# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2024

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

data_3augb_a
_database_code_depnum_ccdc_archive 'CCDC 2293923'
loop_
_audit_author_name
_audit_author_address
'DHARMARAJA ALLIMUTHU'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record             
;
2023-09-08 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        ST-5-149
_chemical_formula_moiety         'C18 H17 Cl N2 O2'
_chemical_formula_sum            'C18 H17 Cl N2 O2'
_chemical_formula_weight         328.800
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y,-z+1/2
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y+1/2,z
5 -x,-y,-z
6 -x-1/2,y,z-1/2
7 x,-y-1/2,z-1/2
8 x-1/2,y-1/2,-z

_symmetry_Int_Tables_number      56
_cell_length_a                   21.1441(11)
_cell_length_b                   11.5844(7)
_cell_length_c                   12.8398(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3145.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9783
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.56
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_T_max  0.77
_exptl_absorpt_correction_T_min  0.6391
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1234 before and 0.0647 after correction.
The Ratio of minimum to maximum transmission is 0.8570.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       block
_exptl_crystal_F_000             1377.981
_exptl_crystal_preparation       'slow evaporation'
_exptl_crystal_recrystallization_method 'Ethylacetate-hexane 1:2'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9997
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            64122
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9997
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.93
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              28
_reflns_limit_h_min              0
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3559
_reflns_number_total             3918
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.5144
_refine_diff_density_min         -0.4085
_refine_diff_density_rms         0.0756
_refine_ls_d_res_high            0.7490
_refine_ls_d_res_low             10.5721
_refine_ls_goodness_of_fit_ref   1.0524
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3918
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.0524
_refine_ls_shift/su_max          -0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0699P)²+1.7925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1166
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17a,H17b), C15(H15a,H15b)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C13(H13), C3(H3), C6(H6), C10(H10), C11(H11), C12(H12), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Cl1 Cl 0.672694(16) 0.66410(3) 0.32571(3) 0.02023(11) Uani 1.000000 .
O2 O 0.44397(5) 0.56938(8) 0.61777(8) 0.0173(2) Uani 1.000000 .
O1 O 0.54242(5) 0.70018(9) 0.25709(7) 0.0169(2) Uani 1.000000 .
N2 N 0.38458(5) 0.72542(10) 0.57641(8) 0.0132(2) Uani 1.000000 .
N1 N 0.49418(5) 0.71799(10) 0.41413(8) 0.0130(2) Uani 1.000000 .
C8 C 0.38937(6) 0.64526(11) 0.35334(10) 0.0125(2) Uani 1.000000 .
C9 C 0.41427(7) 0.53571(12) 0.33365(10) 0.0154(3) Uani 1.000000 .
H9 H 0.45785(7) 0.52590(12) 0.32950(10) 0.0184(3) Uiso 1.000000 R
C16 C 0.54556(6) 0.69882(11) 0.35228(10) 0.0130(2) Uani 1.000000 .
C14 C 0.43967(6) 0.66489(11) 0.57718(10) 0.0132(3) Uani 1.000000 .
C13 C 0.32369(6) 0.65766(11) 0.35777(11) 0.0146(3) Uani 1.000000 .
H13 H 0.30629(6) 0.73029(11) 0.36922(11) 0.0176(3) Uiso 1.000000 R
C1 C 0.37894(6) 0.83433(11) 0.52499(10) 0.0131(3) Uani 1.000000 .
C2 C 0.40377(6) 0.84969(11) 0.42476(10) 0.0129(2) Uani 1.000000 .
C3 C 0.40014(7) 0.95879(12) 0.37891(10) 0.0149(3) Uani 1.000000 .
H3 H 0.41816(7) 0.97094(12) 0.31375(10) 0.0179(3) Uiso 1.000000 R
C7 C 0.43334(6) 0.74987(11) 0.36528(9) 0.0125(2) Uani 1.000000 .
H7 H 0.44286(6) 0.77794(11) 0.29501(9) 0.0149(3) Uiso 1.000000 R
C6 C 0.34798(6) 0.92494(12) 0.57531(10) 0.0158(3) Uani 1.000000 .
H6 H 0.33075(6) 0.91369(12) 0.64119(10) 0.0189(3) Uiso 1.000000 R
C10 C 0.37450(7) 0.44098(12) 0.32015(10) 0.0172(3) Uani 1.000000 .
H10 H 0.39168(7) 0.36862(12) 0.30658(10) 0.0206(3) Uiso 1.000000 R
C17 C 0.60684(6) 0.67474(12) 0.41110(10) 0.0148(3) Uani 1.000000 .
H17a H 0.60254(6) 0.60318(12) 0.44968(10) 0.0177(3) Uiso 1.000000 R
H17b H 0.61431(6) 0.73631(12) 0.46079(10) 0.0177(3) Uiso 1.000000 R
C15 C 0.49725(6) 0.72296(12) 0.52816(9) 0.0147(3) Uani 1.000000 .
H15a H 0.53542(6) 0.68470(12) 0.55191(9) 0.0177(3) Uiso 1.000000 R
H15b H 0.49915(6) 0.80292(12) 0.55036(9) 0.0177(3) Uiso 1.000000 R
C11 C 0.30926(7) 0.45409(12) 0.32687(10) 0.0174(3) Uani 1.000000 .
H11 H 0.28280(7) 0.39054(12) 0.31908(10) 0.0208(3) Uiso 1.000000 R
C12 C 0.28388(7) 0.56281(12) 0.34530(11) 0.0171(3) Uani 1.000000 .
H12 H 0.24028(7) 0.57228(12) 0.34931(11) 0.0205(3) Uiso 1.000000 R
C18 C 0.32837(6) 0.67190(12) 0.62225(11) 0.0168(3) Uani 1.000000 .
H18a H 0.2982(2) 0.6555(9) 0.56836(16) 0.0252(4) Uiso 1.000000 GR
H18b H 0.34014(11) 0.6014(5) 0.6564(8) 0.0252(4) Uiso 1.000000 GR
H18c H 0.3099(3) 0.7237(4) 0.6720(7) 0.0252(4) Uiso 1.000000 GR
C4 C 0.36990(7) 1.04960(12) 0.42953(11) 0.0175(3) Uani 1.000000 .
H4 H 0.36776(7) 1.12190(12) 0.39826(11) 0.0210(3) Uiso 1.000000 R
C5 C 0.34285(7) 1.03189(12) 0.52716(11) 0.0181(3) Uani 1.000000 .
H5 H 0.32135(7) 1.09167(12) 0.56009(11) 0.0217(3) Uiso 1.000000 R


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 C17 1.7764(13) . ?
O2 C14 1.2264(16) . ?
O1 C16 1.2241(16) . ?
N2 C14 1.3596(17) . ?
N2 C1 1.4289(16) . ?
N2 C18 1.4640(17) . ?
N1 C16 1.3638(16) . ?
N1 C7 1.4782(16) . ?
N1 C15 1.4667(16) . ?
C8 C9 1.3971(18) . ?
C8 C13 1.3973(18) . ?
C8 C7 1.5349(18) . ?
C9 H9 0.9300 . ?
C9 C10 1.3932(19) . ?
C16 C17 1.5256(18) . ?
C14 C15 1.5268(18) . ?
C13 H13 0.9300 . ?
C13 C12 1.3934(19) . ?
C1 C2 1.4013(18) . ?
C1 C6 1.3957(18) . ?
C2 C3 1.3964(18) . ?
C2 C7 1.5203(17) . ?
C3 H3 0.9300 . ?
C3 C4 1.3922(19) . ?
C7 H7 0.9800 . ?
C6 H6 0.9300 . ?
C6 C5 1.3889(19) . ?
C10 H10 0.9300 . ?
C10 C11 1.391(2) . ?
C17 H17a 0.9700 . ?
C17 H17b 0.9700 . ?
C15 H15a 0.9700 . ?
C15 H15b 0.9700 . ?
C11 H11 0.9300 . ?
C11 C12 1.389(2) . ?
C12 H12 0.9300 . ?
C18 H18a 0.9600 . ?
C18 H18b 0.9600 . ?
C18 H18c 0.9600 . ?
C4 H4 0.9300 . ?
C4 C5 1.393(2) . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N2 C14 122.02(11) . . ?
C18 N2 C14 118.31(11) . . ?
C18 N2 C1 119.46(11) . . ?
C7 N1 C16 119.13(10) . . ?
C15 N1 C16 123.54(11) . . ?
C15 N1 C7 116.89(10) . . ?
C13 C8 C9 118.37(12) . . ?
C7 C8 C9 120.47(11) . . ?
C7 C8 C13 121.11(11) . . ?
H9 C9 C8 119.65(8) . . ?
C10 C9 C8 120.71(13) . . ?
C10 C9 H9 119.65(8) . . ?
N1 C16 O1 122.43(12) . . ?
C17 C16 O1 122.86(12) . . ?
C17 C16 N1 114.71(11) . . ?
N2 C14 O2 122.14(12) . . ?
C15 C14 O2 120.89(12) . . ?
C15 C14 N2 116.93(11) . . ?
H13 C13 C8 119.51(8) . . ?
C12 C13 C8 120.98(12) . . ?
C12 C13 H13 119.51(8) . . ?
C2 C1 N2 120.34(11) . . ?
C6 C1 N2 119.29(12) . . ?
C6 C1 C2 120.36(12) . . ?
C3 C2 C1 118.79(12) . . ?
C7 C2 C1 121.25(11) . . ?
C7 C2 C3 119.95(11) . . ?
H3 C3 C2 119.59(8) . . ?
C4 C3 C2 120.82(12) . . ?
C4 C3 H3 119.59(8) . . ?
C8 C7 N1 111.86(10) . . ?
C2 C7 N1 109.56(10) . . ?
C2 C7 C8 113.68(11) . . ?
H7 C7 N1 107.13(6) . . ?
H7 C7 C8 107.13(6) . . ?
H7 C7 C2 107.13(7) . . ?
H6 C6 C1 119.95(8) . . ?
C5 C6 C1 120.09(12) . . ?
C5 C6 H6 119.95(8) . . ?
H10 C10 C9 119.84(8) . . ?
C11 C10 C9 120.33(13) . . ?
C11 C10 H10 119.84(8) . . ?
C16 C17 Cl1 111.90(9) . . ?
H17a C17 Cl1 109.23(5) . . ?
H17a C17 C16 109.23(7) . . ?
H17b C17 Cl1 109.23(4) . . ?
H17b C17 C16 109.23(7) . . ?
H17b C17 H17a 107.9 . . ?
C14 C15 N1 111.04(10) . . ?
H15a C15 N1 109.43(7) . . ?
H15a C15 C14 109.43(7) . . ?
H15b C15 N1 109.43(7) . . ?
H15b C15 C14 109.43(7) . . ?
H15b C15 H15a 108.0 . . ?
H11 C11 C10 120.24(8) . . ?
C12 C11 C10 119.52(13) . . ?
C12 C11 H11 120.24(8) . . ?
C11 C12 C13 120.08(13) . . ?
H12 C12 C13 119.96(8) . . ?
H12 C12 C11 119.96(8) . . ?
H18a C18 N2 109.5 . . ?
H18b C18 N2 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 N2 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H4 C4 C3 120.08(8) . . ?
C5 C4 C3 119.83(12) . . ?
C5 C4 H4 120.08(8) . . ?
C4 C5 C6 120.00(13) . . ?
H5 C5 C6 120.00(8) . . ?
H5 C5 C4 120.00(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C17 C16 O1 5.92(12) . . . . ?
Cl1 C17 C16 N1 -174.52(9) . . . . ?
O2 C14 N2 C1 -177.11(12) . . . . ?
O2 C14 N2 C18 -2.40(16) . . . . ?
O2 C14 C15 N1 105.04(13) . . . . ?
O1 C16 N1 C7 -4.49(16) . . . . ?
O1 C16 N1 C15 -176.62(12) . . . . ?
N2 C14 C15 N1 -76.98(12) . . . . ?
N2 C1 C2 C3 -176.90(12) . . . . ?
N2 C1 C2 C7 4.05(15) . . . . ?
N2 C1 C6 C5 179.06(12) . . . . ?
N1 C7 C8 C9 -33.53(12) . . . . ?
N1 C7 C8 C13 148.99(11) . . . . ?
N1 C7 C2 C1 -70.49(12) . . . . ?
N1 C7 C2 C3 110.47(11) . . . . ?
C8 C9 C10 C11 -0.46(15) . . . . ?
C8 C13 C12 C11 -0.80(16) . . . . ?
C8 C7 C2 C1 55.47(12) . . . . ?
C8 C7 C2 C3 -123.57(11) . . . . ?
C9 C10 C11 C12 1.15(16) . . . . ?
C13 C12 C11 C10 -0.52(16) . . . . ?
C1 C2 C3 C4 -2.91(15) . . . . ?
C1 C6 C5 C4 -1.49(16) . . . . ?
C2 C3 C4 C5 0.02(16) . . . . ?
C3 C4 C5 C6 2.21(16) . . . . ?


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

data_7auga_a
_database_code_depnum_ccdc_archive 'CCDC 2293925'
loop_
_audit_author_name
_audit_author_address
'DHARMARAJA ALLIMUTHU'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record             
;
2023-09-08 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ST-5-156
_chemical_formula_moiety         'C18 H18 N2 O3 S'
_chemical_formula_sum            'C18 H18 N2 O3 S'
_chemical_formula_weight         342.40
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   13.7896(3)
_cell_length_b                   9.0412(2)
_cell_length_c                   13.8981(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.8700(10)
_cell_angle_gamma                90
_cell_volume                     1639.61(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.73
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.932
_exptl_absorpt_coefficient_mu    0.216
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6533
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1002 before and 0.0446 after correction.
The Ratio of minimum to maximum transmission is 0.8761.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_preparation       'slow evaporation'
_exptl_crystal_recrystallization_method 'DCM-hexane 2:1'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29271
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.049
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_min         2.734
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2564
_reflns_number_total             2903
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2903
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0489P)²+0.5373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0897
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(O1) = Uanis(O006)
2. Others
 Fixed Sof: S001(0.5) O003(0.5) O006(0.5) C00P(0.5) S1(0.5) C3(0.5) O4(0.5)
 O1(0.5) C1(0.5) C2(0.5) H00P(0.5) H1A(0.5) H2(0.5) H3(0.5)
3.a Ternary CH refined with riding coordinates:
 C008(H008)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B)
3.c Aromatic/amide H refined with riding coordinates:
 C009(H009), C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I), C00L(H00L)
3.d Idealised Me refined as rotating group:
 C00M(H00A,H00C,H00J)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.9070(3) 0.0945(4) 0.8497(2) 0.0246(6) Uani 0.5 1 d . . P A 1
O002 O 0.76258(11) 0.11645(12) 0.49542(10) 0.0478(4) Uani 1 1 d . . . . .
O003 O 0.9616(5) -0.0156(7) 0.8135(5) 0.0292(10) Uani 0.5 1 d . . P A 1
O006 O 0.8712(3) 0.0727(7) 0.9030(6) 0.0314(8) Uani 0.5 1 d . . P A -1
C007 C 0.64746(10) 0.21912(15) 0.70589(9) 0.0192(3) Uani 1 1 d . . . . .
C008 C 0.75426(10) 0.28497(15) 0.75448(10) 0.0200(3) Uani 1 1 d . . . . .
H008 H 0.765743 0.293189 0.827643 0.024 Uiso 1 1 calc R U . . .
C009 C 0.56243(10) 0.30574(16) 0.69928(10) 0.0250(3) Uani 1 1 d . . . . .
H009 H 0.571276 0.403241 0.721753 0.030 Uiso 1 1 calc R U . . .
C00A C 0.76262(10) 0.43899(15) 0.71540(10) 0.0200(3) Uani 1 1 d . . . . .
C00B C 0.78368(11) 0.55948(16) 0.78089(11) 0.0248(3) Uani 1 1 d . . . . .
H00B H 0.796386 0.544378 0.850079 0.030 Uiso 1 1 calc R U . . .
C00C C 0.74520(11) 0.46404(15) 0.61182(10) 0.0236(3) Uani 1 1 d . . . . .
C00D C 0.74802(12) 0.60639(16) 0.57578(11) 0.0295(3) Uani 1 1 d . . . . .
H00D H 0.736555 0.622229 0.506865 0.035 Uiso 1 1 calc R U . . .
C00E C 0.76786(12) 0.72480(16) 0.64221(12) 0.0319(4) Uani 1 1 d . . . . .
H00E H 0.768985 0.820322 0.617764 0.038 Uiso 1 1 calc R U . . .
C00F C 0.63252(11) 0.07415(16) 0.67241(11) 0.0271(3) Uani 1 1 d . . . . .
H00F H 0.688802 0.014055 0.677943 0.032 Uiso 1 1 calc R U . . .
C00G C 0.78604(12) 0.70173(17) 0.74482(12) 0.0308(4) Uani 1 1 d . . . . .
H00G H 0.799818 0.781451 0.789500 0.037 Uiso 1 1 calc R U . . .
C00H C 0.46434(11) 0.24791(19) 0.65937(11) 0.0323(4) Uani 1 1 d . . . . .
H00H H 0.407977 0.306297 0.656604 0.039 Uiso 1 1 calc R U . . .
C00I C 0.53434(12) 0.01779(18) 0.63069(12) 0.0336(4) Uani 1 1 d . . . . .
H00I H 0.525292 -0.079185 0.607146 0.040 Uiso 1 1 calc R U . . .
C00K C 0.78002(13) 0.21934(17) 0.55629(12) 0.0334(4) Uani 1 1 d . . . . .
C00L C 0.44978(12) 0.10441(18) 0.62376(11) 0.0334(4) Uani 1 1 d . . . . .
H00L H 0.383963 0.066508 0.595476 0.040 Uiso 1 1 calc R U . . .
C00M C 0.63116(15) 0.3545(2) 0.45140(12) 0.0436(4) Uani 1 1 d . . . . .
H00A H 0.576788 0.401768 0.468893 0.065 Uiso 1 1 calc R U . . .
H00C H 0.609689 0.257495 0.425042 0.065 Uiso 1 1 calc R U . . .
H00J H 0.647611 0.412187 0.400758 0.065 Uiso 1 1 calc R U . . .
C00P C 1.0012(2) 0.2644(5) 0.8806(3) 0.0199(6) Uani 0.5 1 d . . P A -1
S1 S 0.9188(3) 0.1177(4) 0.8301(3) 0.0236(5) Uani 0.5 1 d . . P A -1
C3 C 0.9963(3) 0.2079(5) 0.9364(4) 0.0387(8) Uani 0.5 1 d . . P A 1
O4 O 0.9763(5) 0.0135(8) 0.7923(5) 0.0312(11) Uani 0.5 1 d . . P A -1
O1 O 0.8382(3) 0.0456(7) 0.9014(6) 0.0314(8) Uani 0.5 1 d . . P A 1
C1 C 1.0268(3) 0.3006(6) 0.9801(4) 0.0344(8) Uani 0.5 1 d . . P A -1
C2 C 1.0116(3) 0.3409(6) 0.9211(6) 0.0388(9) Uani 0.5 1 d . . P A 1
C4 C 0.87067(12) 0.21510(17) 0.65313(13) 0.0347(4) Uani 1 1 d . . . . .
H4A H 0.917678 0.137784 0.648389 0.042 Uiso 1 1 calc R U . . .
H4B H 0.906821 0.308767 0.662238 0.042 Uiso 1 1 calc R U . . .
N4 N 0.83559(9) 0.18663(13) 0.74136(10) 0.0275(3) Uani 1 1 d . . . . .
N1 N 0.72148(10) 0.34266(14) 0.54185(9) 0.0295(3) Uani 1 1 d . . . . .
H1B H 1.0685(17) 0.389(3) 0.9921(17) 0.061(6) Uiso 1 1 d . . . . .
H00P H 1.025(2) 0.306(4) 0.837(2) 0.021(8) Uiso 0.5 1 d . . P B -1
H1A H 1.000(2) 0.241(4) 1.025(3) 0.024(8) Uiso 0.5 1 d . . P C -1
H2 H 0.977(4) 0.395(6) 0.858(4) 0.082(16) Uiso 0.5 1 d . . P D 1
H3 H 1.037(4) 0.150(6) 1.004(4) 0.092(17) Uiso 0.5 1 d . . P E 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.434(8) . ?
S001 O006 1.033(8) . ?
S001 C00P 1.967(5) . ?
S001 C3 1.749(6) . ?
S001 O4 1.606(7) . ?
S001 O1 1.433(4) . ?
S001 N4 1.724(3) . ?
O002 C00K 1.2278(18) . ?
O003 S1 1.394(8) . ?
O006 S1 1.433(5) . ?
O006 O1 0.511(5) . ?
C007 C008 1.5285(18) . ?
C007 C009 1.3881(19) . ?
C007 C00F 1.384(2) . ?
C008 H008 0.9800 . ?
C008 C00A 1.5126(19) . ?
C008 N4 1.4878(16) . ?
C009 H009 0.9300 . ?
C009 C00H 1.388(2) . ?
C00A C00B 1.3888(19) . ?
C00A C00C 1.3992(19) . ?
C00B H00B 0.9300 . ?
C00B C00G 1.385(2) . ?
C00C C00D 1.386(2) . ?
C00C N1 1.4322(18) . ?
C00D H00D 0.9300 . ?
C00D C00E 1.382(2) . ?
C00E H00E 0.9300 . ?
C00E C00G 1.382(2) . ?
C00F H00F 0.9300 . ?
C00F C00I 1.386(2) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00H C00L 1.380(2) . ?
C00I H00I 0.9300 . ?
C00I C00L 1.382(2) . ?
C00K C4 1.512(3) . ?
C00K N1 1.353(2) . ?
C00L H00L 0.9300 . ?
C00M H00A 0.9600 . ?
C00M H00C 0.9600 . ?
C00M H00J 0.9600 . ?
C00M N1 1.460(2) . ?
C00P C3 0.948(5) . ?
C00P C1 1.351(5) . ?
C00P C2 0.874(5) . ?
C00P H00P 0.87(4) . ?
S1 C3 1.723(6) . ?
S1 O4 1.436(9) . ?
S1 O1 1.832(6) . ?
S1 N4 1.520(4) . ?
C3 C1 1.040(5) . ?
C3 C2 1.251(6) . ?
C3 H3 1.07(6) . ?
C1 C2 0.859(5) . ?
C1 H1B 0.97(2) . ?
C1 H1A 0.98(3) . ?
C2 H1B 1.13(2) . ?
C2 H2 0.98(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N4 1.4790(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S001 C00P 103.5(3) . . ?
O003 S001 C3 108.4(4) . . ?
O003 S001 O4 17.2(3) . . ?
O003 S001 N4 104.2(3) . . ?
O006 S001 O003 123.1(5) . . ?
O006 S001 C00P 115.3(4) . . ?
O006 S001 C3 90.7(4) . . ?
O006 S001 O4 140.2(5) . . ?
O006 S001 O1 15.0(6) . . ?
O006 S001 N4 116.6(4) . . ?
C3 S001 C00P 28.80(19) . . ?
O4 S001 C00P 90.4(3) . . ?
O4 S001 C3 102.1(4) . . ?
O4 S001 N4 92.8(3) . . ?
O1 S001 O003 118.0(4) . . ?
O1 S001 C00P 129.0(4) . . ?
O1 S001 C3 105.6(4) . . ?
O1 S001 O4 134.8(4) . . ?
O1 S001 N4 107.7(4) . . ?
N4 S001 C00P 87.93(16) . . ?
N4 S001 C3 113.2(2) . . ?
S1 O003 S001 16.88(19) . . ?
S001 O006 S1 5.5(4) . . ?
O1 O006 S001 133(2) . . ?
O1 O006 S1 135(2) . . ?
C009 C007 C008 118.82(12) . . ?
C00F C007 C008 122.34(12) . . ?
C00F C007 C009 118.78(13) . . ?
C007 C008 H008 107.3 . . ?
C00A C008 C007 111.99(11) . . ?
C00A C008 H008 107.3 . . ?
N4 C008 C007 111.71(11) . . ?
N4 C008 H008 107.3 . . ?
N4 C008 C00A 110.98(10) . . ?
C007 C009 H009 119.8 . . ?
C00H C009 C007 120.48(14) . . ?
C00H C009 H009 119.8 . . ?
C00B C00A C008 120.72(12) . . ?
C00B C00A C00C 118.51(13) . . ?
C00C C00A C008 120.72(12) . . ?
C00A C00B H00B 119.5 . . ?
C00G C00B C00A 121.04(13) . . ?
C00G C00B H00B 119.5 . . ?
C00A C00C N1 120.00(12) . . ?
C00D C00C C00A 120.43(13) . . ?
C00D C00C N1 119.54(12) . . ?
C00C C00D H00D 120.0 . . ?
C00E C00D C00C 120.03(13) . . ?
C00E C00D H00D 120.0 . . ?
C00D C00E H00E 119.9 . . ?
C00G C00E C00D 120.21(14) . . ?
C00G C00E H00E 119.9 . . ?
C007 C00F H00F 119.7 . . ?
C007 C00F C00I 120.53(14) . . ?
C00I C00F H00F 119.7 . . ?
C00B C00G H00G 120.1 . . ?
C00E C00G C00B 119.76(14) . . ?
C00E C00G H00G 120.1 . . ?
C009 C00H H00H 119.7 . . ?
C00L C00H C009 120.50(14) . . ?
C00L C00H H00H 119.7 . . ?
C00F C00I H00I 119.7 . . ?
C00L C00I C00F 120.59(15) . . ?
C00L C00I H00I 119.7 . . ?
O002 C00K C4 121.02(16) . . ?
O002 C00K N1 123.21(17) . . ?
N1 C00K C4 115.77(13) . . ?
C00H C00L C00I 119.09(14) . . ?
C00H C00L H00L 120.5 . . ?
C00I C00L H00L 120.5 . . ?
H00A C00M H00C 109.5 . . ?
H00A C00M H00J 109.5 . . ?
H00C C00M H00J 109.5 . . ?
N1 C00M H00A 109.5 . . ?
N1 C00M H00C 109.5 . . ?
N1 C00M H00J 109.5 . . ?
C3 C00P C1 50.1(3) . . ?
C3 C00P H00P 162(2) . . ?
C1 C00P H00P 126(2) . . ?
C2 C00P C3 86.6(5) . . ?
C2 C00P C1 38.4(4) . . ?
C2 C00P H00P 95(2) . . ?
O003 S1 O006 100.7(4) . . ?
O003 S1 C00P 118.0(4) . . ?
O003 S1 C3 111.8(4) . . ?
O003 S1 O4 19.7(3) . . ?
O003 S1 O1 98.3(3) . . ?
O003 S1 N4 118.0(4) . . ?
O006 S1 C00P 108.7(4) . . ?
O006 S1 C3 80.1(4) . . ?
O006 S1 O4 120.4(4) . . ?
O006 S1 O1 11.3(5) . . ?
O006 S1 N4 107.0(4) . . ?
C00P S1 O1 119.0(3) . . ?
C3 S1 C00P 31.78(18) . . ?
C3 S1 O1 91.2(3) . . ?
O4 S1 C00P 106.4(4) . . ?
O4 S1 C3 111.2(4) . . ?
O4 S1 O1 117.9(3) . . ?
O4 S1 N4 109.5(4) . . ?
N4 S1 C00P 103.8(2) . . ?
N4 S1 C3 126.7(3) . . ?
N4 S1 O1 98.9(3) . . ?
S001 C3 H3 112(3) . . ?
C00P C3 S001 88.5(5) . . ?
C00P C3 S1 75.1(5) . . ?
C00P C3 C1 85.5(5) . . ?
C00P C3 C2 44.2(3) . . ?
C00P C3 H3 147(3) . . ?
S1 C3 S001 13.76(14) . . ?
S1 C3 H3 122(3) . . ?
C1 C3 S001 159.3(4) . . ?
C1 C3 S1 154.6(6) . . ?
C1 C3 C2 42.8(3) . . ?
C1 C3 H3 83(3) . . ?
C2 C3 S001 124.5(6) . . ?
C2 C3 S1 113.6(6) . . ?
C2 C3 H3 124(3) . . ?
S1 O4 S001 14.39(18) . . ?
S001 O1 S1 4.2(3) . . ?
O006 O1 S001 31.7(15) . . ?
O006 O1 S1 33.4(16) . . ?
C00P C1 H1B 108.7(15) . . ?
C00P C1 H1A 119(2) . . ?
C3 C1 C00P 44.4(3) . . ?
C3 C1 H1B 150.7(15) . . ?
C3 C1 H1A 76(2) . . ?
C2 C1 C00P 39.2(4) . . ?
C2 C1 C3 81.8(5) . . ?
C2 C1 H1B 76.2(16) . . ?
C2 C1 H1A 144.5(19) . . ?
H1B C1 H1A 132(2) . . ?
C00P C2 C3 49.2(4) . . ?
C00P C2 H1B 142.2(13) . . ?
C00P C2 H2 84(3) . . ?
C3 C2 H1B 109.3(14) . . ?
C3 C2 H2 125(3) . . ?
C1 C2 C00P 102.5(7) . . ?
C1 C2 C3 55.4(4) . . ?
C1 C2 H1B 56.3(14) . . ?
C1 C2 H2 165(3) . . ?
H1B C2 H2 126(3) . . ?
C00K C4 H4A 109.6 . . ?
C00K C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
N4 C4 C00K 110.15(12) . . ?
N4 C4 H4A 109.6 . . ?
N4 C4 H4B 109.6 . . ?
C008 N4 S001 114.94(15) . . ?
C008 N4 S1 123.14(18) . . ?
S1 N4 S001 12.9(2) . . ?
C4 N4 S001 124.11(14) . . ?
C4 N4 C008 117.34(11) . . ?
C4 N4 S1 112.37(16) . . ?
C00C N1 C00M 118.19(13) . . ?
C00K N1 C00C 122.44(13) . . ?
C00K N1 C00M 119.37(13) . . ?

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
S001 O003 S1 O006 1.7(8) . . . . ?
S001 O003 S1 C00P 119.7(12) . . . . ?
S001 O003 S1 C3 85.2(11) . . . . ?
S001 O003 S1 O4 177(2) . . . . ?
S001 O003 S1 O1 -9.5(10) . . . . ?
S001 O003 S1 N4 -114.3(12) . . . . ?
S001 O006 S1 O003 -7(4) . . . . ?
S001 O006 S1 C00P -132(4) . . . . ?
S001 O006 S1 C3 -118(4) . . . . ?
S001 O006 S1 O4 -9(4) . . . . ?
S001 O006 S1 O1 72(4) . . . . ?
S001 O006 S1 N4 117(4) . . . . ?
S001 O006 O1 S1 -7.2(5) . . . . ?
S001 C3 C1 C00P -73.4(16) . . . . ?
S001 C3 C1 C2 -59.9(17) . . . . ?
S001 C3 C2 C00P -41.2(5) . . . . ?
S001 C3 C2 C1 158.2(5) . . . . ?
O002 C00K C4 N4 -105.74(15) . . . . ?
O002 C00K N1 C00C -177.57(12) . . . . ?
O002 C00K N1 C00M 1.8(2) . . . . ?
O003 S001 O006 S1 172(4) . . . . ?
O003 S001 O006 O1 -75(2) . . . . ?
O003 S001 C3 C00P 84.6(4) . . . . ?
O003 S001 C3 S1 71.4(10) . . . . ?
O003 S001 C3 C1 157.5(17) . . . . ?
O003 S001 C3 C2 112.0(5) . . . . ?
O003 S001 O4 S1 177(2) . . . . ?
O003 S001 O1 O006 114(2) . . . . ?
O003 S001 O1 S1 -135(4) . . . . ?
O003 S001 N4 C008 167.0(3) . . . . ?
O003 S001 N4 S1 -60.9(12) . . . . ?
O003 S001 N4 C4 -35.0(4) . . . . ?
O003 S1 C3 S001 -85.5(11) . . . . ?
O003 S1 C3 C00P 108.2(4) . . . . ?
O003 S1 C3 C1 149.6(11) . . . . ?
O003 S1 C3 C2 130.4(4) . . . . ?
O003 S1 O4 S001 -3(2) . . . . ?
O003 S1 O1 S001 40(4) . . . . ?
O003 S1 O1 O006 103(2) . . . . ?
O003 S1 N4 S001 99.2(13) . . . . ?
O003 S1 N4 C008 152.7(3) . . . . ?
O003 S1 N4 C4 -57.8(3) . . . . ?
O006 S001 O003 S1 -177.2(14) . . . . ?
O006 S001 C3 C00P -150.0(5) . . . . ?
O006 S001 C3 S1 -163.2(13) . . . . ?
O006 S001 C3 C1 -77.1(18) . . . . ?
O006 S001 C3 C2 -122.6(6) . . . . ?
O006 S001 O4 S1 -175.9(16) . . . . ?
O006 S001 O1 S1 111(4) . . . . ?
O006 S001 N4 C008 27.9(5) . . . . ?
O006 S001 N4 S1 160.0(15) . . . . ?
O006 S001 N4 C4 -174.2(4) . . . . ?
O006 S1 C3 S001 12.2(10) . . . . ?
O006 S1 C3 C00P -154.1(4) . . . . ?
O006 S1 C3 C1 -112.7(11) . . . . ?
O006 S1 C3 C2 -131.9(5) . . . . ?
O006 S1 O4 S001 2.2(9) . . . . ?
O006 S1 O1 S001 -63(4) . . . . ?
O006 S1 N4 S001 -13.3(10) . . . . ?
O006 S1 N4 C008 40.1(4) . . . . ?
O006 S1 N4 C4 -170.4(3) . . . . ?
C007 C008 C00A C00B 117.75(14) . . . . ?
C007 C008 C00A C00C -59.63(15) . . . . ?
C007 C008 N4 S001 -106.43(17) . . . . ?
C007 C008 N4 S1 -117.83(18) . . . . ?
C007 C008 N4 C4 94.06(14) . . . . ?
C007 C009 C00H C00L -1.3(2) . . . . ?
C007 C00F C00I C00L -1.4(2) . . . . ?
C008 C007 C009 C00H -177.42(12) . . . . ?
C008 C007 C00F C00I 178.64(13) . . . . ?
C008 C00A C00B C00G -176.52(12) . . . . ?
C008 C00A C00C C00D 176.81(12) . . . . ?
C008 C00A C00C N1 -1.45(19) . . . . ?
C009 C007 C008 C00A -46.15(16) . . . . ?
C009 C007 C008 N4 -171.35(11) . . . . ?
C009 C007 C00F C00I 1.6(2) . . . . ?
C009 C00H C00L C00I 1.6(2) . . . . ?
C00A C008 N4 S001 127.82(16) . . . . ?
C00A C008 N4 S1 116.42(19) . . . . ?
C00A C008 N4 C4 -31.69(17) . . . . ?
C00A C00B C00G C00E -0.4(2) . . . . ?
C00A C00C C00D C00E -0.2(2) . . . . ?
C00A C00C N1 C00K -52.01(18) . . . . ?
C00A C00C N1 C00M 128.64(14) . . . . ?
C00B C00A C00C C00D -0.6(2) . . . . ?
C00B C00A C00C N1 -178.89(12) . . . . ?
C00C C00A C00B C00G 0.9(2) . . . . ?
C00C C00D C00E C00G 0.7(2) . . . . ?
C00D C00C N1 C00K 129.71(15) . . . . ?
C00D C00C N1 C00M -49.63(18) . . . . ?
C00D C00E C00G C00B -0.4(2) . . . . ?
C00F C007 C008 C00A 136.82(13) . . . . ?
C00F C007 C008 N4 11.62(17) . . . . ?
C00F C007 C009 C00H -0.3(2) . . . . ?
C00F C00I C00L C00H -0.3(2) . . . . ?
C00K C4 N4 S001 149.64(18) . . . . ?
C00K C4 N4 C008 -52.90(16) . . . . ?
C00K C4 N4 S1 155.68(19) . . . . ?
C00P S001 O003 S1 -44.3(10) . . . . ?
C00P S001 O006 S1 44(4) . . . . ?
C00P S001 O006 O1 157(2) . . . . ?
C00P S001 C3 S1 -13.2(11) . . . . ?
C00P S001 C3 C1 72.9(16) . . . . ?
C00P S001 C3 C2 27.4(4) . . . . ?
C00P S001 O4 S1 -43.3(11) . . . . ?
C00P S001 O1 O006 -27(3) . . . . ?
C00P S001 O1 S1 85(4) . . . . ?
C00P S001 N4 C008 -89.55(17) . . . . ?
C00P S001 N4 S1 42.5(11) . . . . ?
C00P S001 N4 C4 68.4(2) . . . . ?
C00P S1 C3 S001 166.3(11) . . . . ?
C00P S1 C3 C1 41.4(10) . . . . ?
C00P S1 C3 C2 22.2(3) . . . . ?
C00P S1 O4 S001 126.1(13) . . . . ?
C00P S1 O1 S001 -88(4) . . . . ?
C00P S1 O1 O006 -25(2) . . . . ?
C00P S1 N4 S001 -128.1(13) . . . . ?
C00P S1 N4 C008 -74.7(2) . . . . ?
C00P S1 N4 C4 74.8(2) . . . . ?
C00P C3 C1 C2 13.5(4) . . . . ?
C00P C3 C2 C1 -160.5(6) . . . . ?
C00P C1 C2 C3 15.0(5) . . . . ?
S1 O006 O1 S001 7.2(5) . . . . ?
S1 C3 C1 C00P -39.9(10) . . . . ?
S1 C3 C1 C2 -26.4(12) . . . . ?
S1 C3 C2 C00P -31.5(4) . . . . ?
S1 C3 C2 C1 168.0(5) . . . . ?
C3 S001 O003 S1 -73.8(11) . . . . ?
C3 S001 O006 S1 59(4) . . . . ?
C3 S001 O006 O1 173(2) . . . . ?
C3 S001 O4 S1 -69.8(11) . . . . ?
C3 S001 O1 O006 -8(2) . . . . ?
C3 S001 O1 S1 104(4) . . . . ?
C3 S001 N4 C008 -75.4(2) . . . . ?
C3 S001 N4 S1 56.7(11) . . . . ?
C3 S001 N4 C4 82.5(3) . . . . ?
C3 C00P S1 O003 -86.7(4) . . . . ?
C3 C00P S1 O006 27.0(4) . . . . ?
C3 C00P S1 O4 -103.9(4) . . . . ?
C3 C00P S1 O1 32.1(4) . . . . ?
C3 C00P S1 N4 140.6(3) . . . . ?
C3 C00P C1 C2 -158.5(7) . . . . ?
C3 C00P C2 C1 16.3(5) . . . . ?
C3 S1 O4 S001 92.9(12) . . . . ?
C3 S1 O1 S001 -72(4) . . . . ?
C3 S1 O1 O006 -9(2) . . . . ?
C3 S1 N4 S001 -103.5(13) . . . . ?
C3 S1 N4 C008 -50.0(3) . . . . ?
C3 S1 N4 C4 99.5(3) . . . . ?
C3 C1 C2 C00P -15.0(5) . . . . ?
O4 S001 O003 S1 -3(2) . . . . ?
O4 S001 O006 S1 169(4) . . . . ?
O4 S001 O006 O1 -77(3) . . . . ?
O4 S001 C3 C00P 68.0(4) . . . . ?
O4 S001 C3 S1 54.8(10) . . . . ?
O4 S001 C3 C1 140.9(17) . . . . ?
O4 S001 C3 C2 95.4(5) . . . . ?
O4 S001 O1 O006 118(2) . . . . ?
O4 S001 O1 S1 -131(4) . . . . ?
O4 S001 N4 C008 -179.9(3) . . . . ?
O4 S001 N4 S1 -47.8(12) . . . . ?
O4 S001 N4 C4 -21.9(3) . . . . ?
O4 S1 C3 S001 -106.6(11) . . . . ?
O4 S1 C3 C00P 87.1(4) . . . . ?
O4 S1 C3 C1 128.5(11) . . . . ?
O4 S1 C3 C2 109.2(4) . . . . ?
O4 S1 O1 S001 43(4) . . . . ?
O4 S1 O1 O006 106(2) . . . . ?
O4 S1 N4 S001 118.6(13) . . . . ?
O4 S1 N4 C008 172.1(3) . . . . ?
O4 S1 N4 C4 -38.4(3) . . . . ?
O1 S001 O003 S1 166.3(14) . . . . ?
O1 S001 O006 S1 -113(4) . . . . ?
O1 S001 C3 C00P -148.0(4) . . . . ?
O1 S001 C3 S1 -161.2(13) . . . . ?
O1 S001 C3 C1 -75.1(18) . . . . ?
O1 S001 C3 C2 -120.6(6) . . . . ?
O1 S001 O4 S1 163.2(16) . . . . ?
O1 S001 N4 C008 41.0(4) . . . . ?
O1 S001 N4 S1 173.1(15) . . . . ?
O1 S001 N4 C4 -161.1(3) . . . . ?
O1 O006 S1 O003 -79(2) . . . . ?
O1 O006 S1 C00P 157(2) . . . . ?
O1 O006 S1 C3 171(2) . . . . ?
O1 O006 S1 O4 -80(2) . . . . ?
O1 O006 S1 N4 45(2) . . . . ?
O1 S1 C3 S001 14.0(10) . . . . ?
O1 S1 C3 C00P -152.3(4) . . . . ?
O1 S1 C3 C1 -110.9(11) . . . . ?
O1 S1 C3 C2 -130.1(4) . . . . ?
O1 S1 O4 S001 -10.4(10) . . . . ?
O1 S1 N4 S001 -5.2(11) . . . . ?
O1 S1 N4 C008 48.2(3) . . . . ?
O1 S1 N4 C4 -162.3(3) . . . . ?
C1 C00P S1 O003 -101.5(5) . . . . ?
C1 C00P S1 O006 12.2(5) . . . . ?
C1 C00P S1 C3 -14.8(3) . . . . ?
C1 C00P S1 O4 -118.7(4) . . . . ?
C1 C00P S1 O1 17.3(5) . . . . ?
C1 C00P S1 N4 125.8(4) . . . . ?
C1 C00P C3 S001 160.2(4) . . . . ?
C1 C00P C3 S1 163.4(3) . . . . ?
C1 C00P C3 C2 13.1(4) . . . . ?
C1 C00P C2 C3 -16.3(5) . . . . ?
C1 C3 C2 C00P 160.5(6) . . . . ?
C2 C00P S1 O003 -144.7(10) . . . . ?
C2 C00P S1 O006 -31.0(11) . . . . ?
C2 C00P S1 C3 -58.0(9) . . . . ?
C2 C00P S1 O4 -161.9(10) . . . . ?
C2 C00P S1 O1 -25.9(11) . . . . ?
C2 C00P S1 N4 82.6(10) . . . . ?
C2 C00P C3 S001 147.1(4) . . . . ?
C2 C00P C3 S1 150.3(4) . . . . ?
C2 C00P C3 C1 -13.1(4) . . . . ?
C2 C00P C1 C3 158.5(7) . . . . ?
C2 C3 C1 C00P -13.5(4) . . . . ?
C4 C00K N1 C00C 1.96(18) . . . . ?
C4 C00K N1 C00M -178.70(12) . . . . ?
N4 S001 O003 S1 47.0(10) . . . . ?
N4 S001 O006 S1 -57(4) . . . . ?
N4 S001 O006 O1 56(2) . . . . ?
N4 S001 C3 C00P -30.5(4) . . . . ?
N4 S001 C3 S1 -43.7(9) . . . . ?
N4 S001 C3 C1 42.5(18) . . . . ?
N4 S001 C3 C2 -3.1(6) . . . . ?
N4 S001 O4 S1 44.7(11) . . . . ?
N4 S001 O1 O006 -129(2) . . . . ?
N4 S001 O1 S1 -18(4) . . . . ?
N4 C008 C00A C00B -116.65(14) . . . . ?
N4 C008 C00A C00C 65.97(16) . . . . ?
N4 S1 C3 S001 116.1(12) . . . . ?
N4 S1 C3 C00P -50.3(4) . . . . ?
N4 S1 C3 C1 -8.8(13) . . . . ?
N4 S1 C3 C2 -28.1(5) . . . . ?
N4 S1 O4 S001 -122.3(13) . . . . ?
N4 S1 O1 S001 161(4) . . . . ?
N4 S1 O1 O006 -137(2) . . . . ?
N1 C00C C00D C00E 178.10(14) . . . . ?
N1 C00K C4 N4 74.72(15) . . . . ?

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

data_23auga_o_0m
_database_code_depnum_ccdc_archive 'CCDC 2293928'
loop_
_audit_author_name
_audit_author_address
'DHARMARAJA ALLIMUTHU'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record             
;
2023-09-08 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        IITK3108
_chemical_formula_moiety         'C20 H18 N2 O3 S'
_chemical_formula_sum            'C20 H18 N2 O3 S'
_chemical_formula_weight         364.428
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.86690 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.3439(2)
_cell_length_b                   13.2708(3)
_cell_length_c                   15.3297(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.487(1)
_cell_angle_gamma                90
_cell_volume                     1692.26(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9904
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      2.69
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6525
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0978 before and 0.0513 after correction.
The Ratio of minimum to maximum transmission is 0.8750.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       block
_exptl_crystal_F_000             760.966
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method 'DCM-Ethyl acetate (1:1)'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.9980
_diffrn_reflns_Laue_measured_fraction_max 0.9960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28346
_diffrn_reflns_point_group_measured_fraction_full 0.9980
_diffrn_reflns_point_group_measured_fraction_max 0.9960
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         2.03
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9980
_diffrn_measured_fraction_theta_max 0.9960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -11
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -8
_reflns_number_gt                3779
_reflns_number_total             4214
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.7755
_refine_diff_density_min         -0.4747
_refine_diff_density_rms         0.0639
_refine_ls_d_res_high            0.7472
_refine_ls_d_res_low             10.0202
_refine_ls_goodness_of_fit_ref   1.0399
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     243
_refine_ls_number_reflns         4214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.0399
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+1.4553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0979
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b), C18(H18a,H18b)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C17(H17), C16(H16), C15(H15), C1(H1), C5(H5), C3(H3), C6(H6),
 C2(H2), C12(H12)
2.d :
 C20(H20)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S 0.75842(4) 0.58775(3) 0.75518(2) 0.01483(10) Uani 1.000000 .
O3 O 0.65578(12) 0.86959(8) 0.57147(7) 0.0177(2) Uani 1.000000 .
O2 O 0.68803(13) 0.49044(8) 0.73850(7) 0.0201(2) Uani 1.000000 .
O1 O 0.91829(13) 0.60807(9) 0.73271(8) 0.0254(3) Uani 1.000000 .
N1 N 0.64051(13) 0.67044(9) 0.70127(8) 0.0127(2) Uani 1.000000 .
N2 N 0.45773(14) 0.87357(9) 0.66550(8) 0.0125(2) Uani 1.000000 .
C4 C 0.37145(16) 0.64868(10) 0.62031(9) 0.0128(3) Uani 1.000000 .
C11 C 0.40013(15) 0.73860(10) 0.76813(9) 0.0121(3) Uani 1.000000 .
C14 C 0.33946(16) 0.71028(11) 0.84690(9) 0.0151(3) Uani 1.000000 .
H14 H 0.34471(16) 0.64303(11) 0.86395(9) 0.0181(3) Uiso 1.000000 R
C9 C 0.60309(16) 0.84241(10) 0.64003(9) 0.0129(3) Uani 1.000000 .
C10 C 0.39583(16) 0.84074(10) 0.74508(9) 0.0124(3) Uani 1.000000 .
C8 C 0.70206(16) 0.77464(10) 0.70430(9) 0.0138(3) Uani 1.000000 .
H8a H 0.69840(16) 0.80106(10) 0.76311(9) 0.0166(3) Uiso 1.000000 R
H8b H 0.81329(16) 0.77480(10) 0.69003(9) 0.0166(3) Uiso 1.000000 R
C7 C 0.46514(16) 0.65841(10) 0.71001(9) 0.0119(3) Uani 1.000000 .
H7 H 0.45231(16) 0.59401(10) 0.73995(9) 0.0143(3) Uiso 1.000000 R
C17 C 0.32832(16) 0.91123(11) 0.79869(9) 0.0153(3) Uani 1.000000 .
H17 H 0.32543(16) 0.97887(11) 0.78281(9) 0.0183(3) Uiso 1.000000 R
C16 C 0.26535(17) 0.88108(12) 0.87569(10) 0.0176(3) Uani 1.000000 .
H16 H 0.21906(17) 0.92835(12) 0.91080(10) 0.0211(3) Uiso 1.000000 R
C15 C 0.27142(17) 0.78036(12) 0.90034(9) 0.0173(3) Uani 1.000000 .
H15 H 0.23030(17) 0.75998(12) 0.95217(9) 0.0208(3) Uiso 1.000000 R
C1 C 0.18854(18) 0.60550(12) 0.46394(10) 0.0195(3) Uani 1.000000 .
H1 H 0.12763(18) 0.58976(12) 0.41233(10) 0.0234(4) Uiso 1.000000 R
C18 C 0.36933(17) 0.95249(11) 0.61383(10) 0.0166(3) Uani 1.000000 .
H18a H 0.38213(17) 1.01615(11) 0.64468(10) 0.0199(3) Uiso 1.000000 R
H18b H 0.41596(17) 0.95980(11) 0.55817(10) 0.0199(3) Uiso 1.000000 R
C5 C 0.44675(17) 0.62087(11) 0.54612(9) 0.0153(3) Uani 1.000000 .
H5 H 0.55821(17) 0.61608(11) 0.54850(9) 0.0184(3) Uiso 1.000000 R
C3 C 0.20491(17) 0.65687(11) 0.61539(10) 0.0170(3) Uani 1.000000 .
H3 H 0.15410(17) 0.67734(11) 0.66428(10) 0.0204(3) Uiso 1.000000 R
C20 C 0.05829(19) 0.91469(12) 0.58550(11) 0.0220(3) Uani 1.000000 .
H20 H -0.05137(19) 0.90225(12) 0.57595(11) 0.0265(4) Uiso 1.000000 R
C6 C 0.35513(18) 0.60021(11) 0.46823(10) 0.0183(3) Uani 1.000000 .
H6 H 0.40615(18) 0.58269(11) 0.41860(10) 0.0219(3) Uiso 1.000000 R
C19 C 0.19743(19) 0.93047(12) 0.59762(10) 0.0208(3) Uani 1.000000 .
C2 C 0.11390(18) 0.63475(12) 0.53817(10) 0.0196(3) Uani 1.000000 .
H2 H 0.00245(18) 0.63946(12) 0.53588(10) 0.0235(4) Uiso 1.000000 R
C12 C 0.74715(19) 0.61498(11) 0.86633(10) 0.0202(3) Uani 1.000000 .
H12 H 0.66156(19) 0.58961(11) 0.89495(10) 0.0243(4) Uiso 1.000000 R
C13 C 0.8565(2) 0.67041(13) 0.91052(12) 0.0276(4) Uani 1.000000 .
H13a H 0.942(2) 0.6849(14) 0.8798(11) 0.012(4) Uiso 1.000000 .
H13b H 0.844(3) 0.6907(19) 0.9749(17) 0.051(7) Uiso 1.000000 .


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 O2 1.4332(11) . ?
S1 O1 1.4293(11) . ?
S1 N1 1.6516(12) . ?
S1 C12 1.7515(16) . ?
O3 C9 1.2249(17) . ?
N1 C8 1.4747(17) . ?
N1 C7 1.4883(16) . ?
N2 C9 1.3669(17) . ?
N2 C10 1.4295(17) . ?
N2 C18 1.4754(17) . ?
C4 C7 1.5331(19) . ?
C4 C5 1.3916(19) . ?
C4 C3 1.3900(19) . ?
C11 C14 1.3968(19) . ?
C11 C10 1.4006(19) . ?
C11 C7 1.5153(18) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(2) . ?
C9 C8 1.5278(19) . ?
C10 C17 1.3929(19) . ?
C8 H8a 0.9700 . ?
C8 H8b 0.9700 . ?
C7 H7 0.9800 . ?
C17 H17 0.9300 . ?
C17 C16 1.388(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.389(2) . ?
C15 H15 0.9300 . ?
C1 H1 0.9300 . ?
C1 C6 1.388(2) . ?
C1 C2 1.394(2) . ?
C18 H18a 0.9700 . ?
C18 H18b 0.9700 . ?
C18 C19 1.466(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.387(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.180(2) . ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.318(2) . ?
C13 H13a 0.905(18) . ?
C13 H13b 1.04(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.28(7) . . ?
N1 S1 O2 106.84(6) . . ?
N1 S1 O1 106.54(6) . . ?
C12 S1 O2 107.88(7) . . ?
C12 S1 O1 108.52(8) . . ?
C12 S1 N1 105.93(7) . . ?
C8 N1 S1 114.52(9) . . ?
C7 N1 S1 115.79(9) . . ?
C7 N1 C8 116.11(10) . . ?
C10 N2 C9 122.65(11) . . ?
C18 N2 C9 118.61(11) . . ?
C18 N2 C10 118.40(11) . . ?
C5 C4 C7 121.62(12) . . ?
C3 C4 C7 118.66(12) . . ?
C3 C4 C5 119.32(13) . . ?
C10 C11 C14 118.34(12) . . ?
C7 C11 C14 119.34(12) . . ?
C7 C11 C10 122.32(12) . . ?
H14 C14 C11 119.27(8) . . ?
C15 C14 C11 121.46(13) . . ?
C15 C14 H14 119.27(9) . . ?
N2 C9 O3 122.82(13) . . ?
C8 C9 O3 120.96(12) . . ?
C8 C9 N2 116.16(12) . . ?
C11 C10 N2 120.43(12) . . ?
C17 C10 N2 119.26(12) . . ?
C17 C10 C11 120.30(13) . . ?
C9 C8 N1 111.25(11) . . ?
H8a C8 N1 109.38(7) . . ?
H8a C8 C9 109.38(7) . . ?
H8b C8 N1 109.38(7) . . ?
H8b C8 C9 109.38(7) . . ?
H8b C8 H8a 108.0 . . ?
C4 C7 N1 111.36(11) . . ?
C11 C7 N1 112.17(11) . . ?
C11 C7 C4 113.93(11) . . ?
H7 C7 N1 106.25(7) . . ?
H7 C7 C4 106.25(7) . . ?
H7 C7 C11 106.25(7) . . ?
H17 C17 C10 119.81(8) . . ?
C16 C17 C10 120.38(13) . . ?
C16 C17 H17 119.81(8) . . ?
H16 C16 C17 119.98(8) . . ?
C15 C16 C17 120.04(13) . . ?
C15 C16 H16 119.98(8) . . ?
C16 C15 C14 119.45(13) . . ?
H15 C15 C14 120.28(9) . . ?
H15 C15 C16 120.28(8) . . ?
C6 C1 H1 120.50(9) . . ?
C2 C1 H1 120.50(8) . . ?
C2 C1 C6 119.00(14) . . ?
H18a C18 N2 108.98(7) . . ?
H18b C18 N2 108.98(7) . . ?
H18b C18 H18a 107.8 . . ?
C19 C18 N2 113.02(12) . . ?
C19 C18 H18a 108.98(9) . . ?
C19 C18 H18b 108.98(8) . . ?
H5 C5 C4 120.00(8) . . ?
C6 C5 C4 119.99(13) . . ?
C6 C5 H5 120.00(8) . . ?
H3 C3 C4 119.73(8) . . ?
C2 C3 C4 120.54(14) . . ?
C2 C3 H3 119.73(9) . . ?
C19 C20 H20 180.0 . . ?
C5 C6 C1 120.72(14) . . ?
H6 C6 C1 119.64(9) . . ?
H6 C6 C5 119.64(8) . . ?
C20 C19 C18 178.53(17) . . ?
C3 C2 C1 120.39(14) . . ?
H2 C2 C1 119.81(8) . . ?
H2 C2 C3 119.81(9) . . ?
H12 C12 S1 119.08(5) . . ?
C13 C12 S1 121.84(14) . . ?
C13 C12 H12 119.08(11) . . ?
H13a C13 C12 113.2(11) . . ?
H13b C13 C12 121.1(14) . . ?
H13b C13 H13a 125.7(18) . . ?

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
S1 N1 C8 C9 169.64(10) . . . . ?
S1 N1 C7 C4 -124.61(9) . . . . ?
S1 N1 C7 C11 106.36(10) . . . . ?
O3 C9 N2 C10 179.25(13) . . . . ?
O3 C9 N2 C18 -7.56(17) . . . . ?
O3 C9 C8 N1 -105.25(14) . . . . ?
N1 C8 C9 N2 77.45(12) . . . . ?
N1 C7 C4 C5 19.83(13) . . . . ?
N1 C7 C4 C3 -167.48(11) . . . . ?
N1 C7 C11 C14 -115.47(11) . . . . ?
N1 C7 C11 C10 65.68(13) . . . . ?
N2 C10 C11 C14 179.46(12) . . . . ?
N2 C10 C11 C7 -1.68(15) . . . . ?
N2 C10 C17 C16 179.09(12) . . . . ?
C4 C7 C11 C14 116.86(12) . . . . ?
C4 C7 C11 C10 -61.99(13) . . . . ?
C4 C5 C6 C1 -1.01(16) . . . . ?
C4 C3 C2 C1 -1.01(17) . . . . ?
C11 C14 C15 C16 -0.88(16) . . . . ?
C11 C10 C17 C16 0.32(16) . . . . ?
C14 C15 C16 C17 -0.64(16) . . . . ?
C10 C17 C16 C15 0.91(16) . . . . ?


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

data_10augc_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2293924'
loop_
_audit_author_name
_audit_author_address
'DHARMARAJA ALLIMUTHU'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record             
;
2023-09-08 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        ST-5-154
_chemical_formula_moiety         'C19 H18 N2 O2'
_chemical_formula_sum            'C19 H18 N2 O2'
_chemical_formula_weight         304.351
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   9.1979(4)
_cell_length_b                   15.6759(8)
_cell_length_c                   10.7636(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.704(2)
_cell_angle_gamma                90
_cell_volume                     1544.27(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9878
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.30
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6324
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1262 before and 0.0470 after correction.
The Ratio of minimum to maximum transmission is 0.8481.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_description       block
_exptl_crystal_F_000             640.407
_exptl_crystal_preparation       'slow evaporation'
_exptl_crystal_recrystallization_method 'ethyll acetate-hexane 3:1'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.9986
_diffrn_reflns_Laue_measured_fraction_max 0.9964
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            32415
_diffrn_reflns_point_group_measured_fraction_full 0.9986
_diffrn_reflns_point_group_measured_fraction_max 0.9964
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.30
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9964
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -12
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              -8
_reflns_number_gt                3420
_reflns_number_total             3859
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3392
_refine_diff_density_min         -0.2152
_refine_diff_density_rms         0.0462
_refine_ls_d_res_high            0.7480
_refine_ls_d_res_low             8.8433
_refine_ls_goodness_of_fit_ref   1.0356
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    29
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3859
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.0356
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+0.6304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.0997
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C11(H11), C6(H6), C14(H14), C13(H13), C3(H3), C17(H17), C12(H12),
 C5(H5), C4(H4)
2.d Idealised Me refined as rotating group:
 C00L(H00a,H00b,H00c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
O2 O 0.31839(8) 0.49243(5) 0.39577(8) 0.02362(18) Uani 1.000000 .
O1 O 0.36910(9) 0.57602(5) 0.03105(7) 0.02389(18) Uani 1.000000 .
N2 N 0.49905(9) 0.57427(5) 0.32915(8) 0.01653(18) Uani 1.000000 .
N1 N 0.59618(9) 0.62987(6) 0.07849(8) 0.01676(18) Uani 1.000000 .
C10 C 0.54012(11) 0.73234(6) 0.32107(9) 0.0157(2) Uani 1.000000 .
C1 C 0.73996(11) 0.62989(6) 0.28350(9) 0.0159(2) Uani 1.000000 .
C2 C 0.73363(11) 0.62836(6) 0.15274(9) 0.0163(2) Uani 1.000000 .
C15 C 0.40510(11) 0.74410(7) 0.25236(9) 0.0187(2) Uani 1.000000 .
H15 H 0.34903(11) 0.69705(7) 0.22532(9) 0.0225(3) Uiso 1.000000 R
C8 C 0.48342(11) 0.57776(7) 0.10018(9) 0.0174(2) Uani 1.000000 .
C7 C 0.60525(11) 0.64409(6) 0.35184(9) 0.01533(19) Uani 1.000000 .
H7 H 0.63772(11) 0.64377(6) 0.44136(9) 0.0184(2) Uiso 1.000000 R
C11 C 0.62055(11) 0.80381(7) 0.36401(10) 0.0188(2) Uani 1.000000 .
H11 H 0.70971(11) 0.79656(7) 0.41167(10) 0.0225(2) Uiso 1.000000 R
C9 C 0.50458(11) 0.52223(7) 0.21678(9) 0.0180(2) Uani 1.000000 .
H9a H 0.59819(11) 0.49341(7) 0.21989(9) 0.0215(2) Uiso 1.000000 R
H9b H 0.42860(11) 0.47914(7) 0.21344(9) 0.0215(2) Uiso 1.000000 R
C16 C 0.39765(11) 0.55556(7) 0.40941(9) 0.0179(2) Uani 1.000000 .
C6 C 0.87667(12) 0.62431(7) 0.35244(10) 0.0196(2) Uani 1.000000 .
H6 H 0.88223(12) 0.62258(7) 0.43915(10) 0.0236(3) Uiso 1.000000 R
C14 C 0.35373(12) 0.82625(7) 0.22398(10) 0.0213(2) Uani 1.000000 .
H14 H 0.26400(12) 0.83368(7) 0.17728(10) 0.0256(3) Uiso 1.000000 R
C13 C 0.43576(13) 0.89697(7) 0.26505(10) 0.0225(2) Uani 1.000000 .
H13 H 0.40187(13) 0.95165(7) 0.24499(10) 0.0271(3) Uiso 1.000000 R
C3 C 0.86173(12) 0.62568(7) 0.09389(10) 0.0209(2) Uani 1.000000 .
H3 H 0.85691(12) 0.62574(7) 0.00718(10) 0.0251(3) Uiso 1.000000 R
C17 C 0.38243(12) 0.61705(7) 0.51363(10) 0.0216(2) Uani 1.000000 .
H17 H 0.44867(12) 0.66165(7) 0.52784(10) 0.0260(3) Uiso 1.000000 R
C12 C 0.56913(12) 0.88555(7) 0.33648(10) 0.0216(2) Uani 1.000000 .
H12 H 0.62367(12) 0.93268(7) 0.36570(10) 0.0260(3) Uiso 1.000000 R
C5 C 1.00424(12) 0.62130(8) 0.29374(11) 0.0235(2) Uani 1.000000 .
H5 H 1.09446(12) 0.61823(8) 0.34089(11) 0.0283(3) Uiso 1.000000 R
C00L C 0.57822(13) 0.68553(8) -0.03106(10) 0.0242(2) Uani 1.000000 .
H00a H 0.6498(7) 0.7302(4) -0.0221(4) 0.0364(4) Uiso 1.000000 GR
H00b H 0.5910(10) 0.65286(14) -0.10463(14) 0.0364(4) Uiso 1.000000 GR
H00c H 0.4821(4) 0.7100(5) -0.0383(5) 0.0364(4) Uiso 1.000000 GR
C4 C 0.99655(12) 0.62291(8) 0.16421(11) 0.0241(2) Uani 1.000000 .
H4 H 1.08188(12) 0.62213(8) 0.12456(11) 0.0289(3) Uiso 1.000000 R
C18 C 0.27495(14) 0.60810(9) 0.58560(11) 0.0284(3) Uani 1.000000 .
H18a H 0.2030(19) 0.5583(12) 0.5711(16) 0.044(5) Uiso 1.000000 .
H18b H 0.2612(18) 0.6481(11) 0.6517(16) 0.040(4) Uiso 1.000000 .


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 C16 1.2293(13) . ?
O1 C8 1.2266(12) . ?
N2 C7 1.4711(13) . ?
N2 C9 1.4639(13) . ?
N2 C16 1.3646(14) . ?
N1 C2 1.4272(12) . ?
N1 C8 1.3585(14) . ?
N1 C00L 1.4629(13) . ?
C10 C15 1.3931(14) . ?
C10 C7 1.5306(14) . ?
C10 C11 1.3958(14) . ?
C1 C2 1.4030(14) . ?
C1 C7 1.5189(14) . ?
C1 C6 1.3979(13) . ?
C2 C3 1.3927(15) . ?
C15 H15 0.9300 . ?
C15 C14 1.3951(15) . ?
C8 C9 1.5239(14) . ?
C7 H7 0.9800 . ?
C11 H11 0.9300 . ?
C11 C12 1.3876(15) . ?
C9 H9a 0.9700 . ?
C9 H9b 0.9700 . ?
C16 C17 1.4961(15) . ?
C6 H6 0.9300 . ?
C6 C5 1.3876(16) . ?
C14 H14 0.9300 . ?
C14 C13 1.3883(16) . ?
C13 H13 0.9300 . ?
C13 C12 1.3931(16) . ?
C3 H3 0.9300 . ?
C3 C4 1.3877(15) . ?
C17 H17 0.9300 . ?
C17 C18 1.3226(17) . ?
C12 H12 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.3892(17) . ?
C00L H00a 0.9600 . ?
C00L H00b 0.9600 . ?
C00L H00c 0.9600 . ?
C4 H4 0.9300 . ?
C18 H18a 1.025(18) . ?
C18 H18b 0.967(17) . ?

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
C9 N2 C7 118.34(8) . . ?
C16 N2 C7 122.62(9) . . ?
C16 N2 C9 119.03(8) . . ?
C8 N1 C2 122.87(9) . . ?
C00L N1 C2 118.95(9) . . ?
C00L N1 C8 118.05(9) . . ?
C7 C10 C15 122.93(9) . . ?
C11 C10 C15 118.99(9) . . ?
C11 C10 C7 118.08(9) . . ?
C7 C1 C2 122.27(9) . . ?
C6 C1 C2 118.48(10) . . ?
C6 C1 C7 119.08(9) . . ?
C1 C2 N1 120.50(9) . . ?
C3 C2 N1 119.22(9) . . ?
C3 C2 C1 120.28(9) . . ?
H15 C15 C10 119.90(6) . . ?
C14 C15 C10 120.20(10) . . ?
C14 C15 H15 119.90(6) . . ?
N1 C8 O1 122.15(10) . . ?
C9 C8 O1 121.24(10) . . ?
C9 C8 N1 116.61(9) . . ?
C10 C7 N2 113.41(8) . . ?
C1 C7 N2 111.76(8) . . ?
C1 C7 C10 110.37(8) . . ?
H7 C7 N2 106.97(5) . . ?
H7 C7 C10 106.97(5) . . ?
H7 C7 C1 106.97(5) . . ?
H11 C11 C10 119.59(6) . . ?
C12 C11 C10 120.82(10) . . ?
C12 C11 H11 119.59(6) . . ?
C8 C9 N2 110.50(8) . . ?
H9a C9 N2 109.55(5) . . ?
H9a C9 C8 109.55(6) . . ?
H9b C9 N2 109.55(5) . . ?
H9b C9 C8 109.55(5) . . ?
H9b C9 H9a 108.1 . . ?
N2 C16 O2 122.14(10) . . ?
C17 C16 O2 120.64(10) . . ?
C17 C16 N2 117.19(9) . . ?
H6 C6 C1 119.43(6) . . ?
C5 C6 C1 121.14(10) . . ?
C5 C6 H6 119.43(6) . . ?
H14 C14 C15 119.80(6) . . ?
C13 C14 C15 120.39(10) . . ?
C13 C14 H14 119.80(6) . . ?
H13 C13 C14 120.20(6) . . ?
C12 C13 C14 119.60(10) . . ?
C12 C13 H13 120.20(6) . . ?
H3 C3 C2 119.89(6) . . ?
C4 C3 C2 120.23(10) . . ?
C4 C3 H3 119.89(7) . . ?
H17 C17 C16 119.94(6) . . ?
C18 C17 C16 120.12(11) . . ?
C18 C17 H17 119.94(8) . . ?
C13 C12 C11 119.96(10) . . ?
H12 C12 C11 120.02(6) . . ?
H12 C12 C13 120.02(6) . . ?
H5 C5 C6 120.15(6) . . ?
C4 C5 C6 119.70(10) . . ?
C4 C5 H5 120.15(6) . . ?
H00a C00L N1 109.5 . . ?
H00b C00L N1 109.5 . . ?
H00b C00L H00a 109.5 . . ?
H00c C00L N1 109.5 . . ?
H00c C00L H00a 109.5 . . ?
H00c C00L H00b 109.5 . . ?
C5 C4 C3 120.10(10) . . ?
H4 C4 C3 119.95(7) . . ?
H4 C4 C5 119.95(6) . . ?
H18a C18 C17 120.0(10) . . ?
H18b C18 C17 121.5(10) . . ?
H18b C18 H18a 118.5(14) . . ?

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
O2 C16 N2 C7 -173.14(9) . . . . ?
O2 C16 N2 C9 5.86(12) . . . . ?
O2 C16 C17 C18 -5.94(12) . . . . ?
O1 C8 N1 C2 -175.39(10) . . . . ?
O1 C8 N1 C00L 0.30(13) . . . . ?
O1 C8 C9 N2 -106.99(10) . . . . ?
N2 C7 C10 C15 -13.86(10) . . . . ?
N2 C7 C10 C11 166.24(8) . . . . ?
N2 C7 C1 C2 64.52(9) . . . . ?
N2 C7 C1 C6 -120.24(9) . . . . ?
N2 C9 C8 N1 71.91(9) . . . . ?
N2 C16 C17 C18 172.00(10) . . . . ?
N1 C2 C1 C7 -7.67(11) . . . . ?
N1 C2 C1 C6 177.06(10) . . . . ?
N1 C2 C3 C4 -179.06(10) . . . . ?
C10 C15 C14 C13 -0.72(12) . . . . ?
C10 C7 C1 C2 -62.68(9) . . . . ?
C10 C7 C1 C6 112.56(9) . . . . ?
C10 C11 C12 C13 -0.07(12) . . . . ?
C1 C2 C3 C4 1.19(12) . . . . ?
C1 C6 C5 C4 -0.71(12) . . . . ?
C2 C3 C4 C5 1.13(13) . . . . ?
C15 C14 C13 C12 -0.91(13) . . . . ?
C11 C12 C13 C14 1.30(13) . . . . ?
C6 C5 C4 C3 -1.37(13) . . . . ?


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

data_9augb_a
_database_code_depnum_ccdc_archive 'CCDC 2293927'
loop_
_audit_author_name
_audit_author_address
'DHARMARAJA ALLIMUTHU'
;Indian Institute of Technology Kanpur
India
;
_audit_update_record             
;
2023-09-08 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        SP-446
_chemical_formula_moiety         '2(C20 H17 Cl N2 O2)'
_chemical_formula_sum            'C40 H34 Cl2 N4 O4'
_chemical_formula_weight         705.645
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           ' P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y+1/2,z+1/2
4 x+1/2,-y+1/2,z

_symmetry_Int_Tables_number      33
_cell_length_a                   10.2787(5)
_cell_length_b                   11.9147(6)
_cell_length_c                   27.5592(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3375.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9164
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      2.62
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6949
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1389 before and 0.0637 after correction.
The Ratio of minimum to maximum transmission is 0.9319.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       block
_exptl_crystal_F_000             1474.037
_exptl_crystal_preparation       'Slow evaporation'
_exptl_crystal_recrystallization_method 'ethyl acetate: hexane 1:2'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.9984
_diffrn_reflns_Laue_measured_fraction_max 0.9970
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            52444
_diffrn_reflns_point_group_measured_fraction_full 0.9985
_diffrn_reflns_point_group_measured_fraction_max 0.9958
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.72
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9970
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.995
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              36
_reflns_limit_l_min              -36
_reflns_number_gt                7540
_reflns_number_total             8372
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3428
_refine_diff_density_min         -0.2245
_refine_diff_density_rms         0.0539
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.31(2)
_refine_ls_d_res_high            0.7490
_refine_ls_d_res_low             7.4899
_refine_ls_goodness_of_fit_ref   1.0502
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     451
_refine_ls_number_reflns         8372
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.0502
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0363P)²+1.3157P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0872
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C013(H013)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00c,H00d), C00I(H00e,H00g), C8(H8a,H8b), C00Q(H00a,H00b), C010(H01a,
 H01b), C01E(H01e,H01f)
2.c Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C5(H5), C00J(H00J), C14(H14), C00O(H00O), C15(H15), C00X(H00X),
 C00Y(H00Y), C4(H4), C011(H011), C2(H2), C3(H3), C13(H13), C11(H11), C017(H017),
  C12(H12), C019(H019), C01B(H01c)
2.d :
 C17(H17), C01D(H01D)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Cl1 Cl 0.42014(5) 0.12229(4) 0.45667(2) 0.02586(12) Uani 1.000000 .
Cl02 Cl 0.31866(5) 0.87878(4) 0.54502(2) 0.02504(11) Uani 1.000000 .
O003 O 0.26063(13) 0.39101(11) 0.46543(5) 0.0194(3) Uani 1.000000 .
O004 O 0.38286(14) 0.82263(12) 0.44613(6) 0.0238(3) Uani 1.000000 .
O1 O 0.35484(14) 0.17806(12) 0.55516(6) 0.0234(3) Uani 1.000000 .
O2 O 0.48015(13) 0.60648(12) 0.53516(5) 0.0195(3) Uani 1.000000 .
N007 N 0.18665(15) 0.43493(14) 0.39019(6) 0.0163(3) Uani 1.000000 .
N2 N 0.47340(15) 0.33558(13) 0.56600(6) 0.0153(3) Uani 1.000000 .
N1 N 0.54758(16) 0.56615(13) 0.61178(6) 0.0163(3) Uani 1.000000 .
N00A N 0.26745(15) 0.66309(13) 0.43653(6) 0.0150(3) Uani 1.000000 .
C00B C 0.30865(17) 0.75297(16) 0.46270(10) 0.0178(5) Uani 1.000000 .
C00C C 0.21431(17) 0.46044(16) 0.43759(7) 0.0154(4) Uani 1.000000 .
C00D C 0.2526(2) 0.76077(17) 0.51383(9) 0.0182(4) Uani 1.000000 .
H00c H 0.2727(2) 0.69268(17) 0.53161(9) 0.0218(5) Uiso 1.000000 R
H00d H 0.1587(2) 0.76787(17) 0.51206(9) 0.0218(5) Uiso 1.000000 R
C6 C 0.55014(18) 0.37858(16) 0.64774(7) 0.0160(4) Uani 1.000000 .
C00F C 0.02087(19) 0.48762(19) 0.33086(8) 0.0214(4) Uani 1.000000 .
H00F H -0.01310(19) 0.41535(19) 0.33228(8) 0.0256(5) Uiso 1.000000 R
C5 C 0.60972(19) 0.30151(17) 0.67866(7) 0.0189(4) Uani 1.000000 .
H5 H 0.57904(19) 0.22812(17) 0.67972(7) 0.0226(5) Uiso 1.000000 R
C00H C 0.13033(18) 0.51551(17) 0.35825(7) 0.0162(4) Uani 1.000000 .
C00I C 0.17794(17) 0.57742(15) 0.45472(7) 0.0156(3) Uani 1.000000 .
H00e H 0.17814(17) 0.57898(15) 0.48991(7) 0.0188(4) Uiso 1.000000 R
H00g H 0.09048(17) 0.59479(15) 0.44385(7) 0.0188(4) Uiso 1.000000 R
C00J C 0.45062(19) 0.54655(17) 0.32918(8) 0.0202(4) Uani 1.000000 .
H00J H 0.39063(19) 0.55726(17) 0.30435(8) 0.0242(5) Uiso 1.000000 R
C8 C 0.56436(17) 0.42091(15) 0.54816(7) 0.0159(4) Uani 1.000000 .
H8a H 0.65097(17) 0.40442(15) 0.56017(7) 0.0191(4) Uiso 1.000000 R
H8b H 0.56704(17) 0.41820(15) 0.51299(7) 0.0191(4) Uiso 1.000000 R
C00L C 0.18395(17) 0.62362(15) 0.35545(7) 0.0150(4) Uani 1.000000 .
C7 C 0.43476(17) 0.34169(16) 0.61728(7) 0.0153(4) Uani 1.000000 .
H7 H 0.41361(17) 0.26496(16) 0.62737(7) 0.0184(4) Uiso 1.000000 R
C14 C 0.1046(2) 0.47907(18) 0.59413(8) 0.0240(4) Uani 1.000000 .
H14 H 0.0452(2) 0.48568(18) 0.56883(8) 0.0288(5) Uiso 1.000000 R
C00O C 0.12285(19) 0.70289(17) 0.32617(7) 0.0190(4) Uani 1.000000 .
H00O H 0.15570(19) 0.77555(17) 0.32474(7) 0.0228(5) Uiso 1.000000 R
C1 C 0.60126(19) 0.48750(17) 0.64524(7) 0.0160(4) Uani 1.000000 .
C00Q C 0.5371(2) 0.68505(17) 0.62531(8) 0.0210(4) Uani 1.000000 .
H00a H 0.6239(2) 0.71667(17) 0.62731(8) 0.0252(5) Uiso 1.000000 R
H00b H 0.4908(2) 0.72464(17) 0.59984(8) 0.0252(5) Uiso 1.000000 R
C16 C 0.4700(2) 0.70447(18) 0.67154(8) 0.0259(5) Uani 1.000000 .
C9 C 0.52483(18) 0.53868(16) 0.56437(7) 0.0158(4) Uani 1.000000 .
C15 C 0.22205(18) 0.42295(17) 0.58675(8) 0.0204(4) Uani 1.000000 .
H15 H 0.24100(18) 0.39288(17) 0.55643(8) 0.0245(5) Uiso 1.000000 R
C10 C 0.31129(18) 0.41164(16) 0.62460(7) 0.0164(4) Uani 1.000000 .
C00V C 0.43138(17) 0.24732(15) 0.53906(9) 0.0154(5) Uani 1.000000 .
C00W C 0.42390(17) 0.58712(17) 0.37550(7) 0.0163(4) Uani 1.000000 .
C00X C 0.51421(19) 0.57027(17) 0.41236(8) 0.0208(4) Uani 1.000000 .
H00X H 0.49706(19) 0.59657(17) 0.44349(8) 0.0250(5) Uiso 1.000000 R
C00Y C -0.03736(19) 0.5680(2) 0.30145(8) 0.0254(4) Uani 1.000000 .
H00Y H -0.11070(19) 0.5495(2) 0.28338(8) 0.0305(5) Uiso 1.000000 R
C4 C 0.7138(2) 0.33201(19) 0.70784(8) 0.0234(4) Uani 1.000000 .
H4 H 0.7524(2) 0.27952(19) 0.72823(8) 0.0281(5) Uiso 1.000000 R
C010 C 0.4873(2) 0.23909(17) 0.48786(9) 0.0194(5) Uani 1.000000 .
H01a H 0.5811(2) 0.23116(17) 0.48961(9) 0.0233(5) Uiso 1.000000 R
H01b H 0.4680(2) 0.30742(17) 0.47013(9) 0.0233(5) Uiso 1.000000 R
C011 C 0.6562(2) 0.47396(18) 0.35675(10) 0.0273(5) Uani 1.000000 .
H011 H 0.7336(2) 0.43617(18) 0.35050(10) 0.0328(6) Uiso 1.000000 R
C2 C 0.7044(2) 0.51924(19) 0.67494(8) 0.0204(4) Uani 1.000000 .
H2 H 0.7363(2) 0.59225(19) 0.67373(8) 0.0244(5) Uiso 1.000000 R
C013 C 0.30267(17) 0.65785(16) 0.38465(7) 0.0154(4) Uani 1.000000 .
H013 H 0.32422(17) 0.73464(16) 0.37476(7) 0.0185(4) Uiso 1.000000 R
C3 C 0.7598(2) 0.44167(19) 0.70639(8) 0.0238(4) Uani 1.000000 .
H3 H 0.8279(2) 0.46318(19) 0.72656(8) 0.0285(5) Uiso 1.000000 R
C13 C 0.0764(2) 0.52490(18) 0.63902(9) 0.0243(4) Uani 1.000000 .
H13 H -0.0021(2) 0.56182(18) 0.64406(9) 0.0292(5) Uiso 1.000000 R
C11 C 0.2818(2) 0.45849(18) 0.66955(8) 0.0223(4) Uani 1.000000 .
H11 H 0.3402(2) 0.45154(18) 0.69514(8) 0.0268(5) Uiso 1.000000 R
C017 C 0.0133(2) 0.67506(19) 0.29899(8) 0.0236(4) Uani 1.000000 .
H017 H -0.0256(2) 0.72860(19) 0.27920(8) 0.0284(5) Uiso 1.000000 R
C12 C 0.1654(2) 0.51560(19) 0.67631(9) 0.0263(5) Uani 1.000000 .
H12 H 0.1472(2) 0.54789(19) 0.70627(9) 0.0316(6) Uiso 1.000000 R
C019 C 0.5665(2) 0.4901(2) 0.31975(9) 0.0253(5) Uani 1.000000 .
H019 H 0.5837(2) 0.4632(2) 0.28873(9) 0.0304(6) Uiso 1.000000 R
C01A C 0.2671(2) 0.30311(17) 0.32915(8) 0.0235(4) Uani 1.000000 .
C01B C 0.6308(2) 0.51388(18) 0.40276(9) 0.0259(5) Uani 1.000000 .
H01c H 0.6913(2) 0.50331(18) 0.42744(9) 0.0310(6) Uiso 1.000000 R
C17 C 0.4188(2) 0.7275(2) 0.70801(9) 0.0317(5) Uani 1.000000 .
H17 H 0.3781(2) 0.7459(2) 0.73707(9) 0.0381(6) Uiso 1.000000 R
C01D C 0.3246(2) 0.2906(2) 0.29258(9) 0.0304(5) Uani 1.000000 .
H01D H 0.3700(2) 0.2808(2) 0.26370(9) 0.0364(6) Uiso 1.000000 R
C01E C 0.1965(2) 0.31677(17) 0.37503(8) 0.0214(4) Uani 1.000000 .
H01e H 0.2407(2) 0.27446(17) 0.40018(8) 0.0257(5) Uiso 1.000000 R
H01f H 0.1097(2) 0.28598(17) 0.37151(8) 0.0257(5) Uiso 1.000000 R


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 C010 1.775(2) . ?
Cl02 C00D 1.783(2) . ?
O003 C00C 1.225(2) . ?
O004 C00B 1.216(2) . ?
O1 C00V 1.223(2) . ?
O2 C9 1.229(2) . ?
N007 C00C 1.371(2) . ?
N007 C00H 1.425(2) . ?
N007 C01E 1.472(2) . ?
N2 C8 1.466(2) . ?
N2 C7 1.470(3) . ?
N2 C00V 1.358(2) . ?
N1 C1 1.426(2) . ?
N1 C00Q 1.469(2) . ?
N1 C9 1.367(3) . ?
N00A C00B 1.359(3) . ?
N00A C00I 1.463(2) . ?
N00A C013 1.476(2) . ?
C00B C00D 1.526(3) . ?
C00C C00I 1.518(3) . ?
C00D H00c 0.9700 . ?
C00D H00d 0.9700 . ?
C6 C5 1.394(3) . ?
C6 C7 1.518(3) . ?
C6 C1 1.402(3) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.395(3) . ?
C00F C00Y 1.390(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.387(3) . ?
C00H C00L 1.403(3) . ?
C00I H00e 0.9700 . ?
C00I H00g 0.9700 . ?
C00J H00J 0.9300 . ?
C00J C00W 1.392(3) . ?
C00J C019 1.392(3) . ?
C8 H8a 0.9700 . ?
C8 H8b 0.9700 . ?
C8 C9 1.528(3) . ?
C00L C00O 1.392(3) . ?
C00L C013 1.518(3) . ?
C7 H7 0.9800 . ?
C7 C10 1.532(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.395(3) . ?
C14 C13 1.383(3) . ?
C00O H00O 0.9300 . ?
C00O C017 1.392(3) . ?
C1 C2 1.392(3) . ?
C00Q H00a 0.9700 . ?
C00Q H00b 0.9700 . ?
C00Q C16 1.467(3) . ?
C16 C17 1.167(3) . ?
C15 H15 0.9300 . ?
C15 C10 1.395(3) . ?
C10 C11 1.392(3) . ?
C00V C010 1.527(3) . ?
C00W C00X 1.391(3) . ?
C00W C013 1.525(3) . ?
C00X H00X 0.9300 . ?
C00X C01B 1.399(3) . ?
C00Y H00Y 0.9300 . ?
C00Y C017 1.380(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.390(3) . ?
C010 H01a 0.9700 . ?
C010 H01b 0.9700 . ?
C011 H011 0.9300 . ?
C011 C019 1.388(4) . ?
C011 C01B 1.379(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(3) . ?
C013 H013 0.9800 . ?
C3 H3 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.380(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(3) . ?
C017 H017 0.9300 . ?
C12 H12 0.9300 . ?
C019 H019 0.9300 . ?
C01A C01D 1.178(3) . ?
C01A C01E 1.467(3) . ?
C01B H01c 0.9300 . ?
C17 H17 0.9300 . ?
C01D H01D 0.9300 . ?
C01E H01e 0.9700 . ?
C01E H01f 0.9700 . ?

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
C00H N007 C00C 121.55(16) . . ?
C01E N007 C00C 117.91(17) . . ?
C01E N007 C00H 119.80(16) . . ?
C7 N2 C8 117.42(15) . . ?
C00V N2 C8 123.81(17) . . ?
C00V N2 C7 118.57(16) . . ?
C00Q N1 C1 119.88(16) . . ?
C9 N1 C1 121.80(16) . . ?
C9 N1 C00Q 117.45(16) . . ?
C00I N00A C00B 124.34(17) . . ?
C013 N00A C00B 118.09(17) . . ?
C013 N00A C00I 117.18(15) . . ?
N00A C00B O004 122.3(2) . . ?
C00D C00B O004 122.84(19) . . ?
C00D C00B N00A 114.86(17) . . ?
N007 C00C O003 121.85(18) . . ?
C00I C00C O003 121.41(18) . . ?
C00I C00C N007 116.66(17) . . ?
C00B C00D Cl02 110.45(15) . . ?
H00c C00D Cl02 109.56(8) . . ?
H00c C00D C00B 109.56(11) . . ?
H00d C00D Cl02 109.56(7) . . ?
H00d C00D C00B 109.56(11) . . ?
H00d C00D H00c 108.1 . . ?
C7 C6 C5 119.36(17) . . ?
C1 C6 C5 118.37(18) . . ?
C1 C6 C7 122.25(17) . . ?
C00H C00F H00F 120.04(12) . . ?
C00Y C00F H00F 120.04(13) . . ?
C00Y C00F C00H 119.9(2) . . ?
H5 C5 C6 119.32(11) . . ?
C4 C5 C6 121.37(19) . . ?
C4 C5 H5 119.32(12) . . ?
C00F C00H N007 120.08(18) . . ?
C00L C00H N007 119.53(17) . . ?
C00L C00H C00F 120.37(19) . . ?
C00C C00I N00A 112.28(15) . . ?
H00e C00I N00A 109.15(10) . . ?
H00e C00I C00C 109.15(11) . . ?
H00g C00I N00A 109.15(9) . . ?
H00g C00I C00C 109.15(10) . . ?
H00g C00I H00e 107.9 . . ?
C00W C00J H00J 119.75(12) . . ?
C019 C00J H00J 119.75(14) . . ?
C019 C00J C00W 120.5(2) . . ?
H8a C8 N2 109.29(10) . . ?
H8b C8 N2 109.29(10) . . ?
H8b C8 H8a 107.9 . . ?
C9 C8 N2 111.67(15) . . ?
C9 C8 H8a 109.29(10) . . ?
C9 C8 H8b 109.29(11) . . ?
C00O C00L C00H 118.54(18) . . ?
C013 C00L C00H 122.23(17) . . ?
C013 C00L C00O 119.19(17) . . ?
C6 C7 N2 109.57(15) . . ?
H7 C7 N2 106.65(10) . . ?
H7 C7 C6 106.65(10) . . ?
C10 C7 N2 112.18(16) . . ?
C10 C7 C6 114.64(16) . . ?
C10 C7 H7 106.65(10) . . ?
C15 C14 H14 119.97(13) . . ?
C13 C14 H14 119.97(12) . . ?
C13 C14 C15 120.1(2) . . ?
H00O C00O C00L 119.50(12) . . ?
C017 C00O C00L 121.00(19) . . ?
C017 C00O H00O 119.50(12) . . ?
C6 C1 N1 119.69(17) . . ?
C2 C1 N1 119.77(19) . . ?
C2 C1 C6 120.54(19) . . ?
H00a C00Q N1 108.75(11) . . ?
H00b C00Q N1 108.75(11) . . ?
H00b C00Q H00a 107.6 . . ?
C16 C00Q N1 114.03(17) . . ?
C16 C00Q H00a 108.75(12) . . ?
C16 C00Q H00b 108.75(12) . . ?
C17 C16 C00Q 175.4(3) . . ?
N1 C9 O2 122.16(18) . . ?
C8 C9 O2 120.76(18) . . ?
C8 C9 N1 117.00(16) . . ?
H15 C15 C14 119.79(13) . . ?
C10 C15 C14 120.4(2) . . ?
C10 C15 H15 119.79(12) . . ?
C15 C10 C7 119.92(18) . . ?
C11 C10 C7 121.05(18) . . ?
C11 C10 C15 118.90(18) . . ?
N2 C00V O1 121.9(2) . . ?
C010 C00V O1 122.27(19) . . ?
C010 C00V N2 115.81(17) . . ?
C00X C00W C00J 119.21(18) . . ?
C013 C00W C00J 120.30(18) . . ?
C013 C00W C00X 120.28(18) . . ?
H00X C00X C00W 119.91(12) . . ?
C01B C00X C00W 120.2(2) . . ?
C01B C00X H00X 119.91(14) . . ?
H00Y C00Y C00F 119.90(13) . . ?
C017 C00Y C00F 120.20(19) . . ?
C017 C00Y H00Y 119.90(12) . . ?
H4 C4 C5 120.26(12) . . ?
C3 C4 C5 119.48(19) . . ?
C3 C4 H4 120.26(12) . . ?
C00V C010 Cl1 110.57(14) . . ?
H01a C010 Cl1 109.53(7) . . ?
H01a C010 C00V 109.53(11) . . ?
H01b C010 Cl1 109.53(8) . . ?
H01b C010 C00V 109.53(11) . . ?
H01b C010 H01a 108.1 . . ?
C019 C011 H011 119.95(13) . . ?
C01B C011 H011 119.95(13) . . ?
C01B C011 C019 120.1(2) . . ?
H2 C2 C1 120.06(13) . . ?
C3 C2 C1 119.9(2) . . ?
C3 C2 H2 120.06(12) . . ?
C00L C013 N00A 109.13(14) . . ?
C00W C013 N00A 112.57(16) . . ?
C00W C013 C00L 114.88(16) . . ?
H013 C013 N00A 106.58(10) . . ?
H013 C013 C00L 106.58(10) . . ?
H013 C013 C00W 106.58(10) . . ?
C2 C3 C4 120.27(19) . . ?
H3 C3 C4 119.86(12) . . ?
H3 C3 C2 119.86(12) . . ?
H13 C13 C14 120.14(12) . . ?
C12 C13 C14 119.71(19) . . ?
C12 C13 H13 120.14(13) . . ?
H11 C11 C10 119.89(12) . . ?
C12 C11 C10 120.2(2) . . ?
C12 C11 H11 119.89(14) . . ?
C00Y C017 C00O 119.94(19) . . ?
H017 C017 C00O 120.03(12) . . ?
H017 C017 C00Y 120.03(12) . . ?
C11 C12 C13 120.7(2) . . ?
H12 C12 C13 119.66(13) . . ?
H12 C12 C11 119.66(14) . . ?
C011 C019 C00J 119.9(2) . . ?
H019 C019 C00J 120.06(14) . . ?
H019 C019 C011 120.06(13) . . ?
C01E C01A C01D 179.0(2) . . ?
C011 C01B C00X 120.1(2) . . ?
H01c C01B C00X 119.94(14) . . ?
H01c C01B C011 119.94(13) . . ?
H17 C17 C16 180.0 . . ?
H01D C01D C01A 180.0 . . ?
C01A C01E N007 112.64(17) . . ?
H01e C01E N007 109.07(11) . . ?
H01e C01E C01A 109.07(12) . . ?
H01f C01E N007 109.07(10) . . ?
H01f C01E C01A 109.07(12) . . ?
H01f C01E H01e 107.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C010 C00V O1 2.58(18) . . . . ?
Cl1 C010 C00V N2 -178.37(13) . . . . ?
Cl02 C00D C00B O004 -3.40(19) . . . . ?
Cl02 C00D C00B N00A 177.79(13) . . . . ?
O003 C00C N007 C00H 178.72(17) . . . . ?
O003 C00C N007 C01E 8.6(2) . . . . ?
O003 C00C C00I N00A 108.00(18) . . . . ?
O004 C00B N00A C00I -179.72(18) . . . . ?
O004 C00B N00A C013 -7.1(2) . . . . ?
O1 C00V N2 C8 -179.62(17) . . . . ?
O1 C00V N2 C7 5.7(2) . . . . ?
O2 C9 N1 C1 -179.04(17) . . . . ?
O2 C9 N1 C00Q -9.8(2) . . . . ?
O2 C9 C8 N2 -108.11(18) . . . . ?
N007 C00C C00I N00A -75.17(17) . . . . ?
N007 C00H C00F C00Y 177.04(19) . . . . ?
N007 C00H C00L C00O -176.30(17) . . . . ?
N007 C00H C00L C013 1.3(2) . . . . ?
N2 C8 C9 N1 75.08(17) . . . . ?
N2 C7 C6 C5 -109.34(16) . . . . ?
N2 C7 C6 C1 69.31(18) . . . . ?
N2 C7 C10 C15 25.49(19) . . . . ?
N2 C7 C10 C11 -158.79(16) . . . . ?
N1 C1 C6 C5 176.13(18) . . . . ?
N1 C1 C6 C7 -2.5(2) . . . . ?
N1 C1 C2 C3 -177.82(19) . . . . ?
N00A C013 C00L C00H -69.05(18) . . . . ?
N00A C013 C00L C00O 108.54(16) . . . . ?
N00A C013 C00W C00J 161.80(15) . . . . ?
N00A C013 C00W C00X -23.50(19) . . . . ?
C6 C5 C4 C3 0.1(2) . . . . ?
C6 C7 C10 C15 151.29(17) . . . . ?
C6 C7 C10 C11 -33.0(2) . . . . ?
C6 C1 C2 C3 1.8(2) . . . . ?
C00F C00H C00L C00O 2.2(2) . . . . ?
C00F C00H C00L C013 179.84(18) . . . . ?
C00F C00Y C017 C00O -0.2(2) . . . . ?
C5 C4 C3 C2 -1.8(2) . . . . ?
C00H C00L C00O C017 -2.0(2) . . . . ?
C00H C00L C013 C00W 58.4(2) . . . . ?
C00J C00W C00X C01B 0.4(2) . . . . ?
C00J C00W C013 C00L 36.1(2) . . . . ?
C00J C019 C011 C01B -0.1(3) . . . . ?
C00L C00O C017 C00Y 1.0(2) . . . . ?
C00L C013 C00W C00X -149.23(17) . . . . ?
C7 C10 C15 C14 175.01(18) . . . . ?
C7 C10 C11 C12 -175.88(19) . . . . ?
C14 C15 C10 C11 -0.8(2) . . . . ?
C14 C13 C12 C11 -1.4(3) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C15 C10 C11 C12 -0.1(2) . . . . ?
C10 C11 C12 C13 1.2(2) . . . . ?
C00W C00X C01B C011 -0.5(2) . . . . ?
C00X C01B C011 C019 0.3(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
