#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005051.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_2005051 loop_ _publ_author_name 'Suwinski, J.' 'Wagner, P.' 'Holt, E. M.' _publ_section_title ; 1-Phenyl-4-imidazolidinone (Z)-Oxime ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1462 _journal_page_last 1464 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C9 H11 N3 O1' _chemical_formula_sum 'C9 H11 N3 O' _chemical_formula_weight 177.2 _chemical_name_systematic ; 1-phenyl-4-imidazolidinone (Z)-oxime ; _chemical_temperature_decomposition 230 _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' _cell_angle_alpha 90.0 _cell_angle_beta 112.23(3) _cell_angle_gamma 90.0 _cell_formula_units_Z 4 _cell_length_a 15.312(3) _cell_length_b 5.024(1) _cell_length_c 12.514(3) _cell_measurement_reflns_used 31 _cell_measurement_temperature 298 _cell_measurement_theta_max 24.521 _cell_measurement_theta_min 9.881 _cell_volume 891.1(4) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1991)' _computing_data_reduction XSCANS _computing_molecular_graphics 'XP (Siemens, 1990)' _computing_structure_refinement SHELXS86 _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 298 _diffrn_measurement_device 'Syntex P4 4-circle' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator 'highly oriented graphite crystal' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.066 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 2204 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 1.5 _diffrn_standards_decay_% 0.0001 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 376 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.26 _refine_diff_density_min -0.25 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.06 _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 512 _refine_ls_R_factor_obs .0470 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = 1/[\s^2^(F)+ 0.0008F^2^]' _refine_ls_wR_factor_obs .0475 _reflns_number_observed 512 _reflns_number_total 1554 _reflns_observed_criterion F>4.0\s(F) _[local]_cod_data_source_file pa1215.cif _[local]_cod_data_source_block holt1 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _[local]_cod_chemical_formula_sum_orig 'C9 H11 N3 O1' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' tag was changed to '_chemical_temperature_decomposition' since the value had been '230 d'. The value '230 d' was changed to '230'. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 891.10(10) _cod_database_code 2005051 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_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_calc_flag _atom_site_calc_attached_atom O1 0.5038(3) 0.069(1) 0.3570(4) 0.043(3) Uani d ? H1A 0.5358 0.0114 0.3191 0.080 Uiso d O1 N1 0.4001(4) 0.294(1) 0.4548(5) 0.046(4) Uani d ? C2 0.3328(5) 0.435(2) 0.4922(6) 0.039(4) Uani d ? H2A 0.2853 0.3185 0.4984 0.080 Uiso calc C2 H2B 0.3645 0.5236 0.5647 0.080 Uiso calc C2 N3 0.2928(5) 0.623(2) 0.3985(5) 0.046(4) Uani d ? H1B 0.4024 0.1549 0.4896 0.080 Uiso calc N1 C4 0.3254(5) 0.587(2) 0.3056(6) 0.039(4) Uani d ? H4A 0.3551 0.7462 0.2933 0.080 Uiso calc C4 H4B 0.2747 0.5381 0.2352 0.080 Uiso calc C4 N4 0.4442(5) 0.278(1) 0.2938(5) 0.036(3) Uani d ? C5 0.3959(5) 0.365(2) 0.3516(7) 0.032(4) Uani d ? C11 0.2214(6) 0.793(2) 0.3926(7) 0.039(4) Uani d ? C12 0.1789(6) 0.964(2) 0.2987(7) 0.051(4) Uani d ? H12A 0.1989 0.9620 0.2347 0.080 Uiso calc C12 C13 0.1084(6) 1.140(2) 0.2973(8) 0.059(5) Uani d ? H13A 0.0807 1.2561 0.2323 0.080 Uiso calc C13 C14 0.0779(7) 1.150(2) 0.3877(9) 0.059(5) Uani d ? H14A 0.0308 1.2758 0.3876 0.080 Uiso calc C14 C15 0.1167(6) 0.976(2) 0.4782(9) 0.062(5) Uani d ? H15A 0.0941 0.9730 0.5401 0.080 Uiso calc C15 C16 0.1876(6) 0.805(2) 0.4829(7) 0.046(5) Uani d ? H16A 0.2149 0.6892 0.5482 0.080 Uiso calc C16 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 .052(4) .049(4) .039(4) .024(4) .029(3) .007(4) N1 .065(5) .048(6) .035(4) .001(5) .029(4) .009(5) C2 .050(6) .040(6) .034(5) .008(5) .024(4) .001(5) N3 .066(5) .051(6) .032(4) .026(5) .032(4) .018(5) C4 .041(5) .048(7) .026(4) -.004(6) .012(4) -.001(5) N4 .047(5) .029(5) .034(4) .013(4) .019(4) .008(4) C5 .021(5) .041(7) .034(5) -.001(5) .012(4) .006(5) C11 .031(6) .049(8) .036(5) -.006(6) .012(4) -.017(6) C12 .044(6) .063(8) .039(6) .007(6) .008(5) .010(6) C13 .046(6) .058(8) .060(7) .008(6) .004(6) .011(7) C14 .050(7) .045(8) .079(8) .005(6) .023(7) -.003(7) C15 .041(6) .081(10) .067(7) .001(7) .025(6) .00(7) C16 .044(6) .049(8) .046(6) .010(6) .018(5) .09(6) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N 0.0 0.0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O 0.0 0.0 '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 C4 N3 C2 113.8(7) yes N3 C4 C5 101.6(7) yes C4 C5 N1 109.8(8) yes C4 C5 N4 121.1(8) yes N1 C5 N4 129.1(7) yes C5 N1 C2 113.7(7) yes N3 C2 N1 100.9(7) yes C5 N4 O1 108.9(6) yes C12 C11 C16 116.7(9) yes C12 C11 N3 122.5(9) yes C16 C11 N3 120.8(8) yes C11 C12 C13 120.8(10) yes C12 C13 C14 121.1(9) yes C13 C14 C15 118.6(10) yes C14 C15 C16 121.5(11) yes C11 C16 C15 121.1(9) yes C11 N3 C4 123.3(7) yes C11 N3 C2 122.3(8) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C11 N3 1.370(10) yes C11 C12 1.400(10) yes C11 C16 1.41(2) yes C12 C13 1.39(2) yes C13 C14 1.38(2) yes C14 C15 1.37(2) yes C15 C16 1.37(2) yes N4 O1 1.421(8) yes C4 C5 1.510(10) yes C5 N1 1.320(10) yes C5 N4 1.290(10) yes N1 C2 1.470(10) yes N3 C2 1.450(10) yes N3 C4 1.440(10) yes _journal_paper_doi 10.1107/S0108270195016210