# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 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_couphe
_database_code_depnum_ccdc_archive 'CCDC 2175161'
loop_
_audit_author_name
_audit_author_address
'Debasish Haldar'
;IISER Kolkata
India
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;
_audit_creation_date             2021-11-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H16 N2 O7'
_chemical_formula_sum            'C20 H16 N2 O7'
_chemical_formula_weight         396.35
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.22810(10)
_cell_length_b                   10.50560(10)
_cell_length_c                   21.3512(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1845.62(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7466
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      65.7230
_cell_measurement_theta_min      4.1280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28537
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.2547
_exptl_crystal_size_mid          0.2248
_exptl_crystal_size_min          0.1958
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14811
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        65.815
_diffrn_reflns_theta_max         65.815
_diffrn_reflns_theta_min         4.141
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       25.6472   57.0000 -120.0000 115

#__ type_ start__ end____ width___ exp.time_
  2 omega  -13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       25.6472   57.0000    0.0000 115

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       25.6472  -99.0000 -180.0000 81

#__ type_ start__ end____ width___ exp.time_
  4 omega   27.00  145.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236   61.0000  -90.0000 118

#__ type_ start__ end____ width___ exp.time_
  5 omega  100.00  153.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236  111.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
  6 omega   57.00  150.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236  178.0000  150.0000 93

#__ type_ start__ end____ width___ exp.time_
  7 omega   17.00  148.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236   45.0000    0.0000 131

#__ type_ start__ end____ width___ exp.time_
  8 omega  101.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000   90.0000 77

#__ type_ start__ end____ width___ exp.time_
  9 omega   86.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  138.0000 -150.0000 92

#__ type_ start__ end____ width___ exp.time_
 10 omega  101.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000  150.0000 77

#__ type_ start__ end____ width___ exp.time_
 11 omega   20.00  113.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000  -30.0000 93

#__ type_ start__ end____ width___ exp.time_
 12 omega   68.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   54.0000    0.0000 110

#__ type_ start__ end____ width___ exp.time_
 13 omega   70.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   65.0000  -30.0000 108

#__ type_ start__ end____ width___ exp.time_
 14 omega  101.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000  -60.0000 77

#__ type_ start__ end____ width___ exp.time_
 15 omega   29.00  126.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -135.0000   -4.0000 97

#__ type_ start__ end____ width___ exp.time_
 16 omega  -13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       25.6472   57.0000  120.0000 115

#__ type_ start__ end____ width___ exp.time_
 17 omega  -51.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       25.6472  -57.0000 -120.0000 115

#__ type_ start__ end____ width___ exp.time_
 18 omega  -51.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       25.6472  -57.0000    0.0000 115

#__ type_ start__ end____ width___ exp.time_
 19 omega   27.00  145.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236   61.0000 -150.0000 118

#__ type_ start__ end____ width___ exp.time_
 20 omega   27.00  145.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236   61.0000   60.0000 118

#__ type_ start__ end____ width___ exp.time_
 21 omega  100.00  153.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236  111.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 22 omega   17.00  148.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236   45.0000  150.0000 131

#__ type_ start__ end____ width___ exp.time_
 23 omega   20.00   46.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236   81.0000  -73.6989 26

#__ type_ start__ end____ width___ exp.time_
 24 omega  100.00  153.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       66.8236  111.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
 25 omega   20.00  113.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000  150.0000 93

#__ type_ start__ end____ width___ exp.time_
 26 omega   56.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000  120.0000 122

#__ type_ start__ end____ width___ exp.time_
 27 omega   33.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   32.0000 -150.0000 145

#__ type_ start__ end____ width___ exp.time_
 28 omega   64.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 114

#__ type_ start__ end____ width___ exp.time_
 29 omega   64.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -71.6175 114

#__ type_ start__ end____ width___ exp.time_
 30 omega   56.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000  -90.0000 122

#__ type_ start__ end____ width___ exp.time_
 31 omega   64.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0166042000
_diffrn_orient_matrix_UB_12      -0.1271665000
_diffrn_orient_matrix_UB_13      0.0353511000
_diffrn_orient_matrix_UB_21      0.0226850000
_diffrn_orient_matrix_UB_22      -0.0730252000
_diffrn_orient_matrix_UB_23      -0.0619977000
_diffrn_orient_matrix_UB_31      0.1850293000
_diffrn_orient_matrix_UB_32      -0.0024694000
_diffrn_orient_matrix_UB_33      0.0107498000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.716
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                2981
_reflns_number_total             3182
_reflns_odcompleteness_completeness 97.20
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 1128 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.083
_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)+(0.0473P)²+0.2294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.0991
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C5(H5), C2(H2A), C3(H3), C18(H18), C14(H14), C17(H17),
 C15(H15), C16(H16)
2.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_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
O3 O 0.5546(3) 0.57105(17) 0.66525(10) 0.0532(5) Uani 1 1 d . . . . .
O5 O 0.9470(3) 0.25229(19) 0.61109(10) 0.0560(5) Uani 1 1 d . . . . .
O4 O 0.7803(3) 0.6319(2) 0.62021(12) 0.0648(6) Uani 1 1 d . . . . .
O7 O 1.3907(3) 0.5338(2) 0.52228(11) 0.0673(6) Uani 1 1 d . . . . .
O2 O 0.1407(3) 0.0980(2) 0.74026(12) 0.0701(7) Uani 1 1 d . . . . .
N2 N 1.0001(3) 0.4545(2) 0.58266(10) 0.0467(5) Uani 1 1 d . . . . .
H2 H 0.9672 0.5322 0.5839 0.056 Uiso 1 1 calc R U . . .
O6 O 1.1846(3) 0.6527(2) 0.55638(12) 0.0706(6) Uani 1 1 d . . . . .
N1 N 0.1056(3) 0.2110(3) 0.74395(11) 0.0576(6) Uani 1 1 d . . . . .
O1 O -0.0253(3) 0.2501(3) 0.76266(13) 0.0835(8) Uani 1 1 d . . . . .
C10 C 0.9087(3) 0.3649(3) 0.60923(12) 0.0429(6) Uani 1 1 d . . . . .
C6 C 0.4904(3) 0.3515(3) 0.68330(11) 0.0423(6) Uani 1 1 d . . . . .
C19 C 1.2431(4) 0.5517(3) 0.54442(13) 0.0502(7) Uani 1 1 d . . . . .
C8 C 0.7493(3) 0.4081(3) 0.63665(12) 0.0416(6) Uani 1 1 d . . . . .
C1 C 0.4489(4) 0.4799(3) 0.68584(12) 0.0451(6) Uani 1 1 d . . . . .
C7 C 0.6471(3) 0.3189(2) 0.65865(11) 0.0414(6) Uani 1 1 d . . . . .
H7 H 0.6788 0.2339 0.6579 0.050 Uiso 1 1 calc R U . . .
C9 C 0.7030(4) 0.5422(3) 0.63848(12) 0.0473(6) Uani 1 1 d . . . . .
C4 C 0.2279(4) 0.3047(3) 0.72461(12) 0.0495(7) Uani 1 1 d . . . . .
C5 C 0.3758(4) 0.2615(3) 0.70296(12) 0.0449(6) Uani 1 1 d . . . . .
H5 H 0.3989 0.1749 0.7015 0.054 Uiso 1 1 calc R U . . .
C11 C 1.1533(4) 0.4262(3) 0.55164(12) 0.0473(7) Uani 1 1 d . . . . .
H11 H 1.2173 0.3702 0.5788 0.057 Uiso 1 1 calc R U . . .
C12 C 1.1289(4) 0.3594(3) 0.48778(13) 0.0516(7) Uani 1 1 d . . . . .
H12A H 1.2345 0.3434 0.4692 0.062 Uiso 1 1 calc R U . . .
H12B H 1.0770 0.2777 0.4948 0.062 Uiso 1 1 calc R U . . .
C13 C 1.0273(4) 0.4353(3) 0.44226(12) 0.0483(6) Uani 1 1 d . . . . .
C2 C 0.3012(4) 0.5216(3) 0.70851(14) 0.0552(7) Uani 1 1 d . . . . .
H2A H 0.2777 0.6081 0.7106 0.066 Uiso 1 1 calc R U . . .
C3 C 0.1894(4) 0.4327(3) 0.72788(14) 0.0565(7) Uani 1 1 d . . . . .
H3 H 0.0887 0.4585 0.7431 0.068 Uiso 1 1 calc R U . . .
C18 C 1.0986(5) 0.5230(3) 0.40231(13) 0.0616(8) Uani 1 1 d . . . . .
H18 H 1.2107 0.5346 0.4025 0.074 Uiso 1 1 calc R U . . .
C14 C 0.8611(4) 0.4197(3) 0.43970(14) 0.0606(8) Uani 1 1 d . . . . .
H14 H 0.8116 0.3608 0.4661 0.073 Uiso 1 1 calc R U . . .
C17 C 1.0010(6) 0.5939(3) 0.36171(15) 0.0764(12) Uani 1 1 d . . . . .
H17 H 1.0488 0.6536 0.3353 0.092 Uiso 1 1 calc R U . . .
C15 C 0.7663(5) 0.4897(4) 0.39878(17) 0.0750(10) Uani 1 1 d . . . . .
H15 H 0.6544 0.4772 0.3976 0.090 Uiso 1 1 calc R U . . .
C16 C 0.8372(6) 0.5770(4) 0.36021(17) 0.0800(12) Uani 1 1 d . . . . .
H16 H 0.7737 0.6249 0.3330 0.096 Uiso 1 1 calc R U . . .
C20 C 1.4783(5) 0.6502(4) 0.5064(2) 0.0784(11) Uani 1 1 d . . . . .
H20A H 1.4247 0.6920 0.4721 0.118 Uiso 1 1 calc R U . . .
H20B H 1.5877 0.6294 0.4945 0.118 Uiso 1 1 calc R U . . .
H20C H 1.4801 0.7058 0.5421 0.118 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
O3 C1 1.366(3) . ?
O3 C9 1.382(4) . ?
O5 C10 1.225(3) . ?
O4 C9 1.202(3) . ?
O7 C19 1.317(4) . ?
O7 C20 1.460(4) . ?
O2 N1 1.225(4) . ?
N2 H2 0.8600 . ?
N2 C10 1.331(4) . ?
N2 C11 1.455(4) . ?
O6 C19 1.192(4) . ?
N1 O1 1.220(4) . ?
N1 C4 1.467(4) . ?
C10 C8 1.506(4) . ?
C6 C1 1.392(4) . ?
C6 C7 1.435(4) . ?
C6 C5 1.399(4) . ?
C19 C11 1.520(4) . ?
C8 C7 1.344(4) . ?
C8 C9 1.460(4) . ?
C1 C2 1.380(4) . ?
C7 H7 0.9300 . ?
C4 C5 1.379(4) . ?
C4 C3 1.384(4) . ?
C5 H5 0.9300 . ?
C11 H11 0.9800 . ?
C11 C12 1.547(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.510(4) . ?
C13 C18 1.386(4) . ?
C13 C14 1.379(5) . ?
C2 H2A 0.9300 . ?
C2 C3 1.374(5) . ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.397(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(5) . ?
C17 H17 0.9300 . ?
C17 C16 1.360(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.364(6) . ?
C16 H16 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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
C1 O3 C9 122.8(2) . . ?
C19 O7 C20 114.7(3) . . ?
C10 N2 H2 118.7 . . ?
C10 N2 C11 122.6(2) . . ?
C11 N2 H2 118.7 . . ?
O2 N1 C4 118.1(3) . . ?
O1 N1 O2 123.8(3) . . ?
O1 N1 C4 118.2(3) . . ?
O5 C10 N2 123.5(3) . . ?
O5 C10 C8 120.1(2) . . ?
N2 C10 C8 116.4(2) . . ?
C1 C6 C7 117.8(2) . . ?
C1 C6 C5 118.5(3) . . ?
C5 C6 C7 123.7(2) . . ?
O7 C19 C11 111.1(3) . . ?
O6 C19 O7 125.2(3) . . ?
O6 C19 C11 123.6(3) . . ?
C7 C8 C10 118.1(2) . . ?
C7 C8 C9 120.0(3) . . ?
C9 C8 C10 121.9(2) . . ?
O3 C1 C6 120.7(3) . . ?
O3 C1 C2 116.8(2) . . ?
C2 C1 C6 122.5(3) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.6(2) . . ?
C8 C7 H7 119.2 . . ?
O3 C9 C8 117.0(2) . . ?
O4 C9 O3 115.5(3) . . ?
O4 C9 C8 127.6(3) . . ?
C5 C4 N1 118.6(3) . . ?
C5 C4 C3 122.6(3) . . ?
C3 C4 N1 118.7(3) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 C6 118.2(3) . . ?
C4 C5 H5 120.9 . . ?
N2 C11 C19 106.9(2) . . ?
N2 C11 H11 108.6 . . ?
N2 C11 C12 112.4(2) . . ?
C19 C11 H11 108.6 . . ?
C19 C11 C12 111.6(2) . . ?
C12 C11 H11 108.6 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.5(2) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C18 C13 C12 120.9(3) . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 C18 118.4(3) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 H2A 120.7 . . ?
C4 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C13 C18 H18 120.2 . . ?
C13 C18 C17 119.5(4) . . ?
C17 C18 H18 120.2 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.4(3) . . ?
C15 C14 H14 119.3 . . ?
C18 C17 H17 119.5 . . ?
C16 C17 C18 121.0(4) . . ?
C16 C17 H17 119.5 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(4) . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 119.8(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
O7 C20 H20A 109.5 . . ?
O7 C20 H20B 109.5 . . ?
O7 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
O3 C1 C2 C3 178.0(3) . . . . ?
O5 C10 C8 C7 -4.8(4) . . . . ?
O5 C10 C8 C9 176.6(3) . . . . ?
O7 C19 C11 N2 173.8(2) . . . . ?
O7 C19 C11 C12 -62.9(3) . . . . ?
O2 N1 C4 C5 0.3(4) . . . . ?
O2 N1 C4 C3 179.3(3) . . . . ?
N2 C10 C8 C7 173.9(2) . . . . ?
N2 C10 C8 C9 -4.7(3) . . . . ?
N2 C11 C12 C13 58.2(3) . . . . ?
O6 C19 C11 N2 -7.5(4) . . . . ?
O6 C19 C11 C12 115.8(3) . . . . ?
N1 C4 C5 C6 178.6(2) . . . . ?
N1 C4 C3 C2 -178.4(3) . . . . ?
O1 N1 C4 C5 -179.5(3) . . . . ?
O1 N1 C4 C3 -0.5(4) . . . . ?
C10 N2 C11 C19 -164.0(2) . . . . ?
C10 N2 C11 C12 73.3(3) . . . . ?
C10 C8 C7 C6 -177.6(2) . . . . ?
C10 C8 C9 O3 -179.4(2) . . . . ?
C10 C8 C9 O4 -0.7(4) . . . . ?
C6 C1 C2 C3 -1.6(4) . . . . ?
C19 C11 C12 C13 -61.9(3) . . . . ?
C1 O3 C9 O4 177.0(3) . . . . ?
C1 O3 C9 C8 -4.1(4) . . . . ?
C1 C6 C7 C8 -2.2(4) . . . . ?
C1 C6 C5 C4 -0.7(4) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C7 C6 C1 O3 0.2(4) . . . . ?
C7 C6 C1 C2 179.8(3) . . . . ?
C7 C6 C5 C4 -178.7(2) . . . . ?
C7 C8 C9 O3 2.0(4) . . . . ?
C7 C8 C9 O4 -179.3(3) . . . . ?
C9 O3 C1 C6 3.1(4) . . . . ?
C9 O3 C1 C2 -176.6(3) . . . . ?
C9 C8 C7 C6 1.1(4) . . . . ?
C5 C6 C1 O3 -177.8(2) . . . . ?
C5 C6 C1 C2 1.8(4) . . . . ?
C5 C6 C7 C8 175.7(2) . . . . ?
C5 C4 C3 C2 0.5(5) . . . . ?
C11 N2 C10 O5 1.7(4) . . . . ?
C11 N2 C10 C8 -177.0(2) . . . . ?
C11 C12 C13 C18 88.6(3) . . . . ?
C11 C12 C13 C14 -91.0(3) . . . . ?
C12 C13 C18 C17 -178.5(3) . . . . ?
C12 C13 C14 C15 179.2(3) . . . . ?
C13 C18 C17 C16 -0.8(5) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C18 C13 C14 C15 -0.4(5) . . . . ?
C18 C17 C16 C15 0.0(6) . . . . ?
C14 C13 C18 C17 1.0(4) . . . . ?
C14 C15 C16 C17 0.7(6) . . . . ?
C20 O7 C19 O6 -6.1(5) . . . . ?
C20 O7 C19 C11 172.6(3) . . . . ?

_olex2_date_sample_data_collection 2018-12-02
_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_sn-couala1
_database_code_depnum_ccdc_archive 'CCDC 2175162'
loop_
_audit_author_name
_audit_author_address
'Debasish Haldar'
;IISER Kolkata
India
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;
_audit_creation_date             2021-10-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C14 H12 N2 O7), C H Cl3'
_chemical_formula_sum            'C57 H49 Cl3 N8 O28'
_chemical_formula_weight         1400.39
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     @RT
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.94710(10)
_cell_length_b                   13.69170(10)
_cell_length_c                   16.76920(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.7300(10)
_cell_angle_gamma                90
_cell_volume                     3135.36(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16449
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.9510
_cell_measurement_theta_min      2.6900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1444
_exptl_crystal_size_max          0.2487
_exptl_crystal_size_mid          0.2149
_exptl_crystal_size_min          0.1895
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22225
_diffrn_reflns_point_group_measured_fraction_full 0.673
_diffrn_reflns_point_group_measured_fraction_max 0.669
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.197
_diffrn_reflns_theta_min         2.691
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00 118.00   0.50    0.24    --   40.33   7.00  47.00  292
  2  ω     85.00 164.00   0.50    1.10    --   96.67  33.00 -60.00  158
  3  ω    100.00 125.00   0.50    1.10    --   96.67 117.00 -30.00   50
  4  ω     79.00 159.00   0.50    1.10    --   96.67  50.00  60.00  160
  5  ω     59.00 161.00   0.50    1.10    --   96.67   7.00  47.00  204
  6  ω      0.00  29.00   0.50    0.24    --   40.33 -38.00  30.00   58
  7  ω    -22.00  29.00   0.50    0.24    --   40.33 -38.00 -30.00  102
  8  ω    -37.00  28.00   0.50    0.24    --   40.33  -7.00-127.00  130
  9  ω     44.00  99.00   0.50    0.24    --   40.33-138.00 -60.00  110
 10  ω     45.00  71.00   0.50    1.10    --   96.67-145.00-120.00   52
 11  ω     83.00 127.00   0.50    1.10    --   96.67-145.00-120.00   88
 12  ω     30.00 108.00   0.50    1.10    --   96.67-117.00-120.00  156
 13  ω     32.00  78.00   0.50    1.10    --   96.67 -96.00 -30.00   92
 14  ω     23.00 101.00   0.50    1.10    --   96.67 -96.00-120.00  156
 15  ω     32.00  57.00   0.50    1.10    --   96.67 -50.00-120.00   50
 16  ω     30.00  83.00   0.50    1.10    --   96.67 -68.00 -30.00  106
 17  ω     68.00  95.00   0.50    1.10    --   96.67 -77.00  90.00   54
 18  ω     40.00  66.00   0.50    1.10    --   96.67 -77.00  90.00   52
 19  ω     39.00  65.00   0.50    1.10    --   96.67 -59.00 120.00   52
 20  ω     39.00  65.00   0.50    1.10    --   96.67 -59.00  90.00   52
 21  ω     29.00  54.00   0.50    1.10    --   96.67 -59.00 -30.00   50
 22  ω     30.00  55.00   0.50    1.10    --   96.67 -50.00 -60.00   50
 23  ω     31.00  57.00   0.50    1.10    --   96.67 -50.00 -90.00   52
 24  ω     29.00  54.00   0.50    1.10    --   96.67 -59.00-120.00   50
 25  ω     30.00  56.00   0.50    1.10    --   96.67 -50.00-150.00   52
 26  ω    -67.00 -11.00   0.50    0.24    --  -40.33  77.00  90.00  112
 27  ω    -57.00  26.00   0.50    0.24    --  -40.33  50.00 -30.00  166
 28  ω     -4.00  26.00   0.50    0.24    --  -40.33  77.00  90.00   60
 29  ω    -28.00  37.00   0.50    0.24    --  -40.33   7.00  47.00  130
 30  ω    -67.00 -18.00   0.50    0.24    --  -40.33  77.00-150.00   98
 31  ω     -4.00  28.00   0.50    0.24    --  -40.33  77.00-150.00   64
 32  ω    -52.00 -25.00   0.50    1.10    --  -82.50  68.00-180.00   54
 33  ω    -47.00 -21.00   0.50    1.10    --  -82.50  42.00 -90.00   52
 34  ω    -55.00 -15.00   0.50    1.10    --  -82.50  59.00  90.00   80
 35  ω    -41.00 -15.00   0.50    1.10    --  -82.50  42.00  30.00   52
 36  ω    -45.00 -18.00   0.50    1.10    --  -82.50  42.00   0.00   54
 37  ω    -46.00 -21.00   0.50    1.10    --  -82.50  42.00 -30.00   50
 38  ω   -160.00 -51.00   0.50    1.10    --  -82.50  -7.00-127.00  218
 39  ω   -113.00 -21.00   0.50    0.24    --  -40.33  -7.00-127.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1041976000
_diffrn_orient_matrix_UB_12      -0.0084205000
_diffrn_orient_matrix_UB_13      0.0169336000
_diffrn_orient_matrix_UB_21      0.0419846000
_diffrn_orient_matrix_UB_22      0.0069605000
_diffrn_orient_matrix_UB_23      0.0921914000
_diffrn_orient_matrix_UB_31      -0.0104485000
_diffrn_orient_matrix_UB_32      0.1119639000
_diffrn_orient_matrix_UB_33      -0.0044608000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7028
_reflns_number_total             7678
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.820
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.144
_refine_ls_abs_structure_details 
;
 Flack x determined using 1457 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     873
_refine_ls_number_reflns         7678
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.075
_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)+(0.1371P)²+0.9245P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1967
_refine_ls_wR_factor_ref         0.2019
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C39(H39), C25(H25), C53(H53), C11(H11), C57(H57)
2.b Aromatic/amide H refined with riding coordinates:
 N8(H8), N6(H6), N2(H2), N4(H4), C35(H35), C44(H44), C2(H2A), C49(H49),
 C19(H19), C21(H21), C33(H33), C47(H47), C7(H7), C5(H5), C17(H17), C30(H30),
 C16(H16), C45(H45), C3(H3), C31(H31)
2.c Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C26(H26A,H26B,H26C), C40(H40A,H40B,H40C), C12(H12A,H12B,
 H12C), C56(H56A,H56B,H56C), C42(H42A,H42B,H42C), C14(H14A,H14B,H14C), C28(H28A,
 H28B,H28C)
;
_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
O10 O 0.3649(2) 0.5241(2) 0.48009(19) 0.0463(7) Uani 1 1 d . . . . .
O17 O 0.1385(2) 0.6287(3) 0.50810(19) 0.0490(8) Uani 1 1 d . . . . .
O24 O 0.1286(2) -0.0973(2) 0.53134(19) 0.0437(7) Uani 1 1 d . . . . .
O3 O 0.3752(2) 0.8002(2) 0.4491(2) 0.0507(8) Uani 1 1 d . . . . .
Cl3 Cl 0.1931(4) 0.8037(4) -0.0451(3) 0.248(3) Uani 1 1 d . . . . .
O25 O 0.1260(3) -0.0809(3) 0.6605(2) 0.0551(9) Uani 1 1 d . . . . .
O11 O 0.3627(3) 0.5068(3) 0.6087(2) 0.0556(8) Uani 1 1 d . . . . .
O26 O 0.1191(3) 0.2271(3) 0.6377(2) 0.0629(10) Uani 1 1 d . . . . .
O5 O 0.3947(3) 1.1256(3) 0.3503(2) 0.0668(11) Uani 1 1 d . . . . .
O12 O 0.3649(3) 0.1998(3) 0.5847(2) 0.0614(10) Uani 1 1 d . . . . .
O4 O 0.3771(3) 0.8199(3) 0.3196(2) 0.0633(10) Uani 1 1 d . . . . .
O19 O 0.1270(3) 0.3038(3) 0.4019(2) 0.0571(9) Uani 1 1 d . . . . .
O18 O 0.1395(3) 0.6102(3) 0.3793(2) 0.0600(9) Uani 1 1 d . . . . .
Cl2 Cl 0.2255(4) 0.6840(6) 0.0957(4) 0.301(4) Uani 1 1 d . . . . .
O28 O 0.1294(4) 0.1629(4) 0.9325(2) 0.0808(13) Uani 1 1 d . . . . .
N8 N 0.1100(3) 0.1035(3) 0.7237(2) 0.0475(9) Uani 1 1 d . . . . .
H8 H 0.1094 0.0412 0.7304 0.057 Uiso 1 1 calc R U . . .
O14 O 0.3504(3) 0.2678(4) 0.8785(2) 0.0753(12) Uani 1 1 d . . . . .
O20 O 0.1285(4) 0.5074(4) 0.1702(3) 0.0809(13) Uani 1 1 d . . . . .
N6 N 0.1117(3) 0.4255(3) 0.3101(2) 0.0444(8) Uani 1 1 d . . . . .
H6 H 0.1118 0.4876 0.3025 0.053 Uiso 1 1 calc R U . . .
N2 N 0.4049(3) 1.0040(3) 0.2620(2) 0.0514(9) Uani 1 1 d . . . . .
H2 H 0.4045 0.9418 0.2546 0.062 Uiso 1 1 calc R U . . .
O7 O 0.4011(4) 1.0626(4) 0.0548(2) 0.0827(13) Uani 1 1 d . . . . .
O21 O 0.1040(4) 0.3669(4) 0.1013(2) 0.0844(14) Uani 1 1 d . . . . .
O13 O 0.3464(4) 0.4094(4) 0.8113(3) 0.0841(13) Uani 1 1 d . . . . .
N4 N 0.3721(3) 0.3222(3) 0.6749(2) 0.0473(9) Uani 1 1 d . . . . .
H4 H 0.3737 0.3845 0.6815 0.057 Uiso 1 1 calc R U . . .
O15 O 0.1235(5) 0.4067(4) 0.8315(3) 0.0969(17) Uani 1 1 d . . . . .
C6 C 0.3759(3) 0.9346(4) 0.5404(3) 0.0408(9) Uani 1 1 d . . . . .
O22 O 0.1673(5) 0.1275(4) 0.2153(3) 0.0927(16) Uani 1 1 d . . . . .
N3 N 0.3679(4) 0.3887(4) 0.1676(3) 0.0698(14) Uani 1 1 d . . . . .
O2 O 0.3380(4) 1.0181(4) 0.7676(2) 0.0829(13) Uani 1 1 d . . . . .
O6 O 0.4000(4) 0.9205(4) 0.1175(2) 0.0847(14) Uani 1 1 d . . . . .
N1 N 0.3532(4) 0.9320(5) 0.7579(3) 0.0695(13) Uani 1 1 d . . . . .
C35 C 0.1222(3) 0.4288(4) 0.5285(3) 0.0411(9) Uani 1 1 d . . . . .
H35 H 0.1166 0.3619 0.5359 0.049 Uiso 1 1 calc R U . . .
C50 C 0.1236(3) 0.0680(4) 0.5842(3) 0.0403(9) Uani 1 1 d . . . . .
N7 N 0.1543(4) 0.0406(4) 0.2248(3) 0.0656(13) Uani 1 1 d . . . . .
C38 C 0.1209(3) 0.3911(4) 0.3848(3) 0.0429(10) Uani 1 1 d . . . . .
C24 C 0.3676(3) 0.2857(4) 0.6007(3) 0.0435(10) Uani 1 1 d . . . . .
C52 C 0.1180(3) 0.1394(4) 0.6515(3) 0.0437(10) Uani 1 1 d . . . . .
C15 C 0.3658(3) 0.4891(3) 0.4033(3) 0.0403(9) Uani 1 1 d . . . . .
C37 C 0.1342(3) 0.5691(4) 0.4413(3) 0.0432(10) Uani 1 1 d . . . . .
C29 C 0.1362(3) 0.5924(4) 0.5843(3) 0.0421(9) Uani 1 1 d . . . . .
C36 C 0.1251(3) 0.4639(4) 0.4535(2) 0.0397(9) Uani 1 1 d . . . . .
C23 C 0.3647(3) 0.4650(4) 0.5459(3) 0.0422(10) Uani 1 1 d . . . . .
O27 O 0.1250(4) 0.0194(4) 0.8705(2) 0.0885(15) Uani 1 1 d . . . . .
C10 C 0.3955(3) 1.0392(4) 0.3351(3) 0.0454(10) Uani 1 1 d . . . . .
C48 C 0.1345(3) 0.0400(4) 0.4438(3) 0.0404(10) Uani 1 1 d . . . . .
O8 O 0.3505(6) 0.3045(4) 0.1526(3) 0.110(2) Uani 1 1 d . . . . .
N5 N 0.1284(4) 0.4931(4) 0.8192(3) 0.0723(14) Uani 1 1 d . . . . .
C39 C 0.1014(3) 0.3605(4) 0.2402(3) 0.0463(10) Uani 1 1 d . . . . .
H39 H 0.1542 0.3121 0.2509 0.056 Uiso 1 1 calc R U . . .
C44 C 0.1381(3) -0.1279(4) 0.3957(3) 0.0478(11) Uani 1 1 d . . . . .
H44 H 0.1364 -0.1946 0.4060 0.057 Uiso 1 1 calc R U . . .
C34 C 0.1276(3) 0.4933(3) 0.5967(3) 0.0408(9) Uani 1 1 d . . . . .
O9 O 0.3817(5) 0.4491(5) 0.1183(3) 0.111(2) Uani 1 1 d . . . . .
C20 C 0.3689(3) 0.3891(4) 0.3901(3) 0.0415(10) Uani 1 1 d . . . . .
C2 C 0.3643(4) 0.7666(4) 0.5848(3) 0.0561(12) Uani 1 1 d . . . . .
H2A H 0.3633 0.7000 0.5736 0.067 Uiso 1 1 calc R U . . .
C49 C 0.1289(3) 0.1032(4) 0.5101(3) 0.0424(9) Uani 1 1 d . . . . .
H49 H 0.1289 0.1704 0.5021 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3698(4) 0.3558(4) 0.3120(3) 0.0479(10) Uani 1 1 d . . . . .
H19 H 0.3723 0.2894 0.3010 0.058 Uiso 1 1 calc R U . . .
C25 C 0.3744(4) 0.2590(4) 0.7454(3) 0.0488(11) Uani 1 1 d . . . . .
H25 H 0.3227 0.2097 0.7320 0.059 Uiso 1 1 calc R U . . .
C54 C 0.0011(4) 0.2133(5) 0.7812(3) 0.0578(12) Uani 1 1 d . . . . .
H54A H -0.0140 0.2473 0.7301 0.087 Uiso 1 1 calc R U . . .
H54B H 0.0001 0.2585 0.8248 0.087 Uiso 1 1 calc R U . . .
H54C H -0.0467 0.1630 0.7820 0.087 Uiso 1 1 calc R U . . .
C22 C 0.3682(3) 0.3600(4) 0.5338(3) 0.0415(10) Uani 1 1 d . . . . .
C21 C 0.3702(3) 0.3246(4) 0.4581(2) 0.0420(9) Uani 1 1 d . . . . .
H21 H 0.3725 0.2575 0.4502 0.050 Uiso 1 1 calc R U . . .
C8 C 0.3879(3) 0.9655(4) 0.4002(3) 0.0429(9) Uani 1 1 d . . . . .
C53 C 0.1022(4) 0.1677(4) 0.7917(3) 0.0472(10) Uani 1 1 d . . . . .
H53 H 0.1517 0.2193 0.7965 0.057 Uiso 1 1 calc R U . . .
C33 C 0.1257(3) 0.4604(4) 0.6751(3) 0.0479(10) Uani 1 1 d . . . . .
H33 H 0.1194 0.3941 0.6852 0.057 Uiso 1 1 calc R U . . .
C46 C 0.1467(3) 0.0060(4) 0.3067(3) 0.0485(11) Uani 1 1 d . . . . .
C47 C 0.1411(3) 0.0734(4) 0.3656(3) 0.0471(10) Uani 1 1 d . . . . .
H47 H 0.1416 0.1398 0.3544 0.056 Uiso 1 1 calc R U . . .
C51 C 0.1254(3) -0.0378(4) 0.5981(3) 0.0408(9) Uani 1 1 d . . . . .
C7 C 0.3854(3) 0.9987(3) 0.4747(3) 0.0418(9) Uani 1 1 d . . . . .
H7 H 0.3899 1.0656 0.4843 0.050 Uiso 1 1 calc R U . . .
O23 O 0.1568(6) -0.0180(5) 0.1724(3) 0.113(2) Uani 1 1 d . . . . .
C9 C 0.3808(3) 0.8599(4) 0.3842(3) 0.0463(10) Uani 1 1 d . . . . .
C1 C 0.3720(3) 0.8347(4) 0.5251(3) 0.0444(10) Uani 1 1 d . . . . .
C18 C 0.3670(3) 0.4242(4) 0.2514(3) 0.0498(11) Uani 1 1 d . . . . .
C41 C 0.1131(4) 0.4217(5) 0.1673(3) 0.0537(12) Uani 1 1 d . . . . .
C26 C 0.4728(4) 0.2081(5) 0.7710(3) 0.0582(12) Uani 1 1 d . . . . .
H26A H 0.5230 0.2560 0.7880 0.087 Uiso 1 1 calc R U . . .
H26B H 0.4869 0.1718 0.7258 0.087 Uiso 1 1 calc R U . . .
H26C H 0.4704 0.1644 0.8153 0.087 Uiso 1 1 calc R U . . .
C55 C 0.1207(4) 0.1062(5) 0.8688(3) 0.0557(12) Uani 1 1 d . . . . .
C27 C 0.3551(4) 0.3212(5) 0.8140(3) 0.0562(13) Uani 1 1 d . . . . .
C40 C 0.0047(4) 0.3073(4) 0.2230(3) 0.0566(12) Uani 1 1 d . . . . .
H40A H 0.0000 0.2662 0.2684 0.085 Uiso 1 1 calc R U . . .
H40B H 0.0003 0.2680 0.1750 0.085 Uiso 1 1 calc R U . . .
H40C H -0.0479 0.3539 0.2145 0.085 Uiso 1 1 calc R U . . .
C5 C 0.3695(3) 0.9676(4) 0.6181(3) 0.0449(10) Uani 1 1 d . . . . .
H5 H 0.3712 1.0339 0.6303 0.054 Uiso 1 1 calc R U . . .
C32 C 0.1330(4) 0.5267(4) 0.7367(3) 0.0503(11) Uani 1 1 d . . . . .
C4 C 0.3606(3) 0.8990(4) 0.6757(3) 0.0509(11) Uani 1 1 d . . . . .
C17 C 0.3640(4) 0.5225(4) 0.2646(3) 0.0524(11) Uani 1 1 d . . . . .
H17 H 0.3628 0.5659 0.2218 0.063 Uiso 1 1 calc R U . . .
C30 C 0.1434(4) 0.6598(4) 0.6459(3) 0.0502(11) Uani 1 1 d . . . . .
H30 H 0.1484 0.7262 0.6357 0.060 Uiso 1 1 calc R U . . .
C13 C 0.4037(4) 1.0064(5) 0.1192(3) 0.0568(12) Uani 1 1 d . . . . .
C43 C 0.1339(3) -0.0607(3) 0.4560(3) 0.0404(9) Uani 1 1 d . . . . .
C11 C 0.4158(4) 1.0680(4) 0.1951(3) 0.0544(12) Uani 1 1 d . . . . .
H11 H 0.3637 1.1172 0.1876 0.065 Uiso 1 1 calc R U . . .
C16 C 0.3629(4) 0.5576(4) 0.3421(3) 0.0507(11) Uani 1 1 d . . . . .
H16 H 0.3602 0.6242 0.3524 0.061 Uiso 1 1 calc R U . . .
C45 C 0.1448(3) -0.0936(4) 0.3193(3) 0.0505(11) Uani 1 1 d . . . . .
H45 H 0.1479 -0.1369 0.2772 0.061 Uiso 1 1 calc R U . . .
Cl1 Cl 0.3430(7) 0.6723(7) -0.0075(6) 0.319(4) Uani 1 1 d . . . . .
O1 O 0.3589(7) 0.8721(5) 0.8108(3) 0.136(3) Uani 1 1 d . . . . .
C3 C 0.3582(4) 0.7996(4) 0.6604(3) 0.0559(12) Uani 1 1 d . . . . .
H3 H 0.3524 0.7556 0.7014 0.067 Uiso 1 1 calc R U . . .
C12 C 0.5134(5) 1.1192(5) 0.2107(3) 0.0721(17) Uani 1 1 d . . . . .
H12A H 0.5266 1.1457 0.2649 0.108 Uiso 1 1 calc R U . . .
H12B H 0.5119 1.1712 0.1720 0.108 Uiso 1 1 calc R U . . .
H12C H 0.5638 1.0735 0.2052 0.108 Uiso 1 1 calc R U . . .
C31 C 0.1427(4) 0.6261(4) 0.7239(3) 0.0561(12) Uani 1 1 d . . . . .
H31 H 0.1487 0.6697 0.7672 0.067 Uiso 1 1 calc R U . . .
O16 O 0.1328(8) 0.5522(5) 0.8713(3) 0.161(4) Uani 1 1 d . . . . .
C56 C 0.1373(7) 0.1161(8) 1.0117(3) 0.102(3) Uani 1 1 d . . . . .
H56A H 0.1307 0.0467 1.0045 0.153 Uiso 1 1 calc R U . . .
H56B H 0.0864 0.1401 1.0374 0.153 Uiso 1 1 calc R U . . .
H56C H 0.2000 0.1307 1.0452 0.153 Uiso 1 1 calc R U . . .
C42 C 0.1078(7) 0.4160(8) 0.0255(4) 0.103(3) Uani 1 1 d . . . . .
H42A H 0.0469 0.4490 0.0057 0.154 Uiso 1 1 calc R U . . .
H42B H 0.1189 0.3689 -0.0140 0.154 Uiso 1 1 calc R U . . .
H42C H 0.1602 0.4628 0.0346 0.154 Uiso 1 1 calc R U . . .
C14 C 0.3942(7) 1.0124(8) -0.0228(4) 0.099(3) Uani 1 1 d . . . . .
H14A H 0.3945 1.0596 -0.0651 0.149 Uiso 1 1 calc R U . . .
H14B H 0.3346 0.9754 -0.0348 0.149 Uiso 1 1 calc R U . . .
H14C H 0.4491 0.9692 -0.0195 0.149 Uiso 1 1 calc R U . . .
C28 C 0.3416(7) 0.3176(8) 0.9530(4) 0.102(3) Uani 1 1 d . . . . .
H28A H 0.2736 0.3237 0.9553 0.154 Uiso 1 1 calc R U . . .
H28B H 0.3703 0.3814 0.9539 0.154 Uiso 1 1 calc R U . . .
H28C H 0.3749 0.2807 0.9990 0.154 Uiso 1 1 calc R U . . .
C57 C 0.2714(11) 0.7474(9) 0.0277(10) 0.170(6) Uani 1 1 d . . . . .
H57 H 0.3135 0.7980 0.0579 0.204 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
O10 C15 1.376(5) . ?
O10 C23 1.369(6) . ?
O17 C37 1.377(6) . ?
O17 C29 1.378(5) . ?
O24 C51 1.393(6) . ?
O24 C43 1.374(5) . ?
O3 C9 1.375(6) . ?
O3 C1 1.369(6) . ?
Cl3 C57 1.654(12) . ?
O25 C51 1.199(6) . ?
O11 C23 1.203(5) . ?
O26 C52 1.224(7) . ?
O5 C10 1.211(7) . ?
O12 C24 1.206(6) . ?
O4 C9 1.205(6) . ?
O19 C38 1.228(6) . ?
O18 C37 1.196(6) . ?
Cl2 C57 1.661(15) . ?
O28 C55 1.307(7) . ?
O28 C56 1.457(7) . ?
N8 H8 0.8600 . ?
N8 C52 1.332(6) . ?
N8 C53 1.461(6) . ?
O14 C27 1.318(7) . ?
O14 C28 1.450(7) . ?
O20 C41 1.192(8) . ?
N6 H6 0.8600 . ?
N6 C38 1.321(6) . ?
N6 C39 1.455(6) . ?
N2 H2 0.8600 . ?
N2 C10 1.348(6) . ?
N2 C11 1.455(6) . ?
O7 C13 1.320(7) . ?
O7 C14 1.457(8) . ?
O21 C41 1.321(7) . ?
O21 C42 1.449(8) . ?
O13 C27 1.214(8) . ?
N4 H4 0.8600 . ?
N4 C24 1.331(6) . ?
N4 C25 1.459(6) . ?
O15 N5 1.205(8) . ?
C6 C7 1.435(6) . ?
C6 C1 1.391(7) . ?
C6 C5 1.399(6) . ?
O22 N7 1.220(8) . ?
N3 O8 1.194(8) . ?
N3 O9 1.213(7) . ?
N3 C18 1.488(6) . ?
O2 N1 1.214(8) . ?
O6 C13 1.178(8) . ?
N1 C4 1.474(7) . ?
N1 O1 1.199(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.356(6) . ?
C35 C34 1.434(6) . ?
C50 C52 1.507(6) . ?
C50 C49 1.349(6) . ?
C50 C51 1.467(7) . ?
N7 C46 1.477(6) . ?
N7 O23 1.196(7) . ?
C38 C36 1.515(6) . ?
C24 C22 1.516(6) . ?
C15 C20 1.389(7) . ?
C15 C16 1.385(7) . ?
C37 C36 1.464(7) . ?
C29 C34 1.382(7) . ?
C29 C30 1.374(7) . ?
C23 C22 1.453(7) . ?
O27 C55 1.190(8) . ?
C10 C8 1.506(7) . ?
C48 C49 1.424(6) . ?
C48 C47 1.408(6) . ?
C48 C43 1.395(7) . ?
N5 C32 1.471(6) . ?
N5 O16 1.184(7) . ?
C39 H39 0.9800 . ?
C39 C41 1.519(6) . ?
C39 C40 1.508(7) . ?
C44 H44 0.9300 . ?
C44 C43 1.377(7) . ?
C44 C45 1.386(7) . ?
C34 C33 1.395(6) . ?
C20 C19 1.390(6) . ?
C20 C21 1.438(6) . ?
C2 H2A 0.9300 . ?
C2 C1 1.388(7) . ?
C2 C3 1.365(8) . ?
C49 H49 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.377(7) . ?
C25 H25 0.9800 . ?
C25 C26 1.521(7) . ?
C25 C27 1.499(7) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C54 C53 1.520(7) . ?
C22 C21 1.365(6) . ?
C21 H21 0.9300 . ?
C8 C7 1.337(6) . ?
C8 C9 1.471(7) . ?
C53 H53 0.9800 . ?
C53 C55 1.519(6) . ?
C33 H33 0.9300 . ?
C33 C32 1.363(7) . ?
C46 C47 1.366(7) . ?
C46 C45 1.380(8) . ?
C47 H47 0.9300 . ?
C7 H7 0.9300 . ?
C18 C17 1.367(8) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C4 1.370(7) . ?
C32 C31 1.388(8) . ?
C4 C3 1.384(8) . ?
C17 H17 0.9300 . ?
C17 C16 1.388(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.389(7) . ?
C13 C11 1.509(7) . ?
C11 H11 0.9800 . ?
C11 C12 1.506(8) . ?
C16 H16 0.9300 . ?
C45 H45 0.9300 . ?
Cl1 C57 1.624(19) . ?
C3 H3 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C31 H31 0.9300 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C57 H57 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
C23 O10 C15 123.4(4) . . ?
C37 O17 C29 122.5(4) . . ?
C43 O24 C51 122.9(4) . . ?
C1 O3 C9 123.3(4) . . ?
C55 O28 C56 117.5(6) . . ?
C52 N8 H8 119.3 . . ?
C52 N8 C53 121.4(4) . . ?
C53 N8 H8 119.3 . . ?
C27 O14 C28 118.3(6) . . ?
C38 N6 H6 119.3 . . ?
C38 N6 C39 121.4(4) . . ?
C39 N6 H6 119.3 . . ?
C10 N2 H2 119.0 . . ?
C10 N2 C11 122.0(4) . . ?
C11 N2 H2 119.0 . . ?
C13 O7 C14 116.2(6) . . ?
C41 O21 C42 117.1(6) . . ?
C24 N4 H4 119.2 . . ?
C24 N4 C25 121.6(4) . . ?
C25 N4 H4 119.2 . . ?
C1 C6 C7 117.8(4) . . ?
C1 C6 C5 118.8(4) . . ?
C5 C6 C7 123.4(4) . . ?
O8 N3 O9 124.6(6) . . ?
O8 N3 C18 118.2(5) . . ?
O9 N3 C18 117.0(6) . . ?
O2 N1 C4 118.1(5) . . ?
O1 N1 O2 123.4(6) . . ?
O1 N1 C4 118.4(6) . . ?
C36 C35 H35 119.5 . . ?
C36 C35 C34 121.0(4) . . ?
C34 C35 H35 119.5 . . ?
C49 C50 C52 118.7(4) . . ?
C49 C50 C51 119.8(4) . . ?
C51 C50 C52 121.5(4) . . ?
O22 N7 C46 118.4(5) . . ?
O23 N7 O22 122.1(5) . . ?
O23 N7 C46 119.1(5) . . ?
O19 C38 N6 123.9(5) . . ?
O19 C38 C36 118.2(4) . . ?
N6 C38 C36 117.9(4) . . ?
O12 C24 N4 124.6(4) . . ?
O12 C24 C22 119.7(4) . . ?
N4 C24 C22 115.7(4) . . ?
O26 C52 N8 122.7(4) . . ?
O26 C52 C50 119.3(4) . . ?
N8 C52 C50 117.9(4) . . ?
O10 C15 C20 119.9(4) . . ?
O10 C15 C16 116.9(4) . . ?
C16 C15 C20 123.2(4) . . ?
O17 C37 C36 117.3(4) . . ?
O18 C37 O17 115.4(4) . . ?
O18 C37 C36 127.3(5) . . ?
O17 C29 C34 120.8(4) . . ?
C30 C29 O17 116.4(4) . . ?
C30 C29 C34 122.8(4) . . ?
C35 C36 C38 117.9(4) . . ?
C35 C36 C37 119.9(4) . . ?
C37 C36 C38 122.2(4) . . ?
O10 C23 C22 117.8(4) . . ?
O11 C23 O10 115.4(4) . . ?
O11 C23 C22 126.8(4) . . ?
O5 C10 N2 123.3(5) . . ?
O5 C10 C8 119.7(4) . . ?
N2 C10 C8 117.0(4) . . ?
C47 C48 C49 123.7(4) . . ?
C43 C48 C49 118.9(4) . . ?
C43 C48 C47 117.5(4) . . ?
O15 N5 C32 118.9(5) . . ?
O16 N5 O15 122.7(5) . . ?
O16 N5 C32 118.3(6) . . ?
N6 C39 H39 108.6 . . ?
N6 C39 C41 107.6(4) . . ?
N6 C39 C40 112.8(4) . . ?
C41 C39 H39 108.6 . . ?
C40 C39 H39 108.6 . . ?
C40 C39 C41 110.5(4) . . ?
C43 C44 H44 120.9 . . ?
C43 C44 C45 118.3(5) . . ?
C45 C44 H44 120.9 . . ?
C29 C34 C35 118.5(4) . . ?
C29 C34 C33 118.5(4) . . ?
C33 C34 C35 123.0(4) . . ?
C15 C20 C19 118.7(4) . . ?
C15 C20 C21 118.3(4) . . ?
C19 C20 C21 123.0(5) . . ?
C1 C2 H2A 120.8 . . ?
C3 C2 H2A 120.8 . . ?
C3 C2 C1 118.4(5) . . ?
C50 C49 C48 121.7(4) . . ?
C50 C49 H49 119.2 . . ?
C48 C49 H49 119.2 . . ?
C20 C19 H19 121.0 . . ?
C18 C19 C20 118.0(5) . . ?
C18 C19 H19 121.0 . . ?
N4 C25 H25 109.2 . . ?
N4 C25 C26 111.7(4) . . ?
N4 C25 C27 107.9(4) . . ?
C26 C25 H25 109.2 . . ?
C27 C25 H25 109.2 . . ?
C27 C25 C26 109.6(4) . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
C23 C22 C24 123.7(4) . . ?
C21 C22 C24 117.0(4) . . ?
C21 C22 C23 119.2(4) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.3(4) . . ?
C22 C21 H21 119.3 . . ?
C7 C8 C10 118.0(4) . . ?
C7 C8 C9 119.4(4) . . ?
C9 C8 C10 122.6(4) . . ?
N8 C53 C54 111.8(4) . . ?
N8 C53 H53 109.6 . . ?
N8 C53 C55 107.7(4) . . ?
C54 C53 H53 109.6 . . ?
C55 C53 C54 108.6(4) . . ?
C55 C53 H53 109.6 . . ?
C34 C33 H33 120.5 . . ?
C32 C33 C34 119.0(5) . . ?
C32 C33 H33 120.5 . . ?
C47 C46 N7 118.8(5) . . ?
C47 C46 C45 123.4(4) . . ?
C45 C46 N7 117.8(5) . . ?
C48 C47 H47 120.7 . . ?
C46 C47 C48 118.6(5) . . ?
C46 C47 H47 120.7 . . ?
O24 C51 C50 116.9(4) . . ?
O25 C51 O24 114.7(4) . . ?
O25 C51 C50 128.4(4) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 C6 122.3(4) . . ?
C8 C7 H7 118.9 . . ?
O3 C9 C8 116.9(4) . . ?
O4 C9 O3 116.2(5) . . ?
O4 C9 C8 126.8(5) . . ?
O3 C1 C6 120.2(4) . . ?
O3 C1 C2 117.5(4) . . ?
C2 C1 C6 122.2(5) . . ?
C19 C18 N3 118.1(5) . . ?
C17 C18 N3 118.8(5) . . ?
C17 C18 C19 123.2(5) . . ?
O20 C41 O21 125.4(5) . . ?
O20 C41 C39 123.9(5) . . ?
O21 C41 C39 110.6(5) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O28 C55 C53 109.8(5) . . ?
O27 C55 O28 125.3(5) . . ?
O27 C55 C53 125.0(5) . . ?
O14 C27 C25 111.2(5) . . ?
O13 C27 O14 124.1(5) . . ?
O13 C27 C25 124.6(5) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C6 C5 H5 121.1 . . ?
C4 C5 C6 117.9(5) . . ?
C4 C5 H5 121.1 . . ?
C33 C32 N5 119.5(5) . . ?
C33 C32 C31 122.1(5) . . ?
C31 C32 N5 118.4(5) . . ?
C5 C4 N1 118.9(5) . . ?
C5 C4 C3 123.1(5) . . ?
C3 C4 N1 118.1(5) . . ?
C18 C17 H17 120.0 . . ?
C18 C17 C16 120.0(5) . . ?
C16 C17 H17 120.0 . . ?
C29 C30 H30 120.9 . . ?
C29 C30 C31 118.1(5) . . ?
C31 C30 H30 120.9 . . ?
O7 C13 C11 110.1(5) . . ?
O6 C13 O7 124.7(5) . . ?
O6 C13 C11 125.2(5) . . ?
O24 C43 C48 119.9(4) . . ?
O24 C43 C44 116.8(4) . . ?
C44 C43 C48 123.3(4) . . ?
N2 C11 C13 107.6(4) . . ?
N2 C11 H11 108.8 . . ?
N2 C11 C12 112.3(4) . . ?
C13 C11 H11 108.8 . . ?
C12 C11 C13 110.4(4) . . ?
C12 C11 H11 108.8 . . ?
C15 C16 C17 117.0(5) . . ?
C15 C16 H16 121.5 . . ?
C17 C16 H16 121.5 . . ?
C44 C45 H45 120.6 . . ?
C46 C45 C44 118.9(5) . . ?
C46 C45 H45 120.6 . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C32 C31 C30 119.4(5) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
O28 C56 H56A 109.5 . . ?
O28 C56 H56B 109.5 . . ?
O28 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O21 C42 H42A 109.5 . . ?
O21 C42 H42B 109.5 . . ?
O21 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O7 C14 H14A 109.5 . . ?
O7 C14 H14B 109.5 . . ?
O7 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O14 C28 H28A 109.5 . . ?
O14 C28 H28B 109.5 . . ?
O14 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Cl3 C57 Cl2 117.5(10) . . ?
Cl3 C57 H57 106.7 . . ?
Cl2 C57 H57 106.7 . . ?
Cl1 C57 Cl3 112.9(11) . . ?
Cl1 C57 Cl2 105.6(8) . . ?
Cl1 C57 H57 106.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O10 C15 C20 C19 -179.9(4) . . . . ?
O10 C15 C20 C21 0.6(6) . . . . ?
O10 C15 C16 C17 179.8(4) . . . . ?
O10 C23 C22 C24 -179.5(3) . . . . ?
O10 C23 C22 C21 -0.8(6) . . . . ?
O17 C37 C36 C35 -0.6(6) . . . . ?
O17 C37 C36 C38 -179.3(3) . . . . ?
O17 C29 C34 C35 0.7(6) . . . . ?
O17 C29 C34 C33 180.0(4) . . . . ?
O17 C29 C30 C31 -179.1(4) . . . . ?
O11 C23 C22 C24 1.5(7) . . . . ?
O11 C23 C22 C21 -179.9(4) . . . . ?
O5 C10 C8 C7 -3.2(7) . . . . ?
O5 C10 C8 C9 175.2(5) . . . . ?
O12 C24 C22 C23 175.7(5) . . . . ?
O12 C24 C22 C21 -3.0(7) . . . . ?
O19 C38 C36 C35 -8.7(6) . . . . ?
O19 C38 C36 C37 170.0(4) . . . . ?
O18 C37 C36 C35 178.5(4) . . . . ?
O18 C37 C36 C38 -0.2(7) . . . . ?
N8 C53 C55 O28 170.3(4) . . . . ?
N8 C53 C55 O27 -10.7(8) . . . . ?
N6 C38 C36 C35 171.9(4) . . . . ?
N6 C38 C36 C37 -9.4(6) . . . . ?
N6 C39 C41 O20 0.3(7) . . . . ?
N6 C39 C41 O21 -179.6(4) . . . . ?
N2 C10 C8 C7 175.4(4) . . . . ?
N2 C10 C8 C9 -6.2(6) . . . . ?
O7 C13 C11 N2 172.5(4) . . . . ?
O7 C13 C11 C12 -64.7(6) . . . . ?
N4 C24 C22 C23 -5.6(6) . . . . ?
N4 C24 C22 C21 175.7(4) . . . . ?
N4 C25 C27 O14 176.3(4) . . . . ?
N4 C25 C27 O13 -4.7(8) . . . . ?
O15 N5 C32 C33 4.0(9) . . . . ?
O15 N5 C32 C31 -177.4(7) . . . . ?
C6 C5 C4 N1 -179.7(4) . . . . ?
C6 C5 C4 C3 0.3(7) . . . . ?
O22 N7 C46 C47 8.8(8) . . . . ?
O22 N7 C46 C45 -171.8(6) . . . . ?
N3 C18 C17 C16 179.8(4) . . . . ?
O2 N1 C4 C5 12.6(8) . . . . ?
O2 N1 C4 C3 -167.3(6) . . . . ?
O6 C13 C11 N2 -9.7(8) . . . . ?
O6 C13 C11 C12 113.1(7) . . . . ?
N1 C4 C3 C2 179.6(4) . . . . ?
C35 C34 C33 C32 178.8(4) . . . . ?
N7 C46 C47 C48 -179.6(4) . . . . ?
N7 C46 C45 C44 179.7(4) . . . . ?
C38 N6 C39 C41 -168.8(4) . . . . ?
C38 N6 C39 C40 69.0(5) . . . . ?
C24 N4 C25 C26 72.8(6) . . . . ?
C24 N4 C25 C27 -166.6(4) . . . . ?
C24 C22 C21 C20 178.7(4) . . . . ?
C52 N8 C53 C54 75.2(6) . . . . ?
C52 N8 C53 C55 -165.6(4) . . . . ?
C52 C50 C49 C48 179.9(4) . . . . ?
C52 C50 C51 O24 178.7(3) . . . . ?
C52 C50 C51 O25 -2.5(7) . . . . ?
C15 O10 C23 O11 -179.2(4) . . . . ?
C15 O10 C23 C22 1.7(6) . . . . ?
C15 C20 C19 C18 -0.4(7) . . . . ?
C15 C20 C21 C22 0.2(6) . . . . ?
C37 O17 C29 C34 -1.2(6) . . . . ?
C37 O17 C29 C30 178.5(4) . . . . ?
C29 O17 C37 O18 -178.1(4) . . . . ?
C29 O17 C37 C36 1.1(6) . . . . ?
C29 C34 C33 C32 -0.5(7) . . . . ?
C29 C30 C31 C32 -1.3(8) . . . . ?
C36 C35 C34 C29 -0.2(6) . . . . ?
C36 C35 C34 C33 -179.4(4) . . . . ?
C23 O10 C15 C20 -1.6(6) . . . . ?
C23 O10 C15 C16 178.1(4) . . . . ?
C23 C22 C21 C20 0.0(6) . . . . ?
C10 N2 C11 C13 -168.7(4) . . . . ?
C10 N2 C11 C12 69.6(6) . . . . ?
C10 C8 C7 C6 178.5(4) . . . . ?
C10 C8 C9 O3 179.5(4) . . . . ?
C10 C8 C9 O4 -2.4(8) . . . . ?
O8 N3 C18 C19 15.4(9) . . . . ?
O8 N3 C18 C17 -165.0(7) . . . . ?
N5 C32 C31 C30 -177.5(5) . . . . ?
C39 N6 C38 O19 4.2(7) . . . . ?
C39 N6 C38 C36 -176.4(4) . . . . ?
C34 C35 C36 C38 178.9(4) . . . . ?
C34 C35 C36 C37 0.1(6) . . . . ?
C34 C29 C30 C31 0.7(7) . . . . ?
C34 C33 C32 N5 178.3(4) . . . . ?
C34 C33 C32 C31 -0.2(8) . . . . ?
O9 N3 C18 C19 -168.1(6) . . . . ?
O9 N3 C18 C17 11.5(8) . . . . ?
C20 C15 C16 C17 -0.5(7) . . . . ?
C20 C19 C18 N3 -180.0(4) . . . . ?
C20 C19 C18 C17 0.5(8) . . . . ?
C49 C50 C52 O26 -0.5(7) . . . . ?
C49 C50 C52 N8 178.1(4) . . . . ?
C49 C50 C51 O24 -2.6(6) . . . . ?
C49 C50 C51 O25 176.2(4) . . . . ?
C49 C48 C47 C46 179.6(4) . . . . ?
C49 C48 C43 O24 -0.5(6) . . . . ?
C49 C48 C43 C44 179.4(4) . . . . ?
C19 C20 C21 C22 -179.3(4) . . . . ?
C19 C18 C17 C16 -0.6(8) . . . . ?
C25 N4 C24 O12 0.1(8) . . . . ?
C25 N4 C24 C22 -178.5(4) . . . . ?
C54 C53 C55 O28 -68.5(6) . . . . ?
C54 C53 C55 O27 110.5(7) . . . . ?
C21 C20 C19 C18 179.1(4) . . . . ?
C53 N8 C52 O26 -0.2(7) . . . . ?
C53 N8 C52 C50 -178.8(4) . . . . ?
C33 C32 C31 C30 1.1(8) . . . . ?
C47 C48 C49 C50 -179.4(4) . . . . ?
C47 C48 C43 O24 179.3(3) . . . . ?
C47 C48 C43 C44 -0.8(7) . . . . ?
C47 C46 C45 C44 -0.9(8) . . . . ?
C51 O24 C43 C48 -1.1(6) . . . . ?
C51 O24 C43 C44 179.0(4) . . . . ?
C51 C50 C52 O26 178.2(5) . . . . ?
C51 C50 C52 N8 -3.1(6) . . . . ?
C51 C50 C49 C48 1.1(6) . . . . ?
C7 C6 C1 O3 -1.3(6) . . . . ?
C7 C6 C1 C2 179.1(4) . . . . ?
C7 C6 C5 C4 180.0(4) . . . . ?
C7 C8 C9 O3 -2.2(6) . . . . ?
C7 C8 C9 O4 176.0(4) . . . . ?
O23 N7 C46 C47 -178.1(6) . . . . ?
O23 N7 C46 C45 1.3(8) . . . . ?
C9 O3 C1 C6 -1.0(6) . . . . ?
C9 O3 C1 C2 178.7(4) . . . . ?
C9 C8 C7 C6 0.0(6) . . . . ?
C1 O3 C9 O4 -175.7(4) . . . . ?
C1 O3 C9 C8 2.7(6) . . . . ?
C1 C6 C7 C8 1.7(6) . . . . ?
C1 C6 C5 C4 0.7(6) . . . . ?
C1 C2 C3 C4 -0.6(7) . . . . ?
C18 C17 C16 C15 0.6(7) . . . . ?
C26 C25 C27 O14 -61.8(6) . . . . ?
C26 C25 C27 O13 117.2(7) . . . . ?
C40 C39 C41 O20 123.9(6) . . . . ?
C40 C39 C41 O21 -56.0(6) . . . . ?
C5 C6 C7 C8 -177.6(4) . . . . ?
C5 C6 C1 O3 178.1(3) . . . . ?
C5 C6 C1 C2 -1.6(7) . . . . ?
C5 C4 C3 C2 -0.3(8) . . . . ?
C30 C29 C34 C35 -179.0(4) . . . . ?
C30 C29 C34 C33 0.2(7) . . . . ?
C43 O24 C51 O25 -176.3(4) . . . . ?
C43 O24 C51 C50 2.6(5) . . . . ?
C43 C48 C49 C50 0.4(6) . . . . ?
C43 C48 C47 C46 -0.2(6) . . . . ?
C43 C44 C45 C46 -0.2(7) . . . . ?
C11 N2 C10 O5 0.5(8) . . . . ?
C11 N2 C10 C8 -178.1(4) . . . . ?
C16 C15 C20 C19 0.4(7) . . . . ?
C16 C15 C20 C21 -179.1(4) . . . . ?
C45 C44 C43 O24 -179.2(4) . . . . ?
C45 C44 C43 C48 1.0(7) . . . . ?
C45 C46 C47 C48 1.0(7) . . . . ?
O1 N1 C4 C5 -169.9(6) . . . . ?
O1 N1 C4 C3 10.1(9) . . . . ?
C3 C2 C1 O3 -178.2(4) . . . . ?
C3 C2 C1 C6 1.5(7) . . . . ?
O16 N5 C32 C33 -178.4(8) . . . . ?
O16 N5 C32 C31 0.3(10) . . . . ?
C56 O28 C55 O27 -5.2(10) . . . . ?
C56 O28 C55 C53 173.8(5) . . . . ?
C42 O21 C41 O20 -3.4(10) . . . . ?
C42 O21 C41 C39 176.5(5) . . . . ?
C14 O7 C13 O6 -0.7(10) . . . . ?
C14 O7 C13 C11 177.2(5) . . . . ?
C28 O14 C27 O13 -4.8(10) . . . . ?
C28 O14 C27 C25 174.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.686
_oxdiff_exptl_absorpt_empirical_full_min 0.692
####################################################################### 
# 
# 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_sn-couleu_1
_database_code_depnum_ccdc_archive 'CCDC 2175164'
loop_
_audit_author_name
_audit_author_address
'Debasish Haldar'
;IISER Kolkata
India
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;
_audit_creation_date             2021-10-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 N2 O7'
_chemical_formula_sum            'C17 H18 N2 O7'
_chemical_formula_weight         362.33
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   58.3070(16)
_cell_length_b                   6.79340(10)
_cell_length_c                   9.0204(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.252(2)
_cell_angle_gamma                90
_cell_volume                     3570.25(14)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5629
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.1130
_cell_measurement_theta_min      4.8720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.899
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61045
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.2478
_exptl_crystal_size_mid          0.2015
_exptl_crystal_size_min          0.1658
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       68
_diffrn_reflns_limit_h_min       -66
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18281
_diffrn_reflns_point_group_measured_fraction_full 0.858
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_theta_full        66.601
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_min         3.034
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -30.00  28.00   0.50    2.00    --  -41.21  25.00   0.00  116
  2  ω    -17.00  29.00   0.50    2.00    --  -41.21  12.00 -60.00   92
  3  ω    -41.00 -15.00   0.50   15.00    --  -82.50  42.00-120.00   52
  4  ω    -40.00 -15.00   0.50   15.00    --  -82.50  42.00 -90.00   50
  5  ω    -47.00 -15.00   0.50   15.00    --  -82.50  42.00-180.00   64
  6  ω    -77.00 -52.00   0.50   15.00    --  -82.50 129.00-138.00   50
  7  ω    -88.00 -41.00   0.50    2.00    --  -41.21 129.00-138.00   94
  8  ω    -87.00 -48.00   0.50    2.00    --  -41.21 141.00  33.00   78
  9  ω    -59.00 -30.00   0.50   15.00    --  -82.50 141.00  33.00   58
 10  ω    -45.00 -18.00   0.50   15.00    --  -82.50  42.00  60.00   54
 11  ω    -57.00 -27.00   0.50    2.00    --  -41.21 -25.00   0.00   60
 12  ω    -62.00 -36.00   0.50    2.00    --  -41.21 -77.00   0.00   52
 13  ω    -88.00 -62.00   0.50   15.00    --  -82.50-141.00 -23.00   52
 14  ω    -91.00 -65.00   0.50    2.00    --  -41.21-141.00 -23.00   52
 15  ω     65.00 107.00   0.50    2.00    --   41.21  64.00  90.00   84
 16  ω    116.00 160.00   0.50   15.00    --   96.67 141.00  33.00   88
 17  ω    129.00 154.00   0.50   15.00    --   96.67 117.00  30.00   50
 18  ω    113.00 153.00   0.50   15.00    --   96.67  96.00 -30.00   80
 19  ω    102.00 128.00   0.50   15.00    --   96.67 129.00-138.00   52
 20  ω    120.00 146.00   0.50   15.00    --   96.67 117.00-150.00   52
 21  ω    105.00 161.00   0.50   15.00    --   96.67  96.00-150.00  112
 22  ω    101.00 143.00   0.50   15.00    --   96.67 117.00 -60.00   84
 23  ω    101.00 127.00   0.50   15.00    --   96.67 117.00   0.00   52
 24  ω     86.00 151.00   0.50   15.00    --   96.67  77.00 -60.00  130
 25  ω     85.00 163.00   0.50   15.00    --   96.67  33.00  60.00  156
 26  ω    133.00 159.00   0.50   15.00    --   96.67  68.00 120.00   52
 27  ω    111.00 137.00   0.50   15.00    --   96.67 117.00 120.00   52
 28  ω     79.00 129.00   0.50   15.00    --   96.67  68.00 120.00  100
 29  ω     82.00 108.00   0.50   15.00    --   96.67 145.00  60.00   52
 30  ω     79.00 163.00   0.50   15.00    --   96.67  59.00   0.00  168
 31  ω     79.00 159.00   0.50   15.00    --   96.67  50.00 -90.00  160
 32  ω     35.00  69.00   0.50    2.00    --   41.21 -92.00-180.00   68
 33  ω     27.00  54.00   0.50    2.00    --   41.21 -50.00 -60.00   54
 34  ω     14.00  55.00   0.50    2.00    --   41.21 -50.00   0.00   82
 35  ω     31.00  57.00   0.50   15.00    --   96.67 -50.00   0.00   52
 36  ω     31.00  57.00   0.50   15.00    --   96.67 -50.00  30.00   52
 37  ω     31.00 104.00   0.50   15.00    --   96.67 -77.00   0.00  146
 38  ω     97.00 122.00   0.50   15.00    --   96.67-141.00 -23.00   50
 39  ω     87.00 127.00   0.50   15.00    --   96.67-145.00 -60.00   80
 40  ω     92.00 118.00   0.50   15.00    --   96.67-145.00-120.00   52
 41  ω     50.00  76.00   0.50   15.00    --   96.67-145.00 -60.00   52
 42  ω     30.00  93.00   0.50   15.00    --   96.67-117.00 -30.00  126
 43  ω     75.00 127.00   0.50   15.00    --   96.67-145.00  60.00  104
 44  ω     74.00 120.00   0.50   15.00    --   96.67-145.00 120.00   92
 45  ω     66.00  91.00   0.50    2.00    --   41.21-129.00 148.00   50
 46  ω     53.00 116.00   0.50   15.00    --   96.67-129.00 148.00  126
 47  ω     37.00  72.00   0.50   15.00    --   96.67 -68.00 120.00   70
 48  ω     39.00  75.00   0.50   15.00    --   96.67 -68.00 150.00   72
 49  ω     31.00  56.00   0.50   15.00    --   96.67 -50.00 120.00   50
 50  ω     29.00 115.00   0.50   15.00    --   96.67 -87.00 120.00  172
 51  ω     44.00  70.00   0.50    2.00    --   41.21-141.00 -23.00   52
 52  ω     32.00  68.00   0.50   15.00    --   96.67 -68.00   0.00   72
 53  ω     31.00  57.00   0.50   15.00    --   96.67 -50.00 -60.00   52
 54  ω     25.00 102.00   0.50   15.00    --   96.67 -96.00 -30.00  154
 55  ω     30.00  80.00   0.50   15.00    --   96.67 -68.00-150.00  100
 56  ω     36.00  71.00   0.50   15.00    --   96.67 -68.00-180.00   70
 57  ω     29.00  54.00   0.50   15.00    --   96.67 -59.00-150.00   50
 58  ω     -6.00  22.00   0.50    2.00    --   41.21 -50.00 -60.00   56
 59  ω     -8.00  29.00   0.50    2.00    --   41.21 -25.00-150.00   74
 60  ω    -17.00  29.00   0.50    2.00    --   41.21 -92.00-180.00   92
 61  ω     -1.00  24.00   0.50    2.00    --   41.21 -12.00-120.00   50
 62  ω    -32.00   2.00   0.50    2.00    --   41.21 -12.00-180.00   68
 63  ω     28.00 104.00   0.50    2.00    --   41.21  77.00-180.00  152
 64  ω    -24.00  10.00   0.50    2.00    --   41.21 -50.00   0.00   68
 65  ω     -9.00  18.00   0.50    2.00    --   41.21 -12.00  90.00   54
 66  ω     18.00  44.00   0.50    2.00    --   41.21  64.00  90.00   52
 67  ω    -97.00 -72.00   0.50    2.00    --  -41.21 -77.00   0.00   50
 68  ω   -103.00 -65.00   0.50    2.00    --  -41.21 -25.00   0.00   76
 69  ω   -120.00 -94.00   0.50   15.00    --  -82.50-129.00 148.00   52
 70  ω   -156.00 -99.00   0.50   15.00    --  -82.50 -96.00 -90.00  114
 71  ω   -149.00 -86.00   0.50   15.00    --  -82.50 -87.00-150.00  126
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0262746000
_diffrn_orient_matrix_UB_12      -0.0091288000
_diffrn_orient_matrix_UB_13      0.0119269000
_diffrn_orient_matrix_UB_21      -0.0027766000
_diffrn_orient_matrix_UB_22      0.1618464000
_diffrn_orient_matrix_UB_23      -0.1189141000
_diffrn_orient_matrix_UB_31      -0.0013167000
_diffrn_orient_matrix_UB_32      -0.1585090000
_diffrn_orient_matrix_UB_33      -0.1221390000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.599
_reflns_Friedel_fraction_full    0.708
_reflns_Friedel_fraction_max     0.708
_reflns_number_gt                4253
_reflns_number_total             5410
_reflns_odcompleteness_completeness 98.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 
;
 Flack x determined using 1168 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.260
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         5410
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1089
_refine_ls_R_factor_gt           0.0981
_refine_ls_restrained_S_all      1.266
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2909
_refine_ls_wR_factor_ref         0.3087
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C13-C15
 1.51 with sigma of 0.02
 C15-C13
 1.49 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C15) = Uanis(C12) = Uanis(C14) = Uanis(C31) = Uanis(C32) = Uanis(C29) =
Uanis(C30) = Uanis(C13)
4.a Ternary CH refined with riding coordinates:
 C28(H28), C30(H30), C11(H11), C13(H13)
4.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C12(H12A,H12B)
4.c Aromatic/amide H refined with riding coordinates:
 N4(H4), C5(H5), C24(H24), N2(H2), C7(H7), C22(H22), C2(H2A), C3(H3), C19(H19),
  C20(H20)
4.d Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C17(H17A,H17B,H17C), C31(H31A,H31B,H31C), C15(H15A,H15B,
 H15C), C32(H32A,H32B,H32C), C14(H14A,H14B,H14C)
;
_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
O5 O 0.40494(9) 0.6848(8) 0.7304(6) 0.0933(13) Uani 1 1 d . . . . .
O12 O 0.35142(7) 0.3215(7) 0.7001(5) 0.0816(11) Uani 1 1 d . . . . .
O10 O 0.32218(10) 0.7935(9) 0.3473(5) 0.1005(15) Uani 1 1 d . . . . .
O3 O 0.43234(9) 0.2220(10) 1.0960(5) 0.1038(17) Uani 1 1 d . . . . .
N4 N 0.31497(9) 0.2838(9) 0.6140(6) 0.0828(14) Uani 1 1 d . . . . .
H4 H 0.3043 0.3296 0.5547 0.099 Uiso 1 1 calc R U . . .
O2 O 0.34349(12) -0.2352(10) 0.8950(7) 0.1177(18) Uani 1 1 d . . . . .
C27 C 0.33516(10) 0.3754(10) 0.6234(7) 0.0756(14) Uani 1 1 d . . . . .
N1 N 0.35764(14) -0.2722(11) 0.9955(8) 0.107(2) Uani 1 1 d . . . . .
C5 C 0.37783(11) 0.0290(10) 0.9399(6) 0.0770(15) Uani 1 1 d . . . . .
H5 H 0.3661 0.0583 0.8705 0.092 Uiso 1 1 calc R U . . .
O13 O 0.27907(11) 0.0804(13) 0.5181(8) 0.127(2) Uani 1 1 d . . . . .
O14 O 0.28456(10) -0.1580(10) 0.6817(8) 0.122(2) Uani 1 1 d . . . . .
O11 O 0.30178(11) 0.5367(12) 0.3935(7) 0.1182(19) Uani 1 1 d . . . . .
C25 C 0.33716(11) 0.5612(10) 0.5297(6) 0.0750(14) Uani 1 1 d . . . . .
C10 C 0.42071(10) 0.6291(11) 0.8133(6) 0.0792(16) Uani 1 1 d . . . . .
O9 O 0.41092(14) 1.2576(10) 0.5449(9) 0.125(2) Uani 1 1 d . . . . .
C6 C 0.39686(10) 0.1567(10) 0.9623(6) 0.0736(14) Uani 1 1 d . . . . .
O4 O 0.45386(11) 0.4831(14) 1.0521(6) 0.126(2) Uani 1 1 d . . . . .
N3 N 0.39705(16) 1.2842(10) 0.4394(9) 0.110(2) Uani 1 1 d . . . . .
C24 C 0.35621(11) 0.6744(9) 0.5517(6) 0.0747(14) Uani 1 1 d . . . . .
H24 H 0.3677 0.6345 0.6196 0.090 Uiso 1 1 calc R U . . .
O7 O 0.45450(12) 0.6243(13) 0.5532(6) 0.125(2) Uani 1 1 d . . . . .
N2 N 0.44067(10) 0.7259(13) 0.8199(7) 0.0994(19) Uani 1 1 d . . . . .
H2 H 0.4508 0.6928 0.8870 0.119 Uiso 1 1 calc R U . . .
C7 C 0.39990(10) 0.3374(10) 0.8843(6) 0.0741(14) Uani 1 1 d . . . . .
H7 H 0.3885 0.3774 0.8156 0.089 Uiso 1 1 calc R U . . .
C9 C 0.43611(13) 0.3918(16) 1.0194(8) 0.099(2) Uani 1 1 d . . . . .
C33 C 0.28979(12) 0.0136(13) 0.6221(10) 0.0956(19) Uani 1 1 d . . . . .
C23 C 0.35884(11) 0.8550(9) 0.4711(6) 0.0772(15) Uani 1 1 d . . . . .
C1 C 0.41344(13) 0.1003(13) 1.0698(7) 0.090(2) Uani 1 1 d . . . . .
C26 C 0.31888(13) 0.6184(13) 0.4234(7) 0.0900(19) Uani 1 1 d . . . . .
C22 C 0.37733(13) 0.9761(10) 0.4938(7) 0.0842(17) Uani 1 1 d . . . . .
H22 H 0.3892 0.9432 0.5614 0.101 Uiso 1 1 calc R U . . .
C4 C 0.37723(13) -0.1371(11) 1.0229(7) 0.0889(19) Uani 1 1 d . . . . .
O1 O 0.35621(16) -0.4185(12) 1.0708(10) 0.156(3) Uani 1 1 d . . . . .
C18 C 0.34094(14) 0.9045(13) 0.3688(7) 0.091(2) Uani 1 1 d . . . . .
C8 C 0.41821(10) 0.4496(11) 0.9061(6) 0.0771(15) Uani 1 1 d . . . . .
O8 O 0.39894(16) 1.4242(11) 0.3516(10) 0.153(3) Uani 1 1 d . . . . .
C21 C 0.37794(14) 1.1510(10) 0.4124(7) 0.0894(19) Uani 1 1 d . . . . .
C28 C 0.31029(10) 0.1082(11) 0.7009(7) 0.0812(15) Uani 1 1 d . . . . .
H28 H 0.3234 0.0187 0.6956 0.097 Uiso 1 1 calc R U . . .
C2 C 0.41241(17) -0.0659(14) 1.1526(8) 0.101(2) Uani 1 1 d . . . . .
H2A H 0.4237 -0.0956 1.2246 0.121 Uiso 1 1 calc R U . . .
C16 C 0.44799(12) 0.8149(16) 0.5627(9) 0.097(2) Uani 1 1 d . . . . .
O6 O 0.44422(17) 0.9051(18) 0.4580(8) 0.161(3) Uani 1 1 d . . . . .
C3 C 0.39432(16) -0.1865(12) 1.1262(7) 0.097(2) Uani 1 1 d . . . . .
H3 H 0.3934 -0.3042 1.1783 0.117 Uiso 1 1 calc R U . . .
C19 C 0.34198(17) 1.0764(14) 0.2871(8) 0.103(2) Uani 1 1 d . . . . .
H19 H 0.3302 1.1085 0.2188 0.124 Uiso 1 1 calc R U . . .
C30 C 0.2884(2) 0.301(3) 0.8989(15) 0.1497(18) Uani 1 1 d . . . . .
H30 H 0.2903 0.4075 0.8275 0.180 Uiso 1 1 calc R U . . .
C29 C 0.3066(2) 0.156(3) 0.8645(14) 0.1497(18) Uani 1 1 d . . . . .
H29A H 0.3031 0.0334 0.9143 0.180 Uiso 1 1 calc R U . . .
H29B H 0.3210 0.2035 0.9079 0.180 Uiso 1 1 calc R U . . .
C20 C 0.3609(2) 1.2013(13) 0.3083(9) 0.114(3) Uani 1 1 d . . . . .
H20 H 0.3619 1.3165 0.2534 0.137 Uiso 1 1 calc R U . . .
C11 C 0.44587(17) 0.8815(17) 0.7207(10) 0.116(3) Uani 1 1 d . . . . .
H11 H 0.4315 0.9571 0.7157 0.139 Uiso 1 1 calc R U . . .
C34 C 0.26369(19) -0.2553(18) 0.6226(16) 0.143(4) Uani 1 1 d . . . . .
H34A H 0.2627 -0.2415 0.5166 0.215 Uiso 1 1 calc R U . . .
H34B H 0.2505 -0.1957 0.6644 0.215 Uiso 1 1 calc R U . . .
H34C H 0.2642 -0.3925 0.6481 0.215 Uiso 1 1 calc R U . . .
C13 C 0.4868(2) 1.012(2) 0.7232(14) 0.1497(18) Uani 1 1 d D . . . .
H13 H 0.4864 0.9768 0.6178 0.180 Uiso 1 1 calc R U . . .
C17 C 0.4564(3) 0.530(3) 0.4139(13) 0.165(5) Uani 1 1 d . . . . .
H17A H 0.4527 0.6223 0.3359 0.247 Uiso 1 1 calc R U . . .
H17B H 0.4460 0.4208 0.4072 0.247 Uiso 1 1 calc R U . . .
H17C H 0.4719 0.4843 0.4044 0.247 Uiso 1 1 calc R U . . .
C31 C 0.2923(2) 0.396(3) 1.0489(13) 0.1497(18) Uani 1 1 d . . . . .
H31A H 0.2891 0.3026 1.1253 0.225 Uiso 1 1 calc R U . . .
H31B H 0.2824 0.5075 1.0566 0.225 Uiso 1 1 calc R U . . .
H31C H 0.3080 0.4381 1.0602 0.225 Uiso 1 1 calc R U . . .
C15 C 0.4911(2) 0.812(2) 0.8154(14) 0.1497(18) Uani 1 1 d D . . . .
H15A H 0.4814 0.7098 0.7743 0.225 Uiso 1 1 calc R U . . .
H15B H 0.4876 0.8330 0.9172 0.225 Uiso 1 1 calc R U . . .
H15C H 0.5069 0.7733 0.8098 0.225 Uiso 1 1 calc R U . . .
C12 C 0.4642(2) 1.043(3) 0.7618(15) 0.1497(18) Uani 1 1 d . . . . .
H12A H 0.4590 1.1653 0.7162 0.180 Uiso 1 1 calc R U . . .
H12B H 0.4642 1.0621 0.8684 0.180 Uiso 1 1 calc R U . . .
C32 C 0.2639(2) 0.227(3) 0.8691(14) 0.1497(18) Uani 1 1 d . . . . .
H32A H 0.2596 0.2472 0.7664 0.225 Uiso 1 1 calc R U . . .
H32B H 0.2537 0.2993 0.9298 0.225 Uiso 1 1 calc R U . . .
H32C H 0.2631 0.0897 0.8923 0.225 Uiso 1 1 calc R U . . .
C14 C 0.5084(2) 1.097(3) 0.7565(15) 0.1497(18) Uani 1 1 d . . . . .
H14A H 0.5077 1.1719 0.8466 0.225 Uiso 1 1 calc R U . . .
H14B H 0.5124 1.1826 0.6768 0.225 Uiso 1 1 calc R U . . .
H14C H 0.5197 0.9953 0.7687 0.225 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
O5 C10 1.222(8) . ?
O12 C27 1.208(7) . ?
O10 C26 1.390(10) . ?
O10 C18 1.337(10) . ?
O3 C9 1.367(12) . ?
O3 C1 1.391(11) . ?
N4 H4 0.8600 . ?
N4 C27 1.332(9) . ?
N4 C28 1.460(9) . ?
O2 N1 1.227(9) . ?
C27 C25 1.526(9) . ?
N1 C4 1.478(12) . ?
N1 O1 1.209(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.416(10) . ?
C5 C4 1.356(10) . ?
O13 C33 1.196(10) . ?
O14 C33 1.324(11) . ?
O14 C34 1.467(10) . ?
O11 C26 1.164(10) . ?
C25 C24 1.359(9) . ?
C25 C26 1.458(8) . ?
C10 N2 1.336(9) . ?
C10 C8 1.489(10) . ?
O9 N3 1.238(11) . ?
C6 C7 1.429(9) . ?
C6 C1 1.396(8) . ?
O4 C9 1.233(11) . ?
N3 O8 1.245(9) . ?
N3 C21 1.449(12) . ?
C24 H24 0.9300 . ?
C24 C23 1.437(8) . ?
O7 C16 1.353(13) . ?
O7 C17 1.418(13) . ?
N2 H2 0.8600 . ?
N2 C11 1.426(13) . ?
C7 H7 0.9300 . ?
C7 C8 1.320(9) . ?
C9 C8 1.484(9) . ?
C33 C28 1.510(10) . ?
C23 C22 1.365(10) . ?
C23 C18 1.407(9) . ?
C1 C2 1.356(12) . ?
C22 H22 0.9300 . ?
C22 C21 1.398(9) . ?
C4 C3 1.379(11) . ?
C18 C19 1.383(12) . ?
C21 C20 1.384(13) . ?
C28 H28 0.9800 . ?
C28 C29 1.534(13) . ?
C2 H2A 0.9300 . ?
C2 C3 1.349(13) . ?
C16 O6 1.140(12) . ?
C16 C11 1.505(12) . ?
C3 H3 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.397(15) . ?
C30 H30 0.9800 . ?
C30 C29 1.49(2) . ?
C30 C31 1.509(18) . ?
C30 C32 1.526(17) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C20 H20 0.9300 . ?
C11 H11 0.9800 . ?
C11 C12 1.565(17) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C15 1.608(15) . ?
C13 C12 1.393(18) . ?
C13 C14 1.407(17) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
C18 O10 C26 122.7(5) . . ?
C9 O3 C1 123.9(5) . . ?
C27 N4 H4 119.0 . . ?
C27 N4 C28 122.1(5) . . ?
C28 N4 H4 119.0 . . ?
O12 C27 N4 124.5(6) . . ?
O12 C27 C25 119.5(6) . . ?
N4 C27 C25 115.9(5) . . ?
O2 N1 C4 119.3(7) . . ?
O1 N1 O2 121.6(9) . . ?
O1 N1 C4 119.1(8) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
C4 C5 C6 117.9(6) . . ?
C33 O14 C34 116.8(7) . . ?
C24 C25 C27 117.8(5) . . ?
C24 C25 C26 121.1(6) . . ?
C26 C25 C27 121.0(6) . . ?
O5 C10 N2 120.5(7) . . ?
O5 C10 C8 120.6(6) . . ?
N2 C10 C8 118.8(6) . . ?
C5 C6 C7 124.6(5) . . ?
C1 C6 C5 116.6(6) . . ?
C1 C6 C7 118.8(7) . . ?
O9 N3 O8 121.9(9) . . ?
O9 N3 C21 120.9(6) . . ?
O8 N3 C21 117.2(9) . . ?
C25 C24 H24 119.6 . . ?
C25 C24 C23 120.8(5) . . ?
C23 C24 H24 119.6 . . ?
C16 O7 C17 121.2(10) . . ?
C10 N2 H2 118.5 . . ?
C10 N2 C11 122.9(7) . . ?
C11 N2 H2 118.5 . . ?
C6 C7 H7 118.7 . . ?
C8 C7 C6 122.6(5) . . ?
C8 C7 H7 118.7 . . ?
O3 C9 C8 116.7(7) . . ?
O4 C9 O3 117.0(7) . . ?
O4 C9 C8 126.3(9) . . ?
O13 C33 O14 122.0(8) . . ?
O13 C33 C28 126.0(8) . . ?
O14 C33 C28 112.0(7) . . ?
C22 C23 C24 122.5(6) . . ?
C22 C23 C18 121.0(6) . . ?
C18 C23 C24 116.4(7) . . ?
O3 C1 C6 118.5(7) . . ?
C2 C1 O3 117.0(6) . . ?
C2 C1 C6 124.5(9) . . ?
O10 C26 C25 116.2(7) . . ?
O11 C26 O10 115.3(6) . . ?
O11 C26 C25 128.5(8) . . ?
C23 C22 H22 121.0 . . ?
C23 C22 C21 118.0(7) . . ?
C21 C22 H22 121.0 . . ?
C5 C4 N1 117.4(6) . . ?
C5 C4 C3 122.8(8) . . ?
C3 C4 N1 119.7(7) . . ?
O10 C18 C23 122.8(7) . . ?
O10 C18 C19 116.9(7) . . ?
C19 C18 C23 120.3(9) . . ?
C7 C8 C10 119.1(5) . . ?
C7 C8 C9 119.5(7) . . ?
C9 C8 C10 121.5(7) . . ?
C22 C21 N3 118.6(7) . . ?
C20 C21 N3 119.2(7) . . ?
C20 C21 C22 122.3(8) . . ?
N4 C28 C33 104.8(5) . . ?
N4 C28 H28 108.5 . . ?
N4 C28 C29 112.4(9) . . ?
C33 C28 H28 108.5 . . ?
C33 C28 C29 113.8(7) . . ?
C29 C28 H28 108.5 . . ?
C1 C2 H2A 121.3 . . ?
C3 C2 C1 117.4(7) . . ?
C3 C2 H2A 121.3 . . ?
O7 C16 C11 112.4(9) . . ?
O6 C16 O7 120.5(9) . . ?
O6 C16 C11 127.1(11) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 C4 120.7(7) . . ?
C2 C3 H3 119.7 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(7) . . ?
C20 C19 H19 120.3 . . ?
C29 C30 H30 104.7 . . ?
C29 C30 C31 112.8(12) . . ?
C29 C30 C32 114.6(13) . . ?
C31 C30 H30 104.7 . . ?
C31 C30 C32 113.9(10) . . ?
C32 C30 H30 104.7 . . ?
C28 C29 H29A 107.8 . . ?
C28 C29 H29B 107.8 . . ?
C30 C29 C28 117.9(12) . . ?
C30 C29 H29A 107.8 . . ?
C30 C29 H29B 107.8 . . ?
H29A C29 H29B 107.2 . . ?
C21 C20 C19 119.0(7) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N2 C11 C16 113.5(9) . . ?
N2 C11 H11 102.5 . . ?
N2 C11 C12 122.1(9) . . ?
C16 C11 H11 102.5 . . ?
C16 C11 C12 110.7(7) . . ?
C12 C11 H11 102.5 . . ?
O14 C34 H34A 109.5 . . ?
O14 C34 H34B 109.5 . . ?
O14 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C15 C13 H13 107.1 . . ?
C12 C13 H13 107.1 . . ?
C12 C13 C15 97.4(12) . . ?
C12 C13 C14 137.0(13) . . ?
C14 C13 H13 107.1 . . ?
C14 C13 C15 96.8(12) . . ?
O7 C17 H17A 109.5 . . ?
O7 C17 H17B 109.5 . . ?
O7 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 C12 H12A 107.7 . . ?
C11 C12 H12B 107.7 . . ?
C13 C12 C11 118.6(13) . . ?
C13 C12 H12A 107.7 . . ?
C13 C12 H12B 107.7 . . ?
H12A C12 H12B 107.1 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 C10 N2 C11 -7.8(11) . . . . ?
O5 C10 C8 C7 8.4(9) . . . . ?
O5 C10 C8 C9 -173.2(6) . . . . ?
O12 C27 C25 C24 -8.9(8) . . . . ?
O12 C27 C25 C26 173.0(6) . . . . ?
O10 C18 C19 C20 178.0(6) . . . . ?
O3 C9 C8 C10 -178.6(5) . . . . ?
O3 C9 C8 C7 -0.2(9) . . . . ?
O3 C1 C2 C3 -179.0(6) . . . . ?
N4 C27 C25 C24 170.9(6) . . . . ?
N4 C27 C25 C26 -7.3(8) . . . . ?
N4 C28 C29 C30 55.8(13) . . . . ?
O2 N1 C4 C5 3.7(10) . . . . ?
O2 N1 C4 C3 -174.1(7) . . . . ?
C27 N4 C28 C33 -161.0(6) . . . . ?
C27 N4 C28 C29 74.9(9) . . . . ?
C27 C25 C24 C23 -177.8(5) . . . . ?
C27 C25 C26 O10 178.1(5) . . . . ?
C27 C25 C26 O11 -1.9(12) . . . . ?
N1 C4 C3 C2 179.7(7) . . . . ?
C5 C6 C7 C8 -178.3(6) . . . . ?
C5 C6 C1 O3 -179.6(5) . . . . ?
C5 C6 C1 C2 -0.1(9) . . . . ?
C5 C4 C3 C2 2.0(10) . . . . ?
O13 C33 C28 N4 -5.2(11) . . . . ?
O13 C33 C28 C29 118.1(12) . . . . ?
O14 C33 C28 N4 174.9(7) . . . . ?
O14 C33 C28 C29 -61.9(12) . . . . ?
C25 C24 C23 C22 177.6(5) . . . . ?
C25 C24 C23 C18 -0.8(8) . . . . ?
C10 N2 C11 C16 -66.8(11) . . . . ?
C10 N2 C11 C12 156.4(9) . . . . ?
O9 N3 C21 C22 -9.5(10) . . . . ?
O9 N3 C21 C20 170.1(8) . . . . ?
C6 C5 C4 N1 -178.2(5) . . . . ?
C6 C5 C4 C3 -0.5(9) . . . . ?
C6 C7 C8 C10 176.2(5) . . . . ?
C6 C7 C8 C9 -2.2(9) . . . . ?
C6 C1 C2 C3 1.5(11) . . . . ?
O4 C9 C8 C10 2.4(11) . . . . ?
O4 C9 C8 C7 -179.3(7) . . . . ?
N3 C21 C20 C19 -177.4(7) . . . . ?
C24 C25 C26 O10 0.0(9) . . . . ?
C24 C25 C26 O11 180.0(8) . . . . ?
C24 C23 C22 C21 -178.3(5) . . . . ?
C24 C23 C18 O10 1.0(9) . . . . ?
C24 C23 C18 C19 179.6(6) . . . . ?
O7 C16 C11 N2 -27.0(11) . . . . ?
O7 C16 C11 C12 114.6(11) . . . . ?
N2 C10 C8 C7 -170.1(6) . . . . ?
N2 C10 C8 C9 8.2(9) . . . . ?
N2 C11 C12 C13 91.4(15) . . . . ?
C7 C6 C1 O3 -0.4(8) . . . . ?
C7 C6 C1 C2 179.1(6) . . . . ?
C9 O3 C1 C6 -2.1(9) . . . . ?
C9 O3 C1 C2 178.3(6) . . . . ?
C33 C28 C29 C30 -63.1(15) . . . . ?
C23 C22 C21 N3 177.8(5) . . . . ?
C23 C22 C21 C20 -1.7(9) . . . . ?
C23 C18 C19 C20 -0.7(10) . . . . ?
C1 O3 C9 O4 -178.4(6) . . . . ?
C1 O3 C9 C8 2.4(9) . . . . ?
C1 C6 C7 C8 2.5(8) . . . . ?
C1 C2 C3 C4 -2.4(11) . . . . ?
C26 O10 C18 C23 -0.7(10) . . . . ?
C26 O10 C18 C19 -179.3(6) . . . . ?
C26 C25 C24 C23 0.4(9) . . . . ?
C22 C23 C18 O10 -177.5(6) . . . . ?
C22 C23 C18 C19 1.1(9) . . . . ?
C22 C21 C20 C19 2.2(11) . . . . ?
C4 C5 C6 C7 -179.6(5) . . . . ?
C4 C5 C6 C1 -0.4(8) . . . . ?
O1 N1 C4 C5 -177.7(8) . . . . ?
O1 N1 C4 C3 4.5(11) . . . . ?
C18 O10 C26 O11 -179.8(7) . . . . ?
C18 O10 C26 C25 0.1(9) . . . . ?
C18 C23 C22 C21 0.1(9) . . . . ?
C18 C19 C20 C21 -0.9(11) . . . . ?
C8 C10 N2 C11 170.8(7) . . . . ?
O8 N3 C21 C22 170.0(7) . . . . ?
O8 N3 C21 C20 -10.5(11) . . . . ?
C28 N4 C27 O12 1.8(10) . . . . ?
C28 N4 C27 C25 -177.9(5) . . . . ?
C16 C11 C12 C13 -46.5(18) . . . . ?
O6 C16 C11 N2 150.9(10) . . . . ?
O6 C16 C11 C12 -67.4(14) . . . . ?
C34 O14 C33 O13 -5.2(14) . . . . ?
C34 O14 C33 C28 174.7(9) . . . . ?
C17 O7 C16 O6 -1.1(14) . . . . ?
C17 O7 C16 C11 176.9(9) . . . . ?
C31 C30 C29 C28 -156.9(13) . . . . ?
C15 C13 C12 C11 -59.6(14) . . . . ?
C32 C30 C29 C28 70.6(17) . . . . ?
C14 C13 C12 C11 -167.9(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.812
_oxdiff_exptl_absorpt_empirical_full_min 0.522
