#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006369.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_2006369 loop_ _publ_author_name 'Blackburn, A. C.' 'Gerkin, R. E.' _publ_section_title ; 5,8-Dimethoxy-1-naphthoic Acid and Methyl 5,8-Dimethoxy-1-naphthoate ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1077 _journal_page_last 1080 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C13 H12 O4 ' _chemical_formula_sum 'C13 H12 O4' _chemical_formula_weight 232.24 _chemical_name_common '5,8-dimethoxy-1-naphthoic acid' _chemical_name_systematic ' ?' _space_group_IT_number 62 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 7.2270(10) _cell_length_b 34.729(2) _cell_length_c 9.221(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 15.9 _cell_measurement_theta_min 14.8 _cell_volume 2314.3(6) _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, 1989)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device AFC5S _diffrn_measurement_method '\w scans ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 45 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3114 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% ' +-2.3 (ave. max. rel. intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_meas none _exptl_crystal_description 'cut block' _exptl_crystal_F_000 976 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.31 _refine_diff_density_max 0.17 _refine_diff_density_min -0.18 _refine_ls_extinction_coef '31.2(9) \\times 10^-7^' _refine_ls_extinction_method 'Zachariasen (1963,1968)' _refine_ls_goodness_of_fit_obs 2.06 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 207 _refine_ls_number_reflns 1675 _refine_ls_R_factor_obs 0.049 _refine_ls_shift/esd_max '< 0.01' _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = \s~F~^-2^' _refine_ls_wR_factor_obs 0.036 _reflns_number_observed 1675 _reflns_number_total 3114 _reflns_observed_criterion 'I >1\s~I~' _[local]_cod_data_source_file bs1029.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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 2006369 loop_ _symmetry_equiv_pos_as_xyz x,y,z '1/2 +x, 1/2 -y, 1/2 -z' '-x, 1/2 +y, -z' '1/2 -x, -y, 1/2 +z' '-x, -y, -z ' ' 1/2 -x, 1/2 +y, 1/2 +z' ' x, 1/2-y, 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 0.0900(10) 0.0356(9) 0.0550(10) 0.0010(10) -0.0142(10) 0.0050(8) O2 0.119(2) 0.0412(9) 0.0560(10) 0.0030(10) -0.0160(10) -0.0061(9) O3 0.0660(10) 0.0353(8) 0.0750(10) -0.0041(8) 0.0132(9) 0.0097(8) O4 0.0770(10) 0.0465(10) 0.1000(10) 0.0184(9) 0.0260(10) 0.0125(10) C1 0.0590(10) 0.0340(10) 0.0430(10) -0.0020(10) 0.0030(10) 0.0000(10) C2 0.074(2) 0.0420(10) 0.065(2) -0.0060(10) 0.0250(10) 0.0040(10) C3 0.065(2) 0.0460(10) 0.073(2) 0.0030(10) 0.0270(10) 0.0020(10) C4 0.058(2) 0.0350(10) 0.0530(10) 0.0030(10) 0.0070(10) 0.0010(10) C5 0.0520(10) 0.0370(10) 0.0510(10) -0.0040(10) -0.0010(10) 0.0020(10) C6 0.060(2) 0.0480(10) 0.070(2) -0.0080(10) 0.0150(10) 0.0060(10) C7 0.056(2) 0.0550(10) 0.070(2) 0.0030(10) 0.0170(10) 0.0030(10) C8 0.0580(10) 0.0410(10) 0.0540(10) 0.0060(10) 0.0010(10) 0.0000(10) C9 0.0460(10) 0.0370(10) 0.0390(10) -0.0010(10) -0.0010(10) -0.0008(9) C10 0.0450(10) 0.0350(10) 0.0390(10) -0.0030(10) -0.0010(10) -0.0015(9) C11 0.0590(10) 0.0370(10) 0.0460(10) -0.0040(10) 0.0030(10) 0.0000(10) C12 0.077(2) 0.044(2) 0.092(2) -0.009(2) 0.013(2) 0.016(2) C13 0.088(3) 0.064(2) 0.125(4) 0.033(2) 0.027(3) -0.002(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_occupancy O1 0.2241(3) 0.28863(4) 0.6923(2) 0.0604(5) Uani 1.0 O2 0.1164(3) 0.28743(5) 0.4661(2) 0.0719(6) Uani 1.0 O3 0.2597(2) 0.47659(4) 0.4139(2) 0.0586(5) Uani 1.0 O4 0.4774(2) 0.32466(4) 0.4620(2) 0.0746(6) Uani 1.0 C1 0.1445(3) 0.34802(5) 0.5783(2) 0.0456(6) Uani 1.0 C2 -0.0128(4) 0.36096(6) 0.6456(3) 0.0603(8) Uani 1.0 C3 -0.0648(4) 0.40002(6) 0.6368(3) 0.0612(8) Uani 1.0 C4 0.0432(3) 0.42512(6) 0.5615(2) 0.0486(7) Uani 1.0 C5 0.3238(3) 0.43923(6) 0.4183(2) 0.0464(6) Uani 1.0 C6 0.4828(4) 0.42697(7) 0.3556(3) 0.0594(8) Uani 1.0 C7 0.5387(3) 0.38808(7) 0.3668(3) 0.0602(8) Uani 1.0 C8 0.4327(3) 0.36252(6) 0.4402(2) 0.0509(7) Uani 1.0 C9 0.2622(3) 0.37377(5) 0.5039(2) 0.0407(6) Uani 1.0 C10 0.2090(3) 0.41315(5) 0.4952(2) 0.0400(6) Uani 1.0 C11 0.1691(3) 0.30514(6) 0.5788(3) 0.0476(7) Uani 1.0 C12 0.3595(5) 0.50302(8) 0.3250(4) 0.0710(10) Uani 1.0 C13 0.6421(6) 0.31020(10) 0.3995(5) 0.0920(10) Uani 1.0 H1 0.225(5) 0.2643(10) 0.689(4) 0.06(2) Uiso 0.5 H2 0.164(7) 0.263(2) 0.471(5) 0.17(4) Uiso 0.5 H2R -0.094(3) 0.3434(6) 0.698(2) 0.072(8) Uiso 1.0 H3R -0.186(3) 0.4083(6) 0.684(2) 0.068(7) Uiso 1.0 H4R 0.003(3) 0.4511(6) 0.554(2) 0.061(7) Uiso 1.0 H6R 0.564(3) 0.4436(6) 0.301(2) 0.078(8) Uiso 1.0 H7R 0.656(3) 0.3802(6) 0.320(2) 0.069(7) Uiso 1.0 H12A 0.285(3) 0.5279(7) 0.335(2) 0.090(9) Uiso 1.0 H12B 0.489(4) 0.5055(7) 0.359(3) 0.090(10) Uiso 1.0 H12C 0.359(4) 0.4942(7) 0.225(3) 0.090(10) Uiso 1.0 H13A 0.656(4) 0.2847(7) 0.433(3) 0.100(10) Uiso 1.0 H13B 0.641(5) 0.3111(9) 0.289(4) 0.17(2) Uiso 1.0 H13C 0.745(5) 0.3250(10) 0.429(4) 0.18(2) Uiso 1.0 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 .002 .002 'Cromer & Waber (1974)' O .008 .006 'Cromer & Waber (1974)' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 3 0 2 -4 -1 0 -10 2 0 0 4 3 19 0 0 26 0 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 C11 O1 H1 115(2) no C11 O2 H2 107(3) no C5 O3 C12 116.9(2) yes C8 O4 C13 118.7(2) yes C2 C1 C9 120.8(2) no C2 C1 C11 115.0(2) yes C9 C1 C11 124.0(2) yes C1 C2 C3 120.8(2) no C1 C2 H2R 121.0(10) no C3 C2 H2R 118.0(10) no C2 C3 C4 119.5(2) no C2 C3 H3R 118.0(10) no C4 C3 H3R 122.0(10) no C3 C4 C10 121.4(2) no C3 C4 H4R 118.0(10) no C10 C4 H4R 120.0(10) no O3 C5 C6 124.7(2) yes O3 C5 C10 114.8(2) yes C6 C5 C10 120.6(2) no C5 C6 C7 120.8(2) no C5 C6 H6R 123.0(10) no C7 C6 H6R 115.0(10) no C6 C7 C8 120.1(2) no C6 C7 H7R 118.0(10) no C8 C7 H7R 121.0(10) no O4 C8 C7 124.7(2) yes O4 C8 C9 114.1(2) yes C7 C8 C9 121.2(2) no C1 C9 C8 123.3(2) no C1 C9 C10 118.3(2) no C8 C9 C10 118.4(2) no C4 C10 C5 121.8(2) no C4 C10 C9 119.3(2) no C5 C10 C9 119.0(2) no O1 C11 O2 123.8(2) yes O1 C11 C1 119.5(2) yes O2 C11 C1 116.4(2) yes O3 C12 H12A 102.0(10) no O3 C12 H12B 110.0(10) no O3 C12 H12C 109.0(10) no H12A C12 H12B 113.0(10) no H12A C12 H12C 110.0(10) no H12B C12 H12C 109(2) no O4 C13 H13A 106.0(10) no O4 C13 H13B 113(2) no O4 C13 H13C 110(2) no H13A C13 H13B 110(2) no H13A C13 H13C 109(2) no H13B C13 H13C 106(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C11 1.258(2) yes O1 H1 0.85(3) no O2 C11 1.266(2) yes O2 H2 0.93(7) no O3 C5 1.378(2) yes O3 C12 1.426(3) yes O4 C8 1.369(2) yes O4 C13 1.415(4) yes C1 C2 1.370(3) no C1 C9 1.412(3) no C1 C11 1.500(2) yes C2 C3 1.410(3) no C2 H2R 0.97(2) no C3 C4 1.361(3) no C3 H3R 1.02(2) no C4 C10 1.408(3) no C4 H4R 0.95(2) no C5 C6 1.355(3) no C5 C10 1.418(3) no C6 C7 1.413(3) no C6 H6R 0.97(2) no C7 C8 1.354(3) no C7 H7R 0.99(2) no C8 C9 1.420(3) no C9 C10 1.423(2) no C12 H12A 1.02(2) no C12 H12B 0.99(2) no C12 H12C 0.97(2) no C13 H13A 0.94(2) no C13 H13B 1.02(3) no C13 H13C 0.94(4) no