Electronic Supplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full CrystEngComm #=============================================================================== # 1. SUBMISSION DETAILS _journal_coden_Cambridge 1350 #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 'Aug 15 10:19:04 2005' _audit_creation_method 'PLATON option' _audit_update_record ; ? ; _publ_contact_author_name 'Goverdhan Mehta' _publ_contact_author_address ; Department of Organic Chemistry Indian Institute of Science Bangalore 560 012, Karnataka India ; _publ_contact_author_email gm@orgchem.iisc.ernet.in _publ_contact_author_fax +91-80-2360936 _publ_contact_author_phone +91-80-22932850 _publ_section_title ; Fine tuning the hydrophilic-hydrophobic balance in inositols through annulation: An analysis of the hydrogen- bonded architectures of 'annulated inositols' ; # Insert blank lines between references _publ_section_references ; Allen, F.H. & Kennard, O. (1993). Chem. Des. Autom. News., 8, 31-37. Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C. Guagliardi, A., Moliterni, A.G.G., Polidori, G. & Spagna, R. (1999) J. Appl. Cryst. 32, 115-119. Beurskens, P.T., Admiraal, G., Beurskens, G., Bosman, W.P., Garc\'ia-Granda, S., Gould, R.O., Smits, J.M.M. & Smykalla, C. (1999) The DIRDIF99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. Boer, J.L. de & Duisenberg, A.J.M. (1984). Acta Cryst. A40, C-410. Boeyens, J.C.A. (1978). J.Cryst.Mol.Struct. 8, 317-320. Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358. Enraf-Nonius (1989). CAD-4 Software. Version 5. Enraf-Nonius, Delft, The Netherlands. Flack, H.D. (1983). Acta Cryst. A39, 876-881. LePage, Y. (1987). J. Appl. Cryst. 20, 264-269. Mackay, A.L. (1984). Acta Cryst. A40, 165-166. Meulenaer, J. de & Tompa, H. (1965). Acta Cryst. 19, 1014-1018. Nonius (1998). Collect Software, Nonius, Delft, The Netherlands. North, A.C.T., Phillips, D.C. & Mathews, F.S. (1968). Acta Cryst. A24, 351-359. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, 276, 307-326. Sheldrick, G.M. SHELXL93. Program for crystal structure refinement. University of Gottingen, Germany, 1993. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of Gottingen, Germany, 1997. Sheldrick, G.M. SHELXS86. Program for Crystal Structure solution. University of Gottingen, Germany, 1986. Sheldrick, G.M. SHELXS97. Program for Crystal Structure solution. University of Gottingen, Germany, 1997. Spek, A.L. (1987). Acta Cryst. C43, 1233-1235. Spek, A.L. (1988). J. Appl. Cryst. 21, 578-579. Spek, A.L. (1990). Acta Cryst. A46, C-34. Spek, A.L. (1997). HELENA, Program for Datareduction, Utrecht University, The Netherlands. Spek, A.L. (1994). Am. Crystallogr. Assoc.-Abstracts, 22, 66. Wilson, A.J.C. (1992) Ed. International Tables for Crystallography, Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands. ; _publ_section_acknowledgements ; ? ; _publ_section_figure_captions ; View of the title compound with the atom numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level. ; loop_ _publ_author_name 'G. Mehta' 'Saikat Sen' #===END #=============================================================================== data_inositol4 _database_code_depnum_ccdc_archive 'CCDC 282445' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; (3aR*,4R*,5S*,6R*,7S*,7aR*)perhydro-3a,4,5,6,7,7a-indenehexaol ; _chemical_name_common (3aR*,4R*,5S*,6R*,7S*,7aR*)perhydro-3a,4,5,6,7,7a-indenehexaol _chemical_melting_point ? _chemical_formula_moiety 'C9 H16 O6' _chemical_formula_structural 'C9 H16 O6' _chemical_formula_sum 'C9 H16 O6' _chemical_formula_iupac 'C9 H16 O6' _chemical_formula_weight 220.22 _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 21/n' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,1/2+y,1/2-z 3 -x,-y,-z 4 1/2+x,1/2-y,1/2+z _cell_length_a 7.746(4) _cell_length_b 10.408(5) _cell_length_c 12.556(7) _cell_angle_alpha 90 _cell_angle_beta 100.061(8) _cell_angle_gamma 90 _cell_volume 996.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 292(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; ; _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.124 _exptl_crystal_density_meas_temp ? # Permitted for _exptl_absorpt_correction_type : # analytical 'analytical from crystal shape' # Example: de Meulenaer&Tompa: ABST # cylinder 'cylindrical' # gaussian 'Gaussian from crystal shape' # Example: PLATON/ABSG # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # Example: SADABS, MULABS # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # Example: PLATON/ABSP # refdelf 'refined from delta-F' # Example: SHELXA, DIFABS, DELABS # sphere 'spherical' # Example: PLATON/ABSS _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9268 _exptl_absorpt_correction_T_max 0.9757 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 292(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 7282 _diffrn_reflns_av_R_equivalents 0.0152 _diffrn_reflns_av_sigmaI/netI 0.0136 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.75 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_reduction_process ; ; _reflns_number_total 1904 _reflns_number_gt 1742 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction SAINT _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0597P)^2^+0.2746P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1904 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0996 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.253 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.057 #=============================================================================== # 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.21520(12) 0.88961(9) 0.77573(7) 0.0324(2) Uani 1 1 d . . . O2 O -0.25357(12) 0.88605(10) 0.79580(9) 0.0397(3) Uani 1 1 d . . . O3 O 0.16437(13) 0.88537(9) 0.97634(7) 0.0344(2) Uani 1 1 d . . . O4 O 0.06661(13) 0.64588(10) 1.02576(7) 0.0373(3) Uani 1 1 d . . . O5 O 0.05152(12) 0.51060(8) 0.82712(7) 0.0293(2) Uani 1 1 d . . . O6 O -0.17089(11) 0.67950(9) 0.69191(7) 0.0287(2) Uani 1 1 d . . . C1 C 0.03144(16) 0.86061(11) 0.74092(10) 0.0252(3) Uani 1 1 d . . . C2 C -0.07055(17) 0.91169(12) 0.82641(10) 0.0292(3) Uani 1 1 d . . . C3 C -0.01037(17) 0.84238(12) 0.93458(10) 0.0283(3) Uani 1 1 d . . . C4 C -0.01573(15) 0.69569(11) 0.92368(9) 0.0239(3) Uani 1 1 d . . . C5 C 0.07996(15) 0.64609(11) 0.83512(9) 0.0219(3) Uani 1 1 d . . . C6 C 0.01167(15) 0.71326(11) 0.72775(9) 0.0227(3) Uani 1 1 d . . . C7 C 0.10482(19) 0.68618(14) 0.63260(11) 0.0337(3) Uani 1 1 d . . . C8 C 0.0625(2) 0.80491(15) 0.55841(11) 0.0408(4) Uani 1 1 d . . . C9 C -0.01484(19) 0.90790(13) 0.62442(11) 0.0351(3) Uani 1 1 d . . . H1O H 0.2388 0.8872 0.8420 0.049 Uiso 1 1 calc R . . H2O H -0.3048 0.9523 0.7734 0.060 Uiso 1 1 calc R . . H3O H 0.2009 0.8485 1.0336 0.052 Uiso 1 1 calc R . . H4O H -0.0021 0.5988 1.0500 0.056 Uiso 1 1 calc R . . H5O H 0.1273 0.4774 0.7981 0.044 Uiso 1 1 calc R . . H6O H -0.2337 0.7342 0.7127 0.043 Uiso 1 1 calc R . . H2 H -0.0513 1.0044 0.8358 0.035 Uiso 1 1 calc R . . H3 H -0.0872 0.8681 0.9851 0.034 Uiso 1 1 calc R . . H4 H -0.1381 0.6671 0.9085 0.029 Uiso 1 1 calc R . . H5 H 0.2058 0.6629 0.8561 0.026 Uiso 1 1 calc R . . H7A H 0.0604 0.6082 0.5952 0.040 Uiso 1 1 calc R . . H7B H 0.2302 0.6776 0.6567 0.040 Uiso 1 1 calc R . . H8A H 0.1682 0.8367 0.5359 0.049 Uiso 1 1 calc R . . H8B H -0.0214 0.7824 0.4944 0.049 Uiso 1 1 calc R . . H9A H 0.0373 0.9912 0.6163 0.042 Uiso 1 1 calc R . . H9B H -0.1409 0.9143 0.6019 0.042 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 0.0321(5) 0.0352(5) 0.0287(5) 0.0062(4) 0.0022(4) -0.0114(4) O2 0.0325(5) 0.0392(6) 0.0459(6) 0.0015(4) 0.0029(4) 0.0144(4) O3 0.0450(6) 0.0293(5) 0.0256(5) 0.0001(4) -0.0028(4) -0.0058(4) O4 0.0429(6) 0.0412(6) 0.0262(5) 0.0130(4) 0.0019(4) -0.0098(4) O5 0.0345(5) 0.0179(4) 0.0385(5) 0.0013(3) 0.0149(4) 0.0011(3) O6 0.0255(4) 0.0293(5) 0.0299(5) -0.0028(4) 0.0010(4) -0.0024(3) C1 0.0274(6) 0.0217(6) 0.0252(6) 0.0039(5) 0.0014(5) -0.0015(4) C2 0.0356(7) 0.0200(6) 0.0310(7) -0.0001(5) 0.0028(5) 0.0048(5) C3 0.0348(7) 0.0257(6) 0.0250(6) -0.0032(5) 0.0064(5) 0.0023(5) C4 0.0259(6) 0.0249(6) 0.0213(6) 0.0029(4) 0.0055(5) -0.0009(5) C5 0.0230(5) 0.0170(5) 0.0265(6) 0.0024(4) 0.0063(4) -0.0010(4) C6 0.0234(6) 0.0225(6) 0.0225(6) 0.0000(5) 0.0046(4) -0.0015(4) C7 0.0381(7) 0.0390(7) 0.0261(6) -0.0009(5) 0.0115(5) 0.0018(6) C8 0.0471(8) 0.0510(9) 0.0254(7) 0.0071(6) 0.0094(6) -0.0056(7) C9 0.0401(7) 0.0343(7) 0.0290(7) 0.0121(5) 0.0008(5) -0.0036(6) #=============================================================================== # 10. MOLECULAR GEOMETRY _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 1.4459(16) . ? O1 H1O 0.8200 . ? O2 C2 1.4276(18) . ? O2 H2O 0.8200 . ? O3 C3 1.4350(17) . ? O3 H3O 0.8200 . ? O4 C4 1.4256(15) . ? O4 H4O 0.8200 . ? O5 C5 1.4281(15) . ? O5 H5O 0.8200 . ? O6 C6 1.4503(15) . ? O6 H6O 0.8200 . ? C1 C9 1.5256(18) . ? C1 C2 1.5347(18) . ? C1 C6 1.5472(18) . ? C2 C3 1.5366(18) . ? C2 H2 0.9800 . ? C3 C4 1.5328(18) . ? C3 H3 0.9800 . ? C4 H4 0.9800 . ? C5 C6 1.5287(17) . ? C5 C4 1.5299(17) . ? C5 H5 0.9800 . ? C7 C6 1.5259(17) . ? C7 C8 1.548(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C8 1.539(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? 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 O1 C1 C6 108.24(9) . . ? O1 C1 C9 106.05(10) . . ? O1 C1 C2 108.43(10) . . ? O2 C2 C1 110.81(11) . . ? O2 C2 H2 109.8 . . ? O2 C2 C3 106.49(10) . . ? O3 C3 C4 110.63(10) . . ? O3 C3 C2 107.32(10) . . ? O3 C3 H3 108.6 . . ? O4 C4 C5 109.47(10) . . ? O4 C4 C3 106.33(10) . . ? O4 C4 H4 109.3 . . ? O5 C5 C6 111.36(10) . . ? O5 C5 C4 107.21(9) . . ? O5 C5 H5 109.3 . . ? O6 C6 C7 106.33(10) . . ? O6 C6 C5 109.34(9) . . ? O6 C6 C1 110.26(9) . . ? C1 C9 H9B 110.9 . . ? C1 C9 C8 104.08(11) . . ? C1 C9 H9A 110.9 . . ? C1 O1 H1O 109.5 . . ? C1 C2 C3 109.99(10) . . ? C1 C2 H2 109.8 . . ? C2 C3 H3 108.6 . . ? C2 C1 C6 111.39(10) . . ? C2 O2 H2O 109.5 . . ? C3 C4 H4 109.3 . . ? C3 O3 H3O 109.5 . . ? C3 C2 H2 109.8 . . ? C4 O4 H4O 109.5 . . ? C4 C3 H3 108.6 . . ? C4 C3 C2 112.92(10) . . ? C4 C5 H5 109.3 . . ? C5 C4 C3 113.07(10) . . ? C5 C4 H4 109.3 . . ? C5 O5 H5O 109.5 . . ? C5 C6 C1 110.27(10) . . ? C6 O6 H6O 109.5 . . ? C6 C5 C4 110.47(10) . . ? C6 C5 H5 109.3 . . ? C6 C7 C8 104.14(11) . . ? C6 C7 H7A 110.9 . . ? C6 C7 H7B 110.9 . . ? C7 C6 C5 117.89(10) . . ? C7 C6 C1 102.43(10) . . ? C7 C8 H8A 110.3 . . ? C7 C8 H8B 110.3 . . ? C8 C7 H7A 110.9 . . ? C8 C7 H7B 110.9 . . ? C8 C9 H9A 110.9 . . ? C8 C9 H9B 110.9 . . ? C9 C1 C2 119.70(11) . . ? C9 C1 C6 102.41(10) . . ? C9 C8 C7 107.06(11) . . ? C9 C8 H8A 110.3 . . ? C9 C8 H8B 110.3 . . ? H7A C7 H7B 108.9 . . ? H8A C8 H8B 108.6 . . ? H9A C9 H9B 109.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 179.75(9) . . . . ? O1 C1 C2 C3 -62.78(13) . . . . ? O1 C1 C9 C8 76.70(13) . . . . ? O1 C1 C6 O6 -179.51(8) . . . . ? O1 C1 C6 C7 -66.67(12) . . . . ? O1 C1 C6 C5 59.64(12) . . . . ? O2 C2 C3 O3 -169.82(10) . . . . ? O2 C2 C3 C4 67.99(13) . . . . ? O3 C3 C4 O4 51.47(12) . . . . ? O3 C3 C4 C5 -68.67(13) . . . . ? O5 C5 C4 O4 66.77(12) . . . . ? O5 C5 C4 C3 -174.89(9) . . . . ? O5 C5 C6 O6 54.37(12) . . . . ? O5 C5 C6 C7 -67.15(13) . . . . ? O5 C5 C6 C1 175.77(9) . . . . ? C1 C2 C3 O3 70.05(13) . . . . ? C1 C9 C8 C7 15.00(14) . . . . ? C1 C2 C3 C4 -52.13(14) . . . . ? C2 C3 C4 O4 171.78(10) . . . . ? C2 C1 C6 O6 61.37(13) . . . . ? C2 C3 C4 C5 51.63(14) . . . . ? C2 C1 C6 C5 -59.48(13) . . . . ? C2 C1 C6 C7 174.21(10) . . . . ? C2 C1 C9 C8 -160.42(11) . . . . ? C4 C5 C6 O6 -64.65(12) . . . . ? C4 C5 C6 C7 173.83(10) . . . . ? C4 C5 C6 C1 56.75(12) . . . . ? C6 C1 C2 C3 56.23(14) . . . . ? C6 C1 C2 O2 -61.25(13) . . . . ? C6 C1 C9 C8 -36.68(13) . . . . ? C6 C5 C4 O4 -171.72(9) . . . . ? C6 C5 C4 C3 -53.38(13) . . . . ? C6 C7 C8 C9 12.85(15) . . . . ? C8 C7 C6 O6 80.45(12) . . . . ? C8 C7 C6 C5 -156.49(11) . . . . ? C8 C7 C6 C1 -35.28(13) . . . . ? C9 C1 C2 O2 58.04(15) . . . . ? C9 C1 C2 C3 175.52(11) . . . . ? C9 C1 C6 O6 -67.76(12) . . . . ? C9 C1 C6 C7 45.09(12) . . . . ? C9 C1 C6 C5 171.40(10) . . . . ? #===END #=============================================================================== data_inositol1 _database_code_depnum_ccdc_archive 'CCDC 283661' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; (1R*,2R*,3R*,4S*,4aR*,8aR*)perhydro-1,2,3,4,4a,8a-naphthalenehexaol ; _chemical_name_common 'annulated myo-inositol' _chemical_melting_point ? _chemical_formula_moiety 'C10 H18 O6' _chemical_formula_structural 'C10 H18 O6' _chemical_formula_sum 'C10 H18 O6' _chemical_formula_weight 234.24 _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' C C 0.0033 0.0016 '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' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 6.1134(13) _cell_length_b 7.6139(13) _cell_length_c 11.668(2) _cell_angle_alpha 102.319(3) _cell_angle_beta 97.916(3) _cell_angle_gamma 91.829(2) _cell_volume 524.50(17) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; ? ; _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.483 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 252 _exptl_absorpt_coefficient_mu 0.122 _exptl_crystal_density_meas_temp ? # Permitted for _exptl_absorpt_correction_type : # analytical 'analytical from crystal shape' # cylinder 'cylindrical' # empirical 'empirical from intensities' # gaussian 'Gaussian from crystal shape' # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # refdelf 'refined from delta-F' # sphere 'spherical' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9567 _exptl_absorpt_correction_T_max 0.9976 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 4932 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.40 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.40 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_reduction_process ; ? ; _reflns_number_total 1922 _reflns_number_gt 1250 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction SAINT _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0779P)^2^+0.1280P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1922 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1549 _refine_ls_wR_factor_gt 0.1353 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.258 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.053 #=============================================================================== # 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.1476(4) 0.8809(4) 0.3560(2) 0.0471(8) Uani 1 1 d . . . O2 O 0.2983(4) 1.0057(4) 0.4274(2) 0.0524(8) Uani 1 1 d . . . O3 O 0.1390(4) 0.7225(4) 0.5088(2) 0.0479(8) Uani 1 1 d . . . O4 O 0.3399(4) 0.4460(4) 0.2508(2) 0.0396(7) Uani 1 1 d . . . O5 O -0.2092(4) 0.5050(4) 0.3339(2) 0.0451(8) Uani 1 1 d . . . O6 O 0.0955(4) 0.6182(3) 0.10711(19) 0.0305(6) Uani 1 1 d . . . C1 C 0.0123(6) 0.8386(5) 0.2760(3) 0.0299(9) Uani 1 1 d . . . C2 C 0.2440(6) 0.8355(5) 0.3463(3) 0.0302(9) Uani 1 1 d . . . C3 C 0.2644(6) 0.6843(5) 0.4128(3) 0.0352(10) Uani 1 1 d . . . C4 C 0.1873(6) 0.5006(5) 0.3329(3) 0.0350(10) Uani 1 1 d . . . C5 C -0.0424(5) 0.4984(5) 0.2589(3) 0.0298(10) Uani 1 1 d . . . C6 C -0.0577(5) 0.6531(5) 0.1930(3) 0.0244(9) Uani 1 1 d . . . C7 C -0.2869(6) 0.6577(5) 0.1234(3) 0.0319(10) Uani 1 1 d . . . C8 C -0.2960(6) 0.8056(5) 0.0528(3) 0.0422(11) Uani 1 1 d . . . C9 C -0.2228(7) 0.9884(5) 0.1332(4) 0.0511(12) Uani 1 1 d . . . C10 C 0.0053(6) 0.9846(5) 0.2050(4) 0.0448(11) Uani 1 1 d . . . H1O H -0.1456 0.8075 0.3983 0.071 Uiso 1 1 calc R . . H2O H 0.4326 1.0279 0.4378 0.079 Uiso 1 1 calc R . . H3O H 0.1489 0.6413 0.5452 0.072 Uiso 1 1 calc R . . H4O H 0.4669 0.4714 0.2850 0.059 Uiso 1 1 calc R . . H5O H -0.2091 0.4143 0.3612 0.068 Uiso 1 1 calc R . . H6O H 0.1975 0.5626 0.1320 0.046 Uiso 1 1 calc R . . H2 H 0.3509 0.8195 0.2901 0.036 Uiso 1 1 calc R . . H3 H 0.4203 0.6810 0.4456 0.042 Uiso 1 1 calc R . . H4 H 0.1817 0.4120 0.3825 0.042 Uiso 1 1 calc R . . H5 H -0.0668 0.3844 0.1997 0.036 Uiso 1 1 calc R . . H7A H -0.3943 0.6779 0.1781 0.038 Uiso 1 1 calc R . . H7B H -0.3268 0.5419 0.0694 0.038 Uiso 1 1 calc R . . H8A H -0.2006 0.7787 -0.0078 0.051 Uiso 1 1 calc R . . H8B H -0.4460 0.8086 0.0136 0.051 Uiso 1 1 calc R . . H9A H -0.3296 1.0226 0.1869 0.061 Uiso 1 1 calc R . . H9B H -0.2175 1.0779 0.0855 0.061 Uiso 1 1 calc R . . H10A H 0.1146 0.9641 0.1514 0.054 Uiso 1 1 calc R . . H10B H 0.0437 1.1008 0.2588 0.054 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 0.0288(16) 0.073(2) 0.0303(17) -0.0101(14) 0.0039(13) 0.0072(15) O2 0.0311(16) 0.060(2) 0.0473(17) -0.0222(15) -0.0017(14) -0.0088(14) O3 0.0440(17) 0.077(2) 0.0277(15) 0.0210(14) 0.0059(13) 0.0071(15) O4 0.0247(15) 0.0501(18) 0.0392(16) 0.0040(13) -0.0023(13) -0.0007(14) O5 0.0277(16) 0.076(2) 0.0409(16) 0.0355(15) 0.0040(13) -0.0030(15) O6 0.0278(15) 0.0369(17) 0.0261(14) 0.0038(12) 0.0058(12) 0.0046(12) C1 0.026(2) 0.038(2) 0.021(2) -0.0034(18) 0.0023(17) 0.0033(18) C2 0.025(2) 0.037(2) 0.023(2) -0.0062(19) 0.0007(16) -0.0029(18) C3 0.020(2) 0.064(3) 0.021(2) 0.010(2) 0.0004(17) 0.000(2) C4 0.026(2) 0.051(3) 0.031(2) 0.019(2) 0.0010(19) 0.001(2) C5 0.020(2) 0.042(3) 0.027(2) 0.0098(19) -0.0009(18) -0.0063(18) C6 0.017(2) 0.032(2) 0.022(2) 0.0017(18) 0.0018(16) 0.0000(17) C7 0.025(2) 0.040(3) 0.025(2) 0.0010(19) -0.0045(17) -0.0003(18) C8 0.039(3) 0.042(3) 0.041(2) 0.010(2) -0.013(2) 0.006(2) C9 0.053(3) 0.038(3) 0.057(3) 0.011(2) -0.009(2) 0.009(2) C10 0.048(3) 0.029(3) 0.049(3) -0.001(2) -0.009(2) 0.000(2) #=============================================================================== # 10. MOLECULAR GEOMETRY _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 1.441(4) . ? O1 H1O 0.8200 . ? O2 C2 1.430(4) . ? O2 H2O 0.8200 . ? O3 C3 1.428(4) . ? O3 H3O 0.8200 . ? O4 C4 1.436(4) . ? O4 H4O 0.8200 . ? O5 C5 1.428(4) . ? O5 H5O 0.8200 . ? O6 C6 1.453(4) . ? O6 H6O 0.8200 . ? C1 C2 1.540(5) . ? C1 C10 1.520(5) . ? C2 H2 0.9800 . ? C3 C2 1.519(5) . ? C3 H3 0.9800 . ? C4 C3 1.526(5) . ? C4 H4 0.9800 . ? C5 C4 1.542(5) . ? C5 H5 0.9800 . ? C6 C5 1.537(5) . ? C6 C1 1.542(5) . ? C6 C7 1.525(4) . ? C7 C8 1.529(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.518(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C9 1.529(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? 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 O1 C1 C2 110.2(3) . . ? O1 C1 C6 108.6(3) . . ? O1 C1 C10 106.2(3) . . ? O2 C2 C1 108.9(3) . . ? O2 C2 C3 110.0(3) . . ? O2 C2 H2 108.1 . . ? O3 C3 C2 108.8(3) . . ? O3 C3 C4 110.2(3) . . ? O3 C3 H3 108.4 . . ? O4 C4 C3 110.2(3) . . ? O4 C4 C5 107.0(3) . . ? O4 C4 H4 108.7 . . ? O5 C5 C4 109.6(3) . . ? O5 C5 C6 111.1(3) . . ? O5 C5 H5 108.1 . . ? O6 C6 C1 108.0(3) . . ? O6 C6 C5 106.4(3) . . ? O6 C6 C7 107.0(3) . . ? C1 C2 H2 108.1 . . ? C1 C10 C9 112.1(3) . . ? C1 C10 H10A 109.2 . . ? C1 C10 H10B 109.2 . . ? C1 O1 H1O 109.5 . . ? C2 C1 C6 110.3(3) . . ? C2 C3 C4 112.5(3) . . ? C2 C3 H3 108.4 . . ? C2 O2 H2O 109.5 . . ? C3 C2 C1 113.5(3) . . ? C3 C4 C5 113.3(3) . . ? C3 C2 H2 108.1 . . ? C3 C4 H4 108.7 . . ? C3 O3 H3O 109.5 . . ? C4 C3 H3 108.4 . . ? C4 C5 H5 108.1 . . ? C4 O4 H4O 109.5 . . ? C5 C4 H4 108.7 . . ? C5 C6 C1 112.7(3) . . ? C5 O5 H5O 109.5 . . ? C6 C5 C4 111.9(3) . . ? C6 C7 C8 112.0(3) . . ? C6 C7 H7A 109.2 . . ? C6 C7 H7B 109.2 . . ? C6 C5 H5 108.1 . . ? C6 O6 H6O 109.5 . . ? C7 C6 C1 109.9(3) . . ? C7 C6 C5 112.6(3) . . ? C7 C8 H8A 109.4 . . ? C7 C8 H8B 109.4 . . ? C8 C9 C10 111.1(3) . . ? C8 C7 H7A 109.2 . . ? C8 C7 H7B 109.2 . . ? C8 C9 H9A 109.4 . . ? C8 C9 H9B 109.4 . . ? C9 C8 C7 111.1(3) . . ? C9 C8 H8A 109.4 . . ? C9 C8 H8B 109.4 . . ? C9 C10 H10A 109.2 . . ? C9 C10 H10B 109.2 . . ? C10 C1 C2 111.3(3) . . ? C10 C1 C6 110.2(3) . . ? C10 C9 H9A 109.4 . . ? C10 C9 H9B 109.4 . . ? H7A C7 H7B 107.9 . . ? H8A C8 H8B 108.0 . . ? H9A C9 H9B 108.0 . . ? H10A C10 H10B 107.9 . . ? 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 O1 C1 C2 C3 66.2(4) . . . . ? O1 C1 C10 C9 -60.9(4) . . . . ? O1 C1 C2 O2 -56.7(4) . . . . ? O3 C3 C2 C1 -70.2(4) . . . . ? O3 C3 C2 O2 52.1(4) . . . . ? O4 C4 C3 C2 69.8(4) . . . . ? O4 C4 C3 O3 -168.5(3) . . . . ? O5 C5 C4 C3 -73.3(4) . . . . ? O5 C5 C4 O4 165.0(3) . . . . ? O6 C6 C1 O1 175.8(3) . . . . ? O6 C6 C5 O5 -171.7(3) . . . . ? O6 C6 C1 C10 59.9(4) . . . . ? O6 C6 C1 C2 -63.4(4) . . . . ? O6 C6 C5 C4 65.5(3) . . . . ? O6 C6 C7 C8 -60.3(4) . . . . ? C1 C6 C5 C4 -52.6(4) . . . . ? C1 C6 C7 C8 56.7(4) . . . . ? C1 C6 C5 O5 70.2(4) . . . . ? C1 C10 C9 C8 -55.5(5) . . . . ? C2 C1 C10 C9 179.3(3) . . . . ? C4 C3 C2 O2 174.5(3) . . . . ? C4 C3 C2 C1 52.2(4) . . . . ? C5 C4 C3 O3 71.6(4) . . . . ? C5 C6 C1 C10 177.1(3) . . . . ? C5 C4 C3 C2 -50.0(4) . . . . ? C5 C6 C1 C2 53.8(4) . . . . ? C5 C6 C7 C8 -176.8(3) . . . . ? C5 C6 C1 O1 -67.0(3) . . . . ? C6 C5 C4 O4 -71.4(4) . . . . ? C6 C1 C2 O2 -176.6(3) . . . . ? C6 C5 C4 C3 50.3(4) . . . . ? C6 C1 C2 C3 -53.6(4) . . . . ? C6 C1 C10 C9 56.5(4) . . . . ? C6 C7 C8 C9 -55.9(4) . . . . ? C7 C8 C9 C10 54.1(5) . . . . ? C7 C6 C5 O5 -54.8(4) . . . . ? C7 C6 C5 C4 -177.6(3) . . . . ? C7 C6 C1 O1 59.4(4) . . . . ? C7 C6 C1 C10 -56.5(4) . . . . ? C7 C6 C1 C2 -179.8(3) . . . . ? C10 C1 C2 O2 60.7(4) . . . . ? C10 C1 C2 C3 -176.3(3) . . . . ? #===END #=============================================================================== data_inositol2 _database_code_depnum_ccdc_archive 'CCDC 283662' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; (1R*,2S*,3R*,4S*,4aR*,8aR*)perhydro-1,2,3,4,4a,8a-naphthalenehexaol ; _chemical_name_common 'annulated chiro-inositol' _chemical_melting_point ? _chemical_formula_moiety 'C10 H18 O6' _chemical_formula_structural 'C10 H18 O6' _chemical_formula_sum 'C10 H18 O6' _chemical_formula_weight 234.24 _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' C C 0.0033 0.0016 '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' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 12.559(4) _cell_length_b 12.916(4) _cell_length_c 13.860(4) _cell_angle_alpha 87.959(6) _cell_angle_beta 87.627(6) _cell_angle_gamma 70.606(6) _cell_volume 2118.2(11) _cell_formula_units_Z 8 _cell_measurement_temperature 292(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; ? ; _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 0.121 _exptl_crystal_density_meas_temp ? # Permitted for _exptl_absorpt_correction_type : # analytical 'analytical from crystal shape' # cylinder 'cylindrical' # empirical 'empirical from intensities' # gaussian 'Gaussian from crystal shape' # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # refdelf 'refined from delta-F' # sphere 'spherical' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.9361 _exptl_absorpt_correction_T_max 0.9904 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 292(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 19966 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.49 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_reduction_process ; ? ; _reflns_number_total 7838 _reflns_number_gt 5084 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction SAINT _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0621P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7838 _refine_ls_number_parameters 604 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0916 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1294 _refine_ls_wR_factor_gt 0.1116 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.268 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.045 #=============================================================================== # 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.38894(13) 0.99239(13) 0.26273(12) 0.0302(4) Uani 1 1 d . . . O2 O 0.60460(13) 0.86428(14) 0.07454(12) 0.0326(4) Uani 1 1 d . . . O3 O 0.30190(13) 0.95254(13) 0.10259(13) 0.0347(4) Uani 1 1 d . . . O4 O 0.34653(14) 0.72322(14) 0.07859(12) 0.0357(4) Uani 1 1 d . . . O5 O 0.43474(13) 0.65338(12) 0.26255(12) 0.0308(4) Uani 1 1 d . . . O6 O 0.62416(12) 0.73060(12) 0.23488(12) 0.0283(4) Uani 1 1 d . . . O7 O 0.88077(12) 0.98598(12) 0.26554(12) 0.0293(4) Uani 1 1 d . . . O8 O 1.09712(13) 0.88760(14) 0.07102(12) 0.0341(4) Uani 1 1 d . . . O9 O 0.79033(12) 0.94667(14) 0.10228(12) 0.0343(4) Uani 1 1 d . . . O10 O 0.84785(14) 0.71482(14) 0.09682(12) 0.0346(4) Uani 1 1 d . . . O11 O 0.96444(13) 0.64913(12) 0.26948(12) 0.0311(4) Uani 1 1 d . . . O12 O 1.12833(12) 0.75088(12) 0.22309(12) 0.0289(4) Uani 1 1 d . . . O13 O 0.35660(13) 0.21640(13) 0.29198(13) 0.0336(4) Uani 1 1 d . . . O14 O 0.14598(13) 0.31598(15) 0.10178(12) 0.0303(4) Uani 1 1 d . . . O15 O 0.44991(13) 0.26086(15) 0.11898(14) 0.0428(5) Uani 1 1 d . . . O16 O 0.39517(15) 0.48571(15) 0.10121(15) 0.0467(5) Uani 1 1 d . . . O17 O 0.27266(13) 0.55483(12) 0.28077(13) 0.0344(4) Uani 1 1 d . . . O18 O 0.11079(13) 0.44996(13) 0.24755(13) 0.0320(4) Uani 1 1 d . . . O19 O 0.84985(13) 0.21022(13) 0.29304(12) 0.0321(4) Uani 1 1 d . . . O20 O 0.65036(13) 0.34379(15) 0.10567(12) 0.0379(5) Uani 1 1 d . . . O21 O 0.95292(13) 0.25115(13) 0.13254(13) 0.0371(5) Uani 1 1 d . . . O22 O 0.91950(14) 0.47340(14) 0.10156(13) 0.0394(5) Uani 1 1 d . . . O23 O 0.80337(13) 0.55227(12) 0.28278(13) 0.0320(4) Uani 1 1 d . . . O24 O 0.62009(13) 0.47392(13) 0.25606(12) 0.0320(4) Uani 1 1 d . . . C1 C 0.49727(18) 0.92072(18) 0.22714(17) 0.0237(5) Uani 1 1 d . . . C2 C 0.49738(19) 0.92668(19) 0.11597(17) 0.0267(6) Uani 1 1 d . . . C3 C 0.41173(19) 0.87885(19) 0.07541(17) 0.0284(6) Uani 1 1 d . . . C4 C 0.43017(19) 0.76330(19) 0.11631(16) 0.0263(6) Uani 1 1 d . . . C5 C 0.42411(18) 0.76060(18) 0.22553(17) 0.0239(5) Uani 1 1 d . . . C6 C 0.51433(18) 0.80232(18) 0.26648(16) 0.0234(5) Uani 1 1 d . . . C7 C 0.5132(2) 0.7979(2) 0.37599(17) 0.0322(6) Uani 1 1 d . . . C8 C 0.5995(2) 0.8431(2) 0.41633(19) 0.0404(7) Uani 1 1 d . . . C9 C 0.5831(2) 0.9590(2) 0.37874(19) 0.0413(7) Uani 1 1 d . . . C10 C 0.5850(2) 0.9635(2) 0.26823(17) 0.0317(6) Uani 1 1 d . . . C11 C 0.99323(18) 0.92741(17) 0.22878(16) 0.0228(5) Uani 1 1 d . . . C12 C 0.98824(18) 0.93361(19) 0.11788(17) 0.0265(6) Uani 1 1 d . . . C13 C 0.90502(18) 0.87946(19) 0.08106(17) 0.0275(6) Uani 1 1 d . . . C14 C 0.93000(19) 0.76322(18) 0.12336(17) 0.0257(6) Uani 1 1 d . . . C15 C 0.93329(18) 0.75908(17) 0.23229(16) 0.0220(5) Uani 1 1 d . . . C16 C 1.02048(18) 0.80791(18) 0.26731(16) 0.0229(5) Uani 1 1 d . . . C17 C 1.0269(2) 0.8016(2) 0.37689(17) 0.0322(6) Uani 1 1 d . . . C18 C 1.1122(2) 0.8517(2) 0.41168(19) 0.0407(7) Uani 1 1 d . . . C19 C 1.0861(2) 0.9695(2) 0.37471(19) 0.0412(7) Uani 1 1 d . . . C20 C 1.0782(2) 0.97673(19) 0.26507(17) 0.0309(6) Uani 1 1 d . . . C21 C 0.24581(18) 0.27560(18) 0.25753(17) 0.0249(6) Uani 1 1 d . . . C22 C 0.25349(18) 0.27026(19) 0.14633(17) 0.0263(6) Uani 1 1 d . . . C23 C 0.33532(19) 0.3254(2) 0.10204(18) 0.0323(6) Uani 1 1 d . . . C24 C 0.3119(2) 0.44061(19) 0.13885(18) 0.0318(6) Uani 1 1 d . . . C25 C 0.30538(19) 0.44421(18) 0.24853(18) 0.0275(6) Uani 1 1 d . . . C26 C 0.21701(18) 0.39496(18) 0.29058(17) 0.0257(6) Uani 1 1 d . . . C27 C 0.2060(2) 0.4016(2) 0.40055(18) 0.0396(7) Uani 1 1 d . . . C28 C 0.1208(3) 0.3502(2) 0.4429(2) 0.0496(8) Uani 1 1 d . . . C29 C 0.1483(2) 0.2326(2) 0.41038(19) 0.0455(7) Uani 1 1 d . . . C30 C 0.1599(2) 0.2258(2) 0.30053(17) 0.0306(6) Uani 1 1 d . . . C31 C 0.74603(18) 0.28358(18) 0.25467(17) 0.0242(5) Uani 1 1 d . . . C32 C 0.75619(19) 0.2802(2) 0.14416(17) 0.0288(6) Uani 1 1 d . . . C33 C 0.84703(19) 0.3267(2) 0.10380(18) 0.0303(6) Uani 1 1 d . . . C34 C 0.82777(19) 0.44137(19) 0.14034(17) 0.0295(6) Uani 1 1 d . . . C35 C 0.82020(18) 0.44439(18) 0.24991(17) 0.0252(6) Uani 1 1 d . . . C36 C 0.72652(18) 0.40154(18) 0.29112(17) 0.0253(6) Uani 1 1 d . . . C37 C 0.7171(2) 0.4034(2) 0.40073(17) 0.0369(7) Uani 1 1 d . . . C38 C 0.6253(2) 0.3590(2) 0.4405(2) 0.0484(8) Uani 1 1 d . . . C39 C 0.6413(2) 0.2446(2) 0.40450(19) 0.0456(8) Uani 1 1 d . . . C40 C 0.6526(2) 0.2417(2) 0.29484(18) 0.0324(6) Uani 1 1 d . . . H1O H 0.3396 0.9914 0.2261 0.045 Uiso 1 1 calc R . . H2O H 0.6517 0.8929 0.0868 0.049 Uiso 1 1 calc R . . H3O H 0.2534 0.9336 0.0777 0.052 Uiso 1 1 calc R . . H4O H 0.3510 0.6641 0.1048 0.054 Uiso 1 1 calc R . . H5O H 0.5013 0.6145 0.2596 0.046 Uiso 1 1 calc R . . H6O H 0.6403 0.7509 0.1812 0.042 Uiso 1 1 calc R . . H7O H 0.8757 1.0495 0.2763 0.044 Uiso 1 1 calc R . . H8O H 1.1326 0.8302 0.0990 0.051 Uiso 1 1 calc R . . H9O H 0.7871 0.9769 0.1539 0.051 Uiso 1 1 calc R . . H10O H 0.8492 0.7100 0.0379 0.052 Uiso 1 1 calc R . . H11O H 0.9119 0.6256 0.2640 0.047 Uiso 1 1 calc R . . H12O H 1.1551 0.6904 0.2495 0.043 Uiso 1 1 calc R . . H13O H 0.3689 0.1502 0.2878 0.050 Uiso 1 1 calc R . . H14O H 0.113(2) 0.378(2) 0.136(2) 0.067(10) Uiso 1 1 d . . . H15O H 0.4558 0.2393 0.1755 0.064 Uiso 1 1 calc R . . H16O H 0.4574 0.4378 0.1007 0.070 Uiso 1 1 calc R . . H17O H 0.3260 0.5779 0.2729 0.052 Uiso 1 1 calc R . . H18O H 0.0877 0.5143 0.2636 0.048 Uiso 1 1 calc R . . H19O H 0.9036 0.2167 0.2608 0.048 Uiso 1 1 calc R . . H20O H 0.6453 0.3226 0.0515 0.057 Uiso 1 1 calc R . . H21O H 1.0030 0.2775 0.1195 0.056 Uiso 1 1 calc R . . H22O H 0.9045 0.5398 0.1071 0.059 Uiso 1 1 calc R . . H23O H 0.7402 0.5929 0.2685 0.048 Uiso 1 1 calc R . . H24O H 0.6090 0.4537 0.2031 0.048 Uiso 1 1 calc R . . H2 H 0.4788 1.0035 0.0943 0.032 Uiso 1 1 calc R . . H3 H 0.4201 0.8767 0.0048 0.034 Uiso 1 1 calc R . . H4 H 0.5051 0.7156 0.0946 0.032 Uiso 1 1 calc R . . H5 H 0.3497 0.8103 0.2464 0.029 Uiso 1 1 calc R . . H7A H 0.5292 0.7224 0.3983 0.039 Uiso 1 1 calc R . . H7B H 0.4385 0.8400 0.4005 0.039 Uiso 1 1 calc R . . H8A H 0.5923 0.8430 0.4863 0.048 Uiso 1 1 calc R . . H8B H 0.6750 0.7958 0.3983 0.048 Uiso 1 1 calc R . . H9A H 0.6426 0.9832 0.4016 0.050 Uiso 1 1 calc R . . H9B H 0.5114 1.0082 0.4034 0.050 Uiso 1 1 calc R . . H10A H 0.5708 1.0389 0.2460 0.038 Uiso 1 1 calc R . . H10B H 0.6595 0.9201 0.2441 0.038 Uiso 1 1 calc R . . H12 H 0.9594 1.0115 0.0988 0.032 Uiso 1 1 calc R . . H13 H 0.9154 0.8743 0.0107 0.033 Uiso 1 1 calc R . . H14 H 1.0041 0.7177 0.0979 0.031 Uiso 1 1 calc R . . H15 H 0.8585 0.8011 0.2589 0.026 Uiso 1 1 calc R . . H17A H 1.0483 0.7254 0.3985 0.039 Uiso 1 1 calc R . . H17B H 0.9530 0.8402 0.4052 0.039 Uiso 1 1 calc R . . H18A H 1.1109 0.8501 0.4817 0.049 Uiso 1 1 calc R . . H18B H 1.1875 0.8082 0.3892 0.049 Uiso 1 1 calc R . . H19A H 1.1449 0.9972 0.3936 0.049 Uiso 1 1 calc R . . H19B H 1.0151 1.0150 0.4038 0.049 Uiso 1 1 calc R . . H20A H 1.0568 1.0532 0.2442 0.037 Uiso 1 1 calc R . . H20B H 1.1520 0.9387 0.2363 0.037 Uiso 1 1 calc R . . H22 H 0.2835 0.1925 0.1299 0.032 Uiso 1 1 calc R . . H23 H 0.3256 0.3314 0.0320 0.039 Uiso 1 1 calc R . . H24 H 0.2386 0.4868 0.1150 0.038 Uiso 1 1 calc R . . H25 H 0.3795 0.4024 0.2739 0.033 Uiso 1 1 calc R . . H27A H 0.2792 0.3641 0.4278 0.047 Uiso 1 1 calc R . . H27B H 0.1828 0.4779 0.4186 0.047 Uiso 1 1 calc R . . H28A H 0.1209 0.3510 0.5128 0.060 Uiso 1 1 calc R . . H28B H 0.0457 0.3935 0.4226 0.060 Uiso 1 1 calc R . . H29A H 0.0890 0.2046 0.4335 0.055 Uiso 1 1 calc R . . H29B H 0.2184 0.1871 0.4385 0.055 Uiso 1 1 calc R . . H30A H 0.1822 0.1494 0.2827 0.037 Uiso 1 1 calc R . . H30B H 0.0869 0.2637 0.2731 0.037 Uiso 1 1 calc R . . H32 H 0.7752 0.2040 0.1241 0.035 Uiso 1 1 calc R . . H33 H 0.8452 0.3299 0.0331 0.036 Uiso 1 1 calc R . . H34 H 0.7571 0.4915 0.1147 0.035 Uiso 1 1 calc R . . H35 H 0.8923 0.3958 0.2742 0.030 Uiso 1 1 calc R . . H37A H 0.7002 0.4783 0.4215 0.044 Uiso 1 1 calc R . . H37B H 0.7890 0.3596 0.4269 0.044 Uiso 1 1 calc R . . H38A H 0.6261 0.3565 0.5105 0.058 Uiso 1 1 calc R . . H38B H 0.5521 0.4085 0.4215 0.058 Uiso 1 1 calc R . . H39A H 0.7085 0.1926 0.4319 0.055 Uiso 1 1 calc R . . H39B H 0.5771 0.2228 0.4259 0.055 Uiso 1 1 calc R . . H40A H 0.5814 0.2862 0.2679 0.039 Uiso 1 1 calc R . . H40B H 0.6682 0.1668 0.2746 0.039 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 0.0243(9) 0.0248(9) 0.0384(11) -0.0062(8) 0.0005(8) -0.0036(7) O2 0.0250(9) 0.0418(11) 0.0339(11) -0.0064(8) 0.0056(8) -0.0152(8) O3 0.0218(9) 0.0370(11) 0.0441(12) 0.0018(9) -0.0083(8) -0.0075(8) O4 0.0387(10) 0.0411(11) 0.0360(11) -0.0018(9) -0.0088(8) -0.0238(9) O5 0.0243(9) 0.0214(9) 0.0469(11) 0.0052(8) -0.0018(8) -0.0083(7) O6 0.0245(9) 0.0242(9) 0.0330(11) 0.0003(8) 0.0007(7) -0.0042(7) O7 0.0259(9) 0.0198(9) 0.0406(11) -0.0062(8) 0.0055(8) -0.0055(7) O8 0.0287(10) 0.0390(11) 0.0343(11) 0.0042(8) 0.0061(8) -0.0121(8) O9 0.0248(9) 0.0356(11) 0.0407(12) 0.0016(9) -0.0052(8) -0.0074(8) O10 0.0401(10) 0.0414(11) 0.0308(10) -0.0014(9) -0.0054(9) -0.0240(9) O11 0.0279(9) 0.0182(9) 0.0490(12) 0.0053(8) -0.0071(8) -0.0100(7) O12 0.0193(9) 0.0248(9) 0.0386(11) 0.0047(8) 0.0001(8) -0.0027(7) O13 0.0316(10) 0.0192(9) 0.0481(12) -0.0005(9) -0.0142(8) -0.0045(8) O14 0.0257(9) 0.0358(11) 0.0298(10) -0.0041(9) -0.0031(8) -0.0103(8) O15 0.0245(10) 0.0464(12) 0.0581(13) -0.0176(10) 0.0067(9) -0.0119(9) O16 0.0455(12) 0.0459(12) 0.0579(13) -0.0025(10) 0.0126(11) -0.0289(10) O17 0.0282(9) 0.0206(9) 0.0563(12) -0.0059(8) 0.0000(9) -0.0103(8) O18 0.0226(9) 0.0230(9) 0.0477(12) -0.0052(8) -0.0035(8) -0.0034(7) O19 0.0277(9) 0.0239(9) 0.0437(12) 0.0042(8) -0.0069(8) -0.0070(8) O20 0.0305(10) 0.0529(12) 0.0300(11) -0.0065(9) -0.0078(8) -0.0120(9) O21 0.0222(9) 0.0327(10) 0.0566(13) -0.0079(9) 0.0078(9) -0.0100(8) O22 0.0380(10) 0.0321(10) 0.0507(12) 0.0035(9) 0.0094(9) -0.0167(9) O23 0.0245(9) 0.0188(9) 0.0522(12) -0.0031(8) -0.0058(8) -0.0059(7) O24 0.0262(9) 0.0264(10) 0.0396(11) -0.0025(8) -0.0031(8) -0.0032(8) C1 0.0207(12) 0.0198(13) 0.0302(15) -0.0001(11) 0.0008(10) -0.0063(10) C2 0.0261(13) 0.0238(13) 0.0300(15) 0.0038(11) 0.0002(11) -0.0087(11) C3 0.0265(14) 0.0336(15) 0.0253(14) 0.0013(11) -0.0025(11) -0.0103(12) C4 0.0230(13) 0.0298(14) 0.0281(15) -0.0053(11) -0.0015(11) -0.0111(11) C5 0.0212(12) 0.0172(12) 0.0335(15) 0.0012(11) 0.0000(10) -0.0070(10) C6 0.0205(12) 0.0200(12) 0.0273(14) -0.0005(10) 0.0014(10) -0.0037(10) C7 0.0359(15) 0.0324(15) 0.0285(15) 0.0025(12) -0.0023(12) -0.0118(12) C8 0.0447(16) 0.0484(18) 0.0305(16) 0.0002(13) -0.0070(13) -0.0182(14) C9 0.0462(17) 0.0425(17) 0.0405(17) -0.0097(13) -0.0087(13) -0.0201(14) C10 0.0298(14) 0.0283(14) 0.0404(17) -0.0030(12) -0.0008(12) -0.0140(12) C11 0.0189(12) 0.0184(12) 0.0301(15) -0.0008(10) 0.0031(10) -0.0054(10) C12 0.0233(13) 0.0227(13) 0.0324(15) 0.0075(11) -0.0006(11) -0.0069(11) C13 0.0233(13) 0.0347(15) 0.0242(14) 0.0000(11) 0.0004(11) -0.0096(11) C14 0.0215(12) 0.0269(14) 0.0303(15) -0.0022(11) 0.0004(11) -0.0103(11) C15 0.0189(12) 0.0164(12) 0.0292(14) 0.0004(10) 0.0005(10) -0.0042(10) C16 0.0202(12) 0.0197(12) 0.0282(14) 0.0012(10) -0.0013(10) -0.0061(10) C17 0.0393(15) 0.0313(15) 0.0274(15) 0.0044(11) -0.0045(12) -0.0137(12) C18 0.0492(17) 0.0483(18) 0.0307(16) 0.0008(13) -0.0113(13) -0.0231(14) C19 0.0456(17) 0.0413(17) 0.0447(18) -0.0086(13) -0.0071(13) -0.0237(14) C20 0.0294(14) 0.0255(14) 0.0400(17) 0.0011(12) -0.0032(12) -0.0121(11) C21 0.0216(13) 0.0212(13) 0.0310(15) -0.0003(11) -0.0056(11) -0.0055(10) C22 0.0221(13) 0.0233(13) 0.0333(15) -0.0065(11) -0.0013(11) -0.0067(10) C23 0.0284(14) 0.0420(16) 0.0282(15) -0.0039(12) 0.0011(11) -0.0139(12) C24 0.0266(14) 0.0309(15) 0.0405(17) 0.0034(12) 0.0027(12) -0.0140(12) C25 0.0233(13) 0.0165(12) 0.0428(17) -0.0031(11) -0.0041(11) -0.0059(10) C26 0.0239(13) 0.0217(13) 0.0310(15) -0.0012(11) -0.0034(11) -0.0064(10) C27 0.0515(17) 0.0360(16) 0.0361(17) -0.0071(13) 0.0003(13) -0.0207(14) C28 0.070(2) 0.057(2) 0.0317(17) -0.0103(14) 0.0125(15) -0.0350(17) C29 0.0582(19) 0.0496(19) 0.0397(18) 0.0041(14) 0.0005(14) -0.0332(16) C30 0.0313(14) 0.0277(14) 0.0358(16) -0.0012(12) -0.0035(12) -0.0134(11) C31 0.0210(12) 0.0204(13) 0.0319(15) -0.0006(11) -0.0056(11) -0.0070(10) C32 0.0256(13) 0.0279(14) 0.0334(16) -0.0065(12) -0.0001(11) -0.0091(11) C33 0.0271(14) 0.0353(15) 0.0285(15) -0.0036(12) 0.0018(11) -0.0104(12) C34 0.0240(13) 0.0270(14) 0.0376(16) 0.0071(12) 0.0001(11) -0.0096(11) C35 0.0228(13) 0.0160(12) 0.0363(15) -0.0010(11) -0.0042(11) -0.0053(10) C36 0.0234(13) 0.0210(13) 0.0300(15) -0.0003(11) -0.0031(11) -0.0049(10) C37 0.0498(17) 0.0336(15) 0.0315(16) -0.0041(12) -0.0026(13) -0.0190(13) C39 0.0527(18) 0.0546(19) 0.0405(18) 0.0062(15) 0.0028(14) -0.0339(16) C38 0.063(2) 0.058(2) 0.0309(17) -0.0040(14) 0.0110(14) -0.0304(17) C40 0.0306(14) 0.0301(15) 0.0403(17) -0.0004(12) -0.0015(12) -0.0151(12) #=============================================================================== # 10. MOLECULAR GEOMETRY _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 1.446(3) . ? O1 H1O 0.8200 . ? O2 C2 1.428(3) . ? O2 H2O 0.8200 . ? O3 C3 1.436(3) . ? O3 H3O 0.8200 . ? O4 C4 1.439(2) . ? O4 H4O 0.8200 . ? O5 C5 1.425(3) . ? O5 H5O 0.8200 . ? O6 C6 1.443(3) . ? O6 H6O 0.8200 . ? O7 C11 1.444(3) . ? O7 H7O 0.8200 . ? O8 C12 1.435(3) . ? O8 H8O 0.8200 . ? O9 C13 1.438(3) . ? O9 H9O 0.8200 . ? O10 C14 1.438(2) . ? O10 H10O 0.8200 . ? O11 C15 1.425(2) . ? O11 H11O 0.8200 . ? O12 C16 1.433(3) . ? O12 H12O 0.8200 . ? O13 C21 1.439(3) . ? O13 H13O 0.8200 . ? O14 C22 1.438(3) . ? O14 H14O 0.91(3) . ? O15 C23 1.428(3) . ? O15 H15O 0.8200 . ? O16 C24 1.429(3) . ? O16 H16O 0.8200 . ? O17 C25 1.432(3) . ? O17 H17O 0.8200 . ? O18 C26 1.430(3) . ? O18 H18O 0.8200 . ? O19 C31 1.443(3) . ? O19 H19O 0.8200 . ? O20 C32 1.424(3) . ? O20 H20O 0.8200 . ? O21 C33 1.426(3) . ? O21 H21O 0.8200 . ? O22 C34 1.427(3) . ? O22 H22O 0.8200 . ? O23 C35 1.427(3) . ? O23 H23O 0.8200 . ? O24 C36 1.445(3) . ? O24 H24O 0.8200 . ? C1 C10 1.524(3) . ? C1 C2 1.540(3) . ? C1 C6 1.554(3) . ? C2 H2 0.9800 . ? C3 C4 1.524(3) . ? C3 C2 1.540(3) . ? C3 H3 0.9800 . ? C4 H4 0.9800 . ? C5 C4 1.512(3) . ? C5 C6 1.542(3) . ? C5 H5 0.9800 . ? C6 C7 1.516(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.518(4) . ? C8 C7 1.523(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C9 1.530(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.546(3) . ? C12 C11 1.539(3) . ? C12 C13 1.548(3) . ? C12 H12 0.9800 . ? C13 C14 1.528(3) . ? C13 H13 0.9800 . ? C14 H14 0.9800 . ? C15 C14 1.511(3) . ? C15 C16 1.535(3) . ? C15 H15 0.9800 . ? C17 C16 1.522(3) . ? C17 C18 1.524(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.520(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C11 1.522(3) . ? C20 C19 1.524(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C22 C23 1.531(3) . ? C22 C21 1.543(3) . ? C22 H22 0.9800 . ? C23 C24 1.520(3) . ? C23 H23 0.9800 . ? C24 H24 0.9800 . ? C25 C24 1.521(3) . ? C25 C26 1.538(3) . ? C25 H25 0.9800 . ? C26 C27 1.528(3) . ? C26 C21 1.544(3) . ? C27 C28 1.524(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C28 1.521(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C21 1.521(3) . ? C30 C29 1.526(3) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C40 1.526(3) . ? C31 C32 1.533(3) . ? C32 H32 0.9800 . ? C33 C34 1.521(3) . ? C33 C32 1.534(3) . ? C33 H33 0.9800 . ? C34 H34 0.9800 . ? C35 C34 1.519(3) . ? C35 C36 1.540(3) . ? C35 H35 0.9800 . ? C36 C37 1.519(3) . ? C36 C31 1.560(3) . ? C37 C38 1.526(3) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C38 1.523(4) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C39 1.521(3) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? 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 O1 C1 C6 108.59(17) . . ? O1 C1 C10 105.74(18) . . ? O1 C1 C2 107.98(18) . . ? O2 C2 H2 109.1 . . ? O2 C2 C3 105.64(18) . . ? O2 C2 C1 111.76(18) . . ? O3 C3 C4 111.42(19) . . ? O3 C3 C2 106.15(18) . . ? O3 C3 H3 109.5 . . ? O4 C4 C5 110.43(17) . . ? O4 C4 C3 108.65(18) . . ? O4 C4 H4 108.6 . . ? O5 C5 H5 107.9 . . ? O5 C5 C4 111.20(18) . . ? O5 C5 C6 111.12(18) . . ? O6 C6 C7 106.32(18) . . ? O6 C6 C5 108.29(18) . . ? O6 C6 C1 109.27(17) . . ? O7 C11 C20 110.83(18) . . ? O7 C11 C12 106.70(17) . . ? O7 C11 C16 105.77(17) . . ? O8 C12 C11 112.89(18) . . ? O8 C12 C13 110.21(19) . . ? O8 C12 H12 107.2 . . ? O9 C13 C14 111.43(18) . . ? O9 C13 C12 110.40(19) . . ? O9 C13 H13 107.9 . . ? O10 C14 C15 107.50(17) . . ? O10 C14 C13 112.05(18) . . ? O10 C14 H14 108.1 . . ? O11 C15 C14 111.58(17) . . ? O11 C15 C16 106.82(17) . . ? O11 C15 H15 109.1 . . ? O12 C16 C17 110.74(18) . . ? O12 C16 C15 108.83(18) . . ? O12 C16 C11 104.00(17) . . ? O13 C21 C30 110.39(19) . . ? O13 C21 C22 107.06(18) . . ? O13 C21 C26 106.37(17) . . ? O14 C22 H22 107.2 . . ? O14 C22 C23 109.27(19) . . ? O14 C22 C21 113.47(18) . . ? O15 C23 C24 109.55(19) . . ? O15 C23 C22 111.3(2) . . ? O15 C23 H23 107.7 . . ? O16 C24 C23 110.6(2) . . ? O16 C24 C25 110.29(19) . . ? O16 C24 H24 107.7 . . ? O17 C25 C24 111.13(19) . . ? O17 C25 C26 106.98(18) . . ? O17 C25 H25 109.2 . . ? O18 C26 C27 110.88(19) . . ? O18 C26 C25 109.23(19) . . ? O18 C26 C21 103.06(17) . . ? O19 C31 C40 106.13(18) . . ? O19 C31 C32 108.32(18) . . ? O19 C31 C36 108.77(17) . . ? O20 C32 C31 108.80(18) . . ? O20 C32 C33 108.7(2) . . ? O20 C32 H32 109.1 . . ? O21 C33 C34 111.80(18) . . ? O21 C33 C32 106.45(19) . . ? O21 C33 H33 109.0 . . ? O22 C34 C35 111.99(18) . . ? O22 C34 C33 106.14(19) . . ? O22 C34 H34 108.9 . . ? O23 C35 C34 111.11(18) . . ? O23 C35 C36 110.68(18) . . ? O23 C35 H35 107.8 . . ? O24 C36 C37 106.84(19) . . ? O24 C36 C35 107.76(18) . . ? O24 C36 C31 108.67(17) . . ? C1 C2 H2 109.1 . . ? C1 C10 C9 112.31(19) . . ? C1 C10 H10A 109.1 . . ? C1 C10 H10B 109.1 . . ? C1 O1 H1O 109.5 . . ? C2 C3 H3 109.5 . . ? C2 O2 H2O 109.5 . . ? C2 C1 C6 111.60(18) . . ? C3 C2 C1 112.06(18) . . ? C3 C2 H2 109.1 . . ? C3 C4 H4 108.6 . . ? C3 O3 H3O 109.5 . . ? C4 O4 H4O 109.5 . . ? C4 C5 C6 110.72(17) . . ? C4 C5 H5 107.9 . . ? C4 C3 C2 110.62(18) . . ? C4 C3 H3 109.5 . . ? C5 C6 C1 109.47(17) . . ? C5 O5 H5O 109.5 . . ? C5 C4 C3 111.88(18) . . ? C5 C4 H4 108.6 . . ? C6 C7 C8 112.3(2) . . ? C6 C7 H7A 109.1 . . ? C6 C7 H7B 109.2 . . ? C6 O6 H6O 109.5 . . ? C6 C5 H5 107.9 . . ? C7 C8 H8B 109.3 . . ? C7 C8 H8A 109.3 . . ? C7 C6 C5 112.37(18) . . ? C7 C6 C1 111.00(18) . . ? C8 C9 C10 110.7(2) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C8 C7 H7A 109.2 . . ? C8 C7 H7B 109.2 . . ? C9 C8 H8B 109.3 . . ? C9 C8 C7 111.5(2) . . ? C9 C8 H8A 109.3 . . ? C9 C10 H10A 109.1 . . ? C9 C10 H10B 109.1 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? C10 C1 C2 112.66(18) . . ? C10 C1 C6 109.99(18) . . ? C11 C20 C19 112.82(19) . . ? C11 C20 H20A 109.0 . . ? C11 C20 H20B 109.0 . . ? C11 O7 H7O 109.5 . . ? C11 C12 C13 111.81(18) . . ? C11 C12 H12 107.2 . . ? C12 C11 C16 111.23(18) . . ? C12 O8 H8O 109.5 . . ? C12 C13 H13 107.9 . . ? C13 C14 H14 108.1 . . ? C13 O9 H9O 109.5 . . ? C13 C12 H12 107.2 . . ? C14 O10 H10O 109.5 . . ? C14 C15 C16 111.13(17) . . ? C14 C15 H15 109.1 . . ? C14 C13 C12 111.09(18) . . ? C14 C13 H13 107.9 . . ? C15 C16 C11 110.02(17) . . ? C15 O11 H11O 109.5 . . ? C15 C14 C13 112.70(18) . . ? C15 C14 H14 108.1 . . ? C16 O12 H12O 109.5 . . ? C16 C15 H15 109.1 . . ? C16 C17 H17B 109.3 . . ? C16 C17 C18 111.69(19) . . ? C16 C17 H17A 109.3 . . ? C17 C18 H18A 109.4 . . ? C17 C18 H18B 109.4 . . ? C17 C16 C11 111.22(18) . . ? C17 C16 C15 111.73(18) . . ? C18 C17 H17B 109.3 . . ? C18 C17 H17A 109.3 . . ? C18 C19 C20 111.0(2) . . ? C18 C19 H19A 109.4 . . ? C18 C19 H19B 109.4 . . ? C19 C20 H20A 109.0 . . ? C19 C20 H20B 109.0 . . ? C19 C18 H18B 109.4 . . ? C19 C18 C17 111.3(2) . . ? C19 C18 H18A 109.4 . . ? C20 C19 H19A 109.4 . . ? C20 C19 H19B 109.4 . . ? C20 C11 C12 111.98(18) . . ? C20 C11 C16 110.10(18) . . ? C21 O13 H13O 109.5 . . ? C21 C30 C29 112.83(19) . . ? C21 C30 H30A 109.0 . . ? C21 C30 H30B 109.0 . . ? C21 C22 H22 107.2 . . ? C22 C23 H23 107.7 . . ? C22 C21 C26 110.92(18) . . ? C22 O14 H14O 102.0(18) . . ? C23 C24 C25 112.5(2) . . ? C23 C24 H24 107.7 . . ? C23 O15 H15O 109.5 . . ? C23 C22 C21 112.13(18) . . ? C23 C22 H22 107.2 . . ? C24 C23 C22 112.56(19) . . ? C24 C23 H23 107.7 . . ? C24 C25 C26 111.13(18) . . ? C24 O16 H16O 109.5 . . ? C24 C25 H25 109.2 . . ? C25 C24 H24 107.7 . . ? C25 C26 C21 110.00(18) . . ? C25 O17 H17O 109.5 . . ? C26 O18 H18O 109.5 . . ? C26 C25 H25 109.2 . . ? C26 C27 H27A 109.2 . . ? C26 C27 H27B 109.2 . . ? C27 C26 C25 111.96(18) . . ? C27 C26 C21 111.34(19) . . ? C27 C28 H28A 109.4 . . ? C27 C28 H28B 109.4 . . ? C28 C27 H27B 109.2 . . ? C28 C27 C26 112.2(2) . . ? C28 C27 H27A 109.2 . . ? C28 C29 C30 111.4(2) . . ? C28 C29 H29A 109.4 . . ? C28 C29 H29B 109.4 . . ? C29 C28 C27 111.3(2) . . ? C29 C28 H28A 109.4 . . ? C29 C28 H28B 109.4 . . ? C29 C30 H30A 109.0 . . ? C29 C30 H30B 109.0 . . ? C30 C21 C22 111.73(18) . . ? C30 C21 C26 110.19(19) . . ? C30 C29 H29A 109.4 . . ? C30 C29 H29B 109.4 . . ? C31 O19 H19O 109.5 . . ? C31 C32 C33 111.93(18) . . ? C31 C40 H40A 109.0 . . ? C31 C40 H40B 109.0 . . ? C31 C32 H32 109.1 . . ? C32 C33 H33 109.0 . . ? C32 O20 H20O 109.5 . . ? C32 C31 C36 111.31(19) . . ? C33 O21 H21O 109.5 . . ? C33 C34 H34 108.9 . . ? C33 C32 H32 109.1 . . ? C34 C33 H33 109.0 . . ? C34 C33 C32 111.46(19) . . ? C34 O22 H22O 109.5 . . ? C34 C35 C36 111.43(18) . . ? C34 C35 H35 107.8 . . ? C35 C36 C31 110.11(18) . . ? C35 O23 H23O 109.5 . . ? C35 C34 C33 111.96(19) . . ? C35 C34 H34 108.9 . . ? C36 O24 H24O 109.5 . . ? C36 C35 H35 107.8 . . ? C36 C37 C38 112.0(2) . . ? C36 C37 H37A 109.2 . . ? C36 C37 H37B 109.2 . . ? C37 C36 C35 112.61(18) . . ? C37 C36 C31 110.68(19) . . ? C37 C38 H38A 109.2 . . ? C37 C38 H38B 109.2 . . ? C38 C37 H37B 109.2 . . ? C38 C37 H37A 109.2 . . ? C38 C39 H39A 109.4 . . ? C38 C39 H39B 109.4 . . ? C39 C40 C31 112.74(19) . . ? C39 C40 H40A 109.0 . . ? C39 C40 H40B 109.0 . . ? C39 C38 C37 112.2(2) . . ? C39 C38 H38A 109.2 . . ? C39 C38 H38B 109.2 . . ? C40 C31 C32 112.08(18) . . ? C40 C31 C36 110.04(19) . . ? C40 C39 C38 111.2(2) . . ? C40 C39 H39A 109.4 . . ? C40 C39 H39B 109.4 . . ? H7A C7 H7B 107.9 . . ? H8A C8 H8B 108.0 . . ? H9A C9 H9B 108.1 . . ? H10A C10 H10B 107.9 . . ? H17A C17 H17B 107.9 . . ? H18A C18 H18B 108.0 . . ? H19A C19 H19B 108.0 . . ? H20A C20 H20B 107.8 . . ? H27A C27 H27B 107.9 . . ? H28A C28 H28B 108.0 . . ? H29A C29 H29B 108.0 . . ? H30A C30 H30B 107.8 . . ? H37A C37 H37B 107.9 . . ? H38A C38 H38B 107.9 . . ? H39A C39 H39B 108.0 . . ? H40A C40 H40B 107.8 . . ? 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 O1 C1 C2 C3 -65.9(2) . . . . ? O1 C1 C2 O2 175.74(16) . . . . ? O1 C1 C10 C9 61.4(2) . . . . ? O1 C1 C6 O6 -177.64(16) . . . . ? O1 C1 C6 C7 -60.7(2) . . . . ? O1 C1 C6 C5 63.9(2) . . . . ? O3 C3 C2 O2 -170.11(17) . . . . ? O3 C3 C2 C1 68.0(2) . . . . ? O3 C3 C4 O4 60.6(2) . . . . ? O3 C3 C4 C5 -61.6(2) . . . . ? O5 C5 C6 C1 -178.10(18) . . . . ? O5 C5 C6 C7 -54.3(2) . . . . ? O5 C5 C6 O6 62.9(2) . . . . ? O5 C5 C4 O4 55.4(2) . . . . ? O5 C5 C4 C3 176.51(17) . . . . ? O6 C6 C7 C8 63.8(2) . . . . ? O7 C11 C16 O12 175.50(16) . . . . ? O7 C11 C16 C17 -65.3(2) . . . . ? O7 C11 C16 C15 59.1(2) . . . . ? O8 C12 C13 O9 -161.46(17) . . . . ? O8 C12 C13 C14 74.4(2) . . . . ? O8 C12 C11 O7 174.35(16) . . . . ? O8 C12 C11 C20 52.9(2) . . . . ? O8 C12 C11 C16 -70.8(2) . . . . ? O9 C13 C14 O10 51.4(3) . . . . ? O9 C13 C14 C15 -70.0(2) . . . . ? O11 C15 C16 O12 66.0(2) . . . . ? O11 C15 C16 C17 -56.6(2) . . . . ? O11 C15 C16 C11 179.34(17) . . . . ? O11 C15 C14 O10 60.1(2) . . . . ? O11 C15 C14 C13 -175.93(17) . . . . ? O14 C22 C23 O15 -160.82(18) . . . . ? O14 C22 C23 C24 75.7(2) . . . . ? O14 C22 C21 O13 173.65(17) . . . . ? O14 C22 C21 C30 52.7(3) . . . . ? O14 C22 C21 C26 -70.7(2) . . . . ? O15 C23 C24 O16 51.3(3) . . . . ? O15 C23 C24 C25 -72.5(2) . . . . ? O17 C25 C24 O16 61.5(2) . . . . ? O17 C25 C24 C23 -174.44(18) . . . . ? O17 C25 C26 O18 66.7(2) . . . . ? O17 C25 C26 C27 -56.5(2) . . . . ? O17 C25 C26 C21 179.17(18) . . . . ? O18 C26 C21 C22 59.5(2) . . . . ? O18 C26 C21 O13 175.63(17) . . . . ? O18 C26 C21 C30 -64.7(2) . . . . ? O18 C26 C27 C28 59.2(3) . . . . ? O19 C31 C32 O20 174.30(17) . . . . ? O19 C31 C40 C39 62.0(3) . . . . ? O19 C31 C32 C33 -65.5(2) . . . . ? O21 C33 C34 O22 58.5(2) . . . . ? O21 C33 C34 C35 -64.0(2) . . . . ? O23 C35 C36 O24 61.7(2) . . . . ? O21 C33 C32 O20 -171.51(18) . . . . ? O21 C33 C32 C31 68.3(2) . . . . ? O23 C35 C36 C37 -55.9(2) . . . . ? O23 C35 C36 C31 -179.96(17) . . . . ? O23 C35 C34 O22 60.3(2) . . . . ? O23 C35 C34 C33 179.36(17) . . . . ? O24 C36 C31 O19 -177.54(17) . . . . ? O24 C36 C31 C40 -61.7(2) . . . . ? O24 C36 C31 C32 63.2(2) . . . . ? O24 C36 C37 C38 62.8(3) . . . . ? C1 C10 C9 C8 56.2(3) . . . . ? C1 C6 C7 C8 -54.9(3) . . . . ? C2 C3 C4 C5 56.3(2) . . . . ? C2 C3 C4 O4 178.43(18) . . . . ? C2 C1 C6 C5 -55.0(2) . . . . ? C2 C1 C6 C7 -179.61(17) . . . . ? C2 C1 C6 O6 63.4(2) . . . . ? C2 C1 C10 C9 179.1(2) . . . . ? C4 C3 C2 O2 68.9(2) . . . . ? C4 C3 C2 C1 -53.0(3) . . . . ? C4 C5 C6 O6 -61.2(2) . . . . ? C4 C5 C6 C7 -178.39(19) . . . . ? C4 C5 C6 C1 57.8(2) . . . . ? C5 C6 C7 C8 -177.9(2) . . . . ? C6 C1 C2 O2 -65.0(2) . . . . ? C6 C1 C2 C3 53.4(2) . . . . ? C6 C5 C4 C3 -59.4(2) . . . . ? C6 C5 C4 O4 179.41(18) . . . . ? C6 C1 C10 C9 -55.7(3) . . . . ? C7 C8 C9 C10 -54.8(3) . . . . ? C9 C8 C7 C6 55.3(3) . . . . ? C10 C1 C2 C3 177.69(19) . . . . ? C10 C1 C2 O2 59.3(2) . . . . ? C10 C1 C6 O6 -62.4(2) . . . . ? C10 C1 C6 C7 54.6(2) . . . . ? C10 C1 C6 C5 179.20(19) . . . . ? C11 C12 C13 O9 72.1(2) . . . . ? C11 C12 C13 C14 -52.0(3) . . . . ? C11 C20 C19 C18 55.1(3) . . . . ? C12 C13 C14 O10 174.99(18) . . . . ? C12 C13 C14 C15 53.6(2) . . . . ? C12 C11 C16 C15 -56.4(2) . . . . ? C12 C11 C16 O12 60.0(2) . . . . ? C12 C11 C16 C17 179.26(17) . . . . ? C13 C12 C11 O7 -60.7(2) . . . . ? C13 C12 C11 C20 177.86(18) . . . . ? C13 C12 C11 C16 54.2(2) . . . . ? C14 C15 C16 O12 -55.9(2) . . . . ? C14 C15 C16 C17 -178.52(18) . . . . ? C14 C15 C16 C11 57.4(2) . . . . ? C16 C15 C14 O10 179.22(17) . . . . ? C16 C17 C18 C19 55.7(3) . . . . ? C16 C15 C14 C13 -56.8(2) . . . . ? C17 C18 C19 C20 -54.6(3) . . . . ? C18 C17 C16 O12 59.4(3) . . . . ? C18 C17 C16 C15 -179.12(19) . . . . ? C18 C17 C16 C11 -55.7(3) . . . . ? C19 C20 C11 O7 62.0(3) . . . . ? C19 C20 C11 C12 -178.93(19) . . . . ? C19 C20 C11 C16 -54.6(3) . . . . ? C20 C11 C16 O12 -64.7(2) . . . . ? C20 C11 C16 C17 54.5(2) . . . . ? C20 C11 C16 C15 178.87(19) . . . . ? C21 C26 C27 C28 -54.9(3) . . . . ? C21 C22 C23 C24 -50.9(3) . . . . ? C21 C22 C23 O15 72.5(2) . . . . ? C21 C30 C29 C28 55.0(3) . . . . ? C22 C23 C24 O16 175.72(19) . . . . ? C22 C23 C24 C25 51.9(3) . . . . ? C23 C22 C21 O13 -62.0(2) . . . . ? C23 C22 C21 C30 177.08(19) . . . . ? C23 C22 C21 C26 53.7(2) . . . . ? C24 C25 C26 O18 -54.7(2) . . . . ? C24 C25 C26 C27 -177.9(2) . . . . ? C24 C25 C26 C21 57.7(2) . . . . ? C25 C26 C21 O13 59.3(2) . . . . ? C25 C26 C27 C28 -178.5(2) . . . . ? C25 C26 C21 C30 178.92(19) . . . . ? C25 C26 C21 C22 -56.8(2) . . . . ? C26 C25 C24 O16 -179.44(18) . . . . ? C26 C25 C24 C23 -55.4(3) . . . . ? C26 C27 C28 C29 54.5(3) . . . . ? C27 C26 C21 O13 -65.5(2) . . . . ? C27 C26 C21 C30 54.2(2) . . . . ? C27 C26 C21 C22 178.46(18) . . . . ? C29 C30 C21 O13 62.5(3) . . . . ? C29 C30 C21 C22 -178.5(2) . . . . ? C29 C30 C21 C26 -54.7(3) . . . . ? C30 C29 C28 C27 -53.8(3) . . . . ? C31 C36 C37 C38 -55.3(3) . . . . ? C31 C40 C39 C38 54.5(3) . . . . ? C32 C33 C34 O22 177.54(19) . . . . ? C32 C33 C34 C35 55.1(3) . . . . ? C32 C31 C40 C39 -179.9(2) . . . . ? C34 C35 C36 O24 -62.5(2) . . . . ? C34 C35 C36 C37 179.91(19) . . . . ? C34 C35 C36 C31 55.9(2) . . . . ? C34 C33 C32 O20 66.3(2) . . . . ? C34 C33 C32 C31 -53.9(3) . . . . ? C35 C36 C31 O19 64.6(2) . . . . ? C35 C36 C31 C40 -179.49(18) . . . . ? C35 C36 C31 C32 -54.6(2) . . . . ? C35 C36 C37 C38 -179.0(2) . . . . ? C36 C35 C34 O22 -175.80(18) . . . . ? C36 C35 C34 C33 -56.7(2) . . . . ? C36 C31 C32 C33 54.0(2) . . . . ? C36 C31 C32 O20 -66.2(2) . . . . ? C36 C31 C40 C39 -55.5(3) . . . . ? C36 C37 C38 C39 54.6(3) . . . . ? C37 C36 C31 O19 -60.5(2) . . . . ? C37 C36 C31 C40 55.4(2) . . . . ? C37 C36 C31 C32 -179.77(18) . . . . ? C40 C31 C32 O20 57.5(2) . . . . ? C40 C31 C32 C33 177.71(19) . . . . ? C40 C39 C38 C37 -53.1(3) . . . . ?