#------------------------------------------------------------------------------ #$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176787 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/21/37/2213742.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_2213742 loop_ _publ_author_name 'Zheng-Feng Xie' 'Xue-Xia Mo' 'Xue-Li Mo' 'Fang-Ming Liu' _publ_section_title ; 1-(5-Methyl-3-phenylisoxazol-4-yl)ethanone ; _journal_coeditor_code CV2244 _journal_issue 6 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o3010 _journal_page_last o3010 _journal_paper_doi 10.1107/S1600536807024415 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac 'C12 H11 N O2' _chemical_formula_moiety 'C12 H11 N O2' _chemical_formula_sum 'C12 H11 N O2' _chemical_formula_weight 201.22 _chemical_melting_point 336 _chemical_name_systematic ; 1-(5-methyl-3-phenylisoxazol-4-yl)ethanone ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90.00 _cell_angle_beta 92.60(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 14.090(3) _cell_length_b 5.2504(11) _cell_length_c 14.280(3) _cell_measurement_reflns_used 5329 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 3.26 _cell_volume 1055.3(4) _computing_cell_refinement RAPID-AUTO _computing_data_collection 'RAPID-AUTO (Rigaku 2004)' _computing_data_reduction RAPID-AUTO _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 27.49 _diffrn_measured_fraction_theta_max 27.48 _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER' _diffrn_measurement_method '\w oscillation' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0221 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 10361 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 3.97 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_T_max 0.9828 _exptl_absorpt_correction_T_min 0.9416 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi (1995) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 424 _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.243 _refine_diff_density_min -0.221 _refine_ls_extinction_coef 0.063(14) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 137 _refine_ls_number_reflns 2410 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.050 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0613 _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^)+(0.15P)^2^+0.2275P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.2565 _reflns_number_gt 1444 _reflns_number_total 2410 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cv2244.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/n' _cod_database_code 2213742 _cod_database_fobs_code 2213742 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _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 O O1 0.25512(14) 0.1587(4) 0.82721(12) 0.0768(6) Uani d . 1 O O2 0.46364(16) 0.6933(5) 0.89829(16) 0.0964(8) Uani d . 1 N N1 0.19230(16) 0.2155(5) 0.89941(16) 0.0764(7) Uani d . 1 C C1 0.1178(3) 0.6683(8) 1.0260(2) 0.1056(12) Uani d . 1 H H1 0.1011 0.7383 0.9678 0.127 Uiso calc R 1 C C2 0.0734(3) 0.7530(11) 1.1046(3) 0.1268(16) Uani d . 1 H H2 0.0286 0.8828 1.0989 0.152 Uiso calc R 1 C C3 0.0946(3) 0.6488(8) 1.1894(2) 0.0954(11) Uani d . 1 H H3 0.0626 0.7004 1.2417 0.114 Uiso calc R 1 C C4 0.1624(4) 0.4698(8) 1.1971(2) 0.1256(16) Uani d . 1 H H4 0.1793 0.4015 1.2556 0.151 Uiso calc R 1 C C5 0.2073(4) 0.3863(7) 1.1188(2) 0.1178(15) Uani d . 1 H H5 0.2535 0.2602 1.1250 0.141 Uiso calc R 1 C C6 0.18481(17) 0.4861(5) 1.03262(16) 0.0601(6) Uani d . 1 C C7 0.23385(16) 0.3934(5) 0.94913(15) 0.0572(6) Uani d . 1 C C8 0.32306(15) 0.4644(4) 0.91255(14) 0.0536(6) Uani d . 1 C C9 0.39362(17) 0.6557(5) 0.94341(16) 0.0607(6) Uani d . 1 C C10 0.3788(2) 0.8049(6) 1.0298(2) 0.0759(8) Uani d . 1 H H10C 0.4307 0.9216 1.0404 0.114 Uiso calc R 1 H H10B 0.3759 0.6913 1.0823 0.114 Uiso calc R 1 H H10A 0.3204 0.8984 1.0226 0.114 Uiso calc R 1 C C11 0.33123(17) 0.3083(5) 0.83683(15) 0.0596(6) Uani d . 1 C C12 0.4041(2) 0.2697(6) 0.76707(18) 0.0747(8) Uani d . 1 H H12C 0.3831 0.1407 0.7232 0.112 Uiso calc R 1 H H12B 0.4626 0.2171 0.7984 0.112 Uiso calc R 1 H H12A 0.4141 0.4264 0.7342 0.112 Uiso calc R 1 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 0.0791(12) 0.0874(13) 0.0643(11) -0.0131(10) 0.0068(9) -0.0224(9) O2 0.0895(15) 0.1154(17) 0.0872(14) -0.0362(12) 0.0347(12) -0.0201(12) N1 0.0676(13) 0.0920(16) 0.0700(14) -0.0163(12) 0.0102(11) -0.0163(12) C1 0.097(2) 0.149(3) 0.0723(18) 0.047(2) 0.0205(16) 0.013(2) C2 0.100(3) 0.185(4) 0.098(3) 0.049(3) 0.031(2) -0.010(3) C3 0.093(2) 0.114(3) 0.083(2) -0.023(2) 0.0432(17) -0.0238(18) C4 0.200(5) 0.117(3) 0.0626(18) 0.023(3) 0.041(2) 0.0083(19) C5 0.189(4) 0.109(3) 0.0579(16) 0.054(3) 0.031(2) 0.0109(17) C6 0.0593(13) 0.0657(13) 0.0562(12) -0.0088(11) 0.0110(9) -0.0029(10) C7 0.0600(13) 0.0618(13) 0.0495(11) -0.0031(10) 0.0014(9) -0.0015(10) C8 0.0594(12) 0.0574(12) 0.0443(10) -0.0003(9) 0.0039(8) 0.0016(9) C9 0.0608(13) 0.0638(13) 0.0580(13) -0.0030(10) 0.0079(10) 0.0016(10) C10 0.0687(16) 0.0788(17) 0.0808(17) -0.0105(13) 0.0092(13) -0.0204(14) C11 0.0646(14) 0.0658(13) 0.0481(11) 0.0042(11) 0.0014(10) -0.0008(10) C12 0.0772(17) 0.0907(19) 0.0568(13) 0.0156(14) 0.0102(12) -0.0067(13) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 C11 O1 N1 109.08(17) C7 N1 O1 105.53(19) C6 C1 C2 121.0(3) C6 C1 H1 119.5 C2 C1 H1 119.5 C3 C2 C1 120.5(4) C3 C2 H2 119.8 C1 C2 H2 119.8 C4 C3 C2 119.1(3) C4 C3 H3 120.5 C2 C3 H3 120.5 C3 C4 C5 120.4(4) C3 C4 H4 119.8 C5 C4 H4 119.8 C6 C5 C4 120.9(4) C6 C5 H5 119.5 C4 C5 H5 119.5 C1 C6 C5 118.1(3) C1 C6 C7 121.8(2) C5 C6 C7 120.1(3) N1 C7 C8 111.7(2) N1 C7 C6 117.4(2) C8 C7 C6 130.9(2) C11 C8 C7 103.9(2) C11 C8 C9 124.6(2) C7 C8 C9 131.5(2) O2 C9 C8 120.4(2) O2 C9 C10 120.1(2) C8 C9 C10 119.5(2) C9 C10 H10C 109.5 C9 C10 H10B 109.5 H10C C10 H10B 109.5 C9 C10 H10A 109.5 H10C C10 H10A 109.5 H10B C10 H10A 109.5 O1 C11 C8 109.8(2) O1 C11 C12 115.5(2) C8 C11 C12 134.6(2) C11 C12 H12C 109.5 C11 C12 H12B 109.5 H12C C12 H12B 109.5 C11 C12 H12A 109.5 H12C C12 H12A 109.5 H12B C12 H12A 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C11 1.331(3) O1 N1 1.421(3) O2 C9 1.219(3) N1 C7 1.297(3) C1 C6 1.344(4) C1 C2 1.383(5) C1 H1 0.9300 C2 C3 1.350(6) C2 H2 0.9300 C3 C4 1.341(5) C3 H3 0.9300 C4 C5 1.381(5) C4 H4 0.9300 C5 C6 1.362(4) C5 H5 0.9300 C6 C7 1.487(3) C7 C8 1.432(3) C8 C11 1.366(3) C8 C9 1.467(3) C9 C10 1.484(4) C10 H10C 0.9600 C10 H10B 0.9600 C10 H10A 0.9600 C11 C12 1.477(3) C12 H12C 0.9600 C12 H12B 0.9600 C12 H12A 0.9600 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 C11 O1 N1 C7 -0.6(3) C6 C1 C2 C3 -1.9(7) C1 C2 C3 C4 2.9(7) C2 C3 C4 C5 -2.5(7) C3 C4 C5 C6 1.0(8) C2 C1 C6 C5 0.4(6) C2 C1 C6 C7 -179.6(4) C4 C5 C6 C1 0.1(7) C4 C5 C6 C7 -179.9(4) O1 N1 C7 C8 0.9(3) O1 N1 C7 C6 -178.2(2) C1 C6 C7 N1 -85.0(4) C5 C6 C7 N1 95.1(4) C1 C6 C7 C8 96.2(4) C5 C6 C7 C8 -83.8(4) N1 C7 C8 C11 -0.9(3) C6 C7 C8 C11 178.0(2) N1 C7 C8 C9 179.0(2) C6 C7 C8 C9 -2.1(4) C11 C8 C9 O2 3.5(4) C7 C8 C9 O2 -176.3(3) C11 C8 C9 C10 -176.9(2) C7 C8 C9 C10 3.3(4) N1 O1 C11 C8 0.1(3) N1 O1 C11 C12 179.3(2) C7 C8 C11 O1 0.4(3) C9 C8 C11 O1 -179.4(2) C7 C8 C11 C12 -178.6(3) C9 C8 C11 C12 1.5(4)