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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_28_12_2022_bsz0047-10_t=100k_01
_audit_block_doi                 10.5517/ccdc.csd.cc2gtrln
_database_code_depnum_ccdc_archive 'CCDC 2288872'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D3NJ05467E 2024
loop_
_audit_author_name
_audit_author_address
'Bartosz Szymanski'
;Institute of Organic Chemistry, Polish Academy of Sciences, University of Warsaw
Poland
;
_audit_update_record             
;
2023-08-15 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2023-07-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
2,5-bis(4-(2,1,3-benzoxadiazolyl))-1,4-bis(4-dodecylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole
_chemical_formula_moiety         '2(C27 H33 N3 O), 0.824(C H2 Cl2)'
_chemical_formula_sum            'C54.83 H67.65 Cl1.65 N6 O2'
_chemical_formula_weight         901.19
_chemical_melting_point          364
_chemical_oxdiff_formula         C55H68N6O2Cl2
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'
Cl Cl 0.3639 0.7018 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0413(5)
_cell_length_b                   14.3206(8)
_cell_length_c                   21.6156(8)
_cell_angle_alpha                78.691(4)
_cell_angle_beta                 88.151(4)
_cell_angle_gamma                87.222(5)
_cell_volume                     2437.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9864
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.8710
_cell_measurement_theta_min      2.0290
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.773
_exptl_absorpt_coefficient_mu    1.388
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             965
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 1 2 0.0823
5 -1 -2 0.0823
-1 -4 -14 0.0617
1 4 14 0.0616
0 9 4 0.0529
0 -9 -4 0.0528
-1 2 -13 0.0458
1 -2 13 0.0459

_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.092
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.0572 1.2727 2.3431 -0.0644 -0.2761 -0.9590
5.0572 -1.2727 -2.3431 0.0644 0.2761 0.9590
-0.5816 -3.8378 -13.6297 0.2295 0.9585 -0.1691
0.5816 3.8378 13.6297 -0.2295 -0.9585 0.1691
-0.2223 9.2282 3.7869 -0.9536 -0.2832 -0.1022
0.2223 -9.2282 -3.7869 0.9536 0.2832 0.1022
-0.8115 1.7611 -12.8455 -0.3699 0.8920 -0.2597
0.8115 -1.7611 12.8455 0.3699 -0.8920 0.2597

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            38160
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.726
_diffrn_reflns_theta_min         2.085
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5373
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -117.00 -30.00   1.00    5.00    --  -40.76 -77.00 120.00   87
  2  ω   -117.00 -30.00   1.00    5.00    --  -40.76 -77.00  60.00   87
  3  ω   -117.00 -30.00   1.00    5.00    --  -40.76 -77.00-180.00   87
  4  ω   -117.00 -30.00   1.00    5.00    --  -40.76 -77.00 -60.00   87
  5  ω    -97.00 -12.00   1.00    5.00    --  -40.76 125.00-180.00   85
  6  ω      8.00  87.00   1.00    5.00    --   40.76  77.00   0.00   79
  7  ω     34.00  82.00   1.00    5.00    --   40.76 -99.00   0.00   48
  8  ω     29.00 106.00   1.00   20.00    --  109.50 -94.00  90.00   77
  9  ω     43.00 108.00   1.00   20.00    --  109.50-111.00-120.00   65
 10  ω     29.00 106.00   1.00   20.00    --  109.50 -94.00 -30.00   77
 11  ω     36.00 139.00   1.00   20.00    --  109.50 -61.00-180.00  103
 12  ω     37.00 137.00   1.00   20.00    --  109.50 -45.00 -60.00  100
 13  ω     78.00 158.00   1.00   20.00    --  109.50  30.00 -30.00   80
 14  ω     78.00 158.00   1.00   20.00    --  109.50  30.00 150.00   80
 15  ω     37.00 137.00   1.00   20.00    --  109.50 -45.00  90.00  100
 16  ω     82.00 158.00   1.00   20.00    --  109.50  45.00-180.00   76
 17  ω     43.00 108.00   1.00   20.00    --  109.50-111.00 -60.00   65
 18  ω     82.00 158.00   1.00   20.00    --  109.50  45.00 -90.00   76
 19  ω     43.00 108.00   1.00   20.00    --  109.50-111.00  30.00   65
 20  ω     78.00 158.00   1.00   20.00    --  109.50  30.00-120.00   80
 21  ω     89.00 146.00   1.00   20.00    --  109.50 178.00 150.00   57
 22  ω     34.00 143.00   1.00   20.00    --  109.50 -77.00  90.00  109
 23  ω     34.00 158.00   1.00   20.00    --  109.50  15.00  90.00  124
 24  ω   -114.00 -54.00   1.00    5.00    --  -40.76-152.00 -99.00   60
 25  ω      8.00  87.00   1.00    5.00    --   40.76  77.00 120.00   79
 26  ω      8.00  87.00   1.00    5.00    --   40.76  77.00-120.00   79
 27  ω      6.00  74.00   1.00    5.00    --   40.76 -77.00  30.00   68
 28  ω      6.00  74.00   1.00    5.00    --   40.76 -77.00 120.00   68
 29  ω      6.00  74.00   1.00    5.00    --   40.76 -77.00 -90.00   68
 30  ω     79.00 158.00   1.00   20.00    --  109.50  61.00  90.00   79
 31  ω     79.00 119.00   1.00   20.00    --  109.50  61.00-120.00   40
 32  ω     79.00 158.00   1.00   20.00    --  109.50  61.00 -90.00   79
 33  ω     79.00 158.00   1.00   20.00    --  109.50  61.00  60.00   79
 34  ω     79.00 158.00   1.00   20.00    --  109.50  61.00  30.00   79
 35  ω     79.00 158.00   1.00   20.00    --  109.50  61.00 -30.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0081641000
_diffrn_orient_matrix_UB_12      -0.1094065000
_diffrn_orient_matrix_UB_13      0.0143152000
_diffrn_orient_matrix_UB_21      0.0214645000
_diffrn_orient_matrix_UB_22      -0.0010567000
_diffrn_orient_matrix_UB_23      -0.0709429000
_diffrn_orient_matrix_UB_31      0.1904779000
_diffrn_orient_matrix_UB_32      -0.0093251000
_diffrn_orient_matrix_UB_33      0.0069062000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7145
_reflns_number_total             9943
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.271
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     589
_refine_ls_number_reflns         9943
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0732
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1034P)²+2.7818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1985
_refine_ls_wR_factor_ref         0.2260
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(Cl1)=Sof(Cl2)=Sof(C55)=Sof(H55A)=Sof(H55B)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C49(H49A,H49B), C25(H25A,H25B), C51(H51A,H51B), C23(H23A,
 H23B), C19(H19A,H19B), C50(H50A,H50B), C44(H44A,H44B), C48(H48A,H48B),
 C52(H52A,H52B), C24(H24A,H24B), C26(H26A,H26B), C45(H45A,H45B), C46(H46A,H46B),
  C53(H53A,H53B), C22(H22A,H22B), C20(H20A,H20B), C16(H16A,H16B), C47(H47A,
 H47B), C18(H18A,H18B), C43(H43A,H43B), C21(H21A,H21B), C55(H55A,H55B)
3.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C38(H38), C8(H8), C4(H4), C39(H39), C42(H42), C35(H35),
 C15(H15), C14(H14), C2(H2A), C31(H31), C30(H30), C32(H32), C3(H3), C41(H41)
3.c Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6559(3) 0.90181(15) 0.51612(10) 0.0374(5) Uani 1 1 d . . . . .
O2 O 0.8412(3) 0.76458(16) 0.68522(10) 0.0391(5) Uani 1 1 d . . . . .
N6 N 0.9139(3) 0.85118(19) 0.66617(13) 0.0391(6) Uani 1 1 d . . . . .
N4 N 1.0115(3) 0.61897(17) 0.46283(11) 0.0306(5) Uani 1 1 d . . . . .
N1 N 0.4759(3) 0.51644(17) 0.57714(11) 0.0303(5) Uani 1 1 d . . . . .
N2 N 0.6156(3) 0.81013(18) 0.51283(12) 0.0344(5) Uani 1 1 d . . . . .
N5 N 0.8688(3) 0.70557(18) 0.64182(11) 0.0342(5) Uani 1 1 d . . . . .
N3 N 0.5919(3) 0.92861(19) 0.57053(12) 0.0375(6) Uani 1 1 d . . . . .
C6 C 0.5269(4) 0.7800(2) 0.56466(13) 0.0300(6) Uani 1 1 d . . . . .
C13 C 0.5582(4) 0.3670(2) 0.76368(13) 0.0302(6) Uani 1 1 d . . . . .
C36 C 1.0056(4) 0.5209(2) 0.46812(13) 0.0314(6) Uani 1 1 d . . . . .
C33 C 1.0265(4) 0.7303(2) 0.53865(13) 0.0304(6) Uani 1 1 d . . . . .
C9 C 0.4934(4) 0.4671(2) 0.52797(13) 0.0301(6) Uani 1 1 d . . . . .
C7 C 0.4799(4) 0.6136(2) 0.55039(13) 0.0290(6) Uani 1 1 d . . . . .
C5 C 0.4553(4) 0.6888(2) 0.58714(13) 0.0298(6) Uani 1 1 d . . . . .
C1 C 0.5125(4) 0.8546(2) 0.60030(14) 0.0319(6) Uani 1 1 d . . . . .
C28 C 0.9606(4) 0.7559(2) 0.59661(13) 0.0312(6) Uani 1 1 d . . . . .
C11 C 0.6062(4) 0.5048(2) 0.68018(13) 0.0302(6) Uani 1 1 d . . . . .
H11 H 0.660564 0.562707 0.665342 0.036 Uiso 1 1 calc R U . . .
C12 C 0.6322(4) 0.4534(2) 0.74070(13) 0.0307(6) Uani 1 1 d . . . . .
H12 H 0.702863 0.478012 0.767478 0.037 Uiso 1 1 calc R U . . .
C37 C 0.9880(4) 0.6843(2) 0.40438(13) 0.0305(6) Uani 1 1 d . . . . .
C38 C 0.8752(4) 0.7625(2) 0.39952(13) 0.0309(6) Uani 1 1 d . . . . .
H38 H 0.814511 0.774440 0.435800 0.037 Uiso 1 1 calc R U . . .
C34 C 1.0030(4) 0.6365(2) 0.52495(13) 0.0310(6) Uani 1 1 d . . . . .
C10 C 0.4984(4) 0.4700(2) 0.64131(12) 0.0288(6) Uani 1 1 d . . . . .
C8 C 0.4974(4) 0.6252(2) 0.48507(13) 0.0312(6) Uani 1 1 d . . . . .
H8 H 0.502200 0.683627 0.455443 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3668(4) 0.6817(2) 0.64285(13) 0.0316(6) Uani 1 1 d . . . . .
H4 H 0.312363 0.624242 0.658928 0.038 Uiso 1 1 calc R U . . .
C40 C 0.9366(4) 0.8071(2) 0.28672(13) 0.0326(6) Uani 1 1 d . . . . .
C39 C 0.8520(4) 0.8227(2) 0.34143(14) 0.0328(6) Uani 1 1 d . . . . .
H39 H 0.776189 0.876199 0.338871 0.039 Uiso 1 1 calc R U . . .
C29 C 0.9881(4) 0.8464(2) 0.61160(14) 0.0337(6) Uani 1 1 d . . . . .
C42 C 1.0758(4) 0.6686(2) 0.35085(14) 0.0341(6) Uani 1 1 d . . . . .
H42 H 1.155701 0.616972 0.353778 0.041 Uiso 1 1 calc R U . . .
C35 C 0.9925(4) 0.5509(2) 0.56790(13) 0.0322(6) Uani 1 1 d . . . . .
H35 H 0.985389 0.542611 0.612584 0.039 Uiso 1 1 calc R U . . .
C17 C 0.6041(4) 0.2025(2) 0.83572(13) 0.0336(6) Uani 1 1 d . . . . .
H17A H 0.490269 0.182303 0.830414 0.040 Uiso 1 1 calc R U . . .
H17B H 0.676236 0.184139 0.801722 0.040 Uiso 1 1 calc R U . . .
C15 C 0.4185(4) 0.3861(2) 0.66402(13) 0.0323(6) Uani 1 1 d . . . . .
H15 H 0.341449 0.363910 0.638391 0.039 Uiso 1 1 calc R U . . .
C14 C 0.4508(4) 0.3343(2) 0.72441(13) 0.0326(6) Uani 1 1 d . . . . .
H14 H 0.398500 0.275633 0.738900 0.039 Uiso 1 1 calc R U . . .
C2 C 0.4227(4) 0.8420(2) 0.65924(14) 0.0351(6) Uani 1 1 d . . . . .
H2A H 0.413086 0.890590 0.683596 0.042 Uiso 1 1 calc R U . . .
C31 C 1.1466(4) 0.8901(2) 0.51703(15) 0.0356(6) Uani 1 1 d . . . . .
H31 H 1.211096 0.934025 0.488540 0.043 Uiso 1 1 calc R U . . .
C49 C 0.7423(4) 1.3441(2) -0.00102(14) 0.0354(6) Uani 1 1 d . . . . .
H49A H 0.819556 1.320980 -0.031870 0.043 Uiso 1 1 calc R U . . .
H49B H 0.629411 1.324244 -0.008113 0.043 Uiso 1 1 calc R U . . .
C25 C 0.8423(4) -0.4333(2) 1.13488(14) 0.0361(6) Uani 1 1 d . . . . .
H25A H 0.725958 -0.449716 1.129792 0.043 Uiso 1 1 calc R U . . .
H25B H 0.912797 -0.459320 1.103324 0.043 Uiso 1 1 calc R U . . .
C51 C 0.6914(4) 1.4998(2) -0.08037(14) 0.0351(6) Uani 1 1 d . . . . .
H51A H 0.770265 1.476817 -0.110758 0.042 Uiso 1 1 calc R U . . .
H51B H 0.579217 1.479420 -0.088041 0.042 Uiso 1 1 calc R U . . .
C23 C 0.7948(4) -0.2765(2) 1.05586(13) 0.0351(6) Uani 1 1 d . . . . .
H23A H 0.867642 -0.299829 1.023812 0.042 Uiso 1 1 calc R U . . .
H23B H 0.679949 -0.294814 1.050202 0.042 Uiso 1 1 calc R U . . .
C19 C 0.6730(4) 0.0422(2) 0.90708(13) 0.0351(6) Uani 1 1 d . . . . .
H19A H 0.746092 0.023449 0.873462 0.042 Uiso 1 1 calc R U . . .
H19B H 0.559470 0.021886 0.901412 0.042 Uiso 1 1 calc R U . . .
C50 C 0.7414(4) 1.4529(2) -0.01334(14) 0.0356(6) Uani 1 1 d . . . . .
H50A H 0.853880 1.472846 -0.005739 0.043 Uiso 1 1 calc R U . . .
H50B H 0.662934 1.476164 0.017097 0.043 Uiso 1 1 calc R U . . .
C44 C 0.9034(4) 0.9768(2) 0.21775(14) 0.0375(7) Uani 1 1 d . . . . .
H44A H 0.827353 0.995885 0.250449 0.045 Uiso 1 1 calc R U . . .
H44B H 1.017194 0.994256 0.225787 0.045 Uiso 1 1 calc R U . . .
C48 C 0.7945(4) 1.2967(2) 0.06575(14) 0.0361(6) Uani 1 1 d . . . . .
H48A H 0.907262 1.316584 0.072982 0.043 Uiso 1 1 calc R U . . .
H48B H 0.716933 1.319367 0.096671 0.043 Uiso 1 1 calc R U . . .
C52 C 0.6890(4) 1.6084(2) -0.09285(14) 0.0357(6) Uani 1 1 d . . . . .
H52A H 0.610855 1.631379 -0.062212 0.043 Uiso 1 1 calc R U . . .
H52B H 0.801390 1.628807 -0.085574 0.043 Uiso 1 1 calc R U . . .
C24 C 0.8522(4) -0.3251(2) 1.12178(13) 0.0352(6) Uani 1 1 d . . . . .
H24A H 0.968756 -0.308923 1.126640 0.042 Uiso 1 1 calc R U . . .
H24B H 0.782672 -0.299374 1.153721 0.042 Uiso 1 1 calc R U . . .
C26 C 0.8981(4) -0.4800(2) 1.20056(14) 0.0380(7) Uani 1 1 d . . . . .
H26A H 0.825093 -0.455576 1.232128 0.046 Uiso 1 1 calc R U . . .
H26B H 1.013046 -0.461728 1.206160 0.046 Uiso 1 1 calc R U . . .
C45 C 0.8501(4) 1.0308(2) 0.15265(14) 0.0362(6) Uani 1 1 d . . . . .
H45A H 0.926682 1.010731 0.120428 0.043 Uiso 1 1 calc R U . . .
H45B H 0.737244 1.011636 0.144859 0.043 Uiso 1 1 calc R U . . .
C46 C 0.8477(4) 1.1388(2) 0.14342(14) 0.0377(7) Uani 1 1 d . . . . .
H46A H 0.960042 1.158714 0.151245 0.045 Uiso 1 1 calc R U . . .
H46B H 0.769434 1.159728 0.174821 0.045 Uiso 1 1 calc R U . . .
C30 C 1.0833(4) 0.9158(2) 0.57074(15) 0.0362(6) Uani 1 1 d . . . . .
H30 H 1.101424 0.976292 0.580483 0.043 Uiso 1 1 calc R U . . .
C53 C 0.6376(4) 1.6551(2) -0.15944(15) 0.0389(7) Uani 1 1 d . . . . .
H53A H 0.525066 1.634907 -0.166727 0.047 Uiso 1 1 calc R U . . .
H53B H 0.715611 1.632103 -0.190133 0.047 Uiso 1 1 calc R U . . .
C54 C 0.6360(5) 1.7638(2) -0.17155(16) 0.0437(7) Uani 1 1 d . . . . .
H54A H 0.601458 1.789473 -0.214847 0.065 Uiso 1 1 calc R U . . .
H54B H 0.747875 1.784415 -0.165726 0.065 Uiso 1 1 calc R U . . .
H54C H 0.557576 1.787193 -0.141838 0.065 Uiso 1 1 calc R U . . .
C27 C 0.8937(5) -0.5880(3) 1.21284(16) 0.0454(8) Uani 1 1 d . . . . .
H27A H 0.968331 -0.612765 1.182538 0.068 Uiso 1 1 calc R U . . .
H27B H 0.779871 -0.606576 1.208062 0.068 Uiso 1 1 calc R U . . .
H27C H 0.930112 -0.614192 1.255828 0.068 Uiso 1 1 calc R U . . .
C32 C 1.1189(4) 0.7988(2) 0.50205(14) 0.0325(6) Uani 1 1 d . . . . .
H32 H 1.168171 0.785105 0.464124 0.039 Uiso 1 1 calc R U . . .
C22 C 0.7983(4) -0.1684(2) 1.04468(13) 0.0348(6) Uani 1 1 d . . . . .
H22A H 0.728370 -0.145566 1.077701 0.042 Uiso 1 1 calc R U . . .
H22B H 0.913878 -0.150379 1.049345 0.042 Uiso 1 1 calc R U . . .
C3 C 0.3521(4) 0.7571(2) 0.67837(14) 0.0346(6) Uani 1 1 d . . . . .
H3 H 0.289836 0.746651 0.717033 0.042 Uiso 1 1 calc R U . . .
C20 C 0.7356(4) -0.0099(2) 0.97117(13) 0.0352(6) Uani 1 1 d . . . . .
H20A H 0.849994 0.009567 0.976315 0.042 Uiso 1 1 calc R U . . .
H20B H 0.664099 0.010369 1.004718 0.042 Uiso 1 1 calc R U . . .
C16 C 0.6000(4) 0.3108(2) 0.82885(13) 0.0334(6) Uani 1 1 d . . . . .
H16A H 0.516916 0.329189 0.859603 0.040 Uiso 1 1 calc R U . . .
H16B H 0.710172 0.329499 0.840196 0.040 Uiso 1 1 calc R U . . .
C47 C 0.7957(4) 1.1882(2) 0.07734(14) 0.0365(7) Uani 1 1 d . . . . .
H47A H 0.872780 1.165863 0.046126 0.044 Uiso 1 1 calc R U . . .
H47B H 0.682808 1.168629 0.069987 0.044 Uiso 1 1 calc R U . . .
C18 C 0.6684(4) 0.1502(2) 0.89946(13) 0.0348(6) Uani 1 1 d . . . . .
H18A H 0.782137 0.170625 0.904678 0.042 Uiso 1 1 calc R U . . .
H18B H 0.596305 0.168948 0.933387 0.042 Uiso 1 1 calc R U . . .
C41 C 1.0471(4) 0.7284(2) 0.29282(14) 0.0345(6) Uani 1 1 d . . . . .
H41 H 1.104833 0.714951 0.256311 0.041 Uiso 1 1 calc R U . . .
C43 C 0.9009(4) 0.8687(2) 0.22276(14) 0.0365(7) Uani 1 1 d . . . . .
H43A H 0.789842 0.853378 0.209955 0.044 Uiso 1 1 calc R U . . .
H43B H 0.983581 0.850345 0.191870 0.044 Uiso 1 1 calc R U . . .
C21 C 0.7373(4) -0.1179(2) 0.98035(13) 0.0358(6) Uani 1 1 d . . . . .
H21A H 0.810032 -0.138513 0.947229 0.043 Uiso 1 1 calc R U . . .
H21B H 0.623245 -0.137617 0.974899 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.57525(15) 1.14076(9) 0.62601(6) 0.0592(4) Uani 0.824(3) 1 d . . P A 1
Cl2 Cl 0.5851(2) 1.01206(8) 0.74746(5) 0.0689(5) Uani 0.824(3) 1 d . . P A 1
C55 C 0.6995(6) 1.0622(3) 0.6776(2) 0.0494(10) Uani 0.824(3) 1 d . . P . .
H55A H 0.794883 1.095967 0.689086 0.059 Uiso 0.824(3) 1 calc R U P A 1
H55B H 0.744068 1.010411 0.656584 0.059 Uiso 0.824(3) 1 calc R U P A 1


_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
O1 N2 1.383(3) . ?
O1 N3 1.384(3) . ?
O2 N6 1.380(4) . ?
O2 N5 1.387(3) . ?
N6 C29 1.317(4) . ?
N4 C36 1.389(4) . ?
N4 C37 1.429(4) . ?
N4 C34 1.413(4) . ?
N1 C9 1.387(3) . ?
N1 C7 1.399(4) . ?
N1 C10 1.429(3) . ?
N2 C6 1.319(4) . ?
N5 C28 1.322(4) . ?
N3 C1 1.310(4) . ?
C6 C5 1.442(4) . ?
C6 C1 1.433(4) . ?
C13 C12 1.394(4) . ?
C13 C14 1.389(4) . ?
C13 C16 1.518(4) . ?
C36 C36 1.393(6) 2_766 ?
C36 C35 1.406(4) 2_766 ?
C33 C28 1.450(4) . ?
C33 C34 1.452(4) . ?
C33 C32 1.367(4) . ?
C9 C9 1.383(6) 2_666 ?
C9 C8 1.404(4) 2_666 ?
C7 C5 1.462(4) . ?
C7 C8 1.392(4) . ?
C5 C4 1.368(4) . ?
C1 C2 1.428(4) . ?
C28 C29 1.426(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(4) . ?
C11 C10 1.400(4) . ?
C12 H12 0.9500 . ?
C37 C38 1.396(4) . ?
C37 C42 1.386(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.389(4) . ?
C34 C35 1.390(4) . ?
C10 C15 1.385(4) . ?
C8 H8 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.441(4) . ?
C40 C39 1.395(4) . ?
C40 C41 1.389(4) . ?
C40 C43 1.515(4) . ?
C39 H39 0.9500 . ?
C29 C30 1.428(5) . ?
C42 H42 0.9500 . ?
C42 C41 1.392(4) . ?
C35 H35 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.527(4) . ?
C17 C18 1.527(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.395(4) . ?
C14 H14 0.9500 . ?
C2 H2A 0.9500 . ?
C2 C3 1.352(4) . ?
C31 H31 0.9500 . ?
C31 C30 1.361(4) . ?
C31 C32 1.436(4) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.528(4) . ?
C49 C48 1.532(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C24 1.525(4) . ?
C25 C26 1.518(4) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C50 1.530(4) . ?
C51 C52 1.525(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.533(4) . ?
C23 C22 1.521(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.528(4) . ?
C19 C18 1.522(4) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.530(4) . ?
C44 C43 1.532(4) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C47 1.523(4) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.524(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.519(5) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.520(4) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.526(4) . ?
C30 H30 0.9500 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.527(4) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C32 H32 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C21 1.521(4) . ?
C3 H3 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.520(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C41 H41 0.9500 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
Cl1 C55 1.726(5) . ?
Cl2 C55 1.787(5) . ?
C55 H55A 0.9900 . ?
C55 H55B 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
N2 O1 N3 111.9(2) . . ?
N6 O2 N5 112.2(2) . . ?
C29 N6 O2 105.1(2) . . ?
C36 N4 C37 122.6(2) . . ?
C36 N4 C34 106.5(2) . . ?
C34 N4 C37 129.2(2) . . ?
C9 N1 C7 107.0(2) . . ?
C9 N1 C10 121.8(2) . . ?
C7 N1 C10 129.0(2) . . ?
C6 N2 O1 105.2(2) . . ?
C28 N5 O2 104.2(2) . . ?
C1 N3 O1 104.8(2) . . ?
N2 C6 C5 129.8(3) . . ?
N2 C6 C1 108.5(3) . . ?
C1 C6 C5 121.8(3) . . ?
C12 C13 C16 120.0(2) . . ?
C14 C13 C12 117.7(3) . . ?
C14 C13 C16 122.3(3) . . ?
N4 C36 C36 108.6(3) . 2_766 ?
N4 C36 C35 142.5(3) . 2_766 ?
C36 C36 C35 109.0(3) 2_766 2_766 ?
C28 C33 C34 121.0(3) . . ?
C32 C33 C28 114.1(3) . . ?
C32 C33 C34 124.8(3) . . ?
N1 C9 C8 142.4(3) . 2_666 ?
C9 C9 N1 108.2(3) 2_666 . ?
C9 C9 C8 109.3(3) 2_666 2_666 ?
N1 C7 C5 123.2(2) . . ?
C8 C7 N1 109.7(2) . . ?
C8 C7 C5 127.0(3) . . ?
C6 C5 C7 119.7(3) . . ?
C4 C5 C6 114.7(3) . . ?
C4 C5 C7 125.6(3) . . ?
N3 C1 C6 109.7(3) . . ?
N3 C1 C2 129.3(3) . . ?
C2 C1 C6 121.0(3) . . ?
N5 C28 C33 128.9(3) . . ?
N5 C28 C29 109.6(3) . . ?
C29 C28 C33 121.5(3) . . ?
C12 C11 H11 120.6 . . ?
C12 C11 C10 118.8(3) . . ?
C10 C11 H11 120.6 . . ?
C13 C12 H12 118.8 . . ?
C11 C12 C13 122.4(3) . . ?
C11 C12 H12 118.8 . . ?
C38 C37 N4 121.4(3) . . ?
C42 C37 N4 119.5(3) . . ?
C42 C37 C38 119.1(3) . . ?
C37 C38 H38 120.1 . . ?
C39 C38 C37 119.7(3) . . ?
C39 C38 H38 120.1 . . ?
N4 C34 C33 122.3(3) . . ?
C35 C34 N4 109.8(2) . . ?
C35 C34 C33 127.4(3) . . ?
C11 C10 N1 121.2(3) . . ?
C15 C10 N1 118.9(2) . . ?
C15 C10 C11 119.8(3) . . ?
C9 C8 H8 127.1 2_666 . ?
C7 C8 C9 105.8(2) . 2_666 ?
C7 C8 H8 127.1 . . ?
C5 C4 H4 118.4 . . ?
C5 C4 C3 123.2(3) . . ?
C3 C4 H4 118.4 . . ?
C39 C40 C43 121.7(3) . . ?
C41 C40 C39 116.9(3) . . ?
C41 C40 C43 121.2(3) . . ?
C38 C39 C40 122.1(3) . . ?
C38 C39 H39 118.9 . . ?
C40 C39 H39 118.9 . . ?
N6 C29 C28 108.9(3) . . ?
N6 C29 C30 129.4(3) . . ?
C28 C29 C30 121.7(3) . . ?
C37 C42 H42 119.9 . . ?
C37 C42 C41 120.2(3) . . ?
C41 C42 H42 119.9 . . ?
C36 C35 H35 126.9 2_766 . ?
C34 C35 C36 106.2(3) . 2_766 ?
C34 C35 H35 126.9 . . ?
H17A C17 H17B 107.8 . . ?
C16 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
C18 C17 C16 112.9(2) . . ?
C10 C15 H15 119.9 . . ?
C10 C15 C14 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C13 C14 C15 121.0(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C1 C2 H2A 121.9 . . ?
C3 C2 C1 116.2(3) . . ?
C3 C2 H2A 121.9 . . ?
C30 C31 H31 119.0 . . ?
C30 C31 C32 122.1(3) . . ?
C32 C31 H31 119.0 . . ?
H49A C49 H49B 107.7 . . ?
C50 C49 H49A 108.8 . . ?
C50 C49 H49B 108.8 . . ?
C50 C49 C48 113.7(2) . . ?
C48 C49 H49A 108.8 . . ?
C48 C49 H49B 108.8 . . ?
H25A C25 H25B 107.8 . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C26 C25 C24 112.9(3) . . ?
H51A C51 H51B 107.7 . . ?
C50 C51 H51A 108.8 . . ?
C50 C51 H51B 108.8 . . ?
C52 C51 H51A 108.8 . . ?
C52 C51 H51B 108.8 . . ?
C52 C51 C50 113.7(2) . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C22 C23 C24 113.0(2) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
C18 C19 C20 113.4(2) . . ?
C49 C50 C51 113.5(2) . . ?
C49 C50 H50A 108.9 . . ?
C49 C50 H50B 108.9 . . ?
C51 C50 H50A 108.9 . . ?
C51 C50 H50B 108.9 . . ?
H50A C50 H50B 107.7 . . ?
H44A C44 H44B 107.9 . . ?
C45 C44 H44A 109.3 . . ?
C45 C44 H44B 109.3 . . ?
C45 C44 C43 111.7(2) . . ?
C43 C44 H44A 109.3 . . ?
C43 C44 H44B 109.3 . . ?
C49 C48 H48A 108.9 . . ?
C49 C48 H48B 108.9 . . ?
H48A C48 H48B 107.7 . . ?
C47 C48 C49 113.2(2) . . ?
C47 C48 H48A 108.9 . . ?
C47 C48 H48B 108.9 . . ?
C51 C52 H52A 108.8 . . ?
C51 C52 H52B 108.8 . . ?
H52A C52 H52B 107.7 . . ?
C53 C52 C51 113.7(2) . . ?
C53 C52 H52A 108.8 . . ?
C53 C52 H52B 108.8 . . ?
C25 C24 C23 113.8(2) . . ?
C25 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C23 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C25 C26 H26A 109.0 . . ?
C25 C26 H26B 109.0 . . ?
C25 C26 C27 112.9(3) . . ?
H26A C26 H26B 107.8 . . ?
C27 C26 H26A 109.0 . . ?
C27 C26 H26B 109.0 . . ?
C44 C45 H45A 108.4 . . ?
C44 C45 H45B 108.4 . . ?
H45A C45 H45B 107.5 . . ?
C46 C45 C44 115.5(2) . . ?
C46 C45 H45A 108.4 . . ?
C46 C45 H45B 108.4 . . ?
C45 C46 H46A 109.0 . . ?
C45 C46 H46B 109.0 . . ?
C45 C46 C47 112.8(2) . . ?
H46A C46 H46B 107.8 . . ?
C47 C46 H46A 109.0 . . ?
C47 C46 H46B 109.0 . . ?
C29 C30 H30 121.9 . . ?
C31 C30 C29 116.1(3) . . ?
C31 C30 H30 121.9 . . ?
C52 C53 H53A 108.9 . . ?
C52 C53 H53B 108.9 . . ?
C52 C53 C54 113.3(3) . . ?
H53A C53 H53B 107.7 . . ?
C54 C53 H53A 108.9 . . ?
C54 C53 H53B 108.9 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 C32 C31 124.5(3) . . ?
C33 C32 H32 117.8 . . ?
C31 C32 H32 117.8 . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C21 C22 C23 114.3(2) . . ?
C21 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C4 C3 H3 118.5 . . ?
C2 C3 C4 123.1(3) . . ?
C2 C3 H3 118.5 . . ?
C19 C20 H20A 108.7 . . ?
C19 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 C19 114.2(2) . . ?
C21 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
C13 C16 C17 115.4(2) . . ?
C13 C16 H16A 108.4 . . ?
C13 C16 H16B 108.4 . . ?
C17 C16 H16A 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C48 C47 C46 114.5(3) . . ?
C48 C47 H47A 108.6 . . ?
C48 C47 H47B 108.6 . . ?
C46 C47 H47A 108.6 . . ?
C46 C47 H47B 108.6 . . ?
H47A C47 H47B 107.6 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
C19 C18 C17 113.5(2) . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C40 C41 C42 121.9(3) . . ?
C40 C41 H41 119.0 . . ?
C42 C41 H41 119.0 . . ?
C40 C43 C44 116.9(2) . . ?
C40 C43 H43A 108.1 . . ?
C40 C43 H43B 108.1 . . ?
C44 C43 H43A 108.1 . . ?
C44 C43 H43B 108.1 . . ?
H43A C43 H43B 107.3 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C20 C21 C22 113.4(2) . . ?
C20 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
Cl1 C55 Cl2 111.2(3) . . ?
Cl1 C55 H55A 109.4 . . ?
Cl1 C55 H55B 109.4 . . ?
Cl2 C55 H55A 109.4 . . ?
Cl2 C55 H55B 109.4 . . ?
H55A C55 H55B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N2 C6 C5 -178.2(3) . . . . ?
O1 N2 C6 C1 0.1(3) . . . . ?
O1 N3 C1 C6 0.3(3) . . . . ?
O1 N3 C1 C2 179.9(3) . . . . ?
O2 N6 C29 C28 0.1(3) . . . . ?
O2 N6 C29 C30 -179.7(3) . . . . ?
O2 N5 C28 C33 -179.7(3) . . . . ?
O2 N5 C28 C29 -0.7(3) . . . . ?
N6 O2 N5 C28 0.8(3) . . . . ?
N6 C29 C30 C31 179.5(3) . . . . ?
N4 C37 C38 C39 -178.0(3) . . . . ?
N4 C37 C42 C41 176.2(3) . . . . ?
N4 C34 C35 C36 0.0(3) . . . 2_766 ?
N1 C7 C5 C6 154.0(3) . . . . ?
N1 C7 C5 C4 -26.4(4) . . . . ?
N1 C7 C8 C9 -0.8(3) . . . 2_666 ?
N1 C10 C15 C14 173.7(3) . . . . ?
N2 O1 N3 C1 -0.3(3) . . . . ?
N2 C6 C5 C7 0.9(5) . . . . ?
N2 C6 C5 C4 -178.8(3) . . . . ?
N2 C6 C1 N3 -0.3(3) . . . . ?
N2 C6 C1 C2 -179.8(3) . . . . ?
N5 O2 N6 C29 -0.6(3) . . . . ?
N5 C28 C29 N6 0.4(3) . . . . ?
N5 C28 C29 C30 -179.8(3) . . . . ?
N3 O1 N2 C6 0.1(3) . . . . ?
N3 C1 C2 C3 179.8(3) . . . . ?
C6 C5 C4 C3 -2.9(4) . . . . ?
C6 C1 C2 C3 -0.7(4) . . . . ?
C36 N4 C37 C38 129.5(3) . . . . ?
C36 N4 C37 C42 -48.8(4) . . . . ?
C36 N4 C34 C33 172.2(3) . . . . ?
C36 N4 C34 C35 0.1(3) . . . . ?
C33 C28 C29 N6 179.4(3) . . . . ?
C33 C28 C29 C30 -0.8(4) . . . . ?
C33 C34 C35 C36 -171.6(3) . . . 2_766 ?
C9 N1 C7 C5 176.3(3) . . . . ?
C9 N1 C7 C8 0.8(3) . . . . ?
C9 N1 C10 C11 127.9(3) . . . . ?
C9 N1 C10 C15 -48.7(4) . . . . ?
C7 N1 C9 C9 -0.5(4) . . . 2_666 ?
C7 N1 C9 C8 179.5(4) . . . 2_666 ?
C7 N1 C10 C11 -33.0(4) . . . . ?
C7 N1 C10 C15 150.5(3) . . . . ?
C7 C5 C4 C3 177.5(3) . . . . ?
C5 C6 C1 N3 178.2(3) . . . . ?
C5 C6 C1 C2 -1.4(4) . . . . ?
C5 C7 C8 C9 -176.1(3) . . . 2_666 ?
C5 C4 C3 C2 0.9(5) . . . . ?
C1 C6 C5 C7 -177.2(3) . . . . ?
C1 C6 C5 C4 3.1(4) . . . . ?
C1 C2 C3 C4 1.0(4) . . . . ?
C28 C33 C34 N4 157.5(3) . . . . ?
C28 C33 C34 C35 -31.9(5) . . . . ?
C28 C33 C32 C31 -1.9(4) . . . . ?
C28 C29 C30 C31 -0.3(4) . . . . ?
C11 C10 C15 C14 -2.9(4) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C12 C13 C16 C17 -145.4(3) . . . . ?
C12 C11 C10 N1 -175.6(3) . . . . ?
C12 C11 C10 C15 0.9(4) . . . . ?
C37 N4 C36 C36 -166.5(3) . . . 2_766 ?
C37 N4 C36 C35 13.8(6) . . . 2_766 ?
C37 N4 C34 C33 -22.7(5) . . . . ?
C37 N4 C34 C35 165.2(3) . . . . ?
C37 C38 C39 C40 1.0(4) . . . . ?
C37 C42 C41 C40 2.7(5) . . . . ?
C38 C37 C42 C41 -2.1(4) . . . . ?
C34 N4 C36 C36 -0.2(4) . . . 2_766 ?
C34 N4 C36 C35 -179.9(4) . . . 2_766 ?
C34 N4 C37 C38 -33.5(4) . . . . ?
C34 N4 C37 C42 148.2(3) . . . . ?
C34 C33 C28 N5 -3.5(5) . . . . ?
C34 C33 C28 C29 177.7(3) . . . . ?
C34 C33 C32 C31 -177.6(3) . . . . ?
C10 N1 C9 C9 -165.0(3) . . . 2_666 ?
C10 N1 C9 C8 14.9(6) . . . 2_666 ?
C10 N1 C7 C5 -20.7(5) . . . . ?
C10 N1 C7 C8 163.8(3) . . . . ?
C10 C11 C12 C13 1.7(4) . . . . ?
C10 C15 C14 C13 2.4(4) . . . . ?
C8 C7 C5 C6 -31.4(4) . . . . ?
C8 C7 C5 C4 148.3(3) . . . . ?
C39 C40 C41 C42 -1.4(4) . . . . ?
C39 C40 C43 C44 51.1(4) . . . . ?
C42 C37 C38 C39 0.3(4) . . . . ?
C14 C13 C12 C11 -2.2(4) . . . . ?
C14 C13 C16 C17 32.9(4) . . . . ?
C49 C48 C47 C46 179.8(3) . . . . ?
C51 C52 C53 C54 -179.9(3) . . . . ?
C23 C22 C21 C20 177.8(3) . . . . ?
C19 C20 C21 C22 -179.4(3) . . . . ?
C50 C49 C48 C47 -179.7(3) . . . . ?
C50 C51 C52 C53 -179.5(3) . . . . ?
C44 C45 C46 C47 179.3(3) . . . . ?
C48 C49 C50 C51 179.2(3) . . . . ?
C52 C51 C50 C49 179.6(3) . . . . ?
C24 C25 C26 C27 -178.1(3) . . . . ?
C24 C23 C22 C21 -178.4(3) . . . . ?
C26 C25 C24 C23 -179.5(3) . . . . ?
C45 C44 C43 C40 -174.8(3) . . . . ?
C45 C46 C47 C48 -179.0(3) . . . . ?
C30 C31 C32 C33 1.0(5) . . . . ?
C32 C33 C28 N5 -179.3(3) . . . . ?
C32 C33 C28 C29 1.8(4) . . . . ?
C32 C33 C34 N4 -27.1(4) . . . . ?
C32 C33 C34 C35 143.6(3) . . . . ?
C32 C31 C30 C29 0.2(4) . . . . ?
C22 C23 C24 C25 177.4(3) . . . . ?
C20 C19 C18 C17 -179.4(3) . . . . ?
C16 C13 C12 C11 176.1(3) . . . . ?
C16 C13 C14 C15 -178.1(3) . . . . ?
C16 C17 C18 C19 179.9(3) . . . . ?
C18 C17 C16 C13 172.6(3) . . . . ?
C18 C19 C20 C21 178.6(3) . . . . ?
C41 C40 C39 C38 -0.4(4) . . . . ?
C41 C40 C43 C44 -133.5(3) . . . . ?
C43 C40 C39 C38 175.2(3) . . . . ?
C43 C40 C41 C42 -177.1(3) . . . . ?
C43 C44 C45 C46 179.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.728
_oxdiff_exptl_absorpt_empirical_full_min 0.669
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane, isopropanol'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2359985'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2024-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C54 H66 N6 S2'
_chemical_formula_sum            'C54 H66 N6 S2'
_chemical_formula_weight         863.24
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.81179(12)
_cell_length_b                   8.26449(16)
_cell_length_c                   20.8251(4)
_cell_angle_alpha                92.8453(16)
_cell_angle_beta                 96.3218(15)
_cell_angle_gamma                95.0155(15)
_cell_volume                     1158.70(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    17440
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.9890
_cell_measurement_theta_min      4.2300
_exptl_absorpt_coefficient_mu    1.370
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43d (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.088
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            28235
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.140
_diffrn_reflns_theta_min         2.138
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_reflns_number_gt                4411
_reflns_number_total             4819
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4819
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²+0.3085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1064
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C20(H20A,H20B), C23(H23A,H23B), C22(H22A,H22B), C25(H25A,
 H25B), C24(H24A,H24B), C27(H27A,H27B), C26(H26A,H26B), C28(H28A,H28B),
 C29(H29A,H29B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C19(H19), C15(H15), C18(H18), C16(H16), C12(H12), C13(H13), C11(H11)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
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
S8 S 0.37471(4) 0.60221(4) 0.66110(2) 0.01914(11) Uani 1 1 d . . . . .
N1 N 0.16690(14) 0.07587(12) 0.56572(5) 0.0120(2) Uani 1 1 d . . . . .
N7 N 0.29514(15) 0.44065(13) 0.61542(5) 0.0169(2) Uani 1 1 d . . . . .
C3 C 0.16769(16) 0.11920(14) 0.45825(6) 0.0128(2) Uani 1 1 d . . . . .
H3 H 0.203153 0.156613 0.419351 0.015 Uiso 1 1 calc R U . . .
C5 C 0.44695(16) 0.26817(14) 0.53761(5) 0.0124(2) Uani 1 1 d . . . . .
C2 C 0.26763(16) 0.15605(14) 0.51950(5) 0.0122(2) Uani 1 1 d . . . . .
C19 C 0.44632(17) 0.03368(14) 0.64577(6) 0.0140(2) Uani 1 1 d . . . . .
H19 H 0.533562 0.051624 0.614958 0.017 Uiso 1 1 calc R U . . .
C14 C 0.24487(17) 0.04669(14) 0.62996(5) 0.0126(2) Uani 1 1 d . . . . .
C6 C 0.44991(16) 0.39965(14) 0.58510(5) 0.0130(2) Uani 1 1 d . . . . .
C4 C -0.00022(16) 0.01233(14) 0.46736(5) 0.0118(2) Uani 1 1 d . . . . .
C15 C 0.11569(17) 0.02077(16) 0.67678(6) 0.0168(2) Uani 1 1 d . . . . .
H15 H -0.018751 0.032282 0.667085 0.020 Uiso 1 1 calc R U . . .
C18 C 0.51749(17) -0.00610(14) 0.70757(6) 0.0146(2) Uani 1 1 d . . . . .
H18 H 0.653006 -0.011689 0.717835 0.018 Uiso 1 1 calc R U . . .
C17 C 0.39073(17) -0.03782(15) 0.75454(6) 0.0146(2) Uani 1 1 d . . . . .
C16 C 0.18843(18) -0.02225(16) 0.73791(6) 0.0176(3) Uani 1 1 d . . . . .
H16 H 0.100846 -0.041177 0.768548 0.021 Uiso 1 1 calc R U . . .
C21 C 0.68638(17) -0.11096(16) 0.83183(6) 0.0171(2) Uani 1 1 d . . . . .
H21A H 0.719761 -0.188685 0.799246 0.021 Uiso 1 1 calc R U . . .
H21B H 0.758917 -0.007119 0.826431 0.021 Uiso 1 1 calc R U . . .
C20 C 0.46413(18) -0.09276(16) 0.82069(6) 0.0178(3) Uani 1 1 d . . . . .
H20A H 0.392592 -0.196570 0.826775 0.021 Uiso 1 1 calc R U . . .
H20B H 0.431853 -0.014902 0.853414 0.021 Uiso 1 1 calc R U . . .
C23 C 0.97671(18) -0.17948(16) 0.90956(6) 0.0186(3) Uani 1 1 d . . . . .
H23A H 1.012645 -0.255308 0.876747 0.022 Uiso 1 1 calc R U . . .
H23B H 1.044713 -0.073775 0.904153 0.022 Uiso 1 1 calc R U . . .
C22 C 0.75270(18) -0.16756(16) 0.89881(6) 0.0180(3) Uani 1 1 d . . . . .
H22A H 0.684039 -0.273273 0.903774 0.022 Uiso 1 1 calc R U . . .
H22B H 0.716053 -0.091803 0.931522 0.022 Uiso 1 1 calc R U . . .
N9 N 0.60388(15) 0.62796(13) 0.64656(5) 0.0171(2) Uani 1 1 d . . . . .
C10 C 0.62730(17) 0.50635(14) 0.60322(6) 0.0140(2) Uani 1 1 d . . . . .
C12 C 0.79684(17) 0.35654(15) 0.52971(6) 0.0160(2) Uani 1 1 d . . . . .
H12 H 0.910582 0.338935 0.510439 0.019 Uiso 1 1 calc R U . . .
C13 C 0.61959(17) 0.25305(15) 0.51000(6) 0.0145(2) Uani 1 1 d . . . . .
H13 H 0.620601 0.172395 0.477295 0.017 Uiso 1 1 calc R U . . .
C11 C 0.80483(17) 0.48040(15) 0.57588(6) 0.0157(2) Uani 1 1 d . . . . .
H11 H 0.922136 0.545513 0.589011 0.019 Uiso 1 1 calc R U . . .
C25 C 1.27222(18) -0.24331(16) 0.98725(6) 0.0183(3) Uani 1 1 d . . . . .
H25A H 1.310739 -0.317422 0.954300 0.022 Uiso 1 1 calc R U . . .
H25B H 1.338074 -0.136424 0.982450 0.022 Uiso 1 1 calc R U . . .
C24 C 1.04797(18) -0.23505(16) 0.97622(6) 0.0181(3) Uani 1 1 d . . . . .
H24A H 0.982215 -0.341823 0.981290 0.022 Uiso 1 1 calc R U . . .
H24B H 1.009647 -0.160545 1.009069 0.022 Uiso 1 1 calc R U . . .
C27 C 1.56759(18) -0.30341(16) 1.06614(6) 0.0187(3) Uani 1 1 d . . . . .
H27A H 1.610347 -0.375025 1.033154 0.022 Uiso 1 1 calc R U . . .
H27B H 1.630682 -0.195033 1.062285 0.022 Uiso 1 1 calc R U . . .
C26 C 1.34253(18) -0.29975(16) 1.05379(6) 0.0183(3) Uani 1 1 d . . . . .
H26A H 1.279596 -0.407997 1.058015 0.022 Uiso 1 1 calc R U . . .
H26B H 1.300071 -0.227634 1.086664 0.022 Uiso 1 1 calc R U . . .
C28 C 1.63656(18) -0.36126(16) 1.13279(6) 0.0188(3) Uani 1 1 d . . . . .
H28A H 1.588445 -0.292832 1.165718 0.023 Uiso 1 1 calc R U . . .
H28B H 1.578562 -0.471639 1.135889 0.023 Uiso 1 1 calc R U . . .
C29 C 1.86171(18) -0.35716(17) 1.14620(6) 0.0199(3) Uani 1 1 d . . . . .
H29A H 1.910085 -0.422232 1.112298 0.024 Uiso 1 1 calc R U . . .
H29B H 1.919180 -0.246032 1.144594 0.024 Uiso 1 1 calc R U . . .
C30 C 1.93197(19) -0.42042(18) 1.21156(6) 0.0232(3) Uani 1 1 d . . . . .
H30A H 1.877537 -0.532482 1.212912 0.028 Uiso 1 1 calc R U . . .
H30B H 1.881768 -0.356905 1.245538 0.028 Uiso 1 1 calc R U . . .
C31 C 2.1576(2) -0.4116(2) 1.22448(8) 0.0341(4) Uani 1 1 d . . . . .
H31A H 2.208208 -0.473141 1.190690 0.051 Uiso 1 1 calc R U . . .
H31B H 2.194600 -0.455939 1.265339 0.051 Uiso 1 1 calc R U . . .
H31C H 2.211839 -0.300198 1.225559 0.051 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
S8 N7 1.6172(11) . ?
S8 N9 1.6206(11) . ?
N1 C2 1.4022(15) . ?
N1 C14 1.4239(14) . ?
N1 C4 1.3887(15) 2_556 ?
N7 C6 1.3463(15) . ?
C3 H3 0.9300 . ?
C3 C2 1.3846(16) . ?
C3 C4 1.4185(16) . ?
C5 C2 1.4693(15) . ?
C5 C6 1.4298(16) . ?
C5 C13 1.3773(16) . ?
C19 H19 0.9300 . ?
C19 C14 1.3902(16) . ?
C19 C18 1.3900(16) . ?
C14 C15 1.3957(17) . ?
C6 C10 1.4354(16) . ?
C4 C4 1.384(2) 2_556 ?
C15 H15 0.9300 . ?
C15 C16 1.3890(16) . ?
C18 H18 0.9300 . ?
C18 C17 1.3938(17) . ?
C17 C16 1.4021(16) . ?
C17 C20 1.5180(16) . ?
C16 H16 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C20 1.5278(16) . ?
C21 C22 1.5270(16) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.5302(16) . ?
C23 C24 1.5256(16) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
N9 C10 1.3491(16) . ?
C10 C11 1.4202(16) . ?
C12 H12 0.9300 . ?
C12 C13 1.4259(17) . ?
C12 C11 1.3626(18) . ?
C13 H13 0.9300 . ?
C11 H11 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.5276(16) . ?
C25 C26 1.5244(16) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C26 1.5295(16) . ?
C27 C28 1.5287(16) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.5254(16) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.5251(17) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.5253(18) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

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
N7 S8 N9 101.32(5) . . ?
C2 N1 C14 126.93(9) . . ?
C4 N1 C2 107.01(9) 2_556 . ?
C4 N1 C14 123.50(10) 2_556 . ?
C6 N7 S8 106.10(8) . . ?
C2 C3 H3 127.3 . . ?
C2 C3 C4 105.44(10) . . ?
C4 C3 H3 127.3 . . ?
C6 C5 C2 121.17(10) . . ?
C13 C5 C2 122.23(11) . . ?
C13 C5 C6 116.61(11) . . ?
N1 C2 C5 122.13(10) . . ?
C3 C2 N1 110.14(10) . . ?
C3 C2 C5 127.66(10) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C14 120.08(11) . . ?
C19 C14 N1 120.98(10) . . ?
C19 C14 C15 119.40(11) . . ?
C15 C14 N1 119.50(10) . . ?
N7 C6 C5 126.08(11) . . ?
N7 C6 C10 113.34(11) . . ?
C5 C6 C10 120.55(11) . . ?
N1 C4 C3 142.59(11) 2_556 . ?
C4 C4 N1 108.16(12) 2_556 2_556 ?
C4 C4 C3 109.24(12) 2_556 . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.83(11) . . ?
C16 C15 H15 120.1 . . ?
C19 C18 H18 119.2 . . ?
C19 C18 C17 121.61(10) . . ?
C17 C18 H18 119.2 . . ?
C18 C17 C16 117.44(11) . . ?
C18 C17 C20 122.25(10) . . ?
C16 C17 C20 120.28(11) . . ?
C15 C16 C17 121.58(11) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
H21A C21 H21B 107.8 . . ?
C20 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C22 C21 C20 113.15(10) . . ?
C17 C20 C21 115.11(10) . . ?
C17 C20 H20A 108.5 . . ?
C17 C20 H20B 108.5 . . ?
C21 C20 H20A 108.5 . . ?
C21 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
H23A C23 H23B 107.7 . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C24 C23 C22 113.45(10) . . ?
C21 C22 C23 112.14(10) . . ?
C21 C22 H22A 109.2 . . ?
C21 C22 H22B 109.2 . . ?
C23 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C10 N9 S8 105.86(8) . . ?
N9 C10 C6 113.37(11) . . ?
N9 C10 C11 125.91(11) . . ?
C11 C10 C6 120.72(11) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C11 C12 C13 122.08(11) . . ?
C5 C13 C12 122.41(11) . . ?
C5 C13 H13 118.8 . . ?
C12 C13 H13 118.8 . . ?
C10 C11 H11 121.2 . . ?
C12 C11 C10 117.51(11) . . ?
C12 C11 H11 121.2 . . ?
H25A C25 H25B 107.8 . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C26 C25 C24 113.05(10) . . ?
C23 C24 C25 113.26(10) . . ?
C23 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
C25 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
H27A C27 H27B 107.8 . . ?
C26 C27 H27A 109.0 . . ?
C26 C27 H27B 109.0 . . ?
C28 C27 H27A 109.0 . . ?
C28 C27 H27B 109.0 . . ?
C28 C27 C26 113.11(10) . . ?
C25 C26 C27 113.49(10) . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C27 C28 H28A 109.0 . . ?
C27 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
C29 C28 C27 112.97(10) . . ?
C29 C28 H28A 109.0 . . ?
C29 C28 H28B 109.0 . . ?
C28 C29 H29A 108.9 . . ?
C28 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 C28 113.45(11) . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
C29 C30 H30A 109.1 . . ?
C29 C30 H30B 109.1 . . ?
C29 C30 C31 112.46(12) . . ?
H30A C30 H30B 107.8 . . ?
C31 C30 H30A 109.1 . . ?
C31 C30 H30B 109.1 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
S8 N7 C6 C5 -177.12(9) . . . . ?
S8 N7 C6 C10 0.88(12) . . . . ?
S8 N9 C10 C6 0.09(12) . . . . ?
S8 N9 C10 C11 179.53(10) . . . . ?
N1 C14 C15 C16 174.20(11) . . . . ?
N7 S8 N9 C10 0.39(9) . . . . ?
N7 C6 C10 N9 -0.67(15) . . . . ?
N7 C6 C10 C11 179.86(10) . . . . ?
C5 C6 C10 N9 177.46(10) . . . . ?
C5 C6 C10 C11 -2.01(17) . . . . ?
C2 N1 C14 C19 -27.24(18) . . . . ?
C2 N1 C14 C15 156.75(11) . . . . ?
C2 C3 C4 N1 179.54(14) . . . 2_556 ?
C2 C3 C4 C4 0.38(15) . . . 2_556 ?
C2 C5 C6 N7 -3.33(18) . . . . ?
C2 C5 C6 C10 178.80(10) . . . . ?
C2 C5 C13 C12 -176.80(10) . . . . ?
C19 C14 C15 C16 -1.87(19) . . . . ?
C19 C18 C17 C16 -2.30(18) . . . . ?
C19 C18 C17 C20 175.68(11) . . . . ?
C14 N1 C2 C3 161.97(10) . . . . ?
C14 N1 C2 C5 -21.01(17) . . . . ?
C14 C19 C18 C17 1.62(19) . . . . ?
C14 C15 C16 C17 1.2(2) . . . . ?
C6 C5 C2 N1 -52.24(15) . . . . ?
C6 C5 C2 C3 124.23(13) . . . . ?
C6 C5 C13 C12 3.37(17) . . . . ?
C6 C10 C11 C12 3.39(17) . . . . ?
C4 N1 C2 C3 -0.23(12) 2_556 . . . ?
C4 N1 C2 C5 176.79(10) 2_556 . . . ?
C4 N1 C14 C19 132.24(12) 2_556 . . . ?
C4 N1 C14 C15 -43.77(16) 2_556 . . . ?
C4 C3 C2 N1 -0.09(13) . . . . ?
C4 C3 C2 C5 -176.90(11) . . . . ?
C18 C19 C14 N1 -175.49(10) . . . . ?
C18 C19 C14 C15 0.52(18) . . . . ?
C18 C17 C16 C15 0.92(19) . . . . ?
C18 C17 C20 C21 -0.13(18) . . . . ?
C16 C17 C20 C21 177.79(11) . . . . ?
C20 C17 C16 C15 -177.11(12) . . . . ?
C20 C21 C22 C23 -178.13(11) . . . . ?
C22 C21 C20 C17 -179.59(10) . . . . ?
C22 C23 C24 C25 -178.78(11) . . . . ?
N9 S8 N7 C6 -0.76(9) . . . . ?
N9 C10 C11 C12 -176.02(11) . . . . ?
C13 C5 C2 N1 127.94(12) . . . . ?
C13 C5 C2 C3 -55.59(17) . . . . ?
C13 C5 C6 N7 176.50(11) . . . . ?
C13 C5 C6 C10 -1.37(16) . . . . ?
C13 C12 C11 C10 -1.46(17) . . . . ?
C11 C12 C13 C5 -2.03(18) . . . . ?
C24 C23 C22 C21 179.74(11) . . . . ?
C24 C25 C26 C27 -178.21(11) . . . . ?
C27 C28 C29 C30 -177.91(11) . . . . ?
C26 C25 C24 C23 -179.70(11) . . . . ?
C26 C27 C28 C29 -177.29(11) . . . . ?
C28 C27 C26 C25 -179.61(11) . . . . ?
C28 C29 C30 C31 -178.74(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 2359986'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2024-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C54 H64 N8 O6'
_chemical_formula_sum            'C54 H64 N8 O6'
_chemical_formula_weight         921.13
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   47.3727(18)
_cell_length_b                   10.9462(5)
_cell_length_c                   9.5717(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.519(4)
_cell_angle_gamma                90
_cell_volume                     4963.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4089
_cell_measurement_temperature    120
_cell_measurement_theta_max      70.1840
_cell_measurement_theta_min      3.7300
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.256
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_description       plate
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.11
_diffrn_reflns_av_R_equivalents  0.1513
_diffrn_reflns_av_unetI/netI     0.0710
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       58
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            53952
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.429
_diffrn_reflns_theta_min         3.732
_diffrn_ambient_temperature      120.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_reflns_number_gt                2975
_reflns_number_total             4929
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4929
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0620P)²+0.8717P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1340
_refine_ls_wR_factor_ref         0.1579
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C24(H24A,H24B), C25(H25A,H25B), C27(H27A,H27B), C26(H26A,
 H26B), C31(H31A,H31B), C28(H28A,H28B), C30(H30A,H30B), C32(H32A,H32B),
 C23(H23A,H23B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C19(H19), C18(H18), C13(H13), C16(H16), C15(H15), C12(H12)
2.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
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
O8 O 0.52328(4) 0.53344(17) 1.1330(2) 0.0507(5) Uani 1 1 d . . . . .
O22 O 0.60450(4) 0.42588(18) 1.5408(2) 0.0560(6) Uani 1 1 d . . . . .
N1 N 0.46914(4) -0.01073(18) 0.9031(2) 0.0362(5) Uani 1 1 d . . . . .
N20 N 0.58621(4) 0.4708(2) 1.4648(2) 0.0402(5) Uani 1 1 d . . . . .
N7 N 0.51914(5) 0.41246(18) 1.0982(2) 0.0425(5) Uani 1 1 d . . . . .
N9 N 0.54292(4) 0.5482(2) 1.2394(2) 0.0446(5) Uani 1 1 d . . . . .
C10 C 0.55091(5) 0.4362(2) 1.2709(2) 0.0355(5) Uani 1 1 d . . . . .
C11 C 0.57084(5) 0.3909(2) 1.3704(2) 0.0355(5) Uani 1 1 d . . . . .
C14 C 0.44247(5) 0.0463(2) 0.8744(2) 0.0342(5) Uani 1 1 d . . . . .
C2 C 0.52473(5) 0.1370(2) 1.1014(3) 0.0350(5) Uani 1 1 d . . . . .
C3 C 0.49981(5) 0.1591(2) 1.0273(2) 0.0362(6) Uani 1 1 d . . . . .
H3 H 0.490885 0.235813 1.012936 0.043 Uiso 1 1 calc R U . . .
C4 C 0.49058(5) 0.0453(2) 0.9783(2) 0.0352(5) Uani 1 1 d . . . . .
C6 C 0.53618(5) 0.3519(2) 1.1819(2) 0.0347(5) Uani 1 1 d . . . . .
C5 C 0.54053(5) 0.2208(2) 1.1896(2) 0.0349(5) Uani 1 1 d . . . . .
C19 C 0.41799(5) -0.0028(2) 0.9293(3) 0.0387(6) Uani 1 1 d . . . . .
H19 H 0.418881 -0.071349 0.990104 0.046 Uiso 1 1 calc R U . . .
C17 C 0.39035(5) 0.1518(2) 0.8096(3) 0.0402(6) Uani 1 1 d . . . . .
C18 C 0.39219(5) 0.0492(2) 0.8945(3) 0.0412(6) Uani 1 1 d . . . . .
H18 H 0.375367 0.013826 0.929518 0.049 Uiso 1 1 calc R U . . .
C13 C 0.55965(5) 0.1857(2) 1.2910(3) 0.0391(6) Uani 1 1 d . . . . .
H13 H 0.563012 0.100770 1.303406 0.047 Uiso 1 1 calc R U . . .
C16 C 0.41542(5) 0.2020(2) 0.7597(3) 0.0411(6) Uani 1 1 d . . . . .
H16 H 0.414680 0.273323 0.703164 0.049 Uiso 1 1 calc R U . . .
C15 C 0.44135(5) 0.1497(2) 0.7910(3) 0.0387(6) Uani 1 1 d . . . . .
H15 H 0.458220 0.184375 0.755680 0.046 Uiso 1 1 calc R U . . .
C12 C 0.57463(5) 0.2685(2) 1.3779(3) 0.0399(6) Uani 1 1 d . . . . .
H12 H 0.587829 0.236927 1.443871 0.048 Uiso 1 1 calc R U . . .
C29 C 0.24343(5) 0.1519(3) 0.2243(3) 0.0451(7) Uani 1 1 d . . . . .
H29A H 0.229203 0.140331 0.298235 0.054 Uiso 1 1 calc R U . . .
H29B H 0.245826 0.240862 0.210295 0.054 Uiso 1 1 calc R U . . .
C24 C 0.35092(5) 0.1392(3) 0.6354(3) 0.0456(7) Uani 1 1 d . . . . .
H24A H 0.351165 0.049763 0.650610 0.055 Uiso 1 1 calc R U . . .
H24B H 0.363901 0.157380 0.557620 0.055 Uiso 1 1 calc R U . . .
C25 C 0.32107(5) 0.1775(3) 0.5922(3) 0.0457(7) Uani 1 1 d . . . . .
H25A H 0.307979 0.158921 0.669350 0.055 Uiso 1 1 calc R U . . .
H25B H 0.320724 0.266947 0.576682 0.055 Uiso 1 1 calc R U . . .
C27 C 0.28211(5) 0.1588(3) 0.4088(3) 0.0443(6) Uani 1 1 d . . . . .
H27A H 0.268089 0.144840 0.483182 0.053 Uiso 1 1 calc R U . . .
H27B H 0.283291 0.248036 0.392987 0.053 Uiso 1 1 calc R U . . .
C26 C 0.31075(5) 0.1137(3) 0.4604(3) 0.0461(7) Uani 1 1 d . . . . .
H26A H 0.309535 0.024842 0.478802 0.055 Uiso 1 1 calc R U . . .
H26B H 0.324783 0.126124 0.385717 0.055 Uiso 1 1 calc R U . . .
C31 C 0.20449(5) 0.1542(3) 0.0414(3) 0.0475(7) Uani 1 1 d . . . . .
H31A H 0.207638 0.242905 0.028420 0.057 Uiso 1 1 calc R U . . .
H31B H 0.190454 0.144374 0.116573 0.057 Uiso 1 1 calc R U . . .
C28 C 0.27150(5) 0.0985(3) 0.2753(3) 0.0454(7) Uani 1 1 d . . . . .
H28A H 0.269142 0.009884 0.292002 0.054 Uiso 1 1 calc R U . . .
H28B H 0.285799 0.108914 0.201496 0.054 Uiso 1 1 calc R U . . .
C30 C 0.23208(5) 0.0961(3) 0.0890(3) 0.0464(7) Uani 1 1 d . . . . .
H30A H 0.246310 0.106263 0.014778 0.056 Uiso 1 1 calc R U . . .
H30B H 0.229090 0.007452 0.102993 0.056 Uiso 1 1 calc R U . . .
C32 C 0.19206(6) 0.1024(3) -0.0931(3) 0.0491(7) Uani 1 1 d . . . . .
H32A H 0.206239 0.109805 -0.168027 0.059 Uiso 1 1 calc R U . . .
H32B H 0.188186 0.014316 -0.079479 0.059 Uiso 1 1 calc R U . . .
C23 C 0.36198(5) 0.2021(3) 0.7673(3) 0.0483(7) Uani 1 1 d . . . . .
H23A H 0.363620 0.290986 0.750242 0.058 Uiso 1 1 calc R U . . .
H23B H 0.348438 0.189686 0.844212 0.058 Uiso 1 1 calc R U . . .
C33 C 0.16500(6) 0.1651(3) -0.1406(3) 0.0579(8) Uani 1 1 d . . . . .
H33A H 0.169047 0.252549 -0.157774 0.069 Uiso 1 1 calc R U . . .
H33B H 0.151072 0.160500 -0.064246 0.069 Uiso 1 1 calc R U . . .
C34 C 0.15198(7) 0.1101(3) -0.2721(4) 0.0707(10) Uani 1 1 d . . . . .
H34A H 0.165718 0.113029 -0.347936 0.106 Uiso 1 1 calc R U . . .
H34B H 0.135142 0.156908 -0.298931 0.106 Uiso 1 1 calc R U . . .
H34C H 0.146683 0.025075 -0.254122 0.106 Uiso 1 1 calc R U . . .
O21 O 0.57991(4) 0.57970(16) 1.46590(19) 0.0477(5) 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
O8 N7 1.379(3) . ?
O8 N9 1.383(3) . ?
O22 N20 1.229(3) . ?
N1 C14 1.434(3) . ?
N1 C2 1.413(3) 5_657 ?
N1 C4 1.383(3) . ?
N20 C11 1.449(3) . ?
N20 O21 1.229(3) . ?
N7 C6 1.312(3) . ?
N9 C10 1.318(3) . ?
C10 C11 1.424(3) . ?
C10 C6 1.433(3) . ?
C11 C12 1.354(3) . ?
C14 C19 1.386(3) . ?
C14 C15 1.385(3) . ?
C2 C3 1.392(3) . ?
C2 C5 1.450(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(3) . ?
C4 C4 1.395(5) 5_657 ?
C6 C5 1.452(3) . ?
C5 C13 1.376(3) . ?
C19 H19 0.9500 . ?
C19 C18 1.386(3) . ?
C17 C18 1.388(4) . ?
C17 C16 1.397(4) . ?
C17 C23 1.504(3) . ?
C18 H18 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.416(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.386(3) . ?
C15 H15 0.9500 . ?
C12 H12 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C28 1.528(3) . ?
C29 C30 1.525(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.529(3) . ?
C24 C23 1.527(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.519(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C26 1.522(3) . ?
C27 C28 1.519(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C30 1.520(3) . ?
C31 C32 1.521(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.520(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.521(4) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
N7 O8 N9 112.55(18) . . ?
C2 N1 C14 126.97(19) 5_657 . ?
C4 N1 C14 123.2(2) . . ?
C4 N1 C2 107.41(19) . 5_657 ?
O22 N20 C11 118.4(2) . . ?
O22 N20 O21 123.6(2) . . ?
O21 N20 C11 118.0(2) . . ?
C6 N7 O8 104.62(19) . . ?
C10 N9 O8 104.42(19) . . ?
N9 C10 C11 131.6(2) . . ?
N9 C10 C6 109.0(2) . . ?
C11 C10 C6 119.3(2) . . ?
C10 C11 N20 122.2(2) . . ?
C12 C11 N20 119.9(2) . . ?
C12 C11 C10 117.8(2) . . ?
C19 C14 N1 119.8(2) . . ?
C15 C14 N1 119.7(2) . . ?
C15 C14 C19 120.5(2) . . ?
N1 C2 C5 122.1(2) 5_657 . ?
C3 C2 N1 109.1(2) . 5_657 ?
C3 C2 C5 128.1(2) . . ?
C2 C3 H3 127.0 . . ?
C2 C3 C4 106.1(2) . . ?
C4 C3 H3 127.0 . . ?
N1 C4 C3 142.6(2) . . ?
N1 C4 C4 107.7(3) . 5_657 ?
C4 C4 C3 109.6(2) 5_657 . ?
N7 C6 C10 109.4(2) . . ?
N7 C6 C5 128.1(2) . . ?
C10 C6 C5 122.6(2) . . ?
C2 C5 C6 121.6(2) . . ?
C13 C5 C2 124.5(2) . . ?
C13 C5 C6 113.8(2) . . ?
C14 C19 H19 120.4 . . ?
C14 C19 C18 119.2(2) . . ?
C18 C19 H19 120.4 . . ?
C18 C17 C16 118.0(2) . . ?
C18 C17 C23 120.3(2) . . ?
C16 C17 C23 121.6(2) . . ?
C19 C18 C17 121.6(2) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C5 C13 H13 118.0 . . ?
C5 C13 C12 123.9(2) . . ?
C12 C13 H13 118.0 . . ?
C17 C16 H16 119.4 . . ?
C15 C16 C17 121.2(2) . . ?
C15 C16 H16 119.4 . . ?
C14 C15 C16 119.5(2) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C11 C12 C13 122.5(2) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
H29A C29 H29B 107.6 . . ?
C28 C29 H29A 108.6 . . ?
C28 C29 H29B 108.6 . . ?
C30 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C30 C29 C28 114.7(2) . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
C23 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C23 C24 C25 114.2(2) . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C26 C25 C24 112.9(2) . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H27A C27 H27B 107.5 . . ?
C26 C27 H27A 108.6 . . ?
C26 C27 H27B 108.6 . . ?
C28 C27 H27A 108.6 . . ?
C28 C27 H27B 108.6 . . ?
C28 C27 C26 114.8(2) . . ?
C25 C26 C27 113.5(2) . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
H31A C31 H31B 107.5 . . ?
C30 C31 H31A 108.5 . . ?
C30 C31 H31B 108.5 . . ?
C30 C31 C32 115.0(2) . . ?
C32 C31 H31A 108.5 . . ?
C32 C31 H31B 108.5 . . ?
C29 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
C27 C28 C29 112.5(2) . . ?
C27 C28 H28A 109.1 . . ?
C27 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
C29 C30 H30A 109.1 . . ?
C29 C30 H30B 109.1 . . ?
C31 C30 C29 112.5(2) . . ?
C31 C30 H30A 109.1 . . ?
C31 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
C31 C32 H32A 108.8 . . ?
C31 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C33 C32 C31 113.8(2) . . ?
C33 C32 H32A 108.8 . . ?
C33 C32 H32B 108.8 . . ?
C17 C23 C24 110.9(2) . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 108.0 . . ?
C32 C33 H33A 108.8 . . ?
C32 C33 H33B 108.8 . . ?
C32 C33 C34 113.8(3) . . ?
H33A C33 H33B 107.7 . . ?
C34 C33 H33A 108.8 . . ?
C34 C33 H33B 108.8 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3 H3 N7 0.95 2.49 2.997(3) 113.8 . yes

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
O8 N7 C6 C10 0.6(3) . . . . ?
O8 N7 C6 C5 -179.5(2) . . . . ?
O8 N9 C10 C11 179.1(3) . . . . ?
O8 N9 C10 C6 0.5(3) . . . . ?
O22 N20 C11 C10 -174.9(2) . . . . ?
O22 N20 C11 C12 7.0(4) . . . . ?
N1 C14 C19 C18 -176.4(2) . . . . ?
N1 C14 C15 C16 177.8(2) . . . . ?
N1 C2 C3 C4 0.5(3) 5_657 . . . ?
N1 C2 C5 C6 173.0(2) 5_657 . . . ?
N1 C2 C5 C13 -10.2(4) 5_657 . . . ?
N20 C11 C12 C13 178.3(2) . . . . ?
N7 O8 N9 C10 -0.1(3) . . . . ?
N7 C6 C5 C2 -1.8(4) . . . . ?
N7 C6 C5 C13 -178.9(3) . . . . ?
N9 O8 N7 C6 -0.3(3) . . . . ?
N9 C10 C11 N20 2.3(4) . . . . ?
N9 C10 C11 C12 -179.6(3) . . . . ?
N9 C10 C6 N7 -0.7(3) . . . . ?
N9 C10 C6 C5 179.4(2) . . . . ?
C10 C11 C12 C13 0.1(4) . . . . ?
C10 C6 C5 C2 178.0(2) . . . . ?
C10 C6 C5 C13 0.9(4) . . . . ?
C11 C10 C6 N7 -179.6(2) . . . . ?
C11 C10 C6 C5 0.6(4) . . . . ?
C14 N1 C4 C3 -16.3(5) . . . . ?
C14 N1 C4 C4 162.6(3) . . . 5_657 ?
C14 C19 C18 C17 -2.1(4) . . . . ?
C2 N1 C14 C19 44.5(4) 5_657 . . . ?
C2 N1 C14 C15 -135.0(3) 5_657 . . . ?
C2 N1 C4 C3 -179.9(3) 5_657 . . . ?
C2 N1 C4 C4 -1.0(3) 5_657 . . 5_657 ?
C2 C3 C4 N1 179.0(3) . . . . ?
C2 C3 C4 C4 0.1(3) . . . 5_657 ?
C2 C5 C13 C12 -179.0(2) . . . . ?
C3 C2 C5 C6 -17.3(4) . . . . ?
C3 C2 C5 C13 159.5(3) . . . . ?
C4 N1 C14 C19 -115.7(3) . . . . ?
C4 N1 C14 C15 64.8(3) . . . . ?
C6 C10 C11 N20 -179.2(2) . . . . ?
C6 C10 C11 C12 -1.1(4) . . . . ?
C6 C5 C13 C12 -1.9(4) . . . . ?
C5 C2 C3 C4 -170.3(2) . . . . ?
C5 C13 C12 C11 1.5(4) . . . . ?
C19 C14 C15 C16 -1.7(4) . . . . ?
C17 C16 C15 C14 -0.6(4) . . . . ?
C18 C17 C16 C15 1.4(4) . . . . ?
C18 C17 C23 C24 -87.1(3) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C16 C17 C23 C24 89.6(3) . . . . ?
C15 C14 C19 C18 3.0(4) . . . . ?
C24 C25 C26 C27 -175.0(2) . . . . ?
C25 C24 C23 C17 175.2(2) . . . . ?
C26 C27 C28 C29 -177.0(2) . . . . ?
C31 C32 C33 C34 -177.8(3) . . . . ?
C28 C29 C30 C31 -178.8(2) . . . . ?
C28 C27 C26 C25 178.8(2) . . . . ?
C30 C29 C28 C27 178.9(2) . . . . ?
C30 C31 C32 C33 -178.1(3) . . . . ?
C32 C31 C30 C29 -179.9(2) . . . . ?
C23 C17 C18 C19 176.7(2) . . . . ?
C23 C17 C16 C15 -175.3(2) . . . . ?
C23 C24 C25 C26 179.8(2) . . . . ?
O21 N20 C11 C10 6.2(4) . . . . ?
O21 N20 C11 C12 -171.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4a
_database_code_depnum_ccdc_archive 'CCDC 2359983'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2024-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3

_chemical_formula_moiety         'C32 H22 N6 S2'
_chemical_formula_sum            'C32 H22 N6 S2'
_chemical_formula_weight         554.67
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   6.73075(18)
_cell_length_b                   13.0685(4)
_cell_length_c                   14.6429(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.099(3)
_cell_angle_gamma                90
_cell_volume                     1287.76(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2750
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.6500
_cell_measurement_theta_min      4.5040
_exptl_absorpt_coefficient_mu    2.154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77241
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       needle
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.045
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10207
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.134
_diffrn_reflns_theta_min         4.535
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_reflns_number_gt                2311
_reflns_number_total             2667
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2667
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0472
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²+1.9097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1329
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C19(H19), C11(H11), C16(H16), C13(H13), C15(H15), C12(H12), C18(H18)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
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
S8 S 0.74152(9) 0.14122(5) 0.25597(4) 0.02270(19) Uani 1 1 d . . . . .
N1 N 0.8804(3) 0.38369(15) 0.48657(14) 0.0172(4) Uani 1 1 d . . . . .
N7 N 0.7929(3) 0.24065(16) 0.31766(14) 0.0212(4) Uani 1 1 d . . . . .
N9 N 0.5083(3) 0.15824(16) 0.23436(14) 0.0220(5) Uani 1 1 d . . . . .
C2 C 0.7574(3) 0.43615(18) 0.42461(16) 0.0172(5) Uani 1 1 d . . . . .
C4 C 1.0188(3) 0.45333(17) 0.52001(16) 0.0169(5) Uani 1 1 d . . . . .
C3 C 0.8160(3) 0.53749(17) 0.41862(16) 0.0176(5) Uani 1 1 d . . . . .
H3 H 0.758215 0.589606 0.381498 0.021 Uiso 1 1 calc R U . . .
C6 C 0.6219(3) 0.29319(18) 0.32408(16) 0.0176(5) Uani 1 1 d . . . . .
C19 C 0.6684(4) 0.24598(19) 0.54254(17) 0.0211(5) Uani 1 1 d . . . . .
H19 H 0.554437 0.287993 0.533799 0.025 Uiso 1 1 calc R U . . .
C10 C 0.4578(3) 0.24691(18) 0.27554(16) 0.0187(5) Uani 1 1 d . . . . .
C11 C 0.2678(4) 0.29260(19) 0.27415(17) 0.0213(5) Uani 1 1 d . . . . .
H11 H 0.159083 0.261601 0.242449 0.026 Uiso 1 1 calc R U . . .
C14 C 0.8557(3) 0.28261(18) 0.52077(16) 0.0179(5) Uani 1 1 d . . . . .
C5 C 0.5942(3) 0.38686(17) 0.37321(16) 0.0178(5) Uani 1 1 d . . . . .
C16 C 0.9994(4) 0.12304(19) 0.57051(18) 0.0246(5) Uani 1 1 d . . . . .
H16 H 1.113541 0.081443 0.580367 0.030 Uiso 1 1 calc R U . . .
C13 C 0.4069(3) 0.42917(18) 0.36882(17) 0.0193(5) Uani 1 1 d . . . . .
H13 H 0.384078 0.491890 0.399710 0.023 Uiso 1 1 calc R U . . .
C17 C 0.8129(4) 0.08491(19) 0.59257(18) 0.0244(5) Uani 1 1 d . . . . .
C15 C 1.0218(4) 0.22076(19) 0.53437(17) 0.0216(5) Uani 1 1 d . . . . .
H15 H 1.149929 0.245089 0.519055 0.026 Uiso 1 1 calc R U . . .
C12 C 0.2455(3) 0.38251(19) 0.31968(17) 0.0211(5) Uani 1 1 d . . . . .
H12 H 0.119280 0.415083 0.318750 0.025 Uiso 1 1 calc R U . . .
C18 C 0.6490(4) 0.1474(2) 0.57717(18) 0.0243(5) Uani 1 1 d . . . . .
H18 H 0.520407 0.122291 0.590613 0.029 Uiso 1 1 calc R U . . .
C20 C 0.7894(5) -0.0199(2) 0.6338(2) 0.0343(7) Uani 1 1 d . . . . .
H20A H 0.905884 -0.061689 0.619873 0.051 Uiso 1 1 calc R U . . .
H20B H 0.669690 -0.052477 0.608094 0.051 Uiso 1 1 calc R U . . .
H20C H 0.777407 -0.013699 0.700127 0.051 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
S8 N7 1.616(2) . ?
S8 N9 1.611(2) . ?
N1 C2 1.396(3) . ?
N1 C4 1.385(3) . ?
N1 C14 1.424(3) . ?
N7 C6 1.345(3) . ?
N9 C10 1.353(3) . ?
C2 C3 1.385(3) . ?
C2 C5 1.468(3) . ?
C4 C4 1.375(4) 3_766 ?
C4 C3 1.421(3) 3_766 ?
C3 H3 0.9500 . ?
C6 C10 1.435(3) . ?
C6 C5 1.434(3) . ?
C19 H19 0.9500 . ?
C19 C14 1.391(3) . ?
C19 C18 1.391(3) . ?
C10 C11 1.411(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.361(4) . ?
C14 C15 1.391(3) . ?
C5 C13 1.378(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(4) . ?
C16 C15 1.392(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.428(3) . ?
C17 C18 1.387(4) . ?
C17 C20 1.506(3) . ?
C15 H15 0.9500 . ?
C12 H12 0.9500 . ?
C18 H18 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
N9 S8 N7 101.30(11) . . ?
C2 N1 C14 127.76(19) . . ?
C4 N1 C2 107.08(19) . . ?
C4 N1 C14 124.58(19) . . ?
C6 N7 S8 105.98(16) . . ?
C10 N9 S8 106.44(16) . . ?
N1 C2 C5 123.1(2) . . ?
C3 C2 N1 110.2(2) . . ?
C3 C2 C5 126.7(2) . . ?
N1 C4 C3 142.4(2) . 3_766 ?
C4 C4 N1 108.3(2) 3_766 . ?
C4 C4 C3 109.3(2) 3_766 3_766 ?
C2 C3 C4 105.1(2) . 3_766 ?
C2 C3 H3 127.4 . . ?
C4 C3 H3 127.4 3_766 . ?
N7 C6 C10 113.7(2) . . ?
N7 C6 C5 126.2(2) . . ?
C5 C6 C10 120.1(2) . . ?
C14 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C14 119.6(2) . . ?
N9 C10 C6 112.6(2) . . ?
N9 C10 C11 126.3(2) . . ?
C11 C10 C6 121.1(2) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 C10 117.8(2) . . ?
C12 C11 H11 121.1 . . ?
C19 C14 N1 120.8(2) . . ?
C15 C14 N1 119.4(2) . . ?
C15 C14 C19 119.8(2) . . ?
C6 C5 C2 121.9(2) . . ?
C13 C5 C2 121.5(2) . . ?
C13 C5 C6 116.5(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.4(2) . . ?
C5 C13 H13 118.7 . . ?
C5 C13 C12 122.6(2) . . ?
C12 C13 H13 118.7 . . ?
C16 C17 C20 121.3(2) . . ?
C18 C17 C16 117.9(2) . . ?
C18 C17 C20 120.8(2) . . ?
C14 C15 C16 119.7(2) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C12 C13 121.7(2) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C19 C18 H18 119.2 . . ?
C17 C18 C19 121.6(2) . . ?
C17 C18 H18 119.2 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
S8 N7 C6 C10 -0.7(2) . . . . ?
S8 N7 C6 C5 179.4(2) . . . . ?
S8 N9 C10 C6 -1.0(2) . . . . ?
S8 N9 C10 C11 179.4(2) . . . . ?
N1 C2 C3 C4 -0.3(3) . . . 3_766 ?
N1 C2 C5 C6 -49.4(3) . . . . ?
N1 C2 C5 C13 131.5(3) . . . . ?
N1 C14 C15 C16 178.0(2) . . . . ?
N7 S8 N9 C10 0.56(18) . . . . ?
N7 C6 C10 N9 1.2(3) . . . . ?
N7 C6 C10 C11 -179.2(2) . . . . ?
N7 C6 C5 C2 -0.8(4) . . . . ?
N7 C6 C5 C13 178.4(2) . . . . ?
N9 S8 N7 C6 0.08(19) . . . . ?
N9 C10 C11 C12 -179.9(2) . . . . ?
C2 N1 C4 C4 0.4(3) . . . 3_766 ?
C2 N1 C4 C3 179.5(3) . . . 3_766 ?
C2 N1 C14 C19 -39.4(3) . . . . ?
C2 N1 C14 C15 142.0(2) . . . . ?
C2 C5 C13 C12 -179.7(2) . . . . ?
C4 N1 C2 C3 -0.1(3) . . . . ?
C4 N1 C2 C5 178.6(2) . . . . ?
C4 N1 C14 C19 130.7(3) . . . . ?
C4 N1 C14 C15 -47.9(3) . . . . ?
C3 C2 C5 C6 129.0(3) . . . . ?
C3 C2 C5 C13 -50.1(4) . . . . ?
C6 C10 C11 C12 0.6(4) . . . . ?
C6 C5 C13 C12 1.1(3) . . . . ?
C19 C14 C15 C16 -0.6(4) . . . . ?
C10 C6 C5 C2 179.3(2) . . . . ?
C10 C6 C5 C13 -1.5(3) . . . . ?
C10 C11 C12 C13 -1.0(4) . . . . ?
C14 N1 C2 C3 171.4(2) . . . . ?
C14 N1 C2 C5 -10.0(4) . . . . ?
C14 N1 C4 C4 -171.4(2) . . . 3_766 ?
C14 N1 C4 C3 7.7(5) . . . 3_766 ?
C14 C19 C18 C17 1.4(4) . . . . ?
C5 C2 C3 C4 -178.8(2) . . . 3_766 ?
C5 C6 C10 N9 -178.9(2) . . . . ?
C5 C6 C10 C11 0.7(3) . . . . ?
C5 C13 C12 C11 0.2(4) . . . . ?
C16 C17 C18 C19 -1.3(4) . . . . ?
C17 C16 C15 C14 0.8(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C15 C16 C17 C20 -178.5(2) . . . . ?
C18 C19 C14 N1 -179.0(2) . . . . ?
C18 C19 C14 C15 -0.4(4) . . . . ?
C20 C17 C18 C19 177.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3a
_database_code_depnum_ccdc_archive 'CCDC 2359982'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2024-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C32 H22 N6 O2'
_chemical_formula_sum            'C32 H22 N6 O2'
_chemical_formula_weight         522.56
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.4345(4)
_cell_length_b                   7.9786(2)
_cell_length_c                   13.6019(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.599(2)
_cell_angle_gamma                90
_cell_volume                     2449.53(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4927
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.5390
_cell_measurement_theta_min      3.8860
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.842
_exptl_absorpt_coefficient_mu    0.741
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
9 2 -8 0.0513
-9 -2 8 0.0606
-4 0 -8 0.0308
-12 -2 -3 0.0707
-4 4 5 0.0979
4 -4 -5 0.1239
-13 0 -3 0.0492
13 0 3 0.0454
14 2 0 0.0504
-1 -5 4 0.0734
1 5 -4 0.1063

_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
9.0835 1.5755 -7.7272 0.2325 0.9724 0.0202
-9.0835 -1.5755 7.7272 -0.2325 -0.9724 -0.0202
-3.5420 -0.4295 -7.6933 0.1237 0.5233 0.8431
-11.8051 -1.8292 -2.6063 -0.0489 -0.1975 0.9791
-4.0244 4.2329 4.9759 0.7766 -0.4742 -0.4147
4.0244 -4.2329 -4.9759 -0.7766 0.4742 0.4147
-12.7755 0.3198 -2.5988 0.3657 -0.1918 0.9107
12.7755 -0.3198 2.5988 -0.3657 0.1918 -0.9107
13.9900 1.6139 -0.1515 0.0108 0.4964 -0.8680
-1.2362 -4.5289 4.2591 -0.8783 -0.4779 -0.0151
1.2362 4.5289 -4.2591 0.8783 0.4779 0.0151

_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7892
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.075
_diffrn_reflns_theta_min         3.917
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2687
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -21.00   1.00    5.41    --  -42.93 -38.00  90.00   93
  2  ω     34.00  82.00   1.00    5.41    --   42.93 -99.00-120.00   48
  3  ω     34.00  82.00   1.00    5.41    --   42.93 -99.00 120.00   48
  4  ω     21.00 114.00   1.00    5.41    --   42.93  38.00   0.00   93
  5  ω     34.00  82.00   1.00    5.41    --   42.93 -99.00  60.00   48
  6  ω     56.00 112.00   1.00   21.63    --  109.50-125.00  90.00   56
  7  ω     56.00 112.00   1.00   21.63    --  109.50-125.00  30.00   56
  8  ω     56.00 112.00   1.00   21.63    --  109.50-125.00  60.00   56
  9  ω     56.00 112.00   1.00   21.63    --  109.50-125.00-120.00   56
 10  ω     30.00  97.00   1.00   21.63    --  109.50 -94.00  90.00   67
 11  ω     30.00  97.00   1.00   21.63    --  109.50 -94.00 150.00   67
 12  ω    100.00 135.00   1.00   21.63    --  109.50  45.00-120.00   35
 13  ω     30.00  70.00   1.00   21.63    --  109.50 -94.00 -60.00   40
 14  ω    117.00 158.00   1.00   21.63    --  109.50  30.00  90.00   41
 15  ω     60.00  91.00   1.00   21.63    --  109.50-125.00 -60.00   31
 16  ω     57.00 100.00   1.00   21.63    --  109.50-125.00   0.00   43
 17  ω     74.00 127.00   1.00   21.63    --  109.50 -45.00 -30.00   53
 18  ω     24.00 153.00   1.00   21.63    --  109.50   0.00-120.00  129
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0206014000
_diffrn_orient_matrix_UB_12      0.1837028000
_diffrn_orient_matrix_UB_13      -0.0168540000
_diffrn_orient_matrix_UB_21      0.0325385000
_diffrn_orient_matrix_UB_22      0.0176528000
_diffrn_orient_matrix_UB_23      -0.0839898000
_diffrn_orient_matrix_UB_31      -0.0563456000
_diffrn_orient_matrix_UB_32      -0.0569607000
_diffrn_orient_matrix_UB_33      -0.0804674000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_number_gt                2312
_reflns_number_total             2530
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2530
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0474P)²+1.9298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.0969
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C13(H13), C19(H19), C6(H6), C12(H12), C16(H16), C18(H18)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
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
O9 O 0.49416(4) 0.82417(12) 0.36538(7) 0.0281(2) Uani 1 1 d . . . . .
N1 N 0.20732(4) 0.20676(13) 0.58266(7) 0.0194(2) Uani 1 1 d . . . . .
N8 N 0.44269(5) 0.73617(14) 0.32118(8) 0.0261(2) Uani 1 1 d . . . . .
N10 N 0.51192(5) 0.80547(14) 0.47035(8) 0.0261(2) Uani 1 1 d . . . . .
C4 C 0.25318(5) 0.27487(15) 0.54996(8) 0.0193(2) Uani 1 1 d . . . . .
C14 C 0.19243(5) 0.26347(15) 0.67242(8) 0.0192(2) Uani 1 1 d . . . . .
C2 C 0.32772(5) 0.38663(15) 0.49901(8) 0.0197(2) Uani 1 1 d . . . . .
C5 C 0.37662(5) 0.49315(15) 0.49032(8) 0.0197(2) Uani 1 1 d . . . . .
C3 C 0.30346(5) 0.37786(15) 0.58170(9) 0.0201(2) Uani 1 1 d . . . . .
H3 H 0.317903 0.430568 0.646255 0.024 Uiso 1 1 calc R U . . .
C15 C 0.23475(5) 0.25585(16) 0.76579(9) 0.0219(3) Uani 1 1 d . . . . .
H15 H 0.272719 0.209396 0.770507 0.026 Uiso 1 1 calc R U . . .
C13 C 0.42183(5) 0.53451(16) 0.58411(9) 0.0217(3) Uani 1 1 d . . . . .
H13 H 0.418751 0.486560 0.646402 0.026 Uiso 1 1 calc R U . . .
C19 C 0.13667(5) 0.33086(16) 0.66550(9) 0.0223(3) Uani 1 1 d . . . . .
H19 H 0.108075 0.338793 0.601215 0.027 Uiso 1 1 calc R U . . .
C7 C 0.42887(5) 0.66357(16) 0.39868(9) 0.0214(3) Uani 1 1 d . . . . .
C11 C 0.47200(5) 0.70596(16) 0.49112(9) 0.0218(3) Uani 1 1 d . . . . .
C6 C 0.37997(5) 0.55793(15) 0.39859(9) 0.0211(3) Uani 1 1 d . . . . .
H6 H 0.350629 0.533058 0.337103 0.025 Uiso 1 1 calc R U . . .
C12 C 0.46797(5) 0.63808(16) 0.58639(9) 0.0227(3) Uani 1 1 d . . . . .
H12 H 0.496442 0.664540 0.648615 0.027 Uiso 1 1 calc R U . . .
C17 C 0.16511(6) 0.38076(15) 0.84815(9) 0.0233(3) Uani 1 1 d . . . . .
C16 C 0.22100(6) 0.31710(16) 0.85272(9) 0.0240(3) Uani 1 1 d . . . . .
H16 H 0.250402 0.315285 0.916311 0.029 Uiso 1 1 calc R U . . .
C18 C 0.12328(5) 0.38627(16) 0.75333(9) 0.0238(3) Uani 1 1 d . . . . .
H18 H 0.084805 0.428873 0.748847 0.029 Uiso 1 1 calc R U . . .
C20 C 0.14926(6) 0.44430(18) 0.94207(10) 0.0294(3) Uani 1 1 d . . . . .
H20A H 0.116362 0.378037 0.953298 0.044 Uiso 1 1 calc R U . . .
H20B H 0.137430 0.562269 0.932364 0.044 Uiso 1 1 calc R U . . .
H20C H 0.183693 0.433825 1.001469 0.044 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
O9 N8 1.3854(14) . ?
O9 N10 1.3836(14) . ?
N1 C4 1.3803(15) . ?
N1 C14 1.4305(14) . ?
N1 C2 1.4045(15) 7_556 ?
N8 C7 1.3173(16) . ?
N10 C11 1.3144(16) . ?
C4 C4 1.385(2) 7_556 ?
C4 C3 1.4060(16) . ?
C14 C15 1.3866(16) . ?
C14 C19 1.3927(17) . ?
C2 C5 1.4568(16) . ?
C2 C3 1.3917(16) . ?
C5 C13 1.4601(15) . ?
C5 C6 1.3722(16) . ?
C3 H3 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.3949(16) . ?
C13 H13 0.9500 . ?
C13 C12 1.3545(17) . ?
C19 H19 0.9500 . ?
C19 C18 1.3867(17) . ?
C7 C11 1.4260(16) . ?
C7 C6 1.4221(17) . ?
C11 C12 1.4308(17) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C17 C16 1.3906(18) . ?
C17 C18 1.3951(18) . ?
C17 C20 1.5107(16) . ?
C16 H16 0.9500 . ?
C18 H18 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
N10 O9 N8 112.23(9) . . ?
C4 N1 C14 122.70(10) . . ?
C4 N1 C2 107.11(9) . 7_556 ?
C2 N1 C14 128.17(10) 7_556 . ?
C7 N8 O9 104.38(10) . . ?
C11 N10 O9 104.65(10) . . ?
N1 C4 C4 108.41(13) . 7_556 ?
N1 C4 C3 142.38(11) . . ?
C4 C4 C3 109.20(13) 7_556 . ?
C15 C14 N1 119.30(10) . . ?
C15 C14 C19 120.39(11) . . ?
C19 C14 N1 120.27(10) . . ?
N1 C2 C5 123.41(10) 7_556 . ?
C3 C2 N1 109.49(10) . 7_556 ?
C3 C2 C5 126.59(11) . . ?
C2 C5 C13 117.57(10) . . ?
C6 C5 C2 122.16(10) . . ?
C6 C5 C13 120.24(11) . . ?
C4 C3 H3 127.1 . . ?
C2 C3 C4 105.78(10) . . ?
C2 C3 H3 127.1 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.32(11) . . ?
C16 C15 H15 120.3 . . ?
C5 C13 H13 118.5 . . ?
C12 C13 C5 123.03(11) . . ?
C12 C13 H13 118.5 . . ?
C14 C19 H19 120.3 . . ?
C18 C19 C14 119.37(11) . . ?
C18 C19 H19 120.3 . . ?
N8 C7 C11 109.44(11) . . ?
N8 C7 C6 129.15(11) . . ?
C6 C7 C11 121.41(11) . . ?
N10 C11 C7 109.30(11) . . ?
N10 C11 C12 130.35(11) . . ?
C7 C11 C12 120.33(11) . . ?
C5 C6 C7 117.75(11) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C13 C12 C11 117.19(11) . . ?
C13 C12 H12 121.4 . . ?
C11 C12 H12 121.4 . . ?
C16 C17 C18 118.17(11) . . ?
C16 C17 C20 121.84(11) . . ?
C18 C17 C20 119.98(12) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.30(11) . . ?
C17 C16 H16 119.3 . . ?
C19 C18 C17 121.39(11) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C19 H19 N10 0.95 2.48 3.3852(16) 158.9 3_445 yes

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
O9 N8 C7 C11 -0.27(13) . . . . ?
O9 N8 C7 C6 179.70(12) . . . . ?
O9 N10 C11 C7 -0.48(13) . . . . ?
O9 N10 C11 C12 177.85(12) . . . . ?
N1 C4 C3 C2 -179.96(16) . . . . ?
N1 C14 C15 C16 177.54(11) . . . . ?
N1 C14 C19 C18 -179.52(11) . . . . ?
N1 C2 C5 C13 -158.51(11) 7_556 . . . ?
N1 C2 C5 C6 23.51(18) 7_556 . . . ?
N1 C2 C3 C4 0.89(13) 7_556 . . . ?
N8 O9 N10 C11 0.32(13) . . . . ?
N8 C7 C11 N10 0.50(14) . . . . ?
N8 C7 C11 C12 -178.02(11) . . . . ?
N8 C7 C6 C5 177.90(12) . . . . ?
N10 O9 N8 C7 -0.02(13) . . . . ?
N10 C11 C12 C13 -178.52(13) . . . . ?
C4 N1 C14 C15 -58.90(16) . . . . ?
C4 N1 C14 C19 118.94(13) . . . . ?
C4 C4 C3 C2 -0.92(16) 7_556 . . . ?
C14 N1 C4 C4 -164.97(12) . . . 7_556 ?
C14 N1 C4 C3 14.1(2) . . . . ?
C14 C15 C16 C17 2.05(19) . . . . ?
C14 C19 C18 C17 2.02(19) . . . . ?
C2 N1 C4 C4 0.06(16) 7_556 . . 7_556 ?
C2 N1 C4 C3 179.10(16) 7_556 . . . ?
C2 N1 C14 C15 139.41(12) 7_556 . . . ?
C2 N1 C14 C19 -42.76(18) 7_556 . . . ?
C2 C5 C13 C12 -177.07(11) . . . . ?
C2 C5 C6 C7 178.63(11) . . . . ?
C5 C2 C3 C4 172.80(11) . . . . ?
C5 C13 C12 C11 -1.10(18) . . . . ?
C3 C2 C5 C13 30.63(17) . . . . ?
C3 C2 C5 C6 -147.34(13) . . . . ?
C15 C14 C19 C18 -1.71(18) . . . . ?
C13 C5 C6 C7 0.70(17) . . . . ?
C19 C14 C15 C16 -0.29(18) . . . . ?
C7 C11 C12 C13 -0.35(17) . . . . ?
C11 C7 C6 C5 -2.14(17) . . . . ?
C6 C5 C13 C12 0.94(18) . . . . ?
C6 C7 C11 N10 -179.47(11) . . . . ?
C6 C7 C11 C12 2.01(18) . . . . ?
C16 C17 C18 C19 -0.30(18) . . . . ?
C18 C17 C16 C15 -1.75(18) . . . . ?
C20 C17 C16 C15 178.76(12) . . . . ?
C20 C17 C18 C19 179.19(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.227
_oxdiff_exptl_absorpt_empirical_full_min 0.831
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 2359984'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2024-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C54 H66 N6 S2'
_chemical_formula_sum            'C54 H66 N6 S2'
_chemical_formula_weight         863.24
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   26.3539(14)
_cell_length_b                   5.7949(2)
_cell_length_c                   16.2792(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.857(7)
_cell_angle_gamma                90
_cell_volume                     2379.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4390
_cell_measurement_temperature    100
_cell_measurement_theta_max      76.0040
_cell_measurement_theta_min      3.4470
_exptl_absorpt_coefficient_mu    1.335
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90464
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light orange'
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.138
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.033
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_av_unetI/netI     0.0755
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19841
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.736
_diffrn_reflns_theta_min         3.505
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_reflns_number_gt                3337
_reflns_number_total             4943
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4943
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0634
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0829P)²+1.0661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1691
_refine_ls_wR_factor_ref         0.1972
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C20(H20A,H20B), C23(H23A,H23B), C24(H24A,
 H24B), C27(H27A,H27B), C26(H26A,H26B), C25(H25A,H25B), C28(H28A,H28B),
 C29(H29A,H29B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C15(H15), C3(H3), C6(H6), C18(H18), C19(H19), C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.06127(9) 0.5999(4) 0.05943(16) 0.0254(5) Uani 1 1 d . . . . .
C2 C 0.03220(10) 0.7616(4) 0.09150(19) 0.0239(6) Uani 1 1 d . . . . .
C16 C 0.19861(11) 0.7505(5) 0.0624(2) 0.0342(7) Uani 1 1 d . . . . .
H16 H 0.216931 0.873745 0.045057 0.041 Uiso 1 1 calc R U . . .
C14 C 0.11720(10) 0.5884(5) 0.07343(19) 0.0245(6) Uani 1 1 d . . . . .
C15 C 0.14396(11) 0.7670(5) 0.0477(2) 0.0315(7) Uani 1 1 d . . . . .
H15 H 0.125267 0.899362 0.020235 0.038 Uiso 1 1 calc R U . . .
C17 C 0.22699(11) 0.5591(5) 0.1018(2) 0.0285(6) Uani 1 1 d . . . . .
C3 C -0.02157(10) 0.7258(4) 0.05401(19) 0.0247(6) Uani 1 1 d . . . . .
H3 H -0.049972 0.810887 0.064205 0.030 Uiso 1 1 calc R U . . .
C5 C 0.05595(10) 0.9251(4) 0.15996(19) 0.0250(6) Uani 1 1 d . . . . .
C4 C 0.02551(10) 0.4623(4) 0.00227(19) 0.0238(6) Uani 1 1 d . . . . .
C6 C 0.10333(10) 0.8839(5) 0.22222(19) 0.0264(6) Uani 1 1 d . . . . .
H6 H 0.122482 0.745314 0.221708 0.032 Uiso 1 1 calc R U . . .
C21 C 0.30828(11) 0.3145(6) 0.1021(2) 0.0367(7) Uani 1 1 d . . . . .
H21A H 0.289483 0.260800 0.043407 0.044 Uiso 1 1 calc R U . . .
H21B H 0.301175 0.202306 0.143248 0.044 Uiso 1 1 calc R U . . .
C18 C 0.19949(11) 0.3812(5) 0.1277(2) 0.0317(7) Uani 1 1 d . . . . .
H18 H 0.218286 0.250136 0.155992 0.038 Uiso 1 1 calc R U . . .
C19 C 0.14481(11) 0.3936(5) 0.1125(2) 0.0292(6) Uani 1 1 d . . . . .
H19 H 0.126309 0.269197 0.128785 0.035 Uiso 1 1 calc R U . . .
C13 C 0.02682(10) 1.1334(5) 0.16385(19) 0.0257(6) Uani 1 1 d . . . . .
H13 H -0.006206 1.157096 0.121579 0.031 Uiso 1 1 calc R U . . .
C22 C 0.36776(11) 0.3206(6) 0.1128(2) 0.0373(7) Uani 1 1 d . . . . .
H22A H 0.374370 0.420555 0.067638 0.045 Uiso 1 1 calc R U . . .
H22B H 0.386102 0.390306 0.169093 0.045 Uiso 1 1 calc R U . . .
C20 C 0.28660(11) 0.5494(5) 0.1168(2) 0.0360(7) Uani 1 1 d . . . . .
H20A H 0.304247 0.597726 0.176613 0.043 Uiso 1 1 calc R U . . .
H20B H 0.296247 0.662799 0.078357 0.043 Uiso 1 1 calc R U . . .
C23 C 0.39126(12) 0.0827(6) 0.1074(3) 0.0420(8) Uani 1 1 d . . . . .
H23A H 0.373215 0.013572 0.050861 0.050 Uiso 1 1 calc R U . . .
H23B H 0.384371 -0.017828 0.152182 0.050 Uiso 1 1 calc R U . . .
C24 C 0.45089(12) 0.0895(6) 0.1191(3) 0.0406(8) Uani 1 1 d . . . . .
H24A H 0.457645 0.186199 0.073216 0.049 Uiso 1 1 calc R U . . .
H24B H 0.468783 0.163162 0.174812 0.049 Uiso 1 1 calc R U . . .
C27 C 0.55849(12) -0.3808(6) 0.1263(3) 0.0420(8) Uani 1 1 d . . . . .
H27A H 0.540942 -0.454057 0.070269 0.050 Uiso 1 1 calc R U . . .
H27B H 0.551160 -0.477549 0.171638 0.050 Uiso 1 1 calc R U . . .
C26 C 0.53451(12) -0.1433(6) 0.1284(3) 0.0411(8) Uani 1 1 d . . . . .
H26A H 0.541440 -0.047126 0.082551 0.049 Uiso 1 1 calc R U . . .
H26B H 0.552355 -0.069224 0.184108 0.049 Uiso 1 1 calc R U . . .
C25 C 0.47492(12) -0.1485(6) 0.1165(3) 0.0425(8) Uani 1 1 d . . . . .
H25A H 0.457062 -0.221841 0.060640 0.051 Uiso 1 1 calc R U . . .
H25B H 0.467978 -0.245313 0.162152 0.051 Uiso 1 1 calc R U . . .
C28 C 0.61836(12) -0.3759(6) 0.1393(3) 0.0403(8) Uani 1 1 d . . . . .
H28A H 0.625714 -0.277907 0.094267 0.048 Uiso 1 1 calc R U . . .
H28B H 0.635934 -0.304089 0.195547 0.048 Uiso 1 1 calc R U . . .
C29 C 0.64239(12) -0.6144(6) 0.1363(3) 0.0430(8) Uani 1 1 d . . . . .
H29A H 0.634519 -0.713332 0.180629 0.052 Uiso 1 1 calc R U . . .
H29B H 0.625321 -0.685109 0.079635 0.052 Uiso 1 1 calc R U . . .
C30 C 0.70184(13) -0.6088(6) 0.1508(3) 0.0502(10) Uani 1 1 d . . . . .
H30A H 0.719050 -0.547913 0.209077 0.060 Uiso 1 1 calc R U . . .
H30B H 0.709848 -0.501046 0.109032 0.060 Uiso 1 1 calc R U . . .
C31 C 0.72558(14) -0.8436(7) 0.1419(3) 0.0528(10) Uani 1 1 d . . . . .
H31A H 0.709176 -0.904259 0.084105 0.079 Uiso 1 1 calc R U . . .
H31B H 0.718970 -0.950009 0.184455 0.079 Uiso 1 1 calc R U . . .
H31C H 0.763876 -0.827575 0.151459 0.079 Uiso 1 1 calc R U . . .
N8 N 0.16840(10) 1.0392(5) 0.35113(19) 0.0362(6) Uani 1 1 d . . . . .
C7 C 0.12290(11) 1.0524(5) 0.2869(2) 0.0269(6) Uani 1 1 d . . . . .
C12 C 0.04447(11) 1.2980(5) 0.2254(2) 0.0289(6) Uani 1 1 d . . . . .
H12 H 0.024483 1.434169 0.225869 0.035 Uiso 1 1 calc R U . . .
C11 C 0.09364(11) 1.2597(5) 0.2887(2) 0.0279(6) Uani 1 1 d . . . . .
S9 S 0.17183(3) 1.27363(14) 0.40562(6) 0.0387(2) Uani 1 1 d . . . . .
N10 N 0.11763(10) 1.4028(4) 0.35337(18) 0.0347(6) 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
N1 C2 1.404(3) . ?
N1 C14 1.426(3) . ?
N1 C4 1.371(4) . ?
C2 C3 1.386(4) . ?
C2 C5 1.458(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.393(4) . ?
C16 C17 1.386(4) . ?
C14 C15 1.384(4) . ?
C14 C19 1.393(4) . ?
C15 H15 0.9500 . ?
C17 C18 1.394(4) . ?
C17 C20 1.519(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.409(4) 3_565 ?
C5 C6 1.382(4) . ?
C5 C13 1.442(4) . ?
C4 C4 1.395(5) 3_565 ?
C6 H6 0.9500 . ?
C6 C7 1.419(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.526(4) . ?
C21 C20 1.522(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.392(4) . ?
C19 H19 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.364(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.524(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.528(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.523(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C26 1.519(5) . ?
C27 C28 1.530(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.526(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.527(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.516(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.522(5) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
N8 C7 1.345(4) . ?
N8 S9 1.611(3) . ?
C7 C11 1.432(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.420(4) . ?
C11 N10 1.345(4) . ?
S9 N10 1.618(3) . ?

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 N1 C14 128.5(2) . . ?
C4 N1 C2 107.4(2) . . ?
C4 N1 C14 123.8(2) . . ?
N1 C2 C5 123.9(2) . . ?
C3 C2 N1 109.6(2) . . ?
C3 C2 C5 126.2(2) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C17 C16 C15 121.8(3) . . ?
C15 C14 N1 120.7(2) . . ?
C15 C14 C19 120.0(2) . . ?
C19 C14 N1 119.3(2) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 C16 119.2(3) . . ?
C14 C15 H15 120.4 . . ?
C16 C17 C18 118.3(3) . . ?
C16 C17 C20 119.9(3) . . ?
C18 C17 C20 121.9(3) . . ?
C2 C3 H3 127.0 . . ?
C2 C3 C4 106.0(2) . 3_565 ?
C4 C3 H3 127.0 3_565 . ?
C6 C5 C2 123.0(2) . . ?
C6 C5 C13 119.4(3) . . ?
C13 C5 C2 117.5(2) . . ?
N1 C4 C3 142.9(2) . 3_565 ?
N1 C4 C4 108.4(3) . 3_565 ?
C4 C4 C3 108.6(3) 3_565 3_565 ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.8(2) . . ?
C7 C6 H6 120.6 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C20 C21 H21A 109.1 . . ?
C20 C21 H21B 109.1 . . ?
C20 C21 C22 112.4(3) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.7(3) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 H19 120.0 . . ?
C18 C19 C14 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C5 C13 H13 118.5 . . ?
C12 C13 C5 123.1(3) . . ?
C12 C13 H13 118.5 . . ?
C21 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 C21 113.2(3) . . ?
C23 C22 H22A 108.9 . . ?
C23 C22 H22B 108.9 . . ?
C17 C20 C21 115.2(2) . . ?
C17 C20 H20A 108.5 . . ?
C17 C20 H20B 108.5 . . ?
C21 C20 H20A 108.5 . . ?
C21 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C22 C23 C24 112.9(3) . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
C23 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 C23 113.2(3) . . ?
C25 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C26 C27 H27A 108.9 . . ?
C26 C27 H27B 108.9 . . ?
C26 C27 C28 113.5(3) . . ?
C28 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
C27 C26 C25 113.5(3) . . ?
H26A C26 H26B 107.7 . . ?
C25 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
C24 C25 C26 113.5(3) . . ?
C24 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
C26 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C27 C28 H28A 108.9 . . ?
C27 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C29 C28 C27 113.5(3) . . ?
C29 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
C28 C29 H29A 108.9 . . ?
C28 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 C28 113.3(3) . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
C29 C30 H30A 108.8 . . ?
C29 C30 H30B 108.8 . . ?
C29 C30 C31 113.6(3) . . ?
H30A C30 H30B 107.7 . . ?
C31 C30 H30A 108.8 . . ?
C31 C30 H30B 108.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C7 N8 S9 106.0(2) . . ?
C6 C7 C11 120.7(3) . . ?
N8 C7 C6 126.0(3) . . ?
N8 C7 C11 113.3(3) . . ?
C13 C12 H12 121.0 . . ?
C13 C12 C11 118.0(3) . . ?
C11 C12 H12 121.0 . . ?
C12 C11 C7 120.0(3) . . ?
N10 C11 C7 113.5(3) . . ?
N10 C11 C12 126.5(3) . . ?
N8 S9 N10 101.58(14) . . ?
C11 N10 S9 105.6(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 0.1(3) . . . 3_565 ?
N1 C2 C5 C6 -26.7(4) . . . . ?
N1 C2 C5 C13 156.1(3) . . . . ?
N1 C14 C15 C16 179.9(3) . . . . ?
N1 C14 C19 C18 -179.1(3) . . . . ?
C2 N1 C14 C15 -61.3(4) . . . . ?
C2 N1 C14 C19 119.5(3) . . . . ?
C2 N1 C4 C3 179.7(4) . . . 3_565 ?
C2 N1 C4 C4 0.5(4) . . . 3_565 ?
C2 C5 C6 C7 -179.2(3) . . . . ?
C2 C5 C13 C12 179.1(3) . . . . ?
C16 C17 C18 C19 1.5(5) . . . . ?
C16 C17 C20 C21 -140.8(3) . . . . ?
C14 N1 C2 C3 172.9(3) . . . . ?
C14 N1 C2 C5 -12.6(4) . . . . ?
C14 N1 C4 C3 6.1(6) . . . 3_565 ?
C14 N1 C4 C4 -173.1(3) . . . 3_565 ?
C15 C16 C17 C18 -0.7(5) . . . . ?
C15 C16 C17 C20 -179.8(3) . . . . ?
C15 C14 C19 C18 1.7(5) . . . . ?
C17 C16 C15 C14 0.4(5) . . . . ?
C17 C18 C19 C14 -2.0(5) . . . . ?
C3 C2 C5 C6 146.8(3) . . . . ?
C3 C2 C5 C13 -30.4(4) . . . . ?
C5 C2 C3 C4 -174.3(3) . . . 3_565 ?
C5 C6 C7 N8 -179.3(3) . . . . ?
C5 C6 C7 C11 1.1(4) . . . . ?
C5 C13 C12 C11 -0.6(4) . . . . ?
C4 N1 C2 C3 -0.4(3) . . . . ?
C4 N1 C2 C5 174.1(3) . . . . ?
C4 N1 C14 C15 110.9(3) . . . . ?
C4 N1 C14 C19 -68.3(4) . . . . ?
C6 C5 C13 C12 1.8(4) . . . . ?
C6 C7 C11 C12 0.2(4) . . . . ?
C6 C7 C11 N10 -179.4(3) . . . . ?
C21 C22 C23 C24 -179.4(3) . . . . ?
C18 C17 C20 C21 40.2(5) . . . . ?
C19 C14 C15 C16 -0.9(5) . . . . ?
C13 C5 C6 C7 -2.0(4) . . . . ?
C13 C12 C11 C7 -0.4(4) . . . . ?
C13 C12 C11 N10 179.1(3) . . . . ?
C22 C21 C20 C17 176.4(3) . . . . ?
C22 C23 C24 C25 178.3(3) . . . . ?
C20 C17 C18 C19 -179.5(3) . . . . ?
C20 C21 C22 C23 174.1(3) . . . . ?
C23 C24 C25 C26 -179.8(3) . . . . ?
C27 C26 C25 C24 179.7(3) . . . . ?
C27 C28 C29 C30 -179.0(4) . . . . ?
C26 C27 C28 C29 -179.4(3) . . . . ?
C28 C27 C26 C25 -179.3(3) . . . . ?
C28 C29 C30 C31 -176.1(4) . . . . ?
N8 C7 C11 C12 -179.5(3) . . . . ?
N8 C7 C11 N10 0.9(4) . . . . ?
N8 S9 N10 C11 0.4(2) . . . . ?
C7 N8 S9 N10 0.1(2) . . . . ?
C7 C11 N10 S9 -0.8(3) . . . . ?
C12 C11 N10 S9 179.7(2) . . . . ?
S9 N8 C7 C6 179.8(2) . . . . ?
S9 N8 C7 C11 -0.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7
_database_code_depnum_ccdc_archive 'CCDC 2359987'
loop_
_audit_author_name
_audit_author_address
'Radoslaw Kaminski'
;University of Warsaw
Poland
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2024-12-06 downloaded from the CCDC.
;
_audit_creation_date             2024-06-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C46 H50 N6 O4'
_chemical_formula_sum            'C46 H50 N6 O4'
_chemical_formula_weight         750.92
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.6530(2)
_cell_length_b                   17.7756(3)
_cell_length_c                   18.8818(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.848(2)
_cell_angle_gamma                90
_cell_volume                     4140.47(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6960
_cell_measurement_temperature    100
_cell_measurement_theta_max      74.9940
_cell_measurement_theta_min      3.4310
_exptl_absorpt_coefficient_mu    0.620
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43d (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.049
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34642
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.403
_diffrn_reflns_theta_min         3.456
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_reflns_number_gt                6035
_reflns_number_total             8612
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     639
_refine_ls_number_reflns         8612
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0548
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0726P)²+1.0064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1591
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C5B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 C5B, C5A, C6B, C6A, C7A, C7B, C11A, C11B, C12B, C12A, C13A, C13B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Sof(N10B)=Sof(O9B)=Sof(N8B)=Sof(O20B)=Sof(C5B)=Sof(C6B)=Sof(H6B)=Sof(C7B)=
 Sof(C11B)=Sof(C12B)=Sof(H12B)=Sof(C13B)=Sof(H13B)=1-FVAR(1)
 Sof(N10A)=Sof(O9A)=Sof(N8A)=Sof(O20A)=Sof(C5A)=Sof(C6A)=Sof(H6A)=Sof(C7A)=
 Sof(C11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=FVAR(1)
 Sof(C55B)=Sof(H55D)=Sof(H55E)=Sof(H55F)=Sof(C56B)=Sof(H56D)=Sof(H56E)=
 Sof(H56F)=Sof(C57B)=Sof(H57D)=Sof(H57E)=Sof(H57F)=1-FVAR(2)
 Sof(C55A)=Sof(H55A)=Sof(H55B)=Sof(H55C)=Sof(C56A)=Sof(H56A)=Sof(H56B)=
 Sof(H56C)=Sof(C57A)=Sof(H57A)=Sof(H57B)=Sof(H57C)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C12A(H12A), C13A(H13A), C6B(H6B), C12B(H12B), C13B(H13B), C3(H3),
 C32(H32), C35(H35), C15(H15), C42(H42), C41(H41), C44(H44), C48(H48), C19(H19),
  C46(H46), C17(H17)
5.b Idealised Me refined as rotating group:
 C53(H53A,H53B,H53C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C54(H54A,H54B,
 H54C), C27(H27A,H27B,H27C), C52(H52A,H52B,H52C), C25(H25A,H25B,H25C), C24(H24A,
 H24B,H24C), C23(H23A,H23B,H23C), C55A(H55A,H55B,H55C), C56A(H56A,H56B,H56C),
 C57A(H57A,H57B,H57C), C55B(H55D,H55E,H55F), C56B(H56D,H56E,H56F), C57B(H57D,
 H57E,H57F)
;
_atom_sites_solution_hydrogens   geom
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
N10A N -0.0777(4) 0.3850(3) 0.3125(3) 0.0251(11) Uani 0.635(6) 1 d . . P A 1
O9A O -0.0842(2) 0.3178(2) 0.3548(2) 0.0274(8) Uani 0.635(6) 1 d . . P A 1
N8A N 0.0126(5) 0.3087(4) 0.4056(3) 0.0252(12) Uani 0.635(6) 1 d . . P A 1
O20A O -0.1581(2) 0.40090(15) 0.26472(14) 0.0330(8) Uani 0.635(6) 1 d . . P A 1
C5A C 0.2335(11) 0.4501(7) 0.4061(10) 0.0238(19) Uani 0.635(6) 1 d . . P A 1
C6A C 0.1753(11) 0.3877(10) 0.4233(9) 0.027(2) Uani 0.635(6) 1 d . . P A 1
H6A H 0.214092 0.355800 0.460510 0.032 Uiso 0.635(6) 1 calc R U P A 1
C7A C 0.0751(7) 0.3674(5) 0.3950(4) 0.0219(15) Uani 0.635(6) 1 d . . P A 1
C11A C 0.0203(7) 0.4137(6) 0.3386(5) 0.0230(15) Uani 0.635(6) 1 d . . P A 1
C12A C 0.0698(9) 0.4781(8) 0.3158(6) 0.0281(19) Uani 0.635(6) 1 d . . P A 1
H12A H 0.030665 0.511164 0.279775 0.034 Uiso 0.635(6) 1 calc R U P A 1
C13A C 0.1754(9) 0.4906(8) 0.3474(6) 0.0251(19) Uani 0.635(6) 1 d . . P A 1
H13A H 0.211947 0.529635 0.328199 0.030 Uiso 0.635(6) 1 calc R U P A 1
N10B N -0.0842(8) 0.4088(6) 0.2909(5) 0.031(2) Uani 0.365(6) 1 d . . P A 2
O9B O -0.0998(5) 0.3431(5) 0.3257(4) 0.0298(14) Uani 0.365(6) 1 d . . P A 2
N8B N -0.0019(8) 0.3251(7) 0.3808(5) 0.027(2) Uani 0.365(6) 1 d . . P A 2
O20B O -0.0034(4) 0.2682(4) 0.4188(3) 0.0345(13) Uani 0.365(6) 1 d . . P A 2
C5B C 0.2277(16) 0.4408(13) 0.4068(15) 0.019(3) Uani 0.365(6) 1 d . U P A 2
C6B C 0.1859(17) 0.3827(16) 0.4342(14) 0.018(2) Uani 0.365(6) 1 d . . P A 2
H6B H 0.215484 0.351771 0.474757 0.022 Uiso 0.365(6) 1 calc R U P A 2
C7B C 0.0659(13) 0.3797(10) 0.3764(8) 0.021(2) Uani 0.365(6) 1 d . . P A 2
C11B C 0.0173(13) 0.4286(10) 0.3216(8) 0.023(3) Uani 0.365(6) 1 d . . P A 2
C12B C 0.0743(13) 0.4905(12) 0.3037(9) 0.020(3) Uani 0.365(6) 1 d . . P A 2
H12B H 0.045566 0.522305 0.263562 0.024 Uiso 0.365(6) 1 calc R U P A 2
C13B C 0.1767(15) 0.5026(14) 0.3488(10) 0.023(3) Uani 0.365(6) 1 d . . P A 2
H13B H 0.215349 0.547552 0.344653 0.028 Uiso 0.365(6) 1 calc R U P A 2
C18 C 0.48460(17) 0.22490(13) 0.54547(13) 0.0319(5) Uani 1 1 d . . . . .
O38 O 0.61134(11) 0.47115(9) 0.72776(8) 0.0301(3) Uani 1 1 d . . . . .
O49 O 0.65772(11) 0.59598(10) 0.73781(9) 0.0346(4) Uani 1 1 d . . . . .
N1 N 0.42331(12) 0.41888(10) 0.47724(9) 0.0219(3) Uani 1 1 d . . . . .
N30 N 0.09425(12) 0.45608(10) 0.56811(9) 0.0222(3) Uani 1 1 d . . . . .
N39 N 0.58675(13) 0.54967(11) 0.71289(10) 0.0268(4) Uani 1 1 d . . . . .
N37 N 0.52131(13) 0.42840(11) 0.69580(10) 0.0286(4) Uani 1 1 d . . . . .
C4 C 0.51218(14) 0.46261(11) 0.50831(11) 0.0218(4) Uani 1 1 d . . . . .
C36 C 0.44716(14) 0.47803(12) 0.66419(11) 0.0245(4) Uani 1 1 d . . . . .
C34 C 0.27411(14) 0.52426(12) 0.59994(10) 0.0224(4) Uani 1 1 d . . . . .
C2 C 0.34232(14) 0.46847(12) 0.44142(10) 0.0220(4) Uani 1 1 d . . . . .
C3 C 0.38077(14) 0.54194(11) 0.44967(11) 0.0219(4) Uani 1 1 d . . . . .
H3 H 0.342703 0.586249 0.430846 0.026 Uiso 1 1 calc R U . . .
C40 C 0.48526(14) 0.55256(12) 0.67362(11) 0.0247(4) Uani 1 1 d . . . . .
C14 C 0.42573(14) 0.33846(12) 0.47821(11) 0.0233(4) Uani 1 1 d . . . . .
C33 C -0.00288(14) 0.46660(11) 0.51825(11) 0.0222(4) Uani 1 1 d . . . . .
C32 C 0.10572(14) 0.56621(12) 0.50785(11) 0.0232(4) Uani 1 1 d . . . . .
H32 H 0.131891 0.612019 0.492270 0.028 Uiso 1 1 calc R U . . .
C35 C 0.33913(14) 0.46335(12) 0.62470(11) 0.0237(4) Uani 1 1 d . . . . .
H35 H 0.313040 0.413350 0.615830 0.028 Uiso 1 1 calc R U . . .
C43 C 0.11315(14) 0.39636(12) 0.62022(11) 0.0228(4) Uani 1 1 d . . . . .
C15 C 0.38160(14) 0.29681(12) 0.41616(11) 0.0239(4) Uani 1 1 d . . . . .
H15 H 0.349883 0.321759 0.372060 0.029 Uiso 1 1 calc R U . . .
C42 C 0.31725(15) 0.60010(12) 0.61021(11) 0.0249(4) Uani 1 1 d . . . . .
H42 H 0.271126 0.640861 0.591048 0.030 Uiso 1 1 calc R U . . .
C41 C 0.42042(15) 0.61552(12) 0.64592(11) 0.0252(4) Uani 1 1 d . . . . .
H41 H 0.447528 0.665499 0.651985 0.030 Uiso 1 1 calc R U . . .
C31 C 0.16087(14) 0.51751(12) 0.56119(11) 0.0227(4) Uani 1 1 d . . . . .
C45 C 0.17450(14) 0.35266(12) 0.74364(11) 0.0255(4) Uani 1 1 d . . . . .
C44 C 0.15453(14) 0.41141(12) 0.69369(11) 0.0238(4) Uani 1 1 d . . . . .
H44 H 0.169097 0.461810 0.709640 0.029 Uiso 1 1 calc R U . . .
C48 C 0.08892(15) 0.32355(12) 0.59589(11) 0.0254(4) Uani 1 1 d . . . . .
H48 H 0.060183 0.314509 0.545713 0.030 Uiso 1 1 calc R U . . .
C19 C 0.47621(15) 0.30316(12) 0.54245(11) 0.0265(4) Uani 1 1 d . . . . .
H19 H 0.505082 0.332360 0.584434 0.032 Uiso 1 1 calc R U . . .
C16 C 0.38408(15) 0.21835(12) 0.41893(12) 0.0265(4) Uani 1 1 d . . . . .
C50 C 0.22813(16) 0.37036(13) 0.82337(12) 0.0286(4) Uani 1 1 d . . . . .
C46 C 0.14998(17) 0.27920(13) 0.71791(12) 0.0301(4) Uani 1 1 d . . . . .
H46 H 0.163423 0.238641 0.751488 0.036 Uiso 1 1 calc R U . . .
C26 C 0.32758(16) 0.17341(13) 0.35144(12) 0.0302(4) Uani 1 1 d . . . . .
C47 C 0.10635(16) 0.26351(13) 0.64442(12) 0.0292(4) Uani 1 1 d . . . . .
C17 C 0.43671(17) 0.18381(13) 0.48361(13) 0.0311(5) Uani 1 1 d . . . . .
H17 H 0.440056 0.130440 0.485602 0.037 Uiso 1 1 calc R U . . .
C53 C 0.21880(18) 0.30512(13) 0.87440(12) 0.0320(5) Uani 1 1 d . . . . .
H53A H 0.142142 0.293465 0.871029 0.048 Uiso 1 1 calc R U . . .
H53B H 0.252829 0.319307 0.924428 0.048 Uiso 1 1 calc R U . . .
H53C H 0.255465 0.260765 0.860454 0.048 Uiso 1 1 calc R U . . .
C51 C 0.0801(2) 0.18349(14) 0.61478(13) 0.0384(5) Uani 1 1 d . . . . .
C28 C 0.33738(19) 0.08848(14) 0.36399(14) 0.0383(5) Uani 1 1 d . . . . .
H28A H 0.305021 0.074790 0.404782 0.057 Uiso 1 1 calc R U . . .
H28B H 0.414067 0.074090 0.375124 0.057 Uiso 1 1 calc R U . . .
H28C H 0.299339 0.062125 0.320105 0.057 Uiso 1 1 calc R U . . .
C29 C 0.20623(17) 0.19442(15) 0.33383(15) 0.0407(6) Uani 1 1 d . . . . .
H29A H 0.168472 0.166243 0.291030 0.061 Uiso 1 1 calc R U . . .
H29B H 0.198301 0.248487 0.323918 0.061 Uiso 1 1 calc R U . . .
H29C H 0.174847 0.181877 0.375344 0.061 Uiso 1 1 calc R U . . .
C54 C 0.1762(2) 0.43986(14) 0.85047(13) 0.0369(5) Uani 1 1 d . . . . .
H54A H 0.183296 0.483244 0.819838 0.055 Uiso 1 1 calc R U . . .
H54B H 0.212934 0.450602 0.900833 0.055 Uiso 1 1 calc R U . . .
H54C H 0.099243 0.429985 0.847982 0.055 Uiso 1 1 calc R U . . .
C27 C 0.3772(2) 0.19338(15) 0.28695(14) 0.0396(5) Uani 1 1 d . . . . .
H27A H 0.453831 0.178926 0.297875 0.059 Uiso 1 1 calc R U . . .
H27B H 0.370867 0.247678 0.278011 0.059 Uiso 1 1 calc R U . . .
H27C H 0.338574 0.166325 0.243655 0.059 Uiso 1 1 calc R U . . .
C52 C 0.34874(18) 0.38627(17) 0.82746(13) 0.0405(6) Uani 1 1 d . . . . .
H52A H 0.381993 0.342387 0.809716 0.061 Uiso 1 1 calc R U . . .
H52B H 0.385435 0.396478 0.877944 0.061 Uiso 1 1 calc R U . . .
H52C H 0.355685 0.430085 0.797323 0.061 Uiso 1 1 calc R U . . .
C22 C 0.5472(2) 0.18826(15) 0.61584(15) 0.0443(6) Uani 1 1 d . . . . .
C25 C 0.5007(3) 0.21510(18) 0.68050(15) 0.0527(7) Uani 1 1 d . . . . .
H25A H 0.505712 0.270038 0.684120 0.079 Uiso 1 1 calc R U . . .
H25B H 0.542342 0.192548 0.725481 0.079 Uiso 1 1 calc R U . . .
H25C H 0.424649 0.199756 0.672947 0.079 Uiso 1 1 calc R U . . .
C24 C 0.6661(2) 0.2124(2) 0.62799(18) 0.0583(8) Uani 1 1 d . . . . .
H24A H 0.695927 0.195572 0.587010 0.087 Uiso 1 1 calc R U . . .
H24B H 0.707605 0.189849 0.672989 0.087 Uiso 1 1 calc R U . . .
H24C H 0.670933 0.267383 0.631727 0.087 Uiso 1 1 calc R U . . .
C23 C 0.5397(4) 0.10232(17) 0.61335(19) 0.0726(11) Uani 1 1 d . . . . .
H23A H 0.463341 0.087099 0.603612 0.109 Uiso 1 1 calc R U . . .
H23B H 0.577885 0.081554 0.660124 0.109 Uiso 1 1 calc R U . . .
H23C H 0.572911 0.083294 0.574706 0.109 Uiso 1 1 calc R U . . .
C55A C -0.0361(10) 0.1810(5) 0.5632(6) 0.048(2) Uani 0.687(18) 1 d . . P B 3
H55A H -0.036658 0.211368 0.519830 0.073 Uiso 0.687(18) 1 calc R U P B 3
H55B H -0.089249 0.201222 0.588880 0.073 Uiso 0.687(18) 1 calc R U P B 3
H55C H -0.054882 0.128855 0.548858 0.073 Uiso 0.687(18) 1 calc R U P B 3
C56A C 0.1580(14) 0.1616(7) 0.5730(7) 0.050(3) Uani 0.687(18) 1 d . . P B 3
H56A H 0.155718 0.197616 0.533381 0.075 Uiso 0.687(18) 1 calc R U P B 3
H56B H 0.140188 0.111253 0.552753 0.075 Uiso 0.687(18) 1 calc R U P B 3
H56C H 0.230823 0.161184 0.604567 0.075 Uiso 0.687(18) 1 calc R U P B 3
C57A C 0.0712(6) 0.1268(2) 0.6750(2) 0.0382(14) Uani 0.687(18) 1 d . . P B 3
H57A H 0.051391 0.077240 0.653376 0.057 Uiso 0.687(18) 1 calc R U P B 3
H57B H 0.015518 0.143765 0.700108 0.057 Uiso 0.687(18) 1 calc R U P B 3
H57C H 0.141124 0.123347 0.709903 0.057 Uiso 0.687(18) 1 calc R U P B 3
C55B C -0.031(2) 0.1803(17) 0.5828(18) 0.081(10) Uani 0.313(18) 1 d . . P B 4
H55D H -0.048780 0.218332 0.544462 0.121 Uiso 0.313(18) 1 calc R U P B 4
H55E H -0.072699 0.190043 0.619828 0.121 Uiso 0.313(18) 1 calc R U P B 4
H55F H -0.049169 0.130236 0.561876 0.121 Uiso 0.313(18) 1 calc R U P B 4
C56B C 0.160(3) 0.166(2) 0.5536(16) 0.057(7) Uani 0.313(18) 1 d . . P B 4
H56D H 0.236112 0.176197 0.576561 0.085 Uiso 0.313(18) 1 calc R U P B 4
H56E H 0.137388 0.198410 0.510998 0.085 Uiso 0.313(18) 1 calc R U P B 4
H56F H 0.152357 0.113080 0.538421 0.085 Uiso 0.313(18) 1 calc R U P B 4
C57B C 0.1358(19) 0.1231(5) 0.6740(5) 0.048(4) Uani 0.313(18) 1 d . . P B 4
H57D H 0.116304 0.072276 0.655542 0.072 Uiso 0.313(18) 1 calc R U P B 4
H57E H 0.110416 0.130848 0.718915 0.072 Uiso 0.313(18) 1 calc R U P B 4
H57F H 0.214673 0.129098 0.684042 0.072 Uiso 0.313(18) 1 calc R U P B 4


_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
N10A O9A 1.449(6) . ?
N10A O20A 1.233(6) . ?
N10A C11A 1.331(10) . ?
O9A N8A 1.386(6) . ?
N8A C7A 1.350(12) . ?
C5A C6A 1.409(14) . ?
C5A C13A 1.39(2) . ?
C5A C2 1.428(13) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.31(2) . ?
C7A C11A 1.403(7) . ?
C11A C12A 1.417(8) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.354(13) . ?
C13A H13A 0.9500 . ?
N10B O9B 1.376(10) . ?
N10B C11B 1.333(19) . ?
O9B N8B 1.465(10) . ?
N8B O20B 1.242(11) . ?
N8B C7B 1.31(2) . ?
C5B C6B 1.32(3) . ?
C5B C13B 1.58(3) . ?
C5B C2 1.533(19) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.66(3) . ?
C7B C11B 1.387(12) . ?
C11B C12B 1.398(14) . ?
C12B H12B 0.9500 . ?
C12B C13B 1.399(19) . ?
C13B H13B 0.9500 . ?
C18 C19 1.395(3) . ?
C18 C17 1.396(3) . ?
C18 C22 1.533(3) . ?
O38 N39 1.444(2) . ?
O38 N37 1.391(2) . ?
O49 N39 1.232(2) . ?
N1 C4 1.385(2) . ?
N1 C2 1.406(2) . ?
N1 C14 1.430(3) . ?
N30 C33 1.385(2) . ?
N30 C43 1.431(3) . ?
N30 C31 1.403(3) . ?
N39 C40 1.333(2) . ?
N37 C36 1.329(3) . ?
C4 C4 1.385(4) 3_666 ?
C4 C3 1.412(2) 3_666 ?
C36 C40 1.407(3) . ?
C36 C35 1.428(3) . ?
C34 C35 1.377(3) . ?
C34 C42 1.451(3) . ?
C34 C31 1.462(2) . ?
C2 C3 1.390(3) . ?
C3 H3 0.9500 . ?
C40 C41 1.417(3) . ?
C14 C15 1.393(3) . ?
C14 C19 1.389(3) . ?
C33 C33 1.383(4) 3_566 ?
C33 C32 1.411(3) 3_566 ?
C32 H32 0.9500 . ?
C32 C31 1.392(3) . ?
C35 H35 0.9500 . ?
C43 C44 1.395(3) . ?
C43 C48 1.385(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.396(3) . ?
C42 H42 0.9500 . ?
C42 C41 1.357(3) . ?
C41 H41 0.9500 . ?
C45 C44 1.392(3) . ?
C45 C50 1.540(3) . ?
C45 C46 1.404(3) . ?
C44 H44 0.9500 . ?
C48 H48 0.9500 . ?
C48 C47 1.392(3) . ?
C19 H19 0.9500 . ?
C16 C26 1.539(3) . ?
C16 C17 1.397(3) . ?
C50 C53 1.529(3) . ?
C50 C54 1.539(3) . ?
C50 C52 1.537(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.403(3) . ?
C26 C28 1.529(3) . ?
C26 C29 1.543(3) . ?
C26 C27 1.531(4) . ?
C47 C51 1.537(3) . ?
C17 H17 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C51 C55A 1.574(11) . ?
C51 C56A 1.445(14) . ?
C51 C57A 1.543(5) . ?
C51 C55B 1.40(3) . ?
C51 C56B 1.73(3) . ?
C51 C57B 1.597(12) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C22 C25 1.544(5) . ?
C22 C24 1.533(4) . ?
C22 C23 1.531(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C55A H55A 0.9800 . ?
C55A H55B 0.9800 . ?
C55A H55C 0.9800 . ?
C56A H56A 0.9800 . ?
C56A H56B 0.9800 . ?
C56A H56C 0.9800 . ?
C57A H57A 0.9800 . ?
C57A H57B 0.9800 . ?
C57A H57C 0.9800 . ?
C55B H55D 0.9800 . ?
C55B H55E 0.9800 . ?
C55B H55F 0.9800 . ?
C56B H56D 0.9800 . ?
C56B H56E 0.9800 . ?
C56B H56F 0.9800 . ?
C57B H57D 0.9800 . ?
C57B H57E 0.9800 . ?
C57B H57F 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
O20A N10A O9A 117.0(4) . . ?
O20A N10A C11A 137.0(7) . . ?
C11A N10A O9A 106.0(5) . . ?
N8A O9A N10A 109.1(4) . . ?
C7A N8A O9A 105.3(6) . . ?
C6A C5A C2 124.9(11) . . ?
C13A C5A C6A 112.4(11) . . ?
C13A C5A C2 122.7(10) . . ?
C5A C6A H6A 115.5 . . ?
C7A C6A C5A 129.1(11) . . ?
C7A C6A H6A 115.5 . . ?
N8A C7A C11A 111.1(6) . . ?
C6A C7A N8A 134.2(9) . . ?
C6A C7A C11A 114.6(9) . . ?
N10A C11A C7A 108.5(6) . . ?
N10A C11A C12A 129.5(7) . . ?
C7A C11A C12A 121.9(6) . . ?
C11A C12A H12A 121.4 . . ?
C13A C12A C11A 117.2(8) . . ?
C13A C12A H12A 121.4 . . ?
C5A C13A H13A 117.8 . . ?
C12A C13A C5A 124.3(10) . . ?
C12A C13A H13A 117.8 . . ?
C11B N10B O9B 104.1(9) . . ?
N10B O9B N8B 109.6(6) . . ?
O20B N8B O9B 117.9(8) . . ?
O20B N8B C7B 137.2(10) . . ?
C7B N8B O9B 104.8(9) . . ?
C6B C5B C13B 132.6(17) . . ?
C6B C5B C2 120.6(17) . . ?
C2 C5B C13B 105.9(14) . . ?
C5B C6B H6B 130.5 . . ?
C5B C6B C7B 99.0(15) . . ?
C7B C6B H6B 130.5 . . ?
N8B C7B C6B 119.9(14) . . ?
N8B C7B C11B 108.9(11) . . ?
C11B C7B C6B 131.2(14) . . ?
N10B C11B C7B 112.5(11) . . ?
N10B C11B C12B 127.0(11) . . ?
C7B C11B C12B 120.5(10) . . ?
C11B C12B H12B 122.2 . . ?
C11B C12B C13B 115.5(13) . . ?
C13B C12B H12B 122.2 . . ?
C5B C13B H13B 120.2 . . ?
C12B C13B C5B 119.7(17) . . ?
C12B C13B H13B 120.2 . . ?
C19 C18 C17 118.2(2) . . ?
C19 C18 C22 118.6(2) . . ?
C17 C18 C22 123.2(2) . . ?
N37 O38 N39 108.88(13) . . ?
C4 N1 C2 106.73(16) . . ?
C4 N1 C14 122.85(16) . . ?
C2 N1 C14 130.12(16) . . ?
C33 N30 C43 123.72(16) . . ?
C33 N30 C31 107.00(16) . . ?
C31 N30 C43 129.00(15) . . ?
O49 N39 O38 117.67(15) . . ?
O49 N39 C40 135.8(2) . . ?
C40 N39 O38 106.53(16) . . ?
C36 N37 O38 105.10(17) . . ?
N1 C4 C3 142.45(19) . 3_666 ?
C4 C4 N1 108.9(2) 3_666 . ?
C4 C4 C3 108.6(2) 3_666 3_666 ?
N37 C36 C40 112.36(17) . . ?
N37 C36 C35 127.7(2) . . ?
C40 C36 C35 119.94(18) . . ?
C35 C34 C42 120.42(17) . . ?
C35 C34 C31 123.41(19) . . ?
C42 C34 C31 116.15(17) . . ?
N1 C2 C5A 127.2(5) . . ?
N1 C2 C5B 121.5(8) . . ?
C3 C2 C5A 123.0(6) . . ?
C3 C2 C5B 128.6(9) . . ?
C3 C2 N1 109.62(16) . . ?
C4 C3 H3 127.0 3_666 . ?
C2 C3 C4 106.10(17) . 3_666 ?
C2 C3 H3 127.0 . . ?
N39 C40 C36 107.13(18) . . ?
N39 C40 C41 130.0(2) . . ?
C36 C40 C41 122.88(17) . . ?
C15 C14 N1 121.14(18) . . ?
C19 C14 N1 117.86(18) . . ?
C19 C14 C15 121.0(2) . . ?
N30 C33 C32 142.36(19) . 3_566 ?
C33 C33 N30 108.5(2) 3_566 . ?
C33 C33 C32 109.1(2) 3_566 3_566 ?
C33 C32 H32 127.2 3_566 . ?
C31 C32 C33 105.70(17) . 3_566 ?
C31 C32 H32 127.2 . . ?
C36 C35 H35 121.2 . . ?
C34 C35 C36 117.64(19) . . ?
C34 C35 H35 121.2 . . ?
C44 C43 N30 120.65(19) . . ?
C48 C43 N30 118.33(18) . . ?
C48 C43 C44 121.02(19) . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.87(19) . . ?
C16 C15 H15 120.1 . . ?
C34 C42 H42 118.5 . . ?
C41 C42 C34 123.07(19) . . ?
C41 C42 H42 118.5 . . ?
C40 C41 H41 122.0 . . ?
C42 C41 C40 116.0(2) . . ?
C42 C41 H41 122.0 . . ?
N30 C31 C34 124.02(18) . . ?
C32 C31 N30 109.66(16) . . ?
C32 C31 C34 126.08(18) . . ?
C44 C45 C50 118.89(19) . . ?
C44 C45 C46 118.07(19) . . ?
C46 C45 C50 122.94(19) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.08(19) . . ?
C45 C44 H44 120.0 . . ?
C43 C48 H48 119.8 . . ?
C43 C48 C47 120.49(19) . . ?
C47 C48 H48 119.8 . . ?
C18 C19 H19 119.9 . . ?
C14 C19 C18 120.1(2) . . ?
C14 C19 H19 119.9 . . ?
C15 C16 C26 119.03(19) . . ?
C15 C16 C17 118.3(2) . . ?
C17 C16 C26 122.6(2) . . ?
C53 C50 C45 112.47(18) . . ?
C53 C50 C54 107.50(19) . . ?
C53 C50 C52 108.83(18) . . ?
C54 C50 C45 111.16(17) . . ?
C52 C50 C45 107.67(18) . . ?
C52 C50 C54 109.2(2) . . ?
C45 C46 H46 118.8 . . ?
C47 C46 C45 122.4(2) . . ?
C47 C46 H46 118.8 . . ?
C16 C26 C29 108.04(18) . . ?
C28 C26 C16 112.18(19) . . ?
C28 C26 C29 108.36(19) . . ?
C28 C26 C27 108.6(2) . . ?
C27 C26 C16 109.95(18) . . ?
C27 C26 C29 109.7(2) . . ?
C48 C47 C46 118.0(2) . . ?
C48 C47 C51 118.7(2) . . ?
C46 C47 C51 123.3(2) . . ?
C18 C17 C16 122.4(2) . . ?
C18 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
C50 C53 H53A 109.5 . . ?
C50 C53 H53B 109.5 . . ?
C50 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C47 C51 C55A 110.3(4) . . ?
C47 C51 C57A 112.4(2) . . ?
C47 C51 C56B 107.5(12) . . ?
C47 C51 C57B 109.9(4) . . ?
C56A C51 C47 109.2(5) . . ?
C56A C51 C55A 108.2(8) . . ?
C56A C51 C57A 113.4(6) . . ?
C57A C51 C55A 103.1(5) . . ?
C55B C51 C47 108.0(13) . . ?
C55B C51 C56B 112.7(18) . . ?
C55B C51 C57B 121.2(13) . . ?
C57B C51 C56B 96.6(13) . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C50 C54 H54A 109.5 . . ?
C50 C54 H54B 109.5 . . ?
C50 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C18 C22 C25 109.9(2) . . ?
C18 C22 C24 108.1(2) . . ?
C24 C22 C25 109.2(2) . . ?
C23 C22 C18 112.4(2) . . ?
C23 C22 C25 107.5(3) . . ?
C23 C22 C24 109.7(3) . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C51 C55A H55A 109.5 . . ?
C51 C55A H55B 109.5 . . ?
C51 C55A H55C 109.5 . . ?
H55A C55A H55B 109.5 . . ?
H55A C55A H55C 109.5 . . ?
H55B C55A H55C 109.5 . . ?
C51 C56A H56A 109.5 . . ?
C51 C56A H56B 109.5 . . ?
C51 C56A H56C 109.5 . . ?
H56A C56A H56B 109.5 . . ?
H56A C56A H56C 109.5 . . ?
H56B C56A H56C 109.5 . . ?
C51 C57A H57A 109.5 . . ?
C51 C57A H57B 109.5 . . ?
C51 C57A H57C 109.5 . . ?
H57A C57A H57B 109.5 . . ?
H57A C57A H57C 109.5 . . ?
H57B C57A H57C 109.5 . . ?
C51 C55B H55D 109.5 . . ?
C51 C55B H55E 109.5 . . ?
C51 C55B H55F 109.5 . . ?
H55D C55B H55E 109.5 . . ?
H55D C55B H55F 109.5 . . ?
H55E C55B H55F 109.5 . . ?
C51 C56B H56D 109.5 . . ?
C51 C56B H56E 109.5 . . ?
C51 C56B H56F 109.5 . . ?
H56D C56B H56E 109.5 . . ?
H56D C56B H56F 109.5 . . ?
H56E C56B H56F 109.5 . . ?
C51 C57B H57D 109.5 . . ?
C51 C57B H57E 109.5 . . ?
C51 C57B H57F 109.5 . . ?
H57D C57B H57E 109.5 . . ?
H57D C57B H57F 109.5 . . ?
H57E C57B H57F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C48 H48 N8A 0.95 2.58 3.517(6) 168.3 . yes
C48 H48 O20B 0.95 2.49 3.431(6) 170.1 . yes
C19 H19 N37 0.95 2.68 3.596(3) 161.9 . yes

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
N10A O9A N8A C7A 0.1(6) . . . . ?
N10A C11A C12A C13A -173.6(12) . . . . ?
O9A N10A C11A C7A 0.1(7) . . . . ?
O9A N10A C11A C12A 178.3(9) . . . . ?
O9A N8A C7A C6A -176.2(17) . . . . ?
O9A N8A C7A C11A 0.0(8) . . . . ?
N8A C7A C11A N10A -0.1(9) . . . . ?
N8A C7A C11A C12A -178.4(9) . . . . ?
O20A N10A O9A N8A 180.0(4) . . . . ?
O20A N10A C11A C7A 180.0(6) . . . . ?
O20A N10A C11A C12A -1.9(15) . . . . ?
C5A C6A C7A N8A 178.0(15) . . . . ?
C5A C6A C7A C11A 2(3) . . . . ?
C5A C2 C3 C4 175.6(9) . . . 3_666 ?
C6A C5A C13A C12A 8(2) . . . . ?
C6A C5A C2 N1 26(2) . . . . ?
C6A C5A C2 C3 -149.1(14) . . . . ?
C6A C7A C11A N10A 176.9(14) . . . . ?
C6A C7A C11A C12A -1.4(16) . . . . ?
C7A C11A C12A C13A 4.3(16) . . . . ?
C11A N10A O9A N8A -0.1(6) . . . . ?
C11A C12A C13A C5A -8(2) . . . . ?
C13A C5A C6A C7A -5(3) . . . . ?
C13A C5A C2 N1 -150.5(12) . . . . ?
C13A C5A C2 C3 35(2) . . . . ?
N10B O9B N8B O20B 178.0(8) . . . . ?
N10B O9B N8B C7B 0.1(12) . . . . ?
N10B C11B C12B C13B 174(2) . . . . ?
O9B N10B C11B C7B -2.1(14) . . . . ?
O9B N10B C11B C12B 177.6(15) . . . . ?
O9B N8B C7B C6B 176.4(17) . . . . ?
O9B N8B C7B C11B -1.3(13) . . . . ?
N8B C7B C11B N10B 2.3(16) . . . . ?
N8B C7B C11B C12B -177.5(16) . . . . ?
O20B N8B C7B C6B -1(3) . . . . ?
O20B N8B C7B C11B -178.6(13) . . . . ?
C5B C6B C7B N8B 175(2) . . . . ?
C5B C6B C7B C11B -7(3) . . . . ?
C5B C2 C3 C4 173.7(14) . . . 3_666 ?
C6B C5B C13B C12B -16(5) . . . . ?
C6B C5B C2 N1 30(3) . . . . ?
C6B C5B C2 C3 -143(2) . . . . ?
C6B C7B C11B N10B -175(2) . . . . ?
C6B C7B C11B C12B 5(3) . . . . ?
C7B C11B C12B C13B -6(3) . . . . ?
C11B N10B O9B N8B 1.3(12) . . . . ?
C11B C12B C13B C5B 10(3) . . . . ?
C13B C5B C6B C7B 12(4) . . . . ?
C13B C5B C2 N1 -159.1(13) . . . . ?
C13B C5B C2 C3 28(3) . . . . ?
O38 N39 C40 C36 0.1(2) . . . . ?
O38 N39 C40 C41 178.5(2) . . . . ?
O38 N37 C36 C40 0.5(2) . . . . ?
O38 N37 C36 C35 -178.97(19) . . . . ?
O49 N39 C40 C36 -179.0(2) . . . . ?
O49 N39 C40 C41 -0.6(4) . . . . ?
N1 C2 C3 C4 -0.1(2) . . . 3_666 ?
N1 C14 C15 C16 -179.31(17) . . . . ?
N1 C14 C19 C18 -177.45(18) . . . . ?
N30 C43 C44 C45 -178.77(16) . . . . ?
N30 C43 C48 C47 179.70(17) . . . . ?
N39 O38 N37 C36 -0.4(2) . . . . ?
N39 C40 C41 C42 -177.1(2) . . . . ?
N37 O38 N39 O49 179.45(17) . . . . ?
N37 O38 N39 C40 0.2(2) . . . . ?
N37 C36 C40 N39 -0.4(2) . . . . ?
N37 C36 C40 C41 -178.91(19) . . . . ?
N37 C36 C35 C34 176.4(2) . . . . ?
C4 N1 C2 C5A -175.0(10) . . . . ?
C4 N1 C2 C5B -173.9(13) . . . . ?
C4 N1 C2 C3 0.5(2) . . . . ?
C4 N1 C14 C15 -135.11(19) . . . . ?
C4 N1 C14 C19 43.1(3) . . . . ?
C36 C40 C41 C42 1.1(3) . . . . ?
C34 C42 C41 C40 -0.3(3) . . . . ?
C2 C5A C6A C7A 178.4(18) . . . . ?
C2 C5A C13A C12A -175.2(14) . . . . ?
C2 C5B C6B C7B 180(2) . . . . ?
C2 C5B C13B C12B 175(2) . . . . ?
C2 N1 C4 C4 -0.6(3) . . . 3_666 ?
C2 N1 C4 C3 -179.8(3) . . . 3_666 ?
C2 N1 C14 C15 37.8(3) . . . . ?
C2 N1 C14 C19 -144.0(2) . . . . ?
C40 C36 C35 C34 -3.0(3) . . . . ?
C14 N1 C4 C4 173.7(2) . . . 3_666 ?
C14 N1 C4 C3 -5.4(4) . . . 3_666 ?
C14 N1 C2 C5A 11.2(10) . . . . ?
C14 N1 C2 C5B 12.3(14) . . . . ?
C14 N1 C2 C3 -173.30(19) . . . . ?
C14 C15 C16 C26 175.57(17) . . . . ?
C14 C15 C16 C17 -3.5(3) . . . . ?
C33 N30 C43 C44 -128.7(2) . . . . ?
C33 N30 C43 C48 51.1(3) . . . . ?
C33 N30 C31 C34 -174.37(18) . . . . ?
C33 N30 C31 C32 0.4(2) . . . . ?
C33 C32 C31 N30 0.0(2) 3_566 . . . ?
C33 C32 C31 C34 174.61(19) 3_566 . . . ?
C35 C36 C40 N39 179.13(18) . . . . ?
C35 C36 C40 C41 0.6(3) . . . . ?
C35 C34 C42 C41 -2.2(3) . . . . ?
C35 C34 C31 N30 25.3(3) . . . . ?
C35 C34 C31 C32 -148.6(2) . . . . ?
C43 N30 C33 C33 173.8(2) . . . 3_566 ?
C43 N30 C33 C32 -5.3(4) . . . 3_566 ?
C43 N30 C31 C34 11.7(3) . . . . ?
C43 N30 C31 C32 -173.60(19) . . . . ?
C43 C48 C47 C46 -0.7(3) . . . . ?
C43 C48 C47 C51 -178.95(19) . . . . ?
C15 C14 C19 C18 0.8(3) . . . . ?
C15 C16 C26 C28 -179.57(19) . . . . ?
C15 C16 C26 C29 -60.2(3) . . . . ?
C15 C16 C26 C27 59.5(2) . . . . ?
C15 C16 C17 C18 1.3(3) . . . . ?
C42 C34 C35 C36 3.7(3) . . . . ?
C42 C34 C31 N30 -156.02(18) . . . . ?
C42 C34 C31 C32 30.1(3) . . . . ?
C31 N30 C33 C33 -0.6(3) . . . 3_566 ?
C31 N30 C33 C32 -179.6(3) . . . 3_566 ?
C31 N30 C43 C44 44.4(3) . . . . ?
C31 N30 C43 C48 -135.9(2) . . . . ?
C31 C34 C35 C36 -177.67(18) . . . . ?
C31 C34 C42 C41 179.11(19) . . . . ?
C45 C46 C47 C48 1.0(3) . . . . ?
C45 C46 C47 C51 179.2(2) . . . . ?
C44 C43 C48 C47 -0.6(3) . . . . ?
C44 C45 C50 C53 165.55(18) . . . . ?
C44 C45 C50 C54 45.0(3) . . . . ?
C44 C45 C50 C52 -74.6(2) . . . . ?
C44 C45 C46 C47 -0.1(3) . . . . ?
C48 C43 C44 C45 1.5(3) . . . . ?
C48 C47 C51 C55A -48.8(6) . . . . ?
C48 C47 C51 C56A 70.0(7) . . . . ?
C48 C47 C51 C57A -163.2(4) . . . . ?
C48 C47 C51 C55B -61.6(15) . . . . ?
C48 C47 C51 C56B 60.3(13) . . . . ?
C48 C47 C51 C57B 164.3(8) . . . . ?
C19 C18 C17 C16 1.9(3) . . . . ?
C19 C18 C22 C25 54.6(3) . . . . ?
C19 C18 C22 C24 -64.5(3) . . . . ?
C19 C18 C22 C23 174.3(3) . . . . ?
C19 C14 C15 C16 2.5(3) . . . . ?
C50 C45 C44 C43 175.45(17) . . . . ?
C50 C45 C46 C47 -176.57(19) . . . . ?
C46 C45 C44 C43 -1.1(3) . . . . ?
C46 C45 C50 C53 -18.0(3) . . . . ?
C46 C45 C50 C54 -138.6(2) . . . . ?
C46 C45 C50 C52 101.8(2) . . . . ?
C46 C47 C51 C55A 133.0(5) . . . . ?
C46 C47 C51 C56A -108.2(7) . . . . ?
C46 C47 C51 C57A 18.6(4) . . . . ?
C46 C47 C51 C55B 120.2(14) . . . . ?
C46 C47 C51 C56B -117.9(12) . . . . ?
C46 C47 C51 C57B -13.9(9) . . . . ?
C26 C16 C17 C18 -177.7(2) . . . . ?
C17 C18 C19 C14 -2.9(3) . . . . ?
C17 C18 C22 C25 -126.3(3) . . . . ?
C17 C18 C22 C24 114.6(3) . . . . ?
C17 C18 C22 C23 -6.7(4) . . . . ?
C17 C16 C26 C28 -0.5(3) . . . . ?
C17 C16 C26 C29 118.8(2) . . . . ?
C17 C16 C26 C27 -121.5(2) . . . . ?
C22 C18 C19 C14 176.1(2) . . . . ?
C22 C18 C17 C16 -177.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
