# 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 2023

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

data_SA_98RE_250422_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2181857'
loop_
_audit_author_name
_audit_author_address
'Sherin Anto'
;Vellore Institute of Technology, Vellore
India
;
_audit_update_record             
;
2022-06-25 deposited with the CCDC.	2023-10-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H16 O3'
_chemical_formula_sum            'C24 H16 O3'
_chemical_formula_weight         352.37

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.1787(5)
_cell_length_b                   9.1920(5)
_cell_length_c                   11.2622(6)
_cell_angle_alpha                105.164(2)
_cell_angle_beta                 92.910(2)
_cell_angle_gamma                109.138(2)
_cell_volume                     856.66(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    9991
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.94

_exptl_crystal_description       block
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7092
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'i-mu-s-microfocus source'
_diffrn_measurement_device_type  
'Bruker D8 QUEST diffractometer with PHOTON II detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38013
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.376
_diffrn_reflns_theta_max         28.288
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4227
_reflns_number_gt                3088
_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       'Bruker APEX4'
_computing_cell_refinement       'Bruker APEX4/SAINT'
_computing_data_reduction        'Bruker APEX4/SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0605P)²+0.3197P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4227
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1366
_refine_ls_wR_factor_gt          0.1138
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_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
O1 O 0.93069(13) 0.31243(14) 0.27708(10) 0.0515(3) Uani 1 1 d . . . . .
O2 O 0.81086(16) 0.01954(14) 0.57457(12) 0.0588(3) Uani 1 1 d . . . . .
H1 H 0.775(3) 0.024(3) 0.644(2) 0.088 Uiso 1 1 d . U . . .
O3 O 0.69277(17) 0.67468(16) 0.45184(12) 0.0645(4) Uani 1 1 d . . . . .
H1B H 0.704(3) 0.776(3) 0.465(2) 0.097 Uiso 1 1 d . U . . .
C1 C 0.40847(18) 0.18307(19) 1.01344(14) 0.0443(3) Uani 1 1 d . . . . .
C2 C 0.2608(2) 0.0697(3) 1.00242(18) 0.0657(5) Uani 1 1 d . . . . .
H2 H 0.213519 -0.005989 0.925916 0.079 Uiso 1 1 calc R U . . .
C3 C 0.1830(2) 0.0688(3) 1.1055(2) 0.0767(6) Uani 1 1 d . . . . .
H3 H 0.084026 -0.007507 1.097125 0.092 Uiso 1 1 calc R U . . .
C4 C 0.2509(2) 0.1792(3) 1.21932(19) 0.0648(5) Uani 1 1 d . . . . .
H4 H 0.196764 0.180345 1.286949 0.078 Uiso 1 1 calc R U . . .
C5 C 0.3987(2) 0.2875(2) 1.23254(17) 0.0576(4) Uani 1 1 d . . . . .
H5 H 0.447028 0.359627 1.310142 0.069 Uiso 1 1 calc R U . . .
C6 C 0.4764(2) 0.2898(2) 1.13057(15) 0.0491(4) Uani 1 1 d . . . . .
H6 H 0.576601 0.364535 1.140684 0.059 Uiso 1 1 calc R U . . .
C7 C 0.48993(17) 0.19430(18) 0.90376(13) 0.0410(3) Uani 1 1 d . . . . .
C8 C 0.58789(18) 0.34361(18) 0.89676(14) 0.0441(3) Uani 1 1 d . . . . .
H8 H 0.603267 0.435677 0.962267 0.053 Uiso 1 1 calc R U . . .
C9 C 0.66221(18) 0.35717(17) 0.79465(14) 0.0430(3) Uani 1 1 d . . . . .
H9 H 0.727296 0.458141 0.793048 0.052 Uiso 1 1 calc R U . . .
C10 C 0.64191(17) 0.22282(17) 0.69378(13) 0.0401(3) Uani 1 1 d . . . . .
C11 C 0.54265(18) 0.07392(18) 0.70035(14) 0.0458(4) Uani 1 1 d . . . . .
H11 H 0.525367 -0.017868 0.634078 0.055 Uiso 1 1 calc R U . . .
C12 C 0.46949(18) 0.06017(18) 0.80347(15) 0.0460(4) Uani 1 1 d . . . . .
H12 H 0.405365 -0.040891 0.805645 0.055 Uiso 1 1 calc R U . . .
C13 C 0.72158(17) 0.24327(17) 0.58436(13) 0.0398(3) Uani 1 1 d . . . . .
C14 C 0.72101(17) 0.36770(17) 0.53553(13) 0.0406(3) Uani 1 1 d . . . . .
H14 H 0.671040 0.437712 0.571556 0.049 Uiso 1 1 calc R U . . .
C15 C 0.79482(17) 0.38730(17) 0.43332(13) 0.0396(3) Uani 1 1 d . . . . .
C16 C 0.86867(17) 0.28085(18) 0.38110(13) 0.0428(3) Uani 1 1 d . . . . .
C17 C 0.87666(18) 0.15912(18) 0.42745(14) 0.0466(4) Uani 1 1 d . . . . .
H17 H 0.929339 0.091534 0.392180 0.056 Uiso 1 1 calc R U . . .
C18 C 0.80221(18) 0.14243(17) 0.52934(14) 0.0434(3) Uani 1 1 d . . . . .
C19 C 0.81457(17) 0.49504(17) 0.35706(13) 0.0422(3) Uani 1 1 d . . . . .
C20 C 0.89531(18) 0.4431(2) 0.26337(15) 0.0475(4) Uani 1 1 d . . . . .
C21 C 0.7716(2) 0.62749(19) 0.35875(15) 0.0488(4) Uani 1 1 d . . . . .
C22 C 0.8079(2) 0.6996(2) 0.26531(17) 0.0583(4) Uani 1 1 d . . . . .
H22 H 0.778859 0.787263 0.264411 0.070 Uiso 1 1 calc R U . . .
C23 C 0.8869(2) 0.6428(2) 0.17307(17) 0.0639(5) Uani 1 1 d . . . . .
H23 H 0.909845 0.693791 0.111487 0.077 Uiso 1 1 calc R U . . .
C24 C 0.9327(2) 0.5129(2) 0.16951(16) 0.0599(5) Uani 1 1 d . . . . .
H24 H 0.985697 0.474907 0.107434 0.072 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 C16 1.3850(18) . ?
O1 C20 1.386(2) . ?
O2 C18 1.3775(18) . ?
O3 C21 1.363(2) . ?
C1 C2 1.389(2) . ?
C1 C6 1.389(2) . ?
C1 C7 1.485(2) . ?
C2 C3 1.394(3) . ?
C3 C4 1.373(3) . ?
C4 C5 1.367(3) . ?
C5 C6 1.384(2) . ?
C7 C12 1.389(2) . ?
C7 C8 1.397(2) . ?
C8 C9 1.379(2) . ?
C9 C10 1.394(2) . ?
C10 C11 1.397(2) . ?
C10 C13 1.487(2) . ?
C11 C12 1.384(2) . ?
C13 C14 1.394(2) . ?
C13 C18 1.409(2) . ?
C14 C15 1.387(2) . ?
C15 C16 1.392(2) . ?
C15 C19 1.447(2) . ?
C16 C17 1.373(2) . ?
C17 C18 1.382(2) . ?
C19 C20 1.392(2) . ?
C19 C21 1.393(2) . ?
C20 C24 1.376(2) . ?
C21 C22 1.383(2) . ?
C22 C23 1.385(3) . ?
C23 C24 1.383(3) . ?

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
C16 O1 C20 105.61(11) . . ?
C2 C1 C6 117.69(15) . . ?
C2 C1 C7 121.59(15) . . ?
C6 C1 C7 120.69(14) . . ?
C1 C2 C3 120.29(19) . . ?
C4 C3 C2 120.75(18) . . ?
C5 C4 C3 119.54(17) . . ?
C4 C5 C6 120.05(18) . . ?
C5 C6 C1 121.60(16) . . ?
C12 C7 C8 117.39(14) . . ?
C12 C7 C1 122.21(14) . . ?
C8 C7 C1 120.38(13) . . ?
C9 C8 C7 121.33(14) . . ?
C8 C9 C10 121.44(14) . . ?
C9 C10 C11 117.15(13) . . ?
C9 C10 C13 119.70(13) . . ?
C11 C10 C13 123.12(13) . . ?
C12 C11 C10 121.36(14) . . ?
C11 C12 C7 121.32(14) . . ?
C14 C13 C18 118.24(13) . . ?
C14 C13 C10 119.82(13) . . ?
C18 C13 C10 121.92(13) . . ?
C15 C14 C13 120.13(13) . . ?
C14 C15 C16 118.80(13) . . ?
C14 C15 C19 135.75(14) . . ?
C16 C15 C19 105.42(13) . . ?
C17 C16 O1 124.82(13) . . ?
C17 C16 C15 123.53(14) . . ?
O1 C16 C15 111.65(13) . . ?
C16 C17 C18 116.41(13) . . ?
O2 C18 C17 115.75(13) . . ?
O2 C18 C13 121.42(14) . . ?
C17 C18 C13 122.84(14) . . ?
C20 C19 C21 118.78(14) . . ?
C20 C19 C15 106.26(13) . . ?
C21 C19 C15 134.96(14) . . ?
C24 C20 O1 125.16(16) . . ?
C24 C20 C19 123.79(17) . . ?
O1 C20 C19 111.05(13) . . ?
O3 C21 C22 124.41(16) . . ?
O3 C21 C19 117.08(14) . . ?
C22 C21 C19 118.49(16) . . ?
C21 C22 C23 120.78(17) . . ?
C24 C23 C22 122.18(17) . . ?
C20 C24 C23 115.96(17) . . ?

_refine_diff_density_max         0.200
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_SA_15IBFI_300523_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2266920'
loop_
_audit_author_name
_audit_author_address
'Nikhitha N M'
;Vellore Institute of Technology, Vellore
India
;
_audit_update_record             
;
2023-06-01 deposited with the CCDC.	2023-10-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 O3'
_chemical_formula_sum            'C24 H18 O3'
_chemical_formula_weight         354.38

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                   11.3959(7)
_cell_length_b                   17.1806(10)
_cell_length_c                   10.1872(7)
_cell_angle_alpha                90
_cell_angle_beta                 113.005(2)
_cell_angle_gamma                90
_cell_volume                     1835.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    8039
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      22.73

_exptl_crystal_description       block
_exptl_crystal_colour            gold
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.117
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6900
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (BRUKER)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'i-mu-s microfocus source'
_diffrn_measurement_device_type  
'Bruker D8 QUEST diffractometer with PHOTON II detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26560
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.275
_diffrn_reflns_theta_max         28.306
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4550
_reflns_number_gt                2689
_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       'Bruker APEX4'
_computing_cell_refinement       'Bruker APEX4/SAINT'
_computing_data_reduction        'Bruker APEX4SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0508P)²+0.5371P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4550
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1070
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
O1 O 0.69410(11) 0.47727(7) 1.02448(13) 0.0542(3) Uani 1 1 d . . . . .
O2 O 0.58927(15) 0.32554(8) 0.77378(16) 0.0793(5) Uani 1 1 d . . . . .
O3 O 0.42273(15) 0.66664(8) 0.73465(15) 0.0774(5) Uani 1 1 d . . . . .
H1B H 0.410(3) 0.7229(18) 0.730(3) 0.116 Uiso 1 1 d . U . . .
C1 C 0.08381(19) 0.58691(11) 0.5324(2) 0.0591(5) Uani 1 1 d . . . . .
H1 H 0.117757 0.545319 0.594100 0.071 Uiso 1 1 calc R U . . .
C2 C 0.09743(16) 0.58935(10) 0.40268(17) 0.0468(4) Uani 1 1 d . . . . .
C3 C 0.04860(17) 0.65399(11) 0.31615(19) 0.0547(5) Uani 1 1 d . . . . .
H3 H 0.058695 0.657993 0.230121 0.066 Uiso 1 1 calc R U . . .
C4 C -0.01429(18) 0.71206(11) 0.3553(2) 0.0600(5) Uani 1 1 d . . . . .
H4 H -0.046385 0.754663 0.295665 0.072 Uiso 1 1 calc R U . . .
C5 C -0.02982(19) 0.70742(12) 0.4817(2) 0.0644(5) Uani 1 1 d . . . . .
H5 H -0.074205 0.746021 0.507084 0.077 Uiso 1 1 calc R U . . .
C6 C 0.0208(2) 0.64521(13) 0.5706(2) 0.0695(6) Uani 1 1 d . . . . .
H6 H 0.012264 0.642516 0.657688 0.083 Uiso 1 1 calc R U . . .
C7 C 0.14954(17) 0.52239(10) 0.34976(17) 0.0461(4) Uani 1 1 d . . . . .
C8 C 0.07439(19) 0.49328(11) 0.21497(18) 0.0559(5) Uani 1 1 d . . . . .
H8 H -0.001984 0.518035 0.161406 0.067 Uiso 1 1 calc R U . . .
C9 C 0.1104(2) 0.42890(11) 0.15928(19) 0.0591(5) Uani 1 1 d . . . . .
H9 H 0.058796 0.410547 0.069235 0.071 Uiso 1 1 calc R U . . .
C10 C 0.22325(19) 0.39188(11) 0.23783(19) 0.0553(5) Uani 1 1 d . . . . .
H10 H 0.248001 0.348088 0.201416 0.066 Uiso 1 1 calc R U . . .
C11 C 0.29945(18) 0.41996(10) 0.37068(19) 0.0523(5) Uani 1 1 d . . . . .
H11 H 0.375784 0.394690 0.422463 0.063 Uiso 1 1 calc R U . . .
C12 C 0.26556(16) 0.48535(10) 0.43014(17) 0.0446(4) Uani 1 1 d . . . . .
C13 C 0.35151(16) 0.51548(10) 0.56966(18) 0.0480(4) Uani 1 1 d . . . . .
H13 H 0.341903 0.567074 0.591238 0.058 Uiso 1 1 calc R U . . .
C14 C 0.44184(17) 0.47374(10) 0.66663(18) 0.0504(4) Uani 1 1 d . . . . .
H14 H 0.447462 0.422324 0.641112 0.060 Uiso 1 1 calc R U . . .
C15 C 0.53316(16) 0.49601(9) 0.80636(18) 0.0453(4) Uani 1 1 d . . . . .
C16 C 0.61872(16) 0.44379(10) 0.89579(18) 0.0496(4) Uani 1 1 d . . . . .
C17 C 0.65652(16) 0.55296(10) 1.01675(19) 0.0493(4) Uani 1 1 d . . . . .
C18 C 0.55830(16) 0.56871(9) 0.88538(18) 0.0451(4) Uani 1 1 d . . . . .
C19 C 0.64560(19) 0.36197(11) 0.8837(2) 0.0610(5) Uani 1 1 d . . . . .
C20 C 0.71226(19) 0.60572(12) 1.1253(2) 0.0633(5) Uani 1 1 d . . . . .
H20 H 0.777145 0.591781 1.211288 0.076 Uiso 1 1 calc R U . . .
C21 C 0.6658(2) 0.67976(12) 1.0982(2) 0.0745(6) Uani 1 1 d . . . . .
H21 H 0.699523 0.717727 1.167974 0.089 Uiso 1 1 calc R U . . .
C22 C 0.5693(2) 0.69990(12) 0.9688(2) 0.0709(6) Uani 1 1 d . . . . .
H22 H 0.540542 0.751081 0.954055 0.085 Uiso 1 1 calc R U . . .
C23 C 0.51522(18) 0.64612(10) 0.8618(2) 0.0563(5) Uani 1 1 d . . . . .
C24 C 0.7445(2) 0.32347(13) 1.0100(3) 0.0898(8) Uani 1 1 d . . . . .
H24A H 0.725610 0.332378 1.092726 0.135 Uiso 1 1 calc R U . . .
H24B H 0.826779 0.344763 1.025631 0.135 Uiso 1 1 calc R U . . .
H24C H 0.744696 0.268534 0.992895 0.135 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 C17 1.362(2) . ?
O1 C16 1.381(2) . ?
O2 C19 1.223(2) . ?
O3 C23 1.358(2) . ?
O3 H1B 0.98(3) . ?
C1 C6 1.375(3) . ?
C1 C2 1.390(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.392(2) . ?
C2 C7 1.489(2) . ?
C3 C4 1.375(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.396(2) . ?
C7 C12 1.406(2) . ?
C8 C9 1.377(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.377(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.378(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.400(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.469(2) . ?
C13 C14 1.325(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.448(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.375(2) . ?
C15 C18 1.453(2) . ?
C16 C19 1.454(3) . ?
C17 C20 1.378(3) . ?
C17 C18 1.395(2) . ?
C18 C23 1.405(2) . ?
C19 C24 1.494(3) . ?
C20 C21 1.364(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.391(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
C17 O1 C16 106.13(13) . . ?
C23 O3 H1B 110.5(15) . . ?
C6 C1 C2 120.80(18) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C1 C2 C3 117.44(17) . . ?
C1 C2 C7 121.96(16) . . ?
C3 C2 C7 120.30(16) . . ?
C4 C3 C2 121.33(18) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C4 C3 120.27(18) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 119.4(2) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C8 C7 C12 119.10(17) . . ?
C8 C7 C2 117.04(15) . . ?
C12 C7 C2 123.79(15) . . ?
C9 C8 C7 121.73(18) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C10 C9 C8 119.53(17) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 119.73(18) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 122.09(17) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C7 117.81(15) . . ?
C11 C12 C13 120.58(16) . . ?
C7 C12 C13 121.57(16) . . ?
C14 C13 C12 124.09(16) . . ?
C14 C13 H13 118.0 . . ?
C12 C13 H13 118.0 . . ?
C13 C14 C15 129.82(17) . . ?
C13 C14 H14 115.1 . . ?
C15 C14 H14 115.1 . . ?
C16 C15 C14 122.00(16) . . ?
C16 C15 C18 104.99(14) . . ?
C14 C15 C18 133.01(15) . . ?
C15 C16 O1 111.97(15) . . ?
C15 C16 C19 133.84(16) . . ?
O1 C16 C19 114.19(15) . . ?
O1 C17 C20 123.08(16) . . ?
O1 C17 C18 110.92(14) . . ?
C20 C17 C18 125.99(17) . . ?
C17 C18 C23 116.32(15) . . ?
C17 C18 C15 105.98(14) . . ?
C23 C18 C15 137.63(16) . . ?
O2 C19 C16 121.32(17) . . ?
O2 C19 C24 120.78(18) . . ?
C16 C19 C24 117.89(18) . . ?
C21 C20 C17 115.48(18) . . ?
C21 C20 H20 122.3 . . ?
C17 C20 H20 122.3 . . ?
C20 C21 C22 121.64(18) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C23 C22 C21 121.80(19) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
O3 C23 C22 121.39(17) . . ?
O3 C23 C18 119.85(16) . . ?
C22 C23 C18 118.75(17) . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
C6 C1 C2 C3 2.0(3) . . . . ?
C6 C1 C2 C7 -171.66(18) . . . . ?
C1 C2 C3 C4 -2.0(3) . . . . ?
C7 C2 C3 C4 171.78(16) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
C4 C5 C6 C1 -1.6(3) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C1 C2 C7 C8 124.68(19) . . . . ?
C3 C2 C7 C8 -48.8(2) . . . . ?
C1 C2 C7 C12 -52.2(2) . . . . ?
C3 C2 C7 C12 134.35(18) . . . . ?
C12 C7 C8 C9 0.6(3) . . . . ?
C2 C7 C8 C9 -176.40(17) . . . . ?
C7 C8 C9 C10 0.0(3) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C10 C11 C12 C7 0.1(3) . . . . ?
C10 C11 C12 C13 -177.60(17) . . . . ?
C8 C7 C12 C11 -0.6(2) . . . . ?
C2 C7 C12 C11 176.13(16) . . . . ?
C8 C7 C12 C13 177.07(16) . . . . ?
C2 C7 C12 C13 -6.2(3) . . . . ?
C11 C12 C13 C14 -21.8(3) . . . . ?
C7 C12 C13 C14 160.60(18) . . . . ?
C12 C13 C14 C15 179.29(17) . . . . ?
C13 C14 C15 C16 177.94(19) . . . . ?
C13 C14 C15 C18 -1.0(3) . . . . ?
C14 C15 C16 O1 -178.45(15) . . . . ?
C18 C15 C16 O1 0.7(2) . . . . ?
C14 C15 C16 C19 1.2(3) . . . . ?
C18 C15 C16 C19 -179.6(2) . . . . ?
C17 O1 C16 C15 -0.5(2) . . . . ?
C17 O1 C16 C19 179.77(17) . . . . ?
C16 O1 C17 C20 -178.71(18) . . . . ?
C16 O1 C17 C18 0.01(19) . . . . ?
O1 C17 C18 C23 -177.08(16) . . . . ?
C20 C17 C18 C23 1.6(3) . . . . ?
O1 C17 C18 C15 0.4(2) . . . . ?
C20 C17 C18 C15 179.09(19) . . . . ?
C16 C15 C18 C17 -0.7(2) . . . . ?
C14 C15 C18 C17 178.36(19) . . . . ?
C16 C15 C18 C23 176.0(2) . . . . ?
C14 C15 C18 C23 -5.0(4) . . . . ?
C15 C16 C19 O2 2.9(4) . . . . ?
O1 C16 C19 O2 -177.41(19) . . . . ?
C15 C16 C19 C24 -177.1(2) . . . . ?
O1 C16 C19 C24 2.6(3) . . . . ?
O1 C17 C20 C21 177.93(19) . . . . ?
C18 C17 C20 C21 -0.6(3) . . . . ?
C17 C20 C21 C22 -0.4(3) . . . . ?
C20 C21 C22 C23 0.4(4) . . . . ?
C21 C22 C23 O3 -178.7(2) . . . . ?
C21 C22 C23 C18 0.7(3) . . . . ?
C17 C18 C23 O3 177.83(17) . . . . ?
C15 C18 C23 O3 1.4(4) . . . . ?
C17 C18 C23 C22 -1.6(3) . . . . ?
C15 C18 C23 C22 -178.0(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H1B O2 0.98(3) 1.76(3) 2.7331(19) 172(2) 2_656 yes
C22 H22 O2 0.93 2.56 3.247(3) 132.0 2_656 yes

_refine_diff_density_max         0.138
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_SA_167_070323_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2247453'
loop_
_audit_author_name
_audit_author_address
'Nikhitha N M'
;Vellore Institute of Technology, Vellore
India
;
_audit_update_record             
;
2023-03-09 deposited with the CCDC.	2023-10-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H16 O3'
_chemical_formula_weight         316.34

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'
O O 0.0106 0.0060 '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'

_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                   10.4864(11)
_cell_length_b                   10.0490(9)
_cell_length_c                   15.2051(13)
_cell_angle_alpha                90
_cell_angle_beta                 89.824(3)
_cell_angle_gamma                90
_cell_volume                     1602.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    8548
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      25.65

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6532
_exptl_absorpt_correction_T_max  0.7457
_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      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28657
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.429
_diffrn_reflns_theta_max         28.335
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3966
_reflns_number_gt                2476
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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)+(0.0557P)²+0.6585P] 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         3966
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1002
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1520
_refine_ls_wR_factor_gt          0.1238
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
O1 O 0.54921(13) 0.41774(12) 0.86596(8) 0.0483(4) Uani 1 1 d . . . . .
O2 O 0.59766(17) 0.13335(13) 0.73541(10) 0.0667(5) Uani 1 1 d . . . . .
O3 O 0.61266(14) 0.72382(12) 0.64072(8) 0.0511(4) Uani 1 1 d . . . . .
C1 C 0.7087(2) 0.2540(2) 0.46295(14) 0.0576(5) Uani 1 1 d . . . . .
H1 H 0.699421 0.196722 0.510609 0.069 Uiso 1 1 calc R U . . .
C2 C 0.7445(2) 0.2038(2) 0.38214(15) 0.0642(6) Uani 1 1 d . . . . .
H2 H 0.759316 0.113098 0.375744 0.077 Uiso 1 1 calc R U . . .
C3 C 0.7585(2) 0.2863(3) 0.31159(14) 0.0668(6) Uani 1 1 d . . . . .
H3 H 0.782091 0.251795 0.257159 0.080 Uiso 1 1 calc R U . . .
C4 C 0.7379(2) 0.4188(3) 0.32103(15) 0.0729(7) Uani 1 1 d . . . . .
H4 H 0.748358 0.475209 0.273046 0.087 Uiso 1 1 calc R U . . .
C5 C 0.7015(2) 0.4705(2) 0.40126(15) 0.0632(6) Uani 1 1 d . . . . .
H5 H 0.687134 0.561483 0.406510 0.076 Uiso 1 1 calc R U . . .
C6 C 0.64507(19) 0.4501(2) 0.55805(13) 0.0517(5) Uani 1 1 d . . . . .
H6 H 0.623007 0.539742 0.557252 0.062 Uiso 1 1 calc R U . . .
C7 C 0.63714(19) 0.3884(2) 0.63337(12) 0.0489(5) Uani 1 1 d . . . . .
H7 H 0.658967 0.298764 0.631425 0.059 Uiso 1 1 calc R U . . .
C8 C 0.59973(17) 0.43682(17) 0.72008(11) 0.0398(4) Uani 1 1 d . . . . .
C9 C 0.58096(18) 0.35099(17) 0.78961(11) 0.0428(4) Uani 1 1 d . . . . .
C10 C 0.54565(19) 0.54943(17) 0.84438(12) 0.0451(4) Uani 1 1 d . . . . .
C11 C 0.68609(18) 0.3899(2) 0.47381(12) 0.0490(5) Uani 1 1 d . . . . .
C12 C 0.57737(17) 0.56882(16) 0.75594(11) 0.0390(4) Uani 1 1 d . . . . .
C13 C 0.58656(19) 0.20557(18) 0.79945(12) 0.0467(5) Uani 1 1 d . . . . .
C14 C 0.5130(2) 0.6475(2) 0.90390(14) 0.0620(6) Uani 1 1 d . . . . .
H14 H 0.491188 0.628611 0.961891 0.074 Uiso 1 1 calc R U . . .
C15 C 0.5152(2) 0.7752(2) 0.87138(14) 0.0640(6) Uani 1 1 d . . . . .
H15 H 0.493368 0.845281 0.908429 0.077 Uiso 1 1 calc R U . . .
C16 C 0.5489(2) 0.80259(19) 0.78472(13) 0.0539(5) Uani 1 1 d . . . . .
H16 H 0.550954 0.890442 0.765528 0.065 Uiso 1 1 calc R U . . .
C17 C 0.57943(18) 0.70199(17) 0.72679(11) 0.0420(4) Uani 1 1 d . . . . .
C18 C 0.5771(2) 0.15078(19) 0.89081(13) 0.0552(5) Uani 1 1 d . . . . .
H18A H 0.630626 0.201628 0.929347 0.083 Uiso 1 1 calc R U . . .
H18B H 0.604263 0.059559 0.890887 0.083 Uiso 1 1 calc R U . . .
H18C H 0.490296 0.156042 0.910780 0.083 Uiso 1 1 calc R U . . .
C19 C 0.6030(2) 0.85757(18) 0.60893(13) 0.0512(5) Uani 1 1 d . . . . .
H19A H 0.667917 0.912859 0.635772 0.061 Uiso 1 1 calc R U . . .
H19B H 0.519990 0.894300 0.623438 0.061 Uiso 1 1 calc R U . . .
C20 C 0.6204(3) 0.8541(2) 0.51437(15) 0.0655(6) Uani 1 1 d . . . . .
C21 C 0.6270(4) 0.8533(3) 0.43821(18) 0.1097(12) Uani 1 1 d . . . . .
H21 H 0.632360 0.852699 0.377152 0.132 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 C10 1.364(2) . ?
O1 C9 1.381(2) . ?
O2 C13 1.220(2) . ?
O3 C17 1.371(2) . ?
O3 C19 1.432(2) . ?
C1 C2 1.379(3) . ?
C1 C11 1.396(3) . ?
C2 C3 1.363(3) . ?
C3 C4 1.357(4) . ?
C4 C5 1.378(3) . ?
C5 C11 1.378(3) . ?
C6 C7 1.305(3) . ?
C6 C11 1.479(3) . ?
C7 C8 1.458(2) . ?
C8 C9 1.378(2) . ?
C8 C12 1.453(2) . ?
C9 C13 1.470(3) . ?
C10 C14 1.380(3) . ?
C10 C12 1.398(2) . ?
C12 C17 1.410(2) . ?
C13 C18 1.497(3) . ?
C14 C15 1.375(3) . ?
C15 C16 1.391(3) . ?
C16 C17 1.378(3) . ?
C19 C20 1.449(3) . ?
C20 C21 1.160(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O1 C9 106.01(13) . . ?
C17 O3 C19 117.03(14) . . ?
C2 C1 C11 120.6(2) . . ?
C3 C2 C1 120.5(2) . . ?
C4 C3 C2 119.8(2) . . ?
C3 C4 C5 120.5(2) . . ?
C11 C5 C4 121.2(2) . . ?
C7 C6 C11 125.67(19) . . ?
C6 C7 C8 130.65(19) . . ?
C9 C8 C12 105.13(15) . . ?
C9 C8 C7 121.49(16) . . ?
C12 C8 C7 133.36(16) . . ?
C8 C9 O1 111.99(15) . . ?
C8 C9 C13 133.99(16) . . ?
O1 C9 C13 114.01(15) . . ?
O1 C10 C14 122.83(17) . . ?
O1 C10 C12 111.10(15) . . ?
C14 C10 C12 126.07(17) . . ?
C5 C11 C1 117.47(19) . . ?
C5 C11 C6 119.1(2) . . ?
C1 C11 C6 123.47(19) . . ?
C10 C12 C17 115.98(15) . . ?
C10 C12 C8 105.75(15) . . ?
C17 C12 C8 138.27(16) . . ?
O2 C13 C9 120.93(17) . . ?
O2 C13 C18 121.86(17) . . ?
C9 C13 C18 117.21(16) . . ?
C15 C14 C10 115.27(18) . . ?
C14 C15 C16 121.95(19) . . ?
C17 C16 C15 121.22(18) . . ?
O3 C17 C16 123.41(16) . . ?
O3 C17 C12 117.10(15) . . ?
C16 C17 C12 119.48(16) . . ?
O3 C19 C20 107.68(16) . . ?
C21 C20 C19 176.1(3) . . ?

_refine_diff_density_max         0.352
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.037

