# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_chr12
_database_code_depnum_ccdc_archive 'CCDC 2380037'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            '5a in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H14 F2 N2'
_chemical_formula_weight         344.35

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'
F F 0.0171 0.0103 '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                   5.9473(5)
_cell_length_b                   7.4852(7)
_cell_length_c                   18.7512(16)
_cell_angle_alpha                95.1290(19)
_cell_angle_beta                 98.8424(18)
_cell_angle_gamma                90.5733(17)
_cell_volume                     821.28(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3774
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.87

_exptl_crystal_description       plank
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9190
_exptl_absorpt_correction_T_max  0.9594
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11889
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.208
_diffrn_reflns_theta_max         28.385
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3682
_reflns_number_gt                2732
_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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+0.3544P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3682
_refine_ls_number_parameters     248
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1116
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.049
_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
F1_1 F 1.28846(19) 0.64062(16) 0.41997(6) 0.0379(3) Uani 1 1 d . . . . .
C1_1 C 1.1440(3) 0.5695(2) 0.45979(9) 0.0246(4) Uani 1 1 d . . . . .
C2_1 C 1.2211(3) 0.5519(2) 0.53158(9) 0.0251(4) Uani 1 1 d . . . . .
H2_1 H 1.372308 0.588335 0.552292 0.030 Uiso 1 1 calc R U . . .
C3_1 C 1.0750(3) 0.4799(2) 0.57403(9) 0.0229(4) Uani 1 1 d . . . . .
C4_1 C 1.1519(3) 0.4512(2) 0.64835(9) 0.0264(4) Uani 1 1 d . . . . .
C5_1 C 1.2222(3) 0.4223(2) 0.70935(9) 0.0250(4) Uani 1 1 d . . . . .
C11_1 C 1.3184(3) 0.3862(2) 0.78123(9) 0.0239(4) Uani 1 1 d . . . . .
C12_1 C 1.5333(3) 0.3058(2) 0.79244(9) 0.0271(4) Uani 1 1 d . . . . .
C13_1 C 1.6228(3) 0.2696(3) 0.86312(10) 0.0345(5) Uani 1 1 d . . . . .
H13_1 H 1.765013 0.212459 0.871905 0.041 Uiso 1 1 calc R U . . .
C14_1 C 1.5072(4) 0.3160(3) 0.91992(10) 0.0386(5) Uani 1 1 d . . . . .
H14_1 H 1.571778 0.291376 0.967491 0.046 Uiso 1 1 calc R U . . .
C15_1 C 1.2982(4) 0.3980(3) 0.90907(10) 0.0361(5) Uani 1 1 d . . . . .
H15_1 H 1.220632 0.430154 0.948829 0.043 Uiso 1 1 calc R U . . .
C16_1 C 1.2044(3) 0.4322(2) 0.83987(10) 0.0291(4) Uani 1 1 d . . . . .
H16_1 H 1.060766 0.487561 0.831950 0.035 Uiso 1 1 calc R U . . .
N17_1 N 1.6448(3) 0.2582(3) 0.73492(10) 0.0411(4) Uani 1 1 d D . . . .
H17A_1 H 1.618(4) 0.323(3) 0.6976(11) 0.062 Uiso 1 1 d D U . . .
H17B_1 H 1.786(3) 0.231(3) 0.7467(13) 0.062 Uiso 1 1 d D U . . .
F1_2 F -0.35715(19) -0.14991(16) 0.54806(6) 0.0405(3) Uani 1 1 d . . . . .
C1_2 C -0.1788(3) -0.0744(2) 0.52374(10) 0.0280(4) Uani 1 1 d . . . . .
C2_2 C -0.1969(3) -0.0526(2) 0.45141(10) 0.0284(4) Uani 1 1 d . . . . .
H2_2 H -0.331929 -0.089166 0.419169 0.034 Uiso 1 1 calc R U . . .
C3_2 C -0.0129(3) 0.0246(2) 0.42572(10) 0.0265(4) Uani 1 1 d . . . . .
C4_2 C -0.0166(3) 0.0529(2) 0.35137(10) 0.0309(4) Uani 1 1 d . . . . .
C5_2 C -0.0091(3) 0.0800(2) 0.28956(10) 0.0294(4) Uani 1 1 d . . . . .
C11_2 C 0.0209(3) 0.1156(2) 0.21810(10) 0.0272(4) Uani 1 1 d . . . . .
C12_2 C 0.2275(3) 0.1970(2) 0.20821(11) 0.0322(4) Uani 1 1 d . . . . .
C13_2 C 0.2551(4) 0.2321(3) 0.13811(12) 0.0399(5) Uani 1 1 d . . . . .
H13_2 H 0.391523 0.288964 0.130275 0.048 Uiso 1 1 calc R U . . .
C14_2 C 0.0872(4) 0.1853(3) 0.08044(12) 0.0447(6) Uani 1 1 d . . . . .
H14_2 H 0.109424 0.210084 0.033179 0.054 Uiso 1 1 calc R U . . .
C15_2 C -0.1146(4) 0.1024(3) 0.08988(11) 0.0411(5) Uani 1 1 d . . . . .
H15_2 H -0.228918 0.069422 0.049440 0.049 Uiso 1 1 calc R U . . .
C16_2 C -0.1470(3) 0.0686(2) 0.15856(10) 0.0321(4) Uani 1 1 d . . . . .
H16_2 H -0.285010 0.012602 0.165519 0.039 Uiso 1 1 calc R U . . .
N17_2 N 0.3924(3) 0.2442(3) 0.26680(12) 0.0497(5) Uani 1 1 d D . . . .
H17A_2 H 0.379(5) 0.192(4) 0.3063(12) 0.075 Uiso 1 1 d D U . . .
H17B_2 H 0.524(4) 0.272(4) 0.2561(15) 0.075 Uiso 1 1 d D 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
F1_1 C1_1 1.356(2) . ?
C1_1 C2_1 1.372(2) . ?
C1_1 C3_1 1.389(2) 2_766 ?
C2_1 C3_1 1.400(2) . ?
C2_1 H2_1 0.9500 . ?
C3_1 C4_1 1.434(2) . ?
C4_1 C5_1 1.195(2) . ?
C5_1 C11_1 1.431(2) . ?
C11_1 C16_1 1.398(3) . ?
C11_1 C12_1 1.412(3) . ?
C12_1 N17_1 1.373(3) . ?
C12_1 C13_1 1.401(2) . ?
C13_1 C14_1 1.375(3) . ?
C13_1 H13_1 0.9500 . ?
C14_1 C15_1 1.387(3) . ?
C14_1 H14_1 0.9500 . ?
C15_1 C16_1 1.379(3) . ?
C15_1 H15_1 0.9500 . ?
C16_1 H16_1 0.9500 . ?
N17_1 H17A_1 0.881(17) . ?
N17_1 H17B_1 0.867(17) . ?
F1_2 C1_2 1.355(2) . ?
C1_2 C2_2 1.368(3) . ?
C1_2 C3_2 1.390(3) 2_556 ?
C2_2 C3_2 1.401(3) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.426(3) . ?
C4_2 C5_2 1.201(3) . ?
C5_2 C11_2 1.427(3) . ?
C11_2 C16_2 1.396(3) . ?
C11_2 C12_2 1.411(3) . ?
C12_2 N17_2 1.373(3) . ?
C12_2 C13_2 1.397(3) . ?
C13_2 C14_2 1.372(3) . ?
C13_2 H13_2 0.9500 . ?
C14_2 C15_2 1.388(3) . ?
C14_2 H14_2 0.9500 . ?
C15_2 C16_2 1.376(3) . ?
C15_2 H15_2 0.9500 . ?
C16_2 H16_2 0.9500 . ?
N17_2 H17A_2 0.882(18) . ?
N17_2 H17B_2 0.866(18) . ?

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
F1_1 C1_1 C2_1 118.25(16) . . ?
F1_1 C1_1 C3_1 118.28(15) . 2_766 ?
C2_1 C1_1 C3_1 123.46(16) . 2_766 ?
C1_1 C2_1 C3_1 119.41(16) . . ?
C1_1 C2_1 H2_1 120.3 . . ?
C3_1 C2_1 H2_1 120.3 . . ?
C1_1 C3_1 C2_1 117.13(15) 2_766 . ?
C1_1 C3_1 C4_1 121.60(16) 2_766 . ?
C2_1 C3_1 C4_1 121.21(16) . . ?
C5_1 C4_1 C3_1 177.3(2) . . ?
C4_1 C5_1 C11_1 176.9(2) . . ?
C16_1 C11_1 C12_1 120.18(16) . . ?
C16_1 C11_1 C5_1 120.86(17) . . ?
C12_1 C11_1 C5_1 118.95(16) . . ?
N17_1 C12_1 C13_1 121.56(18) . . ?
N17_1 C12_1 C11_1 120.44(16) . . ?
C13_1 C12_1 C11_1 117.95(17) . . ?
C14_1 C13_1 C12_1 120.76(19) . . ?
C14_1 C13_1 H13_1 119.6 . . ?
C12_1 C13_1 H13_1 119.6 . . ?
C13_1 C14_1 C15_1 121.25(17) . . ?
C13_1 C14_1 H14_1 119.4 . . ?
C15_1 C14_1 H14_1 119.4 . . ?
C16_1 C15_1 C14_1 119.17(19) . . ?
C16_1 C15_1 H15_1 120.4 . . ?
C14_1 C15_1 H15_1 120.4 . . ?
C15_1 C16_1 C11_1 120.67(18) . . ?
C15_1 C16_1 H16_1 119.7 . . ?
C11_1 C16_1 H16_1 119.7 . . ?
C12_1 N17_1 H17A_1 116.7(17) . . ?
C12_1 N17_1 H17B_1 114.8(17) . . ?
H17A_1 N17_1 H17B_1 115(2) . . ?
F1_2 C1_2 C2_2 118.49(17) . . ?
F1_2 C1_2 C3_2 117.52(16) . 2_556 ?
C2_2 C1_2 C3_2 123.99(17) . 2_556 ?
C1_2 C2_2 C3_2 118.89(17) . . ?
C1_2 C2_2 H2_2 120.6 . . ?
C3_2 C2_2 H2_2 120.6 . . ?
C1_2 C3_2 C2_2 117.11(16) 2_556 . ?
C1_2 C3_2 C4_2 120.07(17) 2_556 . ?
C2_2 C3_2 C4_2 122.82(17) . . ?
C5_2 C4_2 C3_2 176.9(2) . . ?
C4_2 C5_2 C11_2 174.9(2) . . ?
C16_2 C11_2 C12_2 120.07(17) . . ?
C16_2 C11_2 C5_2 121.37(17) . . ?
C12_2 C11_2 C5_2 118.55(17) . . ?
N17_2 C12_2 C13_2 121.7(2) . . ?
N17_2 C12_2 C11_2 120.13(18) . . ?
C13_2 C12_2 C11_2 118.16(19) . . ?
C14_2 C13_2 C12_2 120.7(2) . . ?
C14_2 C13_2 H13_2 119.6 . . ?
C12_2 C13_2 H13_2 119.6 . . ?
C13_2 C14_2 C15_2 121.23(19) . . ?
C13_2 C14_2 H14_2 119.4 . . ?
C15_2 C14_2 H14_2 119.4 . . ?
C16_2 C15_2 C14_2 119.1(2) . . ?
C16_2 C15_2 H15_2 120.4 . . ?
C14_2 C15_2 H15_2 120.4 . . ?
C15_2 C16_2 C11_2 120.69(19) . . ?
C15_2 C16_2 H16_2 119.7 . . ?
C11_2 C16_2 H16_2 119.7 . . ?
C12_2 N17_2 H17A_2 115(2) . . ?
C12_2 N17_2 H17B_2 114.9(19) . . ?
H17A_2 N17_2 H17B_2 122(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1_1 C1_1 C2_1 C3_1 179.62(16) . . . . ?
C3_1 C1_1 C2_1 C3_1 0.4(3) 2_766 . . . ?
C1_1 C2_1 C3_1 C1_1 -0.3(3) . . . 2_766 ?
C1_1 C2_1 C3_1 C4_1 176.99(16) . . . . ?
C16_1 C11_1 C12_1 N17_1 179.14(17) . . . . ?
C5_1 C11_1 C12_1 N17_1 -1.9(3) . . . . ?
C16_1 C11_1 C12_1 C13_1 1.9(3) . . . . ?
C5_1 C11_1 C12_1 C13_1 -179.23(17) . . . . ?
N17_1 C12_1 C13_1 C14_1 -179.06(19) . . . . ?
C11_1 C12_1 C13_1 C14_1 -1.8(3) . . . . ?
C12_1 C13_1 C14_1 C15_1 0.7(3) . . . . ?
C13_1 C14_1 C15_1 C16_1 0.5(3) . . . . ?
C14_1 C15_1 C16_1 C11_1 -0.4(3) . . . . ?
C12_1 C11_1 C16_1 C15_1 -0.8(3) . . . . ?
C5_1 C11_1 C16_1 C15_1 -179.66(17) . . . . ?
F1_2 C1_2 C2_2 C3_2 -179.72(15) . . . . ?
C3_2 C1_2 C2_2 C3_2 0.0(3) 2_556 . . . ?
C1_2 C2_2 C3_2 C1_2 0.0(3) . . . 2_556 ?
C1_2 C2_2 C3_2 C4_2 -179.84(17) . . . . ?
C16_2 C11_2 C12_2 N17_2 179.63(18) . . . . ?
C5_2 C11_2 C12_2 N17_2 -1.6(3) . . . . ?
C16_2 C11_2 C12_2 C13_2 1.5(3) . . . . ?
C5_2 C11_2 C12_2 C13_2 -179.73(17) . . . . ?
N17_2 C12_2 C13_2 C14_2 -179.3(2) . . . . ?
C11_2 C12_2 C13_2 C14_2 -1.2(3) . . . . ?
C12_2 C13_2 C14_2 C15_2 0.2(3) . . . . ?
C13_2 C14_2 C15_2 C16_2 0.7(3) . . . . ?
C14_2 C15_2 C16_2 C11_2 -0.4(3) . . . . ?
C12_2 C11_2 C16_2 C15_2 -0.7(3) . . . . ?
C5_2 C11_2 C16_2 C15_2 -179.42(18) . . . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.044


####################################################################### 
# 
# 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_chr71
_database_code_depnum_ccdc_archive 'CCDC 2380044'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '10be in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H50 Cl2 N2 Se2'
_chemical_formula_weight         919.75

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   26.6788(10)
_cell_length_b                   10.4142(4)
_cell_length_c                   16.3568(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.530(3)
_cell_angle_gamma                90
_cell_volume                     4540.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    2260
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      18.69

_exptl_crystal_description       irregular
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    1.783
_shelx_estimated_absorpt_T_min   0.859
_shelx_estimated_absorpt_T_max   0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8257
_exptl_absorpt_correction_T_max  0.9583
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS microsource'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20865
_diffrn_reflns_av_unetI/netI     0.0943
_diffrn_reflns_av_R_equivalents  0.1105
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.528
_diffrn_reflns_theta_max         25.094
_diffrn_reflns_theta_full        25.094
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4020
_reflns_number_gt                2500
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0577P)²+7.8020P] 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         4020
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1078
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1430
_refine_ls_wR_factor_gt          0.1210
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
Se1 Se 0.41828(2) -0.18265(5) 0.58409(4) 0.0342(2) Uani 1 1 d . . . . .
C2 C 0.37420(18) -0.0447(5) 0.5636(3) 0.0262(12) Uani 1 1 d . . . . .
C3 C 0.39602(17) 0.0573(5) 0.5244(3) 0.0267(12) Uani 1 1 d . . . . .
C4 C 0.44992(17) 0.0385(5) 0.5094(3) 0.0253(12) Uani 1 1 d . . . . .
C5 C 0.46754(17) -0.0820(5) 0.5351(3) 0.0266(12) Uani 1 1 d . . . . .
C6 C 0.48337(18) 0.1211(5) 0.4735(3) 0.0300(13) Uani 1 1 d . . . . .
H6 H 0.472698 0.203576 0.455075 0.036 Uiso 1 1 calc R U . . .
C7 C 0.36530(18) 0.1646(5) 0.5036(3) 0.0283(12) Uani 1 1 d . . . . .
N8 N 0.31683(15) 0.1691(4) 0.5195(3) 0.0342(11) Uani 1 1 d . . . . .
C9 C 0.29599(18) 0.0670(5) 0.5577(3) 0.0299(13) Uani 1 1 d . . . . .
C10 C 0.24376(19) 0.0709(5) 0.5705(3) 0.0377(14) Uani 1 1 d . . . . .
H10 H 0.224660 0.144023 0.553775 0.045 Uiso 1 1 calc R U . . .
C11 C 0.22106(19) -0.0291(5) 0.6064(3) 0.0379(15) Uani 1 1 d . . . . .
H11 H 0.186139 -0.023704 0.614970 0.045 Uiso 1 1 calc R U . . .
C12 C 0.24713(19) -0.1414(5) 0.6316(3) 0.0308(13) Uani 1 1 d . . . . .
C13 C 0.29746(19) -0.1472(5) 0.6183(3) 0.0304(13) Uani 1 1 d . . . . .
H13 H 0.315754 -0.222284 0.633777 0.036 Uiso 1 1 calc R U . . .
C14 C 0.32281(17) -0.0436(5) 0.5818(3) 0.0260(12) Uani 1 1 d . . . . .
C15 C 0.2189(2) -0.2527(6) 0.6712(3) 0.0364(14) Uani 1 1 d . . . . .
C16 C 0.1749(2) -0.2921(6) 0.6136(4) 0.062(2) Uani 1 1 d . . . . .
H16A H 0.156374 -0.362310 0.638320 0.092 Uiso 1 1 calc R U . . .
H16B H 0.187676 -0.320903 0.561354 0.092 Uiso 1 1 calc R U . . .
H16C H 0.152528 -0.218551 0.604052 0.092 Uiso 1 1 calc R U . . .
C17 C 0.1990(2) -0.2056(6) 0.7520(4) 0.0526(18) Uani 1 1 d . . . . .
H17A H 0.180893 -0.275468 0.778001 0.079 Uiso 1 1 calc R U . . .
H17B H 0.176096 -0.133178 0.741545 0.079 Uiso 1 1 calc R U . . .
H17C H 0.227065 -0.177860 0.788407 0.079 Uiso 1 1 calc R U . . .
C18 C 0.2518(2) -0.3696(6) 0.6876(4) 0.062(2) Uani 1 1 d . . . . .
H18A H 0.231780 -0.438071 0.711146 0.093 Uiso 1 1 calc R U . . .
H18B H 0.279557 -0.346736 0.725990 0.093 Uiso 1 1 calc R U . . .
H18C H 0.265182 -0.399378 0.636070 0.093 Uiso 1 1 calc R U . . .
C21 C 0.38522(19) 0.2789(5) 0.4603(4) 0.0321(14) Uani 1 1 d . . . . .
C22 C 0.3874(2) 0.2774(6) 0.3760(4) 0.0407(15) Uani 1 1 d . . . . .
C23 C 0.4091(2) 0.3816(7) 0.3371(4) 0.0548(18) Uani 1 1 d . . . . .
H23 H 0.410509 0.380979 0.279197 0.066 Uiso 1 1 calc R U . . .
C24 C 0.4286(2) 0.4861(7) 0.3805(5) 0.059(2) Uani 1 1 d . . . . .
C25 C 0.4246(2) 0.4847(6) 0.4645(5) 0.0532(18) Uani 1 1 d . . . . .
H25 H 0.437282 0.555927 0.495251 0.064 Uiso 1 1 calc R U . . .
C26 C 0.4030(2) 0.3850(6) 0.5058(4) 0.0425(16) Uani 1 1 d . . . . .
C27 C 0.3671(2) 0.1676(7) 0.3267(4) 0.0614(19) Uani 1 1 d . . . . .
H27A H 0.371626 0.184088 0.268530 0.092 Uiso 1 1 calc R U . . .
H27B H 0.331247 0.157562 0.336037 0.092 Uiso 1 1 calc R U . . .
H27C H 0.384921 0.088876 0.343164 0.092 Uiso 1 1 calc R U . . .
C28 C 0.4531(3) 0.5986(7) 0.3382(5) 0.092(3) Uani 1 1 d . . . . .
H28A H 0.474888 0.645072 0.377929 0.138 Uiso 1 1 calc R U . . .
H28B H 0.427081 0.656629 0.315750 0.138 Uiso 1 1 calc R U . . .
H28C H 0.473144 0.566391 0.293810 0.138 Uiso 1 1 calc R U . . .
C29 C 0.3988(3) 0.3913(7) 0.5968(4) 0.073(2) Uani 1 1 d . . . . .
H29A H 0.417337 0.466131 0.618364 0.109 Uiso 1 1 calc R U . . .
H29B H 0.412951 0.312987 0.621815 0.109 Uiso 1 1 calc R U . . .
H29C H 0.363428 0.398861 0.609799 0.109 Uiso 1 1 calc R U . . .
C31 C 0.500000 0.9802(16) 0.250000 0.232(13) Uani 1 2 d S T P . .
H31A H 0.496398 1.036805 0.298003 0.279 Uiso 0.5 1 calc R U P . .
H31B H 0.503602 1.036808 0.201999 0.279 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.44671(13) 0.9011(3) 0.2356(2) 0.1435(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C2 1.877(5) . ?
Se1 C5 1.887(5) . ?
C2 C3 1.383(7) . ?
C2 C14 1.416(6) . ?
C3 C7 1.418(7) . ?
C3 C4 1.483(6) . ?
C4 C6 1.388(7) . ?
C4 C5 1.398(7) . ?
C5 C6 1.384(6) 5_656 ?
C6 H6 0.9500 . ?
C7 N8 1.331(6) . ?
C7 C21 1.495(7) . ?
N8 C9 1.364(6) . ?
C9 C14 1.403(7) . ?
C9 C10 1.419(7) . ?
C10 C11 1.352(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.413(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.371(7) . ?
C12 C15 1.540(7) . ?
C13 C14 1.419(7) . ?
C13 H13 0.9500 . ?
C15 C18 1.517(8) . ?
C15 C17 1.527(8) . ?
C15 C16 1.529(8) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C22 1.383(8) . ?
C21 C26 1.403(8) . ?
C22 C23 1.395(8) . ?
C22 C27 1.488(8) . ?
C23 C24 1.388(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(9) . ?
C24 C28 1.523(8) . ?
C25 C26 1.378(8) . ?
C25 H25 0.9500 . ?
C26 C29 1.500(8) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 Cl1 1.651(9) . ?
C31 Cl1 1.651(9) 2_655 ?
C31 H31A 0.9900 . ?
C31 H31B 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
C2 Se1 C5 86.7(2) . . ?
C3 C2 C14 121.5(5) . . ?
C3 C2 Se1 113.4(3) . . ?
C14 C2 Se1 125.0(4) . . ?
C2 C3 C7 117.8(4) . . ?
C2 C3 C4 114.0(4) . . ?
C7 C3 C4 128.3(5) . . ?
C6 C4 C5 118.0(4) . . ?
C6 C4 C3 129.3(5) . . ?
C5 C4 C3 112.6(4) . . ?
C6 C5 C4 122.7(5) 5_656 . ?
C6 C5 Se1 124.0(4) 5_656 . ?
C4 C5 Se1 113.3(3) . . ?
C5 C6 C4 119.3(5) 5_656 . ?
C5 C6 H6 120.4 5_656 . ?
C4 C6 H6 120.4 . . ?
N8 C7 C3 122.5(5) . . ?
N8 C7 C21 115.7(4) . . ?
C3 C7 C21 121.8(4) . . ?
C7 N8 C9 118.8(4) . . ?
N8 C9 C14 123.7(4) . . ?
N8 C9 C10 117.9(5) . . ?
C14 C9 C10 118.3(5) . . ?
C11 C10 C9 120.3(5) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 122.7(5) . . ?
C10 C11 H11 118.6 . . ?
C12 C11 H11 118.6 . . ?
C13 C12 C11 117.6(5) . . ?
C13 C12 C15 122.3(5) . . ?
C11 C12 C15 120.1(5) . . ?
C12 C13 C14 121.4(5) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C9 C14 C2 115.7(5) . . ?
C9 C14 C13 119.7(4) . . ?
C2 C14 C13 124.5(5) . . ?
C18 C15 C17 109.0(5) . . ?
C18 C15 C16 108.3(5) . . ?
C17 C15 C16 109.5(5) . . ?
C18 C15 C12 112.8(4) . . ?
C17 C15 C12 108.5(5) . . ?
C16 C15 C12 108.6(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C21 C26 120.6(5) . . ?
C22 C21 C7 119.7(5) . . ?
C26 C21 C7 119.6(5) . . ?
C21 C22 C23 118.8(6) . . ?
C21 C22 C27 121.2(5) . . ?
C23 C22 C27 120.0(6) . . ?
C24 C23 C22 122.0(6) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C25 C24 C23 117.2(6) . . ?
C25 C24 C28 120.8(7) . . ?
C23 C24 C28 122.0(7) . . ?
C26 C25 C24 123.1(6) . . ?
C26 C25 H25 118.4 . . ?
C24 C25 H25 118.4 . . ?
C25 C26 C21 118.2(6) . . ?
C25 C26 C29 120.3(6) . . ?
C21 C26 C29 121.5(5) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl1 C31 Cl1 120.2(11) . 2_655 ?
Cl1 C31 H31A 107.3 . . ?
Cl1 C31 H31A 107.3 2_655 . ?
Cl1 C31 H31B 107.3 . . ?
Cl1 C31 H31B 107.3 2_655 . ?
H31A C31 H31B 106.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 Se1 C2 C3 0.8(4) . . . . ?
C5 Se1 C2 C14 177.9(5) . . . . ?
C14 C2 C3 C7 0.7(8) . . . . ?
Se1 C2 C3 C7 177.9(4) . . . . ?
C14 C2 C3 C4 -179.2(5) . . . . ?
Se1 C2 C3 C4 -2.0(6) . . . . ?
C2 C3 C4 C6 -178.5(5) . . . . ?
C7 C3 C4 C6 1.6(9) . . . . ?
C2 C3 C4 C5 2.5(6) . . . . ?
C7 C3 C4 C5 -177.4(5) . . . . ?
C6 C4 C5 C6 0.3(9) . . . 5_656 ?
C3 C4 C5 C6 179.4(5) . . . 5_656 ?
C6 C4 C5 Se1 179.1(4) . . . . ?
C3 C4 C5 Se1 -1.8(6) . . . . ?
C2 Se1 C5 C6 179.4(5) . . . 5_656 ?
C2 Se1 C5 C4 0.6(4) . . . . ?
C5 C4 C6 C5 -0.3(8) . . . 5_656 ?
C3 C4 C6 C5 -179.2(5) . . . 5_656 ?
C2 C3 C7 N8 -0.8(8) . . . . ?
C4 C3 C7 N8 179.0(5) . . . . ?
C2 C3 C7 C21 -179.3(5) . . . . ?
C4 C3 C7 C21 0.6(8) . . . . ?
C3 C7 N8 C9 0.4(8) . . . . ?
C21 C7 N8 C9 178.9(5) . . . . ?
C7 N8 C9 C14 0.2(8) . . . . ?
C7 N8 C9 C10 -176.9(5) . . . . ?
N8 C9 C10 C11 178.5(5) . . . . ?
C14 C9 C10 C11 1.2(8) . . . . ?
C9 C10 C11 C12 -0.9(9) . . . . ?
C10 C11 C12 C13 -0.3(9) . . . . ?
C10 C11 C12 C15 -179.3(5) . . . . ?
C11 C12 C13 C14 1.1(8) . . . . ?
C15 C12 C13 C14 -179.9(5) . . . . ?
N8 C9 C14 C2 -0.3(8) . . . . ?
C10 C9 C14 C2 176.8(5) . . . . ?
N8 C9 C14 C13 -177.5(5) . . . . ?
C10 C9 C14 C13 -0.4(8) . . . . ?
C3 C2 C14 C9 -0.2(8) . . . . ?
Se1 C2 C14 C9 -177.0(4) . . . . ?
C3 C2 C14 C13 176.9(5) . . . . ?
Se1 C2 C14 C13 0.0(8) . . . . ?
C12 C13 C14 C9 -0.8(8) . . . . ?
C12 C13 C14 C2 -177.7(5) . . . . ?
C13 C12 C15 C18 -4.0(8) . . . . ?
C11 C12 C15 C18 174.9(5) . . . . ?
C13 C12 C15 C17 117.0(6) . . . . ?
C11 C12 C15 C17 -64.1(7) . . . . ?
C13 C12 C15 C16 -124.1(6) . . . . ?
C11 C12 C15 C16 54.8(7) . . . . ?
N8 C7 C21 C22 -94.8(6) . . . . ?
C3 C7 C21 C22 83.7(7) . . . . ?
N8 C7 C21 C26 87.3(6) . . . . ?
C3 C7 C21 C26 -94.2(6) . . . . ?
C26 C21 C22 C23 1.9(8) . . . . ?
C7 C21 C22 C23 -176.0(5) . . . . ?
C26 C21 C22 C27 -177.8(5) . . . . ?
C7 C21 C22 C27 4.3(8) . . . . ?
C21 C22 C23 C24 0.3(9) . . . . ?
C27 C22 C23 C24 -180.0(6) . . . . ?
C22 C23 C24 C25 -1.6(9) . . . . ?
C22 C23 C24 C28 178.8(6) . . . . ?
C23 C24 C25 C26 0.8(9) . . . . ?
C28 C24 C25 C26 -179.6(6) . . . . ?
C24 C25 C26 C21 1.3(9) . . . . ?
C24 C25 C26 C29 -178.5(6) . . . . ?
C22 C21 C26 C25 -2.7(8) . . . . ?
C7 C21 C26 C25 175.2(5) . . . . ?
C22 C21 C26 C29 177.1(6) . . . . ?
C7 C21 C26 C29 -5.0(8) . . . . ?

_refine_diff_density_max         0.668
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.094


####################################################################### 
# 
# 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_chr62
_database_code_depnum_ccdc_archive 'CCDC 2380041'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '9ba in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H36 N2 S2'
_chemical_formula_weight         656.87

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'
S S 0.1246 0.1234 '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                   5.9420(7)
_cell_length_b                   10.9486(14)
_cell_length_c                   13.5387(16)
_cell_angle_alpha                94.938(3)
_cell_angle_beta                 92.627(3)
_cell_angle_gamma                101.794(3)
_cell_volume                     857.17(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3641
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      28.36

_exptl_crystal_description       rhomboid
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             346
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.014
_exptl_absorpt_coefficient_mu    0.190
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9023
_exptl_absorpt_correction_T_max  0.9598
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS microsource'
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16548
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.513
_diffrn_reflns_theta_max         29.183
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4271
_reflns_number_gt                2879
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0708P)²+0.1209P] 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         4271
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1457
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.28367(9) 0.52020(5) 0.31352(4) 0.03296(18) Uani 1 1 d . . . . .
C1 C -0.0906(3) 0.41609(19) 0.41546(15) 0.0292(5) Uani 1 1 d . . . . .
H1 H -0.148901 0.360857 0.357841 0.035 Uiso 1 1 calc R U . . .
C2 C 0.1127(3) 0.50402(19) 0.41479(15) 0.0265(4) Uani 1 1 d . . . . .
C3 C 0.2081(3) 0.59004(18) 0.49800(15) 0.0250(4) Uani 1 1 d . . . . .
C4 C 0.4222(3) 0.67128(18) 0.47505(15) 0.0253(4) Uani 1 1 d . . . . .
C5 C 0.4822(3) 0.64123(18) 0.37981(15) 0.0259(4) Uani 1 1 d . . . . .
C6 C 0.6862(3) 0.70576(18) 0.34156(15) 0.0253(4) Uani 1 1 d . . . . .
C7 C 0.7501(3) 0.68265(19) 0.24359(16) 0.0275(4) Uani 1 1 d . . . . .
H7 H 0.654748 0.618019 0.200070 0.033 Uiso 1 1 calc R U . . .
C8 C 0.9464(3) 0.75118(19) 0.20960(15) 0.0268(4) Uani 1 1 d . . . . .
C9 C 1.0899(4) 0.8431(2) 0.27851(16) 0.0323(5) Uani 1 1 d . . . . .
H9 H 1.229452 0.889511 0.257373 0.039 Uiso 1 1 calc R U . . .
C10 C 1.0340(4) 0.8668(2) 0.37396(16) 0.0334(5) Uani 1 1 d . . . . .
H10 H 1.134643 0.928846 0.417736 0.040 Uiso 1 1 calc R U . . .
C11 C 0.8277(3) 0.79978(19) 0.40818(15) 0.0277(4) Uani 1 1 d . . . . .
N12 N 0.7701(3) 0.83213(16) 0.50238(13) 0.0298(4) Uani 1 1 d . . . . .
C13 C 0.5743(3) 0.77218(18) 0.53395(15) 0.0258(4) Uani 1 1 d . . . . .
C21 C 1.0050(3) 0.7389(2) 0.10092(16) 0.0301(5) Uani 1 1 d . . . . .
C22 C 0.8418(4) 0.6300(2) 0.03947(18) 0.0408(6) Uani 1 1 d . . . . .
H22A H 0.888196 0.624705 -0.029037 0.061 Uiso 1 1 calc R U . . .
H22B H 0.684115 0.644003 0.039910 0.061 Uiso 1 1 calc R U . . .
H22C H 0.848453 0.551536 0.068140 0.061 Uiso 1 1 calc R U . . .
C23 C 0.9841(4) 0.8605(2) 0.05636(18) 0.0415(6) Uani 1 1 d . . . . .
H23A H 1.018848 0.854129 -0.013736 0.062 Uiso 1 1 calc R U . . .
H23B H 1.093315 0.931177 0.092631 0.062 Uiso 1 1 calc R U . . .
H23C H 0.826949 0.874052 0.061704 0.062 Uiso 1 1 calc R U . . .
C24 C 1.2521(4) 0.7191(3) 0.09226(19) 0.0446(6) Uani 1 1 d . . . . .
H24A H 1.289183 0.717323 0.022434 0.067 Uiso 1 1 calc R U . . .
H24B H 1.265011 0.639445 0.117528 0.067 Uiso 1 1 calc R U . . .
H24C H 1.359742 0.788005 0.131291 0.067 Uiso 1 1 calc R U . . .
C31 C 0.5196(3) 0.81808(18) 0.63544(15) 0.0266(4) Uani 1 1 d . . . . .
C32 C 0.3414(4) 0.8814(2) 0.64931(17) 0.0381(5) Uani 1 1 d . . . . .
H32 H 0.251147 0.895654 0.593402 0.046 Uiso 1 1 calc R U . . .
C33 C 0.2943(4) 0.9237(2) 0.74372(19) 0.0444(6) Uani 1 1 d . . . . .
H33 H 0.174504 0.968568 0.752154 0.053 Uiso 1 1 calc R U . . .
C34 C 0.4196(4) 0.9012(2) 0.82531(18) 0.0445(6) Uani 1 1 d . . . . .
H34 H 0.384646 0.928563 0.890233 0.053 Uiso 1 1 calc R U . . .
C35 C 0.5957(5) 0.8389(3) 0.81238(18) 0.0494(7) Uani 1 1 d . . . . .
H35 H 0.681722 0.822290 0.868750 0.059 Uiso 1 1 calc R U . . .
C36 C 0.6494(4) 0.7998(2) 0.71796(17) 0.0383(5) Uani 1 1 d . . . . .
H36 H 0.776452 0.760216 0.709929 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
S1 C5 1.736(2) . ?
S1 C2 1.743(2) . ?
C1 C2 1.383(3) . ?
C1 C3 1.391(3) 2_566 ?
C1 H1 0.9500 . ?
C2 C3 1.421(3) . ?
C3 C4 1.459(3) . ?
C4 C5 1.384(3) . ?
C4 C13 1.431(3) . ?
C5 C6 1.416(3) . ?
C6 C7 1.412(3) . ?
C6 C11 1.413(3) . ?
C7 C8 1.374(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.423(3) . ?
C8 C21 1.528(3) . ?
C9 C10 1.365(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.414(3) . ?
C10 H10 0.9500 . ?
C11 N12 1.372(3) . ?
N12 C13 1.322(3) . ?
C13 C31 1.495(3) . ?
C21 C22 1.528(3) . ?
C21 C23 1.534(3) . ?
C21 C24 1.535(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C31 C36 1.381(3) . ?
C31 C32 1.390(3) . ?
C32 C33 1.382(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.372(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.371(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(3) . ?
C35 H35 0.9500 . ?
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
C5 S1 C2 91.14(9) . . ?
C2 C1 C3 118.81(19) . 2_566 ?
C2 C1 H1 120.6 . . ?
C3 C1 H1 120.6 2_566 . ?
C1 C2 C3 123.44(19) . . ?
C1 C2 S1 124.24(16) . . ?
C3 C2 S1 112.31(14) . . ?
C1 C3 C2 117.75(18) 2_566 . ?
C1 C3 C4 131.25(18) 2_566 . ?
C2 C3 C4 111.00(17) . . ?
C5 C4 C13 117.16(17) . . ?
C5 C4 C3 111.88(17) . . ?
C13 C4 C3 130.95(18) . . ?
C4 C5 C6 122.08(18) . . ?
C4 C5 S1 113.63(14) . . ?
C6 C5 S1 124.29(16) . . ?
C7 C6 C11 120.09(18) . . ?
C7 C6 C5 124.33(19) . . ?
C11 C6 C5 115.57(18) . . ?
C8 C7 C6 121.73(19) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 117.33(19) . . ?
C7 C8 C21 122.77(18) . . ?
C9 C8 C21 119.74(17) . . ?
C10 C9 C8 122.29(18) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
N12 C11 C6 123.23(18) . . ?
N12 C11 C10 118.79(18) . . ?
C6 C11 C10 117.93(19) . . ?
C13 N12 C11 119.14(17) . . ?
N12 C13 C4 122.71(18) . . ?
N12 C13 C31 115.47(17) . . ?
C4 C13 C31 121.81(17) . . ?
C22 C21 C8 112.46(17) . . ?
C22 C21 C23 108.14(19) . . ?
C8 C21 C23 108.15(17) . . ?
C22 C21 C24 108.13(19) . . ?
C8 C21 C24 110.99(18) . . ?
C23 C21 C24 108.88(19) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C36 C31 C32 118.4(2) . . ?
C36 C31 C13 120.08(19) . . ?
C32 C31 C13 121.47(19) . . ?
C33 C32 C31 120.6(2) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C34 C33 C32 120.4(2) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C33 119.4(2) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C36 120.7(2) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C31 C36 C35 120.4(2) . . ?
C31 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?

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
C3 C1 C2 C3 -0.6(3) 2_566 . . . ?
C3 C1 C2 S1 178.04(16) 2_566 . . . ?
C5 S1 C2 C1 -179.0(2) . . . . ?
C5 S1 C2 C3 -0.29(16) . . . . ?
C1 C2 C3 C1 0.6(3) . . . 2_566 ?
S1 C2 C3 C1 -178.20(15) . . . 2_566 ?
C1 C2 C3 C4 -179.80(19) . . . . ?
S1 C2 C3 C4 1.4(2) . . . . ?
C1 C3 C4 C5 177.4(2) 2_566 . . . ?
C2 C3 C4 C5 -2.2(2) . . . . ?
C1 C3 C4 C13 -1.9(4) 2_566 . . . ?
C2 C3 C4 C13 178.5(2) . . . . ?
C13 C4 C5 C6 0.7(3) . . . . ?
C3 C4 C5 C6 -178.70(18) . . . . ?
C13 C4 C5 S1 -178.60(15) . . . . ?
C3 C4 C5 S1 2.0(2) . . . . ?
C2 S1 C5 C4 -1.01(16) . . . . ?
C2 S1 C5 C6 179.71(19) . . . . ?
C4 C5 C6 C7 -177.02(19) . . . . ?
S1 C5 C6 C7 2.2(3) . . . . ?
C4 C5 C6 C11 2.0(3) . . . . ?
S1 C5 C6 C11 -178.73(15) . . . . ?
C11 C6 C7 C8 -1.2(3) . . . . ?
C5 C6 C7 C8 177.78(19) . . . . ?
C6 C7 C8 C9 2.9(3) . . . . ?
C6 C7 C8 C21 -172.57(18) . . . . ?
C7 C8 C9 C10 -2.2(3) . . . . ?
C21 C8 C9 C10 173.4(2) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C7 C6 C11 N12 176.16(19) . . . . ?
C5 C6 C11 N12 -2.9(3) . . . . ?
C7 C6 C11 C10 -1.1(3) . . . . ?
C5 C6 C11 C10 179.74(19) . . . . ?
C9 C10 C11 N12 -175.6(2) . . . . ?
C9 C10 C11 C6 1.8(3) . . . . ?
C6 C11 N12 C13 0.9(3) . . . . ?
C10 C11 N12 C13 178.18(19) . . . . ?
C11 N12 C13 C4 2.2(3) . . . . ?
C11 N12 C13 C31 -176.92(18) . . . . ?
C5 C4 C13 N12 -3.0(3) . . . . ?
C3 C4 C13 N12 176.3(2) . . . . ?
C5 C4 C13 C31 176.09(18) . . . . ?
C3 C4 C13 C31 -4.6(3) . . . . ?
C7 C8 C21 C22 -8.5(3) . . . . ?
C9 C8 C21 C22 176.19(19) . . . . ?
C7 C8 C21 C23 110.9(2) . . . . ?
C9 C8 C21 C23 -64.5(2) . . . . ?
C7 C8 C21 C24 -129.7(2) . . . . ?
C9 C8 C21 C24 54.9(3) . . . . ?
N12 C13 C31 C36 -69.0(3) . . . . ?
C4 C13 C31 C36 111.9(2) . . . . ?
N12 C13 C31 C32 110.0(2) . . . . ?
C4 C13 C31 C32 -69.2(3) . . . . ?
C36 C31 C32 C33 -0.7(3) . . . . ?
C13 C31 C32 C33 -179.6(2) . . . . ?
C31 C32 C33 C34 -1.5(4) . . . . ?
C32 C33 C34 C35 1.5(4) . . . . ?
C33 C34 C35 C36 0.7(4) . . . . ?
C32 C31 C36 C35 2.9(3) . . . . ?
C13 C31 C36 C35 -178.1(2) . . . . ?
C34 C35 C36 C31 -2.9(4) . . . . ?

_refine_diff_density_max         0.358
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.118


####################################################################### 
# 
# 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_chr72
_database_code_depnum_ccdc_archive 'CCDC 2380045'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '10cc in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H68 N2 Se2'
_chemical_formula_weight         975.08

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'

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

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

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

_cell_length_a                   17.8271(8)
_cell_length_b                   4.9029(2)
_cell_length_c                   28.5940(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.823(3)
_cell_angle_gamma                90
_cell_volume                     2469.67(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    11669
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      60.78

_exptl_crystal_description       column
_exptl_crystal_colour            'pale brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             1020
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.016
_exptl_crystal_size_min          0.014
_exptl_absorpt_coefficient_mu    2.169
_shelx_estimated_absorpt_T_min   0.598
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8300
_exptl_absorpt_correction_T_max  0.9674
_exptl_absorpt_process_details   'STOE X-AREA LANA'
_exptl_absorpt_special_details   'X-Area LANA 2.7.12 (STOE, 2023)'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Genix3D Cu HF'
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            17278
_diffrn_reflns_av_unetI/netI     0.0814
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.508
_diffrn_reflns_theta_max         61.056
_diffrn_reflns_theta_full        61.056
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             3681
_reflns_number_gt                2286
_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       'X-Area Pilatus3_SV 1.31.192.0 (STOE, 2023)'
_computing_cell_refinement       'X-Area Recipe 2.0.1 (STOE, 2023)'
_computing_data_reduction        'X-Area Integrate 2.5.15.0 (STOE, 2023)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0406P)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         3681
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0767
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_restrained_S_all      0.889
_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
Se1 Se 0.60926(2) 0.37146(9) 0.44506(2) 0.03716(15) Uani 1 1 d . . . . .
C2 C 0.5191(2) 0.4820(7) 0.40837(12) 0.0313(9) Uani 1 1 d . . . . .
C3 C 0.4546(2) 0.3598(8) 0.42118(12) 0.0316(9) Uani 1 1 d . . . . .
C4 C 0.4709(2) 0.1720(7) 0.46091(12) 0.0304(9) Uani 1 1 d . . . . .
C5 C 0.5497(2) 0.1511(8) 0.47862(12) 0.0310(9) Uani 1 1 d . . . . .
C6 C 0.4216(2) 0.0154(7) 0.48352(13) 0.0339(9) Uani 1 1 d . . . . .
H6 H 0.368482 0.022906 0.472994 0.041 Uiso 1 1 calc R U . . .
C7 C 0.3827(2) 0.4327(8) 0.39440(13) 0.0362(10) Uani 1 1 d . . . . .
N8 N 0.37601(17) 0.6054(7) 0.35801(10) 0.0386(8) Uani 1 1 d . . . . .
C9 C 0.4403(2) 0.7293(8) 0.34692(13) 0.0347(10) Uani 1 1 d . . . . .
C10 C 0.4318(2) 0.9266(8) 0.31062(13) 0.0407(11) Uani 1 1 d . . . . .
H10 H 0.382853 0.963354 0.293455 0.049 Uiso 1 1 calc R U . . .
C11 C 0.4940(2) 1.0662(8) 0.29992(13) 0.0397(10) Uani 1 1 d . . . . .
H11 H 0.486939 1.200348 0.275673 0.048 Uiso 1 1 calc R U . . .
C12 C 0.5674(2) 1.0160(8) 0.32378(13) 0.0355(10) Uani 1 1 d . . . . .
C13 C 0.5758(2) 0.8205(7) 0.35888(13) 0.0354(10) Uani 1 1 d . . . . .
H13 H 0.625319 0.782246 0.375079 0.042 Uiso 1 1 calc R U . . .
C14 C 0.5141(2) 0.6761(7) 0.37153(13) 0.0340(10) Uani 1 1 d . . . . .
C21 C 0.3082(2) 0.3311(8) 0.40535(13) 0.0357(10) Uani 1 1 d . . . . .
C22 C 0.2691(2) 0.1221(10) 0.38007(15) 0.0531(11) Uani 1 1 d . . . . .
H22 H 0.289587 0.037063 0.355001 0.064 Uiso 1 1 calc R U . . .
C23 C 0.1994(3) 0.0355(10) 0.39127(17) 0.0644(14) Uani 1 1 d . . . . .
H23 H 0.173237 -0.108952 0.373609 0.077 Uiso 1 1 calc R U . . .
C24 C 0.1677(2) 0.1540(11) 0.42726(15) 0.0550(12) Uani 1 1 d . . . . .
C25 C 0.2074(3) 0.3629(11) 0.45182(15) 0.0573(12) Uani 1 1 d . . . . .
H25 H 0.186835 0.449817 0.476696 0.069 Uiso 1 1 calc R U . . .
C26 C 0.2764(2) 0.4491(9) 0.44117(14) 0.0518(12) Uani 1 1 d . . . . .
H26 H 0.302565 0.593051 0.459010 0.062 Uiso 1 1 calc R U . . .
C31 C 0.6347(2) 1.1703(8) 0.31153(13) 0.0391(10) Uani 1 1 d . . . . .
H31A H 0.667534 1.224115 0.341224 0.047 Uiso 1 1 calc R U . . .
H31B H 0.616533 1.339419 0.294553 0.047 Uiso 1 1 calc R U . . .
C32 C 0.6822(2) 1.0090(8) 0.28100(15) 0.0444(11) Uani 1 1 d . . . . .
H32A H 0.697095 0.832892 0.296658 0.053 Uiso 1 1 calc R U . . .
H32B H 0.650873 0.968949 0.250094 0.053 Uiso 1 1 calc R U . . .
C33 C 0.7535(2) 1.1613(9) 0.27261(14) 0.0479(11) Uani 1 1 d . . . . .
H33A H 0.738219 1.335801 0.256471 0.057 Uiso 1 1 calc R U . . .
H33B H 0.783892 1.205267 0.303631 0.057 Uiso 1 1 calc R U . . .
C34 C 0.8025(2) 1.0058(9) 0.24349(16) 0.0558(13) Uani 1 1 d . . . . .
H34A H 0.772401 0.966474 0.212155 0.067 Uiso 1 1 calc R U . . .
H34B H 0.816364 0.828920 0.259160 0.067 Uiso 1 1 calc R U . . .
C35 C 0.8742(2) 1.1515(10) 0.23614(16) 0.0637(13) Uani 1 1 d . . . . .
H35A H 0.904480 1.189661 0.267469 0.076 Uiso 1 1 calc R U . . .
H35B H 0.860367 1.328887 0.220666 0.076 Uiso 1 1 calc R U . . .
C36 C 0.9233(3) 0.9955(11) 0.20655(19) 0.0852(17) Uani 1 1 d . . . . .
H36A H 0.967771 1.105797 0.202565 0.128 Uiso 1 1 calc R U . . .
H36B H 0.893956 0.955768 0.175442 0.128 Uiso 1 1 calc R U . . .
H36C H 0.940040 0.824210 0.222480 0.128 Uiso 1 1 calc R U . . .
C41 C 0.0938(2) 0.0562(12) 0.44088(18) 0.0795(17) Uani 1 1 d . . . . .
H41A H 0.104756 -0.107564 0.461016 0.095 Uiso 1 1 calc R U . . .
H41B H 0.075170 0.199136 0.460705 0.095 Uiso 1 1 calc R U . . .
C42 C 0.0323(3) -0.0115(14) 0.40313(19) 0.095(2) Uani 1 1 d . . . . .
H42A H 0.049935 -0.155925 0.383214 0.114 Uiso 1 1 calc R U . . .
H42B H 0.020180 0.151571 0.382961 0.114 Uiso 1 1 calc R U . . .
C43 C -0.0407(3) -0.1096(14) 0.4204(2) 0.0927(18) Uani 1 1 d . . . . .
H43A H -0.027580 -0.262094 0.442871 0.111 Uiso 1 1 calc R U . . .
H43B H -0.060623 0.041028 0.438027 0.111 Uiso 1 1 calc R U . . .
C44 C -0.1005(3) -0.1997(17) 0.3834(2) 0.132(3) Uani 1 1 d . . . . .
H44A H -0.079696 -0.340894 0.364247 0.158 Uiso 1 1 calc R U . . .
H44B H -0.116646 -0.043379 0.362340 0.158 Uiso 1 1 calc R U . . .
C45 C -0.1721(4) -0.3192(16) 0.4021(3) 0.124(3) Uani 1 1 d . . . . .
H45A H -0.206974 -0.399501 0.375389 0.149 Uiso 1 1 calc R U . . .
H45B H -0.156056 -0.466080 0.425258 0.149 Uiso 1 1 calc R U . . .
C46 C -0.2118(3) -0.1082(17) 0.4245(2) 0.122(2) Uani 1 1 d . . . . .
H46A H -0.258845 -0.183347 0.432979 0.182 Uiso 1 1 calc R U . . .
H46B H -0.223823 0.044442 0.402545 0.182 Uiso 1 1 calc R U . . .
H46C H -0.179334 -0.043661 0.453198 0.182 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 C2 1.861(4) . ?
Se1 C5 1.878(4) . ?
C2 C3 1.394(5) . ?
C2 C14 1.412(5) . ?
C3 C7 1.434(5) . ?
C3 C4 1.457(5) . ?
C4 C6 1.398(5) . ?
C4 C5 1.421(5) . ?
C5 C6 1.389(5) 3_656 ?
C6 H6 0.9500 . ?
C7 N8 1.333(4) . ?
C7 C21 1.497(5) . ?
N8 C9 1.376(5) . ?
C9 C10 1.410(5) . ?
C9 C14 1.418(5) . ?
C10 C11 1.377(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.401(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(5) . ?
C12 C31 1.505(5) . ?
C13 C14 1.401(5) . ?
C13 H13 0.9500 . ?
C21 C26 1.372(5) . ?
C21 C22 1.380(5) . ?
C22 C23 1.395(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.377(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(6) . ?
C24 C41 1.508(6) . ?
C25 C26 1.378(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.527(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.524(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.504(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.507(5) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.515(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C41 C42 1.454(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.538(6) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.451(7) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.571(8) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.456(8) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 Se1 C5 87.03(16) . . ?
C3 C2 C14 121.7(3) . . ?
C3 C2 Se1 113.7(3) . . ?
C14 C2 Se1 124.5(3) . . ?
C2 C3 C7 117.2(3) . . ?
C2 C3 C4 113.7(3) . . ?
C7 C3 C4 129.0(3) . . ?
C6 C4 C5 116.9(3) . . ?
C6 C4 C3 130.0(3) . . ?
C5 C4 C3 113.1(3) . . ?
C6 C5 C4 123.0(3) 3_656 . ?
C6 C5 Se1 124.5(3) 3_656 . ?
C4 C5 Se1 112.4(3) . . ?
C5 C6 C4 120.1(3) 3_656 . ?
C5 C6 H6 120.0 3_656 . ?
C4 C6 H6 120.0 . . ?
N8 C7 C3 122.8(3) . . ?
N8 C7 C21 113.5(3) . . ?
C3 C7 C21 123.7(3) . . ?
C7 N8 C9 118.8(3) . . ?
N8 C9 C10 118.2(4) . . ?
N8 C9 C14 123.1(3) . . ?
C10 C9 C14 118.6(4) . . ?
C11 C10 C9 120.3(4) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 121.9(4) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C13 C12 C11 117.8(4) . . ?
C13 C12 C31 121.1(4) . . ?
C11 C12 C31 121.1(4) . . ?
C12 C13 C14 122.4(4) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
C13 C14 C2 124.8(4) . . ?
C13 C14 C9 119.0(3) . . ?
C2 C14 C9 116.2(3) . . ?
C26 C21 C22 118.1(4) . . ?
C26 C21 C7 119.8(4) . . ?
C22 C21 C7 122.1(4) . . ?
C21 C22 C23 120.1(4) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 121.7(4) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C23 117.2(4) . . ?
C25 C24 C41 120.5(4) . . ?
C23 C24 C41 122.3(5) . . ?
C24 C25 C26 121.5(4) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C21 C26 C25 121.3(4) . . ?
C21 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C12 C31 C32 113.9(3) . . ?
C12 C31 H31A 108.8 . . ?
C32 C31 H31A 108.8 . . ?
C12 C31 H31B 108.8 . . ?
C32 C31 H31B 108.8 . . ?
H31A C31 H31B 107.7 . . ?
C33 C32 C31 112.6(3) . . ?
C33 C32 H32A 109.1 . . ?
C31 C32 H32A 109.1 . . ?
C33 C32 H32B 109.1 . . ?
C31 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
C34 C33 C32 114.1(3) . . ?
C34 C33 H33A 108.7 . . ?
C32 C33 H33A 108.7 . . ?
C34 C33 H33B 108.7 . . ?
C32 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 C35 114.5(4) . . ?
C33 C34 H34A 108.6 . . ?
C35 C34 H34A 108.6 . . ?
C33 C34 H34B 108.6 . . ?
C35 C34 H34B 108.6 . . ?
H34A C34 H34B 107.6 . . ?
C34 C35 C36 114.5(4) . . ?
C34 C35 H35A 108.6 . . ?
C36 C35 H35A 108.6 . . ?
C34 C35 H35B 108.6 . . ?
C36 C35 H35B 108.6 . . ?
H35A C35 H35B 107.6 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C42 C41 C24 118.0(4) . . ?
C42 C41 H41A 107.8 . . ?
C24 C41 H41A 107.8 . . ?
C42 C41 H41B 107.8 . . ?
C24 C41 H41B 107.8 . . ?
H41A C41 H41B 107.1 . . ?
C41 C42 C43 114.3(4) . . ?
C41 C42 H42A 108.7 . . ?
C43 C42 H42A 108.7 . . ?
C41 C42 H42B 108.7 . . ?
C43 C42 H42B 108.7 . . ?
H42A C42 H42B 107.6 . . ?
C44 C43 C42 115.1(5) . . ?
C44 C43 H43A 108.5 . . ?
C42 C43 H43A 108.5 . . ?
C44 C43 H43B 108.5 . . ?
C42 C43 H43B 108.5 . . ?
H43A C43 H43B 107.5 . . ?
C43 C44 C45 114.2(5) . . ?
C43 C44 H44A 108.7 . . ?
C45 C44 H44A 108.7 . . ?
C43 C44 H44B 108.7 . . ?
C45 C44 H44B 108.7 . . ?
H44A C44 H44B 107.6 . . ?
C46 C45 C44 111.1(6) . . ?
C46 C45 H45A 109.4 . . ?
C44 C45 H45A 109.4 . . ?
C46 C45 H45B 109.4 . . ?
C44 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 Se1 C2 C3 -0.5(3) . . . . ?
C5 Se1 C2 C14 177.9(3) . . . . ?
C14 C2 C3 C7 1.9(5) . . . . ?
Se1 C2 C3 C7 -179.6(3) . . . . ?
C14 C2 C3 C4 -178.1(3) . . . . ?
Se1 C2 C3 C4 0.4(4) . . . . ?
C2 C3 C4 C6 179.6(4) . . . . ?
C7 C3 C4 C6 -0.4(6) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C7 C3 C4 C5 180.0(4) . . . . ?
C6 C4 C5 C6 0.2(6) . . . 3_656 ?
C3 C4 C5 C6 179.8(3) . . . 3_656 ?
C6 C4 C5 Se1 180.0(3) . . . . ?
C3 C4 C5 Se1 -0.3(4) . . . . ?
C2 Se1 C5 C6 -179.7(3) . . . 3_656 ?
C2 Se1 C5 C4 0.5(3) . . . . ?
C5 C4 C6 C5 -0.1(6) . . . 3_656 ?
C3 C4 C6 C5 -179.8(3) . . . 3_656 ?
C2 C3 C7 N8 1.3(5) . . . . ?
C4 C3 C7 N8 -178.8(3) . . . . ?
C2 C3 C7 C21 -176.6(3) . . . . ?
C4 C3 C7 C21 3.3(6) . . . . ?
C3 C7 N8 C9 -3.1(5) . . . . ?
C21 C7 N8 C9 175.0(3) . . . . ?
C7 N8 C9 C10 -175.4(3) . . . . ?
C7 N8 C9 C14 1.9(5) . . . . ?
N8 C9 C10 C11 176.6(3) . . . . ?
C14 C9 C10 C11 -0.8(5) . . . . ?
C9 C10 C11 C12 1.0(6) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C10 C11 C12 C31 179.9(3) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C31 C12 C13 C14 179.1(3) . . . . ?
C12 C13 C14 C2 -177.3(4) . . . . ?
C12 C13 C14 C9 1.0(5) . . . . ?
C3 C2 C14 C13 175.5(4) . . . . ?
Se1 C2 C14 C13 -2.9(5) . . . . ?
C3 C2 C14 C9 -3.0(5) . . . . ?
Se1 C2 C14 C9 178.7(3) . . . . ?
N8 C9 C14 C13 -177.5(3) . . . . ?
C10 C9 C14 C13 -0.2(5) . . . . ?
N8 C9 C14 C2 1.1(5) . . . . ?
C10 C9 C14 C2 178.4(3) . . . . ?
N8 C7 C21 C26 -98.6(4) . . . . ?
C3 C7 C21 C26 79.4(5) . . . . ?
N8 C7 C21 C22 80.6(5) . . . . ?
C3 C7 C21 C22 -101.3(5) . . . . ?
C26 C21 C22 C23 -0.2(6) . . . . ?
C7 C21 C22 C23 -179.5(4) . . . . ?
C21 C22 C23 C24 0.2(7) . . . . ?
C22 C23 C24 C25 0.2(7) . . . . ?
C22 C23 C24 C41 -177.8(4) . . . . ?
C23 C24 C25 C26 -0.5(7) . . . . ?
C41 C24 C25 C26 177.6(4) . . . . ?
C22 C21 C26 C25 -0.1(6) . . . . ?
C7 C21 C26 C25 179.2(4) . . . . ?
C24 C25 C26 C21 0.5(7) . . . . ?
C13 C12 C31 C32 78.1(4) . . . . ?
C11 C12 C31 C32 -101.9(4) . . . . ?
C12 C31 C32 C33 -175.3(3) . . . . ?
C31 C32 C33 C34 178.8(4) . . . . ?
C32 C33 C34 C35 -178.4(4) . . . . ?
C33 C34 C35 C36 -179.6(4) . . . . ?
C25 C24 C41 C42 139.9(5) . . . . ?
C23 C24 C41 C42 -42.2(8) . . . . ?
C24 C41 C42 C43 179.9(5) . . . . ?
C41 C42 C43 C44 -175.1(6) . . . . ?
C42 C43 C44 C45 175.7(6) . . . . ?
C43 C44 C45 C46 67.0(9) . . . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.061


####################################################################### 
# 
# 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_chr75
_database_code_depnum_ccdc_archive 'CCDC 2380039'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '8 in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H32 N2 Te2'
_chemical_formula_weight         675.77

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'
Te Te -0.5308 1.6751 '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                   5.9242(6)
_cell_length_b                   6.7487(6)
_cell_length_c                   17.7181(17)
_cell_angle_alpha                97.2719(14)
_cell_angle_beta                 98.0695(13)
_cell_angle_gamma                101.6422(13)
_cell_volume                     678.12(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7595
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      29.61

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_F_000             330
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.034
_exptl_absorpt_coefficient_mu    2.171
_shelx_estimated_absorpt_T_min   0.649
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8532
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS microsource'
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13809
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.352
_diffrn_reflns_theta_max         30.113
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3689
_reflns_number_gt                3296
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+0.2623P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3689
_refine_ls_number_parameters     194
_refine_ls_number_restraints     205
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0562
_refine_ls_wR_factor_gt          0.0535
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 1.22836(2) 0.91145(2) 0.41315(2) 0.03131(6) Uani 1 1 d . . . . .
C2 C 0.8745(4) 0.8381(3) 0.35982(12) 0.0269(4) Uani 1 1 d . . . . .
C3 C 0.7533(4) 0.6791(3) 0.38718(12) 0.0281(4) Uani 1 1 d . . . . .
H3 H 0.590772 0.629630 0.368189 0.034 Uiso 1 1 calc R U . . .
C4 C 0.8686(4) 0.5840(3) 0.44501(12) 0.0271(4) Uani 1 1 d . . . . .
C5 C 1.1115(4) 0.6669(3) 0.46974(12) 0.0266(4) Uani 1 1 d . . . . .
C6 C 0.7581(4) 0.4170(3) 0.47590(13) 0.0290(4) Uani 1 1 d . . . . .
H6 H 0.595226 0.361000 0.460000 0.035 Uiso 1 1 calc R U . . .
C11 C 0.7818(4) 0.9388(4) 0.29741(12) 0.0287(4) Uani 1 1 d . . . . .
N12 N 1.0813(4) 1.2546(4) 0.34087(14) 0.0463(6) Uani 1 1 d D . . . .
H12A H 1.069(6) 1.272(5) 0.3909(15) 0.069 Uiso 1 1 d D U . . .
H12B H 1.116(6) 1.383(4) 0.333(2) 0.069 Uiso 1 1 d D U . . .
C12 C 0.8788(4) 1.1417(4) 0.28981(14) 0.0360(5) Uani 1 1 d . . . . .
C13 C 0.7758(6) 1.2260(4) 0.22932(17) 0.0514(7) Uani 1 1 d . . . . .
H13 H 0.836580 1.364679 0.224924 0.062 Uiso 1 1 calc R U . . .
C14 C 0.5884(6) 1.1123(5) 0.17607(16) 0.0510(7) Uani 1 1 d D . . . .
H14 H 0.524890 1.173695 0.135102 0.061 Uiso 1 1 calc R U . . .
C15 C 0.4892(4) 0.9095(4) 0.18054(13) 0.0376(5) Uani 1 1 d D . . . .
C16 C 0.5900(4) 0.8287(4) 0.24191(13) 0.0327(5) Uani 1 1 d D . . . .
H16 H 0.525305 0.690954 0.246530 0.039 Uiso 1 1 calc R U . . .
C17 C 0.2854(5) 0.7805(5) 0.12026(14) 0.0462(6) Uani 1 1 d D . . . .
C18 C 0.3794(10) 0.6714(14) 0.0594(4) 0.107(4) Uani 0.715(8) 1 d D . P A 1
H18A H 0.251374 0.572025 0.024876 0.161 Uiso 0.715(8) 1 calc R U P A 1
H18B H 0.492298 0.599340 0.082870 0.161 Uiso 0.715(8) 1 calc R U P A 1
H18C H 0.457404 0.769814 0.029926 0.161 Uiso 0.715(8) 1 calc R U P A 1
C19 C 0.1221(9) 0.6333(10) 0.1567(3) 0.074(2) Uani 0.715(8) 1 d D . P A 1
H19A H -0.021916 0.572758 0.119643 0.111 Uiso 0.715(8) 1 calc R U P A 1
H19B H 0.084036 0.707329 0.202798 0.111 Uiso 0.715(8) 1 calc R U P A 1
H19C H 0.198356 0.524447 0.171382 0.111 Uiso 0.715(8) 1 calc R U P A 1
C20 C 0.1311(11) 0.9198(10) 0.0875(5) 0.111(3) Uani 0.715(8) 1 d D . P A 1
H20A H -0.016315 0.834751 0.057813 0.166 Uiso 0.715(8) 1 calc R U P A 1
H20B H 0.213634 1.001814 0.053697 0.166 Uiso 0.715(8) 1 calc R U P A 1
H20C H 0.098143 1.011052 0.130113 0.166 Uiso 0.715(8) 1 calc R U P A 1
C18B C 0.0580(17) 0.793(3) 0.1398(10) 0.097(7) Uani 0.285(8) 1 d D . P A 2
H18D H -0.056459 0.665861 0.116312 0.145 Uiso 0.285(8) 1 calc R U P A 2
H18E H 0.008625 0.909302 0.120159 0.145 Uiso 0.285(8) 1 calc R U P A 2
H18F H 0.068233 0.810708 0.195999 0.145 Uiso 0.285(8) 1 calc R U P A 2
C19B C 0.310(3) 0.818(3) 0.0378(5) 0.084(6) Uani 0.285(8) 1 d D . P A 2
H19D H 0.199604 0.710556 0.000539 0.126 Uiso 0.285(8) 1 calc R U P A 2
H19E H 0.470226 0.817009 0.029568 0.126 Uiso 0.285(8) 1 calc R U P A 2
H19F H 0.277193 0.952047 0.030690 0.126 Uiso 0.285(8) 1 calc R U P A 2
C20B C 0.290(2) 0.5434(15) 0.1125(8) 0.075(5) Uani 0.285(8) 1 d D . P A 2
H20D H 0.155085 0.463335 0.074958 0.112 Uiso 0.285(8) 1 calc R U P A 2
H20E H 0.284209 0.498589 0.162768 0.112 Uiso 0.285(8) 1 calc R U P A 2
H20F H 0.434691 0.522739 0.094862 0.112 Uiso 0.285(8) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te1 C5 2.088(2) . ?
Te1 C2 2.107(2) . ?
C2 C3 1.349(3) . ?
C2 C11 1.469(3) . ?
C3 C4 1.441(3) . ?
C3 H3 0.9500 . ?
C4 C6 1.399(3) . ?
C4 C5 1.418(3) . ?
C5 C6 1.397(3) 2_766 ?
C6 H6 0.9500 . ?
C11 C16 1.404(3) . ?
C11 C12 1.405(3) . ?
N12 C12 1.411(3) . ?
N12 H12A 0.89(2) . ?
N12 H12B 0.88(2) . ?
C12 C13 1.398(4) . ?
C13 C14 1.375(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(3) . ?
C15 C17 1.528(4) . ?
C16 H16 0.9500 . ?
C17 C18B 1.452(9) . ?
C17 C18 1.465(5) . ?
C17 C19 1.513(5) . ?
C17 C19B 1.537(9) . ?
C17 C20 1.547(6) . ?
C17 C20B 1.595(10) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Te1 C2 81.87(8) . . ?
C3 C2 C11 125.7(2) . . ?
C3 C2 Te1 110.66(16) . . ?
C11 C2 Te1 123.46(15) . . ?
C2 C3 C4 120.45(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C6 C4 C5 119.5(2) . . ?
C6 C4 C3 124.44(19) . . ?
C5 C4 C3 116.00(19) . . ?
C6 C5 C4 120.8(2) 2_766 . ?
C6 C5 Te1 128.14(15) 2_766 . ?
C4 C5 Te1 111.02(15) . . ?
C5 C6 C4 119.62(19) 2_766 . ?
C5 C6 H6 120.2 2_766 . ?
C4 C6 H6 120.2 . . ?
C16 C11 C12 117.9(2) . . ?
C16 C11 C2 119.3(2) . . ?
C12 C11 C2 122.8(2) . . ?
C12 N12 H12A 116(2) . . ?
C12 N12 H12B 111(2) . . ?
H12A N12 H12B 101(3) . . ?
C13 C12 C11 118.8(2) . . ?
C13 C12 N12 121.0(2) . . ?
C11 C12 N12 120.2(2) . . ?
C14 C13 C12 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 121.8(2) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 . . ?
C16 C15 C14 116.3(2) . . ?
C16 C15 C17 121.7(2) . . ?
C14 C15 C17 122.0(2) . . ?
C15 C16 C11 123.9(2) . . ?
C15 C16 H16 118.1 . . ?
C11 C16 H16 118.1 . . ?
C18 C17 C19 111.4(5) . . ?
C18B C17 C15 113.2(6) . . ?
C18 C17 C15 108.8(3) . . ?
C19 C17 C15 111.1(2) . . ?
C18B C17 C19B 113.7(10) . . ?
C15 C17 C19B 112.4(6) . . ?
C18 C17 C20 111.6(5) . . ?
C19 C17 C20 104.1(4) . . ?
C15 C17 C20 109.8(3) . . ?
C18B C17 C20B 105.3(9) . . ?
C15 C17 C20B 110.9(5) . . ?
C19B C17 C20B 100.3(8) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C18B H18D 109.5 . . ?
C17 C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17 C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C17 C19B H19D 109.5 . . ?
C17 C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
C17 C19B H19F 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
C17 C20B H20D 109.5 . . ?
C17 C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C17 C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C2 C3 C4 175.5(2) . . . . ?
Te1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C6 -179.1(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C6 C4 C5 C6 0.5(4) . . . 2_766 ?
C3 C4 C5 C6 -178.3(2) . . . 2_766 ?
C6 C4 C5 Te1 179.37(16) . . . . ?
C3 C4 C5 Te1 0.6(2) . . . . ?
C5 C4 C6 C5 -0.5(4) . . . 2_766 ?
C3 C4 C6 C5 178.2(2) . . . 2_766 ?
C3 C2 C11 C16 -25.2(3) . . . . ?
Te1 C2 C11 C16 149.95(17) . . . . ?
C3 C2 C11 C12 155.7(2) . . . . ?
Te1 C2 C11 C12 -29.2(3) . . . . ?
C16 C11 C12 C13 2.1(3) . . . . ?
C2 C11 C12 C13 -178.8(2) . . . . ?
C16 C11 C12 N12 -175.7(2) . . . . ?
C2 C11 C12 N12 3.4(3) . . . . ?
C11 C12 C13 C14 -2.4(4) . . . . ?
N12 C12 C13 C14 175.4(3) . . . . ?
C12 C13 C14 C15 1.3(5) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C13 C14 C15 C17 -178.2(3) . . . . ?
C14 C15 C16 C11 -0.3(4) . . . . ?
C17 C15 C16 C11 178.0(2) . . . . ?
C12 C11 C16 C15 -0.8(3) . . . . ?
C2 C11 C16 C15 -179.9(2) . . . . ?
C16 C15 C17 C18B 90.9(10) . . . . ?
C14 C15 C17 C18B -90.9(10) . . . . ?
C16 C15 C17 C18 -86.9(5) . . . . ?
C14 C15 C17 C18 91.3(5) . . . . ?
C16 C15 C17 C19 36.0(4) . . . . ?
C14 C15 C17 C19 -145.7(4) . . . . ?
C16 C15 C17 C19B -138.6(8) . . . . ?
C14 C15 C17 C19B 39.6(9) . . . . ?
C16 C15 C17 C20 150.7(4) . . . . ?
C14 C15 C17 C20 -31.1(5) . . . . ?
C16 C15 C17 C20B -27.2(7) . . . . ?
C14 C15 C17 C20B 151.0(7) . . . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.081


####################################################################### 
# 
# 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_chr73
_database_code_depnum_ccdc_archive 'CCDC 2380043'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '10ba in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H36 N2 Se2'
_chemical_formula_weight         750.67

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'

_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                   5.8232(4)
_cell_length_b                   11.2843(7)
_cell_length_c                   13.7511(8)
_cell_angle_alpha                99.647(5)
_cell_angle_beta                 90.681(5)
_cell_angle_gamma                102.214(5)
_cell_volume                     869.60(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6476
_cell_measurement_theta_min      3.26
_cell_measurement_theta_max      61.63

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_F_000             382
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.037
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.018
_exptl_absorpt_coefficient_mu    2.912
_shelx_estimated_absorpt_T_min   0.900
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8224
_exptl_absorpt_correction_T_max  0.9432
_exptl_absorpt_process_details   'STOE X-AREA LANA'
_exptl_absorpt_special_details   'X-Area LANA 2.7.12 (STOE, 2023)'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Genix3D Cu HF'
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            10186
_diffrn_reflns_av_unetI/netI     0.0892
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.264
_diffrn_reflns_theta_max         62.168
_diffrn_reflns_theta_full        62.168
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.956
_reflns_number_total             2633
_reflns_number_gt                1669
_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       'X-Area Pilatus3_SV 1.31.192.0 (STOE, 2023)'
_computing_cell_refinement       'X-Area Recipe 2.0.1 (STOE, 2023)'
_computing_data_reduction        'X-Area Integrate 2.5.15.0 (STOE, 2023)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0564P)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         2633
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.24226(12) 0.51892(6) 0.29042(5) 0.0496(3) Uani 1 1 d . . . . .
C2 C 0.4650(9) 0.6463(5) 0.3651(4) 0.0404(14) Uani 1 1 d . . . . .
C3 C 0.4177(9) 0.6728(5) 0.4635(4) 0.0374(14) Uani 1 1 d . . . . .
C4 C 0.2046(9) 0.5902(4) 0.4899(4) 0.0381(14) Uani 1 1 d . . . . .
C5 C 0.0905(9) 0.5043(5) 0.4085(4) 0.0416(14) Uani 1 1 d . . . . .
C6 C 0.1127(9) 0.5831(5) 0.5836(4) 0.0438(15) Uani 1 1 d . . . . .
H6 H 0.188860 0.637297 0.640631 0.053 Uiso 1 1 calc R U . . .
C7 C 0.5726(9) 0.7747(5) 0.5246(4) 0.0403(14) Uani 1 1 d . . . . .
N8 N 0.7670(8) 0.8359(4) 0.4923(3) 0.0428(12) Uani 1 1 d . . . . .
C9 C 0.8210(9) 0.8052(5) 0.3958(4) 0.0372(14) Uani 1 1 d . . . . .
C10 C 1.0295(9) 0.8732(5) 0.3621(4) 0.0465(16) Uani 1 1 d . . . . .
H10 H 1.133779 0.935510 0.406529 0.056 Uiso 1 1 calc R U . . .
C11 C 1.0775(10) 0.8478(5) 0.2651(4) 0.0441(15) Uani 1 1 d . . . . .
H11 H 1.219699 0.892684 0.244175 0.053 Uiso 1 1 calc R U . . .
C12 C 0.9314(9) 0.7599(5) 0.1941(4) 0.0367(13) Uani 1 1 d . . . . .
C13 C 0.7312(9) 0.6928(5) 0.2274(4) 0.0371(13) Uani 1 1 d . . . . .
H13 H 0.629825 0.631156 0.181387 0.045 Uiso 1 1 calc R U . . .
C14 C 0.6702(9) 0.7117(5) 0.3270(4) 0.0350(13) Uani 1 1 d . . . . .
C15 C 0.9887(9) 0.7441(5) 0.0857(4) 0.0388(14) Uani 1 1 d . . . . .
C16 C 0.8282(10) 0.6348(6) 0.0218(4) 0.0541(17) Uani 1 1 d . . . . .
H16A H 0.869948 0.631942 -0.047256 0.081 Uiso 1 1 calc R U . . .
H16B H 0.664520 0.643104 0.027779 0.081 Uiso 1 1 calc R U . . .
H16C H 0.846158 0.558765 0.043537 0.081 Uiso 1 1 calc R U . . .
C17 C 0.9708(10) 0.8602(5) 0.0462(4) 0.0503(16) Uani 1 1 d . . . . .
H17A H 1.010176 0.851164 -0.023317 0.075 Uiso 1 1 calc R U . . .
H17B H 1.080767 0.931004 0.084532 0.075 Uiso 1 1 calc R U . . .
H17C H 0.810013 0.873109 0.052130 0.075 Uiso 1 1 calc R U . . .
C18 C 1.2443(10) 0.7265(6) 0.0745(5) 0.0562(17) Uani 1 1 d . . . . .
H18A H 1.282798 0.721203 0.004895 0.084 Uiso 1 1 calc R U . . .
H18B H 1.259061 0.650566 0.097170 0.084 Uiso 1 1 calc R U . . .
H18C H 1.352732 0.796773 0.114197 0.084 Uiso 1 1 calc R U . . .
C21 C 0.5229(10) 0.8185(5) 0.6285(4) 0.0382(14) Uani 1 1 d . . . . .
C22 C 0.3467(11) 0.8825(5) 0.6499(4) 0.0499(16) Uani 1 1 d . . . . .
H22 H 0.257187 0.899516 0.597745 0.060 Uiso 1 1 calc R U . . .
C23 C 0.3003(11) 0.9219(6) 0.7471(5) 0.0561(17) Uani 1 1 d . . . . .
H23 H 0.178081 0.965340 0.761011 0.067 Uiso 1 1 calc R U . . .
C24 C 0.4275(12) 0.8993(6) 0.8233(5) 0.0528(17) Uani 1 1 d . . . . .
H24 H 0.396897 0.927735 0.889858 0.063 Uiso 1 1 calc R U . . .
C25 C 0.6002(13) 0.8347(6) 0.8017(5) 0.0599(19) Uani 1 1 d . . . . .
H25 H 0.686768 0.816125 0.854009 0.072 Uiso 1 1 calc R U . . .
C26 C 0.6505(11) 0.7962(5) 0.7057(5) 0.0492(16) Uani 1 1 d . . . . .
H26 H 0.774524 0.753848 0.692588 0.059 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 C2 1.868(5) . ?
Se1 C5 1.873(5) . ?
C2 C3 1.380(7) . ?
C2 C14 1.420(7) . ?
C3 C7 1.436(7) . ?
C3 C4 1.474(6) . ?
C4 C5 1.407(7) . ?
C4 C6 1.409(7) . ?
C5 C6 1.389(7) 2_566 ?
C6 H6 0.9500 . ?
C7 N8 1.319(6) . ?
C7 C21 1.484(8) . ?
N8 C9 1.372(6) . ?
C9 C10 1.420(7) . ?
C9 C14 1.425(7) . ?
C10 C11 1.362(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.377(7) . ?
C12 C15 1.521(7) . ?
C13 C14 1.412(7) . ?
C13 H13 0.9500 . ?
C15 C16 1.515(7) . ?
C15 C17 1.522(7) . ?
C15 C18 1.549(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C26 1.376(7) . ?
C21 C22 1.382(8) . ?
C22 C23 1.386(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.364(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.370(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.373(8) . ?
C25 H25 0.9500 . ?
C26 H26 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
C2 Se1 C5 86.4(2) . . ?
C3 C2 C14 121.1(5) . . ?
C3 C2 Se1 114.5(4) . . ?
C14 C2 Se1 124.4(4) . . ?
C2 C3 C7 117.9(4) . . ?
C2 C3 C4 112.9(5) . . ?
C7 C3 C4 129.2(5) . . ?
C5 C4 C6 118.0(4) . . ?
C5 C4 C3 112.9(4) . . ?
C6 C4 C3 129.0(5) . . ?
C6 C5 C4 122.8(5) 2_566 . ?
C6 C5 Se1 124.0(4) 2_566 . ?
C4 C5 Se1 113.3(4) . . ?
C5 C6 C4 119.2(5) 2_566 . ?
C5 C6 H6 120.4 2_566 . ?
C4 C6 H6 120.4 . . ?
N8 C7 C3 122.5(5) . . ?
N8 C7 C21 115.6(5) . . ?
C3 C7 C21 121.9(4) . . ?
C7 N8 C9 119.5(4) . . ?
N8 C9 C10 118.6(5) . . ?
N8 C9 C14 122.5(4) . . ?
C10 C9 C14 118.9(5) . . ?
C11 C10 C9 118.9(5) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 124.4(5) . . ?
C10 C11 H11 117.8 . . ?
C12 C11 H11 117.8 . . ?
C13 C12 C11 116.4(5) . . ?
C13 C12 C15 122.5(5) . . ?
C11 C12 C15 121.0(4) . . ?
C12 C13 C14 122.8(5) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 H13 118.6 . . ?
C13 C14 C2 125.2(5) . . ?
C13 C14 C9 118.5(4) . . ?
C2 C14 C9 116.3(5) . . ?
C16 C15 C12 113.6(4) . . ?
C16 C15 C17 108.6(5) . . ?
C12 C15 C17 109.0(5) . . ?
C16 C15 C18 107.6(5) . . ?
C12 C15 C18 110.0(5) . . ?
C17 C15 C18 107.8(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C26 C21 C22 118.4(5) . . ?
C26 C21 C7 120.9(6) . . ?
C22 C21 C7 120.7(5) . . ?
C21 C22 C23 120.2(6) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 121.0(6) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 118.6(6) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C24 C25 C26 121.2(6) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C21 120.6(6) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?

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
C5 Se1 C2 C3 -2.1(5) . . . . ?
C5 Se1 C2 C14 177.1(5) . . . . ?
C14 C2 C3 C7 4.7(8) . . . . ?
Se1 C2 C3 C7 -176.1(4) . . . . ?
C14 C2 C3 C4 -176.6(5) . . . . ?
Se1 C2 C3 C4 2.6(6) . . . . ?
C2 C3 C4 C5 -1.8(7) . . . . ?
C7 C3 C4 C5 176.7(6) . . . . ?
C2 C3 C4 C6 174.5(5) . . . . ?
C7 C3 C4 C6 -7.0(10) . . . . ?
C6 C4 C5 C6 2.8(10) . . . 2_566 ?
C3 C4 C5 C6 179.5(5) . . . 2_566 ?
C6 C4 C5 Se1 -176.6(4) . . . . ?
C3 C4 C5 Se1 0.2(6) . . . . ?
C2 Se1 C5 C6 -178.3(5) . . . 2_566 ?
C2 Se1 C5 C4 1.0(4) . . . . ?
C5 C4 C6 C5 -2.7(9) . . . 2_566 ?
C3 C4 C6 C5 -178.8(6) . . . 2_566 ?
C2 C3 C7 N8 -6.1(9) . . . . ?
C4 C3 C7 N8 175.4(5) . . . . ?
C2 C3 C7 C21 173.6(5) . . . . ?
C4 C3 C7 C21 -4.9(9) . . . . ?
C3 C7 N8 C9 2.7(8) . . . . ?
C21 C7 N8 C9 -177.1(5) . . . . ?
C7 N8 C9 C10 179.2(5) . . . . ?
C7 N8 C9 C14 2.2(8) . . . . ?
N8 C9 C10 C11 -176.4(5) . . . . ?
C14 C9 C10 C11 0.6(8) . . . . ?
C9 C10 C11 C12 1.6(9) . . . . ?
C10 C11 C12 C13 -2.5(9) . . . . ?
C10 C11 C12 C15 175.2(5) . . . . ?
C11 C12 C13 C14 1.3(8) . . . . ?
C15 C12 C13 C14 -176.4(5) . . . . ?
C12 C13 C14 C2 179.2(5) . . . . ?
C12 C13 C14 C9 0.8(8) . . . . ?
C3 C2 C14 C13 -178.7(5) . . . . ?
Se1 C2 C14 C13 2.1(8) . . . . ?
C3 C2 C14 C9 -0.3(8) . . . . ?
Se1 C2 C14 C9 -179.4(4) . . . . ?
N8 C9 C14 C13 175.2(5) . . . . ?
C10 C9 C14 C13 -1.8(8) . . . . ?
N8 C9 C14 C2 -3.4(8) . . . . ?
C10 C9 C14 C2 179.7(5) . . . . ?
C13 C12 C15 C16 -9.4(8) . . . . ?
C11 C12 C15 C16 173.0(5) . . . . ?
C13 C12 C15 C17 111.8(6) . . . . ?
C11 C12 C15 C17 -65.7(7) . . . . ?
C13 C12 C15 C18 -130.1(5) . . . . ?
C11 C12 C15 C18 52.3(7) . . . . ?
N8 C7 C21 C26 -73.5(7) . . . . ?
C3 C7 C21 C26 106.8(6) . . . . ?
N8 C7 C21 C22 106.6(6) . . . . ?
C3 C7 C21 C22 -73.1(7) . . . . ?
C26 C21 C22 C23 -0.5(8) . . . . ?
C7 C21 C22 C23 179.4(5) . . . . ?
C21 C22 C23 C24 0.4(9) . . . . ?
C22 C23 C24 C25 -1.1(9) . . . . ?
C23 C24 C25 C26 1.9(9) . . . . ?
C24 C25 C26 C21 -2.0(9) . . . . ?
C22 C21 C26 C25 1.3(8) . . . . ?
C7 C21 C26 C25 -178.6(5) . . . . ?

_refine_diff_density_max         0.588
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.085


####################################################################### 
# 
# 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_chr56
_database_code_depnum_ccdc_archive 'CCDC 2380038'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '5b in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 F2 N2'
_chemical_formula_weight         456.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   22.061(4)
_cell_length_b                   6.1949(10)
_cell_length_c                   21.030(3)
_cell_angle_alpha                90
_cell_angle_beta                 118.425(3)
_cell_angle_gamma                90
_cell_volume                     2527.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1888
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      17.18

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.018
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8752
_exptl_absorpt_correction_T_max  0.9573
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS microsource'
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16704
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_av_R_equivalents  0.0936
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.050
_diffrn_reflns_theta_max         20.182
_diffrn_reflns_theta_full        20.182
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2408
_reflns_number_gt                1681
_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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0534P)²+0.8635P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2408
_refine_ls_number_parameters     325
_refine_ls_number_restraints     379
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1288
_refine_ls_wR_factor_gt          0.1087
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1_1 F 0.54957(19) -0.3841(5) 0.56532(18) 0.0589(11) Uani 1 1 d D . . . .
C1_1 C 0.5240(4) -0.1918(9) 0.5318(3) 0.0425(18) Uani 1 1 d D . . . .
C2_1 C 0.5539(3) -0.0998(9) 0.4946(3) 0.0428(17) Uani 1 1 d D . . . .
H2_1 H 0.590515 -0.170313 0.491315 0.051 Uiso 1 1 calc R U . . .
C3_1 C 0.5298(3) 0.0984(10) 0.4619(3) 0.0388(17) Uani 1 1 d D . . . .
C4_1 C 0.5577(3) 0.2060(10) 0.4207(3) 0.0437(18) Uani 1 1 d D . . . .
C5_1 C 0.5784(3) 0.2931(9) 0.3847(3) 0.0399(18) Uani 1 1 d D . . . .
N1_1 N 0.5231(3) 0.7023(8) 0.3328(3) 0.0547(16) Uani 1 1 d D . . . .
H1A_1 H 0.504313 0.828721 0.315425 0.082 Uiso 1 1 calc R U . . .
H1B_1 H 0.512947 0.633213 0.363012 0.082 Uiso 1 1 calc R U . . .
C11_1 C 0.5683(3) 0.6133(9) 0.3127(3) 0.0409(16) Uani 1 1 d D . . . .
C12_1 C 0.5976(3) 0.4089(9) 0.3374(3) 0.0409(16) Uani 1 1 d D . . . .
C13_1 C 0.6444(3) 0.3232(10) 0.3177(3) 0.0461(18) Uani 1 1 d D . . . .
H13_1 H 0.665611 0.188703 0.337636 0.055 Uiso 1 1 calc R U . . .
C14_1 C 0.6612(3) 0.4273(10) 0.2699(3) 0.0447(17) Uani 1 1 d D . . . .
C15_1 C 0.6305(3) 0.6277(10) 0.2448(3) 0.0514(18) Uani 1 1 d D . . . .
H15_1 H 0.641093 0.705131 0.212346 0.062 Uiso 1 1 calc R U . . .
C16_1 C 0.5852(3) 0.7184(10) 0.2654(3) 0.0451(17) Uani 1 1 d D . . . .
H16_1 H 0.565398 0.855296 0.246587 0.054 Uiso 1 1 calc R U . . .
C17_1 C 0.7120(3) 0.3319(11) 0.2465(4) 0.063(2) Uani 1 1 d D . . . .
C18_1 C 0.7626(8) 0.4955(18) 0.2508(11) 0.194(10) Uani 0.770(12) 1 d D . P A 1
H18A_1 H 0.786924 0.553317 0.300019 0.290 Uiso 0.770(12) 1 calc R U P A 1
H18B_1 H 0.795831 0.428698 0.238317 0.290 Uiso 0.770(12) 1 calc R U P A 1
H18C_1 H 0.738510 0.612893 0.216785 0.290 Uiso 0.770(12) 1 calc R U P A 1
C19_1 C 0.6704(6) 0.228(2) 0.1729(5) 0.114(5) Uani 0.770(12) 1 d D . P A 1
H19A_1 H 0.638427 0.122527 0.175207 0.170 Uiso 0.770(12) 1 calc R U P A 1
H19B_1 H 0.644232 0.339555 0.137179 0.170 Uiso 0.770(12) 1 calc R U P A 1
H19C_1 H 0.701553 0.155360 0.158711 0.170 Uiso 0.770(12) 1 calc R U P A 1
C20_1 C 0.7533(5) 0.1408(16) 0.2973(6) 0.090(4) Uani 0.770(12) 1 d D . P A 1
H20A_1 H 0.721030 0.029261 0.295644 0.136 Uiso 0.770(12) 1 calc R U P A 1
H20B_1 H 0.784607 0.079443 0.281217 0.136 Uiso 0.770(12) 1 calc R U P A 1
H20C_1 H 0.779979 0.193943 0.346986 0.136 Uiso 0.770(12) 1 calc R U P A 1
C18B_1 C 0.6980(18) 0.102(3) 0.2215(19) 0.107(17) Uiso 0.230(12) 1 d D . P A 2
H18D_1 H 0.649755 0.087517 0.184250 0.160 Uiso 0.230(12) 1 calc R U P A 2
H18E_1 H 0.728199 0.060413 0.201289 0.160 Uiso 0.230(12) 1 calc R U P A 2
H18F_1 H 0.706827 0.008388 0.262500 0.160 Uiso 0.230(12) 1 calc R U P A 2
C19B_1 C 0.7857(8) 0.366(5) 0.3040(12) 0.071(12) Uiso 0.230(12) 1 d D . P A 2
H19D_1 H 0.792601 0.517859 0.318752 0.106 Uiso 0.230(12) 1 calc R U P A 2
H19E_1 H 0.795488 0.274941 0.345949 0.106 Uiso 0.230(12) 1 calc R U P A 2
H19F_1 H 0.816861 0.326966 0.284738 0.106 Uiso 0.230(12) 1 calc R U P A 2
C20B_1 C 0.7066(16) 0.463(5) 0.1807(12) 0.070(12) Uiso 0.230(12) 1 d D . P A 2
H20D_1 H 0.715360 0.616026 0.193722 0.105 Uiso 0.230(12) 1 calc R U P A 2
H20E_1 H 0.740762 0.409279 0.167259 0.105 Uiso 0.230(12) 1 calc R U P A 2
H20F_1 H 0.660271 0.446235 0.139639 0.105 Uiso 0.230(12) 1 calc R U P A 2
F1_2 F 0.9642(2) 1.3820(5) 0.5335(2) 0.0689(13) Uani 1 1 d D . . . .
C1_2 C 0.9824(4) 1.1876(10) 0.5166(4) 0.0486(19) Uani 1 1 d D . . . .
C2_2 C 0.9503(3) 1.1285(9) 0.4459(3) 0.0469(18) Uani 1 1 d D . . . .
H2_2 H 0.916629 1.219284 0.410091 0.056 Uiso 1 1 calc R U . . .
C3_2 C 0.9678(3) 0.9310(10) 0.4273(4) 0.0455(18) Uani 1 1 d D . . . .
C4_2 C 0.9380(3) 0.8492(10) 0.3557(4) 0.0505(19) Uani 1 1 d D . . . .
C5_2 C 0.9169(3) 0.7744(10) 0.2967(4) 0.0447(18) Uani 1 1 d D . . . .
N1_2 N 0.9707(3) 0.3684(10) 0.2992(3) 0.0676(19) Uani 1 1 d D . . . .
H1A_2 H 0.989272 0.240982 0.301445 0.13(4) Uiso 1 1 calc R . . . .
H1B_2 H 0.980373 0.438837 0.339294 0.191 Uiso 1 1 calc R U . . .
C11_2 C 0.9266(4) 0.4575(10) 0.2331(4) 0.0519(18) Uani 1 1 d D . . . .
C12_2 C 0.8974(3) 0.6628(9) 0.2300(3) 0.0421(16) Uani 1 1 d D . . . .
C13_2 C 0.8516(3) 0.7518(9) 0.1635(3) 0.0398(17) Uani 1 1 d D . . . .
H13_2 H 0.832165 0.889531 0.162444 0.048 Uiso 1 1 calc R U . . .
C14_2 C 0.8335(3) 0.6475(10) 0.0993(3) 0.0452(17) Uani 1 1 d D . . . .
C15_2 C 0.8645(4) 0.4486(10) 0.1034(4) 0.058(2) Uani 1 1 d D . . . .
H15_2 H 0.854275 0.375199 0.059734 0.070 Uiso 1 1 calc R U . . .
C16_2 C 0.9094(3) 0.3542(10) 0.1682(4) 0.057(2) Uani 1 1 d D . . . .
H16_2 H 0.928816 0.217141 0.168417 0.069 Uiso 1 1 calc R U . . .
C17_2 C 0.7818(4) 0.7413(11) 0.0257(4) 0.061(2) Uani 1 1 d D . . . .
C18_2 C 0.7406(4) 0.9331(11) 0.0336(4) 0.096(3) Uani 1 1 d D . . . .
H18A_2 H 0.706206 0.982134 -0.014497 0.144 Uiso 1 1 calc R U . . .
H18B_2 H 0.772296 1.051834 0.059146 0.144 Uiso 1 1 calc R U . . .
H18C_2 H 0.717427 0.886557 0.061041 0.144 Uiso 1 1 calc R U . . .
C19_2 C 0.8190(4) 0.8249(16) -0.0142(5) 0.131(4) Uani 1 1 d D . . . .
H19A_2 H 0.785920 0.896701 -0.058851 0.197 Uiso 1 1 calc R U . . .
H19B_2 H 0.840482 0.703909 -0.025973 0.197 Uiso 1 1 calc R U . . .
H19C_2 H 0.854608 0.928138 0.016551 0.197 Uiso 1 1 calc R U . . .
C20_2 C 0.7282(4) 0.5746(11) -0.0198(4) 0.085(3) Uani 1 1 d D . . . .
H20A_2 H 0.689547 0.646501 -0.060369 0.127 Uiso 1 1 calc R U . . .
H20B_2 H 0.711455 0.500191 0.009941 0.127 Uiso 1 1 calc R U . . .
H20C_2 H 0.748978 0.469322 -0.038478 0.127 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
F1_1 C1_1 1.362(6) . ?
C1_1 C2_1 1.365(7) . ?
C1_1 C3_1 1.381(8) 3_656 ?
C2_1 C3_1 1.384(7) . ?
C2_1 H2_1 0.9500 . ?
C3_1 C4_1 1.444(7) . ?
C4_1 C5_1 1.183(7) . ?
C5_1 C12_1 1.443(7) . ?
N1_1 C11_1 1.369(7) . ?
N1_1 H1A_1 0.8800 . ?
N1_1 H1B_1 0.8800 . ?
C11_1 C16_1 1.382(7) . ?
C11_1 C12_1 1.404(7) . ?
C12_1 C13_1 1.389(7) . ?
C13_1 C14_1 1.384(7) . ?
C13_1 H13_1 0.9500 . ?
C14_1 C15_1 1.392(7) . ?
C14_1 C17_1 1.542(8) . ?
C15_1 C16_1 1.382(7) . ?
C15_1 H15_1 0.9500 . ?
C16_1 H16_1 0.9500 . ?
C17_1 C18_1 1.477(9) . ?
C17_1 C18B_1 1.497(13) . ?
C17_1 C19B_1 1.509(13) . ?
C17_1 C19_1 1.516(9) . ?
C17_1 C20B_1 1.559(13) . ?
C17_1 C20_1 1.564(9) . ?
C18_1 H18A_1 0.9800 . ?
C18_1 H18B_1 0.9800 . ?
C18_1 H18C_1 0.9800 . ?
C19_1 H19A_1 0.9800 . ?
C19_1 H19B_1 0.9800 . ?
C19_1 H19C_1 0.9800 . ?
C20_1 H20A_1 0.9800 . ?
C20_1 H20B_1 0.9800 . ?
C20_1 H20C_1 0.9800 . ?
C18B_1 H18D_1 0.9800 . ?
C18B_1 H18E_1 0.9800 . ?
C18B_1 H18F_1 0.9800 . ?
C19B_1 H19D_1 0.9800 . ?
C19B_1 H19E_1 0.9800 . ?
C19B_1 H19F_1 0.9800 . ?
C20B_1 H20D_1 0.9800 . ?
C20B_1 H20E_1 0.9800 . ?
C20B_1 H20F_1 0.9800 . ?
F1_2 C1_2 1.369(6) . ?
C1_2 C2_2 1.357(8) . ?
C1_2 C3_2 1.381(8) 3_776 ?
C2_2 C3_2 1.395(7) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.419(8) . ?
C4_2 C5_2 1.193(7) . ?
C5_2 C12_2 1.432(8) . ?
N1_2 C11_2 1.377(7) . ?
N1_2 H1A_2 0.8800 . ?
N1_2 H1B_2 0.8800 . ?
C11_2 C16_2 1.388(7) . ?
C11_2 C12_2 1.413(7) . ?
C12_2 C13_2 1.392(7) . ?
C13_2 C14_2 1.373(7) . ?
C13_2 H13_2 0.9500 . ?
C14_2 C15_2 1.392(8) . ?
C14_2 C17_2 1.534(8) . ?
C15_2 C16_2 1.377(8) . ?
C15_2 H15_2 0.9500 . ?
C16_2 H16_2 0.9500 . ?
C17_2 C20_2 1.518(8) . ?
C17_2 C19_2 1.518(8) . ?
C17_2 C18_2 1.551(8) . ?
C18_2 H18A_2 0.9800 . ?
C18_2 H18B_2 0.9800 . ?
C18_2 H18C_2 0.9800 . ?
C19_2 H19A_2 0.9800 . ?
C19_2 H19B_2 0.9800 . ?
C19_2 H19C_2 0.9800 . ?
C20_2 H20A_2 0.9800 . ?
C20_2 H20B_2 0.9800 . ?
C20_2 H20C_2 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1_1 C1_1 C2_1 117.8(6) . . ?
F1_1 C1_1 C3_1 118.7(6) . 3_656 ?
C2_1 C1_1 C3_1 123.4(5) . 3_656 ?
C1_1 C2_1 C3_1 118.6(6) . . ?
C1_1 C2_1 H2_1 120.7 . . ?
C3_1 C2_1 H2_1 120.7 . . ?
C1_1 C3_1 C2_1 118.0(5) 3_656 . ?
C1_1 C3_1 C4_1 119.6(6) 3_656 . ?
C2_1 C3_1 C4_1 122.4(6) . . ?
C5_1 C4_1 C3_1 177.7(7) . . ?
C4_1 C5_1 C12_1 174.7(7) . . ?
C11_1 N1_1 H1A_1 120.0 . . ?
C11_1 N1_1 H1B_1 120.0 . . ?
H1A_1 N1_1 H1B_1 120.0 . . ?
N1_1 C11_1 C16_1 121.2(6) . . ?
N1_1 C11_1 C12_1 121.6(5) . . ?
C16_1 C11_1 C12_1 117.2(5) . . ?
C13_1 C12_1 C11_1 120.7(5) . . ?
C13_1 C12_1 C5_1 121.3(6) . . ?
C11_1 C12_1 C5_1 118.0(5) . . ?
C14_1 C13_1 C12_1 122.2(6) . . ?
C14_1 C13_1 H13_1 118.9 . . ?
C12_1 C13_1 H13_1 118.9 . . ?
C13_1 C14_1 C15_1 116.2(6) . . ?
C13_1 C14_1 C17_1 122.7(6) . . ?
C15_1 C14_1 C17_1 121.1(6) . . ?
C16_1 C15_1 C14_1 122.5(6) . . ?
C16_1 C15_1 H15_1 118.8 . . ?
C14_1 C15_1 H15_1 118.8 . . ?
C15_1 C16_1 C11_1 121.2(6) . . ?
C15_1 C16_1 H16_1 119.4 . . ?
C11_1 C16_1 H16_1 119.4 . . ?
C18B_1 C17_1 C19B_1 112.2(15) . . ?
C18_1 C17_1 C19_1 115.2(9) . . ?
C18_1 C17_1 C14_1 111.1(6) . . ?
C18B_1 C17_1 C14_1 114.6(13) . . ?
C19B_1 C17_1 C14_1 111.1(12) . . ?
C19_1 C17_1 C14_1 108.0(6) . . ?
C18B_1 C17_1 C20B_1 105.5(14) . . ?
C19B_1 C17_1 C20B_1 103.8(13) . . ?
C14_1 C17_1 C20B_1 108.9(11) . . ?
C18_1 C17_1 C20_1 107.5(9) . . ?
C19_1 C17_1 C20_1 104.5(7) . . ?
C14_1 C17_1 C20_1 110.2(6) . . ?
C17_1 C18_1 H18A_1 109.5 . . ?
C17_1 C18_1 H18B_1 109.5 . . ?
H18A_1 C18_1 H18B_1 109.5 . . ?
C17_1 C18_1 H18C_1 109.5 . . ?
H18A_1 C18_1 H18C_1 109.5 . . ?
H18B_1 C18_1 H18C_1 109.5 . . ?
C17_1 C19_1 H19A_1 109.5 . . ?
C17_1 C19_1 H19B_1 109.5 . . ?
H19A_1 C19_1 H19B_1 109.5 . . ?
C17_1 C19_1 H19C_1 109.5 . . ?
H19A_1 C19_1 H19C_1 109.5 . . ?
H19B_1 C19_1 H19C_1 109.5 . . ?
C17_1 C20_1 H20A_1 109.5 . . ?
C17_1 C20_1 H20B_1 109.5 . . ?
H20A_1 C20_1 H20B_1 109.5 . . ?
C17_1 C20_1 H20C_1 109.5 . . ?
H20A_1 C20_1 H20C_1 109.5 . . ?
H20B_1 C20_1 H20C_1 109.5 . . ?
C17_1 C18B_1 H18D_1 109.5 . . ?
C17_1 C18B_1 H18E_1 109.5 . . ?
H18D_1 C18B_1 H18E_1 109.5 . . ?
C17_1 C18B_1 H18F_1 109.5 . . ?
H18D_1 C18B_1 H18F_1 109.5 . . ?
H18E_1 C18B_1 H18F_1 109.5 . . ?
C17_1 C19B_1 H19D_1 109.5 . . ?
C17_1 C19B_1 H19E_1 109.5 . . ?
H19D_1 C19B_1 H19E_1 109.5 . . ?
C17_1 C19B_1 H19F_1 109.5 . . ?
H19D_1 C19B_1 H19F_1 109.5 . . ?
H19E_1 C19B_1 H19F_1 109.5 . . ?
C17_1 C20B_1 H20D_1 109.5 . . ?
C17_1 C20B_1 H20E_1 109.5 . . ?
H20D_1 C20B_1 H20E_1 109.5 . . ?
C17_1 C20B_1 H20F_1 109.5 . . ?
H20D_1 C20B_1 H20F_1 109.5 . . ?
H20E_1 C20B_1 H20F_1 109.5 . . ?
C2_2 C1_2 F1_2 117.2(6) . . ?
C2_2 C1_2 C3_2 125.5(6) . 3_776 ?
F1_2 C1_2 C3_2 117.2(6) . 3_776 ?
C1_2 C2_2 C3_2 118.3(6) . . ?
C1_2 C2_2 H2_2 120.8 . . ?
C3_2 C2_2 H2_2 120.8 . . ?
C1_2 C3_2 C2_2 116.2(6) 3_776 . ?
C1_2 C3_2 C4_2 119.7(6) 3_776 . ?
C2_2 C3_2 C4_2 124.1(7) . . ?
C5_2 C4_2 C3_2 175.8(8) . . ?
C4_2 C5_2 C12_2 172.9(7) . . ?
C11_2 N1_2 H1A_2 120.0 . . ?
C11_2 N1_2 H1B_2 120.0 . . ?
H1A_2 N1_2 H1B_2 120.0 . . ?
N1_2 C11_2 C16_2 122.7(6) . . ?
N1_2 C11_2 C12_2 119.7(6) . . ?
C16_2 C11_2 C12_2 117.7(6) . . ?
C13_2 C12_2 C11_2 120.0(6) . . ?
C13_2 C12_2 C5_2 121.9(6) . . ?
C11_2 C12_2 C5_2 118.1(6) . . ?
C14_2 C13_2 C12_2 122.3(6) . . ?
C14_2 C13_2 H13_2 118.9 . . ?
C12_2 C13_2 H13_2 118.9 . . ?
C13_2 C14_2 C15_2 116.9(6) . . ?
C13_2 C14_2 C17_2 122.8(6) . . ?
C15_2 C14_2 C17_2 120.3(6) . . ?
C16_2 C15_2 C14_2 122.5(7) . . ?
C16_2 C15_2 H15_2 118.7 . . ?
C14_2 C15_2 H15_2 118.7 . . ?
C15_2 C16_2 C11_2 120.6(6) . . ?
C15_2 C16_2 H16_2 119.7 . . ?
C11_2 C16_2 H16_2 119.7 . . ?
C20_2 C17_2 C19_2 110.3(6) . . ?
C20_2 C17_2 C14_2 111.2(5) . . ?
C19_2 C17_2 C14_2 110.4(6) . . ?
C20_2 C17_2 C18_2 105.6(6) . . ?
C19_2 C17_2 C18_2 107.2(6) . . ?
C14_2 C17_2 C18_2 112.0(5) . . ?
C17_2 C18_2 H18A_2 109.5 . . ?
C17_2 C18_2 H18B_2 109.5 . . ?
H18A_2 C18_2 H18B_2 109.5 . . ?
C17_2 C18_2 H18C_2 109.5 . . ?
H18A_2 C18_2 H18C_2 109.5 . . ?
H18B_2 C18_2 H18C_2 109.5 . . ?
C17_2 C19_2 H19A_2 109.5 . . ?
C17_2 C19_2 H19B_2 109.5 . . ?
H19A_2 C19_2 H19B_2 109.5 . . ?
C17_2 C19_2 H19C_2 109.5 . . ?
H19A_2 C19_2 H19C_2 109.5 . . ?
H19B_2 C19_2 H19C_2 109.5 . . ?
C17_2 C20_2 H20A_2 109.5 . . ?
C17_2 C20_2 H20B_2 109.5 . . ?
H20A_2 C20_2 H20B_2 109.5 . . ?
C17_2 C20_2 H20C_2 109.5 . . ?
H20A_2 C20_2 H20C_2 109.5 . . ?
H20B_2 C20_2 H20C_2 109.5 . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.044



# start Validation Reply Form
_vrf_THETM01_chr56               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: We have had to cut the dataset at a resolution of 1.03 A due to 
I/sigma and R(int) criteria. Despite of using a high intensity source 
and long irradiation times this was the best achievable resolution. 
The data to parameter ratio is still just acceptable. In order to 
compensate for the lack of information we used all possible local 
symmetry restraints (SHELX SAME command) and rigid bond restraints 
(SHELX RIGU command) for all atoms. 
;
_vrf_PLAT213_chr56               
;
PROBLEM: Atom C18_1 has ADP max/min Ratio ..... 6.5 prolat
RESPONSE: this is a methyl carbon atom of a disordered tBu attached 
to a phenyl ring. A prolate ellipsoid is rather expected than alarming.
;
####################################################################### 
# 
# 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_chr67
_database_code_depnum_ccdc_archive 'CCDC 2380042'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '9bc in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H34 F6 N2 S2'
_chemical_formula_weight         792.87

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   16.739(2)
_cell_length_b                   5.9610(7)
_cell_length_c                   19.559(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.617(3)
_cell_angle_gamma                90
_cell_volume                     1911.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1963
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      20.41

_exptl_crystal_description       brick
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             820
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.086
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.051
_exptl_absorpt_coefficient_mu    0.205
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8898
_exptl_absorpt_correction_T_max  0.9580
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS microsource'
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17512
_diffrn_reflns_av_unetI/netI     0.0772
_diffrn_reflns_av_R_equivalents  0.0867
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.790
_diffrn_reflns_theta_max         25.357
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3493
_reflns_number_gt                2120
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0775P)²+2.2607P] 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         3493
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1237
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.1892
_refine_ls_wR_factor_gt          0.1593
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
S1 S 0.62480(6) 0.35410(18) 0.47104(5) 0.0325(3) Uani 1 1 d . . . . .
C1 C 0.5261(2) -0.0165(6) 0.4357(2) 0.0293(9) Uani 1 1 d . . . . .
H1 H 0.544351 -0.025572 0.392823 0.035 Uiso 1 1 calc R U . . .
C2 C 0.5551(2) 0.1482(7) 0.48365(19) 0.0284(9) Uani 1 1 d . . . . .
C3 C 0.5305(2) 0.1698(6) 0.54856(19) 0.0271(9) Uani 1 1 d . . . . .
C4 C 0.5724(2) 0.3581(7) 0.58866(18) 0.0264(9) Uani 1 1 d . . . . .
C5 C 0.6239(2) 0.4680(6) 0.55222(19) 0.0260(9) Uani 1 1 d . . . . .
C6 C 0.6732(2) 0.6507(6) 0.58199(19) 0.0270(9) Uani 1 1 d . . . . .
C7 C 0.7299(2) 0.7615(7) 0.5490(2) 0.0302(9) Uani 1 1 d . . . . .
H7 H 0.731059 0.725883 0.501873 0.036 Uiso 1 1 calc R U . . .
C8 C 0.7838(2) 0.9205(7) 0.5834(2) 0.0333(10) Uani 1 1 d . . . . .
C9 C 0.7782(3) 0.9726(7) 0.6527(2) 0.0396(11) Uani 1 1 d . . . . .
H9 H 0.814981 1.078936 0.677914 0.048 Uiso 1 1 calc R U . . .
C10 C 0.7214(2) 0.8748(7) 0.6849(2) 0.0383(11) Uani 1 1 d . . . . .
H10 H 0.718059 0.919043 0.730868 0.046 Uiso 1 1 calc R U . . .
C11 C 0.6680(2) 0.7099(7) 0.6506(2) 0.0316(10) Uani 1 1 d . . . . .
N12 N 0.6142(2) 0.6093(6) 0.68617(17) 0.0336(8) Uani 1 1 d . . . . .
C13 C 0.5697(2) 0.4405(7) 0.6567(2) 0.0289(9) Uani 1 1 d . . . . .
C21 C 0.8512(2) 1.0236(7) 0.5513(2) 0.0374(11) Uani 1 1 d . . . . .
C22 C 0.8521(3) 1.2786(7) 0.5596(3) 0.0528(13) Uani 1 1 d . . . . .
H22A H 0.897035 1.341742 0.540526 0.079 Uiso 1 1 calc R U . . .
H22B H 0.859546 1.316756 0.609223 0.079 Uiso 1 1 calc R U . . .
H22C H 0.800250 1.340686 0.534426 0.079 Uiso 1 1 calc R U . . .
C23 C 0.9332(3) 0.9304(9) 0.5911(3) 0.0583(14) Uani 1 1 d . . . . .
H23A H 0.977865 0.999084 0.572923 0.087 Uiso 1 1 calc R U . . .
H23B H 0.934371 0.767387 0.584893 0.087 Uiso 1 1 calc R U . . .
H23C H 0.939546 0.965395 0.640866 0.087 Uiso 1 1 calc R U . . .
C24 C 0.8414(3) 0.9709(9) 0.4744(3) 0.0564(14) Uani 1 1 d . . . . .
H24A H 0.885150 1.043886 0.456011 0.085 Uiso 1 1 calc R U . . .
H24B H 0.788480 1.026352 0.449306 0.085 Uiso 1 1 calc R U . . .
H24C H 0.844322 0.808208 0.468054 0.085 Uiso 1 1 calc R U . . .
C31 C 0.5156(2) 0.3324(7) 0.69970(19) 0.0297(9) Uani 1 1 d . . . . .
C32 C 0.5364(3) 0.1258(7) 0.7306(2) 0.0412(11) Uani 1 1 d . . . . .
H32 H 0.584722 0.052541 0.724149 0.049 Uiso 1 1 calc R U . . .
C33 C 0.4875(3) 0.0258(8) 0.7708(2) 0.0458(12) Uani 1 1 d . . . . .
H33 H 0.502218 -0.115924 0.791783 0.055 Uiso 1 1 calc R U . . .
C34 C 0.4175(3) 0.1308(8) 0.7805(2) 0.0458(12) Uani 1 1 d . . . . .
C35 C 0.3962(3) 0.3369(9) 0.7504(2) 0.0492(12) Uani 1 1 d . . . . .
H35 H 0.347702 0.409576 0.756774 0.059 Uiso 1 1 calc R U . . .
C36 C 0.4460(3) 0.4368(8) 0.7107(2) 0.0400(11) Uani 1 1 d . . . . .
H36 H 0.431822 0.580155 0.690624 0.048 Uiso 1 1 calc R U . . .
C38 C 0.3654(4) 0.0204(11) 0.8243(3) 0.0726(18) Uani 1 1 d . . . . .
F11 F 0.3371(4) -0.1684(8) 0.8020(3) 0.180(3) Uani 1 1 d . . . . .
F12 F 0.3014(3) 0.1380(8) 0.8323(2) 0.1239(16) Uani 1 1 d . . . . .
F13 F 0.4028(3) -0.0026(10) 0.8892(2) 0.153(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C5 1.730(4) . ?
S1 C2 1.745(4) . ?
C1 C2 1.376(5) . ?
C1 C3 1.395(5) 3_656 ?
C1 H1 0.9500 . ?
C2 C3 1.417(5) . ?
C3 C4 1.465(5) . ?
C4 C5 1.389(5) . ?
C4 C13 1.429(5) . ?
C5 C6 1.419(5) . ?
C6 C11 1.407(5) . ?
C6 C7 1.414(5) . ?
C7 C8 1.385(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(6) . ?
C8 C21 1.527(6) . ?
C9 C10 1.371(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.404(5) . ?
C10 H10 0.9500 . ?
C11 N12 1.382(5) . ?
N12 C13 1.313(5) . ?
C13 C31 1.499(5) . ?
C21 C24 1.512(6) . ?
C21 C22 1.528(6) . ?
C21 C23 1.539(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C31 C36 1.376(6) . ?
C31 C32 1.385(6) . ?
C32 C33 1.379(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.375(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.378(7) . ?
C34 C38 1.493(7) . ?
C35 C36 1.383(6) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C38 F11 1.264(7) . ?
C38 F13 1.306(7) . ?
C38 F12 1.316(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C2 90.96(18) . . ?
C2 C1 C3 118.6(4) . 3_656 ?
C2 C1 H1 120.7 . . ?
C3 C1 H1 120.7 3_656 . ?
C1 C2 C3 123.3(4) . . ?
C1 C2 S1 124.0(3) . . ?
C3 C2 S1 112.7(3) . . ?
C1 C3 C2 118.1(3) 3_656 . ?
C1 C3 C4 131.1(3) 3_656 . ?
C2 C3 C4 110.8(3) . . ?
C5 C4 C13 117.1(4) . . ?
C5 C4 C3 111.5(3) . . ?
C13 C4 C3 131.4(4) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 S1 114.0(3) . . ?
C6 C5 S1 124.5(3) . . ?
C11 C6 C7 119.6(4) . . ?
C11 C6 C5 116.2(3) . . ?
C7 C6 C5 124.0(4) . . ?
C8 C7 C6 122.0(4) . . ?
C8 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C7 C8 C9 117.0(4) . . ?
C7 C8 C21 122.6(4) . . ?
C9 C8 C21 120.3(4) . . ?
C10 C9 C8 122.2(4) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C9 C10 C11 120.8(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
N12 C11 C10 118.7(4) . . ?
N12 C11 C6 122.9(3) . . ?
C10 C11 C6 118.4(4) . . ?
C13 N12 C11 118.8(3) . . ?
N12 C13 C4 123.4(4) . . ?
N12 C13 C31 115.9(3) . . ?
C4 C13 C31 120.7(4) . . ?
C24 C21 C8 112.6(4) . . ?
C24 C21 C22 108.0(4) . . ?
C8 C21 C22 110.4(4) . . ?
C24 C21 C23 109.6(4) . . ?
C8 C21 C23 107.7(4) . . ?
C22 C21 C23 108.4(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C36 C31 C32 118.7(4) . . ?
C36 C31 C13 121.3(4) . . ?
C32 C31 C13 120.0(4) . . ?
C33 C32 C31 120.5(4) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 120.1(4) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 120.1(4) . . ?
C33 C34 C38 119.4(5) . . ?
C35 C34 C38 120.5(5) . . ?
C34 C35 C36 119.4(5) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C31 C36 C35 121.2(4) . . ?
C31 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
F11 C38 F13 108.3(6) . . ?
F11 C38 F12 105.0(6) . . ?
F13 C38 F12 100.5(5) . . ?
F11 C38 C34 114.6(5) . . ?
F13 C38 C34 112.5(5) . . ?
F12 C38 C34 114.7(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 0.3(6) 3_656 . . . ?
C3 C1 C2 S1 -179.0(3) 3_656 . . . ?
C5 S1 C2 C1 -179.5(3) . . . . ?
C5 S1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C1 -0.3(6) . . . 3_656 ?
S1 C2 C3 C1 179.1(3) . . . 3_656 ?
C1 C2 C3 C4 179.2(3) . . . . ?
S1 C2 C3 C4 -1.4(4) . . . . ?
C1 C3 C4 C5 -179.6(4) 3_656 . . . ?
C2 C3 C4 C5 1.0(4) . . . . ?
C1 C3 C4 C13 1.6(7) 3_656 . . . ?
C2 C3 C4 C13 -177.8(4) . . . . ?
C13 C4 C5 C6 1.5(5) . . . . ?
C3 C4 C5 C6 -177.5(3) . . . . ?
C13 C4 C5 S1 178.9(3) . . . . ?
C3 C4 C5 S1 -0.2(4) . . . . ?
C2 S1 C5 C4 -0.5(3) . . . . ?
C2 S1 C5 C6 176.7(3) . . . . ?
C4 C5 C6 C11 1.2(5) . . . . ?
S1 C5 C6 C11 -175.8(3) . . . . ?
C4 C5 C6 C7 176.6(4) . . . . ?
S1 C5 C6 C7 -0.5(5) . . . . ?
C11 C6 C7 C8 3.2(6) . . . . ?
C5 C6 C7 C8 -171.9(4) . . . . ?
C6 C7 C8 C9 -1.8(6) . . . . ?
C6 C7 C8 C21 173.4(4) . . . . ?
C7 C8 C9 C10 -1.2(6) . . . . ?
C21 C8 C9 C10 -176.5(4) . . . . ?
C8 C9 C10 C11 2.7(7) . . . . ?
C9 C10 C11 N12 177.2(4) . . . . ?
C9 C10 C11 C6 -1.1(6) . . . . ?
C7 C6 C11 N12 180.0(3) . . . . ?
C5 C6 C11 N12 -4.5(6) . . . . ?
C7 C6 C11 C10 -1.7(6) . . . . ?
C5 C6 C11 C10 173.8(3) . . . . ?
C10 C11 N12 C13 -173.6(4) . . . . ?
C6 C11 N12 C13 4.7(6) . . . . ?
C11 N12 C13 C4 -1.7(6) . . . . ?
C11 N12 C13 C31 177.2(3) . . . . ?
C5 C4 C13 N12 -1.4(6) . . . . ?
C3 C4 C13 N12 177.4(4) . . . . ?
C5 C4 C13 C31 179.8(3) . . . . ?
C3 C4 C13 C31 -1.4(6) . . . . ?
C7 C8 C21 C24 11.9(6) . . . . ?
C9 C8 C21 C24 -173.1(4) . . . . ?
C7 C8 C21 C22 132.7(4) . . . . ?
C9 C8 C21 C22 -52.2(5) . . . . ?
C7 C8 C21 C23 -109.0(5) . . . . ?
C9 C8 C21 C23 66.0(5) . . . . ?
N12 C13 C31 C36 73.5(5) . . . . ?
C4 C13 C31 C36 -107.6(5) . . . . ?
N12 C13 C31 C32 -104.9(4) . . . . ?
C4 C13 C31 C32 74.0(5) . . . . ?
C36 C31 C32 C33 0.9(6) . . . . ?
C13 C31 C32 C33 179.4(4) . . . . ?
C31 C32 C33 C34 0.0(7) . . . . ?
C32 C33 C34 C35 -0.3(7) . . . . ?
C32 C33 C34 C38 -179.9(5) . . . . ?
C33 C34 C35 C36 -0.3(7) . . . . ?
C38 C34 C35 C36 179.3(5) . . . . ?
C32 C31 C36 C35 -1.5(6) . . . . ?
C13 C31 C36 C35 -179.9(4) . . . . ?
C34 C35 C36 C31 1.2(7) . . . . ?
C33 C34 C38 F11 -60.7(8) . . . . ?
C35 C34 C38 F11 119.7(7) . . . . ?
C33 C34 C38 F13 63.7(8) . . . . ?
C35 C34 C38 F13 -115.9(7) . . . . ?
C33 C34 C38 F12 177.7(5) . . . . ?
C35 C34 C38 F12 -1.9(8) . . . . ?

_refine_diff_density_max         0.812
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.070


####################################################################### 
# 
# 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_chr57
_database_code_depnum_ccdc_archive 'CCDC 2380040'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '9aa in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H44 N2 S2'
_chemical_formula_weight         712.97

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'
S S 0.3331 0.5567 '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                   5.9858(3)
_cell_length_b                   10.7692(6)
_cell_length_c                   14.9923(8)
_cell_angle_alpha                82.696(4)
_cell_angle_beta                 88.046(5)
_cell_angle_gamma                78.685(4)
_cell_volume                     939.92(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6330
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      62.16

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_F_000             378
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.557
_shelx_estimated_absorpt_T_min   0.676
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9027
_exptl_absorpt_correction_T_max  0.9764
_exptl_absorpt_process_details   'STOE X-AREA LANA'
_exptl_absorpt_special_details   'X-Area LANA 2.7.5.0 (STOE, 2022)'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Genix3D Cu HF'
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            9036
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.972
_diffrn_reflns_theta_max         61.995
_diffrn_reflns_theta_full        61.995
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             2870
_reflns_number_gt                1966
_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       'X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)'
_computing_cell_refinement       'X-Area Recipe 1.37.0.0 (STOE, 2021)'
_computing_data_reduction        'X-Area Integrate 2.5.3.0 (STOE, 2021)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+0.4913P] 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         2870
_refine_ls_number_parameters     283
_refine_ls_number_restraints     443
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1101
_refine_ls_wR_factor_gt          0.0943
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.34576(14) 1.00736(7) 0.34209(5) 0.0359(2) Uani 1 1 d . . . . .
C2 C 0.1421(5) 1.0086(3) 0.42753(19) 0.0300(7) Uani 1 1 d . . . . .
C3 C 0.2072(5) 0.9102(2) 0.49925(18) 0.0281(7) Uani 1 1 d . . . . .
C4 C 0.0614(5) 0.9036(3) 0.57305(19) 0.0308(7) Uani 1 1 d . . . . .
H4 H 0.100305 0.840047 0.623013 0.037 Uiso 1 1 calc R U . . .
C11 C 0.5177(5) 0.8752(2) 0.39908(19) 0.0302(7) Uani 1 1 d . . . . .
C12 C 0.4274(5) 0.8312(3) 0.48110(19) 0.0288(6) Uani 1 1 d . . . . .
C13 C 0.5623(5) 0.7224(3) 0.53232(19) 0.0318(7) Uani 1 1 d . . . . .
N14 N 0.7645(4) 0.6661(2) 0.50458(16) 0.0348(6) Uani 1 1 d . . . . .
C15 C 0.8504(5) 0.7104(3) 0.4232(2) 0.0314(7) Uani 1 1 d . . . . .
C16 C 1.0652(5) 0.6473(3) 0.3953(2) 0.0365(7) Uani 1 1 d . . . . .
H16 H 1.145140 0.574927 0.432019 0.044 Uiso 1 1 calc R U . . .
C17 C 1.1592(5) 0.6895(3) 0.3157(2) 0.0395(8) Uani 1 1 d . . . . .
H17 H 1.305532 0.647243 0.298011 0.047 Uiso 1 1 calc R U . . .
C18 C 1.0420(6) 0.7944(3) 0.2600(2) 0.0437(8) Uani 1 1 d . . . . .
H18 H 1.109416 0.823028 0.204896 0.052 Uiso 1 1 calc R U . . .
C19 C 0.8312(5) 0.8559(3) 0.2842(2) 0.0388(8) Uani 1 1 d . . . . .
H19 H 0.751215 0.925937 0.245426 0.047 Uiso 1 1 calc R U . . .
C20 C 0.7326(5) 0.8157(3) 0.36654(19) 0.0301(7) Uani 1 1 d . . . . .
C21 C 0.4901(5) 0.6637(3) 0.62156(19) 0.0311(7) Uani 1 1 d . . . . .
C22 C 0.2994(5) 0.6061(3) 0.6317(2) 0.0385(8) Uani 1 1 d . . . . .
H22 H 0.205958 0.607915 0.581396 0.046 Uiso 1 1 calc R U . . .
C23 C 0.2462(5) 0.5464(3) 0.7148(2) 0.0410(8) Uani 1 1 d . . . . .
H23 H 0.118102 0.505998 0.720114 0.049 Uiso 1 1 calc R U . . .
C24 C 0.3743(6) 0.5440(3) 0.7901(2) 0.0400(8) Uani 1 1 d . . . . .
C25 C 0.5663(6) 0.5998(3) 0.7791(2) 0.0434(8) Uani 1 1 d . . . . .
H25 H 0.659750 0.597778 0.829474 0.052 Uiso 1 1 calc R U . . .
C26 C 0.6230(5) 0.6580(3) 0.6965(2) 0.0376(7) Uani 1 1 d . . . . .
H26 H 0.755390 0.694753 0.690759 0.045 Uiso 1 1 calc R U . . .
C31 C 0.3156(7) 0.4765(3) 0.8797(2) 0.0597(10) Uani 1 1 d D U . . .
H31A H 0.415242 0.495761 0.925367 0.072 Uiso 0.469(10) 1 calc R U P A 1
H31B H 0.157162 0.515024 0.895064 0.072 Uiso 0.469(10) 1 calc R U P A 1
H31C H 0.149620 0.478109 0.882880 0.072 Uiso 0.531(10) 1 calc R U P A 2
H31D H 0.354393 0.522247 0.928488 0.072 Uiso 0.531(10) 1 calc R U P A 2
C32 C 0.333(3) 0.3404(10) 0.8894(9) 0.081(4) Uani 0.469(10) 1 d D U P A 1
H32A H 0.493032 0.298534 0.880511 0.097 Uiso 0.469(10) 1 calc R U P A 1
H32B H 0.239554 0.317735 0.842906 0.097 Uiso 0.469(10) 1 calc R U P A 1
C33 C 0.251(2) 0.2926(8) 0.9821(6) 0.064(3) Uani 0.469(10) 1 d D U P A 1
H33A H 0.330397 0.324462 1.028599 0.076 Uiso 0.469(10) 1 calc R U P A 1
H33B H 0.085238 0.326120 0.988188 0.076 Uiso 0.469(10) 1 calc R U P A 1
C34 C 0.295(3) 0.1490(9) 0.9964(7) 0.106(4) Uani 0.469(10) 1 d D U P A 1
H34A H 0.455186 0.116058 0.979496 0.127 Uiso 0.469(10) 1 calc R U P A 1
H34B H 0.195427 0.118318 0.956275 0.127 Uiso 0.469(10) 1 calc R U P A 1
C35 C 0.253(3) 0.0956(14) 1.0931(9) 0.100(5) Uani 0.469(10) 1 d D U P A 1
H35A H 0.281014 0.001351 1.097865 0.120 Uiso 0.469(10) 1 calc R U P A 1
H35B H 0.363528 0.119281 1.132599 0.120 Uiso 0.469(10) 1 calc R U P A 1
C36 C 0.019(3) 0.143(2) 1.1251(13) 0.132(8) Uani 0.469(10) 1 d D U P A 1
H36A H -0.012069 0.090560 1.180656 0.198 Uiso 0.469(10) 1 calc R U P A 1
H36B H -0.090356 0.138357 1.079018 0.198 Uiso 0.469(10) 1 calc R U P A 1
H36C H 0.004164 0.231941 1.136657 0.198 Uiso 0.469(10) 1 calc R U P A 1
C32B C 0.4437(19) 0.3382(8) 0.8938(8) 0.062(3) Uani 0.531(10) 1 d D U P A 2
H32C H 0.401758 0.294941 0.844203 0.075 Uiso 0.531(10) 1 calc R U P A 2
H32D H 0.608388 0.339311 0.886954 0.075 Uiso 0.531(10) 1 calc R U P A 2
C33B C 0.411(2) 0.2553(9) 0.9817(5) 0.073(3) Uani 0.531(10) 1 d D U P A 2
H33C H 0.521618 0.173810 0.982101 0.087 Uiso 0.531(10) 1 calc R U P A 2
H33D H 0.451921 0.298437 1.031592 0.087 Uiso 0.531(10) 1 calc R U P A 2
C34B C 0.1823(17) 0.2247(14) 1.0018(7) 0.103(4) Uani 0.531(10) 1 d D U P A 2
H34C H 0.140032 0.182496 0.951702 0.124 Uiso 0.531(10) 1 calc R U P A 2
H34D H 0.071635 0.306018 1.002574 0.124 Uiso 0.531(10) 1 calc R U P A 2
C35B C 0.154(2) 0.1408(16) 1.0888(10) 0.125(6) Uani 0.531(10) 1 d D U P A 2
H35C H 0.213940 0.051195 1.078593 0.150 Uiso 0.531(10) 1 calc R U P A 2
H35D H 0.253113 0.161557 1.134180 0.150 Uiso 0.531(10) 1 calc R U P A 2
C36B C -0.068(3) 0.1472(18) 1.1271(13) 0.134(8) Uani 0.531(10) 1 d D U P A 2
H36D H -0.058376 0.097386 1.186750 0.201 Uiso 0.531(10) 1 calc R U P A 2
H36E H -0.162729 0.112234 1.088229 0.201 Uiso 0.531(10) 1 calc R U P A 2
H36F H -0.137472 0.236284 1.132557 0.201 Uiso 0.531(10) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.730(3) . ?
S1 C2 1.738(3) . ?
C2 C4 1.387(4) 2_576 ?
C2 C3 1.417(4) . ?
C3 C4 1.389(4) . ?
C3 C12 1.459(4) . ?
C4 H4 0.9500 . ?
C11 C12 1.391(4) . ?
C11 C20 1.420(4) . ?
C12 C13 1.434(4) . ?
C13 N14 1.322(4) . ?
C13 C21 1.493(4) . ?
N14 C15 1.374(4) . ?
C15 C16 1.408(4) . ?
C15 C20 1.409(4) . ?
C16 C17 1.365(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.398(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.366(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.404(4) . ?
C19 H19 0.9500 . ?
C21 C26 1.387(4) . ?
C21 C22 1.397(4) . ?
C22 C23 1.384(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.394(4) . ?
C24 C31 1.509(4) . ?
C25 C26 1.378(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.437(11) . ?
C31 C32B 1.527(9) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 H31C 0.9900 . ?
C31 H31D 0.9900 . ?
C32 C33 1.519(11) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.506(11) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.522(11) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.482(12) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C32B C33B 1.524(9) . ?
C32B H32C 0.9900 . ?
C32B H32D 0.9900 . ?
C33B C34B 1.483(11) . ?
C33B H33C 0.9900 . ?
C33B H33D 0.9900 . ?
C34B C35B 1.513(10) . ?
C34B H34C 0.9900 . ?
C34B H34D 0.9900 . ?
C35B C36B 1.427(11) . ?
C35B H35C 0.9900 . ?
C35B H35D 0.9900 . ?
C36B H36D 0.9800 . ?
C36B H36E 0.9800 . ?
C36B H36F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 S1 C2 91.10(14) . . ?
C4 C2 C3 123.2(3) 2_576 . ?
C4 C2 S1 124.3(2) 2_576 . ?
C3 C2 S1 112.5(2) . . ?
C4 C3 C2 118.0(2) . . ?
C4 C3 C12 130.7(3) . . ?
C2 C3 C12 111.2(2) . . ?
C2 C4 C3 118.8(2) 2_576 . ?
C2 C4 H4 120.6 2_576 . ?
C3 C4 H4 120.6 . . ?
C12 C11 C20 122.2(2) . . ?
C12 C11 S1 113.9(2) . . ?
C20 C11 S1 123.9(2) . . ?
C11 C12 C13 116.9(3) . . ?
C11 C12 C3 111.2(2) . . ?
C13 C12 C3 131.9(3) . . ?
N14 C13 C12 122.5(3) . . ?
N14 C13 C21 114.0(2) . . ?
C12 C13 C21 123.5(3) . . ?
C13 N14 C15 119.8(2) . . ?
N14 C15 C16 118.3(3) . . ?
N14 C15 C20 122.9(3) . . ?
C16 C15 C20 118.8(3) . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 120.5(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C15 119.7(3) . . ?
C19 C20 C11 124.5(3) . . ?
C15 C20 C11 115.8(3) . . ?
C26 C21 C22 118.1(3) . . ?
C26 C21 C13 119.6(3) . . ?
C22 C21 C13 122.2(3) . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 121.8(3) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C23 C24 C25 117.6(3) . . ?
C23 C24 C31 120.9(3) . . ?
C25 C24 C31 121.4(3) . . ?
C26 C25 C24 121.1(3) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C21 121.2(3) . . ?
C25 C26 H26 119.4 . . ?
C21 C26 H26 119.4 . . ?
C32 C31 C24 119.0(6) . . ?
C24 C31 C32B 111.7(5) . . ?
C32 C31 H31A 107.6 . . ?
C24 C31 H31A 107.6 . . ?
C32 C31 H31B 107.6 . . ?
C24 C31 H31B 107.6 . . ?
H31A C31 H31B 107.0 . . ?
C24 C31 H31C 109.3 . . ?
C32B C31 H31C 109.3 . . ?
C24 C31 H31D 109.3 . . ?
C32B C31 H31D 109.3 . . ?
H31C C31 H31D 108.0 . . ?
C31 C32 C33 110.7(9) . . ?
C31 C32 H32A 109.5 . . ?
C33 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 C32 110.7(9) . . ?
C34 C33 H33A 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C33 C34 C35 112.8(10) . . ?
C33 C34 H34A 109.0 . . ?
C35 C34 H34A 109.0 . . ?
C33 C34 H34B 109.0 . . ?
C35 C34 H34B 109.0 . . ?
H34A C34 H34B 107.8 . . ?
C36 C35 C34 112.7(11) . . ?
C36 C35 H35A 109.0 . . ?
C34 C35 H35A 109.0 . . ?
C36 C35 H35B 109.1 . . ?
C34 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33B C32B C31 119.3(8) . . ?
C33B C32B H32C 107.5 . . ?
C31 C32B H32C 107.5 . . ?
C33B C32B H32D 107.5 . . ?
C31 C32B H32D 107.5 . . ?
H32C C32B H32D 107.0 . . ?
C34B C33B C32B 118.0(8) . . ?
C34B C33B H33C 107.8 . . ?
C32B C33B H33C 107.8 . . ?
C34B C33B H33D 107.8 . . ?
C32B C33B H33D 107.8 . . ?
H33C C33B H33D 107.2 . . ?
C33B C34B C35B 117.1(9) . . ?
C33B C34B H34C 108.0 . . ?
C35B C34B H34C 108.0 . . ?
C33B C34B H34D 108.0 . . ?
C35B C34B H34D 108.0 . . ?
H34C C34B H34D 107.3 . . ?
C36B C35B C34B 118.4(12) . . ?
C36B C35B H35C 107.7 . . ?
C34B C35B H35C 107.7 . . ?
C36B C35B H35D 107.7 . . ?
C34B C35B H35D 107.7 . . ?
H35C C35B H35D 107.1 . . ?
C35B C36B H36D 109.5 . . ?
C35B C36B H36E 109.5 . . ?
H36D C36B H36E 109.5 . . ?
C35B C36B H36F 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 S1 C2 C4 -179.7(3) . . . 2_576 ?
C11 S1 C2 C3 0.9(2) . . . . ?
C4 C2 C3 C4 -1.3(5) 2_576 . . . ?
S1 C2 C3 C4 178.1(2) . . . . ?
C4 C2 C3 C12 179.1(3) 2_576 . . . ?
S1 C2 C3 C12 -1.5(3) . . . . ?
C2 C3 C4 C2 1.2(4) . . . 2_576 ?
C12 C3 C4 C2 -179.3(3) . . . 2_576 ?
C2 S1 C11 C12 -0.1(2) . . . . ?
C2 S1 C11 C20 -179.9(2) . . . . ?
C20 C11 C12 C13 0.3(4) . . . . ?
S1 C11 C12 C13 -179.4(2) . . . . ?
C20 C11 C12 C3 179.0(2) . . . . ?
S1 C11 C12 C3 -0.7(3) . . . . ?
C4 C3 C12 C11 -178.1(3) . . . . ?
C2 C3 C12 C11 1.4(3) . . . . ?
C4 C3 C12 C13 0.4(5) . . . . ?
C2 C3 C12 C13 179.9(3) . . . . ?
C11 C12 C13 N14 0.8(4) . . . . ?
C3 C12 C13 N14 -177.6(3) . . . . ?
C11 C12 C13 C21 179.9(3) . . . . ?
C3 C12 C13 C21 1.5(5) . . . . ?
C12 C13 N14 C15 -1.1(4) . . . . ?
C21 C13 N14 C15 179.6(3) . . . . ?
C13 N14 C15 C16 -179.3(3) . . . . ?
C13 N14 C15 C20 0.5(4) . . . . ?
N14 C15 C16 C17 -178.7(3) . . . . ?
C20 C15 C16 C17 1.5(4) . . . . ?
C15 C16 C17 C18 -1.2(5) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C17 C18 C19 C20 1.4(5) . . . . ?
C18 C19 C20 C15 -1.1(4) . . . . ?
C18 C19 C20 C11 178.2(3) . . . . ?
N14 C15 C20 C19 179.9(3) . . . . ?
C16 C15 C20 C19 -0.3(4) . . . . ?
N14 C15 C20 C11 0.5(4) . . . . ?
C16 C15 C20 C11 -179.7(3) . . . . ?
C12 C11 C20 C19 179.8(3) . . . . ?
S1 C11 C20 C19 -0.5(4) . . . . ?
C12 C11 C20 C15 -0.9(4) . . . . ?
S1 C11 C20 C15 178.8(2) . . . . ?
N14 C13 C21 C26 59.2(4) . . . . ?
C12 C13 C21 C26 -120.0(3) . . . . ?
N14 C13 C21 C22 -116.4(3) . . . . ?
C12 C13 C21 C22 64.3(4) . . . . ?
C26 C21 C22 C23 0.5(4) . . . . ?
C13 C21 C22 C23 176.3(3) . . . . ?
C21 C22 C23 C24 1.5(5) . . . . ?
C22 C23 C24 C25 -2.5(5) . . . . ?
C22 C23 C24 C31 -178.9(3) . . . . ?
C23 C24 C25 C26 1.5(5) . . . . ?
C31 C24 C25 C26 178.0(3) . . . . ?
C24 C25 C26 C21 0.5(5) . . . . ?
C22 C21 C26 C25 -1.5(4) . . . . ?
C13 C21 C26 C25 -177.3(3) . . . . ?
C23 C24 C31 C32 64.6(9) . . . . ?
C25 C24 C31 C32 -111.7(9) . . . . ?
C23 C24 C31 C32B 92.0(6) . . . . ?
C25 C24 C31 C32B -84.4(6) . . . . ?
C24 C31 C32 C33 -176.0(7) . . . . ?
C31 C32 C33 C34 -173.0(14) . . . . ?
C32 C33 C34 C35 170.3(11) . . . . ?
C33 C34 C35 C36 57(2) . . . . ?
C24 C31 C32B C33B 178.5(7) . . . . ?
C31 C32B C33B C34B 65.2(16) . . . . ?
C32B C33B C34B C35B 179.2(12) . . . . ?
C33B C34B C35B C36B 157.0(18) . . . . ?

_refine_diff_density_max         0.232
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.048


####################################################################### 
# 
# 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_chr76
_database_code_depnum_ccdc_archive 'CCDC 2380046'
loop_
_audit_author_name
_audit_author_address
'Frank Rominger'
;Heidelberg University
Germany
;
_audit_update_record             
;
2024-08-27 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            '11ba in manuscript'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H36 N2 Te2'
_chemical_formula_weight         847.95

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'
Te Te -0.1759 6.3531 '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                   5.7584(2)
_cell_length_b                   11.4517(5)
_cell_length_c                   14.1958(5)
_cell_angle_alpha                77.226(3)
_cell_angle_beta                 88.956(3)
_cell_angle_gamma                77.594(3)
_cell_volume                     891.21(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    18037
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      68.59

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             418
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.066
_exptl_crystal_size_mid          0.044
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    13.165
_shelx_estimated_absorpt_T_min   0.477
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5402
_exptl_absorpt_correction_T_max  0.6763
_exptl_absorpt_process_details   'STOE X-AREA LANA'
_exptl_absorpt_special_details   'X-Area LANA 2.7.12 (STOE, 2023)'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Genix3D Cu HF'
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            10474
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.194
_diffrn_reflns_theta_max         68.432
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             3156
_reflns_number_gt                2828
_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       'X-Area Pilatus3_SV 1.31.192.0 (STOE, 2023)'
_computing_cell_refinement       'X-Area Recipe 2.0.1 (STOE, 2023)'
_computing_data_reduction        'X-Area Integrate 2.5.15.0 (STOE, 2023)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0413P)²+2.7546P] 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         3156
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0890
_refine_ls_wR_factor_gt          0.0848
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Te1 Te 0.80504(5) 0.51741(3) 0.72779(2) 0.04104(13) Uani 1 1 d . . . . .
C2 C 0.5429(8) 0.6524(4) 0.6428(3) 0.0325(9) Uani 1 1 d . . . . .
C3 C 0.5878(7) 0.6721(4) 0.5456(3) 0.0316(9) Uani 1 1 d . . . . .
C4 C 0.7960(8) 0.5881(4) 0.5161(3) 0.0338(10) Uani 1 1 d . . . . .
C5 C 0.9381(8) 0.5045(4) 0.5925(3) 0.0347(10) Uani 1 1 d . . . . .
C6 C 0.8624(8) 0.5807(4) 0.4225(3) 0.0377(10) Uani 1 1 d . . . . .
H6 H 0.770889 0.634225 0.368869 0.045 Uiso 1 1 calc R U . . .
C7 C 0.4264(8) 0.7718(4) 0.4835(3) 0.0331(9) Uani 1 1 d . . . . .
N8 N 0.2317(7) 0.8345(4) 0.5148(3) 0.0388(9) Uani 1 1 d . . . . .
C11 C 0.1859(8) 0.8084(4) 0.6115(3) 0.0361(10) Uani 1 1 d . . . . .
C12 C 0.3405(8) 0.7195(4) 0.6802(3) 0.0321(9) Uani 1 1 d . . . . .
C13 C 0.2860(8) 0.7016(4) 0.7792(3) 0.0347(10) Uani 1 1 d . . . . .
H13 H 0.392099 0.642051 0.825141 0.042 Uiso 1 1 calc R U . . .
C14 C 0.0831(8) 0.7683(4) 0.8107(3) 0.0334(9) Uani 1 1 d . . . . .
C15 C -0.0703(8) 0.8568(5) 0.7401(3) 0.0407(11) Uani 1 1 d . . . . .
H15 H -0.210612 0.904113 0.760406 0.049 Uiso 1 1 calc R U . . .
C16 C -0.0234(9) 0.8764(5) 0.6437(3) 0.0437(12) Uani 1 1 d . . . . .
H16 H -0.131505 0.935734 0.598415 0.052 Uiso 1 1 calc R U . . .
C17 C 0.0231(8) 0.7518(4) 0.9177(3) 0.0363(10) Uani 1 1 d . . . . .
C18 C 0.1860(10) 0.6404(5) 0.9813(3) 0.0489(13) Uani 1 1 d . . . . .
H18A H 0.130317 0.628831 1.047644 0.073 Uiso 1 1 calc R U . . .
H18B H 0.348755 0.653576 0.980499 0.073 Uiso 1 1 calc R U . . .
H18C H 0.183648 0.567276 0.956501 0.073 Uiso 1 1 calc R U . . .
C19 C 0.0455(10) 0.8675(5) 0.9517(4) 0.0463(12) Uani 1 1 d . . . . .
H19A H 0.005338 0.858262 1.019982 0.069 Uiso 1 1 calc R U . . .
H19B H -0.063803 0.939044 0.913058 0.069 Uiso 1 1 calc R U . . .
H19C H 0.209088 0.878997 0.943847 0.069 Uiso 1 1 calc R U . . .
C20 C -0.2332(9) 0.7350(6) 0.9312(4) 0.0524(13) Uani 1 1 d . . . . .
H20A H -0.269317 0.722644 0.999940 0.079 Uiso 1 1 calc R U . . .
H20B H -0.251468 0.663404 0.907272 0.079 Uiso 1 1 calc R U . . .
H20C H -0.342786 0.808317 0.894946 0.079 Uiso 1 1 calc R U . . .
C21 C 0.4712(8) 0.8147(4) 0.3792(3) 0.0346(10) Uani 1 1 d . . . . .
C22 C 0.6497(9) 0.8783(5) 0.3515(3) 0.0427(11) Uani 1 1 d . . . . .
H22 H 0.742116 0.896055 0.399100 0.051 Uiso 1 1 calc R U . . .
C23 C 0.6937(9) 0.9160(5) 0.2544(4) 0.0504(13) Uani 1 1 d . . . . .
H23 H 0.814846 0.960471 0.235610 0.061 Uiso 1 1 calc R U . . .
C24 C 0.5617(10) 0.8892(5) 0.1850(4) 0.0516(14) Uani 1 1 d . . . . .
H24 H 0.594488 0.913382 0.118534 0.062 Uiso 1 1 calc R U . . .
C25 C 0.3834(10) 0.8276(5) 0.2120(4) 0.0522(13) Uani 1 1 d . . . . .
H25 H 0.292568 0.809267 0.164124 0.063 Uiso 1 1 calc R U . . .
C26 C 0.3347(9) 0.7919(5) 0.3089(4) 0.0448(12) Uani 1 1 d . . . . .
H26 H 0.207254 0.751740 0.327041 0.054 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
Te1 C5 2.079(4) . ?
Te1 C2 2.089(4) . ?
C2 C3 1.376(6) . ?
C2 C12 1.416(6) . ?
C3 C7 1.440(6) . ?
C3 C4 1.483(6) . ?
C4 C6 1.392(6) . ?
C4 C5 1.413(6) . ?
C5 C6 1.386(6) 2_766 ?
C6 H6 0.9500 . ?
C7 N8 1.322(5) . ?
C7 C21 1.490(6) . ?
N8 C11 1.372(6) . ?
C11 C12 1.409(6) . ?
C11 C16 1.415(6) . ?
C12 C13 1.414(6) . ?
C13 C14 1.378(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.418(6) . ?
C14 C17 1.530(6) . ?
C15 C16 1.368(7) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.526(7) . ?
C17 C20 1.532(7) . ?
C17 C19 1.538(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C26 1.383(7) . ?
C21 C22 1.386(7) . ?
C22 C23 1.386(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.369(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(7) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Te1 C2 81.33(17) . . ?
C3 C2 C12 122.6(4) . . ?
C3 C2 Te1 113.3(3) . . ?
C12 C2 Te1 124.1(3) . . ?
C2 C3 C7 116.3(4) . . ?
C2 C3 C4 116.6(4) . . ?
C7 C3 C4 127.1(4) . . ?
C6 C4 C5 116.9(4) . . ?
C6 C4 C3 127.4(4) . . ?
C5 C4 C3 115.7(4) . . ?
C6 C5 C4 123.0(4) 2_766 . ?
C6 C5 Te1 124.1(3) 2_766 . ?
C4 C5 Te1 112.8(3) . . ?
C5 C6 C4 120.1(4) 2_766 . ?
C5 C6 H6 120.0 2_766 . ?
C4 C6 H6 120.0 . . ?
N8 C7 C3 122.9(4) . . ?
N8 C7 C21 114.9(4) . . ?
C3 C7 C21 122.2(4) . . ?
C7 N8 C11 119.1(4) . . ?
N8 C11 C12 123.0(4) . . ?
N8 C11 C16 118.3(4) . . ?
C12 C11 C16 118.6(4) . . ?
C11 C12 C13 119.7(4) . . ?
C11 C12 C2 115.7(4) . . ?
C13 C12 C2 124.6(4) . . ?
C14 C13 C12 121.7(4) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 117.5(4) . . ?
C13 C14 C17 122.5(4) . . ?
C15 C14 C17 120.0(4) . . ?
C16 C15 C14 122.4(4) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C15 C16 C11 120.1(4) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C18 C17 C14 112.6(4) . . ?
C18 C17 C20 107.8(4) . . ?
C14 C17 C20 109.9(4) . . ?
C18 C17 C19 109.0(4) . . ?
C14 C17 C19 108.9(4) . . ?
C20 C17 C19 108.7(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 119.2(4) . . ?
C26 C21 C7 120.4(4) . . ?
C22 C21 C7 120.4(4) . . ?
C23 C22 C21 120.2(5) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 120.1(5) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 119.9(5) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.3(5) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C21 C26 C25 120.2(5) . . ?
C21 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?

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
C12 C2 C3 C7 4.5(7) . . . . ?
Te1 C2 C3 C7 -174.3(3) . . . . ?
C12 C2 C3 C4 -175.2(4) . . . . ?
Te1 C2 C3 C4 5.9(5) . . . . ?
C2 C3 C4 C6 172.5(5) . . . . ?
C7 C3 C4 C6 -7.2(8) . . . . ?
C2 C3 C4 C5 -5.8(6) . . . . ?
C7 C3 C4 C5 174.5(4) . . . . ?
C6 C4 C5 C6 1.0(8) . . . 2_766 ?
C3 C4 C5 C6 179.4(4) . . . 2_766 ?
C6 C4 C5 Te1 -175.9(4) . . . . ?
C3 C4 C5 Te1 2.6(5) . . . . ?
C5 C4 C6 C5 -0.9(8) . . . 2_766 ?
C3 C4 C6 C5 -179.2(5) . . . 2_766 ?
C2 C3 C7 N8 -6.6(7) . . . . ?
C4 C3 C7 N8 173.2(5) . . . . ?
C2 C3 C7 C21 171.5(4) . . . . ?
C4 C3 C7 C21 -8.8(7) . . . . ?
C3 C7 N8 C11 3.5(7) . . . . ?
C21 C7 N8 C11 -174.6(4) . . . . ?
C7 N8 C11 C12 1.7(7) . . . . ?
C7 N8 C11 C16 -180.0(5) . . . . ?
N8 C11 C12 C13 177.3(4) . . . . ?
C16 C11 C12 C13 -1.1(7) . . . . ?
N8 C11 C12 C2 -3.5(7) . . . . ?
C16 C11 C12 C2 178.2(5) . . . . ?
C3 C2 C12 C11 0.1(7) . . . . ?
Te1 C2 C12 C11 178.8(3) . . . . ?
C3 C2 C12 C13 179.3(5) . . . . ?
Te1 C2 C12 C13 -1.9(7) . . . . ?
C11 C12 C13 C14 0.7(7) . . . . ?
C2 C12 C13 C14 -178.6(5) . . . . ?
C12 C13 C14 C15 -0.3(7) . . . . ?
C12 C13 C14 C17 -179.0(4) . . . . ?
C13 C14 C15 C16 0.4(8) . . . . ?
C17 C14 C15 C16 179.1(5) . . . . ?
C14 C15 C16 C11 -0.9(8) . . . . ?
N8 C11 C16 C15 -177.2(5) . . . . ?
C12 C11 C16 C15 1.2(8) . . . . ?
C13 C14 C17 C18 -10.1(7) . . . . ?
C15 C14 C17 C18 171.3(5) . . . . ?
C13 C14 C17 C20 -130.2(5) . . . . ?
C15 C14 C17 C20 51.1(6) . . . . ?
C13 C14 C17 C19 110.9(5) . . . . ?
C15 C14 C17 C19 -67.7(6) . . . . ?
N8 C7 C21 C26 -73.3(6) . . . . ?
C3 C7 C21 C26 108.6(5) . . . . ?
N8 C7 C21 C22 106.5(5) . . . . ?
C3 C7 C21 C22 -71.7(6) . . . . ?
C26 C21 C22 C23 -1.4(7) . . . . ?
C7 C21 C22 C23 178.8(4) . . . . ?
C21 C22 C23 C24 -0.8(8) . . . . ?
C22 C23 C24 C25 1.5(8) . . . . ?
C23 C24 C25 C26 -0.1(8) . . . . ?
C22 C21 C26 C25 2.9(7) . . . . ?
C7 C21 C26 C25 -177.4(5) . . . . ?
C24 C25 C26 C21 -2.2(8) . . . . ?

_refine_diff_density_max         1.990
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.093



#==================================================================



