#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/91/2009121.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_2009121 loop_ _publ_author_name 'Blackburn, Anthony C.' 'Fitzgerald, Lawrence J.' 'Gerkin, Roger E.' _publ_section_title ; C---H···O interactions in acenaphthene-5,6-dicarboxylic anhydride ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1852 _journal_page_last 1854 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C14 H8 O3 ' _chemical_formula_sum 'C14 H8 O3' _chemical_formula_weight 224.22 _chemical_name_common 'acenaphthene-5,6-dicarboxylic anhydride' _chemical_name_systematic ' ?' _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _cell_angle_alpha 90 _cell_angle_beta 117.850(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.140(2) _cell_length_b 9.6710(10) _cell_length_c 7.621(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.4 _cell_measurement_theta_min 16.5 _cell_volume 986.6(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'TEXSAN and PLATON (Spek, 1990) ' _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device_type AFC5S _diffrn_measurement_method '\w/2\q scans ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.014 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 1241 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% ' +- 1.1 (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type none _exptl_crystal_colour 'pale amber' _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method none _exptl_crystal_description 'uncut irregular polyhedron' _exptl_crystal_F_000 464 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.23 _refine_diff_density_max 0.25 _refine_diff_density_min -0.20 _refine_ls_extinction_coef '3.1(8) \\times 10^-7^' _refine_ls_extinction_method ' Zachariasen (1963, 1968)' _refine_ls_goodness_of_fit_ref 1.85 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 96 _refine_ls_number_reflns 1129 _refine_ls_R_factor_gt 0.041 _refine_ls_shift/su_max 0.0002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'w = 1/[\s^2^~cs~ + (0.014 I)^2^]' _refine_ls_wR_factor_ref 0.079 _reflns_number_gt 785 _reflns_number_total 1129 _reflns_threshold_expression 'I > 2.0\s~I~' _[local]_cod_data_source_file fr1213.cif _[local]_cod_data_source_block 1 _[local]_cod_cif_authors_sg_H-M 'C 2/c' _[local]_cod_chemical_formula_sum_orig 'C14 H8 O3 ' _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: '_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value 10 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 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_cell_volume 986.6(2) _cod_database_code 2009121 loop_ _symmetry_equiv_pos_as_xyz x,y,z '-x, y, 1/2-z' '-x, -y, -z' 'x, -y, 1/2+z' '1/2+x, 1/2+y, z' '1/2-x, 1/2+y, 1/2-z' '1/2-x, 1/2-y, -z' '1/2+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_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O1 -.14627(9) .80330(10) -.0169(2) .0677(4) Uani ? ? O2 .0000 .79300(10) .2500 .0494(4) Uani ? ? C1 -.05200(10) .1358(2) .1571(3) .0566(6) Uani ? ? C2 -.07890(10) .28690(10) .1088(2) .0413(4) Uani ? ? C3 -.15960(10) .3543(2) -.0358(2) .0476(5) Uani ? ? C4 -.16170(10) .4997(2) -.0386(2) .0440(4) Uani ? ? C5 -.08360(10) .57760(10) .1006(2) .0362(4) Uani ? ? C6 .0000 .5099(2) .2500 .0339(5) Uani ? ? C7 .0000 .3661(2) .2500 .0360(6) Uani ? ? C8 -.08360(10) .7285(2) .0994(2) .0445(5) Uani ? ? H1A -.1010(10) .089(2) .188(2) .062(5) Uiso ? ? H1B -.0530(10) .091(2) .041(3) .078(6) Uiso ? ? H3 -.2170(10) .306(2) -.138(2) .061(5) Uiso ? ? H4 -.2150(10) .546(2) -.136(2) .059(5) Uiso ? ? 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 .0673(8) .0431(7) .0682(8) .0130(6) .0113(7) .0134(6) O2 .0590(10) .0300(8) .0490(9) .0000 .0163(8) .0000 C1 .0680(10) .0322(8) .0770(10) -.0067(8) .0396(10) -.0061(8) C2 .0476(9) .0315(8) .0511(9) -.0054(7) .0282(8) -.0050(7) C3 .0444(10) .0461(9) .0488(10) -.0126(7) .0188(8) -.0100(8) C4 .0385(9) .0475(9) .0398(9) .0005(7) .0131(7) .0022(8) C5 .0409(8) .0318(7) .0370(8) .0008(6) .0191(6) .0018(6) C6 .0370(10) .0314(10) .0370(10) .0000 .0194(9) .0000 C7 .0400(10) .0300(10) .0430(10) .0000 .0229(10) .0000 C8 .0502(10) .0373(9) .0438(9) .0032(7) .0202(7) .0045(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C8 ? ? 1.193(2) yes O2 C8 ? ? 1.397(2) yes O2 C8 ? 2_555 1.397(2) no C1 C1 ? 2_555 1.550(4) yes C1 C2 ? ? 1.515(2) yes C1 H1A ? ? .99(2) no C1 H1B ? ? .98(2) no C2 C3 ? ? 1.369(2) no C2 C7 ? ? 1.404(2) no C3 C4 ? ? 1.406(2) no C3 H3 ? ? .970(10) no C4 C5 ? ? 1.385(2) no C4 H4 ? ? .92(2) no C5 C6 ? ? 1.407(2) no C5 C8 ? ? 1.459(2) yes C6 C7 ? ? 1.390(3) no loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson & Simpson (1965)' C 0.003 0.002 'Creagh & McAuley (1992)' O 0.011 0.006 'Creagh & McAuley (1992)' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle _geom_angle_publ_flag C8 O2 C8 2_555 127.0(2) yes C1 C1 C2 2_555 105.37(9) no C1 C1 H1A 2_555 110.0(9) no C1 C1 H1B 2_555 113.9(10) no C2 C1 H1A ? 110.7(9) no C2 C1 H1B ? 108.0(10) no H1A C1 H1B ? 108.0(10) no C1 C2 C3 ? 133.80(10) no C1 C2 C7 ? 107.70(10) no C3 C2 C7 ? 118.50(10) no C2 C3 C4 ? 119.60(10) no C2 C3 H3 ? 122.8(9) no C4 C3 H3 ? 117.6(9) no C3 C4 C5 ? 121.80(10) no C3 C4 H4 ? 120.0(9) no C5 C4 H4 ? 118.2(9) no C4 C5 C6 ? 119.40(10) no C4 C5 C8 ? 122.80(10) no C6 C5 C8 ? 117.90(10) no C5 C6 C5 2_555 124.6(2) no C5 C6 C7 ? 117.70(9) no C5 C6 C7 2_555 117.70(9) no C2 C7 C2 2_555 113.9(2) no C2 C7 C6 ? 123.05(9) no C2 C7 C6 2_555 123.05(9) no O1 C8 O2 ? 116.10(10) yes O1 C8 C5 ? 127.5(2) yes O2 C8 C5 ? 116.40(10) yes 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 C3 H3 O1 6_444 0.970(10) 2.47(2) 3.338(2) 148.0(10) yes C1 H1A O1 4_565 0.99(2) 2.84(2) 3.445(2) 120.0(10) yes C1 H1B O2 3_565 0.98(2) 2.91(2) 3.606(2) 128.0(10) yes _journal_paper_doi 10.1107/S0108270199009270