# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_venu1
_database_code_depnum_ccdc_archive 'CCDC 2157403'
loop_
_audit_author_name
_audit_author_address
'Sajesh P. Thomas'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2022-03-09 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
?
''
?
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 O2'
_chemical_formula_sum            'C21 H18 O2'
_chemical_formula_weight         302.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.9249(6)
_cell_length_b                   11.7152(4)
_cell_length_c                   19.1338(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.921(4)
_cell_angle_gamma                90
_cell_volume                     3232.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10333
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10333
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         3.388
_diffrn_ambient_temperature      293(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Super Nova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2118
_reflns_number_total             2719
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2719
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      1.112
_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)+(0.1814P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1856
_refine_ls_wR_factor_ref         0.2481
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2a), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13),
 C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined with riding coordinates:
 C15(H15a,H15b,H15c)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.41654(14) 0.12177(13) 0.59575(11) 0.0732(6) Uani 1 1 d . . . . .
O2 O 0.57373(12) 0.10071(12) 0.56801(9) 0.0611(5) Uani 1 1 d . . . . .
H2 H 0.531582 0.054280 0.563903 0.092 Uiso 1 1 calc R U . . .
C1 C 0.39867(14) 0.31908(17) 0.59879(10) 0.0435(6) Uani 1 1 d . . . . .
C2 C 0.30278(16) 0.3110(2) 0.58823(11) 0.0513(6) Uani 1 1 d . . . . .
H2A H 0.273440 0.241730 0.573736 0.062 Uiso 1 1 calc R U . . .
C3 C 0.25084(16) 0.4030(2) 0.59874(13) 0.0586(7) Uani 1 1 d . . . . .
H3 H 0.186834 0.396263 0.590190 0.070 Uiso 1 1 calc R U . . .
C4 C 0.29355(17) 0.5047(2) 0.62187(12) 0.0604(7) Uani 1 1 d . . . . .
H4 H 0.258674 0.567162 0.629262 0.072 Uiso 1 1 calc R U . . .
C5 C 0.38861(17) 0.51405(19) 0.63419(13) 0.0617(7) Uani 1 1 d . . . . .
H5 H 0.417666 0.582619 0.650997 0.074 Uiso 1 1 calc R U . . .
C6 C 0.44072(16) 0.42310(19) 0.62186(12) 0.0545(6) Uani 1 1 d . . . . .
H6 H 0.504426 0.431232 0.628991 0.065 Uiso 1 1 calc R U . . .
C7 C 0.44821(15) 0.21477(16) 0.58632(11) 0.0489(6) Uani 1 1 d . . . . .
C8 C 0.53592(15) 0.21257(16) 0.55578(11) 0.0455(6) Uani 1 1 d . . . . .
C9 C 0.61522(14) 0.29257(17) 0.59145(10) 0.0452(6) Uani 1 1 d . . . . .
C10 C 0.65462(16) 0.2901(2) 0.66673(12) 0.0572(7) Uani 1 1 d . . . . .
C11 C 0.73027(18) 0.3623(3) 0.69461(14) 0.0716(8) Uani 1 1 d . . . . .
H11 H 0.756857 0.361911 0.744235 0.086 Uiso 1 1 calc R U . . .
C12 C 0.76682(18) 0.4333(2) 0.65253(15) 0.0718(8) Uani 1 1 d . . . . .
H12 H 0.816700 0.480384 0.673374 0.086 Uiso 1 1 calc R U . . .
C13 C 0.72910(16) 0.4343(2) 0.57906(14) 0.0638(7) Uani 1 1 d . . . . .
H13 H 0.753848 0.480687 0.549275 0.077 Uiso 1 1 calc R U . . .
C14 C 0.65358(14) 0.36498(18) 0.55018(12) 0.0498(6) Uani 1 1 d . . . . .
H14 H 0.627396 0.367308 0.500522 0.060 Uiso 1 1 calc R U . . .
C15 C 0.6211(2) 0.2129(3) 0.71691(14) 0.0890(10) Uani 1 1 d . . . . .
H15A H 0.613993 0.136919 0.697461 0.133 Uiso 1 1 calc R U . . .
H15B H 0.562417 0.239847 0.722173 0.133 Uiso 1 1 calc R U . . .
H15C H 0.665280 0.212369 0.763300 0.133 Uiso 1 1 calc R U . . .
C16 C 0.49947(14) 0.23179(16) 0.47340(11) 0.0428(5) Uani 1 1 d . . . . .
C17 C 0.43971(15) 0.32045(18) 0.44348(11) 0.0499(6) Uani 1 1 d . . . . .
H17 H 0.422054 0.373188 0.473736 0.060 Uiso 1 1 calc R U . . .
C18 C 0.40663(16) 0.3310(2) 0.37004(12) 0.0576(7) Uani 1 1 d . . . . .
H18 H 0.365946 0.389931 0.351007 0.069 Uiso 1 1 calc R U . . .
C19 C 0.43314(17) 0.2547(2) 0.32392(12) 0.0632(7) Uani 1 1 d . . . . .
H19 H 0.409953 0.261314 0.274088 0.076 Uiso 1 1 calc R U . . .
C20 C 0.49398(19) 0.1694(2) 0.35277(13) 0.0672(7) Uani 1 1 d . . . . .
H20 H 0.513662 0.118876 0.322311 0.081 Uiso 1 1 calc R U . . .
C21 C 0.52626(16) 0.15788(19) 0.42645(12) 0.0550(6) Uani 1 1 d . . . . .
H21 H 0.567117 0.098862 0.445080 0.066 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.219(2) . ?
O2 H2 0.8200 . ?
O2 C8 1.422(2) . ?
C1 C2 1.396(3) . ?
C1 C6 1.390(3) . ?
C1 C7 1.479(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.372(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.370(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.565(3) . ?
C8 C9 1.526(3) . ?
C8 C16 1.546(3) . ?
C9 C10 1.409(3) . ?
C9 C14 1.380(3) . ?
C10 C11 1.402(4) . ?
C10 C15 1.496(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.365(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.373(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.393(3) . ?
C16 C21 1.379(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.370(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.367(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(3) . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 H2 109.5 . . ?
C2 C1 C7 117.20(18) . . ?
C6 C1 C2 117.88(19) . . ?
C6 C1 C7 124.9(2) . . ?
C1 C2 H2A 119.2 . . ?
C3 C2 C1 121.5(2) . . ?
C3 C2 H2A 119.2 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.3(2) . . ?
C5 C6 H6 119.8 . . ?
O1 C7 C1 119.0(2) . . ?
O1 C7 C8 115.70(18) . . ?
C1 C7 C8 125.08(16) . . ?
O2 C8 C7 106.76(16) . . ?
O2 C8 C9 105.25(16) . . ?
O2 C8 C16 108.82(17) . . ?
C9 C8 C7 116.73(17) . . ?
C9 C8 C16 113.29(17) . . ?
C16 C8 C7 105.65(16) . . ?
C10 C9 C8 121.06(19) . . ?
C14 C9 C8 120.66(18) . . ?
C14 C9 C10 118.19(19) . . ?
C9 C10 C15 123.2(2) . . ?
C11 C10 C9 117.4(2) . . ?
C11 C10 C15 119.4(2) . . ?
C10 C11 H11 118.4 . . ?
C12 C11 C10 123.2(2) . . ?
C12 C11 H11 118.4 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.2(2) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.7(2) . . ?
C14 C13 H13 120.6 . . ?
C9 C14 C13 123.2(2) . . ?
C9 C14 H14 118.4 . . ?
C13 C14 H14 118.4 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C8 123.22(19) . . ?
C21 C16 C8 119.20(18) . . ?
C21 C16 C17 117.6(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.5 . . ?
C20 C19 C18 118.9(2) . . ?
C20 C19 H19 120.5 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.2 . . ?
C20 C21 C16 121.5(2) . . ?
C20 C21 H21 119.2 . . ?

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
O1 C7 C8 O2 -18.1(3) . . . . ?
O1 C7 C8 C9 -135.4(2) . . . . ?
O1 C7 C8 C16 97.7(2) . . . . ?
O2 C8 C9 C10 -63.7(2) . . . . ?
O2 C8 C9 C14 112.8(2) . . . . ?
O2 C8 C16 C17 164.56(18) . . . . ?
O2 C8 C16 C21 -15.0(3) . . . . ?
C1 C2 C3 C4 -1.7(3) . . . . ?
C1 C7 C8 O2 166.74(18) . . . . ?
C1 C7 C8 C9 49.4(3) . . . . ?
C1 C7 C8 C16 -77.5(2) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C2 C1 C7 O1 -28.6(3) . . . . ?
C2 C1 C7 C8 146.49(19) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C4 C5 C6 C1 -1.9(4) . . . . ?
C6 C1 C2 C3 1.3(3) . . . . ?
C6 C1 C7 O1 149.7(2) . . . . ?
C6 C1 C7 C8 -35.2(3) . . . . ?
C7 C1 C2 C3 179.71(19) . . . . ?
C7 C1 C6 C5 -177.8(2) . . . . ?
C7 C8 C9 C10 54.5(2) . . . . ?
C7 C8 C9 C14 -129.1(2) . . . . ?
C7 C8 C16 C17 50.2(2) . . . . ?
C7 C8 C16 C21 -129.33(19) . . . . ?
C8 C9 C10 C11 176.8(2) . . . . ?
C8 C9 C10 C15 -1.6(3) . . . . ?
C8 C9 C14 C13 -176.0(2) . . . . ?
C8 C16 C17 C18 -177.43(19) . . . . ?
C8 C16 C21 C20 178.3(2) . . . . ?
C9 C8 C16 C17 -78.7(2) . . . . ?
C9 C8 C16 C21 101.7(2) . . . . ?
C9 C10 C11 C12 -0.3(4) . . . . ?
C10 C9 C14 C13 0.6(3) . . . . ?
C10 C11 C12 C13 -0.6(4) . . . . ?
C11 C12 C13 C14 1.5(4) . . . . ?
C12 C13 C14 C9 -1.5(4) . . . . ?
C14 C9 C10 C11 0.3(3) . . . . ?
C14 C9 C10 C15 -178.2(2) . . . . ?
C15 C10 C11 C12 178.3(3) . . . . ?
C16 C8 C9 C10 177.54(17) . . . . ?
C16 C8 C9 C14 -6.0(3) . . . . ?
C16 C17 C18 C19 -1.1(3) . . . . ?
C17 C16 C21 C20 -1.3(3) . . . . ?
C17 C18 C19 C20 -0.9(4) . . . . ?
C18 C19 C20 C21 1.8(4) . . . . ?
C19 C20 C21 C16 -0.7(4) . . . . ?
C21 C16 C17 C18 2.1(3) . . . . ?

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

data_venu9
_database_code_depnum_ccdc_archive 'CCDC 2157404'
loop_
_audit_author_name
_audit_author_address
'Sajesh P. Thomas'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2022-03-09 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
?
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 O3'
_chemical_formula_sum            'C21 H18 O3'
_chemical_formula_weight         318.35
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           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                   6.0013(2)
_cell_length_b                   16.6234(6)
_cell_length_c                   8.3924(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.974(3)
_cell_angle_gamma                90
_cell_volume                     836.75(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2625
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6217
_diffrn_reflns_point_group_measured_fraction_full 0.896
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.397
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Super Nova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_full    0.793
_reflns_Friedel_fraction_max     0.793
_reflns_number_gt                2349
_reflns_number_total             2625
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.124
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 917 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2625
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      0.989
_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)+(0.0638P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1014
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C6(H6), C5(H5), C21(H21), C15(H15), C3(H3), C11(H11), C17(H17),
 C12(H12), C20(H20), C14(H14), C18(H18), C13(H13), C19(H19)
2.b Idealised Me refined with riding coordinates:
 C7(H7A,H7B,H7C)
2.c Idealised tetrahedral OH refined with riding coordinates:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.4617(3) 0.47533(12) 0.3058(2) 0.0426(5) Uani 1 1 d . . . . .
H2 H 0.342477 0.454683 0.327671 0.064 Uiso 1 1 calc R U . . .
O1 O 1.0195(3) 0.43438(12) 0.3345(3) 0.0505(6) Uani 1 1 d . . . . .
O3 O 0.9031(4) 0.79468(14) 0.1124(3) 0.0703(7) Uani 1 1 d . . . . .
C9 C 0.6366(4) 0.43904(16) 0.3986(3) 0.0342(6) Uani 1 1 d . . . . .
C10 C 0.6388(4) 0.34777(17) 0.3754(3) 0.0365(6) Uani 1 1 d . . . . .
C8 C 0.8531(4) 0.47601(17) 0.3335(3) 0.0357(6) Uani 1 1 d . . . . .
C1 C 0.8593(4) 0.56022(17) 0.2756(3) 0.0356(6) Uani 1 1 d . . . . .
C2 C 1.0349(4) 0.58266(18) 0.1818(3) 0.0397(7) Uani 1 1 d . . . . .
H2A H 1.142011 0.544547 0.157553 0.048 Uiso 1 1 calc R U . . .
C16 C 0.6197(4) 0.46083(16) 0.5751(3) 0.0365(6) Uani 1 1 d . . . . .
C4 C 0.8991(5) 0.71716(19) 0.1623(4) 0.0487(8) Uani 1 1 d . . . . .
C6 C 0.7040(5) 0.61958(19) 0.3136(4) 0.0444(7) Uani 1 1 d . . . . .
H6 H 0.585120 0.606381 0.376834 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7246(5) 0.6968(2) 0.2588(4) 0.0510(8) Uani 1 1 d . . . . .
H5 H 0.621352 0.735618 0.286432 0.061 Uiso 1 1 calc R U . . .
C21 C 0.7806(5) 0.5032(2) 0.6604(4) 0.0497(8) Uani 1 1 d . . . . .
H21 H 0.909722 0.518979 0.610842 0.060 Uiso 1 1 calc R U . . .
C15 C 0.5014(5) 0.3111(2) 0.2604(4) 0.0505(8) Uani 1 1 d . . . . .
H15 H 0.407107 0.342531 0.195884 0.061 Uiso 1 1 calc R U . . .
C3 C 1.0552(5) 0.65927(19) 0.1237(4) 0.0466(8) Uani 1 1 d . . . . .
H3 H 1.172457 0.672397 0.058886 0.056 Uiso 1 1 calc R U . . .
C11 C 0.7765(5) 0.29846(19) 0.4683(4) 0.0485(8) Uani 1 1 d . . . . .
H11 H 0.869028 0.321157 0.547297 0.058 Uiso 1 1 calc R U . . .
C17 C 0.4303(5) 0.43739(19) 0.6538(4) 0.0513(8) Uani 1 1 d . . . . .
H17 H 0.319566 0.408278 0.599231 0.062 Uiso 1 1 calc R U . . .
C12 C 0.7789(6) 0.2169(2) 0.4458(4) 0.0598(9) Uani 1 1 d . . . . .
H12 H 0.874577 0.185114 0.508437 0.072 Uiso 1 1 calc R U . . .
C20 C 0.7532(6) 0.5226(2) 0.8188(4) 0.0635(10) Uani 1 1 d . . . . .
H20 H 0.863291 0.551634 0.874206 0.076 Uiso 1 1 calc R U . . .
C14 C 0.5030(6) 0.2290(2) 0.2406(4) 0.0653(10) Uani 1 1 d . . . . .
H14 H 0.408314 0.205410 0.163954 0.078 Uiso 1 1 calc R U . . .
C18 C 0.4048(6) 0.4568(2) 0.8117(4) 0.0621(9) Uani 1 1 d . . . . .
H18 H 0.276984 0.440578 0.862436 0.075 Uiso 1 1 calc R U . . .
C13 C 0.6420(6) 0.1816(2) 0.3323(4) 0.0622(10) Uani 1 1 d . . . . .
H13 H 0.643705 0.126175 0.317799 0.075 Uiso 1 1 calc R U . . .
C19 C 0.5651(6) 0.4995(2) 0.8946(4) 0.0630(10) Uani 1 1 d . . . . .
H19 H 0.546714 0.512617 1.001079 0.076 Uiso 1 1 calc R U . . .
C7 C 1.0763(7) 0.8177(2) 0.0081(6) 0.0862(13) Uani 1 1 d . . . . .
H7A H 1.218890 0.809164 0.060788 0.129 Uiso 1 1 calc R U . . .
H7B H 1.060073 0.873511 -0.019055 0.129 Uiso 1 1 calc R U . . .
H7C H 1.065872 0.785747 -0.087144 0.129 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
O2 H2 0.8200 . ?
O2 C9 1.420(3) . ?
O1 C8 1.215(3) . ?
O3 C4 1.356(4) . ?
O3 C7 1.433(5) . ?
C9 C10 1.530(4) . ?
C9 C8 1.554(4) . ?
C9 C16 1.532(4) . ?
C10 C15 1.388(4) . ?
C10 C11 1.385(4) . ?
C8 C1 1.483(4) . ?
C1 C2 1.389(4) . ?
C1 C6 1.402(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.371(4) . ?
C16 C21 1.376(4) . ?
C16 C17 1.390(4) . ?
C4 C5 1.388(4) . ?
C4 C3 1.389(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.370(4) . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.383(5) . ?
C15 H15 0.9300 . ?
C15 C14 1.376(5) . ?
C3 H3 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.369(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.368(5) . ?
C20 H20 0.9300 . ?
C20 C19 1.370(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.365(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.367(5) . ?
C13 H13 0.9300 . ?
C19 H19 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
C9 O2 H2 109.5 . . ?
C4 O3 C7 117.6(3) . . ?
O2 C9 C10 111.2(2) . . ?
O2 C9 C8 104.5(2) . . ?
O2 C9 C16 111.0(2) . . ?
C10 C9 C8 109.7(2) . . ?
C10 C9 C16 111.0(2) . . ?
C16 C9 C8 109.3(2) . . ?
C15 C10 C9 121.1(2) . . ?
C11 C10 C9 121.5(2) . . ?
C11 C10 C15 117.4(3) . . ?
O1 C8 C9 118.0(2) . . ?
O1 C8 C1 120.7(2) . . ?
C1 C8 C9 121.3(2) . . ?
C2 C1 C8 117.9(2) . . ?
C2 C1 C6 117.6(3) . . ?
C6 C1 C8 124.5(2) . . ?
C1 C2 H2A 119.0 . . ?
C3 C2 C1 122.0(3) . . ?
C3 C2 H2A 119.0 . . ?
C21 C16 C9 123.7(2) . . ?
C21 C16 C17 117.8(3) . . ?
C17 C16 C9 118.4(2) . . ?
O3 C4 C5 115.8(3) . . ?
O3 C4 C3 124.5(3) . . ?
C5 C4 C3 119.7(3) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.0(3) . . ?
C5 C6 H6 119.5 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C16 C21 H21 119.5 . . ?
C16 C21 C20 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.9(3) . . ?
C14 C15 H15 119.6 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C21 C20 H20 119.7 . . ?
C19 C20 C21 120.5(3) . . ?
C19 C20 H20 119.7 . . ?
C15 C14 H14 119.6 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 H14 119.6 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C12 C13 H13 120.5 . . ?
C14 C13 C12 119.1(3) . . ?
C14 C13 H13 120.5 . . ?
C20 C19 H19 120.5 . . ?
C18 C19 C20 119.1(3) . . ?
C18 C19 H19 120.5 . . ?
O3 C7 H7A 109.5 . . ?
O3 C7 H7B 109.5 . . ?
O3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
O2 C9 C10 C15 7.8(3) . . . . ?
O2 C9 C10 C11 -171.9(2) . . . . ?
O2 C9 C8 O1 -147.4(2) . . . . ?
O2 C9 C8 C1 34.1(3) . . . . ?
O2 C9 C16 C21 -117.8(3) . . . . ?
O2 C9 C16 C17 61.5(3) . . . . ?
O1 C8 C1 C2 18.3(4) . . . . ?
O1 C8 C1 C6 -159.4(3) . . . . ?
O3 C4 C5 C6 179.1(3) . . . . ?
O3 C4 C3 C2 179.7(3) . . . . ?
C9 C10 C15 C14 -179.6(3) . . . . ?
C9 C10 C11 C12 -179.4(3) . . . . ?
C9 C8 C1 C2 -163.3(2) . . . . ?
C9 C8 C1 C6 19.0(4) . . . . ?
C9 C16 C21 C20 178.5(3) . . . . ?
C9 C16 C17 C18 -178.8(3) . . . . ?
C10 C9 C8 O1 -28.2(3) . . . . ?
C10 C9 C8 C1 153.4(2) . . . . ?
C10 C9 C16 C21 118.1(3) . . . . ?
C10 C9 C16 C17 -62.6(3) . . . . ?
C10 C15 C14 C13 -0.9(5) . . . . ?
C10 C11 C12 C13 -1.1(5) . . . . ?
C8 C9 C10 C15 -107.3(3) . . . . ?
C8 C9 C10 C11 73.0(3) . . . . ?
C8 C9 C16 C21 -3.0(4) . . . . ?
C8 C9 C16 C17 176.3(2) . . . . ?
C8 C1 C2 C3 -179.6(3) . . . . ?
C8 C1 C6 C5 178.2(3) . . . . ?
C1 C2 C3 C4 1.6(4) . . . . ?
C1 C6 C5 C4 1.0(5) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
C16 C9 C10 C15 131.8(3) . . . . ?
C16 C9 C10 C11 -47.8(3) . . . . ?
C16 C9 C8 O1 93.8(3) . . . . ?
C16 C9 C8 C1 -84.7(3) . . . . ?
C16 C21 C20 C19 0.5(5) . . . . ?
C16 C17 C18 C19 0.0(5) . . . . ?
C6 C1 C2 C3 -1.7(4) . . . . ?
C5 C4 C3 C2 -0.1(4) . . . . ?
C21 C16 C17 C18 0.6(5) . . . . ?
C21 C20 C19 C18 0.1(5) . . . . ?
C15 C10 C11 C12 0.9(4) . . . . ?
C15 C14 C13 C12 0.7(5) . . . . ?
C3 C4 C5 C6 -1.1(5) . . . . ?
C11 C10 C15 C14 0.1(4) . . . . ?
C11 C12 C13 C14 0.3(5) . . . . ?
C17 C16 C21 C20 -0.8(5) . . . . ?
C17 C18 C19 C20 -0.3(5) . . . . ?
C7 O3 C4 C5 -178.0(3) . . . . ?
C7 O3 C4 C3 2.2(5) . . . . ?

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

data_venu7
_database_code_depnum_ccdc_archive 'CCDC 2157405'
loop_
_audit_author_name
_audit_author_address
'Sajesh P. Thomas'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2022-03-09 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
?
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 O2'
_chemical_formula_sum            'C24 H18 O2'
_chemical_formula_weight         338.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   8.6118(3)
_cell_length_b                   16.6368(8)
_cell_length_c                   12.4195(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.260(4)
_cell_angle_gamma                90
_cell_volume                     1750.92(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13125
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1546
_diffrn_reflns_av_unetI/netI     0.0813
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13125
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         3.334
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Super Nova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2153
_reflns_number_total             3057
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0747
_refine_ls_restrained_S_all      1.081
_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)+(0.1443P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2048
_refine_ls_wR_factor_ref         0.2336
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2a), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24)
2.b Idealised tetrahedral OH refined with riding coordinates:
 O2(H2)
;
_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 0.45937(18) 0.26632(10) 0.55867(13) 0.0609(5) Uani 1 1 d . . . . .
O2 O 0.49517(14) 0.21995(9) 0.29034(11) 0.0491(5) Uani 1 1 d . . . . .
H2 H 0.471324 0.242794 0.231199 0.074 Uiso 1 1 calc R U . . .
C1 C 0.5890(2) 0.15422(14) 0.50128(17) 0.0495(6) Uani 1 1 d . . . . .
C2 C 0.5795(3) 0.08902(15) 0.4311(2) 0.0613(7) Uani 1 1 d . . . . .
H2A H 0.506588 0.089267 0.366072 0.074 Uiso 1 1 calc R U . . .
C3 C 0.6774(3) 0.02393(18) 0.4571(3) 0.0811(9) Uani 1 1 d . . . . .
H3 H 0.669847 -0.019781 0.409729 0.097 Uiso 1 1 calc R U . . .
C4 C 0.7867(4) 0.0230(2) 0.5528(3) 0.0942(11) Uani 1 1 d . . . . .
H4 H 0.853708 -0.020826 0.569546 0.113 Uiso 1 1 calc R U . . .
C5 C 0.7959(3) 0.0864(2) 0.6225(3) 0.0877(10) Uani 1 1 d . . . . .
H5 H 0.869349 0.085656 0.687146 0.105 Uiso 1 1 calc R U . . .
C6 C 0.6977(3) 0.15188(18) 0.5986(2) 0.0678(8) Uani 1 1 d . . . . .
H6 H 0.704129 0.194535 0.647587 0.081 Uiso 1 1 calc R U . . .
C7 C 0.4858(2) 0.22637(13) 0.48218(18) 0.0448(6) Uani 1 1 d . . . . .
C8 C 0.4045(2) 0.25222(13) 0.36549(16) 0.0413(6) Uani 1 1 d . . . . .
C9 C 0.3991(2) 0.34409(13) 0.35785(16) 0.0435(6) Uani 1 1 d . . . . .
C10 C 0.2585(2) 0.38498(15) 0.33195(18) 0.0547(7) Uani 1 1 d . . . . .
H10 H 0.164886 0.355820 0.319507 0.066 Uiso 1 1 calc R U . . .
C11 C 0.2512(3) 0.46852(16) 0.3237(2) 0.0641(7) Uani 1 1 d . . . . .
H11 H 0.153704 0.493818 0.306177 0.077 Uiso 1 1 calc R U . . .
C12 C 0.3845(3) 0.51308(16) 0.3409(2) 0.0625(7) Uani 1 1 d . . . . .
H12 H 0.378480 0.568829 0.336389 0.075 Uiso 1 1 calc R U . . .
C13 C 0.5331(3) 0.47484(15) 0.36572(18) 0.0557(7) Uani 1 1 d . . . . .
C14 C 0.6730(3) 0.52108(18) 0.3815(2) 0.0691(8) Uani 1 1 d . . . . .
H14 H 0.666234 0.576764 0.375883 0.083 Uiso 1 1 calc R U . . .
C15 C 0.8155(3) 0.4859(2) 0.4044(2) 0.0739(8) Uani 1 1 d . . . . .
H15 H 0.906408 0.517220 0.413168 0.089 Uiso 1 1 calc R U . . .
C16 C 0.8275(3) 0.40249(19) 0.4152(2) 0.0643(8) Uani 1 1 d . . . . .
H16 H 0.926564 0.378768 0.432539 0.077 Uiso 1 1 calc R U . . .
C17 C 0.6953(2) 0.35507(16) 0.40058(19) 0.0543(6) Uani 1 1 d . . . . .
H17 H 0.705770 0.299567 0.407201 0.065 Uiso 1 1 calc R U . . .
C18 C 0.5427(2) 0.38975(14) 0.37544(16) 0.0463(6) Uani 1 1 d . . . . .
C19 C 0.2365(2) 0.21607(13) 0.34525(17) 0.0455(6) Uani 1 1 d . . . . .
C20 C 0.1470(2) 0.20929(17) 0.4269(2) 0.0628(7) Uani 1 1 d . . . . .
H20 H 0.192306 0.221684 0.498632 0.075 Uiso 1 1 calc R U . . .
C21 C -0.0070(3) 0.18471(18) 0.4041(3) 0.0749(8) Uani 1 1 d . . . . .
H21 H -0.064520 0.180105 0.460459 0.090 Uiso 1 1 calc R U . . .
C22 C -0.0769(3) 0.16690(18) 0.2995(3) 0.0798(9) Uani 1 1 d . . . . .
H22 H -0.181949 0.150869 0.284089 0.096 Uiso 1 1 calc R U . . .
C23 C 0.0095(3) 0.17292(19) 0.2175(3) 0.0837(9) Uani 1 1 d . . . . .
H23 H -0.037103 0.160804 0.145900 0.100 Uiso 1 1 calc R U . . .
C24 C 0.1648(2) 0.19677(17) 0.2402(2) 0.0624(7) Uani 1 1 d . . . . .
H24 H 0.222430 0.199931 0.183739 0.075 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.214(3) . ?
O2 H2 0.8200 . ?
O2 C8 1.424(2) . ?
C1 C2 1.385(3) . ?
C1 C6 1.391(3) . ?
C1 C7 1.487(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.375(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.358(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.553(3) . ?
C8 C9 1.532(3) . ?
C8 C19 1.546(3) . ?
C9 C10 1.376(3) . ?
C9 C18 1.434(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.351(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.413(3) . ?
C13 C14 1.413(3) . ?
C13 C18 1.422(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.344(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.397(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.370(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.418(3) . ?
C19 C20 1.383(3) . ?
C19 C24 1.378(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.364(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.367(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.376(3) . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 H2 109.5 . . ?
C2 C1 C6 118.7(2) . . ?
C2 C1 C7 124.40(19) . . ?
C6 C1 C7 116.9(2) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2A 119.9 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.9(3) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 H6 120.0 . . ?
O1 C7 C1 120.47(19) . . ?
O1 C7 C8 117.55(19) . . ?
C1 C7 C8 121.96(19) . . ?
O2 C8 C7 107.38(15) . . ?
O2 C8 C9 110.47(16) . . ?
O2 C8 C19 110.68(16) . . ?
C9 C8 C7 109.74(16) . . ?
C9 C8 C19 111.16(15) . . ?
C19 C8 C7 107.28(16) . . ?
C10 C9 C8 121.57(18) . . ?
C10 C9 C18 118.2(2) . . ?
C18 C9 C8 120.22(17) . . ?
C9 C10 H10 118.8 . . ?
C9 C10 C11 122.4(2) . . ?
C11 C10 H10 118.8 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.9(2) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C18 120.2(2) . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 C18 119.7(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.1(2) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C9 118.63(18) . . ?
C17 C18 C9 123.9(2) . . ?
C17 C18 C13 117.5(2) . . ?
C20 C19 C8 122.71(19) . . ?
C24 C19 C8 119.6(2) . . ?
C24 C19 C20 117.4(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.3(2) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(3) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.2(2) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.1(2) . . ?
C23 C24 H24 119.4 . . ?

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
O1 C7 C8 O2 157.60(19) . . . . ?
O1 C7 C8 C9 37.5(3) . . . . ?
O1 C7 C8 C19 -83.4(2) . . . . ?
O2 C8 C9 C10 121.10(19) . . . . ?
O2 C8 C9 C18 -57.5(2) . . . . ?
O2 C8 C19 C20 152.9(2) . . . . ?
O2 C8 C19 C24 -33.7(3) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 C7 C8 O2 -24.0(2) . . . . ?
C1 C7 C8 C9 -144.14(18) . . . . ?
C1 C7 C8 C19 95.0(2) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
C2 C1 C7 O1 153.6(2) . . . . ?
C2 C1 C7 C8 -24.7(3) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C3 C4 C5 C6 -0.2(5) . . . . ?
C4 C5 C6 C1 -1.0(4) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
C6 C1 C7 O1 -23.9(3) . . . . ?
C6 C1 C7 C8 157.8(2) . . . . ?
C7 C1 C2 C3 -178.3(2) . . . . ?
C7 C1 C6 C5 179.2(2) . . . . ?
C7 C8 C9 C10 -120.7(2) . . . . ?
C7 C8 C9 C18 60.7(2) . . . . ?
C7 C8 C19 C20 36.1(3) . . . . ?
C7 C8 C19 C24 -150.6(2) . . . . ?
C8 C9 C10 C11 -179.4(2) . . . . ?
C8 C9 C18 C13 178.87(19) . . . . ?
C8 C9 C18 C17 -0.1(3) . . . . ?
C8 C19 C20 C21 173.2(2) . . . . ?
C8 C19 C24 C23 -172.7(2) . . . . ?
C9 C8 C19 C20 -83.9(3) . . . . ?
C9 C8 C19 C24 89.5(2) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C10 C9 C18 C13 0.2(3) . . . . ?
C10 C9 C18 C17 -178.80(19) . . . . ?
C10 C11 C12 C13 1.1(4) . . . . ?
C11 C12 C13 C14 178.7(2) . . . . ?
C11 C12 C13 C18 -1.6(3) . . . . ?
C12 C13 C14 C15 -179.6(2) . . . . ?
C12 C13 C18 C9 1.0(3) . . . . ?
C12 C13 C18 C17 -180.0(2) . . . . ?
C13 C14 C15 C16 -1.2(4) . . . . ?
C14 C13 C18 C9 -179.31(19) . . . . ?
C14 C13 C18 C17 -0.2(3) . . . . ?
C14 C15 C16 C17 1.3(4) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C16 C17 C18 C9 179.3(2) . . . . ?
C16 C17 C18 C13 0.3(3) . . . . ?
C18 C9 C10 C11 -0.8(3) . . . . ?
C18 C13 C14 C15 0.7(3) . . . . ?
C19 C8 C9 C10 -2.2(3) . . . . ?
C19 C8 C9 C18 179.20(17) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C20 C19 C24 C23 1.0(4) . . . . ?
C20 C21 C22 C23 0.8(5) . . . . ?
C21 C22 C23 C24 -0.1(5) . . . . ?
C22 C23 C24 C19 -0.8(5) . . . . ?
C24 C19 C20 C21 -0.3(4) . . . . ?

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

data_venu8
_database_code_depnum_ccdc_archive 'CCDC 2157407'
loop_
_audit_author_name
_audit_author_address
'Sajesh P. Thomas'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2022-03-09 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
?
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 O2'
_chemical_formula_sum            'C24 H18 O2'
_chemical_formula_weight         338.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   9.0420(4)
_cell_length_b                   18.3274(5)
_cell_length_c                   11.5796(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.560(4)
_cell_angle_gamma                90
_cell_volume                     1796.70(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20986
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.978
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            20986
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.276
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Super Nova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2065
_reflns_number_total             3149
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3149
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0589
_refine_ls_restrained_S_all      1.127
_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)+(0.0778P)²+0.3310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1585
_refine_ls_wR_factor_ref         0.1759
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid body (RIGU) restrains
 C10, C11, C12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2a), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C16(H16), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24)
3.b Idealised tetrahedral OH refined with riding coordinates:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.7080(2) 0.74859(9) 0.33277(14) 0.0638(5) Uani 1 1 d . . . . .
O2 O 0.5812(2) 0.72739(9) 0.57758(13) 0.0621(5) Uani 1 1 d . . . . .
H2 H 0.638009 0.745255 0.643066 0.093 Uiso 1 1 calc R U . . .
C1 C 0.5562(3) 0.64955(12) 0.35696(19) 0.0504(6) Uani 1 1 d . . . . .
C2 C 0.6258(3) 0.60172(14) 0.2982(2) 0.0632(7) Uani 1 1 d . . . . .
H2A H 0.710920 0.617005 0.276905 0.076 Uiso 1 1 calc R U . . .
C3 C 0.5689(4) 0.53145(16) 0.2715(3) 0.0817(9) Uani 1 1 d . . . . .
H3 H 0.616413 0.499473 0.232713 0.098 Uiso 1 1 calc R U . . .
C4 C 0.4432(4) 0.50861(17) 0.3015(3) 0.0886(10) Uani 1 1 d . . . . .
H4 H 0.406679 0.460961 0.284399 0.106 Uiso 1 1 calc R U . . .
C5 C 0.3712(4) 0.55536(15) 0.3565(3) 0.0775(8) Uani 1 1 d . . . . .
H5 H 0.283800 0.539927 0.374651 0.093 Uiso 1 1 calc R U . . .
C6 C 0.4272(3) 0.62547(14) 0.3853(2) 0.0635(7) Uani 1 1 d . . . . .
H6 H 0.378370 0.656856 0.423958 0.076 Uiso 1 1 calc R U . . .
C7 C 0.6234(3) 0.72426(12) 0.38500(19) 0.0480(6) Uani 1 1 d . . . . .
C8 C 0.5815(3) 0.77323(12) 0.47809(19) 0.0485(6) Uani 1 1 d . . . . .
C9 C 0.4138(3) 0.80235(13) 0.4115(2) 0.0568(7) Uani 1 1 d . . . . .
C10 C 0.3055(4) 0.80532(16) 0.4749(3) 0.0766(8) Uani 1 1 d . . . . .
H10 H 0.338177 0.790955 0.557140 0.092 Uiso 1 1 calc R U . . .
C11 C 0.1549(4) 0.82876(17) 0.4179(3) 0.0860(9) Uani 1 1 d . . . . .
H11 H 0.085554 0.829650 0.461144 0.103 Uiso 1 1 calc R U . . .
C12 C 0.1036(3) 0.85122(14) 0.2968(3) 0.0668(7) Uani 1 1 d . . . . .
C13 C -0.0573(4) 0.87694(16) 0.2338(4) 0.0890(10) Uani 1 1 d . . . . .
H13 H -0.129023 0.877463 0.274998 0.107 Uiso 1 1 calc R U . . .
C14 C -0.1016(4) 0.89958(17) 0.1178(4) 0.0932(11) Uani 1 1 d . . . . .
H14 H -0.203725 0.916776 0.078414 0.112 Uiso 1 1 calc R U . . .
C15 C 0.0052(4) 0.89774(19) 0.0541(4) 0.1030(12) Uani 1 1 d . . . . .
H15 H -0.028038 0.913599 -0.027334 0.124 Uiso 1 1 calc R U . . .
C16 C 0.1565(4) 0.87322(18) 0.1089(3) 0.0899(10) Uani 1 1 d . . . . .
H16 H 0.225167 0.872131 0.065029 0.108 Uiso 1 1 calc R U . . .
C17 C 0.2067(3) 0.85001(14) 0.2304(2) 0.0643(7) Uani 1 1 d . . . . .
C18 C 0.3657(3) 0.82387(13) 0.2930(2) 0.0634(7) Uani 1 1 d . . . . .
H18 H 0.435975 0.821913 0.250640 0.076 Uiso 1 1 calc R U . . .
C19 C 0.7054(3) 0.83331(12) 0.5259(2) 0.0523(6) Uani 1 1 d . . . . .
C20 C 0.8564(3) 0.81396(15) 0.6023(2) 0.0628(7) Uani 1 1 d . . . . .
H20 H 0.880929 0.764973 0.619812 0.075 Uiso 1 1 calc R U . . .
C21 C 0.9706(4) 0.86602(17) 0.6525(3) 0.0796(9) Uani 1 1 d . . . . .
H21 H 1.070548 0.852350 0.705233 0.096 Uiso 1 1 calc R U . . .
C22 C 0.9362(5) 0.93851(19) 0.6242(3) 0.0894(10) Uani 1 1 d . . . . .
H22 H 1.013362 0.973870 0.656821 0.107 Uiso 1 1 calc R U . . .
C23 C 0.7900(5) 0.95818(16) 0.5489(3) 0.0902(10) Uani 1 1 d . . . . .
H23 H 0.767139 1.007173 0.530010 0.108 Uiso 1 1 calc R U . . .
C24 C 0.6737(4) 0.90597(14) 0.4996(2) 0.0709(8) Uani 1 1 d . . . . .
H24 H 0.573506 0.920285 0.448204 0.085 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.215(3) . ?
O2 H2 0.8200 . ?
O2 C8 1.427(2) . ?
C1 C2 1.388(3) . ?
C1 C6 1.390(3) . ?
C1 C7 1.487(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.381(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.362(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.548(3) . ?
C8 C9 1.535(3) . ?
C8 C19 1.529(3) . ?
C9 C10 1.416(4) . ?
C9 C18 1.345(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.358(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(4) . ?
C12 C13 1.458(4) . ?
C12 C17 1.402(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.326(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.406(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.385(4) . ?
C17 C18 1.446(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.388(3) . ?
C19 C24 1.374(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.376(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.352(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(4) . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 H2 109.5 . . ?
C2 C1 C6 118.5(2) . . ?
C2 C1 C7 117.9(2) . . ?
C6 C1 C7 123.6(2) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(3) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
O1 C7 C1 120.7(2) . . ?
O1 C7 C8 119.0(2) . . ?
C1 C7 C8 120.3(2) . . ?
O2 C8 C7 106.92(17) . . ?
O2 C8 C9 109.16(18) . . ?
O2 C8 C19 109.90(17) . . ?
C9 C8 C7 106.97(17) . . ?
C19 C8 C7 110.05(18) . . ?
C19 C8 C9 113.58(19) . . ?
C10 C9 C8 119.6(2) . . ?
C18 C9 C8 121.5(2) . . ?
C18 C9 C10 118.9(2) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 121.8(3) . . ?
C11 C12 C17 120.2(3) . . ?
C17 C12 C13 118.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.6(4) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.3(3) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C18 117.7(2) . . ?
C16 C17 C12 120.6(3) . . ?
C16 C17 C18 121.7(3) . . ?
C9 C18 C17 121.2(3) . . ?
C9 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 C8 118.6(2) . . ?
C24 C19 C8 123.3(2) . . ?
C24 C19 C20 118.1(2) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.7(3) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.6(3) . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 120.6(3) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C7 C8 O2 -141.8(2) . . . . ?
O1 C7 C8 C9 101.4(2) . . . . ?
O1 C7 C8 C19 -22.5(3) . . . . ?
O2 C8 C9 C10 23.0(3) . . . . ?
O2 C8 C9 C18 -155.6(2) . . . . ?
O2 C8 C19 C20 48.5(3) . . . . ?
O2 C8 C19 C24 -129.9(2) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C1 C7 C8 O2 40.3(3) . . . . ?
C1 C7 C8 C9 -76.5(2) . . . . ?
C1 C7 C8 C19 159.67(19) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C7 O1 17.9(3) . . . . ?
C2 C1 C7 C8 -164.3(2) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C3 C4 C5 C6 -1.8(5) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C6 C1 C2 C3 -1.3(4) . . . . ?
C6 C1 C7 O1 -161.5(2) . . . . ?
C6 C1 C7 C8 16.3(3) . . . . ?
C7 C1 C2 C3 179.3(2) . . . . ?
C7 C1 C6 C5 180.0(2) . . . . ?
C7 C8 C9 C10 138.4(2) . . . . ?
C7 C8 C9 C18 -40.3(3) . . . . ?
C7 C8 C19 C20 -69.0(2) . . . . ?
C7 C8 C19 C24 112.6(2) . . . . ?
C8 C9 C10 C11 -178.1(2) . . . . ?
C8 C9 C18 C17 178.9(2) . . . . ?
C8 C19 C20 C21 -177.1(2) . . . . ?
C8 C19 C24 C23 178.0(2) . . . . ?
C9 C8 C19 C20 171.1(2) . . . . ?
C9 C8 C19 C24 -7.3(3) . . . . ?
C9 C10 C11 C12 -0.8(5) . . . . ?
C10 C9 C18 C17 0.3(4) . . . . ?
C10 C11 C12 C13 -179.7(3) . . . . ?
C10 C11 C12 C17 0.1(4) . . . . ?
C11 C12 C13 C14 178.6(3) . . . . ?
C11 C12 C17 C16 -179.3(3) . . . . ?
C11 C12 C17 C18 0.7(4) . . . . ?
C12 C13 C14 C15 1.2(5) . . . . ?
C12 C17 C18 C9 -0.9(4) . . . . ?
C13 C12 C17 C16 0.5(4) . . . . ?
C13 C12 C17 C18 -179.5(2) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C15 C16 C17 -0.4(5) . . . . ?
C15 C16 C17 C12 0.3(5) . . . . ?
C15 C16 C17 C18 -179.7(3) . . . . ?
C16 C17 C18 C9 179.1(3) . . . . ?
C17 C12 C13 C14 -1.3(4) . . . . ?
C18 C9 C10 C11 0.6(4) . . . . ?
C19 C8 C9 C10 -100.0(3) . . . . ?
C19 C8 C9 C18 81.4(3) . . . . ?
C19 C20 C21 C22 -1.7(4) . . . . ?
C20 C19 C24 C23 -0.4(4) . . . . ?
C20 C21 C22 C23 1.0(5) . . . . ?
C21 C22 C23 C24 0.0(5) . . . . ?
C22 C23 C24 C19 -0.3(5) . . . . ?
C24 C19 C20 C21 1.4(4) . . . . ?

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

data_venu6
_database_code_depnum_ccdc_archive 'CCDC 2157406'
loop_
_audit_author_name
_audit_author_address
'Sajesh P. Thomas'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2022-03-09 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
?
''
?
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 O4'
_chemical_formula_sum            'C22 H20 O4'
_chemical_formula_weight         348.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.3589(3)
_cell_length_b                   10.1168(3)
_cell_length_c                   21.3108(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.806(3)
_cell_angle_gamma                90
_cell_volume                     1775.83(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19686
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            19686
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         3.189
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Super Nova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2253
_reflns_number_total             3061
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.121
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3061
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.104
_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)+(0.0696P)²+0.0111P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1318
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C2(H2a), C22(H22), C4(H4), C6(H6), C15(H15), C18(H18), C13(H13),
 C14(H14), C20(H20), C5(H5), C19(H19), C21(H21)
2.b Idealised Me refined with riding coordinates:
 C7(H7a,H7b,H7c), C16(H16a,H16b,H16c)
2.c Idealised tetrahedral OH refined with riding coordinates:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 -0.07179(12) 0.54765(9) 0.57553(5) 0.0464(3) Uani 1 1 d . . . . .
H2 H -0.162471 0.571882 0.558529 0.070 Uiso 1 1 calc R U . . .
O3 O 0.37147(13) 0.37578(12) 0.49785(6) 0.0598(4) Uani 1 1 d . . . . .
O4 O 0.12347(18) 0.88303(13) 0.42871(7) 0.0773(4) Uani 1 1 d . . . . .
O1 O 0.14004(19) 0.59319(17) 0.72389(7) 0.0931(5) Uani 1 1 d . . . . .
C17 C -0.13190(19) 0.70511(15) 0.65293(7) 0.0452(4) Uani 1 1 d . . . . .
C11 C 0.06057(19) 0.76545(15) 0.52097(8) 0.0462(4) Uani 1 1 d . . . . .
H11 H -0.008560 0.707051 0.495808 0.055 Uiso 1 1 calc R U . . .
C3 C 0.37041(19) 0.38007(15) 0.56195(9) 0.0474(4) Uani 1 1 d . . . . .
C1 C 0.24505(18) 0.47907(15) 0.64400(8) 0.0459(4) Uani 1 1 d . . . . .
C9 C 0.00035(18) 0.64691(15) 0.61938(7) 0.0432(4) Uani 1 1 d . . . . .
C2 C 0.25871(18) 0.46624(14) 0.58077(8) 0.0456(4) Uani 1 1 d . . . . .
H2A H 0.191985 0.516148 0.550271 0.055 Uiso 1 1 calc R U . . .
C22 C -0.1708(2) 0.83805(16) 0.65081(8) 0.0532(5) Uani 1 1 d . . . . .
H22 H -0.111561 0.896647 0.630155 0.064 Uiso 1 1 calc R U . . .
C12 C 0.1373(2) 0.86527(16) 0.49292(10) 0.0543(5) Uani 1 1 d . . . . .
C4 C 0.4697(2) 0.30559(17) 0.60694(10) 0.0618(5) Uani 1 1 d . . . . .
H4 H 0.545175 0.247733 0.594705 0.074 Uiso 1 1 calc R U . . .
C10 C 0.08725(19) 0.75302(15) 0.58664(8) 0.0450(4) Uani 1 1 d . . . . .
C8 C 0.1302(2) 0.57298(17) 0.66741(9) 0.0533(5) Uani 1 1 d . . . . .
C6 C 0.3461(2) 0.40305(19) 0.68905(9) 0.0603(5) Uani 1 1 d . . . . .
H6 H 0.338666 0.410373 0.731963 0.072 Uiso 1 1 calc R U . . .
C15 C 0.1928(2) 0.83980(18) 0.62346(9) 0.0608(5) Uani 1 1 d . . . . .
H15 H 0.213812 0.830401 0.667511 0.073 Uiso 1 1 calc R U . . .
C7 C 0.4900(2) 0.29470(18) 0.47542(10) 0.0671(6) Uani 1 1 d . . . . .
H7A H 0.596644 0.321168 0.495648 0.101 Uiso 1 1 calc R U . . .
H7B H 0.480529 0.304570 0.430139 0.101 Uiso 1 1 calc R U . . .
H7C H 0.472322 0.203907 0.485428 0.101 Uiso 1 1 calc R U . . .
C18 C -0.2244(2) 0.62063(18) 0.68358(8) 0.0582(5) Uani 1 1 d . . . . .
H18 H -0.201489 0.530610 0.685081 0.070 Uiso 1 1 calc R U . . .
C13 C 0.2381(2) 0.95337(17) 0.53036(12) 0.0672(6) Uani 1 1 d . . . . .
H13 H 0.286664 1.022041 0.511466 0.081 Uiso 1 1 calc R U . . .
C14 C 0.2665(2) 0.93964(18) 0.59501(12) 0.0694(6) Uani 1 1 d . . . . .
H14 H 0.336019 0.998072 0.619986 0.083 Uiso 1 1 calc R U . . .
C20 C -0.3853(2) 0.8005(2) 0.70995(9) 0.0671(6) Uani 1 1 d . . . . .
H20 H -0.468823 0.832493 0.729517 0.080 Uiso 1 1 calc R U . . .
C5 C 0.4558(2) 0.31786(19) 0.67024(11) 0.0723(6) Uani 1 1 d . . . . .
H5 H 0.522098 0.267390 0.700624 0.087 Uiso 1 1 calc R U . . .
C19 C -0.3493(2) 0.6678(2) 0.71177(9) 0.0685(6) Uani 1 1 d . . . . .
H19 H -0.409699 0.609575 0.732162 0.082 Uiso 1 1 calc R U . . .
C21 C -0.2973(2) 0.88508(19) 0.67914(9) 0.0630(5) Uani 1 1 d . . . . .
H21 H -0.322361 0.974713 0.677152 0.076 Uiso 1 1 calc R U . . .
C16 C 0.0208(3) 0.7959(2) 0.38760(11) 0.0867(7) Uani 1 1 d . . . . .
H16A H 0.062174 0.707370 0.393338 0.130 Uiso 1 1 calc R U . . .
H16B H 0.018013 0.822449 0.344176 0.130 Uiso 1 1 calc R U . . .
H16C H -0.086869 0.799010 0.397538 0.130 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
O2 H2 0.8200 . ?
O2 C9 1.4329(18) . ?
O3 C3 1.3682(19) . ?
O3 C7 1.4296(19) . ?
O4 C12 1.365(2) . ?
O4 C16 1.423(3) . ?
O1 C8 1.2099(19) . ?
C17 C9 1.533(2) . ?
C17 C22 1.383(2) . ?
C17 C18 1.388(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(2) . ?
C11 C10 1.385(2) . ?
C3 C2 1.386(2) . ?
C3 C4 1.380(2) . ?
C1 C2 1.378(2) . ?
C1 C8 1.495(2) . ?
C1 C6 1.396(2) . ?
C9 C10 1.530(2) . ?
C9 C8 1.551(2) . ?
C2 H2A 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.388(2) . ?
C12 C13 1.383(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(3) . ?
C10 C15 1.389(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.367(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.376(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C19 1.376(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.365(3) . ?
C14 H14 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.376(3) . ?
C20 C21 1.367(3) . ?
C5 H5 0.9300 . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
C9 O2 H2 109.5 . . ?
C3 O3 C7 118.33(13) . . ?
C12 O4 C16 118.35(14) . . ?
C22 C17 C9 122.88(14) . . ?
C22 C17 C18 117.87(15) . . ?
C18 C17 C9 119.12(14) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.70(16) . . ?
O3 C3 C2 115.35(14) . . ?
O3 C3 C4 124.82(15) . . ?
C4 C3 C2 119.83(17) . . ?
C2 C1 C8 123.43(15) . . ?
C2 C1 C6 118.65(15) . . ?
C6 C1 C8 117.90(16) . . ?
O2 C9 C17 108.46(12) . . ?
O2 C9 C10 111.97(12) . . ?
O2 C9 C8 105.18(12) . . ?
C17 C9 C8 110.89(12) . . ?
C10 C9 C17 112.30(12) . . ?
C10 C9 C8 107.82(13) . . ?
C3 C2 H2A 119.5 . . ?
C1 C2 C3 120.97(15) . . ?
C1 C2 H2A 119.5 . . ?
C17 C22 H22 119.6 . . ?
C17 C22 C21 120.78(16) . . ?
C21 C22 H22 119.6 . . ?
O4 C12 C11 124.19(17) . . ?
O4 C12 C13 115.64(16) . . ?
C13 C12 C11 120.16(18) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.31(16) . . ?
C5 C4 H4 120.3 . . ?
C11 C10 C9 121.16(14) . . ?
C11 C10 C15 119.40(15) . . ?
C15 C10 C9 119.43(15) . . ?
O1 C8 C1 120.04(15) . . ?
O1 C8 C9 119.75(15) . . ?
C1 C8 C9 120.20(15) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.19(17) . . ?
C5 C6 H6 119.9 . . ?
C10 C15 H15 119.9 . . ?
C14 C15 C10 120.26(18) . . ?
C14 C15 H15 119.9 . . ?
O3 C7 H7A 109.5 . . ?
O3 C7 H7B 109.5 . . ?
O3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.14(17) . . ?
C19 C18 H18 119.4 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.06(17) . . ?
C14 C13 H13 120.0 . . ?
C15 C14 H14 119.8 . . ?
C13 C14 C15 120.37(18) . . ?
C13 C14 H14 119.8 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C21 C20 C19 119.44(17) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.05(17) . . ?
C6 C5 H5 119.5 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.32(17) . . ?
C20 C19 H19 119.8 . . ?
C22 C21 H21 119.8 . . ?
C20 C21 C22 120.44(17) . . ?
C20 C21 H21 119.8 . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
O2 C9 C10 C11 15.02(19) . . . . ?
O2 C9 C10 C15 -166.02(13) . . . . ?
O2 C9 C8 O1 -134.48(17) . . . . ?
O2 C9 C8 C1 46.73(18) . . . . ?
O3 C3 C2 C1 179.64(13) . . . . ?
O3 C3 C4 C5 -179.33(16) . . . . ?
O4 C12 C13 C14 -176.63(16) . . . . ?
C17 C9 C10 C11 -107.29(16) . . . . ?
C17 C9 C10 C15 71.67(18) . . . . ?
C17 C9 C8 O1 -17.4(2) . . . . ?
C17 C9 C8 C1 163.78(14) . . . . ?
C17 C22 C21 C20 0.3(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C11 C12 C13 C14 2.1(3) . . . . ?
C11 C10 C15 C14 1.9(2) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C1 C6 C5 C4 0.3(3) . . . . ?
C9 C17 C22 C21 176.58(16) . . . . ?
C9 C17 C18 C19 -176.96(16) . . . . ?
C9 C10 C15 C14 -177.07(15) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C2 C1 C8 O1 -169.49(17) . . . . ?
C2 C1 C8 C9 9.3(2) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C22 C17 C9 O2 -121.64(16) . . . . ?
C22 C17 C9 C10 2.6(2) . . . . ?
C22 C17 C9 C8 123.34(17) . . . . ?
C22 C17 C18 C19 -0.9(3) . . . . ?
C12 C11 C10 C9 177.96(14) . . . . ?
C12 C11 C10 C15 -1.0(2) . . . . ?
C12 C13 C14 C15 -1.2(3) . . . . ?
C4 C3 C2 C1 0.1(2) . . . . ?
C10 C11 C12 O4 177.64(15) . . . . ?
C10 C11 C12 C13 -1.0(2) . . . . ?
C10 C9 C8 O1 105.89(19) . . . . ?
C10 C9 C8 C1 -72.90(18) . . . . ?
C10 C15 C14 C13 -0.8(3) . . . . ?
C8 C1 C2 C3 178.25(14) . . . . ?
C8 C1 C6 C5 -178.53(17) . . . . ?
C8 C9 C10 C11 130.25(15) . . . . ?
C8 C9 C10 C15 -50.79(18) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C6 C1 C8 O1 8.9(3) . . . . ?
C6 C1 C8 C9 -172.29(15) . . . . ?
C7 O3 C3 C2 176.47(14) . . . . ?
C7 O3 C3 C4 -4.0(2) . . . . ?
C18 C17 C9 O2 54.18(18) . . . . ?
C18 C17 C9 C10 178.46(15) . . . . ?
C18 C17 C9 C8 -60.84(19) . . . . ?
C18 C17 C22 C21 0.7(2) . . . . ?
C19 C20 C21 C22 -1.1(3) . . . . ?
C21 C20 C19 C18 0.9(3) . . . . ?
C16 O4 C12 C11 1.6(3) . . . . ?
C16 O4 C12 C13 -179.72(17) . . . . ?

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

data_venu3
_database_code_depnum_ccdc_archive 'CCDC 2157408'
loop_
_audit_author_name
_audit_author_address
'Sajesh P. Thomas'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2022-08-01 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-07-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2016/4
loop_
_audit_author_email
?
''
?
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 O3'
_chemical_formula_sum            'C21 H18 O3'
_chemical_formula_weight         318.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   12.1162(6)
_cell_length_b                   8.6650(5)
_cell_length_c                   15.2466(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.663(4)
_cell_angle_gamma                90
_cell_volume                     1595.39(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11859
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      24
_cell_measurement_theta_min      4
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11859
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.131
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Super Nova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2208
_reflns_number_total             2778
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2778
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.069
_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)+(0.0578P)²+0.9842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1352
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13),
 C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
1.b Idealised Me refined with riding coordinates:
 C15(H15A,H15B,H15C)
1.c Idealised tetrahedral OH refined with riding coordinates:
 O2(H2)
;
_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 0.30442(12) 0.66850(19) 0.74844(10) 0.0276(4) Uani 1 1 d . . . . .
O2 O 0.26260(11) 0.62276(17) 0.51864(9) 0.0220(4) Uani 1 1 d . . . . .
H2 H 0.293277 0.538438 0.523026 0.033 Uiso 1 1 calc R U . . .
O3 O 0.41588(11) 0.45346(17) 0.61900(10) 0.0258(4) Uani 1 1 d . . . . .
C1 C 0.14044(16) 0.5727(2) 0.67390(13) 0.0185(5) Uani 1 1 d . . . . .
C2 C 0.11914(18) 0.4787(3) 0.74432(15) 0.0266(5) Uani 1 1 d . . . . .
H2A H 0.173399 0.464632 0.790368 0.032 Uiso 1 1 calc R U . . .
C3 C 0.0179(2) 0.4057(3) 0.74651(16) 0.0342(6) Uani 1 1 d . . . . .
H3 H 0.004844 0.341601 0.793477 0.041 Uiso 1 1 calc R U . . .
C4 C -0.06417(18) 0.4279(3) 0.67896(15) 0.0293(6) Uani 1 1 d . . . . .
H4 H -0.132034 0.378109 0.680168 0.035 Uiso 1 1 calc R U . . .
C5 C -0.04467(17) 0.5238(3) 0.61024(15) 0.0243(5) Uani 1 1 d . . . . .
H5 H -0.100488 0.541338 0.565799 0.029 Uiso 1 1 calc R U . . .
C6 C 0.05739(17) 0.5950(2) 0.60637(14) 0.0209(5) Uani 1 1 d . . . . .
H6 H 0.070387 0.657480 0.558706 0.025 Uiso 1 1 calc R U . . .
C7 C 0.25174(16) 0.6495(2) 0.67809(14) 0.0187(5) Uani 1 1 d . . . . .
C8 C 0.29692(16) 0.7151(2) 0.59353(13) 0.0185(5) Uani 1 1 d . . . . .
C9 C 0.42359(16) 0.7223(2) 0.60464(13) 0.0194(5) Uani 1 1 d . . . . .
C10 C 0.48127(17) 0.5827(3) 0.61743(14) 0.0217(5) Uani 1 1 d . . . . .
C11 C 0.59622(18) 0.5793(3) 0.62576(15) 0.0268(5) Uani 1 1 d . . . . .
H11 H 0.633810 0.486254 0.634507 0.032 Uiso 1 1 calc R U . . .
C12 C 0.65406(18) 0.7166(3) 0.62082(16) 0.0326(6) Uani 1 1 d . . . . .
H12 H 0.731061 0.715409 0.626699 0.039 Uiso 1 1 calc R U . . .
C13 C 0.59913(18) 0.8547(3) 0.60734(16) 0.0313(6) Uani 1 1 d . . . . .
H13 H 0.638665 0.946111 0.603625 0.038 Uiso 1 1 calc R U . . .
C14 C 0.48416(17) 0.8562(3) 0.59935(15) 0.0255(5) Uani 1 1 d . . . . .
H14 H 0.447198 0.949590 0.590230 0.031 Uiso 1 1 calc R U . . .
C15 C 0.4700(2) 0.3083(3) 0.63600(18) 0.0360(6) Uani 1 1 d . . . . .
H15A H 0.519189 0.287992 0.591106 0.054 Uiso 1 1 calc R U . . .
H15B H 0.415485 0.227802 0.635934 0.054 Uiso 1 1 calc R U . . .
H15C H 0.511446 0.311691 0.692356 0.054 Uiso 1 1 calc R U . . .
C16 C 0.24308(16) 0.8736(3) 0.57996(14) 0.0205(5) Uani 1 1 d . . . . .
C17 C 0.18563(18) 0.9149(3) 0.50113(15) 0.0251(5) Uani 1 1 d . . . . .
H17 H 0.181624 0.846904 0.453761 0.030 Uiso 1 1 calc R U . . .
C18 C 0.13398(19) 1.0581(3) 0.49297(16) 0.0309(6) Uani 1 1 d . . . . .
H18 H 0.095443 1.085171 0.439964 0.037 Uiso 1 1 calc R U . . .
C19 C 0.13912(19) 1.1598(3) 0.56204(16) 0.0335(6) Uani 1 1 d . . . . .
H19 H 0.103492 1.254786 0.556174 0.040 Uiso 1 1 calc R U . . .
C20 C 0.19742(19) 1.1205(3) 0.64017(16) 0.0326(6) Uani 1 1 d . . . . .
H20 H 0.202322 1.189784 0.686914 0.039 Uiso 1 1 calc R U . . .
C21 C 0.24856(18) 0.9784(3) 0.64915(15) 0.0263(5) Uani 1 1 d . . . . .
H21 H 0.287256 0.952483 0.702283 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.214(2) . ?
O2 H2 0.8200 . ?
O2 C8 1.428(2) . ?
O3 C10 1.373(3) . ?
O3 C15 1.432(3) . ?
C1 C2 1.389(3) . ?
C1 C6 1.393(3) . ?
C1 C7 1.501(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.549(3) . ?
C8 C9 1.532(3) . ?
C8 C16 1.527(3) . ?
C9 C10 1.402(3) . ?
C9 C14 1.379(3) . ?
C10 C11 1.389(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.386(3) . ?
C16 C21 1.390(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.391(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.371(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.377(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(3) . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 H2 109.5 . . ?
C10 O3 C15 117.61(17) . . ?
C2 C1 C6 118.96(19) . . ?
C2 C1 C7 116.76(18) . . ?
C6 C1 C7 124.23(19) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 C1 120.5(2) . . ?
C3 C2 H2A 119.7 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.7(2) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
O1 C7 C1 120.25(19) . . ?
O1 C7 C8 119.33(18) . . ?
C1 C7 C8 120.29(17) . . ?
O2 C8 C7 111.13(16) . . ?
O2 C8 C9 109.59(16) . . ?
O2 C8 C16 107.57(16) . . ?
C9 C8 C7 109.98(16) . . ?
C16 C8 C7 105.46(16) . . ?
C16 C8 C9 113.05(17) . . ?
C10 C9 C8 117.63(18) . . ?
C14 C9 C8 124.14(19) . . ?
C14 C9 C10 118.17(19) . . ?
O3 C10 C9 115.09(18) . . ?
O3 C10 C11 123.8(2) . . ?
C11 C10 C9 121.1(2) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.0(2) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.4(2) . . ?
C14 C13 H13 120.3 . . ?
C9 C14 C13 121.5(2) . . ?
C9 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C8 121.91(19) . . ?
C17 C16 C21 118.6(2) . . ?
C21 C16 C8 119.45(18) . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 119.9(2) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.6(2) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(2) . . ?
C21 C20 H20 120.0 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 121.0(2) . . ?
C20 C21 H21 119.5 . . ?

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
O1 C7 C8 O2 149.93(18) . . . . ?
O1 C7 C8 C9 28.4(3) . . . . ?
O1 C7 C8 C16 -93.8(2) . . . . ?
O2 C8 C9 C10 -60.0(2) . . . . ?
O2 C8 C9 C14 117.3(2) . . . . ?
O2 C8 C16 C17 -8.0(3) . . . . ?
O2 C8 C16 C21 169.98(18) . . . . ?
O3 C10 C11 C12 178.2(2) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C1 C7 C8 O2 -34.1(2) . . . . ?
C1 C7 C8 C9 -155.67(18) . . . . ?
C1 C7 C8 C16 82.1(2) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C2 C1 C7 O1 -22.4(3) . . . . ?
C2 C1 C7 C8 161.72(19) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 2.0(3) . . . . ?
C4 C5 C6 C1 -1.8(3) . . . . ?
C6 C1 C2 C3 1.3(3) . . . . ?
C6 C1 C7 O1 155.0(2) . . . . ?
C6 C1 C7 C8 -20.9(3) . . . . ?
C7 C1 C2 C3 178.8(2) . . . . ?
C7 C1 C6 C5 -177.20(19) . . . . ?
C7 C8 C9 C10 62.5(2) . . . . ?
C7 C8 C9 C14 -120.2(2) . . . . ?
C7 C8 C16 C17 -126.7(2) . . . . ?
C7 C8 C16 C21 51.3(2) . . . . ?
C8 C9 C10 O3 -0.4(3) . . . . ?
C8 C9 C10 C11 178.32(19) . . . . ?
C8 C9 C14 C13 -178.0(2) . . . . ?
C8 C16 C17 C18 177.30(19) . . . . ?
C8 C16 C21 C20 -177.6(2) . . . . ?
C9 C8 C16 C17 113.1(2) . . . . ?
C9 C8 C16 C21 -68.9(2) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C9 C14 C13 -0.7(3) . . . . ?
C10 C11 C12 C13 -0.4(4) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C12 C13 C14 C9 0.0(4) . . . . ?
C14 C9 C10 O3 -177.82(19) . . . . ?
C14 C9 C10 C11 0.9(3) . . . . ?
C15 O3 C10 C9 -177.12(19) . . . . ?
C15 O3 C10 C11 4.2(3) . . . . ?
C16 C8 C9 C10 -179.93(18) . . . . ?
C16 C8 C9 C14 -2.6(3) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C17 C16 C21 C20 0.4(3) . . . . ?
C17 C18 C19 C20 0.8(4) . . . . ?
C18 C19 C20 C21 -1.1(4) . . . . ?
C19 C20 C21 C16 0.5(3) . . . . ?
C21 C16 C17 C18 -0.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
