#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/36/2223612.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_2223612
loop_
_publ_author_name
'Freire, Eleonora'
'Vega, Daniel R.'
_publ_section_title
Diaquabis[1-hydroxy-2-(imidazol-3-ium-1-yl)-1,1'-ethylidenediphophonato-κ²O,O']zinc(II)
_journal_coeditor_code           BQ2165
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1428
_journal_page_last               m1429
_journal_paper_doi               10.1107/S1600536809042858
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Zn (C5 H9 N2 O7 P2)2 (H2 O)2]'
_chemical_formula_moiety         'C10 H22 N4 O16 P4 Zn'
_chemical_formula_sum            'C10 H22 N4 O16 P4 Zn'
_chemical_formula_weight         643.57
_chemical_name_systematic
;
Diaquabis[1-hydroxy-2-(imidazol-3-ium-1-yl)-1,1'-ethylidenediphophonato-
κ²O,O']zinc(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                105.06(3)
_cell_angle_beta                 112.23(3)
_cell_angle_gamma                97.05(3)
_cell_formula_units_Z            1
_cell_length_a                   7.4570(10)
_cell_length_b                   8.408(2)
_cell_length_c                   9.843(2)
_cell_measurement_reflns_used    42
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      8
_cell_volume                     534.5(3)
_computing_cell_refinement
;
MSC/AFC Diffractometer Control Software (Molecular Structure
Corporation, 1988)
;
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular Structure
Corporation, 1988)
;
_computing_data_reduction
;
MSC/AFC Diffractometer Control Software (Molecular Structure
Corporation, 1988)
;
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Rigaku AFC6 Difractometer'
_diffrn_measurement_method       ω/2θ
_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  0.0499
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2426
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         2.37
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.539
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.838
_refine_diff_density_min         -0.938
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         1990
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1293
_refine_ls_R_factor_gt           0.0524
_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)+(0.0781P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1516
_reflns_number_gt                1236
_reflns_number_total             1990
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bq2165.cif
_cod_data_source_block           I
_cod_original_cell_volume        534.5(2)
_cod_database_code               2223612
_cod_database_fobs_code          2223612
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
Zn Zn1 0.5000 0.5000 0.5000 0.0266(4) Uani d S 1 . .
P P1 0.8731(2) 0.77240(19) 0.52403(17) 0.0172(4) Uani d . 1 . .
P P2 0.8422(2) 0.77671(19) 0.82873(17) 0.0186(4) Uani d . 1 . .
O O11 0.7109(6) 0.6106(5) 0.4453(4) 0.0211(9) Uani d . 1 . .
O O12 0.7749(6) 0.9268(5) 0.5228(5) 0.0242(10) Uani d . 1 . .
H H12 0.8403 1.0149 0.5264 0.036 Uiso d R 1 . .
O O13 1.0242(6) 0.7849(5) 0.4574(5) 0.0217(9) Uani d . 1 . .
O O21 0.6875(6) 0.6116(5) 0.7361(5) 0.0253(10) Uani d . 1 . .
O O22 0.7342(6) 0.9253(5) 0.8129(5) 0.0254(10) Uani d . 1 . .
H H22 0.8021 1.0216 0.8691 0.038 Uiso d R 1 . .
O O23 0.9654(7) 0.8002(5) 0.9969(5) 0.0249(10) Uani d . 1 . .
O O1 1.1578(6) 0.9545(5) 0.8097(5) 0.0261(10) Uani d . 1 . .
H H1 1.1019 1.0326 0.8140 0.039 Uiso d R 1 . .
N N1 1.2533(8) 0.6520(6) 0.8864(6) 0.0224(11) Uani d . 1 . .
N N2 1.3599(9) 0.5904(8) 1.0957(7) 0.0372(15) Uani d . 1 . .
H H2 1.3678 0.5388 1.1618 0.045 Uiso calc R 1 . .
C C1 1.0088(9) 0.7937(7) 0.7310(6) 0.0183(13) Uani d . 1 . .
C C2 1.1243(10) 0.6535(8) 0.7302(7) 0.0271(15) Uani d . 1 . .
H H2A 1.0288 0.5439 0.6719 0.032 Uiso calc R 1 . .
H H2B 1.2067 0.6680 0.6759 0.032 Uiso calc R 1 . .
C C3 1.2149(10) 0.5438(9) 0.9533(8) 0.0315(16) Uani d . 1 . .
H H3 1.1052 0.4509 0.9084 0.038 Uiso calc R 1 . .
C C5 1.4298(10) 0.7711(8) 0.9896(8) 0.0319(16) Uani d . 1 . .
H H5 1.4929 0.8611 0.9722 0.038 Uiso calc R 1 . .
C C4 1.4926(12) 0.7303(10) 1.1212(8) 0.042(2) Uani d . 1 . .
H H4 1.6068 0.7885 1.2127 0.051 Uiso calc R 1 . .
O O1W 0.3851(6) 0.7142(6) 0.4904(6) 0.0349(12) Uani d . 1 . .
H H1WA 0.4645 0.8074 0.5273 0.052 Uiso d R 1 . .
H H1WB 0.2703 0.7245 0.4668 0.052 Uiso d R 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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
O11 Zn1 O11 2_666 . 180.0 ?
O11 Zn1 O21 2_666 . 89.35(16) ?
O11 Zn1 O21 . . 90.65(16) y
O11 Zn1 O21 2_666 2_666 90.65(16) ?
O11 Zn1 O21 . 2_666 89.35(16) ?
O21 Zn1 O21 . 2_666 180.0 ?
O11 Zn1 O1W 2_666 2_666 86.18(18) ?
O11 Zn1 O1W . 2_666 93.82(18) ?
O21 Zn1 O1W . 2_666 87.37(18) ?
O21 Zn1 O1W 2_666 2_666 92.63(18) ?
O11 Zn1 O1W 2_666 . 93.82(18) ?
O11 Zn1 O1W . . 86.18(18) y
O21 Zn1 O1W . . 92.63(18) y
O21 Zn1 O1W 2_666 . 87.37(18) ?
O1W Zn1 O1W 2_666 . 180.0000(10) ?
O11 P1 O13 . . 115.5(2) ?
O11 P1 O12 . . 108.9(2) ?
O13 P1 O12 . . 109.9(2) ?
O11 P1 C1 . . 108.2(3) ?
O13 P1 C1 . . 107.9(3) ?
O12 P1 C1 . . 106.0(3) ?
O21 P2 O23 . . 115.7(2) ?
O21 P2 O22 . . 108.0(3) ?
O23 P2 O22 . . 110.9(2) ?
O21 P2 C1 . . 107.4(3) ?
O23 P2 C1 . . 109.4(3) ?
O22 P2 C1 . . 104.9(3) ?
P1 O11 Zn1 . . 134.2(2) ?
P1 O12 H12 . . 117.6 ?
P2 O21 Zn1 . . 132.6(3) ?
P2 O22 H22 . . 116.2 ?
C1 O1 H1 . . 109.4 ?
C3 N1 C5 . . 108.8(6) ?
C3 N1 C2 . . 126.2(6) ?
C5 N1 C2 . . 125.0(5) ?
C3 N2 C4 . . 109.7(6) ?
C3 N2 H2 . . 125.1 ?
C4 N2 H2 . . 125.1 ?
O1 C1 C2 . . 106.5(5) ?
O1 C1 P1 . . 108.5(4) ?
C2 C1 P1 . . 105.0(4) ?
O1 C1 P2 . . 110.8(4) ?
C2 C1 P2 . . 112.6(4) ?
P1 C1 P2 . . 113.1(3) ?
N1 C2 C1 . . 114.5(5) ?
N1 C2 H2A . . 108.6 ?
C1 C2 H2A . . 108.6 ?
N1 C2 H2B . . 108.6 ?
C1 C2 H2B . . 108.6 ?
H2A C2 H2B . . 107.6 ?
N1 C3 N2 . . 108.0(6) ?
N1 C3 H3 . . 126.0 ?
N2 C3 H3 . . 126.0 ?
C4 C5 N1 . . 106.1(6) ?
C4 C5 H5 . . 127.0 ?
N1 C5 H5 . . 127.0 ?
N2 C4 C5 . . 107.4(6) ?
N2 C4 H4 . . 126.3 ?
C5 C4 H4 . . 126.3 ?
Zn1 O1W H1WA . . 118.1 ?
Zn1 O1W H1WB . . 130.4 ?
H1WA O1W H1WB . . 110.8 ?
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
Zn1 O11 2_666 2.042(4) ?
Zn1 O11 . 2.042(4) y
Zn1 O21 . 2.079(4) y
Zn1 O21 2_666 2.079(4) ?
Zn1 O1W 2_666 2.096(4) ?
Zn1 O1W . 2.096(4) y
P1 O11 . 1.501(4) ?
P1 O13 . 1.509(4) ?
P1 O12 . 1.567(4) ?
P1 C1 . 1.847(6) ?
P2 O21 . 1.498(4) ?
P2 O23 . 1.502(4) ?
P2 O22 . 1.578(4) ?
P2 C1 . 1.850(6) ?
O12 H12 . 0.8200 ?
O22 H22 . 0.8200 ?
O1 C1 . 1.448(7) ?
O1 H1 . 0.8201 ?
N1 C3 . 1.317(8) ?
N1 C5 . 1.379(8) ?
N1 C2 . 1.478(7) ?
N2 C3 . 1.323(9) ?
N2 C4 . 1.341(9) ?
N2 H2 . 0.8600 ?
C1 C2 . 1.543(8) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 H3 . 0.9300 ?
C5 C4 . 1.352(9) ?
C5 H5 . 0.9300 ?
C4 H4 . 0.9300 ?
O1W H1WA . 0.8200 ?
O1W H1WB . 0.8200 ?
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
O22 H22 O23 2_777 0.82 1.90 2.676(6) 158.5
O12 H12 O13 2_776 0.82 1.79 2.607(6) 176.0
O1 H1 O23 2_777 0.82 2.28 2.910(6) 133.7
O1W H1WA O12 . 0.82 2.43 3.078(6) 136.8
O1W H1WB O13 1_455 0.82 1.94 2.745(6) 167.3
N2 H2 O21 2_767 0.86 1.90 2.740(7) 163.8
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
O13 P1 O11 Zn1 . . . . 167.0(3) ?
O12 P1 O11 Zn1 . . . . -68.8(4) ?
C1 P1 O11 Zn1 . . . . 46.0(4) ?
O21 Zn1 O11 P1 . . . . -30.0(4) ?
O21 Zn1 O11 P1 2_666 . . . 150.0(4) ?
O1W Zn1 O11 P1 2_666 . . . -117.4(4) ?
O1W Zn1 O11 P1 . . . . 62.6(4) ?
O23 P2 O21 Zn1 . . . . -172.3(3) ?
O22 P2 O21 Zn1 . . . . 62.8(4) ?
C1 P2 O21 Zn1 . . . . -49.8(4) ?
O11 Zn1 O21 P2 2_666 . . . -147.8(4) ?
O11 Zn1 O21 P2 . . . . 32.2(4) ?
O1W Zn1 O21 P2 2_666 . . . 126.0(4) ?
O1W Zn1 O21 P2 . . . . -54.0(4) ?
O11 P1 C1 O1 . . . . -176.6(3) ?
O13 P1 C1 O1 . . . . 57.8(4) ?
O12 P1 C1 O1 . . . . -59.9(4) ?
O11 P1 C1 C2 . . . . 69.9(4) ?
O13 P1 C1 C2 . . . . -55.8(4) ?
O12 P1 C1 C2 . . . . -173.4(4) ?
O11 P1 C1 P2 . . . . -53.3(4) ?
O13 P1 C1 P2 . . . . -178.9(3) ?
O12 P1 C1 P2 . . . . 63.4(3) ?
O21 P2 C1 O1 . . . . 177.3(4) ?
O23 P2 C1 O1 . . . . -56.4(4) ?
O22 P2 C1 O1 . . . . 62.6(4) ?
O21 P2 C1 C2 . . . . -63.6(5) ?
O23 P2 C1 C2 . . . . 62.7(5) ?
O22 P2 C1 C2 . . . . -178.3(4) ?
O21 P2 C1 P1 . . . . 55.2(4) ?
O23 P2 C1 P1 . . . . -178.5(3) ?
O22 P2 C1 P1 . . . . -59.5(3) ?
C3 N1 C2 C1 . . . . 104.1(7) ?
C5 N1 C2 C1 . . . . -72.1(8) ?
O1 C1 C2 N1 . . . . 62.2(6) ?
P1 C1 C2 N1 . . . . 177.1(4) ?
P2 C1 C2 N1 . . . . -59.4(6) ?
C5 N1 C3 N2 . . . . 0.4(8) ?
C2 N1 C3 N2 . . . . -176.3(6) ?
C4 N2 C3 N1 . . . . 0.3(8) ?
C3 N1 C5 C4 . . . . -0.9(8) ?
C2 N1 C5 C4 . . . . 175.8(6) ?
C3 N2 C4 C5 . . . . -0.9(9) ?
N1 C5 C4 N2 . . . . 1.1(8) ?
