data_2005src1570
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Dr. N. Greeves
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C20 H30 O'
_chemical_formula_weight          286.44
 
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   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'
 
_symmetry_cell_setting            triclinic
_symmetry_space_group_name_H-M    P-1
_symmetry_space_group_name_hall   '-P 1'
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    11.3934(4)
_cell_length_b                    12.6752(4)
_cell_length_c                    13.6061(4)
_cell_angle_alpha                 72.138(2)
_cell_angle_beta                  78.922(2)
_cell_angle_gamma                 82.029(2)
_cell_volume                      1828.65(10)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     8343
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        Slab
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           0.38
_exptl_crystal_size_mid           0.17
_exptl_crystal_size_min           0.08
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.040
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              632
_exptl_absorpt_coefficient_mu     0.062
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9770
_exptl_absorpt_correction_T_max   0.9951
_exptl_absorpt_process_details       'SADABS V2.10 (Sheldrick, G.M., 2003)'

_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    '10cm confocal mirrors'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             46729
_diffrn_reflns_av_R_equivalents   0.0596
_diffrn_reflns_av_sigmaI/netI     0.0470
_diffrn_reflns_limit_h_min        -14
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_theta_min          3.15
_diffrn_reflns_theta_max          27.48
_reflns_number_total              8383
_reflns_number_gt                 6106
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997a)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997b)' 
_computing_molecular_graphics     'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material   ?
 
_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)+(0.0553P)²+0.9690P] 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        0.0103(18)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          8383
_refine_ls_number_parameters      411
_refine_ls_number_restraints      2
_refine_ls_R_factor_all           0.0850
_refine_ls_R_factor_gt            0.0572
_refine_ls_wR_factor_ref          0.1474
_refine_ls_wR_factor_gt           0.1331
_refine_ls_goodness_of_fit_ref    1.019
_refine_ls_restrained_S_all       1.019
_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
C1 C 1.0833(2) 0.28588(17) 0.24608(16) 0.0506(6) Uani 1 1 d . . .
H1A H 1.0143 0.3044 0.2126 0.061 Uiso 1 1 calc R . .
H1B H 1.1604 0.2759 0.2068 0.061 Uiso 1 1 calc R . .
C2 C 1.07241(17) 0.27413(15) 0.34610(15) 0.0361(4) Uani 1 1 d . . .
H2 H 1.1435 0.2556 0.3767 0.043 Uiso 1 1 calc R . .
C3 C 0.95607(15) 0.28770(13) 0.41622(13) 0.0268(4) Uani 1 1 d . . .
H3 H 0.8903 0.3162 0.3732 0.032 Uiso 1 1 calc R . .
C4 C 0.92584(15) 0.17785(13) 0.49665(13) 0.0280(4) Uani 1 1 d . . .
H4A H 0.9886 0.1534 0.5421 0.034 Uiso 1 1 calc R . .
H4B H 0.9284 0.1213 0.4595 0.034 Uiso 1 1 calc R . .
C5 C 0.80239(14) 0.18132(13) 0.56649(12) 0.0246(3) Uani 1 1 d . . .
H5 H 0.7960 0.2499 0.5896 0.030 Uiso 1 1 calc R . .
C6 C 0.79866(14) 0.08089(13) 0.66818(13) 0.0253(3) Uani 1 1 d . . .
H6 H 0.8274 0.0119 0.6466 0.030 Uiso 1 1 calc R . .
C7 C 0.88607(15) 0.09584(14) 0.73161(13) 0.0298(4) Uani 1 1 d . . .
H7 H 0.8675 0.1559 0.7616 0.036 Uiso 1 1 calc R . .
C8 C 0.98642(16) 0.03267(16) 0.74919(14) 0.0372(4) Uani 1 1 d . . .
H8A H 1.0084 -0.0282 0.7207 0.045 Uiso 1 1 calc R . .
H8B H 1.0367 0.0481 0.7904 0.045 Uiso 1 1 calc R . .
C9 C 0.67122(15) 0.06505(14) 0.73245(13) 0.0283(4) Uani 1 1 d . . .
H9 H 0.6170 0.0615 0.6841 0.034 Uiso 1 1 calc R . .
C10 C 0.66915(17) -0.04473(15) 0.81972(14) 0.0355(4) Uani 1 1 d . . .
H10A H 0.7166 -0.0416 0.8715 0.053 Uiso 1 1 calc R . .
H10B H 0.7034 -0.1058 0.7902 0.053 Uiso 1 1 calc R . .
H10C H 0.5861 -0.0572 0.8535 0.053 Uiso 1 1 calc R . .
C11 C 0.62026(17) 0.16085(16) 0.77801(16) 0.0400(5) Uani 1 1 d . . .
H11A H 0.5368 0.1501 0.8114 0.060 Uiso 1 1 calc R . .
H11B H 0.6232 0.2312 0.7219 0.060 Uiso 1 1 calc R . .
H11C H 0.6680 0.1629 0.8300 0.060 Uiso 1 1 calc R . .
C12 C 0.70102(14) 0.19707(13) 0.50259(12) 0.0242(3) Uani 1 1 d . . .
C13 C 0.63711(14) 0.30290(13) 0.47323(12) 0.0251(3) Uani 1 1 d . . .
C14 C 0.54920(15) 0.32101(14) 0.40999(13) 0.0276(4) Uani 1 1 d . . .
H14 H 0.5073 0.3927 0.3910 0.033 Uiso 1 1 calc R . .
C15 C 0.52075(15) 0.23848(15) 0.37396(13) 0.0297(4) Uani 1 1 d . . .
C16 C 0.58241(15) 0.13472(14) 0.40401(13) 0.0300(4) Uani 1 1 d . . .
H16 H 0.5631 0.0765 0.3811 0.036 Uiso 1 1 calc R . .
C17 C 0.67203(15) 0.11205(13) 0.46665(13) 0.0271(4) Uani 1 1 d . . .
C18 C 0.65973(16) 0.40083(14) 0.50659(14) 0.0310(4) Uani 1 1 d . . .
H18A H 0.6096 0.4668 0.4738 0.046 Uiso 1 1 calc R . .
H18B H 0.7445 0.4152 0.4847 0.046 Uiso 1 1 calc R . .
H18C H 0.6397 0.3839 0.5828 0.046 Uiso 1 1 calc R . .
C19 C 0.42770(18) 0.26164(17) 0.30258(16) 0.0418(5) Uani 1 1 d . . .
H19A H 0.3546 0.2991 0.3323 0.063 Uiso 1 1 calc R . .
H19B H 0.4090 0.1913 0.2957 0.063 Uiso 1 1 calc R . .
H19C H 0.4592 0.3095 0.2336 0.063 Uiso 1 1 calc R . .
C20 C 0.73161(17) -0.00523(14) 0.49218(15) 0.0346(4) Uani 1 1 d . . .
H20A H 0.7046 -0.0444 0.5657 0.052 Uiso 1 1 calc R . .
H20B H 0.8189 -0.0028 0.4801 0.052 Uiso 1 1 calc R . .
H20C H 0.7099 -0.0445 0.4473 0.052 Uiso 1 1 calc R . .
O1 O 0.96452(11) 0.36460(10) 0.47282(9) 0.0304(3) Uani 1 1 d . . .
H1 H 0.9630 0.4297 0.4323 0.046 Uiso 1 1 calc R . .
C21 C 1.20204(17) 0.53885(16) 0.30939(16) 0.0395(4) Uani 1 1 d . . .
H21A H 1.1648 0.5028 0.3781 0.047 Uiso 1 1 calc R . .
H21B H 1.2861 0.5257 0.2894 0.047 Uiso 1 1 calc R . .
C22 C 1.13739(16) 0.60693(15) 0.24212(15) 0.0351(4) Uani 1 1 d . . .
H22 H 1.1788 0.6409 0.1744 0.042 Uiso 1 1 calc R . .
C23 C 1.00413(15) 0.63639(14) 0.26163(13) 0.0291(4) Uani 1 1 d . . .
H23 H 0.9885 0.7192 0.2433 0.035 Uiso 1 1 calc R . .
C24 C 0.94137(15) 0.59362(14) 0.19404(13) 0.0283(4) Uani 1 1 d . . .
H24A H 0.9439 0.5115 0.2215 0.034 Uiso 1 1 calc R . .
H24B H 0.9873 0.6118 0.1222 0.034 Uiso 1 1 calc R . .
C25 C 0.80963(15) 0.64010(13) 0.18794(13) 0.0262(4) Uani 1 1 d . B .
H25 H 0.7628 0.6074 0.2586 0.031 Uiso 1 1 calc R . .
C26 C 0.76014(16) 0.59593(16) 0.10962(14) 0.0329(4) Uani 1 1 d D . .
H26 H 0.8143 0.6161 0.0407 0.039 Uiso 1 1 calc R A 1
C27A C 0.7675(16) 0.4717(8) 0.1519(16) 0.061(4) Uani 0.49(4) 1 d PD B 1
H27A H 0.7319 0.4455 0.2232 0.073 Uiso 0.49(4) 1 calc PR B 1
C28A C 0.8140(16) 0.391(2) 0.109(3) 0.089(6) Uani 0.49(4) 1 d PD B 1
H28A H 0.8516 0.4091 0.0382 0.107 Uiso 0.49(4) 1 calc PR B 1
H28B H 0.8098 0.3156 0.1496 0.107 Uiso 0.49(4) 1 calc PR B 1
C27B C 0.7722(14) 0.4711(5) 0.1363(13) 0.042(3) Uani 0.51(4) 1 d PD B 2
H27B H 0.7447 0.4275 0.2054 0.050 Uiso 0.51(4) 1 calc PR B 2
C28B C 0.8212(14) 0.4221(12) 0.0633(13) 0.057(3) Uani 0.51(4) 1 d PD B 2
H28C H 0.8486 0.4658 -0.0057 0.068 Uiso 0.51(4) 1 calc PR B 2
H28D H 0.8289 0.3433 0.0799 0.068 Uiso 0.51(4) 1 calc PR B 2
C29 C 0.63078(17) 0.64295(16) 0.09189(15) 0.0380(4) Uani 1 1 d . B .
H29 H 0.6235 0.7237 0.0877 0.046 Uiso 1 1 calc R . .
C30 C 0.53518(18) 0.58855(18) 0.17870(17) 0.0459(5) Uani 1 1 d . . .
H30A H 0.4569 0.6293 0.1676 0.069 Uiso 1 1 calc R B .
H30B H 0.5533 0.5896 0.2460 0.069 Uiso 1 1 calc R . .
H30C H 0.5332 0.5114 0.1790 0.069 Uiso 1 1 calc R . .
C31 C 0.6056(2) 0.6345(3) -0.01132(18) 0.0696(8) Uani 1 1 d . . .
H31A H 0.6226 0.5573 -0.0135 0.104 Uiso 1 1 calc R B .
H31B H 0.6568 0.6823 -0.0695 0.104 Uiso 1 1 calc R . .
H31C H 0.5211 0.6586 -0.0174 0.104 Uiso 1 1 calc R . .
C32 C 0.78936(14) 0.76619(14) 0.16641(12) 0.0259(4) Uani 1 1 d . . .
C33 C 0.84290(15) 0.84159(14) 0.07423(13) 0.0282(4) Uani 1 1 d . B .
C34 C 0.81379(16) 0.95556(14) 0.05611(14) 0.0311(4) Uani 1 1 d . . .
H34 H 0.8503 1.0048 -0.0068 0.037 Uiso 1 1 calc R B .
C35 C 0.73354(16) 0.99965(14) 0.12651(15) 0.0331(4) Uani 1 1 d . B .
C36 C 0.68581(16) 0.92545(15) 0.21904(15) 0.0338(4) Uani 1 1 d . . .
H36 H 0.6325 0.9539 0.2696 0.041 Uiso 1 1 calc R B .
C37 C 0.71271(15) 0.81102(14) 0.24106(13) 0.0288(4) Uani 1 1 d . B .
C38 C 0.9361(2) 0.80683(17) -0.00820(15) 0.0452(5) Uani 1 1 d . . .
H38A H 0.9449 0.8691 -0.0723 0.068 Uiso 1 1 calc R B .
H38B H 0.9104 0.7434 -0.0230 0.068 Uiso 1 1 calc R . .
H38C H 1.0132 0.7855 0.0174 0.068 Uiso 1 1 calc R . .
C39 C 0.7010(2) 1.12331(16) 0.1038(2) 0.0514(6) Uani 1 1 d . . .
H39A H 0.7640 1.1631 0.0515 0.077 Uiso 1 1 calc R B .
H39B H 0.6931 1.1447 0.1682 0.077 Uiso 1 1 calc R . .
H39C H 0.6246 1.1424 0.0767 0.077 Uiso 1 1 calc R . .
C40 C 0.65821(18) 0.73928(16) 0.34680(15) 0.0393(4) Uani 1 1 d . . .
H40A H 0.6147 0.7870 0.3889 0.059 Uiso 1 1 calc R B .
H40B H 0.7221 0.6923 0.3826 0.059 Uiso 1 1 calc R . .
H40C H 0.6025 0.6922 0.3373 0.059 Uiso 1 1 calc R . .
O21 O 0.95168(11) 0.58924(10) 0.36809(9) 0.0302(3) Uani 1 1 d . . .
H21 H 0.9740 0.6211 0.4063 0.045 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
C1 C2 1.306(3) . ?
C1 H1A 0.9500 . ?
C1 H1B 0.9500 . ?
C2 C3 1.499(2) . ?
C2 H2 0.9500 . ?
C3 O1 1.4378(19) . ?
C3 C4 1.519(2) . ?
C3 H3 1.0000 . ?
C4 C5 1.542(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C12 1.531(2) . ?
C5 C6 1.565(2) . ?
C5 H5 1.0000 . ?
C6 C7 1.502(2) . ?
C6 C9 1.549(2) . ?
C6 H6 1.0000 . ?
C7 C8 1.319(2) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9500 . ?
C8 H8B 0.9500 . ?
C9 C11 1.524(3) . ?
C9 C10 1.527(2) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C17 1.412(2) . ?
C12 C13 1.415(2) . ?
C13 C14 1.394(2) . ?
C13 C18 1.514(2) . ?
C14 C15 1.382(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(2) . ?
C15 C19 1.513(2) . ?
C16 C17 1.398(2) . ?
C16 H16 0.9500 . ?
C17 C20 1.512(2) . ?
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 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O1 H1 0.8400 . ?
C21 C22 1.313(3) . ?
C21 H21A 0.9500 . ?
C21 H21B 0.9500 . ?
C22 C23 1.505(2) . ?
C22 H22 0.9500 . ?
C23 O21 1.431(2) . ?
C23 C24 1.522(2) . ?
C23 H23 1.0000 . ?
C24 C25 1.543(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C32 1.526(2) . ?
C25 C26 1.566(2) . ?
C25 H25 1.0000 . ?
C26 C27A 1.498(10) . ?
C26 C27B 1.504(6) . ?
C26 C29 1.546(3) . ?
C26 H26 1.0000 . ?
C27A C28A 1.324(11) . ?
C27A H27A 0.9500 . ?
C28A H28A 0.9500 . ?
C28A H28B 0.9500 . ?
C27B C28B 1.324(11) . ?
C27B H27B 0.9500 . ?
C28B H28C 0.9500 . ?
C28B H28D 0.9500 . ?
C29 C30 1.507(3) . ?
C29 C31 1.524(3) . ?
C29 H29 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.411(2) . ?
C32 C37 1.412(2) . ?
C33 C34 1.392(2) . ?
C33 C38 1.515(2) . ?
C34 C35 1.384(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(3) . ?
C35 C39 1.508(3) . ?
C36 C37 1.390(2) . ?
C36 H36 0.9500 . ?
C37 C40 1.514(3) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
O21 H21 0.8400 . ?
 
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 C1 H1A 120.0 . . ?
C2 C1 H1B 120.0 . . ?
H1A C1 H1B 120.0 . . ?
C1 C2 C3 124.92(19) . . ?
C1 C2 H2 117.5 . . ?
C3 C2 H2 117.5 . . ?
O1 C3 C2 110.23(14) . . ?
O1 C3 C4 107.18(13) . . ?
C2 C3 C4 111.02(14) . . ?
O1 C3 H3 109.5 . . ?
C2 C3 H3 109.5 . . ?
C4 C3 H3 109.5 . . ?
C3 C4 C5 114.80(13) . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4B 108.6 . . ?
C5 C4 H4B 108.6 . . ?
H4A C4 H4B 107.5 . . ?
C12 C5 C4 110.62(13) . . ?
C12 C5 C6 116.81(13) . . ?
C4 C5 C6 110.18(13) . . ?
C12 C5 H5 106.2 . . ?
C4 C5 H5 106.2 . . ?
C6 C5 H5 106.2 . . ?
C7 C6 C9 111.99(14) . . ?
C7 C6 C5 108.22(13) . . ?
C9 C6 C5 113.46(13) . . ?
C7 C6 H6 107.6 . . ?
C9 C6 H6 107.6 . . ?
C5 C6 H6 107.6 . . ?
C8 C7 C6 125.50(17) . . ?
C8 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
C7 C8 H8A 120.0 . . ?
C7 C8 H8B 120.0 . . ?
H8A C8 H8B 120.0 . . ?
C11 C9 C10 109.83(15) . . ?
C11 C9 C6 113.20(14) . . ?
C10 C9 C6 111.10(14) . . ?
C11 C9 H9 107.5 . . ?
C10 C9 H9 107.5 . . ?
C6 C9 H9 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C17 C12 C13 118.00(14) . . ?
C17 C12 C5 122.95(14) . . ?
C13 C12 C5 118.96(14) . . ?
C14 C13 C12 120.02(15) . . ?
C14 C13 C18 116.87(14) . . ?
C12 C13 C18 123.11(14) . . ?
C15 C14 C13 122.36(15) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C14 C15 C16 117.40(15) . . ?
C14 C15 C19 121.15(16) . . ?
C16 C15 C19 121.44(16) . . ?
C15 C16 C17 122.69(16) . . ?
C15 C16 H16 118.7 . . ?
C17 C16 H16 118.7 . . ?
C16 C17 C12 119.52(15) . . ?
C16 C17 C20 116.37(15) . . ?
C12 C17 C20 124.11(15) . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C3 O1 H1 109.5 . . ?
C22 C21 H21A 120.0 . . ?
C22 C21 H21B 120.0 . . ?
H21A C21 H21B 120.0 . . ?
C21 C22 C23 126.42(18) . . ?
C21 C22 H22 116.8 . . ?
C23 C22 H22 116.8 . . ?
O21 C23 C22 112.61(14) . . ?
O21 C23 C24 107.16(13) . . ?
C22 C23 C24 110.41(14) . . ?
O21 C23 H23 108.9 . . ?
C22 C23 H23 108.9 . . ?
C24 C23 H23 108.9 . . ?
C23 C24 C25 115.45(14) . . ?
C23 C24 H24A 108.4 . . ?
C25 C24 H24A 108.4 . . ?
C23 C24 H24B 108.4 . . ?
C25 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
C32 C25 C24 113.94(14) . . ?
C32 C25 C26 113.49(14) . . ?
C24 C25 C26 109.68(13) . . ?
C32 C25 H25 106.4 . . ?
C24 C25 H25 106.4 . . ?
C26 C25 H25 106.4 . . ?
C27A C26 C29 110.7(7) . . ?
C27B C26 C29 110.8(6) . . ?
C27A C26 C25 106.7(8) . . ?
C27B C26 C25 113.1(7) . . ?
C29 C26 C25 114.31(14) . . ?
C27A C26 H26 108.3 . . ?
C27B C26 H26 101.1 . . ?
C29 C26 H26 108.3 . . ?
C25 C26 H26 108.3 . . ?
C28A C27A C26 132(2) . . ?
C28A C27A H27A 113.8 . . ?
C26 C27A H27A 113.8 . . ?
C27A C28A H28A 120.0 . . ?
C27A C28A H28B 120.0 . . ?
H28A C28A H28B 120.0 . . ?
C28B C27B C26 119.8(11) . . ?
C28B C27B H27B 120.1 . . ?
C26 C27B H27B 120.1 . . ?
C27B C28B H28C 120.0 . . ?
C27B C28B H28D 120.0 . . ?
H28C C28B H28D 120.0 . . ?
C30 C29 C31 108.84(17) . . ?
C30 C29 C26 113.88(16) . . ?
C31 C29 C26 111.38(18) . . ?
C30 C29 H29 107.5 . . ?
C31 C29 H29 107.5 . . ?
C26 C29 H29 107.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C37 117.59(15) . . ?
C33 C32 C25 123.19(14) . . ?
C37 C32 C25 119.21(15) . . ?
C34 C33 C32 120.23(15) . . ?
C34 C33 C38 115.91(16) . . ?
C32 C33 C38 123.83(15) . . ?
C35 C34 C33 122.31(17) . . ?
C35 C34 H34 118.8 . . ?
C33 C34 H34 118.8 . . ?
C34 C35 C36 117.09(16) . . ?
C34 C35 C39 121.30(17) . . ?
C36 C35 C39 121.61(17) . . ?
C35 C36 C37 122.71(16) . . ?
C35 C36 H36 118.6 . . ?
C37 C36 H36 118.6 . . ?
C36 C37 C32 119.88(16) . . ?
C36 C37 C40 117.47(15) . . ?
C32 C37 C40 122.64(15) . . ?
C33 C38 H38A 109.5 . . ?
C33 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C33 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C35 C39 H39A 109.5 . . ?
C35 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C35 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C23 O21 H21 109.5 . . ?
 
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
O1 H1 O21  0.84 1.94 2.7631(16) 166.9 .
O21 H21 O1  0.84 1.97 2.7686(16) 157.9 2_766
 
_diffrn_measured_fraction_theta_max    0.998
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    0.355
_refine_diff_density_min   -0.362
_refine_diff_density_rms    0.042
