A C16A C17A C18A -60(2) . . . . ?
C20A C11 C18A C17A -50.4(14) . . . . ?
C12A C11 C18A C17A 58.0(13) . . . . ?
Zn1 C11 C18A C17A 175.2(10) . . . . ?
C16A C17A C18A C11 58.3(19) . . . . ?
C19A C17A C18A C11 -65.4(16) . . . . ?
C16A C17A C19A C13A -56(2) . . . . ?
C18A C17A C19A C13A 66.2(17) . . . . ?
C14A C13A C19A C17A 53.1(18) . . . . ?
C12A C13A C19A C17A -63.4(17) . . . . ?
C18A C11 C20A C15A 50.2(15) . . . . ?
C12A C11 C20A C15A -59.7(14) . . . . ?
Zn1 C11 C20A C15A -177.4(10) . . . . ?
C16A C15A C20A C11 -54.2(18) . . . . ?
C14A C15A C20A C11 65.3(16) . . . . ?
C28 C21 C22 C23 58.2(2) . . . . ?
C30 C21 C22 C23 -58.2(2) . . . . ?
Zn1 C21 C22 C23 -179.48(12) . . . . ?
C21 C22 C23 C24 60.0(2) . . . . ?
C21 C22 C23 C29 -59.7(2) . . . . ?
C29 C23 C24 C25 60.2(2) . . . . ?
C22 C23 C24 C25 -59.5(2) . . . . ?
C23 C24 C25 C26 -59.8(2) . . . . ?
C23 C24 C25 C30 59.4(2) . . . . ?
C24 C25 C26 C27 59.4(2) . . . . ?
C30 C25 C26 C27 -60.2(2) . . . . ?
C25 C26 C27 C29 -59.4(2) . . . . ?
C25 C26 C27 C28 59.9(2) . . . . ?
C22 C21 C28 C27 -58.7(2) . . . . ?
C30 C21 C28 C27 57.2(2) . . . . ?
Zn1 C21 C28 C27 175.12(13) . . . . ?
C26 C27 C28 C21 -59.1(2) . . . . ?
C29 C27 C28 C21 60.5(2) . . . . ?
C24 C23 C29 C27 -60.1(2) . . . . ?
C22 C23 C29 C27 59.6(2) . . . . ?
C26 C27 C29 C23 59.6(2) . . . . ?
C28 C27 C29 C23 -59.8(2) . . . . ?
C26 C25 C30 C21 59.8(2) . . . . ?
C24 C25 C30 C21 -59.8(2) . . . . ?
C28 C21 C30 C25 -57.7(2) . . . . ?
C22 C21 C30 C25 58.3(2) . . . . ?
Zn1 C21 C30 C25 -176.11(13) . . . . ?

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.049

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_d15142_a
_database_code_depnum_ccdc_archive 'CCDC 1528592'
_audit_update_record             
;
2017-01-19 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H38 N2 Zn'
_chemical_formula_sum            'C30 H38 N2 Zn'
_chemical_formula_weight         491.99

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5819(10)
_cell_length_b                   11.0816(10)
_cell_length_c                   11.7087(11)
_cell_angle_alpha                87.754(3)
_cell_angle_beta                 66.311(3)
_cell_angle_gamma                78.315(3)
_cell_volume                     1229.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    9949
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.54

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.019
_shelx_estimated_absorpt_T_min   0.862
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7052
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Sheldrick, 19960'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube with Bruker Triumph monochromator'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39635
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.879
_diffrn_reflns_theta_max         27.648
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5701
_reflns_number_gt                4867
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0237P)²+0.5884P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5701
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0625
_refine_ls_wR_factor_gt          0.0587
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.64676(2) 0.29686(2) 0.65696(2) 0.01634(6) Uani 1 1 d . . . . .
N1 N 0.69274(13) 0.28281(11) 0.82743(11) 0.0169(3) Uani 1 1 d . . . . .
N2 N 0.61103(13) 0.48855(11) 0.72874(11) 0.0168(3) Uani 1 1 d . . . . .
C1 C 0.74625(17) 0.17581(14) 0.86414(15) 0.0217(3) Uani 1 1 d . . . . .
H1A H 0.7408 0.1011 0.8308 0.026 Uiso 1 1 calc R U . . .
C2 C 0.80891(17) 0.16886(16) 0.94811(15) 0.0247(4) Uani 1 1 d . . . . .
H2A H 0.8438 0.0913 0.9735 0.030 Uiso 1 1 calc R U . . .
C3 C 0.81968(17) 0.27752(16) 0.99435(15) 0.0259(4) Uani 1 1 d . . . . .
H3A H 0.8629 0.2757 1.0517 0.031 Uiso 1 1 calc R U . . .
C4 C 0.76682(16) 0.38886(15) 0.95608(14) 0.0221(3) Uani 1 1 d . . . . .
H4A H 0.7741 0.4644 0.9862 0.027 Uiso 1 1 calc R U . . .
C5 C 0.70277(15) 0.38858(13) 0.87279(13) 0.0158(3) Uani 1 1 d . . . . .
C6 C 0.64057(15) 0.50358(13) 0.82834(13) 0.0153(3) Uani 1 1 d . . . . .
C7 C 0.61239(16) 0.61939(14) 0.88591(15) 0.0195(3) Uani 1 1 d . . . . .
H7A H 0.6333 0.6279 0.9565 0.023 Uiso 1 1 calc R U . . .
C8 C 0.55386(16) 0.72146(14) 0.83924(15) 0.0223(3) Uani 1 1 d . . . . .
H8A H 0.5350 0.8012 0.8767 0.027 Uiso 1 1 calc R U . . .
C9 C 0.52287(17) 0.70648(14) 0.73724(16) 0.0229(3) Uani 1 1 d . . . . .
H9A H 0.4821 0.7753 0.7036 0.027 Uiso 1 1 calc R U . . .
C10 C 0.55285(17) 0.58856(14) 0.68560(15) 0.0214(3) Uani 1 1 d . . . . .
H10A H 0.5310 0.5780 0.6159 0.026 Uiso 1 1 calc R U . . .
C11 C 0.84689(16) 0.23625(14) 0.53333(14) 0.0179(3) Uani 1 1 d . . . . .
H11A H 0.8958 0.1796 0.5783 0.021 Uiso 1 1 calc R U . . .
C12 C 0.93260(17) 0.33828(15) 0.48215(15) 0.0210(3) Uani 1 1 d . . . . .
H12A H 0.9285 0.3877 0.5537 0.025 Uiso 1 1 calc R U . . .
C13 C 1.08736(18) 0.28219(17) 0.39976(16) 0.0287(4) Uani 1 1 d . . . . .
H13A H 1.1408 0.3488 0.3687 0.034 Uiso 1 1 calc R U . . .
H13B H 1.1303 0.2282 0.4495 0.034 Uiso 1 1 calc R U . . .
C14 C 1.09497(17) 0.20691(16) 0.28895(15) 0.0261(4) Uani 1 1 d . . . . .
H14A H 1.1956 0.1698 0.2358 0.031 Uiso 1 1 calc R U . . .
C15 C 1.01163(18) 0.10411(15) 0.33754(16) 0.0256(4) Uani 1 1 d . . . . .
H15A H 1.0540 0.0475 0.3860 0.031 Uiso 1 1 calc R U . . .
H15B H 1.0156 0.0560 0.2663 0.031 Uiso 1 1 calc R U . . .
C16 C 0.85763(16) 0.16074(13) 0.42084(14) 0.0187(3) Uani 1 1 d . . . . .
H16A H 0.8039 0.0932 0.4518 0.022 Uiso 1 1 calc R U . . .
C17 C 0.87040(18) 0.42343(14) 0.40315(15) 0.0222(3) Uani 1 1 d . . . . .
H17A H 0.9246 0.4895 0.3715 0.027 Uiso 1 1 calc R U . . .
H17B H 0.7714 0.4626 0.4552 0.027 Uiso 1 1 calc R U . . .
C18 C 1.03056(17) 0.29133(16) 0.21119(15) 0.0252(4) Uani 1 1 d . . . . .
H18A H 1.0356 0.2432 0.1395 0.030 Uiso 1 1 calc R U . . .
H18B H 1.0843 0.3575 0.1783 0.030 Uiso 1 1 calc R U . . .
C19 C 0.79376(16) 0.24532(14) 0.34227(14) 0.0186(3) Uani 1 1 d . . . . .
H19A H 0.7975 0.1967 0.2714 0.022 Uiso 1 1 calc R U . . .
H19B H 0.6938 0.2816 0.3940 0.022 Uiso 1 1 calc R U . . .
C20 C 0.87624(17) 0.34848(14) 0.29285(14) 0.0202(3) Uani 1 1 d . . . . .
H20A H 0.8341 0.4038 0.2422 0.024 Uiso 1 1 calc R U . . .
C21 C 0.45082(16) 0.28785(14) 0.67645(14) 0.0174(3) Uani 1 1 d . . . . .
H21A H 0.4202 0.3604 0.6333 0.021 Uiso 1 1 calc R U . . .
C22 C 0.44251(17) 0.17350(14) 0.61104(14) 0.0211(3) Uani 1 1 d . . . . .
H22A H 0.5151 0.1645 0.5232 0.025 Uiso 1 1 calc R U . . .
C23 C 0.29589(19) 0.18612(17) 0.60937(16) 0.0278(4) Uani 1 1 d . . . . .
H23A H 0.2764 0.2597 0.5636 0.033 Uiso 1 1 calc R U . . .
H23B H 0.2931 0.1126 0.5658 0.033 Uiso 1 1 calc R U . . .
C24 C 0.18353(18) 0.19867(15) 0.74357(16) 0.0252(4) Uani 1 1 d . . . . .
H24A H 0.0881 0.2077 0.7424 0.030 Uiso 1 1 calc R U . . .
C25 C 0.21307(18) 0.08384(15) 0.81325(17) 0.0268(4) Uani 1 1 d . . . . .
H25A H 0.2087 0.0098 0.7714 0.032 Uiso 1 1 calc R U . . .
H25B H 0.1406 0.0914 0.8999 0.032 Uiso 1 1 calc R U . . .
C26 C 0.35966(18) 0.07000(14) 0.81471(16) 0.0240(3) Uani 1 1 d . . . . .
H26A H 0.3790 -0.0052 0.8600 0.029 Uiso 1 1 calc R U . . .
C27 C 0.36440(17) 0.18459(15) 0.88124(15) 0.0210(3) Uani 1 1 d . . . . .
H27A H 0.2921 0.1933 0.9680 0.025 Uiso 1 1 calc R U . . .
H27B H 0.4580 0.1756 0.8843 0.025 Uiso 1 1 calc R U . . .
C28 C 0.33659(16) 0.29950(14) 0.81072(14) 0.0183(3) Uani 1 1 d . . . . .
H28A H 0.3390 0.3739 0.8548 0.022 Uiso 1 1 calc R U . . .
C29 C 0.18880(17) 0.31215(15) 0.81105(16) 0.0237(3) Uani 1 1 d . . . . .
H29A H 0.1173 0.3197 0.8981 0.028 Uiso 1 1 calc R U . . .
H29B H 0.1670 0.3875 0.7686 0.028 Uiso 1 1 calc R U . . .
C30 C 0.47150(18) 0.05782(14) 0.68018(16) 0.0266(4) Uani 1 1 d . . . . .
H30A H 0.5664 0.0477 0.6807 0.032 Uiso 1 1 calc R U . . .
H30B H 0.4690 -0.0160 0.6367 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
Zn1 C21 2.0157(15) . ?
Zn1 C11 2.0169(16) . ?
Zn1 N2 2.2183(12) . ?
Zn1 N1 2.2293(12) . ?
N1 C1 1.3398(19) . ?
N1 C5 1.3460(19) . ?
N2 C10 1.3387(19) . ?
N2 C6 1.3471(19) . ?
C1 C2 1.382(2) . ?
C1 H1A 0.9500 . ?
C2 C3 1.383(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.384(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.394(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.487(2) . ?
C6 C7 1.393(2) . ?
C7 C8 1.379(2) . ?
C7 H7A 0.9500 . ?
C8 C9 1.383(2) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(2) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C16 1.541(2) . ?
C11 C12 1.545(2) . ?
C11 H11A 1.0000 . ?
C12 C17 1.532(2) . ?
C12 C13 1.538(2) . ?
C12 H12A 1.0000 . ?
C13 C14 1.536(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C18 1.530(2) . ?
C14 C15 1.534(2) . ?
C14 H14A 1.0000 . ?
C15 C16 1.535(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C19 1.535(2) . ?
C16 H16A 1.0000 . ?
C17 C20 1.536(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C20 1.535(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.533(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 1.0000 . ?
C21 C28 1.541(2) . ?
C21 C22 1.541(2) . ?
C21 H21A 1.0000 . ?
C22 C30 1.534(2) . ?
C22 C23 1.537(2) . ?
C22 H22A 1.0000 . ?
C23 C24 1.533(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.531(2) . ?
C24 C29 1.533(2) . ?
C24 H24A 1.0000 . ?
C25 C26 1.535(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C30 1.534(2) . ?
C26 C27 1.535(2) . ?
C26 H26A 1.0000 . ?
C27 C28 1.533(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.540(2) . ?
C28 H28A 1.0000 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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
C21 Zn1 C11 137.88(6) . . ?
C21 Zn1 N2 100.82(5) . . ?
C11 Zn1 N2 112.18(5) . . ?
C21 Zn1 N1 118.00(5) . . ?
C11 Zn1 N1 96.59(5) . . ?
N2 Zn1 N1 73.48(4) . . ?
C1 N1 C5 118.42(13) . . ?
C1 N1 Zn1 122.98(10) . . ?
C5 N1 Zn1 116.07(9) . . ?
C10 N2 C6 118.20(13) . . ?
C10 N2 Zn1 124.36(10) . . ?
C6 N2 Zn1 117.25(9) . . ?
N1 C1 C2 123.15(15) . . ?
N1 C1 H1A 118.4 . . ?
C2 C1 H1A 118.4 . . ?
C1 C2 C3 118.41(15) . . ?
C1 C2 H2A 120.8 . . ?
C3 C2 H2A 120.8 . . ?
C2 C3 C4 119.22(15) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C3 C4 C5 119.08(15) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
N1 C5 C4 121.69(14) . . ?
N1 C5 C6 115.40(13) . . ?
C4 C5 C6 122.91(14) . . ?
N2 C6 C7 121.68(14) . . ?
N2 C6 C5 115.45(12) . . ?
C7 C6 C5 122.86(13) . . ?
C8 C7 C6 119.25(14) . . ?
C8 C7 H7A 120.4 . . ?
C6 C7 H7A 120.4 . . ?
C7 C8 C9 119.30(14) . . ?
C7 C8 H8A 120.4 . . ?
C9 C8 H8A 120.4 . . ?
C10 C9 C8 118.18(15) . . ?
C10 C9 H9A 120.9 . . ?
C8 C9 H9A 120.9 . . ?
N2 C10 C9 123.39(15) . . ?
N2 C10 H10A 118.3 . . ?
C9 C10 H10A 118.3 . . ?
C16 C11 C12 107.79(12) . . ?
C16 C11 Zn1 113.32(10) . . ?
C12 C11 Zn1 114.76(10) . . ?
C16 C11 H11A 106.8 . . ?
C12 C11 H11A 106.8 . . ?
Zn1 C11 H11A 106.8 . . ?
C17 C12 C13 108.38(13) . . ?
C17 C12 C11 109.88(12) . . ?
C13 C12 C11 110.91(13) . . ?
C17 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
C14 C13 C12 109.63(13) . . ?
C14 C13 H13A 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C18 C14 C15 109.00(14) . . ?
C18 C14 C13 109.49(14) . . ?
C15 C14 C13 109.57(14) . . ?
C18 C14 H14A 109.6 . . ?
C15 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
C14 C15 C16 109.69(13) . . ?
C14 C15 H15A 109.7 . . ?
C16 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
C16 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C15 C16 C19 108.49(12) . . ?
C15 C16 C11 111.36(13) . . ?
C19 C16 C11 109.36(12) . . ?
C15 C16 H16A 109.2 . . ?
C19 C16 H16A 109.2 . . ?
C11 C16 H16A 109.2 . . ?
C12 C17 C20 109.70(13) . . ?
C12 C17 H17A 109.7 . . ?
C20 C17 H17A 109.7 . . ?
C12 C17 H17B 109.7 . . ?
C20 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C14 C18 C20 109.55(13) . . ?
C14 C18 H18A 109.8 . . ?
C20 C18 H18A 109.8 . . ?
C14 C18 H18B 109.8 . . ?
C20 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?
C20 C19 C16 109.75(12) . . ?
C20 C19 H19A 109.7 . . ?
C16 C19 H19A 109.7 . . ?
C20 C19 H19B 109.7 . . ?
C16 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C19 C20 C18 109.29(13) . . ?
C19 C20 C17 109.52(12) . . ?
C18 C20 C17 109.09(13) . . ?
C19 C20 H20A 109.6 . . ?
C18 C20 H20A 109.6 . . ?
C17 C20 H20A 109.6 . . ?
C28 C21 C22 107.62(12) . . ?
C28 C21 Zn1 116.73(10) . . ?
C22 C21 Zn1 114.52(11) . . ?
C28 C21 H21A 105.7 . . ?
C22 C21 H21A 105.7 . . ?
Zn1 C21 H21A 105.7 . . ?
C30 C22 C23 108.83(13) . . ?
C30 C22 C21 109.70(13) . . ?
C23 C22 C21 110.89(13) . . ?
C30 C22 H22A 109.1 . . ?
C23 C22 H22A 109.1 . . ?
C21 C22 H22A 109.1 . . ?
C24 C23 C22 109.70(13) . . ?
C24 C23 H23A 109.7 . . ?
C22 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
C22 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
C25 C24 C29 108.75(13) . . ?
C25 C24 C23 109.46(14) . . ?
C29 C24 C23 109.60(13) . . ?
C25 C24 H24A 109.7 . . ?
C29 C24 H24A 109.7 . . ?
C23 C24 H24A 109.7 . . ?
C24 C25 C26 109.63(13) . . ?
C24 C25 H25A 109.7 . . ?
C26 C25 H25A 109.7 . . ?
C24 C25 H25B 109.7 . . ?
C26 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
C30 C26 C25 109.51(14) . . ?
C30 C26 C27 109.34(13) . . ?
C25 C26 C27 109.23(13) . . ?
C30 C26 H26A 109.6 . . ?
C25 C26 H26A 109.6 . . ?
C27 C26 H26A 109.6 . . ?
C28 C27 C26 109.49(13) . . ?
C28 C27 H27A 109.8 . . ?
C26 C27 H27A 109.8 . . ?
C28 C27 H27B 109.8 . . ?
C26 C27 H27B 109.8 . . ?
H27A C27 H27B 108.2 . . ?
C27 C28 C29 108.21(12) . . ?
C27 C28 C21 110.00(12) . . ?
C29 C28 C21 111.21(13) . . ?
C27 C28 H28A 109.1 . . ?
C29 C28 H28A 109.1 . . ?
C21 C28 H28A 109.1 . . ?
C24 C29 C28 109.71(13) . . ?
C24 C29 H29A 109.7 . . ?
C28 C29 H29A 109.7 . . ?
C24 C29 H29B 109.7 . . ?
C28 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C22 C30 C26 109.60(13) . . ?
C22 C30 H30A 109.8 . . ?
C26 C30 H30A 109.8 . . ?
C22 C30 H30B 109.8 . . ?
C26 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?

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
C5 N1 C1 C2 1.2(2) . . . . ?
Zn1 N1 C1 C2 162.49(12) . . . . ?
N1 C1 C2 C3 -1.5(2) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
C1 N1 C5 C4 0.0(2) . . . . ?
Zn1 N1 C5 C4 -162.56(11) . . . . ?
C1 N1 C5 C6 -179.76(13) . . . . ?
Zn1 N1 C5 C6 17.71(16) . . . . ?
C3 C4 C5 N1 -0.9(2) . . . . ?
C3 C4 C5 C6 178.81(14) . . . . ?
C10 N2 C6 C7 -0.2(2) . . . . ?
Zn1 N2 C6 C7 -175.37(11) . . . . ?
C10 N2 C6 C5 179.00(13) . . . . ?
Zn1 N2 C6 C5 3.79(16) . . . . ?
N1 C5 C6 N2 -14.29(19) . . . . ?
C4 C5 C6 N2 165.98(14) . . . . ?
N1 C5 C6 C7 164.85(14) . . . . ?
C4 C5 C6 C7 -14.9(2) . . . . ?
N2 C6 C7 C8 -0.6(2) . . . . ?
C5 C6 C7 C8 -179.65(14) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C7 C8 C9 C10 -0.3(2) . . . . ?
C6 N2 C10 C9 0.7(2) . . . . ?
Zn1 N2 C10 C9 175.51(12) . . . . ?
C8 C9 C10 N2 -0.4(2) . . . . ?
C16 C11 C12 C17 61.15(16) . . . . ?
Zn1 C11 C12 C17 -66.13(14) . . . . ?
C16 C11 C12 C13 -58.66(16) . . . . ?
Zn1 C11 C12 C13 174.06(10) . . . . ?
C17 C12 C13 C14 -60.65(17) . . . . ?
C11 C12 C13 C14 60.05(17) . . . . ?
C12 C13 C14 C18 60.30(18) . . . . ?
C12 C13 C14 C15 -59.20(18) . . . . ?
C18 C14 C15 C16 -60.99(17) . . . . ?
C13 C14 C15 C16 58.81(17) . . . . ?
C14 C15 C16 C19 60.83(16) . . . . ?
C14 C15 C16 C11 -59.58(17) . . . . ?
C12 C11 C16 C15 58.51(16) . . . . ?
Zn1 C11 C16 C15 -173.38(10) . . . . ?
C12 C11 C16 C19 -61.38(15) . . . . ?
Zn1 C11 C16 C19 66.73(14) . . . . ?
C13 C12 C17 C20 61.09(16) . . . . ?
C11 C12 C17 C20 -60.24(17) . . . . ?
C15 C14 C18 C20 60.21(17) . . . . ?
C13 C14 C18 C20 -59.64(17) . . . . ?
C15 C16 C19 C20 -60.41(16) . . . . ?
C11 C16 C19 C20 61.23(16) . . . . ?
C16 C19 C20 C18 60.21(16) . . . . ?
C16 C19 C20 C17 -59.25(16) . . . . ?
C14 C18 C20 C19 -59.93(17) . . . . ?
C14 C18 C20 C17 59.79(17) . . . . ?
C12 C17 C20 C19 58.66(17) . . . . ?
C12 C17 C20 C18 -60.92(16) . . . . ?
C28 C21 C22 C30 -61.09(16) . . . . ?
Zn1 C21 C22 C30 70.48(14) . . . . ?
C28 C21 C22 C23 59.15(16) . . . . ?
Zn1 C21 C22 C23 -169.28(10) . . . . ?
C30 C22 C23 C24 60.41(17) . . . . ?
C21 C22 C23 C24 -60.35(17) . . . . ?
C22 C23 C24 C25 -60.16(17) . . . . ?
C22 C23 C24 C29 59.03(18) . . . . ?
C29 C24 C25 C26 -60.18(18) . . . . ?
C23 C24 C25 C26 59.53(17) . . . . ?
C24 C25 C26 C30 -59.58(17) . . . . ?
C24 C25 C26 C27 60.13(18) . . . . ?
C30 C26 C27 C28 59.15(17) . . . . ?
C25 C26 C27 C28 -60.67(16) . . . . ?
C26 C27 C28 C29 60.91(16) . . . . ?
C26 C27 C28 C21 -60.76(16) . . . . ?
C22 C21 C28 C27 61.05(16) . . . . ?
Zn1 C21 C28 C27 -69.30(14) . . . . ?
C22 C21 C28 C29 -58.81(16) . . . . ?
Zn1 C21 C28 C29 170.84(10) . . . . ?
C25 C24 C29 C28 61.11(17) . . . . ?
C23 C24 C29 C28 -58.51(17) . . . . ?
C27 C28 C29 C24 -61.40(16) . . . . ?
C21 C28 C29 C24 59.52(16) . . . . ?
C23 C22 C30 C26 -60.37(17) . . . . ?
C21 C22 C30 C26 61.11(17) . . . . ?
C25 C26 C30 C22 60.20(17) . . . . ?
C27 C26 C30 C22 -59.44(17) . . . . ?

_refine_diff_density_max         0.361
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.051

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_d16150_a
_database_code_depnum_ccdc_archive 'CCDC 1528595'
_audit_update_record             
;
2017-01-19 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H48 Au P, C6 H6'
_chemical_formula_sum            'C34 H54 Au P'
_chemical_formula_weight         690.71

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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   31.365(3)
_cell_length_b                   11.1433(10)
_cell_length_c                   20.942(2)
_cell_angle_alpha                90
_cell_angle_beta                 123.019(2)
_cell_angle_gamma                90
_cell_volume                     6137.2(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9014
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.47

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_F_000             2816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.867
_shelx_estimated_absorpt_T_min   0.273
_shelx_estimated_absorpt_T_max   0.642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4951
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube with Bruker Triumph monochromator'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45639
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.549
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7049
_reflns_number_gt                5458
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0076P)²+24.7429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7049
_refine_ls_number_parameters     351
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0495
_refine_ls_wR_factor_gt          0.0431
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.29148(2) 0.50544(2) 0.41457(2) 0.01928(4) Uani 1 1 d . . . . .
P1 P 0.20471(3) 0.51207(7) 0.35922(4) 0.01772(15) Uani 1 1 d . . . . .
C1 C 0.37019(10) 0.5061(2) 0.46395(14) 0.0147(5) Uani 1 1 d . . . . .
H1A H 0.3758 0.5142 0.4214 0.018 Uiso 1 1 calc R U . . .
C2 C 0.39644(12) 0.3880(3) 0.50647(18) 0.0184(7) Uani 1 1 d . . . . .
H2A H 0.3789 0.3182 0.4718 0.022 Uiso 1 1 calc R U . . .
C3 C 0.39405(13) 0.3754(3) 0.57737(19) 0.0235(7) Uani 1 1 d . . . . .
H3A H 0.4107 0.2998 0.6042 0.028 Uiso 1 1 calc R U . . .
H3B H 0.3581 0.3726 0.5621 0.028 Uiso 1 1 calc R U . . .
C4 C 0.42098(12) 0.4825(3) 0.63058(17) 0.0243(7) Uani 1 1 d . . . . .
H4A H 0.4191 0.4747 0.6766 0.029 Uiso 1 1 calc R U . . .
C5 C 0.47682(12) 0.4847(3) 0.65504(16) 0.0261(7) Uani 1 1 d . . . . .
H5A H 0.4944 0.5532 0.6898 0.031 Uiso 1 1 calc R U . . .
H5B H 0.4939 0.4099 0.6828 0.031 Uiso 1 1 calc R U . . .
C6 C 0.48016(11) 0.4964(3) 0.58511(16) 0.0229(6) Uani 1 1 d . . . . .
H6A H 0.5166 0.4978 0.6012 0.027 Uiso 1 1 calc R U . . .
C7 C 0.45368(13) 0.6130(3) 0.5431(2) 0.0235(7) Uani 1 1 d . . . . .
H7A H 0.4558 0.6219 0.4979 0.028 Uiso 1 1 calc R U . . .
H7B H 0.4711 0.6824 0.5771 0.028 Uiso 1 1 calc R U . . .
C8 C 0.39748(12) 0.6112(3) 0.51794(19) 0.0208(7) Uani 1 1 d . . . . .
H8A H 0.3808 0.6881 0.4912 0.025 Uiso 1 1 calc R U . . .
C9 C 0.45276(12) 0.3893(3) 0.53195(19) 0.0232(7) Uani 1 1 d . . . . .
H9A H 0.4694 0.3136 0.5588 0.028 Uiso 1 1 calc R U . . .
H9B H 0.4551 0.3954 0.4868 0.028 Uiso 1 1 calc R U . . .
C10 C 0.39525(13) 0.5993(3) 0.58885(19) 0.0246(7) Uani 1 1 d . . . . .
H10A H 0.3594 0.5995 0.5738 0.029 Uiso 1 1 calc R U . . .
H10B H 0.4127 0.6685 0.6231 0.029 Uiso 1 1 calc R U . . .
C11 C 0.17855(13) 0.6568(3) 0.31007(19) 0.0241(7) Uani 1 1 d . . . . .
H11A H 0.1953 0.7189 0.3510 0.029 Uiso 1 1 calc R U . . .
C12 C 0.19464(14) 0.6864(3) 0.2554(2) 0.0323(8) Uani 1 1 d . . . . .
H12A H 0.1793 0.6276 0.2131 0.039 Uiso 1 1 calc R U . . .
H12B H 0.2321 0.6800 0.2824 0.039 Uiso 1 1 calc R U . . .
C13 C 0.17800(15) 0.8134(3) 0.2228(2) 0.0358(9) Uani 1 1 d . . . . .
H13A H 0.1966 0.8728 0.2643 0.043 Uiso 1 1 calc R U . . .
H13B H 0.1868 0.8279 0.1848 0.043 Uiso 1 1 calc R U . . .
C14 C 0.12178(15) 0.8303(3) 0.1860(2) 0.0368(9) Uani 1 1 d . . . . .
H14A H 0.1032 0.7772 0.1409 0.044 Uiso 1 1 calc R U . . .
H14B H 0.1126 0.9143 0.1683 0.044 Uiso 1 1 calc R U . . .
C15 C 0.10583(17) 0.8019(4) 0.2407(3) 0.0462(11) Uani 1 1 d . . . . .
H15A H 0.0684 0.8095 0.2138 0.055 Uiso 1 1 calc R U . . .
H15B H 0.1214 0.8609 0.2829 0.055 Uiso 1 1 calc R U . . .
C16 C 0.12175(14) 0.6754(3) 0.2736(2) 0.0346(9) Uani 1 1 d . . . . .
H16A H 0.1132 0.6626 0.3122 0.042 Uiso 1 1 calc R U . . .
H16B H 0.1026 0.6158 0.2324 0.042 Uiso 1 1 calc R U . . .
C21 C 0.18731(11) 0.5022(3) 0.43029(16) 0.0196(6) Uani 1 1 d . . . . .
H21A H 0.1494 0.5008 0.4028 0.024 Uiso 1 1 calc R U . . .
C22 C 0.20751(14) 0.6110(3) 0.4844(2) 0.0259(8) Uani 1 1 d . . . . .
H22A H 0.2448 0.6171 0.5088 0.031 Uiso 1 1 calc R U . . .
H22B H 0.1918 0.6852 0.4546 0.031 Uiso 1 1 calc R U . . .
C23 C 0.19569(16) 0.6001(3) 0.5458(2) 0.0366(9) Uani 1 1 d . . . . .
H23A H 0.2112 0.6685 0.5815 0.044 Uiso 1 1 calc R U . . .
H23B H 0.1584 0.6038 0.5218 0.044 Uiso 1 1 calc R U . . .
C24 C 0.21590(16) 0.4833(3) 0.5900(2) 0.0429(9) Uani 1 1 d . . . . .
H24A H 0.2535 0.4832 0.6185 0.052 Uiso 1 1 calc R U . . .
H24B H 0.2059 0.4772 0.6273 0.052 Uiso 1 1 calc R U . . .
C25 C 0.19533(16) 0.3759(3) 0.5370(2) 0.0391(10) Uani 1 1 d . . . . .
H25A H 0.1580 0.3718 0.5116 0.047 Uiso 1 1 calc R U . . .
H25B H 0.2101 0.3013 0.5667 0.047 Uiso 1 1 calc R U . . .
C26 C 0.20852(14) 0.3859(3) 0.4769(2) 0.0269(8) Uani 1 1 d . . . . .
H26A H 0.1943 0.3160 0.4422 0.032 Uiso 1 1 calc R U . . .
H26B H 0.2459 0.3844 0.5023 0.032 Uiso 1 1 calc R U . . .
C31 C 0.1657(2) 0.4023(5) 0.2805(4) 0.0197(12) Uani 0.620(7) 1 d D . P A 1
H31A H 0.1556 0.4455 0.2324 0.024 Uiso 0.620(7) 1 calc R U P A 1
C32 C 0.1162(2) 0.3621(7) 0.2706(5) 0.0225(16) Uani 0.620(7) 1 d D . P A 1
H32A H 0.1237 0.3220 0.3178 0.027 Uiso 0.620(7) 1 calc R U P A 1
H32B H 0.0950 0.4333 0.2623 0.027 Uiso 0.620(7) 1 calc R U P A 1
C33 C 0.0868(2) 0.2767(5) 0.2043(4) 0.0354(17) Uani 0.620(7) 1 d D . P A 1
H33A H 0.0574 0.2450 0.2047 0.042 Uiso 0.620(7) 1 calc R U P A 1
H33B H 0.0733 0.3218 0.1563 0.042 Uiso 0.620(7) 1 calc R U P A 1
C34 C 0.1181(2) 0.1726(6) 0.2057(5) 0.046(2) Uani 0.620(7) 1 d D . P A 1
H34A H 0.1249 0.1172 0.2472 0.055 Uiso 0.620(7) 1 calc R U P A 1
H34B H 0.0981 0.1282 0.1570 0.055 Uiso 0.620(7) 1 calc R U P A 1
C35 C 0.1679(2) 0.2106(7) 0.2172(4) 0.0418(19) Uani 0.620(7) 1 d D . P A 1
H35A H 0.1612 0.2510 0.1705 0.050 Uiso 0.620(7) 1 calc R U P A 1
H35B H 0.1887 0.1385 0.2255 0.050 Uiso 0.620(7) 1 calc R U P A 1
C36 C 0.1976(2) 0.2950(5) 0.2845(4) 0.043(2) Uani 0.620(7) 1 d D . P A 1
H36A H 0.2278 0.3249 0.2858 0.052 Uiso 0.620(7) 1 calc R U P A 1
H36B H 0.2098 0.2502 0.3322 0.052 Uiso 0.620(7) 1 calc R U P A 1
C31A C 0.1768(4) 0.3735(9) 0.3050(5) 0.024(3) Uiso 0.380(7) 1 d D . P A 2
H31B H 0.1992 0.3087 0.3407 0.029 Uiso 0.380(7) 1 calc R U P A 2
C32A C 0.1241(4) 0.3375(10) 0.2832(8) 0.031(5) Uiso 0.380(7) 1 d D . P A 2
H32C H 0.1233 0.3337 0.3299 0.037 Uiso 0.380(7) 1 calc R U P A 2
H32D H 0.0996 0.4001 0.2497 0.037 Uiso 0.380(7) 1 calc R U P A 2
C33A C 0.1072(4) 0.2183(8) 0.2430(5) 0.031(2) Uiso 0.380(7) 1 d D . P A 2
H33C H 0.0711 0.2049 0.2250 0.037 Uiso 0.380(7) 1 calc R U P A 2
H33D H 0.1276 0.1537 0.2796 0.037 Uiso 0.380(7) 1 calc R U P A 2
C34A C 0.1129(4) 0.2111(10) 0.1758(6) 0.036(3) Uiso 0.380(7) 1 d D . P A 2
H34C H 0.1065 0.1275 0.1569 0.044 Uiso 0.380(7) 1 calc R U P A 2
H34D H 0.0867 0.2626 0.1344 0.044 Uiso 0.380(7) 1 calc R U P A 2
C35A C 0.1642(4) 0.2492(9) 0.1944(6) 0.040(4) Uiso 0.380(7) 1 d D . P A 2
H35C H 0.1627 0.2582 0.1461 0.048 Uiso 0.380(7) 1 calc R U P A 2
H35D H 0.1888 0.1844 0.2240 0.048 Uiso 0.380(7) 1 calc R U P A 2
C36A C 0.1839(4) 0.3645(8) 0.2387(5) 0.034(3) Uiso 0.380(7) 1 d D . P A 2
H36C H 0.1661 0.4327 0.2036 0.040 Uiso 0.380(7) 1 calc R U P A 2
H36D H 0.2205 0.3719 0.2586 0.040 Uiso 0.380(7) 1 calc R U P A 2
C1S C 0.0000 0.3896(5) 0.2500 0.0495(17) Uani 1 2 d S T P . .
H1S H 0.0000 0.3043 0.2500 0.059 Uiso 1 2 calc R U P . .
C2S C 0.01865(17) 0.4507(4) 0.3172(3) 0.0444(10) Uani 1 1 d . . . . .
H2S H 0.0315 0.4080 0.3635 0.053 Uiso 1 1 calc R U . . .
C3S C 0.01854(16) 0.5743(4) 0.3168(2) 0.0421(10) Uani 1 1 d . . . . .
H3S H 0.0313 0.6171 0.3631 0.050 Uiso 1 1 calc R U . . .
C4S C 0.0000 0.6355(5) 0.2500 0.0390(14) Uani 1 2 d S T P . .
H4S H 0.0000 0.7207 0.2500 0.047 Uiso 1 2 calc R U P . .
C5S C 0.51230(16) 0.8852(3) 0.5277(2) 0.0419(10) Uani 1 1 d . . . . .
H5S H 0.5209 0.8057 0.5470 0.050 Uiso 1 1 calc R U . . .
C6S C 0.54924(15) 0.9600(3) 0.5342(2) 0.0397(9) Uani 1 1 d . . . . .
H6S H 0.5832 0.9320 0.5577 0.048 Uiso 1 1 calc R U . . .
C7S C 0.53710(16) 1.0756(3) 0.5067(2) 0.0379(9) Uani 1 1 d . . . . .
H7S H 0.5626 1.1278 0.5115 0.045 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 2.093(3) . ?
Au1 P1 2.3060(8) . ?
P1 C31A 1.832(9) . ?
P1 C21 1.847(3) . ?
P1 C11 1.847(3) . ?
P1 C31 1.874(5) . ?
C1 C8 1.526(4) . ?
C1 C2 1.551(4) . ?
C1 H1A 1.0000 . ?
C2 C3 1.534(5) . ?
C2 C9 1.542(4) . ?
C2 H2A 1.0000 . ?
C3 C4 1.534(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C10 1.530(4) . ?
C4 C5 1.534(4) . ?
C4 H4A 1.0000 . ?
C5 C6 1.529(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.535(4) . ?
C6 C9 1.536(4) . ?
C6 H6A 1.0000 . ?
C7 C8 1.540(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.530(5) . ?
C8 H8A 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.518(4) . ?
C11 C16 1.522(5) . ?
C11 H11A 1.0000 . ?
C12 C13 1.534(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.502(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.513(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.528(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C21 C26 1.539(4) . ?
C21 C22 1.540(4) . ?
C21 H21A 1.0000 . ?
C22 C23 1.526(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.520(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.517(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.527(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C31 C32 1.515(6) . ?
C31 C36 1.533(7) . ?
C31 H31A 1.0000 . ?
C32 C33 1.512(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.509(7) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.506(8) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.520(7) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C31A C32A 1.512(8) . ?
C31A C36A 1.525(9) . ?
C31A H31B 1.0000 . ?
C32A C33A 1.506(9) . ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
C33A C34A 1.513(9) . ?
C33A H33C 0.9900 . ?
C33A H33D 0.9900 . ?
C34A C35A 1.498(9) . ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?
C35A C36A 1.507(9) . ?
C35A H35C 0.9900 . ?
C35A H35D 0.9900 . ?
C36A H36C 0.9900 . ?
C36A H36D 0.9900 . ?
C1S C2S 1.374(5) . ?
C1S C2S 1.374(5) 2 ?
C1S H1S 0.9500 . ?
C2S C3S 1.378(5) . ?
C2S H2S 0.9500 . ?
C3S C4S 1.369(5) . ?
C3S H3S 0.9500 . ?
C4S C3S 1.369(5) 2 ?
C4S H4S 0.9500 . ?
C5S C6S 1.372(5) . ?
C5S C7S 1.377(6) 5_676 ?
C5S H5S 0.9500 . ?
C6S C7S 1.377(5) . ?
C6S H6S 0.9500 . ?
C7S C5S 1.377(6) 5_676 ?
C7S H7S 0.9500 . ?

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 177.90(8) . . ?
C31A P1 C21 101.5(3) . . ?
C31A P1 C11 118.3(4) . . ?
C21 P1 C11 105.34(14) . . ?
C21 P1 C31 109.3(2) . . ?
C11 P1 C31 101.6(2) . . ?
C31A P1 Au1 108.6(3) . . ?
C21 P1 Au1 112.28(9) . . ?
C11 P1 Au1 110.62(11) . . ?
C31 P1 Au1 116.61(16) . . ?
C8 C1 C2 108.6(2) . . ?
C8 C1 Au1 113.78(19) . . ?
C2 C1 Au1 113.25(19) . . ?
C8 C1 H1A 106.9 . . ?
C2 C1 H1A 106.9 . . ?
Au1 C1 H1A 106.9 . . ?
C3 C2 C9 108.5(3) . . ?
C3 C2 C1 110.0(2) . . ?
C9 C2 C1 109.9(2) . . ?
C3 C2 H2A 109.5 . . ?
C9 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C2 C3 C4 109.5(2) . . ?
C2 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
C10 C4 C5 109.1(3) . . ?
C10 C4 C3 109.7(2) . . ?
C5 C4 C3 109.4(3) . . ?
C10 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C6 C5 C4 110.1(2) . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 C7 108.8(3) . . ?
C5 C6 C9 109.0(3) . . ?
C7 C6 C9 109.1(2) . . ?
C5 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
C9 C6 H6A 110.0 . . ?
C6 C7 C8 110.3(2) . . ?
C6 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C1 C8 C10 110.4(2) . . ?
C1 C8 C7 109.8(2) . . ?
C10 C8 C7 108.5(3) . . ?
C1 C8 H8A 109.4 . . ?
C10 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
C6 C9 C2 110.0(2) . . ?
C6 C9 H9A 109.7 . . ?
C2 C9 H9A 109.7 . . ?
C6 C9 H9B 109.7 . . ?
C2 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C8 C10 C4 109.8(3) . . ?
C8 C10 H10A 109.7 . . ?
C4 C10 H10A 109.7 . . ?
C8 C10 H10B 109.7 . . ?
C4 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C16 111.8(3) . . ?
C12 C11 P1 112.4(2) . . ?
C16 C11 P1 116.2(2) . . ?
C12 C11 H11A 105.1 . . ?
C16 C11 H11A 105.1 . . ?
P1 C11 H11A 105.1 . . ?
C11 C12 C13 111.3(3) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 C12 111.3(3) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C13 C14 C15 111.4(3) . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 C16 111.8(3) . . ?
C14 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C11 C16 C15 111.0(3) . . ?
C11 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C11 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C26 C21 C22 109.5(2) . . ?
C26 C21 P1 110.3(2) . . ?
C22 C21 P1 111.2(2) . . ?
C26 C21 H21A 108.6 . . ?
C22 C21 H21A 108.6 . . ?
P1 C21 H21A 108.6 . . ?
C23 C22 C21 111.5(3) . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 111.6(3) . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C25 C24 C23 111.1(3) . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C24 C25 C26 110.3(3) . . ?
C24 C25 H25A 109.6 . . ?
C26 C25 H25A 109.6 . . ?
C24 C25 H25B 109.6 . . ?
C26 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C25 C26 C21 111.5(3) . . ?
C25 C26 H26A 109.3 . . ?
C21 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
C21 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C32 C31 C36 111.5(5) . . ?
C32 C31 P1 116.3(4) . . ?
C36 C31 P1 111.5(4) . . ?
C32 C31 H31A 105.5 . . ?
C36 C31 H31A 105.5 . . ?
P1 C31 H31A 105.5 . . ?
C33 C32 C31 112.3(5) . . ?
C33 C32 H32A 109.1 . . ?
C31 C32 H32A 109.1 . . ?
C33 C32 H32B 109.1 . . ?
C31 C32 H32B 109.1 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 113.6(5) . . ?
C34 C33 H33A 108.8 . . ?
C32 C33 H33A 108.8 . . ?
C34 C33 H33B 108.8 . . ?
C32 C33 H33B 108.8 . . ?
H33A C33 H33B 107.7 . . ?
C35 C34 C33 113.2(5) . . ?
C35 C34 H34A 108.9 . . ?
C33 C34 H34A 108.9 . . ?
C35 C34 H34B 108.9 . . ?
C33 C34 H34B 108.9 . . ?
H34A C34 H34B 107.8 . . ?
C34 C35 C36 112.4(5) . . ?
C34 C35 H35A 109.1 . . ?
C36 C35 H35A 109.1 . . ?
C34 C35 H35B 109.1 . . ?
C36 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 C31 112.3(5) . . ?
C35 C36 H36A 109.1 . . ?
C31 C36 H36A 109.1 . . ?
C35 C36 H36B 109.1 . . ?
C31 C36 H36B 109.1 . . ?
H36A C36 H36B 107.9 . . ?
C32A C31A C36A 112.7(8) . . ?
C32A C31A P1 119.0(7) . . ?
C36A C31A P1 111.3(6) . . ?
C32A C31A H31B 104.0 . . ?
C36A C31A H31B 104.0 . . ?
P1 C31A H31B 104.0 . . ?
C33A C32A C31A 113.3(8) . . ?
C33A C32A H32C 108.9 . . ?
C31A C32A H32C 108.9 . . ?
C33A C32A H32D 108.9 . . ?
C31A C32A H32D 108.9 . . ?
H32C C32A H32D 107.7 . . ?
C32A C33A C34A 112.6(8) . . ?
C32A C33A H33C 109.1 . . ?
C34A C33A H33C 109.1 . . ?
C32A C33A H33D 109.1 . . ?
C34A C33A H33D 109.1 . . ?
H33C C33A H33D 107.8 . . ?
C35A C34A C33A 113.5(8) . . ?
C35A C34A H34C 108.9 . . ?
C33A C34A H34C 108.9 . . ?
C35A C34A H34D 108.9 . . ?
C33A C34A H34D 108.9 . . ?
H34C C34A H34D 107.7 . . ?
C34A C35A C36A 115.0(8) . . ?
C34A C35A H35C 108.5 . . ?
C36A C35A H35C 108.5 . . ?
C34A C35A H35D 108.5 . . ?
C36A C35A H35D 108.5 . . ?
H35C C35A H35D 107.5 . . ?
C35A C36A C31A 113.7(7) . . ?
C35A C36A H36C 108.8 . . ?
C31A C36A H36C 108.8 . . ?
C35A C36A H36D 108.8 . . ?
C31A C36A H36D 108.8 . . ?
H36C C36A H36D 107.7 . . ?
C2S C1S C2S 120.6(5) . 2 ?
C2S C1S H1S 119.7 . . ?
C2S C1S H1S 119.7 2 . ?
C1S C2S C3S 119.5(4) . . ?
C1S C2S H2S 120.3 . . ?
C3S C2S H2S 120.3 . . ?
C4S C3S C2S 120.1(4) . . ?
C4S C3S H3S 119.9 . . ?
C2S C3S H3S 119.9 . . ?
C3S C4S C3S 120.3(5) 2 . ?
C3S C4S H4S 119.9 2 . ?
C3S C4S H4S 119.9 . . ?
C6S C5S C7S 120.5(3) . 5_676 ?
C6S C5S H5S 119.8 . . ?
C7S C5S H5S 119.8 5_676 . ?
C5S C6S C7S 120.0(4) . . ?
C5S C6S H6S 120.0 . . ?
C7S C6S H6S 120.0 . . ?
C5S C7S C6S 119.5(4) 5_676 . ?
C5S C7S H7S 120.3 5_676 . ?
C6S C7S H7S 120.3 . . ?

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
C8 C1 C2 C3 59.4(3) . . . . ?
Au1 C1 C2 C3 -68.0(3) . . . . ?
C8 C1 C2 C9 -59.9(3) . . . . ?
Au1 C1 C2 C9 172.66(19) . . . . ?
C9 C2 C3 C4 60.6(3) . . . . ?
C1 C2 C3 C4 -59.6(3) . . . . ?
C2 C3 C4 C10 59.2(3) . . . . ?
C2 C3 C4 C5 -60.5(3) . . . . ?
C10 C4 C5 C6 -60.1(3) . . . . ?
C3 C4 C5 C6 59.8(3) . . . . ?
C4 C5 C6 C7 59.5(3) . . . . ?
C4 C5 C6 C9 -59.4(3) . . . . ?
C5 C6 C7 C8 -59.7(3) . . . . ?
C9 C6 C7 C8 59.1(3) . . . . ?
C2 C1 C8 C10 -59.5(3) . . . . ?
Au1 C1 C8 C10 67.6(3) . . . . ?
C2 C1 C8 C7 60.1(3) . . . . ?
Au1 C1 C8 C7 -172.77(19) . . . . ?
C6 C7 C8 C1 -60.7(3) . . . . ?
C6 C7 C8 C10 60.1(3) . . . . ?
C5 C6 C9 C2 60.1(3) . . . . ?
C7 C6 C9 C2 -58.7(3) . . . . ?
C3 C2 C9 C6 -60.7(3) . . . . ?
C1 C2 C9 C6 59.6(3) . . . . ?
C1 C8 C10 C4 60.1(3) . . . . ?
C7 C8 C10 C4 -60.3(3) . . . . ?
C5 C4 C10 C8 60.6(3) . . . . ?
C3 C4 C10 C8 -59.2(3) . . . . ?
C31A P1 C11 C12 -74.2(4) . . . . ?
C21 P1 C11 C12 173.4(2) . . . . ?
C31 P1 C11 C12 -72.6(3) . . . . ?
Au1 P1 C11 C12 51.9(3) . . . . ?
C31A P1 C11 C16 56.3(4) . . . . ?
C21 P1 C11 C16 -56.1(3) . . . . ?
C31 P1 C11 C16 57.9(3) . . . . ?
Au1 P1 C11 C16 -177.6(2) . . . . ?
C16 C11 C12 C13 54.2(4) . . . . ?
P1 C11 C12 C13 -173.0(3) . . . . ?
C11 C12 C13 C14 -55.1(4) . . . . ?
C12 C13 C14 C15 55.7(5) . . . . ?
C13 C14 C15 C16 -55.8(5) . . . . ?
C12 C11 C16 C15 -53.8(4) . . . . ?
P1 C11 C16 C15 175.3(3) . . . . ?
C14 C15 C16 C11 54.5(5) . . . . ?
C31A P1 C21 C26 57.8(4) . . . . ?
C11 P1 C21 C26 -178.4(2) . . . . ?
C31 P1 C21 C26 73.1(3) . . . . ?
Au1 P1 C21 C26 -57.9(2) . . . . ?
C31A P1 C21 C22 179.5(4) . . . . ?
C11 P1 C21 C22 -56.7(2) . . . . ?
C31 P1 C21 C22 -165.2(3) . . . . ?
Au1 P1 C21 C22 63.7(2) . . . . ?
C26 C21 C22 C23 -54.9(4) . . . . ?
P1 C21 C22 C23 -177.0(2) . . . . ?
C21 C22 C23 C24 55.2(4) . . . . ?
C22 C23 C24 C25 -56.0(4) . . . . ?
C23 C24 C25 C26 56.9(4) . . . . ?
C24 C25 C26 C21 -57.9(4) . . . . ?
C22 C21 C26 C25 56.6(3) . . . . ?
P1 C21 C26 C25 179.3(2) . . . . ?
C21 P1 C31 C32 22.2(6) . . . . ?
C11 P1 C31 C32 -88.8(6) . . . . ?
Au1 P1 C31 C32 150.9(5) . . . . ?
C21 P1 C31 C36 -107.3(5) . . . . ?
C11 P1 C31 C36 141.7(5) . . . . ?
Au1 P1 C31 C36 21.4(5) . . . . ?
C36 C31 C32 C33 -52.3(9) . . . . ?
P1 C31 C32 C33 178.2(5) . . . . ?
C31 C32 C33 C34 51.1(10) . . . . ?
C32 C33 C34 C35 -49.9(9) . . . . ?
C33 C34 C35 C36 50.2(9) . . . . ?
C34 C35 C36 C31 -52.1(9) . . . . ?
C32 C31 C36 C35 53.2(8) . . . . ?
P1 C31 C36 C35 -174.9(5) . . . . ?
C21 P1 C31A C32A 43.2(9) . . . . ?
C11 P1 C31A C32A -71.3(9) . . . . ?
Au1 P1 C31A C32A 161.7(8) . . . . ?
C21 P1 C31A C36A 176.8(7) . . . . ?
C11 P1 C31A C36A 62.3(8) . . . . ?
Au1 P1 C31A C36A -64.7(8) . . . . ?
C36A C31A C32A C33A 50.5(14) . . . . ?
P1 C31A C32A C33A -176.6(8) . . . . ?
C31A C32A C33A C34A -52.1(14) . . . . ?
C32A C33A C34A C35A 49.7(13) . . . . ?
C33A C34A C35A C36A -46.7(13) . . . . ?
C34A C35A C36A C31A 45.1(13) . . . . ?
C32A C31A C36A C35A -46.5(13) . . . . ?
P1 C31A C36A C35A 176.9(8) . . . . ?
C2S C1S C2S C3S 0.0(3) 2 . . . ?
C1S C2S C3S C4S -0.1(6) . . . . ?
C2S C3S C4S C3S 0.0(3) . . . 2 ?
C7S C5S C6S C7S 0.5(7) 5_676 . . . ?
C5S C6S C7S C5S -0.5(7) . . . 5_676 ?

_refine_diff_density_max         1.305
_refine_diff_density_min         -1.124
_refine_diff_density_rms         0.091

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_d1651
_database_code_depnum_ccdc_archive 'CCDC 1528596'
_audit_update_record             
;
2017-01-19 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H30 Au P'
_chemical_formula_sum            'C28 H30 Au P'
_chemical_formula_weight         594.45

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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1522(13)
_cell_length_b                   10.8738(14)
_cell_length_c                   10.8790(13)
_cell_angle_alpha                84.635(4)
_cell_angle_beta                 73.822(4)
_cell_angle_gamma                78.439(4)
_cell_volume                     1129.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    9926
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      24.01

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    6.598
_shelx_estimated_absorpt_T_min   0.558
_shelx_estimated_absorpt_T_max   0.734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6723
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube with Bruker Triumph monochromator'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37052
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.913
_diffrn_reflns_theta_max         27.564
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5227
_reflns_number_gt                4428
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5227
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0466
_refine_ls_wR_factor_gt          0.0435
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.29191(2) 0.22724(2) 0.48350(2) 0.01781(5) Uani 1 1 d . . . . .
P1 P 0.11820(9) 0.25711(8) 0.67203(8) 0.01610(19) Uani 1 1 d . . . . .
C1 C 0.1807(3) 0.1866(3) 0.8083(3) 0.0168(7) Uani 1 1 d . . . . .
C2 C 0.3193(4) 0.1866(4) 0.8029(3) 0.0277(9) Uani 1 1 d . . . . .
H2A H 0.3778 0.2193 0.7281 0.033 Uiso 1 1 calc R U . . .
C3 C 0.3726(4) 0.1399(4) 0.9047(4) 0.0308(9) Uani 1 1 d . . . . .
H3A H 0.4667 0.1424 0.9010 0.037 Uiso 1 1 calc R U . . .
C4 C 0.2886(4) 0.0891(3) 1.0127(3) 0.0263(8) Uani 1 1 d . . . . .
H4A H 0.3252 0.0563 1.0829 0.032 Uiso 1 1 calc R U . . .
C5 C 0.1517(4) 0.0864(3) 1.0184(3) 0.0236(8) Uani 1 1 d . . . . .
H5A H 0.0945 0.0508 1.0920 0.028 Uiso 1 1 calc R U . . .
C6 C 0.0977(4) 0.1354(3) 0.9168(3) 0.0193(7) Uani 1 1 d . . . . .
H6A H 0.0032 0.1340 0.9214 0.023 Uiso 1 1 calc R U . . .
C7 C -0.0379(3) 0.1939(3) 0.6819(3) 0.0163(7) Uani 1 1 d . . . . .
C8 C -0.0225(4) 0.0685(3) 0.6538(3) 0.0197(7) Uani 1 1 d . . . . .
H8A H 0.0667 0.0158 0.6395 0.024 Uiso 1 1 calc R U . . .
C9 C -0.1370(4) 0.0202(3) 0.6466(3) 0.0239(8) Uani 1 1 d . . . . .
H9A H -0.1255 -0.0655 0.6276 0.029 Uiso 1 1 calc R U . . .
C10 C -0.2667(4) 0.0953(4) 0.6668(3) 0.0263(8) Uani 1 1 d . . . . .
H10A H -0.3443 0.0618 0.6612 0.032 Uiso 1 1 calc R U . . .
C11 C -0.2837(4) 0.2198(4) 0.6953(4) 0.0286(9) Uani 1 1 d . . . . .
H11A H -0.3733 0.2717 0.7099 0.034 Uiso 1 1 calc R U . . .
C12 C -0.1702(4) 0.2694(3) 0.7026(3) 0.0224(8) Uani 1 1 d . . . . .
H12A H -0.1827 0.3551 0.7218 0.027 Uiso 1 1 calc R U . . .
C13 C 0.0532(3) 0.4213(3) 0.7114(3) 0.0160(7) Uani 1 1 d . . . . .
C14 C -0.0266(3) 0.4561(3) 0.8350(3) 0.0201(7) Uani 1 1 d . . . . .
H14A H -0.0435 0.3936 0.9017 0.024 Uiso 1 1 calc R U . . .
C15 C -0.0806(4) 0.5815(3) 0.8595(3) 0.0219(8) Uani 1 1 d . . . . .
H15A H -0.1347 0.6052 0.9430 0.026 Uiso 1 1 calc R U . . .
C16 C -0.0553(4) 0.6727(3) 0.7615(3) 0.0218(8) Uani 1 1 d . . . . .
H16A H -0.0935 0.7586 0.7780 0.026 Uiso 1 1 calc R U . . .
C17 C 0.0249(4) 0.6388(3) 0.6408(3) 0.0213(8) Uani 1 1 d . . . . .
H17A H 0.0426 0.7017 0.5746 0.026 Uiso 1 1 calc R U . . .
C18 C 0.0799(3) 0.5135(3) 0.6150(3) 0.0179(7) Uani 1 1 d . . . . .
H18A H 0.1358 0.4909 0.5318 0.021 Uiso 1 1 calc R U . . .
C20 C 0.4616(3) 0.2029(3) 0.3211(3) 0.0182(7) Uani 1 1 d . . . . .
H20A H 0.4754 0.1151 0.2933 0.022 Uiso 1 1 calc R U . . .
C21 C 0.5967(4) 0.2198(3) 0.3509(3) 0.0219(8) Uani 1 1 d . . . . .
H21A H 0.6128 0.1616 0.4242 0.026 Uiso 1 1 calc R U . . .
C22 C 0.5839(4) 0.3558(4) 0.3860(3) 0.0288(9) Uani 1 1 d . . . . .
H22A H 0.5045 0.3760 0.4626 0.035 Uiso 1 1 calc R U . . .
H22B H 0.6700 0.3659 0.4068 0.035 Uiso 1 1 calc R U . . .
C23 C 0.5609(4) 0.4453(3) 0.2743(4) 0.0283(9) Uani 1 1 d . . . . .
H23A H 0.5517 0.5338 0.2982 0.034 Uiso 1 1 calc R U . . .
C24 C 0.6862(4) 0.4150(4) 0.1571(4) 0.0315(9) Uani 1 1 d . . . . .
H24A H 0.6729 0.4735 0.0843 0.038 Uiso 1 1 calc R U . . .
H24B H 0.7725 0.4255 0.1771 0.038 Uiso 1 1 calc R U . . .
C25 C 0.6995(4) 0.2804(3) 0.1208(3) 0.0266(8) Uani 1 1 d . . . . .
H25A H 0.7808 0.2605 0.0443 0.032 Uiso 1 1 calc R U . . .
C26 C 0.5662(4) 0.2642(4) 0.0897(3) 0.0277(9) Uani 1 1 d . . . . .
H26A H 0.5755 0.1769 0.0649 0.033 Uiso 1 1 calc R U . . .
H26B H 0.5509 0.3216 0.0168 0.033 Uiso 1 1 calc R U . . .
C27 C 0.4413(4) 0.2934(3) 0.2074(3) 0.0223(8) Uani 1 1 d . . . . .
H27A H 0.3544 0.2838 0.1859 0.027 Uiso 1 1 calc R U . . .
C28 C 0.7218(4) 0.1908(4) 0.2329(3) 0.0283(9) Uani 1 1 d . . . . .
H28A H 0.8083 0.2001 0.2534 0.034 Uiso 1 1 calc R U . . .
H28B H 0.7324 0.1030 0.2090 0.034 Uiso 1 1 calc R U . . .
C29 C 0.4283(4) 0.4297(3) 0.2420(3) 0.0271(9) Uani 1 1 d . . . . .
H29A H 0.4139 0.4872 0.1689 0.033 Uiso 1 1 calc R U . . .
H29B H 0.3468 0.4512 0.3164 0.033 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C20 2.090(3) . ?
Au1 P1 2.3025(9) . ?
P1 C1 1.818(3) . ?
P1 C13 1.822(3) . ?
P1 C7 1.823(3) . ?
C1 C6 1.387(4) . ?
C1 C2 1.392(5) . ?
C2 C3 1.378(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.386(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.380(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.384(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.394(5) . ?
C7 C12 1.398(5) . ?
C8 C9 1.392(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.375(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.384(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.390(5) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C18 1.390(4) . ?
C13 C14 1.405(4) . ?
C14 C15 1.385(5) . ?
C14 H14A 0.9500 . ?
C15 C16 1.392(5) . ?
C15 H15A 0.9500 . ?
C16 C17 1.378(5) . ?
C16 H16A 0.9500 . ?
C17 C18 1.387(5) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C20 C27 1.541(5) . ?
C20 C21 1.542(5) . ?
C20 H20A 1.0000 . ?
C21 C22 1.534(5) . ?
C21 C28 1.538(5) . ?
C21 H21A 1.0000 . ?
C22 C23 1.524(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C29 1.527(5) . ?
C23 C24 1.536(5) . ?
C23 H23A 1.0000 . ?
C24 C25 1.522(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C28 1.526(5) . ?
C25 C26 1.530(5) . ?
C25 H25A 1.0000 . ?
C26 C27 1.535(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C29 1.534(5) . ?
C27 H27A 1.0000 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?

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
C20 Au1 P1 174.99(9) . . ?
C1 P1 C13 104.08(15) . . ?
C1 P1 C7 105.79(15) . . ?
C13 P1 C7 104.46(15) . . ?
C1 P1 Au1 111.25(11) . . ?
C13 P1 Au1 114.14(11) . . ?
C7 P1 Au1 116.06(10) . . ?
C6 C1 C2 118.9(3) . . ?
C6 C1 P1 123.7(3) . . ?
C2 C1 P1 117.4(3) . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2A 119.6 . . ?
C1 C2 H2A 119.6 . . ?
C2 C3 C4 119.8(4) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4A 120.0 . . ?
C3 C4 H4A 120.0 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C5 C6 C1 120.5(3) . . ?
C5 C6 H6A 119.8 . . ?
C1 C6 H6A 119.8 . . ?
C8 C7 C12 118.6(3) . . ?
C8 C7 P1 118.5(3) . . ?
C12 C7 P1 122.5(3) . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9A 119.7 . . ?
C8 C9 H9A 119.7 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10A 120.1 . . ?
C11 C10 H10A 120.1 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H11A 119.8 . . ?
C12 C11 H11A 119.8 . . ?
C11 C12 C7 120.4(3) . . ?
C11 C12 H12A 119.8 . . ?
C7 C12 H12A 119.8 . . ?
C18 C13 C14 119.6(3) . . ?
C18 C13 P1 118.7(2) . . ?
C14 C13 P1 121.6(2) . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15A 120.1 . . ?
C16 C15 H15A 120.1 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16A 119.9 . . ?
C15 C16 H16A 119.9 . . ?
C16 C17 C18 120.5(3) . . ?
C16 C17 H17A 119.8 . . ?
C18 C17 H17A 119.8 . . ?
C17 C18 C13 119.9(3) . . ?
C17 C18 H18A 120.1 . . ?
C13 C18 H18A 120.1 . . ?
C27 C20 C21 107.7(3) . . ?
C27 C20 Au1 113.7(2) . . ?
C21 C20 Au1 111.4(2) . . ?
C27 C20 H20A 107.9 . . ?
C21 C20 H20A 107.9 . . ?
Au1 C20 H20A 107.9 . . ?
C22 C21 C28 108.4(3) . . ?
C22 C21 C20 109.9(3) . . ?
C28 C21 C20 110.3(3) . . ?
C22 C21 H21A 109.4 . . ?
C28 C21 H21A 109.4 . . ?
C20 C21 H21A 109.4 . . ?
C23 C22 C21 109.9(3) . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C22 C23 C29 109.8(3) . . ?
C22 C23 C24 109.2(3) . . ?
C29 C23 C24 109.3(3) . . ?
C22 C23 H23A 109.5 . . ?
C29 C23 H23A 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C25 C24 C23 109.3(3) . . ?
C25 C24 H24A 109.8 . . ?
C23 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.3 . . ?
C24 C25 C28 109.5(3) . . ?
C24 C25 C26 109.8(3) . . ?
C28 C25 C26 109.0(3) . . ?
C24 C25 H25A 109.5 . . ?
C28 C25 H25A 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C25 C26 C27 109.7(3) . . ?
C25 C26 H26A 109.7 . . ?
C27 C26 H26A 109.7 . . ?
C25 C26 H26B 109.7 . . ?
C27 C26 H26B 109.7 . . ?
H26A C26 H26B 108.2 . . ?
C29 C27 C26 108.4(3) . . ?
C29 C27 C20 110.3(3) . . ?
C26 C27 C20 110.5(3) . . ?
C29 C27 H27A 109.2 . . ?
C26 C27 H27A 109.2 . . ?
C20 C27 H27A 109.2 . . ?
C25 C28 C21 110.0(3) . . ?
C25 C28 H28A 109.7 . . ?
C21 C28 H28A 109.7 . . ?
C25 C28 H28B 109.7 . . ?
C21 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
C23 C29 C27 109.6(3) . . ?
C23 C29 H29A 109.8 . . ?
C27 C29 H29A 109.8 . . ?
C23 C29 H29B 109.8 . . ?
C27 C29 H29B 109.8 . . ?
H29A C29 H29B 108.2 . . ?

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
C13 P1 C1 C6 88.9(3) . . . . ?
C7 P1 C1 C6 -20.9(3) . . . . ?
Au1 P1 C1 C6 -147.7(3) . . . . ?
C13 P1 C1 C2 -89.9(3) . . . . ?
C7 P1 C1 C2 160.3(3) . . . . ?
Au1 P1 C1 C2 33.5(3) . . . . ?
C6 C1 C2 C3 -1.7(5) . . . . ?
P1 C1 C2 C3 177.1(3) . . . . ?
C1 C2 C3 C4 1.7(6) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C4 C5 C6 C1 0.6(5) . . . . ?
C2 C1 C6 C5 0.6(5) . . . . ?
P1 C1 C6 C5 -178.2(2) . . . . ?
C1 P1 C7 C8 -71.8(3) . . . . ?
C13 P1 C7 C8 178.7(3) . . . . ?
Au1 P1 C7 C8 52.1(3) . . . . ?
C1 P1 C7 C12 115.3(3) . . . . ?
C13 P1 C7 C12 5.8(3) . . . . ?
Au1 P1 C7 C12 -120.8(3) . . . . ?
C12 C7 C8 C9 0.1(5) . . . . ?
P1 C7 C8 C9 -173.0(2) . . . . ?
C7 C8 C9 C10 0.1(5) . . . . ?
C8 C9 C10 C11 -0.4(5) . . . . ?
C9 C10 C11 C12 0.5(6) . . . . ?
C10 C11 C12 C7 -0.3(6) . . . . ?
C8 C7 C12 C11 0.0(5) . . . . ?
P1 C7 C12 C11 172.8(3) . . . . ?
C1 P1 C13 C18 139.3(3) . . . . ?
C7 P1 C13 C18 -110.0(3) . . . . ?
Au1 P1 C13 C18 17.8(3) . . . . ?
C1 P1 C13 C14 -42.8(3) . . . . ?
C7 P1 C13 C14 67.9(3) . . . . ?
Au1 P1 C13 C14 -164.3(2) . . . . ?
C18 C13 C14 C15 1.4(5) . . . . ?
P1 C13 C14 C15 -176.5(3) . . . . ?
C13 C14 C15 C16 -0.1(5) . . . . ?
C14 C15 C16 C17 -1.0(5) . . . . ?
C15 C16 C17 C18 0.8(5) . . . . ?
C16 C17 C18 C13 0.5(5) . . . . ?
C14 C13 C18 C17 -1.6(5) . . . . ?
P1 C13 C18 C17 176.3(3) . . . . ?
C27 C20 C21 C22 60.2(3) . . . . ?
Au1 C20 C21 C22 -65.2(3) . . . . ?
C27 C20 C21 C28 -59.2(3) . . . . ?
Au1 C20 C21 C28 175.4(2) . . . . ?
C28 C21 C22 C23 60.1(4) . . . . ?
C20 C21 C22 C23 -60.5(4) . . . . ?
C21 C22 C23 C29 59.2(4) . . . . ?
C21 C22 C23 C24 -60.7(4) . . . . ?
C22 C23 C24 C25 60.3(4) . . . . ?
C29 C23 C24 C25 -59.8(4) . . . . ?
C23 C24 C25 C28 -60.1(4) . . . . ?
C23 C24 C25 C26 59.5(4) . . . . ?
C24 C25 C26 C27 -60.3(4) . . . . ?
C28 C25 C26 C27 59.7(4) . . . . ?
C25 C26 C27 C29 60.3(4) . . . . ?
C25 C26 C27 C20 -60.7(4) . . . . ?
C21 C20 C27 C29 -60.3(3) . . . . ?
Au1 C20 C27 C29 63.7(3) . . . . ?
C21 C20 C27 C26 59.5(3) . . . . ?
Au1 C20 C27 C26 -176.5(2) . . . . ?
C24 C25 C28 C21 60.4(4) . . . . ?
C26 C25 C28 C21 -59.7(4) . . . . ?
C22 C21 C28 C25 -59.8(4) . . . . ?
C20 C21 C28 C25 60.5(4) . . . . ?
C22 C23 C29 C27 -58.9(4) . . . . ?
C24 C23 C29 C27 60.9(4) . . . . ?
C26 C27 C29 C23 -60.8(4) . . . . ?
C20 C27 C29 C23 60.2(4) . . . . ?

_refine_diff_density_max         0.777
_refine_diff_density_min         -1.243
_refine_diff_density_rms         0.133

