#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/03/2200395.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_2200395 loop_ _publ_author_name 'Rajagopal, K.' 'Krishnakumar, R. V.' 'Mostad, A.' 'Natarajan, S.' _publ_section_title ; Glycinium maleate ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o751 _journal_page_last o753 _journal_paper_doi 10.1107/S1600536801012168 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C H6 N O2 1+, C5 H3 O4 1-' _chemical_formula_moiety 'C H6 N O2 1+, C5 H3 O4 1-' _chemical_formula_sum 'C6 H9 N O6' _chemical_formula_weight 191.14 _chemical_name_systematic ; Glycinium maleate ; _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' _cell_angle_alpha 90.00 _cell_angle_beta 112.30(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 17.689(4) _cell_length_b 5.6610(11) _cell_length_c 17.328(4) _cell_measurement_reflns_used 1024 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 23.0 _cell_measurement_theta_min 2.5 _cell_volume 1605.4(7) _computing_cell_refinement SMART-NT _computing_data_collection 'SMART-NT (Bruker, 1999)' _computing_data_reduction 'SAINT-NT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 2000)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8 _diffrn_measured_fraction_theta_full .447 _diffrn_measured_fraction_theta_max .447 _diffrn_measurement_device_type 'Bruker SMART CCD' _diffrn_measurement_method \w _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 .0210 _diffrn_reflns_av_sigmaI/netI .0113 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 6136 _diffrn_reflns_theta_full 23.31 _diffrn_reflns_theta_max 23.31 _diffrn_reflns_theta_min 2.49 _exptl_absorpt_coefficient_mu .144 _exptl_absorpt_correction_T_max .959 _exptl_absorpt_correction_T_min .933 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details '(SADABS; Bruker, 1998)' _exptl_crystal_colour colorles _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_meas 1.58(3) _exptl_crystal_density_method 'flotation in a mixture of bromoform and xylene' _exptl_crystal_description Prismatic _exptl_crystal_F_000 752 _exptl_crystal_size_max .5 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .3 _refine_diff_density_max .182 _refine_diff_density_min -.177 _refine_ls_extinction_coef .0020(6) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 121 _refine_ls_number_reflns 1161 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.110 _refine_ls_R_factor_all .0309 _refine_ls_R_factor_gt .0292 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0422P)^2^+1.7034P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0824 _reflns_number_gt 1091 _reflns_number_total 1161 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bt6066.cif _cod_data_source_block I _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: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. '_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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1605.4(6) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2200395 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_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 .68057(7) .8766(2) .88058(7) .0272(3) Uani d . 1 . . O H1 .6637 .9898 .8492 .041 Uiso calc R 1 . . H O2 .75707(7) .8163(2) .80487(7) .0284(3) Uani d . 1 . . O O3 .54759(7) .1698(2) .95560(7) .0301(3) Uani d . 1 . . O H3 .5076 .1371 .9137 .045 Uiso calc R 1 . . H O4 .62551(7) .4757(2) 1.00944(7) .0289(3) Uani d . 1 . . O O5 .43179(7) .0812(2) .82628(7) .0263(3) Uani d . 1 . . O O6 .37059(7) .2607(2) .70397(7) .0246(3) Uani d . 1 . . O N1 .80447(8) .3823(2) .87312(8) .0214(3) Uani d . 1 . . N H1A .8248 .2582 .9060 .032 Uiso calc R 1 . . H H1B .8441 .4529 .8619 .032 Uiso calc R 1 . . H H1C .7656 .3344 .8258 .032 Uiso calc R 1 . . H C1 .73478(10) .7614(3) .86060(10) .0206(4) Uani d . 1 . . C C2 .76939(10) .5510(3) .91588(10) .0221(4) Uani d . 1 . . C H2A .8115 .6023 .9678 .026 Uiso calc R 1 . . H H2B .7266 .4741 .9288 .026 Uiso calc R 1 . . H C3 .56540(9) .3911(3) .95380(10) .0214(4) Uani d . 1 . . C C4 .51330(10) .5490(3) .88593(10) .0223(4) Uani d . 1 . . C H4 .5260 .7088 .8943 .027 Uiso calc R 1 . . H C5 .45103(9) .4980(3) .81475(10) .0219(4) Uani d . 1 . . C H5 .4261 .6277 .7821 .026 Uiso calc R 1 . . H C6 .41564(9) .2637(3) .77995(10) .0205(4) Uani d . 1 . . C 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 .0287(7) .0294(7) .0231(6) .0075(5) .0094(5) .0055(5) O2 .0333(7) .0325(7) .0201(6) .0069(5) .0107(6) .0067(5) O3 .0258(7) .0240(7) .0265(7) -.0038(5) -.0057(5) .0051(5) O4 .0275(7) .0276(7) .0208(6) -.0042(5) -.0030(5) .0023(5) O5 .0231(6) .0209(6) .0263(7) -.0018(5) -.0001(5) .0042(5) O6 .0229(6) .0262(7) .0193(6) -.0031(5) .0020(5) -.0002(5) N1 .0210(7) .0227(7) .0160(7) -.0001(6) .0019(6) .0025(6) C1 .0185(8) .0243(9) .0142(8) -.0029(7) .0010(7) -.0036(7) C2 .0237(8) .0254(9) .0144(8) -.0015(7) .0041(7) -.0005(7) C3 .0204(9) .0229(9) .0193(9) -.0003(7) .0058(7) .0005(7) C4 .0252(9) .0175(9) .0223(9) .0000(7) .0069(8) .0004(7) C5 .0217(8) .0211(9) .0203(8) .0040(7) .0049(7) .0037(7) C6 .0150(8) .0226(9) .0228(9) .0013(6) .0060(7) .0013(7) 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 C1 O1 H1 109.5 C3 O3 H3 109.5 C2 N1 H1A 109.5 C2 N1 H1B 109.5 H1A N1 H1B 109.5 C2 N1 H1C 109.5 H1A N1 H1C 109.5 H1B N1 H1C 109.5 O2 C1 O1 125.03(15) O2 C1 C2 122.16(15) O1 C1 C2 112.79(14) N1 C2 C1 109.78(13) N1 C2 H2A 109.7 C1 C2 H2A 109.7 N1 C2 H2B 109.7 C1 C2 H2B 109.7 H2A C2 H2B 108.2 O4 C3 O3 120.25(15) O4 C3 C4 118.59(15) O3 C3 C4 121.15(14) C5 C4 C3 130.29(16) C5 C4 H4 114.9 C3 C4 H4 114.9 C4 C5 C6 129.58(15) C4 C5 H5 115.2 C6 C5 H5 115.2 O6 C6 O5 123.53(15) O6 C6 C5 115.99(14) O5 C6 C5 120.48(14) 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 C1 . 1.310(2) ? O1 H1 . .8200 ? O2 C1 . 1.214(2) ? O3 C3 . 1.295(2) ? O3 H3 . .8200 ? O4 C3 . 1.229(2) ? O5 C6 . 1.273(2) ? O6 C6 . 1.254(2) ? N1 C2 . 1.482(2) ? N1 H1A . .8900 ? N1 H1B . .8900 ? N1 H1C . .8900 ? C1 C2 . 1.505(2) ? C2 H2A . .9700 ? C2 H2B . .9700 ? C3 C4 . 1.486(2) ? C4 C5 . 1.337(2) ? C4 H4 . .9300 ? C5 C6 . 1.493(2) ? C5 H5 . .9300 ? 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 O1 H1 O6 2_666 .82 1.77 2.5861(17) 170.8 O3 H3 O5 . .82 1.63 2.4465(19) 175.6 N1 H1A O4 7_657 .89 1.92 2.8051(18) 171.3 N1 H1B O5 3 .89 2.01 2.8960(19) 173.0 N1 H1C O2 4_646 .89 2.15 2.8791(19) 139.2 N1 H1C O6 2_656 .89 2.30 2.951(2) 129.7 C2 H2A O1 7_667 .97 2.58 3.320(2) 133.2 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion O2 C1 C2 N1 -22.3(2) O1 C1 C2 N1 158.89(13) O4 C3 C4 C5 171.82(17) O3 C3 C4 C5 -9.3(3) C3 C4 C5 C6 -1.9(3) C4 C5 C6 O6 -163.82(16) C4 C5 C6 O5 15.9(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 9868780 2 PubChem 129862171