# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_2a
_database_code_depnum_ccdc_archive 'CCDC 2250896'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-03-22 deposited with the CCDC.	2023-06-15 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         'C19 H22 O3'
_chemical_formula_sum            'C19 H22 O3'
_chemical_formula_weight         298.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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                   8.3025(12)
_cell_length_b                   9.7428(13)
_cell_length_c                   10.8769(13)
_cell_angle_alpha                71.098(12)
_cell_angle_beta                 81.271(11)
_cell_angle_gamma                71.101(12)
_cell_volume                     786.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1108
_cell_measurement_theta_min      4.2980
_cell_measurement_theta_max      72.0840

_exptl_crystal_description       shards
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_F_000             320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.670
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.894
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            4305
_diffrn_reflns_av_unetI/netI     0.0746
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.302
_diffrn_reflns_theta_max         73.570
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             2953
_reflns_number_gt                1892
_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       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0403P)²+0.0962P] 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       0.0035(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2953
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1385
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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 0.6362(3) 0.1997(3) 0.2094(2) 0.0279(5) Uani 1 1 d . . . . .
C2 C 0.7007(3) 0.0746(3) 0.1416(3) 0.0350(6) Uani 1 1 d . . . . .
H2A H 0.793962 -0.012762 0.186446 0.042 Uiso 1 1 calc R U . . .
H2B H 0.608721 0.039641 0.125185 0.042 Uiso 1 1 calc R U . . .
O3 O 0.7594(3) 0.1754(2) 0.02666(19) 0.0489(5) Uani 1 1 d . . . . .
C4 C 0.7126(3) 0.2959(3) 0.0864(2) 0.0344(6) Uani 1 1 d . . . . .
H4A H 0.627250 0.388417 0.038508 0.041 Uiso 1 1 calc R U . . .
H4B H 0.811760 0.321252 0.103388 0.041 Uiso 1 1 calc R U . . .
O5 O 0.4530(2) 0.24551(19) 0.21278(17) 0.0308(4) Uani 1 1 d . . . . .
C6 C 0.3749(3) 0.3823(3) 0.2488(3) 0.0319(5) Uani 1 1 d . . . . .
H6A H 0.425793 0.462780 0.194766 0.038 Uiso 1 1 calc R U . . .
H6B H 0.393341 0.364315 0.341274 0.038 Uiso 1 1 calc R U . . .
C7 C 0.1859(3) 0.4310(3) 0.2282(3) 0.0321(5) Uani 1 1 d . . . . .
H7A H 0.134495 0.353729 0.288141 0.039 Uiso 1 1 calc R U . . .
H7B H 0.169204 0.437826 0.137966 0.039 Uiso 1 1 calc R U . . .
C8 C 0.0959(3) 0.5846(3) 0.2522(3) 0.0331(6) Uani 1 1 d . . . . .
H8A H 0.118907 0.579222 0.340593 0.040 Uiso 1 1 calc R U . . .
H8B H 0.143414 0.662669 0.188909 0.040 Uiso 1 1 calc R U . . .
C9 C -0.0948(3) 0.6321(3) 0.2397(2) 0.0292(5) Uani 1 1 d . . . . .
C10 C -0.1635(3) 0.6598(3) 0.1221(3) 0.0348(6) Uani 1 1 d . . . . .
H10A H -0.089295 0.651270 0.047590 0.042 Uiso 1 1 calc R U . . .
C11 C -0.3384(3) 0.6997(3) 0.1113(3) 0.0402(6) Uani 1 1 d . . . . .
H11A H -0.382697 0.718504 0.029885 0.048 Uiso 1 1 calc R U . . .
C12 C -0.4480(3) 0.7120(3) 0.2192(3) 0.0409(7) Uani 1 1 d . . . . .
H12A H -0.567587 0.737525 0.212681 0.049 Uiso 1 1 calc R U . . .
C13 C -0.3819(3) 0.6867(3) 0.3367(3) 0.0430(7) Uani 1 1 d . . . . .
H13A H -0.456570 0.696113 0.410804 0.052 Uiso 1 1 calc R U . . .
C14 C -0.2070(3) 0.6475(3) 0.3469(3) 0.0340(6) Uani 1 1 d . . . . .
H14A H -0.163283 0.631093 0.427920 0.041 Uiso 1 1 calc R U . . .
C15 C 0.7044(3) 0.1689(3) 0.3394(2) 0.0278(5) Uani 1 1 d . . . . .
C16 C 0.7742(3) 0.2673(3) 0.3663(2) 0.0321(6) Uani 1 1 d . . . . .
H16A H 0.783247 0.356513 0.299919 0.039 Uiso 1 1 calc R U . . .
C17 C 0.8303(3) 0.2373(3) 0.4876(3) 0.0343(6) Uani 1 1 d . . . . .
H17A H 0.879245 0.305203 0.503492 0.041 Uiso 1 1 calc R U . . .
C18 C 0.8161(3) 0.1090(3) 0.5871(2) 0.0299(5) Uani 1 1 d . . . . .
C19 C 0.7454(3) 0.0096(3) 0.5627(2) 0.0314(5) Uani 1 1 d . . . . .
H19A H 0.733631 -0.078106 0.629941 0.038 Uiso 1 1 calc R U . . .
C20 C 0.6917(3) 0.0398(3) 0.4385(2) 0.0317(5) Uani 1 1 d . . . . .
H20A H 0.645745 -0.029366 0.421483 0.038 Uiso 1 1 calc R U . . .
O21 O 0.8715(2) 0.0913(2) 0.70479(17) 0.0374(4) Uani 1 1 d . . . . .
C22 C 0.8502(3) -0.0352(3) 0.8108(2) 0.0393(6) Uani 1 1 d . . . . .
H22A H 0.894656 -0.034736 0.889040 0.059 Uiso 1 1 calc R U . . .
H22B H 0.912427 -0.129563 0.789425 0.059 Uiso 1 1 calc R U . . .
H22C H 0.728757 -0.028088 0.826556 0.059 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
C1 O5 1.438(3) . ?
C1 C15 1.506(3) . ?
C1 C2 1.535(4) . ?
C1 C4 1.545(3) . ?
C2 O3 1.447(3) . ?
O3 C4 1.440(3) . ?
O5 C6 1.433(3) . ?
C6 C7 1.514(3) . ?
C7 C8 1.528(3) . ?
C8 C9 1.513(3) . ?
C9 C10 1.390(4) . ?
C9 C14 1.393(3) . ?
C10 C11 1.389(4) . ?
C11 C12 1.385(4) . ?
C12 C13 1.384(4) . ?
C13 C14 1.389(4) . ?
C15 C20 1.389(3) . ?
C15 C16 1.390(3) . ?
C16 C17 1.375(4) . ?
C17 C18 1.388(4) . ?
C18 O21 1.365(3) . ?
C18 C19 1.392(4) . ?
C19 C20 1.396(4) . ?
O21 C22 1.427(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
O5 C1 C15 112.67(19) . . ?
O5 C1 C2 107.30(19) . . ?
C15 C1 C2 118.0(2) . . ?
O5 C1 C4 112.1(2) . . ?
C15 C1 C4 118.9(2) . . ?
C2 C1 C4 84.67(19) . . ?
O3 C2 C1 91.70(19) . . ?
C4 O3 C2 91.85(18) . . ?
O3 C4 C1 91.59(19) . . ?
C6 O5 C1 113.59(18) . . ?
O5 C6 C7 108.2(2) . . ?
C6 C7 C8 111.4(2) . . ?
C9 C8 C7 112.5(2) . . ?
C10 C9 C14 118.0(2) . . ?
C10 C9 C8 121.3(2) . . ?
C14 C9 C8 120.7(2) . . ?
C11 C10 C9 121.4(2) . . ?
C12 C11 C10 119.9(3) . . ?
C13 C12 C11 119.4(3) . . ?
C12 C13 C14 120.4(3) . . ?
C13 C14 C9 120.8(3) . . ?
C20 C15 C16 118.3(2) . . ?
C20 C15 C1 118.9(2) . . ?
C16 C15 C1 122.8(2) . . ?
C17 C16 C15 121.0(2) . . ?
C16 C17 C18 120.8(2) . . ?
O21 C18 C17 116.4(2) . . ?
O21 C18 C19 124.4(2) . . ?
C17 C18 C19 119.2(2) . . ?
C18 C19 C20 119.5(2) . . ?
C15 C20 C19 121.2(2) . . ?
C18 O21 C22 117.6(2) . . ?

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 2250897'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-03-22 deposited with the CCDC.	2023-06-15 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         'C16 H22 O3'
_chemical_formula_sum            'C16 H22 O3'
_chemical_formula_weight         262.33

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                   10.7892(5)
_cell_length_b                   17.3283(6)
_cell_length_c                   8.0868(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.601(4)
_cell_angle_gamma                90
_cell_volume                     1415.23(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4623
_cell_measurement_theta_min      2.8980
_cell_measurement_theta_max      27.8500

_exptl_crystal_description       tablets
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.604
_exptl_crystal_size_mid          0.358
_exptl_crystal_size_min          0.075
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            18287
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.937
_diffrn_reflns_theta_max         28.331
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3171
_reflns_number_gt                2479
_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       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0398P)²+0.4603P] 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       0.0124(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3171
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1030
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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 0.36140(13) 0.12074(7) 0.03598(16) 0.0207(3) Uani 1 1 d . . . . .
C2 C 0.33466(14) 0.11518(8) -0.16278(17) 0.0264(3) Uani 1 1 d . . . . .
H2A H 0.416311 0.114091 -0.192149 0.032 Uiso 1 1 calc R U . . .
H2B H 0.275185 0.072020 -0.221019 0.032 Uiso 1 1 calc R U . . .
O3 O 0.26936(10) 0.18970(6) -0.19279(13) 0.0325(3) Uani 1 1 d . . . . .
C4 C 0.25989(14) 0.18736(8) -0.01792(18) 0.0260(3) Uani 1 1 d . . . . .
H4A H 0.170960 0.172699 -0.018855 0.031 Uiso 1 1 calc R U . . .
H4B H 0.291126 0.235174 0.051209 0.031 Uiso 1 1 calc R U . . .
O5 O 0.31979(9) 0.05106(5) 0.09448(11) 0.0222(2) Uani 1 1 d . . . . .
C6 C 0.34204(14) 0.04410(8) 0.28032(17) 0.0272(3) Uani 1 1 d . . . . .
H6A H 0.436627 0.056652 0.349493 0.033 Uiso 1 1 calc R U . . .
C7 C 0.25304(17) 0.09723(9) 0.3379(2) 0.0361(4) Uani 1 1 d . . . . .
H7A H 0.265026 0.150842 0.303926 0.043 Uiso 1 1 calc R U . . .
H7B H 0.280176 0.095468 0.468193 0.043 Uiso 1 1 calc R U . . .
C8 C 0.10773(16) 0.07580(10) 0.2568(2) 0.0406(4) Uani 1 1 d . . . . .
H8A H 0.076652 0.084956 0.127814 0.049 Uiso 1 1 calc R U . . .
H8B H 0.055420 0.109181 0.307135 0.049 Uiso 1 1 calc R U . . .
C9 C 0.08486(16) -0.00836(10) 0.2916(2) 0.0401(4) Uani 1 1 d . . . . .
H9A H 0.106171 -0.016378 0.419808 0.048 Uiso 1 1 calc R U . . .
H9B H -0.009523 -0.021605 0.230258 0.048 Uiso 1 1 calc R U . . .
C10 C 0.17053(16) -0.06038(9) 0.2267(2) 0.0364(4) Uani 1 1 d . . . . .
H10A H 0.143522 -0.055648 0.096766 0.044 Uiso 1 1 calc R U . . .
H10B H 0.157120 -0.114675 0.254620 0.044 Uiso 1 1 calc R U . . .
C11 C 0.31592(15) -0.03979(9) 0.3114(2) 0.0362(4) Uani 1 1 d . . . . .
H11A H 0.368653 -0.073362 0.262172 0.043 Uiso 1 1 calc R U . . .
H11B H 0.345002 -0.049581 0.440085 0.043 Uiso 1 1 calc R U . . .
C12 C 0.50265(12) 0.14212(7) 0.14650(16) 0.0206(3) Uani 1 1 d . . . . .
C13 C 0.53528(13) 0.20202(8) 0.26809(18) 0.0248(3) Uani 1 1 d . . . . .
H13A H 0.466668 0.233312 0.280181 0.030 Uiso 1 1 calc R U . . .
C14 C 0.66621(13) 0.21747(8) 0.37296(18) 0.0257(3) Uani 1 1 d . . . . .
H14A H 0.686438 0.258777 0.455441 0.031 Uiso 1 1 calc R U . . .
C15 C 0.76658(13) 0.17192(8) 0.35567(17) 0.0229(3) Uani 1 1 d . . . . .
C16 C 0.73562(13) 0.11166(8) 0.23404(18) 0.0247(3) Uani 1 1 d . . . . .
H16A H 0.804252 0.080407 0.221883 0.030 Uiso 1 1 calc R U . . .
C17 C 0.60578(13) 0.09725(8) 0.13131(18) 0.0235(3) Uani 1 1 d . . . . .
H17A H 0.585925 0.056041 0.048575 0.028 Uiso 1 1 calc R U . . .
O18 O 0.89867(9) 0.18084(6) 0.45103(13) 0.0293(3) Uani 1 1 d . . . . .
C19 C 0.93718(15) 0.24270(9) 0.5746(2) 0.0324(3) Uani 1 1 d . . . . .
H19A H 0.911514 0.291901 0.512141 0.049 Uiso 1 1 calc R U . . .
H19B H 1.033379 0.241574 0.635453 0.049 Uiso 1 1 calc R U . . .
H19C H 0.893141 0.237181 0.661274 0.049 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
C1 O5 1.4257(15) . ?
C1 C12 1.5166(18) . ?
C1 C2 1.5329(18) . ?
C1 C4 1.5448(18) . ?
C2 O3 1.4501(17) . ?
O3 C4 1.4538(16) . ?
O5 C6 1.4411(16) . ?
C6 C7 1.517(2) . ?
C6 C11 1.519(2) . ?
C7 C8 1.517(2) . ?
C8 C9 1.522(2) . ?
C9 C10 1.511(2) . ?
C10 C11 1.517(2) . ?
C12 C13 1.3873(18) . ?
C12 C17 1.3979(18) . ?
C13 C14 1.3940(19) . ?
C14 C15 1.3862(19) . ?
C15 O18 1.3698(16) . ?
C15 C16 1.3923(19) . ?
C16 C17 1.3769(19) . ?
O18 C19 1.4241(17) . ?

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
O5 C1 C12 112.32(10) . . ?
O5 C1 C2 109.24(10) . . ?
C12 C1 C2 114.37(11) . . ?
O5 C1 C4 116.86(10) . . ?
C12 C1 C4 116.70(11) . . ?
C2 C1 C4 84.14(10) . . ?
O3 C2 C1 91.18(10) . . ?
C2 O3 C4 90.49(9) . . ?
O3 C4 C1 90.57(10) . . ?
C1 O5 C6 117.42(10) . . ?
O5 C6 C7 112.22(11) . . ?
O5 C6 C11 106.28(12) . . ?
C7 C6 C11 110.84(12) . . ?
C6 C7 C8 112.85(12) . . ?
C7 C8 C9 111.40(13) . . ?
C10 C9 C8 110.43(12) . . ?
C9 C10 C11 111.38(13) . . ?
C10 C11 C6 111.90(12) . . ?
C13 C12 C17 117.85(12) . . ?
C13 C12 C1 123.53(11) . . ?
C17 C12 C1 118.57(12) . . ?
C12 C13 C14 121.67(12) . . ?
C15 C14 C13 119.32(12) . . ?
O18 C15 C14 125.03(12) . . ?
O18 C15 C16 115.20(12) . . ?
C14 C15 C16 119.77(12) . . ?
C17 C16 C15 120.17(12) . . ?
C16 C17 C12 121.22(12) . . ?
C15 O18 C19 117.96(11) . . ?

_refine_diff_density_max         0.237
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.039

