#------------------------------------------------------------------------------ #$Date: 2011-01-03 14:48:23 +0200 (Mon, 03 Jan 2011) $ #$Revision: 5312 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/7104921.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7104921 loop_ _publ_author_name 'Mehta, Goverdhan' 'Sen, Saikat' _publ_section_title ; Towards a temperature-guided molecular switch: an unusual reversible low-temperature polymorphic phase transition in a conformationally locked environment. ; _journal_issue 40 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 5981 _journal_page_last 5983 _journal_year 2009 _chemical_compound_source 'see text' _chemical_formula_iupac 'C18 H26 O10' _chemical_formula_moiety 'C18 H26 O10' _chemical_formula_structural 'C18 H26 O10' _chemical_formula_sum 'C18 H26 O10' _chemical_formula_weight 402.39 _chemical_name_systematic ; (all trans)-3,6,7-tri(acetyloxy)-4a,8a-dihydroxyperhydro-2-naphthalenyl acetate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 'Mar 02 19:52:37 2009' _audit_creation_method 'PLATON option' _cell_angle_alpha 90 _cell_angle_beta 91.849(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.430(4) _cell_length_b 6.0815(13) _cell_length_c 15.994(3) _cell_measurement_reflns_used 739 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 27.13 _cell_measurement_theta_min 2.55 _cell_volume 1889.0(7) _computing_cell_refinement 'SMART (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoKa _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0231 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 7047 _diffrn_reflns_reduction_process ; ; _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.99 _diffrn_reflns_theta_min 2.10 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_T_max 0.9772 _exptl_absorpt_correction_T_min 0.9374 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1997)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_description block _exptl_crystal_F_000 856 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.376 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.042 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 179 _refine_ls_number_reflns 1853 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.0431 _refine_ls_R_factor_gt 0.0343 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+1.3854P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0795 _refine_ls_wR_factor_ref 0.0827 _reflns_number_gt 1588 _reflns_number_total 1853 _reflns_threshold_expression I>2sigma(I) _[local]_cod_data_source_file b905651c.txt _[local]_cod_data_source_block tetraacetate_beta_form_100K _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_database_code 7104921 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,1/2+z 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 0.90364(5) 0.27263(15) 0.14089(6) 0.0157(2) Uani 1 1 d . . . O2 O 1.03980(5) 0.17678(15) 0.07805(6) 0.0156(2) Uani 1 1 d . . . O3 O 0.82897(5) -0.01015(16) -0.03528(6) 0.0165(2) Uani 1 1 d . . . O4 O 0.88816(5) 0.08462(16) 0.26038(6) 0.0208(3) Uani 1 1 d . . . O5 O 0.77636(5) 0.24612(17) -0.11716(7) 0.0241(3) Uani 1 1 d . . . C1 C 0.88928(7) 0.0727(2) 0.09210(8) 0.0149(3) Uani 1 1 d . . . C2 C 0.94889(7) -0.0911(2) 0.09589(8) 0.0149(3) Uani 1 1 d . . . C3 C 1.01131(7) -0.0250(2) 0.04558(8) 0.0132(3) Uani 1 1 d . . . C4 C 0.93452(7) 0.2077(2) -0.04780(8) 0.0147(3) Uani 1 1 d . . . C5 C 0.87167(7) 0.1600(2) 0.00410(8) 0.0148(3) Uani 1 1 d . . . C6 C 0.89844(7) 0.2566(2) 0.22392(8) 0.0160(3) Uani 1 1 d . . . C7 C 0.90691(8) 0.4738(2) 0.26687(9) 0.0194(3) Uani 1 1 d . . . C8 C 0.78365(7) 0.0566(2) -0.09615(8) 0.0180(3) Uani 1 1 d . . . C9 C 0.74413(8) -0.1344(3) -0.13197(10) 0.0241(4) Uani 1 1 d . . . H2O H 1.0683(10) 0.144(3) 0.1182(13) 0.039(5) Uiso 1 1 d . . . H1 H 0.8480(7) 0.009(2) 0.1146(9) 0.013(4) Uiso 1 1 d . . . H2A H 0.9644(7) -0.115(2) 0.1530(9) 0.012(4) Uiso 1 1 d . . . H2B H 0.9312(8) -0.231(3) 0.0755(10) 0.018(4) Uiso 1 1 d . . . H4A H 0.9543(8) 0.347(3) -0.0287(9) 0.014(4) Uiso 1 1 d . . . H4B H 0.9188(8) 0.233(2) -0.1050(10) 0.016(4) Uiso 1 1 d . . . H5 H 0.8439(7) 0.292(2) 0.0083(9) 0.010(4) Uiso 1 1 d . . . H7A H 0.9468(9) 0.468(3) 0.3057(11) 0.030(5) Uiso 1 1 d . . . H7B H 0.8671(10) 0.501(3) 0.2999(12) 0.038(5) Uiso 1 1 d . . . H7C H 0.9129(8) 0.593(3) 0.2292(11) 0.026(4) Uiso 1 1 d . . . H9A H 0.6992(11) -0.122(3) -0.1147(12) 0.045(6) Uiso 1 1 d . . . H9B H 0.7630(9) -0.275(3) -0.1137(11) 0.033(5) Uiso 1 1 d . . . H9C H 0.7429(10) -0.126(3) -0.1934(13) 0.045(6) Uiso 1 1 d . . . 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 0.0202(5) 0.0154(5) 0.0115(5) -0.0011(4) 0.0014(4) -0.0015(4) O2 0.0184(5) 0.0149(5) 0.0131(5) -0.0013(4) -0.0034(4) -0.0019(4) O3 0.0159(5) 0.0185(5) 0.0150(5) -0.0006(4) -0.0023(4) -0.0011(4) O4 0.0292(6) 0.0191(5) 0.0143(5) 0.0014(4) 0.0022(4) -0.0007(4) O5 0.0220(6) 0.0233(6) 0.0265(6) 0.0038(4) -0.0050(4) 0.0016(4) C1 0.0170(7) 0.0152(7) 0.0126(7) -0.0017(5) 0.0012(5) -0.0025(5) C2 0.0188(7) 0.0140(7) 0.0118(7) 0.0016(5) -0.0004(5) -0.0013(6) C3 0.0161(7) 0.0130(7) 0.0104(7) -0.0008(5) -0.0008(5) -0.0020(5) C4 0.0185(7) 0.0139(7) 0.0117(6) 0.0010(5) -0.0011(5) -0.0010(5) C5 0.0155(7) 0.0139(7) 0.0148(7) -0.0011(5) -0.0015(5) -0.0004(6) C6 0.0138(7) 0.0213(8) 0.0129(6) 0.0006(6) -0.0005(5) 0.0017(5) C7 0.0256(8) 0.0188(8) 0.0136(7) -0.0011(6) -0.0003(6) 0.0007(6) C8 0.0133(7) 0.0252(8) 0.0155(7) 0.0006(6) 0.0020(5) 0.0013(6) C9 0.0178(8) 0.0282(9) 0.0259(8) -0.0018(7) -0.0036(6) -0.0019(7) 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' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? 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 112.86(11) . . ? O1 C1 C5 103.57(11) . . ? O1 C1 H1 106.2(9) . . ? O1 C6 C7 112.38(12) . . ? O2 C3 C2 109.69(10) . . ? O3 C5 C1 104.96(11) . . ? O3 C5 C4 110.75(11) . . ? O3 C5 H5 107.9(8) . . ? O3 C8 C9 110.89(13) . . ? O4 C6 O1 123.82(13) . . ? O4 C6 C7 123.80(12) . . ? O5 C8 O3 123.64(13) . . ? O5 C8 C9 125.47(13) . . ? C1 C2 C3 114.88(11) . . ? C1 C2 H2A 110.4(9) . . ? C1 C2 H2B 107.3(9) . . ? C1 C5 H5 109.3(8) . . ? C2 C1 C5 114.13(11) . . ? C2 C1 H1 111.1(9) . . ? C3 O2 H2O 107.7(13) . . ? C3 C2 H2A 108.0(9) . . ? C3 C2 H2B 109.4(9) . . ? C4 C5 C1 113.98(11) . . ? C4 C5 H5 109.7(8) . . ? C5 C1 H1 108.5(9) . . ? C5 C4 H4A 108.0(9) . . ? C5 C4 H4B 108.1(9) . . ? C6 O1 C1 116.64(10) . . ? C6 C7 H7A 109.6(10) . . ? C6 C7 H7B 109.1(11) . . ? C6 C7 H7C 113.4(10) . . ? C8 O3 C5 116.50(11) . . ? C8 C9 H9A 107.2(12) . . ? C8 C9 H9B 112.7(11) . . ? C8 C9 H9C 109.6(11) . . ? H2B C2 H2A 106.5(12) . . ? H4B C4 H4A 105.5(12) . . ? H7A C7 H7B 107.0(15) . . ? H7A C7 H7C 108.5(14) . . ? H7B C7 H7C 109.2(15) . . ? H9B C9 H9A 109.4(16) . . ? H9B C9 H9C 110.2(15) . . ? H9C C9 H9A 107.5(16) . . ? 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 1.4665(16) . ? O1 C6 1.3387(17) . ? O2 C3 1.4363(16) . ? O2 H2O 0.86(2) . ? O3 C5 1.4568(16) . ? O3 C8 1.3538(16) . ? O4 C6 1.2172(17) . ? O5 C8 1.2078(18) . ? C1 H1 0.970(15) . ? C2 C1 1.527(2) . ? C2 C3 1.5306(19) . ? C2 H2A 0.964(15) . ? C2 H2B 0.971(16) . ? C4 H4A 0.975(15) . ? C4 H4B 0.968(16) . ? C5 C1 1.5326(18) . ? C5 C4 1.526(2) . ? C5 H5 0.973(15) . ? C6 C7 1.495(2) . ? C7 H7A 0.978(18) . ? C7 H7B 0.97(2) . ? C7 H7C 0.955(18) . ? C8 C9 1.496(2) . ? C9 H9A 0.93(2) . ? C9 H9B 0.974(19) . ? C9 H9C 0.98(2) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O2 H2O O4 0.86(2) 2.12(2) 2.9526(15) 162.3(18) 2_755 yes 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 O3 C5 C1 O1 -155.46(10) . . . . ? O3 C5 C1 C2 81.45(13) . . . . ? C1 O1 C6 O4 6.08(19) . . . . ? C1 O1 C6 C7 -174.09(11) . . . . ? C1 C2 C3 O2 61.96(14) . . . . ? C3 C2 C1 O1 -73.19(14) . . . . ? C3 C2 C1 C5 44.70(16) . . . . ? C4 C5 C1 O1 83.19(13) . . . . ? C4 C5 C1 C2 -39.90(16) . . . . ? C5 O3 C8 O5 -1.65(19) . . . . ? C5 O3 C8 C9 179.09(11) . . . . ? C6 O1 C1 C2 -77.40(14) . . . . ? C6 O1 C1 C5 158.67(11) . . . . ? C8 O3 C5 C1 152.92(11) . . . . ? C8 O3 C5 C4 -83.63(14) . . . . ?