# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

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

data_compound3ah
_database_code_depnum_ccdc_archive 'CCDC 2257153'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-11-18
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H25 N O5 S'
_chemical_formula_sum            'C24 H25 N O5 S'
_chemical_formula_weight         439.51
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.3479(3)
_cell_length_b                   10.5057(3)
_cell_length_c                   11.7663(3)
_cell_angle_alpha                93.409(2)
_cell_angle_beta                 114.609(3)
_cell_angle_gamma                95.175(2)
_cell_volume                     1151.54(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9378
_cell_measurement_temperature    299.07
_cell_measurement_theta_max      25.2350
_cell_measurement_theta_min      1.9850
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58685
_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            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26830
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.923
_diffrn_reflns_theta_min         1.915
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.07
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  39.00   0.50    4.00    --   16.22 -35.00 -32.00  190
  2  ω    -37.00  22.00   0.50    4.00    --  -14.97 -94.00 -60.00  118
  3  ω     10.00  71.00   0.50    4.00    --   16.22-125.00-120.00  122
  4  ω    -37.00  22.00   0.50    4.00    --  -14.97 -94.00-150.00  118
  5  ω    -37.00  53.00   0.50    4.00    --   16.22 -94.00-180.00  180
  6  ω    -54.00  41.00   0.50    4.00    --   16.22 -45.00-150.00  190
  7  ω    -11.00  86.00   0.50    4.00    --   16.22  61.00-180.00  194
  8  ω    -26.00   7.00   0.50    4.00    --   16.22 104.00-169.28   66
  9  ω    -69.00 -10.00   0.50    4.00    --  -14.97 125.00 -90.00  118
 10  ω    -87.00   8.00   0.50    4.00    --  -14.97 -35.00 -32.00  190
 11  ω    -37.00  53.00   0.50    4.00    --   16.22 -94.00  30.00  180
 12  ω    -37.00  58.00   0.50    4.00    --  -14.97  35.00 124.00  190
 13  ω     -6.00  89.00   0.50    4.00    --   16.22  35.00 124.00  190
 14  ω    -37.00  22.00   0.50    4.00    --  -14.97 -94.00  60.00  118
 15  ω    -56.00  47.00   0.50    4.00    --   16.22 -77.00  30.00  206
 16  ω    -57.00  41.00   0.50    4.00    --   16.22 -30.00  60.00  196
 17  ω    -69.00 -10.00   0.50    4.00    --  -14.97 125.00  90.00  118
 18  ω    -69.00 -10.00   0.50    4.00    --  -14.97 125.00  60.00  118
 19  ω    -69.00 -10.00   0.50    4.00    --  -14.97 125.00  30.00  118
 20  ω    -88.00  16.00   0.50    4.00    --  -14.97 -77.00 -30.00  208
 21  ω    -57.00  41.00   0.50    4.00    --   16.22 -30.00-120.00  196
 22  ω    -85.00  10.00   0.50    4.00    --  -14.97 -45.00-150.00  190
;
_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      0.0167252000
_diffrn_orient_matrix_UB_12      -0.0580543000
_diffrn_orient_matrix_UB_13      -0.0215037000
_diffrn_orient_matrix_UB_21      0.0444514000
_diffrn_orient_matrix_UB_22      0.0357556000
_diffrn_orient_matrix_UB_23      -0.0223449000
_diffrn_orient_matrix_UB_31      0.0593391000
_diffrn_orient_matrix_UB_32      0.0006404000
_diffrn_orient_matrix_UB_33      0.0590392000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                2815
_reflns_number_total             4815
_reflns_odcompleteness_completeness 99.68
_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 (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         0.435
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4815
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1099
_refine_ls_R_factor_gt           0.0656
_refine_ls_restrained_S_all      1.041
_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)+(0.0970P)²+0.2491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.2083
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C13(H13), C10(H10), C14(H14), C7(H7), C15(H15), C9(H9), C8(H8)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C19(H19A,H19B,
 H19C)
;
_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
S1 S 0.35221(9) 0.76555(8) 0.62475(9) 0.0783(3) Uani 1 1 d . . . . .
O1 O 0.3542(2) 0.36823(17) 0.73345(18) 0.0589(5) Uani 1 1 d . . . . .
O2 O 0.1898(2) 0.2487(2) 0.8170(2) 0.0749(6) Uani 1 1 d . . . . .
N1 N 0.2663(2) 0.4574(2) 0.8743(2) 0.0557(6) Uani 1 1 d . . . . .
O5 O 0.2342(2) 0.3613(2) 0.4243(2) 0.0871(7) Uani 1 1 d . . . . .
O4 O 0.2037(3) 0.1543(2) 0.4506(3) 0.0967(8) Uani 1 1 d . . . . .
C5 C 0.3577(3) 0.4665(2) 0.8141(2) 0.0500(6) Uani 1 1 d . . . . .
C4 C 0.4384(3) 0.5815(2) 0.8439(2) 0.0491(6) Uani 1 1 d . . . . .
O3 O 0.0823(3) 0.3656(3) 0.9106(3) 0.1089(10) Uani 1 1 d . . . . .
C1 C 0.4437(3) 0.3957(3) 0.6740(3) 0.0529(7) Uani 1 1 d . . . . .
C2 C 0.5289(3) 0.5039(2) 0.6970(3) 0.0537(7) Uani 1 1 d . . . . .
H2 H 0.585122 0.512345 0.652875 0.064 Uiso 1 1 calc R . . . .
C11 C 0.3981(3) 0.6546(3) 0.9276(2) 0.0538(7) Uani 1 1 d . . . . .
C6 C 0.2904(3) 0.5781(3) 0.9454(3) 0.0576(7) Uani 1 1 d . . . . .
C3 C 0.5422(3) 0.6152(2) 0.7896(3) 0.0519(7) Uani 1 1 d . . . . .
H3 H 0.639223 0.625318 0.857573 0.062 Uiso 1 1 calc R . . . .
C12 C 0.5194(3) 0.7394(3) 0.7287(3) 0.0539(7) Uani 1 1 d . . . . .
C13 C 0.6208(3) 0.8416(3) 0.7433(3) 0.0614(8) Uani 1 1 d . . . . .
H13 H 0.718009 0.846159 0.795405 0.074 Uiso 1 1 calc R . . . .
C20 C 0.1695(3) 0.3534(3) 0.8694(3) 0.0661(8) Uani 1 1 d . . . . .
C17 C 0.2751(3) 0.2556(3) 0.4805(3) 0.0664(8) Uani 1 1 d . . . . .
C16 C 0.4237(3) 0.2829(3) 0.5819(3) 0.0629(8) Uani 1 1 d . . . . .
H16A H 0.489887 0.298736 0.543913 0.076 Uiso 1 1 calc R . . . .
H16B H 0.447198 0.207506 0.626682 0.076 Uiso 1 1 calc R . . . .
C10 C 0.4431(3) 0.7792(3) 0.9881(3) 0.0674(8) Uani 1 1 d . . . . .
H10 H 0.514067 0.831741 0.978034 0.081 Uiso 1 1 calc R . . . .
C14 C 0.5559(4) 0.9386(3) 0.6676(3) 0.0722(9) Uani 1 1 d . . . . .
H14 H 0.607483 1.014450 0.664345 0.087 Uiso 1 1 calc R . . . .
C21 C 0.0883(3) 0.1294(3) 0.7801(3) 0.0768(9) Uani 1 1 d . . . . .
C7 C 0.2274(4) 0.6227(3) 1.0200(3) 0.0750(9) Uani 1 1 d . . . . .
H7 H 0.156146 0.571389 1.030833 0.090 Uiso 1 1 calc R . . . .
C15 C 0.4152(4) 0.9116(3) 0.6021(3) 0.0750(9) Uani 1 1 d . . . . .
H15 H 0.357770 0.966492 0.549740 0.090 Uiso 1 1 calc R . . . .
C9 C 0.3800(4) 0.8233(4) 1.0634(3) 0.0851(11) Uani 1 1 d . . . . .
H9 H 0.409457 0.906054 1.104787 0.102 Uiso 1 1 calc R . . . .
C8 C 0.2743(4) 0.7462(4) 1.0777(3) 0.0893(11) Uani 1 1 d . . . . .
H8 H 0.233191 0.778810 1.128265 0.107 Uiso 1 1 calc R . . . .
C22 C 0.1567(5) 0.0407(4) 0.7232(5) 0.1180(16) Uani 1 1 d . . . . .
H22A H 0.170832 0.079209 0.656559 0.177 Uiso 1 1 calc GR . . . .
H22B H 0.095551 -0.039520 0.690093 0.177 Uiso 1 1 calc GR . . . .
H22C H 0.247598 0.025610 0.786512 0.177 Uiso 1 1 calc GR . . . .
C24 C 0.0780(5) 0.0810(4) 0.8943(4) 0.1204(16) Uani 1 1 d . . . . .
H24A H 0.171305 0.066743 0.953883 0.181 Uiso 1 1 calc GR . . . .
H24B H 0.014575 0.001791 0.869939 0.181 Uiso 1 1 calc GR . . . .
H24C H 0.041417 0.143641 0.931953 0.181 Uiso 1 1 calc GR . . . .
C23 C -0.0537(5) 0.1595(4) 0.6842(5) 0.1307(18) Uani 1 1 d . . . . .
H23A H -0.086918 0.225936 0.720795 0.196 Uiso 1 1 calc GR . . . .
H23B H -0.122335 0.083602 0.658243 0.196 Uiso 1 1 calc GR . . . .
H23C H -0.042169 0.188049 0.612596 0.196 Uiso 1 1 calc GR . . . .
C18 C 0.0911(5) 0.3498(5) 0.3222(5) 0.1298(19) Uani 1 1 d . . . . .
H18A H 0.092359 0.399912 0.255986 0.156 Uiso 1 1 calc R . . . .
H18B H 0.058850 0.260669 0.287252 0.156 Uiso 1 1 calc R . . . .
C19 C 0.0021(7) 0.3930(10) 0.3677(8) 0.255(5) Uani 1 1 d . . . . .
H19A H -0.095264 0.365752 0.308532 0.383 Uiso 1 1 calc GR . . . .
H19B H 0.018487 0.485167 0.381097 0.383 Uiso 1 1 calc GR . . . .
H19C H 0.019334 0.358939 0.445939 0.383 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C12 1.712(3) . ?
S1 C15 1.692(3) . ?
O1 C5 1.348(3) . ?
O1 C1 1.395(3) . ?
O2 C20 1.304(4) . ?
O2 C21 1.476(3) . ?
N1 C5 1.398(3) . ?
N1 C6 1.419(3) . ?
N1 C20 1.395(4) . ?
O5 C17 1.337(4) . ?
O5 C18 1.455(5) . ?
O4 C17 1.183(3) . ?
C5 C4 1.343(4) . ?
C4 C11 1.429(4) . ?
C4 C3 1.489(4) . ?
O3 C20 1.202(4) . ?
C1 C2 1.313(4) . ?
C1 C16 1.496(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.506(4) . ?
C11 C6 1.408(4) . ?
C11 C10 1.394(4) . ?
C6 C7 1.378(4) . ?
C3 H3 0.9800 . ?
C3 C12 1.515(4) . ?
C12 C13 1.381(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.420(4) . ?
C17 C16 1.490(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C10 H10 0.9300 . ?
C10 C9 1.382(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.327(5) . ?
C21 C22 1.504(5) . ?
C21 C24 1.506(5) . ?
C21 C23 1.508(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.374(5) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.375(5) . ?
C8 H8 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.340(9) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 S1 C12 91.97(16) . . ?
C5 O1 C1 113.5(2) . . ?
C20 O2 C21 122.7(3) . . ?
C5 N1 C6 106.2(2) . . ?
C20 N1 C5 129.0(2) . . ?
C20 N1 C6 124.8(2) . . ?
C17 O5 C18 117.1(3) . . ?
O1 C5 N1 120.4(2) . . ?
C4 C5 O1 127.6(2) . . ?
C4 C5 N1 112.0(2) . . ?
C5 C4 C11 106.4(2) . . ?
C5 C4 C3 122.0(2) . . ?
C11 C4 C3 131.5(2) . . ?
O1 C1 C16 108.3(2) . . ?
C2 C1 O1 124.2(2) . . ?
C2 C1 C16 127.5(3) . . ?
C1 C2 H2 117.5 . . ?
C1 C2 C3 124.9(3) . . ?
C3 C2 H2 117.5 . . ?
C6 C11 C4 108.3(2) . . ?
C10 C11 C4 132.8(3) . . ?
C10 C11 C6 118.9(3) . . ?
C11 C6 N1 107.0(2) . . ?
C7 C6 N1 130.7(3) . . ?
C7 C6 C11 122.2(3) . . ?
C4 C3 C2 107.7(2) . . ?
C4 C3 H3 108.3 . . ?
C4 C3 C12 112.6(2) . . ?
C2 C3 H3 108.3 . . ?
C2 C3 C12 111.5(2) . . ?
C12 C3 H3 108.3 . . ?
C3 C12 S1 120.7(2) . . ?
C13 C12 S1 111.2(2) . . ?
C13 C12 C3 128.1(3) . . ?
C12 C13 H13 124.7 . . ?
C12 C13 C14 110.6(3) . . ?
C14 C13 H13 124.7 . . ?
O2 C20 N1 111.0(3) . . ?
O3 C20 O2 127.7(3) . . ?
O3 C20 N1 121.3(3) . . ?
O5 C17 C16 110.5(3) . . ?
O4 C17 O5 124.1(3) . . ?
O4 C17 C16 125.4(3) . . ?
C1 C16 H16A 108.9 . . ?
C1 C16 H16B 108.9 . . ?
C17 C16 C1 113.3(2) . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C11 C10 H10 120.7 . . ?
C9 C10 C11 118.6(3) . . ?
C9 C10 H10 120.7 . . ?
C13 C14 H14 123.0 . . ?
C15 C14 C13 114.0(3) . . ?
C15 C14 H14 123.0 . . ?
O2 C21 C22 102.2(3) . . ?
O2 C21 C24 110.0(3) . . ?
O2 C21 C23 107.4(3) . . ?
C22 C21 C24 112.0(4) . . ?
C22 C21 C23 112.0(4) . . ?
C24 C21 C23 112.6(4) . . ?
C6 C7 H7 121.4 . . ?
C8 C7 C6 117.1(3) . . ?
C8 C7 H7 121.4 . . ?
S1 C15 H15 123.9 . . ?
C14 C15 S1 112.2(2) . . ?
C14 C15 H15 123.9 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H9 119.6 . . ?
C7 C8 C9 122.3(3) . . ?
C7 C8 H8 118.9 . . ?
C9 C8 H8 118.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 C18 H18A 110.0 . . ?
O5 C18 H18B 110.0 . . ?
H18A C18 H18B 108.3 . . ?
C19 C18 O5 108.6(5) . . ?
C19 C18 H18A 110.0 . . ?
C19 C18 H18B 110.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_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 4.133
_oxdiff_exptl_absorpt_empirical_full_min 0.394
####################################################################### 
# 
# 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_Compound4an
_database_code_depnum_ccdc_archive 'CCDC 2257154'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-12-01
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H29 N O6'
_chemical_formula_sum            'C27 H29 N O6'
_chemical_formula_weight         463.51
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
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/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                   11.7617(4)
_cell_length_b                   21.8252(8)
_cell_length_c                   9.9033(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.445(4)
_cell_angle_gamma                90
_cell_volume                     2425.26(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9705
_cell_measurement_temperature    300.7
_cell_measurement_theta_max      26.0240
_cell_measurement_theta_min      2.0760
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65072
_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            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            27663
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.267
_diffrn_reflns_theta_min         2.041
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.7
_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 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00  88.00   0.50    8.00    --   16.22  77.00  30.00  116
  2  ω    -36.00  19.00   0.50    8.00    --  -15.60 -94.00 -90.00  110
  3  ω    -37.00  -7.00   0.50    8.00    --   16.22 -94.00 -30.00   60
  4  ω    -90.00   2.00   0.50    8.00    --  -15.60 -13.00  34.00  184
  5  ω    -36.00  21.00   0.50    8.00    --  -15.60 -94.00 120.00  114
  6  ω    -90.00   2.00   0.50    8.00    --  -15.60 -13.00  34.00  184
  7  ω    -52.00 -11.00   0.50    8.00    --  -15.60 125.00  30.00   82
  8  ω    -66.00 -12.00   0.50    8.00    --  -15.60 125.00 -30.00  108
  9  ω    -37.00 -12.00   0.50    8.00    --  -15.60  13.00-153.00   50
 10  ω    -56.00  95.00   0.50    8.00    --   16.22  13.00-153.00  302
 11  ω     18.00  66.00   0.50    8.00    --   16.22-125.00-180.00   96
 12  ω    -57.00  41.00   0.50    8.00    --   16.22 -30.00-180.00  196
 13  ω    -70.00 -12.00   0.50    8.00    --  -15.60 125.00 120.00  116
;
_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      -0.0536506000
_diffrn_orient_matrix_UB_12      0.0035768000
_diffrn_orient_matrix_UB_13      -0.0560867000
_diffrn_orient_matrix_UB_21      -0.0333997000
_diffrn_orient_matrix_UB_22      -0.0047256000
_diffrn_orient_matrix_UB_23      0.0480582000
_diffrn_orient_matrix_UB_31      0.0010846000
_diffrn_orient_matrix_UB_32      0.0319541000
_diffrn_orient_matrix_UB_33      0.0133855000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                2963
_reflns_number_total             5137
_reflns_odcompleteness_completeness 99.67
_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 (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         0.185
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         5137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0546
_refine_ls_restrained_S_all      1.053
_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)+(0.0744P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1344
_refine_ls_wR_factor_ref         0.1573
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C2(H2), C19(H19), C15(H15), C17(H17), C3(H3), C5(H5), C4(H4),
 C16(H16)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.80232(11) 0.64757(6) 0.55061(13) 0.0569(4) Uani 1 1 d . . . . .
O2 O 0.88888(12) 0.67172(6) 0.82450(13) 0.0604(4) Uani 1 1 d . . . . .
O1 O 0.77033(13) 0.64444(7) 0.95662(14) 0.0732(5) Uani 1 1 d . . . . .
O5 O 1.05681(13) 0.57494(7) 0.37528(15) 0.0780(5) Uani 1 1 d . . . . .
O6 O 0.29920(14) 0.55644(7) -0.05484(15) 0.0758(5) Uani 1 1 d . . . . .
N1 N 0.69465(15) 0.65886(7) 0.71897(16) 0.0512(4) Uani 1 1 d . . . . .
O4 O 1.01776(14) 0.58271(9) 0.58060(16) 0.0916(6) Uani 1 1 d . . . . .
C8 C 0.69826(18) 0.66021(8) 0.5786(2) 0.0486(5) Uani 1 1 d . . . . .
C12 C 0.51818(17) 0.60571(8) 0.26575(19) 0.0483(5) Uani 1 1 d . . . . .
C7 C 0.59050(18) 0.66893(8) 0.4869(2) 0.0507(5) Uani 1 1 d . . . . .
C1 C 0.57351(18) 0.66745(8) 0.7117(2) 0.0495(5) Uani 1 1 d . . . . .
C9 C 0.79466(18) 0.64730(9) 0.4083(2) 0.0511(5) Uani 1 1 d . . . . .
C11 C 0.57062(18) 0.66656(8) 0.3314(2) 0.0522(5) Uani 1 1 d . . . . .
H11 H 0.515088 0.699370 0.287021 0.063 Uiso 1 1 calc R . . . .
C23 C 0.78772(19) 0.65700(9) 0.8464(2) 0.0540(5) Uani 1 1 d . . . . .
C13 C 0.43243(17) 0.60515(9) 0.1366(2) 0.0525(5) Uani 1 1 d . . . . .
H13 H 0.405874 0.642063 0.091199 0.063 Uiso 1 1 calc R . . . .
C6 C 0.50865(18) 0.67449(8) 0.5689(2) 0.0503(5) Uani 1 1 d . . . . .
C14 C 0.38446(18) 0.55057(10) 0.0723(2) 0.0537(5) Uani 1 1 d . . . . .
C2 C 0.5190(2) 0.67070(8) 0.8177(2) 0.0593(6) Uani 1 1 d . . . . .
H2 H 0.562412 0.666519 0.912613 0.071 Uiso 1 1 calc R . . . .
C19 C 0.88145(18) 0.62180(9) 0.3682(2) 0.0582(6) Uani 1 1 d . . . . .
H19 H 0.872287 0.623020 0.271628 0.070 Uiso 1 1 calc R . . . .
C10 C 0.69223(19) 0.68055(9) 0.3098(2) 0.0590(6) Uani 1 1 d . . . . .
H10A H 0.688419 0.670114 0.213371 0.071 Uiso 1 1 calc R . . . .
H10B H 0.707022 0.724241 0.321529 0.071 Uiso 1 1 calc R . . . .
C20 C 0.98960(19) 0.59204(10) 0.4556(2) 0.0608(6) Uani 1 1 d . . . . .
C15 C 0.4236(2) 0.49575(9) 0.1383(2) 0.0617(6) Uani 1 1 d . . . . .
H15 H 0.392915 0.458879 0.095606 0.074 Uiso 1 1 calc R . . . .
C17 C 0.55609(19) 0.55044(9) 0.3327(2) 0.0635(6) Uani 1 1 d . . . . .
H17 H 0.613477 0.549847 0.420870 0.076 Uiso 1 1 calc R . . . .
C24 C 1.00350(19) 0.66518(11) 0.9386(2) 0.0637(6) Uani 1 1 d . . . . .
C3 C 0.3984(2) 0.68035(10) 0.7767(3) 0.0681(6) Uani 1 1 d . . . . .
H3 H 0.359677 0.682274 0.845806 0.082 Uiso 1 1 calc R . . . .
C5 C 0.3869(2) 0.68484(9) 0.5316(3) 0.0659(6) Uani 1 1 d . . . . .
H5 H 0.342906 0.690017 0.437151 0.079 Uiso 1 1 calc R . . . .
C4 C 0.3320(2) 0.68734(10) 0.6363(3) 0.0739(7) Uani 1 1 d . . . . .
H4 H 0.250227 0.693730 0.612648 0.089 Uiso 1 1 calc R . . . .
C16 C 0.5086(2) 0.49628(10) 0.2684(2) 0.0698(6) Uani 1 1 d . . . . .
H16 H 0.534765 0.459354 0.314048 0.084 Uiso 1 1 calc R . . . .
C21 C 1.1670(2) 0.54376(11) 0.4443(3) 0.0804(7) Uani 1 1 d . . . . .
H21A H 1.151779 0.507776 0.493748 0.096 Uiso 1 1 calc R . . . .
H21B H 1.220302 0.570681 0.512575 0.096 Uiso 1 1 calc R . . . .
C18 C 0.2423(2) 0.50229(11) -0.1241(3) 0.0851(8) Uani 1 1 d . . . . .
H18A H 0.183378 0.513231 -0.211032 0.128 Uiso 1 1 calc GR . . . .
H18B H 0.204683 0.481299 -0.063720 0.128 Uiso 1 1 calc GR . . . .
H18C H 0.300683 0.475945 -0.143942 0.128 Uiso 1 1 calc GR . . . .
C25 C 1.0934(2) 0.68473(12) 0.8652(3) 0.0896(8) Uani 1 1 d . . . . .
H25A H 1.084015 0.659952 0.782492 0.134 Uiso 1 1 calc GR . . . .
H25B H 1.172475 0.679645 0.928570 0.134 Uiso 1 1 calc GR . . . .
H25C H 1.080661 0.726991 0.838009 0.134 Uiso 1 1 calc GR . . . .
C26 C 1.0059(2) 0.70696(14) 1.0599(3) 0.0981(9) Uani 1 1 d . . . . .
H26A H 0.992253 0.748381 1.026268 0.147 Uiso 1 1 calc GR . . . .
H26B H 1.082200 0.704225 1.130421 0.147 Uiso 1 1 calc GR . . . .
H26C H 0.944667 0.694995 1.100481 0.147 Uiso 1 1 calc GR . . . .
C27 C 1.0198(2) 0.59876(12) 0.9816(3) 0.1000(9) Uani 1 1 d . . . . .
H27A H 0.967375 0.588576 1.036232 0.150 Uiso 1 1 calc GR . . . .
H27B H 1.100849 0.591896 1.037555 0.150 Uiso 1 1 calc GR . . . .
H27C H 1.001510 0.573494 0.898526 0.150 Uiso 1 1 calc GR . . . .
C22 C 1.2208(3) 0.52592(18) 0.3343(3) 0.1481(16) Uani 1 1 d . . . . .
H22A H 1.168732 0.497981 0.269622 0.222 Uiso 1 1 calc GR . . . .
H22B H 1.296083 0.506394 0.377369 0.222 Uiso 1 1 calc GR . . . .
H22C H 1.232706 0.561718 0.283840 0.222 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C8 1.362(2) . ?
O3 C9 1.385(2) . ?
O2 C23 1.312(2) . ?
O2 C24 1.484(2) . ?
O1 C23 1.201(2) . ?
O5 C20 1.332(2) . ?
O5 C21 1.442(2) . ?
O6 C14 1.361(2) . ?
O6 C18 1.428(2) . ?
N1 C8 1.404(2) . ?
N1 C1 1.417(2) . ?
N1 C23 1.402(3) . ?
O4 C20 1.199(2) . ?
C8 C7 1.333(3) . ?
C12 C11 1.525(2) . ?
C12 C13 1.371(2) . ?
C12 C17 1.384(3) . ?
C7 C11 1.488(3) . ?
C7 C6 1.438(3) . ?
C1 C6 1.400(3) . ?
C1 C2 1.386(3) . ?
C9 C19 1.324(2) . ?
C9 C10 1.491(3) . ?
C11 H11 0.9800 . ?
C11 C10 1.539(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(3) . ?
C6 C5 1.386(3) . ?
C14 C15 1.375(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.459(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C15 H15 0.9300 . ?
C15 C16 1.374(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.379(3) . ?
C24 C25 1.513(3) . ?
C24 C26 1.502(3) . ?
C24 C27 1.507(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.377(3) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.467(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O3 C9 114.80(15) . . ?
C23 O2 C24 120.84(15) . . ?
C20 O5 C21 117.33(18) . . ?
C14 O6 C18 118.40(17) . . ?
C8 N1 C1 105.98(16) . . ?
C23 N1 C8 130.18(17) . . ?
C23 N1 C1 123.45(16) . . ?
O3 C8 N1 119.53(17) . . ?
C7 C8 O3 128.29(17) . . ?
C7 C8 N1 111.87(17) . . ?
C13 C12 C11 119.71(17) . . ?
C13 C12 C17 118.71(18) . . ?
C17 C12 C11 121.58(18) . . ?
C8 C7 C11 121.48(18) . . ?
C8 C7 C6 106.77(18) . . ?
C6 C7 C11 131.53(19) . . ?
C6 C1 N1 107.49(16) . . ?
C2 C1 N1 130.9(2) . . ?
C2 C1 C6 121.6(2) . . ?
O3 C9 C10 117.17(16) . . ?
C19 C9 O3 119.09(18) . . ?
C19 C9 C10 123.56(18) . . ?
C12 C11 H11 108.4 . . ?
C12 C11 C10 112.82(15) . . ?
C7 C11 C12 112.91(15) . . ?
C7 C11 H11 108.4 . . ?
C7 C11 C10 105.81(16) . . ?
C10 C11 H11 108.4 . . ?
O2 C23 N1 110.25(16) . . ?
O1 C23 O2 128.1(2) . . ?
O1 C23 N1 121.7(2) . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.31(18) . . ?
C14 C13 H13 119.3 . . ?
C1 C6 C7 107.87(18) . . ?
C5 C6 C7 132.6(2) . . ?
C5 C6 C1 119.58(19) . . ?
O6 C14 C13 115.42(18) . . ?
O6 C14 C15 124.80(19) . . ?
C15 C14 C13 119.8(2) . . ?
C1 C2 H2 121.4 . . ?
C3 C2 C1 117.2(2) . . ?
C3 C2 H2 121.4 . . ?
C9 C19 H19 115.7 . . ?
C9 C19 C20 128.51(18) . . ?
C20 C19 H19 115.7 . . ?
C9 C10 C11 114.53(16) . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
O5 C20 C19 109.78(18) . . ?
O4 C20 O5 122.6(2) . . ?
O4 C20 C19 127.6(2) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 C14 118.9(2) . . ?
C16 C15 H15 120.5 . . ?
C12 C17 H17 120.1 . . ?
C16 C17 C12 119.9(2) . . ?
C16 C17 H17 120.1 . . ?
O2 C24 C25 102.31(16) . . ?
O2 C24 C26 110.22(19) . . ?
O2 C24 C27 108.50(19) . . ?
C26 C24 C25 111.4(2) . . ?
C26 C24 C27 112.8(2) . . ?
C27 C24 C25 111.1(2) . . ?
C2 C3 H3 118.7 . . ?
C2 C3 C4 122.5(2) . . ?
C4 C3 H3 118.7 . . ?
C6 C5 H5 120.5 . . ?
C4 C5 C6 119.1(2) . . ?
C4 C5 H5 120.5 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 120.0 . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
O5 C21 H21A 110.2 . . ?
O5 C21 H21B 110.2 . . ?
O5 C21 C22 107.4(2) . . ?
H21A C21 H21B 108.5 . . ?
C22 C21 H21A 110.2 . . ?
C22 C21 H21B 110.2 . . ?
O6 C18 H18A 109.5 . . ?
O6 C18 H18B 109.5 . . ?
O6 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_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 1.647
_oxdiff_exptl_absorpt_empirical_full_min 0.557
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Compound6aa
_database_code_depnum_ccdc_archive 'CCDC 2257155'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-09-30
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 O4'
_chemical_formula_sum            'C21 H18 O4'
_chemical_formula_weight         334.35
_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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2390(2)
_cell_length_b                   8.5305(2)
_cell_length_c                   12.8575(3)
_cell_angle_alpha                72.914(2)
_cell_angle_beta                 83.275(2)
_cell_angle_gamma                75.314(2)
_cell_volume                     834.67(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9225
_cell_measurement_temperature    297.1
_cell_measurement_theta_max      25.9430
_cell_measurement_theta_min      2.5520
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61048
_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            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19973
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.218
_diffrn_reflns_theta_min         2.558
_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 1.000
_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    -42.00  54.00   0.50    3.20    --  -15.60  51.00 -18.00  192
  2  ω    -10.00  86.00   0.50    3.20    --   16.22  51.00 -18.00  192
  3  ω    -37.00  21.00   0.50    3.20    --  -15.60 -94.00   0.00  116
  4  ω    -37.00  21.00   0.50    3.20    --  -15.60 -94.00 -30.00  116
  5  ω    -37.00  53.00   0.50    3.20    --   16.22 -94.00 -90.00  180
  6  ω    -37.00  21.00   0.50    3.20    --  -15.60 -94.00-150.00  116
  7  ω    -53.00  42.00   0.50    3.20    --   16.22 -51.00-164.00  190
  8  ω    -47.00  57.00   0.50    3.20    --  -15.60  77.00-180.00  208
  9  ω    -70.00 -10.00   0.50    3.20    --  -15.60 125.00 -60.00  120
 10  ω    -89.00   9.00   0.50    3.20    --  -15.60 -30.00-150.00  196
 11  ω    -85.00  11.00   0.50    3.20    --  -15.60 -51.00-164.00  192
 12  ω    -70.00 -10.00   0.50    3.20    --  -15.60 125.00-180.00  120
 13  ω    -85.00  12.00   0.50    3.20    --  -15.60 -61.00  30.00  194
 14  ω    -37.00  53.00   0.50    3.20    --   16.22 -94.00  60.00  180
 15  ω    -37.00  21.00   0.50    3.20    --  -15.60 -94.00  90.00  116
 16  ω    -37.00  21.00   0.50    3.20    --  -15.60 -94.00 120.00  116
 17  ω     10.00  71.00   0.50    3.20    --   16.22-125.00 150.00  122
 18  ω    -40.00  55.00   0.50    3.20    --  -15.60  45.00  90.00  190
 19  ω    -54.00  41.00   0.50    3.20    --   16.22 -45.00 120.00  190
 20  ω    -88.00  16.00   0.50    3.20    --  -15.60 -77.00 150.00  208
 21  ω    -95.00  43.00   0.50    3.20    --  -15.60 -15.00  60.00  276
;
_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      0.0188643000
_diffrn_orient_matrix_UB_12      0.0770312000
_diffrn_orient_matrix_UB_13      -0.0008776000
_diffrn_orient_matrix_UB_21      0.0704917000
_diffrn_orient_matrix_UB_22      -0.0158739000
_diffrn_orient_matrix_UB_23      -0.0359305000
_diffrn_orient_matrix_UB_31      -0.0511139000
_diffrn_orient_matrix_UB_32      0.0425074000
_diffrn_orient_matrix_UB_33      -0.0452344000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                2781
_reflns_number_total             3575
_reflns_odcompleteness_completeness 99.97
_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 (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         0.132
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3575
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.053
_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)+(0.0586P)²+0.0914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1170
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C12(H12), C1(H1), C15(H15), C5(H5), C4(H4), C14(H14), C2(H2),
 C13(H13), C3(H3)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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
O2 O 0.49921(12) 0.61107(12) 0.75706(7) 0.0503(3) Uani 1 1 d . . . . .
O1 O 0.20165(12) 0.69686(12) 0.96846(7) 0.0492(3) Uani 1 1 d . . . . .
O4 O 0.73881(12) 0.63050(14) 0.48016(8) 0.0601(3) Uani 1 1 d . . . . .
O3 O 0.46963(13) 0.76164(15) 0.49021(9) 0.0675(3) Uani 1 1 d . . . . .
C17 C 0.29837(16) 0.74209(16) 0.87467(10) 0.0423(3) Uani 1 1 d . . . . .
C10 C 0.38716(16) 0.60680(16) 0.84517(10) 0.0423(3) Uani 1 1 d . . . . .
C6 C 0.12570(17) 1.01891(16) 0.77275(10) 0.0424(3) Uani 1 1 d . . . . .
C19 C 0.60810(17) 0.71928(18) 0.52357(11) 0.0478(3) Uani 1 1 d . . . . .
C11 C 0.34870(16) 0.45917(16) 0.92179(10) 0.0430(3) Uani 1 1 d . . . . .
C7 C 0.29661(17) 0.92032(16) 0.81737(10) 0.0445(3) Uani 1 1 d . . . . .
H7 H 0.325959 0.973599 0.868248 0.053 Uiso 1 1 calc R . . . .
C16 C 0.23390(17) 0.52355(17) 0.99605(10) 0.0452(3) Uani 1 1 d . . . . .
C9 C 0.52080(17) 0.77293(18) 0.70471(11) 0.0469(3) Uani 1 1 d . . . . .
C8 C 0.43540(17) 0.91017(18) 0.73039(11) 0.0492(3) Uani 1 1 d . . . . .
H8 H 0.463378 1.010873 0.691009 0.059 Uiso 1 1 calc R . . . .
C12 C 0.39329(19) 0.28600(18) 0.93611(12) 0.0524(4) Uani 1 1 d . . . . .
H12 H 0.469238 0.239415 0.887698 0.063 Uiso 1 1 calc R . . . .
C1 C 0.07763(19) 1.00637(19) 0.67617(11) 0.0526(4) Uani 1 1 d . . . . .
H1 H 0.151270 0.939565 0.637226 0.063 Uiso 1 1 calc R . . . .
C18 C 0.65631(18) 0.7653(2) 0.61809(12) 0.0562(4) Uani 1 1 d . . . . .
H18A H 0.755426 0.682939 0.649162 0.067 Uiso 1 1 calc R . . . .
H18B H 0.685037 0.874191 0.591720 0.067 Uiso 1 1 calc R . . . .
C15 C 0.16208(19) 0.42461(19) 1.08446(11) 0.0545(4) Uani 1 1 d . . . . .
H15 H 0.086457 0.470943 1.133111 0.065 Uiso 1 1 calc R . . . .
C5 C 0.01364(18) 1.11847(18) 0.82903(12) 0.0519(3) Uani 1 1 d . . . . .
H5 H 0.043970 1.127682 0.894047 0.062 Uiso 1 1 calc R . . . .
C4 C -0.14315(19) 1.2048(2) 0.79013(14) 0.0608(4) Uani 1 1 d . . . . .
H4 H -0.217401 1.271390 0.828927 0.073 Uiso 1 1 calc R . . . .
C14 C 0.2076(2) 0.2539(2) 1.09739(12) 0.0595(4) Uani 1 1 d . . . . .
H14 H 0.161478 0.182444 1.156083 0.071 Uiso 1 1 calc R . . . .
C2 C -0.0792(2) 1.0927(2) 0.63755(13) 0.0610(4) Uani 1 1 d . . . . .
H2 H -0.110357 1.083409 0.572785 0.073 Uiso 1 1 calc R . . . .
C13 C 0.3215(2) 0.18545(19) 1.02428(13) 0.0585(4) Uani 1 1 d . . . . .
H13 H 0.349632 0.069274 1.035245 0.070 Uiso 1 1 calc R . . . .
C3 C -0.1892(2) 1.1920(2) 0.69403(14) 0.0621(4) Uani 1 1 d . . . . .
H3 H -0.294299 1.250299 0.667468 0.074 Uiso 1 1 calc R . . . .
C20 C 0.7118(2) 0.5821(2) 0.38554(14) 0.0656(4) Uani 1 1 d . . . . .
H20A H 0.682603 0.681147 0.324385 0.079 Uiso 1 1 calc R . . . .
H20B H 0.620807 0.524131 0.401180 0.079 Uiso 1 1 calc R . . . .
C21 C 0.8695(2) 0.4695(3) 0.35946(16) 0.0815(6) Uani 1 1 d . . . . .
H21A H 0.855471 0.434655 0.297193 0.122 Uiso 1 1 calc GR . . . .
H21B H 0.897228 0.372213 0.420589 0.122 Uiso 1 1 calc GR . . . .
H21C H 0.958324 0.528454 0.343620 0.122 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C10 1.3729(15) . ?
O2 C9 1.3933(16) . ?
O1 C17 1.3768(15) . ?
O1 C16 1.3772(16) . ?
O4 C19 1.3187(17) . ?
O4 C20 1.4510(19) . ?
O3 C19 1.1961(16) . ?
C17 C10 1.3323(18) . ?
C17 C7 1.4791(18) . ?
C10 C11 1.4343(18) . ?
C6 C7 1.5246(18) . ?
C6 C1 1.3874(18) . ?
C6 C5 1.3800(19) . ?
C19 C18 1.504(2) . ?
C11 C16 1.3932(19) . ?
C11 C12 1.3899(19) . ?
C7 H7 0.9800 . ?
C7 C8 1.5077(19) . ?
C16 C15 1.3735(19) . ?
C9 C8 1.315(2) . ?
C9 C18 1.4850(19) . ?
C8 H8 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.378(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.382(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C15 H15 0.9300 . ?
C15 C14 1.373(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.376(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.394(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(2) . ?
C13 H13 0.9300 . ?
C3 H3 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.476(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O2 C9 112.72(10) . . ?
C17 O1 C16 105.27(10) . . ?
C19 O4 C20 117.43(12) . . ?
O1 C17 C7 122.04(11) . . ?
C10 C17 O1 111.11(11) . . ?
C10 C17 C7 126.85(12) . . ?
O2 C10 C11 126.59(12) . . ?
C17 C10 O2 124.72(12) . . ?
C17 C10 C11 108.67(11) . . ?
C1 C6 C7 120.59(12) . . ?
C5 C6 C7 120.80(12) . . ?
C5 C6 C1 118.58(13) . . ?
O4 C19 C18 111.43(12) . . ?
O3 C19 O4 124.29(13) . . ?
O3 C19 C18 124.25(14) . . ?
C16 C11 C10 103.53(11) . . ?
C12 C11 C10 137.36(13) . . ?
C12 C11 C16 119.10(13) . . ?
C17 C7 C6 112.42(11) . . ?
C17 C7 H7 108.9 . . ?
C17 C7 C8 103.99(11) . . ?
C6 C7 H7 108.9 . . ?
C8 C7 C6 113.61(11) . . ?
C8 C7 H7 108.9 . . ?
O1 C16 C11 111.40(11) . . ?
C15 C16 O1 125.10(13) . . ?
C15 C16 C11 123.49(13) . . ?
O2 C9 C18 109.67(12) . . ?
C8 C9 O2 124.59(13) . . ?
C8 C9 C18 125.73(14) . . ?
C7 C8 H8 116.8 . . ?
C9 C8 C7 126.41(13) . . ?
C9 C8 H8 116.8 . . ?
C11 C12 H12 121.0 . . ?
C13 C12 C11 117.94(14) . . ?
C13 C12 H12 121.0 . . ?
C6 C1 H1 119.8 . . ?
C2 C1 C6 120.33(14) . . ?
C2 C1 H1 119.8 . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C9 C18 C19 113.07(11) . . ?
C9 C18 H18A 109.0 . . ?
C9 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C16 C15 H15 121.7 . . ?
C14 C15 C16 116.64(15) . . ?
C14 C15 H15 121.7 . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C4 120.95(14) . . ?
C4 C5 H5 119.5 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 119.97(15) . . ?
C3 C4 H4 120.0 . . ?
C15 C14 H14 119.4 . . ?
C15 C14 C13 121.30(14) . . ?
C13 C14 H14 119.4 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.53(14) . . ?
C3 C2 H2 119.7 . . ?
C12 C13 C14 121.53(15) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C4 C3 H3 120.2 . . ?
C2 C3 C4 119.64(14) . . ?
C2 C3 H3 120.2 . . ?
O4 C20 H20A 110.2 . . ?
O4 C20 H20B 110.2 . . ?
O4 C20 C21 107.42(14) . . ?
H20A C20 H20B 108.5 . . ?
C21 C20 H20A 110.2 . . ?
C21 C20 H20B 110.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_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 1.401
_oxdiff_exptl_absorpt_empirical_full_min 0.537
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_Compound8al
_database_code_depnum_ccdc_archive 'CCDC 2257156'
loop_
_audit_author_name
_audit_author_address
'K C Kumara Swamy'
;University of Hyderabad
India
;
_audit_update_record             
;
2023-04-18 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_Compound8al         
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: The crystal was of poor quality.
;
_vrf_PLAT020_Compound8al         
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.294 Report
RESPONSE: The crystal was of poor quality.
;
_vrf_PLAT026_Compound8al         
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        33% Check
RESPONSE: The crystal was of poor quality.
;
_vrf_PLAT084_Compound8al         
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.44 Report
RESPONSE: The crystal was of poor quality.
;
_vrf_PLAT340_Compound8al         
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01537 Ang.
RESPONSE: The crystal was of poor quality.
;
# Added during the CSD deposition process: Tuesday 18 April 2023 11:14 AM
# end Validation Reply Form

_audit_creation_date             2023-03-10
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H28 N2 O3'
_chemical_formula_sum            'C36 H28 N2 O3'
_chemical_formula_weight         536.60
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5236(3)
_cell_length_b                   11.4554(5)
_cell_length_c                   12.9859(4)
_cell_angle_alpha                100.268(3)
_cell_angle_beta                 113.577(3)
_cell_angle_gamma                98.024(3)
_cell_volume                     1372.67(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4826
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      21.3200
_cell_measurement_theta_min      2.1110
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36531
_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            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2935
_diffrn_reflns_av_unetI/netI     0.2577
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            29773
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.121
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.0
_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 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  98.00   0.50    4.00    --   16.22   9.00  -0.00  322
  2  ω     13.00  43.00   0.50    4.00    --  -15.60-131.00 -19.25   60
  3  ω     10.00  71.00   0.50    4.00    --   16.22-125.00   0.00  122
  4  ω    -37.00  21.00   0.50    4.00    --  -15.60 -94.00  60.00  116
  5  ω    -37.00  21.00   0.50    4.00    --  -15.60 -94.00 120.00  116
  6  ω    -54.00  41.00   0.50    4.00    --   16.22 -45.00  90.00  190
  7  ω     -8.00  86.00   0.50    4.00    --   16.22  45.00  60.00  188
  8  ω    -37.00  21.00   0.50    4.00    --  -15.60 -94.00 -60.00  116
  9  ω     10.00  71.00   0.50    4.00    --   16.22-125.00-120.00  122
 10  ω    -37.00  21.00   0.50    4.00    --  -15.60 -94.00-150.00  116
 11  ω    -65.00  95.00   0.50    4.00    --   16.22  -9.00-175.00  320
 12  ω    -70.00 -10.00   0.50    4.00    --  -15.60 125.00 -60.00  120
 13  ω    -70.00 -10.00   0.50    4.00    --  -15.60 125.00-120.00  120
 14  ω    -70.00 -10.00   0.50    4.00    --  -15.60 125.00-150.00  120
 15  ω    -97.00  63.00   0.50    4.00    --  -15.60  -9.00-175.00  320
 16  ω    -70.00 -10.00   0.50    4.00    --  -15.60 125.00 -30.00  120
 17  ω    -70.00 -10.00   0.50    4.00    --  -15.60 125.00   0.00  120
 18  ω    -70.00 -10.00   0.50    4.00    --  -15.60 125.00  60.00  120
 19  ω    -95.00  66.00   0.50    4.00    --  -15.60   9.00  -0.00  322
 20  ω    -86.00   9.00   0.50    4.00    --  -15.60 -45.00 150.00  190
 21  ω    -89.00   9.00   0.50    4.00    --  -15.60 -30.00   0.00  196
;
_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      0.0556001000
_diffrn_orient_matrix_UB_12      -0.0276897000
_diffrn_orient_matrix_UB_13      -0.0016998000
_diffrn_orient_matrix_UB_21      -0.0411481000
_diffrn_orient_matrix_UB_22      -0.0575873000
_diffrn_orient_matrix_UB_23      -0.0061077000
_diffrn_orient_matrix_UB_31      -0.0306018000
_diffrn_orient_matrix_UB_32      -0.0102828000
_diffrn_orient_matrix_UB_33      -0.0613562000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                1591
_reflns_number_total             4864
_reflns_odcompleteness_completeness 99.98
_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 (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         0.245
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         4864
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2760
_refine_ls_R_factor_gt           0.1228
_refine_ls_restrained_S_all      1.042
_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)+(0.0635P)²+3.2528P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2528
_refine_ls_wR_factor_ref         0.4444
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C35(H35A,H35B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C4(H4), C27(H27), C30(H30), C12(H12), C20(H20), C11(H11), C28(H28),
 C23(H23), C22(H22), C8(H8), C29(H29), C21(H21), C14(H14), C10(H10), C18(H18),
 C15(H15), C9(H9), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4215(6) 0.2403(7) 0.7544(5) 0.080(2) Uani 1 1 d . . . . .
N1 N 0.6436(7) 0.3814(9) 0.8372(5) 0.068(2) Uani 1 1 d . . . . .
N2 N 0.6973(7) 0.5047(9) 0.8822(5) 0.073(2) Uani 1 1 d . . . . .
O2 O 0.3249(8) -0.0319(8) 0.6267(6) 0.105(3) Uani 1 1 d . . . . .
C31 C 0.1650(7) 0.6229(9) 0.7371(6) 0.062(3) Uani 1 1 d . . . . .
C19 C 0.2410(7) 0.5218(9) 0.5974(6) 0.064(3) Uani 1 1 d . . . . .
C24 C 0.1734(8) 0.5905(9) 0.5208(6) 0.065(3) Uani 1 1 d . . . . .
C26 C 0.0993(8) 0.6930(10) 0.6598(6) 0.071(3) Uani 1 1 d . . . . .
C7 C 0.7388(9) 0.3052(12) 0.8302(6) 0.070(3) Uani 1 1 d . . . . .
C32 C 0.2361(7) 0.5379(9) 0.7068(6) 0.059(3) Uani 1 1 d . . . . .
C6 C 0.5006(8) 0.3550(12) 0.8033(6) 0.068(3) Uani 1 1 d . . . . .
C2 C 0.4584(8) 0.4581(10) 0.8237(6) 0.064(3) Uani 1 1 d . . . . .
C1 C 0.5851(9) 0.5541(11) 0.8733(6) 0.069(3) Uani 1 1 d . . . . .
C3 C 0.3028(8) 0.4548(10) 0.7888(6) 0.070(3) Uani 1 1 d . . . . .
H3 H 0.293325 0.483184 0.860627 0.085 Uiso 1 1 calc R . . . .
C25 C 0.1030(8) 0.6747(9) 0.5516(6) 0.070(3) Uani 1 1 d . . . . .
H25 H 0.058067 0.718959 0.500005 0.084 Uiso 1 1 calc R . . . .
C4 C 0.2211(9) 0.3258(12) 0.7373(7) 0.076(3) Uani 1 1 d . . . . .
H4 H 0.122794 0.310942 0.711351 0.091 Uiso 1 1 calc R . . . .
O3 O 0.1727(9) 0.0357(8) 0.4865(6) 0.129(3) Uani 1 1 d . . . . .
C27 C 0.0280(8) 0.7803(10) 0.6899(7) 0.078(3) Uani 1 1 d . . . . .
H27 H -0.013946 0.825455 0.638170 0.094 Uiso 1 1 calc R . . . .
C5 C 0.2761(8) 0.2301(12) 0.7252(7) 0.076(3) Uani 1 1 d . . . . .
C30 C 0.1496(8) 0.6444(10) 0.8444(6) 0.074(3) Uani 1 1 d . . . . .
H30 H 0.186723 0.598330 0.896711 0.089 Uiso 1 1 calc R . . . .
C12 C 0.8811(8) 0.3622(10) 0.8694(6) 0.074(3) Uani 1 1 d . . . . .
H12 H 0.910865 0.446583 0.897887 0.089 Uiso 1 1 calc R . . . .
C33 C 0.1985(9) 0.0998(10) 0.6796(7) 0.084(3) Uani 1 1 d . . . . .
H33A H 0.096808 0.094998 0.648665 0.101 Uiso 1 1 calc R . . . .
H33B H 0.224024 0.060910 0.743244 0.101 Uiso 1 1 calc R . . . .
C20 C 0.3086(8) 0.4343(9) 0.5574(6) 0.069(3) Uani 1 1 d . . . . .
H20 H 0.350756 0.384800 0.604099 0.083 Uiso 1 1 calc R . . . .
C11 C 0.9777(10) 0.2950(12) 0.8665(7) 0.084(4) Uani 1 1 d . . . . .
H11 H 1.073744 0.332898 0.895886 0.101 Uiso 1 1 calc R . . . .
C13 C 0.6128(9) 0.6847(12) 0.9148(7) 0.075(3) Uani 1 1 d . . . . .
C28 C 0.0204(9) 0.7984(10) 0.7929(7) 0.083(3) Uani 1 1 d . . . . .
H28 H -0.025706 0.856151 0.812267 0.099 Uiso 1 1 calc R . . . .
C23 C 0.1775(9) 0.5749(10) 0.4094(6) 0.078(3) Uani 1 1 d . . . . .
H23 H 0.132903 0.620540 0.359153 0.094 Uiso 1 1 calc R . . . .
C34 C 0.2301(10) 0.0300(11) 0.5850(9) 0.087(4) Uani 1 1 d . . . . .
C22 C 0.2451(10) 0.4951(10) 0.3781(7) 0.081(3) Uani 1 1 d . . . . .
H22 H 0.248574 0.486734 0.306709 0.097 Uiso 1 1 calc R . . . .
C8 C 0.6949(10) 0.1830(13) 0.7868(8) 0.093(4) Uani 1 1 d . . . . .
H8 H 0.599500 0.145066 0.760598 0.111 Uiso 1 1 calc R . . . .
C29 C 0.0830(9) 0.7290(11) 0.8706(7) 0.083(3) Uani 1 1 d . . . . .
H29 H 0.078216 0.742007 0.941536 0.100 Uiso 1 1 calc R . . . .
C21 C 0.3114(9) 0.4235(10) 0.4524(7) 0.084(3) Uani 1 1 d . . . . .
H21 H 0.357624 0.368120 0.429233 0.100 Uiso 1 1 calc R . . . .
C14 C 0.5328(10) 0.7367(13) 0.9634(8) 0.088(4) Uani 1 1 d . . . . .
H14 H 0.456295 0.687858 0.966027 0.105 Uiso 1 1 calc R . . . .
C10 C 0.9322(10) 0.1721(13) 0.8202(8) 0.089(4) Uani 1 1 d . . . . .
H10 H 0.997234 0.126921 0.814912 0.107 Uiso 1 1 calc R . . . .
C18 C 0.7228(11) 0.7591(14) 0.9077(9) 0.095(4) Uani 1 1 d . . . . .
H18 H 0.775108 0.725273 0.872213 0.114 Uiso 1 1 calc R . . . .
C15 C 0.5666(14) 0.8627(15) 1.0086(9) 0.107(4) Uani 1 1 d . . . . .
H15 H 0.513190 0.897253 1.042583 0.128 Uiso 1 1 calc R . . . .
C9 C 0.7912(10) 0.1132(12) 0.7808(9) 0.107(4) Uani 1 1 d . . . . .
H9 H 0.761338 0.028901 0.750978 0.129 Uiso 1 1 calc R . . . .
C16 C 0.6775(13) 0.9369(13) 1.0037(10) 0.112(4) Uani 1 1 d . . . . .
H16 H 0.699567 1.020936 1.033812 0.135 Uiso 1 1 calc R . . . .
C17 C 0.7549(12) 0.8841(15) 0.9534(10) 0.116(5) Uani 1 1 d . . . . .
H17 H 0.830433 0.933261 0.949807 0.139 Uiso 1 1 calc R . . . .
C35 C 0.3629(14) -0.0989(14) 0.5427(13) 0.147(6) Uani 1 1 d . . . . .
H35A H 0.406086 -0.043626 0.510928 0.176 Uiso 1 1 calc R . . . .
H35B H 0.279149 -0.155199 0.479404 0.176 Uiso 1 1 calc R . . . .
C36 C 0.4704(14) -0.1693(14) 0.6090(16) 0.209(9) Uani 1 1 d . . . . .
H36A H 0.488401 -0.225029 0.554653 0.313 Uiso 1 1 calc GR . . . .
H36B H 0.431492 -0.213886 0.649772 0.313 Uiso 1 1 calc GR . . . .
H36C H 0.558056 -0.112488 0.663614 0.313 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.341(12) . ?
O1 C5 1.403(9) . ?
N1 N2 1.370(10) . ?
N1 C7 1.435(11) . ?
N1 C6 1.359(9) . ?
N2 C1 1.353(11) . ?
O2 C34 1.302(12) . ?
O2 C35 1.441(13) . ?
C31 C26 1.421(12) . ?
C31 C32 1.401(11) . ?
C31 C30 1.449(10) . ?
C19 C24 1.408(11) . ?
C19 C32 1.422(9) . ?
C19 C20 1.446(11) . ?
C24 C25 1.393(11) . ?
C24 C23 1.445(10) . ?
C26 C25 1.399(10) . ?
C26 C27 1.421(11) . ?
C7 C12 1.388(11) . ?
C7 C8 1.349(14) . ?
C32 C3 1.576(11) . ?
C6 C2 1.339(12) . ?
C2 C1 1.433(13) . ?
C2 C3 1.507(10) . ?
C1 C13 1.442(14) . ?
C3 H3 0.9800 . ?
C3 C4 1.485(13) . ?
C25 H25 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.322(13) . ?
O3 C34 1.195(11) . ?
C27 H27 0.9300 . ?
C27 C28 1.353(10) . ?
C5 C33 1.485(13) . ?
C30 H30 0.9300 . ?
C30 C29 1.345(12) . ?
C12 H12 0.9300 . ?
C12 C11 1.366(12) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.520(12) . ?
C20 H20 0.9300 . ?
C20 C21 1.359(9) . ?
C11 H11 0.9300 . ?
C11 C10 1.361(14) . ?
C13 C14 1.376(12) . ?
C13 C18 1.383(14) . ?
C28 H28 0.9300 . ?
C28 C29 1.408(12) . ?
C23 H23 0.9300 . ?
C23 C22 1.336(12) . ?
C22 H22 0.9300 . ?
C22 C21 1.413(12) . ?
C8 H8 0.9300 . ?
C8 C9 1.393(13) . ?
C29 H29 0.9300 . ?
C21 H21 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.394(15) . ?
C10 H10 0.9300 . ?
C10 C9 1.381(13) . ?
C18 H18 0.9300 . ?
C18 C17 1.385(15) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(16) . ?
C9 H9 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.369(15) . ?
C17 H17 0.9300 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.547(18) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 C5 113.8(8) . . ?
N2 N1 C7 118.8(7) . . ?
C6 N1 N2 109.5(9) . . ?
C6 N1 C7 131.7(10) . . ?
C1 N2 N1 106.5(8) . . ?
C34 O2 C35 114.7(10) . . ?
C26 C31 C30 115.4(8) . . ?
C32 C31 C26 120.4(7) . . ?
C32 C31 C30 124.2(8) . . ?
C24 C19 C32 119.7(8) . . ?
C24 C19 C20 117.0(7) . . ?
C32 C19 C20 123.3(8) . . ?
C19 C24 C23 120.2(9) . . ?
C25 C24 C19 120.6(7) . . ?
C25 C24 C23 119.2(8) . . ?
C25 C26 C31 119.5(9) . . ?
C25 C26 C27 119.5(9) . . ?
C27 C26 C31 121.0(7) . . ?
C12 C7 N1 117.3(10) . . ?
C8 C7 N1 122.8(8) . . ?
C8 C7 C12 119.9(10) . . ?
C31 C32 C19 119.4(8) . . ?
C31 C32 C3 121.0(6) . . ?
C19 C32 C3 119.6(8) . . ?
O1 C6 N1 121.6(10) . . ?
C2 C6 O1 128.7(8) . . ?
C2 C6 N1 109.7(10) . . ?
C6 C2 C1 105.4(8) . . ?
C6 C2 C3 120.4(9) . . ?
C1 C2 C3 134.0(10) . . ?
N2 C1 C2 108.9(10) . . ?
N2 C1 C13 117.7(9) . . ?
C2 C1 C13 133.3(9) . . ?
C32 C3 H3 106.8 . . ?
C2 C3 C32 116.4(7) . . ?
C2 C3 H3 106.8 . . ?
C4 C3 C32 111.1(6) . . ?
C4 C3 C2 108.4(8) . . ?
C4 C3 H3 106.8 . . ?
C24 C25 C26 120.4(8) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C3 C4 H4 117.2 . . ?
C5 C4 C3 125.7(8) . . ?
C5 C4 H4 117.2 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.8(9) . . ?
C28 C27 H27 119.6 . . ?
O1 C5 C33 110.1(10) . . ?
C4 C5 O1 122.9(10) . . ?
C4 C5 C33 127.0(8) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 C31 121.9(9) . . ?
C29 C30 H30 119.1 . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.4(11) . . ?
C11 C12 H12 119.8 . . ?
C5 C33 H33A 108.9 . . ?
C5 C33 H33B 108.9 . . ?
C5 C33 C34 113.4(8) . . ?
H33A C33 H33B 107.7 . . ?
C34 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.9(9) . . ?
C21 C20 H20 119.5 . . ?
C12 C11 H11 120.3 . . ?
C10 C11 C12 119.4(10) . . ?
C10 C11 H11 120.3 . . ?
C14 C13 C1 120.9(10) . . ?
C14 C13 C18 119.3(12) . . ?
C18 C13 C1 119.8(10) . . ?
C27 C28 H28 120.3 . . ?
C27 C28 C29 119.4(9) . . ?
C29 C28 H28 120.3 . . ?
C24 C23 H23 119.8 . . ?
C22 C23 C24 120.4(9) . . ?
C22 C23 H23 119.8 . . ?
O2 C34 C33 111.2(9) . . ?
O3 C34 O2 127.1(11) . . ?
O3 C34 C33 121.7(11) . . ?
C23 C22 H22 119.7 . . ?
C23 C22 C21 120.5(8) . . ?
C21 C22 H22 119.7 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.6(10) . . ?
C9 C8 H8 119.7 . . ?
C30 C29 C28 121.5(8) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C20 C21 C22 120.9(9) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.8(12) . . ?
C15 C14 H14 120.1 . . ?
C11 C10 H10 119.3 . . ?
C11 C10 C9 121.3(11) . . ?
C9 C10 H10 119.3 . . ?
C13 C18 H18 120.0 . . ?
C13 C18 C17 119.9(12) . . ?
C17 C18 H18 120.0 . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.1(13) . . ?
C16 C15 H15 119.5 . . ?
C8 C9 H9 120.8 . . ?
C10 C9 C8 118.4(12) . . ?
C10 C9 H9 120.8 . . ?
C15 C16 H16 120.7 . . ?
C17 C16 C15 118.5(14) . . ?
C17 C16 H16 120.7 . . ?
C18 C17 H17 119.3 . . ?
C16 C17 C18 121.3(13) . . ?
C16 C17 H17 119.3 . . ?
O2 C35 H35A 110.5 . . ?
O2 C35 H35B 110.5 . . ?
O2 C35 C36 106.0(13) . . ?
H35A C35 H35B 108.7 . . ?
C36 C35 H35A 110.5 . . ?
C36 C35 H35B 110.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_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 4.910
_oxdiff_exptl_absorpt_empirical_full_min 0.291
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
