#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/71/2237183.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_2237183
loop_
_publ_author_name
'Starosta, Wojciech'
'Leciejewicz, Janusz'
_publ_section_title
;
 Poly[(μ₄-3-carboxypyrazine-2-carboxylato)(μ₄-nitrato)dilithium]
;
_journal_coeditor_code           KP2442
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m62
_journal_paper_doi               10.1107/S1600536812050738
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Li2 (C6 H3 N2 O4)2 (N O3 )]'
_chemical_formula_moiety         'C6 H3 Li2 N3 O7'
_chemical_formula_sum            'C6 H3 Li2 N3 O7'
_chemical_formula_weight         241.99
_chemical_name_systematic
;
Poly[(μ₄-3-carboxypyrazine-2-carboxylato)(μ₄-nitrato)dilithium]
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 95.598(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.62730(10)
_cell_length_b                   15.8565(3)
_cell_length_c                   6.1719(2)
_cell_measurement_reflns_used    2509
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.6454
_cell_measurement_theta_min      3.3100
_cell_volume                     450.69(2)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_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_detector_area_resol_mean 16.0131
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Agilent SuperNova (Dual, Cu at zero, Eos)'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            4032
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.71
_diffrn_reflns_theta_min         3.32
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             242
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.204
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2572
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0359
_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)+(0.0337P)²+0.0702P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0835
_reflns_number_gt                2401
_reflns_number_total             2572
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            kp2442.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2237183
_cod_database_fobs_code          2237183
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
O O1 0.5316(3) 0.40681(8) 0.6101(2) 0.0322(3) Uani d . 1 1
O O5 0.4586(3) 0.48672(8) 0.0630(2) 0.0297(3) Uani d . 1 1
C C2 0.4874(4) 0.27654(10) 0.4273(3) 0.0223(3) Uani d . 1 1
N N4 0.5051(4) 0.14644(9) 0.2348(2) 0.0279(3) Uani d . 1 1
N N1 0.6499(3) 0.31421(9) 0.2871(2) 0.0278(3) Uani d . 1 1
N N2 0.1867(3) 0.47658(9) 0.0539(2) 0.0243(3) Uani d . 1 1
O O2 0.2330(4) 0.31513(9) 0.7378(3) 0.0427(4) Uani d . 1 1
C C8 0.2425(4) 0.13507(11) 0.5462(3) 0.0261(3) Uani d . 1 1
C C3 0.4152(4) 0.19074(10) 0.4027(3) 0.0228(3) Uani d . 1 1
O O7 0.0838(3) 0.43786(9) 0.2022(3) 0.0393(3) Uani d . 1 1
O O6 0.0354(3) 0.50501(10) -0.1046(2) 0.0388(3) Uani d . 1 1
C C5 0.6615(4) 0.18550(12) 0.0970(3) 0.0326(4) Uani d . 1 1
H H5 0.7223 0.1559 -0.0205 0.039 Uiso calc R 1 1
C C7 0.4118(4) 0.33782(11) 0.6048(3) 0.0267(3) Uani d . 1 1
C C6 0.7368(5) 0.27000(11) 0.1245(3) 0.0338(4) Uani d . 1 1
H H6 0.8500 0.2957 0.0269 0.041 Uiso calc R 1 1
Li Li1 0.7058(7) 0.44849(19) 0.3298(5) 0.0289(6) Uani d . 1 1
Li Li2 0.3903(7) 0.0133(2) 0.2244(5) 0.0300(6) Uani d . 1 1
O O3 0.2524(3) 0.05895(8) 0.5143(2) 0.0329(3) Uani d . 1 1
O O4 0.1008(4) 0.16985(8) 0.6880(3) 0.0444(4) Uani d . 1 1
H H1 0.153(8) 0.252(2) 0.713(6) 0.093(11) 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'
O O 0.0106 0.0060 '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'
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
C7 O1 Li2 . 2_656 146.19(15)
C7 O1 Li1 . . 118.12(15)
Li2 O1 Li1 2_656 . 95.24(14)
N2 O5 Li1 . . 118.93(13)
N2 O5 Li2 . 2_655 114.63(14)
Li1 O5 Li2 . 2_655 124.59(14)
N1 C2 C3 . . 120.27(14)
N1 C2 C7 . . 111.15(14)
C3 C2 C7 . . 128.55(15)
C5 N4 C3 . . 118.59(14)
C5 N4 Li2 . . 125.60(15)
C3 N4 Li2 . . 115.76(14)
C6 N1 C2 . . 119.08(15)
C6 N1 Li1 . . 125.14(14)
C2 N1 Li1 . . 115.41(13)
O6 N2 O7 . . 122.70(15)
O6 N2 O5 . . 118.37(14)
O7 N2 O5 . . 118.93(15)
C7 O2 H1 . . 114(2)
O3 C8 O4 . . 124.69(17)
O3 C8 C3 . . 116.47(15)
O4 C8 C3 . . 118.83(14)
N4 C3 C2 . . 119.89(14)
N4 C3 C8 . . 111.18(14)
C2 C3 C8 . . 128.92(14)
N2 O7 Li1 . 1_455 131.81(15)
N2 O6 Li2 . 2 139.98(15)
N4 C5 C6 . . 121.23(16)
N4 C5 H5 . . 119.4
C6 C5 H5 . . 119.4
O1 C7 O2 . . 123.79(16)
O1 C7 C2 . . 116.83(15)
O2 C7 C2 . . 119.38(15)
N1 C6 C5 . . 120.92(17)
N1 C6 H6 . . 119.5
C5 C6 H6 . . 119.5
O7 Li1 O3 1_655 2_656 102.51(15)
O7 Li1 O5 1_655 . 98.83(14)
O3 Li1 O5 2_656 . 98.69(14)
O7 Li1 O1 1_655 . 136.49(18)
O3 Li1 O1 2_656 . 84.57(13)
O5 Li1 O1 . . 122.78(17)
O7 Li1 N1 1_655 . 88.16(13)
O3 Li1 N1 2_656 . 158.15(18)
O5 Li1 N1 . . 98.41(14)
O1 Li1 N1 . . 74.76(11)
O7 Li1 Li2 1_655 2_656 127.08(16)
O3 Li1 Li2 2_656 2_656 43.67(9)
O5 Li1 Li2 . 2_656 121.60(15)
O1 Li1 Li2 . 2_656 41.13(9)
N1 Li1 Li2 . 2_656 114.95(13)
O1 Li2 O5 2_646 2_645 102.31(15)
O1 Li2 O6 2_646 2_545 104.59(16)
O5 Li2 O6 2_645 2_545 94.18(14)
O1 Li2 O3 2_646 . 84.81(13)
O5 Li2 O3 2_645 . 171.64(18)
O6 Li2 O3 2_545 . 88.17(14)
O1 Li2 N4 2_646 . 141.01(18)
O5 Li2 N4 2_645 . 97.16(14)
O6 Li2 N4 2_545 . 107.32(15)
O3 Li2 N4 . . 74.49(12)
O1 Li2 Li1 2_646 2_646 43.63(9)
O5 Li2 Li1 2_645 2_646 145.93(15)
O6 Li2 Li1 2_545 2_646 94.92(13)
O3 Li2 Li1 . 2_646 41.41(9)
N4 Li2 Li1 . 2_646 111.21(14)
C8 O3 Li1 . 2_646 142.15(15)
C8 O3 Li2 . . 119.94(14)
Li1 O3 Li2 2_646 . 94.92(14)
C8 O4 H1 . . 113.8(17)
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
O1 C7 . 1.225(2) ?
O1 Li2 2_656 1.989(3) ?
Li1 O1 . 2.086(3) y
O5 N2 . 1.2643(18) ?
Li1 O5 . 2.005(3) y
Li1 N1 . 2.158(3) y
Li1 O7 1_655 1.994(3) y
Li1 O3 2_656 1.999(3) y
O5 Li2 2_655 2.014(3) ?
C2 N1 . 1.341(2) ?
C2 C3 . 1.406(2) ?
C2 C7 . 1.530(2) ?
N4 C5 . 1.324(2) ?
N4 C3 . 1.351(2) ?
Li2 N4 . 2.176(3) y
N1 C6 . 1.319(2) ?
N2 O6 . 1.231(2) ?
N2 O7 . 1.2359(19) ?
O2 C7 . 1.273(2) ?
O2 H1 . 1.07(4) ?
C8 O3 . 1.224(2) ?
C8 O4 . 1.269(2) ?
C8 C3 . 1.530(2) ?
O7 Li1 1_455 1.994(3) ?
O6 Li2 2 2.040(4) ?
C5 C6 . 1.391(3) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
Li1 Li2 2_656 3.011(4) ?
Li2 O1 2_646 1.989(3) y
Li2 O5 2_645 2.014(3) y
Li2 O6 2_545 2.040(4) y
Li2 O3 . 2.086(3) y
Li2 Li1 2_646 3.011(4) ?
O3 Li1 2_646 1.999(3) ?
O4 H1 . 1.34(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O2 H1 O4 1.07(4) 1.34(4) 2.3955(19) 170(4)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C3 C2 N1 C6 . . 1.0(3)
C7 C2 N1 C6 . . 179.39(16)
C3 C2 N1 Li1 . . 174.35(15)
C7 C2 N1 Li1 . . -7.3(2)
Li1 O5 N2 O6 . . 175.52(16)
Li2 O5 N2 O6 2_655 . -19.3(2)
Li1 O5 N2 O7 . . -5.3(2)
Li2 O5 N2 O7 2_655 . 159.91(16)
C5 N4 C3 C2 . . 0.3(3)
Li2 N4 C3 C2 . . 177.86(16)
C5 N4 C3 C8 . . -179.02(17)
Li2 N4 C3 C8 . . -1.4(2)
N1 C2 C3 N4 . . -1.3(3)
C7 C2 C3 N4 . . -179.31(17)
N1 C2 C3 C8 . . 177.86(17)
C7 C2 C3 C8 . . -0.2(3)
O3 C8 C3 N4 . . 12.0(2)
O4 C8 C3 N4 . . -167.97(17)
O3 C8 C3 C2 . . -167.18(17)
O4 C8 C3 C2 . . 12.8(3)
O6 N2 O7 Li1 . 1_455 -32.3(3)
O5 N2 O7 Li1 . 1_455 148.58(19)
O7 N2 O6 Li2 . 2 1.3(3)
O5 N2 O6 Li2 . 2 -179.55(19)
C3 N4 C5 C6 . . 0.9(3)
Li2 N4 C5 C6 . . -176.40(18)
Li2 O1 C7 O2 2_656 . 9.4(4)
Li1 O1 C7 O2 . . -160.34(19)
Li2 O1 C7 C2 2_656 . -170.2(2)
Li1 O1 C7 C2 . . 20.1(2)
N1 C2 C7 O1 . . -7.9(2)
C3 C2 C7 O1 . . 170.27(18)
N1 C2 C7 O2 . . 172.51(18)
C3 C2 C7 O2 . . -9.3(3)
C2 N1 C6 C5 . . 0.2(3)
Li1 N1 C6 C5 . . -172.44(19)
N4 C5 C6 N1 . . -1.2(3)
N2 O5 Li1 O7 . 1_655 158.55(14)
Li2 O5 Li1 O7 2_655 1_655 -5.1(2)
N2 O5 Li1 O3 . 2_656 -97.24(17)
Li2 O5 Li1 O3 2_655 2_656 99.13(17)
N2 O5 Li1 O1 . . -8.1(2)
Li2 O5 Li1 O1 2_655 . -171.75(15)
N2 O5 Li1 N1 . . 69.12(17)
Li2 O5 Li1 N1 2_655 . -94.52(18)
N2 O5 Li1 Li2 . 2_656 -57.2(2)
Li2 O5 Li1 Li2 2_655 2_656 139.21(19)
C7 O1 Li1 O7 . 1_655 -88.5(3)
Li2 O1 Li1 O7 2_656 1_655 97.2(3)
C7 O1 Li1 O3 . 2_656 168.99(15)
Li2 O1 Li1 O3 2_656 2_656 -5.28(15)
C7 O1 Li1 O5 . . 72.1(2)
Li2 O1 Li1 O5 2_656 . -102.13(19)
C7 O1 Li1 N1 . . -18.14(18)
Li2 O1 Li1 N1 2_656 . 167.59(13)
C7 O1 Li1 Li2 . 2_656 174.3(2)
C6 N1 Li1 O7 . 1_655 -34.8(2)
C2 N1 Li1 O7 . 1_655 152.34(15)
C6 N1 Li1 O3 . 2_656 -155.0(4)
C2 N1 Li1 O3 . 2_656 32.2(6)
C6 N1 Li1 O5 . . 63.8(2)
C2 N1 Li1 O5 . . -109.00(16)
C6 N1 Li1 O1 . . -174.35(17)
C2 N1 Li1 O1 . . 12.80(17)
C6 N1 Li1 Li2 . 2_656 -165.38(18)
C2 N1 Li1 Li2 . 2_656 21.8(2)
C5 N4 Li2 O1 . 2_646 112.0(3)
C3 N4 Li2 O1 . 2_646 -65.4(3)
C5 N4 Li2 O5 . 2_645 -7.8(2)
C3 N4 Li2 O5 . 2_645 174.83(14)
C5 N4 Li2 O6 . 2_545 -104.4(2)
C3 N4 Li2 O6 . 2_545 78.16(19)
C5 N4 Li2 O3 . . 172.54(18)
C3 N4 Li2 O3 . . -4.88(16)
C5 N4 Li2 Li1 . 2_646 153.02(18)
C3 N4 Li2 Li1 . 2_646 -24.4(2)
O4 C8 O3 Li1 . 2_646 -43.1(4)
C3 C8 O3 Li1 . 2_646 136.9(2)
O4 C8 O3 Li2 . . 162.41(19)
C3 C8 O3 Li2 . . -17.6(2)
O1 Li2 O3 C8 2_646 . 159.34(16)
O5 Li2 O3 C8 2_645 . 10.7(14)
O6 Li2 O3 C8 2_545 . -95.84(18)
N4 Li2 O3 C8 . . 12.71(19)
Li1 Li2 O3 C8 2_646 . 164.6(2)
O1 Li2 O3 Li1 2_646 2_646 -5.27(15)
O5 Li2 O3 Li1 2_645 2_646 -153.9(13)
O6 Li2 O3 Li1 2_545 2_646 99.55(14)
N4 Li2 O3 Li1 . 2_646 -151.90(13)
