# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_raj10i
_database_code_depnum_ccdc_archive 'CCDC 1830462'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H28 O4'
_chemical_formula_weight         356.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   'P 65'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'

_cell_length_a                   9.09510(10)
_cell_length_b                   9.09510(10)
_cell_length_c                   38.8243(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2781.31(8)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8942
_cell_measurement_theta_min      3
_cell_measurement_theta_max      67

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8087
_exptl_absorpt_correction_T_max  0.8296
_exptl_absorpt_process_details   
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21093
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0080
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         5.62
_diffrn_reflns_theta_max         67.28
_reflns_number_total             2722
_reflns_number_gt                2718
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.1-4 (Bruker, 2007)'
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0526P)²+0.6490P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(15)
_refine_ls_number_reflns         2722
_refine_ls_number_parameters     249
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0754
_refine_ls_wR_factor_gt          0.0754
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.018
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41236(14) 0.85126(14) 0.04103(3) 0.0219(3) Uani 1 1 d . . .
O2 O -0.22467(14) 0.78694(15) 0.04890(3) 0.0233(3) Uani 1 1 d . A .
O3 O 0.32054(14) 0.93389(14) 0.12840(3) 0.0226(3) Uani 1 1 d . A .
O4 O 0.26799(14) 0.30441(13) 0.11274(3) 0.0211(3) Uani 1 1 d . . .
C1 C 0.55950(19) 1.0058(2) 0.02973(5) 0.0224(4) Uani 0.738(5) 1 d PD A 1
H1A H 0.5232 1.0772 0.0172 0.027 Uiso 0.738(5) 1 calc PR A 1
H1B H 0.6275 0.9786 0.0138 0.027 Uiso 0.738(5) 1 calc PR A 1
C2 C 0.6661(3) 1.1018(3) 0.06046(6) 0.0239(7) Uani 0.738(5) 1 d PD A 1
H2A H 0.7842 1.1787 0.0528 0.029 Uiso 0.738(5) 1 calc PR A 1
H2B H 0.6681 1.0200 0.0770 0.029 Uiso 0.738(5) 1 calc PR A 1
C3 C 0.5997(3) 1.2057(3) 0.07863(7) 0.0264(7) Uani 0.738(5) 1 d PD A 1
H3A H 0.4744 1.1367 0.0802 0.032 Uiso 0.738(5) 1 calc PR A 1
H3B H 0.6277 1.3070 0.0645 0.032 Uiso 0.738(5) 1 calc PR A 1
C4 C 0.6731(3) 1.2642(3) 0.11526(6) 0.0427(5) Uani 0.738(5) 1 d PD A 1
H4A H 0.7981 1.3186 0.1134 0.051 Uiso 0.738(5) 1 calc PR A 1
H4B H 0.6478 1.3539 0.1222 0.051 Uiso 0.738(5) 1 calc PR A 1
C1A C 0.55950(19) 1.0058(2) 0.02973(5) 0.0224(4) Uani 0.262(5) 1 d PD A 2
H1A1 H 0.5389 1.0361 0.0064 0.027 Uiso 0.262(5) 1 calc PR A 2
H1A2 H 0.6587 0.9888 0.0285 0.027 Uiso 0.262(5) 1 calc PR A 2
C2A C 0.5980(8) 1.1542(8) 0.05560(17) 0.0208(18) Uiso 0.262(5) 1 d PD A 2
H2A1 H 0.6901 1.2627 0.0463 0.025 Uiso 0.262(5) 1 calc PR A 2
H2A2 H 0.4955 1.1647 0.0584 0.025 Uiso 0.262(5) 1 calc PR A 2
C3A C 0.6506(8) 1.1187(8) 0.09022(18) 0.028(2) Uiso 0.262(5) 1 d PD A 2
H3A1 H 0.7587 1.1178 0.0881 0.033 Uiso 0.262(5) 1 calc PR A 2
H3A2 H 0.5625 1.0069 0.0991 0.033 Uiso 0.262(5) 1 calc PR A 2
C4A C 0.6731(3) 1.2642(3) 0.11526(6) 0.0427(5) Uani 0.262(5) 1 d PD A 2
H4A1 H 0.7916 1.3587 0.1172 0.051 Uiso 0.262(5) 1 calc PR A 2
H4A2 H 0.5942 1.3071 0.1106 0.051 Uiso 0.262(5) 1 calc PR A 2
C5 C 0.6179(3) 1.1378(2) 0.14458(7) 0.0481(6) Uani 1 1 d . . .
H5A H 0.6852 1.1972 0.1653 0.058 Uiso 1 1 calc R A 1
H5B H 0.6459 1.0489 0.1384 0.058 Uiso 1 1 calc R A 1
C6 C 0.4306(3) 1.0516(2) 0.15392(5) 0.0343(5) Uani 1 1 d . A .
H6A H 0.4128 0.9905 0.1760 0.041 Uiso 1 1 calc R . .
H6B H 0.3986 1.1398 0.1574 0.041 Uiso 1 1 calc R . .
C11 C 0.15393(19) 0.75295(18) 0.07085(4) 0.0165(3) Uani 1 1 d . . .
C12 C 0.25739(19) 0.84451(19) 0.04329(4) 0.0171(3) Uani 1 1 d . A .
C13 C 0.19949(19) 0.91504(19) 0.01865(4) 0.0183(3) Uani 1 1 d . . .
H13 H 0.2715 0.9775 0.0000 0.022 Uiso 1 1 calc R A .
C14 C 0.0379(2) 0.89565(19) 0.02084(4) 0.0189(3) Uani 1 1 d . A .
C15 C -0.06652(19) 0.80139(19) 0.04844(4) 0.0183(3) Uani 1 1 d . . .
C16 C -0.00921(19) 0.73145(18) 0.07318(4) 0.0170(3) Uani 1 1 d . A .
H16 H -0.0812 0.6687 0.0918 0.020 Uiso 1 1 calc R . .
C17 C -0.0224(2) 0.9745(2) -0.00549(5) 0.0261(4) Uani 1 1 d . . .
H17A H -0.1251 0.8856 -0.0167 0.039 Uiso 1 1 calc R A .
H17B H 0.0664 1.0340 -0.0228 0.039 Uiso 1 1 calc R . .
H17C H -0.0479 1.0555 0.0059 0.039 Uiso 1 1 calc R . .
C18 C -0.3357(2) 0.6964(2) 0.07668(5) 0.0265(4) Uani 1 1 d . . .
H18A H -0.4412 0.6999 0.0743 0.040 Uiso 1 1 calc R A .
H18B H -0.2809 0.7490 0.0986 0.040 Uiso 1 1 calc R . .
H18C H -0.3615 0.5782 0.0763 0.040 Uiso 1 1 calc R . .
C21 C 0.22018(18) 0.68088(19) 0.09746(4) 0.0162(3) Uani 1 1 d . A .
C22 C 0.31209(19) 0.77896(18) 0.12544(4) 0.0174(3) Uani 1 1 d . . .
C23 C 0.38730(19) 0.71751(19) 0.14834(4) 0.0179(3) Uani 1 1 d . A .
H23 H 0.4513 0.7858 0.1672 0.021 Uiso 1 1 calc R . .
C24 C 0.36980(19) 0.55743(18) 0.14385(4) 0.0171(3) Uani 1 1 d . . .
C25 C 0.27518(18) 0.45848(18) 0.11586(4) 0.0163(3) Uani 1 1 d . A .
C26 C 0.20149(18) 0.51984(19) 0.09294(4) 0.0180(3) Uani 1 1 d . . .
H26 H 0.1377 0.4517 0.0740 0.022 Uiso 1 1 calc R A .
C27 C 0.4521(2) 0.4920(2) 0.16837(5) 0.0214(3) Uani 1 1 d . A .
H27A H 0.5429 0.4841 0.1564 0.032 Uiso 1 1 calc R . .
H27B H 0.3671 0.3793 0.1767 0.032 Uiso 1 1 calc R . .
H27C H 0.5000 0.5699 0.1879 0.032 Uiso 1 1 calc R . .
C28 C 0.1775(2) 0.2004(2) 0.08422(4) 0.0233(4) Uani 1 1 d . . .
H28A H 0.1845 0.0963 0.0847 0.035 Uiso 1 1 calc R . .
H28B H 0.2274 0.2620 0.0628 0.035 Uiso 1 1 calc R . .
H28C H 0.0583 0.1710 0.0856 0.035 Uiso 1 1 calc R . .


_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 C12 1.3827(18) . ?
O1 C1 1.4416(19) . ?
O2 C15 1.3775(18) . ?
O2 C18 1.425(2) . ?
O3 C22 1.3771(18) . ?
O3 C6 1.435(2) . ?
O4 C25 1.3752(17) . ?
O4 C28 1.421(2) . ?
C1 C2 1.510(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.526(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.548(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.514(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C2A C3A 1.515(9) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?
C5 C6 1.521(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 C12 1.393(2) . ?
C11 C16 1.399(2) . ?
C11 C21 1.502(2) . ?
C12 C13 1.393(2) . ?
C13 C14 1.392(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.404(2) . ?
C14 C17 1.502(2) . ?
C15 C16 1.389(2) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C22 1.389(2) . ?
C21 C26 1.398(2) . ?
C22 C23 1.397(2) . ?
C23 C24 1.394(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.399(2) . ?
C24 C27 1.506(2) . ?
C25 C26 1.388(2) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
C12 O1 C1 119.42(12) . . ?
C15 O2 C18 118.01(12) . . ?
C22 O3 C6 118.82(12) . . ?
C25 O4 C28 117.63(12) . . ?
O1 C1 C2 109.76(15) . . ?
O1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
O1 C1 H1B 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
C1 C2 C3 112.61(18) . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 C4 113.67(18) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C3 120.49(19) . . ?
C5 C4 H4A 107.2 . . ?
C3 C4 H4A 107.2 . . ?
C5 C4 H4B 107.2 . . ?
C3 C4 H4B 107.2 . . ?
H4A C4 H4B 106.8 . . ?
C3A C2A H2A1 109.7 . . ?
C3A C2A H2A2 109.7 . . ?
H2A1 C2A H2A2 108.2 . . ?
C2A C3A H3A1 110.3 . . ?
C2A C3A H3A2 110.3 . . ?
H3A1 C3A H3A2 108.6 . . ?
C4 C5 C6 115.56(17) . . ?
C4 C5 H5A 108.4 . . ?
C6 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
C6 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
O3 C6 C5 113.82(17) . . ?
O3 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
O3 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C12 C11 C16 119.04(14) . . ?
C12 C11 C21 119.40(13) . . ?
C16 C11 C21 121.55(13) . . ?
O1 C12 C11 116.37(13) . . ?
O1 C12 C13 123.20(14) . . ?
C11 C12 C13 120.32(14) . . ?
C14 C13 C12 121.17(14) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 118.24(14) . . ?
C13 C14 C17 120.85(14) . . ?
C15 C14 C17 120.91(14) . . ?
O2 C15 C16 124.08(14) . . ?
O2 C15 C14 115.06(13) . . ?
C16 C15 C14 120.86(14) . . ?
C15 C16 C11 120.37(14) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C21 C26 119.32(14) . . ?
C22 C21 C11 120.12(13) . . ?
C26 C21 C11 120.38(14) . . ?
O3 C22 C21 115.47(14) . . ?
O3 C22 C23 124.63(14) . . ?
C21 C22 C23 119.89(14) . . ?
C24 C23 C22 121.00(15) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 118.77(14) . . ?
C23 C24 C27 120.94(14) . . ?
C25 C24 C27 120.28(13) . . ?
O4 C25 C26 124.52(14) . . ?
O4 C25 C24 115.13(13) . . ?
C26 C25 C24 120.31(13) . . ?
C25 C26 C21 120.69(15) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
C12 O1 C1 C2 100.94(17) . . . . ?
O1 C1 C2 C3 -81.5(2) . . . . ?
C1 C2 C3 C4 163.92(18) . . . . ?
C2 C3 C4 C5 -72.1(3) . . . . ?
C3 C4 C5 C6 -62.7(3) . . . . ?
C22 O3 C6 C5 74.7(2) . . . . ?
C4 C5 C6 O3 69.9(2) . . . . ?
C1 O1 C12 C11 -142.46(14) . . . . ?
C1 O1 C12 C13 41.4(2) . . . . ?
C16 C11 C12 O1 -175.57(14) . . . . ?
C21 C11 C12 O1 4.9(2) . . . . ?
C16 C11 C12 C13 0.7(2) . . . . ?
C21 C11 C12 C13 -178.85(14) . . . . ?
O1 C12 C13 C14 175.80(14) . . . . ?
C11 C12 C13 C14 -0.2(2) . . . . ?
C12 C13 C14 C15 -0.6(2) . . . . ?
C12 C13 C14 C17 178.96(15) . . . . ?
C18 O2 C15 C16 0.8(2) . . . . ?
C18 O2 C15 C14 -178.48(14) . . . . ?
C13 C14 C15 O2 -179.76(13) . . . . ?
C17 C14 C15 O2 0.7(2) . . . . ?
C13 C14 C15 C16 0.9(2) . . . . ?
C17 C14 C15 C16 -178.65(15) . . . . ?
O2 C15 C16 C11 -179.69(14) . . . . ?
C14 C15 C16 C11 -0.4(2) . . . . ?
C12 C11 C16 C15 -0.4(2) . . . . ?
C21 C11 C16 C15 179.15(14) . . . . ?
C12 C11 C21 C22 87.02(18) . . . . ?
C16 C11 C21 C22 -92.49(19) . . . . ?
C12 C11 C21 C26 -87.99(19) . . . . ?
C16 C11 C21 C26 92.50(18) . . . . ?
C6 O3 C22 C21 -172.11(15) . . . . ?
C6 O3 C22 C23 8.3(2) . . . . ?
C26 C21 C22 O3 -178.43(14) . . . . ?
C11 C21 C22 O3 6.5(2) . . . . ?
C26 C21 C22 C23 1.2(2) . . . . ?
C11 C21 C22 C23 -173.87(14) . . . . ?
O3 C22 C23 C24 178.72(15) . . . . ?
C21 C22 C23 C24 -0.9(2) . . . . ?
C22 C23 C24 C25 0.0(2) . . . . ?
C22 C23 C24 C27 179.48(14) . . . . ?
C28 O4 C25 C26 -0.6(2) . . . . ?
C28 O4 C25 C24 -178.29(13) . . . . ?
C23 C24 C25 O4 178.29(14) . . . . ?
C27 C24 C25 O4 -1.2(2) . . . . ?
C23 C24 C25 C26 0.5(2) . . . . ?
C27 C24 C25 C26 -178.98(14) . . . . ?
O4 C25 C26 C21 -177.74(14) . . . . ?
C24 C25 C26 C21 -0.1(2) . . . . ?
C22 C21 C26 C25 -0.7(2) . . . . ?
C11 C21 C26 C25 174.35(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        67.28
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.029

# start Validation Reply Form
_vrf_PLAT410_raj10i              
;
PROBLEM: Short Intra H...H Contact H5B      ..H3A2      .       1.66 Ang.  
RESPONSE: an artifact of disorder
;
# end Validation Reply Form
####################################################################### 
# 
# 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_raj0z
_database_code_depnum_ccdc_archive 'CCDC 1830467'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H24 O4'
_chemical_formula_weight         328.39

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_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                   40.9654(10)
_cell_length_b                   8.6677(2)
_cell_length_c                   9.9042(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.1850(10)
_cell_angle_gamma                90.00
_cell_volume                     3437.51(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7600
_cell_measurement_theta_min      2
_cell_measurement_theta_max      67

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    0.705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6978
_exptl_absorpt_correction_T_max  0.8895
_exptl_absorpt_process_details   
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14341
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0142
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         67.18
_reflns_number_total             2948
_reflns_number_gt                2654
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.1-4 (Bruker, 2007)'
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0522P)²+1.6611P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00035(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2948
_refine_ls_number_parameters     222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0861
_refine_ls_wR_factor_gt          0.0837
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.139627(18) 0.12438(9) 0.82762(7) 0.01982(19) Uani 1 1 d . . .
O2 O 0.217697(18) 0.21645(10) 1.35013(8) 0.0241(2) Uani 1 1 d . . .
O3 O 0.111459(18) 0.41121(8) 0.86544(7) 0.01989(19) Uani 1 1 d . . .
O4 O 0.032532(18) 0.11498(10) 1.17459(8) 0.0243(2) Uani 1 1 d . . .
C10 C 0.12357(3) 0.23097(14) 0.59729(11) 0.0234(3) Uani 1 1 d . . .
H10A H 0.1174 0.1301 0.5523 0.028 Uiso 1 1 calc R . .
H10B H 0.1317 0.2973 0.5301 0.028 Uiso 1 1 calc R . .
C11 C 0.14315(3) 0.19819(12) 1.06278(11) 0.0177(2) Uani 1 1 d . . .
C12 C 0.15882(3) 0.14823(12) 0.95857(11) 0.0185(2) Uani 1 1 d . . .
C13 C 0.19304(3) 0.11890(13) 0.98794(11) 0.0212(3) Uani 1 1 d . . .
H13 H 0.2032 0.0828 0.9162 0.025 Uiso 1 1 calc R . .
C14 C 0.21263(3) 0.14101(13) 1.11898(12) 0.0219(3) Uani 1 1 d . . .
C15 C 0.19688(3) 0.19330(13) 1.22314(11) 0.0197(2) Uani 1 1 d . . .
C16 C 0.16268(3) 0.21849(12) 1.19588(11) 0.0186(2) Uani 1 1 d . . .
H16 H 0.1523 0.2500 1.2686 0.022 Uiso 1 1 calc R . .
C17 C 0.15190(3) 0.20594(14) 0.72147(11) 0.0228(3) Uani 1 1 d . . .
H17A H 0.1699 0.1455 0.6937 0.027 Uiso 1 1 calc R . .
H17B H 0.1613 0.3067 0.7575 0.027 Uiso 1 1 calc R . .
C18 C 0.24968(3) 0.10946(16) 1.14993(13) 0.0294(3) Uani 1 1 d . . .
H18A H 0.2567 0.0829 1.0642 0.044 Uiso 1 1 calc R . .
H18B H 0.2547 0.0234 1.2152 0.044 Uiso 1 1 calc R . .
H18C H 0.2617 0.2017 1.1906 0.044 Uiso 1 1 calc R . .
C19 C 0.20298(3) 0.27920(15) 1.45650(11) 0.0268(3) Uani 1 1 d . . .
H19A H 0.1924 0.3781 1.4258 0.040 Uiso 1 1 calc R . .
H19B H 0.2203 0.2952 1.5400 0.040 Uiso 1 1 calc R . .
H19C H 0.1862 0.2074 1.4767 0.040 Uiso 1 1 calc R . .
C20 C 0.09220(3) 0.30493(13) 0.63035(11) 0.0216(3) Uani 1 1 d . . .
H20A H 0.0770 0.3336 0.5424 0.026 Uiso 1 1 calc R . .
H20B H 0.0806 0.2270 0.6763 0.026 Uiso 1 1 calc R . .
C21 C 0.10654(3) 0.22753(12) 1.03666(11) 0.0173(2) Uani 1 1 d . . .
C22 C 0.09097(3) 0.32935(12) 0.93350(11) 0.0181(2) Uani 1 1 d . . .
C23 C 0.05656(3) 0.35188(13) 0.91104(11) 0.0195(2) Uani 1 1 d . . .
H23 H 0.0462 0.4199 0.8396 0.023 Uiso 1 1 calc R . .
C24 C 0.03702(3) 0.27775(13) 0.99012(11) 0.0199(2) Uani 1 1 d . . .
C25 C 0.05300(3) 0.18223(12) 1.09795(11) 0.0191(2) Uani 1 1 d . . .
C26 C 0.08726(3) 0.15720(12) 1.12047(11) 0.0178(2) Uani 1 1 d . . .
H26 H 0.0977 0.0915 1.1937 0.021 Uiso 1 1 calc R . .
C27 C 0.09861(3) 0.44723(13) 0.72186(11) 0.0226(3) Uani 1 1 d . . .
H27A H 0.1148 0.5147 0.6887 0.027 Uiso 1 1 calc R . .
H27B H 0.0775 0.5054 0.7133 0.027 Uiso 1 1 calc R . .
C28 C -0.00036(3) 0.29587(14) 0.96171(12) 0.0264(3) Uani 1 1 d . . .
H28A H -0.0071 0.3785 0.8940 0.040 Uiso 1 1 calc R . .
H28B H -0.0073 0.3220 1.0477 0.040 Uiso 1 1 calc R . .
H28C H -0.0110 0.1989 0.9250 0.040 Uiso 1 1 calc R . .
C29 C 0.04790(3) 0.05775(14) 1.30778(11) 0.0232(3) Uani 1 1 d . . .
H29A H 0.0614 -0.0332 1.2976 0.035 Uiso 1 1 calc R . .
H29B H 0.0306 0.0293 1.3582 0.035 Uiso 1 1 calc R . .
H29C H 0.0623 0.1378 1.3591 0.035 Uiso 1 1 calc R . .


_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 C12 1.3829(13) . ?
O1 C17 1.4425(13) . ?
O2 C15 1.3773(13) . ?
O2 C19 1.4273(14) . ?
O3 C22 1.3788(13) . ?
O3 C27 1.4424(13) . ?
O4 C25 1.3741(13) . ?
O4 C29 1.4255(13) . ?
C10 C17 1.5179(15) . ?
C10 C20 1.5320(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.3945(15) . ?
C11 C16 1.4013(15) . ?
C11 C21 1.4889(15) . ?
C12 C13 1.3938(15) . ?
C13 C14 1.3876(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.4027(16) . ?
C14 C18 1.5085(15) . ?
C15 C16 1.3870(15) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C27 1.5202(16) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.3980(15) . ?
C21 C26 1.4004(15) . ?
C22 C23 1.3938(15) . ?
C23 C24 1.3899(16) . ?
C23 H23 0.9500 . ?
C24 C25 1.3998(16) . ?
C24 C28 1.5056(15) . ?
C25 C26 1.3907(15) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C12 O1 C17 113.18(8) . . ?
C15 O2 C19 116.93(8) . . ?
C22 O3 C27 117.41(8) . . ?
C25 O4 C29 117.19(8) . . ?
C17 C10 C20 114.77(9) . . ?
C17 C10 H10A 108.6 . . ?
C20 C10 H10A 108.6 . . ?
C17 C10 H10B 108.6 . . ?
C20 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C12 C11 C16 118.34(10) . . ?
C12 C11 C21 121.91(9) . . ?
C16 C11 C21 119.75(9) . . ?
O1 C12 C13 121.08(9) . . ?
O1 C12 C11 118.76(9) . . ?
C13 C12 C11 120.14(10) . . ?
C14 C13 C12 121.85(10) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C15 117.86(10) . . ?
C13 C14 C18 121.57(10) . . ?
C15 C14 C18 120.57(10) . . ?
O2 C15 C16 124.07(10) . . ?
O2 C15 C14 115.23(9) . . ?
C16 C15 C14 120.70(10) . . ?
C15 C16 C11 121.07(10) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
O1 C17 C10 109.64(9) . . ?
O1 C17 H17A 109.7 . . ?
C10 C17 H17A 109.7 . . ?
O1 C17 H17B 109.7 . . ?
C10 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C27 C20 C10 114.82(9) . . ?
C27 C20 H20A 108.6 . . ?
C10 C20 H20A 108.6 . . ?
C27 C20 H20B 108.6 . . ?
C10 C20 H20B 108.6 . . ?
H20A C20 H20B 107.5 . . ?
C22 C21 C26 118.73(10) . . ?
C22 C21 C11 121.48(10) . . ?
C26 C21 C11 119.74(9) . . ?
O3 C22 C23 123.33(9) . . ?
O3 C22 C21 116.83(9) . . ?
C23 C22 C21 119.68(10) . . ?
C24 C23 C22 121.92(10) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C23 C24 C25 118.10(10) . . ?
C23 C24 C28 122.03(10) . . ?
C25 C24 C28 119.86(10) . . ?
O4 C25 C26 123.93(10) . . ?
O4 C25 C24 115.50(9) . . ?
C26 C25 C24 120.55(10) . . ?
C25 C26 C21 120.88(10) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
O3 C27 C20 113.16(9) . . ?
O3 C27 H27A 108.9 . . ?
C20 C27 H27A 108.9 . . ?
O3 C27 H27B 108.9 . . ?
C20 C27 H27B 108.9 . . ?
H27A C27 H27B 107.8 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O4 C29 H29A 109.5 . . ?
O4 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O4 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
C17 O1 C12 C13 -54.99(13) . . . . ?
C17 O1 C12 C11 126.88(10) . . . . ?
C16 C11 C12 O1 178.51(9) . . . . ?
C21 C11 C12 O1 -0.48(15) . . . . ?
C16 C11 C12 C13 0.36(15) . . . . ?
C21 C11 C12 C13 -178.63(10) . . . . ?
O1 C12 C13 C14 -179.48(10) . . . . ?
C11 C12 C13 C14 -1.38(17) . . . . ?
C12 C13 C14 C15 0.49(17) . . . . ?
C12 C13 C14 C18 -179.82(10) . . . . ?
C19 O2 C15 C16 -3.96(15) . . . . ?
C19 O2 C15 C14 176.03(10) . . . . ?
C13 C14 C15 O2 -178.58(10) . . . . ?
C18 C14 C15 O2 1.72(15) . . . . ?
C13 C14 C15 C16 1.41(16) . . . . ?
C18 C14 C15 C16 -178.28(10) . . . . ?
O2 C15 C16 C11 177.54(10) . . . . ?
C14 C15 C16 C11 -2.45(16) . . . . ?
C12 C11 C16 C15 1.53(16) . . . . ?
C21 C11 C16 C15 -179.46(10) . . . . ?
C12 O1 C17 C10 -156.23(9) . . . . ?
C20 C10 C17 O1 51.82(13) . . . . ?
C17 C10 C20 C27 48.21(13) . . . . ?
C12 C11 C21 C22 -55.44(15) . . . . ?
C16 C11 C21 C22 125.59(11) . . . . ?
C12 C11 C21 C26 127.30(11) . . . . ?
C16 C11 C21 C26 -51.67(14) . . . . ?
C27 O3 C22 C23 -37.71(14) . . . . ?
C27 O3 C22 C21 147.02(9) . . . . ?
C26 C21 C22 O3 171.80(9) . . . . ?
C11 C21 C22 O3 -5.48(14) . . . . ?
C26 C21 C22 C23 -3.65(15) . . . . ?
C11 C21 C22 C23 179.07(9) . . . . ?
O3 C22 C23 C24 -174.01(9) . . . . ?
C21 C22 C23 C24 1.12(16) . . . . ?
C22 C23 C24 C25 2.19(16) . . . . ?
C22 C23 C24 C28 -176.99(10) . . . . ?
C29 O4 C25 C26 20.49(15) . . . . ?
C29 O4 C25 C24 -161.02(9) . . . . ?
C23 C24 C25 O4 178.50(9) . . . . ?
C28 C24 C25 O4 -2.30(15) . . . . ?
C23 C24 C25 C26 -2.95(16) . . . . ?
C28 C24 C25 C26 176.25(10) . . . . ?
O4 C25 C26 C21 178.84(9) . . . . ?
C24 C25 C26 C21 0.42(16) . . . . ?
C22 C21 C26 C25 2.91(15) . . . . ?
C11 C21 C26 C25 -179.76(10) . . . . ?
C22 O3 C27 C20 -64.34(12) . . . . ?
C10 C20 C27 O3 -76.64(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        67.18
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.033
####################################################################### 
# 
# 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_raj10m
_database_code_depnum_ccdc_archive 'CCDC 1830463'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H22 O4'
_chemical_formula_weight         314.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.49840(10)
_cell_length_b                   10.1051(2)
_cell_length_c                   20.5483(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1556.99(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6787
_cell_measurement_theta_min      4
_cell_measurement_theta_max      67

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7275
_exptl_absorpt_correction_T_max  0.9632
_exptl_absorpt_process_details   
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12953
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0095
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.30
_diffrn_reflns_theta_max         67.07
_reflns_number_total             1365
_reflns_number_gt                1303
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.1-4 (Bruker, 2007)'
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0591P)²+0.3742P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1365
_refine_ls_number_parameters     150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0846
_refine_ls_wR_factor_gt          0.0834
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.14721(9) 0.56714(6) 0.21305(3) 0.0213(2) Uani 1 1 d . . .
O2 O -0.02426(10) 0.11349(7) 0.07583(3) 0.0261(2) Uani 1 1 d . . .
C1 C 0.0000 0.76816(14) 0.2500 0.0261(4) Uani 1 2 d S . .
C2 C 0.05319(15) 0.68484(10) 0.19166(5) 0.0238(3) Uani 1 1 d . . .
C11 C 0.01587(12) 0.34899(10) 0.21424(5) 0.0190(2) Uani 1 1 d . . .
C12 C 0.09276(12) 0.45445(9) 0.18029(5) 0.0197(2) Uani 1 1 d . . .
C13 C 0.12042(13) 0.44536(10) 0.11329(5) 0.0220(3) Uani 1 1 d . . .
C14 C 0.07724(13) 0.33275(10) 0.07818(5) 0.0227(3) Uani 1 1 d . . .
C15 C 0.00610(13) 0.22502(10) 0.11252(5) 0.0212(3) Uani 1 1 d . . .
C16 C -0.02657(13) 0.23383(10) 0.17875(5) 0.0201(3) Uani 1 1 d . . .
C17 C 0.10808(16) 0.32405(12) 0.00589(5) 0.0294(3) Uani 1 1 d . . .
C18 C -0.08264(15) -0.00224(11) 0.10921(6) 0.0287(3) Uani 1 1 d . . .
H1 H 0.0971(18) 0.8281(13) 0.2631(6) 0.033(3) Uiso 1 1 d . . .
H2A H 0.1297(16) 0.7370(12) 0.1618(6) 0.023(3) Uiso 1 1 d . . .
H2B H -0.0521(17) 0.6574(12) 0.1686(6) 0.024(3) Uiso 1 1 d . . .
H13 H 0.1768(17) 0.5228(13) 0.0908(6) 0.026(3) Uiso 1 1 d . . .
H16 H -0.0795(17) 0.1589(12) 0.2024(6) 0.024(3) Uiso 1 1 d . . .
H17A H -0.003(2) 0.3039(15) -0.0178(7) 0.047(4) Uiso 1 1 d . . .
H17B H 0.153(2) 0.4058(16) -0.0110(7) 0.044(4) Uiso 1 1 d . . .
H17C H 0.195(2) 0.2544(15) -0.0049(7) 0.041(4) Uiso 1 1 d . . .
H18A H 0.0008(19) -0.0262(12) 0.1451(7) 0.032(3) Uiso 1 1 d . . .
H18B H -0.2039(19) 0.0073(13) 0.1288(6) 0.036(3) Uiso 1 1 d . . .
H18C H -0.0823(19) -0.0739(14) 0.0767(7) 0.037(4) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.3844(11) . ?
O1 C2 1.4508(12) . ?
O2 C15 1.3750(12) . ?
O2 C18 1.4247(13) . ?
C1 C2 1.5183(13) . ?
C1 C2 1.5183(13) 3 ?
C1 H1 0.985(14) . ?
C2 H2A 0.992(13) . ?
C2 H2B 0.962(13) . ?
C11 C12 1.3982(14) . ?
C11 C16 1.4097(14) . ?
C11 C11 1.4888(19) 3 ?
C12 C13 1.3952(15) . ?
C13 C14 1.3857(15) . ?
C13 H13 1.003(13) . ?
C14 C15 1.4028(15) . ?
C14 C17 1.5059(15) . ?
C15 C16 1.3856(15) . ?
C16 H16 0.984(12) . ?
C17 H17A 0.988(17) . ?
C17 H17B 0.958(16) . ?
C17 H17C 0.983(16) . ?
C18 H18A 0.997(14) . ?
C18 H18B 0.999(14) . ?
C18 H18C 0.986(14) . ?

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
C12 O1 C2 112.56(7) . . ?
C15 O2 C18 117.36(8) . . ?
C2 C1 C2 112.64(12) . 3 ?
C2 C1 H1 111.3(8) . . ?
C2 C1 H1 108.7(8) 3 . ?
O1 C2 C1 110.06(8) . . ?
O1 C2 H2A 110.0(7) . . ?
C1 C2 H2A 110.3(7) . . ?
O1 C2 H2B 108.2(7) . . ?
C1 C2 H2B 109.5(7) . . ?
H2A C2 H2B 108.8(10) . . ?
C12 C11 C16 117.66(9) . . ?
C12 C11 C11 123.95(7) . 3 ?
C16 C11 C11 118.33(7) . 3 ?
O1 C12 C13 119.35(9) . . ?
O1 C12 C11 120.40(9) . . ?
C13 C12 C11 120.23(9) . . ?
C14 C13 C12 122.21(9) . . ?
C14 C13 H13 120.0(7) . . ?
C12 C13 H13 117.8(7) . . ?
C13 C14 C15 117.66(9) . . ?
C13 C14 C17 121.71(10) . . ?
C15 C14 C17 120.62(10) . . ?
O2 C15 C16 124.20(9) . . ?
O2 C15 C14 115.04(9) . . ?
C16 C15 C14 120.76(9) . . ?
C15 C16 C11 121.41(9) . . ?
C15 C16 H16 120.5(7) . . ?
C11 C16 H16 118.1(7) . . ?
C14 C17 H17A 111.6(9) . . ?
C14 C17 H17B 111.2(9) . . ?
H17A C17 H17B 107.3(12) . . ?
C14 C17 H17C 111.5(8) . . ?
H17A C17 H17C 107.5(12) . . ?
H17B C17 H17C 107.5(12) . . ?
O2 C18 H18A 111.2(8) . . ?
O2 C18 H18B 113.2(8) . . ?
H18A C18 H18B 107.3(11) . . ?
O2 C18 H18C 106.0(8) . . ?
H18A C18 H18C 108.8(11) . . ?
H18B C18 H18C 110.3(11) . . ?

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
C12 O1 C2 C1 136.67(8) . . . . ?
C2 C1 C2 O1 -36.35(5) 3 . . . ?
C2 O1 C12 C13 63.37(11) . . . . ?
C2 O1 C12 C11 -118.62(9) . . . . ?
C16 C11 C12 O1 -176.14(8) . . . . ?
C11 C11 C12 O1 0.95(16) 3 . . . ?
C16 C11 C12 C13 1.86(14) . . . . ?
C11 C11 C12 C13 178.94(10) 3 . . . ?
O1 C12 C13 C14 176.71(8) . . . . ?
C11 C12 C13 C14 -1.31(15) . . . . ?
C12 C13 C14 C15 -1.00(15) . . . . ?
C12 C13 C14 C17 -179.88(10) . . . . ?
C18 O2 C15 C16 -4.01(14) . . . . ?
C18 O2 C15 C14 174.99(9) . . . . ?
C13 C14 C15 O2 -176.32(8) . . . . ?
C17 C14 C15 O2 2.58(14) . . . . ?
C13 C14 C15 C16 2.72(14) . . . . ?
C17 C14 C15 C16 -178.38(9) . . . . ?
O2 C15 C16 C11 176.75(8) . . . . ?
C14 C15 C16 C11 -2.20(15) . . . . ?
C12 C11 C16 C15 -0.14(14) . . . . ?
C11 C11 C16 C15 -177.40(10) 3 . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        67.07
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.034
####################################################################### 
# 
# 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_raj10f
_database_code_depnum_ccdc_archive 'CCDC 1830466'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O4'
_chemical_formula_weight         286.31

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_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                   11.1202(3)
_cell_length_b                   11.2585(3)
_cell_length_c                   11.2577(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.472(2)
_cell_angle_gamma                90.00
_cell_volume                     1390.21(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3550
_cell_measurement_theta_min      4
_cell_measurement_theta_max      67

_exptl_crystal_description       bipyramide
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7421
_exptl_absorpt_correction_T_max  0.8325
_exptl_absorpt_process_details   
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5797
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0135
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         5.63
_diffrn_reflns_theta_max         66.93
_reflns_number_total             1202
_reflns_number_gt                1126
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.1-4 (Bruker, 2007)'
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0459P)²+0.9286P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0037(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1202
_refine_ls_number_parameters     133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0778
_refine_ls_wR_factor_gt          0.0763
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.05731(7) 0.40122(6) -0.17119(6) 0.0184(2) Uani 1 1 d . . .
O2 O 0.18803(7) 0.02011(6) 0.06458(6) 0.0205(2) Uani 1 1 d . . .
C1 C 0.02363(9) 0.20377(9) -0.18428(9) 0.0169(3) Uani 1 1 d . . .
C2 C 0.01122(9) 0.30575(9) -0.11724(10) 0.0168(3) Uani 1 1 d . . .
C3 C 0.05679(9) 0.31143(10) 0.00491(10) 0.0178(3) Uani 1 1 d . . .
C4 C 0.11513(9) 0.21506(10) 0.06526(9) 0.0181(3) Uani 1 1 d . . .
C5 C 0.12827(9) 0.11131(9) -0.00102(9) 0.0171(3) Uani 1 1 d . . .
C6 C 0.08350(10) 0.10573(9) -0.12410(10) 0.0176(3) Uani 1 1 d . . .
C7 C 0.0000 0.47057(14) -0.2500 0.0204(4) Uani 1 2 d S . .
C8 C 0.16259(11) 0.21956(11) 0.19818(10) 0.0222(3) Uani 1 1 d . . .
C9 C 0.20556(11) -0.08700(10) 0.00222(10) 0.0214(3) Uani 1 1 d . . .
H3 H 0.0468(11) 0.3834(11) 0.0470(12) 0.018(3) Uiso 1 1 d . . .
H6 H 0.0953(11) 0.0342(12) -0.1693(12) 0.022(3) Uiso 1 1 d . . .
H7 H -0.0642(11) 0.5196(11) -0.2928(11) 0.018(3) Uiso 1 1 d . . .
H8A H 0.2418(14) 0.1900(12) 0.2192(12) 0.028(3) Uiso 1 1 d . . .
H8B H 0.1641(15) 0.3009(17) 0.2251(16) 0.057(5) Uiso 1 1 d . . .
H8C H 0.1121(15) 0.1714(15) 0.2423(15) 0.047(4) Uiso 1 1 d . . .
H9A H 0.1261(13) -0.1233(11) -0.0331(12) 0.023(3) Uiso 1 1 d . . .
H9B H 0.2563(12) -0.0751(12) -0.0602(12) 0.025(3) Uiso 1 1 d . . .
H9C H 0.2455(13) -0.1420(13) 0.0622(13) 0.030(3) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.3974(13) . ?
O1 C7 1.4103(11) . ?
O2 C5 1.3711(13) . ?
O2 C9 1.4248(13) . ?
C1 C2 1.3933(15) . ?
C1 C6 1.4043(15) . ?
C1 C1 1.486(2) 2_554 ?
C2 C3 1.3866(15) . ?
C3 C4 1.3837(16) . ?
C3 H3 0.954(13) . ?
C4 C5 1.4065(15) . ?
C4 C8 1.5035(15) . ?
C5 C6 1.3945(15) . ?
C6 H6 0.973(13) . ?
C7 O1 1.4103(11) 2_554 ?
C7 H7 0.966(12) . ?
C8 H8A 0.935(15) . ?
C8 H8B 0.964(19) . ?
C8 H8C 0.973(17) . ?
C9 H9A 0.995(14) . ?
C9 H9B 0.980(14) . ?
C9 H9C 0.968(15) . ?

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
C2 O1 C7 115.39(7) . . ?
C5 O2 C9 117.51(8) . . ?
C2 C1 C6 117.89(10) . . ?
C2 C1 C1 119.27(7) . 2_554 ?
C6 C1 C1 122.83(7) . 2_554 ?
C3 C2 C1 121.51(10) . . ?
C3 C2 O1 118.67(9) . . ?
C1 C2 O1 119.60(10) . . ?
C4 C3 C2 121.07(10) . . ?
C4 C3 H3 120.4(8) . . ?
C2 C3 H3 118.6(8) . . ?
C3 C4 C5 118.16(10) . . ?
C3 C4 C8 121.44(10) . . ?
C5 C4 C8 120.39(10) . . ?
O2 C5 C6 124.30(9) . . ?
O2 C5 C4 114.81(9) . . ?
C6 C5 C4 120.88(10) . . ?
C5 C6 C1 120.48(10) . . ?
C5 C6 H6 120.0(8) . . ?
C1 C6 H6 119.5(8) . . ?
O1 C7 O1 112.77(12) . 2_554 ?
O1 C7 H7 104.9(7) . . ?
O1 C7 H7 112.1(7) 2_554 . ?
C4 C8 H8A 113.7(8) . . ?
C4 C8 H8B 109.3(11) . . ?
H8A C8 H8B 107.0(13) . . ?
C4 C8 H8C 110.6(10) . . ?
H8A C8 H8C 105.8(13) . . ?
H8B C8 H8C 110.5(14) . . ?
O2 C9 H9A 111.1(7) . . ?
O2 C9 H9B 112.3(8) . . ?
H9A C9 H9B 110.4(11) . . ?
O2 C9 H9C 106.3(8) . . ?
H9A C9 H9C 106.9(11) . . ?
H9B C9 H9C 109.6(11) . . ?

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 0.35(15) . . . . ?
C1 C1 C2 C3 -178.16(11) 2_554 . . . ?
C6 C1 C2 O1 -174.20(9) . . . . ?
C1 C1 C2 O1 7.29(16) 2_554 . . . ?
C7 O1 C2 C3 109.41(10) . . . . ?
C7 O1 C2 C1 -75.88(11) . . . . ?
C1 C2 C3 C4 -0.84(16) . . . . ?
O1 C2 C3 C4 173.76(9) . . . . ?
C2 C3 C4 C5 0.71(15) . . . . ?
C2 C3 C4 C8 -178.75(10) . . . . ?
C9 O2 C5 C6 0.22(14) . . . . ?
C9 O2 C5 C4 -179.26(9) . . . . ?
C3 C4 C5 O2 179.37(9) . . . . ?
C8 C4 C5 O2 -1.16(14) . . . . ?
C3 C4 C5 C6 -0.13(15) . . . . ?
C8 C4 C5 C6 179.34(10) . . . . ?
O2 C5 C6 C1 -179.79(9) . . . . ?
C4 C5 C6 C1 -0.34(15) . . . . ?
C2 C1 C6 C5 0.23(15) . . . . ?
C1 C1 C6 C5 178.68(11) 2_554 . . . ?
C2 O1 C7 O1 45.01(6) . . . 2_554 ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        66.93
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.130
_refine_diff_density_rms         0.033
####################################################################### 
# 
# 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_raj10d
_database_code_depnum_ccdc_archive 'CCDC 1830465'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 O4'
_chemical_formula_weight         300.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   48.377(2)
_cell_length_b                   7.5624(3)
_cell_length_c                   21.0775(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7711.2(6)
_cell_formula_units_Z            20
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7072
_cell_measurement_theta_min      3
_cell_measurement_theta_max      67

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3200
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7516
_exptl_absorpt_correction_T_max  0.9570
_exptl_absorpt_process_details   
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            63304
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         66.99
_reflns_number_total             13208
_reflns_number_gt                12390
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.1-4 (Bruker, 2007)'
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0477P)²+11.0555P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.000181(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(2)
_refine_ls_number_reflns         13208
_refine_ls_number_parameters     1013
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0573
_refine_ls_wR_factor_ref         0.1411
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26634(5) 0.9298(3) -0.06397(12) 0.0308(6) Uani 1 1 d . . .
O2 O 0.17915(5) 0.7645(3) -0.22242(11) 0.0273(5) Uani 1 1 d . . .
O3 O 0.26130(5) 0.5981(3) -0.00340(12) 0.0265(5) Uani 1 1 d . . .
O4 O 0.16693(5) 0.8189(3) 0.12093(11) 0.0303(6) Uani 1 1 d . . .
C10 C 0.28949(7) 0.8107(5) -0.0586(2) 0.0378(9) Uani 1 1 d . . .
H10A H 0.3069 0.8790 -0.0559 0.045 Uiso 1 1 calc R . .
H10B H 0.2904 0.7338 -0.0966 0.045 Uiso 1 1 calc R . .
C11 C 0.22124(7) 0.7952(4) -0.07639(16) 0.0185(7) Uani 1 1 d . . .
C12 C 0.24499(7) 0.8693(5) -0.10260(17) 0.0258(8) Uani 1 1 d . . .
C13 C 0.24631(7) 0.9040(5) -0.16731(19) 0.0306(8) Uani 1 1 d . . .
H13A H 0.2627 0.9553 -0.1842 0.037 Uiso 1 1 calc R . .
C14 C 0.22459(8) 0.8664(4) -0.20788(16) 0.0283(8) Uani 1 1 d . . .
C15 C 0.20035(7) 0.7911(4) -0.18083(15) 0.0210(7) Uani 1 1 d . . .
C16 C 0.19910(7) 0.7553(4) -0.11687(15) 0.0148(6) Uani 1 1 d . . .
H16A H 0.1829 0.7026 -0.0998 0.018 Uiso 1 1 calc R . .
C17 C 0.22601(8) 0.9021(6) -0.27818(17) 0.0411(10) Uani 1 1 d . . .
H17A H 0.2115 0.9865 -0.2900 0.062 Uiso 1 1 calc R . .
H17B H 0.2233 0.7913 -0.3015 0.062 Uiso 1 1 calc R . .
H17C H 0.2441 0.9517 -0.2888 0.062 Uiso 1 1 calc R . .
C18 C 0.15377(8) 0.6967(4) -0.19662(18) 0.0285(8) Uani 1 1 d . . .
H18A H 0.1400 0.6870 -0.2305 0.043 Uiso 1 1 calc R . .
H18B H 0.1470 0.7772 -0.1637 0.043 Uiso 1 1 calc R . .
H18C H 0.1571 0.5798 -0.1781 0.043 Uiso 1 1 calc R . .
C20 C 0.28601(8) 0.6995(5) -0.0001(2) 0.0361(9) Uani 1 1 d . . .
H20A H 0.3021 0.6193 0.0044 0.043 Uiso 1 1 calc R . .
H20B H 0.2854 0.7771 0.0378 0.043 Uiso 1 1 calc R . .
C21 C 0.21850(7) 0.7633(4) -0.00770(15) 0.0174(7) Uani 1 1 d . . .
C22 C 0.23853(7) 0.6705(4) 0.02712(16) 0.0216(7) Uani 1 1 d . . .
C23 C 0.23468(7) 0.6382(4) 0.09104(17) 0.0253(8) Uani 1 1 d . . .
H23A H 0.2487 0.5780 0.1140 0.030 Uiso 1 1 calc R . .
C24 C 0.21109(8) 0.6909(4) 0.12240(17) 0.0271(8) Uani 1 1 d . . .
C25 C 0.19053(7) 0.7803(4) 0.08771(16) 0.0203(7) Uani 1 1 d . . .
C26 C 0.19451(6) 0.8166(4) 0.02282(15) 0.0168(7) Uani 1 1 d . . .
H26A H 0.1806 0.8780 -0.0002 0.020 Uiso 1 1 calc R . .
C27 C 0.20649(8) 0.6513(6) 0.19220(17) 0.0381(9) Uani 1 1 d . . .
H27A H 0.2211 0.5720 0.2075 0.057 Uiso 1 1 calc R . .
H27B H 0.1885 0.5944 0.1978 0.057 Uiso 1 1 calc R . .
H27C H 0.2070 0.7618 0.2164 0.057 Uiso 1 1 calc R . .
C28 C 0.14465(8) 0.8965(5) 0.08674(19) 0.0348(9) Uani 1 1 d . . .
H28A H 0.1286 0.9086 0.1148 0.052 Uiso 1 1 calc R . .
H28B H 0.1398 0.8209 0.0506 0.052 Uiso 1 1 calc R . .
H28C H 0.1502 1.0135 0.0713 0.052 Uiso 1 1 calc R . .
O1A O 0.03648(5) 0.9136(3) 0.44246(13) 0.0293(6) Uani 1 1 d . . .
O2A O 0.12662(6) 0.7103(4) 0.29809(11) 0.0324(6) Uani 1 1 d . . .
O3A O 0.03660(5) 0.5842(3) 0.50714(12) 0.0262(5) Uani 1 1 d . . .
O4A O 0.12893(5) 0.7853(3) 0.64226(11) 0.0275(6) Uani 1 1 d . . .
C10A C 0.01235(7) 0.8021(5) 0.4456(2) 0.0351(9) Uani 1 1 d . . .
H10C H 0.0119 0.7233 0.4081 0.042 Uiso 1 1 calc R . .
H10D H -0.0045 0.8764 0.4448 0.042 Uiso 1 1 calc R . .
C11A C 0.08009(7) 0.7588(4) 0.43697(16) 0.0201(7) Uani 1 1 d . . .
C12A C 0.05875(7) 0.8451(4) 0.40751(17) 0.0226(7) Uani 1 1 d . . .
C13A C 0.05984(8) 0.8848(5) 0.34279(18) 0.0294(8) Uani 1 1 d . . .
H13B H 0.0446 0.9432 0.3235 0.035 Uiso 1 1 calc R . .
C14A C 0.08274(8) 0.8407(5) 0.30584(17) 0.0296(9) Uani 1 1 d . . .
C15A C 0.10434(8) 0.7488(4) 0.33547(16) 0.0229(8) Uani 1 1 d . . .
C16A C 0.10298(7) 0.7124(4) 0.39937(16) 0.0213(7) Uani 1 1 d . . .
H16B H 0.1181 0.6535 0.4188 0.026 Uiso 1 1 calc R . .
C17A C 0.08476(9) 0.8899(6) 0.23703(17) 0.0419(10) Uani 1 1 d . . .
H17D H 0.0692 0.9663 0.2256 0.063 Uiso 1 1 calc R . .
H17E H 0.0843 0.7825 0.2110 0.063 Uiso 1 1 calc R . .
H17F H 0.1021 0.9531 0.2295 0.063 Uiso 1 1 calc R . .
C18A C 0.15024(8) 0.6345(6) 0.32875(18) 0.0351(9) Uani 1 1 d . . .
H18D H 0.1640 0.6011 0.2967 0.053 Uiso 1 1 calc R . .
H18E H 0.1446 0.5294 0.3526 0.053 Uiso 1 1 calc R . .
H18F H 0.1583 0.7213 0.3579 0.053 Uiso 1 1 calc R . .
C20A C 0.01262(7) 0.6929(5) 0.5048(2) 0.0365(9) Uani 1 1 d . . .
H20C H 0.0123 0.7717 0.5423 0.044 Uiso 1 1 calc R . .
H20D H -0.0041 0.6176 0.5062 0.044 Uiso 1 1 calc R . .
C21A C 0.08076(7) 0.7304(4) 0.50696(16) 0.0195(7) Uani 1 1 d . . .
C22A C 0.05891(7) 0.6519(4) 0.53948(18) 0.0232(7) Uani 1 1 d . . .
C23A C 0.06037(7) 0.6352(4) 0.60525(18) 0.0272(8) Uani 1 1 d . . .
H23B H 0.0449 0.5883 0.6273 0.033 Uiso 1 1 calc R . .
C24A C 0.08313(8) 0.6834(4) 0.63925(17) 0.0265(8) Uani 1 1 d . . .
C25A C 0.10611(8) 0.7510(4) 0.60626(16) 0.0246(8) Uani 1 1 d . . .
C26A C 0.10441(7) 0.7780(4) 0.54105(17) 0.0224(7) Uani 1 1 d . . .
H26B H 0.1196 0.8297 0.5193 0.027 Uiso 1 1 calc R . .
C27A C 0.08484(8) 0.6640(5) 0.71011(17) 0.0352(9) Uani 1 1 d . . .
H27D H 0.0673 0.6182 0.7263 0.053 Uiso 1 1 calc R . .
H27E H 0.0886 0.7795 0.7293 0.053 Uiso 1 1 calc R . .
H27F H 0.0997 0.5815 0.7209 0.053 Uiso 1 1 calc R . .
C28A C 0.15251(8) 0.8544(5) 0.61072(17) 0.0295(8) Uani 1 1 d . . .
H28D H 0.1679 0.8633 0.6408 0.044 Uiso 1 1 calc R . .
H28E H 0.1482 0.9720 0.5939 0.044 Uiso 1 1 calc R . .
H28F H 0.1577 0.7756 0.5758 0.044 Uiso 1 1 calc R . .
O1B O -0.06157(5) 0.0734(3) 0.41337(15) 0.0356(6) Uani 1 1 d . . .
O2B O 0.03321(5) 0.2895(3) 0.28934(11) 0.0234(5) Uani 1 1 d . . .
O3B O -0.06609(5) 0.4103(3) 0.47189(14) 0.0318(6) Uani 1 1 d . . .
O4B O 0.02042(5) 0.2406(3) 0.63308(12) 0.0303(6) Uani 1 1 d . . .
C10B C -0.08658(7) 0.1810(5) 0.4074(2) 0.0370(10) Uani 1 1 d . . .
H10E H -0.1030 0.1036 0.4029 0.044 Uiso 1 1 calc R . .
H10F H -0.0853 0.2570 0.3692 0.044 Uiso 1 1 calc R . .
C11B C -0.01858(7) 0.2350(4) 0.41770(17) 0.0215(7) Uani 1 1 d . . .
C12B C -0.03865(7) 0.1463(5) 0.38277(18) 0.0256(8) Uani 1 1 d . . .
C13B C -0.03492(7) 0.1104(5) 0.31877(19) 0.0295(8) Uani 1 1 d . . .
H13C H -0.0489 0.0489 0.2962 0.035 Uiso 1 1 calc R . .
C14B C -0.01081(7) 0.1637(4) 0.28679(17) 0.0246(7) Uani 1 1 d . . .
C15B C 0.00954(7) 0.2507(4) 0.32255(16) 0.0203(7) Uani 1 1 d . . .
C16B C 0.00576(7) 0.2851(4) 0.38545(16) 0.0189(7) Uani 1 1 d . . .
H16C H 0.0199 0.3444 0.4083 0.023 Uiso 1 1 calc R . .
C17B C -0.00706(9) 0.1230(6) 0.21814(19) 0.0396(9) Uani 1 1 d . . .
H17G H -0.0246 0.0819 0.2003 0.059 Uiso 1 1 calc R . .
H17H H 0.0070 0.0305 0.2133 0.059 Uiso 1 1 calc R . .
H17I H -0.0011 0.2299 0.1958 0.059 Uiso 1 1 calc R . .
C18B C 0.05533(7) 0.3686(5) 0.32420(18) 0.0278(8) Uani 1 1 d . . .
H18G H 0.0717 0.3780 0.2969 0.042 Uiso 1 1 calc R . .
H18H H 0.0597 0.2951 0.3612 0.042 Uiso 1 1 calc R . .
H18I H 0.0498 0.4867 0.3384 0.042 Uiso 1 1 calc R . .
C20B C -0.08936(8) 0.2935(5) 0.4657(2) 0.0371(9) Uani 1 1 d . . .
H20E H -0.1066 0.3638 0.4630 0.044 Uiso 1 1 calc R . .
H20F H -0.0906 0.2167 0.5036 0.044 Uiso 1 1 calc R . .
C21B C -0.02168(7) 0.2711(4) 0.48605(18) 0.0230(8) Uani 1 1 d . . .
C22B C -0.04525(7) 0.3511(4) 0.51207(19) 0.0279(8) Uani 1 1 d . . .
C23B C -0.04640(8) 0.3869(5) 0.57556(19) 0.0300(8) Uani 1 1 d . . .
H23C H -0.0626 0.4405 0.5923 0.036 Uiso 1 1 calc R . .
C24B C -0.02475(7) 0.3480(5) 0.61663(19) 0.0298(8) Uani 1 1 d . . .
C25B C -0.00115(8) 0.2711(4) 0.59129(18) 0.0261(8) Uani 1 1 d . . .
C26B C 0.00023(7) 0.2293(4) 0.52673(18) 0.0259(8) Uani 1 1 d . . .
H26C H 0.0162 0.1721 0.5103 0.031 Uiso 1 1 calc R . .
C27B C -0.02549(9) 0.3901(6) 0.6867(2) 0.0478(11) Uani 1 1 d . . .
H27G H -0.0087 0.4551 0.6985 0.072 Uiso 1 1 calc R . .
H27H H -0.0264 0.2799 0.7111 0.072 Uiso 1 1 calc R . .
H27I H -0.0418 0.4627 0.6961 0.072 Uiso 1 1 calc R . .
C28B C 0.04550(7) 0.1700(5) 0.60807(19) 0.0317(8) Uani 1 1 d . . .
H28G H 0.0592 0.1596 0.6422 0.048 Uiso 1 1 calc R . .
H28H H 0.0526 0.2489 0.5750 0.048 Uiso 1 1 calc R . .
H28I H 0.0419 0.0530 0.5899 0.048 Uiso 1 1 calc R . .
O1C O 0.33648(5) 0.1100(3) 0.40710(13) 0.0271(6) Uani 1 1 d . . .
O2C O 0.43147(5) 0.2863(3) 0.27668(11) 0.0261(5) Uani 1 1 d . . .
O3C O 0.33677(5) 0.4411(3) 0.47090(12) 0.0268(5) Uani 1 1 d . . .
O4C O 0.42368(6) 0.2073(4) 0.62144(12) 0.0402(7) Uani 1 1 d . . .
C10C C 0.31260(7) 0.2232(4) 0.4070(2) 0.0292(8) Uani 1 1 d . . .
H10G H 0.2956 0.1506 0.4045 0.035 Uiso 1 1 calc R . .
H10H H 0.3131 0.3017 0.3694 0.035 Uiso 1 1 calc R . .
C11C C 0.38119(7) 0.2482(4) 0.40917(16) 0.0190(7) Uani 1 1 d . . .
C12C C 0.35946(7) 0.1767(4) 0.37511(17) 0.0205(7) Uani 1 1 d . . .
C13C C 0.36146(8) 0.1515(4) 0.30973(18) 0.0253(8) Uani 1 1 d . . .
H13D H 0.3461 0.1051 0.2873 0.030 Uiso 1 1 calc R . .
C14C C 0.38552(7) 0.1930(4) 0.27660(17) 0.0249(7) Uani 1 1 d . . .
C15C C 0.40754(7) 0.2574(4) 0.31169(16) 0.0202(7) Uani 1 1 d . . .
C16C C 0.40576(7) 0.2887(4) 0.37577(16) 0.0179(7) Uani 1 1 d . . .
H16D H 0.4211 0.3377 0.3978 0.021 Uiso 1 1 calc R . .
C17C C 0.38719(9) 0.1695(5) 0.20579(18) 0.0380(9) Uani 1 1 d . . .
H17J H 0.3687 0.1450 0.1889 0.057 Uiso 1 1 calc R . .
H17K H 0.3995 0.0704 0.1959 0.057 Uiso 1 1 calc R . .
H17L H 0.3944 0.2779 0.1864 0.057 Uiso 1 1 calc R . .
C18C C 0.45515(7) 0.3515(5) 0.31017(19) 0.0304(8) Uani 1 1 d . . .
H18J H 0.4705 0.3679 0.2804 0.046 Uiso 1 1 calc R . .
H18K H 0.4605 0.2662 0.3429 0.046 Uiso 1 1 calc R . .
H18L H 0.4506 0.4649 0.3301 0.046 Uiso 1 1 calc R . .
C20C C 0.31215(7) 0.3334(5) 0.4669(2) 0.0312(8) Uani 1 1 d . . .
H20G H 0.2956 0.4103 0.4669 0.037 Uiso 1 1 calc R . .
H20H H 0.3111 0.2547 0.5043 0.037 Uiso 1 1 calc R . .
C21C C 0.37982(7) 0.2800(4) 0.47827(17) 0.0229(7) Uani 1 1 d . . .
C22C C 0.35784(8) 0.3718(4) 0.50762(17) 0.0229(7) Uani 1 1 d . . .
C23C C 0.35843(8) 0.4047(5) 0.57191(18) 0.0305(9) Uani 1 1 d . . .
H23D H 0.3434 0.4655 0.5908 0.037 Uiso 1 1 calc R . .
C24C C 0.38041(9) 0.3515(5) 0.60996(18) 0.0342(9) Uani 1 1 d . . .
C25C C 0.40221(8) 0.2602(5) 0.58129(19) 0.0327(9) Uani 1 1 d . . .
C26C C 0.40186(7) 0.2207(5) 0.51616(17) 0.0267(8) Uani 1 1 d . . .
H26D H 0.4165 0.1540 0.4978 0.032 Uiso 1 1 calc R . .
C27C C 0.38183(11) 0.3971(7) 0.6804(2) 0.0546(13) Uani 1 1 d . . .
H27J H 0.3666 0.4772 0.6913 0.082 Uiso 1 1 calc R . .
H27K H 0.3995 0.4548 0.6896 0.082 Uiso 1 1 calc R . .
H27L H 0.3803 0.2885 0.7055 0.082 Uiso 1 1 calc R . .
C28C C 0.44691(8) 0.1235(6) 0.5927(2) 0.0415(10) Uani 1 1 d . . .
H28J H 0.4615 0.1067 0.6245 0.062 Uiso 1 1 calc R . .
H28K H 0.4539 0.1977 0.5582 0.062 Uiso 1 1 calc R . .
H28L H 0.4413 0.0083 0.5757 0.062 Uiso 1 1 calc R . .
O1D O 0.13774(6) 0.0771(3) 0.43108(16) 0.0414(8) Uani 1 1 d . . .
O2D O 0.22490(6) 0.3081(4) 0.28362(13) 0.0420(7) Uani 1 1 d . . .
O3D O 0.13579(5) 0.4118(3) 0.49302(15) 0.0375(7) Uani 1 1 d . . .
O4D O 0.23021(6) 0.2468(3) 0.62698(13) 0.0364(6) Uani 1 1 d . . .
C10D C 0.11277(8) 0.1820(5) 0.4347(3) 0.0534(14) Uani 1 1 d . . .
H10I H 0.0965 0.1025 0.4355 0.064 Uiso 1 1 calc R . .
H10J H 0.1113 0.2574 0.3965 0.064 Uiso 1 1 calc R . .
C11D C 0.18043(8) 0.2417(5) 0.42443(19) 0.0280(8) Uani 1 1 d . . .
C12D C 0.15890(8) 0.1523(5) 0.3953(2) 0.0353(10) Uani 1 1 d . . .
C13D C 0.15947(9) 0.1185(5) 0.3292(2) 0.0421(11) Uani 1 1 d . . .
H13E H 0.1446 0.0566 0.3099 0.051 Uiso 1 1 calc R . .
C14D C 0.18137(9) 0.1741(5) 0.2925(2) 0.0411(11) Uani 1 1 d . . .
C15D C 0.20317(8) 0.2615(5) 0.3234(2) 0.0332(9) Uani 1 1 d . . .
C16D C 0.20294(7) 0.2948(5) 0.38601(18) 0.0272(8) Uani 1 1 d . . .
H16E H 0.2181 0.3550 0.4048 0.033 Uiso 1 1 calc R . .
C17D C 0.18131(11) 0.1376(6) 0.2233(2) 0.0586(14) Uani 1 1 d . . .
H17M H 0.1646 0.0713 0.2121 0.088 Uiso 1 1 calc R . .
H17N H 0.1977 0.0677 0.2122 0.088 Uiso 1 1 calc R . .
H17O H 0.1816 0.2495 0.1999 0.088 Uiso 1 1 calc R . .
C18D C 0.24862(9) 0.3869(6) 0.3129(2) 0.0474(11) Uani 1 1 d . . .
H18M H 0.2629 0.4074 0.2808 0.071 Uiso 1 1 calc R . .
H18N H 0.2558 0.3075 0.3457 0.071 Uiso 1 1 calc R . .
H18O H 0.2433 0.4999 0.3322 0.071 Uiso 1 1 calc R . .
C20D C 0.11259(8) 0.2944(5) 0.4917(3) 0.0482(13) Uani 1 1 d . . .
H20I H 0.0953 0.3645 0.4927 0.058 Uiso 1 1 calc R . .
H20J H 0.1129 0.2186 0.5300 0.058 Uiso 1 1 calc R . .
C21D C 0.18086(8) 0.2734(5) 0.49289(19) 0.0278(8) Uani 1 1 d . . .
C22D C 0.15877(8) 0.3533(5) 0.5254(2) 0.0330(9) Uani 1 1 d . . .
C23D C 0.16060(8) 0.3858(5) 0.5892(2) 0.0350(9) Uani 1 1 d . . .
H23E H 0.1452 0.4368 0.6105 0.042 Uiso 1 1 calc R . .
C24D C 0.18382(9) 0.3470(5) 0.6232(2) 0.0387(10) Uani 1 1 d . . .
C25D C 0.20669(8) 0.2755(5) 0.59092(19) 0.0316(9) Uani 1 1 d . . .
C26D C 0.20495(8) 0.2352(5) 0.52702(19) 0.0310(9) Uani 1 1 d . . .
H26E H 0.2202 0.1813 0.5062 0.037 Uiso 1 1 calc R . .
C27D C 0.18634(10) 0.3887(6) 0.6938(2) 0.0569(14) Uani 1 1 d . . .
H27M H 0.1683 0.4248 0.7104 0.085 Uiso 1 1 calc R . .
H27N H 0.1997 0.4848 0.6999 0.085 Uiso 1 1 calc R . .
H27O H 0.1927 0.2832 0.7165 0.085 Uiso 1 1 calc R . .
C28D C 0.25381(8) 0.1737(5) 0.5964(2) 0.0386(9) Uani 1 1 d . . .
H28M H 0.2692 0.1676 0.6266 0.058 Uiso 1 1 calc R . .
H28N H 0.2590 0.2485 0.5604 0.058 Uiso 1 1 calc R . .
H28O H 0.2494 0.0545 0.5812 0.058 Uiso 1 1 calc R . .


_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 C12 1.393(4) . ?
O1 C10 1.441(4) . ?
O2 C15 1.364(4) . ?
O2 C18 1.438(4) . ?
O3 C22 1.388(4) . ?
O3 C20 1.422(4) . ?
O4 C25 1.371(4) . ?
O4 C28 1.423(4) . ?
C10 C20 1.503(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.393(5) . ?
C11 C16 1.402(5) . ?
C11 C21 1.474(5) . ?
C12 C13 1.390(5) . ?
C13 C14 1.384(6) . ?
C13 H13A 0.9500 . ?
C14 C15 1.423(5) . ?
C14 C17 1.508(5) . ?
C15 C16 1.376(5) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C26 1.387(5) . ?
C21 C22 1.404(5) . ?
C22 C23 1.382(5) . ?
C23 C24 1.378(5) . ?
C23 H23A 0.9500 . ?
C24 C25 1.408(5) . ?
C24 C27 1.518(5) . ?
C25 C26 1.408(5) . ?
C26 H26A 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
O1A C12A 1.404(4) . ?
O1A C10A 1.442(4) . ?
O2A C15A 1.367(4) . ?
O2A C18A 1.432(5) . ?
O3A C22A 1.375(4) . ?
O3A C20A 1.423(4) . ?
O4A C25A 1.364(4) . ?
O4A C28A 1.420(4) . ?
C10A C20A 1.497(6) . ?
C10A H10C 0.9900 . ?
C10A H10D 0.9900 . ?
C11A C12A 1.370(5) . ?
C11A C16A 1.407(5) . ?
C11A C21A 1.491(5) . ?
C12A C13A 1.398(5) . ?
C13A C14A 1.394(6) . ?
C13A H13B 0.9500 . ?
C14A C15A 1.402(5) . ?
C14A C17A 1.501(5) . ?
C15A C16A 1.376(5) . ?
C16A H16B 0.9500 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C20A H20C 0.9900 . ?
C20A H20D 0.9900 . ?
C21A C22A 1.393(5) . ?
C21A C26A 1.398(5) . ?
C22A C23A 1.394(5) . ?
C23A C24A 1.364(5) . ?
C23A H23B 0.9500 . ?
C24A C25A 1.407(5) . ?
C24A C27A 1.503(5) . ?
C25A C26A 1.392(5) . ?
C26A H26B 0.9500 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 0.9800 . ?
O1B C12B 1.396(4) . ?
O1B C10B 1.464(4) . ?
O2B C15B 1.374(4) . ?
O2B C18B 1.429(4) . ?
O3B C22B 1.391(4) . ?
O3B C20B 1.437(5) . ?
O4B C25B 1.385(4) . ?
O4B C28B 1.426(4) . ?
C10B C20B 1.500(6) . ?
C10B H10E 0.9900 . ?
C10B H10F 0.9900 . ?
C11B C12B 1.391(5) . ?
C11B C16B 1.412(5) . ?
C11B C21B 1.474(5) . ?
C12B C13B 1.388(6) . ?
C13B C14B 1.406(5) . ?
C13B H13C 0.9500 . ?
C14B C15B 1.404(5) . ?
C14B C17B 1.490(5) . ?
C15B C16B 1.363(5) . ?
C16B H16C 0.9500 . ?
C17B H17G 0.9800 . ?
C17B H17H 0.9800 . ?
C17B H17I 0.9800 . ?
C18B H18G 0.9800 . ?
C18B H18H 0.9800 . ?
C18B H18I 0.9800 . ?
C20B H20E 0.9900 . ?
C20B H20F 0.9900 . ?
C21B C26B 1.399(5) . ?
C21B C22B 1.402(5) . ?
C22B C23B 1.367(6) . ?
C23B C24B 1.390(6) . ?
C23B H23C 0.9500 . ?
C24B C25B 1.388(5) . ?
C24B C27B 1.512(6) . ?
C25B C26B 1.399(5) . ?
C26B H26C 0.9500 . ?
C27B H27G 0.9800 . ?
C27B H27H 0.9800 . ?
C27B H27I 0.9800 . ?
C28B H28G 0.9800 . ?
C28B H28H 0.9800 . ?
C28B H28I 0.9800 . ?
O1C C12C 1.395(4) . ?
O1C C10C 1.438(4) . ?
O2C C15C 1.390(4) . ?
O2C C18C 1.433(4) . ?
O3C C22C 1.383(4) . ?
O3C C20C 1.445(4) . ?
O4C C25C 1.398(5) . ?
O4C C28C 1.425(5) . ?
C10C C20C 1.513(6) . ?
C10C H10G 0.9900 . ?
C10C H10H 0.9900 . ?
C11C C12C 1.383(5) . ?
C11C C16C 1.415(5) . ?
C11C C21C 1.478(5) . ?
C12C C13C 1.395(5) . ?
C13C C14C 1.393(5) . ?
C13C H13D 0.9500 . ?
C14C C15C 1.385(5) . ?
C14C C17C 1.505(5) . ?
C15C C16C 1.374(5) . ?
C16C H16D 0.9500 . ?
C17C H17J 0.9800 . ?
C17C H17K 0.9800 . ?
C17C H17L 0.9800 . ?
C18C H18J 0.9800 . ?
C18C H18K 0.9800 . ?
C18C H18L 0.9800 . ?
C20C H20G 0.9900 . ?
C20C H20H 0.9900 . ?
C21C C26C 1.405(5) . ?
C21C C22C 1.413(5) . ?
C22C C23C 1.378(5) . ?
C23C C24C 1.391(6) . ?
C23C H23D 0.9500 . ?
C24C C25C 1.398(6) . ?
C24C C27C 1.525(6) . ?
C25C C26C 1.405(6) . ?
C26C H26D 0.9500 . ?
C27C H27J 0.9800 . ?
C27C H27K 0.9800 . ?
C27C H27L 0.9800 . ?
C28C H28J 0.9800 . ?
C28C H28K 0.9800 . ?
C28C H28L 0.9800 . ?
O1D C12D 1.393(5) . ?
O1D C10D 1.447(5) . ?
O2D C15D 1.390(5) . ?
O2D C18D 1.433(5) . ?
O3D C22D 1.378(5) . ?
O3D C20D 1.431(5) . ?
O4D C25D 1.386(5) . ?
O4D C28D 1.423(5) . ?
C10D C20D 1.473(8) . ?
C10D H10I 0.9900 . ?
C10D H10J 0.9900 . ?
C11D C12D 1.386(6) . ?
C11D C16D 1.415(6) . ?
C11D C21D 1.463(6) . ?
C12D C13D 1.416(7) . ?
C13D C14D 1.378(7) . ?
C13D H13E 0.9500 . ?
C14D C15D 1.404(6) . ?
C14D C17D 1.484(6) . ?
C15D C16D 1.344(6) . ?
C16D H16E 0.9500 . ?
C17D H17M 0.9800 . ?
C17D H17N 0.9800 . ?
C17D H17O 0.9800 . ?
C18D H18M 0.9800 . ?
C18D H18N 0.9800 . ?
C18D H18O 0.9800 . ?
C20D H20I 0.9900 . ?
C20D H20J 0.9900 . ?
C21D C26D 1.399(6) . ?
C21D C22D 1.406(5) . ?
C22D C23D 1.370(7) . ?
C23D C24D 1.364(6) . ?
C23D H23E 0.9500 . ?
C24D C25D 1.407(6) . ?
C24D C27D 1.526(6) . ?
C25D C26D 1.383(6) . ?
C26D H26E 0.9500 . ?
C27D H27M 0.9800 . ?
C27D H27N 0.9800 . ?
C27D H27O 0.9800 . ?
C28D H28M 0.9800 . ?
C28D H28N 0.9800 . ?
C28D H28O 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
C12 O1 C10 114.6(3) . . ?
C15 O2 C18 116.8(3) . . ?
C22 O3 C20 115.6(3) . . ?
C25 O4 C28 117.4(3) . . ?
O1 C10 C20 109.1(3) . . ?
O1 C10 H10A 109.9 . . ?
C20 C10 H10A 109.9 . . ?
O1 C10 H10B 109.9 . . ?
C20 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C16 118.4(3) . . ?
C12 C11 C21 122.0(3) . . ?
C16 C11 C21 119.6(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 O1 118.5(3) . . ?
C11 C12 O1 120.8(3) . . ?
C14 C13 C12 122.2(3) . . ?
C14 C13 H13A 118.9 . . ?
C12 C13 H13A 118.9 . . ?
C13 C14 C15 117.4(3) . . ?
C13 C14 C17 122.4(3) . . ?
C15 C14 C17 120.2(4) . . ?
O2 C15 C16 124.6(3) . . ?
O2 C15 C14 114.9(3) . . ?
C16 C15 C14 120.5(3) . . ?
C15 C16 C11 121.3(3) . . ?
C15 C16 H16A 119.3 . . ?
C11 C16 H16A 119.3 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C20 C10 110.8(3) . . ?
O3 C20 H20A 109.5 . . ?
C10 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
C10 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C26 C21 C22 118.7(3) . . ?
C26 C21 C11 118.9(3) . . ?
C22 C21 C11 122.2(3) . . ?
C23 C22 O3 119.3(3) . . ?
C23 C22 C21 120.3(3) . . ?
O3 C22 C21 120.2(3) . . ?
C24 C23 C22 121.9(3) . . ?
C24 C23 H23A 119.0 . . ?
C22 C23 H23A 119.0 . . ?
C23 C24 C25 118.4(3) . . ?
C23 C24 C27 122.0(3) . . ?
C25 C24 C27 119.7(3) . . ?
O4 C25 C24 115.2(3) . . ?
O4 C25 C26 124.7(3) . . ?
C24 C25 C26 120.1(3) . . ?
C21 C26 C25 120.6(3) . . ?
C21 C26 H26A 119.7 . . ?
C25 C26 H26A 119.7 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12A O1A C10A 115.4(3) . . ?
C15A O2A C18A 117.0(3) . . ?
C22A O3A C20A 116.2(3) . . ?
C25A O4A C28A 117.3(3) . . ?
O1A C10A C20A 110.7(3) . . ?
O1A C10A H10C 109.5 . . ?
C20A C10A H10C 109.5 . . ?
O1A C10A H10D 109.5 . . ?
C20A C10A H10D 109.5 . . ?
H10C C10A H10D 108.1 . . ?
C12A C11A C16A 117.2(3) . . ?
C12A C11A C21A 122.3(3) . . ?
C16A C11A C21A 120.3(3) . . ?
C11A C12A C13A 121.1(3) . . ?
C11A C12A O1A 121.1(3) . . ?
C13A C12A O1A 117.5(3) . . ?
C14A C13A C12A 121.6(3) . . ?
C14A C13A H13B 119.2 . . ?
C12A C13A H13B 119.2 . . ?
C13A C14A C15A 117.5(3) . . ?
C13A C14A C17A 122.2(4) . . ?
C15A C14A C17A 120.3(4) . . ?
O2A C15A C16A 124.0(3) . . ?
O2A C15A C14A 115.9(3) . . ?
C16A C15A C14A 120.0(3) . . ?
C15A C16A C11A 122.6(3) . . ?
C15A C16A H16B 118.7 . . ?
C11A C16A H16B 118.7 . . ?
C14A C17A H17D 109.5 . . ?
C14A C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C14A C17A H17F 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
O2A C18A H18D 109.5 . . ?
O2A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
O2A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
O3A C20A C10A 110.8(3) . . ?
O3A C20A H20C 109.5 . . ?
C10A C20A H20C 109.5 . . ?
O3A C20A H20D 109.5 . . ?
C10A C20A H20D 109.5 . . ?
H20C C20A H20D 108.1 . . ?
C22A C21A C26A 118.6(3) . . ?
C22A C21A C11A 122.1(3) . . ?
C26A C21A C11A 119.3(3) . . ?
O3A C22A C21A 120.7(3) . . ?
O3A C22A C23A 119.9(3) . . ?
C21A C22A C23A 119.3(3) . . ?
C24A C23A C22A 122.6(3) . . ?
C24A C23A H23B 118.7 . . ?
C22A C23A H23B 118.7 . . ?
C23A C24A C25A 118.4(3) . . ?
C23A C24A C27A 122.7(3) . . ?
C25A C24A C27A 118.9(3) . . ?
O4A C25A C26A 124.7(3) . . ?
O4A C25A C24A 115.7(3) . . ?
C26A C25A C24A 119.6(3) . . ?
C25A C26A C21A 121.2(3) . . ?
C25A C26A H26B 119.4 . . ?
C21A C26A H26B 119.4 . . ?
C24A C27A H27D 109.5 . . ?
C24A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
C24A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
O4A C28A H28D 109.5 . . ?
O4A C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
O4A C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C12B O1B C10B 113.4(3) . . ?
C15B O2B C18B 116.8(3) . . ?
C22B O3B C20B 115.2(3) . . ?
C25B O4B C28B 117.9(3) . . ?
O1B C10B C20B 108.6(3) . . ?
O1B C10B H10E 110.0 . . ?
C20B C10B H10E 110.0 . . ?
O1B C10B H10F 110.0 . . ?
C20B C10B H10F 110.0 . . ?
H10E C10B H10F 108.4 . . ?
C12B C11B C16B 117.2(3) . . ?
C12B C11B C21B 122.4(3) . . ?
C16B C11B C21B 120.4(3) . . ?
C13B C12B C11B 121.2(3) . . ?
C13B C12B O1B 118.4(3) . . ?
C11B C12B O1B 120.0(3) . . ?
C12B C13B C14B 121.2(3) . . ?
C12B C13B H13C 119.4 . . ?
C14B C13B H13C 119.4 . . ?
C15B C14B C13B 117.3(3) . . ?
C15B C14B C17B 122.2(3) . . ?
C13B C14B C17B 120.5(3) . . ?
C16B C15B O2B 124.5(3) . . ?
C16B C15B C14B 121.2(3) . . ?
O2B C15B C14B 114.3(3) . . ?
C15B C16B C11B 121.9(3) . . ?
C15B C16B H16C 119.0 . . ?
C11B C16B H16C 119.0 . . ?
C14B C17B H17G 109.5 . . ?
C14B C17B H17H 109.5 . . ?
H17G C17B H17H 109.5 . . ?
C14B C17B H17I 109.5 . . ?
H17G C17B H17I 109.5 . . ?
H17H C17B H17I 109.5 . . ?
O2B C18B H18G 109.5 . . ?
O2B C18B H18H 109.5 . . ?
H18G C18B H18H 109.5 . . ?
O2B C18B H18I 109.5 . . ?
H18G C18B H18I 109.5 . . ?
H18H C18B H18I 109.5 . . ?
O3B C20B C10B 110.7(3) . . ?
O3B C20B H20E 109.5 . . ?
C10B C20B H20E 109.5 . . ?
O3B C20B H20F 109.5 . . ?
C10B C20B H20F 109.5 . . ?
H20E C20B H20F 108.1 . . ?
C26B C21B C22B 118.3(3) . . ?
C26B C21B C11B 118.7(3) . . ?
C22B C21B C11B 123.0(3) . . ?
C23B C22B O3B 120.2(3) . . ?
C23B C22B C21B 120.1(4) . . ?
O3B C22B C21B 119.4(3) . . ?
C22B C23B C24B 122.5(4) . . ?
C22B C23B H23C 118.8 . . ?
C24B C23B H23C 118.8 . . ?
C25B C24B C23B 118.0(4) . . ?
C25B C24B C27B 118.9(4) . . ?
C23B C24B C27B 123.1(4) . . ?
O4B C25B C24B 116.4(3) . . ?
O4B C25B C26B 123.0(3) . . ?
C24B C25B C26B 120.5(4) . . ?
C25B C26B C21B 120.6(3) . . ?
C25B C26B H26C 119.7 . . ?
C21B C26B H26C 119.7 . . ?
C24B C27B H27G 109.5 . . ?
C24B C27B H27H 109.5 . . ?
H27G C27B H27H 109.5 . . ?
C24B C27B H27I 109.5 . . ?
H27G C27B H27I 109.5 . . ?
H27H C27B H27I 109.5 . . ?
O4B C28B H28G 109.5 . . ?
O4B C28B H28H 109.5 . . ?
H28G C28B H28H 109.5 . . ?
O4B C28B H28I 109.5 . . ?
H28G C28B H28I 109.5 . . ?
H28H C28B H28I 109.5 . . ?
C12C O1C C10C 115.1(2) . . ?
C15C O2C C18C 117.3(3) . . ?
C22C O3C C20C 115.3(3) . . ?
C25C O4C C28C 117.1(3) . . ?
O1C C10C C20C 109.8(3) . . ?
O1C C10C H10G 109.7 . . ?
C20C C10C H10G 109.7 . . ?
O1C C10C H10H 109.7 . . ?
C20C C10C H10H 109.7 . . ?
H10G C10C H10H 108.2 . . ?
C12C C11C C16C 117.7(3) . . ?
C12C C11C C21C 122.8(3) . . ?
C16C C11C C21C 119.5(3) . . ?
C11C C12C C13C 120.9(3) . . ?
C11C C12C O1C 119.8(3) . . ?
C13C C12C O1C 118.9(3) . . ?
C14C C13C C12C 121.5(3) . . ?
C14C C13C H13D 119.3 . . ?
C12C C13C H13D 119.3 . . ?
C15C C14C C13C 117.0(3) . . ?
C15C C14C C17C 122.0(3) . . ?
C13C C14C C17C 121.0(3) . . ?
C16C C15C C14C 122.5(3) . . ?
C16C C15C O2C 123.2(3) . . ?
C14C C15C O2C 114.3(3) . . ?
C15C C16C C11C 120.3(3) . . ?
C15C C16C H16D 119.8 . . ?
C11C C16C H16D 119.8 . . ?
C14C C17C H17J 109.5 . . ?
C14C C17C H17K 109.5 . . ?
H17J C17C H17K 109.5 . . ?
C14C C17C H17L 109.5 . . ?
H17J C17C H17L 109.5 . . ?
H17K C17C H17L 109.5 . . ?
O2C C18C H18J 109.5 . . ?
O2C C18C H18K 109.5 . . ?
H18J C18C H18K 109.5 . . ?
O2C C18C H18L 109.5 . . ?
H18J C18C H18L 109.5 . . ?
H18K C18C H18L 109.5 . . ?
O3C C20C C10C 110.3(3) . . ?
O3C C20C H20G 109.6 . . ?
C10C C20C H20G 109.6 . . ?
O3C C20C H20H 109.6 . . ?
C10C C20C H20H 109.6 . . ?
H20G C20C H20H 108.1 . . ?
C26C C21C C22C 118.6(3) . . ?
C26C C21C C11C 118.3(3) . . ?
C22C C21C C11C 123.0(3) . . ?
C23C C22C O3C 119.8(3) . . ?
C23C C22C C21C 120.2(4) . . ?
O3C C22C C21C 119.7(3) . . ?
C22C C23C C24C 122.1(4) . . ?
C22C C23C H23D 119.0 . . ?
C24C C23C H23D 119.0 . . ?
C23C C24C C25C 118.0(4) . . ?
C23C C24C C27C 122.0(4) . . ?
C25C C24C C27C 119.9(4) . . ?
C24C C25C O4C 116.1(4) . . ?
C24C C25C C26C 121.2(4) . . ?
O4C C25C C26C 122.6(4) . . ?
C25C C26C C21C 119.8(4) . . ?
C25C C26C H26D 120.1 . . ?
C21C C26C H26D 120.1 . . ?
C24C C27C H27J 109.5 . . ?
C24C C27C H27K 109.5 . . ?
H27J C27C H27K 109.5 . . ?
C24C C27C H27L 109.5 . . ?
H27J C27C H27L 109.5 . . ?
H27K C27C H27L 109.5 . . ?
O4C C28C H28J 109.5 . . ?
O4C C28C H28K 109.5 . . ?
H28J C28C H28K 109.5 . . ?
O4C C28C H28L 109.5 . . ?
H28J C28C H28L 109.5 . . ?
H28K C28C H28L 109.5 . . ?
C12D O1D C10D 114.7(3) . . ?
C15D O2D C18D 116.9(3) . . ?
C22D O3D C20D 116.3(3) . . ?
C25D O4D C28D 118.1(3) . . ?
O1D C10D C20D 111.4(4) . . ?
O1D C10D H10I 109.3 . . ?
C20D C10D H10I 109.3 . . ?
O1D C10D H10J 109.3 . . ?
C20D C10D H10J 109.3 . . ?
H10I C10D H10J 108.0 . . ?
C12D C11D C16D 117.6(4) . . ?
C12D C11D C21D 121.9(4) . . ?
C16D C11D C21D 120.5(3) . . ?
C11D C12D O1D 120.7(4) . . ?
C11D C12D C13D 120.7(4) . . ?
O1D C12D C13D 118.2(4) . . ?
C14D C13D C12D 120.8(4) . . ?
C14D C13D H13E 119.6 . . ?
C12D C13D H13E 119.6 . . ?
C13D C14D C15D 117.5(4) . . ?
C13D C14D C17D 119.5(4) . . ?
C15D C14D C17D 123.0(5) . . ?
C16D C15D O2D 123.4(4) . . ?
C16D C15D C14D 122.5(4) . . ?
O2D C15D C14D 114.1(4) . . ?
C15D C16D C11D 121.0(4) . . ?
C15D C16D H16E 119.5 . . ?
C11D C16D H16E 119.5 . . ?
C14D C17D H17M 109.5 . . ?
C14D C17D H17N 109.5 . . ?
H17M C17D H17N 109.5 . . ?
C14D C17D H17O 109.5 . . ?
H17M C17D H17O 109.5 . . ?
H17N C17D H17O 109.5 . . ?
O2D C18D H18M 109.5 . . ?
O2D C18D H18N 109.5 . . ?
H18M C18D H18N 109.5 . . ?
O2D C18D H18O 109.5 . . ?
H18M C18D H18O 109.5 . . ?
H18N C18D H18O 109.5 . . ?
O3D C20D C10D 111.6(4) . . ?
O3D C20D H20I 109.3 . . ?
C10D C20D H20I 109.3 . . ?
O3D C20D H20J 109.3 . . ?
C10D C20D H20J 109.3 . . ?
H20I C20D H20J 108.0 . . ?
C26D C21D C22D 118.1(4) . . ?
C26D C21D C11D 119.0(3) . . ?
C22D C21D C11D 122.7(4) . . ?
C23D C22D O3D 118.8(4) . . ?
C23D C22D C21D 120.4(4) . . ?
O3D C22D C21D 120.6(4) . . ?
C24D C23D C22D 122.0(4) . . ?
C24D C23D H23E 119.0 . . ?
C22D C23D H23E 119.0 . . ?
C23D C24D C25D 118.5(4) . . ?
C23D C24D C27D 122.2(4) . . ?
C25D C24D C27D 119.2(4) . . ?
C26D C25D O4D 123.3(4) . . ?
C26D C25D C24D 120.5(4) . . ?
O4D C25D C24D 116.2(4) . . ?
C25D C26D C21D 120.4(4) . . ?
C25D C26D H26E 119.8 . . ?
C21D C26D H26E 119.8 . . ?
C24D C27D H27M 109.5 . . ?
C24D C27D H27N 109.5 . . ?
H27M C27D H27N 109.5 . . ?
C24D C27D H27O 109.5 . . ?
H27M C27D H27O 109.5 . . ?
H27N C27D H27O 109.5 . . ?
O4D C28D H28M 109.5 . . ?
O4D C28D H28N 109.5 . . ?
H28M C28D H28N 109.5 . . ?
O4D C28D H28O 109.5 . . ?
H28M C28D H28O 109.5 . . ?
H28N C28D H28O 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
C12 O1 C10 C20 -95.2(4) . . . . ?
C16 C11 C12 C13 0.7(5) . . . . ?
C21 C11 C12 C13 -177.3(3) . . . . ?
C16 C11 C12 O1 172.7(3) . . . . ?
C21 C11 C12 O1 -5.3(5) . . . . ?
C10 O1 C12 C13 -87.2(4) . . . . ?
C10 O1 C12 C11 100.7(4) . . . . ?
C11 C12 C13 C14 -0.4(5) . . . . ?
O1 C12 C13 C14 -172.6(3) . . . . ?
C12 C13 C14 C15 0.5(5) . . . . ?
C12 C13 C14 C17 -179.4(4) . . . . ?
C18 O2 C15 C16 0.9(4) . . . . ?
C18 O2 C15 C14 -177.0(3) . . . . ?
C13 C14 C15 O2 177.0(3) . . . . ?
C17 C14 C15 O2 -3.1(5) . . . . ?
C13 C14 C15 C16 -1.0(5) . . . . ?
C17 C14 C15 C16 178.9(3) . . . . ?
O2 C15 C16 C11 -176.4(3) . . . . ?
C14 C15 C16 C11 1.4(5) . . . . ?
C12 C11 C16 C15 -1.2(4) . . . . ?
C21 C11 C16 C15 176.8(3) . . . . ?
C22 O3 C20 C10 -96.5(4) . . . . ?
O1 C10 C20 O3 60.4(4) . . . . ?
C12 C11 C21 C26 132.5(3) . . . . ?
C16 C11 C21 C26 -45.5(4) . . . . ?
C12 C11 C21 C22 -51.8(4) . . . . ?
C16 C11 C21 C22 130.2(3) . . . . ?
C20 O3 C22 C23 -86.3(4) . . . . ?
C20 O3 C22 C21 98.8(4) . . . . ?
C26 C21 C22 C23 -2.0(5) . . . . ?
C11 C21 C22 C23 -177.7(3) . . . . ?
C26 C21 C22 O3 172.8(3) . . . . ?
C11 C21 C22 O3 -2.9(5) . . . . ?
O3 C22 C23 C24 -173.2(3) . . . . ?
C21 C22 C23 C24 1.7(5) . . . . ?
C22 C23 C24 C25 -0.1(5) . . . . ?
C22 C23 C24 C27 178.3(3) . . . . ?
C28 O4 C25 C24 -175.1(3) . . . . ?
C28 O4 C25 C26 1.9(5) . . . . ?
C23 C24 C25 O4 176.1(3) . . . . ?
C27 C24 C25 O4 -2.4(5) . . . . ?
C23 C24 C25 C26 -1.1(5) . . . . ?
C27 C24 C25 C26 -179.5(3) . . . . ?
C22 C21 C26 C25 0.9(5) . . . . ?
C11 C21 C26 C25 176.7(3) . . . . ?
O4 C25 C26 C21 -176.2(3) . . . . ?
C24 C25 C26 C21 0.7(5) . . . . ?
C12A O1A C10A C20A 95.1(4) . . . . ?
C16A C11A C12A C13A 0.0(5) . . . . ?
C21A C11A C12A C13A 173.9(3) . . . . ?
C16A C11A C12A O1A -172.9(3) . . . . ?
C21A C11A C12A O1A 0.9(5) . . . . ?
C10A O1A C12A C11A -96.6(4) . . . . ?
C10A O1A C12A C13A 90.2(4) . . . . ?
C11A C12A C13A C14A -0.9(5) . . . . ?
O1A C12A C13A C14A 172.3(3) . . . . ?
C12A C13A C14A C15A 2.3(5) . . . . ?
C12A C13A C14A C17A -177.1(3) . . . . ?
C18A O2A C15A C16A -2.8(5) . . . . ?
C18A O2A C15A C14A 173.1(3) . . . . ?
C13A C14A C15A O2A -179.0(3) . . . . ?
C17A C14A C15A O2A 0.5(5) . . . . ?
C13A C14A C15A C16A -2.9(5) . . . . ?
C17A C14A C15A C16A 176.6(3) . . . . ?
O2A C15A C16A C11A 177.9(3) . . . . ?
C14A C15A C16A C11A 2.1(5) . . . . ?
C12A C11A C16A C15A -0.6(5) . . . . ?
C21A C11A C16A C15A -174.6(3) . . . . ?
C22A O3A C20A C10A 94.0(4) . . . . ?
O1A C10A C20A O3A -59.3(4) . . . . ?
C12A C11A C21A C22A 53.1(4) . . . . ?
C16A C11A C21A C22A -133.2(4) . . . . ?
C12A C11A C21A C26A -129.2(4) . . . . ?
C16A C11A C21A C26A 44.5(4) . . . . ?
C20A O3A C22A C21A -99.8(4) . . . . ?
C20A O3A C22A C23A 83.2(4) . . . . ?
C26A C21A C22A O3A -172.4(3) . . . . ?
C11A C21A C22A O3A 5.3(5) . . . . ?
C26A C21A C22A C23A 4.7(5) . . . . ?
C11A C21A C22A C23A -177.6(3) . . . . ?
O3A C22A C23A C24A 173.2(3) . . . . ?
C21A C22A C23A C24A -3.9(5) . . . . ?
C22A C23A C24A C25A -0.7(5) . . . . ?
C22A C23A C24A C27A -179.4(3) . . . . ?
C28A O4A C25A C26A 0.4(5) . . . . ?
C28A O4A C25A C24A -179.7(3) . . . . ?
C23A C24A C25A O4A -175.6(3) . . . . ?
C27A C24A C25A O4A 3.2(4) . . . . ?
C23A C24A C25A C26A 4.3(5) . . . . ?
C27A C24A C25A C26A -176.9(3) . . . . ?
O4A C25A C26A C21A 176.5(3) . . . . ?
C24A C25A C26A C21A -3.4(5) . . . . ?
C22A C21A C26A C25A -1.1(5) . . . . ?
C11A C21A C26A C25A -178.9(3) . . . . ?
C12B O1B C10B C20B -96.5(4) . . . . ?
C16B C11B C12B C13B -0.7(5) . . . . ?
C21B C11B C12B C13B -178.5(3) . . . . ?
C16B C11B C12B O1B 171.8(3) . . . . ?
C21B C11B C12B O1B -5.9(5) . . . . ?
C10B O1B C12B C13B -86.0(4) . . . . ?
C10B O1B C12B C11B 101.3(4) . . . . ?
C11B C12B C13B C14B -0.4(5) . . . . ?
O1B C12B C13B C14B -173.1(3) . . . . ?
C12B C13B C14B C15B 1.4(5) . . . . ?
C12B C13B C14B C17B 179.6(3) . . . . ?
C18B O2B C15B C16B 1.1(5) . . . . ?
C18B O2B C15B C14B -176.3(3) . . . . ?
C13B C14B C15B C16B -1.2(5) . . . . ?
C17B C14B C15B C16B -179.4(3) . . . . ?
C13B C14B C15B O2B 176.3(3) . . . . ?
C17B C14B C15B O2B -1.9(5) . . . . ?
O2B C15B C16B C11B -177.1(3) . . . . ?
C14B C15B C16B C11B 0.1(5) . . . . ?
C12B C11B C16B C15B 0.9(5) . . . . ?
C21B C11B C16B C15B 178.7(3) . . . . ?
C22B O3B C20B C10B -96.8(4) . . . . ?
O1B C10B C20B O3B 61.3(4) . . . . ?
C12B C11B C21B C26B 131.1(4) . . . . ?
C16B C11B C21B C26B -46.6(4) . . . . ?
C12B C11B C21B C22B -51.2(5) . . . . ?
C16B C11B C21B C22B 131.1(4) . . . . ?
C20B O3B C22B C23B -87.5(4) . . . . ?
C20B O3B C22B C21B 99.3(4) . . . . ?
C26B C21B C22B C23B 0.2(5) . . . . ?
C11B C21B C22B C23B -177.5(3) . . . . ?
C26B C21B C22B O3B 173.5(3) . . . . ?
C11B C21B C22B O3B -4.3(5) . . . . ?
O3B C22B C23B C24B -172.8(3) . . . . ?
C21B C22B C23B C24B 0.4(6) . . . . ?
C22B C23B C24B C25B 0.5(5) . . . . ?
C22B C23B C24B C27B 178.8(4) . . . . ?
C28B O4B C25B C24B -176.9(3) . . . . ?
C28B O4B C25B C26B 2.7(5) . . . . ?
C23B C24B C25B O4B 177.5(3) . . . . ?
C27B C24B C25B O4B -0.8(5) . . . . ?
C23B C24B C25B C26B -2.1(5) . . . . ?
C27B C24B C25B C26B 179.6(3) . . . . ?
O4B C25B C26B C21B -176.8(3) . . . . ?
C24B C25B C26B C21B 2.7(5) . . . . ?
C22B C21B C26B C25B -1.8(5) . . . . ?
C11B C21B C26B C25B 176.1(3) . . . . ?
C12C O1C C10C C20C -94.9(3) . . . . ?
C16C C11C C12C C13C -2.2(5) . . . . ?
C21C C11C C12C C13C 179.0(3) . . . . ?
C16C C11C C12C O1C 170.3(3) . . . . ?
C21C C11C C12C O1C -8.5(5) . . . . ?
C10C O1C C12C C11C 102.3(4) . . . . ?
C10C O1C C12C C13C -85.0(4) . . . . ?
C11C C12C C13C C14C 1.6(5) . . . . ?
O1C C12C C13C C14C -171.0(3) . . . . ?
C12C C13C C14C C15C 1.1(5) . . . . ?
C12C C13C C14C C17C -178.5(3) . . . . ?
C13C C14C C15C C16C -3.2(5) . . . . ?
C17C C14C C15C C16C 176.3(3) . . . . ?
C13C C14C C15C O2C 176.3(3) . . . . ?
C17C C14C C15C O2C -4.1(5) . . . . ?
C18C O2C C15C C16C 0.1(4) . . . . ?
C18C O2C C15C C14C -179.4(3) . . . . ?
C14C C15C C16C C11C 2.7(5) . . . . ?
O2C C15C C16C C11C -176.9(3) . . . . ?
C12C C11C C16C C15C 0.2(5) . . . . ?
C21C C11C C16C C15C 179.0(3) . . . . ?
C22C O3C C20C C10C -96.7(3) . . . . ?
O1C C10C C20C O3C 59.8(4) . . . . ?
C12C C11C C21C C26C 131.4(3) . . . . ?
C16C C11C C21C C26C -47.3(5) . . . . ?
C12C C11C C21C C22C -50.6(5) . . . . ?
C16C C11C C21C C22C 130.6(3) . . . . ?
C20C O3C C22C C23C -87.4(4) . . . . ?
C20C O3C C22C C21C 97.7(4) . . . . ?
C26C C21C C22C C23C 1.2(5) . . . . ?
C11C C21C C22C C23C -176.8(3) . . . . ?
C26C C21C C22C O3C 176.0(3) . . . . ?
C11C C21C C22C O3C -1.9(5) . . . . ?
O3C C22C C23C C24C -174.2(3) . . . . ?
C21C C22C C23C C24C 0.7(5) . . . . ?
C22C C23C C24C C25C -0.8(5) . . . . ?
C22C C23C C24C C27C 176.4(3) . . . . ?
C23C C24C C25C O4C -179.2(3) . . . . ?
C27C C24C C25C O4C 3.5(5) . . . . ?
C23C C24C C25C C26C -0.9(5) . . . . ?
C27C C24C C25C C26C -178.2(4) . . . . ?
C28C O4C C25C C24C -176.3(3) . . . . ?
C28C O4C C25C C26C 5.4(5) . . . . ?
C24C C25C C26C C21C 2.7(5) . . . . ?
O4C C25C C26C C21C -179.1(3) . . . . ?
C22C C21C C26C C25C -2.8(5) . . . . ?
C11C C21C C26C C25C 175.3(3) . . . . ?
C12D O1D C10D C20D -94.0(5) . . . . ?
C16D C11D C12D O1D 172.1(3) . . . . ?
C21D C11D C12D O1D -4.9(5) . . . . ?
C16D C11D C12D C13D -0.9(5) . . . . ?
C21D C11D C12D C13D -177.9(4) . . . . ?
C10D O1D C12D C11D 99.1(4) . . . . ?
C10D O1D C12D C13D -87.8(5) . . . . ?
C11D C12D C13D C14D -0.2(6) . . . . ?
O1D C12D C13D C14D -173.4(3) . . . . ?
C12D C13D C14D C15D 1.4(6) . . . . ?
C12D C13D C14D C17D -179.7(4) . . . . ?
C18D O2D C15D C16D 3.4(5) . . . . ?
C18D O2D C15D C14D -175.9(3) . . . . ?
C13D C14D C15D C16D -1.5(6) . . . . ?
C17D C14D C15D C16D 179.6(4) . . . . ?
C13D C14D C15D O2D 177.9(3) . . . . ?
C17D C14D C15D O2D -1.0(5) . . . . ?
O2D C15D C16D C11D -178.9(3) . . . . ?
C14D C15D C16D C11D 0.4(6) . . . . ?
C12D C11D C16D C15D 0.8(5) . . . . ?
C21D C11D C16D C15D 177.9(3) . . . . ?
C22D O3D C20D C10D -93.5(5) . . . . ?
O1D C10D C20D O3D 58.8(5) . . . . ?
C12D C11D C21D C26D 132.0(4) . . . . ?
C16D C11D C21D C26D -44.9(5) . . . . ?
C12D C11D C21D C22D -52.9(5) . . . . ?
C16D C11D C21D C22D 130.2(4) . . . . ?
C20D O3D C22D C23D -87.6(5) . . . . ?
C20D O3D C22D C21D 97.1(4) . . . . ?
C26D C21D C22D C23D -2.5(5) . . . . ?
C11D C21D C22D C23D -177.7(4) . . . . ?
C26D C21D C22D O3D 172.8(3) . . . . ?
C11D C21D C22D O3D -2.4(5) . . . . ?
O3D C22D C23D C24D -173.6(3) . . . . ?
C21D C22D C23D C24D 1.7(6) . . . . ?
C22D C23D C24D C25D 1.5(6) . . . . ?
C22D C23D C24D C27D 177.9(4) . . . . ?
C28D O4D C25D C26D 0.6(5) . . . . ?
C28D O4D C25D C24D 179.6(3) . . . . ?
C23D C24D C25D C26D -4.0(5) . . . . ?
C27D C24D C25D C26D 179.5(4) . . . . ?
C23D C24D C25D O4D 176.9(3) . . . . ?
C27D C24D C25D O4D 0.4(5) . . . . ?
O4D C25D C26D C21D -177.7(3) . . . . ?
C24D C25D C26D C21D 3.3(5) . . . . ?
C22D C21D C26D C25D 0.0(5) . . . . ?
C11D C21D C26D C25D 175.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        66.99
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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_raj10j
_database_code_depnum_ccdc_archive 'CCDC 1830464'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 O4'
_chemical_formula_weight         342.42

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9041(3)
_cell_length_b                   11.8130(3)
_cell_length_c                   15.3920(4)
_cell_angle_alpha                67.7180(10)
_cell_angle_beta                 79.8630(10)
_cell_angle_gamma                89.1420(10)
_cell_volume                     1803.04(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5367
_cell_measurement_theta_min      3
_cell_measurement_theta_max      66

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7234
_exptl_absorpt_correction_T_max  0.9340
_exptl_absorpt_process_details   
;
 SADABS. Program for empirical absorption correction of
 area-detector data. University of Goetingen. Germany. 
 Sheldrick, G. M. 1996
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14914
_diffrn_reflns_av_R_equivalents  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0136
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         67.13
_reflns_number_total             5910
_reflns_number_gt                5574
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 v2.1-4 (Bruker, 2007)'
_computing_cell_refinement       'SAINT v7.23A (Bruker, 2005)'
_computing_data_reduction        'SADABS-2004/1 (Bruker, 2005)'
_computing_structure_solution    'XS/SHELXTL v6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)'
_computing_molecular_graphics    'XP v5.1 (Bruker, 1998)'
_computing_publication_material  'XCIF v6.12 (Bruker, 2001)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0455P)²+0.7370P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00138(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5910
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0868
_refine_ls_wR_factor_gt          0.0857
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.07959(7) 0.66036(7) 0.28572(6) 0.01986(19) Uani 1 1 d . . .
O2 O 0.15459(8) 1.11890(8) -0.00877(6) 0.0240(2) Uani 1 1 d . . .
O3 O 0.00556(7) 0.82924(7) 0.39459(6) 0.01993(19) Uani 1 1 d . . .
O4 O -0.44142(8) 0.72260(8) 0.31078(6) 0.0234(2) Uani 1 1 d . . .
C1 C 0.18861(11) 0.60093(11) 0.31965(9) 0.0219(3) Uani 1 1 d . . .
H1A H 0.2512 0.6018 0.2643 0.026 Uiso 1 1 calc R . .
H1B H 0.1646 0.5143 0.3616 0.026 Uiso 1 1 calc R . .
C2 C 0.24782(12) 0.66207(12) 0.37469(9) 0.0247(3) Uani 1 1 d . . .
H2A H 0.2361 0.7511 0.3471 0.030 Uiso 1 1 calc R . .
H2B H 0.3387 0.6509 0.3653 0.030 Uiso 1 1 calc R . .
C3 C 0.19570(12) 0.61359(12) 0.48230(9) 0.0258(3) Uani 1 1 d . . .
H3A H 0.2054 0.5241 0.5090 0.031 Uiso 1 1 calc R . .
H3B H 0.2478 0.6510 0.5120 0.031 Uiso 1 1 calc R . .
C4 C 0.05952(11) 0.63636(11) 0.51238(9) 0.0233(3) Uani 1 1 d . . .
H4A H 0.0072 0.6025 0.4805 0.028 Uiso 1 1 calc R . .
H4B H 0.0344 0.5907 0.5821 0.028 Uiso 1 1 calc R . .
C5 C 0.03229(11) 0.77017(11) 0.48932(9) 0.0222(3) Uani 1 1 d . . .
H5A H -0.0399 0.7755 0.5363 0.027 Uiso 1 1 calc R . .
H5B H 0.1052 0.8139 0.4952 0.027 Uiso 1 1 calc R . .
C11 C 0.00571(11) 0.85625(11) 0.20840(9) 0.0183(2) Uani 1 1 d . . .
C12 C 0.10048(11) 0.77433(11) 0.21226(8) 0.0182(2) Uani 1 1 d . . .
C13 C 0.20620(11) 0.80765(11) 0.14032(9) 0.0202(3) Uani 1 1 d . . .
H13A H 0.2690 0.7506 0.1421 0.024 Uiso 1 1 calc R . .
C14 C 0.22215(11) 0.92208(11) 0.06617(9) 0.0203(3) Uani 1 1 d . . .
C15 C 0.12869(11) 1.00526(11) 0.06420(8) 0.0197(3) Uani 1 1 d . . .
C16 C 0.02073(11) 0.97142(11) 0.13338(9) 0.0191(3) Uani 1 1 d . . .
H16A H -0.0437 1.0271 0.1297 0.023 Uiso 1 1 calc R . .
C17 C 0.33694(12) 0.95744(12) -0.01057(10) 0.0270(3) Uani 1 1 d . . .
H17A H 0.3914 0.8885 0.0009 0.040 Uiso 1 1 calc R . .
H17B H 0.3816 1.0282 -0.0097 0.040 Uiso 1 1 calc R . .
H17C H 0.3127 0.9787 -0.0730 0.040 Uiso 1 1 calc R . .
C18 C 0.06772(12) 1.20963(12) -0.00833(10) 0.0269(3) Uani 1 1 d . . .
H18A H 0.0980 1.2873 -0.0612 0.040 Uiso 1 1 calc R . .
H18B H 0.0584 1.2208 0.0524 0.040 Uiso 1 1 calc R . .
H18C H -0.0132 1.1834 -0.0159 0.040 Uiso 1 1 calc R . .
C21 C -0.11002(11) 0.81847(10) 0.28272(9) 0.0180(2) Uani 1 1 d . . .
C22 C -0.10634(11) 0.79653(10) 0.37778(9) 0.0179(2) Uani 1 1 d . . .
C23 C -0.21277(11) 0.74921(10) 0.44794(9) 0.0189(3) Uani 1 1 d . . .
H23A H -0.2090 0.7338 0.5126 0.023 Uiso 1 1 calc R . .
C24 C -0.32455(11) 0.72420(10) 0.42476(9) 0.0192(3) Uani 1 1 d . . .
C25 C -0.32869(11) 0.75077(11) 0.32861(9) 0.0187(3) Uani 1 1 d . . .
C26 C -0.22302(11) 0.79796(11) 0.25841(9) 0.0188(3) Uani 1 1 d . . .
H26A H -0.2275 0.8164 0.1934 0.023 Uiso 1 1 calc R . .
C27 C -0.43801(12) 0.66819(12) 0.50072(9) 0.0241(3) Uani 1 1 d . . .
H27A H -0.4155 0.6448 0.5639 0.036 Uiso 1 1 calc R . .
H27B H -0.4698 0.5954 0.4940 0.036 Uiso 1 1 calc R . .
H27C H -0.5026 0.7280 0.4938 0.036 Uiso 1 1 calc R . .
C28 C -0.44760(11) 0.74392(12) 0.21450(9) 0.0229(3) Uani 1 1 d . . .
H28A H -0.5303 0.7162 0.2113 0.034 Uiso 1 1 calc R . .
H28B H -0.3838 0.6985 0.1902 0.034 Uiso 1 1 calc R . .
H28C H -0.4329 0.8317 0.1756 0.034 Uiso 1 1 calc R . .
O1A O -0.35247(8) 0.68012(8) 0.70465(6) 0.02147(19) Uani 1 1 d . . .
O2A O -0.35428(8) 0.30532(8) 1.05545(6) 0.0254(2) Uani 1 1 d . . .
O3A O -0.24330(8) 0.83175(7) 0.77374(6) 0.0220(2) Uani 1 1 d . . .
O4A O 0.21007(8) 0.63682(8) 0.69970(6) 0.0240(2) Uani 1 1 d . . .
C1A C -0.45474(12) 0.76064(12) 0.70024(10) 0.0256(3) Uani 1 1 d . . .
H1AA H -0.4816 0.7673 0.7629 0.031 Uiso 1 1 calc R . .
H1AB H -0.5266 0.7273 0.6843 0.031 Uiso 1 1 calc R . .
C2A C -0.41024(13) 0.88677(12) 0.62344(10) 0.0301(3) Uani 1 1 d . . .
H2AA H -0.4479 0.8985 0.5668 0.036 Uiso 1 1 calc R . .
H2AB H -0.3186 0.8889 0.6038 0.036 Uiso 1 1 calc R . .
C3A C -0.44279(13) 0.99320(12) 0.65533(11) 0.0312(3) Uani 1 1 d . . .
H3AA H -0.5348 0.9945 0.6703 0.037 Uiso 1 1 calc R . .
H3AB H -0.4117 1.0709 0.6013 0.037 Uiso 1 1 calc R . .
C4A C -0.38898(12) 0.98856(12) 0.74348(11) 0.0295(3) Uani 1 1 d . . .
H4AA H -0.4008 1.0679 0.7508 0.035 Uiso 1 1 calc R . .
H4AB H -0.4369 0.9242 0.8014 0.035 Uiso 1 1 calc R . .
C5A C -0.25156(12) 0.96277(11) 0.73719(10) 0.0242(3) Uani 1 1 d . . .
H5AA H -0.2074 0.9997 0.6700 0.029 Uiso 1 1 calc R . .
H5AB H -0.2129 0.9982 0.7755 0.029 Uiso 1 1 calc R . .
C11A C -0.24296(11) 0.57531(11) 0.83135(9) 0.0193(3) Uani 1 1 d . . .
C12A C -0.35213(11) 0.59012(11) 0.79359(9) 0.0189(3) Uani 1 1 d . . .
C13A C -0.45729(11) 0.51150(11) 0.84345(9) 0.0199(3) Uani 1 1 d . . .
H13B H -0.5307 0.5234 0.8165 0.024 Uiso 1 1 calc R . .
C14A C -0.45811(11) 0.41657(11) 0.93103(9) 0.0200(3) Uani 1 1 d . . .
C15A C -0.34759(11) 0.40057(11) 0.96832(9) 0.0205(3) Uani 1 1 d . . .
C16A C -0.24231(11) 0.47803(11) 0.91906(9) 0.0201(3) Uani 1 1 d . . .
H16B H -0.1683 0.4649 0.9453 0.024 Uiso 1 1 calc R . .
C17A C -0.57216(11) 0.33307(11) 0.98546(9) 0.0229(3) Uani 1 1 d . . .
H17D H -0.6432 0.3637 0.9537 0.034 Uiso 1 1 calc R . .
H17E H -0.5910 0.3309 1.0507 0.034 Uiso 1 1 calc R . .
H17F H -0.5566 0.2503 0.9874 0.034 Uiso 1 1 calc R . .
C18A C -0.24827(13) 0.28928(15) 1.09982(10) 0.0369(4) Uani 1 1 d . . .
H18D H -0.2649 0.2190 1.1610 0.055 Uiso 1 1 calc R . .
H18E H -0.2304 0.3632 1.1109 0.055 Uiso 1 1 calc R . .
H18F H -0.1763 0.2745 1.0582 0.055 Uiso 1 1 calc R . .
C21A C -0.12843(11) 0.65793(11) 0.78218(8) 0.0191(3) Uani 1 1 d . . .
C22A C -0.13030(11) 0.78573(11) 0.75400(9) 0.0195(3) Uani 1 1 d . . .
C23A C -0.01982(11) 0.85836(11) 0.71024(9) 0.0202(3) Uani 1 1 d . . .
H23B H -0.0220 0.9446 0.6920 0.024 Uiso 1 1 calc R . .
C24A C 0.09344(11) 0.80789(11) 0.69263(9) 0.0203(3) Uani 1 1 d . . .
C25A C 0.09524(11) 0.68063(11) 0.72141(8) 0.0198(3) Uani 1 1 d . . .
C26A C -0.01397(11) 0.60722(11) 0.76614(8) 0.0199(3) Uani 1 1 d . . .
H26B H -0.0108 0.5208 0.7862 0.024 Uiso 1 1 calc R . .
C27A C 0.21031(12) 0.88904(12) 0.64096(10) 0.0255(3) Uani 1 1 d . . .
H27D H 0.2802 0.8383 0.6336 0.038 Uiso 0.50 1 calc PR . .
H27E H 0.2290 0.9363 0.6779 0.038 Uiso 0.50 1 calc PR . .
H27F H 0.1977 0.9453 0.5778 0.038 Uiso 0.50 1 calc PR . .
H27G H 0.1910 0.9750 0.6259 0.038 Uiso 0.50 1 calc PR . .
H27H H 0.2422 0.8770 0.5816 0.038 Uiso 0.50 1 calc PR . .
H27I H 0.2735 0.8679 0.6817 0.038 Uiso 0.50 1 calc PR . .
C28A C 0.21681(12) 0.50786(11) 0.72669(10) 0.0262(3) Uani 1 1 d . . .
H28D H 0.3006 0.4896 0.7020 0.039 Uiso 1 1 calc R . .
H28E H 0.1551 0.4776 0.7002 0.039 Uiso 1 1 calc R . .
H28F H 0.1993 0.4676 0.7965 0.039 Uiso 1 1 calc R . .


_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 C12 1.3809(14) . ?
O1 C1 1.4472(14) . ?
O2 C15 1.3783(14) . ?
O2 C18 1.4209(15) . ?
O3 C22 1.3806(14) . ?
O3 C5 1.4388(14) . ?
O4 C25 1.3775(14) . ?
O4 C28 1.4197(15) . ?
C1 C2 1.5253(19) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.5341(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.5271(17) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.5200(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C11 C12 1.3985(17) . ?
C11 C16 1.4000(17) . ?
C11 C21 1.4906(16) . ?
C12 C13 1.3942(17) . ?
C13 C14 1.3883(17) . ?
C13 H13A 0.9500 . ?
C14 C15 1.4011(18) . ?
C14 C17 1.5025(17) . ?
C15 C16 1.3891(17) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C22 1.3936(17) . ?
C21 C26 1.3990(17) . ?
C22 C23 1.3950(17) . ?
C23 C24 1.3942(17) . ?
C23 H23A 0.9500 . ?
C24 C25 1.4005(18) . ?
C24 C27 1.5047(17) . ?
C25 C26 1.3893(17) . ?
C26 H26A 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
O1A C12A 1.3793(14) . ?
O1A C1A 1.4488(15) . ?
O2A C15A 1.3761(15) . ?
O2A C18A 1.4183(17) . ?
O3A C22A 1.3710(15) . ?
O3A C5A 1.4400(15) . ?
O4A C25A 1.3826(15) . ?
O4A C28A 1.4234(15) . ?
C1A C2A 1.5286(18) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C2A C3A 1.5300(19) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A C4A 1.553(2) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A C5A 1.5182(18) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C11A C12A 1.3949(17) . ?
C11A C16A 1.4035(17) . ?
C11A C21A 1.4929(17) . ?
C12A C13A 1.3957(17) . ?
C13A C14A 1.3873(17) . ?
C13A H13B 0.9500 . ?
C14A C15A 1.4042(18) . ?
C14A C17A 1.5049(17) . ?
C15A C16A 1.3889(17) . ?
C16A H16B 0.9500 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C21A C26A 1.3996(17) . ?
C21A C22A 1.4048(17) . ?
C22A C23A 1.3957(17) . ?
C23A C24A 1.3917(17) . ?
C23A H23B 0.9500 . ?
C24A C25A 1.3978(17) . ?
C24A C27A 1.5090(17) . ?
C25A C26A 1.3906(17) . ?
C26A H26B 0.9500 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C27A H27G 0.9800 . ?
C27A H27H 0.9800 . ?
C27A H27I 0.9800 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 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
C12 O1 C1 116.49(9) . . ?
C15 O2 C18 116.83(9) . . ?
C22 O3 C5 117.71(9) . . ?
C25 O4 C28 116.94(9) . . ?
O1 C1 C2 113.02(10) . . ?
O1 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
O1 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 C3 114.87(10) . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.5 . . ?
C4 C3 C2 116.81(10) . . ?
C4 C3 H3A 108.1 . . ?
C2 C3 H3A 108.1 . . ?
C4 C3 H3B 108.1 . . ?
C2 C3 H3B 108.1 . . ?
H3A C3 H3B 107.3 . . ?
C5 C4 C3 114.85(10) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.5 . . ?
O3 C5 C4 112.13(10) . . ?
O3 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
O3 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C12 C11 C16 119.07(11) . . ?
C12 C11 C21 119.54(11) . . ?
C16 C11 C21 121.38(10) . . ?
O1 C12 C13 123.45(10) . . ?
O1 C12 C11 116.95(10) . . ?
C13 C12 C11 119.49(11) . . ?
C14 C13 C12 121.71(11) . . ?
C14 C13 H13A 119.1 . . ?
C12 C13 H13A 119.1 . . ?
C13 C14 C15 118.58(11) . . ?
C13 C14 C17 121.28(11) . . ?
C15 C14 C17 120.14(11) . . ?
O2 C15 C16 124.80(11) . . ?
O2 C15 C14 114.96(10) . . ?
C16 C15 C14 120.23(11) . . ?
C15 C16 C11 120.84(11) . . ?
C15 C16 H16A 119.6 . . ?
C11 C16 H16A 119.6 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C21 C26 119.07(11) . . ?
C22 C21 C11 120.89(11) . . ?
C26 C21 C11 119.95(11) . . ?
O3 C22 C21 115.48(10) . . ?
O3 C22 C23 124.37(11) . . ?
C21 C22 C23 120.10(11) . . ?
C24 C23 C22 121.13(11) . . ?
C24 C23 H23A 119.4 . . ?
C22 C23 H23A 119.4 . . ?
C23 C24 C25 118.39(11) . . ?
C23 C24 C27 121.28(11) . . ?
C25 C24 C27 120.33(11) . . ?
O4 C25 C26 123.81(11) . . ?
O4 C25 C24 115.42(10) . . ?
C26 C25 C24 120.73(11) . . ?
C25 C26 C21 120.49(11) . . ?
C25 C26 H26A 119.8 . . ?
C21 C26 H26A 119.8 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12A O1A C1A 114.80(9) . . ?
C15A O2A C18A 117.52(10) . . ?
C22A O3A C5A 118.16(9) . . ?
C25A O4A C28A 117.58(9) . . ?
O1A C1A C2A 108.43(10) . . ?
O1A C1A H1AA 110.0 . . ?
C2A C1A H1AA 110.0 . . ?
O1A C1A H1AB 110.0 . . ?
C2A C1A H1AB 110.0 . . ?
H1AA C1A H1AB 108.4 . . ?
C1A C2A C3A 114.01(12) . . ?
C1A C2A H2AA 108.8 . . ?
C3A C2A H2AA 108.8 . . ?
C1A C2A H2AB 108.8 . . ?
C3A C2A H2AB 108.8 . . ?
H2AA C2A H2AB 107.6 . . ?
C2A C3A C4A 114.96(11) . . ?
C2A C3A H3AA 108.5 . . ?
C4A C3A H3AA 108.5 . . ?
C2A C3A H3AB 108.5 . . ?
C4A C3A H3AB 108.5 . . ?
H3AA C3A H3AB 107.5 . . ?
C5A C4A C3A 113.87(11) . . ?
C5A C4A H4AA 108.8 . . ?
C3A C4A H4AA 108.8 . . ?
C5A C4A H4AB 108.8 . . ?
C3A C4A H4AB 108.8 . . ?
H4AA C4A H4AB 107.7 . . ?
O3A C5A C4A 107.45(10) . . ?
O3A C5A H5AA 110.2 . . ?
C4A C5A H5AA 110.2 . . ?
O3A C5A H5AB 110.2 . . ?
C4A C5A H5AB 110.2 . . ?
H5AA C5A H5AB 108.5 . . ?
C12A C11A C16A 117.85(11) . . ?
C12A C11A C21A 122.69(11) . . ?
C16A C11A C21A 119.47(11) . . ?
O1A C12A C11A 118.88(10) . . ?
O1A C12A C13A 120.76(11) . . ?
C11A C12A C13A 120.30(11) . . ?
C14A C13A C12A 122.19(11) . . ?
C14A C13A H13B 118.9 . . ?
C12A C13A H13B 118.9 . . ?
C13A C14A C15A 117.48(11) . . ?
C13A C14A C17A 122.15(11) . . ?
C15A C14A C17A 120.37(11) . . ?
O2A C15A C16A 124.44(11) . . ?
O2A C15A C14A 114.80(10) . . ?
C16A C15A C14A 120.76(11) . . ?
C15A C16A C11A 121.41(11) . . ?
C15A C16A H16B 119.3 . . ?
C11A C16A H16B 119.3 . . ?
C14A C17A H17D 109.5 . . ?
C14A C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C14A C17A H17F 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
O2A C18A H18D 109.5 . . ?
O2A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
O2A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C26A C21A C22A 118.29(11) . . ?
C26A C21A C11A 119.46(10) . . ?
C22A C21A C11A 122.21(11) . . ?
O3A C22A C23A 123.57(11) . . ?
O3A C22A C21A 116.64(10) . . ?
C23A C22A C21A 119.77(11) . . ?
C24A C23A C22A 121.82(11) . . ?
C24A C23A H23B 119.1 . . ?
C22A C23A H23B 119.1 . . ?
C23A C24A C25A 118.30(11) . . ?
C23A C24A C27A 120.69(11) . . ?
C25A C24A C27A 120.99(11) . . ?
O4A C25A C26A 124.28(11) . . ?
O4A C25A C24A 115.31(10) . . ?
C26A C25A C24A 120.39(11) . . ?
C25A C26A C21A 121.42(11) . . ?
C25A C26A H26B 119.3 . . ?
C21A C26A H26B 119.3 . . ?
C24A C27A H27D 109.5 . . ?
C24A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
C24A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C24A C27A H27G 109.5 . . ?
H27D C27A H27G 141.1 . . ?
H27E C27A H27G 56.3 . . ?
H27F C27A H27G 56.3 . . ?
C24A C27A H27H 109.5 . . ?
H27D C27A H27H 56.3 . . ?
H27E C27A H27H 141.1 . . ?
H27F C27A H27H 56.3 . . ?
H27G C27A H27H 109.5 . . ?
C24A C27A H27I 109.5 . . ?
H27D C27A H27I 56.3 . . ?
H27E C27A H27I 56.3 . . ?
H27F C27A H27I 141.1 . . ?
H27G C27A H27I 109.5 . . ?
H27H C27A H27I 109.5 . . ?
O4A C28A H28D 109.5 . . ?
O4A C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
O4A C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 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
C12 O1 C1 C2 70.73(13) . . . . ?
O1 C1 C2 C3 88.83(13) . . . . ?
C1 C2 C3 C4 -65.48(15) . . . . ?
C2 C3 C4 C5 -66.32(15) . . . . ?
C22 O3 C5 C4 70.84(13) . . . . ?
C3 C4 C5 O3 87.27(13) . . . . ?
C1 O1 C12 C13 33.68(16) . . . . ?
C1 O1 C12 C11 -150.23(10) . . . . ?
C16 C11 C12 O1 -177.85(10) . . . . ?
C21 C11 C12 O1 0.85(16) . . . . ?
C16 C11 C12 C13 -1.60(17) . . . . ?
C21 C11 C12 C13 177.10(11) . . . . ?
O1 C12 C13 C14 178.18(11) . . . . ?
C11 C12 C13 C14 2.18(18) . . . . ?
C12 C13 C14 C15 -0.23(18) . . . . ?
C12 C13 C14 C17 179.49(12) . . . . ?
C18 O2 C15 C16 4.61(17) . . . . ?
C18 O2 C15 C14 -174.35(10) . . . . ?
C13 C14 C15 O2 176.71(10) . . . . ?
C17 C14 C15 O2 -3.01(17) . . . . ?
C13 C14 C15 C16 -2.30(18) . . . . ?
C17 C14 C15 C16 177.97(12) . . . . ?
O2 C15 C16 C11 -176.02(11) . . . . ?
C14 C15 C16 C11 2.89(18) . . . . ?
C12 C11 C16 C15 -0.91(18) . . . . ?
C21 C11 C16 C15 -179.58(11) . . . . ?
C12 C11 C21 C22 66.00(15) . . . . ?
C16 C11 C21 C22 -115.33(13) . . . . ?
C12 C11 C21 C26 -110.42(13) . . . . ?
C16 C11 C21 C26 68.25(16) . . . . ?
C5 O3 C22 C21 -157.30(10) . . . . ?
C5 O3 C22 C23 25.32(16) . . . . ?
C26 C21 C22 O3 -174.47(10) . . . . ?
C11 C21 C22 O3 9.08(16) . . . . ?
C26 C21 C22 C23 3.04(17) . . . . ?
C11 C21 C22 C23 -173.41(10) . . . . ?
O3 C22 C23 C24 176.60(10) . . . . ?
C21 C22 C23 C24 -0.67(17) . . . . ?
C22 C23 C24 C25 -1.67(17) . . . . ?
C22 C23 C24 C27 177.38(11) . . . . ?
C28 O4 C25 C26 -0.05(17) . . . . ?
C28 O4 C25 C24 -177.64(10) . . . . ?
C23 C24 C25 O4 179.30(10) . . . . ?
C27 C24 C25 O4 0.24(16) . . . . ?
C23 C24 C25 C26 1.63(17) . . . . ?
C27 C24 C25 C26 -177.43(11) . . . . ?
O4 C25 C26 C21 -176.73(11) . . . . ?
C24 C25 C26 C21 0.74(18) . . . . ?
C22 C21 C26 C25 -3.08(17) . . . . ?
C11 C21 C26 C25 173.40(11) . . . . ?
C12A O1A C1A C2A 149.37(10) . . . . ?
O1A C1A C2A C3A -132.58(11) . . . . ?
C1A C2A C3A C4A 59.06(16) . . . . ?
C2A C3A C4A C5A 47.69(16) . . . . ?
C22A O3A C5A C4A 164.01(10) . . . . ?
C3A C4A C5A O3A -86.70(13) . . . . ?
C1A O1A C12A C11A -129.33(11) . . . . ?
C1A O1A C12A C13A 53.42(14) . . . . ?
C16A C11A C12A O1A -175.88(10) . . . . ?
C21A C11A C12A O1A 3.91(17) . . . . ?
C16A C11A C12A C13A 1.38(17) . . . . ?
C21A C11A C12A C13A -178.84(11) . . . . ?
O1A C12A C13A C14A 177.01(11) . . . . ?
C11A C12A C13A C14A -0.20(18) . . . . ?
C12A C13A C14A C15A -0.75(17) . . . . ?
C12A C13A C14A C17A 179.02(11) . . . . ?
C18A O2A C15A C16A 3.22(18) . . . . ?
C18A O2A C15A C14A -176.03(11) . . . . ?
C13A C14A C15A O2A 179.77(10) . . . . ?
C17A C14A C15A O2A -0.01(16) . . . . ?
C13A C14A C15A C16A 0.49(17) . . . . ?
C17A C14A C15A C16A -179.29(11) . . . . ?
O2A C15A C16A C11A -178.49(11) . . . . ?
C14A C15A C16A C11A 0.72(18) . . . . ?
C12A C11A C16A C15A -1.65(17) . . . . ?
C21A C11A C16A C15A 178.56(11) . . . . ?
C12A C11A C21A C26A -127.69(13) . . . . ?
C16A C11A C21A C26A 52.09(16) . . . . ?
C12A C11A C21A C22A 54.56(17) . . . . ?
C16A C11A C21A C22A -125.66(13) . . . . ?
C5A O3A C22A C23A 7.78(17) . . . . ?
C5A O3A C22A C21A -173.65(10) . . . . ?
C26A C21A C22A O3A -177.88(10) . . . . ?
C11A C21A C22A O3A -0.11(17) . . . . ?
C26A C21A C22A C23A 0.75(17) . . . . ?
C11A C21A C22A C23A 178.52(11) . . . . ?
O3A C22A C23A C24A 179.08(11) . . . . ?
C21A C22A C23A C24A 0.55(18) . . . . ?
C22A C23A C24A C25A -1.03(18) . . . . ?
C22A C23A C24A C27A 177.05(11) . . . . ?
C28A O4A C25A C26A -1.23(17) . . . . ?
C28A O4A C25A C24A -179.45(11) . . . . ?
C23A C24A C25A O4A 178.51(10) . . . . ?
C27A C24A C25A O4A 0.43(17) . . . . ?
C23A C24A C25A C26A 0.22(18) . . . . ?
C27A C24A C25A C26A -177.86(11) . . . . ?
O4A C25A C26A C21A -177.04(11) . . . . ?
C24A C25A C26A C21A 1.09(18) . . . . ?
C22A C21A C26A C25A -1.56(18) . . . . ?
C11A C21A C26A C25A -179.40(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.917
_diffrn_reflns_theta_full        67.13
_diffrn_measured_fraction_theta_full 0.917
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.034

# start Validation Reply Form
_vrf_PLAT029_raj10j              
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.917 Why?  
RESPONSE: because of the blind zone on the Bruker instrument for triclinic 
crystals
;
# end Validation Reply Form
