#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/99/2229987.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_2229987
loop_
_publ_author_name
'Zhong, Zhi-Guo'
'Song, Jin-Fan'
'Li, Jing'
'Meng, Zhao-Hui'
_publ_section_title
;
 Tetraaqua(nitrato-κ²O,O')bis(pyridinium-4-carboxylate-κO)europium(III)
 dinitrate
;
_journal_coeditor_code           GK2366
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m637
_journal_paper_doi               10.1107/S1600536811014772
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Eu (N O3) (C6 H5 N O2)2 (H2 O)4] (N O3)2'
_chemical_formula_moiety         'C12 H18 Eu N3 O11 2+, 2(N O3 -)'
_chemical_formula_sum            'C12 H18 Eu N5 O17'
_chemical_formula_weight         656.27
_chemical_name_systematic
;
Tetraaqua(nitrato-κ²O,O')bis(pyridinium-4-carboxylate-
κO)europium(III) dinitrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.728(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.612(4)
_cell_length_b                   12.498(4)
_cell_length_c                   13.342(4)
_cell_measurement_reflns_used    5781
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.28
_cell_volume                     2136.6(11)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0173
_diffrn_reflns_av_sigmaI/netI    0.0179
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5224
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.28
_exptl_absorpt_coefficient_mu    3.033
_exptl_absorpt_correction_T_max  0.484
_exptl_absorpt_correction_T_min  0.417
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.617
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         1881
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0149
_refine_ls_R_factor_gt           0.0146
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0211P)²+2.5852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0376
_refine_ls_wR_factor_ref         0.0378
_reflns_number_gt                1847
_reflns_number_total             1881
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gk2366.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2229987
_cod_database_fobs_code          2229987
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu1 0.0000 0.184699(10) 0.2500 0.02398(6) Uani d SD 1 2 . .
O O1 0.27428(13) 0.30594(12) 0.37370(16) 0.0421(4) Uani d . 1 1 . .
O O1W -0.17399(12) 0.12138(14) 0.15960(17) 0.0453(4) Uani d D 1 1 . .
H H1WB -0.199(2) 0.0622(15) 0.144(2) 0.044(8) Uiso d D 1 1 . .
H H1WA -0.2202(13) 0.1684(17) 0.134(3) 0.063(10) Uiso d D 1 1 . .
O O2 0.10558(12) 0.33068(12) 0.25718(14) 0.0350(4) Uani d . 1 1 . .
O O2W -0.04309(13) 0.22924(14) 0.05884(14) 0.0390(4) Uani d D 1 1 . .
H H2WB -0.0982(17) 0.213(2) 0.002(2) 0.051(8) Uiso d D 1 1 . .
H H2WA -0.021(2) 0.2840(19) 0.045(3) 0.061(10) Uiso d D 1 1 . .
O O3 0.00037(14) 0.00420(15) 0.33097(17) 0.0495(4) Uani d . 1 1 . .
O O4 0.0000 -0.1458(2) 0.2500 0.1018(15) Uani d SU 1 2 . .
O O5 0.08162(14) 0.35758(14) -0.01819(16) 0.0462(4) Uani d . 1 1 . .
O O6 0.11039(14) 0.52783(13) -0.00657(16) 0.0471(4) Uani d . 1 1 . .
O O7 0.23063(12) 0.42067(12) 0.10876(14) 0.0386(4) Uani d . 1 1 . .
N N1 0.23834(19) 0.69898(16) 0.3531(2) 0.0390(5) Uani d . 1 1 . .
N N2 0.0000 -0.0487(2) 0.2500 0.0506(9) Uani d SU 1 2 . .
N N3 0.13887(14) 0.43631(14) 0.02637(16) 0.0312(4) Uani d . 1 1 . .
C C1 0.3165(2) 0.63532(19) 0.4224(2) 0.0403(5) Uani d . 1 1 . .
H H1 0.3784 0.6647 0.4788 0.048 Uiso calc R 1 1 . .
C C2 0.30538(18) 0.52613(18) 0.4104(2) 0.0353(5) Uani d . 1 1 . .
H H2 0.3604 0.4813 0.4567 0.042 Uiso calc R 1 1 . .
C C3 0.21208(16) 0.48366(16) 0.32907(17) 0.0262(4) Uani d . 1 1 . .
C C4 0.13218(17) 0.55193(17) 0.25749(19) 0.0317(5) Uani d . 1 1 . .
H H4 0.0691 0.5246 0.2012 0.038 Uiso calc R 1 1 . .
C C5 0.1479(2) 0.65997(19) 0.2713(2) 0.0387(5) Uani d . 1 1 . .
H H5 0.0954 0.7066 0.2235 0.046 Uiso calc R 1 1 . .
C C6 0.19639(16) 0.36402(16) 0.31971(17) 0.0270(4) Uani d . 1 1 . .
H H6 0.248(2) 0.773(3) 0.367(2) 0.050(8) 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'
Eu Eu -0.1578 3.6682 '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
_geom_angle_publ_flag
O2 Eu1 O2 . 2 78.82(8) ?
O2 Eu1 O1W . . 143.15(6) ?
O2 Eu1 O1W 2 . 73.54(6) ?
O2 Eu1 O1W . 2 73.54(6) ?
O2 Eu1 O1W 2 2 143.15(6) ?
O1W Eu1 O1W . 2 140.91(8) ?
O2 Eu1 O2W . 2 86.83(6) ?
O2 Eu1 O2W 2 2 72.18(6) ?
O1W Eu1 O2W . 2 106.89(7) ?
O1W Eu1 O2W 2 2 82.30(7) ?
O2 Eu1 O2W . . 72.18(6) ?
O2 Eu1 O2W 2 . 86.83(6) ?
O1W Eu1 O2W . . 82.30(7) ?
O1W Eu1 O2W 2 . 106.89(7) ?
O2W Eu1 O2W 2 . 152.96(9) ?
O2 Eu1 O3 . 2 125.48(7) ?
O2 Eu1 O3 2 2 144.49(6) ?
O1W Eu1 O3 . 2 72.50(6) ?
O1W Eu1 O3 2 2 72.37(6) ?
O2W Eu1 O3 2 2 128.20(6) ?
O2W Eu1 O3 . 2 78.67(7) ?
O2 Eu1 O3 . . 144.49(6) ?
O2 Eu1 O3 2 . 125.48(7) ?
O1W Eu1 O3 . . 72.37(6) ?
O1W Eu1 O3 2 . 72.50(6) ?
O2W Eu1 O3 2 . 78.67(7) ?
O2W Eu1 O3 . . 128.20(6) ?
O3 Eu1 O3 2 . 51.07(10) ?
O2 Eu1 N2 . . 140.59(4) ?
O2 Eu1 N2 2 . 140.59(4) ?
O1W Eu1 N2 . . 70.46(4) ?
O1W Eu1 N2 2 . 70.46(4) ?
O2W Eu1 N2 2 . 103.52(4) ?
O2W Eu1 N2 . . 103.52(4) ?
O3 Eu1 N2 2 . 25.54(5) ?
O3 Eu1 N2 . . 25.54(5) ?
Eu1 O1W H1WB . . 133(2) ?
Eu1 O1W H1WA . . 115.7(15) ?
H1WB O1W H1WA . . 111(2) ?
C6 O2 Eu1 . . 138.33(14) ?
Eu1 O2W H2WB . . 125(2) ?
Eu1 O2W H2WA . . 121(2) ?
H2WB O2W H2WA . . 109(3) ?
N2 O3 Eu1 . . 95.99(15) ?
C1 N1 C5 . . 122.0(2) ?
C1 N1 H6 . . 116.8(18) ?
C5 N1 H6 . . 121.2(18) ?
O4 N2 O3 . . 121.53(14) ?
O4 N2 O3 . 2 121.53(14) ?
O3 N2 O3 . 2 116.9(3) ?
O4 N2 Eu1 . . 180.0 ?
O3 N2 Eu1 . . 58.47(14) ?
O3 N2 Eu1 2 . 58.47(14) ?
O6 N3 O5 . . 122.3(2) ?
O6 N3 O7 . . 119.18(19) ?
O5 N3 O7 . . 118.56(18) ?
N1 C1 C2 . . 119.9(2) ?
N1 C1 H1 . . 120.1 ?
C2 C1 H1 . . 120.1 ?
C1 C2 C3 . . 119.4(2) ?
C1 C2 H2 . . 120.3 ?
C3 C2 H2 . . 120.3 ?
C2 C3 C4 . . 119.4(2) ?
C2 C3 C6 . . 120.06(19) ?
C4 C3 C6 . . 120.50(19) ?
C5 C4 C3 . . 118.8(2) ?
C5 C4 H4 . . 120.6 ?
C3 C4 H4 . . 120.6 ?
N1 C5 C4 . . 120.4(2) ?
N1 C5 H5 . . 119.8 ?
C4 C5 H5 . . 119.8 ?
O1 C6 O2 . . 124.92(19) ?
O1 C6 C3 . . 117.98(18) ?
O2 C6 C3 . . 117.09(18) ?
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
Eu1 O2 . 2.3614(16) ?
Eu1 O2 2 2.3614(16) ?
Eu1 O1W . 2.3657(17) ?
Eu1 O1W 2 2.3657(17) ?
Eu1 O2W 2 2.3806(18) ?
Eu1 O2W . 2.3806(18) ?
Eu1 O3 2 2.5000(19) ?
Eu1 O3 . 2.5000(19) ?
Eu1 N2 . 2.917(3) ?
O1 C6 . 1.246(3) ?
O1W H1WB . 0.805(17) ?
O1W H1WA . 0.834(16) ?
O2 C6 . 1.251(3) ?
O2W H2WB . 0.826(17) ?
O2W H2WA . 0.818(18) ?
O3 N2 . 1.264(2) ?
O4 N2 . 1.214(4) ?
O5 N3 . 1.242(3) ?
O6 N3 . 1.224(2) ?
O7 N3 . 1.276(2) ?
N1 C1 . 1.333(4) ?
N1 C5 . 1.337(4) ?
N1 H6 . 0.94(3) ?
N2 O3 2 1.264(2) ?
C1 C2 . 1.375(3) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.377(3) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.390(3) ?
C3 C6 . 1.509(3) ?
C4 C5 . 1.367(3) ?
C4 H4 . 0.9300 ?
C5 H5 . 0.9300 ?
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
O1W H1WB O7 3_445 0.805(17) 1.988(18) 2.790(2) 175(3)
O1W H1WA O1 2 0.834(16) 1.87(2) 2.653(2) 155(2)
O2W H2WB O1 8_455 0.826(17) 1.839(18) 2.661(2) 173(3)
O2W H2WA O5 . 0.818(18) 2.23(2) 2.958(3) 148(3)
N1 H6 O7 4 0.94(3) 1.88(3) 2.814(3) 179(3)
