#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012339.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_2012339 loop_ _publ_author_name 'Moritani, Yoshimitsu' 'Fukunaga, Takeo' 'Ishida, Hiroyuki' 'Kashino, Setsuo' _publ_section_title ; Ammonium hydrogen tartronate at 240 and 20K ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1349 _journal_page_last 1351 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'N H4 1+, C3 H3 O5 1-' _chemical_formula_moiety 'N H4 1+, C3 H3 O5 1-' _chemical_formula_sum 'C3 H7 N O5' _chemical_formula_weight 137.10 _chemical_name_common ' Ammonium Hydrgen Tartronate ' _chemical_name_systematic ; Ammonium hydrogen hydroxypropanedioate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90.00 _cell_angle_beta 94.335(15) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 4.2418(7) _cell_length_b 9.0258(12) _cell_length_c 14.217(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 20 _cell_measurement_theta_max 11 _cell_measurement_theta_min 9.5 _cell_volume 542.75(16) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1990) ; _computing_data_reduction 'TEXSAN for Windows (Molecular Structure Corpotation, 1999)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'TEXSAN for Windows' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _diffrn_ambient_temperature 20 _diffrn_measured_fraction_theta_full .946 _diffrn_measured_fraction_theta_max .946 _diffrn_measurement_device_type 'Huber off-center four-circle' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .034 _diffrn_reflns_av_sigmaI/netI .361 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 2464 _diffrn_reflns_theta_full 34.76 _diffrn_reflns_theta_max 34.76 _diffrn_reflns_theta_min 2.68 _diffrn_standards_decay_% 6.98 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .163 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.678 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 288 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .30 _refine_diff_density_max .45 _refine_diff_density_min -.26 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 114 _refine_ls_number_reflns 2216 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.015 _refine_ls_R_factor_all .053 _refine_ls_R_factor_gt .037 _refine_ls_shift/su_max .003 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0526P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .096 _reflns_number_gt 1738 _reflns_number_total 2216 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ob1043.cif _[local]_cod_data_source_block 20K _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_original_cell_volume 542.76(16) _cod_database_code 2012339 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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_type_symbol O1 .64234(16) .29303(8) .56170(5) .00692(13) Uani d . 1 O O2 .26543(15) .52342(7) .58982(4) .00690(13) Uani d . 1 O O3 .17058(16) .44755(7) .73593(4) .00608(13) Uani d . 1 O O4 .27449(16) .06407(7) .59768(4) .00702(13) Uani d . 1 O O5 .21690(16) .14304(7) .74550(4) .00650(13) Uani d . 1 O N1 .1103(2) .19626(9) .41561(6) .00724(14) Uani d . 1 N C1 .5041(2) .29761(9) .64857(6) .00478(14) Uani d . 1 C C2 .2940(2) .43537(9) .65696(6) .00481(15) Uani d . 1 C C3 .31649(19) .15494(9) .66179(6) .00459(14) Uani d . 1 C H1 .663(3) .2995(15) .7050(10) .009(3) Uiso d . 1 H H2 .626(4) .371(2) .5364(12) .031(5) Uiso d . 1 H H3A .078(7) .074(4) .7507(19) .018(7) Uiso d P .55 H H3B .035(9) .512(5) .735(2) .020(9) Uiso d P .45 H H4 .250(4) .1867(18) .4634(11) .023(4) Uiso d . 1 H H5 .000(4) .2813(18) .4210(11) .023(4) Uiso d . 1 H H6 .194(4) .2000(18) .3615(13) .027(4) Uiso d . 1 H H7 -.020(4) .1213(19) .4130(11) .022(4) Uiso d . 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 .0100(3) .0058(3) .0055(3) .0008(2) .0044(2) .0010(2) O2 .0097(3) .0060(3) .0051(3) .0010(2) .0015(2) .0015(2) O3 .0086(3) .0054(3) .0045(3) .0009(2) .0026(2) -.0002(2) O4 .0102(3) .0060(3) .0048(3) -.0010(2) .0005(2) -.0010(2) O5 .0091(3) .0063(3) .0044(3) -.0015(2) .0026(2) .0001(2) N1 .0094(3) .0071(3) .0052(3) -.0003(3) .0008(3) .0001(2) C1 .0058(3) .0051(3) .0038(3) -.0001(3) .0020(2) .0005(3) C2 .0054(3) .0047(3) .0043(3) -.0007(3) .0004(3) -.0010(3) C3 .0045(3) .0043(3) .0048(3) .0008(3) .0000(2) .0009(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 _geom_angle_publ_flag C1 O1 H2 110.2(13) no C2 O3 H3B 112(2) no C3 O5 H3A 114.3(18) no H4 N1 H5 110.1(14) no O1 C1 C3 109.73(7) yes O1 C1 C2 111.95(7) yes C3 C1 C2 111.09(7) yes O1 C1 H1 113.7(9) no C3 C1 H1 103.8(8) no C2 C1 H1 106.3(8) no O2 C2 O3 126.70(8) yes O2 C2 C1 118.75(7) yes O3 C2 C1 114.53(7) yes O4 C3 O5 125.89(8) yes O4 C3 C1 121.14(8) yes O5 C3 C1 112.97(7) yes H4 N1 H6 113.3(15) no H5 N1 H6 106.8(14) no H4 N1 H7 110.3(15) no H5 N1 H7 109.2(15) no H6 N1 H7 107.0(14) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.4072(11) yes O1 H2 .790(19) no O2 C2 1.2410(10) yes O3 C2 1.2788(11) yes O3 H3B .82(4) no O4 C3 1.2291(10) yes O5 C3 1.2971(11) yes O5 H3A .86(3) no C1 C3 1.5329(12) yes C1 C2 1.5399(12) yes C1 H1 1.008(14) no N1 H4 .870(16) no N1 H5 .906(17) no N1 H6 .872(19) no N1 H7 .874(17) no 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 O5 H3A O3 2_546 .86(3) 1.58(3) 2.4393(10) 178(3) yes O3 H3B O5 2_556 .82(4) 1.63(4) 2.4393(10) 169(4) yes O1 H2 O2 . .790(19) 2.234(19) 2.6715(10) 115.6(16) yes O1 H2 O2 3_666 .790(19) 2.114(18) 2.7686(10) 140.4(18) yes N1 H4 O4 . .870(16) 2.202(16) 2.8871(11) 135.4(15) yes N1 H4 O1 . .870(16) 2.301(16) 3.0756(11) 148.2(14) yes N1 H5 O2 3_566 .906(17) 2.090(17) 2.9882(11) 170.9(14) yes N1 H6 O5 4_554 .872(19) 2.182(18) 2.8849(11) 137.5(15) yes N1 H6 O3 4_554 .872(19) 2.224(18) 2.8940(11) 133.5(14) yes N1 H7 O4 3_556 .874(17) 1.990(17) 2.8592(11) 173.0(16) yes 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 _geom_torsion_publ_flag O1 C1 C2 O2 .69(11) no C3 C1 C2 O2 -122.36(8) no O1 C1 C2 O3 -177.83(7) no C3 C1 C2 O3 59.11(9) no O1 C1 C3 O4 -7.69(11) no C2 C1 C3 O4 116.63(9) no O1 C1 C3 O5 171.58(7) no C2 C1 C3 O5 -64.10(9) no