# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_lehjo1_0m
_database_code_depnum_ccdc_archive 'CCDC 1508942'
_audit_update_record             
;
2016-10-09 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA


_chemical_formula_moiety         'C16 H26 O4'
_chemical_formula_sum            'C16 H26 O4'
_chemical_formula_weight         282.37
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z

_cell_length_a                   5.3751(3)
_cell_length_b                   7.6377(4)
_cell_length_c                   38.647(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1586.59(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    123
_cell_measurement_reflns_used    6465
_cell_measurement_theta_min      3.1007
_cell_measurement_theta_max      25.3493

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'

_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_T_max  0.990

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           80 s per frame
dx                                  80 mm
2811 frames measured in 7 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  'MONTEL optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            14742
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         25.37
_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             2921
# number of observed reflections (> n sig(I))
_reflns_number_gt                2621
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2008a)'
_computing_cell_refinement       'SAINT (Bruker, 2008b)'
_computing_data_reduction        'SAINT (Bruker, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL97 (Sheldrick, 1997), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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)+(0.0227P)²+0.2403P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none

_chemical_absolute_configuration unk

_refine_ls_number_reflns         2921
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0311
_refine_ls_wR_factor_ref         0.0603
_refine_ls_wR_factor_gt          0.0585
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.126
_refine_diff_density_rms         0.029

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags

_atom_site_disorder_assembly
_atom_site_disorder_group

O1 O Uani -0.5684(2) 0.80922(12) 0.90724(3) 1.000 0.0315(3) d . . .
O2 O Uani -0.29810(17) 0.65622(10) 0.93979(2) 1.000 0.0178(3) d . . .
O3 O Uani -0.0801(2) 0.62695(10) 0.99305(2) 1.000 0.0195(3) d . . .
O4 O Uani 0.1086(2) 0.26735(11) 0.98724(2) 1.000 0.0187(3) d . . .
C1 C Uani -0.3845(3) 0.80893(16) 0.92437(4) 1.000 0.0199(4) d . . .
C2 C Uani -0.2145(3) 0.95101(16) 0.93396(4) 1.000 0.0205(4) d . . .
C3 C Uani -0.0399(3) 0.88830(15) 0.95455(3) 1.000 0.0169(4) d . . .
C4 C Uani -0.0847(3) 0.69885(15) 0.95929(3) 1.000 0.0156(4) d . . .
C5 C Uani 0.0983(3) 0.56329(15) 0.96739(3) 1.000 0.0150(4) d . . .
C6 C Uani 0.0639(3) 0.37338(14) 0.95702(3) 1.000 0.0155(4) d . . .
C7 C Uani 0.2512(3) 0.32047(16) 0.92960(3) 1.000 0.0165(4) d . . .
C8 C Uani 0.2071(3) 0.40021(17) 0.89413(3) 1.000 0.0190(4) d . . .
C9 C Uani 0.4193(3) 0.35700(17) 0.86958(3) 1.000 0.0226(4) d . . .
C10 C Uani 0.3881(3) 0.42503(18) 0.83276(4) 1.000 0.0242(5) d . . .
C11 C Uani 0.6111(3) 0.38088(19) 0.81019(3) 1.000 0.0251(4) d . . .
C12 C Uani 0.5888(3) 0.43518(18) 0.77258(3) 1.000 0.0247(4) d . . .
C13 C Uani 0.8173(3) 0.3863(2) 0.75150(4) 1.000 0.0249(5) d . . .
C14 C Uani 0.8078(3) 0.4345(2) 0.71336(4) 1.000 0.0252(5) d . . .
C15 C Uani 1.0402(3) 0.3841(2) 0.69392(4) 1.000 0.0298(5) d . . .
C16 C Uani 1.0379(3) 0.4324(2) 0.65576(4) 1.000 0.0414(6) d . . .
H1 H Uiso -0.044(4) 0.261(2) 0.9989(5) 1.000 0.054(6) d . . .
H2 H Uiso -0.22780 1.06920 0.92650 1.000 0.0250 c R . .
H3 H Uiso 0.09190 0.95370 0.96460 1.000 0.0200 c R . .
H5 H Uiso 0.27400 0.60380 0.97030 1.000 0.0180 c R . .
H6 H Uiso -0.10920 0.35400 0.94830 1.000 0.0190 c R . .
H7A H Uiso 0.24880 0.19140 0.92730 1.000 0.0200 c R . .
H7B H Uiso 0.41930 0.35460 0.93760 1.000 0.0200 c R . .
H8A H Uiso 0.19170 0.52890 0.89640 1.000 0.0230 c R . .
H8B H Uiso 0.04910 0.35470 0.88450 1.000 0.0230 c R . .
H9A H Uiso 0.43860 0.22820 0.86870 1.000 0.0270 c R . .
H9B H Uiso 0.57500 0.40600 0.87930 1.000 0.0270 c R . .
H10A H Uiso 0.23650 0.37310 0.82250 1.000 0.0290 c R . .
H10B H Uiso 0.36570 0.55370 0.83340 1.000 0.0290 c R . .
H11A H Uiso 0.76010 0.43800 0.82020 1.000 0.0300 c R . .
H11B H Uiso 0.63870 0.25280 0.81110 1.000 0.0300 c R . .
H12A H Uiso 0.56380 0.56340 0.77140 1.000 0.0300 c R . .
H12B H Uiso 0.44070 0.37820 0.76230 1.000 0.0300 c R . .
H13A H Uiso 0.96400 0.44410 0.76200 1.000 0.0300 c R . .
H13B H Uiso 0.84290 0.25830 0.75340 1.000 0.0300 c R . .
H14A H Uiso 0.66320 0.37560 0.70260 1.000 0.0300 c R . .
H14B H Uiso 0.78240 0.56250 0.71120 1.000 0.0300 c R . .
H15A H Uiso 1.06410 0.25600 0.69600 1.000 0.0360 c R . .
H15B H Uiso 1.18450 0.44170 0.70500 1.000 0.0360 c R . .
H16A H Uiso 1.19570 0.39740 0.64510 1.000 0.0620 c R . .
H16B H Uiso 1.01600 0.55920 0.65330 1.000 0.0620 c R . .
H16C H Uiso 0.90030 0.37180 0.64420 1.000 0.0620 c R . .


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.1897(19) . . yes
O2 C1 1.3897(15) . . yes
O2 C4 1.4106(17) . . yes
O3 C4 1.4158(14) . . yes
O3 C5 1.4627(17) . . yes
O4 C6 1.4414(14) . . yes
O4 H1 0.94(2) . . no
C1 C2 1.466(2) . . no
C2 C3 1.320(2) . . no
C3 C4 1.4783(16) . . no
C4 C5 1.462(2) . . no
C5 C6 1.5161(16) . . no
C6 C7 1.517(2) . . no
C7 C8 1.5186(17) . . no
C8 C9 1.520(2) . . no
C9 C10 1.5241(19) . . no
C10 C11 1.520(2) . . no
C11 C12 1.5163(17) . . no
C12 C13 1.520(2) . . no
C13 C14 1.520(2) . . no
C14 C15 1.508(2) . . no
C15 C16 1.520(2) . . no
C2 H2 0.9500 . . no
C3 H3 0.9500 . . no
C5 H5 1.0000 . . no
C6 H6 1.0000 . . no
C7 H7A 0.9900 . . no
C7 H7B 0.9900 . . no
C8 H8A 0.9900 . . no
C8 H8B 0.9900 . . no
C9 H9A 0.9900 . . no
C9 H9B 0.9900 . . no
C10 H10A 0.9900 . . no
C10 H10B 0.9900 . . no
C11 H11A 0.9900 . . no
C11 H11B 0.9900 . . no
C12 H12A 0.9900 . . no
C12 H12B 0.9900 . . no
C13 H13A 0.9900 . . no
C13 H13B 0.9900 . . no
C14 H14A 0.9900 . . no
C14 H14B 0.9900 . . no
C15 H15A 0.9900 . . no
C15 H15B 0.9900 . . no
C16 H16A 0.9800 . . no
C16 H16B 0.9800 . . no
C16 H16C 0.9800 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 C4 107.89(9) . . . yes
C4 O3 C5 61.03(8) . . . yes
C6 O4 H1 105.8(11) . . . no
O1 C1 O2 121.19(12) . . . yes
O2 C1 C2 107.73(12) . . . yes
O1 C1 C2 131.08(12) . . . yes
C1 C2 C3 109.08(11) . . . no
C2 C3 C4 108.30(12) . . . no
O2 C4 C3 106.99(11) . . . yes
O2 C4 C5 119.87(10) . . . yes
O2 C4 O3 114.65(11) . . . yes
O3 C4 C5 61.07(8) . . . yes
C3 C4 C5 127.60(14) . . . no
O3 C4 C3 119.41(10) . . . yes
O3 C5 C6 114.66(11) . . . yes
C4 C5 C6 122.61(13) . . . no
O3 C5 C4 57.91(8) . . . yes
O4 C6 C5 107.64(9) . . . yes
O4 C6 C7 107.81(11) . . . yes
C5 C6 C7 111.02(11) . . . no
C6 C7 C8 114.85(12) . . . no
C7 C8 C9 111.06(12) . . . no
C8 C9 C10 115.23(12) . . . no
C9 C10 C11 111.92(12) . . . no
C10 C11 C12 115.28(13) . . . no
C11 C12 C13 112.50(13) . . . no
C12 C13 C14 115.66(13) . . . no
C13 C14 C15 113.17(13) . . . no
C14 C15 C16 114.50(13) . . . no
C1 C2 H2 125.00 . . . no
C3 C2 H2 126.00 . . . no
C2 C3 H3 126.00 . . . no
C4 C3 H3 126.00 . . . no
O3 C5 H5 116.00 . . . no
C4 C5 H5 116.00 . . . no
C6 C5 H5 116.00 . . . no
O4 C6 H6 110.00 . . . no
C5 C6 H6 110.00 . . . no
C7 C6 H6 110.00 . . . no
C6 C7 H7A 109.00 . . . no
C6 C7 H7B 109.00 . . . no
C8 C7 H7A 108.00 . . . no
C8 C7 H7B 109.00 . . . no
H7A C7 H7B 108.00 . . . no
C7 C8 H8A 109.00 . . . no
C7 C8 H8B 109.00 . . . no
C9 C8 H8A 109.00 . . . no
C9 C8 H8B 109.00 . . . no
H8A C8 H8B 108.00 . . . no
C8 C9 H9A 108.00 . . . no
C8 C9 H9B 108.00 . . . no
C10 C9 H9A 109.00 . . . no
C10 C9 H9B 109.00 . . . no
H9A C9 H9B 107.00 . . . no
C9 C10 H10A 109.00 . . . no
C9 C10 H10B 109.00 . . . no
C11 C10 H10A 109.00 . . . no
C11 C10 H10B 109.00 . . . no
H10A C10 H10B 108.00 . . . no
C10 C11 H11A 108.00 . . . no
C10 C11 H11B 108.00 . . . no
C12 C11 H11A 109.00 . . . no
C12 C11 H11B 108.00 . . . no
H11A C11 H11B 107.00 . . . no
C11 C12 H12A 109.00 . . . no
C11 C12 H12B 109.00 . . . no
C13 C12 H12A 109.00 . . . no
C13 C12 H12B 109.00 . . . no
H12A C12 H12B 108.00 . . . no
C12 C13 H13A 108.00 . . . no
C12 C13 H13B 108.00 . . . no
C14 C13 H13A 108.00 . . . no
C14 C13 H13B 108.00 . . . no
H13A C13 H13B 107.00 . . . no
C13 C14 H14A 109.00 . . . no
C13 C14 H14B 109.00 . . . no
C15 C14 H14A 109.00 . . . no
C15 C14 H14B 109.00 . . . no
H14A C14 H14B 108.00 . . . no
C14 C15 H15A 109.00 . . . no
C14 C15 H15B 109.00 . . . no
C16 C15 H15A 109.00 . . . no
C16 C15 H15B 109.00 . . . no
H15A C15 H15B 108.00 . . . no
C15 C16 H16A 110.00 . . . no
C15 C16 H16B 110.00 . . . no
C15 C16 H16C 109.00 . . . no
H16A C16 H16B 109.00 . . . no
H16A C16 H16C 109.00 . . . no
H16B C16 H16C 109.00 . . . no

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
C4 O2 C1 O1 -177.72(14) . . . . no
C4 O2 C1 C2 1.47(15) . . . . no
C1 O2 C4 O3 133.78(11) . . . . no
C1 O2 C4 C3 -1.05(14) . . . . no
C1 O2 C4 C5 -156.72(12) . . . . no
C5 O3 C4 O2 111.87(11) . . . . no
C5 O3 C4 C3 -119.25(16) . . . . no
C4 O3 C5 C6 -114.33(13) . . . . no
O1 C1 C2 C3 177.70(17) . . . . no
O2 C1 C2 C3 -1.38(17) . . . . no
C1 C2 C3 C4 0.70(17) . . . . no
C2 C3 C4 O2 0.20(15) . . . . no
C2 C3 C4 O3 -132.08(14) . . . . no
C2 C3 C4 C5 153.39(13) . . . . no
O2 C4 C5 O3 -103.42(13) . . . . no
O2 C4 C5 C6 -2.84(18) . . . . no
O3 C4 C5 C6 100.58(13) . . . . no
C3 C4 C5 O3 106.41(13) . . . . no
C3 C4 C5 C6 -153.02(12) . . . . no
O3 C5 C6 O4 -63.99(15) . . . . no
O3 C5 C6 C7 178.24(10) . . . . no
C4 C5 C6 O4 -130.39(13) . . . . no
C4 C5 C6 C7 111.83(14) . . . . no
O4 C6 C7 C8 171.40(11) . . . . no
C5 C6 C7 C8 -70.93(15) . . . . no
C6 C7 C8 C9 173.44(11) . . . . no
C7 C8 C9 C10 177.67(11) . . . . no
C8 C9 C10 C11 178.37(12) . . . . no
C9 C10 C11 C12 176.76(12) . . . . no
C10 C11 C12 C13 -179.70(12) . . . . no
C11 C12 C13 C14 179.28(12) . . . . no
C12 C13 C14 C15 179.53(13) . . . . no
C13 C14 C15 C16 -179.34(13) . . . . no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
O4 H1 O4 0.94(2) 1.96(2) 2.8751(15) 166.8(18) 3_457 yes
C3 H3 O4 0.9500 2.5500 3.2580(15) 131.00 1_565 yes
C3 H3 O3 0.9500 2.4800 3.1973(17) 132.00 3_567 yes
C6 H6 O2 1.0000 2.5400 2.9826(16) 106.00 . yes
C8 H8A O1 0.9900 2.5300 3.3870(16) 144.00 1_655 yes


#===END
####################################################################### 
# 
# 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_lehjo3_0m-auto
_database_code_depnum_ccdc_archive 'CCDC 1508943'
_audit_update_record             
;
2016-10-09 deposited with the CCDC.
2016-11-09 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_formula_moiety         'C16 H26 O4'
_chemical_formula_sum            'C16 H26 O4'
_chemical_formula_weight         282.374

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   5.3710(12)
_cell_length_b                   10.283(2)
_cell_length_c                   29.398(7)
_cell_angle_alpha                87.277(8)
_cell_angle_beta                 84.938(8)
_cell_angle_gamma                89.485(8)
_cell_volume                     1615.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9922
_cell_measurement_theta_min      2.3690
_cell_measurement_theta_max      26.7780

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'

_exptl_crystal_size_max          0.816
_exptl_crystal_size_mid          0.349
_exptl_crystal_size_min          0.028
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5, Bruker, 2014'
_exptl_absorpt_correction_T_min  0.6380
_exptl_absorpt_correction_T_max  0.7454

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           10 s per frame
dx                                  60 mm
6269 frames measured in 21 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
shutterless mode
;
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_radiation_monochromator  'HELIOS optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker Photon CMOS '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CMOS plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            91055
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             6584
# number of observed reflections (> n sig(I))
_reflns_number_gt                5571
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX III Control Software (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2015)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2014)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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     
'W=1/[Σ²(FO²)+(0.0317P)²+0.9794P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed


_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         6584
_refine_ls_number_parameters     369
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1137
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.052

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O5 O 0.7544(2) -0.49775(10) 0.54803(4) 0.0244(3) Uani 1 1 d . . . . .
O6 O 0.65246(19) -0.37652(10) 0.60820(4) 0.0187(2) Uani 1 1 d . . . . .
O7 O 0.3673(2) -0.32596(10) 0.66977(4) 0.0247(3) Uani 1 1 d . . . . .
O8 O 0.7679(2) -0.12501(11) 0.61789(4) 0.0242(3) Uani 1 1 d . . . . .
H8 H 0.777(4) -0.048(2) 0.6171(7) 0.036 Uiso 1 1 d . U . . .
C17 C 0.6028(3) -0.43028(13) 0.56821(5) 0.0180(3) Uani 1 1 d . . . . .
C18 C 0.3516(3) -0.38948(14) 0.55733(5) 0.0206(3) Uani 1 1 d . . . . .
H18 H 0.2713 -0.4130 0.5314 0.025 Uiso 1 1 calc R U . . .
C19 C 0.2562(3) -0.31446(14) 0.58974(5) 0.0206(3) Uani 1 1 d . . . . .
H19 H 0.0926 -0.2781 0.5915 0.025 Uiso 1 1 calc R U . . .
C20 C 0.4447(3) -0.29558(14) 0.62306(5) 0.0186(3) Uani 1 1 d . . . . .
C21 C 0.5232(3) -0.15687(14) 0.63382(5) 0.0181(3) Uani 1 1 d . . . . .
H21 H 0.4007 -0.0893 0.6243 0.022 Uiso 1 1 calc R U . . .
C22 C 0.4695(3) -0.20372(15) 0.68440(5) 0.0218(3) Uani 1 1 d . . . . .
H22 H 0.6273 -0.2191 0.6996 0.026 Uiso 1 1 calc R U . . .
C23 C 0.2762(3) -0.13464(16) 0.71472(6) 0.0260(4) Uani 1 1 d . . . . .
H23A H 0.2127 -0.1961 0.7399 0.031 Uiso 1 1 calc R U . . .
H23B H 0.1340 -0.1103 0.6967 0.031 Uiso 1 1 calc R U . . .
C24 C 0.3685(3) -0.01241(16) 0.73535(6) 0.0250(4) Uani 1 1 d . . . . .
H24A H 0.5198 -0.0339 0.7512 0.030 Uiso 1 1 calc R U . . .
H24B H 0.4147 0.0539 0.7106 0.030 Uiso 1 1 calc R U . . .
C25 C 0.1686(3) 0.04329(17) 0.76910(6) 0.0284(4) Uani 1 1 d . . . . .
H25A H 0.0198 0.0655 0.7526 0.034 Uiso 1 1 calc R U . . .
H25B H 0.1187 -0.0254 0.7928 0.034 Uiso 1 1 calc R U . . .
C26 C 0.2444(3) 0.16335(17) 0.79281(6) 0.0290(4) Uani 1 1 d . . . . .
H26A H 0.3992 0.1439 0.8078 0.035 Uiso 1 1 calc R U . . .
H26B H 0.2811 0.2352 0.7696 0.035 Uiso 1 1 calc R U . . .
C27 C 0.0420(3) 0.20738(18) 0.82838(6) 0.0306(4) Uani 1 1 d . . . . .
H27A H 0.0048 0.1347 0.8512 0.037 Uiso 1 1 calc R U . . .
H27B H -0.1122 0.2264 0.8131 0.037 Uiso 1 1 calc R U . . .
C28 C 0.1083(3) 0.32704(18) 0.85341(6) 0.0311(4) Uani 1 1 d . . . . .
H28A H 0.2614 0.3083 0.8690 0.037 Uiso 1 1 calc R U . . .
H28B H 0.1453 0.4002 0.8308 0.037 Uiso 1 1 calc R U . . .
C29 C -0.0992(3) 0.36818(18) 0.88848(6) 0.0320(4) Uani 1 1 d . . . . .
H29A H -0.2538 0.3834 0.8730 0.038 Uiso 1 1 calc R U . . .
H29B H -0.1320 0.2959 0.9116 0.038 Uiso 1 1 calc R U . . .
C30 C -0.0412(3) 0.49013(17) 0.91272(6) 0.0306(4) Uani 1 1 d . . . . .
H30A H 0.1114 0.4744 0.9288 0.037 Uiso 1 1 calc R U . . .
H30B H -0.0054 0.5622 0.8896 0.037 Uiso 1 1 calc R U . . .
C31 C -0.2515(4) 0.53162(19) 0.94697(7) 0.0376(4) Uani 1 1 d . . . . .
H31A H -0.2849 0.4603 0.9705 0.045 Uiso 1 1 calc R U . . .
H31B H -0.4049 0.5456 0.9310 0.045 Uiso 1 1 calc R U . . .
C32 C -0.1953(4) 0.6552(2) 0.97054(7) 0.0440(5) Uani 1 1 d . . . . .
H32A H -0.1646 0.7268 0.9476 0.066 Uiso 1 1 calc R U . . .
H32B H -0.0468 0.6413 0.9873 0.066 Uiso 1 1 calc R U . . .
H32C H -0.3382 0.6771 0.9919 0.066 Uiso 1 1 calc R U . . .
O1 O 1.2568(2) -0.06239(11) 0.52231(4) 0.0293(3) Uani 1 1 d . . . . .
O2 O 1.1639(2) 0.07521(10) 0.57842(4) 0.0212(2) Uani 1 1 d . . . . .
O3 O 1.28504(19) 0.26414(10) 0.61171(4) 0.0228(3) Uani 1 1 d . . . . .
O4 O 0.7202(2) 0.14331(10) 0.62486(4) 0.0227(3) Uani 1 1 d . . . . .
H4 H 0.578(4) 0.1717(19) 0.6205(7) 0.034 Uiso 1 1 d . U . . .
C1 C 1.2170(3) 0.04706(15) 0.53307(6) 0.0227(3) Uani 1 1 d . . . . .
C2 C 1.2110(3) 0.17021(15) 0.50537(6) 0.0243(4) Uani 1 1 d . . . . .
H2 H 1.2406 0.1793 0.4730 0.029 Uiso 1 1 calc R U . . .
C3 C 1.1575(3) 0.26573(15) 0.53308(6) 0.0217(3) Uani 1 1 d . . . . .
H3 H 1.1438 0.3551 0.5238 0.026 Uiso 1 1 calc R U . . .
C4 C 1.1219(3) 0.21208(14) 0.58105(5) 0.0194(3) Uani 1 1 d . . . . .
C5 C 0.8935(3) 0.24309(14) 0.61434(5) 0.0190(3) Uani 1 1 d . . . . .
H5 H 0.8105 0.3264 0.6050 0.023 Uiso 1 1 calc R U . . .
C6 C 1.0824(3) 0.26452(15) 0.64937(6) 0.0210(3) Uani 1 1 d . . . . .
H6 H 1.0938 0.1870 0.6710 0.025 Uiso 1 1 calc R U . . .
C7 C 1.0802(3) 0.38889(16) 0.67383(6) 0.0245(4) Uani 1 1 d . . . . .
H7A H 1.0771 0.4630 0.6511 0.029 Uiso 1 1 calc R U . . .
H7B H 1.2365 0.3946 0.6891 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8579(3) 0.40096(16) 0.70939(6) 0.0249(4) Uani 1 1 d . . . . .
H8A H 0.7013 0.4069 0.6940 0.030 Uiso 1 1 calc R U . . .
H8B H 0.8486 0.3226 0.7304 0.030 Uiso 1 1 calc R U . . .
C9 C 0.8848(3) 0.52138(17) 0.73648(6) 0.0267(4) Uani 1 1 d . . . . .
H9A H 1.0380 0.5116 0.7528 0.032 Uiso 1 1 calc R U . . .
H9B H 0.9088 0.5975 0.7147 0.032 Uiso 1 1 calc R U . . .
C10 C 0.6677(3) 0.55018(17) 0.77112(6) 0.0273(4) Uani 1 1 d . . . . .
H10A H 0.6379 0.4739 0.7927 0.033 Uiso 1 1 calc R U . . .
H10B H 0.5147 0.5657 0.7551 0.033 Uiso 1 1 calc R U . . .
C11 C 0.7201(3) 0.66909(17) 0.79767(6) 0.0275(4) Uani 1 1 d . . . . .
H11A H 0.8725 0.6516 0.8137 0.033 Uiso 1 1 calc R U . . .
H11B H 0.7566 0.7435 0.7756 0.033 Uiso 1 1 calc R U . . .
C12 C 0.5119(3) 0.70885(18) 0.83257(6) 0.0310(4) Uani 1 1 d . . . . .
H12A H 0.4772 0.6360 0.8554 0.037 Uiso 1 1 calc R U . . .
H12B H 0.3581 0.7261 0.8170 0.037 Uiso 1 1 calc R U . . .
C13 C 0.5771(3) 0.82950(18) 0.85697(6) 0.0320(4) Uani 1 1 d . . . . .
H13A H 0.7348 0.8128 0.8713 0.038 Uiso 1 1 calc R U . . .
H13B H 0.6072 0.9024 0.8340 0.038 Uiso 1 1 calc R U . . .
C14 C 0.3789(4) 0.8710(2) 0.89334(6) 0.0371(4) Uani 1 1 d . . . . .
H14A H 0.3484 0.7984 0.9165 0.044 Uiso 1 1 calc R U . . .
H14B H 0.2210 0.8884 0.8791 0.044 Uiso 1 1 calc R U . . .
C15 C 0.4490(4) 0.9911(2) 0.91712(7) 0.0458(5) Uani 1 1 d . . . . .
H15A H 0.4761 1.0643 0.8941 0.055 Uiso 1 1 calc R U . . .
H15B H 0.6084 0.9744 0.9310 0.055 Uiso 1 1 calc R U . . .
C16 C 0.2512(5) 1.0303(3) 0.95407(9) 0.0660(7) Uani 1 1 d . . . . .
H16A H 0.0942 1.0497 0.9404 0.099 Uiso 1 1 calc R U . . .
H16B H 0.3066 1.1077 0.9685 0.099 Uiso 1 1 calc R U . . .
H16C H 0.2249 0.9587 0.9772 0.099 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O5 C17 1.2000(19) . ?
O6 C17 1.3703(18) . ?
O6 C20 1.4355(18) . ?
O7 C20 1.4203(19) . ?
O7 C22 1.4735(18) . ?
O8 C21 1.3923(19) . ?
O8 H8 0.80(2) . ?
C17 C18 1.467(2) . ?
C18 C19 1.320(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.490(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.546(2) . ?
C21 C22 1.544(2) . ?
C21 H21 1.0000 . ?
C22 C23 1.504(2) . ?
C22 H22 1.0000 . ?
C23 C24 1.526(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.523(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.522(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.522(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.524(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.521(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.519(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.518(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.521(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
O1 C1 1.1958(19) . ?
O2 C1 1.382(2) . ?
O2 C4 1.4280(18) . ?
O3 C4 1.4355(19) . ?
O3 C6 1.4824(19) . ?
O4 C5 1.3969(18) . ?
O4 H4 0.83(2) . ?
C1 C2 1.474(2) . ?
C2 C3 1.319(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.487(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.541(2) . ?
C5 C6 1.532(2) . ?
C5 H5 1.0000 . ?
C6 C7 1.496(2) . ?
C6 H6 1.0000 . ?
C7 C8 1.524(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.519(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.516(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.523(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.516(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.521(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.514(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.514(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.517(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
C17 O6 C20 108.53(11) . . ?
C20 O7 C22 92.46(11) . . ?
C21 O8 H8 106.8(15) . . ?
O5 C17 O6 120.93(14) . . ?
O5 C17 C18 130.44(15) . . ?
O6 C17 C18 108.63(13) . . ?
C19 C18 C17 108.26(14) . . ?
C19 C18 H18 125.9 . . ?
C17 C18 H18 125.9 . . ?
C18 C19 C20 109.50(14) . . ?
C18 C19 H19 125.3 . . ?
C20 C19 H19 125.3 . . ?
O7 C20 O6 110.09(12) . . ?
O7 C20 C19 116.53(13) . . ?
O6 C20 C19 104.88(12) . . ?
O7 C20 C21 91.70(11) . . ?
O6 C20 C21 113.11(12) . . ?
C19 C20 C21 120.29(13) . . ?
O8 C21 C22 118.38(13) . . ?
O8 C21 C20 114.25(12) . . ?
C22 C21 C20 85.11(11) . . ?
O8 C21 H21 112.2 . . ?
C22 C21 H21 112.2 . . ?
C20 C21 H21 112.2 . . ?
O7 C22 C23 110.33(13) . . ?
O7 C22 C21 89.76(11) . . ?
C23 C22 C21 119.88(14) . . ?
O7 C22 H22 111.6 . . ?
C23 C22 H22 111.6 . . ?
C21 C22 H22 111.6 . . ?
C22 C23 C24 114.92(14) . . ?
C22 C23 H23A 108.5 . . ?
C24 C23 H23A 108.5 . . ?
C22 C23 H23B 108.5 . . ?
C24 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C25 C24 C23 111.21(14) . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C26 C25 C24 115.52(14) . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
C24 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
C27 C26 C25 112.38(14) . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.9 . . ?
C26 C27 C28 114.67(15) . . ?
C26 C27 H27A 108.6 . . ?
C28 C27 H27A 108.6 . . ?
C26 C27 H27B 108.6 . . ?
C28 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C29 C28 C27 113.02(15) . . ?
C29 C28 H28A 109.0 . . ?
C27 C28 H28A 109.0 . . ?
C29 C28 H28B 109.0 . . ?
C27 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
C30 C29 C28 114.00(15) . . ?
C30 C29 H29A 108.8 . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C28 C29 H29B 108.8 . . ?
H29A C29 H29B 107.6 . . ?
C31 C30 C29 113.51(15) . . ?
C31 C30 H30A 108.9 . . ?
C29 C30 H30A 108.9 . . ?
C31 C30 H30B 108.9 . . ?
C29 C30 H30B 108.9 . . ?
H30A C30 H30B 107.7 . . ?
C30 C31 C32 113.48(17) . . ?
C30 C31 H31A 108.9 . . ?
C32 C31 H31A 108.9 . . ?
C30 C31 H31B 108.9 . . ?
C32 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C1 O2 C4 108.69(12) . . ?
C4 O3 C6 91.85(11) . . ?
C5 O4 H4 108.9(14) . . ?
O1 C1 O2 120.86(15) . . ?
O1 C1 C2 131.22(16) . . ?
O2 C1 C2 107.93(13) . . ?
C3 C2 C1 108.46(15) . . ?
C3 C2 H2 125.8 . . ?
C1 C2 H2 125.8 . . ?
C2 C3 C4 109.55(14) . . ?
C2 C3 H3 125.2 . . ?
C4 C3 H3 125.2 . . ?
O2 C4 O3 109.55(12) . . ?
O2 C4 C3 105.37(12) . . ?
O3 C4 C3 115.22(12) . . ?
O2 C4 C5 111.98(12) . . ?
O3 C4 C5 90.22(11) . . ?
C3 C4 C5 123.69(13) . . ?
O4 C5 C6 116.87(13) . . ?
O4 C5 C4 116.75(12) . . ?
C6 C5 C4 86.03(11) . . ?
O4 C5 H5 111.6 . . ?
C6 C5 H5 111.6 . . ?
C4 C5 H5 111.6 . . ?
O3 C6 C7 111.11(12) . . ?
O3 C6 C5 88.82(11) . . ?
C7 C6 C5 120.25(13) . . ?
O3 C6 H6 111.5 . . ?
C7 C6 H6 111.5 . . ?
C5 C6 H6 111.5 . . ?
C6 C7 C8 113.30(13) . . ?
C6 C7 H7A 108.9 . . ?
C8 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C9 C8 C7 110.13(13) . . ?
C9 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C8 115.73(14) . . ?
C10 C9 H9A 108.3 . . ?
C8 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
C8 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C9 C10 C11 111.12(14) . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C10 115.60(14) . . ?
C12 C11 H11A 108.4 . . ?
C10 C11 H11A 108.4 . . ?
C12 C11 H11B 108.4 . . ?
C10 C11 H11B 108.4 . . ?
H11A C11 H11B 107.4 . . ?
C11 C12 C13 112.34(15) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 114.56(16) . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 113.39(17) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 112.9(2) . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C20 O6 C17 O5 176.82(13) . . . . ?
C20 O6 C17 C18 -2.79(15) . . . . ?
O5 C17 C18 C19 -179.63(16) . . . . ?
O6 C17 C18 C19 -0.06(17) . . . . ?
C17 C18 C19 C20 2.80(17) . . . . ?
C22 O7 C20 O6 107.72(12) . . . . ?
C22 O7 C20 C19 -133.05(13) . . . . ?
C22 O7 C20 C21 -7.68(12) . . . . ?
C17 O6 C20 O7 130.39(12) . . . . ?
C17 O6 C20 C19 4.28(15) . . . . ?
C17 O6 C20 C21 -128.62(13) . . . . ?
C18 C19 C20 O7 -126.42(14) . . . . ?
C18 C19 C20 O6 -4.41(16) . . . . ?
C18 C19 C20 C21 124.31(15) . . . . ?
O7 C20 C21 O8 126.34(13) . . . . ?
O6 C20 C21 O8 13.61(18) . . . . ?
C19 C20 C21 O8 -111.32(16) . . . . ?
O7 C20 C21 C22 7.35(11) . . . . ?
O6 C20 C21 C22 -105.39(13) . . . . ?
C19 C20 C21 C22 129.68(14) . . . . ?
C20 O7 C22 C23 129.66(14) . . . . ?
C20 O7 C22 C21 7.68(11) . . . . ?
O8 C21 C22 O7 -122.06(13) . . . . ?
C20 C21 C22 O7 -7.08(11) . . . . ?
O8 C21 C22 C23 124.48(15) . . . . ?
C20 C21 C22 C23 -120.54(15) . . . . ?
O7 C22 C23 C24 174.92(13) . . . . ?
C21 C22 C23 C24 -83.10(19) . . . . ?
C22 C23 C24 C25 -174.39(14) . . . . ?
C23 C24 C25 C26 178.20(15) . . . . ?
C24 C25 C26 C27 -175.93(15) . . . . ?
C25 C26 C27 C28 179.73(15) . . . . ?
C26 C27 C28 C29 179.75(16) . . . . ?
C27 C28 C29 C30 -177.97(16) . . . . ?
C28 C29 C30 C31 178.92(16) . . . . ?
C29 C30 C31 C32 -178.87(17) . . . . ?
C4 O2 C1 O1 -179.30(14) . . . . ?
C4 O2 C1 C2 0.40(16) . . . . ?
O1 C1 C2 C3 179.77(17) . . . . ?
O2 C1 C2 C3 0.11(18) . . . . ?
C1 C2 C3 C4 -0.55(19) . . . . ?
C1 O2 C4 O3 -125.22(13) . . . . ?
C1 O2 C4 C3 -0.70(15) . . . . ?
C1 O2 C4 C5 136.28(13) . . . . ?
C6 O3 C4 O2 -99.94(13) . . . . ?
C6 O3 C4 C3 141.49(13) . . . . ?
C6 O3 C4 C5 13.54(11) . . . . ?
C2 C3 C4 O2 0.79(17) . . . . ?
C2 C3 C4 O3 121.67(15) . . . . ?
C2 C3 C4 C5 -129.73(16) . . . . ?
O2 C4 C5 O4 -20.05(18) . . . . ?
O3 C4 C5 O4 -131.30(13) . . . . ?
C3 C4 C5 O4 107.72(16) . . . . ?
O2 C4 C5 C6 98.14(13) . . . . ?
O3 C4 C5 C6 -13.12(11) . . . . ?
C3 C4 C5 C6 -134.09(15) . . . . ?
C4 O3 C6 C7 -135.78(13) . . . . ?
C4 O3 C6 C5 -13.62(11) . . . . ?
O4 C5 C6 O3 130.77(13) . . . . ?
C4 C5 C6 O3 12.70(10) . . . . ?
O4 C5 C6 C7 -115.33(16) . . . . ?
C4 C5 C6 C7 126.59(15) . . . . ?
O3 C6 C7 C8 173.54(13) . . . . ?
C5 C6 C7 C8 72.03(19) . . . . ?
C6 C7 C8 C9 173.34(14) . . . . ?
C7 C8 C9 C10 176.21(15) . . . . ?
C8 C9 C10 C11 177.41(15) . . . . ?
C9 C10 C11 C12 178.55(15) . . . . ?
C10 C11 C12 C13 -179.01(15) . . . . ?
C11 C12 C13 C14 -178.09(16) . . . . ?
C12 C13 C14 C15 179.88(17) . . . . ?
C13 C14 C15 C16 -178.95(19) . . . . ?

