#------------------------------------------------------------------------------ #$Date: 2014-10-07 08:34:16 +0300 (Tue, 07 Oct 2014) $ #$Revision: 124969 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/51/21/4512100.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4512100 loop_ _publ_author_name 'Zhurov, Vladimir V.' 'Pinkerton, A. Alan' _publ_contact_author ; A. Alan Pinkerton ; _publ_section_title ; Quantifying the Inter- and Intramolecular Interactions in Crystalline Phthalic Acid ; _journal_name_full 'Crystal Growth & Design' _journal_page_first 141003153039003 _journal_paper_doi 10.1021/cg500970v _journal_year 2014 _chemical_formula_moiety 'C8 H6 O4' _chemical_formula_sum 'C8 H6 O4' _chemical_formula_weight 166.13 _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' _atom_type_scat_source 'Volkov et al, (2006)' _cell_angle_alpha 90 _cell_angle_beta 94.629(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.9917(2) _cell_length_b 14.1715(5) _cell_length_c 9.5119(4) _cell_measurement_reflns_used 63075 _cell_measurement_temperature 20.0(1) _cell_measurement_theta_max 70.33 _cell_measurement_theta_min 2.88 _cell_volume 670.68(5) _computing_cell_refinement 'Otwinowski & Minor (1997)' _computing_data_collection 'CrystalClear, (2005)' _computing_data_reduction ; Zhurova et al,(1999), Zhurov et al,(2008), Blessing, (1995,1997) ; _computing_molecular_graphics 'Volkov et al, (2006), Stash, (2002,2005)' _computing_publication_material 'Volkov et al, (2006)' _computing_structure_refinement 'Volkov et al, (2006)' _computing_structure_solution 'Sheldrick (2008)' _diffrn_ambient_temperature 20.0(1) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.942 _diffrn_measurement_device 'Rigaku R-axis Rapid' _diffrn_measurement_method w _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 63075 _diffrn_reflns_theta_full 45.29 _diffrn_reflns_theta_max 70.33 _exptl_absorpt_coefficient_mu 0.135 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.645 _exptl_crystal_description 'prism ' _exptl_crystal_F_000 344.0 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.216 _refine_diff_density_min -0.188 _refine_ls_extinction_coef 0.075(6) _refine_ls_extinction_expression ; Becker, P.J. & Coppens, P. (1974) Acta Cryst., A30, 129-153. ; _refine_ls_extinction_method 'Becker-Coppens type 1 Lorentzian isotropic' _refine_ls_goodness_of_fit_ref 0.9865 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 258 _refine_ls_number_reflns 5040 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0159 _refine_ls_R_factor_gt 0.0159 _refine_ls_R_Fsqd_factor 0.0157 _refine_ls_shift/su_max 0.0000 _refine_ls_structure_factor_coef F _refine_ls_weighting_details ; calc w1 = [Fo*sqrt(w2) + sqrt(Fo^2^w2^2^ + sqrt(w2^2^))]^2^ where calc w2 = q/[s^2^(Fo^2^) + (0.01 P)^2^ + 0.01 P + 0.00 + 0.00 sin(th)] where P = (0.3333 Fo^2^ + 0.6667 Fc^2^) q = 1.0 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.0140 _reflns_number_gt 5040 _reflns_number_total 6159 _reflns_threshold_expression ; I>3\s, non-overlapped & non-partial reflections ; _[local]_cod_data_source_file cg500970v_si_001.cif _[local]_cod_data_source_block phthalic_acid_20K _[local]_cod_cif_authors_sg_H-M C2/c _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 2827 2014-09-09 07:05:25Z andrius ; _cod_database_code 4512100 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2-Y,-Z 7 1/2-X,1/2+Y,1/2-Z 8 1/2+X,1/2-Y,1/2+Z loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 O(1) C(1) Z O(1) O(2) Y O(2) H(2) Z O(2) C(1) Y C(1) O(1) Z C(1) O(2) Y C(2) C(3) Z C(2) C(1) Y C(3) H(3) Z C(3) C(2) Y C(4) H(4) Z C(4) C(3) Y H(2) O(2) Z H(2) C(1) Y H(3) C(3) Z H(3) C(2) Y H(4) C(4) Z H(4) C(3) Y loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 O(1) 5.43(13) 0.77(12) 0.001(4) -0.014(3) -0.066(4) -0.011(4) 0.007(4) 0.008(3) -0.094(3) -0.003(3) 0.032(3) 0.003(3) 0.004(3) 0.018(3) -0.003(3) 0.001(3) 0.002(3) 0.008(4) 0.003(4) 0.001(4) 0.005(4) 0.001(4) 0.004(4) 0.001(4) 0.006(4) -0.005(4) 0.975(5) 1.081(18) 1.08131 1.08131 1.08131 1.08131 2 4.4974 2 4.4974 2 4.4974 3 4.4974 4 4.4974 O(2) 5.18(14) 0.89(12) 0.002(4) -0.068(4) -0.040(5) -0.009(4) -0.006(4) 0.035(3) 0.013(3) -0.012(3) 0.064(4) -0.004(4) -0.030(4) 0.026(3) 0.000(3) 0.003(3) -0.012(3) 0.020(5) 0.003(4) 0.008(4) 0.006(4) -0.001(4) -0.002(4) 0.004(4) 0.008(4) -0.003(4) 0.975(5) 1.081(18) 1.08131 1.08131 1.08131 1.08131 2 4.4974 2 4.4974 2 4.4974 3 4.4974 4 4.4974 C(1) 2.93(7) 1.03(9) 0.002(6) -0.026(6) 0.067(7) 0.212(7) 0.019(5) 0.011(5) -0.218(7) 0.010(5) 0.334(12) -0.000(6) 0.012(7) 0.256(9) -0.014(6) 0.010(6) -0.013(6) -0.028(10) 0.000(8) 0.016(10) -0.046(9) -0.009(9) -0.009(8) 0.008(8) 0.016(8) -0.006(7) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2 3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303 C(2) 3.23(7) 0.70(8) 0.012(7) -0.041(7) 0.034(7) 0.110(7) -0.004(6) 0.043(6) -0.137(6) -0.031(6) 0.212(9) 0.004(7) -0.005(6) 0.178(7) 0.044(8) -0.002(7) -0.018(6) 0.004(9) 0.003(9) -0.003(8) -0.007(9) 0.017(11) 0.004(9) 0.014(8) 0.014(8) 0.006(8) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2 3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303 C(3) 3.00(8) 0.99(10) -0.002(7) 0.006(8) -0.017(11) 0.118(8) -0.011(6) 0.003(6) -0.187(7) -0.011(6) 0.254(11) -0.004(8) -0.010(8) 0.156(8) 0.002(7) 0.008(7) -0.002(7) 0.021(10) -0.020(9) 0.009(11) -0.016(9) 0.014(10) -0.007(8) 0.006(8) 0.013(8) 0.012(8) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2 3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303 C(4) 2.97(8) 1.03(10) 0.002(8) -0.002(7) -0.028(11) 0.087(8) -0.015(6) 0.013(6) -0.191(6) -0.019(7) 0.258(10) 0.003(8) -0.010(7) 0.150(8) 0.010(8) 0.005(8) -0.001(6) 0.011(9) 0.010(10) 0.009(9) -0.026(8) -0.005(11) 0.012(9) 0.000(7) 0.009(7) 0.002(9) 1.027(2) 0.947(9) 0.946742 0.946742 0.946742 0.946742 2 3.1303 2 3.1303 2 3.1303 3 3.1303 4 3.1303 H(2) 0.895(19) 0 -0.019(15) 0.017(14) 0.106(16) 0.167(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 1.9154 1 1.9154 2 1.9154 3 1.9154 4 1.9154 H(3) 0.96(3) 0 -0.033(17) -0.007(17) 0.13(2) 0.050(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 1.9154 1 1.9154 2 1.9154 3 1.9154 4 1.9154 H(4) 0.99(2) 0 0.016(18) -0.020(15) 0.12(2) 0.051(16) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.2 1.2 1.2 1.2 1.2 1.2 0 1.9154 1 1.9154 2 1.9154 3 1.9154 4 1.9154 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 O(1) 0.00677(3) 0.00523(3) 0.00804(4) 0.00148(2) 0.00279(3) 0.00184(3) O(2) 0.00569(3) 0.00690(3) 0.00980(5) 0.00066(2) 0.00347(3) 0.00255(3) C(1) 0.00498(3) 0.00421(3) 0.00526(4) 0.00012(2) 0.00161(2) 0.00055(2) C(2) 0.00523(3) 0.00378(3) 0.00514(4) 0.00012(2) 0.00191(2) 0.00021(2) C(3) 0.00668(3) 0.00438(3) 0.00661(4) 0.00054(2) 0.00271(3) -0.00016(2) C(4) 0.00774(3) 0.00410(3) 0.00719(4) 0.00045(2) 0.00215(3) -0.00022(3) H(2) 0.023(3) 0.017(3) 0.026(3) -0.0005(18) 0.0062(19) 0.006(3) H(3) 0.025(3) 0.018(2) 0.019(3) 0.0025(18) 0.007(2) -0.0006(17) H(4) 0.027(3) 0.015(3) 0.025(3) 0.0014(19) 0.0087(17) -0.0015(19) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_U_iso_or_equiv O(1) 0.01461(2) 0.214035(8) 0.100098(15) 1 8 0.007 O(2) 0.41341(2) 0.145022(9) 0.078711(16) 1 8 0.007 C(1) 0.17109(2) 0.148213(7) 0.124548(12) 1 8 0.005 C(2) 0.09560(2) 0.060923(7) 0.199393(12) 1 8 0.005 C(3) 0.19532(2) -0.024874(7) 0.153669(13) 1 8 0.006 C(4) 0.10072(2) -0.110406(8) 0.203530(14) 1 8 0.006 H(2) 0.4358(19) 0.1957(7) 0.0213(12) 1 8 0.022 H(3) 0.340(2) -0.0246(6) 0.0792(11) 1 8 0.020 H(4) 0.1799(19) -0.1736(7) 0.1683(10) 1 8 0.022 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(2) H(2) 109.3(6) 1_555 1_555 1_555 yes O(1) C(1) O(2) 123.378(11) 1_555 1_555 1_555 yes O(1) C(1) C(2) 122.673(9) 1_555 1_555 1_555 yes O(2) C(1) C(2) 113.780(10) 1_555 1_555 1_555 yes C(1) C(2) C(2) 122.511(5) 1_555 1_555 2_555 yes C(1) C(2) C(3) 117.616(9) 1_555 1_555 1_555 yes C(2) C(2) C(3) 119.394(6) 2_555 1_555 1_555 yes C(2) C(3) C(4) 120.713(10) 1_555 1_555 1_555 yes C(2) C(3) H(3) 119.2(5) 1_555 1_555 1_555 yes C(4) C(3) H(3) 120.0(5) 1_555 1_555 1_555 yes C(3) C(4) C(4) 119.794(6) 1_555 1_555 2_555 yes C(3) C(4) H(4) 119.2(5) 1_555 1_555 1_555 yes C(4) C(4) H(4) 121.0(5) 2_555 1_555 1_555 yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.22679(15) 1_555 1_555 yes O(2) C(1) 1.31921(14) 1_555 1_555 yes O(2) H(2) 0.914(12) 1_555 1_555 yes C(1) C(2) 1.49076(14) 1_555 1_555 yes C(2) C(2) 1.40928(19) 1_555 2_555 yes C(2) C(3) 1.39650(14) 1_555 1_555 yes C(3) C(4) 1.39760(15) 1_555 1_555 yes C(3) H(3) 1.053(10) 1_555 1_555 yes C(4) C(4) 1.3914(2) 1_555 2_555 yes C(4) H(4) 1.045(10) 1_555 1_555 yes