# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_C1
_database_code_depnum_ccdc_archive 'CCDC 2085440'
loop_
_audit_author_name
_audit_author_address
'Swapan Dey'
;Indian Institute of Technology (ISM), Dhanbad
India
;
_audit_update_record             
;
2021-10-21 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H9 Cl N4 O S'
_chemical_formula_weight         328.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.0687(8)
_cell_length_b                   6.5157(5)
_cell_length_c                   26.9123(17)
_cell_angle_alpha                90
_cell_angle_beta                 90.204(7)
_cell_angle_gamma                90
_cell_volume                     1414.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    5571
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      28.5

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.424
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      292(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  "Bruker Smart Apex'"
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15957
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_av_R_equivalents  0.0928
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.028
_diffrn_reflns_theta_max         28.930
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.873
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.873
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3260
_reflns_number_gt                2571
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0905P)²+5.7737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3260
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0902
_refine_ls_wR_factor_ref         0.2578
_refine_ls_wR_factor_gt          0.2512
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.5391(2) 0.8510(3) 0.44745(6) 0.0430(4) Uani 1 1 d . . . . .
Cl1 Cl 1.0443(3) 0.4457(4) 0.70585(7) 0.0730(7) Uani 1 1 d . . . . .
O1 O 0.6996(7) 0.7613(8) 0.53438(18) 0.0534(13) Uani 1 1 d . . . . .
N2 N 0.8946(7) 0.2651(8) 0.5377(2) 0.0417(12) Uani 1 1 d . . . . .
N1 N 0.9721(7) 0.3126(8) 0.61618(18) 0.0382(11) Uani 1 1 d . . . . .
N3 N 0.7094(7) 0.5099(10) 0.4758(2) 0.0457(13) Uani 1 1 d . . . . .
H3 H 0.738(10) 0.369(13) 0.468(3) 0.05(2) Uiso 1 1 d . . . . .
N4 N 0.6043(8) 0.5208(9) 0.3959(2) 0.0464(13) Uani 1 1 d . . . . .
C5 C 0.9734(8) 0.1814(9) 0.5754(2) 0.0391(13) Uani 1 1 d . . . . .
C7 C 0.8421(7) 0.4521(9) 0.5538(2) 0.0351(12) Uani 1 1 d . . . . .
C6 C 0.8882(8) 0.4878(10) 0.6024(2) 0.0392(13) Uani 1 1 d . . . . .
H6 H 0.867436 0.603815 0.621478 0.047 Uiso 1 1 calc R U . . .
C11 C 0.4706(8) 0.8424(11) 0.3863(2) 0.0425(14) Uani 1 1 d . . . . .
C9 C 0.6241(8) 0.6093(10) 0.4380(2) 0.0406(14) Uani 1 1 d . . . . .
C8 C 0.7440(8) 0.5910(10) 0.5216(2) 0.0390(13) Uani 1 1 d . . . . .
C4 C 1.0511(9) 0.2617(12) 0.6606(2) 0.0490(16) Uani 1 1 d . . . . .
C15 C 0.4701(11) 0.6112(13) 0.3160(2) 0.060(2) Uani 1 1 d . . . . .
H15 H 0.496711 0.486142 0.301359 0.072 Uiso 1 1 calc R U . . .
C1 C 1.0526(10) -0.0099(10) 0.5803(3) 0.0487(16) Uani 1 1 d . . . . .
H1 H 1.053603 -0.101454 0.553832 0.058 Uiso 1 1 calc R U . . .
C13 C 0.3462(11) 0.9453(15) 0.3103(3) 0.064(2) Uani 1 1 d . . . . .
H13 H 0.291002 1.043740 0.291418 0.076 Uiso 1 1 calc R U . . .
C3 C 1.1272(9) 0.0841(12) 0.6649(3) 0.0519(17) Uani 1 1 d . . . . .
H3A H 1.181125 0.050981 0.694390 0.062 Uiso 1 1 calc R U . . .
C14 C 0.3845(11) 0.7629(15) 0.2895(2) 0.063(2) Uani 1 1 d . . . . .
H14 H 0.353171 0.737374 0.256808 0.076 Uiso 1 1 calc R U . . .
C10 C 0.5139(8) 0.6541(12) 0.3649(2) 0.0461(15) Uani 1 1 d . . . . .
C12 C 0.3880(10) 0.9887(14) 0.3594(3) 0.059(2) Uani 1 1 d . . . . .
H12 H 0.360388 1.114213 0.373640 0.071 Uiso 1 1 calc R U . . .
C2 C 1.1278(10) -0.0607(12) 0.6239(3) 0.0567(19) Uani 1 1 d . . . . .
H2 H 1.179385 -0.187578 0.627441 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.735(6) . ?
S1 C9 1.737(7) . ?
Cl1 C4 1.711(8) . ?
O1 C8 1.216(8) . ?
N2 C5 1.314(8) . ?
N2 C7 1.361(8) . ?
N1 C6 1.377(8) . ?
N1 C5 1.392(8) . ?
N1 C4 1.393(8) . ?
N3 C8 1.369(8) . ?
N3 C9 1.388(8) . ?
N3 H3 0.97(8) . ?
N4 C9 1.281(8) . ?
N4 C10 1.406(9) . ?
C5 C1 1.407(9) . ?
C7 C6 1.377(8) . ?
C7 C8 1.480(8) . ?
C6 H6 0.9300 . ?
C11 C12 1.369(10) . ?
C11 C10 1.400(10) . ?
C4 C3 1.315(11) . ?
C15 C10 1.390(9) . ?
C15 C14 1.399(12) . ?
C15 H15 0.9300 . ?
C1 C2 1.359(10) . ?
C1 H1 0.9300 . ?
C13 C14 1.350(13) . ?
C13 C12 1.393(11) . ?
C13 H13 0.9300 . ?
C3 C2 1.451(11) . ?
C3 H3A 0.9300 . ?
C14 H14 0.9300 . ?
C12 H12 0.9300 . ?
C2 H2 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
C11 S1 C9 87.5(3) . . ?
C5 N2 C7 106.0(5) . . ?
C6 N1 C5 107.5(5) . . ?
C6 N1 C4 130.7(6) . . ?
C5 N1 C4 121.7(5) . . ?
C8 N3 C9 125.4(6) . . ?
C8 N3 H3 121(4) . . ?
C9 N3 H3 113(5) . . ?
C9 N4 C10 108.0(6) . . ?
N2 C5 N1 110.4(5) . . ?
N2 C5 C1 131.2(6) . . ?
N1 C5 C1 118.3(6) . . ?
N2 C7 C6 111.8(5) . . ?
N2 C7 C8 121.8(5) . . ?
C6 C7 C8 126.4(6) . . ?
C7 C6 N1 104.3(5) . . ?
C7 C6 H6 127.9 . . ?
N1 C6 H6 127.9 . . ?
C12 C11 C10 121.0(6) . . ?
C12 C11 S1 129.2(6) . . ?
C10 C11 S1 109.8(5) . . ?
N4 C9 N3 120.0(6) . . ?
N4 C9 S1 119.3(5) . . ?
N3 C9 S1 120.7(5) . . ?
O1 C8 N3 123.2(6) . . ?
O1 C8 C7 123.4(6) . . ?
N3 C8 C7 113.4(6) . . ?
C3 C4 N1 119.8(7) . . ?
C3 C4 Cl1 124.8(5) . . ?
N1 C4 Cl1 115.3(5) . . ?
C10 C15 C14 117.6(8) . . ?
C10 C15 H15 121.2 . . ?
C14 C15 H15 121.2 . . ?
C2 C1 C5 119.9(7) . . ?
C2 C1 H1 120.0 . . ?
C5 C1 H1 120.0 . . ?
C14 C13 C12 121.1(7) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C13 C14 C15 121.7(7) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C15 C10 C11 120.2(7) . . ?
C15 C10 N4 124.5(7) . . ?
C11 C10 N4 115.3(5) . . ?
C11 C12 C13 118.4(8) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
C1 C2 C3 119.6(7) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?

_refine_diff_density_max         0.552
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2085441'
loop_
_audit_author_name
_audit_author_address
'Swapan Dey'
;Indian Institute of Technology (ISM), Dhanbad
India
;
_audit_update_record             
;
2021-10-21 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H10 Cl N5 O'
_chemical_formula_weight         311.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   6.5832(8)
_cell_length_b                   7.6795(10)
_cell_length_c                   13.7007(13)
_cell_angle_alpha                97.024(9)
_cell_angle_beta                 91.925(9)
_cell_angle_gamma                96.046(10)
_cell_volume                     682.87(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    898
_cell_measurement_theta_min      1.2
_cell_measurement_theta_max      25.2

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_F_000             320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.068
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.044
_exptl_absorpt_coefficient_mu    0.289
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      292(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart Apex'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4948
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.689
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2536
_reflns_number_gt                1557
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0549P)²+0.0606P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2536
_refine_ls_number_parameters     207
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1274
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.55404(13) 1.14856(14) 0.89335(5) 0.0639(3) Uani 1 1 d . . . . .
O1 O 0.2027(3) 0.6758(3) 0.54785(14) 0.0526(6) Uani 1 1 d . . . . .
N4 N 0.6721(3) 1.0277(3) 0.71903(15) 0.0351(6) Uani 1 1 d . . . . .
N5 N 0.7152(3) 0.8986(3) 0.56705(16) 0.0399(6) Uani 1 1 d . . . . .
N3 N 0.4633(4) 0.6746(4) 0.44283(18) 0.0440(7) Uani 1 1 d . . . . .
N2 N 0.1788(4) 0.4922(4) 0.35662(18) 0.0420(7) Uani 1 1 d . . . . .
N1 N 0.4750(4) 0.5306(4) 0.28161(17) 0.0454(7) Uani 1 1 d . . . . .
C9 C 0.5215(4) 0.8509(4) 0.59568(18) 0.0367(7) Uani 1 1 d . . . . .
C15 C 0.8061(4) 1.0054(4) 0.64211(19) 0.0364(7) Uani 1 1 d . . . . .
C10 C 0.4904(4) 0.9289(4) 0.6880(2) 0.0402(8) Uani 1 1 d . . . . .
H10 H 0.371541 0.917524 0.722545 0.048 Uiso 1 1 calc R U . . .
C7 C 0.3751(4) 0.5667(4) 0.3613(2) 0.0386(7) Uani 1 1 d . . . . .
C6 C 0.1455(5) 0.3993(4) 0.2634(2) 0.0396(7) Uani 1 1 d . . . . .
C8 C 0.3776(4) 0.7275(4) 0.5291(2) 0.0389(8) Uani 1 1 d . . . . .
C1 C 0.3307(5) 0.4231(4) 0.2183(2) 0.0435(8) Uani 1 1 d . . . . .
C12 C 0.9217(4) 1.2238(4) 0.8164(2) 0.0449(8) Uani 1 1 d . . . . .
H12 H 0.962228 1.297785 0.874148 0.054 Uiso 1 1 calc R U . . .
C11 C 0.7329(5) 1.1362(4) 0.8059(2) 0.0415(8) Uani 1 1 d . . . . .
C14 C 1.0052(4) 1.0977(4) 0.6550(2) 0.0468(9) Uani 1 1 d . . . . .
H14 H 1.097771 1.085377 0.605484 0.056 Uiso 1 1 calc R U . . .
C13 C 1.0588(4) 1.2036(4) 0.7397(2) 0.0488(9) Uani 1 1 d . . . . .
H13 H 1.189073 1.264751 0.747897 0.059 Uiso 1 1 calc R U . . .
C5 C -0.0297(5) 0.3094(5) 0.2150(2) 0.0564(10) Uani 1 1 d . . . . .
H5 H -0.154152 0.299993 0.245133 0.068 Uiso 1 1 calc R U . . .
C3 C 0.1764(6) 0.2538(5) 0.0742(2) 0.0649(11) Uani 1 1 d . . . . .
H3A H 0.184912 0.201293 0.009771 0.078 Uiso 1 1 calc R U . . .
C2 C 0.3482(5) 0.3485(5) 0.1218(2) 0.0595(10) Uani 1 1 d . . . . .
H2A H 0.471179 0.361915 0.090604 0.071 Uiso 1 1 calc R U . . .
C4 C -0.0094(6) 0.2340(5) 0.1190(2) 0.0625(10) Uani 1 1 d . . . . .
H4 H -0.121903 0.169267 0.084113 0.075 Uiso 1 1 calc R U . . .
H3 H 0.573(4) 0.710(4) 0.436(2) 0.038(10) Uiso 1 1 d . . . . .
H2 H 0.094(5) 0.505(5) 0.400(2) 0.065(11) Uiso 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
Cl1 C11 1.709(3) . ?
O1 C8 1.224(3) . ?
N4 C10 1.372(3) . ?
N4 C11 1.388(4) . ?
N4 C15 1.403(3) . ?
N5 C15 1.318(4) . ?
N5 C9 1.372(3) . ?
N3 C8 1.363(4) . ?
N3 C7 1.379(4) . ?
N2 C7 1.353(4) . ?
N2 C6 1.384(4) . ?
N1 C7 1.309(3) . ?
N1 C1 1.393(4) . ?
C9 C10 1.363(4) . ?
C9 C8 1.472(4) . ?
C15 C14 1.418(4) . ?
C6 C5 1.384(4) . ?
C6 C1 1.390(4) . ?
C1 C2 1.389(4) . ?
C12 C11 1.344(4) . ?
C12 C13 1.412(4) . ?
C14 C13 1.346(4) . ?
C5 C4 1.387(4) . ?
C3 C2 1.377(4) . ?
C3 C4 1.389(5) . ?

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
C10 N4 C11 131.9(2) . . ?
C10 N4 C15 107.0(2) . . ?
C11 N4 C15 121.0(2) . . ?
C15 N5 C9 105.5(2) . . ?
C8 N3 C7 128.8(3) . . ?
C7 N2 C6 105.8(2) . . ?
C7 N1 C1 103.5(2) . . ?
C10 C9 N5 111.8(2) . . ?
C10 C9 C8 128.1(3) . . ?
N5 C9 C8 120.0(2) . . ?
N5 C15 N4 110.4(2) . . ?
N5 C15 C14 131.3(3) . . ?
N4 C15 C14 118.3(3) . . ?
C9 C10 N4 105.2(2) . . ?
N1 C7 N2 114.9(3) . . ?
N1 C7 N3 122.2(3) . . ?
N2 C7 N3 122.9(3) . . ?
N2 C6 C5 131.5(3) . . ?
N2 C6 C1 105.4(3) . . ?
C5 C6 C1 122.9(3) . . ?
O1 C8 N3 123.2(3) . . ?
O1 C8 C9 125.1(3) . . ?
N3 C8 C9 111.7(3) . . ?
C2 C1 C6 120.0(3) . . ?
C2 C1 N1 129.5(3) . . ?
C6 C1 N1 110.4(3) . . ?
C11 C12 C13 120.1(3) . . ?
C12 C11 N4 119.8(3) . . ?
C12 C11 Cl1 124.5(2) . . ?
N4 C11 Cl1 115.7(2) . . ?
C13 C14 C15 119.3(3) . . ?
C14 C13 C12 121.5(3) . . ?
C6 C5 C4 116.3(3) . . ?
C2 C3 C4 122.2(3) . . ?
C3 C2 C1 117.4(3) . . ?
C5 C4 C3 121.0(3) . . ?

_refine_diff_density_max         0.203
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_C2S
_database_code_depnum_ccdc_archive 'CCDC 2085443'
loop_
_audit_author_name
_audit_author_address
'Swapan Dey'
;Indian Institute of Technology (ISM), Dhanbad
India
;
_audit_update_record             
;
2021-10-21 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H49 Cl N6 O3'
_chemical_formula_weight         589.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

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

_cell_length_a                   46.3890(18)
_cell_length_b                   9.2469(6)
_cell_length_c                   15.7793(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6768.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    988
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      25.7

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             2544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.151
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      292(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart Apex'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22943
_diffrn_reflns_av_unetI/netI     0.1123
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_limit_h_min       -63
_diffrn_reflns_limit_h_max       59
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.246
_diffrn_reflns_theta_max         29.396
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8095
_reflns_number_gt                2924
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0617P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8095
_refine_ls_number_parameters     407
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.2003
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1890
_refine_ls_wR_factor_gt          0.1336
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.42916(5) 0.8287(3) 0.98656(18) 0.0888(9) Uani 1 1 d . . . . .
H2A H 0.4197(9) 0.776(5) 1.020(3) 0.133 Uiso 1 1 d . U . . .
H2B H 0.4210(10) 0.919(5) 0.990(3) 0.133 Uiso 1 1 d . U . . .
O3 O 0.39129(6) 1.0729(3) 0.98944(16) 0.0810(8) Uani 1 1 d . . . . .
H3B H 0.3973(9) 1.143(5) 1.015(3) 0.121 Uiso 1 1 d . U . . .
H3C H 0.3772(9) 1.042(5) 1.016(3) 0.121 Uiso 1 1 d . U . . .
Cl1 Cl 0.50849(2) 0.60460(12) 1.12896(7) 0.1054(4) Uani 1 1 d . . . . .
O1 O 0.37032(4) 0.4020(2) 1.08120(13) 0.0655(6) Uani 1 1 d . . . . .
N1 N 0.46698(5) 0.4210(3) 1.09585(16) 0.0613(7) Uani 1 1 d . . . . .
N2 N 0.42615(5) 0.2985(3) 1.07157(17) 0.0658(7) Uani 1 1 d . . . . .
N3 N 0.38783(5) 0.6398(3) 1.08104(15) 0.0535(6) Uani 1 1 d . . . . .
N4 N 0.33678(5) 0.6178(3) 1.05531(16) 0.0634(7) Uani 1 1 d . . . . .
H4 H 0.335491 0.525159 1.057709 0.076 Uiso 1 1 calc R U . . .
N5 N 0.35631(5) 0.8398(3) 1.06109(15) 0.0551(7) Uani 1 1 d . . . . .
N6 N 0.35862(5) 0.8760(3) 0.77675(14) 0.0526(6) Uani 1 1 d . . . . .
C1 C 0.49662(7) 0.4353(4) 1.1039(2) 0.0765(10) Uani 1 1 d . . . . .
C2 C 0.51358(8) 0.3199(5) 1.0925(3) 0.0936(13) Uani 1 1 d . . . . .
H2 H 0.533431 0.329309 1.098670 0.112 Uiso 1 1 calc R U . . .
C3 C 0.50177(8) 0.1845(5) 1.0714(3) 0.1004(13) Uani 1 1 d . . . . .
H3A H 0.513972 0.106186 1.062510 0.120 Uiso 1 1 calc R U . . .
C4 C 0.47297(8) 0.1665(4) 1.0639(3) 0.0906(12) Uani 1 1 d . . . . .
H4A H 0.465351 0.076418 1.050314 0.109 Uiso 1 1 calc R U . . .
C5 C 0.45455(7) 0.2867(4) 1.0768(2) 0.0680(9) Uani 1 1 d . . . . .
C6 C 0.42025(6) 0.4417(4) 1.08676(19) 0.0555(8) Uani 1 1 d . . . . .
C7 C 0.44486(6) 0.5188(4) 1.10146(19) 0.0589(8) Uani 1 1 d . . . . .
H7 H 0.446305 0.617235 1.112890 0.071 Uiso 1 1 calc R U . . .
C8 C 0.39002(6) 0.4950(4) 1.08314(18) 0.0537(8) Uani 1 1 d . . . . .
C9 C 0.36126(6) 0.6981(4) 1.06807(18) 0.0511(8) Uani 1 1 d . . . . .
C10 C 0.32727(6) 0.8502(4) 1.04269(19) 0.0566(8) Uani 1 1 d . . . . .
C11 C 0.31053(7) 0.9710(4) 1.0262(2) 0.0711(10) Uani 1 1 d . . . . .
H11 H 0.318372 1.063428 1.029345 0.085 Uiso 1 1 calc R U . . .
C12 C 0.28195(8) 0.9510(5) 1.0050(3) 0.0943(13) Uani 1 1 d . . . . .
H12 H 0.270451 1.031084 0.993726 0.113 Uiso 1 1 calc R U . . .
C13 C 0.27005(8) 0.8139(6) 1.0003(3) 0.1160(17) Uani 1 1 d . . . . .
H13 H 0.250788 0.804284 0.984994 0.139 Uiso 1 1 calc R U . . .
C14 C 0.28587(7) 0.6912(5) 1.0176(3) 0.1060(15) Uani 1 1 d . . . . .
H14 H 0.277726 0.599405 1.015642 0.127 Uiso 1 1 calc R U . . .
C15 C 0.31463(6) 0.7126(4) 1.0380(2) 0.0660(9) Uani 1 1 d . . . . .
C16 C 0.33573(6) 0.8173(4) 0.71657(19) 0.0643(9) Uani 1 1 d . . . . .
H16A H 0.331117 0.892039 0.675639 0.077 Uiso 1 1 calc R U . . .
H16B H 0.343930 0.736550 0.685598 0.077 Uiso 1 1 calc R U . . .
C17 C 0.30815(7) 0.7677(4) 0.7573(2) 0.0819(11) Uani 1 1 d . . . . .
H17A H 0.299054 0.848801 0.785672 0.098 Uiso 1 1 calc R U . . .
H17B H 0.312454 0.694808 0.799688 0.098 Uiso 1 1 calc R U . . .
C18 C 0.28749(7) 0.7052(5) 0.6923(3) 0.1049(14) Uani 1 1 d . . . . .
H18A H 0.283505 0.778059 0.649622 0.126 Uiso 1 1 calc R U . . .
H18B H 0.296690 0.624036 0.664237 0.126 Uiso 1 1 calc R U . . .
C19 C 0.25942(9) 0.6552(6) 0.7303(4) 0.153(2) Uani 1 1 d . . . . .
H19A H 0.247518 0.614096 0.686727 0.230 Uiso 1 1 calc R U . . .
H19B H 0.249657 0.736085 0.755432 0.230 Uiso 1 1 calc R U . . .
H19C H 0.263184 0.583618 0.772927 0.230 Uiso 1 1 calc R U . . .
C20 C 0.38328(6) 0.9289(3) 0.72162(18) 0.0571(8) Uani 1 1 d . . . . .
H20A H 0.388994 0.851180 0.683909 0.069 Uiso 1 1 calc R U . . .
H20B H 0.376355 1.008023 0.686760 0.069 Uiso 1 1 calc R U . . .
C21 C 0.40962(6) 0.9798(4) 0.7700(2) 0.0671(9) Uani 1 1 d . . . . .
H21A H 0.403801 1.046642 0.814129 0.081 Uiso 1 1 calc R U . . .
H21B H 0.418937 0.897658 0.796677 0.081 Uiso 1 1 calc R U . . .
C22 C 0.43029(7) 1.0525(4) 0.7118(2) 0.0868(11) Uani 1 1 d . . . . .
H22A H 0.421637 1.141235 0.691115 0.104 Uiso 1 1 calc R U . . .
H22B H 0.433670 0.990238 0.663278 0.104 Uiso 1 1 calc R U . . .
C23 C 0.45868(8) 1.0876(5) 0.7523(3) 0.1181(16) Uani 1 1 d . . . . .
H23A H 0.470577 1.138876 0.712663 0.177 Uiso 1 1 calc R U . . .
H23B H 0.468122 0.999664 0.768904 0.177 Uiso 1 1 calc R U . . .
H23C H 0.455500 1.146792 0.801456 0.177 Uiso 1 1 calc R U . . .
C24 C 0.36882(6) 0.7598(3) 0.83798(19) 0.0572(8) Uani 1 1 d . . . . .
H24A H 0.382196 0.803761 0.877611 0.069 Uiso 1 1 calc R U . . .
H24B H 0.352325 0.726502 0.870315 0.069 Uiso 1 1 calc R U . . .
C25 C 0.38323(7) 0.6303(3) 0.79898(19) 0.0627(9) Uani 1 1 d . . . . .
H25A H 0.399883 0.661620 0.766626 0.075 Uiso 1 1 calc R U . . .
H25B H 0.369944 0.583274 0.760350 0.075 Uiso 1 1 calc R U . . .
C26 C 0.39265(8) 0.5242(4) 0.8658(2) 0.0742(10) Uani 1 1 d . . . . .
H26A H 0.375851 0.492680 0.897412 0.089 Uiso 1 1 calc R U . . .
H26B H 0.405481 0.572867 0.905069 0.089 Uiso 1 1 calc R U . . .
C27 C 0.40781(8) 0.3930(4) 0.8306(2) 0.0930(12) Uani 1 1 d . . . . .
H27A H 0.424740 0.422898 0.800279 0.139 Uiso 1 1 calc R U . . .
H27B H 0.395091 0.342562 0.792745 0.139 Uiso 1 1 calc R U . . .
H27C H 0.413244 0.330046 0.876223 0.139 Uiso 1 1 calc R U . . .
C28 C 0.34646(6) 0.9981(3) 0.82952(19) 0.0600(8) Uani 1 1 d . . . . .
H28A H 0.331067 0.959262 0.864355 0.072 Uiso 1 1 calc R U . . .
H28B H 0.361490 1.031527 0.867502 0.072 Uiso 1 1 calc R U . . .
C29 C 0.33484(7) 1.1271(4) 0.7824(2) 0.0801(10) Uani 1 1 d D U . . .
H29A H 0.319211 1.097137 0.745508 0.096 Uiso 1 1 calc R U . A 1
H29B H 0.349922 1.168754 0.747432 0.096 Uiso 1 1 calc R U . A 1
C30 C 0.32403(13) 1.2390(7) 0.8446(4) 0.0965(18) Uani 0.816(6) 1 d D U P B 1
H30A H 0.308553 1.196878 0.877791 0.116 Uiso 0.816(6) 1 calc R U P B 1
H30B H 0.339542 1.263377 0.883290 0.116 Uiso 0.816(6) 1 calc R U P B 1
C31 C 0.31355(12) 1.3714(5) 0.8051(4) 0.119(2) Uani 0.816(6) 1 d D U P B 1
H31A H 0.297548 1.349145 0.768820 0.178 Uiso 0.816(6) 1 calc R U P B 1
H31B H 0.328729 1.414243 0.772267 0.178 Uiso 0.816(6) 1 calc R U P B 1
H31C H 0.307478 1.437955 0.848253 0.178 Uiso 0.816(6) 1 calc R U P B 1
C30B C 0.3118(4) 1.219(3) 0.8277(19) 0.091(4) Uani 0.184(6) 1 d D U P B 2
H30C H 0.302403 1.281785 0.787152 0.109 Uiso 0.184(6) 1 calc R U P B 2
H30D H 0.297355 1.155895 0.852352 0.109 Uiso 0.184(6) 1 calc R U P B 2
C31B C 0.3251(6) 1.305(3) 0.8939(16) 0.112(6) Uani 0.184(6) 1 d D U P B 2
H31D H 0.310529 1.357817 0.923854 0.167 Uiso 0.184(6) 1 calc R U P B 2
H31E H 0.338540 1.371781 0.868880 0.167 Uiso 0.184(6) 1 calc R U P B 2
H31F H 0.335172 1.242758 0.932563 0.167 Uiso 0.184(6) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 H2A 0.84(4) . ?
O2 H2B 0.92(4) . ?
O3 H3B 0.82(4) . ?
O3 H3C 0.83(4) . ?
Cl1 C1 1.706(4) . ?
O1 C8 1.255(3) . ?
N1 C7 1.371(4) . ?
N1 C1 1.387(4) . ?
N1 C5 1.402(4) . ?
N2 C5 1.325(4) . ?
N2 C6 1.373(4) . ?
N3 C8 1.343(4) . ?
N3 C9 1.361(3) . ?
N4 C9 1.371(3) . ?
N4 C15 1.378(4) . ?
N4 H4 0.8600 . ?
N5 C9 1.335(4) . ?
N5 C10 1.381(3) . ?
N6 C28 1.512(3) . ?
N6 C20 1.518(3) . ?
N6 C24 1.520(3) . ?
N6 C16 1.524(3) . ?
C1 C2 1.338(5) . ?
C2 C3 1.406(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.352(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.416(4) . ?
C4 H4A 0.9300 . ?
C6 C7 1.366(4) . ?
C6 C8 1.487(4) . ?
C7 H7 0.9300 . ?
C10 C11 1.385(4) . ?
C10 C15 1.403(4) . ?
C11 C12 1.380(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(4) . ?
C14 H14 0.9300 . ?
C16 C17 1.503(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.519(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.506(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.515(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.488(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.500(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.503(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.505(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.508(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.506(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.512(5) . ?
C29 C30B 1.539(16) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.457(8) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C30B C31B 1.451(19) . ?
C30B H30C 0.9700 . ?
C30B H30D 0.9700 . ?
C31B H31D 0.9600 . ?
C31B H31E 0.9600 . ?
C31B H31F 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
H2A O2 H2B 105(4) . . ?
H3B O3 H3C 107(4) . . ?
C7 N1 C1 132.3(3) . . ?
C7 N1 C5 106.9(2) . . ?
C1 N1 C5 120.8(3) . . ?
C5 N2 C6 105.5(3) . . ?
C8 N3 C9 117.9(2) . . ?
C9 N4 C15 107.6(3) . . ?
C9 N4 H4 126.2 . . ?
C15 N4 H4 126.2 . . ?
C9 N5 C10 104.7(3) . . ?
C28 N6 C20 110.8(2) . . ?
C28 N6 C24 107.1(2) . . ?
C20 N6 C24 110.9(2) . . ?
C28 N6 C16 110.4(2) . . ?
C20 N6 C16 106.4(2) . . ?
C24 N6 C16 111.2(2) . . ?
C2 C1 N1 119.7(3) . . ?
C2 C1 Cl1 125.0(3) . . ?
N1 C1 Cl1 115.4(3) . . ?
C1 C2 C3 120.8(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 121.0(4) . . ?
C4 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
C3 C4 C5 119.1(4) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
N2 C5 N1 110.4(3) . . ?
N2 C5 C4 131.0(3) . . ?
N1 C5 C4 118.5(3) . . ?
C7 C6 N2 111.5(3) . . ?
C7 C6 C8 128.4(3) . . ?
N2 C6 C8 120.1(3) . . ?
C6 C7 N1 105.7(3) . . ?
C6 C7 H7 127.2 . . ?
N1 C7 H7 127.2 . . ?
O1 C8 N3 128.8(3) . . ?
O1 C8 C6 117.4(3) . . ?
N3 C8 C6 113.8(3) . . ?
N5 C9 N3 123.9(3) . . ?
N5 C9 N4 112.1(3) . . ?
N3 C9 N4 123.9(3) . . ?
N5 C10 C11 129.9(3) . . ?
N5 C10 C15 110.9(3) . . ?
C11 C10 C15 119.2(3) . . ?
C12 C11 C10 118.4(3) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
C11 C12 C13 121.3(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 122.1(4) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 116.2(4) . . ?
C13 C14 H14 121.9 . . ?
C15 C14 H14 121.9 . . ?
N4 C15 C14 132.3(3) . . ?
N4 C15 C10 104.7(3) . . ?
C14 C15 C10 122.9(3) . . ?
C17 C16 N6 115.8(3) . . ?
C17 C16 H16A 108.3 . . ?
N6 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
N6 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C18 111.3(3) . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C19 C18 C17 113.1(4) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N6 114.8(2) . . ?
C21 C20 H20A 108.6 . . ?
N6 C20 H20A 108.6 . . ?
C21 C20 H20B 108.6 . . ?
N6 C20 H20B 108.6 . . ?
H20A C20 H20B 107.5 . . ?
C22 C21 C20 110.4(3) . . ?
C22 C21 H21A 109.6 . . ?
C20 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
C20 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C21 C22 C23 113.6(3) . . ?
C21 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 N6 116.2(2) . . ?
C25 C24 H24A 108.2 . . ?
N6 C24 H24A 108.2 . . ?
C25 C24 H24B 108.2 . . ?
N6 C24 H24B 108.2 . . ?
H24A C24 H24B 107.4 . . ?
C24 C25 C26 111.2(3) . . ?
C24 C25 H25A 109.4 . . ?
C26 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C25 C26 C27 113.7(3) . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
C27 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 N6 116.9(3) . . ?
C29 C28 H28A 108.1 . . ?
N6 C28 H28A 108.1 . . ?
C29 C28 H28B 108.1 . . ?
N6 C28 H28B 108.1 . . ?
H28A C28 H28B 107.3 . . ?
C28 C29 C30 109.8(4) . . ?
C28 C29 C30B 117.0(14) . . ?
C28 C29 H29A 109.7 . . ?
C30 C29 H29A 109.7 . . ?
C28 C29 H29B 109.7 . . ?
C30 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C31 C30 C29 114.0(5) . . ?
C31 C30 H30A 108.7 . . ?
C29 C30 H30A 108.7 . . ?
C31 C30 H30B 108.7 . . ?
C29 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C31B C30B C29 110.0(18) . . ?
C31B C30B H30C 109.7 . . ?
C29 C30B H30C 109.7 . . ?
C31B C30B H30D 109.7 . . ?
C29 C30B H30D 109.7 . . ?
H30C C30B H30D 108.2 . . ?
C30B C31B H31D 109.5 . . ?
C30B C31B H31E 109.5 . . ?
H31D C31B H31E 109.5 . . ?
C30B C31B H31F 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 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
C7 N1 C1 C2 -177.9(3) . . . . ?
C5 N1 C1 C2 0.6(5) . . . . ?
C7 N1 C1 Cl1 2.5(5) . . . . ?
C5 N1 C1 Cl1 -178.9(2) . . . . ?
N1 C1 C2 C3 0.9(6) . . . . ?
Cl1 C1 C2 C3 -179.6(3) . . . . ?
C1 C2 C3 C4 -1.5(7) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C6 N2 C5 N1 0.4(4) . . . . ?
C6 N2 C5 C4 -177.2(4) . . . . ?
C7 N1 C5 N2 -0.6(4) . . . . ?
C1 N1 C5 N2 -179.5(3) . . . . ?
C7 N1 C5 C4 177.3(3) . . . . ?
C1 N1 C5 C4 -1.6(5) . . . . ?
C3 C4 C5 N2 178.4(4) . . . . ?
C3 C4 C5 N1 1.0(6) . . . . ?
C5 N2 C6 C7 0.0(4) . . . . ?
C5 N2 C6 C8 178.1(3) . . . . ?
N2 C6 C7 N1 -0.4(4) . . . . ?
C8 C6 C7 N1 -178.3(3) . . . . ?
C1 N1 C7 C6 179.3(3) . . . . ?
C5 N1 C7 C6 0.6(3) . . . . ?
C9 N3 C8 O1 -6.1(5) . . . . ?
C9 N3 C8 C6 172.7(2) . . . . ?
C7 C6 C8 O1 -169.7(3) . . . . ?
N2 C6 C8 O1 12.5(4) . . . . ?
C7 C6 C8 N3 11.3(4) . . . . ?
N2 C6 C8 N3 -166.5(3) . . . . ?
C10 N5 C9 N3 175.9(3) . . . . ?
C10 N5 C9 N4 -0.2(3) . . . . ?
C8 N3 C9 N5 -177.1(3) . . . . ?
C8 N3 C9 N4 -1.4(4) . . . . ?
C15 N4 C9 N5 0.8(3) . . . . ?
C15 N4 C9 N3 -175.4(3) . . . . ?
C9 N5 C10 C11 -177.7(3) . . . . ?
C9 N5 C10 C15 -0.4(3) . . . . ?
N5 C10 C11 C12 176.7(3) . . . . ?
C15 C10 C11 C12 -0.5(5) . . . . ?
C10 C11 C12 C13 0.1(6) . . . . ?
C11 C12 C13 C14 1.0(7) . . . . ?
C12 C13 C14 C15 -1.5(7) . . . . ?
C9 N4 C15 C14 177.5(4) . . . . ?
C9 N4 C15 C10 -1.0(3) . . . . ?
C13 C14 C15 N4 -177.1(4) . . . . ?
C13 C14 C15 C10 1.1(6) . . . . ?
N5 C10 C15 N4 0.9(3) . . . . ?
C11 C10 C15 N4 178.5(3) . . . . ?
N5 C10 C15 C14 -177.8(3) . . . . ?
C11 C10 C15 C14 -0.2(5) . . . . ?
C28 N6 C16 C17 -55.6(3) . . . . ?
C20 N6 C16 C17 -176.0(3) . . . . ?
C24 N6 C16 C17 63.1(3) . . . . ?
N6 C16 C17 C18 -177.4(3) . . . . ?
C16 C17 C18 C19 -179.5(4) . . . . ?
C28 N6 C20 C21 65.1(3) . . . . ?
C24 N6 C20 C21 -53.7(3) . . . . ?
C16 N6 C20 C21 -174.8(3) . . . . ?
N6 C20 C21 C22 -170.2(3) . . . . ?
C20 C21 C22 C23 -172.0(3) . . . . ?
C28 N6 C24 C25 -176.9(2) . . . . ?
C20 N6 C24 C25 -55.9(3) . . . . ?
C16 N6 C24 C25 62.4(3) . . . . ?
N6 C24 C25 C26 179.3(2) . . . . ?
C24 C25 C26 C27 -178.9(3) . . . . ?
C20 N6 C28 C29 58.9(3) . . . . ?
C24 N6 C28 C29 -180.0(3) . . . . ?
C16 N6 C28 C29 -58.8(3) . . . . ?
N6 C28 C29 C30 -179.2(3) . . . . ?
N6 C28 C29 C30B 155.0(10) . . . . ?
C28 C29 C30 C31 177.3(4) . . . . ?
C28 C29 C30B C31B 74(3) . . . . ?

_refine_diff_density_max         0.179
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_C1S
_database_code_depnum_ccdc_archive 'CCDC 2085442'
loop_
_audit_author_name
_audit_author_address
'Swapan Dey'
;Indian Institute of Technology (ISM), Dhanbad
India
;
_audit_update_record             
;
2021-10-21 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H48 Cl N5 O3 S'
_chemical_formula_weight         606.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

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

_cell_length_a                   23.0412(9)
_cell_length_b                   9.3628(4)
_cell_length_c                   15.7390(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.319(4)
_cell_angle_gamma                90
_cell_volume                     3359.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    991
_cell_measurement_theta_min      1.6
_cell_measurement_theta_max      26.1

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.056
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.033
_exptl_absorpt_coefficient_mu    0.213
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      292(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart Apex'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39938
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.538
_diffrn_reflns_theta_max         28.901
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7806
_reflns_number_gt                5085
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0675P)²+0.6784P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7806
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1523
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.84454(2) 1.07569(6) 0.65133(4) 0.06487(17) Uani 1 1 d . . . . .
Cl1 Cl 0.47997(3) 1.10444(9) 0.62431(6) 0.1077(3) Uani 1 1 d . . . . .
O1 O 0.76028(6) 0.89485(14) 0.65537(9) 0.0616(4) Uani 1 1 d . . . . .
N5 N 0.78519(6) 0.35810(14) 0.36122(8) 0.0435(3) Uani 1 1 d . . . . .
N2 N 0.72575(6) 1.12730(16) 0.64378(9) 0.0500(4) Uani 1 1 d . . . . .
N1 N 0.78960(7) 1.32082(16) 0.64467(9) 0.0525(4) Uani 1 1 d . . . . .
N4 N 0.56369(7) 0.91808(18) 0.61528(10) 0.0608(4) Uani 1 1 d . . . . .
N3 N 0.64618(8) 0.79344(17) 0.61387(11) 0.0627(4) Uani 1 1 d . . . . .
C24 C 0.76111(8) 0.24394(18) 0.41513(10) 0.0471(4) Uani 1 1 d . . . . .
H24A H 0.792424 0.212886 0.459177 0.056 Uiso 1 1 calc R U . . .
H24B H 0.730861 0.286554 0.443871 0.056 Uiso 1 1 calc R U . . .
C7 C 0.77989(8) 1.18249(19) 0.64739(10) 0.0479(4) Uani 1 1 d . . . . .
C8 C 0.72023(8) 0.98393(19) 0.64529(10) 0.0491(4) Uani 1 1 d . . . . .
C25 C 0.73565(9) 0.11396(19) 0.36621(11) 0.0528(4) Uani 1 1 d . . . . .
H25A H 0.765121 0.071138 0.336035 0.063 Uiso 1 1 calc R U . . .
H25B H 0.702788 0.142485 0.323963 0.063 Uiso 1 1 calc R U . . .
C19 C 0.80610(8) 0.48037(18) 0.42126(11) 0.0499(4) Uani 1 1 d . . . . .
H19A H 0.772980 0.514997 0.446990 0.060 Uiso 1 1 calc R U . . .
H19B H 0.834695 0.443182 0.467237 0.060 Uiso 1 1 calc R U . . .
C20 C 0.73843(7) 0.40846(19) 0.29017(10) 0.0479(4) Uani 1 1 d . . . . .
H20A H 0.728892 0.330437 0.250025 0.058 Uiso 1 1 calc R U . . .
H20B H 0.754538 0.485285 0.259440 0.058 Uiso 1 1 calc R U . . .
C9 C 0.65882(8) 0.9339(2) 0.63198(11) 0.0515(4) Uani 1 1 d . . . . .
C4 C 0.84825(9) 1.3499(2) 0.64463(11) 0.0550(5) Uani 1 1 d . . . . .
C28 C 0.83566(8) 0.29994(19) 0.31924(11) 0.0500(4) Uani 1 1 d . . . . .
H28A H 0.821125 0.221226 0.282071 0.060 Uiso 1 1 calc R U . . .
H28B H 0.848528 0.374160 0.283217 0.060 Uiso 1 1 calc R U . . .
C21 C 0.68236(9) 0.4605(2) 0.31928(13) 0.0600(5) Uani 1 1 d . . . . .
H21A H 0.660603 0.379622 0.336763 0.072 Uiso 1 1 calc R U . . .
H21B H 0.691821 0.522981 0.368519 0.072 Uiso 1 1 calc R U . . .
C10 C 0.60926(8) 1.0123(2) 0.63338(12) 0.0577(5) Uani 1 1 d . . . . .
H10 H 0.606837 1.109594 0.644343 0.069 Uiso 1 1 calc R U . . .
C26 C 0.71528(9) 0.0056(2) 0.42681(12) 0.0596(5) Uani 1 1 d . . . . .
H26A H 0.748331 -0.022526 0.468844 0.071 Uiso 1 1 calc R U . . .
H26B H 0.686247 0.049467 0.457370 0.071 Uiso 1 1 calc R U . . .
C5 C 0.87211(10) 1.4854(2) 0.64046(12) 0.0668(5) Uani 1 1 d . . . . .
H5 H 0.848241 1.565814 0.638179 0.080 Uiso 1 1 calc R U . . .
C29 C 0.88822(8) 0.2484(2) 0.38021(14) 0.0629(5) Uani 1 1 d . . . . .
H29A H 0.902283 0.324999 0.419331 0.075 Uiso 1 1 calc R U . . .
H29B H 0.876525 0.169609 0.413995 0.075 Uiso 1 1 calc R U . . .
C18 C 0.83314(9) 0.6052(2) 0.38113(13) 0.0616(5) Uani 1 1 d . . . . .
H18A H 0.804763 0.645756 0.336048 0.074 Uiso 1 1 calc R U . . .
H18B H 0.866645 0.572845 0.355480 0.074 Uiso 1 1 calc R U . . .
C15 C 0.58855(10) 0.7846(2) 0.60283(13) 0.0648(5) Uani 1 1 d . . . . .
C3 C 0.88516(9) 1.2309(2) 0.64760(14) 0.0670(5) Uani 1 1 d . . . . .
C22 C 0.64506(9) 0.5399(2) 0.24848(14) 0.0692(6) Uani 1 1 d . . . . .
H22A H 0.639596 0.480803 0.197318 0.083 Uiso 1 1 calc R U . . .
H22B H 0.665477 0.625910 0.235364 0.083 Uiso 1 1 calc R U . . .
C30 C 0.93717(9) 0.2001(3) 0.33285(17) 0.0783(6) Uani 1 1 d . . . . .
H30A H 0.922760 0.124743 0.293055 0.094 Uiso 1 1 calc R U . . .
H30B H 0.949039 0.279455 0.299630 0.094 Uiso 1 1 calc R U . . .
C17 C 0.85253(11) 0.7181(2) 0.44780(15) 0.0783(6) Uani 1 1 d . . . . .
H17A H 0.819020 0.747171 0.474508 0.094 Uiso 1 1 calc R U . . .
H17B H 0.881303 0.676876 0.492093 0.094 Uiso 1 1 calc R U . . .
C11 C 0.50383(10) 0.9360(3) 0.60678(15) 0.0758(6) Uani 1 1 d . . . . .
C27 C 0.68907(11) -0.1258(2) 0.38063(16) 0.0790(7) Uani 1 1 d . . . . .
H27A H 0.655399 -0.099061 0.340500 0.118 Uiso 1 1 calc R U . . .
H27B H 0.677469 -0.191989 0.421614 0.118 Uiso 1 1 calc R U . . .
H27C H 0.717669 -0.169863 0.350399 0.118 Uiso 1 1 calc R U . . .
C6 C 0.93124(12) 1.4994(3) 0.63974(16) 0.0899(8) Uani 1 1 d . . . . .
H6 H 0.947404 1.590049 0.637349 0.108 Uiso 1 1 calc R U . . .
C23 C 0.58595(11) 0.5801(3) 0.27103(19) 0.0949(8) Uani 1 1 d . . . . .
H23A H 0.565815 0.639880 0.226682 0.142 Uiso 1 1 calc R U . . .
H23B H 0.590963 0.630991 0.324561 0.142 Uiso 1 1 calc R U . . .
H23C H 0.563360 0.495272 0.276243 0.142 Uiso 1 1 calc R U . . .
C14 C 0.55069(11) 0.6681(3) 0.58027(18) 0.0874(7) Uani 1 1 d . . . . .
H14 H 0.565847 0.578132 0.571387 0.105 Uiso 1 1 calc R U . . .
C12 C 0.46824(11) 0.8235(3) 0.58556(19) 0.0944(8) Uani 1 1 d . . . . .
H12 H 0.427768 0.834758 0.580038 0.113 Uiso 1 1 calc R U . . .
C2 C 0.94460(11) 1.2473(3) 0.6462(2) 0.1033(9) Uani 1 1 d . . . . .
H2A H 0.968932 1.167825 0.647746 0.124 Uiso 1 1 calc R U . . .
C31 C 0.98982(11) 0.1462(3) 0.3922(2) 0.1030(9) Uani 1 1 d . . . . .
H31A H 1.020937 0.125339 0.359675 0.155 Uiso 1 1 calc R U . . .
H31B H 0.979436 0.061062 0.420491 0.155 Uiso 1 1 calc R U . . .
H31C H 1.002606 0.217978 0.434399 0.155 Uiso 1 1 calc R U . . .
C13 C 0.49237(13) 0.6887(3) 0.5718(2) 0.1009(9) Uani 1 1 d . . . . .
H13 H 0.467361 0.612124 0.556389 0.121 Uiso 1 1 calc R U . . .
C1 C 0.96717(13) 1.3812(4) 0.6425(2) 0.1118(10) Uani 1 1 d . . . . .
H1 H 1.007178 1.393046 0.641872 0.134 Uiso 1 1 calc R U . . .
C16 C 0.87842(13) 0.8468(3) 0.4122(2) 0.0993(9) Uani 1 1 d . . . . .
H16A H 0.850060 0.889115 0.368717 0.149 Uiso 1 1 calc R U . . .
H16B H 0.912505 0.819625 0.387439 0.149 Uiso 1 1 calc R U . . .
H16C H 0.889361 0.914745 0.457338 0.149 Uiso 1 1 calc R U . . .
O2 O 0.64258(8) 0.3145(3) 0.53170(13) 0.0857(5) Uani 1 1 d . . . . .
H100 H 0.6657(14) 0.272(3) 0.568(2) 0.107(11) Uiso 1 1 d . . . . .
H101 H 0.6620(11) 0.388(3) 0.5395(15) 0.073(8) Uiso 1 1 d . . . . .
O3 O 0.71418(9) 0.5620(2) 0.55413(11) 0.0766(5) Uani 1 1 d . . . . .
H102 H 0.7010(11) 0.642(3) 0.5701(17) 0.086(8) Uiso 1 1 d . . . . .
H103 H 0.7367(16) 0.528(4) 0.593(2) 0.129(14) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C3 1.734(2) . ?
S1 C7 1.7877(18) . ?
Cl1 C11 1.706(3) . ?
O1 C8 1.237(2) . ?
N5 C20 1.512(2) . ?
N5 C19 1.518(2) . ?
N5 C24 1.519(2) . ?
N5 C28 1.519(2) . ?
N2 C7 1.344(2) . ?
N2 C8 1.349(2) . ?
N1 C7 1.316(2) . ?
N1 C4 1.379(2) . ?
N4 C10 1.370(2) . ?
N4 C11 1.377(3) . ?
N4 C15 1.400(3) . ?
N3 C15 1.317(3) . ?
N3 C9 1.368(2) . ?
C24 C25 1.512(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C8 C9 1.477(3) . ?
C25 C26 1.513(2) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C19 C18 1.506(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.513(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C9 C10 1.361(3) . ?
C4 C5 1.388(3) . ?
C4 C3 1.398(3) . ?
C28 C29 1.511(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C21 C22 1.502(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C10 H10 0.9300 . ?
C26 C27 1.510(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C5 C6 1.370(3) . ?
C5 H5 0.9300 . ?
C29 C30 1.508(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C18 C17 1.511(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C15 C14 1.410(3) . ?
C3 C2 1.382(3) . ?
C22 C23 1.504(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C30 C31 1.507(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C17 C16 1.490(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C11 C12 1.347(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C6 C1 1.379(4) . ?
C6 H6 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C14 C13 1.345(4) . ?
C14 H14 0.9300 . ?
C12 C13 1.408(4) . ?
C12 H12 0.9300 . ?
C2 C1 1.361(4) . ?
C2 H2A 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C13 H13 0.9300 . ?
C1 H1 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
O2 H100 0.83(3) . ?
O2 H101 0.82(3) . ?
O3 H102 0.86(3) . ?
O3 H103 0.81(4) . ?

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 C7 88.93(10) . . ?
C20 N5 C19 110.70(13) . . ?
C20 N5 C24 110.74(13) . . ?
C19 N5 C24 106.96(12) . . ?
C20 N5 C28 107.37(12) . . ?
C19 N5 C28 110.31(13) . . ?
C24 N5 C28 110.81(13) . . ?
C7 N2 C8 118.11(15) . . ?
C7 N1 C4 111.44(16) . . ?
C10 N4 C11 131.97(19) . . ?
C10 N4 C15 106.70(16) . . ?
C11 N4 C15 121.31(18) . . ?
C15 N3 C9 105.54(17) . . ?
C25 C24 N5 115.34(13) . . ?
C25 C24 H24A 108.4 . . ?
N5 C24 H24A 108.4 . . ?
C25 C24 H24B 108.4 . . ?
N5 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
N1 C7 N2 122.55(16) . . ?
N1 C7 S1 114.01(14) . . ?
N2 C7 S1 123.38(14) . . ?
O1 C8 N2 127.07(17) . . ?
O1 C8 C9 119.07(16) . . ?
N2 C8 C9 113.85(16) . . ?
C24 C25 C26 110.59(15) . . ?
C24 C25 H25A 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C18 C19 N5 115.96(14) . . ?
C18 C19 H19A 108.3 . . ?
N5 C19 H19A 108.3 . . ?
C18 C19 H19B 108.3 . . ?
N5 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
N5 C20 C21 115.14(14) . . ?
N5 C20 H20A 108.5 . . ?
C21 C20 H20A 108.5 . . ?
N5 C20 H20B 108.5 . . ?
C21 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C10 C9 N3 111.63(17) . . ?
C10 C9 C8 127.99(17) . . ?
N3 C9 C8 120.36(17) . . ?
N1 C4 C5 125.13(19) . . ?
N1 C4 C3 115.72(17) . . ?
C5 C4 C3 119.13(19) . . ?
C29 C28 N5 115.59(15) . . ?
C29 C28 H28A 108.4 . . ?
N5 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
N5 C28 H28B 108.4 . . ?
H28A C28 H28B 107.4 . . ?
C22 C21 C20 110.91(16) . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 108.0 . . ?
C9 C10 N4 105.58(17) . . ?
C9 C10 H10 127.2 . . ?
N4 C10 H10 127.2 . . ?
C27 C26 C25 112.45(17) . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C6 C5 C4 119.3(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C30 C29 C28 111.70(18) . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
C19 C18 C17 110.52(17) . . ?
C19 C18 H18A 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
N3 C15 N4 110.54(17) . . ?
N3 C15 C14 131.1(2) . . ?
N4 C15 C14 118.4(2) . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 S1 129.4(2) . . ?
C4 C3 S1 109.90(15) . . ?
C21 C22 C23 112.9(2) . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C31 C30 C29 112.7(2) . . ?
C31 C30 H30A 109.1 . . ?
C29 C30 H30A 109.1 . . ?
C31 C30 H30B 109.1 . . ?
C29 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
C16 C17 C18 113.5(2) . . ?
C16 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C12 C11 N4 119.6(2) . . ?
C12 C11 Cl1 124.4(2) . . ?
N4 C11 Cl1 116.04(18) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C5 C6 C1 121.1(2) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 C14 C15 119.1(3) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C11 C12 C13 120.0(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C1 C2 C3 119.3(3) . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 H2A 120.4 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C14 C13 C12 121.6(3) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C2 C1 C6 120.6(3) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H100 O2 H101 91(3) . . ?
H102 O3 H103 110(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 N5 C24 C25 57.05(19) . . . . ?
C19 N5 C24 C25 177.75(15) . . . . ?
C28 N5 C24 C25 -61.98(19) . . . . ?
C4 N1 C7 N2 -176.67(14) . . . . ?
C4 N1 C7 S1 0.63(18) . . . . ?
C8 N2 C7 N1 178.68(15) . . . . ?
C8 N2 C7 S1 1.6(2) . . . . ?
C3 S1 C7 N1 -0.74(14) . . . . ?
C3 S1 C7 N2 176.54(15) . . . . ?
C7 N2 C8 O1 5.2(3) . . . . ?
C7 N2 C8 C9 -173.98(14) . . . . ?
N5 C24 C25 C26 177.81(16) . . . . ?
C20 N5 C19 C18 -60.57(19) . . . . ?
C24 N5 C19 C18 178.71(16) . . . . ?
C28 N5 C19 C18 58.1(2) . . . . ?
C19 N5 C20 C21 -63.81(18) . . . . ?
C24 N5 C20 C21 54.65(19) . . . . ?
C28 N5 C20 C21 175.74(15) . . . . ?
C15 N3 C9 C10 0.8(2) . . . . ?
C15 N3 C9 C8 -177.87(16) . . . . ?
O1 C8 C9 C10 168.56(17) . . . . ?
N2 C8 C9 C10 -12.2(3) . . . . ?
O1 C8 C9 N3 -13.0(2) . . . . ?
N2 C8 C9 N3 166.20(16) . . . . ?
C7 N1 C4 C5 178.72(16) . . . . ?
C7 N1 C4 C3 -0.2(2) . . . . ?
C20 N5 C28 C29 177.97(15) . . . . ?
C19 N5 C28 C29 57.27(19) . . . . ?
C24 N5 C28 C29 -60.98(19) . . . . ?
N5 C20 C21 C22 166.36(16) . . . . ?
N3 C9 C10 N4 -0.2(2) . . . . ?
C8 C9 C10 N4 178.39(16) . . . . ?
C11 N4 C10 C9 -178.9(2) . . . . ?
C15 N4 C10 C9 -0.5(2) . . . . ?
C24 C25 C26 C27 179.57(18) . . . . ?
N1 C4 C5 C6 -179.11(18) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
N5 C28 C29 C30 -176.94(16) . . . . ?
N5 C19 C18 C17 -179.42(17) . . . . ?
C9 N3 C15 N4 -1.1(2) . . . . ?
C9 N3 C15 C14 177.7(2) . . . . ?
C10 N4 C15 N3 1.1(2) . . . . ?
C11 N4 C15 N3 179.68(18) . . . . ?
C10 N4 C15 C14 -177.9(2) . . . . ?
C11 N4 C15 C14 0.7(3) . . . . ?
N1 C4 C3 C2 178.8(2) . . . . ?
C5 C4 C3 C2 -0.2(3) . . . . ?
N1 C4 C3 S1 -0.4(2) . . . . ?
C5 C4 C3 S1 -179.34(14) . . . . ?
C7 S1 C3 C2 -178.5(3) . . . . ?
C7 S1 C3 C4 0.60(15) . . . . ?
C20 C21 C22 C23 173.81(19) . . . . ?
C28 C29 C30 C31 -179.2(2) . . . . ?
C19 C18 C17 C16 -178.5(2) . . . . ?
C10 N4 C11 C12 177.8(2) . . . . ?
C15 N4 C11 C12 -0.4(3) . . . . ?
C10 N4 C11 Cl1 -2.0(3) . . . . ?
C15 N4 C11 Cl1 179.73(15) . . . . ?
C4 C5 C6 C1 0.4(4) . . . . ?
N3 C15 C14 C13 -178.9(3) . . . . ?
N4 C15 C14 C13 -0.2(4) . . . . ?
N4 C11 C12 C13 -0.4(4) . . . . ?
Cl1 C11 C12 C13 179.5(2) . . . . ?
C4 C3 C2 C1 0.5(4) . . . . ?
S1 C3 C2 C1 179.5(2) . . . . ?
C15 C14 C13 C12 -0.6(5) . . . . ?
C11 C12 C13 C14 0.9(5) . . . . ?
C3 C2 C1 C6 -0.4(5) . . . . ?
C5 C6 C1 C2 -0.1(5) . . . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.052

