# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

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

data_ab_aya_sp02261br_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2jb7kp
_database_code_depnum_ccdc_archive 'CCDC 2333542'
loop_
_audit_author_name
_audit_author_address
'Souvik Pal'
;IISER Bhopal
India
;
_audit_update_record             
;
2024-02-18 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_audit_creation_date             2024-02-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H19 N O4'
_chemical_formula_sum            'C17 H19 N O4'
_chemical_formula_weight         301.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     LT
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                   9.7354(2)
_cell_length_b                   15.3138(2)
_cell_length_c                   9.9359(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.393(2)
_cell_angle_gamma                90
_cell_volume                     1428.17(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13575
_cell_measurement_temperature    100.01(15)
_cell_measurement_theta_max      68.0000
_cell_measurement_theta_min      2.8180
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            20564
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.239
_diffrn_reflns_theta_min         5.447
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00 -20.00   0.50    0.22    --  -40.58 140.00  44.00  156
  2  ω    -90.00 -15.00   0.50    0.22    --  -40.58 130.00-128.00  150
  3  ω     42.00 101.00   0.50    0.22    --   40.58-140.00 -13.00  118
  4  ω     37.00  93.00   0.50    0.22    --   40.58-130.00 159.00  112
  5  ω   -150.00 -63.00   0.50    0.86    --  -82.50-140.00 -13.00  174
  6  ω   -148.00 -69.00   0.50    0.86    --  -82.50-130.00 159.00  158
  7  ω    -98.00 -20.00   0.50    0.86    --  -82.50 140.00  44.00  156
  8  ω     37.00 116.00   0.50    0.86    --   96.35-130.00 159.00  158
  9  ω     42.00 124.00   0.50    0.86    --   96.35-140.00 -13.00  164
 10  ω     84.00 164.00   0.50    0.86    --   96.35 140.00  44.00  160
 11  ω    -24.00  35.00   0.50    0.22    --  -40.58  12.00 -90.00  118
 12  ω    -31.00  30.00   0.50    0.22    --  -40.58  25.00   0.00  122
 13  ω   -107.00 -21.00   0.50    0.22    --  -40.58 -50.00 150.00  172
 14  ω    -24.00  35.00   0.50    0.22    --  -40.58  12.00 -60.00  118
 15  ω    -35.00  24.00   0.50    0.22    --   40.58 -12.00-150.00  118
 16  ω    -29.00  31.00   0.50    0.22    --   40.58 -25.00 150.00  120
 17  ω    -35.00  24.00   0.50    0.22    --   40.58 -12.00-120.00  118
 18  ω   -146.00 -78.00   0.50    0.86    --  -82.50-117.00 120.00  136
 19  ω    -47.00 -15.00   0.50    0.86    --  -82.50  42.00 120.00   64
 20  ω    -68.00 -14.00   0.50    0.86    --  -82.50  59.00-150.00  108
 21  ω    -47.00 -15.00   0.50    0.86    --  -82.50  42.00  90.00   64
 22  ω     30.00  57.00   0.50    0.86    --   96.35 -50.00 -90.00   54
 23  ω     28.00 105.00   0.50    0.86    --   96.35 -77.00-180.00  154
 24  ω     30.00  57.00   0.50    0.86    --   96.35 -50.00  30.00   54
 25  ω     30.00  57.00   0.50    0.86    --   96.35 -50.00 -30.00   54
 26  ω     83.00 164.00   0.50    0.86    --   96.35  33.00-150.00  162
 27  ω     33.00 110.00   0.50    0.86    --   96.35-117.00-150.00  154
 28  ω     71.00 170.00   0.50    0.86    --   96.35  17.00-180.00  198
 29  ω     33.00 110.00   0.50    0.86    --   96.35-117.00-180.00  154
 30  ω     29.00  83.00   0.50    0.86    --   96.35 -68.00 120.00  108
 31  ω     30.00  57.00   0.50    0.86    --   96.35 -50.00-180.00   54
 32  ω     81.00 165.00   0.50    0.86    --   96.35 145.00   0.00  168
 33  ω     28.00  68.00   0.50    0.86    --   96.35 -59.00-120.00   80
 34  ω    105.00 170.00   0.50    0.86    --   96.35  96.00  90.00  130
 35  ω    105.00 170.00   0.50    0.86    --   96.35  96.00 120.00  130
 36  ω   -108.00 -17.00   0.50    0.22    --  -40.58 -64.00  60.00  182
 37  ω   -108.00 -17.00   0.50    0.22    --  -40.58 -64.00 120.00  182
 38  ω   -109.00 -14.00   0.50    0.22    --  -40.58 -77.00  30.00  190
 39  ω   -107.00 -25.00   0.50    0.22    --  -40.58 -38.00 -60.00  164
 40  ω   -109.00 -14.00   0.50    0.22    --  -40.58 -77.00 -60.00  190
 41  ω   -109.00 -14.00   0.50    0.22    --  -40.58 -77.00-150.00  190
 42  ω   -109.00 -14.00   0.50    0.22    --  -40.58 -77.00-120.00  190
 43  ω   -108.00 -17.00   0.50    0.22    --  -40.58 -64.00 -90.00  182
 44  ω    -67.00  28.00   0.50    0.22    --  -40.58  77.00 120.00  190
 45  ω   -109.00 -14.00   0.50    0.22    --  -40.58 -77.00   0.00  190
 46  ω   -151.00 -61.00   0.50    0.86    --  -82.50 -59.00  60.00  180
 47  ω   -150.00 -58.00   0.50    0.86    --  -82.50 -68.00 -30.00  184
 48  ω   -151.00 -55.00   0.50    0.86    --  -82.50 -77.00 120.00  192
 49  ω   -150.00 -58.00   0.50    0.86    --  -82.50 -68.00  30.00  184
 50  ω     29.00  83.00   0.50    0.86    --   96.35 -68.00   0.00  108
 51  ω     72.00 164.00   0.50    0.86    --   96.35  68.00-120.00  184
 52  ω     80.00 164.00   0.50    0.86    --   96.35  42.00 -60.00  168
 53  ω     81.00 167.00   0.50    0.86    --   96.35  25.00   0.00  172
 54  ω     70.00 165.00   0.50    0.86    --   96.35  77.00 150.00  190
 55  ω     23.00 106.00   0.50    0.86    --   96.35 -96.00   0.00  166
;
_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      -0.0227941000
_diffrn_orient_matrix_UB_12      -0.0966986000
_diffrn_orient_matrix_UB_13      -0.0429180000
_diffrn_orient_matrix_UB_21      0.1009739000
_diffrn_orient_matrix_UB_22      -0.0273401000
_diffrn_orient_matrix_UB_23      0.1410377000
_diffrn_orient_matrix_UB_31      -0.1274181000
_diffrn_orient_matrix_UB_32      -0.0043854000
_diffrn_orient_matrix_UB_33      0.0643064000
_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                2347
_reflns_number_total             2597
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2597
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.057
_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)+(0.0558P)²+0.5406P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C13(H13), C2(H2)
1.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C1(H1A,H1B), C9(H9A,H9B)
1.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C15(H15), C4(H4), C3(H3)
1.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C17(H17A,H17B,H17C)
1.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.53221(10) 0.82900(6) 0.33049(9) 0.0185(2) Uani 1 1 d . . . . .
O4 O 0.50047(10) 0.82325(6) 0.60068(10) 0.0220(2) Uani 1 1 d . . . . .
O2 O 0.36500(11) 0.58637(6) -0.12589(10) 0.0235(2) Uani 1 1 d . . . . .
O1 O 0.40144(11) 0.97134(6) 0.15745(10) 0.0253(3) Uani 1 1 d . . . . .
H1 H 0.418126 0.947791 0.236504 0.038 Uiso 1 1 calc R U . . .
N1 N 0.33826(12) 0.54200(7) 0.08416(12) 0.0201(3) Uani 1 1 d . . . . .
C11 C 0.44437(14) 0.68928(9) 0.28905(13) 0.0176(3) Uani 1 1 d . . . . .
C12 C 0.47648(14) 0.75761(9) 0.38242(14) 0.0179(3) Uani 1 1 d . . . . .
C16 C 0.39081(14) 0.60052(9) 0.46361(14) 0.0194(3) Uani 1 1 d . . . . .
H16 H 0.361734 0.546272 0.493412 0.023 Uiso 1 1 calc R U . . .
C15 C 0.41838(14) 0.67057(9) 0.55719(14) 0.0199(3) Uani 1 1 d . . . . .
H15 H 0.406282 0.663405 0.648326 0.024 Uiso 1 1 calc R U . . .
C5 C 0.47017(14) 0.72026(9) 0.15299(13) 0.0172(3) Uani 1 1 d . . . . .
C10 C 0.40466(14) 0.60778(9) 0.32770(14) 0.0181(3) Uani 1 1 d . . . . .
C7 C 0.40559(14) 0.58711(8) 0.00288(14) 0.0190(3) Uani 1 1 d . . . . .
C4 C 0.33048(14) 0.75770(9) 0.06384(13) 0.0178(3) Uani 1 1 d . . . . .
H4 H 0.252099 0.718992 0.033453 0.021 Uiso 1 1 calc R U . . .
C6 C 0.52785(14) 0.64653(9) 0.07729(14) 0.0193(3) Uani 1 1 d . . . . .
H6A H 0.573836 0.671954 0.008595 0.023 Uiso 1 1 calc R U . . .
H6B H 0.600204 0.612238 0.145735 0.023 Uiso 1 1 calc R U . . .
C1 C 0.57437(14) 0.86845(9) 0.10854(14) 0.0201(3) Uani 1 1 d . . . . .
H1A H 0.604960 0.846243 0.027493 0.024 Uiso 1 1 calc R U . . .
H1B H 0.643040 0.913905 0.154871 0.024 Uiso 1 1 calc R U . . .
C3 C 0.31122(14) 0.84093(9) 0.02586(14) 0.0199(3) Uani 1 1 d . . . . .
H3 H 0.218303 0.858615 -0.024643 0.024 Uiso 1 1 calc R U . . .
C14 C 0.46345(14) 0.75087(9) 0.51814(14) 0.0186(3) Uani 1 1 d . . . . .
C13 C 0.57641(14) 0.79469(9) 0.20939(13) 0.0177(3) Uani 1 1 d . . . . .
H13 H 0.675007 0.770311 0.241563 0.021 Uiso 1 1 calc R U . . .
C9 C 0.39812(15) 0.52855(9) 0.23544(14) 0.0206(3) Uani 1 1 d . . . . .
H9A H 0.495933 0.505256 0.250850 0.025 Uiso 1 1 calc R U . . .
H9B H 0.340758 0.483181 0.266369 0.025 Uiso 1 1 calc R U . . .
C2 C 0.42651(15) 0.90897(9) 0.05741(14) 0.0208(3) Uani 1 1 d . . . . .
H2 H 0.422564 0.941115 -0.031138 0.025 Uiso 1 1 calc R U . . .
C8 C 0.20674(15) 0.49503(10) 0.01959(15) 0.0246(3) Uani 1 1 d . . . . .
H8A H 0.181458 0.504081 -0.081660 0.037 Uiso 1 1 calc R U . . .
H8B H 0.129855 0.516931 0.057148 0.037 Uiso 1 1 calc R U . . .
H8C H 0.220657 0.432539 0.039947 0.037 Uiso 1 1 calc R U . . .
C17 C 0.52111(18) 0.81153(10) 0.74706(15) 0.0288(4) Uani 1 1 d . . . . .
H17A H 0.431277 0.793195 0.765265 0.043 Uiso 1 1 calc R U . . .
H17B H 0.552457 0.866703 0.795468 0.043 Uiso 1 1 calc R U . . .
H17C H 0.593781 0.766639 0.781057 0.043 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 C12 1.3799(16) . ?
O3 C13 1.4778(15) . ?
O4 C14 1.3691(16) . ?
O4 C17 1.4257(16) . ?
O2 C7 1.2349(16) . ?
O1 H1 0.8400 . ?
O1 C2 1.4452(16) . ?
N1 C7 1.3565(18) . ?
N1 C9 1.4752(17) . ?
N1 C8 1.4603(18) . ?
C11 C12 1.3781(19) . ?
C11 C5 1.5152(18) . ?
C11 C10 1.3905(19) . ?
C12 C14 1.3915(19) . ?
C16 H16 0.9500 . ?
C16 C15 1.3982(19) . ?
C16 C10 1.3967(19) . ?
C15 H15 0.9500 . ?
C15 C14 1.3947(19) . ?
C5 C4 1.5242(17) . ?
C5 C6 1.5428(18) . ?
C5 C13 1.5412(18) . ?
C10 C9 1.5118(18) . ?
C7 C6 1.5246(19) . ?
C4 H4 0.9500 . ?
C4 C3 1.3283(19) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C13 1.5065(18) . ?
C1 C2 1.5255(19) . ?
C3 H3 0.9500 . ?
C3 C2 1.5023(19) . ?
C13 H13 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C2 H2 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
C12 O3 C13 104.55(9) . . ?
C14 O4 C17 116.91(11) . . ?
C2 O1 H1 109.5 . . ?
C7 N1 C9 123.72(11) . . ?
C7 N1 C8 119.68(11) . . ?
C8 N1 C9 116.23(11) . . ?
C12 C11 C5 107.53(11) . . ?
C12 C11 C10 121.71(12) . . ?
C10 C11 C5 130.66(12) . . ?
O3 C12 C14 124.56(12) . . ?
C11 C12 O3 113.03(11) . . ?
C11 C12 C14 122.23(12) . . ?
C15 C16 H16 119.0 . . ?
C10 C16 H16 119.0 . . ?
C10 C16 C15 122.08(13) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 C16 120.69(12) . . ?
C14 C15 H15 119.7 . . ?
C11 C5 C4 107.62(10) . . ?
C11 C5 C6 111.95(11) . . ?
C11 C5 C13 99.29(10) . . ?
C4 C5 C6 112.09(10) . . ?
C4 C5 C13 110.02(11) . . ?
C13 C5 C6 114.99(11) . . ?
C11 C10 C16 116.34(12) . . ?
C11 C10 C9 121.53(12) . . ?
C16 C10 C9 121.54(12) . . ?
O2 C7 N1 122.68(13) . . ?
O2 C7 C6 120.13(12) . . ?
N1 C7 C6 116.98(11) . . ?
C5 C4 H4 117.9 . . ?
C3 C4 C5 124.25(12) . . ?
C3 C4 H4 117.9 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
C7 C6 C5 109.57(11) . . ?
C7 C6 H6A 109.8 . . ?
C7 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
H1A C1 H1B 107.9 . . ?
C13 C1 H1A 109.3 . . ?
C13 C1 H1B 109.3 . . ?
C13 C1 C2 111.79(11) . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
C4 C3 H3 117.8 . . ?
C4 C3 C2 124.40(12) . . ?
C2 C3 H3 117.8 . . ?
O4 C14 C12 116.31(12) . . ?
O4 C14 C15 126.83(12) . . ?
C12 C14 C15 116.83(12) . . ?
O3 C13 C5 104.27(10) . . ?
O3 C13 C1 108.65(10) . . ?
O3 C13 H13 109.6 . . ?
C5 C13 H13 109.6 . . ?
C1 C13 C5 115.06(11) . . ?
C1 C13 H13 109.6 . . ?
N1 C9 C10 116.58(11) . . ?
N1 C9 H9A 108.1 . . ?
N1 C9 H9B 108.1 . . ?
C10 C9 H9A 108.1 . . ?
C10 C9 H9B 108.1 . . ?
H9A C9 H9B 107.3 . . ?
O1 C2 C1 110.89(11) . . ?
O1 C2 C3 110.41(11) . . ?
O1 C2 H2 107.8 . . ?
C1 C2 H2 107.8 . . ?
C3 C2 C1 111.96(11) . . ?
C3 C2 H2 107.8 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C17 H17A 109.5 . . ?
O4 C17 H17B 109.5 . . ?
O4 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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 C12 C14 O4 4.52(19) . . . . ?
O3 C12 C14 C15 -173.59(12) . . . . ?
O2 C7 C6 C5 110.54(14) . . . . ?
N1 C7 C6 C5 -64.20(15) . . . . ?
C11 C12 C14 O4 179.23(12) . . . . ?
C11 C12 C14 C15 1.1(2) . . . . ?
C11 C5 C4 C3 115.50(14) . . . . ?
C11 C5 C6 C7 78.62(13) . . . . ?
C11 C5 C13 O3 -32.35(12) . . . . ?
C11 C5 C13 C1 -151.24(11) . . . . ?
C11 C10 C9 N1 -40.79(18) . . . . ?
C12 O3 C13 C5 30.96(12) . . . . ?
C12 O3 C13 C1 154.13(10) . . . . ?
C12 C11 C5 C4 -91.42(12) . . . . ?
C12 C11 C5 C6 144.99(11) . . . . ?
C12 C11 C5 C13 23.15(13) . . . . ?
C12 C11 C10 C16 3.73(19) . . . . ?
C12 C11 C10 C9 -167.59(12) . . . . ?
C16 C15 C14 O4 -176.70(13) . . . . ?
C16 C15 C14 C12 1.19(19) . . . . ?
C16 C10 C9 N1 148.34(13) . . . . ?
C15 C16 C10 C11 -1.4(2) . . . . ?
C15 C16 C10 C9 169.90(13) . . . . ?
C5 C11 C12 O3 -5.04(15) . . . . ?
C5 C11 C12 C14 179.69(12) . . . . ?
C5 C11 C10 C16 179.44(13) . . . . ?
C5 C11 C10 C9 8.1(2) . . . . ?
C5 C4 C3 C2 4.1(2) . . . . ?
C10 C11 C12 O3 171.55(11) . . . . ?
C10 C11 C12 C14 -3.7(2) . . . . ?
C10 C11 C5 C4 92.41(16) . . . . ?
C10 C11 C5 C6 -31.18(19) . . . . ?
C10 C11 C5 C13 -153.02(14) . . . . ?
C10 C16 C15 C14 -1.0(2) . . . . ?
C7 N1 C9 C10 70.75(17) . . . . ?
C4 C5 C6 C7 -42.42(14) . . . . ?
C4 C5 C13 O3 80.35(12) . . . . ?
C4 C5 C13 C1 -38.54(15) . . . . ?
C4 C3 C2 O1 -111.12(15) . . . . ?
C4 C3 C2 C1 12.95(19) . . . . ?
C6 C5 C4 C3 -120.99(14) . . . . ?
C6 C5 C13 O3 -151.96(10) . . . . ?
C6 C5 C13 C1 89.15(14) . . . . ?
C13 O3 C12 C11 -16.69(14) . . . . ?
C13 O3 C12 C14 158.44(12) . . . . ?
C13 C5 C4 C3 8.29(17) . . . . ?
C13 C5 C6 C7 -169.05(11) . . . . ?
C13 C1 C2 O1 82.08(13) . . . . ?
C13 C1 C2 C3 -41.72(15) . . . . ?
C9 N1 C7 O2 168.44(12) . . . . ?
C9 N1 C7 C6 -16.97(18) . . . . ?
C2 C1 C13 O3 -59.60(14) . . . . ?
C2 C1 C13 C5 56.82(15) . . . . ?
C8 N1 C7 O2 -4.3(2) . . . . ?
C8 N1 C7 C6 170.27(11) . . . . ?
C8 N1 C9 C10 -116.26(13) . . . . ?
C17 O4 C14 C12 -165.24(12) . . . . ?
C17 O4 C14 C15 12.7(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 2.769
_oxdiff_exptl_absorpt_empirical_full_min 0.579
####################################################################### 
# 
# 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_ab_aya_sp02336r_souvik
_audit_block_doi                 10.5517/ccdc.csd.cc2l1910
_database_code_depnum_ccdc_archive 'CCDC 2384521'
loop_
_audit_author_name
_audit_author_address
'Souvik Pal'
;IISER Bhopal
India
;
_audit_update_record             
;
2024-09-16 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_audit_creation_date             2024-09-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H21 I O5'
_chemical_formula_sum            'C18 H21 I O5'
_chemical_formula_weight         444.25
_chemical_absolute_configuration 9S
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O I'
_chemical_oxdiff_usercomment     '100 K'
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'
I I -0.3257 6.8362 '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 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.1948(3)
_cell_length_b                   4.76050(10)
_cell_length_c                   14.5444(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.504(3)
_cell_angle_gamma                90
_cell_volume                     891.92(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6712
_cell_measurement_temperature    99.98(11)
_cell_measurement_theta_max      67.9500
_cell_measurement_theta_min      3.1070
_shelx_estimated_absorpt_T_max   0.598
_shelx_estimated_absorpt_T_min   0.048
_exptl_absorpt_coefficient_mu    14.318
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             444
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -1 0.0172
-1 0 1 0.0442
0 2 1 0.2365
-7 0 7 0.0448
-5 0 9 0.0383
-4 0 9 0.0307
-2 0 9 0.0381
0 0 9 0.0324
-1 0 -9 0.0076
1 0 9 0.0343
3 0 8 0.0345
1 3 0 0.2307
-1 -3 0 0.2898
-8 0 5 0.0388

_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0021 0.0001 -0.9997 0.0308 0.1388 0.0174
-1.0021 -0.0001 0.9997 -0.0308 -0.1388 -0.0174
0.0070 2.0019 0.9964 -0.0081 -0.1430 0.6411
-6.5605 -0.2842 7.4300 -0.1258 -0.9710 -0.2035
-5.2382 -0.0122 8.5407 0.0798 -0.9927 -0.0904
-3.7585 -0.1782 9.1612 0.2838 -0.9520 -0.1150
-1.9502 0.1034 9.4334 0.4783 -0.8782 0.0091
-0.1968 0.0016 9.2607 0.6504 -0.7595 0.0091
-0.6881 0.0491 -9.0214 -0.7262 0.6874 -0.0091
0.6881 -0.0491 9.0214 0.7262 -0.6874 0.0091
2.5552 0.1907 8.1687 0.8470 -0.5180 0.1195
1.4210 3.0434 0.1312 0.0327 -0.0240 0.9992
-1.4654 -3.0404 -0.1364 -0.0378 0.0218 -0.9990
-7.9232 -0.2009 5.3404 -0.4208 -0.8837 -0.2050

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9822
_diffrn_reflns_point_group_measured_fraction_full 0.839
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.022
_diffrn_reflns_theta_min         3.112
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  24.00   0.50    0.20    --   40.46 -12.00-180.00  118
  2  ω     29.00  83.00   0.50    0.34    --   96.35 -68.00-180.00  108
  3  ω     29.00  83.00   0.50    0.34    --   96.35 -68.00 -60.00  108
  4  ω     28.00  68.00   0.50    0.34    --   96.35 -59.00-120.00   80
  5  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00 -60.00   54
  6  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00-180.00   54
  7  ω    -35.00  24.00   0.50    0.20    --   40.46 -12.00 -47.00  118
  8  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00 -30.00   54
  9  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00   0.00   54
 10  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00  60.00   54
 11  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00  90.00   54
 12  ω     28.00  68.00   0.50    0.34    --   96.35 -59.00 120.00   80
 13  ω     81.00 165.00   0.50    0.34    --   96.35 145.00  60.00  168
 14  ω     30.00  57.00   0.50    0.34    --   96.35 -50.00-150.00   54
 15  ω     23.00 106.00   0.50    0.34    --   96.35 -96.00-120.00  166
 16  ω     18.00  78.00   0.50    0.20    --   40.46-104.00  60.00  120
 17  ω     44.00 127.00   0.50    0.34    --   96.35-145.00  60.00  166
 18  ω     23.00 106.00   0.50    0.34    --   96.35 -96.00  90.00  166
 19  ω     60.00 172.00   0.50    0.34    --   96.35  12.00 124.00  224
 20  ω     81.00 167.00   0.50    0.34    --   96.35  25.00  30.00  172
 21  ω     75.00 165.00   0.50    0.34    --   96.35  59.00 150.00  180
 22  ω     71.00 170.00   0.50    0.34    --   96.35  17.00 -30.00  198
 23  ω     81.00 167.00   0.50    0.34    --   96.35  25.00-150.00  172
 24  ω     75.00 165.00   0.50    0.34    --   96.35  59.00-120.00  180
 25  ω     70.00 165.00   0.50    0.34    --   96.35  77.00 -60.00  190
 26  ω     14.00 109.00   0.50    0.20    --   40.46  77.00 120.00  190
 27  ω      4.00 116.00   0.50    0.20    --   40.46  12.00 124.00  224
 28  ω     14.00 109.00   0.50    0.20    --   40.46  77.00  90.00  190
 29  ω     14.00 109.00   0.50    0.20    --   40.46  77.00  30.00  190
 30  ω     17.00 108.00   0.50    0.20    --   40.46  64.00-150.00  182
 31  ω    -64.00  27.00   0.50    0.20    --  -40.46  64.00  60.00  182
 32  ω    -24.00  35.00   0.50    0.20    --  -40.46  12.00 124.00  118
 33  ω    -57.00  26.00   0.50    0.20    --  -40.46  50.00 -30.00  166
 34  ω    -24.00  35.00   0.50    0.20    --  -40.46  12.00 -60.00  118
 35  ω    -57.00  26.00   0.50    0.20    --  -40.46  50.00-120.00  166
 36  ω   -158.00 -48.00   0.50    0.34    --  -82.50 -12.00 -47.00  220
 37  ω   -109.00 -13.00   0.50    0.20    --  -40.46 -77.00 -30.00  192
 38  ω   -109.00 -13.00   0.50    0.20    --  -40.46 -77.00-120.00  192
 39  ω   -108.00 -17.00   0.50    0.20    --  -40.46 -64.00 -90.00  182
 40  ω   -107.00 -21.00   0.50    0.20    --  -40.46 -50.00-180.00  172
 41  ω    -47.00 -15.00   0.50    0.34    --  -82.50  42.00-120.00   64
 42  ω   -116.00  -6.00   0.50    0.20    --  -40.46 -12.00 -47.00  220
 43  ω    -80.00  -9.00   0.50    0.34    --  -82.50  96.00 120.00  142
;
_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      0.1029573000
_diffrn_orient_matrix_UB_12      -0.0404362000
_diffrn_orient_matrix_UB_13      0.0724297000
_diffrn_orient_matrix_UB_21      0.0578775000
_diffrn_orient_matrix_UB_22      -0.0314266000
_diffrn_orient_matrix_UB_23      -0.0807797000
_diffrn_orient_matrix_UB_31      0.0186705000
_diffrn_orient_matrix_UB_32      0.3195334000
_diffrn_orient_matrix_UB_33      0.0013240000
_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         0.487
_reflns_Friedel_fraction_full    0.633
_reflns_Friedel_fraction_max     0.630
_reflns_number_gt                2575
_reflns_number_total             2723
_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 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.935
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 
;
 Flack x determined using 811 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2723
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.079
_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)+(0.0444P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.0774
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C9(H9)
1.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C13(H13A,H13B), C14(H14A,H14B), C12(H12A,H12B), C17(H17A,H17B)
1.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C4(H4), C8(H8), C3(H3)
1.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C18(H18A,H18B,H18C)
;
_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
I1 I 0.38391(2) 0.51760(13) 0.49439(2) 0.02513(14) Uani 1 1 d . . . . .
O3 O 0.3107(3) 0.4289(10) 0.6815(3) 0.0229(11) Uani 1 1 d . . . . .
O2 O 0.1452(4) -0.015(2) 0.2898(3) 0.0478(19) Uani 1 1 d . . . . .
C11 C 0.5001(4) 0.507(3) 0.8839(4) 0.0273(14) Uani 1 1 d . . . . .
H11 H 0.513350 0.620351 0.938971 0.033 Uiso 1 1 calc R U . . .
C4 C 0.0973(4) -0.0342(16) 0.5653(4) 0.027(2) Uani 1 1 d . . . . .
H4 H 0.042617 -0.143644 0.579917 0.033 Uiso 1 1 calc R U . . .
C1 C 0.2590(5) 0.2757(16) 0.5213(5) 0.0239(15) Uani 1 1 d . . . . .
C2 C 0.1927(5) 0.1252(15) 0.4498(4) 0.0247(16) Uani 1 1 d . . . . .
C15 C 0.3132(5) 0.5943(14) 0.8747(4) 0.025(2) Uani 1 1 d . . . . .
H15A H 0.262267 0.663206 0.819014 0.030 Uiso 1 1 calc R U . . .
H15B H 0.340425 0.759745 0.913529 0.030 Uiso 1 1 calc R U . . .
C8 C 0.2021(5) 0.1169(17) 0.3510(5) 0.035(2) Uani 1 1 d . . . . .
H8 H 0.256512 0.222116 0.334144 0.041 Uiso 1 1 calc R U . . .
C6 C 0.2467(5) 0.2751(15) 0.6141(5) 0.0239(15) Uani 1 1 d . . . . .
C13 C 0.5598(5) 0.3130(18) 0.7453(5) 0.0290(17) Uani 1 1 d . . . . .
H13A H 0.618039 0.215631 0.725721 0.035 Uiso 1 1 calc R U . . .
H13B H 0.543176 0.484536 0.706444 0.035 Uiso 1 1 calc R U . . .
C9 C 0.3734(5) 0.2603(15) 0.7598(4) 0.0214(15) Uani 1 1 d . . . . .
H9 H 0.327962 0.109448 0.776731 0.026 Uiso 1 1 calc R U . . .
C14 C 0.4650(5) 0.1202(15) 0.7298(5) 0.0247(16) Uani 1 1 d . . . . .
H14A H 0.444714 0.069130 0.662342 0.030 Uiso 1 1 calc R U . . .
H14B H 0.483269 -0.054846 0.766396 0.030 Uiso 1 1 calc R U . . .
C5 C 0.1618(5) 0.1248(15) 0.6347(5) 0.0243(16) Uani 1 1 d . . . . .
C7 C 0.0681(4) -0.009(3) 0.7516(5) 0.036(2) Uani 1 1 d . . . . .
H7A H 0.000665 0.069059 0.720404 0.054 Uiso 1 1 calc R U . . .
H7B H 0.075534 0.001116 0.820052 0.054 Uiso 1 1 calc R U . . .
H7C H 0.072371 -0.205402 0.732655 0.054 Uiso 1 1 calc R U . . .
C10 C 0.4015(5) 0.4567(15) 0.8417(4) 0.0243(19) Uani 1 1 d . . . . .
O1 O 0.1494(3) 0.1493(11) 0.7249(3) 0.0305(12) Uani 1 1 d . . . . .
C12 C 0.5914(5) 0.3929(19) 0.8490(5) 0.0342(19) Uani 1 1 d . . . . .
H12A H 0.619284 0.225468 0.886417 0.041 Uiso 1 1 calc R U . . .
H12B H 0.646938 0.536444 0.857537 0.041 Uiso 1 1 calc R U . . .
C3 C 0.1143(5) -0.0297(17) 0.4751(5) 0.027(2) Uani 1 1 d . . . . .
H3 H 0.070053 -0.138058 0.428020 0.032 Uiso 1 1 calc R U . . .
C16 C 0.2575(5) 0.4080(16) 0.9312(4) 0.0233(15) Uani 1 1 d . . . . .
O5 O 0.1658(3) 0.5246(18) 0.9385(3) 0.0287(9) Uani 1 1 d . . . . .
C17 C 0.1100(5) 0.3700(19) 0.9988(5) 0.0319(18) Uani 1 1 d . . . . .
H17A H 0.122728 0.166151 0.993783 0.038 Uiso 1 1 calc R U . . .
H17B H 0.034565 0.403714 0.977542 0.038 Uiso 1 1 calc R U . . .
C18 C 0.1454(5) 0.462(2) 1.1003(5) 0.044(3) Uani 1 1 d . . . . .
H18A H 0.135321 0.665132 1.104864 0.066 Uiso 1 1 calc R U . . .
H18B H 0.219110 0.416966 1.122635 0.066 Uiso 1 1 calc R U . . .
H18C H 0.104674 0.363671 1.139269 0.066 Uiso 1 1 calc R U . . .
O4 O 0.2894(3) 0.1911(11) 0.9678(3) 0.0267(11) Uani 1 1 d . . . . .


_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
I1 C1 2.116(7) . ?
O3 C6 1.361(8) . ?
O3 C9 1.490(7) . ?
O2 C8 1.209(9) . ?
C11 H11 0.9500 . ?
C11 C10 1.334(8) . ?
C11 C12 1.507(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(9) . ?
C4 C3 1.379(9) . ?
C1 C2 1.402(9) . ?
C1 C6 1.394(9) . ?
C2 C8 1.469(9) . ?
C2 C3 1.384(10) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C10 1.504(9) . ?
C15 C16 1.504(9) . ?
C8 H8 0.9500 . ?
C6 C5 1.415(9) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.528(10) . ?
C13 C12 1.524(9) . ?
C9 H9 1.0000 . ?
C9 C14 1.524(9) . ?
C9 C10 1.496(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C5 O1 1.362(8) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 O1 1.432(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C3 H3 0.9500 . ?
C16 O5 1.356(8) . ?
C16 O4 1.195(8) . ?
O5 C17 1.460(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.514(10) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C6 O3 C9 114.6(5) . . ?
C10 C11 H11 118.3 . . ?
C10 C11 C12 123.4(7) . . ?
C12 C11 H11 118.3 . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.7(6) . . ?
C2 C1 I1 121.8(5) . . ?
C6 C1 I1 116.0(5) . . ?
C6 C1 C2 122.2(6) . . ?
C1 C2 C8 124.7(6) . . ?
C3 C2 C1 117.2(6) . . ?
C3 C2 C8 118.2(6) . . ?
H15A C15 H15B 107.5 . . ?
C10 C15 H15A 108.5 . . ?
C10 C15 H15B 108.5 . . ?
C10 C15 C16 114.9(6) . . ?
C16 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
O2 C8 C2 124.4(7) . . ?
O2 C8 H8 117.8 . . ?
C2 C8 H8 117.8 . . ?
O3 C6 C1 120.8(6) . . ?
O3 C6 C5 121.1(6) . . ?
C1 C6 C5 118.0(6) . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
C12 C13 C14 109.6(6) . . ?
O3 C9 H9 108.1 . . ?
O3 C9 C14 111.1(5) . . ?
O3 C9 C10 105.8(5) . . ?
C14 C9 H9 108.1 . . ?
C10 C9 H9 108.1 . . ?
C10 C9 C14 115.2(5) . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C9 C14 C13 111.7(6) . . ?
C9 C14 H14A 109.3 . . ?
C9 C14 H14B 109.3 . . ?
H14A C14 H14B 107.9 . . ?
C4 C5 C6 120.6(6) . . ?
O1 C5 C4 124.2(6) . . ?
O1 C5 C6 115.2(6) . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
C11 C10 C15 121.3(6) . . ?
C11 C10 C9 121.8(7) . . ?
C9 C10 C15 116.8(5) . . ?
C5 O1 C7 118.0(6) . . ?
C11 C12 C13 110.9(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.0 . . ?
C4 C3 C2 123.2(6) . . ?
C4 C3 H3 118.4 . . ?
C2 C3 H3 118.4 . . ?
O5 C16 C15 110.5(6) . . ?
O4 C16 C15 125.9(6) . . ?
O4 C16 O5 123.5(7) . . ?
C16 O5 C17 114.5(7) . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
O5 C17 C18 110.5(7) . . ?
H17A C17 H17B 108.1 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
I1 C1 C2 C8 0.3(10) . . . . ?
I1 C1 C2 C3 179.1(5) . . . . ?
I1 C1 C6 O3 1.7(8) . . . . ?
I1 C1 C6 C5 177.6(5) . . . . ?
O3 C6 C5 C4 -179.4(6) . . . . ?
O3 C6 C5 O1 0.6(10) . . . . ?
O3 C9 C14 C13 87.2(6) . . . . ?
O3 C9 C10 C11 -122.3(8) . . . . ?
O3 C9 C10 C15 58.1(7) . . . . ?
C4 C5 O1 C7 3.1(10) . . . . ?
C1 C2 C8 O2 179.4(8) . . . . ?
C1 C2 C3 C4 2.1(11) . . . . ?
C1 C6 C5 C4 4.7(10) . . . . ?
C1 C6 C5 O1 -175.3(6) . . . . ?
C2 C1 C6 O3 -178.3(6) . . . . ?
C2 C1 C6 C5 -2.4(10) . . . . ?
C15 C16 O5 C17 -175.2(5) . . . . ?
C8 C2 C3 C4 -179.0(7) . . . . ?
C6 O3 C9 C14 77.4(7) . . . . ?
C6 O3 C9 C10 -156.8(5) . . . . ?
C6 C1 C2 C8 -179.7(7) . . . . ?
C6 C1 C2 C3 -0.9(10) . . . . ?
C6 C5 O1 C7 -176.9(7) . . . . ?
C9 O3 C6 C1 -118.0(6) . . . . ?
C9 O3 C6 C5 66.2(8) . . . . ?
C14 C13 C12 C11 -51.9(9) . . . . ?
C14 C9 C10 C11 0.9(10) . . . . ?
C14 C9 C10 C15 -178.7(6) . . . . ?
C5 C4 C3 C2 0.1(11) . . . . ?
C10 C11 C12 C13 21.0(13) . . . . ?
C10 C15 C16 O5 -165.4(5) . . . . ?
C10 C15 C16 O4 16.8(9) . . . . ?
C10 C9 C14 C13 -33.2(8) . . . . ?
C12 C11 C10 C15 -175.0(7) . . . . ?
C12 C11 C10 C9 5.4(13) . . . . ?
C12 C13 C14 C9 58.9(8) . . . . ?
C3 C4 C5 C6 -3.6(10) . . . . ?
C3 C4 C5 O1 176.4(6) . . . . ?
C3 C2 C8 O2 0.6(12) . . . . ?
C16 C15 C10 C11 -103.2(8) . . . . ?
C16 C15 C10 C9 76.4(7) . . . . ?
C16 O5 C17 C18 87.1(8) . . . . ?
O4 C16 O5 C17 2.7(9) . . . . ?

_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 3.693
_oxdiff_exptl_absorpt_empirical_full_min 0.518
####################################################################### 
# 
# 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_ab_sp_dhnpv_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2kbwd6
_database_code_depnum_ccdc_archive 'CCDC 2363948'
loop_
_audit_author_name
_audit_author_address
'SOUVIK PAL'
;IISER Bhopal
India
;
_audit_update_record             
;
2024-06-19 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_audit_creation_date             2024-06-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H32 N2 O5, C3 H8 O'
_chemical_formula_sum            'C36 H40 N2 O6'
_chemical_formula_weight         596.70
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.5497(2)
_cell_length_b                   13.3748(3)
_cell_length_c                   19.9348(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.134(2)
_cell_angle_gamma                90
_cell_volume                     3021.47(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19900
_cell_measurement_temperature    100.00(16)
_cell_measurement_theta_max      67.5660
_cell_measurement_theta_min      3.8850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52797
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            43284
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.329
_diffrn_reflns_theta_min         3.901
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -111.00 -30.00   0.50    2.94    --  -40.83 160.00-177.00  162
  2  ω    -84.00  -7.00   0.50    2.94    --  -40.83 118.00  30.00  154
  3  ω   -110.00 -49.00   0.50    2.94    --  -40.83-160.00 152.00  122
  4  ω     51.00 113.00   0.50    2.94    --   40.83-160.00 152.00  124
  5  ω     51.00 113.00   0.50    2.94    --   40.83-160.00 152.00  124
  6  ω   -143.00 -49.00   0.50   11.74    --  -82.50-160.00 152.00  188
  7  ω   -143.00 -49.00   0.50   11.74    --  -82.50-160.00 152.00  188
  8  ω   -146.00 -77.00   0.50   11.74    --  -82.50-118.00 -55.00  138
  9  ω     33.00 110.00   0.50   11.74    --   96.35-118.00 -55.00  154
 10  ω     71.00 159.00   0.50   11.74    --   96.35 160.00-177.00  176
 11  ω     51.00 136.00   0.50   11.74    --   96.35-160.00 152.00  170
 12  ω     51.00 136.00   0.50   11.74    --   96.35-160.00 152.00  170
 13  ω   -108.00 -63.00   0.50    2.94    --  -40.83-139.00 -90.00   90
 14  ω    -28.00  31.00   0.50    2.94    --  -40.83  21.00 -60.00  118
 15  ω    -37.00  27.00   0.50    2.94    --  -40.83  32.00  30.00  128
 16  ω   -108.00 -63.00   0.50    2.94    --  -40.83-139.00 -30.00   90
 17  ω     17.00 110.00   0.50    2.94    --   40.83  66.00-150.00  186
 18  ω    -35.00  24.00   0.50    2.94    --   40.83 -11.00 -60.00  118
 19  ω     17.00 110.00   0.50    2.94    --   40.83  66.00  30.00  186
 20  ω     18.00  78.00   0.50    2.94    --   40.83-104.00-150.00  120
 21  ω     17.00 110.00   0.50    2.94    --   40.83  66.00  30.00  186
 22  ω     17.00 110.00   0.50    2.94    --   40.83  66.00-150.00  186
 23  ω     29.00  84.00   0.50    2.94    --   40.83-118.00 -55.00  110
 24  ω   -150.00 -66.00   0.50   11.74    --  -82.50 -42.00-150.00  168
 25  ω    -85.00 -19.00   0.50   11.74    --  -82.50 118.00  30.00  132
 26  ω    -47.00 -15.00   0.50   11.74    --  -82.50  42.00   0.00   64
 27  ω    -47.00 -15.00   0.50   11.74    --  -82.50  42.00  60.00   64
 28  ω    105.00 170.00   0.50   11.74    --   96.35  96.00 -30.00  130
 29  ω     33.00 110.00   0.50   11.74    --   96.35-117.00 120.00  154
 30  ω     29.00  83.00   0.50   11.74    --   96.35 -68.00 -60.00  108
 31  ω     75.00 165.00   0.50   11.74    --   96.35  59.00-150.00  180
 32  ω     75.00 165.00   0.50   11.74    --   96.35  59.00-150.00  180
 33  ω     23.00 106.00   0.50   11.74    --   96.35 -96.00 120.00  166
 34  ω     28.00  68.00   0.50   11.74    --   96.35 -59.00 -30.00   80
 35  ω     23.00 106.00   0.50   11.74    --   96.35 -96.00 120.00  166
 36  ω     83.00 164.00   0.50   11.74    --   96.35  33.00 150.00  162
 37  ω     30.00  57.00   0.50   11.74    --   96.35 -50.00 120.00   54
 38  ω     44.00 127.00   0.50   11.74    --   96.35-145.00 -60.00  166
 39  ω     30.00  57.00   0.50   11.74    --   96.35 -50.00   0.00   54
 40  ω     33.00 110.00   0.50   11.74    --   96.35-117.00 -30.00  154
 41  ω     30.00  57.00   0.50   11.74    --   96.35 -50.00-180.00   54
 42  ω     99.00 160.00   0.50   11.74    --   96.35 117.00 -60.00  122
 43  ω    105.00 170.00   0.50   11.74    --   96.35  96.00 -90.00  130
 44  ω    105.00 170.00   0.50   11.74    --   96.35  96.00-120.00  130
 45  ω     99.00 160.00   0.50   11.74    --   96.35 118.00  30.00  122
 46  ω   -109.00 -14.00   0.50    2.94    --  -40.83 -77.00  90.00  190
 47  ω    -28.00  31.00   0.50    2.94    --  -40.83  21.00-120.00  118
 48  ω   -109.00 -14.00   0.50    2.94    --  -40.83 -77.00 -30.00  190
 49  ω   -109.00 -14.00   0.50    2.94    --  -40.83 -77.00 150.00  190
 50  ω   -109.00 -14.00   0.50    2.94    --  -40.83 -77.00  30.00  190
 51  ω   -108.00 -63.00   0.50    2.94    --  -40.83-139.00  30.00   90
 52  ω     28.00 109.00   0.50    2.94    --   40.83  32.00 -30.00  162
 53  ω     14.00 110.00   0.50    2.94    --   40.83  77.00 -30.00  192
 54  ω     17.00 110.00   0.50    2.94    --   40.83  66.00 150.00  186
 55  ω     17.00 110.00   0.50    2.94    --   40.83  66.00-120.00  186
 56  ω     14.00 110.00   0.50    2.94    --   40.83  77.00 -90.00  192
 57  ω     24.00 108.00   0.50    2.94    --   40.83  43.00 120.00  168
 58  ω     77.00 162.00   0.50   11.74    --   96.35  50.00  90.00  170
 59  ω     83.00 164.00   0.50   11.74    --   96.35  33.00  30.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4506
_reflns_number_total             5477
_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 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5477
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.046
_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)+(0.0829P)²+1.8346P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1595
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C00M(H00M), C00Y(H00Y), C016(H016)
1.b Secondary CH2 refined with riding coordinates:
 C00Q(H00B,H00C), C00T(H00D,H00E), C00U(H00F,H00G), C00V(H00H,H00I), C00W(H00J,
 H00L), C015(H01G,H01H)
1.c Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00K(H00K), C00N(H00N), C00O(H00O), C00P(H00P), C00R(H00R),
 C00S(H00S), C00Z(H00Z), C010(H010), C013(H013), C014(H014)
1.d Idealised Me refined as rotating group:
 C011(H01A,H01B,H01C), C012(H01D,H01E,H01F), C017(H01I,H01J,H01K), C018(H01L,
 H01M,H01N)
1.e Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.50732(12) 0.68609(11) 0.49690(7) 0.0340(3) Uani 1 1 d . . . . .
O002 O 0.40467(13) 0.68191(12) 0.35968(8) 0.0385(4) Uani 1 1 d . . . . .
O003 O 1.01078(14) 0.04688(12) 0.38904(8) 0.0420(4) Uani 1 1 d . . . . .
O004 O 0.55442(15) 0.88332(13) 0.55681(9) 0.0455(4) Uani 1 1 d . . . . .
H004 H 0.525670 0.850445 0.521624 0.068 Uiso 1 1 calc R U . . .
O005 O 0.85693(15) 0.13498(13) 0.32346(8) 0.0473(4) Uani 1 1 d . . . . .
N006 N 0.86276(15) 0.43535(14) 0.52713(10) 0.0378(4) Uani 1 1 d . . . . .
N007 N 0.81121(17) 0.11899(14) 0.63930(10) 0.0394(4) Uani 1 1 d . . . . .
O008 O 0.48622(19) 0.98996(15) 0.66199(10) 0.0621(5) Uani 1 1 d . . . . .
H008 H 0.486(3) 0.949(2) 0.6100(17) 0.074 Uiso 1 1 d . U . . .
C009 C 0.55801(17) 0.63590(16) 0.44947(11) 0.0316(5) Uani 1 1 d . . . . .
C00A C 0.77213(18) 0.71030(17) 0.55883(11) 0.0349(5) Uani 1 1 d . . . . .
H00A H 0.847645 0.703652 0.547069 0.042 Uiso 1 1 calc R U . . .
C00B C 0.66429(17) 0.59065(16) 0.47724(11) 0.0313(5) Uani 1 1 d . . . . .
C00C C 0.69331(17) 0.61839(16) 0.55241(11) 0.0323(5) Uani 1 1 d . . . . .
C00D C 0.94189(18) 0.20593(16) 0.52799(11) 0.0344(5) Uani 1 1 d . . . . .
C00E C 0.72744(17) 0.53737(16) 0.43587(11) 0.0331(5) Uani 1 1 d . . . . .
C00F C 0.96615(18) 0.11511(17) 0.42918(11) 0.0347(5) Uani 1 1 d . . . . .
C00G C 0.50900(18) 0.63190(16) 0.38029(11) 0.0333(5) Uani 1 1 d . . . . .
C00H C 0.97686(19) 0.21855(16) 0.60391(11) 0.0348(5) Uani 1 1 d . . . . .
C00I C 0.87494(19) 0.16802(18) 0.39009(11) 0.0363(5) Uani 1 1 d . . . . .
C00J C 0.85057(18) 0.26177(17) 0.48815(11) 0.0354(5) Uani 1 1 d . . . . .
C00K C 1.00147(18) 0.13191(17) 0.49769(11) 0.0347(5) Uani 1 1 d . . . . .
H00K H 1.064319 0.094756 0.524043 0.042 Uiso 1 1 calc R U . . .
C00L C 0.91448(19) 0.17511(17) 0.65062(12) 0.0372(5) Uani 1 1 d . . . . .
C00M C 0.56873(18) 0.64701(17) 0.56325(11) 0.0342(5) Uani 1 1 d . . . . .
H00M H 0.527229 0.585621 0.574827 0.041 Uiso 1 1 calc R U . . .
C00N C 0.56918(19) 0.57660(17) 0.33884(11) 0.0365(5) Uani 1 1 d . . . . .
H00N H 0.537589 0.570228 0.291367 0.044 Uiso 1 1 calc R U . . .
C00O C 0.81644(19) 0.24199(17) 0.41793(12) 0.0385(5) Uani 1 1 d . . . . .
H00O H 0.754543 0.278758 0.390399 0.046 Uiso 1 1 calc R U . . .
C00P C 1.0799(2) 0.26908(18) 0.63233(12) 0.0413(5) Uani 1 1 d . . . . .
H00P H 1.124792 0.299692 0.602730 0.050 Uiso 1 1 calc R U . . .
C00Q C 0.74610(19) 0.53423(17) 0.60129(11) 0.0375(5) Uani 1 1 d . . . . .
H00B H 0.688345 0.478791 0.597019 0.045 Uiso 1 1 calc R U . . .
H00C H 0.757136 0.559699 0.648729 0.045 Uiso 1 1 calc R U . . .
C00R C 0.67624(19) 0.53035(17) 0.36700(11) 0.0369(5) Uani 1 1 d . . . . .
H00R H 0.715543 0.492560 0.337799 0.044 Uiso 1 1 calc R U . . .
C00S C 0.74256(19) 0.79882(18) 0.57968(11) 0.0389(5) Uani 1 1 d . . . . .
H00S H 0.796035 0.852631 0.579075 0.047 Uiso 1 1 calc R U . . .
C00T C 0.84892(18) 0.49380(18) 0.46435(12) 0.0379(5) Uani 1 1 d . . . . .
H00D H 0.871677 0.450859 0.428573 0.046 Uiso 1 1 calc R U . . .
H00E H 0.905944 0.549820 0.472429 0.046 Uiso 1 1 calc R U . . .
C00U C 0.79140(19) 0.34438(17) 0.52068(12) 0.0383(5) Uani 1 1 d . . . . .
H00F H 0.712738 0.358251 0.492380 0.046 Uiso 1 1 calc R U . . .
H00G H 0.780102 0.322800 0.566485 0.046 Uiso 1 1 calc R U . . .
C00V C 0.8646(2) 0.49197(18) 0.58968(12) 0.0418(5) Uani 1 1 d . . . . .
H00H H 0.920047 0.548532 0.590254 0.050 Uiso 1 1 calc R U . . .
H00I H 0.896992 0.448253 0.628891 0.050 Uiso 1 1 calc R U . . .
C00W C 0.5677(2) 0.72503(19) 0.61788(12) 0.0413(5) Uani 1 1 d . . . . .
H00J H 0.606367 0.697407 0.662692 0.050 Uiso 1 1 calc R U . . .
H00L H 0.484940 0.741016 0.620384 0.050 Uiso 1 1 calc R U . . .
C00X C 0.9557(2) 0.17909(19) 0.72234(12) 0.0413(5) Uani 1 1 d . . . . .
C00Y C 0.6303(2) 0.81996(18) 0.60420(12) 0.0409(5) Uani 1 1 d . . . . .
H00Y H 0.651488 0.857052 0.648425 0.049 Uiso 1 1 calc R U . . .
C00Z C 0.7901(2) 0.08875(19) 0.70218(13) 0.0466(6) Uani 1 1 d . . . . .
H00Z H 0.724775 0.049149 0.708537 0.056 Uiso 1 1 calc R U . . .
C010 C 0.8748(2) 0.1231(2) 0.75328(13) 0.0479(6) Uani 1 1 d . . . . .
H010 H 0.879617 0.112138 0.800827 0.057 Uiso 1 1 calc R U . . .
C011 C 0.3441(2) 0.6664(2) 0.29107(12) 0.0463(6) Uani 1 1 d . . . . .
H01A H 0.393133 0.690494 0.259391 0.070 Uiso 1 1 calc R U . . .
H01B H 0.269379 0.703259 0.283255 0.070 Uiso 1 1 calc R U . . .
H01C H 0.328309 0.594948 0.283399 0.070 Uiso 1 1 calc R U . . .
C012 C 0.7368(2) 0.09316(19) 0.57469(13) 0.0445(6) Uani 1 1 d . . . . .
H01D H 0.698260 0.153587 0.553253 0.067 Uiso 1 1 calc R U . . .
H01E H 0.676670 0.045141 0.582460 0.067 Uiso 1 1 calc R U . . .
H01F H 0.785021 0.063253 0.544551 0.067 Uiso 1 1 calc R U . . .
C013 C 1.0598(2) 0.2315(2) 0.74842(13) 0.0485(6) Uani 1 1 d . . . . .
H013 H 1.088180 0.235884 0.796332 0.058 Uiso 1 1 calc R U . . .
C014 C 1.1200(2) 0.2764(2) 0.70343(13) 0.0485(6) Uani 1 1 d . . . . .
H014 H 1.189872 0.313055 0.720657 0.058 Uiso 1 1 calc R U . . .
C015 C 0.9384(2) 0.0551(2) 0.32233(12) 0.0462(6) Uani 1 1 d . . . . .
H01G H 0.988041 0.068823 0.288062 0.055 Uiso 1 1 calc R U . . .
H01H H 0.895266 -0.008262 0.309843 0.055 Uiso 1 1 calc R U . . .
C016 C 0.4345(2) 1.0874(2) 0.64484(14) 0.0521(6) Uani 1 1 d . . . . .
H016 H 0.490505 1.129126 0.624249 0.063 Uiso 1 1 calc R U . . .
C017 C 0.4196(3) 1.1329(2) 0.71084(14) 0.0568(7) Uani 1 1 d . . . . .
H01I H 0.361545 1.094334 0.729975 0.085 Uiso 1 1 calc R U . . .
H01J H 0.392075 1.202012 0.702989 0.085 Uiso 1 1 calc R U . . .
H01K H 0.495408 1.132333 0.742985 0.085 Uiso 1 1 calc R U . . .
C018 C 0.3220(3) 1.0779(3) 0.59535(15) 0.0677(8) Uani 1 1 d . . . . .
H01L H 0.336874 1.048423 0.552828 0.102 Uiso 1 1 calc R U . . .
H01M H 0.286399 1.144193 0.585815 0.102 Uiso 1 1 calc R U . . .
H01N H 0.267991 1.034835 0.614606 0.102 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
O001 C009 1.379(3) . ?
O001 C00M 1.471(2) . ?
O002 C00G 1.370(3) . ?
O002 C011 1.426(3) . ?
O003 C00F 1.378(3) . ?
O003 C015 1.432(3) . ?
O004 H004 0.8400 . ?
O004 C00Y 1.435(3) . ?
O005 C00I 1.377(3) . ?
O005 C015 1.427(3) . ?
N006 C00T 1.458(3) . ?
N006 C00U 1.461(3) . ?
N006 C00V 1.455(3) . ?
N007 C00L 1.390(3) . ?
N007 C00Z 1.383(3) . ?
N007 C012 1.445(3) . ?
O008 H008 1.17(3) . ?
O008 C016 1.447(3) . ?
C009 C00B 1.385(3) . ?
C009 C00G 1.387(3) . ?
C00A H00A 0.9500 . ?
C00A C00C 1.520(3) . ?
C00A C00S 1.321(3) . ?
C00B C00C 1.517(3) . ?
C00B C00E 1.397(3) . ?
C00C C00M 1.544(3) . ?
C00C C00Q 1.536(3) . ?
C00D C00H 1.499(3) . ?
C00D C00J 1.406(3) . ?
C00D C00K 1.407(3) . ?
C00E C00R 1.389(3) . ?
C00E C00T 1.524(3) . ?
C00F C00I 1.379(3) . ?
C00F C00K 1.366(3) . ?
C00G C00N 1.391(3) . ?
C00H C00L 1.408(3) . ?
C00H C00P 1.391(3) . ?
C00I C00O 1.374(3) . ?
C00J C00O 1.404(3) . ?
C00J C00U 1.510(3) . ?
C00K H00K 0.9500 . ?
C00L C00X 1.418(3) . ?
C00M H00M 1.0000 . ?
C00M C00W 1.510(3) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.400(3) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00P C014 1.407(3) . ?
C00Q H00B 0.9900 . ?
C00Q H00C 0.9900 . ?
C00Q C00V 1.539(3) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00Y 1.498(3) . ?
C00T H00D 0.9900 . ?
C00T H00E 0.9900 . ?
C00U H00F 0.9900 . ?
C00U H00G 0.9900 . ?
C00V H00H 0.9900 . ?
C00V H00I 0.9900 . ?
C00W H00J 0.9900 . ?
C00W H00L 0.9900 . ?
C00W C00Y 1.512(3) . ?
C00X C010 1.427(4) . ?
C00X C013 1.402(4) . ?
C00Y H00Y 1.0000 . ?
C00Z H00Z 0.9500 . ?
C00Z C010 1.349(4) . ?
C010 H010 0.9500 . ?
C011 H01A 0.9800 . ?
C011 H01B 0.9800 . ?
C011 H01C 0.9800 . ?
C012 H01D 0.9800 . ?
C012 H01E 0.9800 . ?
C012 H01F 0.9800 . ?
C013 H013 0.9500 . ?
C013 C014 1.375(4) . ?
C014 H014 0.9500 . ?
C015 H01G 0.9900 . ?
C015 H01H 0.9900 . ?
C016 H016 1.0000 . ?
C016 C017 1.489(4) . ?
C016 C018 1.478(4) . ?
C017 H01I 0.9800 . ?
C017 H01J 0.9800 . ?
C017 H01K 0.9800 . ?
C018 H01L 0.9800 . ?
C018 H01M 0.9800 . ?
C018 H01N 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
C009 O001 C00M 104.40(15) . . ?
C00G O002 C011 117.18(17) . . ?
C00F O003 C015 105.79(17) . . ?
C00Y O004 H004 109.5 . . ?
C00I O005 C015 106.16(17) . . ?
C00T N006 C00U 113.85(18) . . ?
C00V N006 C00T 115.93(18) . . ?
C00V N006 C00U 115.04(18) . . ?
C00L N007 C012 128.13(19) . . ?
C00Z N007 C00L 107.9(2) . . ?
C00Z N007 C012 124.0(2) . . ?
C016 O008 H008 106.3(16) . . ?
O001 C009 C00B 113.56(18) . . ?
O001 C009 C00G 123.70(18) . . ?
C00B C009 C00G 122.7(2) . . ?
C00C C00A H00A 117.8 . . ?
C00S C00A H00A 117.8 . . ?
C00S C00A C00C 124.3(2) . . ?
C009 C00B C00C 107.32(18) . . ?
C009 C00B C00E 120.70(19) . . ?
C00E C00B C00C 131.82(18) . . ?
C00A C00C C00M 110.29(18) . . ?
C00A C00C C00Q 112.41(17) . . ?
C00B C00C C00A 107.18(17) . . ?
C00B C00C C00M 99.48(16) . . ?
C00B C00C C00Q 115.62(18) . . ?
C00Q C00C C00M 111.07(17) . . ?
C00J C00D C00H 122.5(2) . . ?
C00J C00D C00K 120.5(2) . . ?
C00K C00D C00H 117.00(19) . . ?
C00B C00E C00T 121.54(19) . . ?
C00R C00E C00B 116.53(19) . . ?
C00R C00E C00T 121.86(19) . . ?
O003 C00F C00I 110.02(19) . . ?
C00K C00F O003 128.07(19) . . ?
C00K C00F C00I 121.9(2) . . ?
O002 C00G C009 116.47(19) . . ?
O002 C00G C00N 126.36(19) . . ?
C009 C00G C00N 117.15(19) . . ?
C00L C00H C00D 123.3(2) . . ?
C00P C00H C00D 120.6(2) . . ?
C00P C00H C00L 116.0(2) . . ?
O005 C00I C00F 109.7(2) . . ?
C00O C00I O005 128.8(2) . . ?
C00O C00I C00F 121.5(2) . . ?
C00D C00J C00U 119.9(2) . . ?
C00O C00J C00D 119.9(2) . . ?
C00O C00J C00U 120.19(19) . . ?
C00D C00K H00K 121.0 . . ?
C00F C00K C00D 117.9(2) . . ?
C00F C00K H00K 121.0 . . ?
N007 C00L C00H 130.4(2) . . ?
N007 C00L C00X 107.1(2) . . ?
C00H C00L C00X 122.4(2) . . ?
O001 C00M C00C 105.24(16) . . ?
O001 C00M H00M 109.3 . . ?
O001 C00M C00W 109.47(18) . . ?
C00C C00M H00M 109.3 . . ?
C00W C00M C00C 114.19(18) . . ?
C00W C00M H00M 109.3 . . ?
C00G C00N H00N 120.0 . . ?
C00G C00N C00R 120.1(2) . . ?
C00R C00N H00N 120.0 . . ?
C00I C00O C00J 118.2(2) . . ?
C00I C00O H00O 120.9 . . ?
C00J C00O H00O 120.9 . . ?
C00H C00P H00P 118.9 . . ?
C00H C00P C014 122.2(2) . . ?
C014 C00P H00P 118.9 . . ?
C00C C00Q H00B 108.4 . . ?
C00C C00Q H00C 108.4 . . ?
C00C C00Q C00V 115.43(18) . . ?
H00B C00Q H00C 107.5 . . ?
C00V C00Q H00B 108.4 . . ?
C00V C00Q H00C 108.4 . . ?
C00E C00R C00N 122.8(2) . . ?
C00E C00R H00R 118.6 . . ?
C00N C00R H00R 118.6 . . ?
C00A C00S H00S 117.8 . . ?
C00A C00S C00Y 124.4(2) . . ?
C00Y C00S H00S 117.8 . . ?
N006 C00T C00E 117.72(18) . . ?
N006 C00T H00D 107.9 . . ?
N006 C00T H00E 107.9 . . ?
C00E C00T H00D 107.9 . . ?
C00E C00T H00E 107.9 . . ?
H00D C00T H00E 107.2 . . ?
N006 C00U C00J 110.65(17) . . ?
N006 C00U H00F 109.5 . . ?
N006 C00U H00G 109.5 . . ?
C00J C00U H00F 109.5 . . ?
C00J C00U H00G 109.5 . . ?
H00F C00U H00G 108.1 . . ?
N006 C00V C00Q 116.99(18) . . ?
N006 C00V H00H 108.0 . . ?
N006 C00V H00I 108.0 . . ?
C00Q C00V H00H 108.0 . . ?
C00Q C00V H00I 108.0 . . ?
H00H C00V H00I 107.3 . . ?
C00M C00W H00J 109.1 . . ?
C00M C00W H00L 109.1 . . ?
C00M C00W C00Y 112.31(18) . . ?
H00J C00W H00L 107.9 . . ?
C00Y C00W H00J 109.1 . . ?
C00Y C00W H00L 109.1 . . ?
C00L C00X C010 107.2(2) . . ?
C013 C00X C00L 119.3(2) . . ?
C013 C00X C010 133.5(2) . . ?
O004 C00Y C00S 110.72(19) . . ?
O004 C00Y C00W 111.22(19) . . ?
O004 C00Y H00Y 107.6 . . ?
C00S C00Y C00W 112.0(2) . . ?
C00S C00Y H00Y 107.6 . . ?
C00W C00Y H00Y 107.6 . . ?
N007 C00Z H00Z 124.6 . . ?
C010 C00Z N007 110.8(2) . . ?
C010 C00Z H00Z 124.6 . . ?
C00X C010 H010 126.5 . . ?
C00Z C010 C00X 107.0(2) . . ?
C00Z C010 H010 126.5 . . ?
O002 C011 H01A 109.5 . . ?
O002 C011 H01B 109.5 . . ?
O002 C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
N007 C012 H01D 109.5 . . ?
N007 C012 H01E 109.5 . . ?
N007 C012 H01F 109.5 . . ?
H01D C012 H01E 109.5 . . ?
H01D C012 H01F 109.5 . . ?
H01E C012 H01F 109.5 . . ?
C00X C013 H013 120.6 . . ?
C014 C013 C00X 118.8(2) . . ?
C014 C013 H013 120.6 . . ?
C00P C014 H014 119.4 . . ?
C013 C014 C00P 121.1(2) . . ?
C013 C014 H014 119.4 . . ?
O003 C015 H01G 110.1 . . ?
O003 C015 H01H 110.1 . . ?
O005 C015 O003 108.13(18) . . ?
O005 C015 H01G 110.1 . . ?
O005 C015 H01H 110.1 . . ?
H01G C015 H01H 108.4 . . ?
O008 C016 H016 109.2 . . ?
O008 C016 C017 105.8(2) . . ?
O008 C016 C018 110.5(2) . . ?
C017 C016 H016 109.2 . . ?
C018 C016 H016 109.2 . . ?
C018 C016 C017 112.8(2) . . ?
C016 C017 H01I 109.5 . . ?
C016 C017 H01J 109.5 . . ?
C016 C017 H01K 109.5 . . ?
H01I C017 H01J 109.5 . . ?
H01I C017 H01K 109.5 . . ?
H01J C017 H01K 109.5 . . ?
C016 C018 H01L 109.5 . . ?
C016 C018 H01M 109.5 . . ?
C016 C018 H01N 109.5 . . ?
H01L C018 H01M 109.5 . . ?
H01L C018 H01N 109.5 . . ?
H01M C018 H01N 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
O001 C009 C00B C00C -3.6(2) . . . . ?
O001 C009 C00B C00E -179.53(18) . . . . ?
O001 C009 C00G O002 0.4(3) . . . . ?
O001 C009 C00G C00N -178.72(19) . . . . ?
O001 C00M C00W C00Y -61.0(2) . . . . ?
O002 C00G C00N C00R 179.2(2) . . . . ?
O003 C00F C00I O005 0.6(3) . . . . ?
O003 C00F C00I C00O -179.0(2) . . . . ?
O003 C00F C00K C00D -179.7(2) . . . . ?
O005 C00I C00O C00J 179.5(2) . . . . ?
N007 C00L C00X C010 0.5(3) . . . . ?
N007 C00L C00X C013 179.9(2) . . . . ?
N007 C00Z C010 C00X 0.1(3) . . . . ?
C009 O001 C00M C00C 29.6(2) . . . . ?
C009 O001 C00M C00W 152.73(17) . . . . ?
C009 C00B C00C C00A -93.9(2) . . . . ?
C009 C00B C00C C00M 20.9(2) . . . . ?
C009 C00B C00C C00Q 139.85(19) . . . . ?
C009 C00B C00E C00R -1.8(3) . . . . ?
C009 C00B C00E C00T 175.2(2) . . . . ?
C009 C00G C00N C00R -1.8(3) . . . . ?
C00A C00C C00M O001 82.0(2) . . . . ?
C00A C00C C00M C00W -38.1(2) . . . . ?
C00A C00C C00Q C00V -62.2(3) . . . . ?
C00A C00S C00Y O004 -111.6(3) . . . . ?
C00A C00S C00Y C00W 13.1(3) . . . . ?
C00B C009 C00G O002 -178.61(19) . . . . ?
C00B C009 C00G C00N 2.3(3) . . . . ?
C00B C00C C00M O001 -30.4(2) . . . . ?
C00B C00C C00M C00W -150.47(18) . . . . ?
C00B C00C C00Q C00V 61.3(3) . . . . ?
C00B C00E C00R C00N 2.3(3) . . . . ?
C00B C00E C00T N006 49.2(3) . . . . ?
C00C C00A C00S C00Y 4.0(4) . . . . ?
C00C C00B C00E C00R -176.6(2) . . . . ?
C00C C00B C00E C00T 0.5(4) . . . . ?
C00C C00M C00W C00Y 56.7(3) . . . . ?
C00C C00Q C00V N006 -68.5(3) . . . . ?
C00D C00H C00L N007 -3.3(4) . . . . ?
C00D C00H C00L C00X 173.2(2) . . . . ?
C00D C00H C00P C014 -175.5(2) . . . . ?
C00D C00J C00O C00I -0.4(3) . . . . ?
C00D C00J C00U N006 80.6(2) . . . . ?
C00E C00B C00C C00A 81.3(3) . . . . ?
C00E C00B C00C C00M -163.8(2) . . . . ?
C00E C00B C00C C00Q -44.9(3) . . . . ?
C00F O003 C015 O005 4.5(2) . . . . ?
C00F C00I C00O C00J -1.0(3) . . . . ?
C00G C009 C00B C00C 175.44(19) . . . . ?
C00G C009 C00B C00E -0.5(3) . . . . ?
C00G C00N C00R C00E -0.4(3) . . . . ?
C00H C00D C00J C00O -175.7(2) . . . . ?
C00H C00D C00J C00U 5.7(3) . . . . ?
C00H C00D C00K C00F 176.19(19) . . . . ?
C00H C00L C00X C010 -176.7(2) . . . . ?
C00H C00L C00X C013 2.7(3) . . . . ?
C00H C00P C014 C013 1.5(4) . . . . ?
C00I O005 C015 O003 -4.2(2) . . . . ?
C00I C00F C00K C00D -0.2(3) . . . . ?
C00J C00D C00H C00L 79.7(3) . . . . ?
C00J C00D C00H C00P -105.0(3) . . . . ?
C00J C00D C00K C00F -1.3(3) . . . . ?
C00K C00D C00H C00L -97.7(3) . . . . ?
C00K C00D C00H C00P 77.6(3) . . . . ?
C00K C00D C00J C00O 1.6(3) . . . . ?
C00K C00D C00J C00U -177.0(2) . . . . ?
C00K C00F C00I O005 -179.1(2) . . . . ?
C00K C00F C00I C00O 1.4(3) . . . . ?
C00L N007 C00Z C010 0.2(3) . . . . ?
C00L C00H C00P C014 0.1(3) . . . . ?
C00L C00X C010 C00Z -0.4(3) . . . . ?
C00L C00X C013 C014 -1.0(4) . . . . ?
C00M O001 C009 C00B -16.6(2) . . . . ?
C00M O001 C009 C00G 164.3(2) . . . . ?
C00M C00C C00Q C00V 173.69(18) . . . . ?
C00M C00W C00Y O004 82.3(2) . . . . ?
C00M C00W C00Y C00S -42.2(3) . . . . ?
C00O C00J C00U N006 -98.0(2) . . . . ?
C00P C00H C00L N007 -178.8(2) . . . . ?
C00P C00H C00L C00X -2.2(3) . . . . ?
C00Q C00C C00M O001 -152.68(17) . . . . ?
C00Q C00C C00M C00W 87.2(2) . . . . ?
C00R C00E C00T N006 -133.9(2) . . . . ?
C00S C00A C00C C00B 115.7(2) . . . . ?
C00S C00A C00C C00M 8.3(3) . . . . ?
C00S C00A C00C C00Q -116.2(2) . . . . ?
C00T N006 C00U C00J 80.9(2) . . . . ?
C00T N006 C00V C00Q 74.1(3) . . . . ?
C00T C00E C00R C00N -174.8(2) . . . . ?
C00U N006 C00T C00E 63.2(3) . . . . ?
C00U N006 C00V C00Q -62.3(3) . . . . ?
C00U C00J C00O C00I 178.2(2) . . . . ?
C00V N006 C00T C00E -73.7(3) . . . . ?
C00V N006 C00U C00J -141.84(19) . . . . ?
C00X C013 C014 C00P -1.1(4) . . . . ?
C00Z N007 C00L C00H 176.5(2) . . . . ?
C00Z N007 C00L C00X -0.4(2) . . . . ?
C010 C00X C013 C014 178.3(3) . . . . ?
C011 O002 C00G C009 -170.8(2) . . . . ?
C011 O002 C00G C00N 8.1(3) . . . . ?
C012 N007 C00L C00H -2.6(4) . . . . ?
C012 N007 C00L C00X -179.5(2) . . . . ?
C012 N007 C00Z C010 179.3(2) . . . . ?
C013 C00X C010 C00Z -179.7(3) . . . . ?
C015 O003 C00F C00I -3.2(2) . . . . ?
C015 O003 C00F C00K 176.4(2) . . . . ?
C015 O005 C00I C00F 2.3(2) . . . . ?
C015 O005 C00I C00O -178.2(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
;
