#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/06/2200617.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_2200617 loop_ _publ_author_name 'Bond, Andrew D.' 'Davies, John E.' _publ_section_title ; (1R)-({-})-Fenchone ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1034 _journal_page_last o1035 _journal_paper_doi 10.1107/S1600536801016932 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C10 H16 O' _chemical_formula_moiety 'C10 H16 O' _chemical_formula_sum 'C10 H16 O' _chemical_formula_weight 152.23 _chemical_melting_point 278 _chemical_name_common (1R)-(-)-Fenchone _chemical_name_systematic ; (-)-1,3,3-trimethyl-2-norbornanone ; _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' _cell_angle_alpha 90.00 _cell_angle_beta 91.335(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 6.0520(7) _cell_length_b 10.2748(7) _cell_length_c 7.1621(9) _cell_measurement_reflns_used 2665 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 25.03 _cell_measurement_theta_min 1.00 _cell_volume 445.24(8) _computing_cell_refinement 'HKL SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction 'HKL DENZO (Otwinowski & Minor 1997) and SCALEPACK' _computing_molecular_graphics 'XP (Sheldrick, 1993) and CAMERON (Watkin et al., 1996)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full .984 _diffrn_measured_fraction_theta_max .984 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'Thin-slice \w and \f' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .7107 _diffrn_reflns_av_R_equivalents .078 _diffrn_reflns_av_sigmaI/netI .0600 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 2506 _diffrn_reflns_theta_full 25.01 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 3.97 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .071 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min .783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.135 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cylinder _exptl_crystal_F_000 168 _exptl_crystal_size_rad .15 _refine_diff_density_max .192 _refine_diff_density_min -.220 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 103 _refine_ls_number_reflns 821 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.097 _refine_ls_R_factor_all .0605 _refine_ls_R_factor_gt .0558 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1005P)^2^+0.0865P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1565 _reflns_number_gt 757 _reflns_number_total 821 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cf6114.cif _cod_data_source_block I _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. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 2200617 _cod_database_fobs_code 2200617 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .3206(5) .6557(3) .9979(4) .0382(8) Uani d . 1 . . O C1 .2451(6) .7491(4) .6890(5) .0288(9) Uani d . 1 . . C C2 .2344(6) .7388(3) .8999(5) .0269(8) Uani d . 1 . . C C3 .0983(6) .8536(4) .9685(5) .0282(8) Uani d . 1 . . C C4 .0405(6) .9233(4) .7811(5) .0270(8) Uani d . 1 . . C H4 -.0912 .9818 .7855 .032 Uiso calc R 1 . . H C5 .2476(6) .9870(4) .7011(5) .0297(9) Uani d . 1 . . C H5A .3206 1.0451 .7939 .036 Uiso calc R 1 . . H H5B .2107 1.0375 .5868 .036 Uiso calc R 1 . . H C6 .3949(6) .8690(4) .6567(5) .0312(8) Uani d . 1 . . C H6A .5269 .8666 .7409 .037 Uiso calc R 1 . . H H6B .4436 .8722 .5257 .037 Uiso calc R 1 . . H C7 .0140(6) .8069(4) .6455(5) .0294(8) Uani d . 1 . . C H7A -.1073 .7476 .6800 .035 Uiso calc R 1 . . H H7B -.0048 .8345 .5136 .035 Uiso calc R 1 . . H C8 .3129(8) .6255(4) .5892(6) .0380(10) Uani d . 1 . . C H8A .3125 .6410 .4542 .057 Uiso calc R 1 . . H H8B .2084 .5557 .6171 .057 Uiso calc R 1 . . H H8C .4617 .6000 .6320 .057 Uiso calc R 1 . . H C9 -.1120(7) .8032(4) 1.0608(5) .0331(9) Uani d . 1 . . C H9A -.1984 .7514 .9703 .050 Uiso calc R 1 . . H H9B -.2007 .8771 1.1022 .050 Uiso calc R 1 . . H H9C -.0710 .7489 1.1686 .050 Uiso calc R 1 . . H C10 .2299(7) .9334(4) 1.1118(5) .0354(9) Uani d . 1 . . C H10A .3686 .9623 1.0572 .053 Uiso calc R 1 . . H H10B .2626 .8798 1.2222 .053 Uiso calc R 1 . . H H10C .1433 1.0095 1.1481 .053 Uiso calc R 1 . . H 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 O1 .0414(17) .0372(16) .0360(15) .0090(13) .0021(11) .0087(13) C1 .0282(19) .033(2) .0250(19) .0018(15) .0037(14) .0006(15) C2 .0249(18) .0267(17) .0292(18) -.0019(14) .0024(14) .0023(16) C3 .0284(18) .0318(19) .0246(16) -.0006(16) .0051(13) .0005(15) C4 .0278(18) .0279(17) .0254(17) .0028(15) .0022(13) .0031(15) C5 .034(2) .0290(18) .0264(19) -.0005(15) .0051(15) .0035(14) C6 .0312(19) .0349(19) .0277(17) .0028(17) .0067(14) .0015(17) C7 .0284(19) .0330(18) .0267(18) .0014(15) .0001(14) -.0036(15) C8 .043(2) .036(2) .036(2) .0057(18) .0070(17) -.0060(18) C9 .031(2) .0334(19) .035(2) -.0015(16) .0112(15) .0000(16) C10 .039(2) .038(2) .0298(19) -.0048(19) .0029(16) -.0033(17) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C8 115.4(3) no C2 C1 C7 99.7(3) no C8 C1 C7 118.7(3) no C2 C1 C6 104.0(3) no C8 C1 C6 115.4(3) no C7 C1 C6 101.2(3) no O1 C2 C1 126.6(3) no O1 C2 C3 125.7(3) no C1 C2 C3 107.6(3) no C10 C3 C2 110.8(3) no C10 C3 C9 108.5(3) no C2 C3 C9 109.6(3) no C10 C3 C4 115.9(3) no C2 C3 C4 100.9(3) no C9 C3 C4 110.8(3) no C5 C4 C7 99.7(3) no C5 C4 C3 110.5(3) no C7 C4 C3 101.8(3) no C5 C4 H4 114.4 no C7 C4 H4 114.4 no C3 C4 H4 114.4 no C4 C5 C6 102.8(3) no C4 C5 H5A 111.2 no C6 C5 H5A 111.2 no C4 C5 H5B 111.2 no C6 C5 H5B 111.2 no H5A C5 H5B 109.1 no C5 C6 C1 104.5(3) no C5 C6 H6A 110.8 no C1 C6 H6A 110.8 no C5 C6 H6B 110.8 no C1 C6 H6B 110.8 no H6A C6 H6B 108.9 no C1 C7 C4 95.2(3) no C1 C7 H7A 112.7 no C4 C7 H7A 112.7 no C1 C7 H7B 112.7 no C4 C7 H7B 112.7 no H7A C7 H7B 110.2 no C1 C8 H8A 109.5 no C1 C8 H8B 109.5 no H8A C8 H8B 109.5 no C1 C8 H8C 109.5 no H8A C8 H8C 109.5 no H8B C8 H8C 109.5 no C3 C9 H9A 109.5 no C3 C9 H9B 109.5 no H9A C9 H9B 109.5 no C3 C9 H9C 109.5 no H9A C9 H9C 109.5 no H9B C9 H9C 109.5 no C3 C10 H10A 109.5 no C3 C10 H10B 109.5 no H10A C10 H10B 109.5 no C3 C10 H10C 109.5 no H10A C10 H10C 109.5 no H10B C10 H10C 109.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C2 . 1.216(4) no C1 C2 . 1.517(5) no C1 C8 . 1.518(5) no C1 C7 . 1.545(5) no C1 C6 . 1.550(5) no C2 C3 . 1.527(5) no C3 C10 . 1.524(5) no C3 C9 . 1.538(5) no C3 C4 . 1.554(5) no C4 C5 . 1.537(5) no C4 C7 . 1.546(5) no C4 H4 . 1.000 no C5 C6 . 1.542(6) no C5 H5A . .990 no C5 H5B . .990 no C6 H6A . .990 no C6 H6B . .990 no C7 H7A . .990 no C7 H7B . .990 no C8 H8A . .980 no C8 H8B . .980 no C8 H8C . .980 no C9 H9A . .980 no C9 H9B . .980 no C9 H9C . .980 no C10 H10A . .980 no C10 H10B . .980 no C10 H10C . .980 no 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 C8 C1 C2 O1 18.3(6) no C7 C1 C2 O1 146.6(4) no C6 C1 C2 O1 -109.2(4) no C8 C1 C2 C3 -162.7(3) no C7 C1 C2 C3 -34.3(4) no C6 C1 C2 C3 69.9(3) no O1 C2 C3 C10 55.6(5) no C1 C2 C3 C10 -123.5(3) no O1 C2 C3 C9 -64.2(5) no C1 C2 C3 C9 116.8(3) no O1 C2 C3 C4 178.9(4) no C1 C2 C3 C4 -.1(4) no C10 C3 C4 C5 49.3(4) no C2 C3 C4 C5 -70.4(4) no C9 C3 C4 C5 173.5(3) no C10 C3 C4 C7 154.5(3) no C2 C3 C4 C7 34.8(3) no C9 C3 C4 C7 -81.3(3) no C7 C4 C5 C6 -41.2(3) no C3 C4 C5 C6 65.4(4) no C4 C5 C6 C1 7.8(3) no C2 C1 C6 C5 -74.6(3) no C8 C1 C6 C5 158.0(3) no C7 C1 C6 C5 28.5(3) no C2 C1 C7 C4 53.7(3) no C8 C1 C7 C4 179.8(3) no C6 C1 C7 C4 -52.8(3) no C5 C4 C7 C1 58.1(3) no C3 C4 C7 C1 -55.3(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 74207 2 PubChem 82229