#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/30/2003036.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_2003036
loop_
_publ_author_name
'Kashino, Setsuo'
'Taka, Jun-ichiro'
'Yoshida, Tadanori'
'Kubozono, Yoshihiro'
'Ishida, Hiroyuki'
'Maeda, Hironobu'
_publ_section_title
;
 Structure of Ammonium Hydrogen Succinate at 80 and 20 K
;
_journal_coeditor_code           OA0011
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              889
_journal_page_last               894
_journal_paper_doi               10.1107/S0108768198005448
_journal_volume                  54
_journal_year                    1998
_chemical_formula_iupac          'N H4 1+, C4 H5 O4 1-'
_chemical_formula_moiety         'N H4 1+, C4 H5 O4 1-'
_chemical_formula_sum            'C4 H9 N O4'
_chemical_formula_weight         135.12
_chemical_name_systematic        ' Ammonium Hydrogen Succinate'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                91.840(10)
_cell_angle_beta                 92.730(10)
_cell_angle_gamma                101.200(10)
_cell_formula_units_Z            2
_cell_length_a                   7.4600(10)
_cell_length_b                   8.805(2)
_cell_length_c                   4.6768(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    20
_cell_measurement_theta_max      11.5
_cell_measurement_theta_min      10
_cell_volume                     300.74(9)
_diffrn_measurement_device       'Huber off-center'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.020
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3814
_diffrn_reflns_theta_max         39.1
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             144
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.28
_refine_ls_extinction_coef       0.488E-4
_refine_ls_extinction_method     'Icorr = Iₒ(1+gIc)'
_refine_ls_goodness_of_fit_ref   1.79
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2819
_refine_ls_R_factor_gt           0.034
_refine_ls_shift/su_max          0.032
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/σ²(F)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_ref         0.034
_reflns_number_gt                2819
_reflns_number_total             3497
_reflns_threshold_expression     I>3.0σ(I)
_cod_data_source_file            oa0011.cif
_cod_data_source_block           20K
_cod_original_cell_volume        300.73(8)
_cod_original_formula_sum        'C4 H9 N1 O4'
_cod_database_code               2003036
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-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_occupancy
_atom_site_type_symbol
O1 0.30253(8) 0.03031(7) 0.25050(10) 0.0129(3) Uani 1.0 O
O2 0.03270(8) 0.10164(7) 0.19920(10) 0.0093(3) Uani 1.0 O
O3 0.41362(8) 0.41599(7) 0.17230(10) 0.0093(3) Uani 1.0 O
O4 0.27367(8) 0.61416(7) 0.25720(10) 0.0096(3) Uani 1.0 O
N1 0.32920(10) 0.80970(10) -0.2224(2) 0.0134(3) Uani 1.0 N
C1 0.19400(10) 0.11230(10) 0.3232(2) 0.0099(3) Uani 1.0 C
C2 0.23970(10) 0.22960(10) 0.5716(2) 0.0074(3) Uani 1.0 C
C3 0.18610(10) 0.38464(9) 0.5162(2) 0.0070(3) Uani 1.0 C
C4 0.29810(10) 0.48080(10) 0.3014(2) 0.0079(3) Uani 1.0 C
H1 0.023(4) 0.032(3) 0.063(6) 0.022(7) Uiso 0.5 H
H2 0.373(2) 0.2420(10) 0.623(2) 0.016(3) Uiso 1.0 H
H3 0.1690(10) 0.1850(10) 0.729(2) 0.010(3) Uiso 1.0 H
H4 0.054(2) 0.3710(10) 0.455(2) 0.019(3) Uiso 1.0 H
H5 0.1930(10) 0.4510(10) 0.698(2) 0.012(3) Uiso 1.0 H
H6 0.478(4) 0.471(3) 0.054(6) 0.027(8) Uiso 0.5 H
H7 0.298(2) 0.754(2) -0.385(4) 0.059(5) Uiso 1.0 H
H8 0.245(2) 0.870(2) -0.181(3) 0.046(4) Uiso 1.0 H
H9 0.448(2) 0.872(2) -0.240(3) 0.046(4) Uiso 1.0 H
H10 0.328(2) 0.737(2) -0.069(3) 0.034(4) Uiso 1.0 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 0.0102(3) 0.0106(3) 0.0163(3) -0.0017(2) 0.0058(2) -0.0068(2) O
O2 0.0114(3) 0.0076(3) 0.0075(3) -0.0008(2) 0.0011(2) -0.0025(2) O
O3 0.0074(2) 0.0130(3) 0.0072(3) 0.0008(2) 0.0024(2) 0.0029(2) O
O4 0.0110(3) 0.0086(3) 0.0082(3) -0.0005(2) -0.0009(2) 0.0025(2) O
N1 0.0149(4) 0.0093(3) 0.0186(4) 0.0063(3) 0.0098(3) 0.0047(3) N
C1 0.0138(4) 0.0057(3) 0.0082(3) -0.0040(3) 0.0059(3) -0.0013(2) C
C2 0.0095(3) 0.0056(3) 0.0060(3) -0.0009(2) 0.0016(2) -0.0011(2) C
C3 0.0075(3) 0.0062(3) 0.0062(3) -0.0007(2) 0.0014(2) -0.0002(2) C
C4 0.0061(3) 0.0105(3) 0.0051(3) -0.0026(2) -0.0021(2) 0.0007(2) 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 O2 123.09(8) yes
O1 C1 C2 121.63(8) yes
O2 C1 C2 115.26(7) yes
O3 C4 O4 124.09(8) yes
O3 C4 C3 116.20(7) yes
O4 C4 C3 119.70(7) yes
C1 C2 C3 114.29(7) yes
C2 C3 C4 114.91(7) yes
C1 O2 H1 106(2) no
C4 O3 H6 116(2) no
H7 N1 H8 112.0(10) no
H7 N1 H9 108.0(10) no
H7 N1 H10 107.0(10) no
H8 N1 H9 111.0(10) no
H8 N1 H10 107.0(10) no
H9 N1 H10 112.0(10) no
C1 C2 H2 107.6(6) no
C1 C2 H3 106.0(6) no
C3 C2 H2 111.4(6) no
C3 C2 H3 107.2(6) no
H2 C2 H3 110.2(9) no
C2 C3 H4 111.2(7) no
C2 C3 H5 111.9(6) no
C4 C3 H4 109.0(7) no
C4 C3 H5 107.4(6) no
H4 C3 H5 101.5(9) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.5110(10) yes
C2 C3 1.5220(10) yes
C3 C4 1.5110(10) yes
C1 O1 1.2370(10) yes
C1 O2 1.2950(10) yes
C4 O3 1.2850(10) yes
C4 O4 1.2450(10) yes
O2 H1 0.86(2) no
O3 H6 0.85(3) no
N1 H7 0.89(2) no
N1 H8 0.92(2) no
N1 H9 0.96(2) no
N1 H10 0.970(10) no
C2 H2 0.990(10) no
C2 H3 0.980(10) no
C3 H4 1.000(10) no
C3 H5 1.010(10) 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
O2 H1 O2 2_555 0.86(2) 1.65(2) 2.5050(10) 170(3)
O3 H6 O3 2_665 0.85(3) 1.61(3) 2.4610(10) 175(3)
N1 H9 O1 2_665 0.96(2) 1.90(2) 2.8450(10) 171.0(10)
N1 H10 O4 1_555 0.970(10) 1.910(10) 2.8680(10) 166.0(10)
N1 H7 O4 1_554 0.89(2) 2.02(2) 2.9020(10) 169.0(10)
N1 H8 O2 2_565 0.92(2) 2.14(2) 2.9580(10) 149.0(10)
N1 H8 O1 1_565 0.92(2) 2.40(2) 2.9360(10) 117.0(10)
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 C3 137.30(8) no
O2 C1 C2 C3 -44.50(10) no
O3 C4 C3 C2 5.90(10) no
O4 C4 C3 C2 -174.74(7) no
C1 C2 C3 C4 -69.70(9) no
