# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 
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data_pbxr151203
_database_code_depnum_ccdc_archive 'CCDC 1590359'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H34 Ag Cl N4'
_chemical_formula_sum            'C22 H34 Ag Cl N4'
_chemical_formula_weight         497.85

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.4886(8)
_cell_length_b                   19.7601(19)
_cell_length_c                   16.1890(12)
_cell_angle_alpha                90
_cell_angle_beta                 118.595(4)
_cell_angle_gamma                90
_cell_volume                     2384.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9970
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      30.95

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.971
_shelx_estimated_absorpt_T_min   0.759
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6475
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31006
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.765
_diffrn_reflns_theta_max         31.042
_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             7592
_reflns_number_gt                5753
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0250P)²+2.1907P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7592
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0734
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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
C1 C 0.6151(2) 0.17962(10) 1.08435(13) 0.0219(4) Uani 1 1 d . . . . .
C2 C 0.8410(3) 0.23980(11) 1.20058(13) 0.0281(4) Uani 1 1 d . . . . .
H2 H 0.9091 0.2768 1.2383 0.034 Uiso 1 1 calc R U . . .
C3 C 0.8857(3) 0.17437(11) 1.21401(14) 0.0309(4) Uani 1 1 d . . . . .
H3 H 0.9930 0.1559 1.2633 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5803(2) 0.30362(10) 1.07456(13) 0.0207(3) Uani 1 1 d . . . . .
C5 C 0.6644(3) 0.36770(11) 1.12466(16) 0.0358(5) Uani 1 1 d . . . . .
H5A H 0.5934 0.4063 1.0874 0.054 Uiso 1 1 calc R U . . .
H5B H 0.7865 0.3710 1.1333 0.054 Uiso 1 1 calc R U . . .
H5C H 0.6686 0.3680 1.1862 0.054 Uiso 1 1 calc R U . . .
C6 C 0.3395(2) 0.35628(9) 0.95131(12) 0.0216(4) Uani 1 1 d . . . . .
C7 C 0.2116(3) 0.38101(10) 0.97548(13) 0.0241(4) Uani 1 1 d . . . . .
C8 C 0.1133(3) 0.43811(10) 0.92828(15) 0.0285(4) Uani 1 1 d . . . . .
H8 H 0.0263 0.4557 0.9436 0.034 Uiso 1 1 calc R U . . .
C9 C 0.1397(3) 0.46976(10) 0.85960(14) 0.0286(4) Uani 1 1 d . . . . .
H9 H 0.0716 0.5087 0.8284 0.034 Uiso 1 1 calc R U . . .
C10 C 0.2650(3) 0.44458(10) 0.83656(14) 0.0274(4) Uani 1 1 d . . . . .
H10 H 0.2830 0.4668 0.7897 0.033 Uiso 1 1 calc R U . . .
C11 C 0.3663(2) 0.38698(10) 0.88087(13) 0.0247(4) Uani 1 1 d . . . . .
C12 C 0.1816(3) 0.34503(12) 1.04984(16) 0.0336(5) Uani 1 1 d . . . . .
H12 H 0.2996 0.3259 1.0972 0.040 Uiso 1 1 calc R U . . .
C13 C 0.0531(4) 0.28602(15) 1.0064(2) 0.0588(8) Uani 1 1 d . . . . .
H13A H -0.0647 0.3031 0.9598 0.088 Uiso 1 1 calc R U . . .
H13B H 0.0412 0.2615 1.0557 0.088 Uiso 1 1 calc R U . . .
H13C H 0.0998 0.2554 0.9756 0.088 Uiso 1 1 calc R U . . .
C14 C 0.1177(5) 0.39222(17) 1.1021(2) 0.0592(8) Uani 1 1 d . . . . .
H14A H 0.1982 0.4313 1.1258 0.089 Uiso 1 1 calc R U . . .
H14B H 0.1179 0.3680 1.1549 0.089 Uiso 1 1 calc R U . . .
H14C H -0.0043 0.4077 1.0591 0.089 Uiso 1 1 calc R U . . .
C15 C 0.4976(3) 0.35771(13) 0.85163(16) 0.0374(5) Uani 1 1 d . . . . .
H15 H 0.5795 0.3264 0.9027 0.045 Uiso 1 1 calc R U . . .
C16 C 0.6132(4) 0.4121(2) 0.8405(3) 0.0758(11) Uani 1 1 d . . . . .
H16A H 0.5374 0.4419 0.7880 0.114 Uiso 1 1 calc R U . . .
H16B H 0.7037 0.3907 0.8280 0.114 Uiso 1 1 calc R U . . .
H16C H 0.6730 0.4387 0.8985 0.114 Uiso 1 1 calc R U . . .
C17 C 0.3991(5) 0.3163(2) 0.7623(3) 0.0868(13) Uani 1 1 d . . . . .
H17A H 0.3292 0.2808 0.7721 0.130 Uiso 1 1 calc R U . . .
H17B H 0.4862 0.2957 0.7465 0.130 Uiso 1 1 calc R U . . .
H17C H 0.3182 0.3459 0.7107 0.130 Uiso 1 1 calc R U . . .
C18 C 0.7566(3) 0.06616(11) 1.12395(16) 0.0321(5) Uani 1 1 d . . . . .
H18A H 0.6367 0.0501 1.0764 0.039 Uiso 1 1 calc R U . . .
H18B H 0.7933 0.0398 1.1824 0.039 Uiso 1 1 calc R U . . .
C19 C 0.8904(3) 0.05467(12) 1.08822(18) 0.0393(5) Uani 1 1 d . . . . .
H19A H 1.0129 0.0630 1.1404 0.047 Uiso 1 1 calc R U . . .
H19B H 0.8841 0.0067 1.0693 0.047 Uiso 1 1 calc R U . . .
C20 C 0.8599(3) 0.09924(14) 1.00558(17) 0.0414(6) Uani 1 1 d . . . . .
H20A H 0.8855 0.1468 1.0273 0.050 Uiso 1 1 calc R U . . .
H20B H 0.9460 0.0861 0.9835 0.050 Uiso 1 1 calc R U . . .
C21 C 0.6462(5) 0.1527(2) 0.8631(2) 0.0719(10) Uani 1 1 d . . . . .
H21A H 0.7356 0.1524 0.8411 0.108 Uiso 1 1 calc R U . . .
H21B H 0.6556 0.1950 0.8967 0.108 Uiso 1 1 calc R U . . .
H21C H 0.5258 0.1489 0.8091 0.108 Uiso 1 1 calc R U . . .
C22 C 0.6471(5) 0.0315(2) 0.8777(3) 0.0864(13) Uani 1 1 d . . . . .
H22A H 0.7295 0.0271 0.8515 0.130 Uiso 1 1 calc R U . . .
H22B H 0.5230 0.0299 0.8266 0.130 Uiso 1 1 calc R U . . .
H22C H 0.6675 -0.0056 0.9217 0.130 Uiso 1 1 calc R U . . .
N1 N 0.6734(2) 0.24281(8) 1.11973(11) 0.0218(3) Uani 1 1 d . . . . .
N2 N 0.7470(2) 0.13833(8) 1.14290(12) 0.0262(4) Uani 1 1 d . . . . .
N3 N 0.4388(2) 0.29726(8) 0.99704(11) 0.0229(3) Uani 1 1 d . . . . .
N4 N 0.6786(3) 0.09536(13) 0.92663(15) 0.0471(5) Uani 1 1 d . . . . .
Cl1 Cl 0.11089(7) 0.11877(3) 0.83380(4) 0.03838(13) Uani 1 1 d . . . . .
Ag1 Ag 0.37758(2) 0.15404(2) 0.96349(2) 0.02748(5) Uani 1 1 d . . . . .


_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
C1 N2 1.342(2) . ?
C1 N1 1.364(3) . ?
C1 Ag1 2.0912(18) . ?
C2 C3 1.336(3) . ?
C2 N1 1.399(2) . ?
C2 H2 0.9500 . ?
C3 N2 1.386(3) . ?
C3 H3 0.9500 . ?
C4 N3 1.261(2) . ?
C4 N1 1.432(2) . ?
C4 C5 1.489(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.403(3) . ?
C6 C7 1.406(3) . ?
C6 N3 1.422(2) . ?
C7 C8 1.394(3) . ?
C7 C12 1.521(3) . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.400(3) . ?
C10 H10 0.9500 . ?
C11 C15 1.519(3) . ?
C12 C13 1.520(4) . ?
C12 C14 1.522(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.517(4) . ?
C15 C16 1.523(4) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.469(3) . ?
C18 C19 1.518(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.517(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.458(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N4 1.464(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N4 1.445(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Cl1 Ag1 2.3386(6) . ?

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
N2 C1 N1 104.34(16) . . ?
N2 C1 Ag1 128.21(15) . . ?
N1 C1 Ag1 127.42(13) . . ?
C3 C2 N1 106.03(18) . . ?
C3 C2 H2 127.0 . . ?
N1 C2 H2 127.0 . . ?
C2 C3 N2 107.44(17) . . ?
C2 C3 H3 126.3 . . ?
N2 C3 H3 126.3 . . ?
N3 C4 N1 117.05(17) . . ?
N3 C4 C5 127.36(18) . . ?
N1 C4 C5 115.58(16) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 121.52(17) . . ?
C11 C6 N3 119.47(17) . . ?
C7 C6 N3 118.96(17) . . ?
C8 C7 C6 117.93(18) . . ?
C8 C7 C12 121.94(18) . . ?
C6 C7 C12 120.12(17) . . ?
C9 C8 C7 121.42(19) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 119.80(18) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.31(19) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C6 117.99(18) . . ?
C10 C11 C15 120.84(18) . . ?
C6 C11 C15 121.16(18) . . ?
C13 C12 C7 110.3(2) . . ?
C13 C12 C14 111.1(2) . . ?
C7 C12 C14 113.1(2) . . ?
C13 C12 H12 107.4 . . ?
C7 C12 H12 107.4 . . ?
C14 C12 H12 107.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C11 110.5(2) . . ?
C17 C15 C16 111.1(3) . . ?
C11 C15 C16 112.3(2) . . ?
C17 C15 H15 107.6 . . ?
C11 C15 H15 107.6 . . ?
C16 C15 H15 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 110.55(19) . . ?
N2 C18 H18A 109.5 . . ?
C19 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C20 C19 C18 113.95(19) . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
N4 C20 C19 113.9(2) . . ?
N4 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
N4 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 N1 C2 110.84(16) . . ?
C1 N1 C4 123.58(15) . . ?
C2 N1 C4 125.39(17) . . ?
C1 N2 C3 111.34(17) . . ?
C1 N2 C18 123.61(17) . . ?
C3 N2 C18 124.20(17) . . ?
C4 N3 C6 118.76(17) . . ?
C22 N4 C20 111.6(2) . . ?
C22 N4 C21 111.5(3) . . ?
C20 N4 C21 109.9(2) . . ?
C1 Ag1 Cl1 176.05(5) . . ?

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
N1 C2 C3 N2 -0.4(2) . . . . ?
C11 C6 C7 C8 -1.1(3) . . . . ?
N3 C6 C7 C8 -178.66(17) . . . . ?
C11 C6 C7 C12 177.88(19) . . . . ?
N3 C6 C7 C12 0.3(3) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C12 C7 C8 C9 -178.9(2) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C6 -1.4(3) . . . . ?
C9 C10 C11 C15 177.0(2) . . . . ?
C7 C6 C11 C10 1.8(3) . . . . ?
N3 C6 C11 C10 179.31(17) . . . . ?
C7 C6 C11 C15 -176.70(19) . . . . ?
N3 C6 C11 C15 0.9(3) . . . . ?
C8 C7 C12 C13 95.4(3) . . . . ?
C6 C7 C12 C13 -83.6(3) . . . . ?
C8 C7 C12 C14 -29.7(3) . . . . ?
C6 C7 C12 C14 151.4(2) . . . . ?
C10 C11 C15 C17 -79.0(3) . . . . ?
C6 C11 C15 C17 99.4(3) . . . . ?
C10 C11 C15 C16 45.6(3) . . . . ?
C6 C11 C15 C16 -136.0(2) . . . . ?
N2 C18 C19 C20 -52.1(3) . . . . ?
C18 C19 C20 N4 -54.0(3) . . . . ?
N2 C1 N1 C2 -0.5(2) . . . . ?
Ag1 C1 N1 C2 -178.57(14) . . . . ?
N2 C1 N1 C4 174.78(17) . . . . ?
Ag1 C1 N1 C4 -3.3(3) . . . . ?
C3 C2 N1 C1 0.6(2) . . . . ?
C3 C2 N1 C4 -174.56(18) . . . . ?
N3 C4 N1 C1 -1.4(3) . . . . ?
C5 C4 N1 C1 179.43(19) . . . . ?
N3 C4 N1 C2 173.16(18) . . . . ?
C5 C4 N1 C2 -6.0(3) . . . . ?
N1 C1 N2 C3 0.2(2) . . . . ?
Ag1 C1 N2 C3 178.27(15) . . . . ?
N1 C1 N2 C18 -169.70(18) . . . . ?
Ag1 C1 N2 C18 8.4(3) . . . . ?
C2 C3 N2 C1 0.2(3) . . . . ?
C2 C3 N2 C18 170.0(2) . . . . ?
C19 C18 N2 C1 101.1(2) . . . . ?
C19 C18 N2 C3 -67.4(3) . . . . ?
N1 C4 N3 C6 178.18(16) . . . . ?
C5 C4 N3 C6 -2.7(3) . . . . ?
C11 C6 N3 C4 96.1(2) . . . . ?
C7 C6 N3 C4 -86.3(2) . . . . ?
C19 C20 N4 C22 -71.9(3) . . . . ?
C19 C20 N4 C21 163.9(2) . . . . ?

_refine_diff_density_max         1.012
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.079

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr160629
_database_code_depnum_ccdc_archive 'CCDC 1896578'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H34 Cl3 Cr N4, 2(C7 H8)'
_chemical_formula_sum            'C36 H50 Cl3 Cr N4'
_chemical_formula_weight         697.15

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'

_cell_length_a                   11.6017(4)
_cell_length_b                   18.8201(7)
_cell_length_c                   32.9818(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7201.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9875
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      27.29

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             2952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.571
_shelx_estimated_absorpt_T_min   0.894
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6777
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            82448
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_av_R_equivalents  0.0795
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.146
_diffrn_reflns_theta_max         28.019
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8673
_reflns_number_gt                6064
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0445P)²+5.9115P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8673
_refine_ls_number_parameters     398
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1120
_refine_ls_wR_factor_gt          0.1003
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
C1 C 0.2522(2) 0.19736(12) 0.12457(6) 0.0213(5) Uani 1 1 d . . . . .
C2 C 0.1359(2) 0.26569(12) 0.08456(8) 0.0295(6) Uani 1 1 d . . . . .
H2 H 0.0788 0.2792 0.0654 0.035 Uiso 1 1 calc R U . . .
C3 C 0.2033(2) 0.30863(13) 0.10613(7) 0.0320(6) Uani 1 1 d . . . . .
H3 H 0.2034 0.3591 0.1052 0.038 Uiso 1 1 calc R U . . .
C4 C 0.1200(2) 0.13226(12) 0.08215(7) 0.0208(5) Uani 1 1 d . . . . .
C5 C 0.0304(2) 0.13749(14) 0.05007(8) 0.0352(6) Uani 1 1 d . . . . .
H5A H 0.0032 0.0898 0.0430 0.053 Uiso 1 1 calc R U . . .
H5B H 0.0633 0.1602 0.0260 0.053 Uiso 1 1 calc R U . . .
H5C H -0.0344 0.1659 0.0601 0.053 Uiso 1 1 calc R U . . .
C6 C 0.1110(2) 0.00801(12) 0.08643(6) 0.0198(5) Uani 1 1 d . . . . .
C7 C 0.1575(2) -0.02954(12) 0.05342(7) 0.0215(5) Uani 1 1 d . . . . .
C8 C 0.1084(2) -0.09525(13) 0.04404(7) 0.0254(5) Uani 1 1 d . . . . .
H8 H 0.1398 -0.1224 0.0224 0.030 Uiso 1 1 calc R U . . .
C9 C 0.0156(2) -0.12195(13) 0.06523(7) 0.0292(6) Uani 1 1 d . . . . .
H9 H -0.0158 -0.1670 0.0584 0.035 Uiso 1 1 calc R U . . .
C10 C -0.0312(2) -0.08261(13) 0.09645(7) 0.0286(6) Uani 1 1 d . . . . .
H10 H -0.0970 -0.1002 0.1104 0.034 Uiso 1 1 calc R U . . .
C11 C 0.0159(2) -0.01770(13) 0.10797(7) 0.0238(5) Uani 1 1 d . . . . .
C12 C 0.2550(2) -0.00199(13) 0.02733(7) 0.0256(5) Uani 1 1 d . . . . .
H12 H 0.2709 0.0483 0.0353 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3647(2) -0.04529(15) 0.03432(8) 0.0361(6) Uani 1 1 d . . . . .
H13A H 0.3853 -0.0437 0.0631 0.054 Uiso 1 1 calc R U . . .
H13B H 0.4277 -0.0252 0.0182 0.054 Uiso 1 1 calc R U . . .
H13C H 0.3515 -0.0947 0.0262 0.054 Uiso 1 1 calc R U . . .
C14 C 0.2217(3) -0.00283(16) -0.01770(7) 0.0421(8) Uani 1 1 d . . . . .
H14A H 0.2088 -0.0519 -0.0265 0.063 Uiso 1 1 calc R U . . .
H14B H 0.2841 0.0181 -0.0338 0.063 Uiso 1 1 calc R U . . .
H14C H 0.1510 0.0248 -0.0216 0.063 Uiso 1 1 calc R U . . .
C15 C -0.0403(2) 0.02296(15) 0.14263(8) 0.0359(7) Uani 1 1 d . . . . .
H15 H 0.0085 0.0656 0.1485 0.043 Uiso 1 1 calc R U . . .
C16 C -0.1602(3) 0.0492(2) 0.13079(12) 0.0728(13) Uani 1 1 d . . . . .
H16A H -0.1543 0.0799 0.1069 0.109 Uiso 1 1 calc R U . . .
H16B H -0.1936 0.0761 0.1533 0.109 Uiso 1 1 calc R U . . .
H16C H -0.2096 0.0084 0.1245 0.109 Uiso 1 1 calc R U . . .
C17 C -0.0434(4) -0.0222(2) 0.18054(9) 0.0724(13) Uani 1 1 d . . . . .
H17A H -0.0932 -0.0635 0.1760 0.109 Uiso 1 1 calc R U . . .
H17B H -0.0737 0.0059 0.2031 0.109 Uiso 1 1 calc R U . . .
H17C H 0.0348 -0.0384 0.1871 0.109 Uiso 1 1 calc R U . . .
C18 C 0.3582(3) 0.29736(14) 0.15848(8) 0.0373(7) Uani 1 1 d . . . . .
H18A H 0.3209 0.3056 0.1851 0.045 Uiso 0.6 1 calc R U P A 1
H18B H 0.3842 0.3439 0.1478 0.045 Uiso 0.6 1 calc R U P A 1
H18C H 0.3245 0.3400 0.1714 0.045 Uiso 0.4 1 calc R U P B 2
H18D H 0.4274 0.3124 0.1432 0.045 Uiso 0.4 1 calc R U P B 2
C19 C 0.4644(4) 0.2479(2) 0.16427(13) 0.0315(6) Uani 0.6 1 d . . P C 1
H19A H 0.4804 0.2227 0.1385 0.038 Uiso 0.6 1 calc R U P C 1
H19B H 0.5327 0.2771 0.1710 0.038 Uiso 0.6 1 calc R U P C 1
C20 C 0.4440(4) 0.1931(2) 0.19821(13) 0.0315(6) Uani 0.6 1 d . . P C 1
H20A H 0.5046 0.1987 0.2191 0.038 Uiso 0.6 1 calc R U P C 1
H20B H 0.3687 0.2028 0.2112 0.038 Uiso 0.6 1 calc R U P C 1
C19B C 0.3930(6) 0.2445(4) 0.19102(19) 0.0315(6) Uani 0.4 1 d . . P C 2
H19C H 0.4238 0.2704 0.2148 0.038 Uiso 0.4 1 calc R U P C 2
H19D H 0.3243 0.2174 0.1999 0.038 Uiso 0.4 1 calc R U P C 2
C20B C 0.4836(6) 0.1934(4) 0.1753(2) 0.0315(6) Uani 0.4 1 d . . P C 2
H20C H 0.5577 0.2021 0.1893 0.038 Uiso 0.4 1 calc R U P C 2
H20D H 0.4954 0.2013 0.1459 0.038 Uiso 0.4 1 calc R U P C 2
C21 C 0.4282(3) 0.08236(19) 0.22274(8) 0.0505(9) Uani 1 1 d . . . . .
H21A H 0.4944 0.0927 0.2402 0.076 Uiso 1 1 calc R U . . .
H21B H 0.4210 0.0308 0.2192 0.076 Uiso 1 1 calc R U . . .
H21C H 0.3579 0.1010 0.2353 0.076 Uiso 1 1 calc R U . . .
C22 C 0.5568(3) 0.0881(2) 0.16795(10) 0.0557(9) Uani 1 1 d . . . . .
H22A H 0.5801 0.1137 0.1434 0.084 Uiso 1 1 calc R U . . .
H22B H 0.5486 0.0374 0.1618 0.084 Uiso 1 1 calc R U . . .
H22C H 0.6156 0.0944 0.1890 0.084 Uiso 1 1 calc R U . . .
C23 C 0.8862(3) 0.38607(18) 0.10348(10) 0.0549(9) Uani 1 1 d . . . . .
H23A H 0.8408 0.3895 0.1284 0.082 Uiso 1 1 calc R U . . .
H23B H 0.8863 0.4322 0.0897 0.082 Uiso 1 1 calc R U . . .
H23C H 0.9656 0.3726 0.1102 0.082 Uiso 1 1 calc R U . . .
C24 C 0.8339(2) 0.33055(15) 0.07596(8) 0.0367(7) Uani 1 1 d . . . . .
C25 C 0.7603(3) 0.27886(18) 0.09087(9) 0.0478(8) Uani 1 1 d . . . . .
H25 H 0.7445 0.2774 0.1191 0.057 Uiso 1 1 calc R U . . .
C26 C 0.7096(3) 0.22982(18) 0.06587(12) 0.0540(9) Uani 1 1 d . . . . .
H26 H 0.6593 0.1948 0.0767 0.065 Uiso 1 1 calc R U . . .
C27 C 0.7323(3) 0.23164(17) 0.02472(11) 0.0532(9) Uani 1 1 d . . . . .
H27 H 0.6962 0.1984 0.0072 0.064 Uiso 1 1 calc R U . . .
C28 C 0.8071(3) 0.28156(17) 0.00904(9) 0.0473(8) Uani 1 1 d . . . . .
H28 H 0.8240 0.2820 -0.0191 0.057 Uiso 1 1 calc R U . . .
C29 C 0.8569(3) 0.33073(16) 0.03452(9) 0.0404(7) Uani 1 1 d . . . . .
H29 H 0.9079 0.3653 0.0236 0.049 Uiso 1 1 calc R U . . .
C30 C 0.3041(7) 0.4306(5) 0.2597(3) 0.093(3) Uani 0.6 1 d . . P D 1
H30A H 0.2690 0.4590 0.2813 0.139 Uiso 0.6 1 calc R U P D 1
H30B H 0.2466 0.4212 0.2386 0.139 Uiso 0.6 1 calc R U P D 1
H30C H 0.3691 0.4567 0.2479 0.139 Uiso 0.6 1 calc R U P D 1
C31 C 0.3437(7) 0.3657(4) 0.2758(2) 0.0743(9) Uani 0.6 1 d . . P D 1
C32 C 0.2627(7) 0.3072(4) 0.2784(2) 0.0743(9) Uani 0.6 1 d . . P D 1
H32 H 0.1846 0.3121 0.2703 0.089 Uiso 0.6 1 calc R U P D 1
C33 C 0.3047(7) 0.2450(4) 0.2933(2) 0.0743(9) Uani 0.6 1 d . . P D 1
H33 H 0.2508 0.2071 0.2948 0.089 Uiso 0.6 1 calc R U P D 1
C34 C 0.4084(7) 0.2300(5) 0.3056(2) 0.0743(9) Uani 0.6 1 d . . P D 1
H34 H 0.4286 0.1849 0.3164 0.089 Uiso 0.6 1 calc R U P D 1
C35 C 0.4908(7) 0.2876(5) 0.3017(2) 0.0743(9) Uani 0.6 1 d . . P D 1
H35 H 0.5691 0.2810 0.3091 0.089 Uiso 0.6 1 calc R U P D 1
C36 C 0.4544(7) 0.3501(5) 0.2874(2) 0.0743(9) Uani 0.6 1 d . . P D 1
H36 H 0.5100 0.3869 0.2851 0.089 Uiso 0.6 1 calc R U P D 1
C30B C 0.4675(10) 0.2502(7) 0.3209(4) 0.080(3) Uani 0.4 1 d . . P E 2
H30D H 0.4259 0.2290 0.3437 0.120 Uiso 0.4 1 calc R U P E 2
H30E H 0.5325 0.2782 0.3311 0.120 Uiso 0.4 1 calc R U P E 2
H30F H 0.4964 0.2125 0.3031 0.120 Uiso 0.4 1 calc R U P E 2
C31B C 0.3888(5) 0.2968(3) 0.29781(17) 0.0559(11) Uani 0.4 1 d G . P E 2
C32B C 0.2830(5) 0.2703(3) 0.28512(19) 0.0559(11) Uani 0.4 1 d G . P E 2
H32B H 0.2612 0.2231 0.2919 0.067 Uiso 0.4 1 calc R U P E 2
C33B C 0.2090(4) 0.3128(3) 0.26255(18) 0.0559(11) Uani 0.4 1 d G . P E 2
H33B H 0.1366 0.2947 0.2539 0.067 Uiso 0.4 1 calc R U P E 2
C34B C 0.2409(5) 0.3819(3) 0.25266(17) 0.0559(11) Uani 0.4 1 d G . P E 2
H34B H 0.1903 0.4110 0.2372 0.067 Uiso 0.4 1 calc R U P E 2
C35B C 0.3467(5) 0.4084(3) 0.2653(2) 0.0559(11) Uani 0.4 1 d G . P E 2
H35B H 0.3685 0.4556 0.2586 0.067 Uiso 0.4 1 calc R U P E 2
C36B C 0.4207(4) 0.3658(3) 0.2879(2) 0.0559(11) Uani 0.4 1 d G . P E 2
H36B H 0.4931 0.3840 0.2966 0.067 Uiso 0.4 1 calc R U P E 2
N1 N 0.16626(17) 0.19655(10) 0.09598(5) 0.0213(4) Uani 1 1 d . . . . .
N2 N 0.27371(18) 0.26628(10) 0.13030(5) 0.0236(4) Uani 1 1 d . . . . .
N3 N 0.16168(16) 0.07600(10) 0.09851(5) 0.0187(4) Uani 1 1 d . . . . .
N4 N 0.44536(19) 0.11642(11) 0.18258(7) 0.0308(5) Uani 1 1 d . . . . .
Cl1 Cl 0.42546(6) 0.10848(4) 0.08531(2) 0.03210(16) Uani 1 1 d . . . . .
Cl2 Cl 0.32661(6) -0.02632(3) 0.15029(2) 0.03060(15) Uani 1 1 d . . . . .
Cl3 Cl 0.17322(6) 0.11033(4) 0.19417(2) 0.03171(15) Uani 1 1 d . . . . .
Cr1 Cr 0.30247(3) 0.09518(2) 0.14100(2) 0.01842(9) Uani 1 1 d . . . . .


_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
C1 N2 1.334(3) . ?
C1 N1 1.372(3) . ?
C1 Cr1 2.081(2) . ?
C2 C3 1.331(4) . ?
C2 N1 1.400(3) . ?
C2 H2 0.9500 . ?
C3 N2 1.392(3) . ?
C3 H3 0.9500 . ?
C4 N3 1.283(3) . ?
C4 N1 1.400(3) . ?
C4 C5 1.487(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.399(3) . ?
C6 C7 1.405(3) . ?
C6 N3 1.463(3) . ?
C7 C8 1.396(3) . ?
C7 C12 1.513(3) . ?
C8 C9 1.378(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.380(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(3) . ?
C10 H10 0.9500 . ?
C11 C15 1.522(3) . ?
C12 C13 1.529(4) . ?
C12 C14 1.535(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.513(4) . ?
C15 C16 1.527(5) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.472(3) . ?
C18 C19B 1.518(7) . ?
C18 C19 1.556(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 H18C 0.9900 . ?
C18 H18D 0.9900 . ?
C19 C20 1.540(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.533(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C19B C20B 1.517(10) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C20B N4 1.533(7) . ?
C20B H20C 0.9900 . ?
C20B H20D 0.9900 . ?
C21 N4 1.485(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N4 1.480(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.511(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.385(4) . ?
C24 C29 1.393(4) . ?
C25 C26 1.370(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.383(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.378(4) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C31 1.409(10) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C36 1.373(10) . ?
C31 C32 1.450(11) . ?
C32 C33 1.360(10) . ?
C32 H32 0.9500 . ?
C33 C34 1.301(10) . ?
C33 H33 0.9500 . ?
C34 C35 1.451(12) . ?
C34 H34 0.9500 . ?
C35 C36 1.334(11) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C30B C31B 1.477(13) . ?
C30B H30D 0.9800 . ?
C30B H30E 0.9800 . ?
C30B H30F 0.9800 . ?
C31B C32B 1.3900 . ?
C31B C36B 1.3900 . ?
C32B C33B 1.3900 . ?
C32B H32B 0.9500 . ?
C33B C34B 1.3900 . ?
C33B H33B 0.9500 . ?
C34B C35B 1.3900 . ?
C34B H34B 0.9500 . ?
C35B C36B 1.3900 . ?
C35B H35B 0.9500 . ?
C36B H36B 0.9500 . ?
N3 Cr1 2.1824(19) . ?
N4 Cr1 2.188(2) . ?
Cl1 Cr1 2.3393(7) . ?
Cl2 Cr1 2.3240(7) . ?
Cl3 Cr1 2.3248(7) . ?

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
N2 C1 N1 104.1(2) . . ?
N2 C1 Cr1 143.97(18) . . ?
N1 C1 Cr1 111.86(15) . . ?
C3 C2 N1 105.8(2) . . ?
C3 C2 H2 127.1 . . ?
N1 C2 H2 127.1 . . ?
C2 C3 N2 107.7(2) . . ?
C2 C3 H3 126.2 . . ?
N2 C3 H3 126.2 . . ?
N3 C4 N1 115.6(2) . . ?
N3 C4 C5 128.1(2) . . ?
N1 C4 C5 116.3(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 121.5(2) . . ?
C11 C6 N3 118.8(2) . . ?
C7 C6 N3 119.8(2) . . ?
C8 C7 C6 117.4(2) . . ?
C8 C7 C12 118.9(2) . . ?
C6 C7 C12 123.7(2) . . ?
C9 C8 C7 122.0(2) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 119.4(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C11 121.4(2) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C6 118.4(2) . . ?
C10 C11 C15 118.6(2) . . ?
C6 C11 C15 123.0(2) . . ?
C7 C12 C13 110.7(2) . . ?
C7 C12 C14 111.0(2) . . ?
C13 C12 C14 110.5(2) . . ?
C7 C12 H12 108.2 . . ?
C13 C12 H12 108.2 . . ?
C14 C12 H12 108.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C11 110.4(3) . . ?
C17 C15 C16 111.8(3) . . ?
C11 C15 C16 111.1(2) . . ?
C17 C15 H15 107.8 . . ?
C11 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19B 111.3(3) . . ?
N2 C18 C19 111.5(2) . . ?
N2 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
N2 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
N2 C18 H18C 109.4 . . ?
C19B C18 H18C 109.4 . . ?
N2 C18 H18D 109.4 . . ?
C19B C18 H18D 109.4 . . ?
H18C C18 H18D 108.0 . . ?
C20 C19 C18 111.6(4) . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C18 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
N4 C20 C19 112.6(3) . . ?
N4 C20 H20A 109.1 . . ?
C19 C20 H20A 109.1 . . ?
N4 C20 H20B 109.1 . . ?
C19 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?
C20B C19B C18 111.0(5) . . ?
C20B C19B H19C 109.4 . . ?
C18 C19B H19C 109.4 . . ?
C20B C19B H19D 109.4 . . ?
C18 C19B H19D 109.4 . . ?
H19C C19B H19D 108.0 . . ?
C19B C20B N4 110.2(5) . . ?
C19B C20B H20C 109.6 . . ?
N4 C20B H20C 109.6 . . ?
C19B C20B H20D 109.6 . . ?
N4 C20B H20D 109.6 . . ?
H20C C20B H20D 108.1 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 118.0(3) . . ?
C25 C24 C23 121.4(3) . . ?
C29 C24 C23 120.7(3) . . ?
C26 C25 C24 121.6(3) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C25 C26 C27 119.5(3) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
C28 C27 C26 120.3(3) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 119.5(3) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C24 121.1(3) . . ?
C28 C29 H29 119.5 . . ?
C24 C29 H29 119.5 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C36 C31 C30 126.6(8) . . ?
C36 C31 C32 115.3(8) . . ?
C30 C31 C32 118.0(8) . . ?
C33 C32 C31 116.3(8) . . ?
C33 C32 H32 121.9 . . ?
C31 C32 H32 121.9 . . ?
C34 C33 C32 129.1(9) . . ?
C34 C33 H33 115.4 . . ?
C32 C33 H33 115.4 . . ?
C33 C34 C35 114.7(9) . . ?
C33 C34 H34 122.6 . . ?
C35 C34 H34 122.6 . . ?
C36 C35 C34 118.8(8) . . ?
C36 C35 H35 120.6 . . ?
C34 C35 H35 120.6 . . ?
C35 C36 C31 125.7(9) . . ?
C35 C36 H36 117.2 . . ?
C31 C36 H36 117.2 . . ?
C31B C30B H30D 109.5 . . ?
C31B C30B H30E 109.5 . . ?
H30D C30B H30E 109.5 . . ?
C31B C30B H30F 109.5 . . ?
H30D C30B H30F 109.5 . . ?
H30E C30B H30F 109.5 . . ?
C32B C31B C36B 120.0 . . ?
C32B C31B C30B 119.2(7) . . ?
C36B C31B C30B 120.8(7) . . ?
C33B C32B C31B 120.0 . . ?
C33B C32B H32B 120.0 . . ?
C31B C32B H32B 120.0 . . ?
C32B C33B C34B 120.0 . . ?
C32B C33B H33B 120.0 . . ?
C34B C33B H33B 120.0 . . ?
C35B C34B C33B 120.0 . . ?
C35B C34B H34B 120.0 . . ?
C33B C34B H34B 120.0 . . ?
C34B C35B C36B 120.0 . . ?
C34B C35B H35B 120.0 . . ?
C36B C35B H35B 120.0 . . ?
C35B C36B C31B 120.0 . . ?
C35B C36B H36B 120.0 . . ?
C31B C36B H36B 120.0 . . ?
C1 N1 C2 110.95(19) . . ?
C1 N1 C4 120.79(19) . . ?
C2 N1 C4 128.3(2) . . ?
C1 N2 C3 111.4(2) . . ?
C1 N2 C18 126.9(2) . . ?
C3 N2 C18 121.6(2) . . ?
C4 N3 C6 117.12(19) . . ?
C4 N3 Cr1 114.56(15) . . ?
C6 N3 Cr1 128.31(14) . . ?
C22 N4 C21 104.6(2) . . ?
C22 N4 C20B 92.1(3) . . ?
C21 N4 C20B 125.9(3) . . ?
C22 N4 C20 117.3(3) . . ?
C21 N4 C20 96.0(2) . . ?
C22 N4 Cr1 113.07(17) . . ?
C21 N4 Cr1 112.24(17) . . ?
C20B N4 Cr1 107.1(3) . . ?
C20 N4 Cr1 112.0(2) . . ?
C1 Cr1 N3 77.04(8) . . ?
C1 Cr1 N4 101.93(9) . . ?
N3 Cr1 N4 178.57(8) . . ?
C1 Cr1 Cl2 167.73(7) . . ?
N3 Cr1 Cl2 90.69(5) . . ?
N4 Cr1 Cl2 90.34(6) . . ?
C1 Cr1 Cl3 84.39(6) . . ?
N3 Cr1 Cl3 91.25(5) . . ?
N4 Cr1 Cl3 89.63(6) . . ?
Cl2 Cr1 Cl3 95.68(3) . . ?
C1 Cr1 Cl1 82.40(7) . . ?
N3 Cr1 Cl1 88.28(5) . . ?
N4 Cr1 Cl1 90.60(6) . . ?
Cl2 Cr1 Cl1 97.78(3) . . ?
Cl3 Cr1 Cl1 166.54(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
N1 C2 C3 N2 0.0(3) . . . . ?
C11 C6 C7 C8 -2.9(3) . . . . ?
N3 C6 C7 C8 177.9(2) . . . . ?
C11 C6 C7 C12 175.7(2) . . . . ?
N3 C6 C7 C12 -3.5(3) . . . . ?
C6 C7 C8 C9 2.0(4) . . . . ?
C12 C7 C8 C9 -176.7(2) . . . . ?
C7 C8 C9 C10 0.6(4) . . . . ?
C8 C9 C10 C11 -2.4(4) . . . . ?
C9 C10 C11 C6 1.5(4) . . . . ?
C9 C10 C11 C15 179.9(2) . . . . ?
C7 C6 C11 C10 1.2(3) . . . . ?
N3 C6 C11 C10 -179.6(2) . . . . ?
C7 C6 C11 C15 -177.1(2) . . . . ?
N3 C6 C11 C15 2.1(3) . . . . ?
C8 C7 C12 C13 -70.8(3) . . . . ?
C6 C7 C12 C13 110.6(3) . . . . ?
C8 C7 C12 C14 52.3(3) . . . . ?
C6 C7 C12 C14 -126.3(3) . . . . ?
C10 C11 C15 C17 57.4(3) . . . . ?
C6 C11 C15 C17 -124.3(3) . . . . ?
C10 C11 C15 C16 -67.3(3) . . . . ?
C6 C11 C15 C16 111.0(3) . . . . ?
N2 C18 C19 C20 -87.1(3) . . . . ?
C19B C18 C19 C20 12.3(4) . . . . ?
C18 C19 C20 N4 116.9(4) . . . . ?
N2 C18 C19B C20B 80.9(5) . . . . ?
C19 C18 C19B C20B -19.0(4) . . . . ?
C18 C19B C20B N4 -127.2(5) . . . . ?
C29 C24 C25 C26 -1.1(4) . . . . ?
C23 C24 C25 C26 177.8(3) . . . . ?
C24 C25 C26 C27 0.1(5) . . . . ?
C25 C26 C27 C28 1.3(5) . . . . ?
C26 C27 C28 C29 -1.6(5) . . . . ?
C27 C28 C29 C24 0.5(4) . . . . ?
C25 C24 C29 C28 0.8(4) . . . . ?
C23 C24 C29 C28 -178.2(3) . . . . ?
C36 C31 C32 C33 2.1(9) . . . . ?
C30 C31 C32 C33 178.5(6) . . . . ?
C31 C32 C33 C34 0.1(11) . . . . ?
C32 C33 C34 C35 -2.2(12) . . . . ?
C33 C34 C35 C36 2.1(10) . . . . ?
C34 C35 C36 C31 0.1(11) . . . . ?
C30 C31 C36 C35 -178.2(8) . . . . ?
C32 C31 C36 C35 -2.2(11) . . . . ?
C36B C31B C32B C33B 0.0 . . . . ?
C30B C31B C32B C33B -178.4(7) . . . . ?
C31B C32B C33B C34B 0.0 . . . . ?
C32B C33B C34B C35B 0.0 . . . . ?
C33B C34B C35B C36B 0.0 . . . . ?
C34B C35B C36B C31B 0.0 . . . . ?
C32B C31B C36B C35B 0.0 . . . . ?
C30B C31B C36B C35B 178.4(7) . . . . ?
N2 C1 N1 C2 -0.2(3) . . . . ?
Cr1 C1 N1 C2 -178.42(16) . . . . ?
N2 C1 N1 C4 -179.73(19) . . . . ?
Cr1 C1 N1 C4 2.0(3) . . . . ?
C3 C2 N1 C1 0.1(3) . . . . ?
C3 C2 N1 C4 179.6(2) . . . . ?
N3 C4 N1 C1 1.3(3) . . . . ?
C5 C4 N1 C1 -177.8(2) . . . . ?
N3 C4 N1 C2 -178.2(2) . . . . ?
C5 C4 N1 C2 2.7(4) . . . . ?
N1 C1 N2 C3 0.2(3) . . . . ?
Cr1 C1 N2 C3 177.4(2) . . . . ?
N1 C1 N2 C18 179.2(2) . . . . ?
Cr1 C1 N2 C18 -3.6(4) . . . . ?
C2 C3 N2 C1 -0.1(3) . . . . ?
C2 C3 N2 C18 -179.2(2) . . . . ?
C19B C18 N2 C1 -18.9(5) . . . . ?
C19 C18 N2 C1 31.2(4) . . . . ?
C19B C18 N2 C3 160.1(3) . . . . ?
C19 C18 N2 C3 -149.9(3) . . . . ?
N1 C4 N3 C6 176.76(19) . . . . ?
C5 C4 N3 C6 -4.2(4) . . . . ?
N1 C4 N3 Cr1 -3.8(3) . . . . ?
C5 C4 N3 Cr1 175.2(2) . . . . ?
C11 C6 N3 C4 -88.7(3) . . . . ?
C7 C6 N3 C4 90.6(3) . . . . ?
C11 C6 N3 Cr1 92.0(2) . . . . ?
C7 C6 N3 Cr1 -88.8(2) . . . . ?
C19B C20B N4 C22 -174.3(5) . . . . ?
C19B C20B N4 C21 -64.6(6) . . . . ?
C19B C20B N4 C20 -33.6(5) . . . . ?
C19B C20B N4 Cr1 70.7(5) . . . . ?
C19 C20 N4 C22 68.1(4) . . . . ?
C19 C20 N4 C21 178.0(3) . . . . ?
C19 C20 N4 C20B 22.8(5) . . . . ?
C19 C20 N4 Cr1 -65.0(4) . . . . ?

_refine_diff_density_max         0.592
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.062

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr161220
_database_code_depnum_ccdc_archive 'CCDC 1896579'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 Cl Ir N4'
_chemical_formula_sum            'C30 H46 Cl Ir N4'
_chemical_formula_weight         690.36

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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                   8.4032(4)
_cell_length_b                   11.1493(5)
_cell_length_c                   16.7862(7)
_cell_angle_alpha                105.2100(10)
_cell_angle_beta                 104.4890(10)
_cell_angle_gamma                96.0040(10)
_cell_volume                     1444.74(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9815
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      33.08

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    4.739
_shelx_estimated_absorpt_T_min   0.422
_shelx_estimated_absorpt_T_max   0.483
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5952
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41189
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.925
_diffrn_reflns_theta_max         33.091
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10898
_reflns_number_gt                9907
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0191P)²+0.7603P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10898
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0199
_refine_ls_wR_factor_ref         0.0441
_refine_ls_wR_factor_gt          0.0424
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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
C1 C 0.3251(2) 0.24842(15) 0.22244(10) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.2692(2) 0.07716(15) 0.10295(11) 0.0193(3) Uani 1 1 d . . . . .
H2 H 0.2243 0.0237 0.0453 0.023 Uiso 1 1 calc R U . . .
C3 C 0.3681(2) 0.04895(16) 0.16883(12) 0.0204(3) Uani 1 1 d . . . . .
H3 H 0.4075 -0.0283 0.1667 0.024 Uiso 1 1 calc R U . . .
C4 C 0.1440(2) 0.26112(15) 0.08171(10) 0.0156(3) Uani 1 1 d . . . . .
C5 C 0.1915(3) 0.40084(16) 0.10279(12) 0.0241(4) Uani 1 1 d . . . . .
H5A H 0.1315 0.4283 0.0546 0.036 Uiso 1 1 calc R U . . .
H5B H 0.3122 0.4238 0.1128 0.036 Uiso 1 1 calc R U . . .
H5C H 0.1619 0.4423 0.1549 0.036 Uiso 1 1 calc R U . . .
C6 C -0.0756(2) 0.22983(14) -0.04621(11) 0.0169(3) Uani 1 1 d . . . . .
C7 C -0.2166(2) 0.27916(16) -0.03125(11) 0.0185(3) Uani 1 1 d . . . . .
C8 C -0.3280(2) 0.29998(17) -0.10117(12) 0.0224(3) Uani 1 1 d . . . . .
H8 H -0.4256 0.3317 -0.0935 0.027 Uiso 1 1 calc R U . . .
C9 C -0.3006(3) 0.27582(17) -0.18134(12) 0.0242(4) Uani 1 1 d . . . . .
H9 H -0.3793 0.2895 -0.2282 0.029 Uiso 1 1 calc R U . . .
C10 C -0.1570(3) 0.23132(17) -0.19282(12) 0.0237(4) Uani 1 1 d . . . . .
H10 H -0.1372 0.2168 -0.2476 0.028 Uiso 1 1 calc R U . . .
C11 C -0.0411(2) 0.20755(16) -0.12574(11) 0.0204(3) Uani 1 1 d . . . . .
C12 C -0.2504(2) 0.30944(19) 0.05607(12) 0.0236(4) Uani 1 1 d . . . . .
H12 H -0.1482 0.3023 0.0991 0.028 Uiso 1 1 calc R U . . .
C13 C -0.3948(4) 0.2154(3) 0.05585(19) 0.0510(7) Uani 1 1 d . . . . .
H13A H -0.4970 0.2202 0.0140 0.077 Uiso 1 1 calc R U . . .
H13B H -0.4105 0.2356 0.1135 0.077 Uiso 1 1 calc R U . . .
H13C H -0.3701 0.1298 0.0399 0.077 Uiso 1 1 calc R U . . .
C14 C -0.2809(4) 0.4441(2) 0.08478(16) 0.0481(7) Uani 1 1 d . . . . .
H14A H -0.1854 0.5032 0.0854 0.072 Uiso 1 1 calc R U . . .
H14B H -0.2944 0.4625 0.1428 0.072 Uiso 1 1 calc R U . . .
H14C H -0.3825 0.4533 0.0446 0.072 Uiso 1 1 calc R U . . .
C15 C 0.1171(3) 0.15768(19) -0.13744(13) 0.0265(4) Uani 1 1 d . . . . .
H15 H 0.2067 0.1958 -0.0815 0.032 Uiso 1 1 calc R U . . .
C16 C 0.1809(3) 0.1959(2) -0.20704(16) 0.0372(5) Uani 1 1 d . . . . .
H16A H 0.1016 0.1527 -0.2639 0.056 Uiso 1 1 calc R U . . .
H16B H 0.2902 0.1718 -0.2055 0.056 Uiso 1 1 calc R U . . .
H16C H 0.1915 0.2875 -0.1961 0.056 Uiso 1 1 calc R U . . .
C17 C 0.0930(3) 0.0151(2) -0.15514(17) 0.0387(5) Uani 1 1 d . . . . .
H17A H 0.0548 -0.0077 -0.1096 0.058 Uiso 1 1 calc R U . . .
H17B H 0.1994 -0.0129 -0.1563 0.058 Uiso 1 1 calc R U . . .
H17C H 0.0093 -0.0260 -0.2110 0.058 Uiso 1 1 calc R U . . .
C18 C 0.4990(2) 0.15750(19) 0.32808(12) 0.0234(4) Uani 1 1 d . . . . .
H18A H 0.4373 0.0955 0.3475 0.028 Uiso 1 1 calc R U . . .
H18B H 0.5094 0.2425 0.3684 0.028 Uiso 1 1 calc R U . . .
C19 C 0.6714(2) 0.1280(2) 0.33181(13) 0.0266(4) Uani 1 1 d . . . . .
H19A H 0.7358 0.1927 0.3157 0.032 Uiso 1 1 calc R U . . .
H19B H 0.6618 0.0449 0.2895 0.032 Uiso 1 1 calc R U . . .
C20 C 0.7650(3) 0.1253(2) 0.42154(13) 0.0268(4) Uani 1 1 d . . . . .
H20A H 0.8730 0.0984 0.4198 0.032 Uiso 1 1 calc R U . . .
H20B H 0.7897 0.2120 0.4619 0.032 Uiso 1 1 calc R U . . .
C21 C 0.6540(4) -0.0907(2) 0.40628(17) 0.0454(6) Uani 1 1 d . . . . .
H21A H 0.5884 -0.1049 0.3464 0.068 Uiso 1 1 calc R U . . .
H21B H 0.5963 -0.1439 0.4323 0.068 Uiso 1 1 calc R U . . .
H21C H 0.7645 -0.1123 0.4076 0.068 Uiso 1 1 calc R U . . .
C22 C 0.7560(3) 0.0593(3) 0.54501(15) 0.0413(6) Uani 1 1 d . . . . .
H22A H 0.6879 0.0073 0.5675 0.062 Uiso 1 1 calc R U . . .
H22B H 0.7703 0.1485 0.5776 0.062 Uiso 1 1 calc R U . . .
H22C H 0.8657 0.0343 0.5509 0.062 Uiso 1 1 calc R U . . .
C23 C 0.0541(2) 0.33265(17) 0.29417(11) 0.0199(3) Uani 1 1 d . . . . .
H23 H 0.0470 0.2947 0.2354 0.024 Uiso 1 1 calc R U . . .
C24 C 0.1637(2) 0.29455(17) 0.35857(11) 0.0200(3) Uani 1 1 d . . . . .
H24 H 0.2226 0.2293 0.3402 0.024 Uiso 1 1 calc R U . . .
C25 C 0.1925(3) 0.35134(19) 0.45466(12) 0.0254(4) Uani 1 1 d . . . . .
H25A H 0.2877 0.3203 0.4861 0.031 Uiso 1 1 calc R U . . .
H25B H 0.0922 0.3216 0.4699 0.031 Uiso 1 1 calc R U . . .
C26 C 0.2291(3) 0.49627(19) 0.48461(12) 0.0247(4) Uani 1 1 d . . . . .
H26A H 0.1230 0.5276 0.4841 0.030 Uiso 1 1 calc R U . . .
H26B H 0.3027 0.5263 0.5447 0.030 Uiso 1 1 calc R U . . .
C27 C 0.3119(2) 0.55086(17) 0.42832(11) 0.0204(3) Uani 1 1 d . . . . .
H27 H 0.4303 0.5631 0.4418 0.024 Uiso 1 1 calc R U . . .
C28 C 0.2233(2) 0.58420(16) 0.35753(12) 0.0207(3) Uani 1 1 d . . . . .
H28 H 0.2864 0.6218 0.3277 0.025 Uiso 1 1 calc R U . . .
C29 C 0.0346(3) 0.56507(19) 0.32459(14) 0.0268(4) Uani 1 1 d . . . . .
H29A H 0.0032 0.5800 0.2676 0.032 Uiso 1 1 calc R U . . .
H29B H -0.0060 0.6283 0.3646 0.032 Uiso 1 1 calc R U . . .
C30 C -0.0523(2) 0.43187(19) 0.31593(12) 0.0240(4) Uani 1 1 d . . . . .
H30A H -0.0761 0.4319 0.3708 0.029 Uiso 1 1 calc R U . . .
H30B H -0.1603 0.4096 0.2701 0.029 Uiso 1 1 calc R U . . .
N1 N 0.24458(18) 0.20040(13) 0.13538(9) 0.0153(2) Uani 1 1 d . . . . .
N2 N 0.40227(19) 0.15421(14) 0.24108(9) 0.0185(3) Uani 1 1 d . . . . .
N3 N 0.02883(19) 0.18692(13) 0.01873(9) 0.0179(3) Uani 1 1 d . . . . .
N4 N 0.6730(2) 0.04104(16) 0.45438(11) 0.0265(3) Uani 1 1 d . . . . .
Cl1 Cl 0.54580(6) 0.52372(4) 0.29630(3) 0.02283(8) Uani 1 1 d . . . . .
Ir1 Ir 0.30523(2) 0.40783(2) 0.30866(2) 0.01475(2) Uani 1 1 d . . . . .


_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
C1 N2 1.355(2) . ?
C1 N1 1.378(2) . ?
C1 Ir1 2.0286(16) . ?
C2 C3 1.338(3) . ?
C2 N1 1.396(2) . ?
C2 H2 0.9500 . ?
C3 N2 1.392(2) . ?
C3 H3 0.9500 . ?
C4 N3 1.265(2) . ?
C4 N1 1.429(2) . ?
C4 C5 1.490(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.401(2) . ?
C6 C7 1.408(2) . ?
C6 N3 1.439(2) . ?
C7 C8 1.395(2) . ?
C7 C12 1.520(2) . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(3) . ?
C10 H10 0.9500 . ?
C11 C15 1.530(3) . ?
C12 C13 1.517(3) . ?
C12 C14 1.521(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.520(3) . ?
C15 C16 1.537(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.472(2) . ?
C18 C19 1.509(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.525(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.455(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N4 1.448(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N4 1.456(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.422(3) . ?
C23 C30 1.521(3) . ?
C23 Ir1 2.1172(18) . ?
C23 H23 0.9500 . ?
C24 C25 1.516(3) . ?
C24 Ir1 2.1100(17) . ?
C24 H24 0.9500 . ?
C25 C26 1.533(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.513(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.397(3) . ?
C27 Ir1 2.1967(17) . ?
C27 H27 0.9500 . ?
C28 C29 1.515(3) . ?
C28 Ir1 2.1754(17) . ?
C28 H28 0.9500 . ?
C29 C30 1.538(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
Cl1 Ir1 2.3671(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 103.66(14) . . ?
N2 C1 Ir1 126.38(12) . . ?
N1 C1 Ir1 129.23(12) . . ?
C3 C2 N1 106.74(15) . . ?
C3 C2 H2 126.6 . . ?
N1 C2 H2 126.6 . . ?
C2 C3 N2 107.06(15) . . ?
C2 C3 H3 126.5 . . ?
N2 C3 H3 126.5 . . ?
N3 C4 N1 114.73(14) . . ?
N3 C4 C5 127.82(16) . . ?
N1 C4 C5 117.35(15) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 122.79(16) . . ?
C11 C6 N3 117.37(15) . . ?
C7 C6 N3 119.48(15) . . ?
C8 C7 C6 116.93(16) . . ?
C8 C7 C12 120.03(17) . . ?
C6 C7 C12 123.04(16) . . ?
C9 C8 C7 121.92(18) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 119.46(17) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C11 121.52(17) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C6 117.30(17) . . ?
C10 C11 C15 122.20(16) . . ?
C6 C11 C15 120.50(16) . . ?
C13 C12 C7 111.50(18) . . ?
C13 C12 C14 110.9(2) . . ?
C7 C12 C14 111.50(16) . . ?
C13 C12 H12 107.6 . . ?
C7 C12 H12 107.6 . . ?
C14 C12 H12 107.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C11 111.34(18) . . ?
C17 C15 C16 110.38(18) . . ?
C11 C15 C16 113.65(17) . . ?
C17 C15 H15 107.0 . . ?
C11 C15 H15 107.0 . . ?
C16 C15 H15 107.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.86(15) . . ?
N2 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
N2 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 C20 111.63(16) . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
C20 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
N4 C20 C19 113.46(16) . . ?
N4 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
N4 C20 H20B 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C30 122.43(16) . . ?
C24 C23 Ir1 70.07(10) . . ?
C30 C23 Ir1 114.30(12) . . ?
C24 C23 H23 118.8 . . ?
C30 C23 H23 118.8 . . ?
Ir1 C23 H23 85.8 . . ?
C23 C24 C25 124.17(17) . . ?
C23 C24 Ir1 70.62(10) . . ?
C25 C24 Ir1 112.01(12) . . ?
C23 C24 H24 117.9 . . ?
C25 C24 H24 117.9 . . ?
Ir1 C24 H24 87.4 . . ?
C24 C25 C26 113.47(15) . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C27 C26 C25 112.57(15) . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C28 C27 C26 123.44(17) . . ?
C28 C27 Ir1 70.54(10) . . ?
C26 C27 Ir1 112.47(12) . . ?
C28 C27 H27 118.3 . . ?
C26 C27 H27 118.3 . . ?
Ir1 C27 H27 87.0 . . ?
C27 C28 C29 125.06(17) . . ?
C27 C28 Ir1 72.20(10) . . ?
C29 C28 Ir1 109.33(12) . . ?
C27 C28 H28 117.5 . . ?
C29 C28 H28 117.5 . . ?
Ir1 C28 H28 88.4 . . ?
C28 C29 C30 112.98(15) . . ?
C28 C29 H29A 109.0 . . ?
C30 C29 H29A 109.0 . . ?
C28 C29 H29B 109.0 . . ?
C30 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C23 C30 C29 112.08(15) . . ?
C23 C30 H30A 109.2 . . ?
C29 C30 H30A 109.2 . . ?
C23 C30 H30B 109.2 . . ?
C29 C30 H30B 109.2 . . ?
H30A C30 H30B 107.9 . . ?
C1 N1 C2 110.87(14) . . ?
C1 N1 C4 127.47(14) . . ?
C2 N1 C4 121.64(14) . . ?
C1 N2 C3 111.65(14) . . ?
C1 N2 C18 124.57(15) . . ?
C3 N2 C18 123.60(14) . . ?
C4 N3 C6 122.53(14) . . ?
C21 N4 C20 112.38(18) . . ?
C21 N4 C22 109.28(19) . . ?
C20 N4 C22 110.35(18) . . ?
C1 Ir1 C24 88.94(7) . . ?
C1 Ir1 C23 91.00(7) . . ?
C24 Ir1 C23 39.32(7) . . ?
C1 Ir1 C28 158.79(7) . . ?
C24 Ir1 C28 97.46(7) . . ?
C23 Ir1 C28 81.56(7) . . ?
C1 Ir1 C27 163.44(7) . . ?
C24 Ir1 C27 81.19(7) . . ?
C23 Ir1 C27 89.73(7) . . ?
C28 Ir1 C27 37.26(7) . . ?
C1 Ir1 Cl1 92.03(5) . . ?
C24 Ir1 Cl1 157.69(5) . . ?
C23 Ir1 Cl1 162.76(5) . . ?
C28 Ir1 Cl1 89.61(5) . . ?
C27 Ir1 Cl1 92.15(5) . . ?

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
N1 C2 C3 N2 0.5(2) . . . . ?
C11 C6 C7 C8 3.1(2) . . . . ?
N3 C6 C7 C8 -169.83(15) . . . . ?
C11 C6 C7 C12 -176.98(16) . . . . ?
N3 C6 C7 C12 10.1(2) . . . . ?
C6 C7 C8 C9 -1.2(3) . . . . ?
C12 C7 C8 C9 178.86(17) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C8 C9 C10 C11 1.5(3) . . . . ?
C9 C10 C11 C6 0.3(3) . . . . ?
C9 C10 C11 C15 179.56(17) . . . . ?
C7 C6 C11 C10 -2.6(2) . . . . ?
N3 C6 C11 C10 170.42(15) . . . . ?
C7 C6 C11 C15 178.07(16) . . . . ?
N3 C6 C11 C15 -8.9(2) . . . . ?
C8 C7 C12 C13 71.8(2) . . . . ?
C6 C7 C12 C13 -108.1(2) . . . . ?
C8 C7 C12 C14 -52.7(3) . . . . ?
C6 C7 C12 C14 127.4(2) . . . . ?
C10 C11 C15 C17 -97.3(2) . . . . ?
C6 C11 C15 C17 81.9(2) . . . . ?
C10 C11 C15 C16 28.1(3) . . . . ?
C6 C11 C15 C16 -152.65(18) . . . . ?
N2 C18 C19 C20 -177.00(16) . . . . ?
C18 C19 C20 N4 53.7(2) . . . . ?
C30 C23 C24 C25 -2.8(3) . . . . ?
Ir1 C23 C24 C25 103.97(17) . . . . ?
C30 C23 C24 Ir1 -106.75(17) . . . . ?
C23 C24 C25 C26 -48.8(2) . . . . ?
Ir1 C24 C25 C26 32.1(2) . . . . ?
C24 C25 C26 C27 -28.6(2) . . . . ?
C25 C26 C27 C28 92.6(2) . . . . ?
C25 C26 C27 Ir1 11.8(2) . . . . ?
C26 C27 C28 C29 -3.1(3) . . . . ?
Ir1 C27 C28 C29 101.50(17) . . . . ?
C26 C27 C28 Ir1 -104.62(17) . . . . ?
C27 C28 C29 C30 -47.3(2) . . . . ?
Ir1 C28 C29 C30 34.11(19) . . . . ?
C24 C23 C30 C29 93.6(2) . . . . ?
Ir1 C23 C30 C29 12.6(2) . . . . ?
C28 C29 C30 C23 -31.1(2) . . . . ?
N2 C1 N1 C2 1.83(19) . . . . ?
Ir1 C1 N1 C2 -168.71(12) . . . . ?
N2 C1 N1 C4 -179.68(15) . . . . ?
Ir1 C1 N1 C4 9.8(2) . . . . ?
C3 C2 N1 C1 -1.5(2) . . . . ?
C3 C2 N1 C4 179.94(15) . . . . ?
N3 C4 N1 C1 -149.96(17) . . . . ?
C5 C4 N1 C1 33.3(2) . . . . ?
N3 C4 N1 C2 28.4(2) . . . . ?
C5 C4 N1 C2 -148.34(17) . . . . ?
N1 C1 N2 C3 -1.54(19) . . . . ?
Ir1 C1 N2 C3 169.36(12) . . . . ?
N1 C1 N2 C18 -176.78(16) . . . . ?
Ir1 C1 N2 C18 -5.9(3) . . . . ?
C2 C3 N2 C1 0.7(2) . . . . ?
C2 C3 N2 C18 175.99(17) . . . . ?
C19 C18 N2 C1 -128.05(19) . . . . ?
C19 C18 N2 C3 57.3(2) . . . . ?
N1 C4 N3 C6 -174.60(15) . . . . ?
C5 C4 N3 C6 1.7(3) . . . . ?
C11 C6 N3 C4 102.72(19) . . . . ?
C7 C6 N3 C4 -84.0(2) . . . . ?
C19 C20 N4 C21 67.4(2) . . . . ?
C19 C20 N4 C22 -170.31(19) . . . . ?

_refine_diff_density_max         1.286
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.105

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr170607
_database_code_depnum_ccdc_archive 'CCDC 1590362'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H37 N5 Ni, 2(B F4)'
_chemical_formula_sum            'C24 H37 B2 F8 N5 Ni'
_chemical_formula_weight         627.91

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.6898(4)
_cell_length_b                   12.7224(4)
_cell_length_c                   20.9490(6)
_cell_angle_alpha                90
_cell_angle_beta                 119.931(2)
_cell_angle_gamma                90
_cell_volume                     2931.02(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8602
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      32.51

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.736
_shelx_estimated_absorpt_T_min   0.783
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6944
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33303
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.852
_diffrn_reflns_theta_max         33.065
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11084
_reflns_number_gt                7855
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0537P)²+1.0903P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11084
_refine_ls_number_parameters     369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1154
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.003
_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
C1 C 0.90831(13) 0.38413(12) 0.83750(8) 0.0218(3) Uani 1 1 d . . . . .
C2 C 0.91787(17) 0.56348(14) 0.83810(9) 0.0319(4) Uani 1 1 d . . . . .
H2 H 0.8982 0.6347 0.8232 0.038 Uiso 1 1 calc R U . . .
C3 C 1.01210(17) 0.52774(14) 0.90028(10) 0.0341(4) Uani 1 1 d . . . . .
H3 H 1.0727 0.5696 0.9386 0.041 Uiso 1 1 calc R U . . .
C4 C 0.75496(14) 0.46405(12) 0.72930(8) 0.0227(3) Uani 1 1 d . . . . .
C5 C 0.69291(19) 0.56024(14) 0.68771(10) 0.0364(4) Uani 1 1 d . . . . .
H5A H 0.7493 0.6017 0.6787 0.055 Uiso 1 1 calc R U . . .
H5B H 0.6663 0.6021 0.7164 0.055 Uiso 1 1 calc R U . . .
H5C H 0.6221 0.5406 0.6406 0.055 Uiso 1 1 calc R U . . .
C6 C 0.62827(14) 0.34070(12) 0.63775(8) 0.0230(3) Uani 1 1 d . . . . .
C7 C 0.52206(14) 0.30463(13) 0.63576(9) 0.0271(3) Uani 1 1 d . . . . .
C8 C 0.43041(16) 0.26436(16) 0.56889(10) 0.0367(4) Uani 1 1 d . . . . .
H8 H 0.3576 0.2386 0.5657 0.044 Uiso 1 1 calc R U . . .
C9 C 0.44372(18) 0.26125(17) 0.50714(10) 0.0412(5) Uani 1 1 d . . . . .
H9 H 0.3808 0.2324 0.4624 0.049 Uiso 1 1 calc R U . . .
C10 C 0.54782(18) 0.29977(16) 0.51031(9) 0.0367(4) Uani 1 1 d . . . . .
H10 H 0.5550 0.2985 0.4673 0.044 Uiso 1 1 calc R U . . .
C11 C 0.64338(15) 0.34074(13) 0.57592(8) 0.0272(3) Uani 1 1 d . . . . .
C12 C 0.50429(15) 0.31142(14) 0.70197(10) 0.0304(3) Uani 1 1 d . . . . .
H12 H 0.5858 0.3242 0.7463 0.036 Uiso 1 1 calc R U . . .
C13 C 0.4232(2) 0.4051(2) 0.69404(13) 0.0503(5) Uani 1 1 d . . . . .
H13A H 0.4602 0.4697 0.6888 0.075 Uiso 1 1 calc R U . . .
H13B H 0.4146 0.4102 0.7379 0.075 Uiso 1 1 calc R U . . .
H13C H 0.3429 0.3954 0.6504 0.075 Uiso 1 1 calc R U . . .
C14 C 0.4528(2) 0.21111(19) 0.71582(14) 0.0508(5) Uani 1 1 d . . . . .
H14A H 0.3684 0.2017 0.6764 0.076 Uiso 1 1 calc R U . . .
H14B H 0.4555 0.2164 0.7633 0.076 Uiso 1 1 calc R U . . .
H14C H 0.5014 0.1507 0.7166 0.076 Uiso 1 1 calc R U . . .
C15 C 0.75763(17) 0.38101(15) 0.57810(9) 0.0321(4) Uani 1 1 d . . . . .
H15 H 0.8101 0.4141 0.6274 0.039 Uiso 1 1 calc R U . . .
C16 C 0.8294(2) 0.29063(19) 0.56960(12) 0.0454(5) Uani 1 1 d . . . . .
H16A H 0.8495 0.2387 0.6086 0.068 Uiso 1 1 calc R U . . .
H16B H 0.9044 0.3181 0.5734 0.068 Uiso 1 1 calc R U . . .
H16C H 0.7800 0.2573 0.5214 0.068 Uiso 1 1 calc R U . . .
C17 C 0.7268(2) 0.46570(19) 0.51900(12) 0.0508(5) Uani 1 1 d . . . . .
H17A H 0.6757 0.4350 0.4701 0.076 Uiso 1 1 calc R U . . .
H17B H 0.8020 0.4927 0.5228 0.076 Uiso 1 1 calc R U . . .
H17C H 0.6828 0.5234 0.5264 0.076 Uiso 1 1 calc R U . . .
C18 C 1.10204(17) 0.35666(16) 0.95984(10) 0.0394(4) Uani 1 1 d . . . . .
H18A H 1.0995 0.3707 1.0055 0.047 Uiso 1 1 calc R U . . .
H18B H 1.1823 0.3799 0.9680 0.047 Uiso 1 1 calc R U . . .
C19 C 1.08859(17) 0.24021(16) 0.94452(11) 0.0378(4) Uani 1 1 d . . . . .
H19A H 1.1586 0.2031 0.9850 0.045 Uiso 1 1 calc R U . . .
H19B H 1.0899 0.2263 0.8984 0.045 Uiso 1 1 calc R U . . .
C20 C 0.97145(17) 0.19679(15) 0.93714(9) 0.0330(4) Uani 1 1 d . . . . .
H20A H 0.9913 0.1385 0.9727 0.040 Uiso 1 1 calc R U . . .
H20B H 0.9308 0.2526 0.9499 0.040 Uiso 1 1 calc R U . . .
C21 C 0.77334(18) 0.12529(17) 0.86182(11) 0.0404(4) Uani 1 1 d . . . . .
H21A H 0.7944 0.0752 0.9020 0.061 Uiso 1 1 calc R U . . .
H21B H 0.7169 0.0921 0.8147 0.061 Uiso 1 1 calc R U . . .
H21C H 0.7348 0.1873 0.8691 0.061 Uiso 1 1 calc R U . . .
C22 C 0.9402(2) 0.06272(15) 0.84723(11) 0.0410(5) Uani 1 1 d . . . . .
H22A H 1.0076 0.0840 0.8398 0.062 Uiso 1 1 calc R U . . .
H22B H 0.8781 0.0267 0.8030 0.062 Uiso 1 1 calc R U . . .
H22C H 0.9706 0.0151 0.8895 0.062 Uiso 1 1 calc R U . . .
C23 C 0.69927(16) 0.09630(14) 0.66353(9) 0.0302(3) Uani 1 1 d . . . . .
C24 C 0.6340(2) 0.02200(17) 0.60360(12) 0.0494(6) Uani 1 1 d . . . . .
H24A H 0.5476 0.0224 0.5889 0.074 Uiso 1 1 calc R U . . .
H24B H 0.6673 -0.0487 0.6200 0.074 Uiso 1 1 calc R U . . .
H24C H 0.6432 0.0423 0.5615 0.074 Uiso 1 1 calc R U . . .
N1 N 0.85458(12) 0.47456(10) 0.79971(7) 0.0230(2) Uani 1 1 d . . . . .
N2 N 1.00615(13) 0.41792(11) 0.89924(7) 0.0272(3) Uani 1 1 d . . . . .
N3 N 0.73089(11) 0.36808(10) 0.70887(6) 0.0201(2) Uani 1 1 d . . . . .
N4 N 0.88604(13) 0.15766(11) 0.86137(7) 0.0270(3) Uani 1 1 d . . . . .
N5 N 0.74854(13) 0.15441(11) 0.71045(7) 0.0270(3) Uani 1 1 d . . . . .
B1 B 0.8913(2) 0.81470(17) 0.73023(12) 0.0346(4) Uani 1 1 d . . . . .
B2 B 0.3200(2) 0.92542(18) 0.59472(11) 0.0360(4) Uani 1 1 d . . . . .
F1 F 0.85216(14) 0.80676(11) 0.78100(8) 0.0582(4) Uani 1 1 d . . . . .
F2 F 0.96898(15) 0.73267(12) 0.73902(9) 0.0628(4) Uani 1 1 d . . . . .
F3 F 0.79493(17) 0.8082(2) 0.66070(9) 0.1013(7) Uani 1 1 d . . . . .
F4 F 0.9501(2) 0.90725(13) 0.73932(12) 0.0937(7) Uani 1 1 d . . . . .
F5 F 0.33718(15) 0.98414(16) 0.54584(10) 0.0798(5) Uani 1 1 d . . . . .
F6 F 0.34246(15) 0.98209(12) 0.65648(8) 0.0685(4) Uani 1 1 d . . . . .
F7 F 0.19814(12) 0.89560(13) 0.56001(7) 0.0568(4) Uani 1 1 d . . . . .
F8 F 0.39131(15) 0.83693(13) 0.61496(7) 0.0675(4) Uani 1 1 d . . . . .
Ni1 Ni 0.82703(2) 0.26298(2) 0.78196(2) 0.01998(6) Uani 1 1 d . . . . .


_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
C1 N2 1.3405(19) . ?
C1 N1 1.370(2) . ?
C1 Ni1 1.8962(15) . ?
C2 C3 1.334(3) . ?
C2 N1 1.388(2) . ?
C2 H2 0.9500 . ?
C3 N2 1.399(2) . ?
C3 H3 0.9500 . ?
C4 N3 1.2794(19) . ?
C4 N1 1.390(2) . ?
C4 C5 1.481(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.401(2) . ?
C6 C7 1.405(2) . ?
C6 N3 1.4494(18) . ?
C7 C8 1.397(2) . ?
C7 C12 1.515(2) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.403(2) . ?
C10 H10 0.9500 . ?
C11 C15 1.517(3) . ?
C12 C14 1.526(3) . ?
C12 C13 1.528(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.531(3) . ?
C15 C17 1.537(3) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.469(2) . ?
C18 C19 1.508(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.520(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.492(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N4 1.493(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N4 1.491(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 N5 1.136(2) . ?
C23 C24 1.455(2) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
N3 Ni1 1.9381(12) . ?
N4 Ni1 1.9700(13) . ?
N5 Ni1 1.9118(13) . ?
B1 F4 1.356(3) . ?
B1 F3 1.359(3) . ?
B1 F1 1.384(2) . ?
B1 F2 1.384(3) . ?
B2 F5 1.370(3) . ?
B2 F8 1.372(3) . ?
B2 F6 1.381(3) . ?
B2 F7 1.394(3) . ?

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
N2 C1 N1 104.04(13) . . ?
N2 C1 Ni1 144.21(13) . . ?
N1 C1 Ni1 111.50(10) . . ?
C3 C2 N1 105.41(16) . . ?
C3 C2 H2 127.3 . . ?
N1 C2 H2 127.3 . . ?
C2 C3 N2 108.07(15) . . ?
C2 C3 H3 126.0 . . ?
N2 C3 H3 126.0 . . ?
N3 C4 N1 112.69(13) . . ?
N3 C4 C5 128.61(15) . . ?
N1 C4 C5 118.69(14) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 123.00(14) . . ?
C11 C6 N3 118.89(14) . . ?
C7 C6 N3 117.75(13) . . ?
C8 C7 C6 117.13(16) . . ?
C8 C7 C12 120.61(16) . . ?
C6 C7 C12 122.23(14) . . ?
C9 C8 C7 121.20(18) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C10 C9 C8 120.31(16) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 121.21(17) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C10 117.11(17) . . ?
C6 C11 C15 122.82(14) . . ?
C10 C11 C15 120.07(15) . . ?
C7 C12 C14 113.56(16) . . ?
C7 C12 C13 110.15(16) . . ?
C14 C12 C13 110.13(18) . . ?
C7 C12 H12 107.6 . . ?
C14 C12 H12 107.6 . . ?
C13 C12 H12 107.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C16 110.95(16) . . ?
C11 C15 C17 110.90(16) . . ?
C16 C15 C17 111.10(16) . . ?
C11 C15 H15 107.9 . . ?
C16 C15 H15 107.9 . . ?
C17 C15 H15 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.36(14) . . ?
N2 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 C20 112.34(17) . . ?
C18 C19 H19A 109.1 . . ?
C20 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
C20 C19 H19B 109.1 . . ?
H19A C19 H19B 107.9 . . ?
N4 C20 C19 112.58(15) . . ?
N4 C20 H20A 109.1 . . ?
C19 C20 H20A 109.1 . . ?
N4 C20 H20B 109.1 . . ?
C19 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N5 C23 C24 178.8(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C1 N1 C2 111.86(13) . . ?
C1 N1 C4 117.35(12) . . ?
C2 N1 C4 130.57(14) . . ?
C1 N2 C3 110.62(14) . . ?
C1 N2 C18 129.25(15) . . ?
C3 N2 C18 120.09(14) . . ?
C4 N3 C6 121.01(13) . . ?
C4 N3 Ni1 116.30(10) . . ?
C6 N3 Ni1 122.33(10) . . ?
C22 N4 C20 108.63(14) . . ?
C22 N4 C21 108.43(15) . . ?
C20 N4 C21 105.97(14) . . ?
C22 N4 Ni1 113.70(11) . . ?
C20 N4 Ni1 116.10(11) . . ?
C21 N4 Ni1 103.37(11) . . ?
C23 N5 Ni1 174.19(14) . . ?
F4 B1 F3 109.9(2) . . ?
F4 B1 F1 109.83(17) . . ?
F3 B1 F1 110.1(2) . . ?
F4 B1 F2 109.27(19) . . ?
F3 B1 F2 107.27(18) . . ?
F1 B1 F2 110.36(17) . . ?
F5 B2 F8 110.64(19) . . ?
F5 B2 F6 112.4(2) . . ?
F8 B2 F6 110.05(17) . . ?
F5 B2 F7 107.90(17) . . ?
F8 B2 F7 109.07(19) . . ?
F6 B2 F7 106.67(18) . . ?
C1 Ni1 N5 168.32(6) . . ?
C1 Ni1 N3 81.91(6) . . ?
N5 Ni1 N3 90.17(5) . . ?
C1 Ni1 N4 99.99(6) . . ?
N5 Ni1 N4 90.01(6) . . ?
N3 Ni1 N4 163.86(6) . . ?

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
N1 C2 C3 N2 0.3(2) . . . . ?
C11 C6 C7 C8 2.0(2) . . . . ?
N3 C6 C7 C8 -171.05(15) . . . . ?
C11 C6 C7 C12 -176.14(15) . . . . ?
N3 C6 C7 C12 10.8(2) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
C12 C7 C8 C9 177.62(17) . . . . ?
C7 C8 C9 C10 -1.1(3) . . . . ?
C8 C9 C10 C11 1.4(3) . . . . ?
C7 C6 C11 C10 -1.8(2) . . . . ?
N3 C6 C11 C10 171.26(15) . . . . ?
C7 C6 C11 C15 179.23(16) . . . . ?
N3 C6 C11 C15 -7.8(2) . . . . ?
C9 C10 C11 C6 0.0(3) . . . . ?
C9 C10 C11 C15 179.05(17) . . . . ?
C8 C7 C12 C14 46.7(2) . . . . ?
C6 C7 C12 C14 -135.17(18) . . . . ?
C8 C7 C12 C13 -77.3(2) . . . . ?
C6 C7 C12 C13 100.8(2) . . . . ?
C6 C11 C15 C16 110.68(18) . . . . ?
C10 C11 C15 C16 -68.3(2) . . . . ?
C6 C11 C15 C17 -125.34(18) . . . . ?
C10 C11 C15 C17 55.7(2) . . . . ?
N2 C18 C19 C20 -63.2(2) . . . . ?
C18 C19 C20 N4 114.46(18) . . . . ?
N2 C1 N1 C2 -0.66(17) . . . . ?
Ni1 C1 N1 C2 -176.34(11) . . . . ?
N2 C1 N1 C4 174.54(13) . . . . ?
Ni1 C1 N1 C4 -1.14(17) . . . . ?
C3 C2 N1 C1 0.20(19) . . . . ?
C3 C2 N1 C4 -174.19(16) . . . . ?
N3 C4 N1 C1 -2.6(2) . . . . ?
C5 C4 N1 C1 178.47(15) . . . . ?
N3 C4 N1 C2 171.53(16) . . . . ?
C5 C4 N1 C2 -7.4(3) . . . . ?
N1 C1 N2 C3 0.86(18) . . . . ?
Ni1 C1 N2 C3 173.98(16) . . . . ?
N1 C1 N2 C18 -177.09(17) . . . . ?
Ni1 C1 N2 C18 -4.0(3) . . . . ?
C2 C3 N2 C1 -0.8(2) . . . . ?
C2 C3 N2 C18 177.38(16) . . . . ?
C19 C18 N2 C1 5.1(3) . . . . ?
C19 C18 N2 C3 -172.73(17) . . . . ?
N1 C4 N3 C6 178.46(13) . . . . ?
C5 C4 N3 C6 -2.8(3) . . . . ?
N1 C4 N3 Ni1 5.13(17) . . . . ?
C5 C4 N3 Ni1 -176.08(15) . . . . ?
C11 C6 N3 C4 85.41(19) . . . . ?
C7 C6 N3 C4 -101.20(18) . . . . ?
C11 C6 N3 Ni1 -101.67(15) . . . . ?
C7 C6 N3 Ni1 71.72(16) . . . . ?
C19 C20 N4 C22 67.65(19) . . . . ?
C19 C20 N4 C21 -176.03(15) . . . . ?
C19 C20 N4 Ni1 -61.95(18) . . . . ?
N2 C1 Ni1 N5 -122.2(3) . . . . ?
N1 C1 Ni1 N5 50.7(4) . . . . ?
N2 C1 Ni1 N3 -169.9(2) . . . . ?
N1 C1 Ni1 N3 2.92(10) . . . . ?
N2 C1 Ni1 N4 26.3(2) . . . . ?
N1 C1 Ni1 N4 -160.85(10) . . . . ?

_refine_diff_density_max         0.660
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr160406
_database_code_depnum_ccdc_archive 'CCDC 1896576'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H68 Cu4 I4 N8'
_chemical_formula_sum            'C44 H68 Cu4 I4 N8'
_chemical_formula_weight         1470.82

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'
Cu Cu 0.3201 1.2651 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.7098(8)
_cell_length_b                   8.6227(2)
_cell_length_c                   22.1783(10)
_cell_angle_alpha                90
_cell_angle_beta                 119.744(3)
_cell_angle_gamma                90
_cell_volume                     2608.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9023
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    4.013
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.48912
_exptl_absorpt_correction_T_max  0.69225
_exptl_absorpt_process_details   '(MULSCAN in PLATON; Spek, 2009)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14983
_diffrn_reflns_av_unetI/netI     0.0902
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.493
_diffrn_reflns_theta_max         27.465
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5963
_reflns_number_gt                4031
_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       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Denzo (Otwinowski & Minor, 1997)'
_computing_data_reduction        'Denzo (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  
'SHELXL-2013 (Sheldrick, 2013) and PLATON (Spek, 2007)'

_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)+(0.0740P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5963
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1559
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_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
C1 C 0.1190(6) 0.2362(7) 0.8810(4) 0.0304(16) Uani 1 1 d . . . . .
C2 C 0.1162(6) 0.2301(7) 0.7775(4) 0.0325(17) Uani 1 1 d . . . . .
H2 H 0.1334 0.2065 0.7431 0.039 Uiso 1 1 calc R U . . .
C3 C 0.0397(6) 0.3182(8) 0.7692(4) 0.0329(17) Uani 1 1 d . . . . .
H3 H -0.0073 0.3689 0.7280 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2496(5) 0.0838(7) 0.8752(4) 0.0269(15) Uani 1 1 d . . . . .
C5 C 0.3183(6) 0.1036(8) 0.9519(4) 0.0357(18) Uani 1 1 d . . . . .
H5A H 0.2886 0.0585 0.9777 0.054 Uiso 1 1 calc R U . . .
H5B H 0.3306 0.2143 0.9629 0.054 Uiso 1 1 calc R U . . .
H5C H 0.3803 0.0509 0.9651 0.054 Uiso 1 1 calc R U . . .
C6 C 0.3443(5) -0.1002(7) 0.8579(3) 0.0265(15) Uani 1 1 d . . . . .
C7 C 0.3536(6) -0.2375(7) 0.8954(4) 0.0296(16) Uani 1 1 d . . . . .
C8 C 0.4344(5) -0.3307(8) 0.9125(4) 0.0339(17) Uani 1 1 d . . . . .
H8 H 0.4421 -0.4239 0.9375 0.041 Uiso 1 1 calc R U . . .
C9 C 0.5046(6) -0.2927(8) 0.8942(4) 0.0378(18) Uani 1 1 d . . . . .
H9 H 0.5587 -0.3595 0.9062 0.045 Uiso 1 1 calc R U . . .
C10 C 0.4945(6) -0.1556(9) 0.8583(4) 0.0355(17) Uani 1 1 d . . . . .
H10 H 0.5435 -0.1270 0.8472 0.043 Uiso 1 1 calc R U . . .
C11 C 0.4139(5) -0.0599(8) 0.8385(3) 0.0274(15) Uani 1 1 d . . . . .
C12 C 0.2775(6) -0.2853(8) 0.9144(3) 0.0292(16) Uani 1 1 d . . . . .
H12 H 0.2452 -0.1885 0.9178 0.035 Uiso 1 1 calc R U . . .
C13 C 0.2003(8) -0.3816(15) 0.8585(5) 0.087(3) Uani 1 1 d . . . . .
H13A H 0.2309 -0.4678 0.8475 0.130 Uiso 1 1 calc R U . . .
H13B H 0.1626 -0.3178 0.8170 0.130 Uiso 1 1 calc R U . . .
H13C H 0.1565 -0.4227 0.8743 0.130 Uiso 1 1 calc R U . . .
C14 C 0.3166(8) -0.3703(16) 0.9827(5) 0.087(3) Uani 1 1 d . . . . .
H14A H 0.2617 -0.4031 0.9890 0.130 Uiso 1 1 calc R U . . .
H14B H 0.3596 -0.3011 1.0209 0.130 Uiso 1 1 calc R U . . .
H14C H 0.3537 -0.4616 0.9827 0.130 Uiso 1 1 calc R U . . .
C15 C 0.4016(6) 0.0888(8) 0.7978(4) 0.0385(19) Uani 1 1 d . . . . .
H15 H 0.3298 0.1055 0.7663 0.046 Uiso 1 1 calc R U . . .
C16 C 0.4500(6) 0.0818(10) 0.7527(5) 0.048(2) Uani 1 1 d . . . . .
H16A H 0.5214 0.0779 0.7825 0.072 Uiso 1 1 calc R U . . .
H16B H 0.4320 0.1742 0.7231 0.072 Uiso 1 1 calc R U . . .
H16C H 0.4276 -0.0112 0.7235 0.072 Uiso 1 1 calc R U . . .
C17 C 0.4414(7) 0.2290(9) 0.8467(5) 0.057(3) Uani 1 1 d . . . . .
H17A H 0.4042 0.2418 0.8711 0.086 Uiso 1 1 calc R U . . .
H17B H 0.4346 0.3226 0.8196 0.086 Uiso 1 1 calc R U . . .
H17C H 0.5107 0.2123 0.8806 0.086 Uiso 1 1 calc R U . . .
C18 C -0.0220(6) 0.4143(8) 0.8478(5) 0.0390(19) Uani 1 1 d . . . . .
H18A H -0.0711 0.4648 0.8042 0.047 Uiso 1 1 calc R U . . .
H18B H 0.0166 0.4970 0.8812 0.047 Uiso 1 1 calc R U . . .
C19 C -0.0756(6) 0.3191(8) 0.8774(4) 0.0337(17) Uani 1 1 d . . . . .
H19A H -0.0270 0.2608 0.9187 0.040 Uiso 1 1 calc R U . . .
H19B H -0.1112 0.3901 0.8923 0.040 Uiso 1 1 calc R U . . .
C20 C -0.1471(6) 0.2070(8) 0.8241(4) 0.0341(18) Uani 1 1 d . . . . .
H20A H -0.1944 0.2670 0.7830 0.041 Uiso 1 1 calc R U . . .
H20B H -0.1105 0.1383 0.8093 0.041 Uiso 1 1 calc R U . . .
C21 C -0.2700(6) 0.0127(10) 0.7871(4) 0.045(2) Uani 1 1 d . . . . .
H21A H -0.3093 -0.0538 0.7997 0.067 Uiso 1 1 calc R U . . .
H21B H -0.2315 -0.0520 0.7731 0.067 Uiso 1 1 calc R U . . .
H21C H -0.3135 0.0803 0.7484 0.067 Uiso 1 1 calc R U . . .
C22 C -0.2633(6) 0.2065(9) 0.8663(4) 0.044(2) Uani 1 1 d . . . . .
H22A H -0.3016 0.2797 0.8286 0.067 Uiso 1 1 calc R U . . .
H22B H -0.2202 0.2641 0.9088 0.067 Uiso 1 1 calc R U . . .
H22C H -0.3078 0.1410 0.8743 0.067 Uiso 1 1 calc R U . . .
Cu1 Cu 0.13828(8) 0.17548(11) 0.97056(5) 0.0402(3) Uani 1 1 d . . . . .
Cu2 Cu -0.11394(7) -0.03726(9) 0.93206(5) 0.0334(2) Uani 1 1 d . . . . .
N1 N 0.1643(4) 0.1813(6) 0.8456(3) 0.0268(13) Uani 1 1 d . . . . .
N2 N 0.0444(5) 0.3190(6) 0.8335(3) 0.0356(15) Uani 1 1 d . . . . .
N3 N 0.2591(4) -0.0046(6) 0.8332(3) 0.0252(12) Uani 1 1 d . . . . .
N4 N -0.2034(4) 0.1082(6) 0.8472(3) 0.0290(13) Uani 1 1 d . . . . .
I1 I 0.06096(4) -0.11341(5) 0.94663(2) 0.03021(15) Uani 1 1 d . . . . .
I2 I 0.20814(4) 0.30407(5) 1.08631(3) 0.04197(18) Uani 1 1 d . . . . .


_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
C1 N2 1.329(9) . ?
C1 N1 1.378(9) . ?
C1 Cu1 1.928(7) . ?
C2 C3 1.354(10) . ?
C2 N1 1.377(9) . ?
C2 H2 0.9500 . ?
C3 N2 1.392(9) . ?
C3 H3 0.9500 . ?
C4 N3 1.267(8) . ?
C4 N1 1.436(9) . ?
C4 C5 1.506(10) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.403(10) . ?
C6 C7 1.413(10) . ?
C6 N3 1.430(8) . ?
C7 C8 1.388(10) . ?
C7 C12 1.507(10) . ?
C8 C9 1.388(11) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(11) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(10) . ?
C10 H10 0.9500 . ?
C11 C15 1.523(10) . ?
C12 C13 1.484(13) . ?
C12 C14 1.513(12) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.529(11) . ?
C15 C17 1.534(11) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.480(9) . ?
C18 C19 1.537(10) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.509(10) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.489(9) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N4 1.471(9) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N4 1.477(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Cu1 I2 2.4958(11) . ?
Cu1 Cu2 2.6553(13) 3_557 ?
Cu1 I1 2.7060(10) . ?
Cu2 N4 2.114(6) . ?
Cu2 I2 2.6552(10) 3_557 ?
Cu2 Cu1 2.6553(13) 3_557 ?
Cu2 I1 2.6841(11) . ?
Cu2 I1 2.7198(10) 3_557 ?
I1 Cu2 2.7198(10) 3_557 ?
I2 Cu2 2.6552(10) 3_557 ?

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
N2 C1 N1 103.6(6) . . ?
N2 C1 Cu1 126.0(6) . . ?
N1 C1 Cu1 129.2(5) . . ?
C3 C2 N1 106.7(6) . . ?
C3 C2 H2 126.6 . . ?
N1 C2 H2 126.6 . . ?
C2 C3 N2 105.7(6) . . ?
C2 C3 H3 127.2 . . ?
N2 C3 H3 127.2 . . ?
N3 C4 N1 116.1(6) . . ?
N3 C4 C5 128.2(7) . . ?
N1 C4 C5 115.6(6) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 121.4(6) . . ?
C11 C6 N3 117.6(6) . . ?
C7 C6 N3 120.8(6) . . ?
C8 C7 C6 117.3(7) . . ?
C8 C7 C12 120.7(6) . . ?
C6 C7 C12 122.0(6) . . ?
C7 C8 C9 122.4(7) . . ?
C7 C8 H8 118.8 . . ?
C9 C8 H8 118.8 . . ?
C8 C9 C10 119.1(7) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C11 C10 C9 120.9(7) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C6 118.9(6) . . ?
C10 C11 C15 121.0(7) . . ?
C6 C11 C15 120.1(6) . . ?
C13 C12 C7 110.7(6) . . ?
C13 C12 C14 108.8(8) . . ?
C7 C12 C14 115.4(7) . . ?
C13 C12 H12 107.2 . . ?
C7 C12 H12 107.2 . . ?
C14 C12 H12 107.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C16 113.4(6) . . ?
C11 C15 C17 111.0(6) . . ?
C16 C15 C17 109.4(7) . . ?
C11 C15 H15 107.6 . . ?
C16 C15 H15 107.6 . . ?
C17 C15 H15 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.9(6) . . ?
N2 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
N2 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 111.1(6) . . ?
C20 C19 H19A 109.4 . . ?
C18 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
C18 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
N4 C20 C19 115.9(6) . . ?
N4 C20 H20A 108.3 . . ?
C19 C20 H20A 108.3 . . ?
N4 C20 H20B 108.3 . . ?
C19 C20 H20B 108.3 . . ?
H20A C20 H20B 107.4 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 Cu1 I2 134.7(2) . . ?
C1 Cu1 Cu2 161.4(2) . 3_557 ?
I2 Cu1 Cu2 61.97(3) . 3_557 ?
C1 Cu1 I1 102.8(2) . . ?
I2 Cu1 I1 122.43(4) . . ?
Cu2 Cu1 I1 60.96(3) 3_557 . ?
N4 Cu2 I2 107.68(16) . 3_557 ?
N4 Cu2 Cu1 133.65(16) . 3_557 ?
I2 Cu2 Cu1 56.06(3) 3_557 3_557 ?
N4 Cu2 I1 116.18(16) . . ?
I2 Cu2 I1 105.42(3) 3_557 . ?
Cu1 Cu2 I1 110.13(4) 3_557 . ?
N4 Cu2 I1 109.84(16) . 3_557 ?
I2 Cu2 I1 116.07(3) 3_557 3_557 ?
Cu1 Cu2 I1 60.44(3) 3_557 3_557 ?
I1 Cu2 I1 101.84(3) . 3_557 ?
C2 N1 C1 111.2(6) . . ?
C2 N1 C4 124.0(6) . . ?
C1 N1 C4 124.8(6) . . ?
C1 N2 C3 112.7(6) . . ?
C1 N2 C18 124.5(7) . . ?
C3 N2 C18 122.5(6) . . ?
C4 N3 C6 119.6(6) . . ?
C21 N4 C22 108.3(6) . . ?
C21 N4 C20 106.6(6) . . ?
C22 N4 C20 110.0(6) . . ?
C21 N4 Cu2 109.5(4) . . ?
C22 N4 Cu2 108.7(4) . . ?
C20 N4 Cu2 113.5(4) . . ?
Cu2 I1 Cu1 97.56(3) . . ?
Cu2 I1 Cu2 78.16(3) . 3_557 ?
Cu1 I1 Cu2 58.60(3) . 3_557 ?
Cu1 I2 Cu2 61.97(3) . 3_557 ?

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
N1 C2 C3 N2 -0.2(7) . . . . ?
C11 C6 C7 C8 0.2(10) . . . . ?
N3 C6 C7 C8 174.7(6) . . . . ?
C11 C6 C7 C12 -177.7(6) . . . . ?
N3 C6 C7 C12 -3.2(9) . . . . ?
C6 C7 C8 C9 0.3(10) . . . . ?
C12 C7 C8 C9 178.2(7) . . . . ?
C7 C8 C9 C10 0.8(11) . . . . ?
C8 C9 C10 C11 -2.3(11) . . . . ?
C9 C10 C11 C6 2.8(11) . . . . ?
C9 C10 C11 C15 -178.8(7) . . . . ?
C7 C6 C11 C10 -1.7(10) . . . . ?
N3 C6 C11 C10 -176.3(6) . . . . ?
C7 C6 C11 C15 179.8(6) . . . . ?
N3 C6 C11 C15 5.2(9) . . . . ?
C8 C7 C12 C13 -88.7(9) . . . . ?
C6 C7 C12 C13 89.1(9) . . . . ?
C8 C7 C12 C14 35.4(10) . . . . ?
C6 C7 C12 C14 -146.8(8) . . . . ?
C10 C11 C15 C16 28.4(10) . . . . ?
C6 C11 C15 C16 -153.1(7) . . . . ?
C10 C11 C15 C17 -95.2(8) . . . . ?
C6 C11 C15 C17 83.3(9) . . . . ?
N2 C18 C19 C20 -67.2(9) . . . . ?
C18 C19 C20 N4 180.0(6) . . . . ?
C3 C2 N1 C1 0.5(8) . . . . ?
C3 C2 N1 C4 179.6(6) . . . . ?
N2 C1 N1 C2 -0.6(7) . . . . ?
Cu1 C1 N1 C2 167.3(5) . . . . ?
N2 C1 N1 C4 -179.7(6) . . . . ?
Cu1 C1 N1 C4 -11.8(10) . . . . ?
N3 C4 N1 C2 -26.3(9) . . . . ?
C5 C4 N1 C2 151.8(6) . . . . ?
N3 C4 N1 C1 152.6(6) . . . . ?
C5 C4 N1 C1 -29.3(9) . . . . ?
N1 C1 N2 C3 0.5(8) . . . . ?
Cu1 C1 N2 C3 -167.9(5) . . . . ?
N1 C1 N2 C18 -174.2(6) . . . . ?
Cu1 C1 N2 C18 17.4(10) . . . . ?
C2 C3 N2 C1 -0.2(8) . . . . ?
C2 C3 N2 C18 174.6(6) . . . . ?
C19 C18 N2 C1 -59.0(10) . . . . ?
C19 C18 N2 C3 126.8(7) . . . . ?
N1 C4 N3 C6 177.1(5) . . . . ?
C5 C4 N3 C6 -0.7(10) . . . . ?
C11 C6 N3 C4 -108.2(7) . . . . ?
C7 C6 N3 C4 77.2(8) . . . . ?
C19 C20 N4 C21 178.3(6) . . . . ?
C19 C20 N4 C22 61.1(8) . . . . ?
C19 C20 N4 Cu2 -61.0(7) . . . . ?

_refine_diff_density_max         1.164
_refine_diff_density_min         -3.176
_refine_diff_density_rms         0.482

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr160726
_database_code_depnum_ccdc_archive 'CCDC 1896577'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H32 Cl3 Cr N4'
_chemical_formula_sum            'C21 H32 Cl3 Cr N4'
_chemical_formula_weight         498.85

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 '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                   9.2760(10)
_cell_length_b                   10.6492(12)
_cell_length_c                   15.4308(17)
_cell_angle_alpha                94.943(2)
_cell_angle_beta                 105.109(2)
_cell_angle_gamma                96.726(2)
_cell_volume                     1450.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4398
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      25.66

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_F_000             522
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.683
_shelx_estimated_absorpt_T_min   0.887
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6679
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26545
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.940
_diffrn_reflns_theta_max         28.137
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7041
_reflns_number_gt                4193
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'


_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)+(0.0562P)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         7041
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1184
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_restrained_S_all      0.961
_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
C1 C 0.4728(3) 0.7933(2) 0.11247(18) 0.0274(6) Uani 1 1 d . . . . .
C2 C 0.2341(3) 0.7830(3) 0.1245(2) 0.0374(7) Uani 1 1 d . . . . .
H2 H 0.1510 0.7858 0.1495 0.045 Uiso 1 1 calc R U . . .
C3 C 0.2287(3) 0.7560(3) 0.0374(2) 0.0374(7) Uani 1 1 d . . . . .
H3 H 0.1398 0.7356 -0.0116 0.045 Uiso 1 1 calc R U . . .
C4 C 0.4623(3) 0.8349(2) 0.26399(18) 0.0258(6) Uani 1 1 d . . . . .
C5 C 0.3655(3) 0.8501(3) 0.32541(19) 0.0374(7) Uani 1 1 d . . . . .
H5A H 0.4280 0.8629 0.3882 0.056 Uiso 1 1 calc R U . . .
H5B H 0.2910 0.7734 0.3160 0.056 Uiso 1 1 calc R U . . .
H5C H 0.3132 0.9241 0.3128 0.056 Uiso 1 1 calc R U . . .
C6 C 0.6921(3) 0.8868(2) 0.37712(17) 0.0232(6) Uani 1 1 d . . . . .
C7 C 0.7586(3) 0.7980(2) 0.43002(17) 0.0256(6) Uani 1 1 d . . . . .
C8 C 0.8424(3) 0.8408(3) 0.51859(18) 0.0330(7) Uani 1 1 d . . . . .
H8 H 0.8870 0.7814 0.5559 0.040 Uiso 1 1 calc R U . . .
C9 C 0.8625(3) 0.9666(3) 0.55341(19) 0.0373(7) Uani 1 1 d . . . . .
H9 H 0.9218 0.9939 0.6137 0.045 Uiso 1 1 calc R U . . .
C10 C 0.7961(3) 1.0527(3) 0.50044(19) 0.0333(7) Uani 1 1 d . . . . .
H10 H 0.8108 1.1398 0.5247 0.040 Uiso 1 1 calc R U . . .
C11 C 0.7075(3) 1.0152(2) 0.41143(18) 0.0261(6) Uani 1 1 d . . . . .
C12 C 0.7340(3) 0.6570(3) 0.39605(19) 0.0336(7) Uani 1 1 d . . . . .
H12 H 0.6958 0.6484 0.3286 0.040 Uiso 1 1 calc R U . . .
C13 C 0.6147(4) 0.5836(3) 0.4304(3) 0.0752(13) Uani 1 1 d . . . . .
H13A H 0.6513 0.5852 0.4961 0.113 Uiso 1 1 calc R U . . .
H13B H 0.5932 0.4952 0.4017 0.113 Uiso 1 1 calc R U . . .
H13C H 0.5223 0.6229 0.4156 0.113 Uiso 1 1 calc R U . . .
C14 C 0.8795(4) 0.5989(3) 0.4187(3) 0.0636(11) Uani 1 1 d . . . . .
H14A H 0.9557 0.6485 0.3969 0.095 Uiso 1 1 calc R U . . .
H14B H 0.8603 0.5108 0.3895 0.095 Uiso 1 1 calc R U . . .
H14C H 0.9161 0.5998 0.4844 0.095 Uiso 1 1 calc R U . . .
C15 C 0.6350(3) 1.1173(2) 0.3599(2) 0.0340(7) Uani 1 1 d . . . . .
H15 H 0.5733 1.0762 0.2987 0.041 Uiso 1 1 calc R U . . .
C16 C 0.5300(4) 1.1788(3) 0.4076(3) 0.0540(9) Uani 1 1 d . . . . .
H16A H 0.4528 1.1127 0.4151 0.081 Uiso 1 1 calc R U . . .
H16B H 0.4812 1.2408 0.3711 0.081 Uiso 1 1 calc R U . . .
H16C H 0.5890 1.2220 0.4671 0.081 Uiso 1 1 calc R U . . .
C17 C 0.7542(4) 1.2215(3) 0.3473(2) 0.0466(8) Uani 1 1 d . . . . .
H17A H 0.8094 1.2688 0.4062 0.070 Uiso 1 1 calc R U . . .
H17B H 0.7045 1.2800 0.3077 0.070 Uiso 1 1 calc R U . . .
H17C H 0.8250 1.1824 0.3200 0.070 Uiso 1 1 calc R U . . .
C18 C 0.4287(3) 0.7318(3) -0.04848(18) 0.0342(7) Uani 1 1 d . . . . .
H18A H 0.3534 0.7490 -0.1031 0.041 Uiso 1 1 calc R U . . .
H18B H 0.4370 0.6398 -0.0550 0.041 Uiso 1 1 calc R U . . .
C19 C 0.5801(3) 0.8080(3) -0.0423(2) 0.0401(7) Uani 1 1 d . . . . .
H19A H 0.5990 0.7962 -0.1025 0.048 Uiso 1 1 calc R U . . .
H19B H 0.5725 0.8993 -0.0292 0.048 Uiso 1 1 calc R U . . .
C20 C 0.8445(4) 0.8667(4) 0.0168(2) 0.0554(10) Uani 1 1 d . . . . .
H20A H 0.8588 0.8474 -0.0434 0.083 Uiso 1 1 calc R U . . .
H20B H 0.9361 0.8566 0.0630 0.083 Uiso 1 1 calc R U . . .
H20C H 0.8240 0.9545 0.0246 0.083 Uiso 1 1 calc R U . . .
C21 C 0.7447(4) 0.6481(3) -0.0008(2) 0.0581(10) Uani 1 1 d . . . . .
H21A H 0.7643 0.6449 -0.0603 0.087 Uiso 1 1 calc R U . . .
H21B H 0.6564 0.5859 -0.0037 0.087 Uiso 1 1 calc R U . . .
H21C H 0.8327 0.6279 0.0438 0.087 Uiso 1 1 calc R U . . .
N1 N 0.3871(2) 0.8064(2) 0.17108(14) 0.0269(5) Uani 1 1 d . . . . .
N2 N 0.3763(2) 0.7628(2) 0.03101(14) 0.0286(5) Uani 1 1 d . . . . .
N3 N 0.6064(2) 0.84429(18) 0.28295(14) 0.0207(5) Uani 1 1 d . . . . .
N4 N 0.7154(3) 0.7782(2) 0.02637(16) 0.0377(6) Uani 1 1 d . . . . .
Cl1 Cl 0.71235(9) 1.02048(7) 0.15691(5) 0.0416(2) Uani 1 1 d . . . . .
Cl2 Cl 0.94691(7) 0.80492(8) 0.23891(5) 0.0435(2) Uani 1 1 d . . . . .
Cl3 Cl 0.62480(9) 0.58641(7) 0.16471(5) 0.0423(2) Uani 1 1 d . . . . .
Cr1 Cr 0.69367(4) 0.80493(4) 0.16511(3) 0.02518(13) Uani 1 1 d . . . . .


_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
C1 N2 1.327(3) . ?
C1 N1 1.359(3) . ?
C1 Cr1 1.982(3) . ?
C2 C3 1.337(4) . ?
C2 N1 1.396(3) . ?
C2 H2 0.9500 . ?
C3 N2 1.392(3) . ?
C3 H3 0.9500 . ?
C4 N3 1.282(3) . ?
C4 N1 1.410(3) . ?
C4 C5 1.477(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.396(3) . ?
C6 C11 1.400(3) . ?
C6 N3 1.466(3) . ?
C7 C8 1.392(4) . ?
C7 C12 1.517(4) . ?
C8 C9 1.372(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.401(4) . ?
C10 H10 0.9500 . ?
C11 C15 1.518(4) . ?
C12 C13 1.513(5) . ?
C12 C14 1.521(4) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.534(4) . ?
C15 C16 1.536(4) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.459(3) . ?
C18 C19 1.514(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 N4 1.502(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.482(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 N4 1.488(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N3 Cr1 2.203(2) . ?
N4 Cr1 2.199(2) . ?
Cl1 Cr1 2.2985(9) . ?
Cl2 Cr1 2.3282(8) . ?
Cl3 Cr1 2.3390(9) . ?

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
N2 C1 N1 105.9(2) . . ?
N2 C1 Cr1 136.5(2) . . ?
N1 C1 Cr1 117.21(18) . . ?
C3 C2 N1 105.8(2) . . ?
C3 C2 H2 127.1 . . ?
N1 C2 H2 127.1 . . ?
C2 C3 N2 107.9(2) . . ?
C2 C3 H3 126.0 . . ?
N2 C3 H3 126.0 . . ?
N3 C4 N1 114.6(2) . . ?
N3 C4 C5 129.2(2) . . ?
N1 C4 C5 116.2(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 121.6(2) . . ?
C7 C6 N3 118.8(2) . . ?
C11 C6 N3 119.5(2) . . ?
C8 C7 C6 118.0(2) . . ?
C8 C7 C12 119.7(2) . . ?
C6 C7 C12 122.3(2) . . ?
C9 C8 C7 121.7(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C10 119.5(3) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 121.6(3) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C6 C11 C10 117.6(3) . . ?
C6 C11 C15 125.2(2) . . ?
C10 C11 C15 117.3(2) . . ?
C13 C12 C7 111.6(2) . . ?
C13 C12 C14 110.7(3) . . ?
C7 C12 C14 112.4(2) . . ?
C13 C12 H12 107.3 . . ?
C7 C12 H12 107.3 . . ?
C14 C12 H12 107.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C17 111.5(2) . . ?
C11 C15 C16 111.6(3) . . ?
C17 C15 C16 109.1(2) . . ?
C11 C15 H15 108.2 . . ?
C17 C15 H15 108.2 . . ?
C16 C15 H15 108.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.1(2) . . ?
N2 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
N2 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
N4 C19 C18 117.4(3) . . ?
N4 C19 H19A 107.9 . . ?
C18 C19 H19A 107.9 . . ?
N4 C19 H19B 107.9 . . ?
C18 C19 H19B 107.9 . . ?
H19A C19 H19B 107.2 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 N1 C2 110.2(2) . . ?
C1 N1 C4 117.8(2) . . ?
C2 N1 C4 131.9(2) . . ?
C1 N2 C3 110.1(2) . . ?
C1 N2 C18 121.1(2) . . ?
C3 N2 C18 128.5(2) . . ?
C4 N3 C6 117.3(2) . . ?
C4 N3 Cr1 114.32(17) . . ?
C6 N3 Cr1 128.24(15) . . ?
C20 N4 C21 105.7(3) . . ?
C20 N4 C19 105.1(2) . . ?
C21 N4 C19 109.0(2) . . ?
C20 N4 Cr1 110.69(18) . . ?
C21 N4 Cr1 113.3(2) . . ?
C19 N4 Cr1 112.49(17) . . ?
C1 Cr1 N4 87.99(10) . . ?
C1 Cr1 N3 75.86(9) . . ?
N4 Cr1 N3 163.14(8) . . ?
C1 Cr1 Cl1 88.19(8) . . ?
N4 Cr1 Cl1 88.56(7) . . ?
N3 Cr1 Cl1 86.18(6) . . ?
C1 Cr1 Cl2 173.63(9) . . ?
N4 Cr1 Cl2 96.81(6) . . ?
N3 Cr1 Cl2 99.66(5) . . ?
Cl1 Cr1 Cl2 96.09(3) . . ?
C1 Cr1 Cl3 80.89(8) . . ?
N4 Cr1 Cl3 92.28(7) . . ?
N3 Cr1 Cl3 89.91(6) . . ?
Cl1 Cr1 Cl3 169.01(3) . . ?
Cl2 Cr1 Cl3 94.69(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
N1 C2 C3 N2 0.0(3) . . . . ?
C11 C6 C7 C8 -0.5(4) . . . . ?
N3 C6 C7 C8 178.5(2) . . . . ?
C11 C6 C7 C12 175.6(2) . . . . ?
N3 C6 C7 C12 -5.4(4) . . . . ?
C6 C7 C8 C9 -1.1(4) . . . . ?
C12 C7 C8 C9 -177.3(3) . . . . ?
C7 C8 C9 C10 1.2(4) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C7 C6 C11 C10 1.9(4) . . . . ?
N3 C6 C11 C10 -177.1(2) . . . . ?
C7 C6 C11 C15 -177.9(2) . . . . ?
N3 C6 C11 C15 3.2(4) . . . . ?
C9 C10 C11 C6 -1.8(4) . . . . ?
C9 C10 C11 C15 178.0(2) . . . . ?
C8 C7 C12 C13 77.2(3) . . . . ?
C6 C7 C12 C13 -98.9(3) . . . . ?
C8 C7 C12 C14 -48.0(4) . . . . ?
C6 C7 C12 C14 136.0(3) . . . . ?
C6 C11 C15 C17 -117.3(3) . . . . ?
C10 C11 C15 C17 62.9(3) . . . . ?
C6 C11 C15 C16 120.3(3) . . . . ?
C10 C11 C15 C16 -59.4(3) . . . . ?
N2 C18 C19 N4 69.4(3) . . . . ?
N2 C1 N1 C2 0.2(3) . . . . ?
Cr1 C1 N1 C2 -173.96(18) . . . . ?
N2 C1 N1 C4 177.9(2) . . . . ?
Cr1 C1 N1 C4 3.7(3) . . . . ?
C3 C2 N1 C1 -0.1(3) . . . . ?
C3 C2 N1 C4 -177.4(3) . . . . ?
N3 C4 N1 C1 -0.6(3) . . . . ?
C5 C4 N1 C1 179.2(2) . . . . ?
N3 C4 N1 C2 176.5(3) . . . . ?
C5 C4 N1 C2 -3.7(4) . . . . ?
N1 C1 N2 C3 -0.2(3) . . . . ?
Cr1 C1 N2 C3 172.2(2) . . . . ?
N1 C1 N2 C18 -175.4(2) . . . . ?
Cr1 C1 N2 C18 -2.9(4) . . . . ?
C2 C3 N2 C1 0.1(3) . . . . ?
C2 C3 N2 C18 174.8(3) . . . . ?
C19 C18 N2 C1 -34.1(3) . . . . ?
C19 C18 N2 C3 151.7(3) . . . . ?
N1 C4 N3 C6 173.7(2) . . . . ?
C5 C4 N3 C6 -6.0(4) . . . . ?
N1 C4 N3 Cr1 -2.5(3) . . . . ?
C5 C4 N3 Cr1 177.7(2) . . . . ?
C7 C6 N3 C4 106.6(3) . . . . ?
C11 C6 N3 C4 -74.4(3) . . . . ?
C7 C6 N3 Cr1 -77.7(3) . . . . ?
C11 C6 N3 Cr1 101.3(2) . . . . ?
C18 C19 N4 C20 -179.9(3) . . . . ?
C18 C19 N4 C21 67.2(3) . . . . ?
C18 C19 N4 Cr1 -59.3(3) . . . . ?

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.066

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.143 0.368 0.241 175.3 42.8
2 -0.144 0.632 0.758 174.3 43.0
_platon_squeeze_details          
;
The residual electron density was assigned to one molecule of 
the tetrahydrofuran solvent [86/2= 43 e per asymmetric unit; one molecule of C4H8O1 would give 40 e]. 
;

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr161108
_database_code_depnum_ccdc_archive 'CCDC 1896575'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;




_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H32 Cl Cu N4'
_chemical_formula_sum            'C21 H32 Cl Cu N4'
_chemical_formula_weight         439.49

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'
Cu Cu 0.3201 1.2651 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.5696(5)
_cell_length_b                   11.3251(5)
_cell_length_c                   17.3683(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.4890(10)
_cell_angle_gamma                90
_cell_volume                     2274.95(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6870
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.88

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.090
_shelx_estimated_absorpt_T_min   0.765
_shelx_estimated_absorpt_T_max   0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6749
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21300
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.761
_diffrn_reflns_theta_max         28.023
_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             5494
_reflns_number_gt                4168
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0430P)²+1.3854P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5494
_refine_ls_number_parameters     259
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.031
_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
C1 C 0.71245(19) 0.66279(18) 0.10825(12) 0.0270(4) Uani 1 1 d . . . . .
C2 C 0.8411(2) 0.52190(19) 0.07460(14) 0.0357(5) Uani 1 1 d . . . . .
H2 H 0.9059 0.4846 0.0525 0.043 Uiso 1 1 calc R U . . .
C3 C 0.7610(2) 0.4708(2) 0.11721(14) 0.0388(6) Uani 1 1 d . . . . .
H3 H 0.7579 0.3899 0.1313 0.047 Uiso 1 1 calc R U . . .
C4 C 0.87964(18) 0.72398(17) 0.02863(11) 0.0250(4) Uani 1 1 d . . . . .
C5 C 0.8456(2) 0.85076(19) 0.03295(15) 0.0366(5) Uani 1 1 d . . . . .
H5A H 0.8993 0.8985 0.0033 0.055 Uiso 1 1 calc R U . . .
H5B H 0.8481 0.8765 0.0868 0.055 Uiso 1 1 calc R U . . .
H5C H 0.7670 0.8605 0.0115 0.055 Uiso 1 1 calc R U . . .
C6 C 1.04215(18) 0.75237(18) -0.04733(12) 0.0280(4) Uani 1 1 d . . . . .
C7 C 1.0207(2) 0.7727(2) -0.12590(13) 0.0332(5) Uani 1 1 d . . . . .
C8 C 1.1031(2) 0.8338(2) -0.16656(15) 0.0423(6) Uani 1 1 d . . . . .
H8 H 1.0900 0.8489 -0.2199 0.051 Uiso 1 1 calc R U . . .
C9 C 1.2039(2) 0.8730(2) -0.13106(17) 0.0462(7) Uani 1 1 d . . . . .
H9 H 1.2594 0.9147 -0.1598 0.055 Uiso 1 1 calc R U . . .
C10 C 1.2238(2) 0.8517(2) -0.05403(18) 0.0445(6) Uani 1 1 d . . . . .
H10 H 1.2935 0.8793 -0.0301 0.053 Uiso 1 1 calc R U . . .
C11 C 1.1443(2) 0.79051(19) -0.00987(15) 0.0359(5) Uani 1 1 d . . . . .
C12 C 0.9099(2) 0.7277(2) -0.16556(14) 0.0449(6) Uani 1 1 d D . . . .
H12 H 0.8485 0.7380 -0.1266 0.054 Uiso 0.55 1 calc R U P A 1
H12B H 0.8681 0.6799 -0.1267 0.054 Uiso 0.45 1 calc R U P B 2
C13 C 0.9128(6) 0.6023(6) -0.1808(4) 0.0676(14) Uani 0.55 1 d . . P C 1
H13A H 0.9751 0.5850 -0.2163 0.101 Uiso 0.55 1 calc R U P C 1
H13B H 0.8387 0.5775 -0.2041 0.101 Uiso 0.55 1 calc R U P C 1
H13C H 0.9267 0.5595 -0.1325 0.101 Uiso 0.55 1 calc R U P C 1
C14 C 0.8722(6) 0.8071(7) -0.2333(4) 0.0685(15) Uani 0.55 1 d . . P C 1
H14A H 0.9256 0.7966 -0.2757 0.103 Uiso 0.55 1 calc R U P C 1
H14B H 0.8733 0.8898 -0.2167 0.103 Uiso 0.55 1 calc R U P C 1
H14C H 0.7938 0.7856 -0.2508 0.103 Uiso 0.55 1 calc R U P C 1
C13B C 0.9367(7) 0.6419(7) -0.2354(4) 0.0676(14) Uani 0.45 1 d D . P C 2
H13D H 0.8642 0.6091 -0.2565 0.101 Uiso 0.45 1 calc R U P C 2
H13E H 0.9869 0.5774 -0.2171 0.101 Uiso 0.45 1 calc R U P C 2
H13F H 0.9757 0.6862 -0.2757 0.101 Uiso 0.45 1 calc R U P C 2
C14B C 0.8298(8) 0.8168(9) -0.1939(5) 0.0685(15) Uani 0.45 1 d . . P C 2
H14D H 0.7970 0.8589 -0.1502 0.103 Uiso 0.45 1 calc R U P C 2
H14E H 0.7675 0.7791 -0.2242 0.103 Uiso 0.45 1 calc R U P C 2
H14F H 0.8708 0.8729 -0.2264 0.103 Uiso 0.45 1 calc R U P C 2
C15 C 1.1670(2) 0.7669(3) 0.07498(17) 0.0504(7) Uani 1 1 d . . . . .
H15 H 1.1008 0.7195 0.0943 0.060 Uiso 1 1 calc R U . . .
C16 C 1.1738(3) 0.8810(3) 0.12162(19) 0.0708(9) Uani 1 1 d . . . . .
H16A H 1.2380 0.9294 0.1036 0.106 Uiso 1 1 calc R U . . .
H16B H 1.1867 0.8621 0.1762 0.106 Uiso 1 1 calc R U . . .
H16C H 1.1012 0.9248 0.1149 0.106 Uiso 1 1 calc R U . . .
C17 C 1.2774(3) 0.6953(3) 0.0890(2) 0.0805(12) Uani 1 1 d . . . . .
H17A H 1.2719 0.6207 0.0606 0.121 Uiso 1 1 calc R U . . .
H17B H 1.2874 0.6789 0.1442 0.121 Uiso 1 1 calc R U . . .
H17C H 1.3439 0.7404 0.0713 0.121 Uiso 1 1 calc R U . . .
C18 C 0.5815(2) 0.5366(2) 0.18407(16) 0.0494(7) Uani 1 1 d . . . . .
H18A H 0.5493 0.6135 0.2002 0.059 Uiso 1 1 calc R U . . .
H18B H 0.6053 0.4926 0.2311 0.059 Uiso 1 1 calc R U . . .
C19 C 0.4886(2) 0.4675(3) 0.14064(17) 0.0514(7) Uani 1 1 d . . . . .
H19A H 0.4181 0.4653 0.1717 0.062 Uiso 1 1 calc R U . . .
H19B H 0.4691 0.5089 0.0918 0.062 Uiso 1 1 calc R U . . .
C20 C 0.4508(4) 0.2951(4) 0.0636(2) 0.0920(14) Uani 1 1 d . . . . .
H20A H 0.4798 0.2159 0.0521 0.138 Uiso 1 1 calc R U . . .
H20B H 0.4525 0.3439 0.0170 0.138 Uiso 1 1 calc R U . . .
H20C H 0.3711 0.2894 0.0811 0.138 Uiso 1 1 calc R U . . .
C21 C 0.5218(3) 0.2748(2) 0.19108(17) 0.0541(7) Uani 1 1 d . . . . .
H21A H 0.5767 0.3057 0.2300 0.081 Uiso 1 1 calc R U . . .
H21B H 0.5440 0.1941 0.1773 0.081 Uiso 1 1 calc R U . . .
H21C H 0.4439 0.2742 0.2119 0.081 Uiso 1 1 calc R U . . .
Cu1 Cu 0.62398(2) 0.80234(2) 0.11762(2) 0.03198(9) Uani 1 1 d . . . . .
N1 N 0.81103(15) 0.64064(15) 0.06891(10) 0.0261(4) Uani 1 1 d . . . . .
N2 N 0.68337(17) 0.55750(16) 0.13708(11) 0.0345(4) Uani 1 1 d . . . . .
N3 N 0.96407(15) 0.68061(15) -0.00584(10) 0.0271(4) Uani 1 1 d . . . . .
N4 N 0.52321(19) 0.3486(2) 0.12362(12) 0.0448(5) Uani 1 1 d . . . . .
Cl1 Cl 0.51922(5) 0.95255(5) 0.12545(4) 0.04481(16) Uani 1 1 d . . . . .


_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
C1 N2 1.340(3) . ?
C1 N1 1.368(3) . ?
C1 Cu1 1.892(2) . ?
C2 C3 1.333(3) . ?
C2 N1 1.392(3) . ?
C2 H2 0.9500 . ?
C3 N2 1.380(3) . ?
C3 H3 0.9500 . ?
C4 N3 1.259(3) . ?
C4 N1 1.428(3) . ?
C4 C5 1.491(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.400(3) . ?
C6 C11 1.402(3) . ?
C6 N3 1.425(3) . ?
C7 C8 1.387(3) . ?
C7 C12 1.527(3) . ?
C8 C9 1.378(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.373(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(3) . ?
C10 H10 0.9500 . ?
C11 C15 1.514(4) . ?
C12 C13 1.445(7) . ?
C12 C14B 1.447(9) . ?
C12 C14 1.535(7) . ?
C12 C13B 1.592(6) . ?
C12 H12 1.0000 . ?
C12 H12B 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15 C16 1.527(4) . ?
C15 C17 1.527(4) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.470(3) . ?
C18 C19 1.515(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 N4 1.437(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.454(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 N4 1.440(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
Cu1 Cl1 2.0952(6) . ?

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
N2 C1 N1 104.14(17) . . ?
N2 C1 Cu1 124.73(16) . . ?
N1 C1 Cu1 131.00(15) . . ?
C3 C2 N1 106.4(2) . . ?
C3 C2 H2 126.8 . . ?
N1 C2 H2 126.8 . . ?
C2 C3 N2 107.3(2) . . ?
C2 C3 H3 126.4 . . ?
N2 C3 H3 126.4 . . ?
N3 C4 N1 115.04(18) . . ?
N3 C4 C5 127.51(19) . . ?
N1 C4 C5 117.44(18) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 121.9(2) . . ?
C7 C6 N3 119.21(19) . . ?
C11 C6 N3 118.6(2) . . ?
C8 C7 C6 118.1(2) . . ?
C8 C7 C12 121.2(2) . . ?
C6 C7 C12 120.7(2) . . ?
C9 C8 C7 121.2(2) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C10 C9 C8 119.9(2) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.7(2) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C10 C11 C6 117.2(2) . . ?
C10 C11 C15 121.4(2) . . ?
C6 C11 C15 121.3(2) . . ?
C13 C12 C7 112.8(3) . . ?
C14B C12 C7 116.3(4) . . ?
C13 C12 C14 116.3(4) . . ?
C7 C12 C14 111.6(3) . . ?
C14B C12 C13B 107.6(5) . . ?
C7 C12 C13B 111.7(3) . . ?
C13 C12 H12 105.0 . . ?
C7 C12 H12 105.0 . . ?
C14 C12 H12 105.0 . . ?
C14B C12 H12B 106.9 . . ?
C7 C12 H12B 106.9 . . ?
C13B C12 H12B 106.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13B H13D 109.5 . . ?
C12 C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C12 C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C12 C14B H14D 109.5 . . ?
C12 C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C12 C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C11 C15 C16 111.9(2) . . ?
C11 C15 C17 111.9(3) . . ?
C16 C15 C17 109.5(2) . . ?
C11 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C17 C15 H15 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.0(2) . . ?
N2 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
N2 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
N4 C19 C18 112.9(2) . . ?
N4 C19 H19A 109.0 . . ?
C18 C19 H19A 109.0 . . ?
N4 C19 H19B 109.0 . . ?
C18 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 Cu1 Cl1 177.22(7) . . ?
C1 N1 C2 110.60(17) . . ?
C1 N1 C4 127.22(17) . . ?
C2 N1 C4 122.15(18) . . ?
C1 N2 C3 111.61(18) . . ?
C1 N2 C18 124.28(19) . . ?
C3 N2 C18 124.11(19) . . ?
C4 N3 C6 121.87(17) . . ?
C19 N4 C21 111.6(2) . . ?
C19 N4 C20 112.3(3) . . ?
C21 N4 C20 108.9(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
N1 C2 C3 N2 0.0(3) . . . . ?
C11 C6 C7 C8 -0.9(3) . . . . ?
N3 C6 C7 C8 -174.27(19) . . . . ?
C11 C6 C7 C12 178.6(2) . . . . ?
N3 C6 C7 C12 5.2(3) . . . . ?
C6 C7 C8 C9 0.4(4) . . . . ?
C12 C7 C8 C9 -179.1(2) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
C8 C9 C10 C11 0.1(4) . . . . ?
C9 C10 C11 C6 -0.6(3) . . . . ?
C9 C10 C11 C15 179.7(2) . . . . ?
C7 C6 C11 C10 1.0(3) . . . . ?
N3 C6 C11 C10 174.40(19) . . . . ?
C7 C6 C11 C15 -179.4(2) . . . . ?
N3 C6 C11 C15 -5.9(3) . . . . ?
C8 C7 C12 C13 103.0(4) . . . . ?
C6 C7 C12 C13 -76.5(4) . . . . ?
C8 C7 C12 C14B -66.4(5) . . . . ?
C6 C7 C12 C14B 114.2(5) . . . . ?
C8 C7 C12 C14 -30.1(4) . . . . ?
C6 C7 C12 C14 150.4(4) . . . . ?
C8 C7 C12 C13B 57.7(5) . . . . ?
C6 C7 C12 C13B -121.8(4) . . . . ?
C10 C11 C15 C16 63.9(3) . . . . ?
C6 C11 C15 C16 -115.8(3) . . . . ?
C10 C11 C15 C17 -59.3(3) . . . . ?
C6 C11 C15 C17 121.0(3) . . . . ?
N2 C18 C19 N4 66.5(3) . . . . ?
N2 C1 N1 C2 -0.3(2) . . . . ?
Cu1 C1 N1 C2 -176.02(17) . . . . ?
N2 C1 N1 C4 -178.35(19) . . . . ?
Cu1 C1 N1 C4 5.9(3) . . . . ?
C3 C2 N1 C1 0.2(3) . . . . ?
C3 C2 N1 C4 178.4(2) . . . . ?
N3 C4 N1 C1 -177.2(2) . . . . ?
C5 C4 N1 C1 3.9(3) . . . . ?
N3 C4 N1 C2 5.0(3) . . . . ?
C5 C4 N1 C2 -174.0(2) . . . . ?
N1 C1 N2 C3 0.3(3) . . . . ?
Cu1 C1 N2 C3 176.37(17) . . . . ?
N1 C1 N2 C18 -179.7(2) . . . . ?
Cu1 C1 N2 C18 -3.6(3) . . . . ?
C2 C3 N2 C1 -0.2(3) . . . . ?
C2 C3 N2 C18 179.8(2) . . . . ?
C19 C18 N2 C1 108.6(3) . . . . ?
C19 C18 N2 C3 -71.4(3) . . . . ?
N1 C4 N3 C6 -178.70(18) . . . . ?
C5 C4 N3 C6 0.1(3) . . . . ?
C7 C6 N3 C4 -91.7(3) . . . . ?
C11 C6 N3 C4 94.7(2) . . . . ?
C18 C19 N4 C21 74.7(3) . . . . ?
C18 C19 N4 C20 -162.7(2) . . . . ?

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr170328
_database_code_depnum_ccdc_archive 'CCDC 1590361'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H35 N5 Ni, 2(B F4)'
_chemical_formula_sum            'C23 H35 B2 F8 N5 Ni'
_chemical_formula_weight         613.89

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.8096(5)
_cell_length_b                   13.0115(5)
_cell_length_c                   19.5024(6)
_cell_angle_alpha                90
_cell_angle_beta                 119.769(2)
_cell_angle_gamma                90
_cell_volume                     2821.55(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5558
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      26.82

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.763
_shelx_estimated_absorpt_T_min   0.838
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6965
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27535
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.831
_diffrn_reflns_theta_max         28.060
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6826
_reflns_number_gt                4546
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0643P)²+2.7224P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6826
_refine_ls_number_parameters     374
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1451
_refine_ls_wR_factor_gt          0.1262
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.018
_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
C1 C 0.8991(2) 0.1067(2) 0.83116(17) 0.0304(6) Uani 1 1 d . . . . .
C2 C 0.9156(3) -0.0658(2) 0.83681(19) 0.0415(7) Uani 1 1 d . . . . .
H2 H 0.8984 -0.1364 0.8237 0.050 Uiso 1 1 calc R U . . .
C3 C 1.0108(3) -0.0264(3) 0.9003(2) 0.0473(8) Uani 1 1 d . . . . .
H3 H 1.0752 -0.0642 0.9410 0.057 Uiso 1 1 calc R U . . .
C4 C 0.7388(2) 0.0314(2) 0.72256(16) 0.0304(6) Uani 1 1 d . . . . .
C5 C 0.6695(3) -0.0597(2) 0.67855(19) 0.0424(7) Uani 1 1 d . . . . .
H5A H 0.6017 -0.0382 0.6277 0.064 Uiso 1 1 calc R U . . .
H5B H 0.6391 -0.0955 0.7093 0.064 Uiso 1 1 calc R U . . .
H5C H 0.7216 -0.1061 0.6694 0.064 Uiso 1 1 calc R U . . .
C6 C 0.6084(3) 0.1575(2) 0.63174(16) 0.0319(6) Uani 1 1 d . . . . .
C7 C 0.6174(3) 0.1676(2) 0.56362(17) 0.0344(6) Uani 1 1 d . . . . .
C8 C 0.5202(3) 0.2109(2) 0.49757(18) 0.0416(8) Uani 1 1 d . . . . .
H8 H 0.5240 0.2194 0.4505 0.050 Uiso 1 1 calc R U . . .
C9 C 0.4185(3) 0.2417(3) 0.4991(2) 0.0489(9) Uani 1 1 d . . . . .
H9 H 0.3534 0.2718 0.4535 0.059 Uiso 1 1 calc R U . . .
C10 C 0.4108(3) 0.2288(3) 0.5670(2) 0.0476(8) Uani 1 1 d . . . . .
H10 H 0.3398 0.2495 0.5672 0.057 Uiso 1 1 calc R U . . .
C11 C 0.5054(3) 0.1860(3) 0.63505(18) 0.0378(7) Uani 1 1 d . . . . .
C12 C 0.7288(3) 0.1345(3) 0.56016(19) 0.0412(7) Uani 1 1 d . . . . .
H12 H 0.7868 0.1031 0.6122 0.049 Uiso 1 1 calc R U . . .
C13 C 0.7903(4) 0.2264(3) 0.5467(3) 0.0596(10) Uani 1 1 d . . . . .
H13A H 0.7366 0.2564 0.4947 0.089 Uiso 1 1 calc R U . . .
H13B H 0.8649 0.2039 0.5489 0.089 Uiso 1 1 calc R U . . .
H13C H 0.8088 0.2781 0.5877 0.089 Uiso 1 1 calc R U . . .
C14 C 0.6973(4) 0.0534(3) 0.4964(2) 0.0581(10) Uani 1 1 d . . . . .
H14A H 0.6460 0.0841 0.4443 0.087 Uiso 1 1 calc R U . . .
H14B H 0.6543 -0.0034 0.5045 0.087 Uiso 1 1 calc R U . . .
H14C H 0.7712 0.0274 0.4994 0.087 Uiso 1 1 calc R U . . .
C15 C 0.4955(3) 0.1705(3) 0.70877(19) 0.0446(8) Uani 1 1 d D . . . .
H15 H 0.5745 0.1429 0.7508 0.053 Uiso 1 1 calc R U . A 1
C16 C 0.3964(7) 0.0872(6) 0.6937(5) 0.0614(11) Uani 0.55 1 d D . P B 1
H16A H 0.3907 0.0786 0.7417 0.092 Uiso 0.55 1 calc R U P B 1
H16B H 0.4185 0.0215 0.6798 0.092 Uiso 0.55 1 calc R U P B 1
H16C H 0.3185 0.1099 0.6503 0.092 Uiso 0.55 1 calc R U P B 1
C17 C 0.4708(8) 0.2645(7) 0.7397(5) 0.0614(11) Uani 0.55 1 d . . P B 1
H17A H 0.5370 0.3133 0.7550 0.092 Uiso 0.55 1 calc R U P B 1
H17B H 0.4631 0.2476 0.7860 0.092 Uiso 0.55 1 calc R U P B 1
H17C H 0.3957 0.2954 0.6989 0.092 Uiso 0.55 1 calc R U P B 1
C16B C 0.3724(9) 0.1481(8) 0.6916(6) 0.0614(11) Uani 0.45 1 d . . P B 2
H16D H 0.3215 0.2087 0.6676 0.092 Uiso 0.45 1 calc R U P B 2
H16E H 0.3732 0.1307 0.7407 0.092 Uiso 0.45 1 calc R U P B 2
H16F H 0.3402 0.0900 0.6549 0.092 Uiso 0.45 1 calc R U P B 2
C17B C 0.5382(9) 0.2738(7) 0.7592(6) 0.0614(11) Uani 0.45 1 d D . P B 2
H17D H 0.4906 0.3316 0.7264 0.092 Uiso 0.45 1 calc R U P B 2
H17E H 0.6235 0.2857 0.7772 0.092 Uiso 0.45 1 calc R U P B 2
H17F H 0.5267 0.2675 0.8051 0.092 Uiso 0.45 1 calc R U P B 2
C18 C 1.0783(3) 0.1595(3) 0.9507(2) 0.0526(9) Uani 1 1 d . . . . .
H18A H 1.1387 0.1801 0.9357 0.063 Uiso 1 1 calc R U . . .
H18B H 1.1215 0.1312 1.0050 0.063 Uiso 1 1 calc R U . . .
C19 C 1.0059(3) 0.2515(3) 0.9484(2) 0.0521(9) Uani 1 1 d . . . . .
H19A H 1.0602 0.3001 0.9899 0.063 Uiso 1 1 calc R U . . .
H19B H 0.9450 0.2287 0.9623 0.063 Uiso 1 1 calc R U . . .
C20 C 1.0268(4) 0.3596(3) 0.8519(3) 0.0660(11) Uani 1 1 d . . . . .
H20A H 1.0827 0.4023 0.8965 0.099 Uiso 1 1 calc R U . . .
H20B H 0.9824 0.4029 0.8050 0.099 Uiso 1 1 calc R U . . .
H20C H 1.0721 0.3073 0.8413 0.099 Uiso 1 1 calc R U . . .
C21 C 0.8724(4) 0.3903(3) 0.8857(2) 0.0638(11) Uani 1 1 d . . . . .
H21A H 0.9256 0.4256 0.9355 0.096 Uiso 1 1 calc R U . . .
H21B H 0.8058 0.3584 0.8890 0.096 Uiso 1 1 calc R U . . .
H21C H 0.8404 0.4400 0.8423 0.096 Uiso 1 1 calc R U . . .
C22 C 0.6971(3) 0.4000(3) 0.6671(2) 0.0478(8) Uani 1 1 d . . . . .
C23 C 0.6285(4) 0.4756(3) 0.6061(2) 0.0691(12) Uani 1 1 d . . . . .
H23A H 0.6461 0.4683 0.5629 0.104 Uiso 1 1 calc R U . . .
H23B H 0.6506 0.5448 0.6286 0.104 Uiso 1 1 calc R U . . .
H23C H 0.5423 0.4646 0.5859 0.104 Uiso 1 1 calc R U . . .
N1 N 0.8463(2) 0.01835(18) 0.79359(14) 0.0307(5) Uani 1 1 d . . . . .
N2 N 0.9987(2) 0.0808(2) 0.89589(15) 0.0373(6) Uani 1 1 d . . . . .
N3 N 0.7147(2) 0.12657(19) 0.70439(13) 0.0299(5) Uani 1 1 d . . . . .
N4 N 0.9418(2) 0.3092(2) 0.87101(16) 0.0415(6) Uani 1 1 d . . . . .
N5 N 0.7489(3) 0.3399(2) 0.71381(16) 0.0457(7) Uani 1 1 d . . . . .
B1 B 0.8982(5) 0.6524(4) 0.7643(3) 0.0605(12) Uani 1 1 d . . . . .
B2 B 0.6823(3) 0.0359(3) 0.9074(2) 0.0419(8) Uani 1 1 d . . . . .
F1 F 0.809(7) 0.722(6) 0.715(6) 0.099(10) Uani 0.55 1 d . . P C 1
F2 F 1.0094(6) 0.7101(4) 0.7784(4) 0.0755(15) Uani 0.55 1 d . . P C 1
F3 F 0.907(3) 0.6424(15) 0.837(2) 0.107(5) Uani 0.55 1 d . . P C 1
F4 F 0.9084(6) 0.5605(4) 0.7347(4) 0.1106(17) Uani 0.55 1 d . . P C 1
F1B F 0.814(9) 0.706(8) 0.706(7) 0.099(10) Uani 0.45 1 d . . P C 2
F2B F 0.9972(8) 0.6488(6) 0.7702(5) 0.0755(15) Uani 0.45 1 d . . P C 2
F3B F 0.897(4) 0.683(2) 0.833(3) 0.107(5) Uani 0.45 1 d . . P C 2
F4B F 0.8307(8) 0.5604(5) 0.7499(5) 0.1106(17) Uani 0.45 1 d . . P C 2
F5 F 0.6587(3) -0.0258(2) 0.84569(16) 0.0916(9) Uani 1 1 d . . . . .
F6 F 0.7806(2) 0.09500(19) 0.92413(14) 0.0682(7) Uani 1 1 d . . . . .
F7 F 0.7059(2) -0.0198(2) 0.97426(14) 0.0711(7) Uani 1 1 d . . . . .
F8 F 0.5857(2) 0.0993(2) 0.89059(15) 0.0822(8) Uani 1 1 d . . . . .
Ni1 Ni 0.82676(3) 0.22533(3) 0.78050(2) 0.03248(13) Uani 1 1 d . . . . .


_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
C1 N2 1.317(4) . ?
C1 N1 1.351(4) . ?
C1 Ni1 1.819(3) . ?
C2 C3 1.336(5) . ?
C2 N1 1.398(4) . ?
C2 H2 0.9500 . ?
C3 N2 1.401(4) . ?
C3 H3 0.9500 . ?
C4 N3 1.282(4) . ?
C4 N1 1.396(3) . ?
C4 C5 1.475(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.396(4) . ?
C6 C11 1.402(4) . ?
C6 N3 1.452(3) . ?
C7 C8 1.391(4) . ?
C7 C12 1.524(4) . ?
C8 C9 1.377(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(4) . ?
C10 H10 0.9500 . ?
C11 C15 1.518(4) . ?
C12 C14 1.524(5) . ?
C12 C13 1.525(5) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.467(9) . ?
C15 C16B 1.470(10) . ?
C15 C16 1.582(7) . ?
C15 C17B 1.593(8) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18 N2 1.466(4) . ?
C18 C19 1.502(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 N4 1.512(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.469(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 N4 1.496(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N5 1.133(4) . ?
C22 C23 1.454(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N3 Ni1 1.949(2) . ?
N4 Ni1 1.974(3) . ?
N5 Ni1 1.902(3) . ?
B1 F2B 1.216(10) . ?
B1 F1B 1.32(11) . ?
B1 F4 1.362(7) . ?
B1 F3 1.37(3) . ?
B1 F1 1.40(8) . ?
B1 F3B 1.41(4) . ?
B1 F4B 1.420(8) . ?
B1 F2 1.510(8) . ?
B2 F5 1.350(4) . ?
B2 F6 1.369(4) . ?
B2 F8 1.384(4) . ?
B2 F7 1.388(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 106.7(2) . . ?
N2 C1 Ni1 136.7(2) . . ?
N1 C1 Ni1 116.4(2) . . ?
C3 C2 N1 105.8(3) . . ?
C3 C2 H2 127.1 . . ?
N1 C2 H2 127.1 . . ?
C2 C3 N2 107.6(3) . . ?
C2 C3 H3 126.2 . . ?
N2 C3 H3 126.2 . . ?
N3 C4 N1 112.1(3) . . ?
N3 C4 C5 128.5(3) . . ?
N1 C4 C5 119.4(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 122.9(3) . . ?
C7 C6 N3 118.3(2) . . ?
C11 C6 N3 118.5(2) . . ?
C8 C7 C6 117.4(3) . . ?
C8 C7 C12 120.1(3) . . ?
C6 C7 C12 122.5(3) . . ?
C9 C8 C7 121.3(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 120.1(3) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C11 121.2(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C6 117.0(3) . . ?
C10 C11 C15 120.9(3) . . ?
C6 C11 C15 122.1(3) . . ?
C14 C12 C7 110.9(3) . . ?
C14 C12 C13 110.7(3) . . ?
C7 C12 C13 111.2(3) . . ?
C14 C12 H12 108.0 . . ?
C7 C12 H12 108.0 . . ?
C13 C12 H12 108.0 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C11 114.6(4) . . ?
C16B C15 C11 113.2(4) . . ?
C17 C15 C16 109.3(5) . . ?
C11 C15 C16 110.6(4) . . ?
C16B C15 C17B 107.9(6) . . ?
C11 C15 C17B 108.0(4) . . ?
C17 C15 H15 107.4 . . ?
C11 C15 H15 107.4 . . ?
C16 C15 H15 107.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16B H16D 109.5 . . ?
C15 C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C15 C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C15 C17B H17D 109.5 . . ?
C15 C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C15 C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
N2 C18 C19 109.8(3) . . ?
N2 C18 H18A 109.7 . . ?
C19 C18 H18A 109.7 . . ?
N2 C18 H18B 109.7 . . ?
C19 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C18 C19 N4 116.5(3) . . ?
C18 C19 H19A 108.2 . . ?
N4 C19 H19A 108.2 . . ?
C18 C19 H19B 108.2 . . ?
N4 C19 H19B 108.2 . . ?
H19A C19 H19B 107.3 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N5 C22 C23 178.7(5) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 N1 C4 114.6(2) . . ?
C1 N1 C2 110.0(2) . . ?
C4 N1 C2 135.4(3) . . ?
C1 N2 C3 109.8(3) . . ?
C1 N2 C18 120.8(3) . . ?
C3 N2 C18 129.4(3) . . ?
C4 N3 C6 121.2(3) . . ?
C4 N3 Ni1 116.1(2) . . ?
C6 N3 Ni1 122.68(19) . . ?
C20 N4 C21 108.6(3) . . ?
C20 N4 C19 111.9(3) . . ?
C21 N4 C19 103.8(3) . . ?
C20 N4 Ni1 109.8(2) . . ?
C21 N4 Ni1 108.1(2) . . ?
C19 N4 Ni1 114.4(2) . . ?
C22 N5 Ni1 172.0(3) . . ?
F2B B1 F1B 118(6) . . ?
F4 B1 F3 112.2(9) . . ?
F4 B1 F1 119(3) . . ?
F3 B1 F1 113(4) . . ?
F2B B1 F3B 115.2(18) . . ?
F1B B1 F3B 107(5) . . ?
F2B B1 F4B 119.3(6) . . ?
F1B B1 F4B 97(5) . . ?
F3B B1 F4B 97.7(15) . . ?
F4 B1 F2 103.5(5) . . ?
F3 B1 F2 105.7(15) . . ?
F1 B1 F2 100(4) . . ?
F5 B2 F6 108.7(3) . . ?
F5 B2 F8 111.4(3) . . ?
F6 B2 F8 109.3(3) . . ?
F5 B2 F7 112.0(3) . . ?
F6 B2 F7 108.9(3) . . ?
F8 B2 F7 106.6(3) . . ?
C1 Ni1 N5 171.47(12) . . ?
C1 Ni1 N3 80.69(12) . . ?
N5 Ni1 N3 93.31(11) . . ?
C1 Ni1 N4 91.74(12) . . ?
N5 Ni1 N4 94.81(12) . . ?
N3 Ni1 N4 170.45(11) . . ?

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
N1 C2 C3 N2 0.6(4) . . . . ?
C11 C6 C7 C8 2.0(5) . . . . ?
N3 C6 C7 C8 -171.2(3) . . . . ?
C11 C6 C7 C12 -178.8(3) . . . . ?
N3 C6 C7 C12 8.0(4) . . . . ?
C6 C7 C8 C9 -0.6(5) . . . . ?
C12 C7 C8 C9 -179.8(3) . . . . ?
C7 C8 C9 C10 -0.7(6) . . . . ?
C8 C9 C10 C11 0.8(6) . . . . ?
C9 C10 C11 C6 0.5(5) . . . . ?
C9 C10 C11 C15 -179.0(4) . . . . ?
C7 C6 C11 C10 -1.9(5) . . . . ?
N3 C6 C11 C10 171.3(3) . . . . ?
C7 C6 C11 C15 177.5(3) . . . . ?
N3 C6 C11 C15 -9.3(5) . . . . ?
C8 C7 C12 C14 -59.8(4) . . . . ?
C6 C7 C12 C14 121.0(3) . . . . ?
C8 C7 C12 C13 63.8(4) . . . . ?
C6 C7 C12 C13 -115.4(3) . . . . ?
C10 C11 C15 C17 -57.6(6) . . . . ?
C6 C11 C15 C17 123.0(5) . . . . ?
C10 C11 C15 C16B 32.1(6) . . . . ?
C6 C11 C15 C16B -147.3(5) . . . . ?
C10 C11 C15 C16 66.4(5) . . . . ?
C6 C11 C15 C16 -113.0(5) . . . . ?
C10 C11 C15 C17B -87.3(5) . . . . ?
C6 C11 C15 C17B 93.3(5) . . . . ?
N2 C18 C19 N4 -64.0(4) . . . . ?
N2 C1 N1 C4 -179.5(2) . . . . ?
Ni1 C1 N1 C4 -3.5(3) . . . . ?
N2 C1 N1 C2 0.2(3) . . . . ?
Ni1 C1 N1 C2 176.2(2) . . . . ?
N3 C4 N1 C1 3.9(3) . . . . ?
C5 C4 N1 C1 -176.6(3) . . . . ?
N3 C4 N1 C2 -175.7(3) . . . . ?
C5 C4 N1 C2 3.9(5) . . . . ?
C3 C2 N1 C1 -0.5(4) . . . . ?
C3 C2 N1 C4 179.1(3) . . . . ?
N1 C1 N2 C3 0.2(3) . . . . ?
Ni1 C1 N2 C3 -174.6(3) . . . . ?
N1 C1 N2 C18 179.9(3) . . . . ?
Ni1 C1 N2 C18 5.1(5) . . . . ?
C2 C3 N2 C1 -0.5(4) . . . . ?
C2 C3 N2 C18 179.8(3) . . . . ?
C19 C18 N2 C1 30.5(4) . . . . ?
C19 C18 N2 C3 -149.8(3) . . . . ?
N1 C4 N3 C6 178.5(2) . . . . ?
C5 C4 N3 C6 -1.0(5) . . . . ?
N1 C4 N3 Ni1 -2.6(3) . . . . ?
C5 C4 N3 Ni1 177.9(2) . . . . ?
C7 C6 N3 C4 -88.9(3) . . . . ?
C11 C6 N3 C4 97.6(3) . . . . ?
C7 C6 N3 Ni1 92.2(3) . . . . ?
C11 C6 N3 Ni1 -81.2(3) . . . . ?
C18 C19 N4 C20 -66.8(4) . . . . ?
C18 C19 N4 C21 176.3(3) . . . . ?
C18 C19 N4 Ni1 58.8(4) . . . . ?
N2 C1 Ni1 N3 176.0(3) . . . . ?
N1 C1 Ni1 N3 1.6(2) . . . . ?
N2 C1 Ni1 N4 -9.8(3) . . . . ?
N1 C1 Ni1 N4 175.7(2) . . . . ?

_refine_diff_density_max         0.721
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.068

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr160229
_database_code_depnum_ccdc_archive 'CCDC 1590360'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C84 H128 Ag2 Br4 Cl2 N16 Ni2, 2(C4 H10 O)'
_chemical_formula_sum            'C92 H148 Ag2 Br4 Cl2 N16 Ni2 O2'
_chemical_formula_weight         2233.96

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'
Ni Ni 0.3393 1.1124 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 '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                   11.6854(9)
_cell_length_b                   14.5354(11)
_cell_length_c                   16.0920(12)
_cell_angle_alpha                90.426(2)
_cell_angle_beta                 95.984(2)
_cell_angle_gamma                99.225(2)
_cell_volume                     2682.4(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9824
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.21

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.294
_shelx_estimated_absorpt_T_min   0.683
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6582
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  triumph
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61958
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.776
_diffrn_reflns_theta_max         28.021
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12954
_reflns_number_gt                8473
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0520P)²+2.7998P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12954
_refine_ls_number_parameters     557
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1183
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
C1 C 0.3270(3) 0.8581(2) 0.7820(2) 0.0179(7) Uani 1 1 d . . . . .
C2 C 0.5017(3) 0.8118(3) 0.8165(2) 0.0239(8) Uani 1 1 d . . . . .
H2 H 0.5586 0.7734 0.8320 0.029 Uiso 1 1 calc R U . . .
C3 C 0.5215(3) 0.9030(3) 0.8055(2) 0.0244(8) Uani 1 1 d . . . . .
H3 H 0.5954 0.9421 0.8111 0.029 Uiso 1 1 calc R U . . .
C4 C 0.3266(3) 0.6882(3) 0.8098(2) 0.0236(8) Uani 1 1 d . . . . .
C5 C 0.2020(3) 0.6630(3) 0.7739(3) 0.0328(9) Uani 1 1 d . . . . .
H5A H 0.1756 0.5964 0.7812 0.049 Uiso 1 1 calc R U . . .
H5B H 0.1951 0.6767 0.7142 0.049 Uiso 1 1 calc R U . . .
H5C H 0.1538 0.6994 0.8028 0.049 Uiso 1 1 calc R U . . .
C6 C 0.3526(3) 0.5389(3) 0.8567(3) 0.0294(9) Uani 1 1 d . . . . .
C7 C 0.3466(4) 0.4741(3) 0.7909(3) 0.0348(10) Uani 1 1 d . . . . .
C8 C 0.3232(4) 0.3797(3) 0.8092(3) 0.0454(12) Uani 1 1 d . . . . .
H8 H 0.3175 0.3344 0.7655 0.055 Uiso 1 1 calc R U . . .
C9 C 0.3082(4) 0.3505(3) 0.8892(3) 0.0474(12) Uani 1 1 d . . . . .
H9 H 0.2943 0.2859 0.9006 0.057 Uiso 1 1 calc R U . . .
C10 C 0.3136(4) 0.4164(3) 0.9526(3) 0.0417(11) Uani 1 1 d . . . . .
H10 H 0.3028 0.3960 1.0076 0.050 Uiso 1 1 calc R U . . .
C11 C 0.3342(4) 0.5112(3) 0.9385(3) 0.0321(9) Uani 1 1 d . . . . .
C12 C 0.3719(4) 0.5031(3) 0.7033(3) 0.0439(11) Uani 1 1 d . . . . .
H12 H 0.3707 0.5716 0.7000 0.053 Uiso 1 1 calc R U . . .
C13 C 0.4953(5) 0.4871(4) 0.6891(3) 0.0541(13) Uani 1 1 d . . . . .
H13A H 0.5526 0.5263 0.7285 0.081 Uiso 1 1 calc R U . . .
H13B H 0.5103 0.5033 0.6318 0.081 Uiso 1 1 calc R U . . .
H13C H 0.5018 0.4214 0.6978 0.081 Uiso 1 1 calc R U . . .
C14 C 0.2822(5) 0.4551(4) 0.6353(3) 0.0676(16) Uani 1 1 d . . . . .
H14A H 0.2812 0.3876 0.6369 0.101 Uiso 1 1 calc R U . . .
H14B H 0.3024 0.4778 0.5806 0.101 Uiso 1 1 calc R U . . .
H14C H 0.2050 0.4689 0.6443 0.101 Uiso 1 1 calc R U . . .
C15 C 0.3353(4) 0.5837(3) 1.0071(3) 0.0337(10) Uani 1 1 d . . . . .
H15 H 0.3971 0.6375 0.9979 0.040 Uiso 1 1 calc R U . . .
C16 C 0.3636(4) 0.5486(4) 1.0951(3) 0.0474(12) Uani 1 1 d . . . . .
H16A H 0.2975 0.5034 1.1098 0.071 Uiso 1 1 calc R U . . .
H16B H 0.3782 0.6013 1.1352 0.071 Uiso 1 1 calc R U . . .
H16C H 0.4331 0.5186 1.0966 0.071 Uiso 1 1 calc R U . . .
C17 C 0.2194(4) 0.6197(4) 1.0017(3) 0.0478(12) Uani 1 1 d . . . . .
H17A H 0.2031 0.6450 0.9462 0.072 Uiso 1 1 calc R U . . .
H17B H 0.2234 0.6690 1.0444 0.072 Uiso 1 1 calc R U . . .
H17C H 0.1569 0.5685 1.0111 0.072 Uiso 1 1 calc R U . . .
C18 C 0.3967(3) 1.0271(2) 0.7687(2) 0.0243(8) Uani 1 1 d . . . . .
H18A H 0.3182 1.0268 0.7388 0.029 Uiso 1 1 calc R U . . .
H18B H 0.4549 1.0561 0.7322 0.029 Uiso 1 1 calc R U . . .
C19 C 0.4083(3) 1.0848(3) 0.8482(2) 0.0274(8) Uani 1 1 d . . . . .
H19A H 0.3865 1.1464 0.8347 0.033 Uiso 1 1 calc R U . . .
H19B H 0.3528 1.0538 0.8858 0.033 Uiso 1 1 calc R U . . .
C20 C 0.5236(5) 1.1304(4) 0.9783(3) 0.0523(13) Uani 1 1 d . . . . .
H20A H 0.6026 1.1374 1.0074 0.079 Uiso 1 1 calc R U . . .
H20B H 0.4713 1.0847 1.0069 0.079 Uiso 1 1 calc R U . . .
H20C H 0.4960 1.1906 0.9784 0.079 Uiso 1 1 calc R U . . .
C21 C 0.6046(4) 1.1643(4) 0.8491(4) 0.0604(15) Uani 1 1 d . . . . .
H21A H 0.6137 1.1376 0.7945 0.091 Uiso 1 1 calc R U . . .
H21B H 0.6807 1.1769 0.8826 0.091 Uiso 1 1 calc R U . . .
H21C H 0.5732 1.2225 0.8413 0.091 Uiso 1 1 calc R U . . .
C22 C 0.1565(3) 0.8649(2) 0.6480(2) 0.0200(7) Uani 1 1 d . . . . .
C23 C 0.0397(3) 0.8764(3) 0.5260(2) 0.0306(9) Uani 1 1 d . . . . .
H23 H -0.0262 0.8835 0.4883 0.037 Uiso 1 1 calc R U . . .
C24 C 0.1452(3) 0.8645(3) 0.5069(2) 0.0307(9) Uani 1 1 d . . . . .
H24 H 0.1683 0.8619 0.4522 0.037 Uiso 1 1 calc R U . . .
C25 C -0.0351(3) 0.8886(3) 0.6674(2) 0.0222(8) Uani 1 1 d . . . . .
C26 C -0.1527(3) 0.9019(3) 0.6315(3) 0.0346(10) Uani 1 1 d . . . . .
H26A H -0.2022 0.9053 0.6766 0.052 Uiso 1 1 calc R U . . .
H26B H -0.1868 0.8494 0.5935 0.052 Uiso 1 1 calc R U . . .
H26C H -0.1470 0.9600 0.6005 0.052 Uiso 1 1 calc R U . . .
C27 C -0.0670(3) 0.9061(3) 0.8085(2) 0.0217(8) Uani 1 1 d . . . . .
C28 C -0.1234(3) 0.8301(3) 0.8495(2) 0.0275(9) Uani 1 1 d . . . . .
C29 C -0.1896(4) 0.8508(3) 0.9124(3) 0.0385(11) Uani 1 1 d . . . . .
H29 H -0.2305 0.8012 0.9411 0.046 Uiso 1 1 calc R U . . .
C30 C -0.1971(4) 0.9409(4) 0.9337(3) 0.0412(11) Uani 1 1 d . . . . .
H30 H -0.2424 0.9532 0.9769 0.049 Uiso 1 1 calc R U . . .
C31 C -0.1393(4) 1.0130(3) 0.8927(3) 0.0375(10) Uani 1 1 d . . . . .
H31 H -0.1449 1.0751 0.9084 0.045 Uiso 1 1 calc R U . . .
C32 C -0.0725(3) 0.9983(3) 0.8287(2) 0.0281(9) Uani 1 1 d . . . . .
C33 C -0.1130(4) 0.7303(3) 0.8280(3) 0.0343(10) Uani 1 1 d . . . . .
H33 H -0.0544 0.7321 0.7867 0.041 Uiso 1 1 calc R U . . .
C34 C -0.2288(4) 0.6772(3) 0.7867(3) 0.0487(12) Uani 1 1 d . . . . .
H34A H -0.2877 0.6732 0.8262 0.073 Uiso 1 1 calc R U . . .
H34B H -0.2185 0.6142 0.7703 0.073 Uiso 1 1 calc R U . . .
H34C H -0.2545 0.7102 0.7370 0.073 Uiso 1 1 calc R U . . .
C35 C -0.0686(4) 0.6794(4) 0.9048(3) 0.0512(13) Uani 1 1 d . . . . .
H35A H 0.0049 0.7151 0.9307 0.077 Uiso 1 1 calc R U . . .
H35B H -0.0558 0.6174 0.8877 0.077 Uiso 1 1 calc R U . . .
H35C H -0.1266 0.6733 0.9451 0.077 Uiso 1 1 calc R U . . .
C36 C -0.0079(4) 1.0799(3) 0.7851(3) 0.0387(10) Uani 1 1 d . . . . .
H36 H 0.0280 1.0539 0.7383 0.046 Uiso 1 1 calc R U . . .
C37 C -0.0886(5) 1.1455(4) 0.7471(4) 0.0671(17) Uani 1 1 d . . . . .
H37A H -0.1536 1.1093 0.7113 0.101 Uiso 1 1 calc R U . . .
H37B H -0.0447 1.1920 0.7137 0.101 Uiso 1 1 calc R U . . .
H37C H -0.1191 1.1770 0.7920 0.101 Uiso 1 1 calc R U . . .
C38 C 0.0900(5) 1.1349(4) 0.8433(4) 0.077(2) Uani 1 1 d . . . . .
H38A H 0.0572 1.1631 0.8890 0.115 Uiso 1 1 calc R U . . .
H38B H 0.1334 1.1841 0.8122 0.115 Uiso 1 1 calc R U . . .
H38C H 0.1427 1.0932 0.8663 0.115 Uiso 1 1 calc R U . . .
C39 C 0.3387(3) 0.8446(3) 0.5841(2) 0.0254(8) Uani 1 1 d . . . . .
H39A H 0.3701 0.8360 0.6426 0.030 Uiso 1 1 calc R U . . .
H39B H 0.3846 0.9015 0.5634 0.030 Uiso 1 1 calc R U . . .
C40 C 0.3514(4) 0.7608(3) 0.5307(3) 0.0364(10) Uani 1 1 d . . . . .
H40A H 0.3179 0.7028 0.5571 0.044 Uiso 1 1 calc R U . . .
H40B H 0.3076 0.7637 0.4749 0.044 Uiso 1 1 calc R U . . .
C41 C 0.4812(5) 0.6844(4) 0.4596(4) 0.0601(15) Uani 1 1 d . . . . .
H41A H 0.5630 0.6826 0.4524 0.090 Uiso 1 1 calc R U . . .
H41B H 0.4394 0.6970 0.4060 0.090 Uiso 1 1 calc R U . . .
H41C H 0.4454 0.6243 0.4799 0.090 Uiso 1 1 calc R U . . .
C42 C 0.5414(4) 0.7436(4) 0.6002(3) 0.0432(11) Uani 1 1 d . . . . .
H42A H 0.5469 0.7980 0.6376 0.065 Uiso 1 1 calc R U . . .
H42B H 0.6199 0.7341 0.5898 0.065 Uiso 1 1 calc R U . . .
H42C H 0.5023 0.6882 0.6263 0.065 Uiso 1 1 calc R U . . .
C43 C 0.0123(11) 0.5839(6) 0.1988(8) 0.143(4) Uani 1 1 d D . . . .
H43A H 0.0118 0.5289 0.1630 0.214 Uiso 1 1 calc R U . . .
H43B H 0.0450 0.6401 0.1706 0.214 Uiso 1 1 calc R U . . .
H43C H -0.0676 0.5881 0.2098 0.214 Uiso 1 1 calc R U . . .
C44 C 0.0872(11) 0.5753(7) 0.2818(10) 0.174(6) Uani 1 1 d D . . . .
H44A H 0.1703 0.5808 0.2723 0.209 Uiso 1 1 calc R U . . .
H44B H 0.0792 0.6257 0.3214 0.209 Uiso 1 1 calc R U . . .
C45 C 0.1088(11) 0.4630(11) 0.3956(8) 0.182(6) Uani 1 1 d . . . . .
H45A H 0.0999 0.5084 0.4398 0.219 Uiso 1 1 calc R U . . .
H45B H 0.1930 0.4663 0.3906 0.219 Uiso 1 1 calc R U . . .
C46 C 0.0585(16) 0.3671(7) 0.4193(7) 0.256(11) Uani 1 1 d . . . . .
H46A H -0.0195 0.3674 0.4364 0.384 Uiso 1 1 calc R U . . .
H46B H 0.1089 0.3467 0.4657 0.384 Uiso 1 1 calc R U . . .
H46C H 0.0532 0.3243 0.3712 0.384 Uiso 1 1 calc R U . . .
N1 N 0.3812(2) 0.7827(2) 0.80102(19) 0.0205(6) Uani 1 1 d . . . . .
N2 N 0.4138(2) 0.9308(2) 0.78416(18) 0.0198(6) Uani 1 1 d . . . . .
N3 N 0.3924(3) 0.6359(2) 0.8448(2) 0.0256(7) Uani 1 1 d . . . . .
N4 N 0.5250(3) 1.0985(2) 0.8921(2) 0.0343(8) Uani 1 1 d . . . . .
N5 N 0.0471(2) 0.8762(2) 0.61273(18) 0.0224(7) Uani 1 1 d . . . . .
N6 N 0.2155(3) 0.8564(2) 0.58145(19) 0.0231(7) Uani 1 1 d . . . . .
N7 N 0.0062(2) 0.8873(2) 0.74438(18) 0.0191(6) Uani 1 1 d . . . . .
N8 N 0.4746(3) 0.7590(2) 0.5212(2) 0.0340(8) Uani 1 1 d . . . . .
Ni1 Ni 0.16932(4) 0.86935(3) 0.76486(3) 0.01799(11) Uani 1 1 d . . . . .
Br1 Br 0.75344(4) 0.85860(4) 0.40162(3) 0.04806(14) Uani 1 1 d . . . . .
Br2 Br 0.39181(4) 0.97352(3) 0.39267(3) 0.03710(12) Uani 1 1 d . . . . .
O1 O 0.0487(6) 0.4869(4) 0.3155(5) 0.127(2) Uani 1 1 d . . . . .
Cl1 Cl 0.17427(8) 0.87785(7) 0.90083(5) 0.0273(2) Uani 1 1 d . . . . .
Ag1 Ag 0.57992(3) 0.90807(2) 0.46711(2) 0.03735(10) Uani 1 1 d . . . . .


_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
C1 N2 1.340(5) . ?
C1 N1 1.372(4) . ?
C1 Ni1 1.868(3) . ?
C2 C3 1.324(5) . ?
C2 N1 1.399(4) . ?
C2 H2 0.9500 . ?
C3 N2 1.393(4) . ?
C3 H3 0.9500 . ?
C4 N3 1.261(5) . ?
C4 N1 1.433(5) . ?
C4 C5 1.496(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.401(6) . ?
C6 C11 1.407(6) . ?
C6 N3 1.434(5) . ?
C7 C8 1.395(6) . ?
C7 C12 1.519(6) . ?
C8 C9 1.377(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(6) . ?
C10 H10 0.9500 . ?
C11 C15 1.518(6) . ?
C12 C14 1.516(7) . ?
C12 C13 1.537(7) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.523(6) . ?
C15 C16 1.530(6) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.464(4) . ?
C18 C19 1.508(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 N4 1.451(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.462(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 N4 1.455(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N6 1.348(4) . ?
C22 N5 1.378(4) . ?
C22 Ni1 1.871(4) . ?
C23 C24 1.338(5) . ?
C23 N5 1.389(5) . ?
C23 H23 0.9500 . ?
C24 N6 1.398(5) . ?
C24 H24 0.9500 . ?
C25 N7 1.283(5) . ?
C25 N5 1.399(4) . ?
C25 C26 1.478(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C32 1.390(5) . ?
C27 C28 1.399(5) . ?
C27 N7 1.458(4) . ?
C28 C29 1.395(5) . ?
C28 C33 1.516(6) . ?
C29 C30 1.369(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.366(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.390(5) . ?
C31 H31 0.9500 . ?
C32 C36 1.519(6) . ?
C33 C34 1.530(6) . ?
C33 C35 1.530(6) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C38 1.516(7) . ?
C36 C37 1.532(7) . ?
C36 H36 1.0000 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 N6 1.473(4) . ?
C39 C40 1.521(5) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 N8 1.468(5) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 N8 1.479(6) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 N8 1.460(6) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.537(12) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 O1 1.421(11) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 O1 1.475(13) . ?
C45 C46 1.491(17) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
N7 Ni1 1.960(3) . ?
N8 Ag1 2.522(4) . ?
Ni1 Cl1 2.1849(10) . ?
Br1 Ag1 2.5770(5) . ?
Br2 Ag1 2.7037(5) . ?
Br2 Ag1 2.7870(6) 2_676 ?
Ag1 Br2 2.7870(6) 2_676 ?

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
N2 C1 N1 104.9(3) . . ?
N2 C1 Ni1 123.5(3) . . ?
N1 C1 Ni1 131.5(3) . . ?
C3 C2 N1 107.2(3) . . ?
C3 C2 H2 126.4 . . ?
N1 C2 H2 126.4 . . ?
C2 C3 N2 107.2(3) . . ?
C2 C3 H3 126.4 . . ?
N2 C3 H3 126.4 . . ?
N3 C4 N1 114.8(3) . . ?
N3 C4 C5 128.3(4) . . ?
N1 C4 C5 116.9(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 122.0(4) . . ?
C7 C6 N3 120.3(4) . . ?
C11 C6 N3 117.3(4) . . ?
C8 C7 C6 117.6(4) . . ?
C8 C7 C12 119.9(4) . . ?
C6 C7 C12 122.4(4) . . ?
C9 C8 C7 121.7(4) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C9 C10 C11 122.1(4) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C6 117.3(4) . . ?
C10 C11 C15 122.3(4) . . ?
C6 C11 C15 120.4(4) . . ?
C14 C12 C7 113.5(4) . . ?
C14 C12 C13 111.1(4) . . ?
C7 C12 C13 109.6(4) . . ?
C14 C12 H12 107.5 . . ?
C7 C12 H12 107.5 . . ?
C13 C12 H12 107.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C17 110.8(4) . . ?
C11 C15 C16 113.6(4) . . ?
C17 C15 C16 109.5(4) . . ?
C11 C15 H15 107.6 . . ?
C17 C15 H15 107.6 . . ?
C16 C15 H15 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.5(3) . . ?
N2 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
N4 C19 C18 113.4(3) . . ?
N4 C19 H19A 108.9 . . ?
C18 C19 H19A 108.9 . . ?
N4 C19 H19B 108.9 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N6 C22 N5 103.6(3) . . ?
N6 C22 Ni1 144.0(3) . . ?
N5 C22 Ni1 112.4(2) . . ?
C24 C23 N5 105.4(3) . . ?
C24 C23 H23 127.3 . . ?
N5 C23 H23 127.3 . . ?
C23 C24 N6 108.1(3) . . ?
C23 C24 H24 125.9 . . ?
N6 C24 H24 125.9 . . ?
N7 C25 N5 112.5(3) . . ?
N7 C25 C26 129.2(3) . . ?
N5 C25 C26 118.4(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C28 123.4(3) . . ?
C32 C27 N7 118.5(3) . . ?
C28 C27 N7 118.0(3) . . ?
C29 C28 C27 116.5(4) . . ?
C29 C28 C33 121.2(4) . . ?
C27 C28 C33 122.3(3) . . ?
C30 C29 C28 121.6(4) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C31 C30 C29 120.0(4) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 122.0(4) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 H31 119.0 . . ?
C31 C32 C27 116.6(4) . . ?
C31 C32 C36 120.8(4) . . ?
C27 C32 C36 122.6(3) . . ?
C28 C33 C34 111.1(3) . . ?
C28 C33 C35 111.7(4) . . ?
C34 C33 C35 110.9(4) . . ?
C28 C33 H33 107.6 . . ?
C34 C33 H33 107.6 . . ?
C35 C33 H33 107.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C38 C36 C32 111.6(4) . . ?
C38 C36 C37 109.6(4) . . ?
C32 C36 C37 112.8(4) . . ?
C38 C36 H36 107.5 . . ?
C32 C36 H36 107.5 . . ?
C37 C36 H36 107.5 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N6 C39 C40 110.9(3) . . ?
N6 C39 H39A 109.5 . . ?
C40 C39 H39A 109.5 . . ?
N6 C39 H39B 109.5 . . ?
C40 C39 H39B 109.5 . . ?
H39A C39 H39B 108.1 . . ?
N8 C40 C39 110.6(3) . . ?
N8 C40 H40A 109.5 . . ?
C39 C40 H40A 109.5 . . ?
N8 C40 H40B 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 108.1 . . ?
N8 C41 H41A 109.5 . . ?
N8 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N8 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N8 C42 H42A 109.5 . . ?
N8 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N8 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 H43A 109.5 . . ?
C44 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C44 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O1 C44 C43 108.4(10) . . ?
O1 C44 H44A 110.0 . . ?
C43 C44 H44A 110.0 . . ?
O1 C44 H44B 110.0 . . ?
C43 C44 H44B 110.0 . . ?
H44A C44 H44B 108.4 . . ?
O1 C45 C46 110.0(9) . . ?
O1 C45 H45A 109.7 . . ?
C46 C45 H45A 109.7 . . ?
O1 C45 H45B 109.7 . . ?
C46 C45 H45B 109.7 . . ?
H45A C45 H45B 108.2 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C1 N1 C2 109.7(3) . . ?
C1 N1 C4 127.1(3) . . ?
C2 N1 C4 123.1(3) . . ?
C1 N2 C3 111.0(3) . . ?
C1 N2 C18 124.2(3) . . ?
C3 N2 C18 124.8(3) . . ?
C4 N3 C6 122.0(3) . . ?
C19 N4 C21 111.1(4) . . ?
C19 N4 C20 110.7(3) . . ?
C21 N4 C20 110.4(4) . . ?
C22 N5 C23 112.0(3) . . ?
C22 N5 C25 117.1(3) . . ?
C23 N5 C25 130.8(3) . . ?
C22 N6 C24 110.8(3) . . ?
C22 N6 C39 126.2(3) . . ?
C24 N6 C39 123.0(3) . . ?
C25 N7 C27 118.5(3) . . ?
C25 N7 Ni1 115.9(2) . . ?
C27 N7 Ni1 125.4(2) . . ?
C42 N8 C40 112.3(3) . . ?
C42 N8 C41 110.0(4) . . ?
C40 N8 C41 108.5(4) . . ?
C42 N8 Ag1 105.3(3) . . ?
C40 N8 Ag1 114.0(3) . . ?
C41 N8 Ag1 106.6(3) . . ?
C1 Ni1 C22 96.66(15) . . ?
C1 Ni1 N7 177.11(14) . . ?
C22 Ni1 N7 82.16(13) . . ?
C1 Ni1 Cl1 86.71(11) . . ?
C22 Ni1 Cl1 176.51(11) . . ?
N7 Ni1 Cl1 94.43(9) . . ?
Ag1 Br2 Ag1 84.836(16) . 2_676 ?
C44 O1 C45 117.9(10) . . ?
N8 Ag1 Br1 104.47(7) . . ?
N8 Ag1 Br2 98.03(8) . . ?
Br1 Ag1 Br2 129.467(19) . . ?
N8 Ag1 Br2 101.77(8) . 2_676 ?
Br1 Ag1 Br2 122.72(2) . 2_676 ?
Br2 Ag1 Br2 95.164(16) . 2_676 ?

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
N1 C2 C3 N2 0.7(4) . . . . ?
C11 C6 C7 C8 -1.0(6) . . . . ?
N3 C6 C7 C8 171.1(4) . . . . ?
C11 C6 C7 C12 -177.1(4) . . . . ?
N3 C6 C7 C12 -5.0(6) . . . . ?
C6 C7 C8 C9 -1.0(7) . . . . ?
C12 C7 C8 C9 175.2(5) . . . . ?
C7 C8 C9 C10 1.6(8) . . . . ?
C8 C9 C10 C11 -0.3(7) . . . . ?
C9 C10 C11 C6 -1.5(7) . . . . ?
C9 C10 C11 C15 177.4(4) . . . . ?
C7 C6 C11 C10 2.2(6) . . . . ?
N3 C6 C11 C10 -170.2(4) . . . . ?
C7 C6 C11 C15 -176.8(4) . . . . ?
N3 C6 C11 C15 10.9(6) . . . . ?
C8 C7 C12 C14 50.4(6) . . . . ?
C6 C7 C12 C14 -133.5(5) . . . . ?
C8 C7 C12 C13 -74.5(6) . . . . ?
C6 C7 C12 C13 101.6(5) . . . . ?
C10 C11 C15 C17 -99.2(5) . . . . ?
C6 C11 C15 C17 79.7(5) . . . . ?
C10 C11 C15 C16 24.6(6) . . . . ?
C6 C11 C15 C16 -156.5(4) . . . . ?
N2 C18 C19 N4 65.5(4) . . . . ?
N5 C23 C24 N6 0.4(5) . . . . ?
C32 C27 C28 C29 1.3(6) . . . . ?
N7 C27 C28 C29 177.9(3) . . . . ?
C32 C27 C28 C33 -178.0(4) . . . . ?
N7 C27 C28 C33 -1.4(5) . . . . ?
C27 C28 C29 C30 -1.1(6) . . . . ?
C33 C28 C29 C30 178.2(4) . . . . ?
C28 C29 C30 C31 0.3(7) . . . . ?
C29 C30 C31 C32 0.4(7) . . . . ?
C30 C31 C32 C27 -0.2(6) . . . . ?
C30 C31 C32 C36 -179.2(4) . . . . ?
C28 C27 C32 C31 -0.7(6) . . . . ?
N7 C27 C32 C31 -177.3(3) . . . . ?
C28 C27 C32 C36 178.2(4) . . . . ?
N7 C27 C32 C36 1.7(6) . . . . ?
C29 C28 C33 C34 69.2(5) . . . . ?
C27 C28 C33 C34 -111.5(4) . . . . ?
C29 C28 C33 C35 -55.2(5) . . . . ?
C27 C28 C33 C35 124.1(4) . . . . ?
C31 C32 C36 C38 67.4(6) . . . . ?
C27 C32 C36 C38 -111.5(5) . . . . ?
C31 C32 C36 C37 -56.5(6) . . . . ?
C27 C32 C36 C37 124.6(5) . . . . ?
N6 C39 C40 N8 169.8(3) . . . . ?
N2 C1 N1 C2 1.3(4) . . . . ?
Ni1 C1 N1 C2 -173.6(3) . . . . ?
N2 C1 N1 C4 177.6(3) . . . . ?
Ni1 C1 N1 C4 2.7(5) . . . . ?
C3 C2 N1 C1 -1.2(4) . . . . ?
C3 C2 N1 C4 -177.7(3) . . . . ?
N3 C4 N1 C1 -165.4(3) . . . . ?
C5 C4 N1 C1 17.0(5) . . . . ?
N3 C4 N1 C2 10.4(5) . . . . ?
C5 C4 N1 C2 -167.2(3) . . . . ?
N1 C1 N2 C3 -0.9(4) . . . . ?
Ni1 C1 N2 C3 174.5(2) . . . . ?
N1 C1 N2 C18 -179.1(3) . . . . ?
Ni1 C1 N2 C18 -3.7(5) . . . . ?
C2 C3 N2 C1 0.2(4) . . . . ?
C2 C3 N2 C18 178.4(3) . . . . ?
C19 C18 N2 C1 102.4(4) . . . . ?
C19 C18 N2 C3 -75.6(4) . . . . ?
N1 C4 N3 C6 -178.4(3) . . . . ?
C5 C4 N3 C6 -1.2(6) . . . . ?
C7 C6 N3 C4 80.6(5) . . . . ?
C11 C6 N3 C4 -106.9(4) . . . . ?
C18 C19 N4 C21 73.4(5) . . . . ?
C18 C19 N4 C20 -163.6(4) . . . . ?
N6 C22 N5 C23 -1.1(4) . . . . ?
Ni1 C22 N5 C23 177.7(3) . . . . ?
N6 C22 N5 C25 -179.0(3) . . . . ?
Ni1 C22 N5 C25 -0.2(4) . . . . ?
C24 C23 N5 C22 0.4(5) . . . . ?
C24 C23 N5 C25 177.9(4) . . . . ?
N7 C25 N5 C22 0.0(5) . . . . ?
C26 C25 N5 C22 179.3(4) . . . . ?
N7 C25 N5 C23 -177.4(4) . . . . ?
C26 C25 N5 C23 1.9(6) . . . . ?
N5 C22 N6 C24 1.3(4) . . . . ?
Ni1 C22 N6 C24 -176.7(4) . . . . ?
N5 C22 N6 C39 178.7(3) . . . . ?
Ni1 C22 N6 C39 0.6(7) . . . . ?
C23 C24 N6 C22 -1.1(5) . . . . ?
C23 C24 N6 C39 -178.6(4) . . . . ?
C40 C39 N6 C22 127.7(4) . . . . ?
C40 C39 N6 C24 -55.2(5) . . . . ?
N5 C25 N7 C27 175.6(3) . . . . ?
C26 C25 N7 C27 -3.6(6) . . . . ?
N5 C25 N7 Ni1 0.2(4) . . . . ?
C26 C25 N7 Ni1 -179.0(3) . . . . ?
C32 C27 N7 C25 -82.3(4) . . . . ?
C28 C27 N7 C25 100.9(4) . . . . ?
C32 C27 N7 Ni1 92.6(4) . . . . ?
C28 C27 N7 Ni1 -84.2(4) . . . . ?
C39 C40 N8 C42 66.0(5) . . . . ?
C39 C40 N8 C41 -172.3(4) . . . . ?
C39 C40 N8 Ag1 -53.7(4) . . . . ?
N2 C1 Ni1 C22 86.6(3) . . . . ?
N1 C1 Ni1 C22 -99.3(3) . . . . ?
N2 C1 Ni1 Cl1 -92.5(3) . . . . ?
N1 C1 Ni1 Cl1 81.6(3) . . . . ?
N6 C22 Ni1 C1 0.8(5) . . . . ?
N5 C22 Ni1 C1 -177.1(3) . . . . ?
N6 C22 Ni1 N7 178.2(5) . . . . ?
N5 C22 Ni1 N7 0.2(3) . . . . ?
C43 C44 O1 C45 179.8(10) . . . . ?
C46 C45 O1 C44 -178.4(12) . . . . ?

_refine_diff_density_max         0.870
_refine_diff_density_min         -1.140
_refine_diff_density_rms         0.101

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_pbxr170322
_database_code_depnum_ccdc_archive 'CCDC 1896580'
_audit_update_record             
;
2019-02-11 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 Ir N4, B F4, C4 H8 O'
_chemical_formula_sum            'C34 H54 B F4 Ir N4 O'
_chemical_formula_weight         813.82

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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                   10.1636(5)
_cell_length_b                   10.9789(5)
_cell_length_c                   17.0720(9)
_cell_angle_alpha                107.6610(10)
_cell_angle_beta                 92.2080(10)
_cell_angle_gamma                100.5780(10)
_cell_volume                     1775.30(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9976
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      32.02

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_exptl_absorpt_coefficient_mu    3.813
_shelx_estimated_absorpt_T_min   0.252
_shelx_estimated_absorpt_T_max   0.252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6222
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57054
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.989
_diffrn_reflns_theta_max         32.037
_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             12293
_reflns_number_gt                11399
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0311P)²+1.9775P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12293
_refine_ls_number_parameters     413
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0647
_refine_ls_wR_factor_gt          0.0629
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_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
C1 C 0.2219(2) 0.5144(2) 0.30413(13) 0.0224(4) Uani 1 1 d . . . . .
C2 C 0.3967(2) 0.6591(3) 0.39284(17) 0.0366(6) Uani 1 1 d . . . . .
H2 H 0.4470 0.7352 0.4333 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4398(2) 0.5510(3) 0.35330(18) 0.0399(6) Uani 1 1 d . . . . .
H3 H 0.5280 0.5361 0.3604 0.048 Uiso 1 1 calc R U . . .
C4 C 0.1694(2) 0.7166(2) 0.38390(14) 0.0241(4) Uani 1 1 d . . . . .
C5 C 0.2160(3) 0.8476(3) 0.44580(19) 0.0398(6) Uani 1 1 d . . . . .
H5A H 0.1399 0.8916 0.4572 0.060 Uiso 1 1 calc R U . . .
H5B H 0.2855 0.8995 0.4242 0.060 Uiso 1 1 calc R U . . .
H5C H 0.2534 0.8383 0.4970 0.060 Uiso 1 1 calc R U . . .
C6 C -0.0568(2) 0.7365(2) 0.36559(14) 0.0234(4) Uani 1 1 d . . . . .
C7 C -0.0819(3) 0.8147(2) 0.31770(16) 0.0304(5) Uani 1 1 d . . . . .
C8 C -0.1888(3) 0.8790(3) 0.33638(19) 0.0370(6) Uani 1 1 d . . . . .
H8 H -0.2081 0.9337 0.3056 0.044 Uiso 1 1 calc R U . . .
C9 C -0.2671(3) 0.8648(3) 0.39875(19) 0.0368(6) Uani 1 1 d . . . . .
H9 H -0.3396 0.9092 0.4101 0.044 Uiso 1 1 calc R U . . .
C10 C -0.2405(2) 0.7867(3) 0.44444(17) 0.0343(5) Uani 1 1 d . . . . .
H10 H -0.2945 0.7785 0.4875 0.041 Uiso 1 1 calc R U . . .
C11 C -0.1351(2) 0.7189(2) 0.42861(15) 0.0269(4) Uani 1 1 d . . . . .
C12 C 0.0044(3) 0.8333(3) 0.2498(2) 0.0432(7) Uani 1 1 d . . . . .
H12 H 0.0618 0.7662 0.2384 0.052 Uiso 1 1 calc R U . . .
C13 C -0.0778(5) 0.8163(4) 0.1690(2) 0.0606(10) Uani 1 1 d . . . . .
H13A H -0.1390 0.7307 0.1511 0.091 Uiso 1 1 calc R U . . .
H13B H -0.0171 0.8222 0.1265 0.091 Uiso 1 1 calc R U . . .
H13C H -0.1301 0.8851 0.1777 0.091 Uiso 1 1 calc R U . . .
C14 C 0.0973(5) 0.9677(5) 0.2774(3) 0.0687(11) Uani 1 1 d . . . . .
H14A H 0.0434 1.0353 0.2919 0.103 Uiso 1 1 calc R U . . .
H14B H 0.1505 0.9782 0.2323 0.103 Uiso 1 1 calc R U . . .
H14C H 0.1578 0.9760 0.3257 0.103 Uiso 1 1 calc R U . . .
C15 C -0.1070(3) 0.6335(3) 0.47999(17) 0.0355(5) Uani 1 1 d . . . . .
H15 H -0.0428 0.5797 0.4518 0.043 Uiso 1 1 calc R U . . .
C16 C -0.2327(3) 0.5403(4) 0.4885(2) 0.0508(8) Uani 1 1 d . . . . .
H16A H -0.2952 0.5907 0.5190 0.076 Uiso 1 1 calc R U . . .
H16B H -0.2075 0.4835 0.5185 0.076 Uiso 1 1 calc R U . . .
H16C H -0.2761 0.4868 0.4335 0.076 Uiso 1 1 calc R U . . .
C17 C -0.0409(5) 0.7156(5) 0.5662(2) 0.0678(12) Uani 1 1 d . . . . .
H17A H 0.0407 0.7752 0.5617 0.102 Uiso 1 1 calc R U . . .
H17B H -0.0174 0.6580 0.5962 0.102 Uiso 1 1 calc R U . . .
H17C H -0.1037 0.7661 0.5963 0.102 Uiso 1 1 calc R U . . .
C18 C 0.3452(3) 0.3335(3) 0.24679(18) 0.0348(5) Uani 1 1 d . . . . .
H18A H 0.2543 0.2787 0.2269 0.042 Uiso 1 1 calc R U . . .
H18B H 0.3924 0.2916 0.2799 0.042 Uiso 1 1 calc R U . . .
C19 C 0.4221(3) 0.3399(3) 0.17270(19) 0.0393(6) Uani 1 1 d . . . . .
H19A H 0.5151 0.3901 0.1919 0.047 Uiso 1 1 calc R U . . .
H19B H 0.3777 0.3846 0.1402 0.047 Uiso 1 1 calc R U . . .
C20 C 0.4251(3) 0.2011(3) 0.1186(2) 0.0450(7) Uani 1 1 d . . . . .
H20A H 0.4828 0.2055 0.0737 0.054 Uiso 1 1 calc R U . . .
H20B H 0.4654 0.1557 0.1524 0.054 Uiso 1 1 calc R U . . .
C21 C 0.2481(5) 0.1528(6) 0.0093(2) 0.0746(14) Uani 1 1 d . . . . .
H21A H 0.2582 0.2473 0.0209 0.112 Uiso 1 1 calc R U . . .
H21B H 0.1534 0.1103 -0.0079 0.112 Uiso 1 1 calc R U . . .
H21C H 0.3029 0.1187 -0.0350 0.112 Uiso 1 1 calc R U . . .
C22 C 0.2859(6) -0.0122(5) 0.0659(4) 0.0868(16) Uani 1 1 d . . . . .
H22A H 0.1950 -0.0606 0.0421 0.130 Uiso 1 1 calc R U . . .
H22B H 0.3079 -0.0293 0.1174 0.130 Uiso 1 1 calc R U . . .
H22C H 0.3507 -0.0403 0.0267 0.130 Uiso 1 1 calc R U . . .
C23 C 0.0349(3) 0.3338(3) 0.14611(17) 0.0363(6) Uani 1 1 d . . . . .
H23 H 0.1287 0.3684 0.1509 0.044 Uiso 1 1 calc R U . . .
C24 C -0.0113(3) 0.2698(2) 0.2025(2) 0.0388(6) Uani 1 1 d . . . . .
H24 H 0.0524 0.2681 0.2441 0.047 Uiso 1 1 calc R U . . .
C25 C -0.1565(3) 0.2030(3) 0.2014(3) 0.0569(10) Uani 1 1 d . . . . .
H25A H -0.1988 0.1698 0.1437 0.068 Uiso 1 1 calc R U . . .
H25B H -0.1578 0.1270 0.2213 0.068 Uiso 1 1 calc R U . . .
C26 C -0.2375(3) 0.2896(3) 0.2528(3) 0.0553(9) Uani 1 1 d . . . . .
H26A H -0.2313 0.2828 0.3092 0.066 Uiso 1 1 calc R U . . .
H26B H -0.3329 0.2587 0.2297 0.066 Uiso 1 1 calc R U . . .
C27 C -0.1942(2) 0.4312(3) 0.25813(19) 0.0350(6) Uani 1 1 d . . . . .
H27 H -0.1869 0.4931 0.3117 0.042 Uiso 1 1 calc R U . . .
C28 C -0.1640(3) 0.4815(3) 0.19479(17) 0.0347(6) Uani 1 1 d . . . . .
H28 H -0.1323 0.5731 0.2087 0.042 Uiso 1 1 calc R U . . .
C29 C -0.1777(4) 0.4010(4) 0.1049(2) 0.0525(8) Uani 1 1 d . . . . .
H29A H -0.2531 0.3250 0.0946 0.063 Uiso 1 1 calc R U . . .
H29B H -0.2002 0.4544 0.0708 0.063 Uiso 1 1 calc R U . . .
C30 C -0.0519(4) 0.3528(4) 0.07817(19) 0.0540(9) Uani 1 1 d . . . . .
H30A H 0.0028 0.4159 0.0553 0.065 Uiso 1 1 calc R U . . .
H30B H -0.0779 0.2685 0.0331 0.065 Uiso 1 1 calc R U . . .
C31 C 0.2805(5) 0.6555(5) 0.1284(3) 0.0669(11) Uani 1 1 d . . . . .
H31A H 0.2087 0.6064 0.1512 0.080 Uiso 1 1 calc R U . . .
H31B H 0.2384 0.7027 0.0966 0.080 Uiso 1 1 calc R U . . .
C32 C 0.3771(6) 0.7480(6) 0.1953(3) 0.0849(15) Uani 1 1 d . . . . .
H32A H 0.3804 0.7167 0.2438 0.102 Uiso 1 1 calc R U . . .
H32B H 0.3532 0.8351 0.2124 0.102 Uiso 1 1 calc R U . . .
C33 C 0.5062(7) 0.7532(10) 0.1594(5) 0.140(4) Uani 1 1 d . . . . .
H33A H 0.5304 0.8333 0.1434 0.168 Uiso 1 1 calc R U . . .
H33B H 0.5788 0.7520 0.1993 0.168 Uiso 1 1 calc R U . . .
C34 C 0.4857(9) 0.6368(8) 0.0867(6) 0.143(4) Uani 1 1 d . . . . .
H34A H 0.5060 0.6624 0.0369 0.171 Uiso 1 1 calc R U . . .
H34B H 0.5469 0.5794 0.0934 0.171 Uiso 1 1 calc R U . . .
B1 B 0.5115(4) 0.1328(4) 0.3718(3) 0.0467(8) Uani 1 1 d . . . . .
N1 N 0.26287(18) 0.63692(19) 0.36227(12) 0.0244(4) Uani 1 1 d . . . . .
N2 N 0.3327(2) 0.4636(2) 0.29967(13) 0.0299(4) Uani 1 1 d . . . . .
N3 N 0.05045(18) 0.66464(17) 0.34632(12) 0.0213(3) Uani 1 1 d . . . . .
N4 N 0.2919(3) 0.1266(3) 0.08278(18) 0.0501(7) Uani 1 1 d . . . . .
O1 O 0.3514(5) 0.5698(4) 0.0772(3) 0.0954(12) Uani 1 1 d . . . . .
F1 F 0.4578(4) 0.0839(3) 0.2925(2) 0.1158(13) Uani 1 1 d . . . . .
F2 F 0.6456(3) 0.1364(5) 0.3731(3) 0.1383(19) Uani 1 1 d . . . . .
F3 F 0.4670(3) 0.0682(4) 0.4251(3) 0.1091(12) Uani 1 1 d . . . . .
F4 F 0.4961(5) 0.2590(4) 0.4003(2) 0.1248(15) Uani 1 1 d . . . . .
Ir1 Ir 0.02542(2) 0.47691(2) 0.26059(2) 0.02160(3) Uani 1 1 d . . . . .


_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
C1 N2 1.340(3) . ?
C1 N1 1.386(3) . ?
C1 Ir1 2.027(2) . ?
C2 C3 1.336(4) . ?
C2 N1 1.389(3) . ?
C2 H2 0.9500 . ?
C3 N2 1.397(3) . ?
C3 H3 0.9500 . ?
C4 N3 1.290(3) . ?
C4 N1 1.393(3) . ?
C4 C5 1.483(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.400(3) . ?
C6 C11 1.401(3) . ?
C6 N3 1.451(3) . ?
C7 C8 1.397(3) . ?
C7 C12 1.521(4) . ?
C8 C9 1.383(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.403(3) . ?
C10 H10 0.9500 . ?
C11 C15 1.519(4) . ?
C12 C14 1.524(5) . ?
C12 C13 1.527(5) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.525(4) . ?
C15 C17 1.526(5) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 N2 1.471(3) . ?
C18 C19 1.525(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.530(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 N4 1.450(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N4 1.441(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N4 1.451(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.401(5) . ?
C23 C30 1.517(4) . ?
C23 Ir1 2.122(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.520(4) . ?
C24 Ir1 2.141(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.479(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.509(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.376(4) . ?
C27 Ir1 2.192(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.507(4) . ?
C28 Ir1 2.207(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.507(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 O1 1.403(6) . ?
C31 C32 1.463(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.469(8) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.461(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 O1 1.404(9) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
B1 F1 1.346(5) . ?
B1 F2 1.356(5) . ?
B1 F3 1.357(5) . ?
B1 F4 1.362(5) . ?
N3 Ir1 2.0985(17) . ?

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
N2 C1 N1 103.58(18) . . ?
N2 C1 Ir1 143.73(17) . . ?
N1 C1 Ir1 112.67(14) . . ?
C3 C2 N1 105.5(2) . . ?
C3 C2 H2 127.2 . . ?
N1 C2 H2 127.2 . . ?
C2 C3 N2 108.1(2) . . ?
C2 C3 H3 125.9 . . ?
N2 C3 H3 125.9 . . ?
N3 C4 N1 114.17(19) . . ?
N3 C4 C5 128.0(2) . . ?
N1 C4 C5 117.8(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 123.0(2) . . ?
C7 C6 N3 118.6(2) . . ?
C11 C6 N3 118.2(2) . . ?
C8 C7 C6 117.0(2) . . ?
C8 C7 C12 120.6(2) . . ?
C6 C7 C12 122.4(2) . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 121.2(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C10 117.1(2) . . ?
C6 C11 C15 122.5(2) . . ?
C10 C11 C15 120.4(2) . . ?
C7 C12 C14 110.9(3) . . ?
C7 C12 C13 113.2(3) . . ?
C14 C12 C13 108.7(3) . . ?
C7 C12 H12 107.9 . . ?
C14 C12 H12 107.9 . . ?
C13 C12 H12 107.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 C16 113.2(2) . . ?
C11 C15 C17 111.4(3) . . ?
C16 C15 C17 108.6(3) . . ?
C11 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C17 C15 H15 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C19 112.3(2) . . ?
N2 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 C20 109.2(3) . . ?
C18 C19 H19A 109.8 . . ?
C20 C19 H19A 109.8 . . ?
C18 C19 H19B 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
N4 C20 C19 112.2(2) . . ?
N4 C20 H20A 109.2 . . ?
C19 C20 H20A 109.2 . . ?
N4 C20 H20B 109.2 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C30 125.7(3) . . ?
C24 C23 Ir1 71.55(15) . . ?
C30 C23 Ir1 110.10(19) . . ?
C24 C23 H23 117.1 . . ?
C30 C23 H23 117.1 . . ?
Ir1 C23 H23 88.3 . . ?
C23 C24 C25 124.3(3) . . ?
C23 C24 Ir1 70.07(14) . . ?
C25 C24 Ir1 113.16(19) . . ?
C23 C24 H24 117.9 . . ?
C25 C24 H24 117.9 . . ?
Ir1 C24 H24 86.8 . . ?
C26 C25 C24 113.5(2) . . ?
C26 C25 H25A 108.9 . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 C27 113.8(3) . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
C27 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 127.8(3) . . ?
C28 C27 Ir1 72.38(14) . . ?
C26 C27 Ir1 108.44(19) . . ?
C28 C27 H27 116.1 . . ?
C26 C27 H27 116.1 . . ?
Ir1 C27 H27 89.1 . . ?
C27 C28 C29 124.4(3) . . ?
C27 C28 Ir1 71.16(14) . . ?
C29 C28 Ir1 111.88(19) . . ?
C27 C28 H28 117.8 . . ?
C29 C28 H28 117.8 . . ?
Ir1 C28 H28 86.9 . . ?
C30 C29 C28 113.0(2) . . ?
C30 C29 H29A 109.0 . . ?
C28 C29 H29A 109.0 . . ?
C30 C29 H29B 109.0 . . ?
C28 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 C23 114.8(3) . . ?
C29 C30 H30A 108.6 . . ?
C23 C30 H30A 108.6 . . ?
C29 C30 H30B 108.6 . . ?
C23 C30 H30B 108.6 . . ?
H30A C30 H30B 107.5 . . ?
O1 C31 C32 107.4(4) . . ?
O1 C31 H31A 110.2 . . ?
C32 C31 H31A 110.2 . . ?
O1 C31 H31B 110.2 . . ?
C32 C31 H31B 110.2 . . ?
H31A C31 H31B 108.5 . . ?
C31 C32 C33 104.2(5) . . ?
C31 C32 H32A 110.9 . . ?
C33 C32 H32A 110.9 . . ?
C31 C32 H32B 110.9 . . ?
C33 C32 H32B 110.9 . . ?
H32A C32 H32B 108.9 . . ?
C34 C33 C32 105.3(6) . . ?
C34 C33 H33A 110.7 . . ?
C32 C33 H33A 110.7 . . ?
C34 C33 H33B 110.7 . . ?
C32 C33 H33B 110.7 . . ?
H33A C33 H33B 108.8 . . ?
O1 C34 C33 109.1(5) . . ?
O1 C34 H34A 109.9 . . ?
C33 C34 H34A 109.9 . . ?
O1 C34 H34B 109.9 . . ?
C33 C34 H34B 109.9 . . ?
H34A C34 H34B 108.3 . . ?
F1 B1 F2 108.0(4) . . ?
F1 B1 F3 118.3(4) . . ?
F2 B1 F3 105.6(3) . . ?
F1 B1 F4 107.3(3) . . ?
F2 B1 F4 106.8(4) . . ?
F3 B1 F4 110.2(4) . . ?
C1 N1 C2 111.7(2) . . ?
C1 N1 C4 118.87(17) . . ?
C2 N1 C4 129.4(2) . . ?
C1 N2 C3 111.1(2) . . ?
C1 N2 C18 126.5(2) . . ?
C3 N2 C18 122.4(2) . . ?
C4 N3 C6 119.35(18) . . ?
C4 N3 Ir1 116.52(15) . . ?
C6 N3 Ir1 124.13(13) . . ?
C21 N4 C20 112.7(3) . . ?
C21 N4 C22 110.5(4) . . ?
C20 N4 C22 110.8(3) . . ?
C31 O1 C34 106.8(5) . . ?
C1 Ir1 N3 77.76(8) . . ?
C1 Ir1 C23 97.93(9) . . ?
N3 Ir1 C23 157.14(11) . . ?
C1 Ir1 C24 101.07(9) . . ?
N3 Ir1 C24 164.30(11) . . ?
C23 Ir1 C24 38.38(13) . . ?
C1 Ir1 C27 159.34(11) . . ?
N3 Ir1 C27 95.24(9) . . ?
C23 Ir1 C27 95.72(11) . . ?
C24 Ir1 C27 80.39(10) . . ?
C1 Ir1 C28 162.23(11) . . ?
N3 Ir1 C28 96.25(8) . . ?
C23 Ir1 C28 81.04(10) . . ?
C24 Ir1 C28 89.17(10) . . ?
C27 Ir1 C28 36.46(11) . . ?

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
N1 C2 C3 N2 -0.4(3) . . . . ?
C11 C6 C7 C8 1.5(4) . . . . ?
N3 C6 C7 C8 178.0(2) . . . . ?
C11 C6 C7 C12 179.7(2) . . . . ?
N3 C6 C7 C12 -3.8(4) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C12 C7 C8 C9 -179.0(3) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C8 C9 C10 C11 -0.6(4) . . . . ?
C7 C6 C11 C10 -1.7(3) . . . . ?
N3 C6 C11 C10 -178.3(2) . . . . ?
C7 C6 C11 C15 179.8(2) . . . . ?
N3 C6 C11 C15 3.3(3) . . . . ?
C9 C10 C11 C6 1.3(4) . . . . ?
C9 C10 C11 C15 179.8(2) . . . . ?
C8 C7 C12 C14 73.4(4) . . . . ?
C6 C7 C12 C14 -104.8(3) . . . . ?
C8 C7 C12 C13 -49.2(4) . . . . ?
C6 C7 C12 C13 132.7(3) . . . . ?
C6 C11 C15 C16 -132.7(3) . . . . ?
C10 C11 C15 C16 48.9(4) . . . . ?
C6 C11 C15 C17 104.5(3) . . . . ?
C10 C11 C15 C17 -73.9(3) . . . . ?
N2 C18 C19 C20 -177.3(2) . . . . ?
C18 C19 C20 N4 64.6(4) . . . . ?
C30 C23 C24 C25 3.1(4) . . . . ?
Ir1 C23 C24 C25 105.0(3) . . . . ?
C30 C23 C24 Ir1 -101.9(3) . . . . ?
C23 C24 C25 C26 -91.0(4) . . . . ?
Ir1 C24 C25 C26 -10.0(5) . . . . ?
C24 C25 C26 C27 31.1(5) . . . . ?
C25 C26 C27 C28 45.5(4) . . . . ?
C25 C26 C27 Ir1 -36.2(4) . . . . ?
C26 C27 C28 C29 4.1(4) . . . . ?
Ir1 C27 C28 C29 104.1(3) . . . . ?
C26 C27 C28 Ir1 -100.0(3) . . . . ?
C27 C28 C29 C30 -89.9(4) . . . . ?
Ir1 C28 C29 C30 -8.3(4) . . . . ?
C28 C29 C30 C23 28.1(5) . . . . ?
C24 C23 C30 C29 46.9(5) . . . . ?
Ir1 C23 C30 C29 -34.3(4) . . . . ?
O1 C31 C32 C33 27.0(7) . . . . ?
C31 C32 C33 C34 -17.7(10) . . . . ?
C32 C33 C34 O1 2.7(11) . . . . ?
N2 C1 N1 C2 -0.4(3) . . . . ?
Ir1 C1 N1 C2 178.39(18) . . . . ?
N2 C1 N1 C4 -178.3(2) . . . . ?
Ir1 C1 N1 C4 0.4(3) . . . . ?
C3 C2 N1 C1 0.5(3) . . . . ?
C3 C2 N1 C4 178.2(3) . . . . ?
N3 C4 N1 C1 0.6(3) . . . . ?
C5 C4 N1 C1 -179.6(2) . . . . ?
N3 C4 N1 C2 -177.0(3) . . . . ?
C5 C4 N1 C2 2.9(4) . . . . ?
N1 C1 N2 C3 0.1(3) . . . . ?
Ir1 C1 N2 C3 -178.0(3) . . . . ?
N1 C1 N2 C18 179.8(2) . . . . ?
Ir1 C1 N2 C18 1.8(5) . . . . ?
C2 C3 N2 C1 0.2(4) . . . . ?
C2 C3 N2 C18 -179.5(3) . . . . ?
C19 C18 N2 C1 104.7(3) . . . . ?
C19 C18 N2 C3 -75.5(3) . . . . ?
N1 C4 N3 C6 178.1(2) . . . . ?
C5 C4 N3 C6 -1.8(4) . . . . ?
N1 C4 N3 Ir1 -1.3(3) . . . . ?
C5 C4 N3 Ir1 178.8(2) . . . . ?
C7 C6 N3 C4 92.7(3) . . . . ?
C11 C6 N3 C4 -90.6(3) . . . . ?
C7 C6 N3 Ir1 -88.0(2) . . . . ?
C11 C6 N3 Ir1 88.7(2) . . . . ?
C19 C20 N4 C21 82.3(4) . . . . ?
C19 C20 N4 C22 -153.4(4) . . . . ?
C32 C31 O1 C34 -25.7(7) . . . . ?
C33 C34 O1 C31 14.2(10) . . . . ?

_refine_diff_density_max         2.204
_refine_diff_density_min         -0.952
_refine_diff_density_rms         0.102

_shelxl_version_number           2013-4

