#------------------------------------------------------------------------------ #$Date: 2011-01-03 14:48:23 +0200 (Mon, 03 Jan 2011) $ #$Revision: 5312 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/7104920.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_7104920 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 91.130(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.991(5) _cell_length_b 6.0024(15) _cell_length_c 16.225(4) _cell_measurement_reflns_used 815 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 23.69 _cell_measurement_theta_min 3.20 _cell_volume 1946.6(8) _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 291(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _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 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0151 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -24 _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 6976 _diffrn_reflns_reduction_process ; ; _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.49 _diffrn_reflns_theta_min 2.04 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_T_max 0.9866 _exptl_absorpt_correction_T_min 0.9467 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1997)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_description block _exptl_crystal_F_000 856 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.275 _refine_diff_density_min -0.188 _refine_diff_density_rms 0.039 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 130 _refine_ls_number_reflns 1807 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_gt 0.0405 _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^)+(0.0574P)^2^+1.1118P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1061 _refine_ls_wR_factor_ref 0.1114 _reflns_number_gt 1475 _reflns_number_total 1807 _reflns_threshold_expression I>2sigma(I) _[local]_cod_data_source_file b905651c.txt _[local]_cod_data_source_block tetraacetate_beta_form_RT _[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 7104920 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 O2 O 0.03766(6) 1.17528(17) 1.07846(7) 0.0393(3) Uani 1 1 d . . . H2O H 0.0667 1.1457 1.1132 0.059 Uiso 1 1 calc R . . O3 O 0.09515(6) 0.73153(19) 0.85914(7) 0.0406(3) Uani 1 1 d . . . O1 O 0.16588(6) 1.0086(2) 1.03415(7) 0.0436(3) Uani 1 1 d . . . C2 C 0.06336(8) 0.7886(3) 1.04549(9) 0.0363(4) Uani 1 1 d . . . H2A H 0.0778 0.7617 1.1020 0.044 Uiso 1 1 calc R . . H2B H 0.0428 0.6526 1.0249 0.044 Uiso 1 1 calc R . . O5 O 0.11257(9) 0.9225(2) 0.74297(8) 0.0710(5) Uani 1 1 d . . . C3 C 0.01069(8) 0.9726(2) 1.04487(8) 0.0319(4) Uani 1 1 d . . . C1 C 0.12447(8) 0.8388(3) 0.99461(10) 0.0382(4) Uani 1 1 d . . . H1 H 0.1509 0.7022 0.9891 0.046 Uiso 1 1 calc R . . C4 C -0.05026(8) 0.9040(3) 1.09395(9) 0.0375(4) Uani 1 1 d . . . H4A H -0.0663 0.7620 1.0730 0.045 Uiso 1 1 calc R . . H4B H -0.0363 0.8820 1.1510 0.045 Uiso 1 1 calc R . . O4 O 0.22163(7) 0.7449(3) 1.10557(10) 0.0687(5) Uani 1 1 d . . . C5 C 0.10809(8) 0.9306(3) 0.90848(9) 0.0376(4) Uani 1 1 d . . . H5 H 0.1480 1.0047 0.8876 0.045 Uiso 1 1 calc R . . C8 C 0.10206(10) 0.7493(3) 0.77760(10) 0.0466(5) Uani 1 1 d . . . C6 C 0.21299(9) 0.9375(3) 1.08871(11) 0.0480(5) Uani 1 1 d . . . C9 C 0.09482(12) 0.5305(3) 0.73531(11) 0.0604(6) Uani 1 1 d . . . H9A H 0.0551 0.5316 0.7010 0.091 Uiso 1 1 calc R . . H9B H 0.0915 0.4144 0.7757 0.091 Uiso 1 1 calc R . . H9C H 0.1331 0.5044 0.7019 0.091 Uiso 1 1 calc R . . C7 C 0.25180(10) 1.1282(4) 1.12330(14) 0.0675(6) Uani 1 1 d . . . H7A H 0.2561 1.1121 1.1820 0.101 Uiso 1 1 calc R . . H7B H 0.2289 1.2648 1.1105 0.101 Uiso 1 1 calc R . . H7C H 0.2955 1.1307 1.0997 0.101 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 O2 0.0490(7) 0.0349(6) 0.0336(6) -0.0044(5) -0.0076(5) -0.0046(5) O3 0.0538(7) 0.0393(7) 0.0289(6) -0.0034(5) 0.0034(5) -0.0033(5) O1 0.0433(7) 0.0448(7) 0.0423(6) -0.0032(5) -0.0074(5) -0.0031(5) C2 0.0476(9) 0.0332(8) 0.0281(7) 0.0035(6) -0.0043(7) -0.0010(7) O5 0.1267(14) 0.0499(8) 0.0370(7) 0.0040(6) 0.0169(8) 0.0022(9) C3 0.0433(9) 0.0281(8) 0.0243(7) -0.0003(6) -0.0021(6) -0.0044(6) C1 0.0433(9) 0.0359(9) 0.0353(8) -0.0026(7) -0.0030(7) -0.0001(7) C4 0.0505(10) 0.0349(9) 0.0271(7) 0.0036(6) 0.0013(7) -0.0044(7) O4 0.0623(9) 0.0636(10) 0.0791(11) 0.0099(8) -0.0227(8) 0.0058(7) C5 0.0443(9) 0.0381(9) 0.0306(8) -0.0024(7) 0.0026(7) -0.0067(7) C8 0.0617(11) 0.0478(11) 0.0303(9) -0.0005(7) 0.0025(8) 0.0067(9) C6 0.0381(9) 0.0624(13) 0.0433(9) -0.0006(9) -0.0022(7) 0.0019(9) C9 0.0911(16) 0.0526(12) 0.0372(10) -0.0083(8) -0.0062(10) 0.0071(11) C7 0.0487(12) 0.0820(16) 0.0711(14) -0.0089(12) -0.0172(10) -0.0091(11) 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 C3 O2 H2O 109.5 . . ? C8 O3 C5 117.19(13) . . ? C6 O1 C1 116.83(14) . . ? C1 C2 C3 114.53(13) . . ? C1 C2 H2A 108.6 . . ? C3 C2 H2A 108.6 . . ? C1 C2 H2B 108.6 . . ? C3 C2 H2B 108.6 . . ? H2A C2 H2B 107.6 . . ? O2 C3 C4 109.19(12) . . ? O2 C3 C2 110.94(12) . . ? C4 C3 C2 111.05(13) . . ? O1 C1 C2 110.88(13) . . ? O1 C1 C5 105.05(13) . . ? C2 C1 C5 114.07(13) . . ? O1 C1 H1 108.9 . . ? C2 C1 H1 108.9 . . ? C5 C1 H1 108.9 . . ? C3 C4 H4A 108.5 . . ? C3 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? O3 C5 C1 103.78(13) . . ? O3 C5 H5 108.6 . . ? C1 C5 H5 108.6 . . ? O5 C8 O3 123.64(16) . . ? O5 C8 C9 124.34(16) . . ? O3 C8 C9 112.02(15) . . ? O4 C6 O1 123.39(18) . . ? O4 C6 C7 125.73(18) . . ? O1 C6 C7 110.88(17) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? 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 O2 C3 1.4337(18) . ? O2 H2O 0.8200 . ? O3 C8 1.337(2) . ? O3 C5 1.4586(19) . ? O1 C6 1.349(2) . ? O1 C1 1.455(2) . ? C2 C1 1.518(2) . ? C2 C3 1.526(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? O5 C8 1.202(2) . ? C3 C4 1.525(2) . ? C1 C5 1.532(2) . ? C1 H1 0.9800 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? O4 C6 1.200(2) . ? C5 H5 0.9800 . ? C8 C9 1.487(3) . ? C6 C7 1.487(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? 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 O5 0.8200 2.3200 3.091(2) 158.00 4_575 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 C1 C2 C3 O2 -61.11(17) . . . . ? C1 C2 C3 C4 177.25(13) . . . . ? C6 O1 C1 C2 88.50(17) . . . . ? C6 O1 C1 C5 -147.82(14) . . . . ? C3 C2 C1 O1 71.78(17) . . . . ? C3 C2 C1 C5 -46.57(19) . . . . ? C8 O3 C5 C1 -157.51(15) . . . . ? O1 C1 C5 O3 154.67(12) . . . . ? C2 C1 C5 O3 -83.71(16) . . . . ? C5 O3 C8 O5 -6.5(3) . . . . ? C5 O3 C8 C9 173.78(15) . . . . ? C1 O1 C6 O4 -0.2(3) . . . . ? C1 O1 C6 C7 179.34(15) . . . . ?