#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005118.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_2005118 loop_ _publ_author_name 'Abboud, K. A.' 'Xie, Y.' 'Enholm, E. J.' _publ_section_title ; A cis-Fused Decalone and a Bicyclo[4.3.1]decanone Ring System ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1829 _journal_page_last 1831 _journal_paper_doi 10.1107/S0108270196000121 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C11 H18 O2' _chemical_formula_sum 'C11 H18 O2' _chemical_formula_weight 182.25 _chemical_name_systematic ; (+-)-endo-5-hydroxy-1-methylbicyclo[4.3.1.]decan-7-one ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 110.34 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.010 _cell_length_b 7.553 _cell_length_c 12.134 _cell_measurement_reflns_used 40 _cell_measurement_temperature 298 _cell_measurement_theta_max 11 _cell_measurement_theta_min 10 _cell_volume 1032.062 _computing_cell_refinement SHELXTL-Plus _computing_data_collection 'SHELXTL-Plus (Sheldrick, 1991)' _computing_data_reduction SHELXTL-Plus _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXTL-Plus _computing_structure_refinement SHELXTL-Plus _computing_structure_solution SHELXTL-Plus _diffrn_ambient_temperature 298 _diffrn_measurement_device 'Siemens P3m/V' _diffrn_measurement_method \w _diffrn_radiation_monochromator Graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.010 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 2676 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 1.5 _diffrn_standards_decay_% 1 _diffrn_standards_interval_count 100 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu 0.08 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_correction_T_min 0.967 _exptl_absorpt_correction_type 'From measured crystal faces (SHELXTL-Plus; Sheldrick, 1991)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.173 _exptl_crystal_description Needle _exptl_crystal_F_000 400 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.28 _refine_diff_density_max 0.15 _refine_diff_density_min -0.15 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.55 _refine_ls_hydrogen_treatment 'H atoms riding (C-H = 0.96\%A) except the hydroxyl H atom' _refine_ls_matrix_type full _refine_ls_number_parameters 122 _refine_ls_number_reflns 1380 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_obs 0.0463 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0004F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0564 _refine_ls_wR_factor_obs 0.0526 _reflns_number_observed 1380 _reflns_number_total 2374 _reflns_observed_criterion 'Inet > 2\s(Inet)' _cod_data_source_file fg1079.cif _cod_data_source_block 3 _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 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. '_refine_ls_matrix_type' value 'Full' changed to 'full' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (14 times). '_geom_bond_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_angle_publ_flag' value 'No' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_angle_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (21 time). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.0004F^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) + 0.0004F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1032.1(3) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2005118 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,1/2+y,1/2-z x,1/2-y,1/2+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 _atom_site_aniso_type_symbol O1 0.0503(9) 0.0728(11) 0.0771(11) -0.0061(8) 0.0336(8) -0.0115(9) O O8 0.0770(12) 0.0789(13) 0.0668(10) 0.0097(9) 0.0422(10) -0.0164(9) O C1 0.0472(12) 0.0373(11) 0.0536(12) -0.0048(9) 0.0242(10) -0.0044(9) C C2 0.0488(12) 0.067(2) 0.0422(11) -0.0060(11) 0.0136(10) 0.0056(11) C C3 0.0629(14) 0.0627(14) 0.0439(11) -0.0113(12) 0.0261(11) -0.0082(10) C C4 0.0495(12) 0.0617(14) 0.0492(11) 0.0048(11) 0.0230(10) -0.0083(11) C C5 0.0529(13) 0.090(2) 0.0632(14) -0.0159(13) 0.0336(12) -0.0128(13) C C6 0.0491(13) 0.071(2) 0.0643(14) -0.0121(11) 0.0197(11) -0.0101(12) C C7 0.0554(13) 0.0548(13) 0.0521(12) -0.0049(11) 0.0165(11) -0.0118(11) C C8 0.0549(13) 0.0606(14) 0.0390(11) 0.0091(11) 0.0188(10) -0.0047(10) C C8a 0.0548(12) 0.0460(12) 0.0403(11) 0.0039(10) 0.0248(10) 0.0075(9) C C9 0.0626(14) 0.0496(13) 0.0496(12) 0.0097(11) 0.0208(11) 0.0017(10) C C10 0.086(2) 0.114(2) 0.084(2) 0.026(2) 0.039(2) -0.025(2) C 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 _atom_site_type_symbol O1 .45520(10) .4714(2) .81260(10) .0637(7) Uani O O8 .6174(2) .6958(3) 1.01350(10) .0697(8) Uani O C1 .5548(2) .4712(3) .8071(2) .0443(8) Uani C C2 .5729(2) .5054(3) .6932(2) .0532(8) Uani C C3 .6679(2) .3886(3) .6754(2) .0545(9) Uani C C4 .7856(2) .3917(3) .7790(2) .0519(8) Uani C C5 .8435(2) .5773(3) .7890(2) .0652(10) Uani C C6 .8713(2) .6834(3) .9020(2) .0616(9) Uani C C7 .7648(2) .7450(3) .9314(2) .0546(8) Uani C C8 .7092(2) .6083(3) .9865(2) .0508(8) Uani C C8a .6622(2) .4372(3) .9152(2) .0449(8) Uani C C9 .7592(2) .3337(3) .8881(2) .0536(9) Uani C C10 .8685(2) .2535(4) .7569(2) .0922(14) Uani C H8a .590(3) .626(4) 1.055(3) .117(12) Uiso H H2a .4993 .4840 .6302 .08 Uiso H H2b .5956 .6269 .6916 .08 Uiso H H3a .6391 .2690 .6640 .08 Uiso H H3b .6823 .4283 .6064 .08 Uiso H H5a .7909 .6484 .7271 .08 Uiso H H5b .9172 .5615 .7759 .08 Uiso H H6a .9155 .7863 .8956 .08 Uiso H H6b .9193 .6107 .9658 .08 Uiso H H7a .7052 .7842 .8598 .08 Uiso H H7b .7895 .8427 .9850 .08 Uiso H H8b .7713 .5635 1.0543 .08 Uiso H H8c .6362 .3617 .9652 .08 Uiso H H9a .7355 .2116 .8779 .08 Uiso H H9b .8312 .3450 .9546 .08 Uiso H H10a .8868 .2862 .6887 .08 Uiso H H10b .8302 .1400 .7443 .08 Uiso H H10c .9405 .2475 .8239 .08 Uiso H 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 H8a O8 C8 109.(2) no C2 C1 C8a 118.6(2) yes C2 C1 O1 120.7(2) yes C8a C1 O1 120.7(2) yes C3 C2 C1 113.0(2) yes C4 C3 C2 113.6(2) yes C5 C4 C9 114.4(2) yes C5 C4 C10 109.2(2) yes C5 C4 C3 109.8(2) yes C9 C4 C10 107.4(2) yes C9 C4 C3 107.2(2) yes C10 C4 C3 108.5(2) yes C6 C5 C4 119.9(2) yes C7 C6 C5 115.8(2) yes C8 C7 C6 115.7(2) yes C8a C8 O8 110.9(2) yes C8a C8 C7 117.2(2) yes O8 C8 C7 106.5(2) yes C9 C8a C1 112.6(2) yes C9 C8a C8 112.9(2) yes C1 C8a C8 112.3(2) yes C4 C9 C8a 116.3(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 1.220(3) yes C8 O8 1.417(3) yes H8a O8 0.87(3) no C2 C1 1.494(3) yes C8a C1 1.508(2) yes C3 C2 1.517(3) yes C4 C3 1.531(2) yes C5 C4 1.550(3) yes C9 C4 1.529(3) yes C10 C4 1.529(4) yes C6 C5 1.522(3) yes C7 C6 1.515(3) yes C8 C7 1.506(3) yes C8a C8 1.548(3) yes C9 C8a 1.531(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 10035270