#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/91/2009126.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_2009126 loop_ _publ_author_name 'Aumiller, Wade D.' 'Gerkin, Roger E.' _publ_section_title ; Network of C---H···O interactions in dimethyl anthracene-1,8-dicarboxylate ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1855 _journal_page_last 1857 _journal_paper_doi 10.1107/S010827019900983X _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C18 H14 O4' _chemical_formula_sum 'C18 H14 O4' _chemical_formula_weight 294.31 _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 17.400(3) _cell_length_b 27.085(2) _cell_length_c 6.119(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.2 _cell_measurement_theta_min 10.2 _cell_volume 2883.8(11) _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 'Rigaku AFC-5S' _diffrn_measurement_method \w _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 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3314 _diffrn_reflns_theta_max 27.55 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% '+-2.2% (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _exptl_crystal_colour amber _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'irregular hexagonal plate' _exptl_crystal_F_000 1232 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.11 _refine_diff_density_max 0.63 _refine_diff_density_min -0.64 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.29 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 199 _refine_ls_number_reflns 3314 _refine_ls_R_factor_gt 0.063 _refine_ls_shift/su_max 0.0002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^~cs~ + (0.003I)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.076 _reflns_number_gt 1259 _reflns_number_total 3314 _reflns_threshold_expression I>2\s~I~ _cod_data_source_file fr1226.cif _cod_data_source_block one _cod_depositor_comments ; The following automatic conversions were performed: '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 22 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^~cs~ + (0.003I)^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^~cs~ + (0.003I)^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2884.0(10) _cod_database_code 2009126 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' '1/2-x, -y,1/2+z' ' -x, -y, -z' '1/2-x,1/2+y, +z' ' +x,1/2-y,1/2+z' '1/2+x, +y,1/2-z' 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 .0520(10) .069(2) .0400(10) .0050(10) -.0030(10) .0020(10) O2 .0490(10) .109(2) .049(2) .0230(10) .0110(10) .011(2) O3 .0440(10) .078(2) .059(2) -.0010(10) .0020(10) -.0040(10) O4 .066(2) .105(2) .062(2) -.002(2) .018(2) .007(2) C1 .040(2) .046(2) .039(2) .002(2) .006(2) -.003(2) C2 .058(2) .053(2) .044(2) .003(2) .004(2) .000(2) C3 .048(2) .062(3) .070(3) -.008(2) .012(2) .001(2) C4 .043(2) .062(2) .061(3) -.004(2) .006(2) -.007(2) C5 .064(2) .062(2) .054(3) .004(2) -.018(2) .002(2) C6 .086(3) .063(3) .059(3) .003(2) -.021(3) .008(2) C7 .074(3) .060(2) .052(2) -.007(2) -.001(2) .011(2) C8 .056(2) .040(2) .048(2) .003(2) .002(2) -.001(2) C9 .039(2) .046(2) .041(2) .004(2) -.003(2) -.002(2) C10 .037(2) .054(2) .058(2) .001(2) -.005(2) -.004(2) C11 .050(2) .047(2) .042(2) .003(2) -.006(2) -.006(2) C12 .046(2) .039(2) .038(2) .005(2) .001(2) -.002(2) C13 .040(2) .039(2) .039(2) .001(2) .003(2) -.004(2) C14 .043(2) .045(2) .048(2) .002(2) .006(2) -.007(2) C15 .057(2) .045(2) .044(2) .007(2) .003(2) .007(2) C16 .055(2) .079(3) .060(3) .005(2) -.014(2) .010(2) C17 .058(2) .044(2) .045(2) .000(2) .006(2) .007(2) C18 .049(2) .100(3) .071(3) .004(2) -.004(2) .001(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_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom O1 .89280(10) .05896(8) .2200(4) .0538(8) Uani ? ? O2 .93330(10) .06027(9) -.1252(3) .0691(8) Uani ? ? O3 .94540(10) .19438(8) -.4159(4) .0605(8) Uani ? ? O4 .98360(10) .18134(9) -.7585(4) .0776(9) Uani ? ? C1 .7983(2) .06710(10) -.0484(5) .0420(10) Uani ? ? C2 .7460(2) .04280(10) .0765(5) .0520(10) Uani ? ? C3 .6668(2) .04280(10) .0221(6) .0600(10) Uani ? ? C4 .6420(2) .06790(10) -.1562(6) .0550(10) Uani ? ? C5 .6932(2) .17770(10) -.7790(6) .0600(10) Uani ? ? C6 .7429(2) .20200(10) -.9088(6) .0690(10) Uani ? ? C7 .8224(2) .20220(10) -.8575(6) .0620(10) Uani ? ? C8 .8490(2) .17960(10) -.6747(6) .0480(10) Uani ? ? C9 .8238(2) .12330(10) -.3608(5) .0419(10) Uani ? ? C10 .6687(2) .12320(10) -.4651(5) .0500(10) Uani ? ? C11 .7185(2) .15110(10) -.5912(5) .0460(10) Uani ? ? C12 .7989(2) .15160(10) -.5370(5) .0410(10) Uani ? ? C13 .7742(2) .09490(10) -.2351(5) .0394(10) Uani ? ? C14 .6935(2) .09560(10) -.2877(6) .0450(10) Uani ? ? C15 .8821(2) .06220(10) .0047(5) .0490(10) Uani ? ? C16 .9711(2) .05220(10) .2905(6) .0650(10) Uani ? ? C17 .9331(2) .18440(10) -.6275(6) .0490(10) Uani ? ? C18 1.0240(2) .19660(10) -.3413(6) .0740(10) Uani ? ? H2 .7633 .0250 .2068 .0620 Uiso calc C2 H3 .6301 .0247 .1131 .0718 Uiso calc C3 H4 .5874 .0669 -.1949 .0662 Uiso calc C4 H5 .6383 .1782 -.8145 .0720 Uiso calc C5 H6 .7242 .2195 -1.0384 .0831 Uiso calc C6 H7 .8587 .2189 -.9554 .0744 Uiso calc C7 H9 .8786 .1234 -.3240 .0503 Uiso calc C9 H10 .6139 .1230 -.5024 .0598 Uiso calc C10 H16A 1.0027 .0795 .2367 .0776 Uiso calc C16 H16B .9729 .0514 .4506 .0776 Uiso calc C16 H16C .9909 .0209 .2324 .0776 Uiso calc C16 H18A 1.0518 .1673 -.3917 .0883 Uiso calc C18 H18B 1.0487 .2263 -.4004 .0883 Uiso calc C18 H18C 1.0250 .1978 -.1813 .0883 Uiso calc C18 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson and Simpson (1965)' C .003 .002 'Creagh & McAuley (1992)' O .011 .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 _geom_angle_publ_flag C15 O1 C16 115.9(3) yes C17 O3 C18 117.7(3) yes C2 C1 C13 120.5(3) no C2 C1 C15 119.2(3) yes C13 C1 C15 120.3(3) yes C1 C2 C3 121.3(3) no C1 C2 H2 119.4 no C3 C2 H2 119.4 no C2 C3 C4 119.9(3) no C2 C3 H3 120.0 no C4 C3 H3 120.0 no C3 C4 C14 121.3(3) no C3 C4 H4 119.3 no C14 C4 H4 119.3 no C6 C5 C11 121.7(3) no C6 C5 H5 119.2 no C11 C5 H5 119.2 no C5 C6 C7 119.8(3) no C5 C6 H6 120.1 no C7 C6 H6 120.1 no C6 C7 C8 120.8(3) no C6 C7 H7 119.6 no C8 C7 H7 119.6 no C7 C8 C12 121.3(3) no C7 C8 C17 116.9(3) yes C12 C8 C17 121.8(3) yes C12 C9 C13 122.8(3) no C12 C9 H9 118.6 no C13 C9 H9 118.6 no C11 C10 C14 122.4(3) no C11 C10 H10 118.8 no C14 C10 H10 118.8 no C5 C11 C10 122.1(3) no C5 C11 C12 118.8(3) no C10 C11 C12 119.0(3) no C8 C12 C9 124.0(3) no C8 C12 C11 117.5(3) no C9 C12 C11 118.4(3) no C1 C13 C9 123.5(3) no C1 C13 C14 118.0(3) no C9 C13 C14 118.4(3) no C4 C14 C10 122.2(3) no C4 C14 C13 118.9(3) no C10 C14 C13 119.0(3) no O1 C15 O2 123.3(3) yes O1 C15 C1 110.9(3) yes O2 C15 C1 125.8(3) yes O1 C16 H16B 109.5 no O1 C16 H16C 109.5 no O1 C16 H16A 109.5 no H16B C16 H16C 109.5 no H16B C16 H16A 109.5 no H16C C16 H16A 109.5 no O3 C17 O4 123.1(3) yes O3 C17 C8 111.1(3) yes O4 C17 C8 125.8(3) yes O3 C18 H18A 109.5 no O3 C18 H18B 109.5 no O3 C18 H18C 109.5 no H18A C18 H18B 109.5 no H18A C18 H18C 109.5 no H18B C18 H18C 109.5 no 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 C15 ? ? 1.334(3) yes O1 C16 ? ? 1.440(3) yes O2 C15 ? ? 1.195(3) yes O3 C17 ? ? 1.340(4) yes O3 C18 ? ? 1.444(3) yes O4 C17 ? ? 1.192(3) yes C1 C2 ? ? 1.359(4) no C1 C13 ? ? 1.432(4) no C1 C15 ? ? 1.499(4) no C2 C3 ? ? 1.417(4) no C2 H2 ? ? .980 no C3 C4 ? ? 1.356(4) no C3 H3 ? ? .980 no C4 C14 ? ? 1.418(4) no C4 H4 ? ? .980 no C5 C6 ? ? 1.346(4) no C5 C11 ? ? 1.425(4) no C5 H5 ? ? .980 no C6 C7 ? ? 1.419(4) no C6 H6 ? ? .980 no C7 C8 ? ? 1.356(4) no C7 H7 ? ? .980 no C8 C12 ? ? 1.429(4) no C8 C17 ? ? 1.498(4) no C9 C12 ? ? 1.391(4) no C9 C13 ? ? 1.388(4) no C9 H9 ? ? .980 no C10 C11 ? ? 1.385(4) no C10 C14 ? ? 1.387(4) no C10 H10 ? ? .980 no C11 C12 ? ? 1.439(4) no C13 C14 ? ? 1.441(4) no C16 H16B ? ? .980 no C16 H16C ? ? .980 no C16 H16A ? ? .980 no C18 H18A ? ? .980 no C18 H18B ? ? .980 no C18 H18C ? ? .980 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 C16 H16C O2 5_755 0.98 2.65 3.615(4) 169 yes C16 H16B O2 1_556 0.98 2.70 3.642(4) 162 yes C18 H18C O4 1_556 0.98 2.72 3.659(4) 160 yes C5 H5 O4 8_453 0.98 2.73 3.656(4) 158 yes C16 H16A O4 1_556 0.98 2.78 3.518(4) 133 yes C7 H7 O3 7_554 0.98 2.80 3.542(4) 133 yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 5260121