# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_dpaa
_audit_block_doi                 10.5517/ccdc.csd.cc23cl8c
_database_code_depnum_ccdc_archive 'CCDC 1947552'
loop_
_audit_author_name
_audit_author_address
'Richard Puddephatt'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2020-01-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H17 N5'
_chemical_formula_weight         351.40
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_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+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.048(2)
_cell_length_b                   11.0100(18)
_cell_length_c                   13.672(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.956(6)
_cell_angle_gamma                90
_cell_volume                     1796.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9427
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      34.91
_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.236
_exptl_crystal_size_min          0.216
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7034
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_process_details   SADABS
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            76005
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.009
_diffrn_reflns_theta_max         37.661
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8617
_reflns_number_gt                6354
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SIR2014
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_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)+(0.0923P)²+0.5043P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8617
_refine_ls_number_parameters     338
_refine_ls_number_restraints     156
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1794
_refine_ls_wR_factor_gt          0.1620
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_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
N1 N 0.40590(8) 0.31987(8) 0.59607(8) 0.02793(18) Uani 1 1 d . U . . .
C1 C 0.50364(10) 0.33179(11) 0.65776(10) 0.0347(2) Uani 1 1 d . U . . .
H1 H 0.5167(16) 0.4079(18) 0.6915(15) 0.049(5) Uiso 1 1 d . . . . .
C2 C 0.58083(9) 0.23903(11) 0.67615(8) 0.0307(2) Uani 1 1 d . U . . .
H2 H 0.6502(14) 0.2500(14) 0.7221(12) 0.033(4) Uiso 1 1 d . . . . .
C3 C 0.55561(10) 0.13015(13) 0.62770(9) 0.0372(3) Uani 1 1 d . U . . .
H3 H 0.6092(17) 0.0652(17) 0.6368(15) 0.056(5) Uiso 1 1 d . . . . .
C4 C 0.45768(10) 0.11688(12) 0.56479(9) 0.0370(3) Uani 1 1 d . U . . .
H4 H 0.435(2) 0.049(3) 0.536(2) 0.098(9) Uiso 1 1 d . . . . .
C5 C 0.38372(8) 0.21257(8) 0.55203(7) 0.02079(16) Uani 1 1 d . U . . .
N2 N 0.28109(7) 0.20041(7) 0.49023(6) 0.02289(16) Uani 1 1 d . . . . .
N3 N 0.18732(8) 0.06042(9) 0.38045(7) 0.02893(19) Uani 1 1 d . U . . .
C6 C 0.13652(11) -0.04750(12) 0.36302(9) 0.0343(2) Uani 1 1 d . U . . .
H6 H 0.1018(17) -0.0648(18) 0.2924(16) 0.055(5) Uiso 1 1 d . . . . .
C7 C 0.12659(13) -0.13292(11) 0.43394(10) 0.0396(3) Uani 1 1 d . U . . .
H7 H 0.0909(18) -0.211(2) 0.4154(16) 0.066(6) Uiso 1 1 d . . . . .
C8 C 0.1712(2) -0.10578(13) 0.52945(13) 0.0741(7) Uani 1 1 d . U . . .
H8 H 0.173(2) -0.163(2) 0.5817(18) 0.076(7) Uiso 1 1 d . . . . .
C9 C 0.2230(2) 0.00520(12) 0.54981(10) 0.0638(6) Uani 1 1 d . U . . .
H9 H 0.260(2) 0.025(2) 0.615(2) 0.089(8) Uiso 1 1 d . . . . .
C10 C 0.22931(9) 0.08501(8) 0.47303(7) 0.02402(18) Uani 1 1 d . U . . .
C11 C 0.22346(7) 0.30379(8) 0.44660(7) 0.01994(16) Uani 1 1 d . . . . .
C12 C 0.10876(8) 0.31571(9) 0.45085(8) 0.02361(18) Uani 1 1 d . . . . .
H12 H 0.0736(14) 0.2520(15) 0.4846(12) 0.035(4) Uiso 1 1 d . . . . .
C13 C 0.04948(8) 0.41281(9) 0.40552(8) 0.02323(18) Uani 1 1 d . . . . .
H13 H -0.0289(13) 0.4200(14) 0.4101(12) 0.030(4) Uiso 1 1 d . . . . .
C14 C 0.10473(7) 0.49935(8) 0.35508(7) 0.02001(16) Uani 1 1 d . . . . .
C15 C 0.21981(8) 0.48946(9) 0.35356(8) 0.02392(18) Uani 1 1 d . . . . .
H15 H 0.2550(15) 0.5543(17) 0.3154(13) 0.043(5) Uiso 1 1 d . . . . .
C16 C 0.27896(8) 0.39222(9) 0.39920(8) 0.02346(18) Uani 1 1 d . . . . .
H16 H 0.3608(14) 0.3847(14) 0.3990(12) 0.033(4) Uiso 1 1 d . . . . .
N4 N 0.05222(7) 0.59834(7) 0.30029(7) 0.02203(16) Uani 1 1 d . . . . .
N5 N -0.05221(7) 0.60293(8) 0.29818(6) 0.02352(16) Uani 1 1 d . . . . .
C17 C -0.10225(8) 0.70157(8) 0.24021(7) 0.02201(17) Uani 0.49(2) 1 d D U P A 1
C18 C -0.2092(3) 0.7317(4) 0.2618(5) 0.0199(7) Uani 0.49(2) 1 d D U P A 1
H18 H -0.2429 0.6864 0.3090 0.024 Uiso 0.49(2) 1 calc R U P A 1
C19 C -0.2650(5) 0.8294(6) 0.2124(5) 0.0275(9) Uani 0.49(2) 1 d D U P A 1
H19 H -0.3381 0.8502 0.2253 0.033 Uiso 0.49(2) 1 calc R U P A 1
C20 C -0.2150(5) 0.8971(5) 0.1442(5) 0.0261(8) Uani 0.49(2) 1 d D U P A 1
H20 H -0.2493 0.9693 0.1165 0.031 Uiso 0.49(2) 1 calc R U P A 1
C21 C -0.1138(6) 0.8569(7) 0.1175(6) 0.0287(10) Uani 0.49(2) 1 d D U P A 1
H21 H -0.0846 0.8956 0.0644 0.034 Uiso 0.49(2) 1 calc R U P A 1
C22 C -0.0540(7) 0.7612(7) 0.1666(5) 0.0224(10) Uani 0.49(2) 1 d D U P A 1
H22 H 0.0170 0.7375 0.1504 0.027 Uiso 0.49(2) 1 calc R U P A 1
C17' C -0.10225(8) 0.70157(8) 0.24021(7) 0.02201(17) Uani 0.51(2) 1 d D U P A 2
C18' C -0.1968(6) 0.7563(10) 0.2674(5) 0.0427(16) Uani 0.51(2) 1 d D U P A 2
H18' H -0.2261 0.7282 0.3243 0.051 Uiso 0.51(2) 1 calc R U P A 2
C19' C -0.2497(8) 0.8514(9) 0.2128(5) 0.0431(15) Uani 0.51(2) 1 d D U P A 2
H19' H -0.3108 0.8927 0.2350 0.052 Uiso 0.51(2) 1 calc R U P A 2
C20' C -0.2118(6) 0.8855(7) 0.1254(6) 0.0426(15) Uani 0.51(2) 1 d D U P A 2
H20' H -0.2532 0.9431 0.0833 0.051 Uiso 0.51(2) 1 calc R U P A 2
C21' C -0.1142(6) 0.8362(8) 0.0990(7) 0.0359(14) Uani 0.51(2) 1 d D U P A 2
H21' H -0.0843 0.8658 0.0428 0.043 Uiso 0.51(2) 1 calc R U P A 2
C22' C -0.0608(7) 0.7429(8) 0.1558(5) 0.0245(12) Uani 0.51(2) 1 d D U P A 2
H22' H 0.0047 0.7070 0.1369 0.029 Uiso 0.51(2) 1 calc R U P A 2


_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
N1 C5 1.3360(13) . ?
N1 C1 1.3566(15) . ?
C1 C2 1.3807(17) . ?
C1 H1 0.959(19) . ?
C2 C3 1.3829(18) . ?
C2 H2 0.981(16) . ?
C3 C4 1.3683(16) . ?
C3 H3 0.96(2) . ?
C4 C5 1.3753(14) . ?
C4 H4 0.87(3) . ?
C5 N2 1.4041(12) . ?
N2 C10 1.4207(12) . ?
N2 C11 1.4208(11) . ?
N3 C10 1.3245(13) . ?
N3 C6 1.3427(15) . ?
C6 C7 1.3678(19) . ?
C6 H6 1.02(2) . ?
C7 C8 1.374(2) . ?
C7 H7 0.98(2) . ?
C8 C9 1.3828(19) . ?
C8 H8 0.95(3) . ?
C9 C10 1.3791(17) . ?
C9 H9 0.96(3) . ?
C11 C16 1.3911(13) . ?
C11 C12 1.3974(13) . ?
C12 C13 1.3837(13) . ?
C12 H12 0.969(17) . ?
C13 C14 1.3977(14) . ?
C13 H13 0.958(16) . ?
C14 C15 1.3938(13) . ?
C14 N4 1.4206(12) . ?
C15 C16 1.3859(13) . ?
C15 H15 1.010(18) . ?
C16 H16 0.990(16) . ?
N4 N5 1.2556(12) . ?
N5 C17 1.4279(12) . ?
C17 C22 1.394(3) . ?
C17 C18 1.401(3) . ?
C18 C19 1.393(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.394(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.393(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C18' C19' 1.388(3) . ?
C18' H18' 0.9500 . ?
C19' C20' 1.388(4) . ?
C19' H19' 0.9500 . ?
C20' C21' 1.388(3) . ?
C20' H20' 0.9500 . ?
C21' C22' 1.390(3) . ?
C21' H21' 0.9500 . ?
C22' H22' 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C1 117.90(9) . . ?
N1 C1 C2 123.13(11) . . ?
N1 C1 H1 117.0(12) . . ?
C2 C1 H1 119.8(12) . . ?
C1 C2 C3 117.14(10) . . ?
C1 C2 H2 121.2(9) . . ?
C3 C2 H2 121.7(9) . . ?
C4 C3 C2 120.45(11) . . ?
C4 C3 H3 120.5(12) . . ?
C2 C3 H3 119.0(12) . . ?
C3 C4 C5 119.02(11) . . ?
C3 C4 H4 124.5(19) . . ?
C5 C4 H4 116.1(19) . . ?
N1 C5 C4 122.31(9) . . ?
N1 C5 N2 117.39(8) . . ?
C4 C5 N2 120.29(9) . . ?
C5 N2 C10 120.99(8) . . ?
C5 N2 C11 120.98(8) . . ?
C10 N2 C11 117.97(7) . . ?
C10 N3 C6 117.06(10) . . ?
N3 C6 C7 124.41(11) . . ?
N3 C6 H6 116.9(11) . . ?
C7 C6 H6 118.7(11) . . ?
C6 C7 C8 117.58(11) . . ?
C6 C7 H7 120.0(13) . . ?
C8 C7 H7 122.4(13) . . ?
C7 C8 C9 119.32(14) . . ?
C7 C8 H8 122.6(15) . . ?
C9 C8 H8 117.9(15) . . ?
C10 C9 C8 118.73(12) . . ?
C10 C9 H9 119.5(16) . . ?
C8 C9 H9 121.5(16) . . ?
N3 C10 C9 122.91(10) . . ?
N3 C10 N2 116.23(9) . . ?
C9 C10 N2 120.86(9) . . ?
C16 C11 C12 119.70(8) . . ?
C16 C11 N2 121.18(8) . . ?
C12 C11 N2 119.11(8) . . ?
C13 C12 C11 120.41(9) . . ?
C13 C12 H12 122.7(10) . . ?
C11 C12 H12 116.8(10) . . ?
C12 C13 C14 119.74(9) . . ?
C12 C13 H13 119.1(9) . . ?
C14 C13 H13 121.1(9) . . ?
C15 C14 C13 119.79(8) . . ?
C15 C14 N4 115.05(8) . . ?
C13 C14 N4 125.13(8) . . ?
C16 C15 C14 120.28(9) . . ?
C16 C15 H15 123.5(10) . . ?
C14 C15 H15 116.2(10) . . ?
C15 C16 C11 120.01(9) . . ?
C15 C16 H16 120.9(9) . . ?
C11 C16 H16 119.1(9) . . ?
N5 N4 C14 114.50(8) . . ?
N4 N5 C17 112.84(8) . . ?
C22 C17 C18 121.9(4) . . ?
C22 C17 N5 125.0(3) . . ?
C18 C17 N5 113.1(2) . . ?
C19 C18 C17 118.4(5) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C18 C19 C20 120.9(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 118.7(6) . . ?
C21 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C20 C21 C22 121.8(7) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C17 117.7(7) . . ?
C21 C22 H22 121.2 . . ?
C17 C22 H22 121.2 . . ?
C19' C18' H18' 119.4 . . ?
C20' C19' C18' 119.0(6) . . ?
C20' C19' H19' 120.5 . . ?
C18' C19' H19' 120.5 . . ?
C21' C20' C19' 120.7(7) . . ?
C21' C20' H20' 119.7 . . ?
C19' C20' H20' 119.7 . . ?
C20' C21' C22' 119.1(8) . . ?
C20' C21' H21' 120.4 . . ?
C22' C21' H21' 120.4 . . ?
C21' C22' H22' 119.6 . . ?

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
C5 N1 C1 C2 0.57(19) . . . . ?
N1 C1 C2 C3 0.6(2) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C5 -1.3(2) . . . . ?
C1 N1 C5 C4 -2.18(17) . . . . ?
C1 N1 C5 N2 178.48(10) . . . . ?
C3 C4 C5 N1 2.6(2) . . . . ?
C3 C4 C5 N2 -178.10(12) . . . . ?
N1 C5 N2 C10 -154.05(10) . . . . ?
C4 C5 N2 C10 26.60(16) . . . . ?
N1 C5 N2 C11 23.08(14) . . . . ?
C4 C5 N2 C11 -156.27(11) . . . . ?
C10 N3 C6 C7 -0.7(2) . . . . ?
N3 C6 C7 C8 0.4(3) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C7 C8 C9 C10 -0.7(4) . . . . ?
C6 N3 C10 C9 0.3(2) . . . . ?
C6 N3 C10 N2 -179.00(10) . . . . ?
C8 C9 C10 N3 0.4(3) . . . . ?
C8 C9 C10 N2 179.62(19) . . . . ?
C5 N2 C10 N3 -136.21(10) . . . . ?
C11 N2 C10 N3 46.58(14) . . . . ?
C5 N2 C10 C9 44.51(18) . . . . ?
C11 N2 C10 C9 -132.70(15) . . . . ?
C5 N2 C11 C16 47.77(14) . . . . ?
C10 N2 C11 C16 -135.01(10) . . . . ?
C5 N2 C11 C12 -132.83(10) . . . . ?
C10 N2 C11 C12 44.38(13) . . . . ?
C16 C11 C12 C13 2.06(15) . . . . ?
N2 C11 C12 C13 -177.34(9) . . . . ?
C11 C12 C13 C14 0.09(15) . . . . ?
C12 C13 C14 C15 -2.12(15) . . . . ?
C12 C13 C14 N4 175.66(9) . . . . ?
C13 C14 C15 C16 2.01(15) . . . . ?
N4 C14 C15 C16 -175.99(9) . . . . ?
C14 C15 C16 C11 0.15(16) . . . . ?
C12 C11 C16 C15 -2.18(15) . . . . ?
N2 C11 C16 C15 177.21(9) . . . . ?
C15 C14 N4 N5 176.68(9) . . . . ?
C13 C14 N4 N5 -1.19(14) . . . . ?
C14 N4 N5 C17 -178.36(8) . . . . ?
N4 N5 C17 C22 21.4(5) . . . . ?
N4 N5 C17 C18 -160.8(2) . . . . ?
C22 C17 C18 C19 -4.3(8) . . . . ?
N5 C17 C18 C19 177.8(5) . . . . ?
C17 C18 C19 C20 -1.1(9) . . . . ?
C18 C19 C20 C21 7.5(10) . . . . ?
C19 C20 C21 C22 -9.0(10) . . . . ?
C20 C21 C22 C17 3.8(11) . . . . ?
C18 C17 C22 C21 3.0(9) . . . . ?
N5 C17 C22 C21 -179.4(5) . . . . ?
C18' C19' C20' C21' -8.1(12) . . . . ?
C19' C20' C21' C22' 6.6(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 N4 0.98(2) 2.62(2) 3.5275(15) 153.1(17) 1_545
C18 H18 N1 0.95 2.50 3.315(4) 143.9 3_566

_refine_diff_density_max         0.608
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.061
_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_1
_audit_block_doi                 10.5517/ccdc.csd.cc23cl9d
_database_code_depnum_ccdc_archive 'CCDC 1947553'
loop_
_audit_author_name
_audit_author_address
'Richard Puddephatt'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2020-01-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H23 N5 Pt'
_chemical_formula_weight         576.56
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'
Pt Pt -1.7033 8.3905 '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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.255(3)
_cell_length_b                   12.232(2)
_cell_length_c                   25.245(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4402.1(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9372
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      38.57
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    6.395
_shelx_estimated_absorpt_T_min   0.259
_shelx_estimated_absorpt_T_max   0.700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4892
_exptl_absorpt_correction_T_max  0.7479
_exptl_absorpt_process_details   SADABS
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            145350
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         3.268
_diffrn_reflns_theta_max         40.340
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13018
_reflns_number_gt                9378
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SIR2014
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_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)+(0.0192P)²+3.7748P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     heavy
_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         13018
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0265
_refine_ls_wR_factor_ref         0.0557
_refine_ls_wR_factor_gt          0.0495
_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
Pt1 Pt 0.07668(2) 0.19764(2) 0.12138(2) 0.01509(2) Uani 1 1 d . . . . .
C1 C 0.01164(16) 0.32481(16) 0.15802(9) 0.0285(4) Uani 1 1 d . . . . .
H1A H 0.0088 0.3874 0.1339 0.043 Uiso 1 1 calc R U . . .
H1B H 0.0469 0.3451 0.1899 0.043 Uiso 1 1 calc R U . . .
H1C H -0.0521 0.3032 0.1680 0.043 Uiso 1 1 calc R U . . .
C2 C 0.04201(14) 0.26915(16) 0.05107(8) 0.0219(3) Uani 1 1 d . . . . .
H2A H -0.0262 0.2675 0.0465 0.033 Uiso 1 1 calc R U . . .
H2B H 0.0718 0.2291 0.0220 0.033 Uiso 1 1 calc R U . . .
H2C H 0.0638 0.3451 0.0509 0.033 Uiso 1 1 calc R U . . .
N1 N 0.14230(10) 0.06149(11) 0.08602(6) 0.0148(2) Uani 1 1 d . . . . .
N2 N 0.25342(10) 0.06819(12) 0.15542(5) 0.0156(3) Uani 1 1 d . . . . .
N3 N 0.11028(11) 0.12222(12) 0.19432(6) 0.0172(3) Uani 1 1 d . . . . .
N4 N 0.54256(11) 0.37715(12) 0.13736(6) 0.0178(3) Uani 1 1 d . . . . .
N5 N 0.60011(11) 0.36586(12) 0.09979(6) 0.0179(3) Uani 1 1 d . . . . .
C3 C 0.10596(13) 0.01026(15) 0.04348(7) 0.0187(3) Uani 1 1 d . . . . .
H3 H 0.0535 0.0423 0.0262 0.022 Uiso 1 1 calc R U . . .
C4 C 0.14139(14) -0.08647(15) 0.02395(7) 0.0208(3) Uani 1 1 d . . . . .
H4 H 0.1140 -0.1200 -0.0063 0.025 Uiso 1 1 calc R U . . .
C5 C 0.21737(14) -0.13404(15) 0.04895(7) 0.0205(3) Uani 1 1 d . . . . .
H5 H 0.2432 -0.2005 0.0360 0.025 Uiso 1 1 calc R U . . .
C6 C 0.25518(13) -0.08351(14) 0.09300(7) 0.0178(3) Uani 1 1 d . . . . .
H6 H 0.3067 -0.1151 0.1113 0.021 Uiso 1 1 calc R U . . .
C7 C 0.21630(12) 0.01422(13) 0.10980(6) 0.0141(3) Uani 1 1 d . . . . .
C8 C 0.04994(14) 0.11920(16) 0.23554(7) 0.0224(4) Uani 1 1 d . . . . .
H8 H -0.0095 0.1535 0.2318 0.027 Uiso 1 1 calc R U . . .
C9 C 0.07095(15) 0.06843(16) 0.28283(7) 0.0244(4) Uani 1 1 d . . . . .
H9 H 0.0268 0.0687 0.3110 0.029 Uiso 1 1 calc R U . . .
C10 C 0.15640(15) 0.01724(16) 0.28888(7) 0.0239(4) Uani 1 1 d . . . . .
H10 H 0.1722 -0.0179 0.3212 0.029 Uiso 1 1 calc R U . . .
C11 C 0.21889(14) 0.01814(16) 0.24668(7) 0.0206(3) Uani 1 1 d . . . . .
H11 H 0.2784 -0.0164 0.2496 0.025 Uiso 1 1 calc R U . . .
C12 C 0.19289(12) 0.07040(14) 0.20013(6) 0.0161(3) Uani 1 1 d . . . . .
C13 C 0.32611(11) 0.14410(13) 0.15034(6) 0.0139(3) Uani 1 1 d . . . . .
C14 C 0.38417(12) 0.14271(14) 0.10536(7) 0.0157(3) Uani 1 1 d . . . . .
H14 H 0.3741 0.0895 0.0786 0.019 Uiso 1 1 calc R U . . .
C15 C 0.45583(12) 0.21796(14) 0.09965(7) 0.0160(3) Uani 1 1 d . . . . .
H15 H 0.4941 0.2169 0.0689 0.019 Uiso 1 1 calc R U . . .
C16 C 0.47183(12) 0.29565(13) 0.13927(7) 0.0158(3) Uani 1 1 d . . . . .
C17 C 0.41429(12) 0.29752(14) 0.18387(7) 0.0172(3) Uani 1 1 d . . . . .
H17 H 0.4248 0.3506 0.2107 0.021 Uiso 1 1 calc R U . . .
C18 C 0.34226(12) 0.22309(14) 0.18955(7) 0.0170(3) Uani 1 1 d . . . . .
H18 H 0.3035 0.2254 0.2201 0.020 Uiso 1 1 calc R U . . .
C19 C 0.66786(12) 0.45205(14) 0.09700(7) 0.0172(3) Uani 1 1 d . . . . .
C20 C 0.75030(13) 0.42855(15) 0.06979(7) 0.0202(3) Uani 1 1 d . . . . .
H20 H 0.7601 0.3579 0.0552 0.024 Uiso 1 1 calc R U . . .
C21 C 0.81843(13) 0.50950(16) 0.06410(8) 0.0234(4) Uani 1 1 d . . . . .
H21 H 0.8758 0.4934 0.0467 0.028 Uiso 1 1 calc R U . . .
C22 C 0.80238(14) 0.61302(16) 0.08382(8) 0.0245(4) Uani 1 1 d . . . . .
H22 H 0.8483 0.6685 0.0793 0.029 Uiso 1 1 calc R U . . .
C23 C 0.71935(14) 0.63643(15) 0.11018(8) 0.0238(4) Uani 1 1 d . . . . .
H23 H 0.7087 0.7081 0.1234 0.029 Uiso 1 1 calc R U . . .
C24 C 0.65164(13) 0.55614(14) 0.11744(7) 0.0194(3) Uani 1 1 d . . . . .
H24 H 0.5953 0.5719 0.1360 0.023 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pt1 C1 2.0335(19) . ?
Pt1 C2 2.0396(19) . ?
Pt1 N1 2.1085(14) . ?
Pt1 N3 2.1146(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
N1 C7 1.344(2) . ?
N1 C3 1.347(2) . ?
N2 C13 1.397(2) . ?
N2 C12 1.421(2) . ?
N2 C7 1.429(2) . ?
N3 C12 1.345(2) . ?
N3 C8 1.350(2) . ?
N4 N5 1.262(2) . ?
N4 C16 1.419(2) . ?
N5 C19 1.432(2) . ?
C3 C4 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(2) . ?
C6 H6 0.9500 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.378(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9500 . ?
C13 C18 1.402(2) . ?
C13 C14 1.405(2) . ?
C14 C15 1.383(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.398(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(2) . ?
C17 C18 1.380(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.391(3) . ?
C19 C24 1.393(2) . ?
C20 C21 1.394(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pt1 C2 87.55(9) . . ?
C1 Pt1 N1 177.59(7) . . ?
C2 Pt1 N1 94.46(7) . . ?
C1 Pt1 N3 92.34(8) . . ?
C2 Pt1 N3 179.01(7) . . ?
N1 Pt1 N3 85.62(6) . . ?
Pt1 C1 H1A 109.5 . . ?
Pt1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pt1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Pt1 C2 H2A 109.5 . . ?
Pt1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Pt1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C7 N1 C3 117.24(15) . . ?
C7 N1 Pt1 119.92(11) . . ?
C3 N1 Pt1 122.30(12) . . ?
C13 N2 C12 120.69(14) . . ?
C13 N2 C7 120.52(13) . . ?
C12 N2 C7 115.08(13) . . ?
C12 N3 C8 117.43(16) . . ?
C12 N3 Pt1 119.91(11) . . ?
C8 N3 Pt1 122.59(14) . . ?
N5 N4 C16 114.26(15) . . ?
N4 N5 C19 113.28(15) . . ?
N1 C3 C4 122.94(17) . . ?
N1 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C3 C4 C5 119.05(17) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 119.00(17) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 118.48(17) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
N1 C7 C6 123.28(15) . . ?
N1 C7 N2 116.86(14) . . ?
C6 C7 N2 119.84(15) . . ?
N3 C8 C9 122.76(19) . . ?
N3 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
C10 C9 C8 119.51(17) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 118.58(18) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 118.81(18) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
N3 C12 C11 122.88(16) . . ?
N3 C12 N2 117.00(15) . . ?
C11 C12 N2 120.10(16) . . ?
N2 C13 C18 121.00(15) . . ?
N2 C13 C14 120.18(15) . . ?
C18 C13 C14 118.82(15) . . ?
C15 C14 C13 120.75(16) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 119.89(16) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 119.55(15) . . ?
C17 C16 N4 115.75(15) . . ?
C15 C16 N4 124.69(16) . . ?
C18 C17 C16 120.75(16) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C13 120.23(16) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C20 C19 C24 120.79(16) . . ?
C20 C19 N5 116.24(16) . . ?
C24 C19 N5 122.87(16) . . ?
C19 C20 C21 119.51(17) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 119.93(18) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.25(18) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C24 120.67(18) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C19 118.81(18) . . ?
C23 C24 H24 120.6 . . ?
C19 C24 H24 120.6 . . ?

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
C16 N4 N5 C19 176.95(14) . . . . ?
C7 N1 C3 C4 -0.2(3) . . . . ?
Pt1 N1 C3 C4 -171.70(13) . . . . ?
N1 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C7 -1.2(3) . . . . ?
C3 N1 C7 C6 -0.7(2) . . . . ?
Pt1 N1 C7 C6 171.08(13) . . . . ?
C3 N1 C7 N2 -179.00(14) . . . . ?
Pt1 N1 C7 N2 -7.24(19) . . . . ?
C5 C6 C7 N1 1.3(3) . . . . ?
C5 C6 C7 N2 179.62(15) . . . . ?
C13 N2 C7 N1 -91.91(19) . . . . ?
C12 N2 C7 N1 66.56(19) . . . . ?
C13 N2 C7 C6 89.7(2) . . . . ?
C12 N2 C7 C6 -111.82(18) . . . . ?
C12 N3 C8 C9 1.8(3) . . . . ?
Pt1 N3 C8 C9 178.81(15) . . . . ?
N3 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C8 N3 C12 C11 -2.1(3) . . . . ?
Pt1 N3 C12 C11 -179.22(13) . . . . ?
C8 N3 C12 N2 176.16(15) . . . . ?
Pt1 N3 C12 N2 -0.9(2) . . . . ?
C10 C11 C12 N3 1.3(3) . . . . ?
C10 C11 C12 N2 -176.97(16) . . . . ?
C13 N2 C12 N3 97.07(19) . . . . ?
C7 N2 C12 N3 -61.4(2) . . . . ?
C13 N2 C12 C11 -84.6(2) . . . . ?
C7 N2 C12 C11 116.99(18) . . . . ?
C12 N2 C13 C18 1.1(2) . . . . ?
C7 N2 C13 C18 158.37(16) . . . . ?
C12 N2 C13 C14 -178.53(16) . . . . ?
C7 N2 C13 C14 -21.3(2) . . . . ?
N2 C13 C14 C15 179.45(16) . . . . ?
C18 C13 C14 C15 -0.2(3) . . . . ?
C13 C14 C15 C16 0.8(3) . . . . ?
C14 C15 C16 C17 -1.0(3) . . . . ?
C14 C15 C16 N4 -179.37(16) . . . . ?
N5 N4 C16 C17 172.27(16) . . . . ?
N5 N4 C16 C15 -9.3(2) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
N4 C16 C17 C18 179.04(16) . . . . ?
C16 C17 C18 C13 0.1(3) . . . . ?
N2 C13 C18 C17 -179.92(16) . . . . ?
C14 C13 C18 C17 -0.3(3) . . . . ?
N4 N5 C19 C20 158.83(16) . . . . ?
N4 N5 C19 C24 -24.7(2) . . . . ?
C24 C19 C20 C21 1.6(3) . . . . ?
N5 C19 C20 C21 178.16(17) . . . . ?
C19 C20 C21 C22 -2.2(3) . . . . ?
C20 C21 C22 C23 1.2(3) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
C22 C23 C24 C19 -1.1(3) . . . . ?
C20 C19 C24 C23 0.0(3) . . . . ?
N5 C19 C24 C23 -176.30(17) . . . . ?

_refine_diff_density_max         1.618
_refine_diff_density_min         -1.350
_refine_diff_density_rms         0.147
_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_3
_audit_block_doi                 10.5517/ccdc.csd.cc23clbf
_database_code_depnum_ccdc_archive 'CCDC 1947554'
loop_
_audit_author_name
_audit_author_address
'Richard Puddephatt'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2020-01-19 deposited with the CCDC.	2020-01-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H23 I2 N5 Pt'
_chemical_formula_weight         830.36
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'
I I -0.4742 1.8119 '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'
Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.215(8)
_cell_length_b                   16.979(7)
_cell_length_c                   15.512(7)
_cell_angle_alpha                90
_cell_angle_beta                 117.328(10)
_cell_angle_gamma                90
_cell_volume                     4964(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    223
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      28.34
_exptl_crystal_description       rectangular
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.222
_exptl_crystal_F_000             3088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.079
_exptl_crystal_size_min          0.055
_exptl_absorpt_coefficient_mu    8.163
_shelx_estimated_absorpt_T_min   0.302
_shelx_estimated_absorpt_T_max   0.662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5169
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   SADABS
_diffrn_ambient_temperature      223
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61424
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.112
_diffrn_reflns_theta_max         32.164
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8658
_reflns_number_gt                5869
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2016
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_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)+(0.0136P)²+16.4042P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         8658
_refine_ls_number_parameters     322
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0593
_refine_ls_wR_factor_gt          0.0528
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.060
_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
Pt1 Pt 0.66423(2) 0.91903(2) 0.28003(2) 0.03743(5) Uani 1 1 d . . . . .
N1 N 0.72000(16) 0.82206(17) 0.2549(2) 0.0369(7) Uani 1 1 d . . . . .
N2 N 0.65857(16) 0.83757(16) 0.3836(2) 0.0351(7) Uani 1 1 d . . . . .
N3 N 0.65297(16) 0.72473(16) 0.2886(2) 0.0331(7) Uani 1 1 d . . . . .
N4 N 0.4992(2) 0.4437(2) 0.1271(3) 0.0431(14) Uani 0.778(10) 1 d D . P A 1
N5 N 0.5290(2) 0.3813(2) 0.1649(4) 0.0471(15) Uani 0.778(10) 1 d D . P A 1
N4' N 0.5428(7) 0.4228(4) 0.1857(10) 0.039(4) Uani 0.222(10) 1 d D . P A 2
N5' N 0.4836(8) 0.4048(4) 0.1206(11) 0.044(5) Uani 0.222(10) 1 d D . P A 2
C1 C 0.6096(2) 1.0106(2) 0.3072(3) 0.0497(11) Uani 1 1 d . . . . .
H1A H 0.574897 0.988597 0.324894 0.075 Uiso 1 1 calc R U . . .
H1B H 0.585559 1.042570 0.249311 0.075 Uiso 1 1 calc R U . . .
H1C H 0.642920 1.042941 0.359958 0.075 Uiso 1 1 calc R U . . .
I1 I 0.54020(2) 0.87498(2) 0.14338(2) 0.04756(11) Uani 0.9175(11) 1 d . . P B 3
I2 I 0.78858(6) 0.97725(6) 0.41406(9) 0.04882(19) Uani 0.9175(11) 1 d . . P B 3
C2 C 0.66378(18) 0.99433(15) 0.1620(3) 0.1000(13) Uani 0.9175(11) 1 d . . P B 3
H2A H 0.676633 0.962742 0.120324 0.150 Uiso 0.9175(11) 1 calc R U P B 3
H2B H 0.697755 1.036778 0.190170 0.150 Uiso 0.9175(11) 1 calc R U P B 3
H2C H 0.616746 1.016224 0.124029 0.150 Uiso 0.9175(11) 1 calc R U P B 3
I2' I 0.7719(7) 0.9817(9) 0.4254(11) 0.054(2) Uani 0.0825(11) 1 d . . P B 4
I3' I 0.66378(18) 0.99433(15) 0.1620(3) 0.1000(13) Uani 0.0825(11) 1 d . . P B
4
C2' C 0.54020(2) 0.87498(2) 0.14338(2) 0.04756(11) Uani 0.0825(11) 1 d . . P B
4
H2'1 H 0.545824 0.828413 0.111330 0.071 Uiso 0.0825(11) 1 calc R U P B 4
H2'2 H 0.509002 0.863079 0.171795 0.071 Uiso 0.0825(11) 1 calc R U P B 4
H2'3 H 0.519812 0.917117 0.096383 0.071 Uiso 0.0825(11) 1 calc R U P B 4
C3 C 0.7715(2) 0.8392(2) 0.2300(3) 0.0474(10) Uani 1 1 d . . . . .
H3 H 0.786228 0.891867 0.234259 0.057 Uiso 1 1 calc R U . . .
C4 C 0.8037(2) 0.7841(2) 0.1989(3) 0.0481(10) Uani 1 1 d . . . . .
H4 H 0.839350 0.798560 0.181875 0.058 Uiso 1 1 calc R U . . .
C5 C 0.7823(2) 0.7070(2) 0.1933(3) 0.0479(10) Uani 1 1 d . . . . .
H5 H 0.802504 0.667901 0.170931 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7312(2) 0.6874(2) 0.2205(3) 0.0400(9) Uani 1 1 d . . . . .
H6 H 0.716048 0.634935 0.216313 0.048 Uiso 1 1 calc R U . . .
C7 C 0.70191(19) 0.7460(2) 0.2545(3) 0.0329(8) Uani 1 1 d . . . . .
C8 C 0.64791(19) 0.75996(19) 0.3676(3) 0.0322(8) Uani 1 1 d . . . . .
C9 C 0.6319(2) 0.7138(2) 0.4291(3) 0.0455(10) Uani 1 1 d . . . . .
H9 H 0.622298 0.659833 0.415997 0.055 Uiso 1 1 calc R U . . .
C10 C 0.6301(2) 0.7464(2) 0.5081(3) 0.0489(10) Uani 1 1 d . . . . .
H10 H 0.619328 0.715135 0.549541 0.059 Uiso 1 1 calc R U . . .
C11 C 0.6442(2) 0.8251(2) 0.5270(3) 0.0466(10) Uani 1 1 d . . . . .
H11 H 0.644217 0.848616 0.581863 0.056 Uiso 1 1 calc R U . . .
C12 C 0.6579(2) 0.8678(2) 0.4639(3) 0.0445(10) Uani 1 1 d . . . . .
H12 H 0.667629 0.921777 0.476607 0.053 Uiso 1 1 calc R U . . .
C13 C 0.6177(2) 0.6499(2) 0.2532(3) 0.0361(8) Uani 1 1 d . . . . .
C14 C 0.6452(2) 0.5804(2) 0.3034(3) 0.0441(10) Uani 1 1 d . . . . .
H14 H 0.687785 0.580812 0.361649 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6091(3) 0.5101(2) 0.2668(4) 0.0527(12) Uani 1 1 d . . . . .
H15 H 0.626465 0.462911 0.301385 0.063 Uiso 1 1 calc R U . . .
C16 C 0.5476(3) 0.5097(3) 0.1793(4) 0.0561(13) Uani 1 1 d D . . . .
C17 C 0.5219(3) 0.5773(3) 0.1292(4) 0.0620(13) Uani 1 1 d . . . . .
H17 H 0.480654 0.576053 0.069280 0.074 Uiso 1 1 calc R U . . .
C18 C 0.5562(2) 0.6490(2) 0.1660(3) 0.0496(11) Uani 1 1 d . . . . .
H18 H 0.537556 0.696044 0.131819 0.059 Uiso 1 1 calc R U . . .
C19 C 0.4775(3) 0.3172(3) 0.1160(3) 0.0537(12) Uani 1 1 d D . . . .
C20 C 0.5099(3) 0.2465(4) 0.1443(5) 0.100(2) Uani 1 1 d . . . . .
H20 H 0.558957 0.244344 0.185813 0.121 Uiso 1 1 calc R U . . .
C21 C 0.4719(4) 0.1777(3) 0.1129(5) 0.104(2) Uani 1 1 d . . . . .
H21 H 0.495135 0.129108 0.134212 0.125 Uiso 1 1 calc R U . . .
C22 C 0.4033(3) 0.1789(3) 0.0533(3) 0.0605(13) Uani 1 1 d . . . . .
H22 H 0.377728 0.131666 0.031242 0.073 Uiso 1 1 calc R U . . .
C23 C 0.3707(3) 0.2488(3) 0.0248(4) 0.0716(15) Uani 1 1 d . . . . .
H23 H 0.321569 0.250122 -0.016261 0.086 Uiso 1 1 calc R U . . .
C24 C 0.4080(3) 0.3193(3) 0.0548(4) 0.0653(14) Uani 1 1 d . . . . .
H24 H 0.384742 0.367760 0.032273 0.078 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pt1 C1 2.095(4) . ?
Pt1 N2 2.164(3) . ?
Pt1 N1 2.164(3) . ?
Pt1 I3' 2.230(3) . ?
Pt1 C2 2.230(3) . ?
Pt1 I2' 2.589(16) . ?
Pt1 C2' 2.6184(9) . ?
Pt1 I1 2.6184(9) . ?
Pt1 I2 2.6876(14) . ?
N1 C7 1.346(4) . ?
N1 C3 1.348(5) . ?
N2 C8 1.340(4) . ?
N2 C12 1.354(5) . ?
N3 C7 1.411(5) . ?
N3 C8 1.413(4) . ?
N3 C13 1.449(4) . ?
N4 N5 1.235(6) . ?
N4 C16 1.485(5) . ?
N5 C19 1.482(5) . ?
N4' N5' 1.236(8) . ?
N4' C16 1.487(6) . ?
N5' C19 1.492(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C2' H2'1 0.9700 . ?
C2' H2'2 0.9700 . ?
C2' H2'3 0.9700 . ?
C3 C4 1.370(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.376(6) . ?
C4 H4 0.9400 . ?
C5 C6 1.371(6) . ?
C5 H5 0.9400 . ?
C6 C7 1.399(5) . ?
C6 H6 0.9400 . ?
C8 C9 1.391(5) . ?
C9 C10 1.361(6) . ?
C9 H9 0.9400 . ?
C10 C11 1.371(6) . ?
C10 H10 0.9400 . ?
C11 C12 1.353(6) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C18 1.383(6) . ?
C13 C14 1.386(5) . ?
C14 C15 1.391(6) . ?
C14 H14 0.9400 . ?
C15 C16 1.385(7) . ?
C15 H15 0.9400 . ?
C16 C17 1.352(7) . ?
C17 C18 1.398(6) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C24 1.337(7) . ?
C19 C20 1.353(7) . ?
C20 C21 1.375(8) . ?
C20 H20 0.9400 . ?
C21 C22 1.317(8) . ?
C21 H21 0.9400 . ?
C22 C23 1.342(7) . ?
C22 H22 0.9400 . ?
C23 C24 1.393(7) . ?
C23 H23 0.9400 . ?
C24 H24 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pt1 N2 95.77(15) . . ?
C1 Pt1 N1 178.20(15) . . ?
N2 Pt1 N1 82.44(12) . . ?
C1 Pt1 I3' 86.89(15) . . ?
N2 Pt1 I3' 174.31(11) . . ?
N1 Pt1 I3' 94.87(12) . . ?
C1 Pt1 C2 86.89(15) . . ?
N2 Pt1 C2 174.31(11) . . ?
N1 Pt1 C2 94.87(12) . . ?
C1 Pt1 I2' 82.4(3) . . ?
N2 Pt1 I2' 86.8(3) . . ?
N1 Pt1 I2' 97.6(3) . . ?
I3' Pt1 I2' 98.6(3) . . ?
C1 Pt1 C2' 86.06(13) . . ?
N2 Pt1 C2' 92.33(8) . . ?
N1 Pt1 C2' 93.80(8) . . ?
I3' Pt1 C2' 82.82(9) . . ?
I2' Pt1 C2' 168.3(2) . . ?
C1 Pt1 I1 86.06(13) . . ?
N2 Pt1 I1 92.33(8) . . ?
N1 Pt1 I1 93.80(8) . . ?
C2 Pt1 I1 82.82(9) . . ?
C1 Pt1 I2 90.51(13) . . ?
N2 Pt1 I2 91.73(9) . . ?
N1 Pt1 I2 89.74(9) . . ?
C2 Pt1 I2 93.27(9) . . ?
I1 Pt1 I2 174.93(3) . . ?
C7 N1 C3 118.2(3) . . ?
C7 N1 Pt1 123.5(3) . . ?
C3 N1 Pt1 118.0(3) . . ?
C8 N2 C12 118.0(3) . . ?
C8 N2 Pt1 123.6(2) . . ?
C12 N2 Pt1 117.9(2) . . ?
C7 N3 C8 125.4(3) . . ?
C7 N3 C13 115.1(3) . . ?
C8 N3 C13 118.0(3) . . ?
N5 N4 C16 108.3(4) . . ?
N4 N5 C19 106.9(4) . . ?
N5' N4' C16 105.4(7) . . ?
N4' N5' C19 108.6(8) . . ?
Pt1 C1 H1A 109.5 . . ?
Pt1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pt1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Pt1 C2 H2A 109.5 . . ?
Pt1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Pt1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Pt1 C2' H2'1 109.5 . . ?
Pt1 C2' H2'2 109.5 . . ?
H2'1 C2' H2'2 109.5 . . ?
Pt1 C2' H2'3 109.5 . . ?
H2'1 C2' H2'3 109.5 . . ?
H2'2 C2' H2'3 109.5 . . ?
N1 C3 C4 123.8(4) . . ?
N1 C3 H3 118.1 . . ?
C4 C3 H3 118.1 . . ?
C3 C4 C5 117.8(4) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
C6 C5 C4 119.8(4) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 119.6(4) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
N1 C7 C6 120.6(3) . . ?
N1 C7 N3 120.1(3) . . ?
C6 C7 N3 119.3(3) . . ?
N2 C8 C9 120.1(3) . . ?
N2 C8 N3 120.2(3) . . ?
C9 C8 N3 119.7(3) . . ?
C10 C9 C8 120.2(4) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.7(4) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 117.7(4) . . ?
C12 C11 H11 121.1 . . ?
C10 C11 H11 121.1 . . ?
C11 C12 N2 124.0(4) . . ?
C11 C12 H12 118.0 . . ?
N2 C12 H12 118.0 . . ?
C18 C13 C14 120.3(4) . . ?
C18 C13 N3 118.2(3) . . ?
C14 C13 N3 121.5(4) . . ?
C13 C14 C15 119.4(4) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 119.9(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 N4 109.4(4) . . ?
C15 C16 N4 130.0(4) . . ?
C17 C16 N4' 149.2(7) . . ?
C15 C16 N4' 90.1(6) . . ?
C16 C17 C18 120.5(5) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 119.3(4) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C24 C19 C20 119.0(4) . . ?
C24 C19 N5 131.1(5) . . ?
C20 C19 N5 109.9(5) . . ?
C24 C19 N5' 92.9(7) . . ?
C20 C19 N5' 148.1(7) . . ?
C19 C20 C21 120.7(5) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 121.0(6) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 118.7(5) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
C22 C23 C24 121.5(5) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C19 C24 C23 119.0(5) . . ?
C19 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?

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
C16 N4 N5 C19 175.9(4) . . . . ?
C16 N4' N5' C19 174.5(10) . . . . ?
C7 N1 C3 C4 3.9(6) . . . . ?
Pt1 N1 C3 C4 -170.4(3) . . . . ?
N1 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 -1.3(7) . . . . ?
C4 C5 C6 C7 -0.6(6) . . . . ?
C3 N1 C7 C6 -5.8(5) . . . . ?
Pt1 N1 C7 C6 168.1(3) . . . . ?
C3 N1 C7 N3 174.2(3) . . . . ?
Pt1 N1 C7 N3 -11.9(5) . . . . ?
C5 C6 C7 N1 4.3(6) . . . . ?
C5 C6 C7 N3 -175.7(4) . . . . ?
C8 N3 C7 N1 -36.7(5) . . . . ?
C13 N3 C7 N1 158.1(3) . . . . ?
C8 N3 C7 C6 143.2(4) . . . . ?
C13 N3 C7 C6 -21.9(5) . . . . ?
C12 N2 C8 C9 4.3(5) . . . . ?
Pt1 N2 C8 C9 -168.1(3) . . . . ?
C12 N2 C8 N3 -175.6(3) . . . . ?
Pt1 N2 C8 N3 12.0(5) . . . . ?
C7 N3 C8 N2 36.8(5) . . . . ?
C13 N3 C8 N2 -158.5(3) . . . . ?
C7 N3 C8 C9 -143.2(4) . . . . ?
C13 N3 C8 C9 21.6(5) . . . . ?
N2 C8 C9 C10 -3.0(6) . . . . ?
N3 C8 C9 C10 177.0(4) . . . . ?
C8 C9 C10 C11 0.0(7) . . . . ?
C9 C10 C11 C12 1.4(7) . . . . ?
C10 C11 C12 N2 0.1(7) . . . . ?
C8 N2 C12 C11 -3.0(6) . . . . ?
Pt1 N2 C12 C11 169.9(3) . . . . ?
C7 N3 C13 C18 -87.4(4) . . . . ?
C8 N3 C13 C18 106.3(4) . . . . ?
C7 N3 C13 C14 91.2(4) . . . . ?
C8 N3 C13 C14 -75.1(5) . . . . ?
C18 C13 C14 C15 -1.9(6) . . . . ?
N3 C13 C14 C15 179.6(3) . . . . ?
C13 C14 C15 C16 2.1(6) . . . . ?
C14 C15 C16 C17 -0.4(7) . . . . ?
C14 C15 C16 N4 -178.2(4) . . . . ?
C14 C15 C16 N4' 177.5(7) . . . . ?
N5 N4 C16 C17 169.3(5) . . . . ?
N5 N4 C16 C15 -12.7(7) . . . . ?
N5' N4' C16 C17 -14(2) . . . . ?
N5' N4' C16 C15 169.8(12) . . . . ?
C15 C16 C17 C18 -1.4(7) . . . . ?
N4 C16 C17 C18 176.8(4) . . . . ?
N4' C16 C17 C18 -177.4(12) . . . . ?
C14 C13 C18 C17 0.1(6) . . . . ?
N3 C13 C18 C17 178.7(4) . . . . ?
C16 C17 C18 C13 1.5(7) . . . . ?
N4 N5 C19 C24 -11.0(8) . . . . ?
N4 N5 C19 C20 171.3(5) . . . . ?
N4' N5' C19 C24 170.2(13) . . . . ?
N4' N5' C19 C20 -11(2) . . . . ?
C24 C19 C20 C21 -1.8(10) . . . . ?
N5 C19 C20 C21 176.2(7) . . . . ?
N5' C19 C20 C21 179.5(14) . . . . ?
C19 C20 C21 C22 1.2(12) . . . . ?
C20 C21 C22 C23 -1.1(11) . . . . ?
C21 C22 C23 C24 1.7(9) . . . . ?
C20 C19 C24 C23 2.3(8) . . . . ?
N5 C19 C24 C23 -175.2(5) . . . . ?
N5' C19 C24 C23 -178.4(8) . . . . ?
C22 C23 C24 C19 -2.3(8) . . . . ?

_refine_diff_density_max         0.832
_refine_diff_density_min         -0.828
_refine_diff_density_rms         0.127

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_5
_audit_block_doi                 10.5517/ccdc.csd.cc23clcg
_database_code_depnum_ccdc_archive 'CCDC 1947555'
loop_
_audit_author_name
_audit_author_address
'Richard Puddephatt'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2020-01-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32.50 H33 Br N5 O0.50 Pt'
_chemical_formula_weight         776.64
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pt Pt -1.7033 8.3905 '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/n'
_space_group_name_Hall           '-P 2yn'
_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+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.086(4)
_cell_length_b                   10.722(4)
_cell_length_c                   25.681(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.103(16)
_cell_angle_gamma                90
_cell_volume                     2995(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9719
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      30.57
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.087
_exptl_absorpt_coefficient_mu    6.050
_shelx_estimated_absorpt_T_min   0.242
_shelx_estimated_absorpt_T_max   0.621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5316
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_process_details   SADABS
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            99130
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.337
_diffrn_reflns_theta_max         37.753
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             15135
_reflns_number_gt                9922
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL-2014
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_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)+(0.0375P)²+4.1243P] 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         15135
_refine_ls_number_parameters     408
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
Pt1 Pt 0.39473(2) 0.43655(2) 0.22760(2) 0.02098(4) Uani 0.743(6) 1 d . . P A 1
C2 C 0.2991(3) 0.2883(4) 0.18911(14) 0.0352(8) Uani 0.743(6) 1 d . . P A 1
H2A H 0.3388 0.2607 0.1601 0.053 Uiso 0.743(6) 1 calc R U P A 1
H2B H 0.2985 0.2196 0.2142 0.053 Uiso 0.743(6) 1 calc R U P A 1
H2C H 0.2145 0.3139 0.1746 0.053 Uiso 0.743(6) 1 calc R U P A 1
C3 C 0.2857(4) 0.5666(4) 0.18189(15) 0.0375(8) Uani 0.743(6) 1 d . . P A 1
H3A H 0.2400 0.6143 0.2048 0.045 Uiso 0.743(6) 1 calc R U P A 1
H3B H 0.3391 0.6259 0.1673 0.045 Uiso 0.743(6) 1 calc R U P A 1
C4 C 0.1914(4) 0.5085(4) 0.13478(19) 0.0327(11) Uani 0.743(6) 1 d . . P A 1
C5 C 0.2296(6) 0.4703(6) 0.0892(2) 0.0461(15) Uani 0.743(6) 1 d . . P A 1
H5 H 0.3119 0.4829 0.0849 0.055 Uiso 0.743(6) 1 calc R U P A 1
C6 C 0.1396(7) 0.4097(6) 0.0477(2) 0.0778(19) Uani 0.743(6) 1 d . . P A 1
H6 H 0.1643 0.3741 0.0175 0.093 Uiso 0.743(6) 1 calc R U P A 1
C7 C 0.0189(6) 0.4054(5) 0.0531(3) 0.079(2) Uani 0.743(6) 1 d . . P A 1
H7 H -0.0418 0.3785 0.0239 0.095 Uiso 0.743(6) 1 calc R U P A 1
C8 C -0.0155(6) 0.4379(7) 0.0980(3) 0.095(3) Uani 0.743(6) 1 d . . P A 1
H8 H -0.0966 0.4205 0.1029 0.114 Uiso 0.743(6) 1 calc R U P A 1
C9 C 0.0699(5) 0.4993(7) 0.1390(3) 0.0546(18) Uani 0.743(6) 1 d . . P A 1
H9 H 0.0428 0.5333 0.1689 0.066 Uiso 0.743(6) 1 calc R U P A 1
Pt1' Pt 0.39473(2) 0.43655(2) 0.22760(2) 0.02098(4) Uani 0.257(6) 1 d . . P A 2
C2' C 0.2857(4) 0.5666(4) 0.18189(15) 0.0375(8) Uani 0.257(6) 1 d . . P A 2
H2'1 H 0.3238 0.5910 0.1520 0.056 Uiso 0.257(6) 1 calc R U P A 2
H2'2 H 0.2045 0.5305 0.1684 0.056 Uiso 0.257(6) 1 calc R U P A 2
H2'3 H 0.2769 0.6401 0.2035 0.056 Uiso 0.257(6) 1 calc R U P A 2
C3' C 0.2991(3) 0.2883(4) 0.18911(14) 0.0352(8) Uani 0.257(6) 1 d . . P A 2
H3'1 H 0.3551 0.2323 0.1744 0.042 Uiso 0.257(6) 1 calc R U P A 2
H3'2 H 0.2591 0.2399 0.2139 0.042 Uiso 0.257(6) 1 calc R U P A 2
C4' C 0.1910(12) 0.3504(12) 0.1392(5) 0.028(3) Uani 0.257(6) 1 d . . P A 2
C5' C 0.2185(13) 0.3582(13) 0.0894(5) 0.031(3) Uani 0.257(6) 1 d . . P A 2
H5' H 0.2951 0.3266 0.0838 0.037 Uiso 0.257(6) 1 calc R U P A 2
C6' C 0.1396(7) 0.4097(6) 0.0477(2) 0.0778(19) Uani 0.257(6) 1 d . . P A 2
H6' H 0.1656 0.4452 0.0177 0.093 Uiso 0.257(6) 1 calc R U P A 2
C7' C 0.0189(6) 0.4054(5) 0.0531(3) 0.079(2) Uani 0.257(6) 1 d . . P A 2
H7' H -0.0418 0.3785 0.0239 0.095 Uiso 0.257(6) 1 calc R U P A 2
C8' C -0.0155(6) 0.4379(7) 0.0980(3) 0.095(3) Uani 0.257(6) 1 d . . P A 2
H8' H -0.0813 0.4927 0.1009 0.114 Uiso 0.257(6) 1 calc R U P A 2
C9' C 0.0719(13) 0.3696(15) 0.1463(7) 0.041(4) Uani 0.257(6) 1 d . . P A 2
H9' H 0.0443 0.3442 0.1775 0.049 Uiso 0.257(6) 1 calc R U P A 2
Br1 Br 0.55065(3) 0.44038(3) 0.16305(2) 0.02838(7) Uani 1 1 d . . . . .
C1 C 0.2664(3) 0.4349(3) 0.27543(13) 0.0277(6) Uani 1 1 d . . . . .
H1A H 0.1837 0.4378 0.2534 0.042 Uiso 1 1 calc R U . A 1
H1B H 0.2786 0.5075 0.2990 0.042 Uiso 1 1 calc R U . A 1
H1C H 0.2754 0.3584 0.2967 0.042 Uiso 1 1 calc R U . A 1
N1 N 0.5056(3) 0.5803(2) 0.27411(11) 0.0266(6) Uani 1 1 d . . . . .
N2 N 0.5193(2) 0.3109(3) 0.27844(10) 0.0250(5) Uani 1 1 d . . . . .
C10 C 0.5463(4) 0.6811(4) 0.25133(15) 0.0408(9) Uani 1 1 d . . . . .
H10 H 0.5171 0.6948 0.2145 0.049 Uiso 1 1 calc R U . . .
C11 C 0.6283(5) 0.7651(4) 0.27906(17) 0.0539(13) Uani 1 1 d . . . . .
H11 H 0.6531 0.8364 0.2619 0.065 Uiso 1 1 calc R U . . .
C12 C 0.6738(4) 0.7442(5) 0.33205(18) 0.0571(14) Uani 1 1 d . . . . .
H12 H 0.7323 0.7996 0.3518 0.069 Uiso 1 1 calc R U . . .
C13 C 0.6332(3) 0.6418(4) 0.35605(15) 0.0394(9) Uani 1 1 d . . . . .
H13 H 0.6623 0.6264 0.3927 0.047 Uiso 1 1 calc R U . . .
C14 C 0.5493(3) 0.5615(3) 0.32608(13) 0.0281(6) Uani 1 1 d . . . . .
N3 N 0.5121(2) 0.4503(2) 0.34854(10) 0.0239(5) Uani 1 1 d . . . . .
C15 C 0.5576(3) 0.3381(3) 0.33017(13) 0.0248(6) Uani 1 1 d . . . . .
C16 C 0.6436(3) 0.2669(4) 0.36359(15) 0.0361(8) Uani 1 1 d . . . . .
H16 H 0.6674 0.2883 0.4000 0.043 Uiso 1 1 calc R U . . .
C17 C 0.6942(4) 0.1648(4) 0.34351(17) 0.0467(10) Uani 1 1 d . . . . .
H17 H 0.7531 0.1143 0.3658 0.056 Uiso 1 1 calc R U . . .
C18 C 0.6574(4) 0.1372(4) 0.29008(17) 0.0427(9) Uani 1 1 d . . . . .
H18 H 0.6923 0.0681 0.2751 0.051 Uiso 1 1 calc R U . . .
C19 C 0.5694(4) 0.2110(3) 0.25860(15) 0.0339(8) Uani 1 1 d . . . . .
H19 H 0.5438 0.1907 0.2221 0.041 Uiso 1 1 calc R U . . .
C20 C 0.4500(3) 0.4510(3) 0.39171(12) 0.0243(6) Uani 1 1 d . . . . .
C21 C 0.4151(3) 0.5644(3) 0.41161(14) 0.0317(7) Uani 1 1 d . . . . .
H21 H 0.4386 0.6411 0.3980 0.038 Uiso 1 1 calc R U . . .
C22 C 0.3459(3) 0.5643(4) 0.45142(14) 0.0351(8) Uani 1 1 d . . . . .
H22 H 0.3223 0.6411 0.4649 0.042 Uiso 1 1 calc R U . . .
C23 C 0.3111(3) 0.4521(4) 0.47158(13) 0.0319(8) Uani 1 1 d . . . . .
C24 C 0.3460(3) 0.3404(4) 0.45187(13) 0.0341(8) Uani 1 1 d . . . . .
H24 H 0.3227 0.2639 0.4658 0.041 Uiso 1 1 calc R U . . .
C25 C 0.4146(3) 0.3387(3) 0.41212(13) 0.0298(7) Uani 1 1 d . . . . .
H25 H 0.4375 0.2615 0.3987 0.036 Uiso 1 1 calc R U . . .
N4 N 0.2336(3) 0.4423(3) 0.50976(12) 0.0355(7) Uani 1 1 d . . . . .
N5 N 0.1927(3) 0.5455(3) 0.52226(12) 0.0362(7) Uani 1 1 d . . . . .
C26 C 0.1094(3) 0.5334(4) 0.55862(14) 0.0395(9) Uani 1 1 d . . . . .
C27 C 0.0694(4) 0.4218(5) 0.57598(17) 0.0510(11) Uani 1 1 d . . . . .
H27 H 0.0972 0.3448 0.5643 0.061 Uiso 1 1 calc R U . . .
C28 C -0.0121(4) 0.4237(6) 0.61083(18) 0.0669(17) Uani 1 1 d . . . . .
H28 H -0.0395 0.3472 0.6232 0.080 Uiso 1 1 calc R U . . .
C29 C -0.0535(4) 0.5333(7) 0.62764(17) 0.0673(17) Uani 1 1 d . . . . .
H29 H -0.1091 0.5332 0.6516 0.081 Uiso 1 1 calc R U . . .
C30 C -0.0142(4) 0.6445(6) 0.60968(17) 0.0624(15) Uani 1 1 d . . . . .
H30 H -0.0430 0.7211 0.6213 0.075 Uiso 1 1 calc R U . . .
C31 C 0.0674(3) 0.6455(5) 0.57463(15) 0.0462(10) Uani 1 1 d . . . . .
H31 H 0.0937 0.7221 0.5620 0.055 Uiso 1 1 calc R U . . .
O1S O 0.1691(7) 0.9052(7) 0.5382(3) 0.075(2) Uani 0.5 1 d D U P B -3
C1S C 0.0925(7) 0.9773(7) 0.5153(4) 0.064(2) Uani 0.5 1 d D U P B -3
C2S C -0.0354(8) 0.9367(10) 0.4931(6) 0.087(4) Uani 0.5 1 d D U P B -3
H2S1 H -0.0830 1.0079 0.4763 0.130 Uiso 0.5 1 calc R U P B -3
H2S2 H -0.0339 0.8711 0.4666 0.130 Uiso 0.5 1 calc R U P B -3
H2S3 H -0.0736 0.9043 0.5217 0.130 Uiso 0.5 1 calc R U P B -3
C3S C 0.1196(12) 1.1130(8) 0.5135(7) 0.119(6) Uani 0.5 1 d D U P B -3
H3S1 H 0.0476 1.1565 0.4935 0.179 Uiso 0.5 1 calc R U P B -3
H3S2 H 0.1390 1.1461 0.5497 0.179 Uiso 0.5 1 calc R U P B -3
H3S3 H 0.1899 1.1257 0.4961 0.179 Uiso 0.5 1 calc R U P B -3


_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
Pt1 C1 2.051(3) . ?
Pt1 C2 2.055(3) . ?
Pt1 C3 2.058(4) . ?
Pt1 N2 2.175(3) . ?
Pt1 N1 2.179(3) . ?
Pt1 Br1 2.6156(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.567(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.375(7) . ?
C4 C5 1.382(7) . ?
C5 C6 1.464(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.373(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.329(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.434(10) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C4' C5' 1.373(17) . ?
C4' C9' 1.383(18) . ?
C5' H5' 0.9500 . ?
C9' H9' 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
N1 C14 1.344(5) . ?
N1 C10 1.347(4) . ?
N2 C15 1.347(4) . ?
N2 C19 1.351(4) . ?
C10 C11 1.377(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.375(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.377(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(5) . ?
C13 H13 0.9500 . ?
C14 N3 1.420(4) . ?
N3 C20 1.413(4) . ?
N3 C15 1.420(4) . ?
C15 C16 1.383(5) . ?
C16 C17 1.375(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(5) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C25 1.399(5) . ?
C20 C21 1.402(5) . ?
C21 C22 1.391(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.393(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.384(5) . ?
C23 N4 1.427(4) . ?
C24 C25 1.385(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
N4 N5 1.260(4) . ?
N5 C26 1.440(4) . ?
C26 C31 1.379(6) . ?
C26 C27 1.380(6) . ?
C27 C28 1.389(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.362(8) . ?
C28 H28 0.9500 . ?
C29 C30 1.379(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.394(6) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
O1S C1S 1.213(4) . ?
C1S C2S 1.488(5) . ?
C1S C3S 1.488(5) . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
C3S H3S1 0.9800 . ?
C3S H3S2 0.9800 . ?
C3S H3S3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pt1 C2 85.88(14) . . ?
C1 Pt1 C3 87.05(14) . . ?
C2 Pt1 C3 93.30(17) . . ?
C1 Pt1 N2 93.93(11) . . ?
C2 Pt1 N2 91.07(14) . . ?
C3 Pt1 N2 175.58(14) . . ?
C1 Pt1 N1 93.52(12) . . ?
C2 Pt1 N1 174.28(13) . . ?
C3 Pt1 N1 92.34(15) . . ?
N2 Pt1 N1 83.30(11) . . ?
C1 Pt1 Br1 177.49(9) . . ?
C2 Pt1 Br1 92.85(10) . . ?
C3 Pt1 Br1 90.86(11) . . ?
N2 Pt1 Br1 88.25(7) . . ?
N1 Pt1 Br1 87.96(7) . . ?
Pt1 C2 H2A 109.5 . . ?
Pt1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
Pt1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 Pt1 113.7(3) . . ?
C4 C3 H3A 108.8 . . ?
Pt1 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
Pt1 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C9 C4 C5 120.7(6) . . ?
C9 C4 C3 119.0(5) . . ?
C5 C4 C3 120.3(4) . . ?
C4 C5 C6 118.1(6) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C7 C6 C5 118.8(6) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C8 C7 C6 121.8(5) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 119.9(6) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C4 C9 C8 119.5(7) . . ?
C4 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C5' C4' C9' 120.3(13) . . ?
C4' C5' H5' 118.9 . . ?
C4' C9' H9' 122.7 . . ?
Pt1 C1 H1A 109.5 . . ?
Pt1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pt1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C14 N1 C10 117.7(3) . . ?
C14 N1 Pt1 119.7(2) . . ?
C10 N1 Pt1 122.0(2) . . ?
C15 N2 C19 118.0(3) . . ?
C15 N2 Pt1 120.1(2) . . ?
C19 N2 Pt1 121.6(2) . . ?
N1 C10 C11 122.9(4) . . ?
N1 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C12 C11 C10 119.0(4) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 118.9(4) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C14 119.3(4) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
N1 C14 C13 122.2(3) . . ?
N1 C14 N3 116.9(3) . . ?
C13 C14 N3 120.8(3) . . ?
C20 N3 C14 122.5(3) . . ?
C20 N3 C15 121.5(3) . . ?
C14 N3 C15 115.3(2) . . ?
N2 C15 C16 122.8(3) . . ?
N2 C15 N3 116.5(3) . . ?
C16 C15 N3 120.5(3) . . ?
C17 C16 C15 119.3(4) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 118.6(4) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C17 C18 C19 119.6(3) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
N2 C19 C18 121.7(3) . . ?
N2 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C25 C20 C21 119.5(3) . . ?
C25 C20 N3 120.2(3) . . ?
C21 C20 N3 120.1(3) . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.3(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C22 119.6(3) . . ?
C24 C23 N4 115.8(3) . . ?
C22 C23 N4 124.5(3) . . ?
C23 C24 C25 120.8(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 119.9(3) . . ?
C24 C25 H25 120.1 . . ?
C20 C25 H25 120.1 . . ?
N5 N4 C23 113.8(3) . . ?
N4 N5 C26 113.2(3) . . ?
C31 C26 C27 120.8(4) . . ?
C31 C26 N5 114.2(4) . . ?
C27 C26 N5 125.0(4) . . ?
C26 C27 C28 119.0(5) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 121.2(5) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 119.5(4) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C31 120.6(5) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C26 C31 C30 118.9(5) . . ?
C26 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
O1S C1S C2S 121.7(6) . . ?
O1S C1S C3S 120.8(7) . . ?
C2S C1S C3S 117.2(6) . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
C1S C3S H3S1 109.5 . . ?
C1S C3S H3S2 109.5 . . ?
H3S1 C3S H3S2 109.5 . . ?
C1S C3S H3S3 109.5 . . ?
H3S1 C3S H3S3 109.5 . . ?
H3S2 C3S H3S3 109.5 . . ?

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
Pt1_a C3_a C4_a C9_a 103.5(4) . . . . ?
Pt1 C3 C4 C5 -78.1(5) . . . . ?
C9 C4 C5 C6 -5.3(8) . . . . ?
C3 C4 C5 C6 176.4(4) . . . . ?
C4 C5 C6 C7 6.9(8) . . . . ?
C5 C6 C7 C8 -10.0(9) . . . . ?
C6 C7 C8 C9 11.0(10) . . . . ?
C5 C4 C9 C8 6.3(8) . . . . ?
C3 C4 C9 C8 -175.3(5) . . . . ?
C7 C8 C9 C4 -9.0(9) . . . . ?
C14 N1 C10 C11 -1.0(6) . . . . ?
Pt1 N1 C10 C11 -172.0(3) . . . . ?
N1 C10 C11 C12 1.8(7) . . . . ?
C10 C11 C12 C13 -1.9(7) . . . . ?
C11 C12 C13 C14 1.1(7) . . . . ?
C10 N1 C14 C13 0.1(5) . . . . ?
Pt1 N1 C14 C13 171.4(3) . . . . ?
C10 N1 C14 N3 -175.7(3) . . . . ?
Pt1 N1 C14 N3 -4.5(4) . . . . ?
C12 C13 C14 N1 -0.2(6) . . . . ?
C12 C13 C14 N3 175.4(4) . . . . ?
N1 C14 N3 C20 -122.0(3) . . . . ?
C13 C14 N3 C20 62.2(4) . . . . ?
N1 C14 N3 C15 67.2(4) . . . . ?
C13 C14 N3 C15 -108.7(4) . . . . ?
C19 N2 C15 C16 -1.3(5) . . . . ?
Pt1 N2 C15 C16 -175.2(3) . . . . ?
C19 N2 C15 N3 174.1(3) . . . . ?
Pt1 N2 C15 N3 0.3(4) . . . . ?
C20 N3 C15 N2 124.6(3) . . . . ?
C14 N3 C15 N2 -64.5(4) . . . . ?
C20 N3 C15 C16 -59.9(4) . . . . ?
C14 N3 C15 C16 111.0(4) . . . . ?
N2 C15 C16 C17 1.0(5) . . . . ?
N3 C15 C16 C17 -174.2(3) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
C16 C17 C18 C19 -1.3(6) . . . . ?
C15 N2 C19 C18 0.3(5) . . . . ?
Pt1 N2 C19 C18 174.0(3) . . . . ?
C17 C18 C19 N2 1.0(6) . . . . ?
C14 N3 C20 C25 179.5(3) . . . . ?
C15 N3 C20 C25 -10.2(5) . . . . ?
C14 N3 C20 C21 4.5(5) . . . . ?
C15 N3 C20 C21 174.8(3) . . . . ?
C25 C20 C21 C22 0.1(5) . . . . ?
N3 C20 C21 C22 175.2(3) . . . . ?
C20 C21 C22 C23 -0.1(6) . . . . ?
C21 C22 C23 C24 0.2(6) . . . . ?
C21 C22 C23 N4 -175.6(3) . . . . ?
C22 C23 C24 C25 -0.4(6) . . . . ?
N4 C23 C24 C25 175.8(3) . . . . ?
C23 C24 C25 C20 0.5(5) . . . . ?
C21 C20 C25 C24 -0.3(5) . . . . ?
N3 C20 C25 C24 -175.4(3) . . . . ?
C24 C23 N4 N5 -172.4(3) . . . . ?
C22 C23 N4 N5 3.5(5) . . . . ?
C23 N4 N5 C26 176.8(3) . . . . ?
N4 N5 C26 C31 177.4(3) . . . . ?
N4 N5 C26 C27 -4.4(5) . . . . ?
C31 C26 C27 C28 -1.3(6) . . . . ?
N5 C26 C27 C28 -179.4(4) . . . . ?
C26 C27 C28 C29 0.5(7) . . . . ?
C27 C28 C29 C30 0.2(7) . . . . ?
C28 C29 C30 C31 -0.1(7) . . . . ?
C27 C26 C31 C30 1.4(6) . . . . ?
N5 C26 C31 C30 179.7(3) . . . . ?
C29 C30 C31 C26 -0.7(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C13 H13 N4 0.95 2.65 3.593(5) 171.1 3_666
C31 H31 O1S 0.95 2.26 3.210(9) 175.1 .

_refine_diff_density_max         5.265
_refine_diff_density_min         -1.402
_refine_diff_density_rms         0.177
_shelxl_version_number           2014-3

