# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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. 
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data_tr1_a-copy
_database_code_depnum_ccdc_archive 'CCDC 2109773'
loop_
_audit_author_name
_audit_author_address
'Tapan Kumar Jena'
;Indian Institute of Technology Hyderabad 
India
;
_audit_update_record             
;
2021-09-14 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2021-09-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
2-hydroxy-5-methyl-2,3-di-p-tolyl-2,3-dihydro-1H-inden-1-one
_chemical_formula_moiety         'C24 H22 O2'
_chemical_formula_sum            'C24 H22 O2'
_chemical_formula_weight         342.41
_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                   8.739(5)
_cell_length_b                   6.410(4)
_cell_length_c                   33.594(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.590(17)
_cell_angle_gamma                90
_cell_volume                     1875.7(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1812
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      28.4590
_cell_measurement_theta_min      2.9410
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.998
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017
Emperical Absorption Correction using sperical  harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             728
_exptl_crystal_preparation       xxx
_exptl_crystal_recrystallization_method yyy
_exptl_crystal_size_max          0.027
_exptl_crystal_size_mid          0.023
_exptl_crystal_size_min          0.012
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1120
_diffrn_reflns_av_unetI/netI     0.2695
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7261
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.335
_diffrn_reflns_theta_min         1.216
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at home/near, Eos'
_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                1466
_reflns_number_total             4476
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       0.041(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         4476
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2604
_refine_ls_R_factor_gt           0.0828
_refine_ls_restrained_S_all      0.901
_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)+(0.0858P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1533
_refine_ls_wR_factor_ref         0.2431
_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 Ternary CH refined with riding coordinates:
 C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C9(H9), C7(H7), C21(H21), C15(H15), C14(H14), C20(H20), C11(H11),
 C17(H17), C18(H18), C12(H12)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
2.d Idealised tetrahedral OH refined as rotating group:
 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 0.7304(4) 0.3243(5) 0.73625(9) 0.0361(9) Uani 1 1 d . . . . .
O2 O 0.6807(4) -0.0354(4) 0.68534(9) 0.0382(9) Uani 1 1 d . . . . .
H2 H 0.714533 -0.035656 0.708828 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4783(5) 0.4288(7) 0.70886(12) 0.0236(10) Uani 1 1 d . . . . .
C16 C 0.3964(5) 0.0946(7) 0.61942(13) 0.0266(11) Uani 1 1 d . . . . .
C10 C 0.7078(5) 0.2633(7) 0.64334(12) 0.0260(11) Uani 1 1 d . . . . .
C6 C 0.4382(5) 0.6028(7) 0.73073(12) 0.0280(11) Uani 1 1 d . . . . .
H6 H 0.507324 0.662198 0.749958 0.034 Uiso 1 1 calc R U . . .
C2 C 0.6186(5) 0.1640(7) 0.67526(12) 0.0276(11) Uani 1 1 d . . . . .
C9 C 0.2289(5) 0.4179(7) 0.67364(13) 0.0285(11) Uani 1 1 d . . . . .
H9 H 0.158641 0.355528 0.655056 0.034 Uiso 1 1 calc R U . . .
C1 C 0.6227(5) 0.3134(7) 0.71123(12) 0.0254(11) Uani 1 1 d . . . . .
C7 C 0.2934(5) 0.6834(7) 0.72296(13) 0.0295(11) Uani 1 1 d . . . . .
H7 H 0.264703 0.800320 0.736960 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3751(5) 0.3363(7) 0.68079(12) 0.0270(11) Uani 1 1 d . . . . .
C3 C 0.4414(5) 0.1418(6) 0.66304(12) 0.0268(11) Uani 1 1 d . . . . .
H3 H 0.405592 0.023605 0.678300 0.032 Uiso 1 1 calc R U . . .
C8 C 0.1880(5) 0.5935(7) 0.69447(13) 0.0298(11) Uani 1 1 d . . . . .
C21 C 0.3706(6) 0.2505(7) 0.59054(13) 0.0346(13) Uani 1 1 d . . . . .
H21 H 0.377519 0.389968 0.598069 0.041 Uiso 1 1 calc R U . . .
C15 C 0.6800(6) 0.4686(7) 0.63076(14) 0.0340(12) Uani 1 1 d . . . . .
H15 H 0.605872 0.547206 0.642336 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7606(6) 0.5557(7) 0.60158(14) 0.0343(12) Uani 1 1 d . . . . .
H14 H 0.739079 0.691938 0.593451 0.041 Uiso 1 1 calc R U . . .
C20 C 0.3348(6) 0.1994(7) 0.55097(13) 0.0393(13) Uani 1 1 d . . . . .
H20 H 0.320174 0.305562 0.532175 0.047 Uiso 1 1 calc R U . . .
C19 C 0.3203(6) -0.0073(8) 0.53856(13) 0.0362(13) Uani 1 1 d . . . . .
C11 C 0.8210(6) 0.1553(8) 0.62583(13) 0.0349(13) Uani 1 1 d . . . . .
H11 H 0.842966 0.018837 0.633762 0.042 Uiso 1 1 calc R U . . .
C13 C 0.8734(6) 0.4454(8) 0.58395(13) 0.0370(13) Uani 1 1 d . . . . .
C17 C 0.3795(6) -0.1096(7) 0.60701(14) 0.0376(13) Uani 1 1 d . . . . .
H17 H 0.392001 -0.216606 0.625675 0.045 Uiso 1 1 calc R U . . .
C18 C 0.3444(6) -0.1576(8) 0.56730(15) 0.0435(14) Uani 1 1 d . . . . .
H18 H 0.336778 -0.297135 0.559800 0.052 Uiso 1 1 calc R U . . .
C12 C 0.9028(6) 0.2458(8) 0.59666(14) 0.0405(13) Uani 1 1 d . . . . .
H12 H 0.979045 0.169227 0.585521 0.049 Uiso 1 1 calc R U . . .
C24 C 0.2790(7) -0.0620(9) 0.49536(14) 0.0547(16) Uani 1 1 d . . . . .
H24A H 0.170100 -0.049364 0.489528 0.082 Uiso 1 1 calc R U . . .
H24B H 0.310025 -0.202836 0.490501 0.082 Uiso 1 1 calc R U . . .
H24C H 0.330782 0.031302 0.478563 0.082 Uiso 1 1 calc R U . . .
C22 C 0.0303(6) 0.6842(9) 0.68709(16) 0.0530(16) Uani 1 1 d . . . . .
H22A H -0.005466 0.664900 0.659570 0.079 Uiso 1 1 calc R U . . .
H22B H 0.033428 0.830548 0.693198 0.079 Uiso 1 1 calc R U . . .
H22C H -0.038232 0.615313 0.703787 0.079 Uiso 1 1 calc R U . . .
C23 C 0.9624(7) 0.5475(10) 0.55296(16) 0.0615(18) Uani 1 1 d . . . . .
H23A H 0.893535 0.587558 0.530570 0.092 Uiso 1 1 calc R U . . .
H23B H 1.037094 0.451220 0.544294 0.092 Uiso 1 1 calc R U . . .
H23C H 1.013610 0.668971 0.564165 0.092 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 C1 1.212(5) . ?
O2 H2 0.8200 . ?
O2 C2 1.419(5) . ?
C5 C6 1.396(6) . ?
C5 C1 1.460(6) . ?
C5 C4 1.385(6) . ?
C16 C3 1.517(6) . ?
C16 C21 1.399(6) . ?
C16 C17 1.378(6) . ?
C10 C2 1.515(6) . ?
C10 C15 1.397(6) . ?
C10 C11 1.377(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.372(6) . ?
C2 C1 1.540(6) . ?
C2 C3 1.577(6) . ?
C9 H9 0.9300 . ?
C9 C4 1.384(6) . ?
C9 C8 1.387(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.398(6) . ?
C4 C3 1.517(6) . ?
C3 H3 0.9800 . ?
C8 C22 1.498(7) . ?
C21 H21 0.9300 . ?
C21 C20 1.380(6) . ?
C15 H15 0.9300 . ?
C15 C14 1.371(7) . ?
C14 H14 0.9300 . ?
C14 C13 1.384(7) . ?
C20 H20 0.9300 . ?
C20 C19 1.392(6) . ?
C19 C18 1.368(6) . ?
C19 C24 1.508(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(7) . ?
C13 C12 1.367(7) . ?
C13 C23 1.499(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.379(6) . ?
C18 H18 0.9300 . ?
C12 H12 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
C2 O2 H2 109.5 . . ?
C6 C5 C1 129.0(4) . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 C1 109.5(4) . . ?
C21 C16 C3 122.9(4) . . ?
C17 C16 C3 119.7(4) . . ?
C17 C16 C21 117.5(4) . . ?
C15 C10 C2 121.5(4) . . ?
C11 C10 C2 121.2(4) . . ?
C11 C10 C15 117.2(4) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 C5 117.9(4) . . ?
C7 C6 H6 121.1 . . ?
O2 C2 C10 109.8(4) . . ?
O2 C2 C1 112.8(3) . . ?
O2 C2 C3 109.3(4) . . ?
C10 C2 C1 108.3(4) . . ?
C10 C2 C3 113.8(3) . . ?
C1 C2 C3 102.8(4) . . ?
C4 C9 H9 120.3 . . ?
C4 C9 C8 119.4(4) . . ?
C8 C9 H9 120.3 . . ?
O1 C1 C5 128.9(4) . . ?
O1 C1 C2 123.2(4) . . ?
C5 C1 C2 107.9(4) . . ?
C6 C7 H7 119.3 . . ?
C6 C7 C8 121.5(4) . . ?
C8 C7 H7 119.3 . . ?
C5 C4 C3 111.8(4) . . ?
C9 C4 C5 119.9(4) . . ?
C9 C4 C3 128.2(4) . . ?
C16 C3 C2 116.3(4) . . ?
C16 C3 C4 117.8(4) . . ?
C16 C3 H3 106.4 . . ?
C2 C3 H3 106.4 . . ?
C4 C3 C2 102.8(3) . . ?
C4 C3 H3 106.4 . . ?
C9 C8 C7 119.8(4) . . ?
C9 C8 C22 120.1(4) . . ?
C7 C8 C22 120.0(4) . . ?
C16 C21 H21 119.7 . . ?
C20 C21 C16 120.7(4) . . ?
C20 C21 H21 119.7 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.8(5) . . ?
C14 C15 H15 119.6 . . ?
C15 C14 H14 119.2 . . ?
C15 C14 C13 121.5(4) . . ?
C13 C14 H14 119.2 . . ?
C21 C20 H20 119.3 . . ?
C21 C20 C19 121.5(4) . . ?
C19 C20 H20 119.3 . . ?
C20 C19 C24 121.2(4) . . ?
C18 C19 C20 117.0(4) . . ?
C18 C19 C24 121.8(4) . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.4(5) . . ?
C12 C11 H11 119.3 . . ?
C14 C13 C23 120.1(5) . . ?
C12 C13 C14 117.8(5) . . ?
C12 C13 C23 122.1(5) . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(4) . . ?
C18 C17 H17 119.5 . . ?
C19 C18 C17 122.3(4) . . ?
C19 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(5) . . ?
C13 C12 H12 119.4 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C8 C22 H22A 109.5 . . ?
C8 C22 H22B 109.5 . . ?
C8 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 C23 H23A 109.5 . . ?
C13 C23 H23B 109.5 . . ?
C13 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 C2 C1 O1 40.4(6) . . . . ?
O2 C2 C1 C5 -139.1(4) . . . . ?
O2 C2 C3 C16 -87.9(4) . . . . ?
O2 C2 C3 C4 141.9(3) . . . . ?
C5 C6 C7 C8 0.8(7) . . . . ?
C5 C4 C3 C16 -145.2(4) . . . . ?
C5 C4 C3 C2 -15.9(5) . . . . ?
C16 C21 C20 C19 1.3(8) . . . . ?
C16 C17 C18 C19 -1.9(8) . . . . ?
C10 C2 C1 O1 -81.3(5) . . . . ?
C10 C2 C1 C5 99.1(4) . . . . ?
C10 C2 C3 C16 35.2(5) . . . . ?
C10 C2 C3 C4 -95.0(4) . . . . ?
C10 C15 C14 C13 -0.9(7) . . . . ?
C10 C11 C12 C13 -0.4(7) . . . . ?
C6 C5 C1 O1 11.6(8) . . . . ?
C6 C5 C1 C2 -168.9(4) . . . . ?
C6 C5 C4 C9 0.7(7) . . . . ?
C6 C5 C4 C3 -176.1(4) . . . . ?
C6 C7 C8 C9 0.6(7) . . . . ?
C6 C7 C8 C22 179.3(5) . . . . ?
C2 C10 C15 C14 -179.4(4) . . . . ?
C2 C10 C11 C12 -179.9(4) . . . . ?
C9 C4 C3 C16 38.4(7) . . . . ?
C9 C4 C3 C2 167.6(4) . . . . ?
C1 C5 C6 C7 -179.8(4) . . . . ?
C1 C5 C4 C9 179.3(4) . . . . ?
C1 C5 C4 C3 2.5(5) . . . . ?
C1 C2 C3 C16 152.0(3) . . . . ?
C1 C2 C3 C4 21.8(4) . . . . ?
C4 C5 C6 C7 -1.5(6) . . . . ?
C4 C5 C1 O1 -166.8(5) . . . . ?
C4 C5 C1 C2 12.6(5) . . . . ?
C4 C9 C8 C7 -1.4(7) . . . . ?
C4 C9 C8 C22 179.9(4) . . . . ?
C3 C16 C21 C20 177.8(5) . . . . ?
C3 C16 C17 C18 -177.5(5) . . . . ?
C3 C2 C1 O1 158.0(4) . . . . ?
C3 C2 C1 C5 -21.6(4) . . . . ?
C8 C9 C4 C5 0.7(7) . . . . ?
C8 C9 C4 C3 176.9(4) . . . . ?
C21 C16 C3 C2 -88.2(5) . . . . ?
C21 C16 C3 C4 34.4(7) . . . . ?
C21 C16 C17 C18 2.5(7) . . . . ?
C21 C20 C19 C18 -0.6(8) . . . . ?
C21 C20 C19 C24 179.1(5) . . . . ?
C15 C10 C2 O2 -173.7(4) . . . . ?
C15 C10 C2 C1 -50.1(5) . . . . ?
C15 C10 C2 C3 63.5(5) . . . . ?
C15 C10 C11 C12 -0.7(6) . . . . ?
C15 C14 C13 C12 -0.2(7) . . . . ?
C15 C14 C13 C23 -178.3(5) . . . . ?
C14 C13 C12 C11 0.9(7) . . . . ?
C20 C19 C18 C17 0.9(8) . . . . ?
C11 C10 C2 O2 5.5(5) . . . . ?
C11 C10 C2 C1 129.2(4) . . . . ?
C11 C10 C2 C3 -117.3(4) . . . . ?
C11 C10 C15 C14 1.3(6) . . . . ?
C17 C16 C3 C2 91.8(5) . . . . ?
C17 C16 C3 C4 -145.6(5) . . . . ?
C17 C16 C21 C20 -2.2(7) . . . . ?
C24 C19 C18 C17 -178.9(5) . . . . ?
C23 C13 C12 C11 178.9(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'in a cryoloop with mineral oil'
_olex2_submission_original_sample_id TR1
_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_aj1223
_database_code_depnum_ccdc_archive 'CCDC 2110074'
loop_
_audit_author_name
_audit_author_address
'Tapan Kumar Jena'
;Indian Institute of Technology HYderabad 
India
;
_audit_update_record             
;
2021-09-15 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2021-09-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
2-hydroxy-5-methyl-2,3-diphenyl-2,3-dihydro-1H-inden-1-one
_chemical_formula_moiety         'C22 H18 O2'
_chemical_formula_sum            'C22 H18 O2'
_chemical_formula_weight         314.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHO
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                   8.6355(11)
_cell_length_b                   6.4732(8)
_cell_length_c                   30.237(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.300(11)
_cell_angle_gamma                90
_cell_volume                     1689.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3990
_cell_measurement_temperature    301.41(10)
_cell_measurement_theta_max      28.3910
_cell_measurement_theta_min      3.2000
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             664
_exptl_crystal_preparation       xx
_exptl_crystal_recrystallization_method yy
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1080
_diffrn_reflns_av_unetI/netI     0.0752
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            15595
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.030
_diffrn_reflns_theta_min         3.072
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      301.41(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00   8.00   0.25   19.72    --   -7.60  26.00  35.00  100
  2  ω    -29.00  -4.00   0.25   19.72    --   -7.60 -26.00-128.00  100
  3  ω     56.00  96.00   0.25   19.72    --    7.20  77.00  60.00  160
  4  ω    -67.00  14.00   0.25   19.72    --    7.20 -57.00-180.00  324
  5  ω     51.00  90.00   0.25   19.72    --    7.20  77.00-180.00  156
  6  ω     62.00  89.00   0.25   19.72    --    7.20  77.00  90.00  108
  7  ω     -1.00  42.00   0.25   19.72    --    7.20 -82.00-180.00  172
  8  ω    -62.00  19.00   0.25   19.72    --   -7.60 -82.00 -90.00  324
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0532685000
_diffrn_orient_matrix_UB_12      0.0248989000
_diffrn_orient_matrix_UB_13      0.0174041000
_diffrn_orient_matrix_UB_21      -0.0562952000
_diffrn_orient_matrix_UB_22      -0.0264785000
_diffrn_orient_matrix_UB_23      0.0157433000
_diffrn_orient_matrix_UB_31      0.0272651000
_diffrn_orient_matrix_UB_32      -0.1033475000
_diffrn_orient_matrix_UB_33      0.0000601000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2688
_reflns_number_total             3961
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1370
_refine_ls_R_factor_gt           0.1093
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0985P)²+3.4825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2831
_refine_ls_wR_factor_ref         0.2979
_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 Ternary CH refined with riding coordinates:
 C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C9(H9), C21(H21), C15(H15), C17(H17), C11(H11), C20(H20),
 C14(H14), C19(H19), C13(H13), C18(H18), C12(H12)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 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 0.7365(3) 0.6231(5) 0.73107(9) 0.0588(8) Uani 1 1 d . . . . .
O2 O 0.6843(4) 0.9888(5) 0.67962(10) 0.0640(9) Uani 1 1 d . . . . .
H2 H 0.705073 0.985772 0.706210 0.096 Uiso 1 1 calc R U . . .
C4 C 0.3825(4) 0.6174(6) 0.67258(11) 0.0378(8) Uani 1 1 d . . . . .
C6 C 0.4426(4) 0.3489(6) 0.72658(12) 0.0412(8) Uani 1 1 d . . . . .
H6 H 0.511274 0.288175 0.746834 0.049 Uiso 1 1 calc R U . . .
C5 C 0.4843(4) 0.5218(6) 0.70266(11) 0.0366(8) Uani 1 1 d . . . . .
C16 C 0.4045(4) 0.8605(6) 0.60584(13) 0.0445(9) Uani 1 1 d . . . . .
C2 C 0.6274(4) 0.7943(6) 0.66593(12) 0.0427(8) Uani 1 1 d . . . . .
C1 C 0.6296(4) 0.6388(6) 0.70422(12) 0.0403(8) Uani 1 1 d . . . . .
C7 C 0.2954(4) 0.2694(6) 0.71940(12) 0.0442(9) Uani 1 1 d . . . . .
H7 H 0.265063 0.152802 0.734953 0.053 Uiso 1 1 calc R U . . .
C10 C 0.7260(4) 0.7077(7) 0.62891(12) 0.0467(9) Uani 1 1 d . . . . .
C3 C 0.4488(4) 0.8116(6) 0.65341(12) 0.0400(8) Uani 1 1 d . . . . .
H3 H 0.408739 0.925713 0.671122 0.048 Uiso 1 1 calc R U . . .
C9 C 0.2350(4) 0.5356(7) 0.66603(13) 0.0466(9) Uani 1 1 d . . . . .
H9 H 0.165680 0.597783 0.646158 0.056 Uiso 1 1 calc R U . . .
C8 C 0.1914(4) 0.3612(7) 0.68916(13) 0.0472(9) Uani 1 1 d . . . . .
C21 C 0.3918(5) 0.7104(7) 0.57344(14) 0.0537(10) Uani 1 1 d . . . . .
H21 H 0.412623 0.573618 0.580901 0.064 Uiso 1 1 calc R U . . .
C15 C 0.7141(5) 0.5052(8) 0.61450(14) 0.0594(11) Uani 1 1 d . . . . .
H15 H 0.643698 0.416335 0.627440 0.071 Uiso 1 1 calc R U . . .
C17 C 0.3691(5) 1.0617(7) 0.59413(15) 0.0581(11) Uani 1 1 d . . . . .
H17 H 0.375036 1.165503 0.615361 0.070 Uiso 1 1 calc R U . . .
C11 C 0.8334(5) 0.8348(9) 0.60914(16) 0.0692(14) Uani 1 1 d . . . . .
H11 H 0.844077 0.971333 0.618306 0.083 Uiso 1 1 calc R U . . .
C20 C 0.3492(6) 0.7573(9) 0.53048(15) 0.0665(13) Uani 1 1 d . . . . .
H20 H 0.342745 0.653686 0.509220 0.080 Uiso 1 1 calc R U . . .
C22 C 0.0316(5) 0.2709(10) 0.68214(18) 0.0762(16) Uani 1 1 d . . . . .
H22A H 0.036793 0.123240 0.684734 0.114 Uiso 1 1 calc R U . . .
H22B H -0.007320 0.307265 0.653187 0.114 Uiso 1 1 calc R U . . .
H22C H -0.036319 0.324745 0.704042 0.114 Uiso 1 1 calc R U . . .
C14 C 0.8062(7) 0.4348(11) 0.58108(16) 0.0812(17) Uani 1 1 d . . . . .
H14 H 0.796153 0.298974 0.571409 0.097 Uiso 1 1 calc R U . . .
C19 C 0.3166(6) 0.9573(10) 0.51929(17) 0.0738(15) Uani 1 1 d . . . . .
H19 H 0.288675 0.990381 0.490262 0.089 Uiso 1 1 calc R U . . .
C13 C 0.9112(7) 0.5602(14) 0.56207(19) 0.095(2) Uani 1 1 d . . . . .
H13 H 0.973437 0.510108 0.539781 0.114 Uiso 1 1 calc R U . . .
C18 C 0.3250(7) 1.1100(9) 0.55102(18) 0.0783(15) Uani 1 1 d . . . . .
H18 H 0.301015 1.245728 0.543471 0.094 Uiso 1 1 calc R U . . .
C12 C 0.9251(7) 0.7588(15) 0.5757(2) 0.097(2) Uani 1 1 d . . . . .
H12 H 0.996753 0.845116 0.562452 0.116 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 C1 1.219(4) . ?
O2 H2 0.8200 . ?
O2 C2 1.410(5) . ?
C4 C5 1.395(5) . ?
C4 C3 1.503(5) . ?
C4 C9 1.390(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.385(5) . ?
C6 C7 1.384(5) . ?
C5 C1 1.465(5) . ?
C16 C3 1.514(5) . ?
C16 C21 1.383(6) . ?
C16 C17 1.382(6) . ?
C2 C1 1.534(5) . ?
C2 C10 1.529(5) . ?
C2 C3 1.583(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.400(5) . ?
C10 C15 1.384(6) . ?
C10 C11 1.385(6) . ?
C3 H3 0.9800 . ?
C9 H9 0.9300 . ?
C9 C8 1.384(6) . ?
C8 C22 1.510(5) . ?
C21 H21 0.9300 . ?
C21 C20 1.376(6) . ?
C15 H15 0.9300 . ?
C15 C14 1.378(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.390(8) . ?
C20 H20 0.9300 . ?
C20 C19 1.365(8) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C13 1.354(9) . ?
C19 H19 0.9300 . ?
C19 C18 1.378(8) . ?
C13 H13 0.9300 . ?
C13 C12 1.354(10) . ?
C18 H18 0.9300 . ?
C12 H12 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
C2 O2 H2 109.5 . . ?
C5 C4 C3 112.5(3) . . ?
C9 C4 C5 119.1(3) . . ?
C9 C4 C3 128.3(3) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C7 C6 C5 117.9(3) . . ?
C4 C5 C1 108.6(3) . . ?
C6 C5 C4 122.1(3) . . ?
C6 C5 C1 129.3(3) . . ?
C21 C16 C3 122.7(4) . . ?
C17 C16 C3 119.4(4) . . ?
C17 C16 C21 117.9(4) . . ?
O2 C2 C1 111.5(3) . . ?
O2 C2 C10 110.3(3) . . ?
O2 C2 C3 109.8(3) . . ?
C1 C2 C3 102.9(3) . . ?
C10 C2 C1 108.3(3) . . ?
C10 C2 C3 114.0(3) . . ?
O1 C1 C5 127.8(4) . . ?
O1 C1 C2 123.6(3) . . ?
C5 C1 C2 108.6(3) . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.2(4) . . ?
C8 C7 H7 119.4 . . ?
C15 C10 C2 122.6(4) . . ?
C15 C10 C11 118.2(4) . . ?
C11 C10 C2 119.2(4) . . ?
C4 C3 C16 116.8(3) . . ?
C4 C3 C2 103.1(3) . . ?
C4 C3 H3 106.1 . . ?
C16 C3 C2 117.8(3) . . ?
C16 C3 H3 106.1 . . ?
C2 C3 H3 106.1 . . ?
C4 C9 H9 120.1 . . ?
C8 C9 C4 119.8(3) . . ?
C8 C9 H9 120.1 . . ?
C7 C8 C22 119.9(4) . . ?
C9 C8 C7 119.9(3) . . ?
C9 C8 C22 120.2(4) . . ?
C16 C21 H21 119.0 . . ?
C20 C21 C16 121.9(4) . . ?
C20 C21 H21 119.0 . . ?
C10 C15 H15 119.9 . . ?
C14 C15 C10 120.3(5) . . ?
C14 C15 H15 119.9 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.5(5) . . ?
C18 C17 H17 119.7 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.1(6) . . ?
C12 C11 H11 119.9 . . ?
C21 C20 H20 120.2 . . ?
C19 C20 C21 119.5(5) . . ?
C19 C20 H20 120.2 . . ?
C8 C22 H22A 109.5 . . ?
C8 C22 H22B 109.5 . . ?
C8 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C15 C14 H14 119.5 . . ?
C13 C14 C15 121.1(6) . . ?
C13 C14 H14 119.5 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 120.0(5) . . ?
C18 C19 H19 120.0 . . ?
C14 C13 H13 120.1 . . ?
C12 C13 C14 119.8(6) . . ?
C12 C13 H13 120.1 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.1(5) . . ?
C19 C18 H18 119.9 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(6) . . ?
C13 C12 H12 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
O2 C2 C1 O1 -41.8(5) . . . . ?
O2 C2 C1 C5 137.1(3) . . . . ?
O2 C2 C10 C15 168.4(4) . . . . ?
O2 C2 C10 C11 -10.8(5) . . . . ?
O2 C2 C3 C4 -138.9(3) . . . . ?
O2 C2 C3 C16 90.9(4) . . . . ?
C4 C5 C1 O1 167.7(4) . . . . ?
C4 C5 C1 C2 -11.2(4) . . . . ?
C4 C9 C8 C7 0.7(6) . . . . ?
C4 C9 C8 C22 -179.8(4) . . . . ?
C6 C5 C1 O1 -10.3(7) . . . . ?
C6 C5 C1 C2 170.8(4) . . . . ?
C6 C7 C8 C9 -0.4(6) . . . . ?
C6 C7 C8 C22 -179.9(4) . . . . ?
C5 C4 C3 C16 145.8(3) . . . . ?
C5 C4 C3 C2 15.0(4) . . . . ?
C5 C4 C9 C8 -0.2(6) . . . . ?
C5 C6 C7 C8 -0.4(6) . . . . ?
C16 C21 C20 C19 -0.8(7) . . . . ?
C16 C17 C18 C19 -0.3(8) . . . . ?
C2 C10 C15 C14 -179.8(4) . . . . ?
C2 C10 C11 C12 179.5(4) . . . . ?
C1 C2 C10 C15 46.2(5) . . . . ?
C1 C2 C10 C11 -133.0(4) . . . . ?
C1 C2 C3 C4 -20.1(3) . . . . ?
C1 C2 C3 C16 -150.3(3) . . . . ?
C7 C6 C5 C4 1.0(5) . . . . ?
C7 C6 C5 C1 178.8(4) . . . . ?
C10 C2 C1 O1 79.6(4) . . . . ?
C10 C2 C1 C5 -101.4(3) . . . . ?
C10 C2 C3 C4 96.9(4) . . . . ?
C10 C2 C3 C16 -33.3(5) . . . . ?
C10 C15 C14 C13 0.9(8) . . . . ?
C10 C11 C12 C13 -0.2(9) . . . . ?
C3 C4 C5 C6 175.3(3) . . . . ?
C3 C4 C5 C1 -2.9(4) . . . . ?
C3 C4 C9 C8 -175.5(4) . . . . ?
C3 C16 C21 C20 179.1(4) . . . . ?
C3 C16 C17 C18 -178.6(4) . . . . ?
C3 C2 C1 O1 -159.4(4) . . . . ?
C3 C2 C1 C5 19.6(4) . . . . ?
C3 C2 C10 C15 -67.7(5) . . . . ?
C3 C2 C10 C11 113.2(4) . . . . ?
C9 C4 C5 C6 -0.7(5) . . . . ?
C9 C4 C5 C1 -178.9(3) . . . . ?
C9 C4 C3 C16 -38.7(5) . . . . ?
C9 C4 C3 C2 -169.5(4) . . . . ?
C21 C16 C3 C4 -39.0(5) . . . . ?
C21 C16 C3 C2 84.5(5) . . . . ?
C21 C16 C17 C18 -1.0(7) . . . . ?
C21 C20 C19 C18 -0.6(8) . . . . ?
C15 C10 C11 C12 0.3(7) . . . . ?
C15 C14 C13 C12 -0.8(9) . . . . ?
C17 C16 C3 C4 138.4(4) . . . . ?
C17 C16 C3 C2 -98.0(4) . . . . ?
C17 C16 C21 C20 1.6(6) . . . . ?
C11 C10 C15 C14 -0.6(6) . . . . ?
C20 C19 C18 C17 1.1(8) . . . . ?
C14 C13 C12 C11 0.4(10) . . . . ?

_smtbx_masks_special_details     
'A solvent mask was calculated and 2 electrons were found in a volume of 34Å³ in 1 void per unit cell. This is consistent with the presence of 0.05[H2O] per Formula Unit which account for 2 electrons per unit cell.'
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 17.0 1.2 '0.1 H2O'
2 0.500 0.500 0.000 17.0 1.2 '0.1 H2O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_exptl_crystal_mounting_method 'In a cryloop with mineral oil'
_olex2_submission_original_sample_id 'JTK Hydroxy'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.457
_oxdiff_exptl_absorpt_empirical_full_min 0.582
####################################################################### 
# 
# 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_exp_8187
_database_code_depnum_ccdc_archive 'CCDC 2110069'
loop_
_audit_author_name
_audit_author_address
'Tapan Kumar Jena'
;Indian Institute of Technology HYderabad 
India
;
_audit_update_record             
;
2021-09-15 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_audit_creation_date             2019-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        
1a,6a-di-m-tolyl-1a,6a-dihydro-6H-indeno[1,2-b]oxiren-6-one
_chemical_formula_moiety         'C24 H20 O2'
_chemical_formula_sum            'C24 H20 O2'
_chemical_formula_weight         340.43
_chemical_oxdiff_formula         'C20 H20 O4 Br'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   18.013(2)
_cell_length_b                   10.9258(16)
_cell_length_c                   19.1838(15)
_cell_angle_alpha                90
_cell_angle_beta                 93.691(7)
_cell_angle_gamma                90
_cell_volume                     3767.7(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3467
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.0538
_cell_measurement_theta_min      2.9295
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.2002
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1440.6802
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0702
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19874
_diffrn_reflns_theta_full        29.1048
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         2.93
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9608
_diffrn_measured_fraction_theta_max 0.9608
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -37.00   -2.00   1.0000   34.7600
omega____ theta____ kappa____ phi______ frames
    -      -17.7643   57.0000  -90.0000 35

#__ type_ start__ end____ width___ exp.time_
  2 omega   39.00   94.00   1.0000   34.7600
omega____ theta____ kappa____ phi______ frames
    -       19.6393  178.0000  150.0000 55

#__ type_ start__ end____ width___ exp.time_
  3 omega  -13.00   25.00   1.0000   34.7600
omega____ theta____ kappa____ phi______ frames
    -       19.6393  -99.0000  -90.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega   35.00   62.00   1.0000   34.7600
omega____ theta____ kappa____ phi______ frames
    -       19.6393  -99.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
  5 omega  -29.00   91.00   1.0000   34.7600
omega____ theta____ kappa____ phi______ frames
    -       19.6393    0.0000   60.0000 120
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0336985000
_diffrn_orient_matrix_UB_12      0.0037307000
_diffrn_orient_matrix_UB_13      0.0211193000
_diffrn_orient_matrix_UB_21      -0.0174686000
_diffrn_orient_matrix_UB_22      0.0391779000
_diffrn_orient_matrix_UB_23      0.0235165000
_diffrn_orient_matrix_UB_31      -0.0107299000
_diffrn_orient_matrix_UB_32      -0.0516997000
_diffrn_orient_matrix_UB_33      0.0193392000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -24
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              -15
_reflns_number_gt                3591
_reflns_number_total             8706
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.3543
_refine_diff_density_min         -0.6391
_refine_diff_density_rms         0.1156
_refine_ls_d_res_high            0.7306
_refine_ls_d_res_low             6.9411
_refine_ls_goodness_of_fit_ref   1.1824
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     475
_refine_ls_number_reflns         8706
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2157
_refine_ls_R_factor_gt           0.1190
_refine_ls_restrained_S_all      1.1824
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3577
_refine_ls_wR_factor_ref         0.4399
_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
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C0ba(H0ba), C1ba(H1ba), C17(H17), C11(H11), C0aa(H0aa), C19(H19),
 C7(H7), C4(H4), C15(H15), C31(H31), C32(H32), C13(H13), C37(H37), C14(H14),
 C40(H40), C41(H41), C6(H6), C43(H43), C47(H47), C18(H18), C44(H44)
2.b Idealised Me refined as rotating group:
 C36(H36a,H36b,H36c), C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C24(H24a,H24b,
 H24c), C3aa(H3aa,H3ab,H3ac), C2aa(H2aa,H2ab,H2ac)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
C16 C 0.3372(2) 1.0143(5) 0.1916(2) 0.0639(12) Uani 1.000000 .
C3 C 0.1952(2) 1.0463(4) 0.1603(2) 0.0609(11) Uani 1.000000 .
O5 O -0.12440(18) 1.0767(4) 0.17360(19) 0.1036(14) Uani 1.000000 .
C4aa C -0.1411(3) 1.0790(5) 0.4408(2) 0.0717(13) Uani 1.000000 .
C10 C 0.2766(2) 1.0089(5) 0.3466(2) 0.0631(12) Uani 1.000000 .
C6aa C -0.2106(2) 1.1050(4) 0.3318(2) 0.0638(12) Uani 1.000000 .
C2 C 0.2578(2) 1.0004(4) 0.2081(2) 0.0582(11) Uani 1.000000 .
C5aa C -0.3529(2) 1.1186(5) 0.2997(2) 0.0693(13) Uani 1.000000 .
C7aa C -0.2743(2) 1.1382(4) 0.2813(2) 0.0622(12) Uani 1.000000 .
C21 C 0.3847(3) 0.9150(5) 0.1917(2) 0.0763(14) Uani 1.000000 .
H21 H 0.3680(3) 0.8373(5) 0.2027(2) 0.0916(17) Uiso 1.000000 R
C9aa C -0.1652(2) 1.0918(5) 0.2199(2) 0.0761(14) Uani 1.000000 .
C9 C 0.1505(2) 1.0448(5) 0.2718(2) 0.0676(12) Uani 1.000000 .
O1 O 0.10998(18) 1.0578(4) 0.31925(19) 0.1020(14) Uani 1.000000 .
C0ba C -0.0809(2) 1.0593(6) 0.3315(3) 0.0849(16) Uani 1.000000 .
H0ba H -0.0383(2) 1.0438(6) 0.3080(3) 0.1019(19) Uiso 1.000000 R
C1ba C -0.2080(2) 1.1001(5) 0.4031(2) 0.0688(13) Uani 1.000000 .
H1ba H -0.2513(2) 1.1109(5) 0.4264(2) 0.0826(15) Uiso 1.000000 R
C8 C 0.1332(2) 1.0663(5) 0.1977(2) 0.0685(13) Uani 1.000000 .
C17 C 0.3631(3) 1.1282(5) 0.1751(3) 0.0746(13) Uani 1.000000 .
H17 H 0.3311(3) 1.1951(5) 0.1744(3) 0.0895(16) Uiso 1.000000 R
C5 C 0.1253(3) 1.0913(5) 0.0530(3) 0.0760(14) Uani 1.000000 .
C8aa C -0.1474(2) 1.0830(5) 0.2957(2) 0.0647(12) Uani 1.000000 .
C11 C 0.2809(3) 1.1206(5) 0.3816(3) 0.0711(13) Uani 1.000000 .
H11 H 0.2558(3) 1.1879(5) 0.3619(3) 0.0853(16) Uiso 1.000000 R
C0aa C -0.4010(3) 1.2155(6) 0.3026(3) 0.0917(18) Uani 1.000000 .
H0aa H -0.3862(3) 1.2941(6) 0.2911(3) 0.110(2) Uiso 1.000000 R
C19 C 0.4820(3) 1.0452(8) 0.1587(3) 0.0903(18) Uani 1.000000 .
H19 H 0.5309(3) 1.0548(8) 0.1469(3) 0.108(2) Uiso 1.000000 R
C7 C 0.0658(3) 1.1007(6) 0.1628(3) 0.0874(16) Uani 1.000000 .
H7 H 0.0238(3) 1.1153(6) 0.1873(3) 0.105(2) Uiso 1.000000 R
C20 C 0.4582(3) 0.9331(6) 0.1749(3) 0.0830(16) Uani 1.000000 .
C4 C 0.1919(3) 1.0603(4) 0.0894(2) 0.0686(12) Uani 1.000000 .
H4 H 0.2345(3) 1.0491(4) 0.0653(2) 0.0824(15) Uiso 1.000000 R
C15 C 0.3125(3) 0.9105(5) 0.3757(3) 0.0770(14) Uani 1.000000 .
H15 H 0.3095(3) 0.8352(5) 0.3531(3) 0.0924(17) Uiso 1.000000 R
C31 C -0.3748(3) 1.0049(6) 0.3174(3) 0.0859(16) Uani 1.000000 .
H31 H -0.3415(3) 0.9401(6) 0.3154(3) 0.1031(19) Uiso 1.000000 R
C32 C -0.0789(3) 1.0590(6) 0.4042(3) 0.0907(17) Uani 1.000000 .
H32 H -0.0337(3) 1.0448(6) 0.4291(3) 0.109(2) Uiso 1.000000 R
C18 C 0.4374(3) 1.1447(6) 0.1590(3) 0.0816(15) Uani 1.000000 .
C34 C -0.2927(2) 1.0979(6) 0.1437(2) 0.0760(15) Uani 1.000000 .
C13 C 0.3566(3) 1.0333(6) 0.4735(3) 0.0868(16) Uani 1.000000 .
H13 H 0.3828(3) 1.0401(6) 0.5167(3) 0.1041(19) Uiso 1.000000 R
C36 C -0.1379(3) 1.0798(6) 0.5185(3) 0.0961(18) Uani 1.000000 .
H36a H -0.152(2) 1.1593(12) 0.5346(3) 0.144(3) Uiso 1.000000 GR
H36b H -0.1715(17) 1.020(3) 0.5346(3) 0.144(3) Uiso 1.000000 GR
H36c H -0.0882(6) 1.061(4) 0.5364(3) 0.144(3) Uiso 1.000000 GR
C37 C -0.2977(3) 0.9776(7) 0.1222(3) 0.0922(17) Uani 1.000000 .
H37 H -0.2733(3) 0.9178(7) 0.1495(3) 0.111(2) Uiso 1.000000 R
C12 C 0.3211(3) 1.1340(5) 0.4444(3) 0.0785(14) Uani 1.000000 .
C14 C 0.3540(3) 0.9218(6) 0.4393(3) 0.0918(17) Uani 1.000000 .
H14 H 0.3796(3) 0.8548(6) 0.4586(3) 0.110(2) Uiso 1.000000 R
C40 C -0.4943(3) 1.0802(10) 0.3412(3) 0.115(3) Uani 1.000000 .
H40 H -0.5422(3) 1.0686(10) 0.3556(3) 0.138(3) Uiso 1.000000 R
C41 C -0.3375(4) 0.9426(7) 0.0616(3) 0.108(2) Uani 1.000000 .
H41 H -0.3413(4) 0.8607(7) 0.0487(3) 0.129(2) Uiso 1.000000 R
C6 C 0.0633(3) 1.1124(5) 0.0908(3) 0.0840(15) Uani 1.000000 .
H6 H 0.0188(3) 1.1351(5) 0.0671(3) 0.1008(18) Uiso 1.000000 R
C43 C -0.3280(3) 1.1839(6) 0.1040(3) 0.0899(17) Uani 1.000000 .
H43 H -0.3255(3) 1.2656(6) 0.1176(3) 0.108(2) Uiso 1.000000 R
C44 C -0.4475(4) 0.9825(9) 0.3390(3) 0.113(2) Uani 1.000000 .
C22 C 0.1192(4) 1.1058(7) -0.0254(3) 0.105(2) Uani 1.000000 .
H22a H 0.1619(12) 1.149(4) -0.0399(4) 0.157(3) Uiso 1.000000 GR
H22b H 0.117(2) 1.0265(7) -0.0470(3) 0.157(3) Uiso 1.000000 GR
H22c H 0.0749(13) 1.151(3) -0.0391(3) 0.157(3) Uiso 1.000000 GR
C46 C -0.4728(3) 1.1930(9) 0.3231(3) 0.106(2) Uani 1.000000 .
C47 C -0.3706(3) 1.0304(7) 0.0221(3) 0.0929(17) Uani 1.000000 .
H47 H -0.3955(3) 1.0088(7) -0.0200(3) 0.112(2) Uiso 1.000000 R
C48 C -0.3691(3) 1.1506(7) 0.0415(3) 0.0937(18) Uani 1.000000 .
C23 C 0.3269(5) 1.2582(7) 0.4813(4) 0.136(3) Uani 1.000000 .
H23a H 0.356(3) 1.3129(18) 0.4550(16) 0.204(4) Uiso 1.000000 GR
H23b H 0.2780(5) 1.292(3) 0.485(3) 0.204(4) Uiso 1.000000 GR
H23c H 0.350(3) 1.2479(10) 0.5273(12) 0.204(4) Uiso 1.000000 GR
C24 C 0.5147(5) 0.8368(9) 0.1779(5) 0.183(4) Uani 1.000000 .
H24a H 0.554(2) 0.858(4) 0.212(3) 0.275(6) Uiso 1.000000 GR
H24b H 0.4926(12) 0.7608(19) 0.191(4) 0.275(6) Uiso 1.000000 GR
H24c H 0.535(3) 0.828(6) 0.1329(13) 0.275(6) Uiso 1.000000 GR
C3aa C -0.4085(5) 1.2448(8) -0.0034(4) 0.172(4) Uani 1.000000 .
H3aa H -0.406(4) 1.3225(16) 0.0201(18) 0.259(6) Uiso 1.000000 GR
H3ab H -0.385(3) 1.251(5) -0.0469(17) 0.259(6) Uiso 1.000000 GR
H3ac H -0.4596(11) 1.221(4) -0.012(3) 0.259(6) Uiso 1.000000 GR
C2aa C -0.5297(5) 1.2918(12) 0.3264(6) 0.219(6) Uani 1.000000 .
H2aa H -0.517(3) 1.358(4) 0.296(4) 0.328(8) Uiso 1.000000 GR
H2ab H -0.5778(10) 1.260(3) 0.312(6) 0.328(8) Uiso 1.000000 GR
H2ac H -0.530(4) 1.321(7) 0.3735(12) 0.328(8) Uiso 1.000000 GR
O2 O 0.23651(16) 0.8865(3) 0.23970(17) 0.0751(10) Uani 1.000000 .
O0aa O -0.25858(18) 1.2475(3) 0.24286(17) 0.0819(10) Uani 1.000000 .
C1 C 0.2307(2) 0.9985(4) 0.2799(2) 0.0623(11) Uani 1.000000 .
C1D C -0.2466(2) 1.1288(5) 0.2098(2) 0.0689(13) Uani 1.000000 .
H18 H 0.4555(3) 1.2219(6) 0.1488(3) 0.0979(18) Uiso 1.000000 R
H44 H -0.4625(4) 0.9043(9) 0.3511(3) 0.136(3) Uiso 1.000000 R


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
C16 C2 1.494(6) . ?
C16 C21 1.382(7) . ?
C16 C17 1.373(7) . ?
C3 C2 1.494(6) . ?
C3 C8 1.383(6) . ?
C3 C4 1.366(6) . ?
O5 C9aa 1.200(5) . ?
C4aa C1ba 1.385(6) . ?
C4aa C32 1.376(7) . ?
C4aa C36 1.488(7) . ?
C10 C11 1.393(7) . ?
C10 C15 1.356(6) . ?
C10 C1 1.482(6) . ?
C6aa C7aa 1.497(6) . ?
C6aa C1ba 1.367(6) . ?
C6aa C8aa 1.391(6) . ?
C2 O2 1.446(5) . ?
C2 C1 1.491(6) . ?
C5aa C7aa 1.495(6) . ?
C5aa C0aa 1.371(7) . ?
C5aa C31 1.354(7) . ?
C7aa O0aa 1.442(5) . ?
C7aa C1D 1.495(6) . ?
C21 C20 1.395(7) . ?
C9aa C8aa 1.473(6) . ?
C9aa C1D 1.521(6) . ?
C9 O1 1.211(5) . ?
C9 C8 1.454(6) . ?
C9 C1 1.530(6) . ?
C0ba C8aa 1.366(6) . ?
C0ba C32 1.394(7) . ?
C8 C7 1.399(6) . ?
C17 C18 1.405(7) . ?
C5 C4 1.391(6) . ?
C5 C6 1.390(7) . ?
C5 C22 1.508(7) . ?
C11 C12 1.375(7) . ?
C0aa C46 1.398(8) . ?
C19 C20 1.341(8) . ?
C19 C18 1.351(8) . ?
C7 C6 1.385(7) . ?
C20 C24 1.463(9) . ?
C15 C14 1.394(7) . ?
C31 C44 1.420(8) . ?
C34 C37 1.378(8) . ?
C34 C43 1.345(7) . ?
C34 C1D 1.508(6) . ?
C13 C12 1.373(7) . ?
C13 C14 1.382(8) . ?
C37 C41 1.380(8) . ?
C12 C23 1.530(8) . ?
C40 C44 1.363(10) . ?
C40 C46 1.345(10) . ?
C41 C47 1.338(9) . ?
C43 C48 1.414(7) . ?
C46 C2aa 1.492(11) . ?
C47 C48 1.365(8) . ?
C48 C3aa 1.492(9) . ?
O2 C1 1.454(5) . ?
O0aa C1D 1.466(6) . ?

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
C21 C16 C2 121.4(5) . . ?
C17 C16 C2 119.1(4) . . ?
C17 C16 C21 119.5(4) . . ?
C8 C3 C2 109.7(4) . . ?
C4 C3 C2 129.2(4) . . ?
C4 C3 C8 120.9(4) . . ?
C32 C4aa C1ba 118.0(4) . . ?
C36 C4aa C1ba 119.9(4) . . ?
C36 C4aa C32 122.1(4) . . ?
C15 C10 C11 119.1(5) . . ?
C1 C10 C11 119.5(4) . . ?
C1 C10 C15 121.3(5) . . ?
C1ba C6aa C7aa 129.2(4) . . ?
C8aa C6aa C7aa 109.8(4) . . ?
C8aa C6aa C1ba 120.9(4) . . ?
C3 C2 C16 122.1(4) . . ?
O2 C2 C16 117.4(4) . . ?
O2 C2 C3 109.7(3) . . ?
C1 C2 C16 124.9(4) . . ?
C1 C2 C3 107.1(3) . . ?
C1 C2 O2 59.3(3) . . ?
C0aa C5aa C7aa 120.6(5) . . ?
C31 C5aa C7aa 119.1(5) . . ?
C31 C5aa C0aa 120.2(5) . . ?
C5aa C7aa C6aa 120.7(4) . . ?
O0aa C7aa C6aa 111.3(3) . . ?
O0aa C7aa C5aa 117.4(4) . . ?
C1D C7aa C6aa 106.8(3) . . ?
C1D C7aa C5aa 125.7(4) . . ?
C1D C7aa O0aa 59.9(3) . . ?
C20 C21 C16 119.0(5) . . ?
C8aa C9aa O5 128.1(4) . . ?
C1D C9aa O5 125.0(4) . . ?
C1D C9aa C8aa 106.9(4) . . ?
C8 C9 O1 127.9(4) . . ?
C1 C9 O1 125.0(4) . . ?
C1 C9 C8 107.1(4) . . ?
C32 C0ba C8aa 117.9(5) . . ?
C6aa C1ba C4aa 120.1(4) . . ?
C9 C8 C3 110.7(4) . . ?
C7 C8 C3 119.9(4) . . ?
C7 C8 C9 129.4(4) . . ?
C18 C17 C16 120.6(5) . . ?
C6 C5 C4 118.3(5) . . ?
C22 C5 C4 122.1(5) . . ?
C22 C5 C6 119.6(5) . . ?
C9aa C8aa C6aa 110.3(4) . . ?
C0ba C8aa C6aa 120.2(4) . . ?
C0ba C8aa C9aa 129.5(4) . . ?
C12 C11 C10 121.7(4) . . ?
C46 C0aa C5aa 118.4(7) . . ?
C18 C19 C20 122.3(5) . . ?
C6 C7 C8 118.3(5) . . ?
C19 C20 C21 120.3(5) . . ?
C24 C20 C21 123.8(7) . . ?
C24 C20 C19 115.7(6) . . ?
C5 C4 C3 120.6(4) . . ?
C14 C15 C10 120.3(5) . . ?
C44 C31 C5aa 121.4(6) . . ?
C0ba C32 C4aa 122.7(4) . . ?
C19 C18 C17 118.2(5) . . ?
C43 C34 C37 118.6(5) . . ?
C1D C34 C37 119.1(5) . . ?
C1D C34 C43 122.3(6) . . ?
C14 C13 C12 120.9(5) . . ?
C41 C37 C34 122.4(6) . . ?
C13 C12 C11 118.4(5) . . ?
C23 C12 C11 121.0(5) . . ?
C23 C12 C13 120.5(5) . . ?
C13 C14 C15 119.6(5) . . ?
C46 C40 C44 121.4(6) . . ?
C47 C41 C37 117.8(7) . . ?
C7 C6 C5 122.0(5) . . ?
C48 C43 C34 120.2(6) . . ?
C40 C44 C31 117.3(7) . . ?
C40 C46 C0aa 121.4(7) . . ?
C2aa C46 C0aa 122.4(9) . . ?
C2aa C46 C40 116.2(8) . . ?
C48 C47 C41 122.3(6) . . ?
C47 C48 C43 118.6(5) . . ?
C3aa C48 C43 121.0(7) . . ?
C3aa C48 C47 120.4(6) . . ?
C1 O2 C2 61.9(3) . . ?
C1D O0aa C7aa 61.9(3) . . ?
C2 C1 C10 126.8(4) . . ?
C9 C1 C10 122.3(4) . . ?
C9 C1 C2 105.3(4) . . ?
O2 C1 C10 117.9(4) . . ?
O2 C1 C2 58.8(3) . . ?
O2 C1 C9 108.9(3) . . ?
C9aa C1D C7aa 106.1(4) . . ?
C34 C1D C7aa 126.1(4) . . ?
C34 C1D C9aa 121.4(4) . . ?
O0aa C1D C7aa 58.3(3) . . ?
O0aa C1D C9aa 110.3(4) . . ?
O0aa C1D C34 118.3(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
