# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_KA1050_0m
_database_code_depnum_ccdc_archive 'CCDC 2076801'
loop_
_audit_author_name
_audit_author_address
'Jagadeesh Babu Nanubolu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2021-04-12 deposited with the CCDC.	2021-08-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
4,6-dimethoxy-6b,10,10-trimethyl-3-phenyl-3,6b,7,8,9,10-hexahydro-1H-indeno[1,2,3-de]isochromene
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H30 O3'
_chemical_formula_sum            'C26 H30 O3'
_chemical_formula_weight         390.50

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   15.149(5)
_cell_length_b                   7.696(3)
_cell_length_c                   19.735(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.073(8)
_cell_angle_gamma                90
_cell_volume                     2231.7(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      2.652
_cell_measurement_theta_max      30.334

_exptl_crystal_description       NEEDLE
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6492
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24226
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.772
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3919
_reflns_number_gt                3139
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²+1.1262P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0111(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3919
_refine_ls_number_parameters     353
_refine_ls_number_restraints     168
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1427
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.4792(2) 0.1621(5) 0.33815(17) 0.1136(13) Uani 1 1 d . . . . .
H1A H 0.479121 0.122287 0.292035 0.170 Uiso 1 1 calc R U . . .
H1B H 0.516882 0.087131 0.372099 0.170 Uiso 1 1 calc R U . . .
H1C H 0.502685 0.278460 0.344320 0.170 Uiso 1 1 calc R U . . .
C2 C 0.37669(14) 0.2038(3) 0.41149(12) 0.0573(6) Uani 1 1 d . . . . .
C3 C 0.44825(13) 0.2412(3) 0.46948(11) 0.0548(5) Uani 1 1 d . . . . .
H3 H 0.508029 0.235624 0.465317 0.066 Uiso 1 1 calc R U . . .
C4 C 0.43079(12) 0.2867(3) 0.53323(11) 0.0479(5) Uani 1 1 d . . . . .
C5 C 0.59014(14) 0.3115(4) 0.58872(14) 0.0742(7) Uani 1 1 d . . . . .
H5A H 0.602233 0.194402 0.576796 0.111 Uiso 1 1 calc R U . . .
H5B H 0.629161 0.340748 0.633311 0.111 Uiso 1 1 calc R U . . .
H5C H 0.601422 0.389511 0.553825 0.111 Uiso 1 1 calc R U . . .
C6 C 0.34189(12) 0.2954(2) 0.54098(10) 0.0430(5) Uani 1 1 d . . . . .
C7 C 0.27383(12) 0.2555(2) 0.48244(10) 0.0443(5) Uani 1 1 d . . . . .
C8 C 0.28785(13) 0.2104(3) 0.41774(11) 0.0519(5) Uani 1 1 d . . . . .
C9 C 0.17672(13) 0.2547(3) 0.47914(11) 0.0485(5) Uani 1 1 d . . . . .
C10 C 0.15419(13) 0.3035(3) 0.54683(11) 0.0531(5) Uani 1 1 d . . . . .
H10A H 0.143830 0.427777 0.547689 0.064 Uiso 1 1 calc R U . . .
H10B H 0.098764 0.244942 0.550306 0.064 Uiso 1 1 calc R U . . .
C11 C 0.31407(13) 0.3362(2) 0.60732(10) 0.0441(5) Uani 1 1 d . . . . .
H11 H 0.358917 0.281620 0.645645 0.053 Uiso 1 1 calc R U . . .
C12 C 0.31001(12) 0.5272(3) 0.62543(10) 0.0430(5) Uani 1 1 d . . . . .
C13 C 0.31740(14) 0.5733(3) 0.69446(11) 0.0537(5) Uani 1 1 d . . . . .
H13 H 0.328687 0.487599 0.728703 0.064 Uiso 1 1 calc R U . . .
C14 C 0.30836(16) 0.7440(3) 0.71352(13) 0.0638(6) Uani 1 1 d . . . . .
H14 H 0.314545 0.772489 0.760241 0.077 Uiso 1 1 calc R U . . .
C15 C 0.29026(16) 0.8711(3) 0.66345(13) 0.0646(6) Uani 1 1 d . . . . .
H15 H 0.282900 0.985696 0.675962 0.078 Uiso 1 1 calc R U . . .
C16 C 0.28301(15) 0.8287(3) 0.59458(13) 0.0611(6) Uani 1 1 d . . . . .
H16 H 0.271561 0.915160 0.560648 0.073 Uiso 1 1 calc R U . . .
C17 C 0.29269(14) 0.6578(3) 0.57553(11) 0.0518(5) Uani 1 1 d . . . . .
H17 H 0.287526 0.630395 0.528834 0.062 Uiso 1 1 calc R U . . .
O1 O 0.38906(11) 0.1599(3) 0.34701(9) 0.0850(6) Uani 1 1 d . . . . .
O2 O 0.49733(9) 0.3259(2) 0.59205(8) 0.0650(5) Uani 1 1 d . . . . .
O3 O 0.22705(9) 0.25581(18) 0.60525(7) 0.0514(4) Uani 1 1 d . . . . .
C18 C 0.1304(12) 0.1996(19) 0.4094(7) 0.045(2) Uani 0.593(7) 1 d . U P A 1
C19 C 0.1949(6) 0.1576(11) 0.3657(5) 0.0438(16) Uani 0.593(7) 1 d . U P A 1
C20 C 0.1760(7) 0.2688(10) 0.3039(6) 0.075(2) Uani 0.593(7) 1 d . U P A 1
H20A H 0.214378 0.235294 0.273304 0.090 Uiso 0.593(7) 1 calc R U P A 1
H20B H 0.189262 0.388816 0.317720 0.090 Uiso 0.593(7) 1 calc R U P A 1
C21 C 0.0738(3) 0.2504(8) 0.2646(2) 0.091(2) Uani 0.593(7) 1 d . U P A 1
H21A H 0.061094 0.323518 0.223384 0.109 Uiso 0.593(7) 1 calc R U P A 1
H21B H 0.061243 0.130911 0.249712 0.109 Uiso 0.593(7) 1 calc R U P A 1
C22 C 0.0126(5) 0.3029(9) 0.3120(3) 0.0807(17) Uani 0.593(7) 1 d . U P A 1
H22A H -0.050394 0.287280 0.286825 0.097 Uiso 0.593(7) 1 calc R U P A 1
H22B H 0.021675 0.425406 0.323104 0.097 Uiso 0.593(7) 1 calc R U P A 1
C23 C 0.0305(17) 0.197(4) 0.3816(13) 0.067(2) Uani 0.593(7) 1 d . U P A 1
C24 C -0.0253(6) 0.2928(13) 0.4279(5) 0.097(3) Uani 0.593(7) 1 d . U P A 1
H24A H -0.000987 0.407369 0.438950 0.145 Uiso 0.593(7) 1 calc R U P A 1
H24B H -0.021084 0.228672 0.470273 0.145 Uiso 0.593(7) 1 calc R U P A 1
H24C H -0.087905 0.301019 0.402676 0.145 Uiso 0.593(7) 1 calc R U P A 1
C25 C 0.1987(6) -0.0364(10) 0.3504(5) 0.0637(17) Uani 0.593(7) 1 d . . P A 1
H25A H 0.142947 -0.071297 0.318572 0.095 Uiso 0.593(7) 1 calc R U P A 1
H25B H 0.206563 -0.100735 0.393173 0.095 Uiso 0.593(7) 1 calc R U P A 1
H25C H 0.248852 -0.059254 0.329954 0.095 Uiso 0.593(7) 1 calc R U P A 1
C26 C -0.0101(5) 0.0157(13) 0.3670(5) 0.087(2) Uani 0.593(7) 1 d . U P A 1
H26A H 0.003314 -0.029388 0.325299 0.130 Uiso 0.593(7) 1 calc R U P A 1
H26B H -0.074856 0.021781 0.360952 0.130 Uiso 0.593(7) 1 calc R U P A 1
H26C H 0.015612 -0.059326 0.405631 0.130 Uiso 0.593(7) 1 calc R U P A 1
C18D C 0.1303(17) 0.235(3) 0.4215(12) 0.055(5) Uani 0.407(7) 1 d . U P A 2
C19D C 0.2023(13) 0.211(2) 0.3729(11) 0.077(5) Uani 0.407(7) 1 d . . P A 2
C20D C 0.1792(11) 0.033(3) 0.3325(9) 0.114(6) Uani 0.407(7) 1 d . U P A 2
H20C H 0.212370 0.028152 0.296218 0.136 Uiso 0.407(7) 1 calc R U P A 2
H20D H 0.201898 -0.061053 0.364974 0.136 Uiso 0.407(7) 1 calc R U P A 2
C21D C 0.0770(7) -0.0029(19) 0.2982(5) 0.157(6) Uani 0.407(7) 1 d . U P A 2
H21C H 0.056091 0.076292 0.259401 0.188 Uiso 0.407(7) 1 calc R U P A 2
H21D H 0.070009 -0.120566 0.280056 0.188 Uiso 0.407(7) 1 calc R U P A 2
C22D C 0.0202(9) 0.020(2) 0.3498(7) 0.115(4) Uani 0.407(7) 1 d . U P A 2
H22C H 0.039205 -0.065178 0.386726 0.138 Uiso 0.407(7) 1 calc R U P A 2
H22D H -0.042676 -0.004559 0.326605 0.138 Uiso 0.407(7) 1 calc R U P A 2
C23D C 0.025(3) 0.210(6) 0.385(2) 0.083(5) Uani 0.407(7) 1 d . U P A 2
C24D C -0.0214(8) 0.196(2) 0.4423(7) 0.106(4) Uani 0.407(7) 1 d . U P A 2
H24D H -0.085223 0.177320 0.423227 0.159 Uiso 0.407(7) 1 calc R U P A 2
H24E H -0.012686 0.301840 0.468941 0.159 Uiso 0.407(7) 1 calc R U P A 2
H24F H 0.003614 0.100529 0.472029 0.159 Uiso 0.407(7) 1 calc R U P A 2
C25D C 0.1873(13) 0.356(2) 0.3096(9) 0.136(7) Uani 0.407(7) 1 d . . P A 2
H25D H 0.232202 0.339307 0.283277 0.204 Uiso 0.407(7) 1 calc R U P A 2
H25E H 0.193418 0.470655 0.329447 0.204 Uiso 0.407(7) 1 calc R U P A 2
H25F H 0.127625 0.342797 0.279426 0.204 Uiso 0.407(7) 1 calc R U P A 2
C26D C -0.0188(8) 0.347(2) 0.3344(7) 0.137(4) Uani 0.407(7) 1 d . U P A 2
H26D H -0.003429 0.459535 0.354941 0.206 Uiso 0.407(7) 1 calc R U P A 2
H26E H -0.083622 0.332150 0.323320 0.206 Uiso 0.407(7) 1 calc R U P A 2
H26F H 0.002376 0.338030 0.292415 0.206 Uiso 0.407(7) 1 calc R U P A 2


_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
C1 O1 1.419(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 O1 1.373(3) . ?
C2 C8 1.382(3) . ?
C2 C3 1.402(3) . ?
C3 C4 1.392(3) . ?
C3 H3 0.9300 . ?
C4 O2 1.373(2) . ?
C4 C6 1.393(3) . ?
C5 O2 1.428(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.383(3) . ?
C6 C11 1.503(3) . ?
C7 C8 1.389(3) . ?
C7 C9 1.457(3) . ?
C8 C19D 1.380(18) . ?
C8 C19 1.581(8) . ?
C9 C18D 1.19(2) . ?
C9 C18 1.449(14) . ?
C9 C10 1.505(3) . ?
C10 O3 1.436(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O3 1.448(2) . ?
C11 C12 1.517(3) . ?
C11 H11 0.9800 . ?
C12 C13 1.386(3) . ?
C12 C17 1.387(3) . ?
C13 C14 1.382(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.370(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C23 1.48(3) . ?
C18 C19 1.49(2) . ?
C19 C20 1.460(16) . ?
C19 C25 1.527(11) . ?
C20 C21 1.560(12) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.522(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.57(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C26 1.52(3) . ?
C23 C24 1.57(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C18D C23D 1.59(4) . ?
C18D C19D 1.63(3) . ?
C19D C20D 1.581(18) . ?
C19D C25D 1.65(3) . ?
C20D C21D 1.556(18) . ?
C20D H20C 0.9700 . ?
C20D H20D 0.9700 . ?
C21D C22D 1.494(15) . ?
C21D H21C 0.9700 . ?
C21D H21D 0.9700 . ?
C22D C23D 1.61(5) . ?
C22D H22C 0.9700 . ?
C22D H22D 0.9700 . ?
C23D C24D 1.48(4) . ?
C23D C26D 1.49(5) . ?
C24D H24D 0.9600 . ?
C24D H24E 0.9600 . ?
C24D H24F 0.9600 . ?
C25D H25D 0.9600 . ?
C25D H25E 0.9600 . ?
C25D H25F 0.9600 . ?
C26D H26D 0.9600 . ?
C26D H26E 0.9600 . ?
C26D H26F 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
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C8 116.56(19) . . ?
O1 C2 C3 123.70(19) . . ?
C8 C2 C3 119.74(19) . . ?
C4 C3 C2 120.71(18) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
O2 C4 C3 123.90(17) . . ?
O2 C4 C6 115.28(18) . . ?
C3 C4 C6 120.82(18) . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C4 116.22(18) . . ?
C7 C6 C11 117.66(16) . . ?
C4 C6 C11 126.07(17) . . ?
C6 C7 C8 125.03(17) . . ?
C6 C7 C9 125.31(18) . . ?
C8 C7 C9 109.66(17) . . ?
C19D C8 C2 136.5(9) . . ?
C19D C8 C7 105.1(9) . . ?
C2 C8 C7 117.47(18) . . ?
C2 C8 C19 131.7(4) . . ?
C7 C8 C19 110.5(4) . . ?
C18D C9 C7 113.5(12) . . ?
C18 C9 C7 107.1(7) . . ?
C18D C9 C10 132.1(11) . . ?
C18 C9 C10 139.0(7) . . ?
C7 C9 C10 113.82(17) . . ?
O3 C10 C9 110.67(16) . . ?
O3 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
O3 C11 C6 109.39(15) . . ?
O3 C11 C12 109.39(15) . . ?
C6 C11 C12 116.36(15) . . ?
O3 C11 H11 107.1 . . ?
C6 C11 H11 107.1 . . ?
C12 C11 H11 107.1 . . ?
C13 C12 C17 117.94(19) . . ?
C13 C12 C11 118.78(17) . . ?
C17 C12 C11 123.11(18) . . ?
C14 C13 C12 121.4(2) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C15 C14 C13 119.9(2) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 119.8(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C17 120.3(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C2 O1 C1 117.63(19) . . ?
C4 O2 C5 118.20(17) . . ?
C10 O3 C11 115.47(14) . . ?
C9 C18 C23 124.9(14) . . ?
C9 C18 C19 112.3(12) . . ?
C23 C18 C19 122.7(13) . . ?
C20 C19 C18 109.5(9) . . ?
C20 C19 C25 114.7(8) . . ?
C18 C19 C25 112.8(10) . . ?
C20 C19 C8 110.8(7) . . ?
C18 C19 C8 100.1(8) . . ?
C25 C19 C8 108.0(6) . . ?
C19 C20 C21 109.3(7) . . ?
C19 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
C19 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
C22 C21 C20 110.5(5) . . ?
C22 C21 H21A 109.6 . . ?
C20 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
C20 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C21 C22 C23 113.5(9) . . ?
C21 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C18 C23 C26 114.4(18) . . ?
C18 C23 C22 105.1(16) . . ?
C26 C23 C22 109.6(16) . . ?
C18 C23 C24 115.1(17) . . ?
C26 C23 C24 106.9(15) . . ?
C22 C23 C24 105.2(16) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C25 H25A 109.5 . . ?
C19 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C19 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C9 C18D C23D 138(2) . . ?
C9 C18D C19D 104.6(18) . . ?
C23D C18D C19D 117(2) . . ?
C8 C19D C20D 112.4(14) . . ?
C8 C19D C18D 106.3(15) . . ?
C20D C19D C18D 107.3(14) . . ?
C8 C19D C25D 114.9(13) . . ?
C20D C19D C25D 103.5(15) . . ?
C18D C19D C25D 112.3(16) . . ?
C21D C20D C19D 116.5(14) . . ?
C21D C20D H20C 108.2 . . ?
C19D C20D H20C 108.2 . . ?
C21D C20D H20D 108.2 . . ?
C19D C20D H20D 108.2 . . ?
H20C C20D H20D 107.3 . . ?
C22D C21D C20D 111.1(10) . . ?
C22D C21D H21C 109.4 . . ?
C20D C21D H21C 109.4 . . ?
C22D C21D H21D 109.4 . . ?
C20D C21D H21D 109.4 . . ?
H21C C21D H21D 108.0 . . ?
C21D C22D C23D 115.0(19) . . ?
C21D C22D H22C 108.5 . . ?
C23D C22D H22C 108.5 . . ?
C21D C22D H22D 108.5 . . ?
C23D C22D H22D 108.5 . . ?
H22C C22D H22D 107.5 . . ?
C24D C23D C26D 110(3) . . ?
C24D C23D C18D 106(3) . . ?
C26D C23D C18D 117(3) . . ?
C24D C23D C22D 106(3) . . ?
C26D C23D C22D 113(3) . . ?
C18D C23D C22D 104(2) . . ?
C23D C24D H24D 109.5 . . ?
C23D C24D H24E 109.5 . . ?
H24D C24D H24E 109.5 . . ?
C23D C24D H24F 109.5 . . ?
H24D C24D H24F 109.5 . . ?
H24E C24D H24F 109.5 . . ?
C19D C25D H25D 109.5 . . ?
C19D C25D H25E 109.5 . . ?
H25D C25D H25E 109.5 . . ?
C19D C25D H25F 109.5 . . ?
H25D C25D H25F 109.5 . . ?
H25E C25D H25F 109.5 . . ?
C23D C26D H26D 109.5 . . ?
C23D C26D H26E 109.5 . . ?
H26D C26D H26E 109.5 . . ?
C23D C26D H26F 109.5 . . ?
H26D C26D H26F 109.5 . . ?
H26E C26D H26F 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
O1 C2 C3 C4 179.3(2) . . . . ?
C8 C2 C3 C4 -0.6(3) . . . . ?
C2 C3 C4 O2 -179.6(2) . . . . ?
C2 C3 C4 C6 0.3(3) . . . . ?
O2 C4 C6 C7 -179.69(17) . . . . ?
C3 C4 C6 C7 0.4(3) . . . . ?
O2 C4 C6 C11 -2.5(3) . . . . ?
C3 C4 C6 C11 177.63(19) . . . . ?
C4 C6 C7 C8 -0.8(3) . . . . ?
C11 C6 C7 C8 -178.25(19) . . . . ?
C4 C6 C7 C9 179.40(19) . . . . ?
C11 C6 C7 C9 1.9(3) . . . . ?
O1 C2 C8 C19D -12.7(12) . . . . ?
C3 C2 C8 C19D 167.2(11) . . . . ?
O1 C2 C8 C7 -179.6(2) . . . . ?
C3 C2 C8 C7 0.3(3) . . . . ?
O1 C2 C8 C19 7.3(6) . . . . ?
C3 C2 C8 C19 -172.8(5) . . . . ?
C6 C7 C8 C19D -170.2(8) . . . . ?
C9 C7 C8 C19D 9.6(9) . . . . ?
C6 C7 C8 C2 0.5(3) . . . . ?
C9 C7 C8 C2 -179.70(19) . . . . ?
C6 C7 C8 C19 174.9(4) . . . . ?
C9 C7 C8 C19 -5.2(4) . . . . ?
C6 C7 C9 C18D 172.3(13) . . . . ?
C8 C7 C9 C18D -7.5(13) . . . . ?
C6 C7 C9 C18 -177.8(6) . . . . ?
C8 C7 C9 C18 2.3(6) . . . . ?
C6 C7 C9 C10 0.3(3) . . . . ?
C8 C7 C9 C10 -179.54(18) . . . . ?
C18D C9 C10 O3 160.8(16) . . . . ?
C18 C9 C10 O3 148.2(9) . . . . ?
C7 C9 C10 O3 -29.1(2) . . . . ?
C7 C6 C11 O3 24.3(2) . . . . ?
C4 C6 C11 O3 -152.87(18) . . . . ?
C7 C6 C11 C12 -100.2(2) . . . . ?
C4 C6 C11 C12 82.6(2) . . . . ?
O3 C11 C12 C13 78.3(2) . . . . ?
C6 C11 C12 C13 -157.11(17) . . . . ?
O3 C11 C12 C17 -96.9(2) . . . . ?
C6 C11 C12 C17 27.7(3) . . . . ?
C17 C12 C13 C14 -0.3(3) . . . . ?
C11 C12 C13 C14 -175.79(19) . . . . ?
C12 C13 C14 C15 1.1(3) . . . . ?
C13 C14 C15 C16 -1.3(4) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C15 C16 C17 C12 -0.2(3) . . . . ?
C13 C12 C17 C16 -0.1(3) . . . . ?
C11 C12 C17 C16 175.14(18) . . . . ?
C8 C2 O1 C1 176.4(3) . . . . ?
C3 C2 O1 C1 -3.5(4) . . . . ?
C3 C4 O2 C5 -3.1(3) . . . . ?
C6 C4 O2 C5 177.03(19) . . . . ?
C9 C10 O3 C11 60.1(2) . . . . ?
C6 C11 O3 C10 -56.9(2) . . . . ?
C12 C11 O3 C10 71.6(2) . . . . ?
C7 C9 C18 C23 -173.9(16) . . . . ?
C10 C9 C18 C23 9(2) . . . . ?
C7 C9 C18 C19 1.7(11) . . . . ?
C10 C9 C18 C19 -175.7(5) . . . . ?
C9 C18 C19 C20 -120.8(9) . . . . ?
C23 C18 C19 C20 55.0(19) . . . . ?
C9 C18 C19 C25 110.2(10) . . . . ?
C23 C18 C19 C25 -74.1(19) . . . . ?
C9 C18 C19 C8 -4.4(11) . . . . ?
C23 C18 C19 C8 171.4(16) . . . . ?
C2 C8 C19 C20 -65.3(8) . . . . ?
C7 C8 C19 C20 121.3(7) . . . . ?
C2 C8 C19 C18 179.2(6) . . . . ?
C7 C8 C19 C18 5.8(8) . . . . ?
C2 C8 C19 C25 61.1(10) . . . . ?
C7 C8 C19 C25 -112.3(7) . . . . ?
C18 C19 C20 C21 -54.6(10) . . . . ?
C25 C19 C20 C21 73.4(10) . . . . ?
C8 C19 C20 C21 -164.0(6) . . . . ?
C19 C20 C21 C22 59.6(8) . . . . ?
C20 C21 C22 C23 -57.0(13) . . . . ?
C9 C18 C23 C26 -113.0(16) . . . . ?
C19 C18 C23 C26 72(2) . . . . ?
C9 C18 C23 C22 126.7(14) . . . . ?
C19 C18 C23 C22 -49(2) . . . . ?
C9 C18 C23 C24 11(3) . . . . ?
C19 C18 C23 C24 -163.8(14) . . . . ?
C21 C22 C23 C18 47.8(17) . . . . ?
C21 C22 C23 C26 -75.6(15) . . . . ?
C21 C22 C23 C24 169.8(10) . . . . ?
C7 C9 C18D C23D 175(3) . . . . ?
C10 C9 C18D C23D -15(4) . . . . ?
C7 C9 C18D C19D 1.9(18) . . . . ?
C10 C9 C18D C19D 172.1(7) . . . . ?
C2 C8 C19D C20D 66.7(19) . . . . ?
C7 C8 C19D C20D -125.3(14) . . . . ?
C2 C8 C19D C18D -176.2(9) . . . . ?
C7 C8 C19D C18D -8.2(14) . . . . ?
C2 C8 C19D C25D -51.3(17) . . . . ?
C7 C8 C19D C25D 116.6(13) . . . . ?
C9 C18D C19D C8 4(2) . . . . ?
C23D C18D C19D C8 -171(2) . . . . ?
C9 C18D C19D C20D 124.5(17) . . . . ?
C23D C18D C19D C20D -50(3) . . . . ?
C9 C18D C19D C25D -122.4(17) . . . . ?
C23D C18D C19D C25D 63(3) . . . . ?
C8 C19D C20D C21D 162.4(13) . . . . ?
C18D C19D C20D C21D 46(2) . . . . ?
C25D C19D C20D C21D -73.1(18) . . . . ?
C19D C20D C21D C22D -52(2) . . . . ?
C20D C21D C22D C23D 59(2) . . . . ?
C9 C18D C23D C24D -6(5) . . . . ?
C19D C18D C23D C24D 167(2) . . . . ?
C9 C18D C23D C26D 117(4) . . . . ?
C19D C18D C23D C26D -71(3) . . . . ?
C9 C18D C23D C22D -117(3) . . . . ?
C19D C18D C23D C22D 55(3) . . . . ?
C21D C22D C23D C24D -170.1(16) . . . . ?
C21D C22D C23D C26D 69(3) . . . . ?
C21D C22D C23D C18D -59(3) . . . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.035



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform and Hexane'
####################################################################### 
# 
# 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_KB19_0m
_database_code_depnum_ccdc_archive 'CCDC 2076802'
loop_
_audit_author_name
_audit_author_address
'Jagadeesh Babu Nanubolu'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2021-04-12 deposited with the CCDC.	2021-08-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
6,8-dimethoxy-4,5,5-trimethyl-3-(p-tolyl)-3,5-dihydro-1H-cyclopenta[de]isochromene
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H26 O3'
_chemical_formula_sum            'C23 H26 O3'
_chemical_formula_weight         350.44

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   12.435(8)
_cell_length_b                   10.019(7)
_cell_length_c                   15.766(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.344(9)
_cell_angle_gamma                90
_cell_volume                     1932(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8193
_cell_measurement_theta_min      2.4135
_cell_measurement_theta_max      30.246

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5257
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24142
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.420
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4432
_reflns_number_gt                3041
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.6562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4432
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0609
_refine_ls_wR_factor_ref         0.1696
_refine_ls_wR_factor_gt          0.1485
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.0114(2) 0.5858(3) 0.6727(2) 0.0923(10) Uani 1 1 d . . . . .
H1A H 0.031645 0.673348 0.656357 0.138 Uiso 1 1 calc R U . . .
H1B H -0.050397 0.592452 0.701238 0.138 Uiso 1 1 calc R U . . .
H1C H -0.007380 0.531337 0.622096 0.138 Uiso 1 1 calc R U . . .
C2 C 0.19641(16) 0.5122(2) 0.70015(14) 0.0512(5) Uani 1 1 d . . . . .
C3 C 0.21139(16) 0.5445(2) 0.61720(14) 0.0520(5) Uani 1 1 d . . . . .
H3 H 0.153024 0.578446 0.577906 0.062 Uiso 1 1 calc R U . . .
C4 C 0.31176(16) 0.52688(19) 0.59205(13) 0.0468(5) Uani 1 1 d . . . . .
C5 C 0.2444(2) 0.6042(3) 0.44943(17) 0.0865(9) Uani 1 1 d . . . . .
H5A H 0.270526 0.624019 0.397132 0.130 Uiso 1 1 calc R U . . .
H5B H 0.215054 0.683703 0.470493 0.130 Uiso 1 1 calc R U . . .
H5C H 0.188190 0.537437 0.438184 0.130 Uiso 1 1 calc R U . . .
C6 C 0.40028(15) 0.47603(18) 0.64982(12) 0.0429(4) Uani 1 1 d . . . . .
C7 C 0.38074(14) 0.44477(17) 0.73016(12) 0.0409(4) Uani 1 1 d . . . . .
C8 C 0.28234(15) 0.46130(19) 0.75828(13) 0.0441(4) Uani 1 1 d . . . . .
C9 C 0.45993(15) 0.38509(18) 0.79806(12) 0.0418(4) Uani 1 1 d . . . . .
C10 C 0.56940(15) 0.34879(19) 0.77655(12) 0.0435(4) Uani 1 1 d . . . . .
H10 H 0.588690 0.260642 0.801682 0.052 Uiso 1 1 calc R U . . .
C11 C 0.51333(16) 0.4475(2) 0.63438(13) 0.0488(5) Uani 1 1 d . . . . .
H11A H 0.511150 0.430074 0.573582 0.059 Uiso 1 1 calc R U . . .
H11B H 0.559491 0.524842 0.650353 0.059 Uiso 1 1 calc R U . . .
C12 C 0.66238(15) 0.44186(18) 0.81171(12) 0.0420(4) Uani 1 1 d . . . . .
C13 C 0.76837(17) 0.3960(2) 0.81742(17) 0.0628(6) Uani 1 1 d . . . . .
H13 H 0.780269 0.309727 0.799339 0.075 Uiso 1 1 calc R U . . .
C14 C 0.85667(18) 0.4758(2) 0.84944(19) 0.0719(7) Uani 1 1 d . . . . .
H14 H 0.927012 0.441928 0.853229 0.086 Uiso 1 1 calc R U . . .
C15 C 0.84283(17) 0.6041(2) 0.87583(15) 0.0584(6) Uani 1 1 d . . . . .
C16 C 0.73774(17) 0.6509(2) 0.86858(14) 0.0530(5) Uani 1 1 d . . . . .
H16 H 0.726212 0.738085 0.885103 0.064 Uiso 1 1 calc R U . . .
C17 C 0.64843(16) 0.57088(19) 0.83716(13) 0.0475(5) Uani 1 1 d . . . . .
H17 H 0.578170 0.605023 0.833271 0.057 Uiso 1 1 calc R U . . .
C18 C 0.9396(2) 0.6912(3) 0.9115(2) 0.0950(9) Uani 1 1 d . . . . .
H18A H 0.961599 0.674062 0.972066 0.142 Uiso 1 1 calc R U . . .
H18B H 0.919518 0.783352 0.902883 0.142 Uiso 1 1 calc R U . . .
H18C H 0.999100 0.671413 0.882310 0.142 Uiso 1 1 calc R U . . .
C19 C 0.41456(15) 0.36683(19) 0.86776(13) 0.0448(4) Uani 1 1 d . . . . .
C20 C 0.29563(15) 0.4157(2) 0.85088(13) 0.0464(5) Uani 1 1 d . . . . .
C21 C 0.46525(19) 0.3075(2) 0.95182(14) 0.0610(6) Uani 1 1 d . . . . .
H21A H 0.424485 0.230069 0.962975 0.092 Uiso 1 1 calc R U . . .
H21B H 0.464762 0.371824 0.996878 0.092 Uiso 1 1 calc R U . . .
H21C H 0.539257 0.282239 0.949937 0.092 Uiso 1 1 calc R U . . .
C22 C 0.27971(19) 0.5319(3) 0.91008(15) 0.0657(6) Uani 1 1 d . . . . .
H22A H 0.327762 0.603740 0.901521 0.099 Uiso 1 1 calc R U . . .
H22B H 0.296059 0.503028 0.969044 0.099 Uiso 1 1 calc R U . . .
H22C H 0.205309 0.562132 0.896875 0.099 Uiso 1 1 calc R U . . .
C23 C 0.21806(19) 0.3008(3) 0.86147(17) 0.0689(7) Uani 1 1 d . . . . .
H23A H 0.143795 0.330749 0.845942 0.103 Uiso 1 1 calc R U . . .
H23B H 0.231373 0.271445 0.920389 0.103 Uiso 1 1 calc R U . . .
H23C H 0.230335 0.228081 0.824706 0.103 Uiso 1 1 calc R U . . .
O1 O 0.09878(12) 0.52840(19) 0.72824(11) 0.0733(5) Uani 1 1 d . . . . .
O2 O 0.33104(12) 0.55639(17) 0.51153(9) 0.0626(4) Uani 1 1 d . . . . .
O3 O 0.55831(11) 0.33474(14) 0.68377(9) 0.0515(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.392(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 O1 1.374(2) . ?
C2 C8 1.375(3) . ?
C2 C3 1.392(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9300 . ?
C4 O2 1.366(2) . ?
C4 C6 1.393(3) . ?
C5 O2 1.404(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.368(3) . ?
C6 C11 1.497(3) . ?
C7 C8 1.384(3) . ?
C7 C9 1.447(3) . ?
C8 C20 1.510(3) . ?
C9 C19 1.335(3) . ?
C9 C10 1.505(3) . ?
C10 O3 1.451(3) . ?
C10 C12 1.511(3) . ?
C10 H10 0.9800 . ?
C11 O3 1.428(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C17 1.374(3) . ?
C12 C13 1.383(3) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.374(3) . ?
C15 C18 1.510(3) . ?
C16 C17 1.387(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C21 1.486(3) . ?
C19 C20 1.535(3) . ?
C20 C22 1.528(3) . ?
C20 C23 1.530(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C8 117.05(19) . . ?
O1 C2 C3 123.39(18) . . ?
C8 C2 C3 119.57(19) . . ?
C4 C3 C2 121.22(18) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
O2 C4 C3 123.74(18) . . ?
O2 C4 C6 115.90(18) . . ?
C3 C4 C6 120.36(18) . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C4 115.99(17) . . ?
C7 C6 C11 115.79(17) . . ?
C4 C6 C11 128.20(18) . . ?
C6 C7 C8 125.68(18) . . ?
C6 C7 C9 124.68(17) . . ?
C8 C7 C9 109.61(17) . . ?
C2 C8 C7 117.18(18) . . ?
C2 C8 C20 133.93(18) . . ?
C7 C8 C20 108.89(16) . . ?
C19 C9 C7 109.48(17) . . ?
C19 C9 C10 133.26(17) . . ?
C7 C9 C10 117.12(17) . . ?
O3 C10 C9 108.92(15) . . ?
O3 C10 C12 110.96(15) . . ?
C9 C10 C12 115.56(16) . . ?
O3 C10 H10 107.0 . . ?
C9 C10 H10 107.0 . . ?
C12 C10 H10 107.0 . . ?
O3 C11 C6 110.46(15) . . ?
O3 C11 H11A 109.6 . . ?
C6 C11 H11A 109.6 . . ?
O3 C11 H11B 109.6 . . ?
C6 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C17 C12 C13 117.55(18) . . ?
C17 C12 C10 124.02(17) . . ?
C13 C12 C10 118.42(18) . . ?
C14 C13 C12 121.2(2) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C15 C14 C13 121.3(2) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 117.6(2) . . ?
C14 C15 C18 121.3(2) . . ?
C16 C15 C18 121.1(2) . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C12 C17 C16 120.88(18) . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C19 C21 127.94(18) . . ?
C9 C19 C20 110.49(16) . . ?
C21 C19 C20 121.56(17) . . ?
C8 C20 C22 110.86(18) . . ?
C8 C20 C23 111.80(17) . . ?
C22 C20 C23 110.71(18) . . ?
C8 C20 C19 101.47(15) . . ?
C22 C20 C19 111.33(17) . . ?
C23 C20 C19 110.36(17) . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C2 O1 C1 118.75(19) . . ?
C4 O2 C5 118.75(18) . . ?
C11 O3 C10 115.46(14) . . ?

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 C2 C3 C4 179.67(19) . . . . ?
C8 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 O2 179.78(19) . . . . ?
C2 C3 C4 C6 0.1(3) . . . . ?
O2 C4 C6 C7 -179.17(16) . . . . ?
C3 C4 C6 C7 0.6(3) . . . . ?
O2 C4 C6 C11 -1.1(3) . . . . ?
C3 C4 C6 C11 178.64(19) . . . . ?
C4 C6 C7 C8 -1.0(3) . . . . ?
C11 C6 C7 C8 -179.33(18) . . . . ?
C4 C6 C7 C9 176.96(17) . . . . ?
C11 C6 C7 C9 -1.3(3) . . . . ?
O1 C2 C8 C7 179.95(18) . . . . ?
C3 C2 C8 C7 0.0(3) . . . . ?
O1 C2 C8 C20 0.4(3) . . . . ?
C3 C2 C8 C20 -179.6(2) . . . . ?
C6 C7 C8 C2 0.8(3) . . . . ?
C9 C7 C8 C2 -177.48(17) . . . . ?
C6 C7 C8 C20 -179.57(18) . . . . ?
C9 C7 C8 C20 2.2(2) . . . . ?
C6 C7 C9 C19 -179.58(18) . . . . ?
C8 C7 C9 C19 -1.3(2) . . . . ?
C6 C7 C9 C10 -3.3(3) . . . . ?
C8 C7 C9 C10 174.96(16) . . . . ?
C19 C9 C10 O3 153.5(2) . . . . ?
C7 C9 C10 O3 -21.7(2) . . . . ?
C19 C9 C10 C12 -80.8(3) . . . . ?
C7 C9 C10 C12 104.0(2) . . . . ?
C7 C6 C11 O3 31.3(2) . . . . ?
C4 C6 C11 O3 -146.75(19) . . . . ?
O3 C10 C12 C17 104.3(2) . . . . ?
C9 C10 C12 C17 -20.3(3) . . . . ?
O3 C10 C12 C13 -74.5(2) . . . . ?
C9 C10 C12 C13 160.90(19) . . . . ?
C17 C12 C13 C14 1.5(3) . . . . ?
C10 C12 C13 C14 -179.6(2) . . . . ?
C12 C13 C14 C15 -0.8(4) . . . . ?
C13 C14 C15 C16 -0.5(4) . . . . ?
C13 C14 C15 C18 179.5(3) . . . . ?
C14 C15 C16 C17 1.1(3) . . . . ?
C18 C15 C16 C17 -179.0(2) . . . . ?
C13 C12 C17 C16 -0.9(3) . . . . ?
C10 C12 C17 C16 -179.76(18) . . . . ?
C15 C16 C17 C12 -0.4(3) . . . . ?
C7 C9 C19 C21 179.3(2) . . . . ?
C10 C9 C19 C21 3.9(4) . . . . ?
C7 C9 C19 C20 -0.1(2) . . . . ?
C10 C9 C19 C20 -175.57(19) . . . . ?
C2 C8 C20 C22 -64.2(3) . . . . ?
C7 C8 C20 C22 116.22(18) . . . . ?
C2 C8 C20 C23 59.9(3) . . . . ?
C7 C8 C20 C23 -119.72(19) . . . . ?
C2 C8 C20 C19 177.5(2) . . . . ?
C7 C8 C20 C19 -2.1(2) . . . . ?
C9 C19 C20 C8 1.3(2) . . . . ?
C21 C19 C20 C8 -178.14(18) . . . . ?
C9 C19 C20 C22 -116.7(2) . . . . ?
C21 C19 C20 C22 63.9(3) . . . . ?
C9 C19 C20 C23 119.99(19) . . . . ?
C21 C19 C20 C23 -59.5(3) . . . . ?
C8 C2 O1 C1 176.8(2) . . . . ?
C3 C2 O1 C1 -3.2(3) . . . . ?
C3 C4 O2 C5 -1.7(3) . . . . ?
C6 C4 O2 C5 178.1(2) . . . . ?
C6 C11 O3 C10 -61.0(2) . . . . ?
C9 C10 O3 C11 55.1(2) . . . . ?
C12 C10 O3 C11 -73.24(19) . . . . ?

_refine_diff_density_max         0.232
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.040



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform and Hexane'
