# Supplementary Information (SI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_b125_1_a
_database_code_depnum_ccdc_archive 'CCDC 2393080'
loop_
_audit_author_name
_audit_author_address
'Blazej Dziuk'
;Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2024-10-23 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;
_audit_creation_date             2024-10-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H24 Ag Cl N2'
_chemical_formula_sum            'C29 H24 Ag Cl N2'
_chemical_formula_weight         543.82
_chemical_melting_point          ?
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'
Ag Ag -0.8971 1.1015 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.0868(11)
_cell_length_b                   15.0378(14)
_cell_length_c                   12.4442(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.317(7)
_cell_angle_gamma                90
_cell_volume                     2448.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4664
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.000
_cell_measurement_theta_min      2.063
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.952
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SCALE3 ABSPACK (Rigaku Oxford Diffraction, 2015).
;
_exptl_absorpt_special_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4664
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.063
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'KM4 with Eos CCD'
_diffrn_measurement_method       ω--scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1716
_reflns_number_total             2408
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisCCD (Oxford Diffraction Ltd., 2008)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction Ltd., 2008)'
_computing_data_reduction        'CrysAlisCCD (Oxford Diffraction Ltd., 2008)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0284P)²+1.0620P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0758
_refine_ls_wR_factor_ref         0.0829
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C5(H5), C9(H9), C8(H8), C7(H7), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ag1 Ag 0.5000 0.36023(3) 0.7500 0.06432(18) Uani 1 2 d S T P . .
Cl1 Cl 0.5000 0.51361(12) 0.7500 0.1102(7) Uani 1 2 d S T P . .
N1 N 0.5255(2) 0.1677(2) 0.6688(2) 0.0603(8) Uani 1 1 d . . . . .
C1 C 0.5000 0.2228(4) 0.7500 0.0580(14) Uani 1 2 d S T P . .
C2 C 0.5157(3) 0.0797(3) 0.6987(3) 0.0724(11) Uani 1 1 d . . . . .
H2 H 0.5282 0.0301 0.6563 0.087 Uiso 1 1 calc R U . . .
C3 C 0.5523(3) 0.2005(3) 0.5609(3) 0.0613(10) Uani 1 1 d . . . . .
H3 H 0.5784 0.2611 0.5704 0.074 Uiso 1 1 calc R U . . .
C6 C 0.8041(4) 0.0785(4) 0.5476(6) 0.1174(19) Uani 1 1 d . . . . .
H6 H 0.8588 0.0659 0.5940 0.141 Uiso 1 1 calc R U . . .
C5 C 0.7228(3) 0.1259(3) 0.5832(4) 0.0907(14) Uani 1 1 d . . . . .
H5 H 0.7235 0.1459 0.6540 0.109 Uiso 1 1 calc R U . . .
C4 C 0.6395(3) 0.1450(3) 0.5173(3) 0.0678(10) Uani 1 1 d . . . . .
C9 C 0.6408(3) 0.1162(3) 0.4125(3) 0.0888(14) Uani 1 1 d . . . . .
H9 H 0.5859 0.1285 0.3661 0.107 Uiso 1 1 calc R U . . .
C8 C 0.7251(5) 0.0682(4) 0.3757(5) 0.120(2) Uani 1 1 d . . . . .
H8 H 0.7263 0.0491 0.3047 0.144 Uiso 1 1 calc R U . . .
C7 C 0.8051(5) 0.0497(4) 0.4440(7) 0.125(2) Uani 1 1 d . . . . .
H7 H 0.8605 0.0173 0.4197 0.150 Uiso 1 1 calc R U . . .
C10 C 0.4586(3) 0.2067(3) 0.4876(3) 0.0655(11) Uani 1 1 d . . . . .
C11 C 0.3833(3) 0.1432(3) 0.4834(3) 0.0865(14) Uani 1 1 d . . . . .
H11 H 0.3881 0.0939 0.5283 0.104 Uiso 1 1 calc R U . . .
C12 C 0.3008(4) 0.1516(4) 0.4137(4) 0.1053(17) Uani 1 1 d . . . . .
H12 H 0.2505 0.1079 0.4115 0.126 Uiso 1 1 calc R U . . .
C13 C 0.2925(4) 0.2233(4) 0.3482(4) 0.1047(17) Uani 1 1 d . . . . .
H13 H 0.2365 0.2287 0.3012 0.126 Uiso 1 1 calc R U . . .
C14 C 0.3659(4) 0.2876(4) 0.3511(4) 0.1093(18) Uani 1 1 d . . . . .
H14 H 0.3604 0.3367 0.3059 0.131 Uiso 1 1 calc R U . . .
C15 C 0.4486(3) 0.2795(3) 0.4216(3) 0.0903(15) Uani 1 1 d . . . . .
H15 H 0.4981 0.3238 0.4243 0.108 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
Ag1 Cl1 2.3065(18) . ?
Ag1 C1 2.066(5) . ?
N1 C1 1.355(4) . ?
N1 C2 1.381(5) . ?
N1 C3 1.480(4) . ?
C1 N1 1.355(4) 2_656 ?
C2 C2 1.351(7) 2_656 ?
C2 H2 0.9300 . ?
C3 H3 0.9800 . ?
C3 C4 1.524(5) . ?
C3 C10 1.515(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.363(7) . ?
C6 C7 1.360(8) . ?
C5 H5 0.9300 . ?
C5 C4 1.380(6) . ?
C4 C9 1.374(5) . ?
C9 H9 0.9300 . ?
C9 C8 1.404(7) . ?
C8 H8 0.9300 . ?
C8 C7 1.362(8) . ?
C7 H7 0.9300 . ?
C10 C11 1.372(5) . ?
C10 C15 1.373(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.354(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.363(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(6) . ?
C15 H15 0.9300 . ?

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 Ag1 Cl1 180.0 . . ?
C1 N1 C2 111.1(3) . . ?
C1 N1 C3 122.7(3) . . ?
C2 N1 C3 126.1(3) . . ?
N1 C1 Ag1 127.8(2) . . ?
N1 C1 Ag1 127.8(2) 2_656 . ?
N1 C1 N1 104.5(4) 2_656 . ?
N1 C2 H2 126.7 . . ?
C2 C2 N1 106.65(18) 2_656 . ?
C2 C2 H2 126.7 2_656 . ?
N1 C3 H3 106.9 . . ?
N1 C3 C4 109.6(3) . . ?
N1 C3 C10 111.2(3) . . ?
C4 C3 H3 106.9 . . ?
C10 C3 H3 106.9 . . ?
C10 C3 C4 114.9(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C7 C6 C5 120.0(6) . . ?
C6 C5 H5 119.1 . . ?
C6 C5 C4 121.8(5) . . ?
C4 C5 H5 119.1 . . ?
C5 C4 C3 119.3(3) . . ?
C9 C4 C3 122.5(4) . . ?
C9 C4 C5 118.1(4) . . ?
C4 C9 H9 120.0 . . ?
C4 C9 C8 119.9(5) . . ?
C8 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.0(5) . . ?
C7 C8 H8 120.0 . . ?
C6 C7 C8 120.1(6) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C11 C10 C3 123.4(4) . . ?
C11 C10 C15 118.3(4) . . ?
C15 C10 C3 118.3(4) . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.9(4) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(5) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.7(5) . . ?
C15 C14 H14 120.2 . . ?
C10 C15 C14 120.8(4) . . ?
C10 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C3 C4 C5 -45.7(5) . . . . ?
N1 C3 C4 C9 137.2(4) . . . . ?
N1 C3 C10 C11 -41.6(5) . . . . ?
N1 C3 C10 C15 138.6(4) . . . . ?
C1 N1 C2 C2 -0.6(5) . . . 2_656 ?
C1 N1 C3 C4 141.3(3) . . . . ?
C1 N1 C3 C10 -90.5(4) . . . . ?
C2 N1 C1 Ag1 -179.8(2) . . . . ?
C2 N1 C1 N1 0.2(2) . . . 2_656 ?
C2 N1 C3 C4 -43.6(5) . . . . ?
C2 N1 C3 C10 84.6(4) . . . . ?
C3 N1 C1 Ag1 -4.0(3) . . . . ?
C3 N1 C1 N1 176.0(3) . . . 2_656 ?
C3 N1 C2 C2 -176.2(4) . . . 2_656 ?
C3 C4 C9 C8 177.6(4) . . . . ?
C3 C10 C11 C12 -178.8(4) . . . . ?
C3 C10 C15 C14 178.5(4) . . . . ?
C6 C5 C4 C3 -178.3(4) . . . . ?
C6 C5 C4 C9 -1.1(7) . . . . ?
C5 C6 C7 C8 0.1(9) . . . . ?
C5 C4 C9 C8 0.5(6) . . . . ?
C4 C3 C10 C11 83.7(4) . . . . ?
C4 C3 C10 C15 -96.1(5) . . . . ?
C4 C9 C8 C7 0.5(8) . . . . ?
C9 C8 C7 C6 -0.8(9) . . . . ?
C7 C6 C5 C4 0.8(8) . . . . ?
C10 C3 C4 C5 -171.8(4) . . . . ?
C10 C3 C4 C9 11.1(5) . . . . ?
C10 C11 C12 C13 -0.3(8) . . . . ?
C11 C10 C15 C14 -1.3(7) . . . . ?
C11 C12 C13 C14 0.0(8) . . . . ?
C12 C13 C14 C15 -0.3(9) . . . . ?
C13 C14 C15 C10 1.0(8) . . . . ?
C15 C10 C11 C12 1.0(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_bdbzh
_database_code_depnum_ccdc_archive 'CCDC 2393081'
loop_
_audit_author_name
_audit_author_address
'Blazej Dziuk'
;Wroclaw University of Science and Technology
Poland
;
_audit_update_record             
;
2024-10-23 deposited with the CCDC.	2024-11-12 downloaded from the CCDC.
;
_audit_creation_date             2024-10-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H24 N2 Se'
_chemical_formula_sum            'C29 H24 N2 Se'
_chemical_formula_weight         479.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   8.30910(10)
_cell_length_b                   25.5056(2)
_cell_length_c                   11.35770(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.9350(10)
_cell_angle_gamma                90
_cell_volume                     2290.06(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17831
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      73.279
_cell_measurement_theta_min      3.466
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.353
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SCALE3 ABSPACK (Rigaku Oxford Diffraction, 2015).
;
_exptl_absorpt_special_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17831
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.279
_diffrn_reflns_theta_min         3.466
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4302
_reflns_number_total             4442
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.42a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.00116(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0244
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0282P)²+1.4481P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0627
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C17(H17)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23),
  C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Se1 Se 0.75217(2) 0.63897(2) 0.86881(2) 0.02675(8) Uani 1 1 d . . . . .
N1 N 0.41939(15) 0.63434(4) 0.69238(11) 0.0162(2) Uani 1 1 d . . . . .
N2 N 0.49759(15) 0.71414(4) 0.74735(11) 0.0179(2) Uani 1 1 d . . . . .
C1 C 0.54955(17) 0.66342(5) 0.76536(13) 0.0171(3) Uani 1 1 d . . . . .
C2 C 0.28669(18) 0.66706(6) 0.63064(13) 0.0189(3) Uani 1 1 d . . . . .
H2 H 0.1812 0.6565 0.5746 0.023 Uiso 1 1 calc R U . . .
C3 C 0.33494(18) 0.71646(6) 0.66478(13) 0.0197(3) Uani 1 1 d . . . . .
H3 H 0.2699 0.7473 0.6375 0.024 Uiso 1 1 calc R U . . .
C4 C 0.42065(17) 0.57677(5) 0.68391(13) 0.0161(3) Uani 1 1 d . . . . .
H4 H 0.5421 0.5658 0.7102 0.019 Uiso 1 1 calc R U . . .
C5 C 0.34470(17) 0.55993(5) 0.54867(13) 0.0161(3) Uani 1 1 d . . . . .
C6 C 0.39376(18) 0.58587(6) 0.45692(14) 0.0208(3) Uani 1 1 d . . . . .
H6 H 0.4697 0.6147 0.4788 0.025 Uiso 1 1 calc R U . . .
C7 C 0.3331(2) 0.57014(6) 0.33453(14) 0.0234(3) Uani 1 1 d . . . . .
H7 H 0.3667 0.5884 0.2730 0.028 Uiso 1 1 calc R U . . .
C8 C 0.22359(19) 0.52787(6) 0.30134(13) 0.0230(3) Uani 1 1 d . . . . .
H8 H 0.1833 0.5168 0.2175 0.028 Uiso 1 1 calc R U . . .
C9 C 0.17334(19) 0.50192(6) 0.39151(14) 0.0225(3) Uani 1 1 d . . . . .
H9 H 0.0977 0.4731 0.3692 0.027 Uiso 1 1 calc R U . . .
C10 C 0.23316(18) 0.51797(5) 0.51447(13) 0.0195(3) Uani 1 1 d . . . . .
H10 H 0.1975 0.5001 0.5755 0.023 Uiso 1 1 calc R U . . .
C11 C 0.34087(17) 0.55089(5) 0.77294(12) 0.0167(3) Uani 1 1 d . . . . .
C12 C 0.3961(2) 0.50114(6) 0.81754(14) 0.0230(3) Uani 1 1 d . . . . .
H12 H 0.4845 0.4849 0.7940 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3244(2) 0.47472(6) 0.89594(14) 0.0254(3) Uani 1 1 d . . . . .
H13 H 0.3625 0.4405 0.9246 0.031 Uiso 1 1 calc R U . . .
C14 C 0.1974(2) 0.49828(6) 0.93223(14) 0.0248(3) Uani 1 1 d . . . . .
H14 H 0.1485 0.4805 0.9864 0.030 Uiso 1 1 calc R U . . .
C15 C 0.1420(2) 0.54783(6) 0.88923(15) 0.0284(3) Uani 1 1 d . . . . .
H15 H 0.0551 0.5641 0.9144 0.034 Uiso 1 1 calc R U . . .
C16 C 0.2123(2) 0.57404(6) 0.80941(15) 0.0239(3) Uani 1 1 d . . . . .
H16 H 0.1723 0.6079 0.7797 0.029 Uiso 1 1 calc R U . . .
C17 C 0.60324(17) 0.75925(5) 0.80653(13) 0.0177(3) Uani 1 1 d . . . . .
H17 H 0.6894 0.7452 0.8822 0.021 Uiso 1 1 calc R U . . .
C18 C 0.70131(18) 0.78232(5) 0.72627(13) 0.0186(3) Uani 1 1 d . . . . .
C19 C 0.62086(19) 0.79937(6) 0.60577(14) 0.0215(3) Uani 1 1 d . . . . .
H19 H 0.5028 0.7939 0.5698 0.026 Uiso 1 1 calc R U . . .
C20 C 0.7120(2) 0.82429(6) 0.53793(14) 0.0253(3) Uani 1 1 d . . . . .
H20 H 0.6559 0.8359 0.4561 0.030 Uiso 1 1 calc R U . . .
C21 C 0.8848(2) 0.83226(6) 0.58942(15) 0.0267(3) Uani 1 1 d . . . . .
H21 H 0.9465 0.8502 0.5439 0.032 Uiso 1 1 calc R U . . .
C22 C 0.9667(2) 0.81392(6) 0.70767(15) 0.0266(3) Uani 1 1 d . . . . .
H22 H 1.0855 0.8183 0.7422 0.032 Uiso 1 1 calc R U . . .
C23 C 0.87522(19) 0.78909(6) 0.77601(14) 0.0223(3) Uani 1 1 d . . . . .
H23 H 0.9321 0.7767 0.8571 0.027 Uiso 1 1 calc R U . . .
C24 C 0.49721(17) 0.79865(5) 0.85188(12) 0.0173(3) Uani 1 1 d . . . . .
C25 C 0.42494(19) 0.78177(6) 0.94129(14) 0.0235(3) Uani 1 1 d . . . . .
H25 H 0.4340 0.7460 0.9653 0.028 Uiso 1 1 calc R U . . .
C26 C 0.3405(2) 0.81636(7) 0.99533(15) 0.0275(3) Uani 1 1 d . . . . .
H26 H 0.2932 0.8044 1.0567 0.033 Uiso 1 1 calc R U . . .
C27 C 0.32501(19) 0.86877(6) 0.95969(15) 0.0267(3) Uani 1 1 d . . . . .
H27 H 0.2685 0.8928 0.9973 0.032 Uiso 1 1 calc R U . . .
C28 C 0.39268(19) 0.88561(6) 0.86892(14) 0.0241(3) Uani 1 1 d . . . . .
H28 H 0.3804 0.9212 0.8433 0.029 Uiso 1 1 calc R U . . .
C29 C 0.47868(18) 0.85074(6) 0.81480(13) 0.0196(3) Uani 1 1 d . . . . .
H29 H 0.5245 0.8627 0.7526 0.023 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.8400(14) . ?
N1 C1 1.3619(18) . ?
N1 C2 1.3885(18) . ?
N1 C4 1.4717(16) . ?
N2 C1 1.3590(17) . ?
N2 C3 1.3888(18) . ?
N2 C17 1.4776(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.343(2) . ?
C3 H3 0.9500 . ?
C4 H4 1.0000 . ?
C4 C5 1.5313(18) . ?
C4 C11 1.5200(19) . ?
C5 C6 1.3969(19) . ?
C5 C10 1.3906(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(2) . ?
C11 C16 1.390(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.389(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(2) . ?
C16 H16 0.9500 . ?
C17 H17 1.0000 . ?
C17 C18 1.516(2) . ?
C17 C24 1.5266(19) . ?
C18 C19 1.395(2) . ?
C18 C23 1.391(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.389(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.389(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.395(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.397(2) . ?
C24 C29 1.388(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.383(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.391(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.386(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.396(2) . ?
C29 H29 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 109.77(11) . . ?
C1 N1 C4 124.26(11) . . ?
C2 N1 C4 125.96(12) . . ?
C1 N2 C3 109.89(11) . . ?
C1 N2 C17 123.79(11) . . ?
C3 N2 C17 126.31(11) . . ?
N1 C1 Se1 127.09(10) . . ?
N2 C1 Se1 127.19(10) . . ?
N2 C1 N1 105.71(12) . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.34(12) . . ?
C3 C2 H2 126.3 . . ?
N2 C3 H3 126.4 . . ?
C2 C3 N2 107.27(12) . . ?
C2 C3 H3 126.4 . . ?
N1 C4 H4 106.7 . . ?
N1 C4 C5 109.66(11) . . ?
N1 C4 C11 112.11(11) . . ?
C5 C4 H4 106.7 . . ?
C11 C4 H4 106.7 . . ?
C11 C4 C5 114.58(11) . . ?
C6 C5 C4 119.38(12) . . ?
C10 C5 C4 121.97(12) . . ?
C10 C5 C6 118.59(13) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.82(13) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.26(13) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.47(14) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.32(14) . . ?
C10 C9 H9 119.8 . . ?
C5 C10 C9 120.52(13) . . ?
C5 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C4 118.42(12) . . ?
C16 C11 C4 123.10(12) . . ?
C16 C11 C12 118.46(13) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.18(14) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.84(14) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.60(14) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.56(14) . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 120.36(14) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
N2 C17 H17 106.3 . . ?
N2 C17 C18 112.50(11) . . ?
N2 C17 C24 110.02(11) . . ?
C18 C17 H17 106.3 . . ?
C18 C17 C24 114.86(11) . . ?
C24 C17 H17 106.3 . . ?
C19 C18 C17 121.80(13) . . ?
C23 C18 C17 119.18(13) . . ?
C23 C18 C19 118.94(14) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.56(14) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.20(14) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.60(15) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.20(14) . . ?
C23 C22 H22 119.9 . . ?
C18 C23 C22 120.44(14) . . ?
C18 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C17 117.66(12) . . ?
C29 C24 C17 123.32(13) . . ?
C29 C24 C25 118.88(13) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.09(14) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.87(14) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.47(14) . . ?
C28 C27 H27 120.3 . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.66(14) . . ?
C29 C28 H28 119.7 . . ?
C24 C29 C28 120.01(14) . . ?
C24 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?

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
N1 C2 C3 N2 0.14(16) . . . . ?
N1 C4 C5 C6 45.10(16) . . . . ?
N1 C4 C5 C10 -137.66(13) . . . . ?
N1 C4 C11 C12 -151.42(13) . . . . ?
N1 C4 C11 C16 30.27(18) . . . . ?
N2 C17 C18 C19 55.63(17) . . . . ?
N2 C17 C18 C23 -127.61(13) . . . . ?
N2 C17 C24 C25 61.56(16) . . . . ?
N2 C17 C24 C29 -122.74(14) . . . . ?
C1 N1 C2 C3 0.35(16) . . . . ?
C1 N1 C4 C5 -138.01(13) . . . . ?
C1 N1 C4 C11 93.52(15) . . . . ?
C1 N2 C3 C2 -0.59(17) . . . . ?
C1 N2 C17 C18 93.16(16) . . . . ?
C1 N2 C17 C24 -137.40(13) . . . . ?
C2 N1 C1 Se1 178.37(10) . . . . ?
C2 N1 C1 N2 -0.70(16) . . . . ?
C2 N1 C4 C5 43.45(18) . . . . ?
C2 N1 C4 C11 -85.01(16) . . . . ?
C3 N2 C1 Se1 -178.27(11) . . . . ?
C3 N2 C1 N1 0.79(16) . . . . ?
C3 N2 C17 C18 -85.55(16) . . . . ?
C3 N2 C17 C24 43.88(18) . . . . ?
C4 N1 C1 Se1 -0.4(2) . . . . ?
C4 N1 C1 N2 -179.44(12) . . . . ?
C4 N1 C2 C3 179.06(13) . . . . ?
C4 C5 C6 C7 177.18(13) . . . . ?
C4 C5 C10 C9 -176.59(13) . . . . ?
C4 C11 C12 C13 -177.89(13) . . . . ?
C4 C11 C16 C15 178.63(14) . . . . ?
C5 C4 C11 C12 82.76(16) . . . . ?
C5 C4 C11 C16 -95.55(16) . . . . ?
C5 C6 C7 C8 -0.6(2) . . . . ?
C6 C5 C10 C9 0.7(2) . . . . ?
C6 C7 C8 C9 0.9(2) . . . . ?
C7 C8 C9 C10 -0.4(2) . . . . ?
C8 C9 C10 C5 -0.4(2) . . . . ?
C10 C5 C6 C7 -0.2(2) . . . . ?
C11 C4 C5 C6 172.19(12) . . . . ?
C11 C4 C5 C10 -10.57(18) . . . . ?
C11 C12 C13 C14 -0.9(2) . . . . ?
C12 C11 C16 C15 0.3(2) . . . . ?
C12 C13 C14 C15 0.5(2) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C11 -0.7(2) . . . . ?
C16 C11 C12 C13 0.5(2) . . . . ?
C17 N2 C1 Se1 2.8(2) . . . . ?
C17 N2 C1 N1 -178.11(12) . . . . ?
C17 N2 C3 C2 178.27(13) . . . . ?
C17 C18 C19 C20 174.65(13) . . . . ?
C17 C18 C23 C22 -175.00(13) . . . . ?
C17 C24 C25 C26 173.95(13) . . . . ?
C17 C24 C29 C28 -174.04(13) . . . . ?
C18 C17 C24 C25 -170.29(12) . . . . ?
C18 C17 C24 C29 5.41(19) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C19 C18 C23 C22 1.9(2) . . . . ?
C19 C20 C21 C22 1.8(2) . . . . ?
C20 C21 C22 C23 -2.0(2) . . . . ?
C21 C22 C23 C18 0.2(2) . . . . ?
C23 C18 C19 C20 -2.1(2) . . . . ?
C24 C17 C18 C19 -71.27(16) . . . . ?
C24 C17 C18 C23 105.49(14) . . . . ?
C24 C25 C26 C27 0.7(2) . . . . ?
C25 C24 C29 C28 1.6(2) . . . . ?
C25 C26 C27 C28 0.9(2) . . . . ?
C26 C27 C28 C29 -1.2(2) . . . . ?
C27 C28 C29 C24 -0.1(2) . . . . ?
C29 C24 C25 C26 -1.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
