#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/24/2012460.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_2012460 loop_ _publ_author_name 'Zakaria, Choudhury M.' 'Low, John N.' 'Glidewell, Christopher' _publ_section_title ; Phthalimide at 120K: perforated molecular ribbons containing three different ring motifs ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o9 _journal_page_last o10 _journal_volume 58 _journal_year 2002 _chemical_formula_moiety 'C8 H5 N O2' _chemical_formula_sum 'C8 H5 N O2' _chemical_formula_weight 147.13 _chemical_name_systematic ; 'Phthalimide [1H-Isoindole-1,3(2H)-dione]' ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 90.369(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 3.7303(2) _cell_length_b 7.6638(4) _cell_length_c 22.6435(13) _cell_measurement_reflns_used 1456 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.47 _cell_measurement_theta_min 3.21 _cell_volume 647.33(6) _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_data_reduction DENZO-SMN _computing_molecular_graphics 'PLATON (Spek, 2001)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997) and PRPKAPPA (Ferguson, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full .986 _diffrn_measured_fraction_theta_max .986 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .054 _diffrn_reflns_av_sigmaI/netI .0653 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 4750 _diffrn_reflns_theta_full 27.47 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_min 3.21 _diffrn_standards_decay_% negligible _exptl_absorpt_coefficient_mu .111 _exptl_absorpt_correction_T_max .9945 _exptl_absorpt_correction_T_min .9835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(DENZO-SMN; Otwinowski & Minor, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 304 _exptl_crystal_size_max .15 _exptl_crystal_size_mid .05 _exptl_crystal_size_min .05 _refine_diff_density_max .220 _refine_diff_density_min -.220 _refine_ls_extinction_coef .037(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 101 _refine_ls_number_reflns 1456 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.016 _refine_ls_R_factor_all .0705 _refine_ls_R_factor_gt .0429 _refine_ls_shift/su_max .000 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0485P)^2^+0.0173P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .0927 _refine_ls_wR_factor_ref .1027 _reflns_number_gt 1061 _reflns_number_total 1456 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sk1520.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' 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_database_code 2012460 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_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 .7712(3) .99398(13) .16961(5) .0260(3) Uani d . 1 . . O O2 .2821(3) .78244(13) -.00219(4) .0257(3) Uani d . 1 . . O N3 .5404(3) .92707(16) .07707(5) .0206(3) Uani d . 1 . . N C4 .6202(4) .89329(19) .13625(7) .0196(4) Uani d . 1 . . C C5 .3781(4) .78674(19) .04950(6) .0191(4) Uani d . 1 . . C C6 .3481(4) .64822(19) .09516(6) .0177(4) Uani d . 1 . . C C7 .2138(4) .48010(19) .09109(7) .0206(4) Uani d . 1 . . C C8 .2283(4) .3784(2) .14201(7) .0227(4) Uani d . 1 . . C C9 .3719(4) .4427(2) .19429(7) .0231(4) Uani d . 1 . . C C10 .5070(4) .61196(18) .19815(6) .0198(4) Uani d . 1 . . C C11 .4909(4) .71261(18) .14760(6) .0175(4) Uani d . 1 . . C H3 .5882 1.0265 .0593 .025 Uiso calc R 1 . . H H7 .1164 .4362 .0552 .025 Uiso calc R 1 . . H H8 .1378 .2626 .1409 .027 Uiso calc R 1 . . H H9 .3783 .3698 .2282 .028 Uiso calc R 1 . . H H10 .6058 .6561 .2339 .024 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 .0328(6) .0221(6) .0230(6) -.0061(5) -.0054(5) -.0022(5) O2 .0337(6) .0251(6) .0181(6) -.0055(5) -.0040(5) -.0002(5) N3 .0280(7) .0155(7) .0182(7) -.0064(5) -.0021(5) .0012(5) C4 .0188(7) .0206(8) .0195(8) -.0002(6) .0008(6) -.0010(7) C5 .0185(7) .0207(8) .0180(9) -.0005(6) .0008(6) -.0017(6) C6 .0161(7) .0185(8) .0186(8) .0008(6) .0006(6) .0001(6) C7 .0185(7) .0199(8) .0234(9) -.0012(6) -.0002(6) -.0033(6) C8 .0206(8) .0164(8) .0311(9) .0002(6) .0024(6) .0007(7) C9 .0212(8) .0209(8) .0273(9) .0015(6) .0029(7) .0068(7) C10 .0183(7) .0212(8) .0200(8) .0018(6) .0000(6) -.0002(6) C11 .0154(7) .0161(8) .0212(8) .0009(5) .0015(6) -.0012(6) 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 C4 . 1.2158(17) no O2 C5 . 1.2224(17) no N3 C5 . 1.3813(18) no N3 C4 . 1.3951(19) no N3 H3 . .8800 no C4 C11 . 1.489(2) no C5 C6 . 1.487(2) no C6 C7 . 1.385(2) no C6 C11 . 1.389(2) no C7 C8 . 1.393(2) no C7 H7 . .9500 no C8 C9 . 1.387(2) no C8 H8 . .9500 no C9 C10 . 1.395(2) no C9 H9 . .9500 no C10 C11 . 1.381(2) no C10 H10 . .9500 no 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' N N .0061 .0033 '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 C5 N3 C4 112.32(12) no C5 N3 H3 123.8 no C4 N3 H3 123.8 no O1 C4 N3 125.04(14) no O1 C4 C11 129.22(14) no N3 C4 C11 105.73(12) no O2 C5 N3 125.36(13) no O2 C5 C6 128.60(14) no N3 C5 C6 106.05(12) no C7 C6 C11 121.59(13) no C7 C6 C5 130.30(14) no C11 C6 C5 108.10(12) no C6 C7 C8 116.96(14) no C6 C7 H7 121.5 no C8 C7 H7 121.5 no C9 C8 C7 121.39(14) no C9 C8 H8 119.3 no C7 C8 H8 119.3 no C8 C9 C10 121.43(14) no C8 C9 H9 119.3 no C10 C9 H9 119.3 no C11 C10 C9 116.99(14) no C11 C10 H10 121.5 no C9 C10 H10 121.5 no C10 C11 C6 121.64(13) no C10 C11 C4 130.52(13) no C6 C11 C4 107.80(12) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N3 H3 O2 3_675 .88 2.02 2.8781(16) 167 y C7 H7 O2 3_565 .95 2.54 3.3874(18) 149 y C8 H8 O1 1_445 .95 2.56 3.4628(19) 159 y C10 H10 O1 2_645 .95 2.55 3.2303(18) 129 y 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 C5 N3 C4 O1 178.06(13) no C5 N3 C4 C11 -.65(15) no C4 N3 C5 O2 -179.86(13) no C4 N3 C5 C6 .17(15) no O2 C5 C6 C7 1.6(2) no N3 C5 C6 C7 -178.46(14) no O2 C5 C6 C11 -179.55(14) no N3 C5 C6 C11 .42(15) no C11 C6 C7 C8 .0(2) no C5 C6 C7 C8 178.78(13) no C6 C7 C8 C9 -.2(2) no C7 C8 C9 C10 .2(2) no C8 C9 C10 C11 .1(2) no C9 C10 C11 C6 -.3(2) no C9 C10 C11 C4 -177.73(14) no C7 C6 C11 C10 .2(2) no C5 C6 C11 C10 -178.76(12) no C7 C6 C11 C4 178.20(12) no C5 C6 C11 C4 -.81(15) no O1 C4 C11 C10 .0(3) no N3 C4 C11 C10 178.61(14) no O1 C4 C11 C6 -177.74(13) no N3 C4 C11 C6 .90(15) no