#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/05/2220595.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_2220595
loop_
_publ_author_name
'Fan, Guang'
'Sun, Jia-Juan'
'Zhang, Jun-Cai'
'Ma, Zhan-Ying'
'Gao, Sheng-Li'
_publ_section_title
;
 Diaqua(5-methylpyrazine-2-carboxylato-κ²N¹,O)iron(II)
;
_journal_coeditor_code           NG2527
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m107
_journal_paper_doi               10.1107/S1600536808042529
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Fe (C6 H5 N2 O2)2 (H2 O)2]'
_chemical_formula_moiety         'C12 H14 Fe N4 O6'
_chemical_formula_sum            'C12 H14 Fe N4 O6'
_chemical_formula_weight         366.12
_chemical_name_systematic
;
Diaqua(5-methylpyrazine-2-carboxylato-k²N¹,O)iron(II)
;
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.851(2)
_cell_angle_beta                 91.0790(10)
_cell_angle_gamma                108.340(2)
_cell_formula_units_Z            1
_cell_length_a                   5.0680(10)
_cell_length_b                   6.4010(10)
_cell_length_c                   12.3810(12)
_cell_measurement_reflns_used    715
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.811
_cell_measurement_theta_min      3.408
_cell_volume                     368.22(10)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_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      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_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  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            1916
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.70
_exptl_absorpt_coefficient_mu    1.062
_exptl_absorpt_correction_T_max  0.9488
_exptl_absorpt_correction_T_min  0.8318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             188
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.282
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0414
_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)+(0.0456P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0953
_reflns_number_gt                1061
_reflns_number_total             1260
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng2527.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2220595
_cod_database_fobs_code          2220595
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.5000 0.5000 0.5000 0.0326(3) Uani d S 1 . .
N N1 0.5923(6) 0.4742(4) 0.3281(2) 0.0323(7) Uani d . 1 . .
N N2 0.6791(7) 0.4921(6) 0.1096(2) 0.0508(8) Uani d . 1 . .
O O1 0.3162(5) 0.7203(4) 0.45178(18) 0.0359(6) Uani d . 1 . .
O O2 0.2550(5) 0.8729(4) 0.3133(2) 0.0472(7) Uani d . 1 . .
O O3 0.8721(5) 0.7772(4) 0.56033(19) 0.0423(6) Uani d . 1 . .
H H3A 1.0121 0.7975 0.5226 0.051 Uiso d R 1 . .
H H3B 0.8701 0.9077 0.5961 0.051 Uiso d R 1 . .
C C1 0.3463(7) 0.7489(5) 0.3543(3) 0.0330(8) Uani d . 1 . .
C C2 0.5049(7) 0.6138(5) 0.2826(3) 0.0313(8) Uani d . 1 . .
C C3 0.5494(8) 0.6191(7) 0.1744(3) 0.0482(10) Uani d . 1 . .
H H3 0.4856 0.7167 0.1445 0.058 Uiso calc R 1 . .
C C4 0.7211(7) 0.3461(6) 0.2642(3) 0.0360(8) Uani d . 1 . .
H H4 0.7855 0.2487 0.2940 0.043 Uiso calc R 1 . .
C C5 0.7624(7) 0.3530(6) 0.1548(3) 0.0394(8) Uani d . 1 . .
C C6 0.9003(9) 0.2011(7) 0.0829(3) 0.0582(11) Uani d . 1 . .
H H6A 0.7600 0.0722 0.0347 0.087 Uiso calc R 1 . .
H H6B 1.0059 0.1495 0.1297 0.087 Uiso calc R 1 . .
H H6C 1.0232 0.2847 0.0384 0.087 Uiso calc R 1 . .
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
Fe1 0.0405(5) 0.0352(4) 0.0282(4) 0.0197(3) 0.0122(3) 0.0092(3)
N1 0.0366(16) 0.0321(16) 0.0329(15) 0.0170(13) 0.0109(12) 0.0089(13)
N2 0.064(2) 0.068(2) 0.0329(17) 0.0347(19) 0.0192(15) 0.0171(17)
O1 0.0419(14) 0.0395(14) 0.0356(14) 0.0238(11) 0.0170(10) 0.0118(11)
O2 0.0649(18) 0.0445(16) 0.0469(15) 0.0355(14) 0.0114(12) 0.0151(13)
O3 0.0427(15) 0.0346(14) 0.0527(16) 0.0186(12) 0.0178(11) 0.0082(12)
C1 0.0330(19) 0.0275(18) 0.037(2) 0.0099(15) 0.0054(14) 0.0044(15)
C2 0.0337(19) 0.0296(18) 0.0322(19) 0.0137(15) 0.0061(14) 0.0066(15)
C3 0.063(3) 0.059(3) 0.038(2) 0.035(2) 0.0160(18) 0.020(2)
C4 0.039(2) 0.037(2) 0.039(2) 0.0206(16) 0.0122(16) 0.0104(16)
C5 0.038(2) 0.047(2) 0.0333(19) 0.0198(17) 0.0102(15) 0.0036(17)
C6 0.065(3) 0.063(3) 0.047(2) 0.030(2) 0.019(2) -0.001(2)
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'
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'
Fe Fe 0.3463 0.8444 '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
O1 Fe1 O1 2_666 . 180.00(11) ?
O1 Fe1 O3 2_666 2_666 89.75(9) ?
O1 Fe1 O3 . 2_666 90.25(9) ?
O1 Fe1 O3 2_666 . 90.25(9) ?
O1 Fe1 O3 . . 89.75(9) ?
O3 Fe1 O3 2_666 . 180.00(10) ?
O1 Fe1 N1 2_666 2_666 77.21(9) ?
O1 Fe1 N1 . 2_666 102.79(9) ?
O3 Fe1 N1 2_666 2_666 92.02(9) ?
O3 Fe1 N1 . 2_666 87.98(9) ?
O1 Fe1 N1 2_666 . 102.79(9) ?
O1 Fe1 N1 . . 77.21(9) ?
O3 Fe1 N1 2_666 . 87.98(9) ?
O3 Fe1 N1 . . 92.02(9) ?
N1 Fe1 N1 2_666 . 180.0000(10) ?
C4 N1 C2 . . 117.2(3) ?
C4 N1 Fe1 . . 130.3(2) ?
C2 N1 Fe1 . . 112.5(2) ?
C5 N2 C3 . . 116.3(3) ?
C1 O1 Fe1 . . 117.6(2) ?
Fe1 O3 H3A . . 121.1 ?
Fe1 O3 H3B . . 121.9 ?
H3A O3 H3B . . 107.6 ?
O2 C1 O1 . . 126.0(3) ?
O2 C1 C2 . . 117.9(3) ?
O1 C1 C2 . . 116.0(3) ?
N1 C2 C3 . . 119.7(3) ?
N1 C2 C1 . . 116.5(3) ?
C3 C2 C1 . . 123.7(3) ?
N2 C3 C2 . . 123.6(3) ?
N2 C3 H3 . . 118.2 ?
C2 C3 H3 . . 118.2 ?
N1 C4 C5 . . 122.1(3) ?
N1 C4 H4 . . 118.9 ?
C5 C4 H4 . . 118.9 ?
N2 C5 C4 . . 121.0(3) ?
N2 C5 C6 . . 117.8(3) ?
C4 C5 C6 . . 121.2(3) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
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
Fe1 O1 2_666 2.103(2) ?
Fe1 O1 . 2.103(2) ?
Fe1 O3 2_666 2.114(2) ?
Fe1 O3 . 2.114(2) ?
Fe1 N1 2_666 2.167(3) ?
Fe1 N1 . 2.167(3) ?
N1 C4 . 1.331(4) ?
N1 C2 . 1.339(4) ?
N2 C5 . 1.323(4) ?
N2 C3 . 1.335(5) ?
O1 C1 . 1.268(4) ?
O2 C1 . 1.232(4) ?
O3 H3A . 0.8500 ?
O3 H3B . 0.8499 ?
C1 C2 . 1.510(5) ?
C2 C3 . 1.369(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.384(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.505(5) ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
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
O3 H3A O1 1_655 0.85 1.93 2.720(3) 155.0
O3 H3B O2 2_676 0.85 1.86 2.673(3) 159.3
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 Fe1 N1 C4 2_666 . . . 2.7(3) ?
O1 Fe1 N1 C4 . . . . -177.3(3) ?
O3 Fe1 N1 C4 2_666 . . . -86.6(3) ?
O3 Fe1 N1 C4 . . . . 93.4(3) ?
N1 Fe1 N1 C4 2_666 . . . 13E1(10) ?
O1 Fe1 N1 C2 2_666 . . . -176.5(2) ?
O1 Fe1 N1 C2 . . . . 3.5(2) ?
O3 Fe1 N1 C2 2_666 . . . 94.2(2) ?
O3 Fe1 N1 C2 . . . . -85.8(2) ?
N1 Fe1 N1 C2 2_666 . . . -5E1(10) ?
O1 Fe1 O1 C1 2_666 . . . 3E1(10) ?
O3 Fe1 O1 C1 2_666 . . . -90.8(2) ?
O3 Fe1 O1 C1 . . . . 89.2(2) ?
N1 Fe1 O1 C1 2_666 . . . 177.1(2) ?
N1 Fe1 O1 C1 . . . . -2.9(2) ?
Fe1 O1 C1 O2 . . . . -179.3(3) ?
Fe1 O1 C1 C2 . . . . 1.9(4) ?
C4 N1 C2 C3 . . . . 0.2(5) ?
Fe1 N1 C2 C3 . . . . 179.5(3) ?
C4 N1 C2 C1 . . . . 177.0(3) ?
Fe1 N1 C2 C1 . . . . -3.7(3) ?
O2 C1 C2 N1 . . . . -177.5(3) ?
O1 C1 C2 N1 . . . . 1.4(4) ?
O2 C1 C2 C3 . . . . -0.9(5) ?
O1 C1 C2 C3 . . . . 178.0(3) ?
C5 N2 C3 C2 . . . . 1.1(6) ?
N1 C2 C3 N2 . . . . -0.5(6) ?
C1 C2 C3 N2 . . . . -177.0(3) ?
C2 N1 C4 C5 . . . . -0.6(5) ?
Fe1 N1 C4 C5 . . . . -179.8(2) ?
C3 N2 C5 C4 . . . . -1.5(5) ?
C3 N2 C5 C6 . . . . 177.9(3) ?
N1 C4 C5 N2 . . . . 1.3(5) ?
N1 C4 C5 C6 . . . . -178.0(3) ?
