#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/00/2200055.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_2200055 loop_ _publ_author_name 'Edwards, Selvin H.' 'Kahwa, Ishenkumba A.' 'Mague, Joel T.' _publ_section_title ; Ethylenediammonium phthalate ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o20 _journal_page_last o21 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C2 H10 N2 1+, C8 H4 O4 1-' _chemical_formula_moiety 'C2 H10 N2 1+, C8 H4 O4 1-' _chemical_formula_sum 'C10 H14 N2 O4' _chemical_formula_weight 226.23 _chemical_name_systematic ; Ethylenediammonium phthalate ; _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' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 21.825(3) _cell_length_b 12.3840(10) _cell_length_c 8.0480(10) _cell_measurement_reflns_used 23 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.95 _cell_measurement_theta_min 11.68 _cell_volume 2175.2(4) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1987)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .000 _diffrn_reflns_av_sigmaI/netI .0618 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1934 _diffrn_reflns_theta_full 25.07 _diffrn_reflns_theta_max 25.07 _diffrn_reflns_theta_min 1.87 _diffrn_standards_decay_% <1 _diffrn_standards_interval_time 120 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .108 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Plate _exptl_crystal_F_000 960 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .13 _refine_diff_density_max .162 _refine_diff_density_min -.231 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 169 _refine_ls_number_reflns 1934 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.012 _refine_ls_R_factor_all .108 _refine_ls_R_factor_gt .039 _refine_ls_shift/su_max .005 _refine_ls_shift/su_mean .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0551P)^2^+0.1370P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .108 _reflns_number_gt 1187 _reflns_number_total 1934 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file na6013.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M Pbca _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_enum 1527 2010-12-29 10:47:43Z saulius 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_original_cell_volume 2175.2(5) _cod_database_code 2200055 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .45383(8) .25649(13) .8137(2) .0501(5) Uani d . 1 . . O O2 .45026(6) .09791(11) .68450(18) .0321(4) Uani d . 1 . . O O3 .43446(7) -.08491(11) .92898(18) .0304(4) Uani d . 1 . . O O4 .37479(7) -.11955(12) .71160(19) .0356(4) Uani d . 1 . . O C1 .37142(10) .13762(17) .8774(3) .0306(5) Uani d . 1 . . C C2 .35097(9) .03069(17) .8853(2) .0255(5) Uani d . 1 . . C C3 .29507(10) .0086(2) .9601(3) .0388(6) Uani d . 1 . . C H3 .2806 -.0620 .9618 .047 Uiso calc R 1 . . H C4 .26054(12) .0896(2) 1.0321(3) .0516(7) Uani d . 1 . . C H4 .2232 .0736 1.0819 .062 Uiso calc R 1 . . H C5 .28193(13) .1941(2) 1.0296(4) .0569(8) Uani d . 1 . . C H5 .2594 .2487 1.0801 .068 Uiso calc R 1 . . H C6 .33676(12) .21822(19) .9524(3) .0475(7) Uani d . 1 . . C H6 .3507 .2892 .9507 .057 Uiso calc R 1 . . H C7 .42957(10) .16706(16) .7859(3) .0304(5) Uani d . 1 . . C C8 .39011(9) -.06396(16) .8334(3) .0245(5) Uani d . 1 . . C N1 .44854(9) .02739(16) .2289(3) .0311(4) Uani d . 1 . . N H1A .4425(13) .004(2) .114(4) .070(9) Uiso d . 1 . . H H1B .4870(13) -.002(2) .258(3) .055(8) Uiso d . 1 . . H H1C .4496(12) .102(2) .239(4) .061(8) Uiso d . 1 . . H N2 .44276(9) -.18674(15) .4390(3) .0299(4) Uani d . 1 . . N H2A .4305(11) -.1677(18) .548(3) .038(6) Uiso d . 1 . . H H2B .4423(11) -.259(2) .429(3) .043(7) Uiso d . 1 . . H H2C .4865(12) -.159(2) .408(3) .054(7) Uiso d . 1 . . H C9 .39597(10) -.13791(17) .3292(3) .0318(5) Uani d . 1 . . C H9A .3557 -.1620 .3640 .038 Uiso calc R 1 . . H H9B .4025 -.1628 .2163 .038 Uiso calc R 1 . . H C10 .39780(10) -.01580(17) .3321(3) .0314(5) Uani d . 1 . . C H10A .3591 .0123 .2912 .038 Uiso calc R 1 . . H H10B .4029 .0087 .4458 .038 Uiso calc R 1 . . H 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 .0644(12) .0261(8) .0599(12) -.0115(8) .0042(9) -.0016(9) O2 .0313(8) .0294(8) .0358(9) -.0006(6) .0051(7) .0027(7) O3 .0363(8) .0263(8) .0287(9) .0046(7) -.0045(7) .0018(7) O4 .0406(9) .0350(9) .0314(9) .0009(7) -.0035(8) -.0099(7) C1 .0351(12) .0271(11) .0294(13) .0066(10) .0006(10) .0003(9) C2 .0244(10) .0312(11) .0209(11) .0016(9) -.0011(9) .0005(9) C3 .0302(12) .0474(14) .0387(14) .0012(11) .0051(11) .0052(12) C4 .0368(14) .074(2) .0440(16) .0169(14) .0134(12) .0049(15) C5 .0570(17) .0570(18) .0569(18) .0298(15) .0141(15) -.0056(15) C6 .0578(16) .0353(13) .0494(16) .0157(12) .0082(13) -.0025(12) C7 .0367(12) .0221(10) .0324(13) .0011(10) -.0020(10) .0060(10) C8 .0276(11) .0228(10) .0231(11) -.0036(9) .0043(10) .0034(9) N1 .0362(11) .0229(9) .0341(11) .0013(8) -.0008(10) .0006(9) N2 .0364(11) .0230(10) .0304(11) -.0007(9) .0058(9) .0001(9) C9 .0375(12) .0303(12) .0275(13) -.0046(10) -.0009(10) -.0036(10) C10 .0345(12) .0309(12) .0289(13) .0048(9) .0003(10) -.0021(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 . 1.248(3) ? O2 C7 . 1.266(3) ? O3 C8 . 1.263(2) ? O4 C8 . 1.244(2) ? C1 C6 . 1.391(3) ? C1 C2 . 1.399(3) ? C1 C7 . 1.512(3) ? C2 C3 . 1.388(3) ? C2 C8 . 1.509(3) ? C3 C4 . 1.381(3) ? C4 C5 . 1.376(4) ? C5 C6 . 1.381(4) ? N1 C10 . 1.484(3) ? N2 C9 . 1.480(3) ? C9 C10 . 1.513(3) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C6 C1 C2 119.1(2) C6 C1 C7 119.7(2) C2 C1 C7 121.22(18) C3 C2 C1 119.1(2) C3 C2 C8 117.70(19) C1 C2 C8 122.82(18) C4 C3 C2 121.3(2) C5 C4 C3 119.4(2) C4 C5 C6 120.3(2) C5 C6 C1 120.7(2) O1 C7 O2 124.4(2) O1 C7 C1 118.9(2) O2 C7 C1 116.75(18) O4 C8 O3 124.91(19) O4 C8 C2 119.72(19) O3 C8 C2 115.13(18) N2 C9 C10 112.40(19) N1 C10 C9 111.80(19) 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 N1 H1A O3 1_554 .98(3) 1.85(3) 2.802(3) 161(2) N1 H1B O2 5_656 .95(3) 1.87(3) 2.788(2) 163(2) N1 H1C O1 7_565 .93(3) 1.85(3) 2.765(3) 166(3) N2 H2A O4 . .95(2) 1.89(3) 2.776(3) 155(2) N2 H2B O3 7 .90(3) 1.94(3) 2.835(2) 173(2) N2 H2C O2 5_656 1.04(3) 1.74(3) 2.766(2) 166(2) _cod_database_fobs_code 2200055 _journal_paper_doi 10.1107/S1600536800018420