#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009047.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_2009047
loop_
_publ_author_name
'Taka, J.'
'Kashino, S.'
_publ_section_title
;
Sodium hydrogen trans-glutaconate and ammonium hydrogen
trans-glutaconate
;
_journal_issue 10
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 1620
_journal_page_last 1623
_journal_volume 55
_journal_year 1999
_chemical_formula_iupac 'NH4 +, C5 H5 O4 -'
_chemical_formula_moiety 'NH4 +, C5 H5 O4 -'
_chemical_formula_sum 'C5 H9 N O4'
_chemical_formula_weight 147.13
_chemical_name_systematic
' Ammonium hydrogen trans-1-propene-1,3-dicarboxylate'
_space_group_IT_number 72
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_Hall '-I 2 2c'
_symmetry_space_group_name_H-M 'I b a m'
_atom_type_scat_source IntTabIV
_cell_angle_alpha 90.0
_cell_angle_beta 90.0
_cell_angle_gamma 90.0
_cell_formula_units_Z 8
_cell_length_a 10.669(5)
_cell_length_b 18.479(6)
_cell_length_c 7.280(6)
_cell_measurement_reflns_used 25
_cell_measurement_temperature 295
_cell_measurement_theta_max 12
_cell_measurement_theta_min 9.5
_cell_volume 1435.3(14)
_computing_cell_refinement RASAII
_computing_data_collection 'RASAII (Rigaku Corporation, 1990)'
_computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)'
_computing_structure_refinement
'TEXSAN (Molecular Structure Corporation, 1985)'
_computing_structure_solution 'SIR (Burla et al., 1989)'
_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 0.012
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 27
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min -1
_diffrn_reflns_number 1662
_diffrn_reflns_theta_max 27.5
_diffrn_standards_decay_% 0.0
_diffrn_standards_interval_count 97
_diffrn_standards_number 3
_exptl_absorpt_coefficient_mu 0.119
_exptl_absorpt_correction_type none
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.362
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prismatic
_exptl_crystal_F_000 624
_exptl_crystal_size_max 0.50
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.18
_refine_diff_density_max 0.33
_refine_diff_density_min -0.36
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.51
_refine_ls_hydrogen_treatment refall
_refine_ls_number_parameters 82
_refine_ls_number_reflns 888
_refine_ls_R_factor_gt 0.077
_refine_ls_shift/su_max 0.008
_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 0.067
_reflns_number_gt 888
_reflns_number_total 1476
_reflns_threshold_expression I>1.0\s(I)
_[local]_cod_data_source_file ob1012.cif
_[local]_cod_data_source_block II
_cod_original_cell_volume 1435(2)
_cod_database_code 2009047
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,z
-x,y,1/2-z
x,-y,1/2-z
-x,-y,-z
x,y,-z
x,-y,1/2+z
-x,y,1/2+z
1/2+x,1/2+y,1/2+z
1/2-x,1/2-y,1/2+z
1/2-x,1/2+y,-z
1/2+x,1/2-y,-z
1/2-x,1/2-y,1/2-z
1/2+x,1/2+y,1/2-z
1/2+x,1/2-y,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_occupancy
_atom_site_type_symbol
N1 0.500 0.000 0.250 0.037(3) Uani 1.0 N
N2 1.000 0.000 0.750 0.044(3) Uani 1.0 N
O1 0.6285(2) 0.10440(10) 0.500 0.0480(10) Uani 1.0 O
O2 0.8144(2) 0.05060(10) 0.500 0.0430(10) Uani 1.0 O
O3 0.6275(2) 0.37880(10) 0.500 0.0710(10) Uani 1.0 O
O4 0.8101(2) 0.43510(10) 0.500 0.0520(10) Uani 1.0 O
C1 0.8155(3) 0.17670(10) 0.500 0.049(3) Uani 1.0 C
C2 0.7529(3) 0.24180(10) 0.500 0.0460(10) Uani 1.0 C
C3 0.8165(4) 0.30990(10) 0.500 0.054(3) Uani 1.0 C
C4 0.7446(3) 0.10690(10) 0.500 0.0320(10) Uani 1.0 C
C5 0.7400(3) 0.37670(10) 0.500 0.0370(10) Uani 1.0 C
H1 0.902(3) 0.1740(10) 0.500 0.037(9) Uiso 1.0 H
H2 0.652(6) 0.247(2) 0.500 0.14(3) Uiso 1.0 H
H3 0.874(3) 0.309(2) 0.406(5) 0.110(10) Uiso 1.0 H
H4O 0.743(4) 0.477(2) 0.500 0.080(10) Uiso 1.0 H
H1N 0.552(2) 0.0290(10) 0.333(4) 0.100(10) Uiso 1.0 H
H2N 0.952(2) 0.0290(10) 0.688(5) 0.100(10) 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
N1 0.029(2) 0.043(2) 0.039(3) 0.0 0.0 0.0 N
N2 0.038(3) 0.051(2) 0.045(3) 0.0 0.0 0.0 N
O1 0.0330(10) 0.0280(10) 0.082(2) -0.0022(9) 0.0 0.0 O
O2 0.0360(10) 0.0200(8) 0.072(2) 0.0014(8) 0.0 0.0 O
O3 0.036(2) 0.0340(10) 0.143(3) -0.0020(10) 0.0 0.0 O
O4 0.0360(10) 0.0201(8) 0.102(2) -0.0018(8) 0.0 0.0 O
C1 0.037(2) 0.0190(10) 0.094(3) -0.0010(10) 0.0 0.0 C
C2 0.0350(10) 0.0250(10) 0.078(2) -0.0010(10) 0.0 0.0 C
C3 0.047(2) 0.0230(10) 0.093(3) 0.0010(10) 0.0 0.0 C
C4 0.033(2) 0.0210(10) 0.043(2) 0.0000(10) 0.0 0.0 C
C5 0.035(2) 0.0220(10) 0.054(2) 0.0000(10) 0.0 0.0 C
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
_geom_angle_publ_flag
C2 C1 C4 . 120.5(3) yes
C1 C2 C3 . 122.6(3) yes
C2 C3 C5 . 118.2(3) yes
O1 C4 O2 . 123.4(2) yes
O1 C4 C1 . 122.6(2) yes
O2 C4 C1 . 114.0(3) yes
O3 C5 O4 . 122.8(3) yes
O3 C5 C3 . 125.4(3) yes
O4 C5 C3 . 111.8(3) yes
C2 C1 H1 . 122(2) no
C4 C1 H1 . 117(2) no
C1 C2 H2 . 124(2) no
C3 C2 H2 . 113(2) no
C2 C3 H3 . 107(2) no
C5 C3 H3 . 113(2) no
H3 C3 H3 6_556 96(4) no
C5 O4 H4O . 102(2) no
H1N N1 H1N 3_655 114(2) no
H1N N1 H1N 2_655 104(3) no
H1N N1 H1N 4_555 111(2) no
H2N N2 H2N 4_556 108(4) no
H2N N2 H2N 3_756 104(4) no
H2N N2 H2N 2_755 117(5) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C4 1.240(3) yes
O2 C4 1.280(3) yes
O3 C5 1.202(4) yes
O4 C5 1.314(3) yes
C1 C2 1.374(4) yes
C1 C4 1.496(4) yes
C2 C3 1.430(4) yes
C3 C5 1.479(4) yes
C1 H1 0.92(3) no
C2 H2 1.08(6) no
C3 H3 0.92(3) no
O4 H4O 1.05(4) no
N1 H1N 0.98(2) no
N2 H2N 0.88(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
O4 H4O O2 11_656 1.05(4) 1.50(4) 2.513(3) 161(3)
N1 H1N O1 1_555 0.98(2) 2.02(2) 2.986(2) 168(2)
N2 H2N O2 1_555 0.88(2) 2.04(3) 2.848(2) 153(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
O2 C4 C1 C2 180 no
O3 C5 C3 C2 0 no
O4 C5 C3 C2 180 no
C1 C2 C3 C5 180 no
C3 C2 C1 C4 180 no