# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_EGA258
_database_code_depnum_ccdc_archive 'CCDC 2061016'
loop_
_audit_author_name
_audit_author_address
'Thierry ROISNEL'
;CDIFX ISCR CNRS Univ Rennes
France
;
_audit_update_record             
;
2021-02-04 deposited with the CCDC.	2021-07-08 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 27 janvier 2020                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H20 N2 O2'
_chemical_formula_sum            'C32 H20 N2 O2'
_chemical_formula_weight         464.50
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
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                   7.1750(7)
_cell_length_b                   16.4043(15)
_cell_length_c                   18.8242(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.833(4)
_cell_angle_gamma                90
_cell_volume                     2212.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    6247
_cell_measurement_theta_min      2.4971
_cell_measurement_theta_max      27.5664
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.1068364
_diffrn_orient_matrix_UB_21      -0.0746297
_diffrn_orient_matrix_UB_31      0.0498874
_diffrn_orient_matrix_UB_12      0.0118286
_diffrn_orient_matrix_UB_22      0.0440031
_diffrn_orient_matrix_UB_32      0.0404955
_diffrn_orient_matrix_UB_13      -0.0305694
_diffrn_orient_matrix_UB_23      -0.0247392
_diffrn_orient_matrix_UB_33      0.0358113


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             968
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.670
_exptl_absorpt_correction_T_max  0.995

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.1081
_diffrn_reflns_av_uneti/neti     0.0916
_diffrn_reflns_number            19505
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.166
_diffrn_reflns_theta_max         27.593
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.984
_reflns_number_total             5061
_reflns_number_gt                3668
_reflns_threshold_expression     >2sigma(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.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0936P)²+0.5952P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5061
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.1857
_refine_ls_wR_factor_gt          0.1676
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.105

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.2856(3) 0.41250(12) 0.08109(10) 0.0210(4) Uani 1 1 d . . . . .
O2 O 0.1535(2) 0.38909(11) 0.04266(9) 0.0330(5) Uani 1 1 d . . . . .
O3 O 0.3597(2) 0.36783(11) 0.12758(9) 0.0326(5) Uani 1 1 d . . . . .
C4 C 0.3559(3) 0.49452(13) 0.07210(10) 0.0160(4) Uani 1 1 d . . . . .
C5 C 0.2586(3) 0.54228(14) 0.02163(11) 0.0192(5) Uani 1 1 d . . . . .
H5 H 0.156649 0.519620 -0.005798 0.023 Uiso 1 1 calc R U . . .
C6 C 0.3094(3) 0.62221(15) 0.01125(12) 0.0230(5) Uani 1 1 d . . . . .
H6 H 0.245365 0.654442 -0.024081 0.028 Uiso 1 1 calc R U . . .
C7 C 0.4558(3) 0.65509(14) 0.05324(12) 0.0227(5) Uani 1 1 d . . . . .
H7 H 0.489867 0.710514 0.047105 0.027 Uiso 1 1 calc R U . . .
C8 C 0.5516(3) 0.60848(14) 0.10344(11) 0.0194(5) Uani 1 1 d . . . . .
H8 H 0.649175 0.632862 0.132016 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5094(3) 0.52550(13) 0.11384(10) 0.0154(4) Uani 1 1 d . . . . .
N10 N 0.6083(3) 0.47965(12) 0.16324(9) 0.0192(4) Uani 1 1 d . . . . .
H10 H 0.549(3) 0.4313(17) 0.1721(12) 0.023 Uiso 1 1 d . U . . .
C11 C 0.7841(3) 0.49763(13) 0.19690(10) 0.0164(5) Uani 1 1 d . . . . .
C12 C 0.9265(3) 0.53846(13) 0.16282(11) 0.0196(5) Uani 1 1 d . . . . .
H12 H 0.905745 0.558006 0.115586 0.023 Uiso 1 1 calc R U . . .
C13 C 1.0952(3) 0.54982(14) 0.19817(11) 0.0191(5) Uani 1 1 d . . . . .
H13 H 1.188220 0.580733 0.176114 0.023 Uiso 1 1 calc R U . . .
C14 C 1.1355(3) 0.51702(14) 0.26650(11) 0.0185(5) Uani 1 1 d . . . . .
C15 C 1.3119(3) 0.53111(15) 0.30285(13) 0.0252(5) Uani 1 1 d . . . . .
H15 H 1.407376 0.559276 0.279672 0.030 Uiso 1 1 calc R U . . .
C16 C 1.3429(3) 0.50425(16) 0.37043(13) 0.0283(6) Uani 1 1 d . . . . .
H16 H 1.458043 0.516675 0.395170 0.034 Uiso 1 1 calc R U . . .
C17 C 1.2071(3) 0.45791(15) 0.40513(12) 0.0248(5) Uani 1 1 d . . . . .
C18 C 1.2331(4) 0.43970(16) 0.47915(13) 0.0311(6) Uani 1 1 d . . . . .
H18 H 1.348617 0.452100 0.503575 0.037 Uiso 1 1 calc R U . . .
C19 C 1.0952(4) 0.40513(16) 0.51456(12) 0.0310(6) Uani 1 1 d . . . . .
H19 H 1.106538 0.402018 0.564983 0.037 Uiso 1 1 calc R U . . .
C20 C 0.9327(4) 0.37310(14) 0.47809(11) 0.0247(5) Uani 1 1 d . . . . .
C21 C 0.7854(4) 0.33762(16) 0.51504(12) 0.0306(6) Uani 1 1 d . . . . .
H21 H 0.795176 0.334500 0.565480 0.037 Uiso 1 1 calc R U . . .
C22 C 0.6320(4) 0.30830(16) 0.47973(13) 0.0301(6) Uani 1 1 d . . . . .
H22 H 0.526769 0.292921 0.505373 0.036 Uiso 1 1 calc R U . . .
C23 C 0.6258(3) 0.30010(14) 0.40436(12) 0.0236(5) Uani 1 1 d . . . . .
C24 C 0.4690(4) 0.26423(15) 0.36718(13) 0.0269(5) Uani 1 1 d . . . . .
H24 H 0.360574 0.251987 0.392166 0.032 Uiso 1 1 calc R U . . .
C25 C 0.4714(3) 0.24725(14) 0.29686(13) 0.0256(5) Uani 1 1 d . . . . .
H25 H 0.360653 0.229516 0.271728 0.031 Uiso 1 1 calc R U . . .
C26 C 0.6396(3) 0.25591(13) 0.26051(12) 0.0201(5) Uani 1 1 d . . . . .
C27 C 0.6546(4) 0.22466(15) 0.19109(13) 0.0277(6) Uani 1 1 d . . . . .
H27 H 0.547911 0.201435 0.167028 0.033 Uiso 1 1 calc R U . . .
C28 C 0.8191(4) 0.22717(16) 0.15797(13) 0.0295(6) Uani 1 1 d . . . . .
H28 H 0.826037 0.206326 0.111087 0.035 Uiso 1 1 calc R U . . .
C29 C 0.9778(4) 0.26053(15) 0.19316(12) 0.0252(5) Uani 1 1 d . . . . .
H29 H 1.093335 0.261007 0.170561 0.030 Uiso 1 1 calc R U . . .
C30 C 0.9671(3) 0.29254(13) 0.26020(11) 0.0195(5) Uani 1 1 d . . . . .
H30 H 1.075901 0.314818 0.283554 0.023 Uiso 1 1 calc R U . . .
C31 C 0.7978(3) 0.29301(12) 0.29507(11) 0.0159(4) Uani 1 1 d . . . . .
C32 C 0.7805(3) 0.32551(13) 0.36679(10) 0.0176(5) Uani 1 1 d . . . . .
C33 C 0.9193(3) 0.37709(13) 0.40246(11) 0.0195(5) Uani 1 1 d . . . . .
C34 C 1.0406(3) 0.43317(13) 0.36803(11) 0.0180(5) Uani 1 1 d . . . . .
C35 C 0.9963(3) 0.47107(13) 0.29930(11) 0.0159(5) Uani 1 1 d . . . . .
C36 C 0.8175(3) 0.46727(13) 0.26466(11) 0.0155(4) Uani 1 1 d . . . . .
H36 H 0.717774 0.443222 0.288585 0.019 Uiso 1 1 calc R U . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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 O2 1.226(2) . ?
N1 O3 1.241(2) . ?
N1 C4 1.450(3) . ?
C4 C5 1.392(3) . ?
C4 C9 1.415(3) . ?
C5 C6 1.377(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.392(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.410(3) . ?
C8 H8 0.9500 . ?
C9 N10 1.367(3) . ?
N10 C11 1.414(3) . ?
N10 H10 0.92(3) . ?
C11 C36 1.379(3) . ?
C11 C12 1.403(3) . ?
C12 C13 1.365(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.411(3) . ?
C13 H13 0.9500 . ?
C14 C35 1.417(3) . ?
C14 C15 1.427(3) . ?
C15 C16 1.354(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.420(4) . ?
C16 H16 0.9500 . ?
C17 C34 1.413(3) . ?
C17 C18 1.428(3) . ?
C18 C19 1.345(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.424(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.418(4) . ?
C20 C33 1.424(3) . ?
C21 C22 1.346(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.424(3) . ?
C22 H22 0.9500 . ?
C23 C32 1.408(3) . ?
C23 C24 1.423(4) . ?
C24 C25 1.354(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.424(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.413(3) . ?
C26 C31 1.417(3) . ?
C27 C28 1.362(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.401(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.373(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.409(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.462(3) . ?
C32 C33 1.446(3) . ?
C33 C34 1.442(3) . ?
C34 C35 1.456(3) . ?
C35 C36 1.411(3) . ?
C36 H36 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
O2 N1 O3 121.5(2) . . ?
O2 N1 C4 119.04(18) . . ?
O3 N1 C4 119.42(17) . . ?
C5 C4 C9 121.8(2) . . ?
C5 C4 N1 115.87(18) . . ?
C9 C4 N1 122.28(18) . . ?
C6 C5 C4 120.3(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 119.1(2) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C8 C7 C6 120.9(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C9 122.0(2) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 H8 119.0 . . ?
N10 C9 C8 121.19(19) . . ?
N10 C9 C4 122.9(2) . . ?
C8 C9 C4 115.84(19) . . ?
C9 N10 C11 127.69(19) . . ?
C9 N10 H10 111.6(15) . . ?
C11 N10 H10 120.7(15) . . ?
C36 C11 C12 119.87(19) . . ?
C36 C11 N10 116.69(19) . . ?
C12 C11 N10 123.25(18) . . ?
C13 C12 C11 119.4(2) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 122.0(2) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
C13 C14 C35 118.86(19) . . ?
C13 C14 C15 120.8(2) . . ?
C35 C14 C15 120.3(2) . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C34 C17 C16 120.6(2) . . ?
C34 C17 C18 119.2(2) . . ?
C16 C17 C18 120.1(2) . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.4(2) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C21 C20 C33 119.6(2) . . ?
C21 C20 C19 121.8(2) . . ?
C33 C20 C19 118.6(2) . . ?
C22 C21 C20 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C32 C23 C24 119.9(2) . . ?
C32 C23 C22 119.1(2) . . ?
C24 C23 C22 120.9(2) . . ?
C25 C24 C23 121.2(2) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 120.1(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C31 119.0(2) . . ?
C27 C26 C25 120.9(2) . . ?
C31 C26 C25 120.1(2) . . ?
C28 C27 C26 121.3(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 119.9(2) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
C30 C29 C28 120.2(2) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C29 C30 C31 121.3(2) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C30 C31 C26 118.23(19) . . ?
C30 C31 C32 123.10(19) . . ?
C26 C31 C32 118.6(2) . . ?
C23 C32 C33 118.78(19) . . ?
C23 C32 C31 117.4(2) . . ?
C33 C32 C31 123.7(2) . . ?
C20 C33 C34 117.8(2) . . ?
C20 C33 C32 116.6(2) . . ?
C34 C33 C32 125.55(18) . . ?
C17 C34 C33 118.38(19) . . ?
C17 C34 C35 117.3(2) . . ?
C33 C34 C35 124.17(19) . . ?
C36 C35 C14 117.80(19) . . ?
C36 C35 C34 123.0(2) . . ?
C14 C35 C34 119.11(19) . . ?
C11 C36 C35 121.6(2) . . ?
C11 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 N1 C4 C5 3.2(3) . . . . ?
O3 N1 C4 C5 -176.4(2) . . . . ?
O2 N1 C4 C9 -179.2(2) . . . . ?
O3 N1 C4 C9 1.2(3) . . . . ?
C9 C4 C5 C6 -0.4(3) . . . . ?
N1 C4 C5 C6 177.2(2) . . . . ?
C4 C5 C6 C7 -1.8(3) . . . . ?
C5 C6 C7 C8 1.3(4) . . . . ?
C6 C7 C8 C9 1.3(4) . . . . ?
C7 C8 C9 N10 178.9(2) . . . . ?
C7 C8 C9 C4 -3.3(3) . . . . ?
C5 C4 C9 N10 -179.4(2) . . . . ?
N1 C4 C9 N10 3.2(3) . . . . ?
C5 C4 C9 C8 2.9(3) . . . . ?
N1 C4 C9 C8 -174.6(2) . . . . ?
C8 C9 N10 C11 -16.7(3) . . . . ?
C4 C9 N10 C11 165.7(2) . . . . ?
C9 N10 C11 C36 150.2(2) . . . . ?
C9 N10 C11 C12 -34.8(3) . . . . ?
C36 C11 C12 C13 -2.0(3) . . . . ?
N10 C11 C12 C13 -176.8(2) . . . . ?
C11 C12 C13 C14 4.3(3) . . . . ?
C12 C13 C14 C35 -0.1(3) . . . . ?
C12 C13 C14 C15 -178.8(2) . . . . ?
C13 C14 C15 C16 175.1(2) . . . . ?
C35 C14 C15 C16 -3.6(3) . . . . ?
C14 C15 C16 C17 3.7(4) . . . . ?
C15 C16 C17 C34 4.8(4) . . . . ?
C15 C16 C17 C18 -171.7(2) . . . . ?
C34 C17 C18 C19 -5.2(4) . . . . ?
C16 C17 C18 C19 171.4(2) . . . . ?
C17 C18 C19 C20 10.8(4) . . . . ?
C18 C19 C20 C21 -179.0(2) . . . . ?
C18 C19 C20 C33 1.0(3) . . . . ?
C33 C20 C21 C22 -0.6(3) . . . . ?
C19 C20 C21 C22 179.4(2) . . . . ?
C20 C21 C22 C23 10.1(4) . . . . ?
C21 C22 C23 C32 -2.0(3) . . . . ?
C21 C22 C23 C24 175.9(2) . . . . ?
C32 C23 C24 C25 5.9(3) . . . . ?
C22 C23 C24 C25 -171.9(2) . . . . ?
C23 C24 C25 C26 7.6(4) . . . . ?
C24 C25 C26 C27 168.3(2) . . . . ?
C24 C25 C26 C31 -8.8(3) . . . . ?
C31 C26 C27 C28 2.2(4) . . . . ?
C25 C26 C27 C28 -175.0(2) . . . . ?
C26 C27 C28 C29 0.6(4) . . . . ?
C27 C28 C29 C30 -1.6(4) . . . . ?
C28 C29 C30 C31 -0.2(4) . . . . ?
C29 C30 C31 C26 3.0(3) . . . . ?
C29 C30 C31 C32 179.2(2) . . . . ?
C27 C26 C31 C30 -3.9(3) . . . . ?
C25 C26 C31 C30 173.3(2) . . . . ?
C27 C26 C31 C32 179.7(2) . . . . ?
C25 C26 C31 C32 -3.1(3) . . . . ?
C24 C23 C32 C33 166.8(2) . . . . ?
C22 C23 C32 C33 -15.3(3) . . . . ?
C24 C23 C32 C31 -17.5(3) . . . . ?
C22 C23 C32 C31 160.4(2) . . . . ?
C30 C31 C32 C23 -160.2(2) . . . . ?
C26 C31 C32 C23 15.9(3) . . . . ?
C30 C31 C32 C33 15.2(3) . . . . ?
C26 C31 C32 C33 -168.56(19) . . . . ?
C21 C20 C33 C34 162.3(2) . . . . ?
C19 C20 C33 C34 -17.8(3) . . . . ?
C21 C20 C33 C32 -16.2(3) . . . . ?
C19 C20 C33 C32 163.8(2) . . . . ?
C23 C32 C33 C20 24.0(3) . . . . ?
C31 C32 C33 C20 -151.4(2) . . . . ?
C23 C32 C33 C34 -154.3(2) . . . . ?
C31 C32 C33 C34 30.2(3) . . . . ?
C16 C17 C34 C33 171.6(2) . . . . ?
C18 C17 C34 C33 -11.8(3) . . . . ?
C16 C17 C34 C35 -12.9(3) . . . . ?
C18 C17 C34 C35 163.7(2) . . . . ?
C20 C33 C34 C17 23.0(3) . . . . ?
C32 C33 C34 C17 -158.7(2) . . . . ?
C20 C33 C34 C35 -152.2(2) . . . . ?
C32 C33 C34 C35 26.2(3) . . . . ?
C13 C14 C35 C36 -6.1(3) . . . . ?
C15 C14 C35 C36 172.58(19) . . . . ?
C13 C14 C35 C34 176.54(19) . . . . ?
C15 C14 C35 C34 -4.8(3) . . . . ?
C17 C34 C35 C36 -164.5(2) . . . . ?
C33 C34 C35 C36 10.7(3) . . . . ?
C17 C34 C35 C14 12.7(3) . . . . ?
C33 C34 C35 C14 -172.1(2) . . . . ?
C12 C11 C36 C35 -4.5(3) . . . . ?
N10 C11 C36 C35 170.65(19) . . . . ?
C14 C35 C36 C11 8.5(3) . . . . ?
C34 C35 C36 C11 -174.3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
# Hydrogen bonding scheme
# -----------------------
#
# D       H       A       D-H         H...A       D...A      D-H...A   symm publ
# ------------------------------------------------------------------------------
N10 H10 O3 0.92(3) 1.88(3) 2.623(3) 137(2) . yes

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_NH517x3
_database_code_depnum_ccdc_archive 'CCDC 2061048'
loop_
_audit_author_name
_audit_author_address
'Vincent DORCET'
;ISCR
France
;
_audit_update_record             
;
2021-02-04 deposited with the CCDC.	2021-07-08 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 09 30 2016                                               #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C83 H61 Cl4 Ir N6'
_chemical_formula_sum            'C83 H61 Cl4 Ir N6'
_chemical_formula_weight         1476.37
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
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                   15.548(5)
_cell_length_b                   22.223(8)
_cell_length_c                   20.741(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.127(8)
_cell_angle_gamma                90
_cell_volume                     6979(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1870
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.42
_cell_measurement_wavelength     0.71073


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0626176
_diffrn_orient_matrix_UB_21      0.0206882
_diffrn_orient_matrix_UB_31      -0.0035779
_diffrn_orient_matrix_UB_12      -0.0138414
_diffrn_orient_matrix_UB_22      0.0426141
_diffrn_orient_matrix_UB_32      0.0041627
_diffrn_orient_matrix_UB_13      0.0145306
_diffrn_orient_matrix_UB_23      0.0000966
_diffrn_orient_matrix_UB_33      0.0473260


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2984
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.498
_exptl_absorpt_correction_T_max  0.628

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

# Software              : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0      #  
# Crystal to detector distance (mm) : 35.00                                  #  
#  Number of scans :  4                                                      #  
#        Scan      Time per frame (s)        Frame width (deg)    Frames     #  
#           1                    20.0          1.000                 97      #  
#           2                    20.0          1.000                 35      #  
#           3                    20.0          1.000                 74      #  
#           4                    20.0          1.000                 93      #  
#..............................................................................#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.4340
_diffrn_reflns_av_r_equivalents  0.2476
_diffrn_reflns_number            48312
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.929
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             15867
_reflns_number_gt                5202
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014_7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1089P)²] 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         15867
_refine_ls_number_parameters     762
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2836
_refine_ls_R_factor_gt           0.0941
_refine_ls_wR_factor_ref         0.2777
_refine_ls_wR_factor_gt          0.2068
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.967
_refine_diff_density_min         -1.207
_refine_diff_density_rms         0.168

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'
Ir Ir -1.4442 7.9887 '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'

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
Ir1 Ir 0.67614(4) 0.68274(3) 0.39002(3) 0.0364(2) Uani 1 1 d . . . . .
N1 N 0.6280(8) 0.7075(5) 0.5153(5) 0.036(3) Uani 1 1 d . . . . .
N2 N 0.7275(8) 0.7744(5) 0.5101(6) 0.036(3) Uani 1 1 d . . . . .
N3 N 0.8604(8) 0.6907(6) 0.3815(5) 0.039(3) Uani 1 1 d . . . . .
N4 N 0.7945(8) 0.7617(6) 0.3176(5) 0.038(3) Uani 1 1 d . . . . .
N5 N 0.5533(8) 0.7064(5) 0.2637(5) 0.034(3) Uani 1 1 d . . . . .
N6 N 0.5167(7) 0.7687(5) 0.3332(5) 0.033(3) Uani 1 1 d . . . . .
C1 C 0.4003(10) 0.5175(7) 0.3963(7) 0.049(4) Uani 1 1 d . . . . .
H1A H 0.4149 0.5064 0.3543 0.074 Uiso 1 1 calc R U . . .
H1B H 0.4073 0.4823 0.4254 0.074 Uiso 1 1 calc R U . . .
H1C H 0.3391 0.5317 0.3878 0.074 Uiso 1 1 calc R U . . .
C2 C 0.4606(10) 0.5662(7) 0.4285(6) 0.0376(16) Uani 1 1 d . . . . .
C3 C 0.4531(10) 0.5893(6) 0.4883(6) 0.0376(16) Uani 1 1 d . . . . .
H3 H 0.4098 0.5730 0.5090 0.045 Uiso 1 1 calc R U . . .
C4 C 0.5050(9) 0.6347(6) 0.5189(7) 0.0376(16) Uani 1 1 d . . . . .
H4 H 0.4979 0.6503 0.5600 0.045 Uiso 1 1 calc R U . . .
C5 C 0.5692(10) 0.6579(7) 0.4882(7) 0.0376(16) Uani 1 1 d . . . . .
C6 C 0.5801(10) 0.6381(7) 0.4278(6) 0.0376(16) Uani 1 1 d . . . . .
C7 C 0.5234(9) 0.5902(6) 0.3988(7) 0.0376(16) Uani 1 1 d . . . . .
H7 H 0.5292 0.5744 0.3574 0.045 Uiso 1 1 calc R U . . .
C8 C 0.6813(9) 0.7285(7) 0.4756(7) 0.035(4) Uani 1 1 d . . . . .
C9 C 0.8052(10) 0.7943(7) 0.4909(7) 0.045(4) Uani 1 1 d . . . . .
H9A H 0.8348 0.7598 0.4759 0.068 Uiso 1 1 calc R U . . .
H9B H 0.8453 0.8133 0.5287 0.068 Uiso 1 1 calc R U . . .
H9C H 0.7891 0.8236 0.4548 0.068 Uiso 1 1 calc R U . . .
C10 C 0.6412(11) 0.7390(7) 0.5731(7) 0.042(4) Uani 1 1 d . . . . .
C11 C 0.6190(12) 0.7298(7) 0.6331(7) 0.054(5) Uani 1 1 d . . . . .
H11 H 0.5775 0.6997 0.6379 0.065 Uiso 1 1 calc R U . . .
C12 C 0.6585(12) 0.7651(9) 0.6852(8) 0.059(5) Uani 1 1 d . . . . .
H12 H 0.6424 0.7587 0.7262 0.071 Uiso 1 1 calc R U . . .
C13 C 0.7175(12) 0.8078(8) 0.6832(7) 0.051(5) Uani 1 1 d . . . . .
C14 C 0.7666(13) 0.8396(9) 0.7402(7) 0.056(5) Uani 1 1 d . . . . .
H14 H 0.7535 0.8314 0.7819 0.068 Uiso 1 1 calc R U . . .
C15 C 0.8277(13) 0.8789(9) 0.7380(10) 0.071(6) Uani 1 1 d . . . . .
H15 H 0.8652 0.8927 0.7780 0.085 Uiso 1 1 calc R U . . .
C16 C 0.8388(11) 0.9011(9) 0.6774(9) 0.057(5) Uani 1 1 d . . . . .
C17 C 0.8981(14) 0.9457(8) 0.6727(9) 0.072(2) Uani 1 1 d . . . . .
H17 H 0.9397 0.9564 0.7121 0.087 Uiso 1 1 calc R U . . .
C18 C 0.9022(13) 0.9746(8) 0.6183(9) 0.072(2) Uani 1 1 d . . . . .
H18 H 0.9468 1.0039 0.6188 0.087 Uiso 1 1 calc R U . . .
C19 C 0.8385(14) 0.9616(9) 0.5583(9) 0.072(2) Uani 1 1 d . . . . .
C20 C 0.8291(14) 0.9979(8) 0.5005(9) 0.072(2) Uani 1 1 d . . . . .
H20 H 0.8731 1.0269 0.4978 0.087 Uiso 1 1 calc R U . . .
C21 C 0.7590(14) 0.9915(8) 0.4498(9) 0.072(2) Uani 1 1 d . . . . .
H21 H 0.7527 1.0167 0.4120 0.087 Uiso 1 1 calc R U . . .
C22 C 0.6956(14) 0.9483(8) 0.4524(9) 0.072(2) Uani 1 1 d . . . . .
H22 H 0.6456 0.9454 0.4164 0.087 Uiso 1 1 calc R U . . .
C23 C 0.7018(12) 0.9102(7) 0.5039(8) 0.055(5) Uani 1 1 d . . . . .
H23 H 0.6571 0.8810 0.5037 0.066 Uiso 1 1 calc R U . . .
C24 C 0.7762(11) 0.9141(7) 0.5589(9) 0.049(4) Uani 1 1 d . . . . .
C25 C 0.7852(10) 0.8796(9) 0.6174(7) 0.048(5) Uani 1 1 d . . . . .
C26 C 0.7356(10) 0.8263(8) 0.6220(7) 0.046(4) Uani 1 1 d . . . . .
C27 C 0.7009(11) 0.7823(8) 0.5689(7) 0.043(4) Uani 1 1 d . . . . .
C31 C 0.8480(11) 0.4959(7) 0.5570(7) 0.059(5) Uani 1 1 d . . . . .
H31A H 0.8996 0.4696 0.5605 0.089 Uiso 1 1 calc R U . . .
H31B H 0.7941 0.4729 0.5391 0.089 Uiso 1 1 calc R U . . .
H31C H 0.8464 0.5113 0.6010 0.089 Uiso 1 1 calc R U . . .
C32 C 0.8544(12) 0.5486(7) 0.5110(7) 0.048(4) Uani 1 1 d . . . . .
C33 C 0.9340(10) 0.5665(9) 0.5011(8) 0.059(5) Uani 1 1 d . . . . .
H33 H 0.9864 0.5465 0.5232 0.071 Uiso 1 1 calc R U . . .
C34 C 0.9386(11) 0.6143(8) 0.4585(8) 0.056(5) Uani 1 1 d . . . . .
H34 H 0.9941 0.6261 0.4508 0.067 Uiso 1 1 calc R U . . .
C35 C 0.8646(11) 0.6440(7) 0.4280(8) 0.045(4) Uani 1 1 d . . . . .
C36 C 0.7792(9) 0.6306(7) 0.4388(6) 0.036(4) Uani 1 1 d . . . . .
C37 C 0.7781(11) 0.5818(7) 0.4827(6) 0.042(4) Uani 1 1 d . . . . .
H37 H 0.7239 0.5713 0.4935 0.050 Uiso 1 1 calc R U . . .
C38 C 0.7806(9) 0.7186(6) 0.3599(7) 0.033(4) Uani 1 1 d . . . . .
C39 C 0.7310(10) 0.8109(7) 0.2983(7) 0.048(4) Uani 1 1 d . . . . .
H39A H 0.6825 0.7974 0.2623 0.072 Uiso 1 1 calc R U . . .
H39B H 0.7606 0.8454 0.2833 0.072 Uiso 1 1 calc R U . . .
H39C H 0.7074 0.8229 0.3364 0.072 Uiso 1 1 calc R U . . .
C40 C 0.9239(10) 0.7167(7) 0.3543(8) 0.044(4) Uani 1 1 d . . . . .
C41 C 1.0173(11) 0.7120(8) 0.3674(8) 0.055(5) Uani 1 1 d . . . . .
H41 H 1.0476 0.6804 0.3941 0.066 Uiso 1 1 calc R U . . .
C42 C 1.0605(11) 0.7531(9) 0.3411(9) 0.071(6) Uani 1 1 d . . . . .
H42 H 1.1232 0.7531 0.3535 0.085 Uiso 1 1 calc R U . . .
C43 C 1.0187(12) 0.7965(8) 0.2961(8) 0.054(5) Uani 1 1 d . . . . .
C44 C 1.0658(12) 0.8452(9) 0.2730(8) 0.061(5) Uani 1 1 d . . . . .
H44 H 1.1284 0.8455 0.2866 0.073 Uiso 1 1 calc R U . . .
C45 C 1.0274(13) 0.8894(9) 0.2340(9) 0.065(5) Uani 1 1 d . . . . .
H45 H 1.0607 0.9236 0.2269 0.077 Uiso 1 1 calc R U . . .
C46 C 0.9344(12) 0.8854(8) 0.2025(8) 0.051(5) Uani 1 1 d . . . . .
C47 C 0.8958(14) 0.9288(8) 0.1561(8) 0.059(5) Uani 1 1 d . . . . .
H47 H 0.9281 0.9636 0.1494 0.070 Uiso 1 1 calc R U . . .
C48 C 0.8104(14) 0.9208(10) 0.1202(8) 0.071(6) Uani 1 1 d . . . . .
H48 H 0.7827 0.9522 0.0918 0.085 Uiso 1 1 calc R U . . .
C49 C 0.7631(12) 0.8674(9) 0.1243(8) 0.055(5) Uani 1 1 d . . . . .
C50 C 0.6833(13) 0.8549(10) 0.0810(8) 0.067(5) Uani 1 1 d . . . . .
H50 H 0.6557 0.8846 0.0502 0.080 Uiso 1 1 calc R U . . .
C51 C 0.6428(14) 0.7986(11) 0.0822(9) 0.083(7) Uani 1 1 d . . . . .
H51 H 0.5863 0.7917 0.0542 0.099 Uiso 1 1 calc R U . . .
C52 C 0.6837(14) 0.7525(9) 0.1237(10) 0.074(6) Uani 1 1 d . . . . .
H52 H 0.6582 0.7135 0.1215 0.088 Uiso 1 1 calc R U . . .
C53 C 0.7629(11) 0.7651(8) 0.1685(7) 0.048(4) Uani 1 1 d . . . . .
H53 H 0.7905 0.7341 0.1975 0.058 Uiso 1 1 calc R U . . .
C54 C 0.8040(11) 0.8221(9) 0.1726(7) 0.050(4) Uani 1 1 d . . . . .
C55 C 0.8847(11) 0.8339(7) 0.2176(8) 0.052(5) Uani 1 1 d . . . . .
C56 C 0.9241(10) 0.7970(7) 0.2729(7) 0.046(4) Uani 1 1 d . . . . .
C57 C 0.8812(11) 0.7612(8) 0.3096(7) 0.050(5) Uani 1 1 d . . . . .
C61 C 0.7305(14) 0.4879(8) 0.2271(8) 0.081(7) Uani 1 1 d . . . . .
H61A H 0.6914 0.4639 0.1930 0.122 Uiso 1 1 calc R U . . .
H61B H 0.7433 0.4657 0.2690 0.122 Uiso 1 1 calc R U . . .
H61C H 0.7857 0.4961 0.2136 0.122 Uiso 1 1 calc R U . . .
C62 C 0.6855(10) 0.5470(7) 0.2361(8) 0.043(4) Uani 1 1 d . . . . .
C63 C 0.6219(11) 0.5713(8) 0.1831(8) 0.053(5) Uani 1 1 d . . . . .
H63 H 0.6084 0.5501 0.1423 0.063 Uiso 1 1 calc R U . . .
C64 C 0.5798(10) 0.6228(7) 0.1880(7) 0.045(4) Uani 1 1 d . . . . .
H64 H 0.5392 0.6396 0.1512 0.054 Uiso 1 1 calc R U . . .
C65 C 0.5987(10) 0.6516(7) 0.2511(7) 0.041(4) Uani 1 1 d . . . . .
C66 C 0.6596(8) 0.6295(7) 0.3058(6) 0.031(4) Uani 1 1 d . . . . .
C67 C 0.7023(9) 0.5764(7) 0.2953(7) 0.039(4) Uani 1 1 d . . . . .
H67 H 0.7451 0.5600 0.3311 0.047 Uiso 1 1 calc R U . . .
C68 C 0.5763(9) 0.7253(7) 0.3280(6) 0.032(4) Uani 1 1 d . . . . .
C69 C 0.5302(9) 0.8109(7) 0.3898(6) 0.037(4) Uani 1 1 d . . . . .
H69A H 0.5090 0.7924 0.4262 0.056 Uiso 1 1 calc R U . . .
H69B H 0.4972 0.8481 0.3761 0.056 Uiso 1 1 calc R U . . .
H69C H 0.5932 0.8202 0.4046 0.056 Uiso 1 1 calc R U . . .
C70 C 0.4846(9) 0.7392(7) 0.2288(7) 0.039(4) Uani 1 1 d . . . . .
C71 C 0.4500(11) 0.7464(8) 0.1588(7) 0.050(5) Uani 1 1 d . . . . .
H71 H 0.4686 0.7210 0.1277 0.060 Uiso 1 1 calc R U . . .
C72 C 0.3898(11) 0.7909(8) 0.1385(8) 0.052(5) Uani 1 1 d . . . . .
H72 H 0.3676 0.7968 0.0924 0.062 Uiso 1 1 calc R U . . .
C73 C 0.3584(9) 0.8291(7) 0.1831(7) 0.041(4) Uani 1 1 d . . . . .
C74 C 0.2988(11) 0.8780(8) 0.1617(9) 0.059(5) Uani 1 1 d . . . . .
H74 H 0.2733 0.8830 0.1158 0.070 Uiso 1 1 calc R U . . .
C75 C 0.2783(12) 0.9167(10) 0.2053(10) 0.070(6) Uani 1 1 d . . . . .
H75 H 0.2525 0.9545 0.1905 0.084 Uiso 1 1 calc R U . . .
C76 C 0.2948(11) 0.9018(9) 0.2728(10) 0.061(5) Uani 1 1 d . . . . .
C77 C 0.2649(13) 0.9380(10) 0.3184(11) 0.090(7) Uani 1 1 d . . . . .
H77 H 0.2434 0.9771 0.3052 0.108 Uiso 1 1 calc R U . . .
C78 C 0.2656(14) 0.9192(10) 0.3804(10) 0.091(7) Uani 1 1 d . . . . .
H78 H 0.2471 0.9466 0.4098 0.110 Uiso 1 1 calc R U . . .
C79 C 0.2931(12) 0.8594(10) 0.4044(8) 0.068(2) Uani 1 1 d . . . . .
C80 C 0.2813(11) 0.8352(9) 0.4635(8) 0.068(2) Uani 1 1 d . . . . .
H80 H 0.2601 0.8606 0.4934 0.082 Uiso 1 1 calc R U . . .
C81 C 0.2982(12) 0.7789(9) 0.4796(9) 0.068(2) Uani 1 1 d . . . . .
H81 H 0.2888 0.7641 0.5205 0.082 Uiso 1 1 calc R U . . .
C82 C 0.3300(11) 0.7403(9) 0.4372(8) 0.068(2) Uani 1 1 d . . . . .
H82 H 0.3417 0.6993 0.4491 0.082 Uiso 1 1 calc R U . . .
C83 C 0.3446(11) 0.7620(9) 0.3775(8) 0.068(2) Uani 1 1 d . . . . .
H83 H 0.3654 0.7352 0.3488 0.082 Uiso 1 1 calc R U . . .
C84 C 0.3295(12) 0.8214(9) 0.3591(8) 0.068(2) Uani 1 1 d . . . . .
C85 C 0.3399(10) 0.8455(8) 0.2966(7) 0.046(4) Uani 1 1 d . . . . .
C86 C 0.3851(9) 0.8179(7) 0.2521(7) 0.039(4) Uani 1 1 d . . . . .
C87 C 0.4552(10) 0.7786(7) 0.2728(6) 0.035(4) Uani 1 1 d . . . . .
C101 C 1.0151(15) 0.8590(10) 0.4381(8) 0.094(7) Uani 1 1 d . . . . .
H10A H 1.0004 0.8170 0.4237 0.113 Uiso 1 1 calc R U . . .
H10B H 1.0675 0.8710 0.4217 0.113 Uiso 1 1 calc R U . . .
Cl1 Cl 0.9286(4) 0.9043(3) 0.4019(3) 0.1019(19) Uani 1 1 d . . . . .
Cl2 Cl 1.0418(4) 0.8607(3) 0.5216(3) 0.110(2) Uani 1 1 d . . . . .
C151 C 0.532(2) 0.9266(13) 0.1829(11) 0.178(15) Uani 1 1 d . . . . .
H15A H 0.4677 0.9260 0.1650 0.213 Uiso 1 1 calc R U . . .
H15B H 0.5573 0.8902 0.1665 0.213 Uiso 1 1 calc R U . . .
Cl3 Cl 0.5524(6) 0.9236(4) 0.2647(4) 0.155(3) Uani 1 1 d . . . . .
Cl4 Cl 0.5768(6) 0.9909(4) 0.1522(4) 0.169(4) Uani 1 1 d . . . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
Ir1 C68 2.013(14) . ?
Ir1 C38 2.030(15) . ?
Ir1 C8 2.033(15) . ?
Ir1 C36 2.048(14) . ?
Ir1 C66 2.077(14) . ?
Ir1 C6 2.089(14) . ?
N1 C10 1.363(16) . ?
N1 C8 1.376(16) . ?
N1 C5 1.459(18) . ?
N2 C8 1.355(17) . ?
N2 C27 1.384(17) . ?
N2 C9 1.427(17) . ?
N3 C38 1.369(16) . ?
N3 C40 1.370(18) . ?
N3 C35 1.409(19) . ?
N4 C38 1.349(17) . ?
N4 C57 1.395(17) . ?
N4 C39 1.468(17) . ?
N5 C70 1.357(17) . ?
N5 C68 1.367(15) . ?
N5 C65 1.459(18) . ?
N6 C68 1.359(16) . ?
N6 C87 1.410(17) . ?
N6 C69 1.480(16) . ?
C1 C2 1.487(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.371(18) . ?
C2 C7 1.377(18) . ?
C3 C4 1.356(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.373(18) . ?
C6 C7 1.425(19) . ?
C7 H7 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C27 1.35(2) . ?
C10 C11 1.379(19) . ?
C11 C12 1.36(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.33(2) . ?
C12 H12 0.9500 . ?
C13 C26 1.42(2) . ?
C13 C14 1.44(2) . ?
C14 C15 1.30(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.40(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.37(2) . ?
C16 C25 1.41(2) . ?
C17 C18 1.31(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.43(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.42(2) . ?
C19 C24 1.44(2) . ?
C20 C21 1.34(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.39(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.35(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.43(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.41(2) . ?
C25 C26 1.43(2) . ?
C26 C27 1.48(2) . ?
C31 C32 1.53(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.36(2) . ?
C32 C37 1.41(2) . ?
C33 C34 1.39(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.35(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.43(2) . ?
C36 C37 1.418(19) . ?
C37 H37 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C57 1.41(2) . ?
C40 C41 1.42(2) . ?
C41 C42 1.32(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.40(2) . ?
C42 H42 0.9500 . ?
C43 C56 1.44(2) . ?
C43 C44 1.45(2) . ?
C44 C45 1.32(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.45(2) . ?
C45 H45 0.9500 . ?
C46 C47 1.40(2) . ?
C46 C55 1.46(2) . ?
C47 C48 1.38(2) . ?
C47 H47 0.9500 . ?
C48 C49 1.41(2) . ?
C48 H48 0.9500 . ?
C49 C50 1.39(2) . ?
C49 C54 1.46(2) . ?
C50 C51 1.40(2) . ?
C50 H50 0.9500 . ?
C51 C52 1.39(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.39(2) . ?
C52 H52 0.9500 . ?
C53 C54 1.41(2) . ?
C53 H53 0.9500 . ?
C54 C55 1.41(2) . ?
C55 C56 1.43(2) . ?
C56 C57 1.37(2) . ?
C61 C62 1.52(2) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C67 1.363(18) . ?
C62 C63 1.41(2) . ?
C63 C64 1.33(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.426(19) . ?
C64 H64 0.9500 . ?
C65 C66 1.392(19) . ?
C66 C67 1.394(19) . ?
C67 H67 0.9500 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 C87 1.415(19) . ?
C70 C71 1.439(19) . ?
C71 C72 1.36(2) . ?
C71 H71 0.9500 . ?
C72 C73 1.42(2) . ?
C72 H72 0.9500 . ?
C73 C86 1.418(19) . ?
C73 C74 1.43(2) . ?
C74 C75 1.34(2) . ?
C74 H74 0.9500 . ?
C75 C76 1.40(2) . ?
C75 H75 0.9500 . ?
C76 C77 1.40(2) . ?
C76 C85 1.46(2) . ?
C77 C78 1.35(2) . ?
C77 H77 0.9500 . ?
C78 C79 1.45(3) . ?
C78 H78 0.9500 . ?
C79 C80 1.39(2) . ?
C79 C84 1.47(2) . ?
C80 C81 1.31(2) . ?
C80 H80 0.9500 . ?
C81 C82 1.40(2) . ?
C81 H81 0.9500 . ?
C82 C83 1.39(2) . ?
C82 H82 0.9500 . ?
C83 C84 1.38(2) . ?
C83 H83 0.9500 . ?
C84 C85 1.44(2) . ?
C85 C86 1.420(19) . ?
C86 C87 1.386(19) . ?
C101 Cl2 1.687(17) . ?
C101 Cl1 1.71(2) . ?
C101 H10A 0.9900 . ?
C101 H10B 0.9900 . ?
C151 Cl3 1.65(2) . ?
C151 Cl4 1.77(2) . ?
C151 H15A 0.9900 . ?
C151 H15B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C68 Ir1 C38 100.0(5) . . ?
C68 Ir1 C8 101.2(5) . . ?
C38 Ir1 C8 101.4(6) . . ?
C68 Ir1 C36 169.9(5) . . ?
C38 Ir1 C36 77.5(6) . . ?
C8 Ir1 C36 88.9(5) . . ?
C68 Ir1 C66 78.5(5) . . ?
C38 Ir1 C66 85.4(5) . . ?
C8 Ir1 C66 173.2(5) . . ?
C36 Ir1 C66 91.5(5) . . ?
C68 Ir1 C6 87.1(5) . . ?
C38 Ir1 C6 172.8(5) . . ?
C8 Ir1 C6 78.4(6) . . ?
C36 Ir1 C6 95.3(6) . . ?
C66 Ir1 C6 94.8(5) . . ?
C10 N1 C8 111.1(12) . . ?
C10 N1 C5 133.1(12) . . ?
C8 N1 C5 115.8(11) . . ?
C8 N2 C27 109.4(12) . . ?
C8 N2 C9 117.9(12) . . ?
C27 N2 C9 130.5(12) . . ?
C38 N3 C40 111.0(13) . . ?
C38 N3 C35 117.0(12) . . ?
C40 N3 C35 131.8(14) . . ?
C38 N4 C57 112.0(13) . . ?
C38 N4 C39 120.7(12) . . ?
C57 N4 C39 125.6(13) . . ?
C70 N5 C68 110.8(12) . . ?
C70 N5 C65 134.9(12) . . ?
C68 N5 C65 113.6(11) . . ?
C68 N6 C87 112.2(11) . . ?
C68 N6 C69 122.4(11) . . ?
C87 N6 C69 123.5(12) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 118.3(14) . . ?
C3 C2 C1 120.4(13) . . ?
C7 C2 C1 121.3(13) . . ?
C4 C3 C2 122.6(14) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 118.1(14) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
C6 C5 C4 123.0(14) . . ?
C6 C5 N1 113.4(12) . . ?
C4 C5 N1 123.5(13) . . ?
C5 C6 C7 115.7(13) . . ?
C5 C6 Ir1 115.9(11) . . ?
C7 C6 Ir1 128.4(10) . . ?
C2 C7 C6 122.2(13) . . ?
C2 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
N2 C8 N1 105.0(12) . . ?
N2 C8 Ir1 138.5(10) . . ?
N1 C8 Ir1 116.3(11) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C27 C10 N1 106.0(12) . . ?
C27 C10 C11 118.7(15) . . ?
N1 C10 C11 134.3(16) . . ?
C12 C11 C10 118.0(17) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C13 C12 C11 125.2(16) . . ?
C13 C12 H12 117.4 . . ?
C11 C12 H12 117.4 . . ?
C12 C13 C26 120.9(15) . . ?
C12 C13 C14 124.6(16) . . ?
C26 C13 C14 114.5(17) . . ?
C15 C14 C13 123.9(17) . . ?
C15 C14 H14 118.0 . . ?
C13 C14 H14 118.0 . . ?
C14 C15 C16 120.7(18) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 122.8(18) . . ?
C17 C16 C25 117.0(18) . . ?
C15 C16 C25 120.2(18) . . ?
C18 C17 C16 125(2) . . ?
C18 C17 H17 117.3 . . ?
C16 C17 H17 117.3 . . ?
C17 C18 C19 119(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C20 C19 C18 122(2) . . ?
C20 C19 C24 119.0(19) . . ?
C18 C19 C24 118.3(18) . . ?
C21 C20 C19 121(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 120(2) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 123(2) . . ?
C23 C22 H22 118.6 . . ?
C21 C22 H22 118.6 . . ?
C22 C23 C24 119.6(18) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 123.8(15) . . ?
C25 C24 C19 118.1(17) . . ?
C23 C24 C19 117.5(17) . . ?
C16 C25 C24 119.7(18) . . ?
C16 C25 C26 116.2(15) . . ?
C24 C25 C26 123.8(14) . . ?
C13 C26 C25 121.2(15) . . ?
C13 C26 C27 111.2(15) . . ?
C25 C26 C27 127.5(14) . . ?
C10 C27 N2 108.3(13) . . ?
C10 C27 C26 124.0(14) . . ?
N2 C27 C26 127.4(15) . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C37 119.5(16) . . ?
C33 C32 C31 120.6(15) . . ?
C37 C32 C31 119.6(15) . . ?
C32 C33 C34 119.9(15) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 120.6(17) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 N3 125.6(16) . . ?
C34 C35 C36 123.2(16) . . ?
N3 C35 C36 111.2(13) . . ?
C37 C36 C35 114.0(13) . . ?
C37 C36 Ir1 128.9(11) . . ?
C35 C36 Ir1 117.1(11) . . ?
C32 C37 C36 122.5(14) . . ?
C32 C37 H37 118.7 . . ?
C36 C37 H37 118.7 . . ?
N4 C38 N3 105.5(12) . . ?
N4 C38 Ir1 137.4(11) . . ?
N3 C38 Ir1 116.8(10) . . ?
N4 C39 H39A 109.5 . . ?
N4 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N4 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N3 C40 C57 106.8(14) . . ?
N3 C40 C41 133.7(16) . . ?
C57 C40 C41 119.0(15) . . ?
C42 C41 C40 117.6(17) . . ?
C42 C41 H41 121.2 . . ?
C40 C41 H41 121.2 . . ?
C41 C42 C43 123.4(17) . . ?
C41 C42 H42 118.3 . . ?
C43 C42 H42 118.3 . . ?
C42 C43 C56 120.9(15) . . ?
C42 C43 C44 123.0(17) . . ?
C56 C43 C44 116.0(16) . . ?
C45 C44 C43 124.4(18) . . ?
C45 C44 H44 117.8 . . ?
C43 C44 H44 117.8 . . ?
C44 C45 C46 119.7(17) . . ?
C44 C45 H45 120.2 . . ?
C46 C45 H45 120.2 . . ?
C47 C46 C45 119.8(17) . . ?
C47 C46 C55 121.6(17) . . ?
C45 C46 C55 118.4(16) . . ?
C48 C47 C46 119.6(18) . . ?
C48 C47 H47 120.2 . . ?
C46 C47 H47 120.2 . . ?
C47 C48 C49 121.8(19) . . ?
C47 C48 H48 119.1 . . ?
C49 C48 H48 119.1 . . ?
C50 C49 C48 122.1(19) . . ?
C50 C49 C54 119.6(18) . . ?
C48 C49 C54 118.1(17) . . ?
C49 C50 C51 120.3(19) . . ?
C49 C50 H50 119.8 . . ?
C51 C50 H50 119.8 . . ?
C52 C51 C50 122(2) . . ?
C52 C51 H51 119.2 . . ?
C50 C51 H51 119.2 . . ?
C53 C52 C51 118(2) . . ?
C53 C52 H52 120.9 . . ?
C51 C52 H52 120.9 . . ?
C52 C53 C54 122.7(16) . . ?
C52 C53 H53 118.6 . . ?
C54 C53 H53 118.6 . . ?
C55 C54 C53 122.0(16) . . ?
C55 C54 C49 120.7(17) . . ?
C53 C54 C49 117.1(15) . . ?
C54 C55 C56 125.5(16) . . ?
C54 C55 C46 116.1(15) . . ?
C56 C55 C46 118.2(16) . . ?
C57 C56 C55 127.1(16) . . ?
C57 C56 C43 113.4(15) . . ?
C55 C56 C43 119.5(14) . . ?
C56 C57 N4 131.7(17) . . ?
C56 C57 C40 123.6(16) . . ?
N4 C57 C40 104.5(13) . . ?
C62 C61 H61A 109.5 . . ?
C62 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C62 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C67 C62 C63 118.4(15) . . ?
C67 C62 C61 121.7(15) . . ?
C63 C62 C61 119.8(14) . . ?
C64 C63 C62 122.6(15) . . ?
C64 C63 H63 118.7 . . ?
C62 C63 H63 118.7 . . ?
C63 C64 C65 116.9(15) . . ?
C63 C64 H64 121.5 . . ?
C65 C64 H64 121.5 . . ?
C66 C65 C64 123.3(15) . . ?
C66 C65 N5 114.6(12) . . ?
C64 C65 N5 122.1(14) . . ?
C65 C66 C67 115.6(13) . . ?
C65 C66 Ir1 114.5(11) . . ?
C67 C66 Ir1 129.8(10) . . ?
C62 C67 C66 123.1(15) . . ?
C62 C67 H67 118.5 . . ?
C66 C67 H67 118.5 . . ?
N6 C68 N5 105.3(11) . . ?
N6 C68 Ir1 136.4(9) . . ?
N5 C68 Ir1 118.1(10) . . ?
N6 C69 H69A 109.5 . . ?
N6 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
N6 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
N5 C70 C87 108.6(12) . . ?
N5 C70 C71 131.8(14) . . ?
C87 C70 C71 118.7(14) . . ?
C72 C71 C70 117.8(15) . . ?
C72 C71 H71 121.1 . . ?
C70 C71 H71 121.1 . . ?
C71 C72 C73 123.2(15) . . ?
C71 C72 H72 118.4 . . ?
C73 C72 H72 118.4 . . ?
C86 C73 C72 119.2(14) . . ?
C86 C73 C74 117.7(15) . . ?
C72 C73 C74 123.1(15) . . ?
C75 C74 C73 121.0(17) . . ?
C75 C74 H74 119.5 . . ?
C73 C74 H74 119.5 . . ?
C74 C75 C76 120.3(19) . . ?
C74 C75 H75 119.9 . . ?
C76 C75 H75 119.9 . . ?
C77 C76 C75 121.6(19) . . ?
C77 C76 C85 118.1(18) . . ?
C75 C76 C85 120.2(17) . . ?
C78 C77 C76 122(2) . . ?
C78 C77 H77 118.8 . . ?
C76 C77 H77 118.8 . . ?
C77 C78 C79 123.2(19) . . ?
C77 C78 H78 118.4 . . ?
C79 C78 H78 118.4 . . ?
C80 C79 C78 124.6(18) . . ?
C80 C79 C84 119.4(18) . . ?
C78 C79 C84 115.7(16) . . ?
C81 C80 C79 122.4(18) . . ?
C81 C80 H80 118.8 . . ?
C79 C80 H80 118.8 . . ?
C80 C81 C82 120.5(18) . . ?
C80 C81 H81 119.8 . . ?
C82 C81 H81 119.8 . . ?
C83 C82 C81 120.0(19) . . ?
C83 C82 H82 120.0 . . ?
C81 C82 H82 120.0 . . ?
C84 C83 C82 121.7(17) . . ?
C84 C83 H83 119.2 . . ?
C82 C83 H83 119.2 . . ?
C83 C84 C85 123.8(16) . . ?
C83 C84 C79 115.9(17) . . ?
C85 C84 C79 120.0(18) . . ?
C86 C85 C84 126.6(16) . . ?
C86 C85 C76 114.8(14) . . ?
C84 C85 C76 118.5(15) . . ?
C87 C86 C73 116.9(13) . . ?
C87 C86 C85 122.7(14) . . ?
C73 C86 C85 120.4(14) . . ?
C86 C87 N6 134.5(13) . . ?
C86 C87 C70 122.5(13) . . ?
N6 C87 C70 102.9(13) . . ?
Cl2 C101 Cl1 115.0(13) . . ?
Cl2 C101 H10A 108.5 . . ?
Cl1 C101 H10A 108.5 . . ?
Cl2 C101 H10B 108.5 . . ?
Cl1 C101 H10B 108.5 . . ?
H10A C101 H10B 107.5 . . ?
Cl3 C151 Cl4 113.9(15) . . ?
Cl3 C151 H15A 108.8 . . ?
Cl4 C151 H15A 108.8 . . ?
Cl3 C151 H15B 108.8 . . ?
Cl4 C151 H15B 108.8 . . ?
H15A C151 H15B 107.7 . . ?

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
C7 C2 C3 C4 0(2) . . . . ?
C1 C2 C3 C4 -178.4(14) . . . . ?
C2 C3 C4 C5 -1(2) . . . . ?
C3 C4 C5 C6 2(2) . . . . ?
C3 C4 C5 N1 178.8(13) . . . . ?
C10 N1 C5 C6 -177.9(15) . . . . ?
C8 N1 C5 C6 3.1(18) . . . . ?
C10 N1 C5 C4 5(2) . . . . ?
C8 N1 C5 C4 -173.9(13) . . . . ?
C4 C5 C6 C7 -2(2) . . . . ?
N1 C5 C6 C7 -179.2(12) . . . . ?
C4 C5 C6 Ir1 177.0(11) . . . . ?
N1 C5 C6 Ir1 0.0(16) . . . . ?
C3 C2 C7 C6 0(2) . . . . ?
C1 C2 C7 C6 178.1(13) . . . . ?
C5 C6 C7 C2 1(2) . . . . ?
Ir1 C6 C7 C2 -177.8(11) . . . . ?
C27 N2 C8 N1 -1.8(16) . . . . ?
C9 N2 C8 N1 162.8(12) . . . . ?
C27 N2 C8 Ir1 -176.9(12) . . . . ?
C9 N2 C8 Ir1 -12(2) . . . . ?
C10 N1 C8 N2 -0.5(16) . . . . ?
C5 N1 C8 N2 178.7(11) . . . . ?
C10 N1 C8 Ir1 175.9(9) . . . . ?
C5 N1 C8 Ir1 -4.9(16) . . . . ?
C8 N1 C10 C27 2.6(17) . . . . ?
C5 N1 C10 C27 -176.4(14) . . . . ?
C8 N1 C10 C11 -165.4(18) . . . . ?
C5 N1 C10 C11 16(3) . . . . ?
C27 C10 C11 C12 0(2) . . . . ?
N1 C10 C11 C12 167.0(17) . . . . ?
C10 C11 C12 C13 -1(3) . . . . ?
C11 C12 C13 C26 9(3) . . . . ?
C11 C12 C13 C14 -171.9(17) . . . . ?
C12 C13 C14 C15 175.9(19) . . . . ?
C26 C13 C14 C15 -5(3) . . . . ?
C13 C14 C15 C16 12(3) . . . . ?
C14 C15 C16 C17 175.3(18) . . . . ?
C14 C15 C16 C25 -2(3) . . . . ?
C15 C16 C17 C18 -168.9(18) . . . . ?
C25 C16 C17 C18 8(3) . . . . ?
C16 C17 C18 C19 3(3) . . . . ?
C17 C18 C19 C20 169.1(18) . . . . ?
C17 C18 C19 C24 -4(3) . . . . ?
C18 C19 C20 C21 -167.3(17) . . . . ?
C24 C19 C20 C21 6(3) . . . . ?
C19 C20 C21 C22 -2(3) . . . . ?
C20 C21 C22 C23 -2(3) . . . . ?
C21 C22 C23 C24 0(3) . . . . ?
C22 C23 C24 C25 174.7(15) . . . . ?
C22 C23 C24 C19 4(2) . . . . ?
C20 C19 C24 C25 -178.4(15) . . . . ?
C18 C19 C24 C25 -5(2) . . . . ?
C20 C19 C24 C23 -7(2) . . . . ?
C18 C19 C24 C23 166.6(15) . . . . ?
C17 C16 C25 C24 -17(2) . . . . ?
C15 C16 C25 C24 159.9(16) . . . . ?
C17 C16 C25 C26 169.0(15) . . . . ?
C15 C16 C25 C26 -14(2) . . . . ?
C23 C24 C25 C16 -155.0(16) . . . . ?
C19 C24 C25 C16 16(2) . . . . ?
C23 C24 C25 C26 18(2) . . . . ?
C19 C24 C25 C26 -171.3(15) . . . . ?
C12 C13 C26 C25 167.5(16) . . . . ?
C14 C13 C26 C25 -12(2) . . . . ?
C12 C13 C26 C27 -15(2) . . . . ?
C14 C13 C26 C27 165.7(14) . . . . ?
C16 C25 C26 C13 20(2) . . . . ?
C24 C25 C26 C13 -152.8(15) . . . . ?
C16 C25 C26 C27 -156.4(15) . . . . ?
C24 C25 C26 C27 30(2) . . . . ?
N1 C10 C27 N2 -3.6(17) . . . . ?
C11 C10 C27 N2 166.6(14) . . . . ?
N1 C10 C27 C26 -178.7(14) . . . . ?
C11 C10 C27 C26 -9(2) . . . . ?
C8 N2 C27 C10 3.4(18) . . . . ?
C9 N2 C27 C10 -158.5(15) . . . . ?
C8 N2 C27 C26 178.3(14) . . . . ?
C9 N2 C27 C26 16(3) . . . . ?
C13 C26 C27 C10 16(2) . . . . ?
C25 C26 C27 C10 -167.4(16) . . . . ?
C13 C26 C27 N2 -158.6(15) . . . . ?
C25 C26 C27 N2 18(3) . . . . ?
C37 C32 C33 C34 -6(2) . . . . ?
C31 C32 C33 C34 179.4(14) . . . . ?
C32 C33 C34 C35 2(3) . . . . ?
C33 C34 C35 N3 -176.4(14) . . . . ?
C33 C34 C35 C36 2(2) . . . . ?
C38 N3 C35 C34 -175.0(14) . . . . ?
C40 N3 C35 C34 2(3) . . . . ?
C38 N3 C35 C36 6.1(18) . . . . ?
C40 N3 C35 C36 -177.3(14) . . . . ?
C34 C35 C36 C37 -2(2) . . . . ?
N3 C35 C36 C37 177.0(12) . . . . ?
C34 C35 C36 Ir1 178.1(12) . . . . ?
N3 C35 C36 Ir1 -3.0(16) . . . . ?
C33 C32 C37 C36 6(2) . . . . ?
C31 C32 C37 C36 -178.9(13) . . . . ?
C35 C36 C37 C32 -2(2) . . . . ?
Ir1 C36 C37 C32 177.7(11) . . . . ?
C57 N4 C38 N3 2.0(15) . . . . ?
C39 N4 C38 N3 -163.5(12) . . . . ?
C57 N4 C38 Ir1 -171.2(11) . . . . ?
C39 N4 C38 Ir1 23(2) . . . . ?
C40 N3 C38 N4 1.3(15) . . . . ?
C35 N3 C38 N4 178.6(12) . . . . ?
C40 N3 C38 Ir1 176.1(9) . . . . ?
C35 N3 C38 Ir1 -6.6(16) . . . . ?
C38 N3 C40 C57 -3.9(16) . . . . ?
C35 N3 C40 C57 179.3(14) . . . . ?
C38 N3 C40 C41 168.5(17) . . . . ?
C35 N3 C40 C41 -8(3) . . . . ?
N3 C40 C41 C42 -165.9(17) . . . . ?
C57 C40 C41 C42 6(2) . . . . ?
C40 C41 C42 C43 -7(3) . . . . ?
C41 C42 C43 C56 -3(3) . . . . ?
C41 C42 C43 C44 173.2(17) . . . . ?
C42 C43 C44 C45 -175.0(18) . . . . ?
C56 C43 C44 C45 2(2) . . . . ?
C43 C44 C45 C46 -11(3) . . . . ?
C44 C45 C46 C47 -173.4(16) . . . . ?
C44 C45 C46 C55 3(2) . . . . ?
C45 C46 C47 C48 171.9(15) . . . . ?
C55 C46 C47 C48 -5(2) . . . . ?
C46 C47 C48 C49 -6(2) . . . . ?
C47 C48 C49 C50 -169.4(16) . . . . ?
C47 C48 C49 C54 6(2) . . . . ?
C48 C49 C50 C51 173.3(16) . . . . ?
C54 C49 C50 C51 -2(2) . . . . ?
C49 C50 C51 C52 -4(3) . . . . ?
C50 C51 C52 C53 5(3) . . . . ?
C51 C52 C53 C54 -1(3) . . . . ?
C52 C53 C54 C55 -179.2(15) . . . . ?
C52 C53 C54 C49 -4(2) . . . . ?
C50 C49 C54 C55 -179.3(15) . . . . ?
C48 C49 C54 C55 6(2) . . . . ?
C50 C49 C54 C53 6(2) . . . . ?
C48 C49 C54 C53 -169.6(14) . . . . ?
C53 C54 C55 C56 -15(2) . . . . ?
C49 C54 C55 C56 170.3(14) . . . . ?
C53 C54 C55 C46 159.7(14) . . . . ?
C49 C54 C55 C46 -15(2) . . . . ?
C47 C46 C55 C54 15(2) . . . . ?
C45 C46 C55 C54 -161.7(15) . . . . ?
C47 C46 C55 C56 -170.0(14) . . . . ?
C45 C46 C55 C56 13(2) . . . . ?
C54 C55 C56 C57 -30(3) . . . . ?
C46 C55 C56 C57 155.4(16) . . . . ?
C54 C55 C56 C43 151.5(16) . . . . ?
C46 C55 C56 C43 -23(2) . . . . ?
C42 C43 C56 C57 14(2) . . . . ?
C44 C43 C56 C57 -162.8(14) . . . . ?
C42 C43 C56 C55 -167.7(16) . . . . ?
C44 C43 C56 C55 16(2) . . . . ?
C55 C56 C57 N4 -20(3) . . . . ?
C43 C56 C57 N4 158.3(15) . . . . ?
C55 C56 C57 C40 166.4(15) . . . . ?
C43 C56 C57 C40 -15(2) . . . . ?
C38 N4 C57 C56 -178.7(16) . . . . ?
C39 N4 C57 C56 -14(2) . . . . ?
C38 N4 C57 C40 -4.3(16) . . . . ?
C39 N4 C57 C40 160.4(13) . . . . ?
N3 C40 C57 C56 179.8(13) . . . . ?
C41 C40 C57 C56 6(2) . . . . ?
N3 C40 C57 N4 4.9(16) . . . . ?
C41 C40 C57 N4 -168.9(13) . . . . ?
C67 C62 C63 C64 2(2) . . . . ?
C61 C62 C63 C64 179.7(16) . . . . ?
C62 C63 C64 C65 -3(2) . . . . ?
C63 C64 C65 C66 2(2) . . . . ?
C63 C64 C65 N5 -176.5(14) . . . . ?
C70 N5 C65 C66 -171.7(14) . . . . ?
C68 N5 C65 C66 -2.3(17) . . . . ?
C70 N5 C65 C64 7(2) . . . . ?
C68 N5 C65 C64 176.3(13) . . . . ?
C64 C65 C66 C67 0(2) . . . . ?
N5 C65 C66 C67 178.6(11) . . . . ?
C64 C65 C66 Ir1 177.9(11) . . . . ?
N5 C65 C66 Ir1 -3.5(15) . . . . ?
C63 C62 C67 C66 0(2) . . . . ?
C61 C62 C67 C66 -177.5(15) . . . . ?
C65 C66 C67 C62 -1(2) . . . . ?
Ir1 C66 C67 C62 -178.5(10) . . . . ?
C87 N6 C68 N5 -0.3(15) . . . . ?
C69 N6 C68 N5 -165.1(11) . . . . ?
C87 N6 C68 Ir1 -175.3(11) . . . . ?
C69 N6 C68 Ir1 20(2) . . . . ?
C70 N5 C68 N6 3.3(15) . . . . ?
C65 N5 C68 N6 -168.7(11) . . . . ?
C70 N5 C68 Ir1 179.4(9) . . . . ?
C65 N5 C68 Ir1 7.4(14) . . . . ?
C68 N5 C70 C87 -5.1(16) . . . . ?
C65 N5 C70 C87 164.5(14) . . . . ?
C68 N5 C70 C71 163.8(16) . . . . ?
C65 N5 C70 C71 -27(3) . . . . ?
N5 C70 C71 C72 -168.5(16) . . . . ?
C87 C70 C71 C72 -1(2) . . . . ?
C70 C71 C72 C73 -2(2) . . . . ?
C71 C72 C73 C86 -5(2) . . . . ?
C71 C72 C73 C74 176.4(15) . . . . ?
C86 C73 C74 C75 9(2) . . . . ?
C72 C73 C74 C75 -172.8(16) . . . . ?
C73 C74 C75 C76 -17(3) . . . . ?
C74 C75 C76 C77 -172.4(19) . . . . ?
C74 C75 C76 C85 4(3) . . . . ?
C75 C76 C77 C78 168(2) . . . . ?
C85 C76 C77 C78 -9(3) . . . . ?
C76 C77 C78 C79 -3(4) . . . . ?
C77 C78 C79 C80 -169(2) . . . . ?
C77 C78 C79 C84 6(3) . . . . ?
C78 C79 C80 C81 172(2) . . . . ?
C84 C79 C80 C81 -3(3) . . . . ?
C79 C80 C81 C82 0(3) . . . . ?
C80 C81 C82 C83 1(3) . . . . ?
C81 C82 C83 C84 1(3) . . . . ?
C82 C83 C84 C85 -177.2(16) . . . . ?
C82 C83 C84 C79 -3(3) . . . . ?
C80 C79 C84 C83 4(3) . . . . ?
C78 C79 C84 C83 -171.5(18) . . . . ?
C80 C79 C84 C85 178.3(16) . . . . ?
C78 C79 C84 C85 3(3) . . . . ?
C83 C84 C85 C86 -16(3) . . . . ?
C79 C84 C85 C86 170.4(16) . . . . ?
C83 C84 C85 C76 159.5(17) . . . . ?
C79 C84 C85 C76 -15(3) . . . . ?
C77 C76 C85 C86 -166.8(16) . . . . ?
C75 C76 C85 C86 17(2) . . . . ?
C77 C76 C85 C84 18(3) . . . . ?
C75 C76 C85 C84 -159.1(17) . . . . ?
C72 C73 C86 C87 14(2) . . . . ?
C74 C73 C86 C87 -167.7(14) . . . . ?
C72 C73 C86 C85 -165.3(14) . . . . ?
C74 C73 C86 C85 13(2) . . . . ?
C84 C85 C86 C87 -29(3) . . . . ?
C76 C85 C86 C87 156.1(15) . . . . ?
C84 C85 C86 C73 150.3(16) . . . . ?
C76 C85 C86 C73 -25(2) . . . . ?
C73 C86 C87 N6 158.2(15) . . . . ?
C85 C86 C87 N6 -23(3) . . . . ?
C73 C86 C87 C70 -16(2) . . . . ?
C85 C86 C87 C70 162.6(14) . . . . ?
C68 N6 C87 C86 -177.9(16) . . . . ?
C69 N6 C87 C86 -13(2) . . . . ?
C68 N6 C87 C70 -2.5(15) . . . . ?
C69 N6 C87 C70 162.1(12) . . . . ?
N5 C70 C87 C86 -179.5(13) . . . . ?
C71 C70 C87 C86 10(2) . . . . ?
N5 C70 C87 N6 4.5(15) . . . . ?
C71 C70 C87 N6 -166.1(13) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: sqz.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .FAB SHELXL file: sqz.fab
#...............................................................................



# ............... End of .FAB file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR NH517X3                                                #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
####################################################################### 
# 
# 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_EGA265b
_database_code_depnum_ccdc_archive 'CCDC 2061046'
loop_
_audit_author_name
_audit_author_address
'Vincent DORCET'
;ISCR 
France
;
_audit_update_record             
;
2021-02-04 deposited with the CCDC.	2021-07-08 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 05 juillet 2019                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C35 H24 Cl4 N2'
_chemical_formula_sum            'C35 H24 Cl4 N2'
_chemical_formula_weight         614.36
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
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                   12.5677(12)
_cell_length_b                   7.6881(8)
_cell_length_c                   29.928(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.476(3)
_cell_angle_gamma                90
_cell_volume                     2843.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      2.4047
_cell_measurement_theta_max      27.5632
_cell_measurement_wavelength     0.71073

#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1264
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.727
_exptl_absorpt_correction_T_max  0.919

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0410
_diffrn_reflns_av_uneti/neti     0.0366
_diffrn_reflns_number            24608
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.989
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             6438
_reflns_number_gt                5204
_reflns_threshold_expression     >2sigma(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.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2017_1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²+10.2699P] 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         6438
_refine_ls_number_parameters     390
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0824
_refine_ls_wR_factor_ref         0.1961
_refine_ls_wR_factor_gt          0.1850
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.678
_refine_diff_density_min         -1.505
_refine_diff_density_rms         0.085

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'

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 0.4526(2) 0.7080(4) 0.32000(10) 0.0277(6) Uani 1 1 d . . . . .
N2 N 0.5964(2) 0.6092(3) 0.29249(8) 0.0185(5) Uani 1 1 d . . . . .
C1 C 0.4173(2) 0.6083(4) 0.28145(11) 0.0234(7) Uani 1 1 d . . . . .
C2 C 0.3118(3) 0.5670(5) 0.26003(13) 0.0311(8) Uani 1 1 d . . . . .
H2 H 0.250888 0.607235 0.271730 0.037 Uiso 1 1 calc R U . . .
C3 C 0.2996(3) 0.4662(5) 0.22143(14) 0.0355(9) Uani 1 1 d . . . . .
H3 H 0.228714 0.437679 0.206099 0.043 Uiso 1 1 calc R U . . .
C4 C 0.3892(3) 0.4042(5) 0.20414(13) 0.0329(8) Uani 1 1 d . . . . .
H4 H 0.377368 0.334322 0.177522 0.039 Uiso 1 1 calc R U . . .
C5 C 0.4943(3) 0.4425(4) 0.22492(11) 0.0249(7) Uani 1 1 d . . . . .
H5 H 0.555087 0.400205 0.213455 0.030 Uiso 1 1 calc R U . . .
C6 C 0.5057(2) 0.5462(4) 0.26341(10) 0.0191(6) Uani 1 1 d . . . . .
C7 C 0.5586(3) 0.7046(4) 0.32494(11) 0.0248(7) Uani 1 1 d . . . . .
H7 H 0.604913 0.763172 0.348869 0.030 Uiso 1 1 calc R U . . .
C8 C 0.7069(2) 0.5790(4) 0.28960(10) 0.0170(6) Uani 1 1 d . . . . .
C9 C 0.7418(3) 0.6095(4) 0.24847(11) 0.0210(6) Uani 1 1 d . . . . .
H9 H 0.693500 0.655062 0.223035 0.025 Uiso 1 1 calc R U . . .
C10 C 0.8472(3) 0.5721(4) 0.24559(10) 0.0221(6) Uani 1 1 d . . . . .
H10 H 0.871011 0.587855 0.217498 0.026 Uiso 1 1 calc R U . . .
C11 C 0.9211(2) 0.5106(4) 0.28381(10) 0.0195(6) Uani 1 1 d . . . . .
C12 C 1.0281(3) 0.4603(4) 0.27916(12) 0.0261(7) Uani 1 1 d . . . . .
H12 H 1.053197 0.483591 0.251677 0.031 Uiso 1 1 calc R U . . .
C13 C 1.0930(3) 0.3802(4) 0.31362(13) 0.0288(7) Uani 1 1 d . . . . .
H13 H 1.161455 0.338322 0.309158 0.035 Uiso 1 1 calc R U . . .
C14 C 1.0621(3) 0.3563(4) 0.35671(12) 0.0260(7) Uani 1 1 d . . . . .
C15 C 1.1270(3) 0.2516(5) 0.39011(14) 0.0335(8) Uani 1 1 d . . . . .
H15 H 1.194012 0.207503 0.384576 0.040 Uiso 1 1 calc R U . . .
C16 C 1.0946(3) 0.2139(5) 0.42981(13) 0.0343(8) Uani 1 1 d . . . . .
H16 H 1.134086 0.132047 0.450112 0.041 Uiso 1 1 calc R U . . .
C17 C 1.0022(3) 0.2957(4) 0.44123(12) 0.0283(7) Uani 1 1 d . . . . .
C18 C 0.9672(3) 0.2501(5) 0.48235(12) 0.0345(8) Uani 1 1 d . . . . .
H18 H 1.007292 0.167358 0.502191 0.041 Uiso 1 1 calc R U . . .
C19 C 0.8778(3) 0.3225(5) 0.49357(12) 0.0353(8) Uani 1 1 d . . . . .
H19 H 0.847914 0.276092 0.518000 0.042 Uiso 1 1 calc R U . . .
C20 C 0.8283(3) 0.4681(5) 0.46890(11) 0.0292(7) Uani 1 1 d . . . . .
C21 C 0.7421(3) 0.5570(6) 0.48444(11) 0.0366(9) Uani 1 1 d . . . . .
H21 H 0.711762 0.507869 0.508421 0.044 Uiso 1 1 calc R U . . .
C22 C 0.7027(3) 0.7092(5) 0.46590(11) 0.0347(8) Uani 1 1 d . . . . .
H22 H 0.641357 0.760845 0.474996 0.042 Uiso 1 1 calc R U . . .
C23 C 0.7534(3) 0.7925(5) 0.43255(10) 0.0253(7) Uani 1 1 d . . . . .
C24 C 0.7228(3) 0.9637(5) 0.41791(12) 0.0307(8) Uani 1 1 d . . . . .
H24 H 0.663174 1.017563 0.427867 0.037 Uiso 1 1 calc R U . . .
C25 C 0.7776(3) 1.0519(5) 0.38979(12) 0.0312(8) Uani 1 1 d . . . . .
H25 H 0.755125 1.165236 0.379516 0.037 Uiso 1 1 calc R U . . .
C26 C 0.8676(3) 0.9742(4) 0.37604(12) 0.0279(7) Uani 1 1 d . . . . .
H26 H 0.908458 1.037948 0.357845 0.033 Uiso 1 1 calc R U . . .
C27 C 0.8970(3) 0.8064(4) 0.38874(10) 0.0224(6) Uani 1 1 d . . . . .
H27 H 0.957774 0.755743 0.378909 0.027 Uiso 1 1 calc R U . . .
C28 C 0.8387(2) 0.7077(4) 0.41614(10) 0.0209(6) Uani 1 1 d . . . . .
C29 C 0.8684(3) 0.5304(4) 0.43065(10) 0.0222(6) Uani 1 1 d . . . . .
C30 C 0.9437(2) 0.4225(4) 0.41183(10) 0.0215(6) Uani 1 1 d . . . . .
C31 C 0.9642(2) 0.4297(4) 0.36557(11) 0.0194(6) Uani 1 1 d . . . . .
C32 C 0.8875(2) 0.4914(4) 0.32643(10) 0.0167(6) Uani 1 1 d . . . . .
C33 C 0.7768(2) 0.5204(4) 0.32752(10) 0.0166(6) Uani 1 1 d . . . . .
H33 H 0.750301 0.499268 0.354792 0.020 Uiso 1 1 calc R U . . .
Cl1 Cl 0.25637(9) -0.33762(15) 0.39796(3) 0.0464(3) Uani 1 1 d . . . . .
C101 C 0.3618(7) -0.1865(9) 0.4120(2) 0.103(3) Uani 0.546(5) 1 d . . P A 1
H10A H 0.429527 -0.254662 0.419602 0.123 Uiso 0.546(5) 1 calc R U P A 1
H10B H 0.366070 -0.121623 0.383826 0.123 Uiso 0.546(5) 1 calc R U P A 1
Cl2 Cl 0.3653(2) -0.0440(4) 0.45154(8) 0.0579(9) Uani 0.546(5) 1 d . . P A 1
C111 C 0.3618(7) -0.1865(9) 0.4120(2) 0.103(3) Uani 0.454(5) 1 d . . P A 2
H11A H 0.425307 -0.225605 0.399377 0.123 Uiso 0.454(5) 1 calc R U P A 2
H11B H 0.338454 -0.072371 0.398346 0.123 Uiso 0.454(5) 1 calc R U P A 2
Cl3 Cl 0.3971(3) -0.1649(5) 0.46907(10) 0.0614(12) Uani 0.454(5) 1 d . . P A 2
Cl11 Cl 0.46460(14) 0.1663(3) 0.34530(6) 0.0875(5) Uani 1 1 d . . . . .
C201 C 0.4362(7) 0.3230(9) 0.3802(3) 0.107(3) Uani 0.569(4) 1 d D . P B 1
H20A H 0.401790 0.422213 0.362043 0.129 Uiso 0.569(4) 1 calc R U P B 1
H20B H 0.384237 0.277898 0.398623 0.129 Uiso 0.569(4) 1 calc R U P B 1
Cl12 Cl 0.54703(19) 0.3909(3) 0.41452(8) 0.0577(7) Uani 0.569(4) 1 d D . P B 1
C211 C 0.4362(7) 0.3230(9) 0.3802(3) 0.107(3) Uani 0.431(4) 1 d D . P B 2
H21A H 0.357888 0.348473 0.371969 0.129 Uiso 0.431(4) 1 calc R U P B 2
H21B H 0.475176 0.429251 0.373713 0.129 Uiso 0.431(4) 1 calc R U P B 2
Cl13 Cl 0.4679(3) 0.2862(5) 0.44319(10) 0.0690(11) Uani 0.431(4) 1 d D . P B 2



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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 C7 1.314(4) . ?
N1 C1 1.389(4) . ?
N2 C7 1.369(4) . ?
N2 C6 1.390(4) . ?
N2 C8 1.426(4) . ?
C1 C2 1.400(5) . ?
C1 C6 1.403(4) . ?
C2 C3 1.377(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.405(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(5) . ?
C5 H5 0.9500 . ?
C7 H7 0.9500 . ?
C8 C33 1.379(4) . ?
C8 C9 1.400(4) . ?
C9 C10 1.374(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.417(4) . ?
C10 H10 0.9500 . ?
C11 C32 1.422(4) . ?
C11 C12 1.430(4) . ?
C12 C13 1.343(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.425(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.420(5) . ?
C14 C31 1.421(4) . ?
C15 C16 1.356(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.415(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.424(5) . ?
C17 C30 1.425(4) . ?
C18 C19 1.350(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.420(5) . ?
C19 H19 0.9500 . ?
C20 C29 1.416(5) . ?
C20 C21 1.428(5) . ?
C21 C22 1.350(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.430(5) . ?
C22 H22 0.9500 . ?
C23 C28 1.416(5) . ?
C23 C24 1.418(5) . ?
C24 C25 1.361(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.405(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.376(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.416(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.458(4) . ?
C29 C30 1.448(5) . ?
C30 C31 1.455(4) . ?
C31 C32 1.455(4) . ?
C32 C33 1.415(4) . ?
C33 H33 0.9500 . ?
Cl1 C111 1.755(6) . ?
Cl1 C101 1.755(6) . ?
C101 Cl2 1.607(6) . ?
C101 H10A 0.9900 . ?
C101 H10B 0.9900 . ?
C111 Cl3 1.692(7) . ?
C111 H11A 0.9900 . ?
C111 H11B 0.9900 . ?
Cl11 C211 1.676(7) . ?
Cl11 C201 1.676(7) . ?
C201 Cl12 1.657(9) . ?
C201 H20A 0.9900 . ?
C201 H20B 0.9900 . ?
C211 Cl13 1.875(8) . ?
C211 H21A 0.9900 . ?
C211 H21B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C1 104.2(3) . . ?
C7 N2 C6 106.3(3) . . ?
C7 N2 C8 126.7(3) . . ?
C6 N2 C8 127.1(3) . . ?
N1 C1 C2 129.6(3) . . ?
N1 C1 C6 110.6(3) . . ?
C2 C1 C6 119.7(3) . . ?
C3 C2 C1 117.7(3) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.7(3) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 116.1(3) . . ?
C4 C5 H5 121.9 . . ?
C6 C5 H5 121.9 . . ?
C5 C6 N2 132.0(3) . . ?
C5 C6 C1 123.1(3) . . ?
N2 C6 C1 104.9(3) . . ?
N1 C7 N2 114.0(3) . . ?
N1 C7 H7 123.0 . . ?
N2 C7 H7 123.0 . . ?
C33 C8 C9 121.6(3) . . ?
C33 C8 N2 119.0(3) . . ?
C9 C8 N2 119.4(3) . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 C11 121.1(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C32 120.1(3) . . ?
C10 C11 C12 120.1(3) . . ?
C32 C11 C12 119.8(3) . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 121.8(3) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C15 C14 C31 120.0(3) . . ?
C15 C14 C13 119.6(3) . . ?
C31 C14 C13 120.4(3) . . ?
C16 C15 C14 120.8(3) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 C30 120.6(3) . . ?
C18 C17 C30 119.7(3) . . ?
C19 C18 C17 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C29 C20 C19 120.0(3) . . ?
C29 C20 C21 120.3(3) . . ?
C19 C20 C21 119.6(3) . . ?
C22 C21 C20 121.6(3) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C21 C22 C23 119.9(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C28 C23 C24 120.0(3) . . ?
C28 C23 C22 119.8(3) . . ?
C24 C23 C22 120.0(3) . . ?
C25 C24 C23 120.9(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 120.5(3) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C26 C27 C28 121.4(3) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C23 117.3(3) . . ?
C27 C28 C29 122.8(3) . . ?
C23 C28 C29 119.7(3) . . ?
C20 C29 C30 118.4(3) . . ?
C20 C29 C28 116.6(3) . . ?
C30 C29 C28 124.7(3) . . ?
C17 C30 C29 116.9(3) . . ?
C17 C30 C31 116.9(3) . . ?
C29 C30 C31 126.2(3) . . ?
C14 C31 C30 118.1(3) . . ?
C14 C31 C32 116.7(3) . . ?
C30 C31 C32 124.9(3) . . ?
C33 C32 C11 117.2(3) . . ?
C33 C32 C31 122.9(3) . . ?
C11 C32 C31 119.6(3) . . ?
C8 C33 C32 121.0(3) . . ?
C8 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
Cl2 C101 Cl1 123.1(4) . . ?
Cl2 C101 H10A 106.6 . . ?
Cl1 C101 H10A 106.6 . . ?
Cl2 C101 H10B 106.6 . . ?
Cl1 C101 H10B 106.6 . . ?
H10A C101 H10B 106.5 . . ?
Cl3 C111 Cl1 110.8(3) . . ?
Cl3 C111 H11A 109.5 . . ?
Cl1 C111 H11A 109.5 . . ?
Cl3 C111 H11B 109.5 . . ?
Cl1 C111 H11B 109.5 . . ?
H11A C111 H11B 108.1 . . ?
Cl12 C201 Cl11 111.3(4) . . ?
Cl12 C201 H20A 109.4 . . ?
Cl11 C201 H20A 109.4 . . ?
Cl12 C201 H20B 109.4 . . ?
Cl11 C201 H20B 109.4 . . ?
H20A C201 H20B 108.0 . . ?
Cl11 C211 Cl13 119.2(4) . . ?
Cl11 C211 H21A 107.5 . . ?
Cl13 C211 H21A 107.5 . . ?
Cl11 C211 H21B 107.5 . . ?
Cl13 C211 H21B 107.5 . . ?
H21A C211 H21B 107.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C1 C2 -179.9(3) . . . . ?
C7 N1 C1 C6 -0.3(4) . . . . ?
N1 C1 C2 C3 179.2(3) . . . . ?
C6 C1 C2 C3 -0.3(5) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C3 C4 C5 -0.4(6) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C4 C5 C6 N2 179.7(3) . . . . ?
C4 C5 C6 C1 1.0(5) . . . . ?
C7 N2 C6 C5 -179.8(3) . . . . ?
C8 N2 C6 C5 -0.5(5) . . . . ?
C7 N2 C6 C1 -0.9(3) . . . . ?
C8 N2 C6 C1 178.4(3) . . . . ?
N1 C1 C6 C5 179.8(3) . . . . ?
C2 C1 C6 C5 -0.6(5) . . . . ?
N1 C1 C6 N2 0.8(3) . . . . ?
C2 C1 C6 N2 -179.7(3) . . . . ?
C1 N1 C7 N2 -0.2(4) . . . . ?
C6 N2 C7 N1 0.7(4) . . . . ?
C8 N2 C7 N1 -178.6(3) . . . . ?
C7 N2 C8 C33 50.4(4) . . . . ?
C6 N2 C8 C33 -128.8(3) . . . . ?
C7 N2 C8 C9 -129.6(3) . . . . ?
C6 N2 C8 C9 51.2(4) . . . . ?
C33 C8 C9 C10 3.0(5) . . . . ?
N2 C8 C9 C10 -177.0(3) . . . . ?
C8 C9 C10 C11 -2.5(5) . . . . ?
C9 C10 C11 C32 -1.9(5) . . . . ?
C9 C10 C11 C12 175.3(3) . . . . ?
C10 C11 C12 C13 -171.0(3) . . . . ?
C32 C11 C12 C13 6.3(5) . . . . ?
C11 C12 C13 C14 -5.5(5) . . . . ?
C12 C13 C14 C15 171.9(3) . . . . ?
C12 C13 C14 C31 -5.1(5) . . . . ?
C31 C14 C15 C16 3.0(5) . . . . ?
C13 C14 C15 C16 -174.1(3) . . . . ?
C14 C15 C16 C17 -8.0(5) . . . . ?
C15 C16 C17 C18 177.9(3) . . . . ?
C15 C16 C17 C30 -1.8(5) . . . . ?
C16 C17 C18 C19 -178.3(3) . . . . ?
C30 C17 C18 C19 1.4(5) . . . . ?
C17 C18 C19 C20 -11.5(5) . . . . ?
C18 C19 C20 C29 4.1(5) . . . . ?
C18 C19 C20 C21 -172.3(3) . . . . ?
C29 C20 C21 C22 -5.6(5) . . . . ?
C19 C20 C21 C22 170.8(4) . . . . ?
C20 C21 C22 C23 -5.4(6) . . . . ?
C21 C22 C23 C28 5.6(5) . . . . ?
C21 C22 C23 C24 -170.7(3) . . . . ?
C28 C23 C24 C25 -3.1(5) . . . . ?
C22 C23 C24 C25 173.2(3) . . . . ?
C23 C24 C25 C26 -1.7(5) . . . . ?
C24 C25 C26 C27 3.6(5) . . . . ?
C25 C26 C27 C28 -0.5(5) . . . . ?
C26 C27 C28 C23 -4.2(4) . . . . ?
C26 C27 C28 C29 -179.3(3) . . . . ?
C24 C23 C28 C27 6.0(4) . . . . ?
C22 C23 C28 C27 -170.3(3) . . . . ?
C24 C23 C28 C29 -178.8(3) . . . . ?
C22 C23 C28 C29 4.9(4) . . . . ?
C19 C20 C29 C30 13.0(5) . . . . ?
C21 C20 C29 C30 -170.7(3) . . . . ?
C19 C20 C29 C28 -160.8(3) . . . . ?
C21 C20 C29 C28 15.5(5) . . . . ?
C27 C28 C29 C20 159.8(3) . . . . ?
C23 C28 C29 C20 -15.2(4) . . . . ?
C27 C28 C29 C30 -13.6(4) . . . . ?
C23 C28 C29 C30 171.5(3) . . . . ?
C16 C17 C30 C29 -164.9(3) . . . . ?
C18 C17 C30 C29 15.4(4) . . . . ?
C16 C17 C30 C31 15.9(4) . . . . ?
C18 C17 C30 C31 -163.7(3) . . . . ?
C20 C29 C30 C17 -22.2(4) . . . . ?
C28 C29 C30 C17 151.0(3) . . . . ?
C20 C29 C30 C31 156.8(3) . . . . ?
C28 C29 C30 C31 -30.0(5) . . . . ?
C15 C14 C31 C30 11.5(4) . . . . ?
C13 C14 C31 C30 -171.5(3) . . . . ?
C15 C14 C31 C32 -162.8(3) . . . . ?
C13 C14 C31 C32 14.2(4) . . . . ?
C17 C30 C31 C14 -20.4(4) . . . . ?
C29 C30 C31 C14 160.5(3) . . . . ?
C17 C30 C31 C32 153.3(3) . . . . ?
C29 C30 C31 C32 -25.7(5) . . . . ?
C10 C11 C32 C33 5.7(4) . . . . ?
C12 C11 C32 C33 -171.5(3) . . . . ?
C10 C11 C32 C31 -179.4(3) . . . . ?
C12 C11 C32 C31 3.3(4) . . . . ?
C14 C31 C32 C33 161.3(3) . . . . ?
C30 C31 C32 C33 -12.5(5) . . . . ?
C14 C31 C32 C11 -13.2(4) . . . . ?
C30 C31 C32 C11 172.9(3) . . . . ?
C9 C8 C33 C32 1.0(4) . . . . ?
N2 C8 C33 C32 -179.0(3) . . . . ?
C11 C32 C33 C8 -5.3(4) . . . . ?
C31 C32 C33 C8 -180.0(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_NH517x2
_database_code_depnum_ccdc_archive 'CCDC 2061047'
loop_
_audit_author_name
_audit_author_address
'Vincent DORCET'
;ISCR
France
;
_audit_update_record             
;
2021-02-04 deposited with the CCDC.	2021-07-08 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 09 30 2016                                               #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C81 H57 Ir N6'
_chemical_formula_sum            'C81 H57 Ir N6'
_chemical_formula_weight         1306.52
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
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                   15.483(3)
_cell_length_b                   21.100(4)
_cell_length_c                   23.328(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.463(6)
_cell_angle_gamma                90
_cell_volume                     7186(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2270
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      19.20
_cell_measurement_wavelength     0.71073


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0354276
_diffrn_orient_matrix_UB_21      -0.0501969
_diffrn_orient_matrix_UB_31      -0.0302859
_diffrn_orient_matrix_UB_12      0.0108773
_diffrn_orient_matrix_UB_22      -0.0292144
_diffrn_orient_matrix_UB_32      0.0356972
_diffrn_orient_matrix_UB_13      -0.0431789
_diffrn_orient_matrix_UB_23      0.0012485
_diffrn_orient_matrix_UB_33      0.0141788


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2648
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_T_max  0.892

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

# Software              : BIS 2014.5.0.0/23-May-2014 && APEX2_2014.11-0      #  
# Crystal to detector distance (mm) : 35.00                                  #  
#  Number of scans :  3                                                      #  
#        Scan      Time per frame (s)        Frame width (deg)    Frames     #  
#           1                    10.0          1.000                 93      #  
#           2                    10.0          1.000                 95      #  
#           3                    10.0          1.000                 93      #  
#..............................................................................#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_uneti/neti     0.2298
_diffrn_reflns_av_r_equivalents  0.1479
_diffrn_reflns_number            49063
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.337
_diffrn_reflns_theta_max         27.720
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.960
_reflns_number_total             16208
_reflns_number_gt                7139
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014_7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2020)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] 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     'SHELXL-2014_7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0050(4)
_refine_ls_number_reflns         16208
_refine_ls_number_parameters     727
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1710
_refine_ls_R_factor_gt           0.0753
_refine_ls_wR_factor_ref         0.2831
_refine_ls_wR_factor_gt          0.1952
_refine_ls_goodness_of_fit_ref   0.773
_refine_ls_restrained_S_all      0.773
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         1.676
_refine_diff_density_min         -1.194
_refine_diff_density_rms         0.217

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Ir1 Ir 0.68124(3) -0.19167(2) 0.68031(2) 0.03371(19) Uani 1 1 d . . . . .
N1 N 0.5894(6) -0.2870(4) 0.7467(5) 0.038(2) Uani 1 1 d . . . . .
N2 N 0.6783(6) -0.2141(4) 0.8032(4) 0.034(2) Uani 1 1 d . . . . .
N3 N 0.8621(7) -0.2717(5) 0.7220(5) 0.049(3) Uani 1 1 d . . . . .
N4 N 0.8516(7) -0.1974(4) 0.6557(6) 0.050(3) Uani 1 1 d . . . . .
N5 N 0.6022(6) -0.2824(4) 0.5656(4) 0.035(2) Uani 1 1 d . . . . .
N6 N 0.5123(7) -0.2111(5) 0.5795(5) 0.045(2) Uani 1 1 d . . . . .
C1 C 0.5661(9) -0.3359(5) 0.6998(6) 0.046(3) Uani 1 1 d . . . . .
H1A H 0.5106 -0.3234 0.6667 0.069 Uiso 1 1 calc R U . . .
H1B H 0.5552 -0.3761 0.7173 0.069 Uiso 1 1 calc R U . . .
H1C H 0.6167 -0.3410 0.6838 0.069 Uiso 1 1 calc R U . . .
C2 C 0.9309(9) -0.0091(7) 0.8283(7) 0.069(4) Uani 1 1 d . . . . .
H2A H 0.9562 0.0039 0.8709 0.104 Uiso 1 1 calc R U . . .
H2B H 0.9806 -0.0234 0.8142 0.104 Uiso 1 1 calc R U . . .
H2C H 0.8994 0.0269 0.8035 0.104 Uiso 1 1 calc R U . . .
C3 C 0.8628(8) -0.0633(6) 0.8222(6) 0.047(3) Uani 1 1 d . . . . .
C4 C 0.8427(8) -0.0840(6) 0.8736(6) 0.047(3) Uani 1 1 d . . . . .
H4 H 0.8716 -0.0644 0.9119 0.056 Uiso 1 1 calc R U . . .
C5 C 0.7808(8) -0.1332(5) 0.8689(6) 0.045(3) Uani 1 1 d . . . . .
H5 H 0.7675 -0.1477 0.9036 0.054 Uiso 1 1 calc R U . . .
C6 C 0.7392(7) -0.1603(5) 0.8129(5) 0.037(3) Uani 1 1 d . . . . .
C7 C 0.7523(7) -0.1415(5) 0.7577(5) 0.037(3) Uani 1 1 d . . . . .
C8 C 0.8158(7) -0.0914(5) 0.7656(6) 0.039(3) Uani 1 1 d . . . . .
H8 H 0.8275 -0.0757 0.7307 0.047 Uiso 1 1 calc R U . . .
C9 C 0.6459(8) -0.2388(5) 0.7452(5) 0.035(3) Uani 1 1 d . . . . .
C10 C 0.6445(8) -0.2498(5) 0.8418(5) 0.039(3) Uani 1 1 d . . . . .
C11 C 0.6656(9) -0.2507(6) 0.9046(6) 0.047(3) Uani 1 1 d . . . . .
H11 H 0.7055 -0.2203 0.9301 0.057 Uiso 1 1 calc R U . . .
C12 C 0.6256(10) -0.2981(6) 0.9284(6) 0.052(4) Uani 1 1 d . . . . .
H12 H 0.6446 -0.3040 0.9711 0.062 Uiso 1 1 calc R U . . .
C13 C 0.5586(9) -0.3372(6) 0.8909(7) 0.051(3) Uani 1 1 d . . . . .
C14 C 0.5205(10) -0.3868(6) 0.9165(7) 0.059(4) Uani 1 1 d . . . . .
H14 H 0.5391 -0.3914 0.9595 0.071 Uiso 1 1 calc R U . . .
C15 C 0.4579(10) -0.4277(6) 0.8803(8) 0.063(4) Uani 1 1 d . . . . .
H15 H 0.4397 -0.4636 0.8981 0.076 Uiso 1 1 calc R U . . .
C16 C 0.4197(9) -0.4183(6) 0.8177(7) 0.051(3) Uani 1 1 d . . . . .
C17 C 0.3520(10) -0.4602(6) 0.7814(8) 0.061(4) Uani 1 1 d . . . . .
H17 H 0.3360 -0.4964 0.7998 0.074 Uiso 1 1 calc R U . . .
C18 C 0.3093(10) -0.4501(7) 0.7210(8) 0.065(4) Uani 1 1 d . . . . .
H18 H 0.2720 -0.4823 0.6965 0.079 Uiso 1 1 calc R U . . .
C19 C 0.3205(10) -0.3906(7) 0.6939(7) 0.061(4) Uani 1 1 d . . . . .
C20 C 0.2618(10) -0.3741(8) 0.6380(8) 0.067(4) Uani 1 1 d . . . . .
H20 H 0.2184 -0.4041 0.6148 0.081 Uiso 1 1 calc R U . . .
C21 C 0.2645(11) -0.3144(8) 0.6148(9) 0.082(5) Uani 1 1 d . . . . .
H21 H 0.2256 -0.3034 0.5752 0.098 Uiso 1 1 calc R U . . .
C22 C 0.3280(11) -0.2693(7) 0.6524(7) 0.066(4) Uani 1 1 d . . . . .
H22 H 0.3287 -0.2274 0.6378 0.079 Uiso 1 1 calc R U . . .
C23 C 0.3865(9) -0.2848(6) 0.7079(6) 0.049(3) Uani 1 1 d . . . . .
H23 H 0.4258 -0.2530 0.7316 0.059 Uiso 1 1 calc R U . . .
C24 C 0.3914(8) -0.3472(6) 0.7323(6) 0.050(3) Uani 1 1 d . . . . .
C25 C 0.4477(9) -0.3666(5) 0.7908(6) 0.044(3) Uani 1 1 d . . . . .
C26 C 0.5287(9) -0.3325(5) 0.8264(6) 0.041(3) Uani 1 1 d . . . . .
C27 C 0.5825(9) -0.2922(5) 0.8044(6) 0.042(3) Uani 1 1 d . . . . .
C31 C 0.8456(11) -0.3018(7) 0.7728(8) 0.077(5) Uani 1 1 d . . . . .
H31A H 0.8189 -0.2710 0.7935 0.115 Uiso 1 1 calc R U . . .
H31B H 0.9036 -0.3175 0.8013 0.115 Uiso 1 1 calc R U . . .
H31C H 0.8032 -0.3373 0.7582 0.115 Uiso 1 1 calc R U . . .
C32 C 0.6577(12) 0.0066(6) 0.5090(7) 0.081(5) Uani 1 1 d . . . . .
H32A H 0.6666 0.0073 0.4693 0.122 Uiso 1 1 calc R U . . .
H32B H 0.6822 0.0458 0.5311 0.122 Uiso 1 1 calc R U . . .
H32C H 0.5921 0.0035 0.5031 0.122 Uiso 1 1 calc R U . . .
C33 C 0.7067(10) -0.0492(6) 0.5448(6) 0.057(4) Uani 1 1 d . . . . .
C34 C 0.7884(13) -0.0675(7) 0.5381(7) 0.078(5) Uani 1 1 d . . . . .
H34 H 0.8107 -0.0461 0.5101 0.093 Uiso 1 1 calc R U . . .
C35 C 0.8391(11) -0.1187(7) 0.5735(7) 0.069(4) Uani 1 1 d . . . . .
H35 H 0.8941 -0.1327 0.5679 0.082 Uiso 1 1 calc R U . . .
C36 C 0.8071(9) -0.1483(5) 0.6167(6) 0.049(3) Uani 1 1 d . . . . .
C37 C 0.7210(8) -0.1325(5) 0.6218(6) 0.042(3) Uani 1 1 d . . . . .
C38 C 0.6758(10) -0.0830(6) 0.5846(6) 0.052(3) Uani 1 1 d . . . . .
H38 H 0.6177 -0.0713 0.5868 0.062 Uiso 1 1 calc R U . . .
C39 C 0.8045(8) -0.2278(5) 0.6873(6) 0.043(3) Uani 1 1 d . . . . .
C40 C 0.9401(13) -0.2195(9) 0.6726(10) 0.100(2) Uani 1 1 d . . . . .
C41 C 1.0208(13) -0.1988(8) 0.6583(10) 0.100(2) Uani 1 1 d . . . . .
H41 H 1.0168 -0.1675 0.6282 0.120 Uiso 1 1 calc R U . . .
C42 C 1.1002(13) -0.2260(9) 0.6896(10) 0.100(2) Uani 1 1 d . . . . .
H42 H 1.1542 -0.2096 0.6843 0.120 Uiso 1 1 calc R U . . .
C43 C 1.1099(13) -0.2764(9) 0.7293(10) 0.100(2) Uani 1 1 d . . . . .
C44 C 1.1996(13) -0.2995(9) 0.7683(10) 0.100(2) Uani 1 1 d . . . . .
H44 H 1.2542 -0.2794 0.7678 0.120 Uiso 1 1 calc R U . . .
C45 C 1.2029(13) -0.3452(9) 0.8016(10) 0.100(2) Uani 1 1 d . . . . .
H45 H 1.2625 -0.3570 0.8272 0.120 Uiso 1 1 calc R U . . .
C46 C 1.1331(13) -0.3814(9) 0.8068(10) 0.100(2) Uani 1 1 d . . . . .
C47 C 1.1391(13) -0.4363(9) 0.8451(10) 0.100(2) Uani 1 1 d . . . . .
H47 H 1.1960 -0.4449 0.8759 0.120 Uiso 1 1 calc R U . . .
C48 C 1.0717(10) -0.4743(9) 0.8400(8) 0.100(2) Uani 1 1 d D . . . .
H48 H 1.0802 -0.5088 0.8674 0.120 Uiso 1 1 calc R U . . .
C49 C 0.9831(7) -0.4654(6) 0.7932(5) 0.100(2) Uani 1 1 d DG . . . .
C50 C 0.9173(9) -0.5128(5) 0.7830(5) 0.100(2) Uani 1 1 d G . . . .
H50 H 0.9274 -0.5480 0.8098 0.120 Uiso 1 1 calc R U . . .
C51 C 0.8368(7) -0.5086(5) 0.7336(6) 0.116(7) Uani 1 1 d G . . . .
H51 H 0.7919 -0.5410 0.7266 0.139 Uiso 1 1 calc R U . . .
C52 C 0.8221(7) -0.4570(6) 0.6944(5) 0.119(7) Uani 1 1 d G . . . .
H52 H 0.7671 -0.4542 0.6607 0.143 Uiso 1 1 calc R U . . .
C53 C 0.8879(8) -0.4096(5) 0.7047(5) 0.082(5) Uani 1 1 d G . . . .
H53 H 0.8778 -0.3744 0.6779 0.099 Uiso 1 1 calc R U . . .
C54 C 0.9684(7) -0.4138(5) 0.7541(6) 0.088(5) Uani 1 1 d G . . . .
C55 C 1.0387(12) -0.3652(9) 0.7663(8) 0.093(6) Uani 1 1 d . . . . .
C56 C 1.0311(11) -0.3035(7) 0.7373(9) 0.079(5) Uani 1 1 d . . . . .
C57 C 0.9484(9) -0.2688(7) 0.7136(7) 0.064(4) Uani 1 1 d . . . . .
C61 C 0.6904(8) -0.3111(5) 0.5707(6) 0.048(3) Uani 1 1 d . . . . .
H61A H 0.7379 -0.2783 0.5807 0.072 Uiso 1 1 calc R U . . .
H61B H 0.6865 -0.3310 0.5319 0.072 Uiso 1 1 calc R U . . .
H61C H 0.7059 -0.3433 0.6028 0.072 Uiso 1 1 calc R U . . .
C62 C 0.4276(9) -0.0164(6) 0.7229(6) 0.054(3) Uani 1 1 d . . . . .
H62A H 0.3914 -0.0345 0.7462 0.081 Uiso 1 1 calc R U . . .
H62B H 0.3927 0.0175 0.6966 0.081 Uiso 1 1 calc R U . . .
H62C H 0.4849 0.0008 0.7509 0.081 Uiso 1 1 calc R U . . .
C63 C 0.4490(8) -0.0675(5) 0.6842(6) 0.045(3) Uani 1 1 d . . . . .
C64 C 0.3817(9) -0.0871(6) 0.6316(6) 0.048(3) Uani 1 1 d . . . . .
H64 H 0.3222 -0.0690 0.6207 0.057 Uiso 1 1 calc R U . . .
C65 C 0.4000(9) -0.1332(6) 0.5943(6) 0.055(3) Uani 1 1 d . . . . .
H65 H 0.3544 -0.1456 0.5574 0.067 Uiso 1 1 calc R U . . .
C66 C 0.4874(8) -0.1610(5) 0.6126(6) 0.044(3) Uani 1 1 d . . . . .
C67 C 0.5571(7) -0.1424(5) 0.6641(5) 0.033(2) Uani 1 1 d . . . . .
C68 C 0.5355(8) -0.0963(5) 0.7001(5) 0.039(3) Uani 1 1 d . . . . .
H68 H 0.5813 -0.0839 0.7370 0.046 Uiso 1 1 calc R U . . .
C69 C 0.5975(8) -0.2369(5) 0.6042(6) 0.039(3) Uani 1 1 d . . . . .
C70 C 0.4648(8) -0.2388(5) 0.5219(5) 0.039(3) Uani 1 1 d . . . . .
C71 C 0.3895(9) -0.2227(7) 0.4750(6) 0.057(4) Uani 1 1 d . . . . .
H71 H 0.3488 -0.1915 0.4806 0.069 Uiso 1 1 calc R U . . .
C72 C 0.3712(10) -0.2509(7) 0.4196(6) 0.067(4) Uani 1 1 d . . . . .
H72 H 0.3195 -0.2380 0.3864 0.081 Uiso 1 1 calc R U . . .
C73 C 0.4305(10) -0.3001(6) 0.4116(6) 0.050(3) Uani 1 1 d . . . . .
C74 C 0.4226(11) -0.3190(7) 0.3524(7) 0.068(4) Uani 1 1 d . . . . .
H74 H 0.3752 -0.3022 0.3185 0.082 Uiso 1 1 calc R U . . .
C75 C 0.4826(10) -0.3610(7) 0.3440(7) 0.061(4) Uani 1 1 d . . . . .
H75 H 0.4843 -0.3677 0.3042 0.074 Uiso 1 1 calc R U . . .
C76 C 0.5443(10) -0.3962(7) 0.3939(7) 0.062(4) Uani 1 1 d . . . . .
C77 C 0.5980(10) -0.4469(6) 0.3859(8) 0.063(4) Uani 1 1 d . . . . .
H77 H 0.6028 -0.4536 0.3468 0.076 Uiso 1 1 calc R U . . .
C78 C 0.6440(10) -0.4874(7) 0.4325(8) 0.067(4) Uani 1 1 d . . . . .
H78 H 0.6829 -0.5196 0.4263 0.081 Uiso 1 1 calc R U . . .
C79 C 0.6323(10) -0.4801(6) 0.4884(7) 0.058(4) Uani 1 1 d . . . . .
C80 C 0.6641(10) -0.5269(7) 0.5318(8) 0.068(4) Uani 1 1 d . . . . .
H80 H 0.6993 -0.5605 0.5237 0.082 Uiso 1 1 calc R U . . .
C81 C 0.6475(10) -0.5273(7) 0.5849(8) 0.071(4) Uani 1 1 d . . . . .
H81 H 0.6710 -0.5598 0.6142 0.086 Uiso 1 1 calc R U . . .
C82 C 0.5929(9) -0.4767(6) 0.5952(7) 0.058(4) Uani 1 1 d . . . . .
H82 H 0.5759 -0.4775 0.6308 0.070 Uiso 1 1 calc R U . . .
C83 C 0.5649(9) -0.4279(6) 0.5562(6) 0.049(3) Uani 1 1 d . . . . .
H83 H 0.5328 -0.3933 0.5657 0.059 Uiso 1 1 calc R U . . .
C84 C 0.5838(8) -0.4288(6) 0.5011(6) 0.051(3) Uani 1 1 d . . . . .
C85 C 0.5458(10) -0.3823(6) 0.4549(7) 0.060(4) Uani 1 1 d . . . . .
C86 C 0.5022(9) -0.3244(6) 0.4619(6) 0.048(3) Uani 1 1 d . . . . .
C87 C 0.5249(9) -0.2865(6) 0.5162(5) 0.044(3) Uani 1 1 d . . . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
Ir1 C9 2.032(11) . ?
Ir1 C39 2.011(11) . ?
Ir1 C69 2.053(13) . ?
Ir1 C7 2.066(12) . ?
Ir1 C37 2.089(11) . ?
Ir1 C67 2.107(10) . ?
N1 C9 1.349(13) . ?
N1 C27 1.390(15) . ?
N1 C1 1.459(14) . ?
N2 C10 1.403(13) . ?
N2 C9 1.380(13) . ?
N2 C6 1.443(14) . ?
N3 C39 1.352(15) . ?
N3 C31 1.440(18) . ?
N3 C57 1.414(16) . ?
N4 C39 1.357(14) . ?
N4 C40 1.37(2) . ?
N4 C36 1.400(16) . ?
N5 C69 1.334(14) . ?
N5 C87 1.360(14) . ?
N5 C61 1.462(14) . ?
N6 C69 1.364(14) . ?
N6 C66 1.436(15) . ?
N6 C70 1.423(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.529(17) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C8 1.409(17) . ?
C3 C4 1.405(17) . ?
C4 C5 1.392(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.374(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.425(15) . ?
C7 C8 1.413(15) . ?
C8 H8 0.9500 . ?
C10 C27 1.388(16) . ?
C10 C11 1.392(16) . ?
C11 C12 1.385(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.428(17) . ?
C13 C26 1.421(18) . ?
C14 C15 1.36(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(19) . ?
C15 H15 0.9500 . ?
C16 C25 1.398(16) . ?
C16 C17 1.416(19) . ?
C17 C18 1.36(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.441(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.36(2) . ?
C19 C24 1.481(18) . ?
C20 C21 1.38(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.44(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.349(19) . ?
C22 H22 0.9500 . ?
C23 C24 1.426(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.414(17) . ?
C25 C26 1.444(17) . ?
C26 C27 1.403(16) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.497(19) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.38(2) . ?
C33 C38 1.377(17) . ?
C34 C35 1.43(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.410(17) . ?
C35 H35 0.9500 . ?
C36 C37 1.417(16) . ?
C37 C38 1.388(17) . ?
C38 H38 0.9500 . ?
C40 C41 1.46(3) . ?
C40 C57 1.39(2) . ?
C41 C42 1.33(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.39(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.47(3) . ?
C43 C56 1.41(2) . ?
C44 C45 1.23(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.36(2) . ?
C45 H45 0.9500 . ?
C46 C47 1.45(3) . ?
C46 C55 1.49(2) . ?
C47 C48 1.29(2) . ?
C47 H47 0.9500 . ?
C48 C49 1.453(15) . ?
C48 H48 0.9500 . ?
C49 C50 1.3900 . ?
C49 C54 1.3900 . ?
C50 C51 1.3900 . ?
C50 H50 0.9500 . ?
C51 C52 1.3900 . ?
C51 H51 0.9500 . ?
C52 C53 1.3900 . ?
C52 H52 0.9500 . ?
C53 C54 1.3900 . ?
C53 H53 0.9500 . ?
C54 C55 1.45(2) . ?
C55 C56 1.45(2) . ?
C56 C57 1.42(2) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 C63 1.512(16) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 C68 1.403(14) . ?
C63 C64 1.383(17) . ?
C64 C65 1.395(17) . ?
C64 H64 0.9500 . ?
C65 C66 1.404(17) . ?
C65 H65 0.9500 . ?
C66 C67 1.377(16) . ?
C67 C68 1.397(15) . ?
C68 H68 0.9500 . ?
C70 C71 1.350(16) . ?
C70 C87 1.406(16) . ?
C71 C72 1.364(18) . ?
C71 H71 0.9500 . ?
C72 C73 1.438(19) . ?
C72 H72 0.9500 . ?
C73 C74 1.404(19) . ?
C73 C86 1.416(19) . ?
C74 C75 1.345(19) . ?
C74 H74 0.9500 . ?
C75 C76 1.44(2) . ?
C75 H75 0.9500 . ?
C76 C85 1.447(18) . ?
C76 C77 1.404(19) . ?
C77 C78 1.38(2) . ?
C77 H77 0.9500 . ?
C78 C79 1.383(19) . ?
C78 H78 0.9500 . ?
C79 C84 1.404(17) . ?
C79 C80 1.38(2) . ?
C80 C81 1.35(2) . ?
C80 H80 0.9500 . ?
C81 C82 1.432(19) . ?
C81 H81 0.9500 . ?
C82 C83 1.346(17) . ?
C82 H82 0.9500 . ?
C83 C84 1.409(16) . ?
C83 H83 0.9500 . ?
C84 C85 1.432(18) . ?
C85 C86 1.430(17) . ?
C86 C87 1.440(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
C9 Ir1 C39 103.8(4) . . ?
C9 Ir1 C69 99.6(4) . . ?
C39 Ir1 C69 101.7(5) . . ?
C9 Ir1 C7 78.3(4) . . ?
C39 Ir1 C7 84.7(5) . . ?
C69 Ir1 C7 173.5(4) . . ?
C9 Ir1 C37 172.1(4) . . ?
C39 Ir1 C37 78.5(5) . . ?
C69 Ir1 C37 87.2(4) . . ?
C7 Ir1 C37 94.5(4) . . ?
C9 Ir1 C67 85.4(4) . . ?
C39 Ir1 C67 170.6(4) . . ?
C69 Ir1 C67 78.4(4) . . ?
C7 Ir1 C67 95.3(4) . . ?
C37 Ir1 C67 92.1(4) . . ?
C9 N1 C27 110.1(10) . . ?
C9 N1 C1 121.0(9) . . ?
C27 N1 C1 126.3(9) . . ?
C10 N2 C9 109.5(9) . . ?
C10 N2 C6 133.3(9) . . ?
C9 N2 C6 117.2(9) . . ?
C39 N3 C31 122.2(10) . . ?
C39 N3 C57 110.6(11) . . ?
C31 N3 C57 124.6(12) . . ?
C39 N4 C40 110.4(14) . . ?
C39 N4 C36 117.8(10) . . ?
C40 N4 C36 131.6(14) . . ?
C69 N5 C87 112.7(10) . . ?
C69 N5 C61 120.2(10) . . ?
C87 N5 C61 125.3(10) . . ?
C69 N6 C66 117.5(11) . . ?
C69 N6 C70 111.0(10) . . ?
C66 N6 C70 131.5(10) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C3 C4 118.5(11) . . ?
C8 C3 C2 121.7(11) . . ?
C4 C3 C2 119.8(12) . . ?
C5 C4 C3 120.5(12) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C6 C5 C4 118.6(11) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C7 125.4(10) . . ?
C5 C6 N2 123.4(10) . . ?
C7 C6 N2 111.1(10) . . ?
C8 C7 C6 113.2(10) . . ?
C8 C7 Ir1 129.9(8) . . ?
C6 C7 Ir1 116.8(8) . . ?
C3 C8 C7 123.8(11) . . ?
C3 C8 H8 118.1 . . ?
C7 C8 H8 118.1 . . ?
N1 C9 N2 106.7(9) . . ?
N1 C9 Ir1 136.6(8) . . ?
N2 C9 Ir1 116.4(8) . . ?
N2 C10 C27 105.7(10) . . ?
N2 C10 C11 132.7(11) . . ?
C27 C10 C11 121.6(10) . . ?
C12 C11 C10 116.9(12) . . ?
C12 C11 H11 121.6 . . ?
C10 C11 H11 121.6 . . ?
C11 C12 C13 121.2(12) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 120.0(13) . . ?
C14 C13 C26 117.3(13) . . ?
C12 C13 C26 122.6(11) . . ?
C13 C14 C15 120.9(14) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 121.7(12) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C25 119.6(13) . . ?
C15 C16 C17 120.5(13) . . ?
C25 C16 C17 119.9(14) . . ?
C16 C17 C18 121.9(13) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C19 C18 C17 120.3(13) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C20 C19 C18 120.2(14) . . ?
C20 C19 C24 122.9(13) . . ?
C18 C19 C24 116.6(14) . . ?
C21 C20 C19 120.8(14) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 118.0(16) . . ?
C20 C21 H21 121.0 . . ?
C22 C21 H21 121.0 . . ?
C23 C22 C21 122.0(14) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 122.4(13) . . ?
C22 C23 H23 118.8 . . ?
C24 C23 H23 118.8 . . ?
C25 C24 C23 125.9(12) . . ?
C25 C24 C19 120.0(12) . . ?
C23 C24 C19 113.6(13) . . ?
C24 C25 C16 118.3(12) . . ?
C24 C25 C26 123.4(11) . . ?
C16 C25 C26 118.1(12) . . ?
C27 C26 C25 126.8(12) . . ?
C27 C26 C13 113.9(12) . . ?
C25 C26 C13 119.3(11) . . ?
N1 C27 C10 107.3(9) . . ?
N1 C27 C26 130.5(12) . . ?
C10 C27 C26 122.1(11) . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C33 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C38 117.9(14) . . ?
C34 C33 C32 118.1(13) . . ?
C38 C33 C32 124.0(13) . . ?
C33 C34 C35 119.8(14) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C36 C35 C34 119.5(14) . . ?
C36 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?
C35 C36 C37 121.3(13) . . ?
C35 C36 N4 125.4(13) . . ?
C37 C36 N4 113.1(10) . . ?
C38 C37 C36 114.7(11) . . ?
C38 C37 Ir1 131.4(9) . . ?
C36 C37 Ir1 113.8(9) . . ?
C37 C38 C33 126.5(13) . . ?
C37 C38 H38 116.8 . . ?
C33 C38 H38 116.8 . . ?
N3 C39 N4 106.4(10) . . ?
N3 C39 Ir1 136.7(8) . . ?
N4 C39 Ir1 116.3(9) . . ?
N4 C40 C41 133(2) . . ?
N4 C40 C57 107.8(16) . . ?
C41 C40 C57 119.4(17) . . ?
C42 C41 C40 117(2) . . ?
C42 C41 H41 121.7 . . ?
C40 C41 H41 121.7 . . ?
C41 C42 C43 125(2) . . ?
C41 C42 H42 117.5 . . ?
C43 C42 H42 117.5 . . ?
C42 C43 C44 123(2) . . ?
C42 C43 C56 119.5(19) . . ?
C44 C43 C56 118(2) . . ?
C45 C44 C43 119(2) . . ?
C45 C44 H44 120.5 . . ?
C43 C44 H44 120.5 . . ?
C46 C45 C44 129(2) . . ?
C46 C45 H45 115.5 . . ?
C44 C45 H45 115.5 . . ?
C47 C46 C45 128(2) . . ?
C47 C46 C55 115.0(18) . . ?
C45 C46 C55 117(2) . . ?
C46 C47 C48 124(2) . . ?
C46 C47 H47 118.1 . . ?
C48 C47 H47 118.1 . . ?
C47 C48 C49 121.5(19) . . ?
C47 C48 H48 119.3 . . ?
C49 C48 H48 119.3 . . ?
C50 C49 C54 120.0 . . ?
C50 C49 C48 119.4(12) . . ?
C54 C49 C48 120.1(12) . . ?
C51 C50 C49 120.0 . . ?
C51 C50 H50 120.0 . . ?
C49 C50 H50 120.0 . . ?
C50 C51 C52 120.0 . . ?
C50 C51 H51 120.0 . . ?
C52 C51 H51 120.0 . . ?
C53 C52 C51 120.0 . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C52 C53 C54 120.0 . . ?
C52 C53 H53 120.0 . . ?
C54 C53 H53 120.0 . . ?
C53 C54 C49 120.0 . . ?
C53 C54 C55 121.6(11) . . ?
C49 C54 C55 118.4(11) . . ?
C56 C55 C54 127.0(14) . . ?
C56 C55 C46 114.2(18) . . ?
C54 C55 C46 118.3(16) . . ?
C57 C56 C55 124.5(15) . . ?
C57 C56 C43 116.5(17) . . ?
C55 C56 C43 118.9(16) . . ?
C56 C57 N3 134.1(16) . . ?
C56 C57 C40 121.3(15) . . ?
N3 C57 C40 104.7(13) . . ?
N5 C61 H61A 109.5 . . ?
N5 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
N5 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C63 C62 H62A 109.5 . . ?
C63 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C63 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C68 C63 C64 118.4(11) . . ?
C68 C63 C62 122.0(12) . . ?
C64 C63 C62 119.5(10) . . ?
C65 C64 C63 120.8(11) . . ?
C65 C64 H64 119.6 . . ?
C63 C64 H64 119.6 . . ?
C64 C65 C66 118.5(13) . . ?
C64 C65 H65 120.7 . . ?
C66 C65 H65 120.7 . . ?
C67 C66 N6 114.0(10) . . ?
C67 C66 C65 122.7(12) . . ?
N6 C66 C65 123.2(12) . . ?
C66 C67 C68 116.7(10) . . ?
C66 C67 Ir1 114.7(8) . . ?
C68 C67 Ir1 128.5(8) . . ?
C63 C68 C67 122.7(12) . . ?
C63 C68 H68 118.7 . . ?
C67 C68 H68 118.7 . . ?
N5 C69 N6 105.3(11) . . ?
N5 C69 Ir1 139.3(9) . . ?
N6 C69 Ir1 115.0(8) . . ?
C71 C70 C87 121.5(11) . . ?
C71 C70 N6 134.2(11) . . ?
C87 C70 N6 103.4(10) . . ?
C72 C71 C70 120.7(13) . . ?
C72 C71 H71 119.7 . . ?
C70 C71 H71 119.7 . . ?
C71 C72 C73 119.8(14) . . ?
C71 C72 H72 120.1 . . ?
C73 C72 H72 120.1 . . ?
C74 C73 C86 120.0(13) . . ?
C74 C73 C72 118.8(14) . . ?
C86 C73 C72 120.8(12) . . ?
C73 C74 C75 119.5(16) . . ?
C73 C74 H74 120.3 . . ?
C75 C74 H74 120.3 . . ?
C74 C75 C76 121.9(14) . . ?
C74 C75 H75 119.1 . . ?
C76 C75 H75 119.1 . . ?
C85 C76 C75 118.5(13) . . ?
C85 C76 C77 117.9(16) . . ?
C75 C76 C77 123.3(14) . . ?
C78 C77 C76 122.8(14) . . ?
C78 C77 H77 118.6 . . ?
C76 C77 H77 118.6 . . ?
C79 C78 C77 118.5(14) . . ?
C79 C78 H78 120.8 . . ?
C77 C78 H78 120.8 . . ?
C78 C79 C84 122.3(15) . . ?
C78 C79 C80 118.9(13) . . ?
C84 C79 C80 118.7(13) . . ?
C79 C80 C81 123.2(13) . . ?
C79 C80 H80 118.4 . . ?
C81 C80 H80 118.4 . . ?
C82 C81 C80 117.0(14) . . ?
C82 C81 H81 121.5 . . ?
C80 C81 H81 121.5 . . ?
C83 C82 C81 122.1(13) . . ?
C83 C82 H82 118.9 . . ?
C81 C82 H82 118.9 . . ?
C82 C83 C84 119.2(12) . . ?
C82 C83 H83 120.4 . . ?
C84 C83 H83 120.4 . . ?
C79 C84 C83 119.5(13) . . ?
C79 C84 C85 118.9(12) . . ?
C83 C84 C85 121.3(12) . . ?
C76 C85 C86 115.6(14) . . ?
C76 C85 C84 118.0(12) . . ?
C86 C85 C84 126.2(12) . . ?
C85 C86 C73 119.0(12) . . ?
C85 C86 C87 126.1(13) . . ?
C73 C86 C87 114.9(11) . . ?
N5 C87 C70 107.4(10) . . ?
N5 C87 C86 131.9(12) . . ?
C70 C87 C86 120.4(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 C3 C4 C5 2.8(17) . . . . ?
C2 C3 C4 C5 179.9(11) . . . . ?
C3 C4 C5 C6 -0.7(17) . . . . ?
C4 C5 C6 C7 -1.4(17) . . . . ?
C4 C5 C6 N2 176.0(10) . . . . ?
C10 N2 C6 C5 2.0(18) . . . . ?
C9 N2 C6 C5 -176.1(10) . . . . ?
C10 N2 C6 C7 179.7(10) . . . . ?
C9 N2 C6 C7 1.7(13) . . . . ?
C5 C6 C7 C8 1.3(16) . . . . ?
N2 C6 C7 C8 -176.4(9) . . . . ?
C5 C6 C7 Ir1 179.5(9) . . . . ?
N2 C6 C7 Ir1 1.8(11) . . . . ?
C4 C3 C8 C7 -3.0(17) . . . . ?
C2 C3 C8 C7 -180.0(11) . . . . ?
C6 C7 C8 C3 1.0(15) . . . . ?
Ir1 C7 C8 C3 -176.9(8) . . . . ?
C27 N1 C9 N2 2.2(12) . . . . ?
C1 N1 C9 N2 -160.4(10) . . . . ?
C27 N1 C9 Ir1 -170.3(9) . . . . ?
C1 N1 C9 Ir1 27.1(17) . . . . ?
C10 N2 C9 N1 2.9(12) . . . . ?
C6 N2 C9 N1 -178.6(9) . . . . ?
C10 N2 C9 Ir1 177.1(7) . . . . ?
C6 N2 C9 Ir1 -4.4(12) . . . . ?
C9 N2 C10 C27 -6.7(12) . . . . ?
C6 N2 C10 C27 175.1(10) . . . . ?
C9 N2 C10 C11 169.7(12) . . . . ?
C6 N2 C10 C11 -9(2) . . . . ?
N2 C10 C11 C12 -172.5(12) . . . . ?
C27 C10 C11 C12 3.4(17) . . . . ?
C10 C11 C12 C13 -8.5(18) . . . . ?
C11 C12 C13 C14 178.2(11) . . . . ?
C11 C12 C13 C26 2(2) . . . . ?
C12 C13 C14 C15 -176.7(12) . . . . ?
C26 C13 C14 C15 -0.2(18) . . . . ?
C13 C14 C15 C16 -8.3(19) . . . . ?
C14 C15 C16 C25 1.7(19) . . . . ?
C14 C15 C16 C17 -177.5(11) . . . . ?
C15 C16 C17 C18 175.8(12) . . . . ?
C25 C16 C17 C18 -3.4(19) . . . . ?
C16 C17 C18 C19 -10(2) . . . . ?
C17 C18 C19 C20 -163.8(14) . . . . ?
C17 C18 C19 C24 9.9(19) . . . . ?
C18 C19 C20 C21 171.9(14) . . . . ?
C24 C19 C20 C21 -1(2) . . . . ?
C19 C20 C21 C22 -3(2) . . . . ?
C20 C21 C22 C23 3(2) . . . . ?
C21 C22 C23 C24 2(2) . . . . ?
C22 C23 C24 C25 -177.1(13) . . . . ?
C22 C23 C24 C19 -5.8(18) . . . . ?
C20 C19 C24 C25 177.5(13) . . . . ?
C18 C19 C24 C25 4.0(18) . . . . ?
C20 C19 C24 C23 5.6(19) . . . . ?
C18 C19 C24 C23 -167.9(11) . . . . ?
C23 C24 C25 C16 153.5(11) . . . . ?
C19 C24 C25 C16 -17.4(17) . . . . ?
C23 C24 C25 C26 -21.0(18) . . . . ?
C19 C24 C25 C26 168.2(11) . . . . ?
C15 C16 C25 C24 -161.9(11) . . . . ?
C17 C16 C25 C24 17.3(16) . . . . ?
C15 C16 C25 C26 12.8(16) . . . . ?
C17 C16 C25 C26 -167.9(10) . . . . ?
C24 C25 C26 C27 -24.7(18) . . . . ?
C16 C25 C26 C27 160.8(11) . . . . ?
C24 C25 C26 C13 153.4(12) . . . . ?
C16 C25 C26 C13 -21.1(16) . . . . ?
C14 C13 C26 C27 -167.0(10) . . . . ?
C12 C13 C26 C27 9.4(17) . . . . ?
C14 C13 C26 C25 14.7(16) . . . . ?
C12 C13 C26 C25 -168.9(11) . . . . ?
C9 N1 C27 C10 -6.4(13) . . . . ?
C1 N1 C27 C10 155.0(11) . . . . ?
C9 N1 C27 C26 176.2(12) . . . . ?
C1 N1 C27 C26 -22.4(19) . . . . ?
N2 C10 C27 N1 7.8(12) . . . . ?
C11 C10 C27 N1 -169.0(10) . . . . ?
N2 C10 C27 C26 -174.5(10) . . . . ?
C11 C10 C27 C26 8.6(18) . . . . ?
C25 C26 C27 N1 -19(2) . . . . ?
C13 C26 C27 N1 162.6(11) . . . . ?
C25 C26 C27 C10 163.7(11) . . . . ?
C13 C26 C27 C10 -14.5(17) . . . . ?
C38 C33 C34 C35 -2(2) . . . . ?
C32 C33 C34 C35 177.2(13) . . . . ?
C33 C34 C35 C36 -3(2) . . . . ?
C34 C35 C36 C37 6.2(19) . . . . ?
C34 C35 C36 N4 -177.8(13) . . . . ?
C39 N4 C36 C35 -169.1(12) . . . . ?
C40 N4 C36 C35 16(2) . . . . ?
C39 N4 C36 C37 7.2(16) . . . . ?
C40 N4 C36 C37 -167.3(15) . . . . ?
C35 C36 C37 C38 -4.8(17) . . . . ?
N4 C36 C37 C38 178.8(11) . . . . ?
C35 C36 C37 Ir1 171.7(9) . . . . ?
N4 C36 C37 Ir1 -4.7(13) . . . . ?
C36 C37 C38 C33 -0.2(19) . . . . ?
Ir1 C37 C38 C33 -175.9(10) . . . . ?
C34 C33 C38 C37 4(2) . . . . ?
C32 C33 C38 C37 -175.6(13) . . . . ?
C31 N3 C39 N4 163.6(12) . . . . ?
C57 N3 C39 N4 1.2(14) . . . . ?
C31 N3 C39 Ir1 -7(2) . . . . ?
C57 N3 C39 Ir1 -169.1(11) . . . . ?
C40 N4 C39 N3 -3.3(15) . . . . ?
C36 N4 C39 N3 -178.9(11) . . . . ?
C40 N4 C39 Ir1 169.3(11) . . . . ?
C36 N4 C39 Ir1 -6.3(15) . . . . ?
C39 N4 C40 C41 -172.2(19) . . . . ?
C36 N4 C40 C41 3(3) . . . . ?
C39 N4 C40 C57 4.1(18) . . . . ?
C36 N4 C40 C57 178.9(13) . . . . ?
N4 C40 C41 C42 170.9(19) . . . . ?
C57 C40 C41 C42 -5(3) . . . . ?
C40 C41 C42 C43 7(3) . . . . ?
C41 C42 C43 C44 -172.2(19) . . . . ?
C41 C42 C43 C56 2(3) . . . . ?
C42 C43 C44 C45 -178.6(19) . . . . ?
C56 C43 C44 C45 7(3) . . . . ?
C43 C44 C45 C46 3(3) . . . . ?
C44 C45 C46 C47 178(2) . . . . ?
C44 C45 C46 C55 1(3) . . . . ?
C45 C46 C47 C48 -168(2) . . . . ?
C55 C46 C47 C48 9(3) . . . . ?
C46 C47 C48 C49 1(3) . . . . ?
C47 C48 C49 C50 169.6(14) . . . . ?
C47 C48 C49 C54 -2(2) . . . . ?
C54 C49 C50 C51 0.0 . . . . ?
C48 C49 C50 C51 -171.9(13) . . . . ?
C49 C50 C51 C52 0.0 . . . . ?
C50 C51 C52 C53 0.0 . . . . ?
C51 C52 C53 C54 0.0 . . . . ?
C52 C53 C54 C49 0.0 . . . . ?
C52 C53 C54 C55 180.0(12) . . . . ?
C50 C49 C54 C53 0.0 . . . . ?
C48 C49 C54 C53 171.8(12) . . . . ?
C50 C49 C54 C55 -180.0(12) . . . . ?
C48 C49 C54 C55 -8.2(14) . . . . ?
C53 C54 C55 C56 10(2) . . . . ?
C49 C54 C55 C56 -169.5(14) . . . . ?
C53 C54 C55 C46 -161.1(13) . . . . ?
C49 C54 C55 C46 18.8(19) . . . . ?
C47 C46 C55 C56 168.3(16) . . . . ?
C45 C46 C55 C56 -15(2) . . . . ?
C47 C46 C55 C54 -19(2) . . . . ?
C45 C46 C55 C54 158.2(16) . . . . ?
C54 C55 C56 C57 29(3) . . . . ?
C46 C55 C56 C57 -158.7(16) . . . . ?
C54 C55 C56 C43 -147.8(18) . . . . ?
C46 C55 C56 C43 24(2) . . . . ?
C42 C43 C56 C57 -13(3) . . . . ?
C44 C43 C56 C57 161.5(16) . . . . ?
C42 C43 C56 C55 164.6(17) . . . . ?
C44 C43 C56 C55 -21(3) . . . . ?
C55 C56 C57 N3 18(3) . . . . ?
C43 C56 C57 N3 -164.9(16) . . . . ?
C55 C56 C57 C40 -162.3(17) . . . . ?
C43 C56 C57 C40 15(2) . . . . ?
C39 N3 C57 C56 -178.9(16) . . . . ?
C31 N3 C57 C56 19(2) . . . . ?
C39 N3 C57 C40 1.3(16) . . . . ?
C31 N3 C57 C40 -160.6(14) . . . . ?
N4 C40 C57 C56 177.0(14) . . . . ?
C41 C40 C57 C56 -6(3) . . . . ?
N4 C40 C57 N3 -3.2(18) . . . . ?
C41 C40 C57 N3 173.7(15) . . . . ?
C68 C63 C64 C65 -1.7(17) . . . . ?
C62 C63 C64 C65 178.6(11) . . . . ?
C63 C64 C65 C66 2.3(17) . . . . ?
C69 N6 C66 C67 4.3(14) . . . . ?
C70 N6 C66 C67 -172.5(10) . . . . ?
C69 N6 C66 C65 -175.7(10) . . . . ?
C70 N6 C66 C65 7.6(18) . . . . ?
C64 C65 C66 C67 -3.3(17) . . . . ?
C64 C65 C66 N6 176.6(10) . . . . ?
N6 C66 C67 C68 -176.4(9) . . . . ?
C65 C66 C67 C68 3.6(15) . . . . ?
N6 C66 C67 Ir1 0.4(12) . . . . ?
C65 C66 C67 Ir1 -179.7(9) . . . . ?
C64 C63 C68 C67 2.1(16) . . . . ?
C62 C63 C68 C67 -178.2(10) . . . . ?
C66 C67 C68 C63 -3.0(15) . . . . ?
Ir1 C67 C68 C63 -179.2(8) . . . . ?
C87 N5 C69 N6 1.5(12) . . . . ?
C61 N5 C69 N6 166.9(9) . . . . ?
C87 N5 C69 Ir1 -170.5(9) . . . . ?
C61 N5 C69 Ir1 -5.1(17) . . . . ?
C66 N6 C69 N5 178.9(9) . . . . ?
C70 N6 C69 N5 -3.8(11) . . . . ?
C66 N6 C69 Ir1 -6.9(12) . . . . ?
C70 N6 C69 Ir1 170.5(7) . . . . ?
C69 N6 C70 C71 -164.6(13) . . . . ?
C66 N6 C70 C71 12(2) . . . . ?
C69 N6 C70 C87 4.5(12) . . . . ?
C66 N6 C70 C87 -178.6(11) . . . . ?
C87 C70 C71 C72 -2(2) . . . . ?
N6 C70 C71 C72 165.1(13) . . . . ?
C70 C71 C72 C73 3(2) . . . . ?
C71 C72 C73 C74 -166.7(13) . . . . ?
C71 C72 C73 C86 7(2) . . . . ?
C86 C73 C74 C75 1.1(19) . . . . ?
C72 C73 C74 C75 174.4(12) . . . . ?
C73 C74 C75 C76 12(2) . . . . ?
C74 C75 C76 C85 -4.6(19) . . . . ?
C74 C75 C76 C77 170.2(12) . . . . ?
C85 C76 C77 C78 6.8(19) . . . . ?
C75 C76 C77 C78 -168.1(13) . . . . ?
C76 C77 C78 C79 4(2) . . . . ?
C77 C78 C79 C84 -7(2) . . . . ?
C77 C78 C79 C80 168.2(13) . . . . ?
C78 C79 C80 C81 -172.8(14) . . . . ?
C84 C79 C80 C81 3(2) . . . . ?
C79 C80 C81 C82 1(2) . . . . ?
C80 C81 C82 C83 -5(2) . . . . ?
C81 C82 C83 C84 5(2) . . . . ?
C78 C79 C84 C83 172.5(12) . . . . ?
C80 C79 C84 C83 -3.0(19) . . . . ?
C78 C79 C84 C85 -0.7(19) . . . . ?
C80 C79 C84 C85 -176.1(12) . . . . ?
C82 C83 C84 C79 -0.8(19) . . . . ?
C82 C83 C84 C85 172.2(12) . . . . ?
C75 C76 C85 C86 -14.6(18) . . . . ?
C77 C76 C85 C86 170.3(11) . . . . ?
C75 C76 C85 C84 160.8(12) . . . . ?
C77 C76 C85 C84 -14.4(18) . . . . ?
C79 C84 C85 C76 11.5(18) . . . . ?
C83 C84 C85 C76 -161.6(12) . . . . ?
C79 C84 C85 C86 -173.7(12) . . . . ?
C83 C84 C85 C86 13(2) . . . . ?
C76 C85 C86 C73 27.0(17) . . . . ?
C84 C85 C86 C73 -147.9(13) . . . . ?
C76 C85 C86 C87 -152.1(12) . . . . ?
C84 C85 C86 C87 33(2) . . . . ?
C74 C73 C86 C85 -21.0(17) . . . . ?
C72 C73 C86 C85 165.8(12) . . . . ?
C74 C73 C86 C87 158.2(12) . . . . ?
C72 C73 C86 C87 -15.0(17) . . . . ?
C69 N5 C87 C70 1.4(13) . . . . ?
C61 N5 C87 C70 -163.2(10) . . . . ?
C69 N5 C87 C86 174.8(12) . . . . ?
C61 N5 C87 C86 10.2(19) . . . . ?
C71 C70 C87 N5 167.4(11) . . . . ?
N6 C70 C87 N5 -3.4(12) . . . . ?
C71 C70 C87 C86 -6.9(18) . . . . ?
N6 C70 C87 C86 -177.8(10) . . . . ?
C85 C86 C87 N5 22(2) . . . . ?
C73 C86 C87 N5 -157.6(12) . . . . ?
C85 C86 C87 C70 -165.7(11) . . . . ?
C73 C86 C87 C70 15.1(16) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: sqz.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#...............................................................................
# .FAB SHELXL file: sqz.fab
#...............................................................................



# ............... End of .FAB file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR NH517X2                                                #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
