# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_SEZ-JLD
_database_code_depnum_ccdc_archive 'CCDC 2261160'
loop_
_audit_author_name
_audit_author_address
'Anirban Karmakar'
;Centro de Quimica Estrutural, Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2023-05-06 deposited with the CCDC.	2023-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H46 I2 N4 Se2'
_chemical_formula_weight         1042.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.7599(8)
_cell_length_b                   11.1126(9)
_cell_length_c                   24.7491(14)
_cell_angle_alpha                82.510(6)
_cell_angle_beta                 83.524(7)
_cell_angle_gamma                69.585(9)
_cell_volume                     1977.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4421
_cell_measurement_theta_min      4.2770
_cell_measurement_theta_max      66.8240

_exptl_crystal_description       Plate
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    14.872
_shelx_estimated_absorpt_T_min   0.119
_shelx_estimated_absorpt_T_max   0.422
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.145
_exptl_absorpt_correction_T_max  0.760
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11736
_diffrn_reflns_av_unetI/netI     0.0722
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.612
_diffrn_reflns_theta_max         66.990
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             6908
_reflns_number_gt                5841
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0899P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6908
_refine_ls_number_parameters     471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1420
_refine_ls_wR_factor_gt          0.1304
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 1.26665(5) -0.27904(4) 0.11840(2) 0.03300(13) Uani 1 1 d . . . . .
I1 I 1.08567(6) -0.72901(4) 0.38066(2) 0.03265(13) Uani 1 1 d . . . . .
Se1 Se 0.25405(9) 1.03116(6) 0.85859(2) 0.02890(16) Uani 1 1 d . . . . .
Se2 Se 0.86827(10) 0.01134(6) 0.36024(2) 0.03057(17) Uani 1 1 d . . . . .
N2 N -0.0916(7) 1.3718(5) 1.1683(2) 0.0296(10) Uani 1 1 d . . . . .
N1 N 0.4193(7) 0.8084(5) 0.9187(2) 0.0271(10) Uani 1 1 d . . . . .
N4 N 0.5618(7) 0.3712(5) 0.6682(2) 0.0310(11) Uani 1 1 d . . . . .
N3 N 0.8446(7) -0.2016(5) 0.4210(2) 0.0289(10) Uani 1 1 d . . . . .
C16 C 0.4628(8) 0.7777(6) 0.8641(2) 0.0247(11) Uani 1 1 d . . . . .
C44 C 0.8100(8) -0.2828(7) 0.4657(2) 0.0344(14) Uani 1 1 d . . . . .
H44A H 0.8532 -0.2650 0.4985 0.052 Uiso 1 1 calc R U . . .
H44B H 0.8752 -0.3729 0.4587 0.052 Uiso 1 1 calc R U . . .
H44C H 0.6772 -0.2673 0.4711 0.052 Uiso 1 1 calc R U . . .
C20 C 0.4344(8) 0.8663(6) 0.7702(2) 0.0257(11) Uani 1 1 d . . . . .
H20 H 0.3903 0.9381 0.7438 0.031 Uiso 1 1 calc R U . . .
C29 C 0.6101(8) 0.3039(6) 0.6236(2) 0.0266(12) Uani 1 1 d . . . . .
C21 C 0.3957(7) 0.8817(6) 0.8252(2) 0.0236(11) Uani 1 1 d . . . . .
C9 C 0.1407(8) 1.1100(5) 1.0818(3) 0.0266(11) Uani 1 1 d . . . . .
H9 H 0.2196 1.0225 1.0851 0.032 Uiso 1 1 calc R U . . .
C4 C 0.0864(8) 1.1706(6) 1.0298(2) 0.0256(11) Uani 1 1 d . . . . .
C7 C -0.0349(8) 1.3062(6) 1.1235(2) 0.0240(11) Uani 1 1 d . . . . .
C17 C 0.5676(8) 0.6549(6) 0.8482(3) 0.0293(12) Uani 1 1 d . . . . .
H17 H 0.6122 0.5833 0.8746 0.035 Uiso 1 1 calc R U . . .
C8 C 0.0825(8) 1.1741(5) 1.1274(2) 0.0239(11) Uani 1 1 d . . . . .
C42 C 0.9514(8) -0.1660(6) 0.2745(3) 0.0307(12) Uani 1 1 d . . . . .
H42 H 0.9621 -0.0989 0.2478 0.037 Uiso 1 1 calc R U . . .
C26 C 0.7133(8) 0.1666(6) 0.5302(2) 0.0279(12) Uani 1 1 d . . . . .
C23 C 0.8219(8) -0.0788(5) 0.4276(2) 0.0262(11) Uani 1 1 d . . . . .
C2 C 0.2572(8) 0.9814(6) 0.9763(2) 0.0268(12) Uani 1 1 d . . . . .
H2 H 0.2968 0.9265 1.0086 0.032 Uiso 1 1 calc R U . . .
C41 C 0.9787(9) -0.2867(6) 0.2597(3) 0.0344(13) Uani 1 1 d . . . . .
H41 H 1.0085 -0.3036 0.2225 0.041 Uiso 1 1 calc R U . . .
C25 C 0.7631(8) 0.1017(6) 0.4814(2) 0.0275(12) Uani 1 1 d . . . . .
H25 H 0.7918 0.1496 0.4492 0.033 Uiso 1 1 calc R U . . .
C1 C 0.3151(8) 0.9310(6) 0.9253(2) 0.0251(11) Uani 1 1 d . . . . .
C19 C 0.5373(9) 0.7462(6) 0.7533(2) 0.0311(12) Uani 1 1 d . . . . .
H19 H 0.5627 0.7343 0.7156 0.037 Uiso 1 1 calc R U . . .
C10 C 0.1463(9) 1.1077(6) 1.1822(2) 0.0289(12) Uani 1 1 d . . . . .
H10A H 0.2656 1.1166 1.1877 0.035 Uiso 1 1 calc R U . . .
H10B H 0.1650 1.0146 1.1835 0.035 Uiso 1 1 calc R U . . .
C12 C -0.0463(9) 1.3111(6) 1.2236(2) 0.0330(13) Uani 1 1 d . . . . .
H12A H -0.1532 1.3476 1.2496 0.040 Uiso 1 1 calc R U . . .
H12B H 0.0587 1.3321 1.2340 0.040 Uiso 1 1 calc R U . . .
C30 C 0.6159(8) 0.1742(6) 0.6265(2) 0.0299(12) Uani 1 1 d . . . . .
C5 C -0.0300(8) 1.2996(6) 1.0261(2) 0.0272(11) Uani 1 1 d . . . . .
H5 H -0.0671 1.3413 0.9912 0.033 Uiso 1 1 calc R U . . .
C6 C -0.0927(8) 1.3683(5) 1.0709(2) 0.0263(11) Uani 1 1 d . . . . .
C43 C 0.9085(7) -0.1441(5) 0.3284(3) 0.0259(11) Uani 1 1 d . . . . .
C15 C -0.2145(9) 1.5078(6) 1.0660(3) 0.0324(13) Uani 1 1 d . . . . .
H15A H -0.3455 1.5137 1.0704 0.039 Uiso 1 1 calc R U . . .
H15B H -0.1914 1.5491 1.0293 0.039 Uiso 1 1 calc R U . . .
C38 C 0.8898(8) -0.2396(6) 0.3682(2) 0.0286(12) Uani 1 1 d . . . . .
C28 C 0.6574(8) 0.3644(6) 0.5721(2) 0.0277(12) Uani 1 1 d . . . . .
C27 C 0.7063(8) 0.2951(6) 0.5275(2) 0.0290(12) Uani 1 1 d . . . . .
H27 H 0.7367 0.3358 0.4934 0.035 Uiso 1 1 calc R U . . .
C37 C 0.6491(9) 0.5030(6) 0.5677(3) 0.0306(12) Uani 1 1 d . . . . .
H37A H 0.6205 0.5441 0.5303 0.037 Uiso 1 1 calc R U . . .
H37B H 0.7700 0.5065 0.5750 0.037 Uiso 1 1 calc R U . . .
C3 C 0.1455(8) 1.1071(6) 0.9809(2) 0.0290(12) Uani 1 1 d . . . . .
H3 H 0.1028 1.1574 0.9479 0.035 Uiso 1 1 calc R U . . .
C22 C 0.4936(10) 0.7169(7) 0.9636(3) 0.0357(14) Uani 1 1 d . . . . .
H22A H 0.5109 0.6298 0.9547 0.053 Uiso 1 1 calc R U . . .
H22B H 0.4082 0.7362 0.9962 0.053 Uiso 1 1 calc R U . . .
H22C H 0.6125 0.7218 0.9707 0.053 Uiso 1 1 calc R U . . .
C24 C 0.7735(9) -0.0221(6) 0.4765(2) 0.0311(13) Uani 1 1 d . . . . .
H24 H 0.7462 -0.0720 0.5083 0.037 Uiso 1 1 calc R U . . .
C11 C 0.0028(8) 1.1671(6) 1.2283(2) 0.0299(12) Uani 1 1 d . . . . .
H11A H -0.1097 1.1455 1.2264 0.036 Uiso 1 1 calc R U . . .
H11B H 0.0531 1.1297 1.2641 0.036 Uiso 1 1 calc R U . . .
C18 C 0.6035(9) 0.6421(6) 0.7934(3) 0.0324(13) Uani 1 1 d . . . . .
H18 H 0.6757 0.5599 0.7819 0.039 Uiso 1 1 calc R U . . .
C39 C 0.9154(8) -0.3622(6) 0.3536(3) 0.0272(12) Uani 1 1 d . . . . .
H39 H 0.9006 -0.4282 0.3802 0.033 Uiso 1 1 calc R U . . .
C40 C 0.9625(9) -0.3853(6) 0.2997(3) 0.0322(13) Uani 1 1 d . . . . .
H40 H 0.9843 -0.4690 0.2893 0.039 Uiso 1 1 calc R U . . .
C31 C 0.6657(9) 0.1101(6) 0.5809(3) 0.0321(13) Uani 1 1 d . . . . .
H31 H 0.6684 0.0234 0.5836 0.039 Uiso 1 1 calc R U . . .
C34 C 0.5274(10) 0.3104(7) 0.7230(2) 0.0370(14) Uani 1 1 d . . . . .
H34A H 0.3929 0.3385 0.7325 0.044 Uiso 1 1 calc R U . . .
H34B H 0.5839 0.3409 0.7499 0.044 Uiso 1 1 calc R U . . .
C33 C 0.6030(10) 0.1656(7) 0.7271(3) 0.0409(16) Uani 1 1 d . . . . .
H33A H 0.5501 0.1312 0.7614 0.049 Uiso 1 1 calc R U . . .
H33B H 0.7382 0.1368 0.7292 0.049 Uiso 1 1 calc R U . . .
C35 C 0.5394(9) 0.5073(6) 0.6657(3) 0.0340(13) Uani 1 1 d . . . . .
H35A H 0.6532 0.5158 0.6766 0.041 Uiso 1 1 calc R U . . .
H35B H 0.4366 0.5494 0.6919 0.041 Uiso 1 1 calc R U . . .
C14 C -0.1753(9) 1.5788(6) 1.1100(3) 0.0341(13) Uani 1 1 d . . . . .
H14A H -0.0474 1.5796 1.1038 0.041 Uiso 1 1 calc R U . . .
H14B H -0.2605 1.6692 1.1081 0.041 Uiso 1 1 calc R U . . .
C13 C -0.2015(10) 1.5103(6) 1.1652(3) 0.0345(13) Uani 1 1 d . . . . .
H13A H -0.1654 1.5505 1.1935 0.041 Uiso 1 1 calc R U . . .
H13B H -0.3336 1.5206 1.1731 0.041 Uiso 1 1 calc R U . . .
C36 C 0.5003(10) 0.5754(6) 0.6091(3) 0.0400(15) Uani 1 1 d . . . . .
H36A H 0.4990 0.6651 0.6079 0.048 Uiso 1 1 calc R U . . .
H36B H 0.3778 0.5784 0.5999 0.048 Uiso 1 1 calc R U . . .
C32 C 0.5621(10) 0.1102(7) 0.6800(3) 0.0383(15) Uani 1 1 d . . . . .
H32A H 0.4288 0.1230 0.6821 0.046 Uiso 1 1 calc R U . . .
H32B H 0.6310 0.0163 0.6821 0.046 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.877(6) . ?
Se1 C21 1.878(5) . ?
Se2 C23 1.895(6) . ?
Se2 C43 1.903(6) . ?
N2 C7 1.353(7) . ?
N2 C12 1.467(8) . ?
N2 C13 1.473(8) . ?
N1 C1 1.341(8) . ?
N1 C16 1.414(7) . ?
N1 C22 1.428(9) . ?
N4 C29 1.359(8) . ?
N4 C35 1.454(8) . ?
N4 C34 1.473(8) . ?
N3 C23 1.343(8) . ?
N3 C38 1.395(8) . ?
N3 C44 1.397(8) . ?
C16 C21 1.391(9) . ?
C16 C17 1.403(8) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C20 C21 1.382(8) . ?
C20 C19 1.385(9) . ?
C20 H20 0.9500 . ?
C29 C30 1.419(9) . ?
C29 C28 1.432(8) . ?
C9 C8 1.362(8) . ?
C9 C4 1.409(9) . ?
C9 H9 0.9500 . ?
C4 C5 1.400(9) . ?
C4 C3 1.431(8) . ?
C7 C8 1.430(8) . ?
C7 C6 1.433(8) . ?
C17 C18 1.371(9) . ?
C17 H17 0.9500 . ?
C8 C10 1.506(8) . ?
C42 C43 1.371(9) . ?
C42 C41 1.375(9) . ?
C42 H42 0.9500 . ?
C26 C27 1.404(9) . ?
C26 C31 1.399(9) . ?
C26 C25 1.432(8) . ?
C23 C24 1.391(8) . ?
C2 C3 1.375(9) . ?
C2 C1 1.409(7) . ?
C2 H2 0.9500 . ?
C41 C40 1.408(10) . ?
C41 H41 0.9500 . ?
C25 C24 1.371(9) . ?
C25 H25 0.9500 . ?
C19 C18 1.410(10) . ?
C19 H19 0.9500 . ?
C10 C11 1.539(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 C11 1.502(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C30 C31 1.359(9) . ?
C30 C32 1.508(8) . ?
C5 C6 1.374(8) . ?
C5 H5 0.9500 . ?
C6 C15 1.506(8) . ?
C43 C38 1.386(9) . ?
C15 C14 1.539(9) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C38 C39 1.397(9) . ?
C28 C27 1.369(9) . ?
C28 C37 1.509(8) . ?
C27 H27 0.9500 . ?
C37 C36 1.525(8) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C3 H3 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C18 H18 0.9500 . ?
C39 C40 1.375(9) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C31 H31 0.9500 . ?
C34 C33 1.502(10) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C33 C32 1.499(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C35 C36 1.512(10) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C14 C13 1.505(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 C21 86.3(2) . . ?
C23 Se2 C43 86.3(3) . . ?
C7 N2 C12 122.7(5) . . ?
C7 N2 C13 122.5(5) . . ?
C12 N2 C13 114.8(5) . . ?
C1 N1 C16 115.6(5) . . ?
C1 N1 C22 122.4(5) . . ?
C16 N1 C22 121.8(5) . . ?
C29 N4 C35 123.0(5) . . ?
C29 N4 C34 121.8(5) . . ?
C35 N4 C34 115.2(5) . . ?
C23 N3 C38 117.6(5) . . ?
C23 N3 C44 119.6(5) . . ?
C38 N3 C44 122.7(5) . . ?
C21 C16 C17 120.9(5) . . ?
C21 C16 N1 114.3(5) . . ?
C17 C16 N1 124.8(6) . . ?
N3 C44 H44A 109.5 . . ?
N3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C21 C20 C19 120.1(6) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
N4 C29 C30 121.7(5) . . ?
N4 C29 C28 119.6(6) . . ?
C30 C29 C28 118.7(5) . . ?
C20 C21 C16 120.3(5) . . ?
C20 C21 Se1 128.5(5) . . ?
C16 C21 Se1 111.1(4) . . ?
C8 C9 C4 121.5(5) . . ?
C8 C9 H9 119.3 . . ?
C4 C9 H9 119.3 . . ?
C5 C4 C9 118.1(5) . . ?
C5 C4 C3 118.7(5) . . ?
C9 C4 C3 123.2(6) . . ?
N2 C7 C8 121.1(5) . . ?
N2 C7 C6 120.4(5) . . ?
C8 C7 C6 118.5(5) . . ?
C18 C17 C16 117.6(6) . . ?
C18 C17 H17 121.2 . . ?
C16 C17 H17 121.2 . . ?
C9 C8 C7 120.4(5) . . ?
C9 C8 C10 120.3(5) . . ?
C7 C8 C10 119.3(5) . . ?
C43 C42 C41 119.0(6) . . ?
C43 C42 H42 120.5 . . ?
C41 C42 H42 120.5 . . ?
C27 C26 C31 117.1(5) . . ?
C27 C26 C25 119.2(5) . . ?
C31 C26 C25 123.7(6) . . ?
N3 C23 C24 126.2(6) . . ?
N3 C23 Se2 110.9(4) . . ?
C24 C23 Se2 122.9(4) . . ?
C3 C2 C1 122.3(6) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C42 C41 C40 119.9(6) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C24 C25 C26 126.8(5) . . ?
C24 C25 H25 116.6 . . ?
C26 C25 H25 116.6 . . ?
N1 C1 C2 124.6(5) . . ?
N1 C1 Se1 112.5(4) . . ?
C2 C1 Se1 122.9(4) . . ?
C20 C19 C18 118.6(5) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C8 C10 C11 110.4(5) . . ?
C8 C10 H10A 109.6 . . ?
C11 C10 H10A 109.6 . . ?
C8 C10 H10B 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
N2 C12 C11 112.8(5) . . ?
N2 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N2 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C31 C30 C29 119.9(5) . . ?
C31 C30 C32 120.8(6) . . ?
C29 C30 C32 119.3(6) . . ?
C6 C5 C4 122.6(5) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C7 118.9(5) . . ?
C5 C6 C15 121.9(5) . . ?
C7 C6 C15 119.2(5) . . ?
C42 C43 C38 121.8(6) . . ?
C42 C43 Se2 127.8(5) . . ?
C38 C43 Se2 110.4(4) . . ?
C6 C15 C14 110.1(5) . . ?
C6 C15 H15A 109.6 . . ?
C14 C15 H15A 109.6 . . ?
C6 C15 H15B 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.2 . . ?
C43 C38 N3 114.8(6) . . ?
C43 C38 C39 119.7(6) . . ?
N3 C38 C39 125.5(6) . . ?
C27 C28 C29 118.9(6) . . ?
C27 C28 C37 121.4(5) . . ?
C29 C28 C37 119.7(5) . . ?
C28 C27 C26 122.7(5) . . ?
C28 C27 H27 118.6 . . ?
C26 C27 H27 118.6 . . ?
C28 C37 C36 109.4(5) . . ?
C28 C37 H37A 109.8 . . ?
C36 C37 H37A 109.8 . . ?
C28 C37 H37B 109.8 . . ?
C36 C37 H37B 109.8 . . ?
H37A C37 H37B 108.2 . . ?
C2 C3 C4 127.2(6) . . ?
C2 C3 H3 116.4 . . ?
C4 C3 H3 116.4 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 C24 C23 123.7(6) . . ?
C25 C24 H24 118.1 . . ?
C23 C24 H24 118.1 . . ?
C12 C11 C10 111.1(5) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C17 C18 C19 122.5(6) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 H18 118.8 . . ?
C40 C39 C38 118.6(6) . . ?
C40 C39 H39 120.7 . . ?
C38 C39 H39 120.7 . . ?
C39 C40 C41 120.9(6) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 H40 119.5 . . ?
C30 C31 C26 122.7(6) . . ?
C30 C31 H31 118.7 . . ?
C26 C31 H31 118.7 . . ?
N4 C34 C33 113.3(5) . . ?
N4 C34 H34A 108.9 . . ?
C33 C34 H34A 108.9 . . ?
N4 C34 H34B 108.9 . . ?
C33 C34 H34B 108.9 . . ?
H34A C34 H34B 107.7 . . ?
C34 C33 C32 113.4(6) . . ?
C34 C33 H33A 108.9 . . ?
C32 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
C32 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
N4 C35 C36 112.1(5) . . ?
N4 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
N4 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C13 C14 C15 108.8(5) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
N2 C13 C14 112.1(5) . . ?
N2 C13 H13A 109.2 . . ?
C14 C13 H13A 109.2 . . ?
N2 C13 H13B 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C35 C36 C37 109.3(5) . . ?
C35 C36 H36A 109.8 . . ?
C37 C36 H36A 109.8 . . ?
C35 C36 H36B 109.8 . . ?
C37 C36 H36B 109.8 . . ?
H36A C36 H36B 108.3 . . ?
C33 C32 C30 110.7(6) . . ?
C33 C32 H32A 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?

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
C1 N1 C16 C21 2.3(7) . . . . ?
C22 N1 C16 C21 -173.1(5) . . . . ?
C1 N1 C16 C17 -179.1(6) . . . . ?
C22 N1 C16 C17 5.5(9) . . . . ?
C35 N4 C29 C30 -174.7(6) . . . . ?
C34 N4 C29 C30 5.0(9) . . . . ?
C35 N4 C29 C28 5.7(9) . . . . ?
C34 N4 C29 C28 -174.7(6) . . . . ?
C19 C20 C21 C16 1.3(9) . . . . ?
C19 C20 C21 Se1 -177.7(5) . . . . ?
C17 C16 C21 C20 -1.2(9) . . . . ?
N1 C16 C21 C20 177.5(5) . . . . ?
C17 C16 C21 Se1 178.0(5) . . . . ?
N1 C16 C21 Se1 -3.3(6) . . . . ?
C1 Se1 C21 C20 -178.3(6) . . . . ?
C1 Se1 C21 C16 2.6(4) . . . . ?
C8 C9 C4 C5 0.0(9) . . . . ?
C8 C9 C4 C3 179.5(6) . . . . ?
C12 N2 C7 C8 -3.5(9) . . . . ?
C13 N2 C7 C8 175.5(6) . . . . ?
C12 N2 C7 C6 176.1(5) . . . . ?
C13 N2 C7 C6 -4.8(9) . . . . ?
C21 C16 C17 C18 1.0(9) . . . . ?
N1 C16 C17 C18 -177.6(6) . . . . ?
C4 C9 C8 C7 -0.6(9) . . . . ?
C4 C9 C8 C10 -178.6(5) . . . . ?
N2 C7 C8 C9 -179.0(6) . . . . ?
C6 C7 C8 C9 1.4(8) . . . . ?
N2 C7 C8 C10 -1.0(8) . . . . ?
C6 C7 C8 C10 179.4(5) . . . . ?
C38 N3 C23 C24 178.7(6) . . . . ?
C44 N3 C23 C24 3.2(9) . . . . ?
C38 N3 C23 Se2 -2.1(7) . . . . ?
C44 N3 C23 Se2 -177.6(4) . . . . ?
C43 Se2 C23 N3 2.0(4) . . . . ?
C43 Se2 C23 C24 -178.8(5) . . . . ?
C43 C42 C41 C40 0.0(9) . . . . ?
C27 C26 C25 C24 -178.8(6) . . . . ?
C31 C26 C25 C24 -0.5(11) . . . . ?
C16 N1 C1 C2 -179.7(5) . . . . ?
C22 N1 C1 C2 -4.3(9) . . . . ?
C16 N1 C1 Se1 -0.1(6) . . . . ?
C22 N1 C1 Se1 175.3(5) . . . . ?
C3 C2 C1 N1 -177.9(6) . . . . ?
C3 C2 C1 Se1 2.5(8) . . . . ?
C21 Se1 C1 N1 -1.5(4) . . . . ?
C21 Se1 C1 C2 178.2(5) . . . . ?
C21 C20 C19 C18 -1.1(9) . . . . ?
C9 C8 C10 C11 -153.0(5) . . . . ?
C7 C8 C10 C11 29.0(7) . . . . ?
C7 N2 C12 C11 -21.6(8) . . . . ?
C13 N2 C12 C11 159.3(5) . . . . ?
N4 C29 C30 C31 -179.7(6) . . . . ?
C28 C29 C30 C31 0.0(9) . . . . ?
N4 C29 C30 C32 1.8(9) . . . . ?
C28 C29 C30 C32 -178.5(6) . . . . ?
C9 C4 C5 C6 -0.2(9) . . . . ?
C3 C4 C5 C6 -179.7(6) . . . . ?
C4 C5 C6 C7 0.9(9) . . . . ?
C4 C5 C6 C15 178.7(6) . . . . ?
N2 C7 C6 C5 178.9(6) . . . . ?
C8 C7 C6 C5 -1.5(8) . . . . ?
N2 C7 C6 C15 1.1(8) . . . . ?
C8 C7 C6 C15 -179.3(5) . . . . ?
C41 C42 C43 C38 -0.8(9) . . . . ?
C41 C42 C43 Se2 178.8(5) . . . . ?
C5 C6 C15 C14 -147.8(6) . . . . ?
C7 C6 C15 C14 30.0(8) . . . . ?
C42 C43 C38 N3 -179.6(5) . . . . ?
Se2 C43 C38 N3 0.8(6) . . . . ?
C42 C43 C38 C39 0.2(9) . . . . ?
Se2 C43 C38 C39 -179.5(4) . . . . ?
C23 N3 C38 C43 0.9(8) . . . . ?
C44 N3 C38 C43 176.2(5) . . . . ?
C23 N3 C38 C39 -178.8(6) . . . . ?
C44 N3 C38 C39 -3.5(9) . . . . ?
N4 C29 C28 C27 179.8(6) . . . . ?
C30 C29 C28 C27 0.1(9) . . . . ?
N4 C29 C28 C37 -1.4(9) . . . . ?
C30 C29 C28 C37 178.9(5) . . . . ?
C29 C28 C27 C26 -0.5(9) . . . . ?
C37 C28 C27 C26 -179.3(6) . . . . ?
C31 C26 C27 C28 0.7(9) . . . . ?
C25 C26 C27 C28 179.0(6) . . . . ?
C27 C28 C37 C36 148.8(6) . . . . ?
C29 C28 C37 C36 -30.0(8) . . . . ?
C1 C2 C3 C4 -176.3(6) . . . . ?
C5 C4 C3 C2 -179.3(6) . . . . ?
C9 C4 C3 C2 1.3(10) . . . . ?
C26 C25 C24 C23 179.6(6) . . . . ?
N3 C23 C24 C25 175.9(6) . . . . ?
Se2 C23 C24 C25 -3.2(9) . . . . ?
N2 C12 C11 C10 49.2(7) . . . . ?
C8 C10 C11 C12 -52.4(7) . . . . ?
C16 C17 C18 C19 -0.8(10) . . . . ?
C20 C19 C18 C17 0.9(10) . . . . ?
C43 C38 C39 C40 1.3(9) . . . . ?
N3 C38 C39 C40 -179.0(6) . . . . ?
C38 C39 C40 C41 -2.1(9) . . . . ?
C42 C41 C40 C39 1.5(10) . . . . ?
C29 C30 C31 C26 0.3(10) . . . . ?
C32 C30 C31 C26 178.8(6) . . . . ?
C27 C26 C31 C30 -0.6(9) . . . . ?
C25 C26 C31 C30 -178.9(6) . . . . ?
C29 N4 C34 C33 16.9(9) . . . . ?
C35 N4 C34 C33 -163.4(6) . . . . ?
N4 C34 C33 C32 -45.1(8) . . . . ?
C29 N4 C35 C36 22.8(9) . . . . ?
C34 N4 C35 C36 -156.9(6) . . . . ?
C6 C15 C14 C13 -56.3(7) . . . . ?
C7 N2 C13 C14 -24.0(9) . . . . ?
C12 N2 C13 C14 155.2(5) . . . . ?
C15 C14 C13 N2 53.7(7) . . . . ?
N4 C35 C36 C37 -53.5(8) . . . . ?
C28 C37 C36 C35 56.2(7) . . . . ?
C34 C33 C32 C30 50.5(8) . . . . ?
C31 C30 C32 C33 152.1(6) . . . . ?
C29 C30 C32 C33 -29.4(9) . . . . ?

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
C44 H44A I1 0.98 3.07 4.005(5) 160.0 2_746
C17 H17 I2 0.95 3.16 3.921(6) 137.9 2_756
C22 H22B I2 0.98 3.10 4.031(6) 158.4 1_466
C11 H11B Se2 0.99 3.03 3.711(6) 127.0 1_466
C39 H39 I1 0.95 3.14 3.813(6) 129.0 .

_refine_diff_density_max         1.254
_refine_diff_density_min         -1.305
_refine_diff_density_rms         0.167

_shelxl_version_number           2014/6

