# Supplementary Information (SI) for Biomaterials Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_sk08_auto
_database_code_depnum_ccdc_archive 'CCDC 2322663'
loop_
_audit_author_name
_audit_author_address
'Panchami Prabhakaran'
;School of Chemical sciences, Central University of Gujarat, Gandhinagar 
India
;
_audit_update_record             
;
2023-12-30 deposited with the CCDC.	2025-02-03 downloaded from the CCDC.
;
_audit_creation_date             2023-01-23
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H19 N3 O6'
_chemical_formula_sum            'C25 H19 N3 O6'
_chemical_formula_weight         457.43
_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.5530(2)
_cell_length_b                   5.43510(10)
_cell_length_c                   41.8137(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.365(2)
_cell_angle_gamma                90
_cell_volume                     2167.29(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8150
_cell_measurement_temperature    230(30)
_cell_measurement_theta_max      75.1300
_cell_measurement_theta_min      4.2410
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    0.850
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            11117
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.463
_diffrn_reflns_theta_min         4.237
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      230(30)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  29.00   0.50    4.49    --  -38.50  86.00 -57.00  190
  2  ω     15.00  60.00   0.50    4.49    --   49.56 -86.00-176.00   90
  3  ω     41.00 129.00   0.50    4.49    --  102.63 -86.00-176.00  176
  4  ω    102.00 161.00   0.50    4.49    --  102.63  86.00 -57.00  118
  5  ω   -103.00 -35.00   0.50    4.49    --  -38.50 -37.00 150.00  136
  6  ω    -20.00  46.00   0.50    4.49    --   49.56 -19.00-180.00  132
  7  ω    110.00 137.00   0.50    4.49    --  102.63  77.00  90.00   54
  8  ω     50.00 100.00   0.50    4.49    --  102.63 -45.00  30.00  100
  9  ω    104.00 145.00   0.50    4.49    --  102.63  77.00   0.00   82
 10  ω     40.00 102.00   0.50    4.49    --  102.63 -30.00-150.00  124
 11  ω     39.00  65.00   0.50    4.49    --  102.63 -45.00-180.00   52
 12  ω    142.00 167.00   0.50    4.49    --  102.63  77.00  90.00   50
 13  ω    107.00 133.00   0.50    4.49    --  102.63  45.00-150.00   52
 14  ω    119.00 166.00   0.50    4.49    --  102.63  77.00-150.00   94
 15  ω     51.00 100.00   0.50    4.49    --  102.63 -45.00-150.00   98
 16  ω     95.00 164.00   0.50    4.49    --  102.63  61.00-120.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1298614000
_diffrn_orient_matrix_UB_12      -0.1028712000
_diffrn_orient_matrix_UB_13      -0.0191124000
_diffrn_orient_matrix_UB_21      0.0838689000
_diffrn_orient_matrix_UB_22      -0.2307419000
_diffrn_orient_matrix_UB_23      -0.0084482000
_diffrn_orient_matrix_UB_31      -0.0467972000
_diffrn_orient_matrix_UB_32      -0.1284915000
_diffrn_orient_matrix_UB_33      0.0304326000
_diffrn_oxdiff_digest_frames     
;
0147bf6e993d5bb0056d27ebe201806dc100025a4c9
;
_diffrn_oxdiff_digest_hkl        
;
01fff6d65f42c6e9dd087a24d928b0885b15ae
;
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3851
_reflns_number_total             4300
_reflns_odcompleteness_completeness 99.35
_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 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.846
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      0.846
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0504P)²+1.4159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1112
_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
2.a Secondary CH2 refined with riding coordinates:
 C00Q(H00A,H00B), C00R(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), C00H(H00H), C00J(H00J), C00L(H00L), C00N(H00N), C00O(H00O),
 C00P(H00P), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W),
 C00Y(H00Y)
2.c X=CH2 refined with riding coordinates:
 C00X(H00E,H00F)
;
_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
O001 O 0.71112(12) 0.5618(2) 0.39071(3) 0.0552(3) Uani 1 1 d . . . . .
O002 O 0.41546(12) 0.6875(2) 0.35587(3) 0.0557(3) Uani 1 1 d . . . . .
O003 O 0.55870(14) 0.7160(2) 0.47775(3) 0.0606(3) Uani 1 1 d . . . . .
O004 O 1.00788(15) -0.1794(3) 0.40975(4) 0.0740(4) Uani 1 1 d . . . . .
N005 N 0.50514(13) 0.7444(3) 0.42439(3) 0.0458(3) Uani 1 1 d . . . . .
H005 H 0.522675 0.678950 0.406068 0.055 Uiso 1 1 calc R . . . .
O006 O 0.11083(14) 1.3324(3) 0.34268(3) 0.0747(4) Uani 1 1 d . . . . .
N007 N 0.25845(14) 0.9962(3) 0.34127(3) 0.0535(4) Uani 1 1 d . . . . .
N008 N 0.96965(16) -0.1329(3) 0.43653(4) 0.0602(4) Uani 1 1 d . . . . .
O009 O 1.00912(19) -0.2461(3) 0.46057(4) 0.0926(5) Uani 1 1 d . . . . .
C00A C 0.33884(15) 0.9893(3) 0.39395(4) 0.0414(3) Uani 1 1 d . . . . .
C00B C 0.68138(15) 0.4496(3) 0.44454(4) 0.0415(3) Uani 1 1 d . . . . .
C00C C 0.40630(15) 0.9338(3) 0.42345(4) 0.0411(3) Uani 1 1 d . . . . .
C00D C 0.57735(16) 0.6502(3) 0.45065(3) 0.0424(3) Uani 1 1 d . . . . .
C00E C 0.74318(15) 0.4042(3) 0.41543(4) 0.0433(3) Uani 1 1 d . . . . .
C00F C 0.34733(15) 0.8666(3) 0.36278(4) 0.0450(4) Uani 1 1 d . . . . .
C00G C 0.24491(16) 1.1837(3) 0.39029(4) 0.0465(4) Uani 1 1 d . . . . .
C00H C 0.83624(17) 0.2100(3) 0.41303(4) 0.0485(4) Uani 1 1 d . . . . .
H00H H 0.875883 0.174708 0.393496 0.058 Uiso 1 1 calc R . . . .
C00I C 0.86922(16) 0.0703(3) 0.43984(4) 0.0493(4) Uani 1 1 d . . . . .
C00J C 0.37144(17) 1.0787(3) 0.44959(4) 0.0485(4) Uani 1 1 d . . . . .
H00J H 0.413002 1.046128 0.470084 0.058 Uiso 1 1 calc R . . . .
C00K C 0.36687(18) 1.0200(3) 0.28899(4) 0.0517(4) Uani 1 1 d . . . . .
C00L C 0.27601(19) 1.2697(3) 0.44533(4) 0.0550(4) Uani 1 1 d . . . . .
H00L H 0.254038 1.363508 0.463242 0.066 Uiso 1 1 calc R . . . .
C00M C 0.19316(17) 1.1917(3) 0.35605(4) 0.0539(4) Uani 1 1 d . . . . .
C00N C 0.71893(18) 0.3015(3) 0.47080(4) 0.0522(4) Uani 1 1 d . . . . .
H00N H 0.678532 0.331871 0.490383 0.063 Uiso 1 1 calc R . . . .
C00O C 0.21157(18) 1.3279(3) 0.41567(4) 0.0538(4) Uani 1 1 d . . . . .
H00O H 0.148193 1.459650 0.413111 0.065 Uiso 1 1 calc R . . . .
C00P C 0.81414(19) 0.1106(3) 0.46891(4) 0.0564(4) Uani 1 1 d . . . . .
H00P H 0.839919 0.012745 0.486834 0.068 Uiso 1 1 calc R . . . .
C00Q C 0.7762(2) 0.5236(4) 0.36084(4) 0.0579(5) Uani 1 1 d . . . . .
H00A H 0.737329 0.376281 0.350134 0.069 Uiso 1 1 calc R . . . .
H00B H 0.877434 0.500144 0.364843 0.069 Uiso 1 1 calc R . . . .
C00R C 0.24370(19) 0.9381(4) 0.30724(4) 0.0608(5) Uani 1 1 d . . . . .
H00C H 0.158565 1.017135 0.297924 0.073 Uiso 1 1 calc R . . . .
H00D H 0.232106 0.759873 0.304700 0.073 Uiso 1 1 calc R . . . .
C00S C 0.7489(2) 0.7422(4) 0.34033(4) 0.0609(5) Uani 1 1 d . . . . .
H00S H 0.655657 0.794079 0.336319 0.073 Uiso 1 1 calc R . . . .
C00T C 0.4480(2) 1.2216(4) 0.29776(5) 0.0707(5) Uani 1 1 d . . . . .
H00T H 0.428167 1.311288 0.316179 0.085 Uiso 1 1 calc R . . . .
C00U C 0.3991(2) 0.8955(5) 0.26183(5) 0.0745(6) Uani 1 1 d . . . . .
H00U H 0.346181 0.756451 0.255381 0.089 Uiso 1 1 calc R . . . .
C00V C 0.5875(3) 1.1668(5) 0.25286(5) 0.0814(7) Uani 1 1 d . . . . .
H00V H 0.662497 1.215609 0.240717 0.098 Uiso 1 1 calc R . . . .
C00W C 0.5578(3) 1.2935(5) 0.27991(5) 0.0822(7) Uani 1 1 d . . . . .
H00W H 0.612519 1.430370 0.286371 0.099 Uiso 1 1 calc R . . . .
C00X C 0.8475(3) 0.8654(5) 0.32764(5) 0.0830(7) Uani 1 1 d . . . . .
H00E H 0.941562 0.816958 0.331316 0.100 Uiso 1 1 calc R . . . .
H00F H 0.825106 1.003174 0.314761 0.100 Uiso 1 1 calc R . . . .
C00Y C 0.5077(3) 0.9704(5) 0.24381(5) 0.0898(8) Uani 1 1 d . . . . .
H00Y H 0.526407 0.884220 0.225050 0.108 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00E 1.3637(18) . ?
O001 C00Q 1.4423(18) . ?
O002 C00F 1.2150(19) . ?
O003 C00D 1.2113(18) . ?
O004 N008 1.224(2) . ?
N005 C00C 1.3959(18) . ?
N005 C00D 1.3620(19) . ?
O006 C00M 1.210(2) . ?
N007 C00F 1.391(2) . ?
N007 C00M 1.395(2) . ?
N007 C00R 1.456(2) . ?
N008 O009 1.219(2) . ?
N008 C00I 1.475(2) . ?
C00A C00C 1.391(2) . ?
C00A C00F 1.470(2) . ?
C00A C00G 1.389(2) . ?
C00B C00D 1.507(2) . ?
C00B C00E 1.405(2) . ?
C00B C00N 1.392(2) . ?
C00C C00J 1.403(2) . ?
C00E C00H 1.387(2) . ?
C00G C00M 1.488(2) . ?
C00G C00O 1.372(2) . ?
C00H C00I 1.375(2) . ?
C00I C00P 1.370(2) . ?
C00J C00L 1.386(2) . ?
C00K C00R 1.507(3) . ?
C00K C00T 1.379(3) . ?
C00K C00U 1.372(3) . ?
C00L C00O 1.388(3) . ?
C00N C00P 1.385(2) . ?
C00Q C00S 1.480(3) . ?
C00S C00X 1.294(3) . ?
C00T C00W 1.379(3) . ?
C00U C00Y 1.378(3) . ?
C00V C00W 1.368(3) . ?
C00V C00Y 1.353(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E O001 C00Q 118.49(12) . . ?
C00D N005 C00C 127.59(13) . . ?
C00F N007 C00M 111.77(13) . . ?
C00F N007 C00R 122.85(14) . . ?
C00M N007 C00R 125.30(15) . . ?
O004 N008 C00I 118.12(15) . . ?
O009 N008 O004 123.74(16) . . ?
O009 N008 C00I 118.14(17) . . ?
C00C C00A C00F 129.87(13) . . ?
C00G C00A C00C 121.69(14) . . ?
C00G C00A C00F 108.43(13) . . ?
C00E C00B C00D 126.05(13) . . ?
C00N C00B C00D 115.24(13) . . ?
C00N C00B C00E 118.70(14) . . ?
N005 C00C C00J 125.66(14) . . ?
C00A C00C N005 117.54(13) . . ?
C00A C00C C00J 116.77(14) . . ?
O003 C00D N005 123.20(14) . . ?
O003 C00D C00B 120.47(14) . . ?
N005 C00D C00B 116.30(12) . . ?
O001 C00E C00B 117.35(13) . . ?
O001 C00E C00H 122.63(14) . . ?
C00H C00E C00B 119.99(14) . . ?
O002 C00F N007 124.52(14) . . ?
O002 C00F C00A 129.20(14) . . ?
N007 C00F C00A 106.27(13) . . ?
C00A C00G C00M 107.73(14) . . ?
C00O C00G C00A 121.81(15) . . ?
C00O C00G C00M 130.44(15) . . ?
C00I C00H C00E 118.55(15) . . ?
C00H C00I N008 117.12(15) . . ?
C00P C00I N008 119.27(16) . . ?
C00P C00I C00H 123.60(15) . . ?
C00L C00J C00C 120.31(15) . . ?
C00T C00K C00R 122.90(16) . . ?
C00U C00K C00R 119.57(18) . . ?
C00U C00K C00T 117.50(19) . . ?
C00J C00L C00O 122.63(15) . . ?
O006 C00M N007 124.90(17) . . ?
O006 C00M C00G 129.31(17) . . ?
N007 C00M C00G 105.78(13) . . ?
C00P C00N C00B 121.86(16) . . ?
C00G C00O C00L 116.75(15) . . ?
C00I C00P C00N 117.26(15) . . ?
O001 C00Q C00S 108.43(14) . . ?
N007 C00R C00K 113.41(15) . . ?
C00X C00S C00Q 123.0(2) . . ?
C00W C00T C00K 120.95(19) . . ?
C00K C00U C00Y 121.3(2) . . ?
C00Y C00V C00W 119.1(2) . . ?
C00V C00W C00T 120.4(2) . . ?
C00V C00Y C00U 120.7(2) . . ?

_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 1.689
_oxdiff_exptl_absorpt_empirical_full_min 0.525
####################################################################### 
# 
# 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_an80
_database_code_depnum_ccdc_archive 'CCDC 2322664'
loop_
_audit_author_name
_audit_author_address
'Panchami Prabhakaran'
;School of Chemical sciences, Central University of Gujarat, Gandhinagar 
India
;
_audit_update_record             
;
2023-12-30 deposited with the CCDC.	2025-02-03 downloaded from the CCDC.
;
_audit_creation_date             2021-11-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6257)
;
_shelx_SHELXL_version_number     2015/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H23 N3 O6'
_chemical_formula_sum            'C33 H23 N3 O6'
_chemical_formula_weight         557.54
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.8194(2)
_cell_length_b                   22.3939(7)
_cell_length_c                   15.3651(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.848(3)
_cell_angle_gamma                90
_cell_volume                     2684.47(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14335
_cell_measurement_temperature    297(1)
_cell_measurement_theta_max      25.5370
_cell_measurement_theta_min      2.5580
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32374
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.975
_diffrn_reflns_theta_min         2.252
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  84.00   0.50   18.83    --   16.22  61.00  60.00  188
  2  ω    -25.00  56.00   0.50   18.83    --   16.22-100.00 103.00  162
  3  ω      1.00  27.00   0.50   18.83    --   16.22 -94.00  60.00   52
  4  ω    -24.00  24.00   0.50   18.83    --  -14.97-100.00 103.00   96
  5  ω    -88.00  16.00   0.50   18.83    --  -14.97 -77.00 -60.00  208
  6  ω    -37.00  22.00   0.50   18.83    --  -14.97 -94.00 -90.00  118
  7  ω    -36.00  10.00   0.50   18.83    --  -14.97 -30.00-120.00   92
  8  ω     49.00  89.00   0.50   18.83    --   16.22  30.00-120.00   80
  9  ω     -8.00  44.00   0.50   18.83    --   16.22  30.00-120.00  104
 10  ω    -22.00  24.00   0.50   18.83    --   16.22 100.00-151.00   92
 11  ω    -55.00  25.00   0.50   18.83    --  -14.97 100.00-151.00  160
 12  ω    -60.00 -16.00   0.50   18.83    --  -14.97 125.00 -30.00   88
 13  ω    -67.00 -12.00   0.50   18.83    --  -14.97 125.00  30.00  110
 14  ω    -85.00  10.00   0.50   18.83    --  -14.97 -45.00-120.00  190
 15  ω    -84.00 -41.00   0.50   18.83    --  -14.97 -30.00-120.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0402806000
_diffrn_orient_matrix_UB_12      0.0273276000
_diffrn_orient_matrix_UB_13      -0.0125893000
_diffrn_orient_matrix_UB_21      -0.0810604000
_diffrn_orient_matrix_UB_22      -0.0124752000
_diffrn_orient_matrix_UB_23      0.0076704000
_diffrn_orient_matrix_UB_31      0.0091257000
_diffrn_orient_matrix_UB_32      0.0099987000
_diffrn_orient_matrix_UB_33      0.0438460000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3603
_reflns_number_total             5611
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2015/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.113
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5611
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.056
_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)+(0.0681P)²+0.1195P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1374
_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
2.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C25(H25), C2(H2A), C28(H28), C29(H29), C30(H30), C5(H5), C33(H33),
 C22(H22), C32(H32), C9(H9), C31(H31), C18(H18), C11(H11), C6(H6), C10(H10),
 C21(H21), C19(H19), C20(H20)
;
_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
O6 O 0.56238(15) 0.61534(5) 0.56104(7) 0.0689(3) Uani 1 1 d . . . . .
O4 O 0.60748(14) 0.72257(5) 0.44166(7) 0.0666(3) Uani 1 1 d . . . . .
N3 N 0.61670(17) 0.77937(7) 0.31701(9) 0.0622(4) Uani 1 1 d . . . . .
O5 O 0.58339(17) 0.81189(7) 0.17480(8) 0.0859(4) Uani 1 1 d . . . . .
N2 N 0.42149(18) 0.60895(6) 0.39832(9) 0.0634(4) Uani 1 1 d . . . . .
H2 H 0.4870 0.6267 0.4374 0.076 Uiso 1 1 calc R U . . .
O3 O 0.24155(18) 0.53086(6) 0.37541(9) 0.0900(4) Uani 1 1 d . . . . .
O1 O 0.4109(2) 0.52148(8) 0.83970(11) 0.1046(5) Uani 1 1 d . . . . .
C26 C 0.6068(2) 0.73667(7) 0.82028(10) 0.0564(4) Uani 1 1 d . . . . .
N1 N 0.3239(3) 0.49474(8) 0.78452(14) 0.0871(5) Uani 1 1 d . . . . .
C14 C 0.57649(19) 0.72908(8) 0.36380(11) 0.0569(4) Uani 1 1 d . . . . .
C3 C 0.4483(2) 0.57465(7) 0.58734(12) 0.0586(4) Uani 1 1 d . . . . .
O2 O 0.2352(2) 0.45178(8) 0.80010(11) 0.1191(6) Uani 1 1 d . . . . .
C24 C 0.61554(19) 0.68780(7) 0.68019(10) 0.0560(4) Uani 1 1 d . . . . .
C27 C 0.5072(2) 0.78326(7) 0.78087(11) 0.0591(4) Uani 1 1 d . . . . .
C25 C 0.65807(19) 0.68925(7) 0.76769(10) 0.0568(4) Uani 1 1 d . . . . .
H25 H 0.7224 0.6582 0.7933 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4924(2) 0.68707(8) 0.30045(10) 0.0592(4) Uani 1 1 d . . . . .
C17 C 0.5719(2) 0.87612(8) 0.38653(12) 0.0641(5) Uani 1 1 d . . . . .
C4 C 0.3373(2) 0.54914(7) 0.52190(12) 0.0613(4) Uani 1 1 d . . . . .
C8 C 0.4214(2) 0.63181(8) 0.31331(11) 0.0644(5) Uani 1 1 d . . . . .
C7 C 0.3303(2) 0.56214(8) 0.42581(12) 0.0651(5) Uani 1 1 d . . . . .
C23 C 0.6874(2) 0.64074(8) 0.62334(11) 0.0643(5) Uani 1 1 d . . . . .
H23A H 0.7792 0.6581 0.5922 0.077 Uiso 1 1 calc R U . . .
H23B H 0.7365 0.6091 0.6601 0.077 Uiso 1 1 calc R U . . .
C2 C 0.4419(2) 0.55711(7) 0.67321(12) 0.0640(4) Uani 1 1 d . . . . .
H2A H 0.5154 0.5738 0.7166 0.077 Uiso 1 1 calc R U . . .
C15 C 0.5669(2) 0.77372(9) 0.22916(12) 0.0687(5) Uani 1 1 d . . . . .
C28 C 0.4602(2) 0.77967(8) 0.69080(11) 0.0669(5) Uani 1 1 d . . . . .
H28 H 0.3918 0.8094 0.6644 0.080 Uiso 1 1 calc R U . . .
C16 C 0.6995(2) 0.83241(8) 0.35605(12) 0.0704(5) Uani 1 1 d . . . . .
H16A H 0.7674 0.8515 0.3134 0.085 Uiso 1 1 calc R U . . .
H16B H 0.7765 0.8205 0.4051 0.085 Uiso 1 1 calc R U . . .
C29 C 0.5130(2) 0.73368(8) 0.64198(11) 0.0648(5) Uani 1 1 d . . . . .
H29 H 0.4812 0.7324 0.5826 0.078 Uiso 1 1 calc R U . . .
C1 C 0.3248(2) 0.51446(8) 0.69312(13) 0.0698(5) Uani 1 1 d . . . . .
C30 C 0.6535(2) 0.74021(9) 0.91028(11) 0.0716(5) Uani 1 1 d . . . . .
H30 H 0.7183 0.7098 0.9373 0.086 Uiso 1 1 calc R U . . .
C12 C 0.4903(2) 0.71345(9) 0.21876(11) 0.0684(5) Uani 1 1 d . . . . .
C5 C 0.2222(2) 0.50650(8) 0.54687(16) 0.0791(6) Uani 1 1 d . . . . .
H5 H 0.1486 0.4889 0.5042 0.095 Uiso 1 1 calc R U . . .
C33 C 0.4586(3) 0.83139(9) 0.83263(13) 0.0754(5) Uani 1 1 d . . . . .
H33 H 0.3931 0.8622 0.8071 0.090 Uiso 1 1 calc R U . . .
C22 C 0.4993(3) 0.91867(9) 0.33058(15) 0.0881(6) Uani 1 1 d . . . . .
H22 H 0.5329 0.9214 0.2738 0.106 Uiso 1 1 calc R U . . .
C32 C 0.5057(3) 0.83352(10) 0.91893(15) 0.0836(6) Uani 1 1 d . . . . .
H32 H 0.4720 0.8656 0.9521 0.100 Uiso 1 1 calc R U . . .
C9 C 0.3531(3) 0.60242(9) 0.23853(13) 0.0853(6) Uani 1 1 d . . . . .
H9 H 0.3047 0.5647 0.2435 0.102 Uiso 1 1 calc R U . . .
C31 C 0.6043(3) 0.78802(11) 0.95845(13) 0.0841(6) Uani 1 1 d . . . . .
H31 H 0.6369 0.7901 1.0177 0.101 Uiso 1 1 calc R U . . .
C18 C 0.5189(3) 0.87328(9) 0.46996(14) 0.0826(6) Uani 1 1 d . . . . .
H18 H 0.5659 0.8447 0.5085 0.099 Uiso 1 1 calc R U . . .
C11 C 0.4214(3) 0.68492(11) 0.14559(13) 0.0881(6) Uani 1 1 d . . . . .
H11 H 0.4185 0.7027 0.0908 0.106 Uiso 1 1 calc R U . . .
C6 C 0.2119(3) 0.48910(9) 0.63163(17) 0.0846(6) Uani 1 1 d . . . . .
H6 H 0.1314 0.4611 0.6470 0.101 Uiso 1 1 calc R U . . .
C10 C 0.3568(3) 0.62866(11) 0.15767(14) 0.0981(7) Uani 1 1 d . . . . .
H10 H 0.3136 0.6074 0.1091 0.118 Uiso 1 1 calc R U . . .
C21 C 0.3767(4) 0.95725(11) 0.3589(3) 0.1264(11) Uani 1 1 d . . . . .
H21 H 0.3277 0.9859 0.3211 0.152 Uiso 1 1 calc R U . . .
C19 C 0.3982(4) 0.91178(13) 0.4968(2) 0.1186(9) Uani 1 1 d . . . . .
H19 H 0.3641 0.9094 0.5536 0.142 Uiso 1 1 calc R U . . .
C20 C 0.3278(4) 0.95343(14) 0.4419(3) 0.1410(13) Uani 1 1 d . . . . .
H20 H 0.2456 0.9795 0.4609 0.169 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
O6 C3 1.3554(18) . ?
O6 C23 1.4389(19) . ?
O4 C14 1.2133(18) . ?
N3 C14 1.384(2) . ?
N3 C15 1.385(2) . ?
N3 C16 1.462(2) . ?
O5 C15 1.208(2) . ?
N2 H2 0.8600 . ?
N2 C8 1.403(2) . ?
N2 C7 1.351(2) . ?
O3 C7 1.225(2) . ?
O1 N1 1.210(2) . ?
C26 C27 1.414(2) . ?
C26 C25 1.409(2) . ?
C26 C30 1.409(2) . ?
N1 O2 1.219(2) . ?
N1 C1 1.473(3) . ?
C14 C13 1.476(2) . ?
C3 C4 1.405(2) . ?
C3 C2 1.381(2) . ?
C24 C25 1.363(2) . ?
C24 C23 1.502(2) . ?
C24 C29 1.407(2) . ?
C27 C28 1.410(2) . ?
C27 C33 1.407(2) . ?
C25 H25 0.9300 . ?
C13 C8 1.376(2) . ?
C13 C12 1.386(2) . ?
C17 C16 1.496(2) . ?
C17 C22 1.380(3) . ?
C17 C18 1.375(3) . ?
C4 C7 1.502(3) . ?
C4 C5 1.384(2) . ?
C8 C9 1.399(2) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C2 H2A 0.9300 . ?
C2 C1 1.372(2) . ?
C15 C12 1.481(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.355(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C29 H29 0.9300 . ?
C1 C6 1.372(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.371(3) . ?
C12 C11 1.372(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.367(3) . ?
C33 H33 0.9300 . ?
C33 C32 1.353(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.382(4) . ?
C32 H32 0.9300 . ?
C32 C31 1.392(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.377(3) . ?
C31 H31 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.362(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.375(3) . ?
C6 H6 0.9300 . ?
C10 H10 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.359(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.350(4) . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O6 C23 119.91(13) . . ?
C14 N3 C15 111.91(15) . . ?
C14 N3 C16 123.91(14) . . ?
C15 N3 C16 124.18(15) . . ?
C8 N2 H2 116.3 . . ?
C7 N2 H2 116.3 . . ?
C7 N2 C8 127.36(15) . . ?
C25 C26 C27 118.71(15) . . ?
C25 C26 C30 122.73(17) . . ?
C30 C26 C27 118.54(16) . . ?
O1 N1 O2 123.6(2) . . ?
O1 N1 C1 118.80(19) . . ?
O2 N1 C1 117.6(2) . . ?
O4 C14 N3 124.96(16) . . ?
O4 C14 C13 128.62(16) . . ?
N3 C14 C13 106.42(14) . . ?
O6 C3 C4 116.57(16) . . ?
O6 C3 C2 122.89(15) . . ?
C2 C3 C4 120.52(16) . . ?
C25 C24 C23 120.94(15) . . ?
C25 C24 C29 119.24(15) . . ?
C29 C24 C23 119.65(15) . . ?
C28 C27 C26 118.54(15) . . ?
C33 C27 C26 119.03(17) . . ?
C33 C27 C28 122.43(17) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 C26 121.57(16) . . ?
C24 C25 H25 119.2 . . ?
C8 C13 C14 130.14(16) . . ?
C8 C13 C12 122.20(16) . . ?
C12 C13 C14 107.65(16) . . ?
C22 C17 C16 120.80(19) . . ?
C18 C17 C16 120.73(17) . . ?
C18 C17 C22 118.4(2) . . ?
C3 C4 C7 127.20(16) . . ?
C5 C4 C3 117.66(18) . . ?
C5 C4 C7 115.13(17) . . ?
C13 C8 N2 119.14(15) . . ?
C13 C8 C9 116.15(17) . . ?
C9 C8 N2 124.71(19) . . ?
N2 C7 C4 118.18(15) . . ?
O3 C7 N2 122.32(18) . . ?
O3 C7 C4 119.49(18) . . ?
O6 C23 C24 113.59(13) . . ?
O6 C23 H23A 108.8 . . ?
O6 C23 H23B 108.8 . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C3 C2 H2A 120.7 . . ?
C1 C2 C3 118.60(17) . . ?
C1 C2 H2A 120.7 . . ?
N3 C15 C12 105.89(16) . . ?
O5 C15 N3 124.95(19) . . ?
O5 C15 C12 129.16(18) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.19(17) . . ?
C29 C28 H28 119.4 . . ?
N3 C16 C17 111.93(14) . . ?
N3 C16 H16A 109.2 . . ?
N3 C16 H16B 109.2 . . ?
C17 C16 H16A 109.2 . . ?
C17 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C24 C29 H29 119.7 . . ?
C28 C29 C24 120.68(16) . . ?
C28 C29 H29 119.7 . . ?
C2 C1 N1 117.85(19) . . ?
C6 C1 N1 119.26(19) . . ?
C6 C1 C2 122.87(19) . . ?
C26 C30 H30 119.7 . . ?
C31 C30 C26 120.7(2) . . ?
C31 C30 H30 119.7 . . ?
C13 C12 C15 108.09(16) . . ?
C11 C12 C13 121.6(2) . . ?
C11 C12 C15 130.30(19) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 C4 122.80(19) . . ?
C6 C5 H5 118.6 . . ?
C27 C33 H33 119.5 . . ?
C32 C33 C27 121.0(2) . . ?
C32 C33 H33 119.5 . . ?
C17 C22 H22 120.0 . . ?
C17 C22 C21 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
C33 C32 H32 119.7 . . ?
C33 C32 C31 120.52(19) . . ?
C31 C32 H32 119.7 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 H9 119.6 . . ?
C30 C31 C32 120.22(19) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(2) . . ?
C19 C18 H18 119.6 . . ?
C12 C11 H11 121.8 . . ?
C12 C11 C10 116.4(2) . . ?
C10 C11 H11 121.8 . . ?
C1 C6 H6 121.2 . . ?
C5 C6 C1 117.52(19) . . ?
C5 C6 H6 121.2 . . ?
C9 C10 H10 118.5 . . ?
C11 C10 C9 122.91(19) . . ?
C11 C10 H10 118.5 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 C22 120.1(3) . . ?
C20 C21 H21 120.0 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 C21 120.1(3) . . ?
C19 C20 H20 120.0 . . ?

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
O6 C3 C4 C7 -0.3(2) . . . . ?
O6 C3 C4 C5 178.62(14) . . . . ?
O6 C3 C2 C1 -178.33(14) . . . . ?
O4 C14 C13 C8 3.4(3) . . . . ?
O4 C14 C13 C12 -178.14(15) . . . . ?
N3 C14 C13 C8 -176.99(16) . . . . ?
N3 C14 C13 C12 1.50(17) . . . . ?
N3 C15 C12 C13 2.07(18) . . . . ?
N3 C15 C12 C11 -179.67(18) . . . . ?
O5 C15 C12 C13 -177.04(17) . . . . ?
O5 C15 C12 C11 1.2(3) . . . . ?
N2 C8 C9 C10 179.15(18) . . . . ?
O1 N1 C1 C2 8.7(3) . . . . ?
O1 N1 C1 C6 -172.42(19) . . . . ?
C26 C27 C28 C29 -1.9(2) . . . . ?
C26 C27 C33 C32 0.0(2) . . . . ?
C26 C30 C31 C32 0.7(3) . . . . ?
N1 C1 C6 C5 -176.94(17) . . . . ?
C14 N3 C15 O5 178.03(16) . . . . ?
C14 N3 C15 C12 -1.14(18) . . . . ?
C14 N3 C16 C17 -88.65(19) . . . . ?
C14 C13 C8 N2 1.1(3) . . . . ?
C14 C13 C8 C9 -179.05(16) . . . . ?
C14 C13 C12 C15 -2.18(18) . . . . ?
C14 C13 C12 C11 179.39(16) . . . . ?
C3 O6 C23 C24 -76.85(18) . . . . ?
C3 C4 C7 N2 -10.2(2) . . . . ?
C3 C4 C7 O3 170.69(16) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C3 C2 C1 N1 177.86(15) . . . . ?
C3 C2 C1 C6 -1.0(3) . . . . ?
O2 N1 C1 C2 -170.96(17) . . . . ?
O2 N1 C1 C6 8.0(3) . . . . ?
C27 C26 C25 C24 0.8(2) . . . . ?
C27 C26 C30 C31 -0.4(2) . . . . ?
C27 C28 C29 C24 0.5(3) . . . . ?
C27 C33 C32 C31 0.2(3) . . . . ?
C25 C26 C27 C28 1.3(2) . . . . ?
C25 C26 C27 C33 -178.67(14) . . . . ?
C25 C26 C30 C31 178.30(15) . . . . ?
C25 C24 C23 O6 136.43(15) . . . . ?
C25 C24 C29 C28 1.6(2) . . . . ?
C13 C8 C9 C10 -0.7(3) . . . . ?
C13 C12 C11 C10 -0.8(3) . . . . ?
C17 C22 C21 C20 0.1(4) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C4 C3 C2 C1 -0.2(2) . . . . ?
C4 C5 C6 C1 -1.7(3) . . . . ?
C8 N2 C7 O3 5.0(3) . . . . ?
C8 N2 C7 C4 -174.11(14) . . . . ?
C8 C13 C12 C15 176.46(15) . . . . ?
C8 C13 C12 C11 -2.0(3) . . . . ?
C8 C9 C10 C11 -2.1(3) . . . . ?
C7 N2 C8 C13 165.96(15) . . . . ?
C7 N2 C8 C9 -13.9(3) . . . . ?
C7 C4 C5 C6 179.66(17) . . . . ?
C23 O6 C3 C4 -176.16(14) . . . . ?
C23 O6 C3 C2 2.1(2) . . . . ?
C23 C24 C25 C26 173.02(14) . . . . ?
C23 C24 C29 C28 -173.72(15) . . . . ?
C2 C3 C4 C7 -178.56(15) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C2 C1 C6 C5 1.9(3) . . . . ?
C15 N3 C14 O4 179.49(14) . . . . ?
C15 N3 C14 C13 -0.16(17) . . . . ?
C15 N3 C16 C17 90.37(19) . . . . ?
C15 C12 C11 C10 -178.82(19) . . . . ?
C28 C27 C33 C32 179.99(16) . . . . ?
C16 N3 C14 O4 -1.4(2) . . . . ?
C16 N3 C14 C13 178.96(14) . . . . ?
C16 N3 C15 O5 -1.1(3) . . . . ?
C16 N3 C15 C12 179.74(14) . . . . ?
C16 C17 C22 C21 177.55(19) . . . . ?
C16 C17 C18 C19 -177.7(2) . . . . ?
C29 C24 C25 C26 -2.2(2) . . . . ?
C29 C24 C23 O6 -48.3(2) . . . . ?
C30 C26 C27 C28 -179.89(15) . . . . ?
C30 C26 C27 C33 0.1(2) . . . . ?
C30 C26 C25 C24 -177.97(15) . . . . ?
C12 C13 C8 N2 -177.21(14) . . . . ?
C12 C13 C8 C9 2.7(2) . . . . ?
C12 C11 C10 C9 2.8(3) . . . . ?
C5 C4 C7 N2 170.85(15) . . . . ?
C5 C4 C7 O3 -8.2(2) . . . . ?
C33 C27 C28 C29 178.03(16) . . . . ?
C33 C32 C31 C30 -0.6(3) . . . . ?
C22 C17 C16 N3 -87.3(2) . . . . ?
C22 C17 C18 C19 -0.3(3) . . . . ?
C22 C21 C20 C19 -0.3(5) . . . . ?
C18 C17 C16 N3 90.1(2) . . . . ?
C18 C17 C22 C21 0.2(3) . . . . ?
C18 C19 C20 C21 0.1(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 1.884
_oxdiff_exptl_absorpt_empirical_full_min 0.494
####################################################################### 
# 
# 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_an209_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2322665'
loop_
_audit_author_name
_audit_author_address
'Panchami Prabhakaran'
;Central University of Gujarat
India
;
_audit_update_record             
;
2024-10-19 deposited with the CCDC.	2025-02-03 downloaded from the CCDC.
;
_audit_creation_date             2024-10-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;

_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H38 N4 O7'
_chemical_formula_sum            'C39 H38 N4 O7'
_chemical_formula_weight         674.73
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.707(3)
_cell_length_b                   32.088(7)
_cell_length_c                   16.045(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.296(7)
_cell_angle_gamma                90
_cell_volume                     7644(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9816
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1487 before and 0.0930 after correction.
The Ratio of minimum to maximum transmission is 0.7106.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2848
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method Plate
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0975
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23040
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.830
_diffrn_reflns_theta_min         2.347
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4295
_reflns_number_total             8771
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         8771
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1598
_refine_ls_R_factor_gt           0.0824
_refine_ls_restrained_S_all      1.025
_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)+(0.0985P)²+4.6925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1984
_refine_ls_wR_factor_ref         0.2337
_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:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C21(H21A,H21B), C33(H33A,H33B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), C19(H19), C16(H16), C20(H20), C13(H13), C9(H9),
 C30(H30), C12(H12), C10(H10), C29(H29), C28(H28), C11(H11), C22(H22), C39(H39),
  C38(H38), C35(H35), C37(H37), C36(H36)
2.d X=CH2 refined with riding coordinates:
 C23(H23A,H23B)
2.e Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.50038(13) 0.23448(7) 0.39690(13) 0.0518(6) Uani 1 1 d . . . . .
O3 O 0.68192(13) 0.29734(6) 0.40978(13) 0.0520(6) Uani 1 1 d . . . . .
O1 O 0.60300(14) 0.21756(7) 0.54483(13) 0.0531(6) Uani 1 1 d . . . . .
N1 N 0.64346(16) 0.21623(8) 0.43308(15) 0.0439(6) Uani 1 1 d . . . . .
H1 H 0.6924 0.2035 0.4739 0.053 Uiso 1 1 calc R . . . .
O5 O 0.44366(15) 0.46231(7) 0.05127(15) 0.0661(7) Uani 1 1 d . . . . .
O6 O 0.72217(17) 0.52922(8) 0.33510(16) 0.0723(7) Uani 1 1 d . . . . .
O4 O 0.65722(17) 0.44042(7) 0.31076(14) 0.0738(8) Uani 1 1 d . . . . .
N2 N 0.60300(16) 0.29217(8) 0.25157(14) 0.0473(7) Uani 1 1 d . . . . .
H2 H 0.5824 0.2739 0.2055 0.057 Uiso 1 1 calc R . . . .
N3 N 0.55901(17) 0.49278(8) 0.17569(17) 0.0513(7) Uani 1 1 d . . . . .
H3 H 0.6098 0.4878 0.2264 0.062 Uiso 1 1 calc R . . . .
C5 C 0.5772(2) 0.22381(9) 0.45391(18) 0.0418(7) Uani 1 1 d . . . . .
C14 C 0.64322(18) 0.27591(9) 0.33975(18) 0.0414(7) Uani 1 1 d . . . . .
C6 C 0.63589(18) 0.22872(9) 0.34386(17) 0.0405(7) Uani 1 1 d . . . . .
H6 H 0.5752 0.2201 0.2941 0.049 Uiso 1 1 calc R . . . .
O7 O 0.6574(2) 0.66822(9) 0.2864(2) 0.0993(10) Uani 1 1 d . . . . .
N4 N 0.7090(2) 0.60117(10) 0.3309(2) 0.0695(9) Uani 1 1 d . . . . .
C15 C 0.5901(2) 0.33397(9) 0.22463(19) 0.0454(7) Uani 1 1 d . . . . .
C19 C 0.5063(2) 0.38318(10) 0.10482(19) 0.0488(8) Uani 1 1 d . . . . .
H19 H 0.4624 0.3886 0.0421 0.059 Uiso 1 1 calc R . . . .
C16 C 0.6357(2) 0.36653(10) 0.28395(19) 0.0497(8) Uani 1 1 d . . . . .
H16 H 0.6814 0.3608 0.3456 0.060 Uiso 1 1 calc R . . . .
C20 C 0.5256(2) 0.34283(10) 0.13267(18) 0.0491(8) Uani 1 1 d . . . . .
H20 H 0.4956 0.3208 0.0901 0.059 Uiso 1 1 calc R . . . .
C8 C 0.6973(2) 0.16023(10) 0.31985(19) 0.0465(7) Uani 1 1 d . . . . .
C18 C 0.5473(2) 0.41711(9) 0.16328(19) 0.0445(7) Uani 1 1 d . . . . .
C17 C 0.6155(2) 0.40707(10) 0.25457(19) 0.0500(8) Uani 1 1 d . . . . .
C25 C 0.5349(2) 0.53477(10) 0.1557(2) 0.0502(8) Uani 1 1 d . . . . .
C7 C 0.7070(2) 0.20645(10) 0.3256(2) 0.0499(8) Uani 1 1 d . . . . .
H7A H 0.7036 0.2169 0.2660 0.060 Uiso 1 1 calc R . . . .
H7B H 0.7673 0.2136 0.3765 0.060 Uiso 1 1 calc R . . . .
C24 C 0.5132(2) 0.45874(10) 0.1259(2) 0.0474(8) Uani 1 1 d . . . . .
C31 C 0.6805(3) 0.56068(12) 0.2989(2) 0.0601(9) Uani 1 1 d . . . . .
C1 C 0.5412(2) 0.22047(11) 0.5861(2) 0.0567(9) Uani 1 1 d . . . . .
C27 C 0.5719(3) 0.60730(11) 0.2002(3) 0.0604(9) Uani 1 1 d . . . . .
C26 C 0.5917(2) 0.56507(11) 0.2151(2) 0.0550(9) Uani 1 1 d . . . . .
C13 C 0.7662(2) 0.13409(11) 0.3791(2) 0.0566(9) Uani 1 1 d . . . . .
H13 H 0.8202 0.1462 0.4257 0.068 Uiso 1 1 calc R . . . .
C9 C 0.6186(2) 0.14141(11) 0.2529(2) 0.0596(9) Uani 1 1 d . . . . .
H9 H 0.5701 0.1583 0.2110 0.072 Uiso 1 1 calc R . . . .
C21 C 0.7218(2) 0.43463(11) 0.4067(2) 0.0632(10) Uani 1 1 d . . . . .
H21A H 0.7034 0.4106 0.4327 0.076 Uiso 1 1 calc R . . . .
H21B H 0.7226 0.4597 0.4430 0.076 Uiso 1 1 calc R . . . .
C30 C 0.4566(2) 0.54919(12) 0.0801(2) 0.0603(9) Uani 1 1 d . . . . .
H30 H 0.4150 0.5298 0.0374 0.072 Uiso 1 1 calc R . . . .
C12 C 0.7592(3) 0.09169(12) 0.3730(3) 0.0678(10) Uani 1 1 d . . . . .
H12 H 0.8081 0.0748 0.4141 0.081 Uiso 1 1 calc R . . . .
C10 C 0.6104(3) 0.09864(12) 0.2471(3) 0.0718(11) Uani 1 1 d . . . . .
H10 H 0.5561 0.0862 0.2019 0.086 Uiso 1 1 calc R . . . .
C29 C 0.4386(3) 0.59137(12) 0.0667(3) 0.0686(10) Uani 1 1 d . . . . .
H29 H 0.3847 0.6002 0.0142 0.082 Uiso 1 1 calc R . . . .
C32 C 0.6468(3) 0.63089(14) 0.2739(3) 0.0728(11) Uani 1 1 d . . . . .
C28 C 0.4952(3) 0.62108(12) 0.1259(3) 0.0725(11) Uani 1 1 d . . . . .
H28 H 0.4815 0.6499 0.1157 0.087 Uiso 1 1 calc R . . . .
C11 C 0.6814(3) 0.07362(12) 0.3071(3) 0.0771(12) Uani 1 1 d . . . . .
H11 H 0.6760 0.0441 0.3026 0.092 Uiso 1 1 calc R . . . .
C33 C 0.7953(3) 0.61088(14) 0.4100(3) 0.0836(13) Uani 1 1 d . . . . .
H33A H 0.8166 0.6381 0.3989 0.100 Uiso 1 1 calc R . . . .
H33B H 0.8398 0.5895 0.4146 0.100 Uiso 1 1 calc R . . . .
C34 C 0.7904(3) 0.61258(17) 0.5002(3) 0.0899(14) Uani 1 1 d . . . . .
C22 C 0.8135(3) 0.42712(16) 0.4177(3) 0.0911(14) Uani 1 1 d . . . . .
H22 H 0.8338 0.4441 0.3827 0.109 Uiso 1 1 calc R . . . .
C4 C 0.5071(3) 0.26437(14) 0.5771(3) 0.0960(15) Uani 1 1 d . . . . .
H4A H 0.5577 0.2838 0.5962 0.144 Uiso 1 1 calc GR . . . .
H4B H 0.4780 0.2681 0.6176 0.144 Uiso 1 1 calc GR . . . .
H4C H 0.4634 0.2698 0.5118 0.144 Uiso 1 1 calc GR . . . .
C2 C 0.4678(3) 0.18893(15) 0.5431(3) 0.1037(16) Uani 1 1 d . . . . .
H2A H 0.4298 0.1958 0.4770 0.156 Uiso 1 1 calc GR . . . .
H2B H 0.4311 0.1890 0.5764 0.156 Uiso 1 1 calc GR . . . .
H2C H 0.4942 0.1612 0.5478 0.156 Uiso 1 1 calc GR . . . .
C39 C 0.7625(3) 0.64873(18) 0.5256(3) 0.1099(18) Uani 1 1 d . . . . .
H39 H 0.7489 0.6726 0.4865 0.132 Uiso 1 1 calc R . . . .
C3 C 0.6031(3) 0.21063(18) 0.6875(3) 0.1072(17) Uani 1 1 d . . . . .
H3A H 0.6318 0.1835 0.6918 0.161 Uiso 1 1 calc GR . . . .
H3B H 0.5682 0.2097 0.7227 0.161 Uiso 1 1 calc GR . . . .
H3C H 0.6495 0.2323 0.7139 0.161 Uiso 1 1 calc GR . . . .
C38 C 0.7540(4) 0.6506(3) 0.6082(5) 0.140(3) Uani 1 1 d . . . . .
H38 H 0.7342 0.6754 0.6255 0.168 Uiso 1 1 calc R . . . .
C35 C 0.8101(4) 0.5790(2) 0.5558(4) 0.138(2) Uani 1 1 d . . . . .
H35 H 0.8297 0.5542 0.5386 0.165 Uiso 1 1 calc R . . . .
C37 C 0.7748(6) 0.6158(4) 0.6634(6) 0.163(4) Uani 1 1 d . . . . .
H37 H 0.7698 0.6169 0.7200 0.196 Uiso 1 1 calc R . . . .
C23 C 0.8669(4) 0.3995(2) 0.4712(5) 0.150(3) Uani 1 1 d . . . . .
H23A H 0.8486 0.3820 0.5072 0.180 Uiso 1 1 calc R . . . .
H23B H 0.9250 0.3963 0.4750 0.180 Uiso 1 1 calc R . . . .
C36 C 0.8021(6) 0.5801(3) 0.6402(5) 0.170(3) Uani 1 1 d . . . . .
H36 H 0.8157 0.5562 0.6794 0.204 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C5 1.235(3) . ?
O3 C14 1.219(3) . ?
O1 C5 1.333(3) . ?
O1 C1 1.463(4) . ?
N1 C5 1.317(4) . ?
N1 C6 1.435(3) . ?
O5 C24 1.233(3) . ?
O6 C31 1.212(4) . ?
O4 C17 1.367(4) . ?
O4 C21 1.429(4) . ?
N2 C14 1.361(3) . ?
N2 C15 1.396(4) . ?
N3 C25 1.400(4) . ?
N3 C24 1.363(4) . ?
C14 C6 1.523(4) . ?
C6 C7 1.526(4) . ?
O7 C32 1.214(4) . ?
N4 C31 1.398(4) . ?
N4 C32 1.398(5) . ?
N4 C33 1.452(5) . ?
C15 C16 1.383(4) . ?
C15 C20 1.400(4) . ?
C19 C20 1.359(4) . ?
C19 C18 1.395(4) . ?
C16 C17 1.372(4) . ?
C8 C7 1.490(4) . ?
C8 C13 1.389(4) . ?
C8 C9 1.398(4) . ?
C18 C17 1.420(4) . ?
C18 C24 1.468(4) . ?
C25 C26 1.387(4) . ?
C25 C30 1.394(4) . ?
C31 C26 1.483(5) . ?
C1 C4 1.502(5) . ?
C1 C2 1.493(5) . ?
C1 C3 1.508(5) . ?
C27 C26 1.390(5) . ?
C27 C32 1.477(5) . ?
C27 C28 1.362(5) . ?
C13 C12 1.365(5) . ?
C9 C10 1.378(5) . ?
C21 C22 1.479(6) . ?
C30 C29 1.382(5) . ?
C12 C11 1.373(5) . ?
C10 C11 1.390(5) . ?
C29 C28 1.372(5) . ?
C33 C34 1.489(6) . ?
C34 C39 1.379(7) . ?
C34 C35 1.339(7) . ?
C22 C23 1.271(7) . ?
C39 C38 1.397(8) . ?
C38 C37 1.366(10) . ?
C35 C36 1.421(9) . ?
C37 C36 1.347(11) . ?

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
C5 O1 C1 123.0(2) . . ?
C5 N1 C6 120.1(2) . . ?
C17 O4 C21 120.9(2) . . ?
C14 N2 C15 128.5(2) . . ?
C24 N3 C25 127.7(3) . . ?
O2 C5 O1 123.9(3) . . ?
O2 C5 N1 124.9(3) . . ?
N1 C5 O1 111.2(2) . . ?
O3 C14 N2 122.8(3) . . ?
O3 C14 C6 122.7(2) . . ?
N2 C14 C6 114.5(2) . . ?
N1 C6 C14 110.4(2) . . ?
N1 C6 C7 109.9(2) . . ?
C14 C6 C7 111.9(2) . . ?
C31 N4 C32 111.6(3) . . ?
C31 N4 C33 123.7(4) . . ?
C32 N4 C33 124.6(3) . . ?
N2 C15 C20 117.2(3) . . ?
C16 C15 N2 123.7(2) . . ?
C16 C15 C20 119.1(3) . . ?
C20 C19 C18 123.6(3) . . ?
C17 C16 C15 120.6(3) . . ?
C19 C20 C15 119.5(3) . . ?
C13 C8 C7 121.8(3) . . ?
C13 C8 C9 117.2(3) . . ?
C9 C8 C7 121.0(3) . . ?
C19 C18 C17 115.5(3) . . ?
C19 C18 C24 117.1(3) . . ?
C17 C18 C24 127.3(3) . . ?
O4 C17 C16 123.0(3) . . ?
O4 C17 C18 115.3(3) . . ?
C16 C17 C18 121.6(3) . . ?
C26 C25 N3 118.9(3) . . ?
C26 C25 C30 116.0(3) . . ?
C30 C25 N3 125.1(3) . . ?
C8 C7 C6 114.0(3) . . ?
O5 C24 N3 121.4(3) . . ?
O5 C24 C18 119.9(3) . . ?
N3 C24 C18 118.8(3) . . ?
O6 C31 N4 125.0(4) . . ?
O6 C31 C26 129.0(3) . . ?
N4 C31 C26 106.0(3) . . ?
O1 C1 C4 109.4(3) . . ?
O1 C1 C2 110.4(3) . . ?
O1 C1 C3 101.4(3) . . ?
C4 C1 C3 110.0(4) . . ?
C2 C1 C4 113.4(4) . . ?
C2 C1 C3 111.6(3) . . ?
C26 C27 C32 108.3(3) . . ?
C28 C27 C26 121.5(4) . . ?
C28 C27 C32 130.2(4) . . ?
C25 C26 C31 129.9(3) . . ?
C25 C26 C27 122.1(3) . . ?
C27 C26 C31 108.0(3) . . ?
C12 C13 C8 122.4(3) . . ?
C10 C9 C8 120.8(3) . . ?
O4 C21 C22 112.3(3) . . ?
C29 C30 C25 120.7(4) . . ?
C13 C12 C11 119.7(4) . . ?
C9 C10 C11 120.1(4) . . ?
C28 C29 C30 122.8(4) . . ?
O7 C32 N4 123.8(4) . . ?
O7 C32 C27 130.1(4) . . ?
N4 C32 C27 106.1(3) . . ?
C27 C28 C29 116.9(4) . . ?
C12 C11 C10 119.7(4) . . ?
N4 C33 C34 112.5(3) . . ?
C39 C34 C33 119.7(5) . . ?
C35 C34 C33 120.8(5) . . ?
C35 C34 C39 119.5(5) . . ?
C23 C22 C21 124.2(5) . . ?
C34 C39 C38 120.8(6) . . ?
C37 C38 C39 118.3(8) . . ?
C34 C35 C36 120.9(7) . . ?
C36 C37 C38 122.2(9) . . ?
C37 C36 C35 118.3(9) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.858 409.2 16.0 ?
2 0.250 0.250 0.500 80.9 2.6 ?
3 0.250 0.750 1.000 80.9 2.6 ?
4 0.201 -0.001 0.105 11.2 0.0 ?
5 0.201 0.001 0.605 11.2 0.0 ?
6 0.299 0.499 0.395 11.2 0.0 ?
7 0.299 0.501 0.895 11.2 0.0 ?
8 0.500 0.000 -0.293 409.2 16.0 ?
9 0.750 0.250 1.000 80.9 2.6 ?
10 0.750 0.750 0.500 80.9 2.6 ?
11 0.701 0.499 0.105 11.2 0.0 ?
12 0.701 0.501 0.605 11.2 0.0 ?
13 0.799 -0.001 0.395 11.2 0.0 ?
14 0.799 0.001 0.895 11.2 0.0 ?


# start Validation Reply Form
_vrf_PLAT230_an209_0m_a          
;
PROBLEM: Hirshfeld Test Diff for    N1       --C5       .        7.5 s.u.  
RESPONSE: An alert is triggered due to carbon atom C5 occupancy. When we allow
free occupancy for C5 in structure refinement, the value is 0.98 (very close to 1)
 and the alert is removed in checkcif. However, we are keeping the Carbon occupancy 
at 1 to maintain the chemical composition.
;
# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
