#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/52/2015289.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_2015289 loop_ _publ_author_name 'R. Chitra' 'Vijay Thiruvenkatam' 'V. D. Alur' 'R. R. Choudhury' 'E. Ramadasen' 'M. V. Hosur' 'T. N. Guru Row' _publ_section_title ; Bis(glycinium) oxalate: evidence of strong hydrogen bonding ; _journal_coeditor_code BM1626 _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o274 _journal_page_last o276 _journal_volume 62 _journal_year 2006 _chemical_formula_moiety '2C2 H6 N O2 +, C2 O4 2-' _chemical_formula_sum 'C6 H12 N2 O8' _chemical_formula_weight 240.16 _chemical_melting_point 428 _chemical_name_common 'glycinium oxalate (2:1)' _chemical_name_systematic ; bis(glycinium) oxalate ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 97.513(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 4.9199(18) _cell_length_b 9.959(4) _cell_length_c 10.859(4) _cell_measurement_reflns_used 962 _cell_measurement_temperature 300 _cell_measurement_theta_max 25.35 _cell_measurement_theta_min 2.79 _cell_volume 527.5(3) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 2004)' _computing_data_reduction 'SAINT (Bruker, 2004)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 300 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 2712 _diffrn_reflns_theta_full 25.35 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_min 2.79 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'irregular WHAT?' _exptl_crystal_F_000 252 _exptl_crystal_size_max .03 _exptl_crystal_size_mid .02 _exptl_crystal_size_min .01 _refine_diff_density_max 0.21 _refine_diff_density_min -0.18 _refine_ls_extinction_coef 0.088(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 90 _refine_ls_number_reflns 962 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all 0.0388 _refine_ls_R_factor_gt 0.0339 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0423P)^2^+0.1698P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0868 _refine_ls_wR_factor_ref 0.0896 _reflns_number_gt 854 _reflns_number_total 962 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bm1626.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2015289 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_type_symbol _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 O O1 0.1464(2) 0.33970(10) -0.00077(10) 0.0304(3) Uani d . 1 O O2 0.2942(2) 0.52300(10) 0.10586(10) 0.0298(3) Uani d . 1 C C1 0.1256(3) 0.45859(14) 0.02920(13) 0.0228(4) Uani d . 1 O O3 0.6960(2) 0.38781(12) 0.18572(10) 0.0356(4) Uani d . 1 O O4 0.7106(2) 0.46925(12) 0.37769(11) 0.0426(4) Uani d . 1 C C2 0.8025(3) 0.40118(15) 0.29946(14) 0.0265(4) Uani d . 1 N N1 1.1425(3) 0.30420(14) 0.46340(13) 0.0287(4) Uani d . 1 H H1 1.003(4) 0.256(2) 0.4938(17) 0.048(6) Uiso d . 1 H H2 1.304(4) 0.254(2) 0.4762(17) 0.044(5) Uiso d . 1 H H3 1.175(4) 0.385(2) 0.5056(19) 0.053(6) Uiso d . 1 C C3 1.0625(3) 0.32122(18) 0.32942(15) 0.0366(5) Uani d . 1 H H4 1.1998 0.3662 0.2980 0.055 Uiso calc R 1 H H5 1.0415 0.2358 0.2946 0.055 Uiso calc R 1 H H6 0.514(6) 0.450(3) 0.152(3) 0.100(9) Uiso d . 1 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 0.0234(6) 0.0245(6) 0.0416(7) 0.0026(4) -0.0016(5) -0.0044(5) O2 0.0257(6) 0.0271(6) 0.0333(6) -0.0002(4) -0.0089(5) -0.0006(5) C1 0.0199(7) 0.0242(8) 0.0244(8) -0.0008(6) 0.0027(6) 0.0035(6) O3 0.0319(6) 0.0457(7) 0.0269(6) 0.0120(5) -0.0047(5) -0.0002(5) O4 0.0412(7) 0.0430(7) 0.0398(7) 0.0141(5) -0.0094(6) -0.0131(6) C2 0.0234(8) 0.0246(8) 0.0308(8) -0.0011(6) 0.0003(6) 0.0029(7) N1 0.0259(7) 0.0257(7) 0.0325(8) 0.0030(6) -0.0039(6) 0.0026(6) C3 0.0290(9) 0.0502(11) 0.0305(9) 0.0128(7) 0.0038(7) 0.0120(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance O1 C1 . 1.2357(18) O2 C1 . 1.2697(17) O2 H6 . 1.34(3) C1 C1 3_565 1.551(3) O3 C2 . 1.2840(19) O3 H6 . 1.11(3) O4 C2 . 1.2189(19) C2 C3 . 1.506(2) N1 C3 . 1.467(2) N1 H1 . 0.93(2) N1 H2 . 0.93(2) N1 H3 . 0.93(2) C3 H4 . 0.91 C3 H5 . 0.93 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle C1 O2 H6 . 113.3(12) O1 C1 O2 . 125.97(13) O1 C1 C1 3_565 119.40(15) O2 C1 C1 3_565 114.63(15) C2 O3 H6 . 118.2(14) O4 C2 O3 . 125.90(14) O4 C2 C3 . 121.70(14) O3 C2 C3 . 112.40(13) C3 N1 H1 . 107.3(12) C3 N1 H2 . 108.9(11) H1 N1 H2 . 109.1(17) C3 N1 H3 . 113.4(13) H1 N1 H3 . 110.8(17) H2 N1 H3 . 107.2(17) N1 C3 C2 . 112.68(14) N1 C3 H4 . 108.1 C2 C3 H4 . 108.0 N1 C3 H5 . 107.4 C2 C3 H5 . 110.5 H4 C3 H5 . 110.2 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 _geom_hbond_publ_flag N1 H1 O1 4_666 0.93(2) 2.01(2) 2.9002(19) 160.5(17) y N1 H1 O3 4_666 0.93(2) 2.61(2) 3.0641(19) 110.9(15) y N1 H2 O1 4_766 0.93(2) 1.92(2) 2.8458(19) 176.7(17) y N1 H3 O4 3_766 0.93(2) 1.96(2) 2.875(2) 167.7(19) y O3 H6 O2 . 1.11(3) 1.34(3) 2.4544(15) 178(3) y O3 H6 O1 . 1.11(3) 2.54(3) 3.1954(17) 116.7(18) y C3 H5 O2 2_645 0.93 2.47 3.112(2) 126 ? C3 H4 O2 1_655 0.91 2.69 3.458(2) 142 ?