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

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

data_ksk-sd16
_database_code_depnum_ccdc_archive 'CCDC 2130891'
loop_
_audit_author_name
_audit_author_address
'Koushik Sarkar'
;Research scholar
India
;
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2021-11-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C18 H17 N5 O2 S)'
_chemical_formula_sum            'C54 H51 N15 O6 S3'
_chemical_formula_weight         1102.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
_chemical_oxdiff_usercomment     @T
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'
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                   17.3929(2)
_cell_length_b                   15.73970(10)
_cell_length_c                   21.0528(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.6060(10)
_cell_angle_gamma                90
_cell_volume                     5320.59(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22795
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.1290
_cell_measurement_theta_min      2.7920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.821
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            36668
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.191
_diffrn_reflns_theta_min         2.752
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  30.00   0.50    0.50    --  -40.33  25.00 -30.00  122
  2  ω    -43.00  26.00   0.50    0.50    --  -40.33  38.00-120.00  138
  3  ω    -24.00  35.00   0.50    0.50    --  -40.33  12.00-180.00  118
  4  ω    -28.00  68.00   0.50    0.50    --   40.33 -79.00-157.00  192
  5  ω     41.00  99.00   0.50    0.50    --   40.33-138.00-180.00  116
  6  ω     45.00  71.00   0.50    3.00    --   96.67 -68.00-120.00   52
  7  ω     41.00  67.00   0.50    3.00    --   96.67 -59.00-120.00   52
  8  ω     32.00  57.00   0.50    3.00    --   96.67 -50.00-150.00   50
  9  ω     29.00  57.00   0.50    3.00    --   96.67 -59.00-150.00   56
 10  ω     28.00 124.00   0.50    3.00    --   96.67 -79.00-157.00  192
 11  ω     30.00  56.00   0.50    3.00    --   96.67 -50.00 -30.00   52
 12  ω     30.00  55.00   0.50    3.00    --   96.67 -50.00   0.00   50
 13  ω     58.00  83.00   0.50    3.00    --   96.67 -68.00  30.00   50
 14  ω     30.00  67.00   0.50    3.00    --   96.67 -59.00  90.00   74
 15  ω     37.00  63.00   0.50    3.00    --   96.67 -59.00 150.00   52
 16  ω     30.00 108.00   0.50    3.00    --   96.67-117.00  90.00  156
 17  ω     44.00 127.00   0.50    3.00    --   96.67-145.00  90.00  166
 18  ω     30.00  55.00   0.50    3.00    --   96.67 -50.00 -90.00   50
 19  ω     69.00 166.00   0.50    3.00    --   96.67  79.00 -33.00  194
 20  ω    106.00 153.00   0.50    3.00    --   96.67  96.00  30.00   94
 21  ω    105.00 159.00   0.50    3.00    --   96.67 117.00 -60.00  108
 22  ω     99.00 147.00   0.50    3.00    --   96.67 117.00-150.00   96
 23  ω     94.00 162.00   0.50    3.00    --   96.67 145.00 -90.00  136
 24  ω     72.00 136.00   0.50    3.00    --   96.67  77.00 -60.00  128
 25  ω     13.00 109.00   0.50    0.50    --   40.33  79.00 -33.00  192
 26  ω    -24.00  35.00   0.50    0.50    --  -40.33  12.00 120.00  118
 27  ω    -47.00 -22.00   0.50    3.00    --  -82.50  42.00  90.00   50
 28  ω    -45.00 -16.00   0.50    3.00    --  -82.50  42.00   0.00   58
 29  ω    -57.00 -23.00   0.50    3.00    --  -82.50  50.00 -30.00   68
 30  ω    -68.00  29.00   0.50    0.50    --  -40.33  79.00 -33.00  194
 31  ω    -68.00 -42.00   0.50    3.00    --  -82.50  79.00 -33.00   52
 32  ω    -78.00   4.00   0.50    0.50    --  -40.33 104.00 120.00  164
 33  ω   -106.00 -25.00   0.50    0.50    --  -40.33 -38.00  30.00  162
 34  ω   -105.00 -30.00   0.50    3.00    --  -82.50  77.00 150.00  150
 35  ω   -109.00 -13.00   0.50    0.50    --  -40.33 -79.00-157.00  192
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0945685000
_diffrn_orient_matrix_UB_12      0.0078905000
_diffrn_orient_matrix_UB_13      -0.0189953000
_diffrn_orient_matrix_UB_21      0.0140834000
_diffrn_orient_matrix_UB_22      0.0830173000
_diffrn_orient_matrix_UB_23      0.0417202000
_diffrn_orient_matrix_UB_31      -0.0082721000
_diffrn_orient_matrix_UB_32      0.0512702000
_diffrn_orient_matrix_UB_33      -0.0645999000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8194
_reflns_number_total             9658
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.00012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     710
_refine_ls_number_reflns         9658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.053
_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)+(0.0552P)²+0.5917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1053
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N12(H12), N64(H64), N38(H38), C32(H32), C31(H31), C8(H8), C58(H58), C6(H6),
 C5(H5), C14(H14), C20(H20), C57(H57), C66(H66), C28(H28), C29(H29), C19(H19),
 C40(H40), C55(H55), C54(H54), C72(H72), C2(H2), C60(H60), C34(H34), C16(H16),
 C46(H46), C17(H17), C68(H68), C3(H3), C42(H42), C71(H71), C69(H69), C45(H45),
 C43(H43)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C49(H49A,H49B,H49C), C75(H75A,H75B,
 H75C), C74(H74A,H74B,H74C), C48(H48A,H48B,H48C)
;
_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
S9 S 0.44637(2) 0.23210(2) 0.27569(2) 0.05449(11) Uani 1 1 d . . . . .
S35 S 0.41131(3) 0.55687(2) 0.23077(2) 0.05878(11) Uani 1 1 d . . . . .
S61 S 0.51829(3) 0.10561(2) 0.68512(2) 0.05923(11) Uani 1 1 d . . . . .
N11 N 0.46386(7) 0.11354(7) 0.36566(5) 0.0488(3) Uani 1 1 d . . . . .
N37 N 0.42426(7) 0.44282(8) 0.32293(6) 0.0522(3) Uani 1 1 d . . . . .
N63 N 0.49811(8) 0.22644(7) 0.59642(6) 0.0527(3) Uani 1 1 d . . . . .
O52 O 0.70358(8) 0.39394(9) 0.66251(6) 0.0817(4) Uani 1 1 d . . . . .
O51 O 0.75751(8) 0.51544(9) 0.65832(6) 0.0813(4) Uani 1 1 d . . . . .
N13 N 0.30675(8) 0.12611(8) 0.19682(6) 0.0552(3) Uani 1 1 d . . . . .
N12 N 0.34856(8) 0.09568(9) 0.26252(6) 0.0611(3) Uani 1 1 d . . . . .
H12 H 0.331522 0.051081 0.276802 0.073 Uiso 1 1 calc R U . . .
O78 O 0.15508(8) 0.16399(10) 0.26413(6) 0.0856(4) Uani 1 1 d . . . . .
O77 O 0.21842(9) 0.27829(10) 0.25787(6) 0.0891(4) Uani 1 1 d . . . . .
N64 N 0.61565(9) 0.24164(8) 0.69880(6) 0.0617(3) Uani 1 1 d . . . . .
H64 H 0.633817 0.285743 0.684845 0.074 Uiso 1 1 calc R U . . .
N39 N 0.26701(8) 0.45260(9) 0.15366(6) 0.0590(3) Uani 1 1 d . . . . .
N65 N 0.65593(8) 0.21014(8) 0.76395(6) 0.0569(3) Uani 1 1 d . . . . .
N50 N 0.70834(8) 0.45796(10) 0.63129(6) 0.0620(3) Uani 1 1 d . . . . .
O26 O 0.74447(9) 0.05332(10) 0.70159(6) 0.0926(4) Uani 1 1 d . . . . .
N38 N 0.31095(9) 0.42273(9) 0.21896(6) 0.0671(4) Uani 1 1 d . . . . .
H38 H 0.295344 0.377304 0.233335 0.080 Uiso 1 1 calc R U . . .
N76 N 0.20970(9) 0.21681(10) 0.28962(7) 0.0660(3) Uani 1 1 d . . . . .
C7 C 0.52862(8) 0.17086(9) 0.39429(7) 0.0464(3) Uani 1 1 d . . . . .
C59 C 0.43409(9) 0.16836(9) 0.56735(7) 0.0499(3) Uani 1 1 d . . . . .
N24 N 0.75539(9) 0.11288(11) 0.66917(7) 0.0726(4) Uani 1 1 d . . . . .
C27 C 0.54888(8) 0.48650(9) 0.42257(7) 0.0470(3) Uani 1 1 d . . . . .
C33 C 0.48988(9) 0.49923(9) 0.35124(7) 0.0480(3) Uani 1 1 d . . . . .
C53 C 0.37405(9) 0.18225(9) 0.49664(7) 0.0497(3) Uani 1 1 d . . . . .
C1 C 0.58885(8) 0.15551(9) 0.46478(7) 0.0470(3) Uani 1 1 d . . . . .
N21 N 0.02966(9) 0.17679(12) -0.11099(7) 0.0776(4) Uani 1 1 d . . . . .
C10 C 0.41735(9) 0.13814(9) 0.30397(7) 0.0488(3) Uani 1 1 d . . . . .
C32 C 0.53969(9) 0.41814(9) 0.46089(7) 0.0519(3) Uani 1 1 d . . . . .
H32 H 0.497700 0.378679 0.440113 0.062 Uiso 1 1 calc R U . . .
C30 C 0.65375(9) 0.46638(10) 0.55874(7) 0.0522(3) Uani 1 1 d . . . . .
C15 C 0.18511(9) 0.11690(10) 0.09306(7) 0.0534(3) Uani 1 1 d . . . . .
C31 C 0.59145(9) 0.40752(10) 0.52901(7) 0.0538(3) Uani 1 1 d . . . . .
H31 H 0.584512 0.361791 0.554283 0.065 Uiso 1 1 calc R U . . .
C36 C 0.37919(9) 0.46586(9) 0.26036(7) 0.0513(3) Uani 1 1 d . . . . .
C62 C 0.54600(9) 0.20045(9) 0.65727(7) 0.0515(3) Uani 1 1 d . . . . .
O25 O 0.81298(10) 0.16240(12) 0.69398(7) 0.1195(6) Uani 1 1 d . . . . .
C8 C 0.52914(9) 0.23719(9) 0.35345(7) 0.0521(3) Uani 1 1 d . . . . .
H8 H 0.569126 0.279936 0.365924 0.062 Uiso 1 1 calc R U . . .
C56 C 0.26649(9) 0.20554(10) 0.36137(7) 0.0553(3) Uani 1 1 d . . . . .
C67 C 0.76320(9) 0.22645(10) 0.87509(8) 0.0564(3) Uani 1 1 d . . . . .
C4 C 0.69768(9) 0.12698(10) 0.59853(7) 0.0561(4) Uani 1 1 d . . . . .
C58 C 0.38311(10) 0.25091(10) 0.45845(8) 0.0557(3) Uani 1 1 d . . . . .
H58 H 0.426117 0.289427 0.478921 0.067 Uiso 1 1 calc R U . . .
C18 C 0.08046(9) 0.15747(11) -0.04398(7) 0.0579(4) Uani 1 1 d . . . . .
C6 C 0.57680(9) 0.08804(9) 0.50272(7) 0.0536(3) Uani 1 1 d . . . . .
H6 H 0.531365 0.052226 0.482492 0.064 Uiso 1 1 calc R U . . .
C5 C 0.63074(9) 0.07310(10) 0.56967(7) 0.0564(3) Uani 1 1 d . . . . .
H5 H 0.622153 0.027897 0.594624 0.068 Uiso 1 1 calc R U . . .
C14 C 0.23645(10) 0.09208(10) 0.16306(7) 0.0565(4) Uani 1 1 d . . . . .
H14 H 0.217207 0.049693 0.183992 0.068 Uiso 1 1 calc R U . . .
C20 C 0.21196(9) 0.17053(11) 0.05323(8) 0.0585(4) Uani 1 1 d . . . . .
H20 H 0.265069 0.193931 0.072223 0.070 Uiso 1 1 calc R U . . .
C41 C 0.14904(9) 0.43116(10) 0.04771(7) 0.0580(4) Uani 1 1 d . . . . .
C57 C 0.32971(10) 0.26324(10) 0.39080(8) 0.0586(4) Uani 1 1 d . . . . .
H57 H 0.336352 0.309402 0.365802 0.070 Uiso 1 1 calc R U . . .
C66 C 0.71610(10) 0.25375(10) 0.80479(8) 0.0581(4) Uani 1 1 d . . . . .
H66 H 0.730382 0.304389 0.789344 0.070 Uiso 1 1 calc R U . . .
C28 C 0.61382(10) 0.54366(10) 0.45420(8) 0.0609(4) Uani 1 1 d . . . . .
H28 H 0.621884 0.588841 0.428973 0.073 Uiso 1 1 calc R U . . .
C29 C 0.66601(10) 0.53418(10) 0.52206(8) 0.0603(4) Uani 1 1 d . . . . .
H29 H 0.708833 0.572765 0.542906 0.072 Uiso 1 1 calc R U . . .
C19 C 0.16174(10) 0.18965(11) -0.01354(8) 0.0636(4) Uani 1 1 d . . . . .
H19 H 0.182025 0.224676 -0.039136 0.076 Uiso 1 1 calc R U . . .
C40 C 0.20284(10) 0.40933(12) 0.11786(8) 0.0639(4) Uani 1 1 d . . . . .
H40 H 0.189882 0.361447 0.137670 0.077 Uiso 1 1 calc R U . . .
N47 N -0.01336(12) 0.48096(14) -0.15670(8) 0.0985(6) Uani 1 1 d . . . . .
C55 C 0.25452(10) 0.13722(11) 0.39755(8) 0.0631(4) Uani 1 1 d . . . . .
H55 H 0.211120 0.099241 0.376738 0.076 Uiso 1 1 calc R U . . .
C54 C 0.30792(10) 0.12617(10) 0.46502(8) 0.0611(4) Uani 1 1 d . . . . .
H54 H 0.299888 0.080668 0.489978 0.073 Uiso 1 1 calc R U . . .
C72 C 0.75516(10) 0.14607(10) 0.89972(8) 0.0604(4) Uani 1 1 d . . . . .
H72 H 0.717705 0.107551 0.870341 0.072 Uiso 1 1 calc R U . . .
C2 C 0.65757(10) 0.20831(11) 0.49580(8) 0.0601(4) Uani 1 1 d . . . . .
H2 H 0.666824 0.253298 0.470978 0.072 Uiso 1 1 calc R U . . .
N73 N 0.90596(12) 0.15517(13) 1.07951(8) 0.0939(5) Uani 1 1 d . . . . .
C60 C 0.43515(10) 0.10079(10) 0.60775(8) 0.0580(4) Uani 1 1 d . . . . .
H60 H 0.395811 0.057429 0.595079 0.070 Uiso 1 1 calc R U . . .
C34 C 0.49228(10) 0.56334(10) 0.30944(7) 0.0577(4) Uani 1 1 d . . . . .
H34 H 0.532698 0.605659 0.321738 0.069 Uiso 1 1 calc R U . . .
C16 C 0.10459(10) 0.08583(12) 0.06289(8) 0.0675(4) Uani 1 1 d . . . . .
H16 H 0.084822 0.050068 0.088384 0.081 Uiso 1 1 calc R U . . .
C46 C 0.16418(11) 0.49763(11) 0.01070(8) 0.0629(4) Uani 1 1 d . . . . .
H46 H 0.210771 0.531783 0.031546 0.076 Uiso 1 1 calc R U . . .
C17 C 0.05285(10) 0.10595(12) -0.00336(8) 0.0676(4) Uani 1 1 d . . . . .
H17 H -0.001245 0.084866 -0.021234 0.081 Uiso 1 1 calc R U . . .
C68 C 0.81926(11) 0.28171(11) 0.92120(9) 0.0675(4) Uani 1 1 d . . . . .
H68 H 0.825330 0.336050 0.906404 0.081 Uiso 1 1 calc R U . . .
C3 C 0.71198(10) 0.19476(12) 0.56274(8) 0.0650(4) Uani 1 1 d . . . . .
H3 H 0.757381 0.230491 0.583403 0.078 Uiso 1 1 calc R U . . .
C44 C 0.03996(11) 0.46479(12) -0.08961(8) 0.0697(4) Uani 1 1 d . . . . .
C70 C 0.85883(11) 0.17847(12) 1.01258(8) 0.0674(4) Uani 1 1 d . . . . .
C42 C 0.07907(11) 0.38199(13) 0.01411(9) 0.0734(5) Uani 1 1 d . . . . .
H42 H 0.068057 0.336312 0.037342 0.088 Uiso 1 1 calc R U . . .
C71 C 0.80133(11) 0.12254(11) 0.96640(9) 0.0660(4) Uani 1 1 d . . . . .
H71 H 0.794382 0.068517 0.981277 0.079 Uiso 1 1 calc R U . . .
C69 C 0.86612(12) 0.25906(13) 0.98789(9) 0.0748(5) Uani 1 1 d . . . . .
H69 H 0.903261 0.297996 1.017045 0.090 Uiso 1 1 calc R U . . .
C45 C 0.11167(12) 0.51404(12) -0.05620(9) 0.0716(4) Uani 1 1 d . . . . .
H45 H 0.123890 0.558616 -0.079782 0.086 Uiso 1 1 calc R U . . .
C43 C 0.02534(11) 0.39820(13) -0.05230(9) 0.0771(5) Uani 1 1 d . . . . .
H43 H -0.021469 0.364157 -0.072566 0.093 Uiso 1 1 calc R U . . .
C23 C -0.05134(11) 0.13964(16) -0.14245(9) 0.0868(6) Uani 1 1 d . . . . .
H23A H -0.045994 0.081158 -0.153045 0.130 Uiso 1 1 calc R U . . .
H23B H -0.082684 0.169756 -0.184044 0.130 Uiso 1 1 calc R U . . .
H23C H -0.079666 0.143088 -0.111377 0.130 Uiso 1 1 calc R U . . .
C22 C 0.06405(13) 0.21855(16) -0.15519(9) 0.0944(7) Uani 1 1 d . . . . .
H22A H 0.082522 0.274487 -0.137838 0.142 Uiso 1 1 calc R U . . .
H22B H 0.022134 0.222679 -0.200871 0.142 Uiso 1 1 calc R U . . .
H22C H 0.110363 0.186260 -0.156256 0.142 Uiso 1 1 calc R U . . .
C49 C -0.08831(15) 0.43176(19) -0.18824(11) 0.1140(9) Uani 1 1 d . . . . .
H49A H -0.074012 0.374325 -0.194498 0.171 Uiso 1 1 calc R U . . .
H49B H -0.121513 0.455959 -0.232110 0.171 Uiso 1 1 calc R U . . .
H49C H -0.119356 0.432197 -0.159130 0.171 Uiso 1 1 calc R U . . .
C75 C 0.89981(17) 0.07292(19) 1.10496(12) 0.1176(9) Uani 1 1 d . . . . .
H75A H 0.848680 0.068547 1.112140 0.176 Uiso 1 1 calc R U . . .
H75B H 0.946006 0.063774 1.147758 0.176 Uiso 1 1 calc R U . . .
H75C H 0.900571 0.030866 1.072183 0.176 Uiso 1 1 calc R U . . .
C74 C 0.96328(17) 0.21450(19) 1.12595(11) 0.1226(9) Uani 1 1 d . . . . .
H74A H 1.005682 0.228977 1.109155 0.184 Uiso 1 1 calc R U . . .
H74B H 0.988553 0.189154 1.170706 0.184 Uiso 1 1 calc R U . . .
H74C H 0.933812 0.264922 1.128971 0.184 Uiso 1 1 calc R U . . .
C48 C 0.0030(3) 0.5449(2) -0.19607(13) 0.1828(19) Uani 1 1 d . . . . .
H48A H 0.002098 0.599229 -0.175655 0.274 Uiso 1 1 calc R U . . .
H48B H -0.038747 0.543590 -0.241956 0.274 Uiso 1 1 calc R U . . .
H48C H 0.056822 0.535658 -0.197571 0.274 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
S9 C10 1.7400(14) . ?
S9 C8 1.7166(15) . ?
S35 C36 1.7378(15) . ?
S35 C34 1.7158(16) . ?
S61 C62 1.7382(15) . ?
S61 C60 1.7143(16) . ?
N11 C7 1.3871(17) . ?
N11 C10 1.2974(17) . ?
N37 C33 1.3868(18) . ?
N37 C36 1.2989(18) . ?
N63 C59 1.3879(18) . ?
N63 C62 1.2970(18) . ?
O52 N50 1.2232(18) . ?
O51 N50 1.2246(18) . ?
N13 N12 1.3777(16) . ?
N13 C14 1.2724(19) . ?
N12 H12 0.8600 . ?
N12 C10 1.3553(18) . ?
O78 N76 1.2206(18) . ?
O77 N76 1.2184(19) . ?
N64 H64 0.8600 . ?
N64 N65 1.3708(17) . ?
N64 C62 1.3556(19) . ?
N39 N38 1.3737(17) . ?
N39 C40 1.277(2) . ?
N65 C66 1.270(2) . ?
N50 C30 1.4618(18) . ?
O26 N24 1.2166(19) . ?
N38 H38 0.8600 . ?
N38 C36 1.354(2) . ?
N76 C56 1.463(2) . ?
C7 C1 1.4708(18) . ?
C7 C8 1.355(2) . ?
C59 C53 1.469(2) . ?
C59 C60 1.357(2) . ?
N24 O25 1.217(2) . ?
N24 C4 1.4565(19) . ?
C27 C33 1.4709(19) . ?
C27 C32 1.3903(19) . ?
C27 C28 1.397(2) . ?
C33 C34 1.350(2) . ?
C53 C58 1.392(2) . ?
C53 C54 1.399(2) . ?
C1 C6 1.392(2) . ?
C1 C2 1.395(2) . ?
N21 C18 1.3803(19) . ?
N21 C23 1.431(2) . ?
N21 C22 1.443(2) . ?
C32 H32 0.9300 . ?
C32 C31 1.379(2) . ?
C30 C31 1.380(2) . ?
C30 C29 1.381(2) . ?
C15 C14 1.453(2) . ?
C15 C20 1.391(2) . ?
C15 C16 1.386(2) . ?
C31 H31 0.9300 . ?
C8 H8 0.9300 . ?
C56 C57 1.376(2) . ?
C56 C55 1.379(2) . ?
C67 C66 1.454(2) . ?
C67 C72 1.394(2) . ?
C67 C68 1.386(2) . ?
C4 C5 1.378(2) . ?
C4 C3 1.383(2) . ?
C58 H58 0.9300 . ?
C58 C57 1.383(2) . ?
C18 C19 1.403(2) . ?
C18 C17 1.391(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.380(2) . ?
C5 H5 0.9300 . ?
C14 H14 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.373(2) . ?
C41 C40 1.453(2) . ?
C41 C46 1.389(2) . ?
C41 C42 1.385(2) . ?
C57 H57 0.9300 . ?
C66 H66 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.375(2) . ?
C29 H29 0.9300 . ?
C19 H19 0.9300 . ?
C40 H40 0.9300 . ?
N47 C44 1.383(2) . ?
N47 C49 1.440(3) . ?
N47 C48 1.400(3) . ?
C55 H55 0.9300 . ?
C55 C54 1.377(2) . ?
C54 H54 0.9300 . ?
C72 H72 0.9300 . ?
C72 C71 1.373(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(2) . ?
N73 C70 1.380(2) . ?
N73 C75 1.421(3) . ?
N73 C74 1.440(3) . ?
C60 H60 0.9300 . ?
C34 H34 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.375(2) . ?
C46 H46 0.9300 . ?
C46 C45 1.377(2) . ?
C17 H17 0.9300 . ?
C68 H68 0.9300 . ?
C68 C69 1.372(2) . ?
C3 H3 0.9300 . ?
C44 C45 1.406(3) . ?
C44 C43 1.391(3) . ?
C70 C71 1.405(2) . ?
C70 C69 1.395(3) . ?
C42 H42 0.9300 . ?
C42 C43 1.374(2) . ?
C71 H71 0.9300 . ?
C69 H69 0.9300 . ?
C45 H45 0.9300 . ?
C43 H43 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C75 H75A 0.9600 . ?
C75 H75B 0.9600 . ?
C75 H75C 0.9600 . ?
C74 H74A 0.9600 . ?
C74 H74B 0.9600 . ?
C74 H74C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 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
C8 S9 C10 87.74(7) . . ?
C34 S35 C36 87.74(7) . . ?
C60 S61 C62 87.68(7) . . ?
C10 N11 C7 109.30(12) . . ?
C36 N37 C33 109.47(12) . . ?
C62 N63 C59 109.24(12) . . ?
C14 N13 N12 115.95(13) . . ?
N13 N12 H12 121.0 . . ?
C10 N12 N13 118.01(12) . . ?
C10 N12 H12 121.0 . . ?
N65 N64 H64 121.3 . . ?
C62 N64 H64 121.3 . . ?
C62 N64 N65 117.30(12) . . ?
C40 N39 N38 115.59(14) . . ?
C66 N65 N64 116.94(13) . . ?
O52 N50 O51 122.57(13) . . ?
O52 N50 C30 119.03(14) . . ?
O51 N50 C30 118.40(14) . . ?
N39 N38 H38 120.5 . . ?
C36 N38 N39 119.03(13) . . ?
C36 N38 H38 120.5 . . ?
O78 N76 C56 118.28(15) . . ?
O77 N76 O78 122.66(14) . . ?
O77 N76 C56 119.06(14) . . ?
N11 C7 C1 118.42(12) . . ?
C8 C7 N11 115.33(12) . . ?
C8 C7 C1 126.24(13) . . ?
N63 C59 C53 119.07(12) . . ?
C60 C59 N63 115.11(13) . . ?
C60 C59 C53 125.78(13) . . ?
O26 N24 O25 122.21(14) . . ?
O26 N24 C4 119.69(14) . . ?
O25 N24 C4 118.10(15) . . ?
C32 C27 C33 120.47(12) . . ?
C32 C27 C28 118.31(13) . . ?
C28 C27 C33 121.20(13) . . ?
N37 C33 C27 119.18(12) . . ?
C34 C33 N37 115.14(12) . . ?
C34 C33 C27 125.66(13) . . ?
C58 C53 C59 120.45(13) . . ?
C58 C53 C54 118.04(13) . . ?
C54 C53 C59 121.48(13) . . ?
C6 C1 C7 119.89(12) . . ?
C6 C1 C2 118.48(13) . . ?
C2 C1 C7 121.61(13) . . ?
C18 N21 C23 120.84(15) . . ?
C18 N21 C22 119.88(14) . . ?
C23 N21 C22 117.77(14) . . ?
N11 C10 S9 116.42(11) . . ?
N11 C10 N12 123.63(13) . . ?
N12 C10 S9 119.95(10) . . ?
C27 C32 H32 119.3 . . ?
C31 C32 C27 121.50(13) . . ?
C31 C32 H32 119.3 . . ?
C31 C30 N50 119.64(13) . . ?
C31 C30 C29 121.91(13) . . ?
C29 C30 N50 118.45(13) . . ?
C20 C15 C14 123.84(14) . . ?
C16 C15 C14 119.27(14) . . ?
C16 C15 C20 116.89(13) . . ?
C32 C31 H31 120.8 . . ?
C30 C31 C32 118.37(13) . . ?
C30 C31 H31 120.8 . . ?
N37 C36 S35 116.22(11) . . ?
N37 C36 N38 123.42(13) . . ?
N38 C36 S35 120.36(11) . . ?
N63 C62 S61 116.61(11) . . ?
N63 C62 N64 124.17(13) . . ?
N64 C62 S61 119.21(11) . . ?
S9 C8 H8 124.4 . . ?
C7 C8 S9 111.20(11) . . ?
C7 C8 H8 124.4 . . ?
C57 C56 N76 119.35(14) . . ?
C57 C56 C55 122.00(14) . . ?
C55 C56 N76 118.64(14) . . ?
C72 C67 C66 123.29(14) . . ?
C68 C67 C66 119.78(15) . . ?
C68 C67 C72 116.93(15) . . ?
C5 C4 N24 119.35(14) . . ?
C5 C4 C3 122.21(13) . . ?
C3 C4 N24 118.44(14) . . ?
C53 C58 H58 119.2 . . ?
C57 C58 C53 121.58(14) . . ?
C57 C58 H58 119.2 . . ?
N21 C18 C19 121.60(15) . . ?
N21 C18 C17 121.34(14) . . ?
C17 C18 C19 117.06(13) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.51(14) . . ?
C5 C6 H6 119.2 . . ?
C4 C5 C6 118.20(14) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N13 C14 C15 122.52(14) . . ?
N13 C14 H14 118.7 . . ?
C15 C14 H14 118.7 . . ?
C15 C20 H20 119.3 . . ?
C19 C20 C15 121.42(14) . . ?
C19 C20 H20 119.3 . . ?
C46 C41 C40 124.15(15) . . ?
C42 C41 C40 118.88(15) . . ?
C42 C41 C46 116.95(14) . . ?
C56 C57 C58 118.37(14) . . ?
C56 C57 H57 120.8 . . ?
C58 C57 H57 120.8 . . ?
N65 C66 C67 121.63(15) . . ?
N65 C66 H66 119.2 . . ?
C67 C66 H66 119.2 . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 121.03(14) . . ?
C29 C28 H28 119.5 . . ?
C30 C29 H29 120.6 . . ?
C28 C29 C30 118.86(14) . . ?
C28 C29 H29 120.6 . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.41(15) . . ?
C20 C19 H19 119.3 . . ?
N39 C40 C41 123.29(16) . . ?
N39 C40 H40 118.4 . . ?
C41 C40 H40 118.4 . . ?
C44 N47 C49 120.31(19) . . ?
C44 N47 C48 121.8(2) . . ?
C48 N47 C49 117.85(19) . . ?
C56 C55 H55 120.6 . . ?
C54 C55 C56 118.89(15) . . ?
C54 C55 H55 120.6 . . ?
C53 C54 H54 119.5 . . ?
C55 C54 C53 121.09(14) . . ?
C55 C54 H54 119.5 . . ?
C67 C72 H72 119.3 . . ?
C71 C72 C67 121.46(15) . . ?
C71 C72 H72 119.3 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.94(14) . . ?
C3 C2 H2 119.5 . . ?
C70 N73 C75 121.74(19) . . ?
C70 N73 C74 120.4(2) . . ?
C75 N73 C74 117.90(18) . . ?
S61 C60 H60 124.3 . . ?
C59 C60 S61 111.35(12) . . ?
C59 C60 H60 124.3 . . ?
S35 C34 H34 124.3 . . ?
C33 C34 S35 111.43(12) . . ?
C33 C34 H34 124.3 . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.39(15) . . ?
C17 C16 H16 118.8 . . ?
C41 C46 H46 119.3 . . ?
C45 C46 C41 121.40(16) . . ?
C45 C46 H46 119.3 . . ?
C18 C17 H17 119.6 . . ?
C16 C17 C18 120.79(15) . . ?
C16 C17 H17 119.6 . . ?
C67 C68 H68 118.8 . . ?
C69 C68 C67 122.32(17) . . ?
C69 C68 H68 118.8 . . ?
C4 C3 H3 120.7 . . ?
C2 C3 C4 118.66(15) . . ?
C2 C3 H3 120.7 . . ?
N47 C44 C45 121.81(18) . . ?
N47 C44 C43 121.28(18) . . ?
C43 C44 C45 116.91(15) . . ?
N73 C70 C71 121.71(18) . . ?
N73 C70 C69 121.26(18) . . ?
C69 C70 C71 117.03(15) . . ?
C41 C42 H42 118.8 . . ?
C43 C42 C41 122.43(17) . . ?
C43 C42 H42 118.8 . . ?
C72 C71 C70 121.30(16) . . ?
C72 C71 H71 119.4 . . ?
C70 C71 H71 119.4 . . ?
C68 C69 C70 120.95(17) . . ?
C68 C69 H69 119.5 . . ?
C70 C69 H69 119.5 . . ?
C46 C45 C44 121.36(17) . . ?
C46 C45 H45 119.3 . . ?
C44 C45 H45 119.3 . . ?
C44 C43 H43 119.5 . . ?
C42 C43 C44 120.93(17) . . ?
C42 C43 H43 119.5 . . ?
N21 C23 H23A 109.5 . . ?
N21 C23 H23B 109.5 . . ?
N21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N21 C22 H22A 109.5 . . ?
N21 C22 H22B 109.5 . . ?
N21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N47 C49 H49A 109.5 . . ?
N47 C49 H49B 109.5 . . ?
N47 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N73 C75 H75A 109.5 . . ?
N73 C75 H75B 109.5 . . ?
N73 C75 H75C 109.5 . . ?
H75A C75 H75B 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
N73 C74 H74A 109.5 . . ?
N73 C74 H74B 109.5 . . ?
N73 C74 H74C 109.5 . . ?
H74A C74 H74B 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
N47 C48 H48A 109.5 . . ?
N47 C48 H48B 109.5 . . ?
N47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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
N11 C7 C1 C6 -4.37(19) . . . . ?
N11 C7 C1 C2 177.15(13) . . . . ?
N11 C7 C8 S9 0.63(16) . . . . ?
N37 C33 C34 S35 -0.08(17) . . . . ?
N63 C59 C53 C58 2.4(2) . . . . ?
N63 C59 C53 C54 -179.44(13) . . . . ?
N63 C59 C60 S61 -0.73(17) . . . . ?
O52 N50 C30 C31 7.7(2) . . . . ?
O52 N50 C30 C29 -172.85(15) . . . . ?
O51 N50 C30 C31 -172.67(14) . . . . ?
O51 N50 C30 C29 6.8(2) . . . . ?
N13 N12 C10 S9 4.27(19) . . . . ?
N13 N12 C10 N11 -176.86(13) . . . . ?
N12 N13 C14 C15 -179.65(14) . . . . ?
O78 N76 C56 C57 178.59(15) . . . . ?
O78 N76 C56 C55 -1.7(2) . . . . ?
O77 N76 C56 C57 -1.7(2) . . . . ?
O77 N76 C56 C55 178.00(15) . . . . ?
N64 N65 C66 C67 179.97(13) . . . . ?
N39 N38 C36 S35 -0.8(2) . . . . ?
N39 N38 C36 N37 179.53(14) . . . . ?
N65 N64 C62 S61 -6.55(19) . . . . ?
N65 N64 C62 N63 174.64(13) . . . . ?
N50 C30 C31 C32 178.55(13) . . . . ?
N50 C30 C29 C28 -178.60(14) . . . . ?
O26 N24 C4 C5 0.8(2) . . . . ?
O26 N24 C4 C3 -179.51(17) . . . . ?
N38 N39 C40 C41 -179.81(15) . . . . ?
N76 C56 C57 C58 -179.39(14) . . . . ?
N76 C56 C55 C54 179.81(14) . . . . ?
C7 N11 C10 S9 -0.77(15) . . . . ?
C7 N11 C10 N12 -179.68(13) . . . . ?
C7 C1 C6 C5 -178.18(13) . . . . ?
C7 C1 C2 C3 177.82(14) . . . . ?
C59 N63 C62 S61 -0.60(16) . . . . ?
C59 N63 C62 N64 178.24(13) . . . . ?
C59 C53 C58 C57 177.03(14) . . . . ?
C59 C53 C54 C55 -176.57(14) . . . . ?
N24 C4 C5 C6 179.76(14) . . . . ?
N24 C4 C3 C2 179.91(15) . . . . ?
C27 C33 C34 S35 -178.80(11) . . . . ?
C27 C32 C31 C30 -0.5(2) . . . . ?
C27 C28 C29 C30 0.6(2) . . . . ?
C33 N37 C36 S35 -0.38(16) . . . . ?
C33 N37 C36 N38 179.28(14) . . . . ?
C33 C27 C32 C31 -176.37(13) . . . . ?
C33 C27 C28 C29 176.33(14) . . . . ?
C53 C59 C60 S61 176.87(11) . . . . ?
C53 C58 C57 C56 -0.1(2) . . . . ?
C1 C7 C8 S9 -178.68(11) . . . . ?
C1 C6 C5 C4 -0.1(2) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
N21 C18 C19 C20 179.75(17) . . . . ?
N21 C18 C17 C16 178.74(18) . . . . ?
C10 S9 C8 C7 -0.84(11) . . . . ?
C10 N11 C7 C1 179.45(12) . . . . ?
C10 N11 C7 C8 0.08(17) . . . . ?
C32 C27 C33 N37 0.85(19) . . . . ?
C32 C27 C33 C34 179.53(14) . . . . ?
C32 C27 C28 C29 -1.8(2) . . . . ?
C15 C20 C19 C18 1.5(3) . . . . ?
C15 C16 C17 C18 1.6(3) . . . . ?
C31 C30 C29 C28 0.8(2) . . . . ?
C36 S35 C34 C33 -0.11(12) . . . . ?
C36 N37 C33 C27 179.10(12) . . . . ?
C36 N37 C33 C34 0.29(18) . . . . ?
C62 S61 C60 C59 0.31(12) . . . . ?
C62 N63 C59 C53 -176.92(12) . . . . ?
C62 N63 C59 C60 0.85(18) . . . . ?
C62 N64 N65 C66 -173.13(14) . . . . ?
O25 N24 C4 C5 -178.44(18) . . . . ?
O25 N24 C4 C3 1.2(3) . . . . ?
C8 S9 C10 N11 0.96(12) . . . . ?
C8 S9 C10 N12 179.91(13) . . . . ?
C8 C7 C1 C6 174.92(14) . . . . ?
C8 C7 C1 C2 -3.6(2) . . . . ?
C56 C55 C54 C53 -0.8(2) . . . . ?
C67 C72 C71 C70 -0.2(3) . . . . ?
C67 C68 C69 C70 -0.4(3) . . . . ?
C58 C53 C54 C55 1.6(2) . . . . ?
C6 C1 C2 C3 -0.7(2) . . . . ?
C5 C4 C3 C2 -0.4(3) . . . . ?
C14 N13 N12 C10 -170.36(14) . . . . ?
C14 C15 C20 C19 177.76(16) . . . . ?
C14 C15 C16 C17 -179.31(17) . . . . ?
C20 C15 C14 N13 9.3(2) . . . . ?
C20 C15 C16 C17 0.3(3) . . . . ?
C41 C46 C45 C44 0.8(3) . . . . ?
C41 C42 C43 C44 1.2(3) . . . . ?
C57 C56 C55 C54 -0.5(2) . . . . ?
C66 C67 C72 C71 179.49(15) . . . . ?
C66 C67 C68 C69 -179.19(17) . . . . ?
C28 C27 C33 N37 -177.26(13) . . . . ?
C28 C27 C33 C34 1.4(2) . . . . ?
C28 C27 C32 C31 1.8(2) . . . . ?
C29 C30 C31 C32 -0.9(2) . . . . ?
C19 C18 C17 C16 -2.0(3) . . . . ?
C40 N39 N38 C36 -179.16(15) . . . . ?
C40 C41 C46 C45 178.63(16) . . . . ?
C40 C41 C42 C43 -179.69(18) . . . . ?
N47 C44 C45 C46 179.73(18) . . . . ?
N47 C44 C43 C42 179.32(19) . . . . ?
C55 C56 C57 C58 0.9(2) . . . . ?
C54 C53 C58 C57 -1.2(2) . . . . ?
C72 C67 C66 N65 10.1(2) . . . . ?
C72 C67 C68 C69 0.9(3) . . . . ?
C2 C1 C6 C5 0.3(2) . . . . ?
N73 C70 C71 C72 -179.49(17) . . . . ?
N73 C70 C69 C68 179.78(18) . . . . ?
C60 S61 C62 N63 0.18(12) . . . . ?
C60 S61 C62 N64 -178.72(13) . . . . ?
C60 C59 C53 C58 -175.10(15) . . . . ?
C60 C59 C53 C54 3.0(2) . . . . ?
C34 S35 C36 N37 0.29(12) . . . . ?
C34 S35 C36 N38 -179.38(14) . . . . ?
C16 C15 C14 N13 -171.08(16) . . . . ?
C16 C15 C20 C19 -1.9(2) . . . . ?
C46 C41 C40 N39 4.2(3) . . . . ?
C46 C41 C42 C43 -1.3(3) . . . . ?
C17 C18 C19 C20 0.5(3) . . . . ?
C68 C67 C66 N65 -169.71(16) . . . . ?
C68 C67 C72 C71 -0.7(2) . . . . ?
C3 C4 C5 C6 0.1(2) . . . . ?
C42 C41 C40 N39 -177.55(17) . . . . ?
C42 C41 C46 C45 0.4(2) . . . . ?
C71 C70 C69 C68 -0.5(3) . . . . ?
C69 C70 C71 C72 0.7(3) . . . . ?
C45 C44 C43 C42 0.0(3) . . . . ?
C43 C44 C45 C46 -0.9(3) . . . . ?
C23 N21 C18 C19 176.47(18) . . . . ?
C23 N21 C18 C17 -4.3(3) . . . . ?
C22 N21 C18 C19 10.9(3) . . . . ?
C22 N21 C18 C17 -169.91(19) . . . . ?
C49 N47 C44 C45 -177.1(2) . . . . ?
C49 N47 C44 C43 3.6(3) . . . . ?
C75 N73 C70 C71 1.0(3) . . . . ?
C75 N73 C70 C69 -179.2(2) . . . . ?
C74 N73 C70 C71 -178.9(2) . . . . ?
C74 N73 C70 C69 0.9(3) . . . . ?
C48 N47 C44 C45 2.8(4) . . . . ?
C48 N47 C44 C43 -176.5(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 1.582
_oxdiff_exptl_absorpt_empirical_full_min 0.784
####################################################################### 
# 
# 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_ksksd10066
_database_code_depnum_ccdc_archive 'CCDC 2130892'
loop_
_audit_author_name
_audit_author_address
'Koushik Sarkar'
;research scholar
India
;
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-03-21
_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        ?
_chemical_formula_moiety         'C17 H13 Br2 N3 S'
_chemical_formula_sum            'C17 H13 Br2 N3 S'
_chemical_formula_weight         451.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N S H'
_chemical_oxdiff_usercomment     @RT
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'
Br Br -0.6763 1.2805 '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                   9.61780(10)
_cell_length_b                   12.12040(10)
_cell_length_c                   14.86240(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.5390(10)
_cell_angle_gamma                90
_cell_volume                     1708.58(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12373
_cell_measurement_temperature    298
_cell_measurement_theta_max      68.0870
_cell_measurement_theta_min      4.6530
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    7.170
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66404
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_preparation       no.
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.002
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16387
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.201
_diffrn_reflns_theta_min         4.662
_diffrn_ambient_temperature      298
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.985
_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    -37.00  27.00   0.50    0.33    --  -41.33  32.00  60.00  128
  2  ω    -28.00  30.00   0.50    0.33    --  -41.33  21.00 120.00  116
  3  ω    -47.00 -15.00   0.50    2.00    --  -82.50  42.00 120.00   64
  4  ω    -65.00  26.00   0.50    0.33    --  -41.33  65.00 150.00  182
  5  ω    -30.00  28.00   0.50    0.33    --   41.33 -21.00  90.00  116
  6  ω     21.00 108.00   0.50    0.33    --   41.33  54.00   0.00  174
  7  ω    105.00 170.00   0.50    2.00    --   96.67  96.00 -56.00  130
  8  ω    105.00 170.00   0.50    2.00    --   96.67  96.00-120.00  130
  9  ω     99.00 164.00   0.50    2.00    --   96.67 117.00   0.00  130
 10  ω     83.00 164.00   0.50    2.00    --   96.67  33.00 -30.00  162
 11  ω     82.00 167.00   0.50    2.00    --   96.67  25.00  60.00  170
 12  ω     83.00 164.00   0.50    2.00    --   96.67  33.00 150.00  162
 13  ω     78.00 163.00   0.50    2.00    --   96.67  50.00   0.00  170
 14  ω     82.00 167.00   0.50    2.00    --   96.67  25.00-150.00  170
 15  ω     75.00 164.00   0.50    2.00    --   96.67  59.00-150.00  178
 16  ω     73.00 165.00   0.50    2.00    --   96.67  68.00-180.00  184
 17  ω     71.00 170.00   0.50    2.00    --   96.67  17.00 -60.00  198
 18  ω     80.00 163.00   0.50    2.00    --   96.67  42.00  90.00  166
 19  ω     70.00 165.00   0.50    2.00    --   96.67  77.00  90.00  190
 20  ω     28.00 109.00   0.50    0.33    --   41.33  32.00-150.00  162
 21  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00-150.00   54
 22  ω     29.00  68.00   0.50    2.00    --   96.67 -59.00-180.00   78
 23  ω     22.00 106.00   0.50    2.00    --   96.67 -96.00-164.00  168
 24  ω     44.00 127.00   0.50    2.00    --   96.67-145.00 -30.00  166
 25  ω     41.00 100.00   0.50    0.33    --   41.33-138.00  60.00  118
 26  ω     44.00 127.00   0.50    2.00    --   96.67-145.00  30.00  166
 27  ω     29.00  83.00   0.50    2.00    --   96.67 -68.00 -60.00  108
 28  ω     29.00  83.00   0.50    2.00    --   96.67 -68.00  30.00  108
 29  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00  90.00   54
 30  ω     29.00  83.00   0.50    2.00    --   96.67 -68.00  90.00  108
 31  ω     30.00  57.00   0.50    2.00    --   96.67 -50.00 150.00   54
 32  ω     28.00 105.00   0.50    2.00    --   96.67 -77.00 150.00  154
 33  ω     30.00 109.00   0.50    2.00    --   96.67-117.00  30.00  158
 34  ω     29.00  68.00   0.50    2.00    --   96.67 -59.00 -30.00   78
 35  ω     28.00 105.00   0.50    2.00    --   96.67 -77.00  30.00  154
 36  ω     29.00  68.00   0.50    2.00    --   96.67 -59.00  60.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0726682000
_diffrn_orient_matrix_UB_12      -0.1087852000
_diffrn_orient_matrix_UB_13      -0.0346325000
_diffrn_orient_matrix_UB_21      -0.0571443000
_diffrn_orient_matrix_UB_22      0.0552374000
_diffrn_orient_matrix_UB_23      -0.0920813000
_diffrn_orient_matrix_UB_31      0.1335247000
_diffrn_orient_matrix_UB_32      -0.0356548000
_diffrn_orient_matrix_UB_33      -0.0370423000
_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              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          No.
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2826
_reflns_number_total             3078
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.771
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_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     209
_refine_ls_number_reflns         3078
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.050
_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)+(0.0381P)²+1.2634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0863
_refine_special_details          no
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H006), C12(H00C), C13(H00E), C10(H00F), C3(H00H), C6(H00I), C9(H00J),
 C16(H00L), C7(H00M), C15(H00N)
2.b Idealised Me refined as rotating group:
 C17(H00A,H00B,H00D)
;
_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
Br2 Br -0.36958(3) 0.51781(3) 0.16553(3) 0.07115(14) Uani 1 1 d . . . . .
Br1 Br 1.30481(4) 0.17787(4) 0.63001(4) 0.1017(2) Uani 1 1 d . . . . .
S1 S 0.42977(7) 0.31237(6) 0.42304(6) 0.0675(2) Uani 1 1 d . . . . .
N1 N 0.6689(2) 0.41205(18) 0.43316(15) 0.0495(5) Uani 1 1 d . . . . .
N3 N 0.3300(2) 0.51103(18) 0.33831(15) 0.0508(5) Uani 1 1 d . . . . .
N2 N 0.4715(2) 0.51749(19) 0.36854(17) 0.0570(6) Uani 1 1 d . . . . .
H006 H 0.518355 0.577052 0.363854 0.068 Uiso 1 1 calc R U . . .
C2 C 0.6969(3) 0.3073(2) 0.47021(17) 0.0475(5) Uani 1 1 d . . . . .
C5 C 0.1127(3) 0.5773(2) 0.26470(17) 0.0474(5) Uani 1 1 d . . . . .
C11 C 0.8426(3) 0.2748(2) 0.50531(17) 0.0470(5) Uani 1 1 d . . . . .
C1 C 0.5345(3) 0.4237(2) 0.40674(17) 0.0483(6) Uani 1 1 d . . . . .
C4 C 0.2658(3) 0.5926(2) 0.29412(17) 0.0489(6) Uani 1 1 d . . . . .
C12 C 0.9520(3) 0.3498(2) 0.5082(2) 0.0559(6) Uani 1 1 d . . . . .
H00C H 0.932444 0.420637 0.485564 0.067 Uiso 1 1 calc R U . . .
C8 C -0.1749(3) 0.5444(2) 0.2071(2) 0.0533(6) Uani 1 1 d . . . . .
C13 C 1.0900(3) 0.3220(2) 0.5441(2) 0.0623(7) Uani 1 1 d . . . . .
H00E H 1.162044 0.373563 0.545908 0.075 Uiso 1 1 calc R U . . .
C10 C 0.0409(3) 0.4910(2) 0.2987(2) 0.0594(7) Uani 1 1 d . . . . .
H00F H 0.090529 0.443139 0.341281 0.071 Uiso 1 1 calc R U . . .
C14 C 1.1180(3) 0.2176(3) 0.5767(2) 0.0610(7) Uani 1 1 d . . . . .
C3 C 0.5809(3) 0.2441(2) 0.4707(2) 0.0616(7) Uani 1 1 d . . . . .
H00H H 0.582692 0.172700 0.493881 0.074 Uiso 1 1 calc R U . . .
C6 C 0.0341(3) 0.6470(2) 0.2017(2) 0.0625(7) Uani 1 1 d . . . . .
H00I H 0.078456 0.706332 0.178648 0.075 Uiso 1 1 calc R U . . .
C9 C -0.1008(3) 0.4748(2) 0.2712(2) 0.0625(7) Uani 1 1 d . . . . .
H00J H -0.146671 0.417287 0.295545 0.075 Uiso 1 1 calc R U . . .
C17 C 0.3365(3) 0.6974(3) 0.2729(3) 0.0704(8) Uani 1 1 d . . . . .
H00A H 0.423085 0.706310 0.314927 0.106 Uiso 1 1 calc R U . . .
H00B H 0.275513 0.758842 0.278577 0.106 Uiso 1 1 calc R U . . .
H00D H 0.356327 0.694303 0.211773 0.106 Uiso 1 1 calc R U . . .
C16 C 0.8773(3) 0.1686(3) 0.5369(2) 0.0676(8) Uani 1 1 d . . . . .
H00L H 0.806348 0.115847 0.533633 0.081 Uiso 1 1 calc R U . . .
C7 C -0.1090(3) 0.6305(3) 0.1723(2) 0.0680(8) Uani 1 1 d . . . . .
H00M H -0.159568 0.677588 0.129454 0.082 Uiso 1 1 calc R U . . .
C15 C 1.0129(3) 0.1394(3) 0.5726(2) 0.0732(9) Uani 1 1 d . . . . .
H00N H 1.033773 0.068094 0.593642 0.088 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
Br2 C8 1.899(3) . ?
Br1 C14 1.901(3) . ?
S1 C1 1.725(3) . ?
S1 C3 1.720(3) . ?
N1 C2 1.392(3) . ?
N1 C1 1.295(3) . ?
N3 N2 1.363(3) . ?
N3 C4 1.287(3) . ?
N2 H006 0.8600 . ?
N2 C1 1.367(3) . ?
C2 C11 1.466(4) . ?
C2 C3 1.354(4) . ?
C5 C4 1.477(4) . ?
C5 C10 1.393(4) . ?
C5 C6 1.389(4) . ?
C11 C12 1.386(4) . ?
C11 C16 1.392(4) . ?
C4 C17 1.500(4) . ?
C12 H00C 0.9300 . ?
C12 C13 1.387(4) . ?
C8 C9 1.379(4) . ?
C8 C7 1.366(4) . ?
C13 H00E 0.9300 . ?
C13 C14 1.367(4) . ?
C10 H00F 0.9300 . ?
C10 C9 1.371(4) . ?
C14 C15 1.379(5) . ?
C3 H00H 0.9300 . ?
C6 H00I 0.9300 . ?
C6 C7 1.388(4) . ?
C9 H00J 0.9300 . ?
C17 H00A 0.9600 . ?
C17 H00B 0.9600 . ?
C17 H00D 0.9600 . ?
C16 H00L 0.9300 . ?
C16 C15 1.371(5) . ?
C7 H00M 0.9300 . ?
C15 H00N 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C1 87.78(13) . . ?
C1 N1 C2 109.7(2) . . ?
C4 N3 N2 119.5(2) . . ?
N3 N2 H006 122.0 . . ?
N3 N2 C1 116.0(2) . . ?
C1 N2 H006 122.0 . . ?
N1 C2 C11 119.7(2) . . ?
C3 C2 N1 114.4(2) . . ?
C3 C2 C11 125.9(2) . . ?
C10 C5 C4 121.1(2) . . ?
C6 C5 C4 121.8(2) . . ?
C6 C5 C10 117.0(3) . . ?
C12 C11 C2 120.8(2) . . ?
C12 C11 C16 117.3(3) . . ?
C16 C11 C2 122.0(2) . . ?
N1 C1 S1 116.7(2) . . ?
N1 C1 N2 124.6(2) . . ?
N2 C1 S1 118.7(2) . . ?
N3 C4 C5 115.2(2) . . ?
N3 C4 C17 124.2(3) . . ?
C5 C4 C17 120.6(2) . . ?
C11 C12 H00C 119.1 . . ?
C11 C12 C13 121.7(3) . . ?
C13 C12 H00C 119.1 . . ?
C9 C8 Br2 119.3(2) . . ?
C7 C8 Br2 120.0(2) . . ?
C7 C8 C9 120.6(3) . . ?
C12 C13 H00E 120.6 . . ?
C14 C13 C12 118.8(3) . . ?
C14 C13 H00E 120.6 . . ?
C5 C10 H00F 119.1 . . ?
C9 C10 C5 121.8(3) . . ?
C9 C10 H00F 119.1 . . ?
C13 C14 Br1 120.0(2) . . ?
C13 C14 C15 121.3(3) . . ?
C15 C14 Br1 118.7(2) . . ?
S1 C3 H00H 124.3 . . ?
C2 C3 S1 111.5(2) . . ?
C2 C3 H00H 124.3 . . ?
C5 C6 H00I 119.2 . . ?
C7 C6 C5 121.7(3) . . ?
C7 C6 H00I 119.2 . . ?
C8 C9 H00J 120.2 . . ?
C10 C9 C8 119.5(3) . . ?
C10 C9 H00J 120.2 . . ?
C4 C17 H00A 109.5 . . ?
C4 C17 H00B 109.5 . . ?
C4 C17 H00D 109.5 . . ?
H00A C17 H00B 109.5 . . ?
H00A C17 H00D 109.5 . . ?
H00B C17 H00D 109.5 . . ?
C11 C16 H00L 119.1 . . ?
C15 C16 C11 121.9(3) . . ?
C15 C16 H00L 119.1 . . ?
C8 C7 C6 119.3(3) . . ?
C8 C7 H00M 120.4 . . ?
C6 C7 H00M 120.4 . . ?
C14 C15 H00N 120.5 . . ?
C16 C15 C14 118.9(3) . . ?
C16 C15 H00N 120.5 . . ?

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
Br2 C8 C9 C10 177.4(2) . . . . ?
Br2 C8 C7 C6 -178.4(3) . . . . ?
Br1 C14 C15 C16 178.0(3) . . . . ?
N1 C2 C11 C12 4.8(4) . . . . ?
N1 C2 C11 C16 -175.2(3) . . . . ?
N1 C2 C3 S1 0.8(3) . . . . ?
N3 N2 C1 S1 -6.0(3) . . . . ?
N3 N2 C1 N1 174.8(2) . . . . ?
N2 N3 C4 C5 -179.8(2) . . . . ?
N2 N3 C4 C17 -0.2(4) . . . . ?
C2 N1 C1 S1 -0.1(3) . . . . ?
C2 N1 C1 N2 179.0(2) . . . . ?
C2 C11 C12 C13 177.7(3) . . . . ?
C2 C11 C16 C15 -177.7(3) . . . . ?
C5 C10 C9 C8 1.0(5) . . . . ?
C5 C6 C7 C8 0.9(5) . . . . ?
C11 C2 C3 S1 -179.9(2) . . . . ?
C11 C12 C13 C14 0.4(5) . . . . ?
C11 C16 C15 C14 -0.4(6) . . . . ?
C1 S1 C3 C2 -0.7(2) . . . . ?
C1 N1 C2 C11 -179.8(2) . . . . ?
C1 N1 C2 C3 -0.4(3) . . . . ?
C4 N3 N2 C1 -173.7(2) . . . . ?
C4 C5 C10 C9 -179.1(3) . . . . ?
C4 C5 C6 C7 178.2(3) . . . . ?
C12 C11 C16 C15 2.3(5) . . . . ?
C12 C13 C14 Br1 -178.0(2) . . . . ?
C12 C13 C14 C15 1.6(5) . . . . ?
C13 C14 C15 C16 -1.6(6) . . . . ?
C10 C5 C4 N3 12.4(4) . . . . ?
C10 C5 C4 C17 -167.2(3) . . . . ?
C10 C5 C6 C7 -1.3(5) . . . . ?
C3 S1 C1 N1 0.5(2) . . . . ?
C3 S1 C1 N2 -178.7(2) . . . . ?
C3 C2 C11 C12 -174.5(3) . . . . ?
C3 C2 C11 C16 5.5(5) . . . . ?
C6 C5 C4 N3 -167.0(3) . . . . ?
C6 C5 C4 C17 13.3(4) . . . . ?
C6 C5 C10 C9 0.4(5) . . . . ?
C9 C8 C7 C6 0.5(5) . . . . ?
C16 C11 C12 C13 -2.3(4) . . . . ?
C7 C8 C9 C10 -1.4(5) . . . . ?

_olex2_submission_original_sample_id KSK_KC_SD10066
_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 1.801
_oxdiff_exptl_absorpt_empirical_full_min 0.693
####################################################################### 
# 
# 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_ksk-sd33
_database_code_depnum_ccdc_archive 'CCDC 2130893'
loop_
_audit_author_name
_audit_author_address
'Koushik Sarkar'
;Research scholar
India
;
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-03-21
_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        
(E)-4-(4-chlorophenyl)-2-(2-nitrobenzylidene)hydrazinyl)thiazole
_chemical_formula_moiety         'C16 H11 Cl N4 O2 S'
_chemical_formula_sum            'C16 H11 Cl N4 O2 S'
_chemical_formula_weight         358.80
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S Cl'
_chemical_oxdiff_usercomment     @T
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'
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                   18.3410(2)
_cell_length_b                   7.29160(10)
_cell_length_c                   25.2961(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.6960(10)
_cell_angle_gamma                90
_cell_volume                     3240.36(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    15438
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.0420
_cell_measurement_theta_min      2.5130
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.445
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1472
_exptl_crystal_preparation       'Crystalised from ethanol'
_exptl_crystal_recrystallization_method No.
_exptl_crystal_size_max          0.002
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            22215
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.182
_diffrn_reflns_theta_min         2.515
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  53.00   0.50    0.74    --   41.33 -47.00  37.00  156
  2  ω     82.00 167.00   0.50    2.96    --   96.67  25.00 -60.00  170
  3  ω    139.00 164.00   0.50    2.96    --   96.67 117.00-150.00   50
  4  ω    116.00 152.00   0.50    2.96    --   96.67 117.00-180.00   72
  5  ω     99.00 125.00   0.50    2.96    --   96.67 117.00-150.00   52
  6  ω     79.00 163.00   0.50    2.96    --   96.67  47.00-174.00  168
  7  ω     99.00 164.00   0.50    2.96    --   96.67 117.00  30.00  130
  8  ω    105.00 170.00   0.50    2.96    --   96.67  96.00 150.00  130
  9  ω    103.00 137.00   0.50    2.96    --   96.67  25.00 120.00   68
 10  ω     45.00  76.00   0.50    2.96    --   96.67 -68.00 150.00   62
 11  ω     58.00  99.00   0.50    2.96    --   96.67 -96.00 150.00   82
 12  ω     41.00 100.00   0.50    0.74    --   41.33-138.00 120.00  118
 13  ω     33.00  59.00   0.50    2.96    --   96.67 -68.00  90.00   52
 14  ω     30.00  57.00   0.50    2.96    --   96.67 -50.00  30.00   54
 15  ω     30.00  55.00   0.50    2.96    --   96.67 -50.00  60.00   50
 16  ω     30.00  57.00   0.50    2.96    --   96.67 -50.00  90.00   54
 17  ω     30.00  56.00   0.50    2.96    --   96.67 -50.00 120.00   52
 18  ω     30.00  57.00   0.50    2.96    --   96.67 -50.00 150.00   54
 19  ω     24.00  53.00   0.50    2.96    --   96.67 -96.00 150.00   58
 20  ω     31.00  57.00   0.50    2.96    --   96.67 -50.00   0.00   52
 21  ω     30.00  55.00   0.50    2.96    --   96.67 -50.00 -30.00   50
 22  ω     32.00  75.00   0.50    2.96    --   96.67 -68.00 -60.00   86
 23  ω     29.00  68.00   0.50    2.96    --   96.67 -59.00 -90.00   78
 24  ω     31.00  68.00   0.50    2.96    --   96.67 -68.00 -90.00   74
 25  ω     30.00  55.00   0.50    2.96    --   96.67 -50.00 -90.00   50
 26  ω     30.00  57.00   0.50    2.96    --   96.67 -50.00 -60.00   54
 27  ω     31.00  56.00   0.50    2.96    --   96.67 -50.00-150.00   50
 28  ω     46.00  72.00   0.50    2.96    --   96.67 -68.00-180.00   52
 29  ω     30.00  55.00   0.50    2.96    --   96.67 -50.00-180.00   50
 30  ω     41.00 100.00   0.50    0.74    --   41.33-138.00-120.00  118
 31  ω    -24.00  35.00   0.50    0.74    --  -41.33  11.00 -60.00  118
 32  ω    -37.00  27.00   0.50    0.74    --  -41.33  32.00 -30.00  128
 33  ω    -47.00 -15.00   0.50    2.96    --  -82.50  42.00 -30.00   64
 34  ω    -47.00 -15.00   0.50    2.96    --  -82.50  42.00   0.00   64
 35  ω    -53.00 -15.00   0.50    2.96    --  -82.50  47.00-174.00   76
 36  ω    -53.00  26.00   0.50    0.74    --  -41.33  47.00-174.00  158
 37  ω     23.00 109.00   0.50    0.74    --   41.33  47.00-174.00  172
 38  ω     21.00 108.00   0.50    0.74    --   41.33  54.00   0.00  174
 39  ω    -26.00  37.00   0.50    0.74    --   41.33 -32.00 -60.00  126
 40  ω    -30.00  28.00   0.50    0.74    --   41.33 -21.00-180.00  116
 41  ω    -26.00  37.00   0.50    0.74    --   41.33 -32.00 -90.00  126
 42  ω    -30.00  28.00   0.50    0.74    --   41.33 -21.00  30.00  116
 43  ω   -109.00 -23.00   0.50    0.74    --  -41.33 -47.00  37.00  172
 44  ω   -150.00 -64.00   0.50    2.96    --  -82.50 -47.00  37.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0821456000
_diffrn_orient_matrix_UB_12      -0.0451567000
_diffrn_orient_matrix_UB_13      0.0339977000
_diffrn_orient_matrix_UB_21      -0.0106673000
_diffrn_orient_matrix_UB_22      0.1149972000
_diffrn_orient_matrix_UB_23      0.0483364000
_diffrn_orient_matrix_UB_31      -0.0287918000
_diffrn_orient_matrix_UB_32      -0.1713950000
_diffrn_orient_matrix_UB_33      0.0234517000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5119
_reflns_number_total             5884
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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         0.256
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.00057(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         5884
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0323
_refine_ls_restrained_S_all      1.050
_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)+(0.0459P)²+0.7592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0924
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N12(H12), N36(H36), C14(H14), C38(H38), C26(H26), C2(H2), C30(H30), C5(H5),
 C32(H32), C16(H16), C29(H29), C6(H6), C3(H3), C27(H27), C43(H43), C11(H11),
 C19(H19), C40(H40), C42(H42), C41(H41), C18(H18), C17(H17)
;
_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
Cl24 Cl 0.92458(3) 0.13150(7) 0.27635(2) 0.05828(14) Uani 1 1 d . . . . .
S33 S 0.93268(2) 0.71920(7) 0.60678(2) 0.04882(13) Uani 1 1 d . . . . .
S10 S 0.56435(2) 0.60075(7) 0.37728(2) 0.05286(14) Uani 1 1 d . . . . .
Cl48 Cl 0.58250(3) 0.43635(10) 0.74779(2) 0.07785(19) Uani 1 1 d . . . . .
N8 N 0.70759(7) 0.5357(2) 0.42048(5) 0.0430(3) Uani 1 1 d . . . . .
N35 N 0.79139(8) 0.6228(2) 0.57125(5) 0.0441(3) Uani 1 1 d . . . . .
N13 N 0.57769(8) 0.7072(2) 0.48859(6) 0.0452(3) Uani 1 1 d . . . . .
O47 O 0.87255(8) 0.7445(3) 0.32862(6) 0.0744(5) Uani 1 1 d . . . . .
N12 N 0.64624(8) 0.6569(2) 0.48253(6) 0.0494(4) Uani 1 1 d . . . . .
H12 H 0.687263 0.662781 0.509551 0.059 Uiso 1 1 calc R U . . .
N37 N 0.91846(8) 0.7069(2) 0.49168(6) 0.0491(4) Uani 1 1 d . . . . .
O46 O 0.95051(10) 0.6259(3) 0.28879(6) 0.0812(5) Uani 1 1 d . . . . .
N36 N 0.85196(8) 0.6595(3) 0.50173(6) 0.0558(4) Uani 1 1 d . . . . .
H36 H 0.812277 0.629798 0.475489 0.067 Uiso 1 1 calc R U . . .
N45 N 0.93674(10) 0.7004(2) 0.32819(6) 0.0556(4) Uani 1 1 d . . . . .
O23 O 0.62021(10) 0.9776(3) 0.63179(7) 0.0849(5) Uani 1 1 d . . . . .
C25 C 0.75218(9) 0.5933(2) 0.65692(6) 0.0409(4) Uani 1 1 d . . . . .
N21 N 0.56186(12) 0.9273(3) 0.64138(7) 0.0681(5) Uani 1 1 d . . . . .
C1 C 0.74719(9) 0.3986(2) 0.34322(6) 0.0417(4) Uani 1 1 d . . . . .
C7 C 0.68912(9) 0.4845(2) 0.36499(6) 0.0427(4) Uani 1 1 d . . . . .
C31 C 0.80953(9) 0.6390(2) 0.62862(6) 0.0407(4) Uani 1 1 d . . . . .
C14 C 0.57654(10) 0.7602(2) 0.53652(7) 0.0451(4) Uani 1 1 d . . . . .
H14 H 0.621400 0.767042 0.565282 0.054 Uiso 1 1 calc R U . . .
C44 C 1.00095(10) 0.7430(2) 0.37654(7) 0.0445(4) Uani 1 1 d . . . . .
C15 C 0.50370(10) 0.8100(2) 0.54557(7) 0.0434(4) Uani 1 1 d . . . . .
C9 C 0.64696(9) 0.5968(2) 0.43159(6) 0.0425(4) Uani 1 1 d . . . . .
C39 C 0.99160(10) 0.7476(2) 0.42945(7) 0.0444(4) Uani 1 1 d . . . . .
C38 C 0.92084(10) 0.6998(3) 0.44197(7) 0.0505(4) Uani 1 1 d . . . . .
H38 H 0.878101 0.664591 0.413895 0.061 Uiso 1 1 calc R U . . .
C26 C 0.69400(10) 0.4697(3) 0.63423(7) 0.0481(4) Uani 1 1 d . . . . .
H26 H 0.690197 0.418113 0.599924 0.058 Uiso 1 1 calc R U . . .
C2 C 0.80910(10) 0.3076(3) 0.37809(7) 0.0489(4) Uani 1 1 d . . . . .
H2 H 0.814228 0.303421 0.415729 0.059 Uiso 1 1 calc R U . . .
C34 C 0.85140(9) 0.6615(3) 0.55554(6) 0.0432(4) Uani 1 1 d . . . . .
C4 C 0.85548(10) 0.2313(3) 0.30212(7) 0.0453(4) Uani 1 1 d . . . . .
C30 C 0.75665(10) 0.6676(3) 0.70850(7) 0.0503(4) Uani 1 1 d . . . . .
H30 H 0.795164 0.750714 0.724424 0.060 Uiso 1 1 calc R U . . .
C5 C 0.79455(10) 0.3186(3) 0.26670(7) 0.0510(4) Uani 1 1 d . . . . .
H5 H 0.789733 0.321916 0.229092 0.061 Uiso 1 1 calc R U . . .
C20 C 0.49560(11) 0.8805(2) 0.59505(7) 0.0491(4) Uani 1 1 d . . . . .
C32 C 0.88205(10) 0.6901(3) 0.65364(7) 0.0479(4) Uani 1 1 d . . . . .
H32 H 0.902011 0.707390 0.691481 0.057 Uiso 1 1 calc R U . . .
C16 C 0.43620(11) 0.7795(3) 0.50397(8) 0.0533(4) Uani 1 1 d . . . . .
H16 H 0.438502 0.731640 0.470408 0.064 Uiso 1 1 calc R U . . .
C29 C 0.70491(11) 0.6199(3) 0.73628(7) 0.0563(5) Uani 1 1 d . . . . .
H29 H 0.708684 0.669799 0.770806 0.068 Uiso 1 1 calc R U . . .
C6 C 0.74057(10) 0.4011(3) 0.28686(7) 0.0491(4) Uani 1 1 d . . . . .
H6 H 0.699163 0.459365 0.262639 0.059 Uiso 1 1 calc R U . . .
C3 C 0.86317(10) 0.2232(3) 0.35805(7) 0.0502(4) Uani 1 1 d . . . . .
H3 H 0.904089 0.161884 0.381803 0.060 Uiso 1 1 calc R U . . .
C28 C 0.64773(10) 0.4982(3) 0.71262(7) 0.0528(5) Uani 1 1 d . . . . .
C27 C 0.64159(10) 0.4220(3) 0.66172(8) 0.0534(4) Uani 1 1 d . . . . .
H27 H 0.602720 0.339472 0.646043 0.064 Uiso 1 1 calc R U . . .
O22 O 0.55488(13) 0.9171(4) 0.68772(6) 0.1135(8) Uani 1 1 d . . . . .
C43 C 1.06999(11) 0.7778(3) 0.36643(8) 0.0552(5) Uani 1 1 d . . . . .
H43 H 1.074228 0.770378 0.330731 0.066 Uiso 1 1 calc R U . . .
C11 C 0.61557(10) 0.5118(3) 0.33605(7) 0.0515(4) Uani 1 1 d . . . . .
H11 H 0.595325 0.485870 0.298695 0.062 Uiso 1 1 calc R U . . .
C19 C 0.42517(13) 0.9145(3) 0.60291(9) 0.0601(5) Uani 1 1 d . . . . .
H19 H 0.421951 0.957585 0.636764 0.072 Uiso 1 1 calc R U . . .
C40 C 1.05657(11) 0.7932(3) 0.47188(8) 0.0595(5) Uani 1 1 d . . . . .
H40 H 1.053454 0.797839 0.507906 0.071 Uiso 1 1 calc R U . . .
C42 C 1.13193(12) 0.8231(3) 0.40945(9) 0.0645(5) Uani 1 1 d . . . . .
H42 H 1.178439 0.848037 0.403121 0.077 Uiso 1 1 calc R U . . .
C41 C 1.12496(12) 0.8315(3) 0.46222(9) 0.0669(6) Uani 1 1 d . . . . .
H41 H 1.166831 0.863322 0.491476 0.080 Uiso 1 1 calc R U . . .
C18 C 0.36062(13) 0.8845(3) 0.56094(10) 0.0671(6) Uani 1 1 d . . . . .
H18 H 0.313144 0.908555 0.565756 0.081 Uiso 1 1 calc R U . . .
C17 C 0.36632(12) 0.8180(3) 0.51113(10) 0.0660(6) Uani 1 1 d . . . . .
H17 H 0.322420 0.799226 0.482166 0.079 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
Cl24 C4 1.7422(17) . ?
S33 C34 1.7232(17) . ?
S33 C32 1.7161(17) . ?
S10 C9 1.7284(16) . ?
S10 C11 1.7187(18) . ?
Cl48 C28 1.7430(17) . ?
N8 C7 1.397(2) . ?
N8 C9 1.301(2) . ?
N35 C31 1.3976(19) . ?
N35 C34 1.304(2) . ?
N13 N12 1.3601(19) . ?
N13 C14 1.278(2) . ?
O47 N45 1.224(2) . ?
N12 H12 0.8600 . ?
N12 C9 1.365(2) . ?
N37 N36 1.360(2) . ?
N37 C38 1.272(2) . ?
O46 N45 1.223(2) . ?
N36 H36 0.8600 . ?
N36 C34 1.364(2) . ?
N45 C44 1.467(2) . ?
O23 N21 1.220(3) . ?
C25 C31 1.470(2) . ?
C25 C26 1.389(2) . ?
C25 C30 1.393(2) . ?
N21 C20 1.466(3) . ?
N21 O22 1.217(2) . ?
C1 C7 1.472(2) . ?
C1 C2 1.390(2) . ?
C1 C6 1.396(2) . ?
C7 C11 1.352(2) . ?
C31 C32 1.351(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.464(2) . ?
C44 C39 1.398(2) . ?
C44 C43 1.385(2) . ?
C15 C20 1.400(2) . ?
C15 C16 1.393(3) . ?
C39 C38 1.464(2) . ?
C39 C40 1.396(3) . ?
C38 H38 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.383(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(2) . ?
C4 C5 1.372(3) . ?
C4 C3 1.382(2) . ?
C30 H30 0.9300 . ?
C30 C29 1.378(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.376(3) . ?
C20 C19 1.384(3) . ?
C32 H32 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.374(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.373(3) . ?
C6 H6 0.9300 . ?
C3 H3 0.9300 . ?
C28 C27 1.377(3) . ?
C27 H27 0.9300 . ?
C43 H43 0.9300 . ?
C43 C42 1.369(3) . ?
C11 H11 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.362(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.374(3) . ?
C42 H42 0.9300 . ?
C42 C41 1.378(3) . ?
C41 H41 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.382(3) . ?
C17 H17 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C32 S33 C34 88.08(8) . . ?
C11 S10 C9 88.22(8) . . ?
C9 N8 C7 109.44(13) . . ?
C34 N35 C31 109.17(13) . . ?
C14 N13 N12 117.14(15) . . ?
N13 N12 H12 121.5 . . ?
N13 N12 C9 116.94(14) . . ?
C9 N12 H12 121.5 . . ?
C38 N37 N36 117.49(15) . . ?
N37 N36 H36 121.7 . . ?
N37 N36 C34 116.61(14) . . ?
C34 N36 H36 121.7 . . ?
O47 N45 C44 118.75(15) . . ?
O46 N45 O47 123.26(18) . . ?
O46 N45 C44 117.98(17) . . ?
C26 C25 C31 121.20(14) . . ?
C26 C25 C30 118.09(15) . . ?
C30 C25 C31 120.65(15) . . ?
O23 N21 C20 118.96(17) . . ?
O22 N21 O23 123.4(2) . . ?
O22 N21 C20 117.6(2) . . ?
C2 C1 C7 120.84(14) . . ?
C2 C1 C6 118.03(15) . . ?
C6 C1 C7 121.09(15) . . ?
N8 C7 C1 119.80(14) . . ?
C11 C7 N8 114.90(15) . . ?
C11 C7 C1 125.22(14) . . ?
N35 C31 C25 119.75(14) . . ?
C32 C31 N35 114.73(14) . . ?
C32 C31 C25 125.46(14) . . ?
N13 C14 H14 120.4 . . ?
N13 C14 C15 119.18(16) . . ?
C15 C14 H14 120.4 . . ?
C39 C44 N45 120.90(15) . . ?
C43 C44 N45 116.26(15) . . ?
C43 C44 C39 122.84(17) . . ?
C20 C15 C14 124.53(16) . . ?
C16 C15 C14 119.66(15) . . ?
C16 C15 C20 115.75(16) . . ?
N8 C9 S10 116.27(12) . . ?
N8 C9 N12 123.67(15) . . ?
N12 C9 S10 120.06(12) . . ?
C44 C39 C38 124.19(16) . . ?
C40 C39 C44 115.45(16) . . ?
C40 C39 C38 120.29(15) . . ?
N37 C38 C39 119.26(16) . . ?
N37 C38 H38 120.4 . . ?
C39 C38 H38 120.4 . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.21(16) . . ?
C27 C26 H26 119.4 . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.44(15) . . ?
C3 C2 H2 119.3 . . ?
N35 C34 S33 116.56(12) . . ?
N35 C34 N36 123.43(15) . . ?
N36 C34 S33 120.01(12) . . ?
C5 C4 Cl24 119.55(13) . . ?
C5 C4 C3 120.86(16) . . ?
C3 C4 Cl24 119.59(14) . . ?
C25 C30 H30 119.5 . . ?
C29 C30 C25 121.04(17) . . ?
C29 C30 H30 119.5 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.93(15) . . ?
C6 C5 H5 120.0 . . ?
C15 C20 N21 121.58(17) . . ?
C19 C20 N21 115.93(17) . . ?
C19 C20 C15 122.48(18) . . ?
S33 C32 H32 124.3 . . ?
C31 C32 S33 111.46(12) . . ?
C31 C32 H32 124.3 . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.86(18) . . ?
C17 C16 H16 119.1 . . ?
C30 C29 H29 120.3 . . ?
C28 C29 C30 119.50(16) . . ?
C28 C29 H29 120.3 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.80(16) . . ?
C5 C6 H6 119.6 . . ?
C2 C3 C4 118.93(16) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C29 C28 Cl48 119.66(14) . . ?
C29 C28 C27 121.05(16) . . ?
C27 C28 Cl48 119.28(16) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.11(18) . . ?
C28 C27 H27 120.4 . . ?
C44 C43 H43 120.3 . . ?
C42 C43 C44 119.43(17) . . ?
C42 C43 H43 120.3 . . ?
S10 C11 H11 124.4 . . ?
C7 C11 S10 111.17(13) . . ?
C7 C11 H11 124.4 . . ?
C20 C19 H19 120.1 . . ?
C18 C19 C20 119.83(18) . . ?
C18 C19 H19 120.1 . . ?
C39 C40 H40 118.9 . . ?
C41 C40 C39 122.21(17) . . ?
C41 C40 H40 118.9 . . ?
C43 C42 H42 120.2 . . ?
C43 C42 C41 119.60(18) . . ?
C41 C42 H42 120.2 . . ?
C40 C41 C42 120.45(19) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C19 C18 H18 120.3 . . ?
C19 C18 C17 119.39(19) . . ?
C17 C18 H18 120.3 . . ?
C16 C17 C18 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl24 C4 C5 C6 -178.61(15) . . . . ?
Cl24 C4 C3 C2 178.12(15) . . . . ?
Cl48 C28 C27 C26 -179.23(15) . . . . ?
N8 C7 C11 S10 -1.0(2) . . . . ?
N35 C31 C32 S33 -0.6(2) . . . . ?
N13 N12 C9 S10 4.1(2) . . . . ?
N13 N12 C9 N8 -176.44(17) . . . . ?
N13 C14 C15 C20 -175.89(17) . . . . ?
N13 C14 C15 C16 7.2(3) . . . . ?
O47 N45 C44 C39 31.0(3) . . . . ?
O47 N45 C44 C43 -148.96(19) . . . . ?
N12 N13 C14 C15 -178.02(16) . . . . ?
N37 N36 C34 S33 -0.8(2) . . . . ?
N37 N36 C34 N35 178.58(17) . . . . ?
O46 N45 C44 C39 -150.65(18) . . . . ?
O46 N45 C44 C43 29.4(3) . . . . ?
N36 N37 C38 C39 -179.27(17) . . . . ?
N45 C44 C39 C38 4.2(3) . . . . ?
N45 C44 C39 C40 -178.81(18) . . . . ?
N45 C44 C43 C42 178.34(19) . . . . ?
O23 N21 C20 C15 30.0(3) . . . . ?
O23 N21 C20 C19 -148.5(2) . . . . ?
C25 C31 C32 S33 176.58(14) . . . . ?
C25 C26 C27 C28 -0.3(3) . . . . ?
C25 C30 C29 C28 -0.4(3) . . . . ?
N21 C20 C19 C18 176.43(19) . . . . ?
C1 C7 C11 S10 175.65(15) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C7 N8 C9 S10 -0.8(2) . . . . ?
C7 N8 C9 N12 179.73(17) . . . . ?
C7 C1 C2 C3 178.66(17) . . . . ?
C7 C1 C6 C5 -179.16(17) . . . . ?
C31 N35 C34 S33 -0.1(2) . . . . ?
C31 N35 C34 N36 -179.46(17) . . . . ?
C31 C25 C26 C27 177.76(17) . . . . ?
C31 C25 C30 C29 -177.40(17) . . . . ?
C14 N13 N12 C9 178.65(16) . . . . ?
C14 C15 C20 N21 5.9(3) . . . . ?
C14 C15 C20 C19 -175.66(18) . . . . ?
C14 C15 C16 C17 177.7(2) . . . . ?
C44 C39 C38 N37 179.39(18) . . . . ?
C44 C39 C40 C41 0.2(3) . . . . ?
C44 C43 C42 C41 0.7(3) . . . . ?
C15 C20 C19 C18 -2.1(3) . . . . ?
C15 C16 C17 C18 -1.8(3) . . . . ?
C9 S10 C11 C7 0.42(16) . . . . ?
C9 N8 C7 C1 -175.69(16) . . . . ?
C9 N8 C7 C11 1.1(2) . . . . ?
C39 C44 C43 C42 -1.6(3) . . . . ?
C39 C40 C41 C42 -1.0(4) . . . . ?
C38 N37 N36 C34 177.63(18) . . . . ?
C38 C39 C40 C41 177.2(2) . . . . ?
C26 C25 C31 N35 26.2(2) . . . . ?
C26 C25 C31 C32 -150.87(19) . . . . ?
C26 C25 C30 C29 0.1(3) . . . . ?
C2 C1 C7 N8 23.6(3) . . . . ?
C2 C1 C7 C11 -152.9(2) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
C34 S33 C32 C31 0.47(15) . . . . ?
C34 N35 C31 C25 -176.94(16) . . . . ?
C34 N35 C31 C32 0.4(2) . . . . ?
C4 C5 C6 C1 0.5(3) . . . . ?
C30 C25 C31 N35 -156.42(17) . . . . ?
C30 C25 C31 C32 26.5(3) . . . . ?
C30 C25 C26 C27 0.3(3) . . . . ?
C30 C29 C28 Cl48 179.60(15) . . . . ?
C30 C29 C28 C27 0.5(3) . . . . ?
C5 C4 C3 C2 -1.2(3) . . . . ?
C20 C15 C16 C17 0.6(3) . . . . ?
C20 C19 C18 C17 0.9(3) . . . . ?
C32 S33 C34 N35 -0.24(16) . . . . ?
C32 S33 C34 N36 179.19(17) . . . . ?
C16 C15 C20 N21 -177.12(17) . . . . ?
C16 C15 C20 C19 1.3(3) . . . . ?
C29 C28 C27 C26 -0.1(3) . . . . ?
C6 C1 C7 N8 -158.42(17) . . . . ?
C6 C1 C7 C11 25.1(3) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
O22 N21 C20 C15 -151.5(2) . . . . ?
O22 N21 C20 C19 30.0(3) . . . . ?
C43 C44 C39 C38 -175.78(19) . . . . ?
C43 C44 C39 C40 1.2(3) . . . . ?
C43 C42 C41 C40 0.6(4) . . . . ?
C11 S10 C9 N8 0.23(16) . . . . ?
C11 S10 C9 N12 179.74(16) . . . . ?
C19 C18 C17 C16 1.0(4) . . . . ?
C40 C39 C38 N37 2.6(3) . . . . ?

_olex2_exptl_crystal_mounting_method no.
_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 1.401
_oxdiff_exptl_absorpt_empirical_full_min 0.818
