data_Theod60
  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C19 H24 O6' 
_chemical_formula_weight          348.38 
  
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 
  
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
  
_cell_length_a                    5.9436(2) 
_cell_length_b                    8.0046(3) 
_cell_length_c                    18.5428(7) 
_cell_angle_alpha                 101.2160(10) 
_cell_angle_beta                  93.2230(10) 
_cell_angle_gamma                 100.9200(10) 
_cell_volume                      845.70(5) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     100(2) 
_cell_measurement_reflns_used     6512 
_cell_measurement_theta_min       2.65 
_cell_measurement_theta_max       28.26 
  
_exptl_crystal_description        Rod 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.33 
_exptl_crystal_size_mid           0.18 
_exptl_crystal_size_min           0.08 
_exptl_crystal_density_meas       'not measured' 
_exptl_crystal_density_diffrn     1.368 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              372 
_exptl_absorpt_coefficient_mu     0.101 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9673 
_exptl_absorpt_correction_T_max   0.9919 
_exptl_absorpt_process_details    SADABS 
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       100(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker APEX CCD' 
_diffrn_measurement_method        '\f and \w scans' 
_diffrn_reflns_number             12847 
_diffrn_reflns_av_R_equivalents   0.0253 
_diffrn_reflns_av_sigmaI/netI     0.0254 
_diffrn_reflns_limit_h_min        -7 
_diffrn_reflns_limit_h_max        7 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -24 
_diffrn_reflns_limit_l_max        24 
_diffrn_reflns_theta_min          2.25 
_diffrn_reflns_theta_max          28.33 
_reflns_number_total              3829 
_reflns_number_gt                 3323 
_reflns_threshold_expression      >2sigma(I) 
  
_computing_data_collection        'Bruker APEX2' 
_computing_cell_refinement        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
  
_refine_special_details 
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ 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/[\s^2^(Fo^2^)+(0.0529P)^2^+0.2945P] where P=(Fo^2^+2Fc^2^)/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        0.000(2) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          3829 
_refine_ls_number_parameters      229 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0416 
_refine_ls_R_factor_gt            0.0353 
_refine_ls_wR_factor_ref          0.0977 
_refine_ls_wR_factor_gt           0.0924 
_refine_ls_goodness_of_fit_ref    1.009 
_refine_ls_restrained_S_all       1.009 
_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 0.61523(14) 0.75088(11) 0.66020(5) 0.0205(2) Uani 1 1 d . . . 
O2 O 0.80180(13) 0.89690(10) 0.76882(4) 0.01485(18) Uani 1 1 d . . . 
O3 O 1.16816(14) 0.95124(10) 0.68769(5) 0.01736(19) Uani 1 1 d . . . 
O4 O 0.63581(14) 0.63404(10) 0.83972(4) 0.01752(19) Uani 1 1 d . . . 
O5 O 0.63363(15) 0.34900(11) 0.96230(5) 0.0209(2) Uani 1 1 d . . . 
O6 O 0.92185(14) 0.34903(11) 0.81997(5) 0.02028(19) Uani 1 1 d . . . 
C1 C 0.79207(19) 0.80069(14) 0.69971(6) 0.0146(2) Uani 1 1 d . . . 
C2 C 1.02988(19) 0.77646(14) 0.68235(6) 0.0139(2) Uani 1 1 d . . . 
C3 C 1.18058(19) 0.86717(14) 0.74930(6) 0.0152(2) Uani 1 1 d . . . 
H3 H 1.3234 0.8261 0.7622 0.018 Uiso 1 1 calc R . . 
C4 C 1.02780(19) 0.91940(14) 0.80873(6) 0.0151(2) Uani 1 1 d . . . 
H4 H 1.0847 1.0435 0.8346 0.018 Uiso 1 1 calc R . . 
C5 C 1.02496(19) 0.79848(15) 0.86353(6) 0.0156(2) Uani 1 1 d . . . 
H5B H 1.1480 0.8542 0.9040 0.019 Uiso 1 1 calc R . . 
H5A H 1.0663 0.6896 0.8378 0.019 Uiso 1 1 calc R . . 
C6 C 0.80087(19) 0.74908(14) 0.89857(6) 0.0151(2) Uani 1 1 d . . . 
C7 C 0.8393(2) 0.63911(15) 0.95596(6) 0.0181(2) Uani 1 1 d . . . 
H7A H 0.9983 0.6184 0.9574 0.022 Uiso 1 1 calc R . . 
H7B H 0.8129 0.6988 1.0058 0.022 Uiso 1 1 calc R . . 
C8 C 0.66710(19) 0.46974(15) 0.93107(6) 0.0164(2) Uani 1 1 d . . . 
C9 C 0.52865(19) 0.47883(15) 0.86109(6) 0.0156(2) Uani 1 1 d . . . 
H9 H 0.3686 0.4881 0.8727 0.019 Uiso 1 1 calc R . . 
C10 C 0.5162(2) 0.32374(15) 0.79812(6) 0.0171(2) Uani 1 1 d . . . 
H10B H 0.4224 0.3390 0.7550 0.021 Uiso 1 1 calc R . . 
H10A H 0.4377 0.2172 0.8132 0.021 Uiso 1 1 calc R . . 
C11 C 0.7520(2) 0.29966(14) 0.77540(6) 0.0159(2) Uani 1 1 d . . . 
C12 C 0.7615(2) 0.21578(14) 0.69583(6) 0.0166(2) Uani 1 1 d . . . 
H12A H 0.6203 0.1257 0.6781 0.020 Uiso 1 1 calc R . . 
H12B H 0.8956 0.1589 0.6913 0.020 Uiso 1 1 calc R . . 
C13 C 0.78219(19) 0.35698(14) 0.64813(6) 0.0140(2) Uani 1 1 d . . . 
H13 H 0.6838 0.4409 0.6674 0.017 Uiso 1 1 calc R . . 
C14 C 1.03353(19) 0.45790(14) 0.65579(6) 0.0154(2) Uani 1 1 d . . . 
H14B H 1.0922 0.4881 0.7087 0.019 Uiso 1 1 calc R . . 
H14A H 1.1279 0.3805 0.6296 0.019 Uiso 1 1 calc R . . 
C15 C 1.06648(19) 0.62586(14) 0.62539(6) 0.0153(2) Uani 1 1 d . . . 
H15B H 1.2241 0.6519 0.6101 0.018 Uiso 1 1 calc R . . 
H15A H 0.9560 0.6087 0.5813 0.018 Uiso 1 1 calc R . . 
C16 C 0.6979(2) 0.90491(16) 0.93073(7) 0.0190(2) Uani 1 1 d . . . 
H16B H 0.5634 0.8660 0.9560 0.029 Uiso 1 1 calc R . . 
H16A H 0.6509 0.9590 0.8908 0.029 Uiso 1 1 calc R . . 
H16C H 0.8132 0.9899 0.9660 0.029 Uiso 1 1 calc R . . 
C17 C 0.6948(2) 0.27487(14) 0.56820(6) 0.0169(2) Uani 1 1 d . . . 
C18 C 0.5252(2) 0.32680(16) 0.53479(7) 0.0216(3) Uani 1 1 d . . . 
H18B H 0.4713 0.2746 0.4848 0.026 Uiso 1 1 calc R . . 
H18A H 0.4578 0.4161 0.5609 0.026 Uiso 1 1 calc R . . 
C19 C 0.8075(2) 0.13396(17) 0.52936(7) 0.0248(3) Uani 1 1 d . . . 
H19C H 0.7314 0.0881 0.4792 0.037 Uiso 1 1 calc R . . 
H19A H 0.7939 0.0399 0.5567 0.037 Uiso 1 1 calc R . . 
H19B H 0.9706 0.1820 0.5269 0.037 Uiso 1 1 calc R . . 
  
loop_ 
 _atom_site_aniso_label 
 _atom_site_aniso_U_11 
 _atom_site_aniso_U_22 
 _atom_site_aniso_U_33 
 _atom_site_aniso_U_23 
 _atom_site_aniso_U_13 
 _atom_site_aniso_U_12 
O1 0.0163(4) 0.0218(4) 0.0226(4) 0.0025(3) -0.0023(3) 0.0052(3) 
O2 0.0138(4) 0.0152(4) 0.0160(4) 0.0035(3) 0.0015(3) 0.0039(3) 
O3 0.0192(4) 0.0131(4) 0.0191(4) 0.0049(3) 0.0036(3) -0.0006(3) 
O4 0.0201(4) 0.0151(4) 0.0151(4) 0.0044(3) -0.0034(3) -0.0018(3) 
O5 0.0243(4) 0.0222(4) 0.0199(4) 0.0096(4) 0.0065(3) 0.0068(4) 
O6 0.0188(4) 0.0224(4) 0.0193(4) 0.0043(3) 0.0001(3) 0.0039(3) 
C1 0.0168(5) 0.0113(5) 0.0168(5) 0.0049(4) 0.0023(4) 0.0034(4) 
C2 0.0137(5) 0.0117(5) 0.0163(5) 0.0045(4) 0.0018(4) 0.0007(4) 
C3 0.0145(5) 0.0138(5) 0.0168(5) 0.0037(4) 0.0025(4) 0.0010(4) 
C4 0.0135(5) 0.0148(5) 0.0159(5) 0.0017(4) 0.0008(4) 0.0014(4) 
C5 0.0143(5) 0.0183(5) 0.0144(5) 0.0033(4) 0.0013(4) 0.0040(4) 
C6 0.0143(5) 0.0161(5) 0.0136(5) 0.0021(4) -0.0004(4) 0.0014(4) 
C7 0.0189(6) 0.0211(6) 0.0145(5) 0.0054(5) 0.0002(4) 0.0036(5) 
C8 0.0158(5) 0.0198(6) 0.0154(5) 0.0041(4) 0.0053(4) 0.0063(4) 
C9 0.0139(5) 0.0162(5) 0.0167(5) 0.0043(4) 0.0028(4) 0.0018(4) 
C10 0.0160(5) 0.0167(5) 0.0171(6) 0.0029(4) 0.0015(4) 0.0002(4) 
C11 0.0191(5) 0.0113(5) 0.0181(6) 0.0059(4) 0.0032(4) 0.0022(4) 
C12 0.0213(6) 0.0125(5) 0.0166(6) 0.0037(4) 0.0031(4) 0.0037(4) 
C13 0.0162(5) 0.0118(5) 0.0144(5) 0.0024(4) 0.0022(4) 0.0038(4) 
C14 0.0149(5) 0.0139(5) 0.0175(5) 0.0027(4) 0.0018(4) 0.0037(4) 
C15 0.0152(5) 0.0158(5) 0.0144(5) 0.0027(4) 0.0029(4) 0.0020(4) 
C16 0.0187(6) 0.0201(6) 0.0182(6) 0.0018(5) 0.0024(4) 0.0058(4) 
C17 0.0192(5) 0.0137(5) 0.0161(6) 0.0024(4) 0.0035(4) -0.0005(4) 
C18 0.0226(6) 0.0229(6) 0.0181(6) 0.0048(5) 0.0009(5) 0.0015(5) 
C19 0.0316(7) 0.0204(6) 0.0208(6) -0.0012(5) 0.0043(5) 0.0069(5) 
  
_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 C1 1.2006(14) . ? 
O2 C1 1.3526(14) . ? 
O2 C4 1.4592(13) . ? 
O3 C3 1.4394(13) . ? 
O3 C2 1.4642(13) . ? 
O4 C9 1.4235(13) . ? 
O4 C6 1.4655(14) . ? 
O5 C8 1.2111(14) . ? 
O6 C11 1.2191(14) . ? 
C1 C2 1.5066(15) . ? 
C2 C3 1.4658(16) . ? 
C2 C15 1.4987(15) . ? 
C3 C4 1.5136(15) . ? 
C3 H3 1.0000 . ? 
C4 C5 1.5323(15) . ? 
C4 H4 1.0000 . ? 
C5 C6 1.5330(15) . ? 
C5 H5B 0.9900 . ? 
C5 H5A 0.9900 . ? 
C6 C16 1.5255(16) . ? 
C6 C7 1.5404(15) . ? 
C7 C8 1.5087(17) . ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C9 1.5185(16) . ? 
C9 C10 1.5172(16) . ? 
C9 H9 1.0000 . ? 
C10 C11 1.5218(16) . ? 
C10 H10B 0.9900 . ? 
C10 H10A 0.9900 . ? 
C11 C12 1.5064(16) . ? 
C12 C13 1.5568(15) . ? 
C12 H12A 0.9900 . ? 
C12 H12B 0.9900 . ? 
C13 C17 1.5178(16) . ? 
C13 C14 1.5422(15) . ? 
C13 H13 1.0000 . ? 
C14 C15 1.5398(15) . ? 
C14 H14B 0.9900 . ? 
C14 H14A 0.9900 . ? 
C15 H15B 0.9900 . ? 
C15 H15A 0.9900 . ? 
C16 H16B 0.9800 . ? 
C16 H16A 0.9800 . ? 
C16 H16C 0.9800 . ? 
C17 C18 1.3269(17) . ? 
C17 C19 1.5046(17) . ? 
C18 H18B 0.9500 . ? 
C18 H18A 0.9500 . ? 
C19 H19C 0.9800 . ? 
C19 H19A 0.9800 . ? 
C19 H19B 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 
C1 O2 C4 111.15(8) . . ? 
C3 O3 C2 60.63(7) . . ? 
C9 O4 C6 112.09(8) . . ? 
O1 C1 O2 122.05(10) . . ? 
O1 C1 C2 128.17(11) . . ? 
O2 C1 C2 109.74(9) . . ? 
O3 C2 C3 58.85(7) . . ? 
O3 C2 C15 120.81(9) . . ? 
C3 C2 C15 127.55(10) . . ? 
O3 C2 C1 106.12(8) . . ? 
C3 C2 C1 105.07(9) . . ? 
C15 C2 C1 121.64(9) . . ? 
O3 C3 C2 60.52(7) . . ? 
O3 C3 C4 114.23(9) . . ? 
C2 C3 C4 107.40(9) . . ? 
O3 C3 H3 120.0 . . ? 
C2 C3 H3 120.0 . . ? 
C4 C3 H3 120.0 . . ? 
O2 C4 C3 104.38(9) . . ? 
O2 C4 C5 111.78(9) . . ? 
C3 C4 C5 108.69(9) . . ? 
O2 C4 H4 110.6 . . ? 
C3 C4 H4 110.6 . . ? 
C5 C4 H4 110.6 . . ? 
C4 C5 C6 117.84(9) . . ? 
C4 C5 H5B 107.8 . . ? 
C6 C5 H5B 107.8 . . ? 
C4 C5 H5A 107.8 . . ? 
C6 C5 H5A 107.8 . . ? 
H5B C5 H5A 107.2 . . ? 
O4 C6 C16 108.43(9) . . ? 
O4 C6 C5 106.62(9) . . ? 
C16 C6 C5 113.52(9) . . ? 
O4 C6 C7 106.00(9) . . ? 
C16 C6 C7 112.16(9) . . ? 
C5 C6 C7 109.67(9) . . ? 
C8 C7 C6 105.60(9) . . ? 
C8 C7 H7A 110.6 . . ? 
C6 C7 H7A 110.6 . . ? 
C8 C7 H7B 110.6 . . ? 
C6 C7 H7B 110.6 . . ? 
H7A C7 H7B 108.8 . . ? 
O5 C8 C7 127.10(11) . . ? 
O5 C8 C9 124.66(11) . . ? 
C7 C8 C9 108.15(9) . . ? 
O4 C9 C10 109.84(9) . . ? 
O4 C9 C8 106.47(9) . . ? 
C10 C9 C8 114.00(9) . . ? 
O4 C9 H9 108.8 . . ? 
C10 C9 H9 108.8 . . ? 
C8 C9 H9 108.8 . . ? 
C9 C10 C11 112.92(9) . . ? 
C9 C10 H10B 109.0 . . ? 
C11 C10 H10B 109.0 . . ? 
C9 C10 H10A 109.0 . . ? 
C11 C10 H10A 109.0 . . ? 
H10B C10 H10A 107.8 . . ? 
O6 C11 C12 123.04(11) . . ? 
O6 C11 C10 120.60(11) . . ? 
C12 C11 C10 116.34(10) . . ? 
C11 C12 C13 109.39(9) . . ? 
C11 C12 H12A 109.8 . . ? 
C13 C12 H12A 109.8 . . ? 
C11 C12 H12B 109.8 . . ? 
C13 C12 H12B 109.8 . . ? 
H12A C12 H12B 108.2 . . ? 
C17 C13 C14 111.88(9) . . ? 
C17 C13 C12 110.51(9) . . ? 
C14 C13 C12 109.81(9) . . ? 
C17 C13 H13 108.2 . . ? 
C14 C13 H13 108.2 . . ? 
C12 C13 H13 108.2 . . ? 
C15 C14 C13 114.51(9) . . ? 
C15 C14 H14B 108.6 . . ? 
C13 C14 H14B 108.6 . . ? 
C15 C14 H14A 108.6 . . ? 
C13 C14 H14A 108.6 . . ? 
H14B C14 H14A 107.6 . . ? 
C2 C15 C14 111.11(9) . . ? 
C2 C15 H15B 109.4 . . ? 
C14 C15 H15B 109.4 . . ? 
C2 C15 H15A 109.4 . . ? 
C14 C15 H15A 109.4 . . ? 
H15B C15 H15A 108.0 . . ? 
C6 C16 H16B 109.5 . . ? 
C6 C16 H16A 109.5 . . ? 
H16B C16 H16A 109.5 . . ? 
C6 C16 H16C 109.5 . . ? 
H16B C16 H16C 109.5 . . ? 
H16A C16 H16C 109.5 . . ? 
C18 C17 C19 122.10(12) . . ? 
C18 C17 C13 120.51(11) . . ? 
C19 C17 C13 117.39(10) . . ? 
C17 C18 H18B 120.0 . . ? 
C17 C18 H18A 120.0 . . ? 
H18B C18 H18A 120.0 . . ? 
C17 C19 H19C 109.5 . . ? 
C17 C19 H19A 109.5 . . ? 
H19C C19 H19A 109.5 . . ? 
C17 C19 H19B 109.5 . . ? 
H19C C19 H19B 109.5 . . ? 
H19A C19 H19B 109.5 . . ? 
  
_diffrn_measured_fraction_theta_max    0.909 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.351 
_refine_diff_density_min   -0.220 
_refine_diff_density_rms    0.044