#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/55/2005576.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_2005576 loop_ _publ_author_name 'Blackburn, A. C.' 'Fitzgerald, L. J.' 'Gerkin, R. E.' _publ_section_title ; 2-Naphthoic Acid at 153K ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2862 _journal_page_last 2864 _journal_paper_doi 10.1107/S0108270196008876 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C11 H8 O2 ' _chemical_formula_sum 'C11 H8 O2' _chemical_formula_weight 172.18 _chemical_name_common '2-naphthoic acid' _chemical_name_systematic ' naphthalene-2-carboxylic acid' _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' _cell_angle_alpha 90 _cell_angle_beta 91.74(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 5.580(1) _cell_length_b 4.916(1) _cell_length_c 30.174(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 153 _cell_measurement_theta_max 15.1 _cell_measurement_theta_min 14.2 _cell_volume 827.3(2) _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 153 _diffrn_measurement_device AFC5S _diffrn_measurement_method 'omega 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 0.021 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_number 2354 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% ' variation +- 1.7% (ave. max. rel. intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_meas ? _exptl_crystal_description plate _exptl_crystal_F_000 360 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.25 _refine_diff_density_min -0.18 _refine_ls_extinction_coef '5(4) \\times 10^-7^' _refine_ls_extinction_method 'Zachariasen (1963, 1968)' _refine_ls_goodness_of_fit_obs 1.74 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 155 _refine_ls_number_reflns 1248 _refine_ls_R_factor_obs 0.039 _refine_ls_shift/esd_max '< 0.01' _refine_ls_structure_factor_coef F _refine_ls_weighting_details w=\s~F~^-2^ _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.047 _reflns_number_observed 1248 _reflns_number_total 2140 _reflns_observed_criterion 'I >3\s~I~' _cod_data_source_file bk1253.cif _cod_data_source_block 1 _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: '_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. '_geom_bond_publ_flag' value 'YES' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (2 times). '_geom_bond_publ_flag' value 'NO' changed to 'no' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (9 times). '_geom_angle_publ_flag' value 'YES' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'none' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w=\s~F~^-2^' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=\s~F~^-2^'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 827.2(5) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2005576 loop_ _symmetry_equiv_pos_as_xyz x,y,z '1/2-x, 1/2+y, 1/2 -z' -x,-y,-z '1/2+x, 1/2-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 0.0367(8) 0.0338(8) 0.0275(7) 0.0097(7) -0.0054(5) -0.0057(6) O2 0.0412(8) 0.0342(8) 0.0248(7) 0.0042(7) -0.0084(6) -0.0060(6) C1 0.0279(9) 0.0253(10) 0.0226(8) 0.0013(8) -0.0008(7) 0.0015(8) C2 0.0277(9) 0.0237(9) 0.0221(8) -0.0025(8) 0.0007(7) 0.0027(7) C3 0.0287(10) 0.0338(11) 0.0265(9) 0.0015(9) -0.0049(7) -0.0009(8) C4 0.0276(10) 0.0314(11) 0.0360(10) 0.0047(9) -0.0011(8) -0.0007(9) C5 0.0377(11) 0.0280(11) 0.0349(10) -0.0008(9) 0.0093(9) -0.0024(9) C6 0.0514(13) 0.0288(10) 0.0290(9) -0.0074(10) 0.0107(9) -0.0061(9) C7 0.0496(13) 0.0348(11) 0.0224(9) -0.0069(10) -0.0035(9) -0.0033(9) C8 0.0380(11) 0.0330(11) 0.0269(9) -0.0008(10) -0.0040(8) -0.0006(8) C9 0.0286(9) 0.0242(9) 0.0220(9) -0.0039(8) 0.0008(7) 0.0028(7) C10 0.0288(9) 0.0253(10) 0.0268(9) -0.0027(8) 0.0049(7) 0.0022(8) C11 0.0298(9) 0.0247(9) 0.0210(8) -0.0011(8) -0.0018(7) 0.0022(7) 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 O1 1.1288(2) -0.3600(3) 0.04854(4) 0.0328(4) Uij O2 0.7973(3) -0.2525(3) 0.00877(4) 0.0336(4) Uij C1 1.0364(3) 0.0334(4) 0.11061(5) 0.0253(5) Uij C2 0.8819(3) -0.0097(4) 0.07517(5) 0.0245(4) Uij C3 0.6687(3) 0.1461(4) 0.07037(6) 0.0298(5) Uij C4 0.6159(3) 0.3374(4) 0.10115(6) 0.0317(5) Uij C5 0.7224(4) 0.5820(4) 0.17152(6) 0.0334(5) Uij C6 0.8770(4) 0.6233(4) 0.20666(6) 0.0362(5) Uij C7 1.0891(4) 0.4700(4) 0.21100(6) 0.0357(5) Uij C8 1.1429(4) 0.2789(4) 0.18007(6) 0.0328(5) Uij C9 0.9861(3) 0.2312(4) 0.14314(5) 0.0249(5) Uij C10 0.7715(3) 0.3854(4) 0.13840(5) 0.0268(5) Uij C11 0.9362(3) -0.2198(4) 0.04164(5) 0.0252(4) Uij H1 1.179(3) -0.076(4) 0.1149(6) 0.035(5) Uij H3 0.565(4) 0.112(4) 0.0465(7) 0.039(6) Uij H4 0.467(4) 0.444(4) 0.0981(6) 0.039(6) Uij H5 0.578(4) 0.686(4) 0.1682(6) 0.041(6) Uij H6 0.843(4) 0.761(4) 0.2299(6) 0.043(6) Uij H7 1.194(4) 0.501(4) 0.2354(7) 0.047(6) Uij H8 1.293(4) 0.171(5) 0.1833(7) 0.044(6) Uij H21 1.144(7) -0.485(10) 0.027(1) 0.03(1) Uij H22 0.803(12) -0.384(15) -0.011(2) 0.09(2) Uij 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 1 -5 0 1 6 1 0 1 3 1 12 0 3 10 2 3 -6 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 C2 C1 C9 120.9(2) yes C1 C2 C3 120.2(2) yes C1 C2 C11 120.2(2) yes C3 C2 C11 119.60(10) yes C2 C3 C4 120.1(2) yes C3 C4 C10 121.0(2) yes C6 C5 C10 121.1(2) yes C5 C6 C7 120.3(2) yes C6 C7 C8 120.5(2) yes C7 C8 C9 120.6(2) yes C1 C9 C8 121.9(2) yes C1 C9 C10 118.7(2) yes C8 C9 C10 119.3(2) yes C4 C10 C5 122.9(2) yes C4 C10 C9 119.0(2) yes C5 C10 C9 118.1(2) yes C2 C11 O1 116.70(10) yes C2 C11 O2 119.7(2) yes O1 C11 O2 123.6(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.370(2) yes C1 C9 1.416(2) yes C2 C3 1.418(2) yes C2 C11 1.484(2) yes C3 C4 1.360(3) yes C4 C10 1.419(2) yes C5 C6 1.362(3) yes C5 C10 1.423(3) yes C6 C7 1.406(3) yes C7 C8 1.364(3) yes C8 C9 1.415(2) yes C9 C10 1.421(2) yes C11 O1 1.288(2) yes C11 O2 1.250(2) yes C1 H1 0.97(2) no C3 H3 0.93(2) no C4 H4 0.99(2) no C5 H5 0.96(2) no C6 H6 1.00(2) no C7 H7 0.94(2) no C8 H8 0.99(2) no O1 H21 0.89(5) no O2 H22 0.88(7) no