#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/11/2231195.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_2231195
loop_
_publ_author_name
'Starosta, Wojciech'
'Leciejewicz, Janusz'
_publ_section_title
;
 catena-Poly[[(aqualithium)-μ-3-carboxypyrazine-2-carboxylato-κ⁴O²,N¹:O³,N⁴]
 monohydrate]
;
_journal_coeditor_code           KP2344
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1133
_journal_page_last               m1134
_journal_paper_doi               10.1107/S160053681102887X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Li (C6 H3 N2 O4) (H2 O)], H2 O'
_chemical_formula_moiety         'C6 H5 Li N2 O5, H2 O'
_chemical_formula_sum            'C6 H7 Li N2 O6'
_chemical_formula_weight         210.08
_chemical_name_systematic
;
catena-Poly[[(aqualithium)-μ-3-carboxypyrazine-2-carboxylato-
κ⁴O²,N¹:O³,N⁴] monohydrate]
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.04(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.673(3)
_cell_length_b                   13.816(3)
_cell_length_c                   10.956(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      6
_cell_volume                     1751.9(8)
_computing_cell_refinement       'KM-4 Software (Kuma, 1996)'
_computing_data_collection       'KM-4 Software (Kuma, 1996)'
_computing_data_reduction        'DATAPROC (Kuma, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measurement_device_type  'Kuma KM4 four-circle diffractometer'
_diffrn_measurement_method       'profile data from ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3775
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.70
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        3.43
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.98375
_exptl_absorpt_correction_T_min  0.97802
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
'(CrysAlis RED; Oxford Diffraction, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.357
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.941
_refine_ls_R_factor_all          0.1264
_refine_ls_R_factor_gt           0.0455
_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/[σ²(Fo²)+(0.0987P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1487
_reflns_number_gt                1811
_reflns_number_total             3595
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            kp2344.cif
_cod_data_source_block           I
_cod_original_cell_volume        1752.0(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2231195
_cod_database_fobs_code          2231195
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_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
_atom_site_symmetry_multiplicity
N N11 -0.01503(17) 0.17705(13) 0.7604(2) 0.0323(5) Uani d . 1 1
N N12 0.00129(18) -0.02194(13) 0.7752(2) 0.0325(5) Uani d . 1 1
O O14 0.1043(2) -0.12689(12) 0.6604(2) 0.0553(6) Uani d . 1 1
C C13 0.0533(2) 0.02779(15) 0.7099(2) 0.0283(5) Uani d . 1 1
O O13 0.17126(19) -0.00377(13) 0.5878(2) 0.0544(6) Uani d . 1 1
O O11 0.07742(16) 0.28612(11) 0.6413(2) 0.0462(5) Uani d . 1 1
O O12 0.1688(2) 0.16941(14) 0.5894(2) 0.0540(6) Uani d . 1 1
C C17 0.1009(2) 0.19946(16) 0.6398(3) 0.0351(6) Uani d . 1 1
C C12 0.0454(2) 0.12986(15) 0.7036(2) 0.0282(5) Uani d . 1 1
C C18 0.1147(2) -0.03926(17) 0.6484(3) 0.0354(6) Uani d . 1 1
C C15 -0.0584(2) 0.02637(18) 0.8300(3) 0.0376(6) Uani d . 1 1
H H15 -0.0953 -0.0075 0.8747 0.045 Uiso calc R 1 1
C C16 -0.0671(2) 0.12673(18) 0.8224(3) 0.0372(6) Uani d . 1 1
H H16 -0.1101 0.1588 0.8614 0.045 Uiso calc R 1 1
O O21 0.41371(16) 0.10101(11) 0.8670(2) 0.0406(5) Uani d . 1 1
N N22 0.51761(17) 0.40335(13) 0.7446(2) 0.0318(5) Uani d . 1 1
O O24 0.39022(18) 0.51517(11) 0.8178(2) 0.0496(6) Uani d . 1 1
O O22 0.33218(18) 0.22600(12) 0.9203(2) 0.0523(6) Uani d . 1 1
N N21 0.53363(18) 0.20579(13) 0.7753(2) 0.0345(5) Uani d . 1 1
O O23 0.3238(2) 0.40041(15) 0.9029(3) 0.0603(7) Uani d . 1 1
C C28 0.3850(2) 0.42871(16) 0.8427(3) 0.0374(6) Uani d . 1 1
C C22 0.4624(2) 0.25575(15) 0.8148(2) 0.0271(5) Uani d . 1 1
C C23 0.4556(2) 0.35762(14) 0.8001(2) 0.0271(5) Uani d . 1 1
C C27 0.3966(2) 0.18992(16) 0.8712(3) 0.0324(6) Uani d . 1 1
C C26 0.5974(2) 0.25337(17) 0.7252(3) 0.0404(7) Uani d . 1 1
H H26 0.6494 0.2196 0.7009 0.048 Uiso calc R 1 1
C C25 0.5878(2) 0.35298(17) 0.7085(3) 0.0383(6) Uani d . 1 1
H H25 0.6321 0.3847 0.6708 0.046 Uiso calc R 1 1
Li Li2 0.5322(4) 0.0529(3) 0.8042(4) 0.0371(10) Uani d . 1 1
O O25 0.66173(18) 0.02579(12) 0.9834(2) 0.0389(5) Uani d . 1 1
O O1 0.2117(2) 0.38123(13) 0.5402(2) 0.0502(6) Uani d . 1 1
O O15 -0.1887(2) 0.31162(16) 0.5473(2) 0.0532(6) Uani d . 1 1
Li Li1 -0.0422(4) 0.3254(3) 0.7089(5) 0.0416(10) Uani d . 1 1
O O2 0.71760(19) 0.12508(13) 0.5331(2) 0.0459(5) Uani d . 1 1
H H3 0.695(3) 0.092(2) 0.581(3) 0.043(9) Uiso d . 1 1
H H4 0.754(3) 0.092(3) 0.488(4) 0.080(12) Uiso d . 1 1
H H251 0.707(3) -0.009(2) 0.961(3) 0.055(9) Uiso d . 1 1
H H252 0.633(3) -0.004(3) 1.033(3) 0.064(11) Uiso d . 1 1
H H152 -0.252(3) 0.355(3) 0.538(4) 0.083(12) Uiso d . 1 1
H H151 -0.223(5) 0.268(5) 0.534(7) 0.15(3) Uiso d . 1 1
H H131 0.183(5) 0.115(4) 0.590(6) 0.15(2) Uiso d . 1 1
H H231 0.329(5) 0.353(4) 0.916(5) 0.12(2) Uiso d . 1 1
H H1 0.169(2) 0.354(2) 0.568(3) 0.032(8) Uiso d . 1 1
H H2 0.248(3) 0.342(3) 0.501(4) 0.079(12) Uiso d . 1 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C16 N11 C12 . . 118.9(2)
C16 N11 Li1 . . 125.8(2)
C12 N11 Li1 . . 114.20(19)
C15 N12 C13 . . 118.65(19)
C15 N12 Li1 . 2_546 128.2(2)
C13 N12 Li1 . 2_546 112.88(19)
C18 O14 Li1 . 2_546 119.3(2)
N12 C13 C12 . . 119.8(2)
N12 C13 C18 . . 111.86(18)
C12 C13 C18 . . 128.4(2)
C17 O11 Li1 . . 119.2(2)
C17 O12 H131 . . 121(5)
O11 C17 O12 . . 122.2(2)
O11 C17 C12 . . 116.6(2)
O12 C17 C12 . . 121.1(2)
N11 C12 C13 . . 120.4(2)
N11 C12 C17 . . 111.46(18)
C13 C12 C17 . . 128.1(2)
O14 C18 O13 . . 123.3(2)
O14 C18 C13 . . 116.9(2)
O13 C18 C13 . . 119.8(2)
N12 C15 C16 . . 121.5(2)
N12 C15 H15 . . 119.3
C16 C15 H15 . . 119.3
N11 C16 C15 . . 120.7(2)
N11 C16 H16 . . 119.6
C15 C16 H16 . . 119.6
C27 O21 Li2 . . 120.3(2)
C25 N22 C23 . . 119.0(2)
C25 N22 Li2 . 2_656 126.7(2)
C23 N22 Li2 . 2_656 113.48(19)
C28 O24 Li2 . 2_656 118.7(2)
C26 N21 C22 . . 118.94(19)
C26 N21 Li2 . . 126.6(2)
C22 N21 Li2 . . 114.44(19)
C28 O23 H231 . . 113(5)
O24 C28 O23 . . 120.9(2)
O24 C28 C23 . . 117.7(2)
O23 C28 C23 . . 121.3(2)
N21 C22 C23 . . 119.6(2)
N21 C22 C27 . . 112.03(19)
C23 C22 C27 . . 128.4(2)
N22 C23 C22 . . 120.2(2)
N22 C23 C28 . . 111.30(18)
C22 C23 C28 . . 128.5(2)
O22 C27 O21 . . 124.1(2)
O22 C27 C22 . . 119.8(2)
O21 C27 C22 . . 116.0(2)
N21 C26 C25 . . 120.8(2)
N21 C26 H26 . . 119.6
C25 C26 H26 . . 119.6
N22 C25 C26 . . 121.3(2)
N22 C25 H25 . . 119.3
C26 C25 H25 . . 119.3
O21 Li2 O25 . . 98.9(2)
O21 Li2 O24 . 2_646 161.1(3)
O25 Li2 O24 . 2_646 100.0(2)
O21 Li2 N21 . . 77.02(15)
O25 Li2 N21 . . 106.0(2)
O24 Li2 N21 2_646 . 96.94(19)
O21 Li2 N22 . 2_646 102.6(2)
O25 Li2 N22 . 2_646 95.94(17)
O24 Li2 N22 2_646 2_646 76.26(15)
N21 Li2 N22 . 2_646 157.9(3)
Li2 O25 H251 . . 101(2)
Li2 O25 H252 . . 108(2)
H251 O25 H252 . . 114(3)
H1 O1 H2 . . 116(3)
Li1 O15 H152 . . 118(2)
Li1 O15 H151 . . 122(5)
H152 O15 H151 . . 96(5)
O15 Li1 O14 . 2_556 99.9(2)
O15 Li1 O11 . . 102.5(2)
O14 Li1 O11 2_556 . 157.6(3)
O15 Li1 N11 . . 97.8(2)
O14 Li1 N11 2_556 . 101.3(2)
O11 Li1 N11 . . 76.82(16)
O15 Li1 N12 . 2_556 105.8(2)
O14 Li1 N12 2_556 2_556 76.87(16)
O11 Li1 N12 . 2_556 95.81(19)
N11 Li1 N12 . 2_556 156.3(3)
H3 O2 H4 . . 116(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N11 C16 . 1.321(3) ?
N11 C12 . 1.337(3) ?
Li1 O11 . 2.014(5) y
Li1 N11 . 2.117(4) y
Li1 O15 . 1.985(6) y
Li1 O14 2_556 2.005(5) y
Li1 N12 2_556 2.162(4) y
N12 C15 . 1.322(3) ?
N12 C13 . 1.342(3) ?
Li1 N12 2_556 2.162(4) ?
O14 C18 . 1.231(3) ?
Li1 O14 2_556 2.005(5) ?
C13 C12 . 1.413(3) ?
C13 C18 . 1.531(3) ?
O13 C18 . 1.258(3) ?
O11 C17 . 1.235(3) ?
O12 C17 . 1.267(3) ?
O12 H131 . 0.78(6) ?
C17 C12 . 1.519(3) ?
C15 C16 . 1.391(3) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
O21 C27 . 1.251(3) ?
N22 C25 . 1.312(3) ?
N22 C23 . 1.333(3) ?
Li2 N22 2_646 2.162(4) ?
O24 C28 . 1.233(3) ?
Li2 O24 2_646 2.024(5) ?
O22 C27 . 1.250(3) ?
N21 C26 . 1.322(3) ?
N21 C22 . 1.340(3) ?
O23 C28 . 1.267(3) ?
O23 H231 . 0.67(6) ?
C28 C23 . 1.524(3) ?
C22 C23 . 1.415(3) ?
C22 C27 . 1.525(3) ?
C26 C25 . 1.387(3) ?
C26 H26 . 0.9300 ?
C25 H25 . 0.9300 ?
Li2 O21 . 2.003(5) y
Li2 N21 . 2.138(4) y
Li2 O25 . 2.016(5) y
Li2 O24 2_646 2.024(5) y
Li2 N22 2_646 2.162(4) y
O25 H251 . 0.86(3) ?
O25 H252 . 0.87(4) ?
O1 H1 . 0.82(3) ?
O1 H2 . 0.91(4) ?
O15 H152 . 0.97(4) ?
O15 H151 . 0.72(6) ?
O2 H3 . 0.83(3) ?
O2 H4 . 0.93(4) ?
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 H3 O24 2_646 0.83(3) 2.12(4) 2.943(3) 170(3)
O2 H4 O13 3_656 0.93(4) 1.93(4) 2.841(3) 169(3)
O25 H251 O1 2_646 0.86(3) 1.83(4) 2.640(3) 155(3)
O25 H252 O21 3_657 0.87(4) 1.97(4) 2.819(3) 166(3)
O15 H152 O25 4_465 0.97(4) 1.93(4) 2.837(3) 154(3)
O15 H151 O2 1_455 0.72(6) 2.11(6) 2.816(3) 165(7)
O12 H131 O13 . 0.78(6) 1.64(6) 2.393(3) 162(7)
O23 H231 O22 . 0.67(6) 1.76(6) 2.416(3) 170(7)
O1 H1 O11 . 0.82(3) 1.90(3) 2.717(3) 176(3)
O1 H2 O22 4_565 0.91(4) 1.90(4) 2.808(3) 174(3)
