#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/55/2005544.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2005544 loop_ _publ_author_name 'Chiaroni, A.' 'Riche, C.' 'Benharref, A.' 'El Jamili, H.' 'Lassaba, E.' _publ_contact_author ; Dr Claude Riche Institut de Chimie des Substances Naturelles C.N.R.S. 91198 Gif-sur-Yvette CEDEX France ; _publ_section_title ; 2\a,3\a:7\b,8\b-Di\'epoxy-trans-himachalane ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2502 _journal_page_last 2504 _journal_paper_doi 10.1107/S0108270196005768 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C15 H24 O2' _chemical_formula_sum 'C15 H24 O2' _chemical_formula_weight 236.35 _chemical_name_systematic ; 2\a,3\a,7\b,8\b-di\'epoxy-trans-himachalane ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_type_scat_source 'IntTabIV Table 2.2B' _cell_angle_alpha 90.00 _cell_angle_beta 106.43(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 7.948(5) _cell_length_b 10.902(2) _cell_length_c 8.220(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 25.3 _cell_measurement_theta_min 11.8 _cell_volume 683.2(6) _computing_data_collection 'CAD4 Software (Enraf-Nonius, 1987)' _computing_data_reduction 'NONIUS (Riche, 1989)' _computing_molecular_graphics 'R3M (Riche, 1983) et ORTEP (Johnson, 1963)' _computing_publication_material 'ACTACIF (Riche, 1992)' _computing_structure_refinement 'SHELX76 (Sheldrick, 1976)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Nonius CAD4 diffractometer' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2476 _diffrn_reflns_theta_max 65.93 _diffrn_reflns_theta_min 4.05 _diffrn_standards_decay_% 20 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.54 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.15 _exptl_crystal_description prism _exptl_crystal_F_000 260.00 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.38 _refine_diff_density_min -0.43 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 0.60 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 225 _refine_ls_number_reflns 1974 _refine_ls_R_factor_obs 0.058 _refine_ls_shift/esd_max 0.54 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0002F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.065 _reflns_number_observed 1974 _reflns_number_total 2307 _reflns_observed_criterion refl_observed_if_I_>_3.0_sigma(I) _cod_data_source_file pa1232.cif _cod_data_source_block hima _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(F) + 0.0002F^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(F) + 0.0002F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 2005544 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,-z loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0498(16) 0.0315(15) 0.0445(16) 0.0005(13) 0.0170(13) 0.0015(13) C2 0.0546(19) 0.0485(19) 0.0469(19) -0.0095(15) 0.0070(14) 0.0084(15) C3 0.0469(16) 0.0435(18) 0.058(2) -0.0023(14) 0.0042(14) 0.0016(16) C4 0.065(2) 0.056(2) 0.075(3) -0.0202(18) 0.025(2) -0.001(2) C5 0.068(2) 0.076(3) 0.065(2) -0.021(2) 0.0301(19) 0.001(2) C6 0.0514(17) 0.0445(16) 0.0472(17) -0.0014(14) 0.0180(14) 0.0070(15) C7 0.072(2) 0.061(2) 0.0398(17) -0.0055(18) 0.0189(15) 0.0067(16) C8 0.085(3) 0.071(3) 0.0416(18) -0.007(2) 0.0109(18) 0.0032(19) C9 0.057(2) 0.085(3) 0.072(3) 0.010(2) -0.0064(19) -0.007(2) C10 0.0481(19) 0.077(3) 0.068(2) -0.0081(18) 0.0150(17) -0.010(2) C11 0.0532(17) 0.053(2) 0.0528(18) -0.0126(15) 0.0225(14) -0.0124(16) C12 0.087(3) 0.060(2) 0.065(3) -0.010(2) -0.003(2) -0.008(2) C13 0.087(3) 0.108(4) 0.071(3) -0.002(3) 0.041(3) -0.028(3) C14 0.101(3) 0.096(4) 0.065(3) -0.051(3) 0.034(3) -0.002(3) C15 0.063(3) 0.096(4) 0.101(4) 0.004(2) 0.032(2) -0.038(3) O16 0.0621(14) 0.0487(13) 0.0923(18) 0.0058(11) -0.0027(12) 0.0004(14) O17 0.129(3) 0.099(2) 0.0539(16) -0.015(2) 0.0174(16) 0.0205(17) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type C1 0.3042(4) 0.4662 0.2339(4) 0.044(3) Uani C2 0.1865(4) 0.4274(4) 0.0637(4) 0.053(3) Uani C3 0.0699(4) 0.3214(4) 0.0311(4) 0.052(3) Uani C4 0.0559(6) 0.2479(5) 0.1796(5) 0.068(4) Uani C5 0.0971(5) 0.3238(5) 0.3399(5) 0.072(4) Uani C6 0.2770(4) 0.3836(4) 0.3788(4) 0.050(3) Uani C7 0.3187(4) 0.4552(5) 0.5441(4) 0.060(4) Uani C8 0.5010(5) 0.4773(5) 0.6338(4) 0.069(4) Uani C9 0.6445(5) 0.4430(6) 0.5565(6) 0.075(5) Uani C10 0.6269(5) 0.5187(5) 0.3975(5) 0.067(4) Uani C11 0.4966(4) 0.4766(4) 0.2277(4) 0.055(3) Uani C12 0.0211(7) 0.2578(5) -0.1393(6) 0.075(5) Uani C13 0.1803(7) 0.5408(6) 0.5713(6) 0.091(6) Uani C14 0.5071(8) 0.5787(6) 0.0998(6) 0.090(6) Uani C15 0.5577(6) 0.3561(5) 0.1694(7) 0.089(6) Uani O16 0.0005(3) 0.4444(3) 0.0287(4) 0.072(3) Uani O17 0.4063(4) 0.3833(4) 0.6932(3) 0.098(4) Uani H1 0.269(4) 0.551(3) 0.249(4) 0.048 Uiso H2 0.220(5) 0.451(4) -0.008(5) 0.058 Uiso H4a 0.138(5) 0.176(4) 0.198(5) 0.075 Uiso H4b -0.067(6) 0.221(4) 0.143(5) 0.075 Uiso H5a 0.095(5) 0.274(4) 0.443(6) 0.079 Uiso H5b 0.004(6) 0.396(4) 0.321(5) 0.079 Uiso H6 0.366(5) 0.316(3) 0.381(4) 0.055 Uiso H8 0.526(5) 0.550(4) 0.706(5) 0.076 Uiso H9a 0.639(5) 0.352(5) 0.516(6) 0.083 Uiso H9b 0.763(6) 0.458(4) 0.649(5) 0.083 Uiso H10a 0.757(5) 0.528(4) 0.380(5) 0.074 Uiso H10b 0.592(5) 0.610(4) 0.422(5) 0.074 Uiso H12a -0.109(7) 0.231(4) -0.164(6) 0.083 Uiso H12b 0.064(6) 0.178(5) -0.131(5) 0.083 Uiso H12c -0.016(6) 0.323(5) -0.228(6) 0.083 Uiso H13a 0.134(6) 0.604(5) 0.471(7) 0.100 Uiso H13b 0.051(7) 0.497(5) 0.566(6) 0.100 Uiso H13c 0.239(7) 0.592(5) 0.659(7) 0.100 Uiso H14a 0.630(7) 0.581(5) 0.103(6) 0.099 Uiso H14b 0.417(6) 0.570(5) -0.022(7) 0.099 Uiso H14c 0.489(6) 0.667(6) 0.127(6) 0.099 Uiso H15a 0.480(7) 0.325(5) 0.063(7) 0.099 Uiso H15b 0.556(6) 0.281(5) 0.256(7) 0.099 Uiso H15c 0.690(7) 0.368(5) 0.176(6) 0.099 Uiso loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 0 1 1 5 1 -1 1 4 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 C1 C6 111.3(2) yes C2 C1 C11 110.4(2) yes C6 C1 C11 114.8(2) yes C1 C2 C3 126.1(3) yes C1 C2 O16 118.9(3) yes C3 C2 O16 60.0(2) yes C2 C3 C4 117.8(3) yes C2 C3 C12 121.1(4) yes C2 C3 O16 59.2(2) yes C4 C3 C12 117.0(4) yes C4 C3 O16 113.1(3) yes C12 C3 O16 114.5(3) yes C3 C4 C5 111.8(4) yes C4 C5 C6 112.1(4) yes C1 C6 C5 114.4(3) yes C1 C6 C7 110.2(3) yes C5 C6 C7 111.2(3) yes C6 C7 C8 118.3(3) yes C6 C7 C13 117.8(4) yes C6 C7 O17 114.1(3) yes C8 C7 C13 119.2(4) yes C8 C7 O17 59.3(3) yes C13 C7 O17 113.8(4) yes C7 C8 C9 120.9(4) yes C7 C8 O17 60.6(3) yes C9 C8 O17 120.0(4) yes C8 C9 C10 109.5(4) yes C9 C10 C11 119.2(4) yes C1 C11 C10 113.9(3) yes C1 C11 C14 108.6(3) yes C1 C11 C15 110.7(3) yes C10 C11 C14 104.3(4) yes C10 C11 C15 110.3(4) yes C14 C11 C15 108.8(4) yes C2 O16 C3 60.7(2) yes C7 O17 C8 60.1(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.507(4) yes C1 C6 1.556(4) yes C1 C11 1.548(4) yes C2 C3 1.458(6) yes C2 O16 1.436(4) yes C3 C4 1.490(6) yes C3 C12 1.512(6) yes C3 O16 1.448(6) yes C4 C5 1.512(6) yes C5 C6 1.521(6) yes C6 C7 1.520(5) yes C7 C8 1.447(5) yes C7 C13 1.507(7) yes C7 O17 1.455(5) yes C8 C9 1.501(6) yes C8 O17 1.436(6) yes C9 C10 1.518(7) yes C10 C11 1.554(5) yes C11 C14 1.550(7) yes C11 C15 1.524(7) 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_publ_flag C1 C2 C3 C4 4.0(3) yes C2 C3 C4 C5 26.1(4) yes C3 C4 C5 C6 -55.9(4) yes C4 C5 C6 C1 56.7(4) yes C5 C6 C1 C2 -25.5(3) yes C6 C1 C2 C3 -4.4(3) yes C11 C1 C6 C7 81.9(3) yes C1 C6 C7 C8 -75.6(4) yes C6 C7 C8 C9 6.8(4) yes C7 C8 C9 C10 64.0(4) yes C8 C9 C10 C11 -82.9(4) yes C9 C10 C11 C1 58.7(4) yes C10 C11 C1 C6 -54.2(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055225