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

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

data_mb-ttr-b-19-g
_database_code_depnum_ccdc_archive 'CCDC 2213838'
loop_
_audit_author_name
_audit_author_address
'sharada d'
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2022-10-18 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;
_audit_creation_date             2021-05-22
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2016.03.30 svn.r3266 for Rigaku Oxford Diffraction, GUI svn.r5168)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H21 N O5'
_chemical_formula_sum            'C23 H21 N O5'
_chemical_formula_weight         391.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H8 N2 O4'
_chemical_oxdiff_usercomment     'COLOURLESS BLOCK, 295K, 0.55 0.38 0.2'
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'

_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'

_cell_length_a                   7.7248(8)
_cell_length_b                   23.0566(19)
_cell_length_c                   12.1391(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.515(9)
_cell_angle_gamma                90.00
_cell_volume                     2102.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3180
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.1164
_cell_measurement_theta_min      3.5275
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15136
_diffrn_reflns_theta_full        29.18
_diffrn_reflns_theta_max         29.18
_diffrn_reflns_theta_min         3.53
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.869
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00   13.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -77.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
  2 omega  -92.00  -37.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178 -178.0000 -120.0000 55

#__ type_ start__ end____ width___ exp.time_
  3 omega  -93.00  -55.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178 -178.0000  -30.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega  -24.00   14.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -99.0000   30.0000 38

#__ type_ start__ end____ width___ exp.time_
  5 omega  -90.00  -34.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -37.0000 -120.0000 56

#__ type_ start__ end____ width___ exp.time_
  6 omega  -83.00  -57.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega  -43.00    3.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00   69.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -       19.2147  178.0000 -120.0000 34

#__ type_ start__ end____ width___ exp.time_
  9 omega   30.00   56.00   1.0000   21.4500
omega____ theta____ kappa____ phi______ frames
    -       19.2147  -19.0000  -30.0000 26
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0236305000
_diffrn_orient_matrix_UB_12      0.0252365000
_diffrn_orient_matrix_UB_13      0.0264974000
_diffrn_orient_matrix_UB_21      0.0288524000
_diffrn_orient_matrix_UB_22      -0.0134531000
_diffrn_orient_matrix_UB_23      0.0536779000
_diffrn_orient_matrix_UB_31      0.0868624000
_diffrn_orient_matrix_UB_32      0.0113368000
_diffrn_orient_matrix_UB_33      0.0046946000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3133
_reflns_number_total             4947
_reflns_odcompleteness_completeness 99.43
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       0.0033(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4947
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.167
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0530P)²+0.3100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1345
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C4(H4), C18(H18), C19(H19), C20(H20), C7(H7), C17(H17),
 C5(H5), C16(H16), C6(H6)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O5 O 0.64777(13) 0.12055(4) 0.58541(10) 0.0559(3) Uani 1 d . . .
C9 C 0.52854(19) 0.21257(7) 0.52537(13) 0.0483(4) Uani 1 d . . .
C3 C 0.6425(2) 0.06438(6) 0.61868(12) 0.0463(4) Uani 1 d . . .
C13 C 0.5576(2) 0.25778(7) 0.71871(13) 0.0503(4) Uani 1 d . . .
C12 C 0.5586(2) 0.25697(7) 0.59820(14) 0.0517(4) Uani 1 d . . .
H12 H 0.5836 0.2923 0.5682 0.062 Uiso 1 calc . . R
O4 O 0.57669(19) 0.27474(5) 0.38134(10) 0.0719(4) Uani 1 d . . .
C8 C 0.48225(19) 0.15242(6) 0.55469(14) 0.0507(4) Uani 1 d . . .
H8A H 0.4245 0.1532 0.6176 0.061 Uiso 1 calc . . R
H8B H 0.4022 0.1344 0.4903 0.061 Uiso 1 calc . . R
C10 C 0.5328(2) 0.22102(8) 0.40445(15) 0.0566(4) Uani 1 d . . .
C14 C 0.6083(2) 0.21102(7) 0.79127(13) 0.0506(4) Uani 1 d . . .
H14 H 0.6484 0.1773 0.7634 0.061 Uiso 1 calc . . R
C2 C 0.8047(2) 0.03482(7) 0.63711(13) 0.0503(4) Uani 1 d . . .
C15 C 0.6007(2) 0.21340(7) 0.90446(14) 0.0554(4) Uani 1 d . . .
O1 O 0.7636(2) 0.07196(6) 1.14099(12) 0.0889(5) Uani 1 d . . .
C4 C 0.4941(2) 0.03594(7) 0.63611(15) 0.0594(4) Uani 1 d . . .
H4 H 0.3849 0.0548 0.6235 0.071 Uiso 1 calc . . R
O3 O 0.5006(2) 0.18379(6) 0.33429(11) 0.0854(4) Uani 1 d . . .
C18 C 0.5042(2) 0.30889(8) 0.76326(15) 0.0636(5) Uani 1 d . . .
H18 H 0.4738 0.3411 0.7167 0.076 Uiso 1 calc . . R
C1 C 0.9577(2) 0.06466(8) 0.61789(17) 0.0643(5) Uani 1 d . . .
C19 C 0.6514(2) 0.16396(8) 0.98095(15) 0.0623(5) Uani 1 d . . .
H19 H 0.6596 0.1711 1.0574 0.075 Uiso 1 calc . . R
C20 C 0.6863(3) 0.11102(8) 0.95473(16) 0.0710(5) Uani 1 d . . .
H20 H 0.6810 0.1020 0.8793 0.085 Uiso 1 calc . . R
C7 C 0.8166(3) -0.02241(8) 0.67373(15) 0.0655(5) Uani 1 d . . .
H7 H 0.9250 -0.0418 0.6862 0.079 Uiso 1 calc . . R
O2 O 0.7419(2) 0.01355(6) 0.99306(12) 0.0943(5) Uani 1 d . . .
C21 C 0.7338(3) 0.06506(9) 1.04076(17) 0.0697(5) Uani 1 d . . .
C17 C 0.4961(3) 0.31211(9) 0.87485(17) 0.0759(6) Uani 1 d . . .
H17 H 0.4587 0.3461 0.9033 0.091 Uiso 1 calc . . R
C5 C 0.5099(3) -0.02122(8) 0.67263(16) 0.0700(5) Uani 1 d . . .
H5 H 0.4100 -0.0404 0.6847 0.084 Uiso 1 calc . . R
C16 C 0.5435(3) 0.26482(9) 0.94429(16) 0.0714(5) Uani 1 d . . .
H16 H 0.5373 0.2673 1.0197 0.086 Uiso 1 calc . . R
N1 N 1.0795(2) 0.08872(9) 0.6036(2) 0.0987(6) Uani 1 d . . .
C6 C 0.6693(3) -0.05018(8) 0.69143(16) 0.0727(5) Uani 1 d . . .
H6 H 0.6769 -0.0885 0.7161 0.087 Uiso 1 calc . . R
C11 C 0.5831(3) 0.28553(11) 0.26504(17) 0.0919(7) Uani 1 d . . .
H11A H 0.4670 0.2797 0.2166 0.138 Uiso 1 calc . . GR
H11B H 0.6661 0.2593 0.2436 0.138 Uiso 1 calc . . GR
H11C H 0.6206 0.3247 0.2576 0.138 Uiso 1 calc . . GR
C22 C 0.7866(4) -0.03563(9) 1.0688(2) 0.1026(8) Uani 1 d . . .
H22A H 0.6986 -0.0402 1.1136 0.123 Uiso 1 calc . . R
H22B H 0.9022 -0.0299 1.1199 0.123 Uiso 1 calc . . R
C23 C 0.7892(4) -0.08697(11) 0.9982(2) 0.1141(9) Uani 1 d . . .
H23A H 0.6740 -0.0922 0.9483 0.171 Uiso 1 calc . . GR
H23B H 0.8189 -0.1205 1.0457 0.171 Uiso 1 calc . . GR
H23C H 0.8765 -0.0818 0.9542 0.171 Uiso 1 calc . . GR


_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
O5 C3 1.3601(17) . ?
O5 C8 1.4461(17) . ?
C9 C12 1.337(2) . ?
C9 C8 1.496(2) . ?
C9 C10 1.489(2) . ?
C3 C2 1.397(2) . ?
C3 C4 1.379(2) . ?
C13 C12 1.465(2) . ?
C13 C14 1.389(2) . ?
C13 C18 1.399(2) . ?
C12 H12 0.9300 . ?
O4 C10 1.331(2) . ?
O4 C11 1.446(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 O3 1.194(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(2) . ?
C2 C1 1.433(3) . ?
C2 C7 1.389(2) . ?
C15 C19 1.464(2) . ?
C15 C16 1.391(2) . ?
O1 C21 1.195(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.372(3) . ?
C1 N1 1.140(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.305(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.473(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.366(3) . ?
O2 C21 1.329(2) . ?
O2 C22 1.450(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.375(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(3) . ?
C16 H16 0.9300 . ?
C6 H6 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.465(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O5 C8 118.33(11) . . ?
C12 C9 C8 124.53(15) . . ?
C12 C9 C10 120.75(15) . . ?
C10 C9 C8 114.68(14) . . ?
O5 C3 C2 115.11(13) . . ?
O5 C3 C4 125.58(14) . . ?
C4 C3 C2 119.31(15) . . ?
C14 C13 C12 123.83(14) . . ?
C14 C13 C18 118.27(15) . . ?
C18 C13 C12 117.89(14) . . ?
C9 C12 C13 129.01(15) . . ?
C9 C12 H12 115.5 . . ?
C13 C12 H12 115.5 . . ?
C10 O4 C11 115.74(16) . . ?
O5 C8 C9 106.64(11) . . ?
O5 C8 H8A 110.4 . . ?
O5 C8 H8B 110.4 . . ?
C9 C8 H8A 110.4 . . ?
C9 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
O4 C10 C9 113.26(15) . . ?
O3 C10 C9 124.09(16) . . ?
O3 C10 O4 122.66(16) . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.69(15) . . ?
C15 C14 H14 119.2 . . ?
C3 C2 C1 118.84(14) . . ?
C7 C2 C3 120.32(15) . . ?
C7 C2 C1 120.83(15) . . ?
C14 C15 C19 121.97(16) . . ?
C14 C15 C16 117.87(16) . . ?
C16 C15 C19 120.17(16) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.15(17) . . ?
C5 C4 H4 120.4 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.85(17) . . ?
C17 C18 H18 119.6 . . ?
N1 C1 C2 179.3(2) . . ?
C15 C19 H19 116.1 . . ?
C20 C19 C15 127.80(17) . . ?
C20 C19 H19 116.1 . . ?
C19 C20 H20 119.0 . . ?
C19 C20 C21 122.10(19) . . ?
C21 C20 H20 119.0 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.02(17) . . ?
C6 C7 H7 120.0 . . ?
C21 O2 C22 116.80(16) . . ?
O1 C21 C20 125.66(19) . . ?
O1 C21 O2 123.03(18) . . ?
O2 C21 C20 111.30(17) . . ?
C18 C17 H17 120.2 . . ?
C18 C17 C16 119.69(18) . . ?
C16 C17 H17 120.2 . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.59(17) . . ?
C6 C5 H5 119.2 . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.59(17) . . ?
C17 C16 H16 119.2 . . ?
C7 C6 C5 119.61(17) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C22 H22A 110.3 . . ?
O2 C22 H22B 110.3 . . ?
O2 C22 C23 107.13(19) . . ?
H22A C22 H22B 108.5 . . ?
C23 C22 H22A 110.3 . . ?
C23 C22 H22B 110.3 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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
O5 C3 C2 C1 -1.2(2) . . . . ?
O5 C3 C2 C7 178.58(14) . . . . ?
O5 C3 C4 C5 -178.53(15) . . . . ?
C3 O5 C8 C9 178.42(13) . . . . ?
C3 C2 C1 N1 70(20) . . . . ?
C3 C2 C7 C6 0.3(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C13 C14 C15 C19 179.02(15) . . . . ?
C13 C14 C15 C16 -1.2(2) . . . . ?
C13 C18 C17 C16 1.0(3) . . . . ?
C12 C9 C8 O5 -93.62(17) . . . . ?
C12 C9 C10 O4 3.0(2) . . . . ?
C12 C9 C10 O3 -177.05(17) . . . . ?
C12 C13 C14 C15 -178.32(14) . . . . ?
C12 C13 C18 C17 178.41(16) . . . . ?
C8 O5 C3 C2 174.43(13) . . . . ?
C8 O5 C3 C4 -6.4(2) . . . . ?
C8 C9 C12 C13 1.3(3) . . . . ?
C8 C9 C10 O4 -179.14(13) . . . . ?
C8 C9 C10 O3 0.8(2) . . . . ?
C10 C9 C12 C13 178.95(14) . . . . ?
C10 C9 C8 O5 88.64(15) . . . . ?
C14 C13 C12 C9 32.3(3) . . . . ?
C14 C13 C18 C17 -2.3(3) . . . . ?
C14 C15 C19 C20 -9.4(3) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
C2 C7 C6 C5 0.1(3) . . . . ?
C15 C19 C20 C21 -179.24(17) . . . . ?
C4 C3 C2 C1 179.52(16) . . . . ?
C4 C3 C2 C7 -0.7(2) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C18 C13 C12 C9 -148.44(17) . . . . ?
C18 C13 C14 C15 2.4(2) . . . . ?
C18 C17 C16 C15 0.3(3) . . . . ?
C1 C2 C7 C6 -179.90(17) . . . . ?
C19 C15 C16 C17 179.62(18) . . . . ?
C19 C20 C21 O1 -8.4(3) . . . . ?
C19 C20 C21 O2 172.27(19) . . . . ?
C7 C2 C1 N1 -109(20) . . . . ?
C21 O2 C22 C23 -179.5(2) . . . . ?
C16 C15 C19 C20 170.81(19) . . . . ?
C11 O4 C10 C9 179.95(15) . . . . ?
C11 O4 C10 O3 0.0(3) . . . . ?
C22 O2 C21 O1 1.0(3) . . . . ?
C22 O2 C21 C20 -179.7(2) . . . . ?

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

data_ttr-b-162-m-pvs
_database_code_depnum_ccdc_archive 'CCDC 2213839'
loop_
_audit_author_name
_audit_author_address
'sharada d'
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2022-10-18 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;
_audit_creation_date             2021-06-11
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2016.03.30 svn.r3266 for Rigaku Oxford Diffraction, GUI svn.r5168)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C27 H23 N O5 S'
_chemical_formula_sum            'C27 H23 N O5 S'
_chemical_formula_weight         473.52
_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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2408(5)
_cell_length_b                   10.2565(5)
_cell_length_c                   15.3407(7)
_cell_angle_alpha                88.527(4)
_cell_angle_beta                 77.996(4)
_cell_angle_gamma                72.445(5)
_cell_volume                     1208.25(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    297.00
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.58
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13468
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.06
_diffrn_reflns_theta_min         4.08
_diffrn_ambient_temperature      297.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3842
_reflns_number_total             5569
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5569
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.097
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0659P)²+0.0369P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1351
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20C(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C16C(H16C), C14C(H14C), C8C(H8C), C11C(H11C), C10C(H10C), C7C(H7C),
 C26C(H26C), C23C(H23C), C6C(H6C), C2C(H2C), C4C(H4C), C24C(H24C), C25C(H25C),
 C5C(H5C), C3C(H3C)
2.c Idealised Me refined as rotating group:
 C15C(H15A,H15B,H15C), C19C(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1S S 0.69506(7) 0.75434(5) 0.31266(3) 0.05242(17) Uani 1 d . . .
O5O O 0.21642(16) 1.49992(11) -0.08294(8) 0.0490(3) Uani 1 d . . .
O3O O 0.29193(14) 1.36858(11) 0.18905(7) 0.0390(3) Uani 1 d . . .
C13C C 0.5804(2) 1.16431(14) -0.00815(10) 0.0328(3) Uani 1 d . . .
C17C C 0.36190(19) 1.39924(14) 0.03022(10) 0.0318(3) Uani 1 d . . .
C16C C 0.4472(2) 1.29019(15) -0.02474(10) 0.0339(4) Uani 1 d . . .
H16C H 0.4190 1.2940 -0.0806 0.041 Uiso 1 calc . . R
C14C C 0.5665(2) 1.10636(15) 0.07463(10) 0.0352(4) Uani 1 d . . .
H14C H 0.4733 1.1495 0.1204 0.042 Uiso 1 calc . . R
O4O O 0.14481(17) 1.61674(12) 0.04713(9) 0.0561(4) Uani 1 d . . .
C12C C 0.7194(2) 1.09904(15) -0.07862(11) 0.0367(4) Uani 1 d . . .
C20C C 0.4019(2) 1.41953(16) 0.11909(10) 0.0356(4) Uani 1 d . . .
H20A H 0.5232 1.3714 0.1183 0.043 Uiso 1 calc . . R
H20B H 0.3826 1.5161 0.1307 0.043 Uiso 1 calc . . R
C18C C 0.2297(2) 1.51638(15) 0.00092(11) 0.0356(4) Uani 1 d . . .
C9C C 0.6876(2) 0.98553(15) 0.09165(11) 0.0363(4) Uani 1 d . . .
C8C C 0.6626(2) 0.92902(17) 0.17994(11) 0.0424(4) Uani 1 d . . .
H8C H 0.5750 0.9841 0.2238 0.051 Uiso 1 calc . . R
C11C C 0.8395(2) 0.97783(17) -0.06084(12) 0.0431(4) Uani 1 d . . .
H11C H 0.9319 0.9335 -0.1066 0.052 Uiso 1 calc . . R
C10C C 0.8263(2) 0.92159(16) 0.02153(12) 0.0425(4) Uani 1 d . . .
H10C H 0.9094 0.8410 0.0308 0.051 Uiso 1 calc . . R
C21C C 0.3529(2) 1.33652(17) 0.26578(10) 0.0398(4) Uani 1 d . . .
C7C C 0.7506(2) 0.80806(17) 0.20462(12) 0.0449(4) Uani 1 d . . .
H7C H 0.8430 0.7510 0.1639 0.054 Uiso 1 calc . . R
C15C C 0.7457(3) 1.15544(19) -0.16983(11) 0.0496(5) Uani 1 d . . .
H15A H 0.6369 1.1839 -0.1889 0.074 Uiso 1 calc . . GR
H15B H 0.8286 1.0860 -0.2109 0.074 Uiso 1 calc . . GR
H15C H 0.7884 1.2325 -0.1681 0.074 Uiso 1 calc . . GR
C1C C 0.8727(3) 0.7510(2) 0.36021(11) 0.0490(5) Uani 1 d . . .
C22C C 0.2733(2) 1.25491(18) 0.32315(11) 0.0458(4) Uani 1 d . . .
O1O O 0.54423(19) 0.85696(17) 0.36006(10) 0.0747(5) Uani 1 d . . .
C27C C 0.1334(3) 1.2155(2) 0.30169(12) 0.0528(5) Uani 1 d . . .
C19C C 0.1004(3) 1.6115(2) -0.12056(14) 0.0589(6) Uani 1 d . . .
H19A H 0.0946 1.5838 -0.1788 0.088 Uiso 1 calc . . GR
H19B H 0.1433 1.6892 -0.1250 0.088 Uiso 1 calc . . GR
H19C H -0.0137 1.6357 -0.0828 0.088 Uiso 1 calc . . GR
C26C C 0.4840(3) 1.3778(2) 0.28838(13) 0.0577(5) Uani 1 d . . .
H26C H 0.5344 1.4348 0.2517 0.069 Uiso 1 calc . . R
O2O O 0.6875(2) 0.61761(15) 0.30679(11) 0.0831(5) Uani 1 d . . .
C23C C 0.3323(3) 1.2116(2) 0.40111(13) 0.0691(6) Uani 1 d . . .
H23C H 0.2806 1.1566 0.4392 0.083 Uiso 1 calc . . R
N1N N 0.0201(3) 1.1832(2) 0.28613(14) 0.0767(6) Uani 1 d . . .
C6C C 0.9094(4) 0.8703(3) 0.37231(14) 0.0752(7) Uani 1 d . . .
H6C H 0.8397 0.9534 0.3567 0.090 Uiso 1 calc . . R
C2C C 0.9742(3) 0.6267(3) 0.38413(16) 0.0807(8) Uani 1 d . . .
H2C H 0.9489 0.5465 0.3744 0.097 Uiso 1 calc . . R
C4C C 1.1520(5) 0.7398(6) 0.4322(2) 0.1217(14) Uani 1 d . . .
H4C H 1.2486 0.7358 0.4558 0.146 Uiso 1 calc . . R
C24C C 0.4655(4) 1.2496(3) 0.42170(16) 0.0886(9) Uani 1 d . . .
H24C H 0.5060 1.2191 0.4731 0.106 Uiso 1 calc . . R
C25C C 0.5397(3) 1.3333(3) 0.36632(15) 0.0821(8) Uani 1 d . . .
H25C H 0.6287 1.3603 0.3814 0.098 Uiso 1 calc . . R
C5C C 1.0526(5) 0.8646(4) 0.40841(18) 0.1138(12) Uani 1 d . . .
H5C H 1.0812 0.9439 0.4164 0.137 Uiso 1 calc . . R
C3C C 1.1117(4) 0.6223(5) 0.4220(2) 0.1146(12) Uani 1 d . . .
H3C H 1.1773 0.5399 0.4407 0.138 Uiso 1 calc . . R


_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
S1S C7C 1.7462(18) . ?
S1S C1C 1.757(2) . ?
S1S O1O 1.4338(15) . ?
S1S O2O 1.4284(15) . ?
O5O C18C 1.333(2) . ?
O5O C19C 1.4465(18) . ?
O3O C20C 1.4484(19) . ?
O3O C21C 1.3682(19) . ?
C13C C16C 1.477(2) . ?
C13C C14C 1.386(2) . ?
C13C C12C 1.410(2) . ?
C17C C16C 1.336(2) . ?
C17C C20C 1.501(2) . ?
C17C C18C 1.489(2) . ?
C16C H16C 0.9300 . ?
C14C H14C 0.9300 . ?
C14C C9C 1.395(2) . ?
O4O C18C 1.2035(18) . ?
C12C C11C 1.397(2) . ?
C12C C15C 1.499(2) . ?
C20C H20A 0.9700 . ?
C20C H20B 0.9700 . ?
C9C C8C 1.459(2) . ?
C9C C10C 1.402(2) . ?
C8C H8C 0.9300 . ?
C8C C7C 1.325(2) . ?
C11C H11C 0.9300 . ?
C11C C10C 1.373(2) . ?
C10C H10C 0.9300 . ?
C21C C22C 1.399(3) . ?
C21C C26C 1.380(3) . ?
C7C H7C 0.9300 . ?
C15C H15A 0.9600 . ?
C15C H15B 0.9600 . ?
C15C H15C 0.9600 . ?
C1C C6C 1.372(3) . ?
C1C C2C 1.386(3) . ?
C22C C27C 1.430(3) . ?
C22C C23C 1.396(3) . ?
C27C N1N 1.149(3) . ?
C19C H19A 0.9600 . ?
C19C H19B 0.9600 . ?
C19C H19C 0.9600 . ?
C26C H26C 0.9300 . ?
C26C C25C 1.387(3) . ?
C23C H23C 0.9300 . ?
C23C C24C 1.366(4) . ?
C6C H6C 0.9300 . ?
C6C C5C 1.390(4) . ?
C2C H2C 0.9300 . ?
C2C C3C 1.366(4) . ?
C4C H4C 0.9300 . ?
C4C C5C 1.383(5) . ?
C4C C3C 1.363(5) . ?
C24C H24C 0.9300 . ?
C24C C25C 1.376(4) . ?
C25C H25C 0.9300 . ?
C5C H5C 0.9300 . ?
C3C H3C 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
C7C S1S C1C 104.02(9) . . ?
O1O S1S C7C 108.44(8) . . ?
O1O S1S C1C 108.41(10) . . ?
O2O S1S C7C 108.33(9) . . ?
O2O S1S C1C 108.35(10) . . ?
O2O S1S O1O 118.36(12) . . ?
C18C O5O C19C 117.78(13) . . ?
C21C O3O C20C 115.60(13) . . ?
C14C C13C C16C 120.87(13) . . ?
C14C C13C C12C 119.61(13) . . ?
C12C C13C C16C 119.47(14) . . ?
C16C C17C C20C 123.97(13) . . ?
C16C C17C C18C 120.04(14) . . ?
C18C C17C C20C 115.73(13) . . ?
C13C C16C H16C 115.9 . . ?
C17C C16C C13C 128.29(14) . . ?
C17C C16C H16C 115.9 . . ?
C13C C14C H14C 118.9 . . ?
C13C C14C C9C 122.21(14) . . ?
C9C C14C H14C 118.9 . . ?
C13C C12C C15C 123.13(13) . . ?
C11C C12C C13C 117.64(15) . . ?
C11C C12C C15C 119.21(14) . . ?
O3O C20C C17C 110.22(13) . . ?
O3O C20C H20A 109.6 . . ?
O3O C20C H20B 109.6 . . ?
C17C C20C H20A 109.6 . . ?
C17C C20C H20B 109.6 . . ?
H20A C20C H20B 108.1 . . ?
O5O C18C C17C 112.97(13) . . ?
O4O C18C O5O 122.99(14) . . ?
O4O C18C C17C 124.04(15) . . ?
C14C C9C C8C 119.16(14) . . ?
C14C C9C C10C 117.95(15) . . ?
C10C C9C C8C 122.87(13) . . ?
C9C C8C H8C 116.3 . . ?
C7C C8C C9C 127.32(16) . . ?
C7C C8C H8C 116.3 . . ?
C12C C11C H11C 118.7 . . ?
C10C C11C C12C 122.56(15) . . ?
C10C C11C H11C 118.7 . . ?
C9C C10C H10C 120.0 . . ?
C11C C10C C9C 120.03(14) . . ?
C11C C10C H10C 120.0 . . ?
O3O C21C C22C 115.31(16) . . ?
O3O C21C C26C 124.84(17) . . ?
C26C C21C C22C 119.85(17) . . ?
S1S C7C H7C 119.6 . . ?
C8C C7C S1S 120.83(14) . . ?
C8C C7C H7C 119.6 . . ?
C12C C15C H15A 109.5 . . ?
C12C C15C H15B 109.5 . . ?
C12C C15C H15C 109.5 . . ?
H15A C15C H15B 109.5 . . ?
H15A C15C H15C 109.5 . . ?
H15B C15C H15C 109.5 . . ?
C6C C1C S1S 119.79(16) . . ?
C6C C1C C2C 121.2(2) . . ?
C2C C1C S1S 118.96(18) . . ?
C21C C22C C27C 120.23(16) . . ?
C23C C22C C21C 119.5(2) . . ?
C23C C22C C27C 120.31(19) . . ?
N1N C27C C22C 178.7(2) . . ?
O5O C19C H19A 109.5 . . ?
O5O C19C H19B 109.5 . . ?
O5O C19C H19C 109.5 . . ?
H19A C19C H19B 109.5 . . ?
H19A C19C H19C 109.5 . . ?
H19B C19C H19C 109.5 . . ?
C21C C26C H26C 120.3 . . ?
C21C C26C C25C 119.4(2) . . ?
C25C C26C H26C 120.3 . . ?
C22C C23C H23C 119.9 . . ?
C24C C23C C22C 120.3(2) . . ?
C24C C23C H23C 119.9 . . ?
C1C C6C H6C 120.6 . . ?
C1C C6C C5C 118.7(3) . . ?
C5C C6C H6C 120.6 . . ?
C1C C2C H2C 120.1 . . ?
C3C C2C C1C 119.7(3) . . ?
C3C C2C H2C 120.1 . . ?
C5C C4C H4C 119.2 . . ?
C3C C4C H4C 119.2 . . ?
C3C C4C C5C 121.5(3) . . ?
C23C C24C H24C 120.0 . . ?
C23C C24C C25C 119.9(2) . . ?
C25C C24C H24C 120.0 . . ?
C26C C25C H25C 119.5 . . ?
C24C C25C C26C 121.1(2) . . ?
C24C C25C H25C 119.5 . . ?
C6C C5C H5C 120.4 . . ?
C4C C5C C6C 119.2(3) . . ?
C4C C5C H5C 120.4 . . ?
C2C C3C H3C 120.3 . . ?
C4C C3C C2C 119.5(3) . . ?
C4C C3C H3C 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1S C1C C6C C5C -178.73(19) . . . . ?
S1S C1C C2C C3C -179.3(2) . . . . ?
O3O C21C C22C C27C -2.5(2) . . . . ?
O3O C21C C22C C23C 177.03(15) . . . . ?
O3O C21C C26C C25C -177.06(18) . . . . ?
C13C C14C C9C C8C -178.76(16) . . . . ?
C13C C14C C9C C10C -0.5(2) . . . . ?
C13C C12C C11C C10C 0.0(3) . . . . ?
C16C C13C C14C C9C 178.19(15) . . . . ?
C16C C13C C12C C11C -177.96(16) . . . . ?
C16C C13C C12C C15C 3.6(2) . . . . ?
C16C C17C C20C O3O -93.52(18) . . . . ?
C16C C17C C18C O5O -2.7(2) . . . . ?
C16C C17C C18C O4O 178.27(17) . . . . ?
C14C C13C C16C C17C 38.2(3) . . . . ?
C14C C13C C12C C11C -0.7(2) . . . . ?
C14C C13C C12C C15C -179.18(16) . . . . ?
C14C C9C C8C C7C 170.82(18) . . . . ?
C14C C9C C10C C11C -0.2(3) . . . . ?
C12C C13C C16C C17C -144.64(18) . . . . ?
C12C C13C C14C C9C 1.0(2) . . . . ?
C12C C11C C10C C9C 0.5(3) . . . . ?
C20C O3O C21C C22C -163.76(13) . . . . ?
C20C O3O C21C C26C 15.8(2) . . . . ?
C20C C17C C16C C13C 6.8(3) . . . . ?
C20C C17C C18C O5O 171.65(14) . . . . ?
C20C C17C C18C O4O -7.4(2) . . . . ?
C18C C17C C16C C13C -179.35(15) . . . . ?
C18C C17C C20C O3O 92.38(16) . . . . ?
C9C C8C C7C S1S -176.95(14) . . . . ?
C8C C9C C10C C11C 177.95(17) . . . . ?
C10C C9C C8C C7C -7.3(3) . . . . ?
C21C O3O C20C C17C 158.01(12) . . . . ?
C21C C22C C27C N1N -161(10) . . . . ?
C21C C22C C23C C24C 0.6(3) . . . . ?
C21C C26C C25C C24C -0.5(4) . . . . ?
C7C S1S C1C C6C 64.25(18) . . . . ?
C7C S1S C1C C2C -115.21(18) . . . . ?
C15C C12C C11C C10C 178.52(17) . . . . ?
C1C S1S C7C C8C -112.35(17) . . . . ?
C1C C6C C5C C4C -1.0(4) . . . . ?
C1C C2C C3C C4C -2.9(5) . . . . ?
C22C C21C C26C C25C 2.4(3) . . . . ?
C22C C23C C24C C25C 1.3(4) . . . . ?
O1O S1S C7C C8C 2.9(2) . . . . ?
O1O S1S C1C C6C -51.00(19) . . . . ?
O1O S1S C1C C2C 129.53(17) . . . . ?
C27C C22C C23C C24C -179.8(2) . . . . ?
C19C O5O C18C C17C -175.91(16) . . . . ?
C19C O5O C18C O4O 3.1(3) . . . . ?
C26C C21C C22C C27C 177.93(17) . . . . ?
C26C C21C C22C C23C -2.5(3) . . . . ?
O2O S1S C7C C8C 132.53(17) . . . . ?
O2O S1S C1C C6C 179.36(17) . . . . ?
O2O S1S C1C C2C -0.1(2) . . . . ?
C23C C22C C27C N1N 19(10) . . . . ?
C23C C24C C25C C26C -1.4(4) . . . . ?
C6C C1C C2C C3C 1.2(4) . . . . ?
C2C C1C C6C C5C 0.7(3) . . . . ?
C5C C4C C3C C2C 2.7(6) . . . . ?
C3C C4C C5C C6C -0.7(5) . . . . ?

_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_PTU_TTR_KI209_01122021_0m
_database_code_depnum_ccdc_archive 'CCDC 2213840'
loop_
_audit_author_name
_audit_author_address
'sharada d'
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2022-10-18 deposited with the CCDC.	2023-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            Organic
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 N2 O5'
_chemical_formula_sum            'C24 H20 N2 O5'
_chemical_formula_weight         416.42

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.811(3)
_cell_length_b                   8.0573(19)
_cell_length_c                   24.254(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.718(7)
_cell_angle_gamma                90
_cell_volume                     2110.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9114
_cell_measurement_theta_min      3.0773
_cell_measurement_theta_max      29.5487

_exptl_crystal_description       Block
_exptl_crystal_colour            clear
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6984
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest XRD'
_diffrn_measurement_method       'Omega and Phi Scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            32482
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.028
_diffrn_reflns_theta_max         30.096
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6135
_reflns_number_gt                3956
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex3 v2017.3-0 (Bruker, 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0558P)²+0.7310P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6135
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0563
_refine_ls_wR_factor_ref         0.1554
_refine_ls_wR_factor_gt          0.1282
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.70452(9) 0.20289(13) 0.56177(5) 0.0438(3) Uani 1 1 d . . . . .
O2 O 0.32104(14) 0.1372(4) 0.72490(8) 0.1429(11) Uani 1 1 d . . . . .
O3 O 0.63398(13) 0.2761(2) 0.84634(6) 0.0732(4) Uani 1 1 d . . . . .
O4 O 0.93779(14) 0.1755(2) 0.47588(6) 0.0730(4) Uani 1 1 d . . . . .
O5 O 1.08202(11) 0.31094(17) 0.52691(5) 0.0583(3) Uani 1 1 d . . . . .
N1 N 0.45415(14) 0.2179(2) 0.79621(7) 0.0635(5) Uani 1 1 d . . . . .
N2 N 0.56330(18) 0.5734(2) 0.57118(9) 0.0764(5) Uani 1 1 d . . . . .
C1 C 0.34072(16) 0.0595(3) 0.57731(8) 0.0577(5) Uani 1 1 d . . . . .
H1 H 0.258413 0.029247 0.580728 0.069 Uiso 1 1 calc R U . . .
C2 C 0.37393(15) 0.2238(2) 0.57610(8) 0.0529(4) Uani 1 1 d . . . . .
H3 H 0.313974 0.305742 0.578887 0.064 Uiso 1 1 calc R U . . .
C3 C 0.49706(14) 0.26787(19) 0.57074(6) 0.0412(3) Uani 1 1 d . . . . .
C4 C 0.58767(13) 0.14578(19) 0.56669(6) 0.0370(3) Uani 1 1 d . . . . .
C5 C 0.80423(14) 0.0835(2) 0.56677(7) 0.0426(3) Uani 1 1 d . . . . .
H20 H 0.804090 0.013950 0.534125 0.051 Uiso 1 1 calc R U . . .
H6 H 0.793980 0.012978 0.598641 0.051 Uiso 1 1 calc R U . . .
C6 C 0.92336(14) 0.1770(2) 0.57313(7) 0.0430(4) Uani 1 1 d . . . . .
C7 C 0.97801(15) 0.2198(2) 0.62186(7) 0.0473(4) Uani 1 1 d . . . . .
H16 H 1.054847 0.270872 0.620121 0.057 Uiso 1 1 calc R U . . .
C8 C 0.93323(15) 0.1970(2) 0.67767(7) 0.0478(4) Uani 1 1 d . . . . .
C9 C 0.80841(14) 0.2008(2) 0.68907(7) 0.0459(4) Uani 1 1 d . . . . .
H15 H 0.749773 0.219942 0.660479 0.055 Uiso 1 1 calc R U . . .
C10 C 0.76927(15) 0.1767(2) 0.74237(7) 0.0480(4) Uani 1 1 d . . . . .
C11 C 0.63638(15) 0.1763(2) 0.75150(7) 0.0509(4) Uani 1 1 d . . . . .
C12 C 0.58096(16) 0.2304(2) 0.80449(7) 0.0509(4) Uani 1 1 d . . . . .
C13 C 0.36430(19) 0.2638(3) 0.83662(9) 0.0668(5) Uani 1 1 d . . . . .
H12 H 0.297265 0.325614 0.818269 0.080 Uiso 1 1 calc R U . . .
H11 H 0.403983 0.335610 0.864254 0.080 Uiso 1 1 calc R U . . .
C14 C 0.3123(2) 0.1160(3) 0.86438(10) 0.0772(6) Uani 1 1 d . . . . .
H14 H 0.275834 0.042335 0.837075 0.116 Uiso 1 1 calc R U . . .
H13 H 0.250320 0.151094 0.888912 0.116 Uiso 1 1 calc R U . . .
H2 H 0.377446 0.059249 0.885041 0.116 Uiso 1 1 calc R U . . .
C15 C 0.53359(16) 0.4384(2) 0.57051(8) 0.0506(4) Uani 1 1 d . . . . .
C16 C 0.55337(15) -0.0193(2) 0.56844(7) 0.0454(4) Uani 1 1 d . . . . .
H5 H 0.612580 -0.102468 0.566283 0.054 Uiso 1 1 calc R U . . .
C17 C 0.43038(17) -0.0593(2) 0.57340(8) 0.0536(4) Uani 1 1 d . . . . .
H4 H 0.407640 -0.170568 0.574123 0.064 Uiso 1 1 calc R U . . .
C18 C 0.85683(17) 0.1517(3) 0.78530(8) 0.0658(6) Uani 1 1 d . . . . .
H7 H 0.831992 0.135396 0.821083 0.079 Uiso 1 1 calc R U . . .
C19 C 0.98091(18) 0.1514(4) 0.77448(9) 0.0789(7) Uani 1 1 d . . . . .
H8 H 1.039645 0.135150 0.803246 0.095 Uiso 1 1 calc R U . . .
C20 C 1.01899(16) 0.1747(3) 0.72164(8) 0.0659(6) Uani 1 1 d . . . . .
H9 H 1.103138 0.175462 0.715265 0.079 Uiso 1 1 calc R U . . .
C21 C 0.42495(19) 0.1598(4) 0.74365(9) 0.0859(8) Uani 1 1 d . . . . .
C22 C 0.54307(17) 0.1328(4) 0.71696(8) 0.0777(7) Uani 1 1 d . . . . .
H10 H 0.550937 0.091678 0.681463 0.093 Uiso 1 1 calc R U . . .
C23 C 0.98023(15) 0.2180(2) 0.52035(7) 0.0468(4) Uani 1 1 d . . . . .
C24 C 1.13863(19) 0.3658(3) 0.47713(9) 0.0653(5) Uani 1 1 d . . . . .
H18 H 1.178693 0.273490 0.460391 0.098 Uiso 1 1 calc R U . . .
H17 H 1.198683 0.450399 0.486204 0.098 Uiso 1 1 calc R U . . .
H19 H 1.076039 0.409692 0.451783 0.098 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 C4 1.3550(18) . ?
O1 C5 1.4456(18) . ?
O2 C21 1.206(3) . ?
O3 C12 1.200(2) . ?
O4 C23 1.202(2) . ?
O5 C23 1.334(2) . ?
O5 C24 1.448(2) . ?
N1 C12 1.380(2) . ?
N1 C21 1.380(3) . ?
N1 C13 1.460(2) . ?
N2 C15 1.134(2) . ?
C1 C17 1.369(3) . ?
C1 C2 1.373(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.390(2) . ?
C2 H3 0.9300 . ?
C3 C4 1.395(2) . ?
C3 C15 1.430(2) . ?
C4 C16 1.382(2) . ?
C5 C6 1.494(2) . ?
C5 H20 0.9700 . ?
C5 H6 0.9700 . ?
C6 C7 1.341(2) . ?
C6 C23 1.484(2) . ?
C7 C8 1.470(2) . ?
C7 H16 0.9300 . ?
C8 C9 1.391(2) . ?
C8 C20 1.391(2) . ?
C9 C10 1.393(2) . ?
C9 H15 0.9300 . ?
C10 C18 1.388(2) . ?
C10 C11 1.464(2) . ?
C11 C22 1.328(3) . ?
C11 C12 1.508(2) . ?
C13 C14 1.491(3) . ?
C13 H12 0.9700 . ?
C13 H11 0.9700 . ?
C14 H14 0.9600 . ?
C14 H13 0.9600 . ?
C14 H2 0.9600 . ?
C16 C17 1.379(2) . ?
C16 H5 0.9300 . ?
C17 H4 0.9300 . ?
C18 C19 1.379(3) . ?
C18 H7 0.9300 . ?
C19 C20 1.378(3) . ?
C19 H8 0.9300 . ?
C20 H9 0.9300 . ?
C21 C22 1.475(3) . ?
C22 H10 0.9300 . ?
C24 H18 0.9600 . ?
C24 H17 0.9600 . ?
C24 H19 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 C5 117.47(12) . . ?
C23 O5 C24 116.77(15) . . ?
C12 N1 C21 109.95(15) . . ?
C12 N1 C13 124.89(17) . . ?
C21 N1 C13 125.14(17) . . ?
C17 C1 C2 119.09(17) . . ?
C17 C1 H1 120.5 . . ?
C2 C1 H1 120.5 . . ?
C1 C2 C3 120.08(16) . . ?
C1 C2 H3 120.0 . . ?
C3 C2 H3 120.0 . . ?
C2 C3 C4 120.35(15) . . ?
C2 C3 C15 120.79(15) . . ?
C4 C3 C15 118.84(15) . . ?
O1 C4 C16 125.61(14) . . ?
O1 C4 C3 115.30(14) . . ?
C16 C4 C3 119.09(14) . . ?
O1 C5 C6 108.00(13) . . ?
O1 C5 H20 110.1 . . ?
C6 C5 H20 110.1 . . ?
O1 C5 H6 110.1 . . ?
C6 C5 H6 110.1 . . ?
H20 C5 H6 108.4 . . ?
C7 C6 C23 121.33(15) . . ?
C7 C6 C5 124.21(15) . . ?
C23 C6 C5 114.45(14) . . ?
C6 C7 C8 128.96(15) . . ?
C6 C7 H16 115.5 . . ?
C8 C7 H16 115.5 . . ?
C9 C8 C20 117.92(16) . . ?
C9 C8 C7 123.04(15) . . ?
C20 C8 C7 119.02(15) . . ?
C8 C9 C10 121.46(15) . . ?
C8 C9 H15 119.3 . . ?
C10 C9 H15 119.3 . . ?
C18 C10 C9 119.34(16) . . ?
C18 C10 C11 121.69(16) . . ?
C9 C10 C11 118.96(15) . . ?
C22 C11 C10 128.84(16) . . ?
C22 C11 C12 107.06(15) . . ?
C10 C11 C12 124.09(15) . . ?
O3 C12 N1 125.25(17) . . ?
O3 C12 C11 128.07(17) . . ?
N1 C12 C11 106.68(15) . . ?
N1 C13 C14 112.20(19) . . ?
N1 C13 H12 109.2 . . ?
C14 C13 H12 109.2 . . ?
N1 C13 H11 109.2 . . ?
C14 C13 H11 109.2 . . ?
H12 C13 H11 107.9 . . ?
C13 C14 H14 109.5 . . ?
C13 C14 H13 109.5 . . ?
H14 C14 H13 109.5 . . ?
C13 C14 H2 109.5 . . ?
H14 C14 H2 109.5 . . ?
H13 C14 H2 109.5 . . ?
N2 C15 C3 178.9(2) . . ?
C17 C16 C4 119.27(16) . . ?
C17 C16 H5 120.4 . . ?
C4 C16 H5 120.4 . . ?
C1 C17 C16 122.11(17) . . ?
C1 C17 H4 118.9 . . ?
C16 C17 H4 118.9 . . ?
C19 C18 C10 119.51(18) . . ?
C19 C18 H7 120.2 . . ?
C10 C18 H7 120.2 . . ?
C20 C19 C18 120.86(17) . . ?
C20 C19 H8 119.6 . . ?
C18 C19 H8 119.6 . . ?
C19 C20 C8 120.87(17) . . ?
C19 C20 H9 119.6 . . ?
C8 C20 H9 119.6 . . ?
O2 C21 N1 124.6(2) . . ?
O2 C21 C22 128.5(2) . . ?
N1 C21 C22 106.90(17) . . ?
C11 C22 C21 109.38(18) . . ?
C11 C22 H10 125.3 . . ?
C21 C22 H10 125.3 . . ?
O4 C23 O5 123.01(16) . . ?
O4 C23 C6 123.68(17) . . ?
O5 C23 C6 113.29(15) . . ?
O5 C24 H18 109.5 . . ?
O5 C24 H17 109.5 . . ?
H18 C24 H17 109.5 . . ?
O5 C24 H19 109.5 . . ?
H18 C24 H19 109.5 . . ?
H17 C24 H19 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
C17 C1 C2 C3 0.3(3) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C1 C2 C3 C15 -178.76(17) . . . . ?
C5 O1 C4 C16 -9.6(2) . . . . ?
C5 O1 C4 C3 169.84(13) . . . . ?
C2 C3 C4 O1 -179.81(14) . . . . ?
C15 C3 C4 O1 -1.2(2) . . . . ?
C2 C3 C4 C16 -0.4(2) . . . . ?
C15 C3 C4 C16 178.22(15) . . . . ?
C4 O1 C5 C6 -167.09(13) . . . . ?
O1 C5 C6 C7 91.81(19) . . . . ?
O1 C5 C6 C23 -89.30(16) . . . . ?
C23 C6 C7 C8 176.81(17) . . . . ?
C5 C6 C7 C8 -4.4(3) . . . . ?
C6 C7 C8 C9 -32.0(3) . . . . ?
C6 C7 C8 C20 149.7(2) . . . . ?
C20 C8 C9 C10 -2.5(3) . . . . ?
C7 C8 C9 C10 179.20(17) . . . . ?
C8 C9 C10 C18 1.4(3) . . . . ?
C8 C9 C10 C11 -177.83(17) . . . . ?
C18 C10 C11 C22 -150.4(3) . . . . ?
C9 C10 C11 C22 28.8(3) . . . . ?
C18 C10 C11 C12 30.5(3) . . . . ?
C9 C10 C11 C12 -150.36(19) . . . . ?
C21 N1 C12 O3 -179.4(2) . . . . ?
C13 N1 C12 O3 2.2(3) . . . . ?
C21 N1 C12 C11 0.7(3) . . . . ?
C13 N1 C12 C11 -177.82(19) . . . . ?
C22 C11 C12 O3 178.5(2) . . . . ?
C10 C11 C12 O3 -2.2(3) . . . . ?
C22 C11 C12 N1 -1.5(2) . . . . ?
C10 C11 C12 N1 177.80(18) . . . . ?
C12 N1 C13 C14 -102.9(3) . . . . ?
C21 N1 C13 C14 78.9(3) . . . . ?
O1 C4 C16 C17 -179.80(15) . . . . ?
C3 C4 C16 C17 0.8(2) . . . . ?
C2 C1 C17 C16 0.2(3) . . . . ?
C4 C16 C17 C1 -0.7(3) . . . . ?
C9 C10 C18 C19 0.1(3) . . . . ?
C11 C10 C18 C19 179.2(2) . . . . ?
C10 C18 C19 C20 -0.3(4) . . . . ?
C18 C19 C20 C8 -0.9(4) . . . . ?
C9 C8 C20 C19 2.2(3) . . . . ?
C7 C8 C20 C19 -179.4(2) . . . . ?
C12 N1 C21 O2 -179.7(3) . . . . ?
C13 N1 C21 O2 -1.2(5) . . . . ?
C12 N1 C21 C22 0.3(3) . . . . ?
C13 N1 C21 C22 178.8(2) . . . . ?
C10 C11 C22 C21 -177.6(2) . . . . ?
C12 C11 C22 C21 1.7(3) . . . . ?
O2 C21 C22 C11 178.7(3) . . . . ?
N1 C21 C22 C11 -1.3(3) . . . . ?
C24 O5 C23 O4 2.4(3) . . . . ?
C24 O5 C23 C6 -176.03(15) . . . . ?
C7 C6 C23 O4 176.31(18) . . . . ?
C5 C6 C23 O4 -2.6(2) . . . . ?
C7 C6 C23 O5 -5.3(2) . . . . ?
C5 C6 C23 O5 175.78(14) . . . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.037



