#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007120.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_2007120 loop_ _publ_author_name 'Parvez, M.' 'Kulanthaivel, P.' 'Benn, M. H.' _publ_section_title ; O-Methyldehydronorcacalol ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9800005 _journal_volume 54 _journal_year 1998 _chemical_formula_analytical 'C15 H18 O3' _chemical_formula_moiety 'C15 H18 O3' _chemical_formula_structural 'C15 H18 O3' _chemical_formula_sum 'C15 H18 O3' _chemical_formula_weight 246.29 _chemical_name_common O-methyldehydronorcacalol _space_group_IT_number 78 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall 'P 4cw' _symmetry_space_group_name_H-M 'P 43' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.5229(11) _cell_length_b 9.5229(11) _cell_length_c 14.736(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 170.0(10) _cell_measurement_theta_max 20.0 _cell_measurement_theta_min 15.0 _cell_volume 1336.3(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control (Molecular Structure Corporation, 1988)' _computing_data_collection 'MSC/AFC Diffractometer Control (Molecular Structure Corporation, 1988)' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1994)' _computing_molecular_graphics 'TEXSAN (Molecular Structure Corporation, 1994)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SAPI91 (Fan, 1991)' _diffrn_ambient_temperature 170.0(10) _diffrn_measurement_device 'Rigaku AFC6S' _diffrn_measurement_method ' \w-2\q ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type ' Mo K\a ' _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0549 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 2779 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% 0.62 _diffrn_standards_interval_count 200 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_meas ' not measured ' _exptl_crystal_description prismatic _exptl_crystal_F_000 528 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.160 _refine_diff_density_min -0.126 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.3(17) _refine_ls_extinction_coef 0.017(2) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_hydrogen_treatment riding _refine_ls_matrix_type full _refine_ls_number_parameters 158 _refine_ls_number_reflns 2372 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.027 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0377 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.039P)^2^+0.42P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_ref 0.1065 _reflns_number_observed 1586 _reflns_number_total 2372 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file qb0029.cif _[local]_cod_data_source_block Sesquiterpenoid _[local]_cod_cif_authors_sg_H-M 'P 43 ' _[local]_cod_cif_authors_sg_Hall 'P 43' _cod_original_cell_volume 1336.4(3) _cod_database_code 2007120 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+3/4' 'y, -x, z+1/4' 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_type_symbol O1 -0.5321(2) -0.1649(2) -0.57675(15) 0.0442(6) Uani d . 1 O O2 -0.5673(2) 0.0683(2) -0.68300(14) 0.0442(6) Uani d . 1 O O3 -0.1992(2) -0.2455(2) -0.44735(17) 0.0506(6) Uani d . 1 O C1 -0.3884(4) 0.3083(3) -0.6651(2) 0.0504(9) Uani d . 1 C C2 -0.3223(4) 0.4272(4) -0.6454(3) 0.0621(11) Uani d . 1 C C3 -0.2323(4) 0.4396(3) -0.5631(3) 0.0582(10) Uani d . 1 C C4 -0.1639(3) 0.3009(3) -0.5372(2) 0.0454(8) Uani d . 1 C C5 -0.26585(17) 0.17663(15) -0.54221(11) 0.0334(7) Uani d G 1 C C6 -0.24864(16) 0.05711(17) -0.48921(11) 0.0329(7) Uani d G 1 C C7 -0.33870(18) -0.05652(15) -0.50007(13) 0.0300(6) Uani d G 1 C C8 -0.44598(16) -0.05063(15) -0.56392(15) 0.0309(7) Uani d G 1 C C9 -0.46319(16) 0.06888(18) -0.61692(13) 0.0322(6) Uani d G 1 C C10 -0.37313(19) 0.18251(15) -0.60606(11) 0.0341(7) Uani d G 1 C C11 -0.0365(4) 0.2692(4) -0.5974(4) 0.0779(14) Uani d . 1 C C12 -0.1326(4) 0.0501(3) -0.4177(2) 0.0533(10) Uani d . 1 C C13 -0.3154(3) -0.1926(3) -0.4501(2) 0.0349(7) Uani d . 1 C C14 -0.4341(4) -0.2588(4) -0.4003(3) 0.0649(11) Uani d . 1 C C15 -0.6978(3) 0.1294(4) -0.6526(3) 0.0625(11) Uani d . 1 C H1 -0.5907 -0.1490 -0.6279 0.095(4) Uiso calc R 1 H H1A -0.4462 0.3035 -0.7175 0.095(4) Uiso calc R 1 H H2 -0.3325 0.5058 -0.6845 0.095(4) Uiso calc R 1 H H3A -0.2880 0.4718 -0.5138 0.095(4) Uiso calc R 1 H H3B -0.1612 0.5075 -0.5739 0.095(4) Uiso calc R 1 H H4 -0.1319 0.3085 -0.4764 0.095(4) Uiso calc R 1 H H11A -0.0653 0.2650 -0.6591 0.095(4) Uiso calc R 1 H H11B 0.0032 0.1816 -0.5802 0.095(4) Uiso calc R 1 H H11C 0.0315 0.3413 -0.5903 0.095(4) Uiso calc R 1 H H12A -0.0468 0.0237 -0.4457 0.095(4) Uiso calc R 1 H H12B -0.1569 -0.0173 -0.3728 0.095(4) Uiso calc R 1 H H12C -0.1221 0.1396 -0.3900 0.095(4) Uiso calc R 1 H H14A -0.4014 -0.3396 -0.3691 0.095(4) Uiso calc R 1 H H14B -0.5052 -0.2853 -0.4422 0.095(4) Uiso calc R 1 H H14C -0.4716 -0.1936 -0.3579 0.095(4) Uiso calc R 1 H H15A -0.7348 0.0750 -0.6041 0.095(4) Uiso calc R 1 H H15B -0.7631 0.1306 -0.7013 0.095(4) Uiso calc R 1 H H15C -0.6815 0.2226 -0.6323 0.095(4) 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 0.0460(12) 0.0338(12) 0.0528(14) -0.0107(10) -0.0159(11) 0.0046(10) O2 0.0409(12) 0.0435(12) 0.0481(14) 0.0003(10) -0.0162(11) 0.0018(10) O3 0.0395(12) 0.0433(12) 0.0689(16) 0.0115(10) 0.0009(11) 0.0160(12) C1 0.056(2) 0.0442(19) 0.051(2) -0.0060(16) -0.0078(17) 0.0131(16) C2 0.072(2) 0.0379(19) 0.077(3) -0.0111(17) -0.005(2) 0.0184(19) C3 0.063(2) 0.0337(18) 0.078(3) -0.0143(16) 0.005(2) -0.0013(18) C4 0.0439(18) 0.0358(17) 0.056(2) -0.0100(15) -0.0027(16) -0.0087(16) C5 0.0314(15) 0.0278(15) 0.0410(17) -0.0027(13) 0.0040(14) -0.0067(13) C6 0.0299(15) 0.0347(16) 0.0340(17) 0.0032(12) -0.0032(13) -0.0069(13) C7 0.0289(14) 0.0289(15) 0.0321(15) 0.0035(12) -0.0001(13) -0.0031(12) C8 0.0273(14) 0.0289(16) 0.0364(17) -0.0017(12) 0.0003(12) -0.0039(13) C9 0.0306(15) 0.0327(15) 0.0333(15) 0.0029(12) -0.0072(13) -0.0035(13) C10 0.0365(15) 0.0307(15) 0.0350(18) 0.0005(12) 0.0003(14) -0.0029(13) C11 0.050(2) 0.062(3) 0.121(4) -0.019(2) 0.026(2) -0.012(2) C12 0.057(2) 0.0443(18) 0.059(2) -0.0028(16) -0.0268(18) -0.0027(17) C13 0.0340(16) 0.0356(15) 0.0352(17) 0.0015(13) -0.0017(14) 0.0000(14) C14 0.050(2) 0.069(2) 0.075(3) 0.0104(18) 0.016(2) 0.034(2) C15 0.0389(18) 0.059(2) 0.090(3) 0.0107(16) -0.018(2) -0.003(2) 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 C9 O2 C15 113.3(2) n C2 C1 C10 120.9(3) n C1 C2 C3 121.2(3) n C2 C3 C4 112.4(3) n C3 C4 C11 111.4(3) n C3 C4 C5 112.8(3) n C11 C4 C5 108.8(3) n C6 C5 C10 120.0 n C6 C5 C4 122.05(17) n C10 C5 C4 117.84(17) n C7 C6 C5 120.0 n C7 C6 C12 119.43(16) n C5 C6 C12 120.56(16) n C6 C7 C8 120.0 n C6 C7 C13 121.50(15) n C8 C7 C13 118.26(15) n O1 C8 C9 120.00(14) n O1 C8 C7 119.96(14) n C9 C8 C7 120.0 n O2 C9 C8 118.34(13) n O2 C9 C10 121.58(13) n C8 C9 C10 120.0 n C9 C10 C5 120.0 n C9 C10 C1 119.96(17) n C5 C10 C1 120.01(17) n O3 C13 C14 119.9(3) n O3 C13 C7 120.4(3) n C14 C13 C7 119.6(2) n loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C8 1.376(2) n O2 C9 1.390(2) n O2 C15 1.443(4) n O3 C13 1.217(3) n C1 C2 1.328(4) n C1 C10 1.487(3) n C2 C3 1.490(5) n C3 C4 1.522(5) n C4 C11 1.532(5) n C4 C5 1.532(3) n C5 C6 1.3900 n C5 C10 1.3900 n C6 C7 1.3900 n C6 C12 1.529(3) n C7 C8 1.3900 n C7 C13 1.507(3) n C8 C9 1.3900 n C9 C10 1.3900 n C13 C14 1.488(4) n 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 C10 C1 C2 C3 -0.9(5) n C1 C2 C3 C4 30.6(5) n C2 C3 C4 C11 78.5(4) n C2 C3 C4 C5 -44.1(4) n C3 C4 C5 C6 -153.1(2) n C11 C4 C5 C6 82.8(3) n C3 C4 C5 C10 30.9(3) n C11 C4 C5 C10 -93.2(3) n C10 C5 C6 C7 0.0 n C4 C5 C6 C7 -176.0(2) n C10 C5 C6 C12 -179.0(2) n C4 C5 C6 C12 5.0(3) n C5 C6 C7 C8 0.0 n C12 C6 C7 C8 179.0(2) n C5 C6 C7 C13 174.3(2) n C12 C6 C7 C13 -6.7(3) n C6 C7 C8 O1 177.8(2) n C13 C7 C8 O1 3.3(2) n C6 C7 C8 C9 0.0 n C13 C7 C8 C9 -174.5(2) n C15 O2 C9 C8 94.9(2) n C15 O2 C9 C10 -88.2(2) n O1 C8 C9 O2 -0.9(2) n C7 C8 C9 O2 176.97(19) n O1 C8 C9 C10 -177.8(2) n C7 C8 C9 C10 0.0 n O2 C9 C10 C5 -176.87(19) n C8 C9 C10 C5 0.0 n O2 C9 C10 C1 0.9(2) n C8 C9 C10 C1 177.8(2) n C6 C5 C10 C9 0.0 n C4 C5 C10 C9 176.2(2) n C6 C5 C10 C1 -177.8(2) n C4 C5 C10 C1 -1.6(3) n C2 C1 C10 C9 167.3(3) n C2 C1 C10 C5 -14.9(4) n C6 C7 C13 O3 -46.3(3) n C8 C7 C13 O3 128.1(3) n C6 C7 C13 C14 130.7(3) n C8 C7 C13 C14 -54.9(3) n