# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_Lee_NeedleC1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2289618'
loop_
_audit_author_name
_audit_author_address
'Paul Forster'
;University of Nevada Las Vegas
United States of America
;
_audit_update_record             
;
2023-08-19 deposited with the CCDC.	2024-02-12 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            'C16 H14 O4'
_chemical_formula_weight         270.27

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.042(5)
_cell_length_b                   3.9504(9)
_cell_length_c                   15.024(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.448(3)
_cell_angle_gamma                90
_cell_volume                     1266.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4377
_cell_measurement_theta_min      5.600
_cell_measurement_theta_max      67.272

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .3
_exptl_crystal_size_mid          .05
_exptl_crystal_size_min          .05
_exptl_absorpt_coefficient_mu    0.102
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7002
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_process_details   'SADABS; Bruker, 2013'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9695
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.908
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1937
_reflns_number_gt                1721
_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 2014/5 (Sheldrick, 2014)'
_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)+(0.0814P)²+0.5079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'SHELXT 2014/4 (Sheldrick, 2014)'
_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         1937
_refine_ls_number_parameters     92
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1262
_refine_ls_wR_factor_gt          0.1209
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
O2 O 0.30094(3) 0.57170(17) 0.44808(4) 0.01663(17) Uani 1 1 d . . . . .
O1 O 0.44455(3) 1.05068(18) 0.15389(4) 0.02034(19) Uani 1 1 d . . . . .
C6 C 0.31987(4) 0.8133(2) 0.31588(6) 0.01406(19) Uani 1 1 d . . . . .
H6 H 0.276830 0.873846 0.297699 0.017 Uiso 1 1 calc R U . . .
C7 C 0.35921(4) 0.8986(2) 0.26122(5) 0.01407(19) Uani 1 1 d . . . . .
H7 H 0.343127 1.016504 0.205178 0.017 Uiso 1 1 calc R U . . .
C2 C 0.42309(4) 0.8122(2) 0.28789(5) 0.01343(19) Uani 1 1 d . . . . .
C4 C 0.40619(4) 0.5406(2) 0.42458(6) 0.01480(19) Uani 1 1 d . . . . .
H4 H 0.421881 0.415384 0.479502 0.018 Uiso 1 1 calc R U . . .
C3 C 0.44550(4) 0.6302(2) 0.36922(6) 0.01476(19) Uani 1 1 d . . . . .
H3 H 0.488403 0.566697 0.386950 0.018 Uiso 1 1 calc R U . . .
C1 C 0.46407(4) 0.9236(2) 0.22995(6) 0.01474(19) Uani 1 1 d . . . . .
C5 C 0.34326(4) 0.6369(2) 0.39843(5) 0.01332(19) Uani 1 1 d . . . . .
C8 C 0.32391(4) 0.4182(2) 0.53690(6) 0.0175(2) Uani 1 1 d . . . . .
H8A H 0.339056 0.189328 0.529384 0.026 Uiso 1 1 calc R U . . .
H8B H 0.289996 0.406123 0.568332 0.026 Uiso 1 1 calc R U . . .
H8C H 0.358348 0.554519 0.573520 0.026 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C5 1.3566(10) . ?
O2 C8 1.4379(10) . ?
O1 C1 1.2238(11) . ?
C6 C7 1.3768(11) . ?
C6 C5 1.4037(11) . ?
C6 H6 0.9500 . ?
C7 C2 1.4064(12) . ?
C7 H7 0.9500 . ?
C2 C3 1.3974(12) . ?
C2 C1 1.4695(11) . ?
C4 C3 1.3884(11) . ?
C4 C5 1.3970(12) . ?
C4 H4 0.9500 . ?
C3 H3 0.9500 . ?
C1 C1 1.5477(17) 2_655 ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
C5 O2 C8 117.34(7) . . ?
C7 C6 C5 120.09(7) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C2 120.36(8) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
C3 C2 C7 118.97(7) . . ?
C3 C2 C1 122.45(7) . . ?
C7 C2 C1 118.57(7) . . ?
C3 C4 C5 119.10(8) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C4 C3 C2 121.19(7) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
O1 C1 C2 123.43(8) . . ?
O1 C1 C1 116.80(8) . 2_655 ?
C2 C1 C1 119.34(9) . 2_655 ?
O2 C5 C4 124.36(8) . . ?
O2 C5 C6 115.39(7) . . ?
C4 C5 C6 120.25(7) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_refine_diff_density_max         0.368
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.081



####################################################################### 
# 
# 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_DL_Needle1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2289619'
loop_
_audit_author_name
_audit_author_address
'Paul Forster'
;University of Nevada Las Vegas
United States of America
;
_audit_update_record             
;
2023-08-19 deposited with the CCDC.	2024-02-12 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            'C30 H42 O4'
_chemical_formula_weight         466.63

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.098(8)
_cell_length_b                   4.7567(17)
_cell_length_c                   26.394(10)
_cell_angle_alpha                90
_cell_angle_beta                 109.636(5)
_cell_angle_gamma                90
_cell_volume                     2613.0(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2505
_cell_measurement_theta_min      5.890
_cell_measurement_theta_max      59.639

_exptl_crystal_description       Needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .04
_exptl_crystal_size_min          .04
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6063
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS; Bruker, 2013'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11158
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.638
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2658
_reflns_number_gt                2023
_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       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0748P)²+0.0438P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'ShelXT (Sheldrick, 2015)'
_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         2658
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1332
_refine_ls_wR_factor_gt          0.1230
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.001
_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
O2 O 0.75879(5) 0.0206(2) 0.67435(4) 0.0255(3) Uani 1 1 d . . . . .
O1 O 0.97936(5) 0.8697(2) 0.80099(4) 0.0269(3) Uani 1 1 d . . . . .
C7 C 0.91548(7) 0.3509(3) 0.69635(5) 0.0210(3) Uani 1 1 d . . . . .
H7 H 0.950593 0.345612 0.683252 0.025 Uiso 1 1 calc R U . . .
C5 C 0.81254(7) 0.1812(3) 0.69345(5) 0.0210(3) Uani 1 1 d . . . . .
C2 C 0.91719(7) 0.5369(3) 0.73754(5) 0.0210(3) Uani 1 1 d . . . . .
C3 C 0.86546(7) 0.5393(3) 0.75693(6) 0.0231(3) Uani 1 1 d . . . . .
H3 H 0.866067 0.663866 0.785240 0.028 Uiso 1 1 calc R U . . .
C4 C 0.81387(7) 0.3635(3) 0.73543(6) 0.0225(3) Uani 1 1 d . . . . .
H4 H 0.779160 0.365564 0.749036 0.027 Uiso 1 1 calc R U . . .
C1 C 0.97307(7) 0.7181(3) 0.76232(5) 0.0222(3) Uani 1 1 d . . . . .
C6 C 0.86364(7) 0.1737(3) 0.67410(5) 0.0221(3) Uani 1 1 d . . . . .
H6 H 0.863064 0.048325 0.645920 0.027 Uiso 1 1 calc R U . . .
C8 C 0.75122(7) -0.1539(3) 0.62819(6) 0.0241(3) Uani 1 1 d . . . . .
H8A H 0.786069 -0.295352 0.636453 0.029 Uiso 1 1 calc R U . . .
H8B H 0.752967 -0.038068 0.597554 0.029 Uiso 1 1 calc R U . . .
C10 C 0.63029(7) -0.0942(3) 0.59968(6) 0.0255(4) Uani 1 1 d . . . . .
H10A H 0.636473 0.038264 0.629939 0.031 Uiso 1 1 calc R U . . .
H10B H 0.630163 0.016955 0.567933 0.031 Uiso 1 1 calc R U . . .
C9 C 0.68684(8) -0.2978(3) 0.61425(6) 0.0281(4) Uani 1 1 d . . . . .
H9A H 0.686251 -0.413174 0.645292 0.034 Uiso 1 1 calc R U . . .
H9B H 0.681484 -0.426244 0.583535 0.034 Uiso 1 1 calc R U . . .
C13 C 0.44460(7) -0.1606(3) 0.56022(6) 0.0278(4) Uani 1 1 d . . . . .
H13A H 0.443523 -0.295616 0.588444 0.033 Uiso 1 1 calc R U . . .
H13B H 0.437209 -0.267593 0.526499 0.033 Uiso 1 1 calc R U . . .
C11 C 0.56548(7) -0.2362(3) 0.58730(6) 0.0282(4) Uani 1 1 d . . . . .
H11A H 0.566255 -0.356969 0.618065 0.034 Uiso 1 1 calc R U . . .
H11B H 0.557702 -0.358698 0.555409 0.034 Uiso 1 1 calc R U . . .
C12 C 0.51061(7) -0.0265(3) 0.57651(6) 0.0269(4) Uani 1 1 d . . . . .
H12A H 0.517147 0.087087 0.609360 0.032 Uiso 1 1 calc R U . . .
H12B H 0.512106 0.103016 0.547587 0.032 Uiso 1 1 calc R U . . .
C14 C 0.39043(7) 0.0512(3) 0.55171(6) 0.0309(4) Uani 1 1 d . . . . .
H14A H 0.396301 0.149212 0.586134 0.037 Uiso 1 1 calc R U . . .
H14B H 0.393416 0.193846 0.525338 0.037 Uiso 1 1 calc R U . . .
C15 C 0.32400(8) -0.0786(4) 0.53188(7) 0.0367(4) Uani 1 1 d . . . . .
H15A H 0.318008 -0.179557 0.498175 0.055 Uiso 1 1 calc R U . . .
H15B H 0.291573 0.069949 0.525664 0.055 Uiso 1 1 calc R U . . .
H15C H 0.319437 -0.210032 0.558950 0.055 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C5 1.3586(18) . ?
O2 C8 1.4369(17) . ?
O1 C1 1.2188(17) . ?
C7 C6 1.384(2) . ?
C7 C2 1.392(2) . ?
C7 H7 0.9500 . ?
C5 C6 1.387(2) . ?
C5 C4 1.399(2) . ?
C2 C3 1.401(2) . ?
C2 C1 1.467(2) . ?
C3 C4 1.374(2) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C1 C1 1.536(3) 2_756 ?
C6 H6 0.9500 . ?
C8 C9 1.509(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 C11 1.517(2) . ?
C10 C9 1.525(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C13 C12 1.516(2) . ?
C13 C14 1.522(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C11 C12 1.522(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C15 1.514(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

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
C5 O2 C8 118.52(11) . . ?
C6 C7 C2 121.32(13) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O2 C5 C6 124.55(13) . . ?
O2 C5 C4 115.17(12) . . ?
C6 C5 C4 120.28(14) . . ?
C7 C2 C3 118.64(13) . . ?
C7 C2 C1 121.29(13) . . ?
C3 C2 C1 120.01(13) . . ?
C4 C3 C2 120.66(13) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.88(13) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
O1 C1 C2 124.26(13) . . ?
O1 C1 C1 117.90(14) . 2_756 ?
C2 C1 C1 117.84(12) . 2_756 ?
C7 C6 C5 119.21(14) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
O2 C8 C9 107.48(12) . . ?
O2 C8 H8A 110.2 . . ?
C9 C8 H8A 110.2 . . ?
O2 C8 H8B 110.2 . . ?
C9 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
C11 C10 C9 113.96(13) . . ?
C11 C10 H10A 108.8 . . ?
C9 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C8 C9 C10 113.54(13) . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C12 C13 C14 113.41(13) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C10 C11 C12 112.56(13) . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C11 114.04(13) . . ?
C13 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C15 C14 C13 113.83(14) . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.064



