# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_sr_01_170_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2238292'
loop_
_audit_author_name
_audit_author_address
'PROF. INDUBHUSAN DEB'
;CSIR Indian institute of chemical biology
India
;
_audit_update_record             
;
2023-01-27 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_audit_creation_date             2023-01-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H17 N O2'
_chemical_formula_sum            'C22 H17 N O2'
_chemical_formula_weight         327.36
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.549(3)
_cell_length_b                   9.093(2)
_cell_length_c                   20.815(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.522(10)
_cell_angle_gamma                90
_cell_volume                     1607.6(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9354
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.873
_cell_measurement_theta_min      4.261
_shelx_estimated_absorpt_T_max   0.874
_shelx_estimated_absorpt_T_min   0.874
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1182 before and 0.0689 after correction.
The Ratio of minimum to maximum transmission is 0.8446.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_preparation       'In ethanol and chloroform'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            23659
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.668
_diffrn_reflns_theta_min         4.276
_diffrn_ambient_temperature      100
_diffrn_detector                 'CPAD area detector'
_diffrn_detector_area_resol_mean 7.407
_diffrn_detector_type            'Bruker Photon III'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX3_IMuS Diamond_Photon III (1)'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_type              'Incoatec I\ms Diamond'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2902
_reflns_number_total             3123
_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       'Bruker SAINT V8.38A (Bruker AXS)'
_computing_data_collection       'Bruker APEX3 ver.2018.7-2(Bruker AXS)'
_computing_data_reduction        'Bruker SAINT V8.38A (Bruker AXS)'
_computing_molecular_graphics    'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_publication_material  'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick 2018)'
_computing_structure_solution    'SHELXT 2018/2(Sheldrick 2014)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.100
_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)+(0.0448P)²+1.1796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1186
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C4(H4), C1(H1), C6(H6), C12(H12), C10(H10), C5(H5), C11(H11),
 C20(H20), C17(H17), C18(H18), C19(H19)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.51433(14) 0.32048(12) 0.61121(6) 0.0205(3) Uani 1 1 d . . . . .
O2 O 0.34954(15) 0.13475(15) 0.47058(6) 0.0282(3) Uani 1 1 d . . . . .
N1 N 0.34691(16) 0.23344(15) 0.72245(7) 0.0180(3) Uani 1 1 d . . . . .
C8 C 0.25098(19) 0.10062(17) 0.62588(7) 0.0151(3) Uani 1 1 d . . . . .
C2 C 0.51503(19) 0.05082(17) 0.68202(8) 0.0160(3) Uani 1 1 d . . . . .
C3 C 0.47684(19) 0.14014(17) 0.73281(8) 0.0166(3) Uani 1 1 d . . . . .
C7 C 0.41980(19) 0.06624(17) 0.61682(8) 0.0167(3) Uani 1 1 d . . . . .
H7 H 0.421882 -0.030298 0.593921 0.020 Uiso 1 1 calc R U . . .
C9 C 0.22124(19) 0.19103(17) 0.67742(8) 0.0158(3) Uani 1 1 d . . . . .
C13 C 0.1252(2) 0.04522(18) 0.58532(8) 0.0186(4) Uani 1 1 d . . . . .
H13 H 0.145006 -0.018815 0.551093 0.022 Uiso 1 1 calc R U . . .
C4 C 0.5676(2) 0.13132(19) 0.79275(8) 0.0205(4) Uani 1 1 d . . . . .
H4 H 0.542422 0.190969 0.827607 0.025 Uiso 1 1 calc R U . . .
C1 C 0.64025(19) -0.04600(18) 0.69274(8) 0.0189(4) Uani 1 1 d . . . . .
H1 H 0.664529 -0.108684 0.658732 0.023 Uiso 1 1 calc R U . . .
C6 C 0.7306(2) -0.05298(19) 0.75218(9) 0.0217(4) Uani 1 1 d . . . . .
H6 H 0.817227 -0.118828 0.758779 0.026 Uiso 1 1 calc R U . . .
C12 C -0.0286(2) 0.08088(19) 0.59343(8) 0.0212(4) Uani 1 1 d . . . . .
H12 H -0.113733 0.040114 0.565843 0.025 Uiso 1 1 calc R U . . .
C10 C 0.0672(2) 0.23199(18) 0.68412(8) 0.0188(4) Uani 1 1 d . . . . .
H10 H 0.046763 0.298096 0.717503 0.023 Uiso 1 1 calc R U . . .
C5 C 0.6938(2) 0.0362(2) 0.80152(8) 0.0228(4) Uani 1 1 d . . . . .
H5 H 0.756238 0.032323 0.842268 0.027 Uiso 1 1 calc R U . . .
C11 C -0.0562(2) 0.17689(19) 0.64239(8) 0.0208(4) Uani 1 1 d . . . . .
H11 H -0.161048 0.205281 0.647399 0.025 Uiso 1 1 calc R U . . .
C21 C 0.4140(2) 0.41994(19) 0.58010(8) 0.0210(4) Uani 1 1 d . . . . .
C14 C 0.4934(2) 0.18339(18) 0.57564(8) 0.0186(4) Uani 1 1 d . . . . .
H14 H 0.597285 0.147820 0.564103 0.022 Uiso 1 1 calc R U . . .
C16 C 0.3359(2) 0.3702(2) 0.52314(8) 0.0227(4) Uani 1 1 d . . . . .
C15 C 0.3852(2) 0.2190(2) 0.51435(8) 0.0211(4) Uani 1 1 d . . . . .
C22 C 0.3215(2) 0.3448(2) 0.76957(9) 0.0240(4) Uani 1 1 d . . . . .
H22A H 0.266548 0.301336 0.803811 0.036 Uiso 1 1 calc R U . . .
H22B H 0.257435 0.424290 0.748503 0.036 Uiso 1 1 calc R U . . .
H22C H 0.423135 0.384245 0.788382 0.036 Uiso 1 1 calc R U . . .
C20 C 0.3907(2) 0.5595(2) 0.60370(10) 0.0281(4) Uani 1 1 d . . . . .
H20 H 0.445136 0.593243 0.643286 0.034 Uiso 1 1 calc R U . . .
C17 C 0.2273(2) 0.4595(2) 0.48628(9) 0.0301(4) Uani 1 1 d . . . . .
H17 H 0.172079 0.425034 0.446974 0.036 Uiso 1 1 calc R U . . .
C18 C 0.2030(2) 0.5983(2) 0.50862(10) 0.0341(5) Uani 1 1 d . . . . .
H18 H 0.130357 0.662039 0.484474 0.041 Uiso 1 1 calc R U . . .
C19 C 0.2845(3) 0.6467(2) 0.56675(11) 0.0350(5) Uani 1 1 d . . . . .
H19 H 0.265712 0.743443 0.581262 0.042 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C21 1.359(2) . ?
O1 C14 1.451(2) . ?
O2 C15 1.203(2) . ?
N1 C3 1.395(2) . ?
N1 C9 1.397(2) . ?
N1 C22 1.443(2) . ?
C8 C7 1.509(2) . ?
C8 C9 1.398(2) . ?
C8 C13 1.384(2) . ?
C2 C3 1.401(2) . ?
C2 C7 1.508(2) . ?
C2 C1 1.384(2) . ?
C3 C4 1.395(2) . ?
C7 H7 1.0000 . ?
C7 C14 1.545(2) . ?
C9 C10 1.390(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.383(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C1 H1 0.9500 . ?
C1 C6 1.384(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.373(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.382(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(2) . ?
C5 H5 0.9500 . ?
C11 H11 0.9500 . ?
C21 C16 1.370(3) . ?
C21 C20 1.384(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.523(2) . ?
C16 C15 1.456(3) . ?
C16 C17 1.395(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C19 1.373(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.370(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(3) . ?
C19 H19 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 O1 C14 107.09(13) . . ?
C3 N1 C9 118.29(13) . . ?
C3 N1 C22 120.03(14) . . ?
C9 N1 C22 119.06(14) . . ?
C9 C8 C7 118.53(14) . . ?
C13 C8 C7 122.40(14) . . ?
C13 C8 C9 119.06(15) . . ?
C3 C2 C7 118.50(14) . . ?
C1 C2 C3 119.29(15) . . ?
C1 C2 C7 122.20(15) . . ?
N1 C3 C2 119.06(15) . . ?
C4 C3 N1 121.71(15) . . ?
C4 C3 C2 119.22(15) . . ?
C8 C7 H7 108.1 . . ?
C8 C7 C14 112.44(13) . . ?
C2 C7 C8 109.45(13) . . ?
C2 C7 H7 108.1 . . ?
C2 C7 C14 110.56(13) . . ?
C14 C7 H7 108.1 . . ?
N1 C9 C8 118.96(14) . . ?
C10 C9 N1 121.56(15) . . ?
C10 C9 C8 119.44(15) . . ?
C8 C13 H13 119.2 . . ?
C12 C13 C8 121.56(15) . . ?
C12 C13 H13 119.2 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.13(16) . . ?
C5 C4 H4 119.9 . . ?
C2 C1 H1 119.5 . . ?
C6 C1 C2 121.09(16) . . ?
C6 C1 H1 119.5 . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.33(16) . . ?
C5 C6 H6 120.3 . . ?
C13 C12 H12 120.6 . . ?
C11 C12 C13 118.85(16) . . ?
C11 C12 H12 120.6 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.25(15) . . ?
C11 C10 H10 119.9 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.92(16) . . ?
C6 C5 H5 119.5 . . ?
C12 C11 H11 119.7 . . ?
C10 C11 C12 120.67(16) . . ?
C10 C11 H11 119.7 . . ?
O1 C21 C16 114.34(15) . . ?
O1 C21 C20 123.35(16) . . ?
C16 C21 C20 122.31(17) . . ?
O1 C14 C7 110.11(13) . . ?
O1 C14 H14 109.8 . . ?
O1 C14 C15 105.84(13) . . ?
C7 C14 H14 109.8 . . ?
C15 C14 C7 111.39(14) . . ?
C15 C14 H14 109.8 . . ?
C21 C16 C15 107.50(15) . . ?
C21 C16 C17 120.82(17) . . ?
C17 C16 C15 131.63(18) . . ?
O2 C15 C14 125.22(17) . . ?
O2 C15 C16 130.13(17) . . ?
C16 C15 C14 104.63(14) . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C20 H20 121.8 . . ?
C19 C20 C21 116.31(18) . . ?
C19 C20 H20 121.8 . . ?
C16 C17 H17 121.1 . . ?
C18 C17 C16 117.83(19) . . ?
C18 C17 H17 121.1 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.26(18) . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 122.47(19) . . ?
C20 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?

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
O1 C21 C16 C15 1.1(2) . . . . ?
O1 C21 C16 C17 179.12(15) . . . . ?
O1 C21 C20 C19 -179.57(17) . . . . ?
O1 C14 C15 O2 174.66(16) . . . . ?
O1 C14 C15 C16 -6.99(17) . . . . ?
N1 C3 C4 C5 179.01(15) . . . . ?
N1 C9 C10 C11 -173.75(15) . . . . ?
C8 C7 C14 O1 69.18(17) . . . . ?
C8 C7 C14 C15 -47.93(18) . . . . ?
C8 C9 C10 C11 3.7(2) . . . . ?
C8 C13 C12 C11 1.5(2) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C2 C7 C14 O1 -53.49(17) . . . . ?
C2 C7 C14 C15 -170.59(13) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
C3 N1 C9 C8 -28.1(2) . . . . ?
C3 N1 C9 C10 149.40(15) . . . . ?
C3 C2 C7 C8 -34.69(19) . . . . ?
C3 C2 C7 C14 89.71(17) . . . . ?
C3 C2 C1 C6 -1.8(2) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C7 C8 C9 N1 -6.7(2) . . . . ?
C7 C8 C9 C10 175.76(14) . . . . ?
C7 C8 C13 C12 -178.38(15) . . . . ?
C7 C2 C3 N1 3.8(2) . . . . ?
C7 C2 C3 C4 -177.53(15) . . . . ?
C7 C2 C1 C6 176.81(15) . . . . ?
C7 C14 C15 O2 -65.7(2) . . . . ?
C7 C14 C15 C16 112.68(15) . . . . ?
C9 N1 C3 C2 29.6(2) . . . . ?
C9 N1 C3 C4 -149.03(16) . . . . ?
C9 C8 C7 C2 36.19(19) . . . . ?
C9 C8 C7 C14 -87.10(17) . . . . ?
C9 C8 C13 C12 2.0(2) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C13 C8 C7 C2 -143.41(15) . . . . ?
C13 C8 C7 C14 93.29(18) . . . . ?
C13 C8 C9 N1 172.94(14) . . . . ?
C13 C8 C9 C10 -4.6(2) . . . . ?
C13 C12 C11 C10 -2.5(3) . . . . ?
C1 C2 C3 N1 -177.57(15) . . . . ?
C1 C2 C3 C4 1.1(2) . . . . ?
C1 C2 C7 C8 146.71(15) . . . . ?
C1 C2 C7 C14 -88.90(18) . . . . ?
C1 C6 C5 C4 0.6(3) . . . . ?
C21 O1 C14 C7 -112.77(14) . . . . ?
C21 O1 C14 C15 7.73(16) . . . . ?
C21 C16 C15 O2 -177.99(18) . . . . ?
C21 C16 C15 C14 3.77(18) . . . . ?
C21 C16 C17 C18 0.7(3) . . . . ?
C21 C20 C19 C18 0.3(3) . . . . ?
C14 O1 C21 C16 -5.80(19) . . . . ?
C14 O1 C21 C20 173.70(16) . . . . ?
C16 C21 C20 C19 -0.1(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C15 C16 C17 C18 178.10(18) . . . . ?
C22 N1 C3 C2 -168.89(15) . . . . ?
C22 N1 C3 C4 12.5(2) . . . . ?
C22 N1 C9 C8 170.24(15) . . . . ?
C22 N1 C9 C10 -12.3(2) . . . . ?
C20 C21 C16 C15 -178.38(16) . . . . ?
C20 C21 C16 C17 -0.4(3) . . . . ?
C17 C16 C15 O2 4.3(3) . . . . ?
C17 C16 C15 C14 -173.93(18) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?

_olex2_submission_original_sample_id SR-01-170
_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_sr_03_55_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2238293'
loop_
_audit_author_name
_audit_author_address
'PROF. INDUBHUSAN DEB'
;CSIR Indian institute of chemical biology
India
;
_audit_update_record             
;
2023-01-27 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_audit_creation_date             2022-03-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H21 N O3'
_chemical_formula_sum            'C24 H21 N O3'
_chemical_formula_weight         371.42
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.5269(9)
_cell_length_b                   9.3422(6)
_cell_length_c                   15.1324(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.484(2)
_cell_angle_gamma                90
_cell_volume                     1842.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9489
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      64.99
_cell_measurement_theta_min      5.12
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.790
_exptl_absorpt_coefficient_mu    0.707
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.5311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1594 before and 0.0940 after correction.
The Ratio of minimum to maximum transmission is 0.7057.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_preparation       'slow evaporation'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27657
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        65.099
_diffrn_reflns_theta_max         65.099
_diffrn_reflns_theta_min         3.898
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'CPAD area detector'
_diffrn_detector_area_resol_mean 7.407
_diffrn_detector_type            'Bruker Photon III'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX3_IMuS Diamond_Photon III (1)'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_type              'Incoatec I\ms Diamond'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2999
_reflns_number_total             3095
_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       'Bruker SAINT V8.38A (Bruker AXS)'
_computing_data_collection       'Bruker APEX3 ver.2018.7-2(Bruker AXS)'
_computing_data_reduction        'Bruker SAINT V8.38A (Bruker AXS)'
_computing_molecular_graphics    'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_publication_material  'Bruker ShelXLe(Huebschle et all. 2011)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick 2018)'
_computing_structure_solution    'SHELXT 2018/2(Sheldrick 2014)'
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3095
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.059
_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)+(0.0792P)²+0.6499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1251
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11C(H11C), C16C(H16C)
2.b Secondary CH2 refined with riding coordinates:
 C1C(H1CA,H1CB)
2.c Aromatic/amide H refined with riding coordinates:
 C12C(H12C), C7C(H7C), C14C(H14C), C23C(H23C), C4C(H4C), C5C(H5C), C15C(H15C),
 C13C(H13C), C6C(H6C), C21C(H21C), C22C(H22C)
2.d Idealised Me refined as rotating group:
 C24C(H24A,H24B,H24C), C2C(H2CA,H2CB,H2CC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1O O 0.38161(7) 0.64421(10) 0.68592(6) 0.0179(3) Uani 1 1 d . . . . .
O3O O 0.30181(8) 0.51226(11) 0.51909(7) 0.0235(3) Uani 1 1 d . . . . .
O2O O 0.56115(7) 0.92625(11) 0.75980(7) 0.0229(3) Uani 1 1 d . . . . .
N1N N 0.42858(9) 0.36245(13) 0.82535(8) 0.0201(3) Uani 1 1 d . . . . .
C3C C 0.55575(10) 0.54896(15) 0.83132(9) 0.0181(3) Uani 1 1 d . . . . .
C19C C 0.41725(10) 0.67408(15) 0.61157(9) 0.0176(3) Uani 1 1 d . . . . .
C18C C 0.49184(10) 0.77924(15) 0.62541(9) 0.0185(3) Uani 1 1 d . . . . .
C17C C 0.50584(10) 0.83084(15) 0.71867(10) 0.0181(3) Uani 1 1 d . . . . .
C20C C 0.37862(11) 0.60893(15) 0.52615(10) 0.0199(3) Uani 1 1 d . . . . .
C9C C 0.37362(10) 0.45155(15) 0.87026(9) 0.0188(3) Uani 1 1 d . . . . .
C8C C 0.52486(10) 0.40521(15) 0.81676(9) 0.0187(3) Uani 1 1 d . . . . .
C11C C 0.48169(10) 0.66101(15) 0.84682(9) 0.0178(3) Uani 1 1 d . . . . .
H11C H 0.521264 0.731225 0.892672 0.021 Uiso 1 1 calc R U . . .
C16C C 0.43182(10) 0.74325(14) 0.75770(9) 0.0178(3) Uani 1 1 d . . . . .
H16C H 0.378778 0.809392 0.769778 0.021 Uiso 1 1 calc R U . . .
C10C C 0.39979(10) 0.59626(15) 0.88521(9) 0.0180(3) Uani 1 1 d . . . . .
C12C C 0.34510(11) 0.68270(16) 0.93023(10) 0.0216(3) Uani 1 1 d . . . . .
H12C H 0.363902 0.780444 0.940841 0.026 Uiso 1 1 calc R U . . .
C7C C 0.59317(11) 0.30685(16) 0.79491(9) 0.0214(3) Uani 1 1 d . . . . .
H7C H 0.573502 0.209427 0.784177 0.026 Uiso 1 1 calc R U . . .
C14C C 0.23771(11) 0.48707(17) 0.94514(10) 0.0232(3) Uani 1 1 d . . . . .
H14C H 0.181973 0.449499 0.964969 0.028 Uiso 1 1 calc R U . . .
C23C C 0.53359(11) 0.82347(16) 0.55413(10) 0.0230(3) Uani 1 1 d . . . . .
H23C H 0.584901 0.895532 0.563451 0.028 Uiso 1 1 calc R U . . .
C4C C 0.65356(11) 0.58898(16) 0.82732(9) 0.0210(3) Uani 1 1 d . . . . .
H4C H 0.674889 0.685472 0.839818 0.025 Uiso 1 1 calc R U . . .
C5C C 0.72075(11) 0.49120(17) 0.80548(10) 0.0232(3) Uani 1 1 d . . . . .
H5C H 0.786929 0.520188 0.802027 0.028 Uiso 1 1 calc R U . . .
C15C C 0.29204(11) 0.39803(16) 0.90153(10) 0.0219(3) Uani 1 1 d . . . . .
H15C H 0.273823 0.299833 0.892755 0.026 Uiso 1 1 calc R U . . .
C13C C 0.26378(11) 0.62973(17) 0.96002(10) 0.0243(3) Uani 1 1 d . . . . .
H13C H 0.226681 0.690409 0.990106 0.029 Uiso 1 1 calc R U . . .
C6C C 0.68905(11) 0.35060(16) 0.78887(10) 0.0235(3) Uani 1 1 d . . . . .
H6C H 0.733819 0.282833 0.773043 0.028 Uiso 1 1 calc R U . . .
C21C C 0.42046(11) 0.65222(16) 0.45600(10) 0.0241(3) Uani 1 1 d . . . . .
H21C H 0.396848 0.609471 0.397154 0.029 Uiso 1 1 calc R U . . .
C24C C 0.25306(12) 0.46364(17) 0.42827(10) 0.0278(4) Uani 1 1 d . . . . .
H24A H 0.228389 0.546202 0.388560 0.042 Uiso 1 1 calc R U . . .
H24B H 0.194971 0.401797 0.429652 0.042 Uiso 1 1 calc R U . . .
H24C H 0.302425 0.409592 0.404380 0.042 Uiso 1 1 calc R U . . .
C22C C 0.49697(12) 0.75794(17) 0.47038(10) 0.0257(4) Uani 1 1 d . . . . .
H22C H 0.524097 0.784839 0.421000 0.031 Uiso 1 1 calc R U . . .
C1C C 0.39212(12) 0.21649(16) 0.80231(10) 0.0257(4) Uani 1 1 d . . . . .
H1CA H 0.417189 0.182726 0.750160 0.031 Uiso 1 1 calc R U . . .
H1CB H 0.316224 0.217398 0.782058 0.031 Uiso 1 1 calc R U . . .
C2C C 0.42658(14) 0.11057(17) 0.88164(12) 0.0334(4) Uani 1 1 d . . . . .
H2CA H 0.392110 0.018544 0.864245 0.050 Uiso 1 1 calc R U . . .
H2CB H 0.408707 0.148186 0.935836 0.050 Uiso 1 1 calc R U . . .
H2CC H 0.501013 0.097121 0.895678 0.050 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1O C19C 1.3660(16) . ?
O1O C16C 1.4502(16) . ?
O3O C20C 1.3592(18) . ?
O3O C24C 1.4303(17) . ?
O2O C17C 1.2219(17) . ?
N1N C9C 1.4062(18) . ?
N1N C8C 1.4011(19) . ?
N1N C1C 1.4602(19) . ?
C3C C8C 1.406(2) . ?
C3C C11C 1.5099(19) . ?
C3C C4C 1.392(2) . ?
C19C C18C 1.383(2) . ?
C19C C20C 1.398(2) . ?
C18C C17C 1.455(2) . ?
C18C C23C 1.407(2) . ?
C17C C16C 1.5286(19) . ?
C20C C21C 1.390(2) . ?
C9C C10C 1.401(2) . ?
C9C C15C 1.404(2) . ?
C8C C7C 1.404(2) . ?
C11C H11C 1.0000 . ?
C11C C16C 1.5422(19) . ?
C11C C10C 1.5080(19) . ?
C16C H16C 1.0000 . ?
C10C C12C 1.390(2) . ?
C12C H12C 0.9500 . ?
C12C C13C 1.387(2) . ?
C7C H7C 0.9500 . ?
C7C C6C 1.386(2) . ?
C14C H14C 0.9500 . ?
C14C C15C 1.388(2) . ?
C14C C13C 1.382(2) . ?
C23C H23C 0.9500 . ?
C23C C22C 1.375(2) . ?
C4C H4C 0.9500 . ?
C4C C5C 1.389(2) . ?
C5C H5C 0.9500 . ?
C5C C6C 1.384(2) . ?
C15C H15C 0.9500 . ?
C13C H13C 0.9500 . ?
C6C H6C 0.9500 . ?
C21C H21C 0.9500 . ?
C21C C22C 1.405(2) . ?
C24C H24A 0.9800 . ?
C24C H24B 0.9800 . ?
C24C H24C 0.9800 . ?
C22C H22C 0.9500 . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
C1C C2C 1.529(2) . ?
C2C H2CA 0.9800 . ?
C2C H2CB 0.9800 . ?
C2C H2CC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19C O1O C16C 106.79(10) . . ?
C20C O3O C24C 115.67(11) . . ?
C9C N1N C1C 118.67(12) . . ?
C8C N1N C9C 120.04(12) . . ?
C8C N1N C1C 120.47(12) . . ?
C8C C3C C11C 120.31(12) . . ?
C4C C3C C8C 119.73(13) . . ?
C4C C3C C11C 119.89(13) . . ?
O1O C19C C18C 115.08(12) . . ?
O1O C19C C20C 123.07(13) . . ?
C18C C19C C20C 121.78(13) . . ?
C19C C18C C17C 106.43(12) . . ?
C19C C18C C23C 121.23(13) . . ?
C23C C18C C17C 132.18(13) . . ?
O2O C17C C18C 129.73(13) . . ?
O2O C17C C16C 124.67(13) . . ?
C18C C17C C16C 105.56(11) . . ?
O3O C20C C19C 116.82(13) . . ?
O3O C20C C21C 126.29(13) . . ?
C21C C20C C19C 116.86(13) . . ?
C10C C9C N1N 120.39(12) . . ?
C10C C9C C15C 118.49(13) . . ?
C15C C9C N1N 121.12(13) . . ?
N1N C8C C3C 120.16(12) . . ?
N1N C8C C7C 121.45(13) . . ?
C7C C8C C3C 118.38(13) . . ?
C3C C11C H11C 107.9 . . ?
C3C C11C C16C 111.28(11) . . ?
C16C C11C H11C 107.9 . . ?
C10C C11C C3C 111.58(11) . . ?
C10C C11C H11C 107.9 . . ?
C10C C11C C16C 109.99(11) . . ?
O1O C16C C17C 106.04(10) . . ?
O1O C16C C11C 110.19(11) . . ?
O1O C16C H16C 108.4 . . ?
C17C C16C C11C 115.20(11) . . ?
C17C C16C H16C 108.4 . . ?
C11C C16C H16C 108.4 . . ?
C9C C10C C11C 120.33(12) . . ?
C12C C10C C9C 119.68(13) . . ?
C12C C10C C11C 119.83(13) . . ?
C10C C12C H12C 119.2 . . ?
C13C C12C C10C 121.61(13) . . ?
C13C C12C H12C 119.2 . . ?
C8C C7C H7C 119.7 . . ?
C6C C7C C8C 120.59(14) . . ?
C6C C7C H7C 119.7 . . ?
C15C C14C H14C 119.6 . . ?
C13C C14C H14C 119.6 . . ?
C13C C14C C15C 120.74(14) . . ?
C18C C23C H23C 121.4 . . ?
C22C C23C C18C 117.15(14) . . ?
C22C C23C H23C 121.4 . . ?
C3C C4C H4C 119.2 . . ?
C5C C4C C3C 121.57(14) . . ?
C5C C4C H4C 119.2 . . ?
C4C C5C H5C 120.8 . . ?
C6C C5C C4C 118.47(14) . . ?
C6C C5C H5C 120.8 . . ?
C9C C15C H15C 119.7 . . ?
C14C C15C C9C 120.70(13) . . ?
C14C C15C H15C 119.7 . . ?
C12C C13C H13C 120.6 . . ?
C14C C13C C12C 118.77(14) . . ?
C14C C13C H13C 120.6 . . ?
C7C C6C H6C 119.4 . . ?
C5C C6C C7C 121.20(13) . . ?
C5C C6C H6C 119.4 . . ?
C20C C21C H21C 119.3 . . ?
C20C C21C C22C 121.31(14) . . ?
C22C C21C H21C 119.3 . . ?
O3O C24C H24A 109.5 . . ?
O3O C24C H24B 109.5 . . ?
O3O C24C H24C 109.5 . . ?
H24A C24C H24B 109.5 . . ?
H24A C24C H24C 109.5 . . ?
H24B C24C H24C 109.5 . . ?
C23C C22C C21C 121.66(13) . . ?
C23C C22C H22C 119.2 . . ?
C21C C22C H22C 119.2 . . ?
N1N C1C H1CA 108.8 . . ?
N1N C1C H1CB 108.8 . . ?
N1N C1C C2C 113.83(13) . . ?
H1CA C1C H1CB 107.7 . . ?
C2C C1C H1CA 108.8 . . ?
C2C C1C H1CB 108.8 . . ?
C1C C2C H2CA 109.5 . . ?
C1C C2C H2CB 109.5 . . ?
C1C C2C H2CC 109.5 . . ?
H2CA C2C H2CB 109.5 . . ?
H2CA C2C H2CC 109.5 . . ?
H2CB C2C H2CC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1O C19C C18C C17C -2.41(16) . . . . ?
O1O C19C C18C C23C -178.37(12) . . . . ?
O1O C19C C20C O3O 0.2(2) . . . . ?
O1O C19C C20C C21C 178.47(12) . . . . ?
O3O C20C C21C C22C 177.20(14) . . . . ?
O2O C17C C16C O1O 179.42(12) . . . . ?
O2O C17C C16C C11C -58.42(18) . . . . ?
N1N C9C C10C C11C 4.83(19) . . . . ?
N1N C9C C10C C12C -179.60(12) . . . . ?
N1N C9C C15C C14C -179.48(13) . . . . ?
N1N C8C C7C C6C -178.45(13) . . . . ?
C3C C8C C7C C6C 0.7(2) . . . . ?
C3C C11C C16C O1O 56.20(14) . . . . ?
C3C C11C C16C C17C -63.69(15) . . . . ?
C3C C11C C10C C9C -24.48(17) . . . . ?
C3C C11C C10C C12C 159.96(12) . . . . ?
C3C C4C C5C C6C -1.0(2) . . . . ?
C19C O1O C16C C17C -2.78(13) . . . . ?
C19C O1O C16C C11C -128.08(11) . . . . ?
C19C C18C C17C O2O -177.41(14) . . . . ?
C19C C18C C17C C16C 0.44(14) . . . . ?
C19C C18C C23C C22C 0.1(2) . . . . ?
C19C C20C C21C C22C -0.8(2) . . . . ?
C18C C19C C20C O3O -176.70(12) . . . . ?
C18C C19C C20C C21C 1.5(2) . . . . ?
C18C C17C C16C O1O 1.43(13) . . . . ?
C18C C17C C16C C11C 123.58(12) . . . . ?
C18C C23C C22C C21C 0.6(2) . . . . ?
C17C C18C C23C C22C -174.66(14) . . . . ?
C20C C19C C18C C17C 174.76(12) . . . . ?
C20C C19C C18C C23C -1.2(2) . . . . ?
C20C C21C C22C C23C -0.2(2) . . . . ?
C9C N1N C8C C3C -16.07(19) . . . . ?
C9C N1N C8C C7C 163.02(12) . . . . ?
C9C N1N C1C C2C -82.80(16) . . . . ?
C9C C10C C12C C13C -0.8(2) . . . . ?
C8C N1N C9C C10C 16.83(19) . . . . ?
C8C N1N C9C C15C -162.81(13) . . . . ?
C8C N1N C1C C2C 86.83(16) . . . . ?
C8C C3C C11C C16C -98.09(14) . . . . ?
C8C C3C C11C C10C 25.19(17) . . . . ?
C8C C3C C4C C5C 2.7(2) . . . . ?
C8C C7C C6C C5C 1.0(2) . . . . ?
C11C C3C C8C N1N -6.21(19) . . . . ?
C11C C3C C8C C7C 174.67(12) . . . . ?
C11C C3C C4C C5C -174.46(12) . . . . ?
C11C C10C C12C C13C 174.76(13) . . . . ?
C16C O1O C19C C18C 3.36(15) . . . . ?
C16C O1O C19C C20C -173.77(12) . . . . ?
C16C C11C C10C C9C 99.53(14) . . . . ?
C16C C11C C10C C12C -76.03(15) . . . . ?
C10C C9C C15C C14C 0.9(2) . . . . ?
C10C C11C C16C O1O -67.98(14) . . . . ?
C10C C11C C16C C17C 172.13(11) . . . . ?
C10C C12C C13C C14C 0.7(2) . . . . ?
C23C C18C C17C O2O -2.1(3) . . . . ?
C23C C18C C17C C16C 175.78(14) . . . . ?
C4C C3C C8C N1N 176.67(12) . . . . ?
C4C C3C C8C C7C -2.45(19) . . . . ?
C4C C3C C11C C16C 79.02(15) . . . . ?
C4C C3C C11C C10C -157.70(12) . . . . ?
C4C C5C C6C C7C -0.9(2) . . . . ?
C15C C9C C10C C11C -175.52(12) . . . . ?
C15C C9C C10C C12C 0.1(2) . . . . ?
C15C C14C C13C C12C 0.3(2) . . . . ?
C13C C14C C15C C9C -1.0(2) . . . . ?
C24C O3O C20C C19C 170.80(12) . . . . ?
C24C O3O C20C C21C -7.2(2) . . . . ?
C1C N1N C9C C10C -173.49(12) . . . . ?
C1C N1N C9C C15C 6.87(19) . . . . ?
C1C N1N C8C C3C 174.44(12) . . . . ?
C1C N1N C8C C7C -6.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
