#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/75/2007577.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_2007577
loop_
_publ_author_name
'Taka, Jun-ichiro'
'Kashino, Setsuo'
_publ_section_title
;
 Potassium Tartronate and Ammonium Tartronate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1257
_journal_page_last               1259
_journal_paper_doi               10.1107/S0108270198004065
_journal_volume                  54
_journal_year                    1998
_chemical_formula_iupac          '2N H4 1+ , C3 H2 O5 2-'
_chemical_formula_moiety         '2(N H4 1+) , C3 H2 O5 2-'
_chemical_formula_sum            'C3 H10 N2 O5'
_chemical_formula_weight         154.12
_chemical_name_systematic        ' Ammonium hydroxypropanedioate'
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   8.012(3)
_cell_length_b                   7.638(3)
_cell_length_c                   10.842(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.5
_cell_volume                     663.5(5)
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            1808
_diffrn_reflns_theta_max         34
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.22
_refine_ls_extinction_coef       1.42E-5
_refine_ls_extinction_method     'I~corr~ = I~o~(1 + gI~c~)'
_refine_ls_goodness_of_fit_ref   1.26
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     131
_refine_ls_number_reflns         1186
_refine_ls_R_factor_gt           0.039
_refine_ls_shift/su_max          0.07
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/\s^2^(F)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_ref         0.038
_reflns_number_gt                1186
_reflns_number_total             1418
_reflns_threshold_expression     I>2.0\s(I)
_cod_data_source_file            av1017.cif
_cod_data_source_block           2
_cod_original_cell_volume        663.6(8)
_cod_database_code               2007577
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,1/2+z
1/2-x,1/2+y,1/2+z
1/2+x,1/2-y,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_type_symbol
O1 .0829(2) .8019(2) .0143 .0347(6) Uiso O
O2 .3312(2) 1.0377(2) .0262(2) .0285(5) Uiso O
O3 .3770(2) .9859(2) .2252(2) .0394(8) Uiso O
O4 -.0964(2) 1.0364(2) .1476(2) .0507(9) Uiso O
O5 .0257(2) .9555(2) .3222(2) .0407(8) Uiso O
N1 -.1583(2) .6664(2) -.1934(2) .0299(8) Uiso N
N2 .3374(2) .8607(2) .4657(2) .0317(8) Uiso N
C1 .1396(2) .8502(2) .1327(2) .0238(6) Uiso C
C2 .2974(2) .9657(2) .1271(2) .0227(6) Uiso C
C3 .0094(2) .9526(2) .2075(2) .0260(6) Uiso C
H1 .162(3) .745(3) .176(2) .022(5) Uiso H
H1O .058(4) .890(4) -.021(3) .049(9) Uiso H
H1N1 -.188(3) .619(4) -.124(3) .054(8) Uiso H
H2N1 -.054(3) .629(3) -.231(3) .044(6) Uiso H
H3N1 -.279(4) .643(5) -.247(4) .080(10) Uiso H
H4N1 -.139(4) .769(5) -.193(3) .063(9) Uiso H
H1N2 .444(4) .886(4) .489(3) .048(8) Uiso H
H2N2 .340(3) .896(4) .390(3) .043(6) Uiso H
H3N2 .255(4) .918(3) .511(3) .046(6) Uiso H
H4N2 .307(3) .737(4) .473(2) .053(8) Uiso 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
_atom_site_aniso_type_symbol
O1 .0408(7) .0368(7) .0266(6) -.0097(6) -.0034(6) -.0085(6) O
O2 .0278(5) .0328(6) .0249(5) -.0015(5) .0037(5) .0031(6) O
O3 .0325(6) .0600(10) .0260(6) -.0150(6) -.0075(5) .0042(6) O
O4 .0346(7) .0810(10) .0366(8) .0238(7) -.0016(7) .0036(9) O
O5 .0407(7) .0580(9) .0233(6) .0073(7) .0013(6) -.0042(7) O
N1 .0280(7) .0360(8) .0257(7) -.0010(6) .0028(6) .0039(6) N
N2 .0278(8) .0410(10) .0264(7) -.0047(7) -.0017(7) .0050(7) N
C1 .0257(6) .0241(7) .0217(6) -.0038(6) -.0006(7) -.0010(6) C
C2 .0195(5) .0259(7) .0227(6) .0010(5) .0003(6) -.0022(7) C
C3 .0205(6) .0319(7) .0254(7) -.0039(6) .0015(6) -.0003(7) C
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
O1 C1 C2 112.20(10) no
O1 C1 C3 113.30(10) no
C2 C1 C3 106.60(10) no
O2 C2 O3 125.30(10) no
O2 C2 C1 117.50(10) no
O3 C2 C1 117.1(2) no
O4 C3 O5 125.5(2) no
O4 C3 C1 116.7(2) no
O5 C3 C1 117.6(2) no
C1 O1 H1O 108(2) no
H1N1 N1 H2N1 118(3) no
H1N1 N1 H3N1 99(3) no
H1N1 N1 H4N1 117(3) no
H2N1 N1 H3N1 118(3) no
H2N1 N1 H4N1 97(3) no
H3N1 N1 H4N1 108(3) no
H1N2 N2 H2N2 100(2) no
H1N2 N2 H3N2 115(3) no
H1N2 N2 H4N2 114(2) no
H2N2 N2 H3N2 112(3) no
H2N2 N2 H4N2 113(2) no
H3N2 N2 H4N2 104(2) no
O1 C1 H1 107.0(10) no
C2 C1 H1 110.0(10) no
C3 C1 H1 107.0(10) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.411(2) no
O2 C2 . . 1.254(2) no
O3 C2 . . 1.249(2) no
O4 C3 . . 1.245(2) no
O5 C3 . . 1.250(2) no
C1 C2 . . 1.543(2) no
C1 C3 . . 1.535(2) no
O1 H1O . . .80(3) no
N1 H1N1 . . .87(3) no
N1 H2N1 . . .97(3) no
N1 H3N1 . . 1.14(4) no
N1 H4N1 . . .80(4) no
N2 H1N2 . . .91(3) no
N2 H2N2 . . .86(3) no
N2 H3N2 . . .93(3) no
N2 H4N2 . . .98(3) no
C1 H1 . . .95(2) 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
N1 H1N1 O2 4_465 0.87(3) 2.02(3) 2.847(2) 158(3)
N1 H2N1 O3 3_544 0.97(3) 1.86(3) 2.786(2) 160(2)
N1 H3N1 O4 3_444 1.14(4) 1.72(4) 2.796(3) 154(3)
N1 H4N1 O5 2_574 0.80(4) 2.30(4) 3.082(3) 167(3)
N2 H1N2 O2 2_675 0.91(3) 1.93(3) 2.843(2) 173(3)
N2 H2N2 O3 1_555 0.86(3) 1.94(3) 2.795(3) 172(2)
N2 H3N2 O4 2_575 0.93(3) 1.99(3) 2.869(3) 158(2)
N2 H4N2 O2 3_545 0.98(3) 1.97(3) 2.888(2) 155(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
_geom_torsion_publ_flag
O1 C1 C2 O2 17.3(2) no
O1 C1 C2 O3 -165.7(2) no
O1 C1 C3 O4 -26.1(2) no
O1 C1 C3 O5 159.0(2) no
O2 C2 C1 C3 -107.3(2) no
O3 C2 C1 C3 69.7(2) no
O4 C3 C1 C2 97.7(2) no
O5 C3 C1 C2 -77.2(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 87561228
