# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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. 
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#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 2103940'
_audit_update_record             
;
2021-08-18 deposited with the CCDC.	2021-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H30 Cl O4 P'
_chemical_formula_weight         508.95

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   12.1391(8)
_cell_length_b                   13.8283(9)
_cell_length_c                   17.2219(10)
_cell_angle_alpha                90
_cell_angle_beta                 110.584(2)
_cell_angle_gamma                90
_cell_volume                     2706.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    176(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.25
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .20
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .16
_exptl_absorpt_coefficient_mu    0.232
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      176(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  APEXII
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            73973
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.320
_diffrn_reflns_theta_max         27.511
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6215
_reflns_number_gt                4293
_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    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1381P)²+0.1784P] 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         6215
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.2179
_refine_ls_wR_factor_gt          0.2014
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.006

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
Cl1 Cl -0.06579(7) 0.75985(8) -0.15393(7) 0.1209(4) Uani 1 1 d . . . . .
P1 P 0.36848(5) 0.56831(4) 0.16718(3) 0.0566(2) Uani 1 1 d . . . . .
O1 O 0.28865(18) 0.78692(15) 0.14731(12) 0.0867(6) Uani 1 1 d . . . . .
O2 O 0.4033(2) 0.56993(15) 0.25685(10) 0.0894(6) Uani 1 1 d . . . . .
O3 O 0.40637(15) 0.47602(11) 0.13105(10) 0.0654(4) Uani 1 1 d . . . . .
O4 O 0.23153(16) 0.57320(14) 0.11882(13) 0.0799(5) Uani 1 1 d . . . . .
C1 C 0.2703(2) 0.79335(19) -0.13028(15) 0.0723(7) Uani 1 1 d . . . . .
H1A H 0.3128 0.8054 -0.1662 0.087 Uiso 1 1 calc R U . . .
C2 C 0.1495(3) 0.7840(2) -0.16301(18) 0.0813(8) Uani 1 1 d . . . . .
H2A H 0.1096 0.7892 -0.2212 0.098 Uiso 1 1 calc R U . . .
C3 C 0.0870(2) 0.7674(2) -0.11222(19) 0.0775(7) Uani 1 1 d . . . . .
C4 C 0.1424(2) 0.75860(18) -0.02811(18) 0.0715(6) Uani 1 1 d . . . . .
H4A H 0.0979 0.7477 0.0067 0.086 Uiso 1 1 calc R U . . .
C5 C 0.2646(2) 0.76576(15) 0.00579(14) 0.0575(5) Uani 1 1 d . . . . .
C6 C 0.3312(2) 0.78525(16) -0.04456(13) 0.0582(5) Uani 1 1 d . . . . .
C7 C 0.45910(19) 0.80678(15) -0.00952(13) 0.0544(5) Uani 1 1 d . . . . .
C8 C 0.5014(2) 0.88043(17) -0.04766(15) 0.0671(6) Uani 1 1 d . . . . .
H8A H 0.4474 0.9142 -0.0932 0.081 Uiso 1 1 calc R U . . .
C9 C 0.6183(2) 0.90536(17) -0.02133(15) 0.0660(6) Uani 1 1 d . . . . .
H9A H 0.6430 0.9558 -0.0490 0.079 Uiso 1 1 calc R U . . .
C10 C 0.7009(2) 0.85854(16) 0.04460(14) 0.0576(5) Uani 1 1 d . . . . .
C11 C 0.66016(19) 0.78580(15) 0.08265(13) 0.0540(5) Uani 1 1 d . . . . .
H11A H 0.7155 0.7527 0.1280 0.065 Uiso 1 1 calc R U . . .
C12 C 0.54170(18) 0.75831(14) 0.05796(12) 0.0492(4) Uani 1 1 d . . . . .
C13 C 0.51293(17) 0.67617(14) 0.10338(11) 0.0464(4) Uani 1 1 d . . . . .
C14 C 0.41167(18) 0.67013(14) 0.11925(11) 0.0497(4) Uani 1 1 d . . . . .
C15 C 0.3212(2) 0.74783(16) 0.09615(14) 0.0585(5) Uani 1 1 d . . . . .
C16 C 0.1551(4) 0.5055(5) 0.1331(4) 0.168(2) Uani 1 1 d . . . . .
H16A H 0.1538 0.4470 0.0996 0.202 Uiso 1 1 calc R U . . .
H16B H 0.1866 0.4863 0.1922 0.202 Uiso 1 1 calc R U . . .
C17 C 0.0397(4) 0.5382(5) 0.1142(4) 0.164(2) Uani 1 1 d . . . . .
H17A H -0.0079 0.4868 0.1258 0.246 Uiso 1 1 calc R U . . .
H17B H 0.0395 0.5950 0.1481 0.246 Uiso 1 1 calc R U . . .
H17C H 0.0067 0.5557 0.0553 0.246 Uiso 1 1 calc R U . . .
C18 C 0.4751(3) 0.3956(2) 0.1795(2) 0.1034(11) Uani 1 1 d . . . . .
H18A H 0.5432 0.3833 0.1619 0.124 Uiso 1 1 calc R U . . .
H18B H 0.5061 0.4141 0.2388 0.124 Uiso 1 1 calc R U . . .
C19 C 0.4093(5) 0.3101(3) 0.1706(3) 0.1406(17) Uani 1 1 d . . . . .
H19A H 0.4595 0.2588 0.2042 0.211 Uiso 1 1 calc R U . . .
H19B H 0.3428 0.3213 0.1891 0.211 Uiso 1 1 calc R U . . .
H19C H 0.3799 0.2905 0.1122 0.211 Uiso 1 1 calc R U . . .
C20 C 0.8306(2) 0.8860(2) 0.07593(18) 0.0735(7) Uani 1 1 d . . . . .
C21 C 0.8619(4) 0.9535(4) 0.0178(3) 0.157(2) Uani 1 1 d . . . . .
H21A H 0.9460 0.9688 0.0409 0.235 Uiso 1 1 calc R U . . .
H21B H 0.8439 0.9223 -0.0364 0.235 Uiso 1 1 calc R U . . .
H21C H 0.8161 1.0133 0.0112 0.235 Uiso 1 1 calc R U . . .
C22 C 0.9084(3) 0.7966(3) 0.0917(3) 0.1154(13) Uani 1 1 d . . . . .
H22A H 0.8879 0.7529 0.1294 0.173 Uiso 1 1 calc R U . . .
H22B H 0.8963 0.7635 0.0391 0.173 Uiso 1 1 calc R U . . .
H22C H 0.9910 0.8159 0.1168 0.173 Uiso 1 1 calc R U . . .
C23 C 0.8579(4) 0.9370(3) 0.1614(3) 0.1246(15) Uani 1 1 d . . . . .
H23A H 0.8378 0.8936 0.1994 0.187 Uiso 1 1 calc R U . . .
H23B H 0.9418 0.9530 0.1846 0.187 Uiso 1 1 calc R U . . .
H23C H 0.8113 0.9964 0.1539 0.187 Uiso 1 1 calc R U . . .
C24 C 0.60704(17) 0.60204(14) 0.13509(12) 0.0482(4) Uani 1 1 d . . . . .
C25 C 0.64515(19) 0.55045(16) 0.07933(14) 0.0572(5) Uani 1 1 d . . . . .
H25A H 0.6105 0.5626 0.0215 0.069 Uiso 1 1 calc R U . . .
C26 C 0.7325(2) 0.48229(19) 0.10788(19) 0.0745(7) Uani 1 1 d . . . . .
H26A H 0.7565 0.4464 0.0696 0.089 Uiso 1 1 calc R U . . .
C27 C 0.7851(2) 0.4657(2) 0.1913(2) 0.0861(8) Uani 1 1 d . . . . .
H27A H 0.8460 0.4189 0.2106 0.103 Uiso 1 1 calc R U . . .
C28 C 0.7505(2) 0.5163(2) 0.24634(17) 0.0830(8) Uani 1 1 d . . . . .
H28A H 0.7879 0.5048 0.3041 0.100 Uiso 1 1 calc R U . . .
C29 C 0.6606(2) 0.58473(17) 0.21920(14) 0.0630(6) Uani 1 1 d . . . . .
H29A H 0.6364 0.6192 0.2581 0.076 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
Cl1 C3 1.741(3) . ?
P1 O2 1.4509(17) . ?
P1 O3 1.5583(17) . ?
P1 O4 1.577(2) . ?
P1 C14 1.801(2) . ?
O1 C15 1.212(3) . ?
O3 C18 1.463(4) . ?
O4 C16 1.400(5) . ?
C1 C2 1.380(4) . ?
C1 C6 1.404(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.363(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.371(4) . ?
C4 C5 1.394(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.404(3) . ?
C5 C15 1.484(3) . ?
C6 C7 1.485(3) . ?
C7 C8 1.404(3) . ?
C7 C12 1.409(3) . ?
C8 C9 1.373(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.384(3) . ?
C10 C20 1.521(3) . ?
C11 C12 1.401(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.489(3) . ?
C13 C14 1.352(3) . ?
C13 C24 1.488(3) . ?
C14 C15 1.487(3) . ?
C16 C17 1.397(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.405(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.513(4) . ?
C20 C22 1.520(5) . ?
C20 C23 1.559(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.384(3) . ?
C24 C25 1.399(3) . ?
C25 C26 1.374(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.371(4) . ?
C26 H26A 0.9500 . ?
C27 C28 1.358(4) . ?
C27 H27A 0.9500 . ?
C28 C29 1.395(4) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?

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
O2 P1 O3 114.90(11) . . ?
O2 P1 O4 114.84(12) . . ?
O3 P1 O4 103.22(10) . . ?
O2 P1 C14 116.92(11) . . ?
O3 P1 C14 106.44(9) . . ?
O4 P1 C14 98.46(10) . . ?
C18 O3 P1 125.7(2) . . ?
C16 O4 P1 121.3(3) . . ?
C2 C1 C6 120.9(3) . . ?
C2 C1 H1A 119.6 . . ?
C6 C1 H1A 119.6 . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2A 119.8 . . ?
C1 C2 H2A 119.9 . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 Cl1 119.8(2) . . ?
C4 C3 Cl1 119.1(3) . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 C15 117.3(2) . . ?
C6 C5 C15 121.7(2) . . ?
C5 C6 C1 117.4(2) . . ?
C5 C6 C7 122.3(2) . . ?
C1 C6 C7 120.0(2) . . ?
C8 C7 C12 117.4(2) . . ?
C8 C7 C6 117.26(19) . . ?
C12 C7 C6 125.37(18) . . ?
C9 C8 C7 122.2(2) . . ?
C9 C8 H8A 118.9 . . ?
C7 C8 H8A 118.9 . . ?
C8 C9 C10 121.4(2) . . ?
C8 C9 H9A 119.3 . . ?
C10 C9 H9A 119.3 . . ?
C9 C10 C11 116.9(2) . . ?
C9 C10 C20 122.4(2) . . ?
C11 C10 C20 120.7(2) . . ?
C10 C11 C12 123.60(19) . . ?
C10 C11 H11A 118.2 . . ?
C12 C11 H11A 118.2 . . ?
C11 C12 C7 118.56(18) . . ?
C11 C12 C13 116.93(17) . . ?
C7 C12 C13 124.46(18) . . ?
C14 C13 C24 121.21(17) . . ?
C14 C13 C12 123.44(17) . . ?
C24 C13 C12 115.26(16) . . ?
C13 C14 C15 122.66(18) . . ?
C13 C14 P1 124.94(15) . . ?
C15 C14 P1 112.38(14) . . ?
O1 C15 C5 122.6(2) . . ?
O1 C15 C14 121.8(2) . . ?
C5 C15 C14 115.28(17) . . ?
C17 C16 O4 114.5(5) . . ?
C17 C16 H16A 108.6 . . ?
O4 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
O4 C16 H16B 108.6 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 O3 112.9(3) . . ?
C19 C18 H18A 109.0 . . ?
O3 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
O3 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C10 112.9(3) . . ?
C21 C20 C22 109.6(3) . . ?
C10 C20 C22 111.2(2) . . ?
C21 C20 C23 109.0(3) . . ?
C10 C20 C23 107.4(2) . . ?
C22 C20 C23 106.6(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 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 . . ?
C29 C24 C25 118.9(2) . . ?
C29 C24 C13 121.39(18) . . ?
C25 C24 C13 119.71(17) . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25A 119.9 . . ?
C24 C25 H25A 119.9 . . ?
C27 C26 C25 120.4(2) . . ?
C27 C26 H26A 119.8 . . ?
C25 C26 H26A 119.8 . . ?
C28 C27 C26 120.1(2) . . ?
C28 C27 H27A 120.0 . . ?
C26 C27 H27A 120.0 . . ?
C27 C28 C29 120.9(2) . . ?
C27 C28 H28A 119.6 . . ?
C29 C28 H28A 119.6 . . ?
C24 C29 C28 119.5(2) . . ?
C24 C29 H29A 120.3 . . ?
C28 C29 H29A 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 P1 O3 C18 -2.0(3) . . . . ?
O4 P1 O3 C18 -127.8(2) . . . . ?
C14 P1 O3 C18 129.1(2) . . . . ?
O2 P1 O4 C16 -56.2(4) . . . . ?
O3 P1 O4 C16 69.6(4) . . . . ?
C14 P1 O4 C16 178.8(4) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C1 C2 C3 Cl1 177.9(2) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
Cl1 C3 C4 C5 -179.23(18) . . . . ?
C3 C4 C5 C6 2.3(3) . . . . ?
C3 C4 C5 C15 -175.2(2) . . . . ?
C4 C5 C6 C1 -2.4(3) . . . . ?
C15 C5 C6 C1 174.9(2) . . . . ?
C4 C5 C6 C7 171.3(2) . . . . ?
C15 C5 C6 C7 -11.3(3) . . . . ?
C2 C1 C6 C5 1.1(4) . . . . ?
C2 C1 C6 C7 -172.9(2) . . . . ?
C5 C6 C7 C8 -139.2(2) . . . . ?
C1 C6 C7 C8 34.4(3) . . . . ?
C5 C6 C7 C12 41.9(3) . . . . ?
C1 C6 C7 C12 -144.5(2) . . . . ?
C12 C7 C8 C9 0.1(4) . . . . ?
C6 C7 C8 C9 -178.9(2) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C8 C9 C10 C20 -178.9(2) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C20 C10 C11 C12 178.7(2) . . . . ?
C10 C11 C12 C7 0.3(3) . . . . ?
C10 C11 C12 C13 177.77(18) . . . . ?
C8 C7 C12 C11 -0.3(3) . . . . ?
C6 C7 C12 C11 178.63(19) . . . . ?
C8 C7 C12 C13 -177.54(19) . . . . ?
C6 C7 C12 C13 1.4(3) . . . . ?
C11 C12 C13 C14 145.70(19) . . . . ?
C7 C12 C13 C14 -37.0(3) . . . . ?
C11 C12 C13 C24 -31.0(2) . . . . ?
C7 C12 C13 C24 146.32(19) . . . . ?
C24 C13 C14 C15 173.52(18) . . . . ?
C12 C13 C14 C15 -3.0(3) . . . . ?
C24 C13 C14 P1 -8.3(3) . . . . ?
C12 C13 C14 P1 175.24(14) . . . . ?
O2 P1 C14 C13 90.7(2) . . . . ?
O3 P1 C14 C13 -39.2(2) . . . . ?
O4 P1 C14 C13 -145.78(18) . . . . ?
O2 P1 C14 C15 -90.88(18) . . . . ?
O3 P1 C14 C15 139.16(15) . . . . ?
O4 P1 C14 C15 32.61(17) . . . . ?
C4 C5 C15 O1 -49.9(3) . . . . ?
C6 C5 C15 O1 132.7(3) . . . . ?
C4 C5 C15 C14 123.4(2) . . . . ?
C6 C5 C15 C14 -54.1(3) . . . . ?
C13 C14 C15 O1 -122.7(2) . . . . ?
P1 C14 C15 O1 58.9(3) . . . . ?
C13 C14 C15 C5 63.9(3) . . . . ?
P1 C14 C15 C5 -114.48(17) . . . . ?
P1 O4 C16 C17 155.2(4) . . . . ?
P1 O3 C18 C19 111.1(4) . . . . ?
C9 C10 C20 C21 -11.6(4) . . . . ?
C11 C10 C20 C21 169.6(3) . . . . ?
C9 C10 C20 C22 -135.2(3) . . . . ?
C11 C10 C20 C22 46.0(3) . . . . ?
C9 C10 C20 C23 108.5(3) . . . . ?
C11 C10 C20 C23 -70.2(3) . . . . ?
C14 C13 C24 C29 -59.9(3) . . . . ?
C12 C13 C24 C29 116.9(2) . . . . ?
C14 C13 C24 C25 122.0(2) . . . . ?
C12 C13 C24 C25 -61.2(2) . . . . ?
C29 C24 C25 C26 1.5(3) . . . . ?
C13 C24 C25 C26 179.6(2) . . . . ?
C24 C25 C26 C27 -1.6(4) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C26 C27 C28 C29 0.6(4) . . . . ?
C25 C24 C29 C28 -0.3(3) . . . . ?
C13 C24 C29 C28 -178.4(2) . . . . ?
C27 C28 C29 C24 -0.7(4) . . . . ?

_refine_diff_density_max         0.764
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.134



####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2103941'
_audit_update_record             
;
2021-08-18 deposited with the CCDC.	2021-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H18 O3'
_chemical_formula_weight         342.37

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   22.885(5)
_cell_length_b                   8.4172(17)
_cell_length_c                   9.374(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1805.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    8502
_cell_measurement_theta_min      2.3478
_cell_measurement_theta_max      27.4834

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .20
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .18
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  APEXII
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14287
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.578
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4068
_reflns_number_gt                3704
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_fraction_full    0.990

_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    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0541P)²+0.1373P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1519 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4068
_refine_ls_number_parameters     236
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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 0.29899(7) 0.5473(3) 0.1545(3) 0.0900(7) Uani 1 1 d . . . . .
O2 O 0.08790(8) 1.17104(18) 0.04765(19) 0.0668(5) Uani 1 1 d . . . . .
O3 O 0.09577(7) 0.76812(18) 0.39720(15) 0.0564(4) Uani 1 1 d . . . . .
C1 C 0.26439(13) 0.5068(4) -0.1388(4) 0.0816(9) Uani 1 1 d . . . . .
H1A H 0.2974 0.4491 -0.1134 0.098 Uiso 1 1 calc R U . . .
C2 C 0.24961(14) 0.5196(4) -0.2787(4) 0.0916(10) Uani 1 1 d . . . . .
H2A H 0.2723 0.4697 -0.3477 0.110 Uiso 1 1 calc R U . . .
C3 C 0.20095(13) 0.6065(3) -0.3193(3) 0.0762(8) Uani 1 1 d . . . . .
H3A H 0.1908 0.6145 -0.4151 0.091 Uiso 1 1 calc R U . . .
C4 C 0.16765(10) 0.6812(3) -0.2164(3) 0.0572(5) Uani 1 1 d . . . . .
H4A H 0.1354 0.7408 -0.2439 0.069 Uiso 1 1 calc R U . . .
C5 C 0.18156(8) 0.6688(2) -0.0720(2) 0.0470(4) Uani 1 1 d . . . . .
C6 C 0.23091(9) 0.5786(2) -0.0329(3) 0.0585(6) Uani 1 1 d . . . . .
C7 C 0.24795(9) 0.5460(3) 0.1168(3) 0.0636(6) Uani 1 1 d . . . . .
C8 C 0.20078(9) 0.4846(3) 0.2076(3) 0.0590(6) Uani 1 1 d . . . . .
H8A H 0.2083 0.3908 0.2568 0.071 Uiso 1 1 calc R U . . .
C9 C 0.14796(8) 0.5501(2) 0.2266(2) 0.0448(4) Uani 1 1 d . . . . .
C10 C 0.13299(7) 0.7105(2) 0.1695(2) 0.0409(4) Uani 1 1 d . . . . .
C11 C 0.14772(7) 0.7637(2) 0.0331(2) 0.0415(4) Uani 1 1 d . . . . .
C12 C 0.13225(8) 0.9177(2) -0.0119(2) 0.0444(4) Uani 1 1 d . . . . .
H12A H 0.1421 0.9518 -0.1031 0.053 Uiso 1 1 calc R U . . .
C13 C 0.10257(9) 1.0182(2) 0.0791(2) 0.0468(4) Uani 1 1 d . . . . .
C14 C 0.08787(8) 0.9686(2) 0.2159(2) 0.0468(4) Uani 1 1 d . . . . .
H14A H 0.0676 1.0362 0.2769 0.056 Uiso 1 1 calc R U . . .
C15 C 0.10358(8) 0.8187(2) 0.2604(2) 0.0433(4) Uani 1 1 d . . . . .
C16 C 0.10904(18) 1.2371(4) -0.0813(4) 0.0987(11) Uani 1 1 d . . . . .
H16A H 0.0955 1.3447 -0.0901 0.148 Uiso 1 1 calc R U . . .
H16B H 0.1510 1.2358 -0.0809 0.148 Uiso 1 1 calc R U . . .
H16C H 0.0949 1.1757 -0.1605 0.148 Uiso 1 1 calc R U . . .
C17 C 0.05719(17) 0.8482(4) 0.4863(3) 0.0978(11) Uani 1 1 d . . . . .
H17A H 0.0567 0.7980 0.5782 0.147 Uiso 1 1 calc R U . . .
H17B H 0.0695 0.9566 0.4963 0.147 Uiso 1 1 calc R U . . .
H17C H 0.0187 0.8452 0.4458 0.147 Uiso 1 1 calc R U . . .
C18 C 0.10304(8) 0.4618(2) 0.3104(2) 0.0461(4) Uani 1 1 d . . . . .
C19 C 0.11820(11) 0.3682(3) 0.4266(3) 0.0601(5) Uani 1 1 d . . . . .
H19A H 0.1572 0.3610 0.4541 0.072 Uiso 1 1 calc R U . . .
C20 C 0.07616(15) 0.2859(3) 0.5016(3) 0.0747(8) Uani 1 1 d . . . . .
H20A H 0.0869 0.2258 0.5806 0.090 Uiso 1 1 calc R U . . .
C21 C 0.01891(15) 0.2917(3) 0.4611(3) 0.0767(8) Uani 1 1 d . . . . .
H21A H -0.0092 0.2351 0.5117 0.092 Uiso 1 1 calc R U . . .
C22 C 0.00314(11) 0.3818(3) 0.3452(3) 0.0690(7) Uani 1 1 d . . . . .
H22A H -0.0358 0.3856 0.3172 0.083 Uiso 1 1 calc R U . . .
C23 C 0.04473(9) 0.4673(2) 0.2694(3) 0.0545(5) Uani 1 1 d . . . . .
H23A H 0.0336 0.5281 0.1912 0.065 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 C7 1.220(3) . ?
O2 C13 1.362(2) . ?
O2 C16 1.416(3) . ?
O3 C15 1.363(3) . ?
O3 C17 1.390(3) . ?
C1 C2 1.358(5) . ?
C1 C6 1.392(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.386(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.381(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.394(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.409(3) . ?
C5 C11 1.486(3) . ?
C6 C7 1.482(4) . ?
C7 C8 1.468(3) . ?
C8 C9 1.341(3) . ?
C8 H8A 0.9300 . ?
C9 C18 1.492(3) . ?
C9 C10 1.492(2) . ?
C10 C11 1.396(3) . ?
C10 C15 1.417(3) . ?
C11 C12 1.408(3) . ?
C12 C13 1.379(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.390(3) . ?
C14 C15 1.377(3) . ?
C14 H14A 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.388(3) . ?
C18 C23 1.390(3) . ?
C19 C20 1.379(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.365(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.373(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.389(3) . ?
C22 H22A 0.9300 . ?
C23 H23A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O2 C16 118.1(2) . . ?
C15 O3 C17 119.82(19) . . ?
C2 C1 C6 121.1(3) . . ?
C2 C1 H1A 119.4 . . ?
C6 C1 H1A 119.4 . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3A 120.3 . . ?
C2 C3 H3A 120.3 . . ?
C3 C4 C5 121.2(2) . . ?
C3 C4 H4A 119.4 . . ?
C5 C4 H4A 119.4 . . ?
C4 C5 C6 118.40(19) . . ?
C4 C5 C11 118.95(19) . . ?
C6 C5 C11 122.3(2) . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 C7 116.7(2) . . ?
C5 C6 C7 123.82(19) . . ?
O1 C7 C8 122.6(3) . . ?
O1 C7 C6 121.6(2) . . ?
C8 C7 C6 114.9(2) . . ?
C9 C8 C7 126.5(2) . . ?
C9 C8 H8A 116.7 . . ?
C7 C8 H8A 116.7 . . ?
C8 C9 C18 119.11(18) . . ?
C8 C9 C10 122.08(18) . . ?
C18 C9 C10 118.79(15) . . ?
C11 C10 C15 117.32(16) . . ?
C11 C10 C9 124.33(16) . . ?
C15 C10 C9 118.32(17) . . ?
C10 C11 C12 120.59(17) . . ?
C10 C11 C5 124.05(16) . . ?
C12 C11 C5 115.33(18) . . ?
C13 C12 C11 120.19(19) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
O2 C13 C12 124.50(19) . . ?
O2 C13 C14 115.05(18) . . ?
C12 C13 C14 120.39(17) . . ?
C15 C14 C13 119.41(17) . . ?
C15 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
O3 C15 C14 122.46(17) . . ?
O3 C15 C10 115.31(16) . . ?
C14 C15 C10 122.07(18) . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 118.4(2) . . ?
C19 C18 C9 121.56(19) . . ?
C23 C18 C9 119.95(19) . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19A 119.6 . . ?
C18 C19 H19A 119.6 . . ?
C21 C20 C19 120.7(3) . . ?
C21 C20 H20A 119.7 . . ?
C19 C20 H20A 119.7 . . ?
C20 C21 C22 119.5(2) . . ?
C20 C21 H21A 120.3 . . ?
C22 C21 H21A 120.3 . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22A 119.6 . . ?
C23 C22 H22A 119.6 . . ?
C22 C23 C18 119.9(2) . . ?
C22 C23 H23A 120.0 . . ?
C18 C23 H23A 120.0 . . ?

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 0.7(5) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C3 C4 C5 C11 174.2(2) . . . . ?
C2 C1 C6 C5 -1.3(4) . . . . ?
C2 C1 C6 C7 175.0(3) . . . . ?
C4 C5 C6 C1 0.8(3) . . . . ?
C11 C5 C6 C1 -172.9(2) . . . . ?
C4 C5 C6 C7 -175.3(2) . . . . ?
C11 C5 C6 C7 11.1(3) . . . . ?
C1 C6 C7 O1 43.4(4) . . . . ?
C5 C6 C7 O1 -140.5(2) . . . . ?
C1 C6 C7 C8 -126.0(2) . . . . ?
C5 C6 C7 C8 50.2(3) . . . . ?
O1 C7 C8 C9 137.6(3) . . . . ?
C6 C7 C8 C9 -53.1(4) . . . . ?
C7 C8 C9 C18 173.3(2) . . . . ?
C7 C8 C9 C10 -8.1(4) . . . . ?
C8 C9 C10 C11 43.5(3) . . . . ?
C18 C9 C10 C11 -137.88(18) . . . . ?
C8 C9 C10 C15 -134.3(2) . . . . ?
C18 C9 C10 C15 44.3(2) . . . . ?
C15 C10 C11 C12 -1.6(2) . . . . ?
C9 C10 C11 C12 -179.47(17) . . . . ?
C15 C10 C11 C5 176.30(16) . . . . ?
C9 C10 C11 C5 -1.5(3) . . . . ?
C4 C5 C11 C10 144.05(19) . . . . ?
C6 C5 C11 C10 -42.4(3) . . . . ?
C4 C5 C11 C12 -37.9(2) . . . . ?
C6 C5 C11 C12 135.66(19) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C5 C11 C12 C13 -177.73(17) . . . . ?
C16 O2 C13 C12 -6.2(3) . . . . ?
C16 O2 C13 C14 170.8(2) . . . . ?
C11 C12 C13 O2 177.12(18) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
O2 C13 C14 C15 -176.68(18) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C17 O3 C15 C14 18.2(3) . . . . ?
C17 O3 C15 C10 -166.3(2) . . . . ?
C13 C14 C15 O3 173.34(17) . . . . ?
C13 C14 C15 C10 -1.8(3) . . . . ?
C11 C10 C15 O3 -173.10(15) . . . . ?
C9 C10 C15 O3 4.9(2) . . . . ?
C11 C10 C15 C14 2.4(2) . . . . ?
C9 C10 C15 C14 -179.63(17) . . . . ?
C8 C9 C18 C19 35.1(3) . . . . ?
C10 C9 C18 C19 -143.5(2) . . . . ?
C8 C9 C18 C23 -142.4(2) . . . . ?
C10 C9 C18 C23 39.0(3) . . . . ?
C23 C18 C19 C20 -1.6(3) . . . . ?
C9 C18 C19 C20 -179.2(2) . . . . ?
C18 C19 C20 C21 1.6(4) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C21 C22 C23 C18 0.2(3) . . . . ?
C19 C18 C23 C22 0.7(3) . . . . ?
C9 C18 C23 C22 178.35(19) . . . . ?

_refine_diff_density_max         0.121
_refine_diff_density_min         -0.107
_refine_diff_density_rms         0.025



