#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/76/2017671.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_2017671
loop_
_publ_author_name
'Freire, Eleonora'
'Vega, Daniel R.'
'Baggio, Ricardo'
_publ_section_title
;
 Zoledronate complexes. III. Two zoledronate complexes with alkaline
 earth metals: [Mg(C₅H₉N₂O₇P₂)₂(H₂O)₂] and
 [Ca(C₅H₈N₂O₇P₂)(H₂O)]ₙ
;
_journal_coeditor_code           GD3341
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m166
_journal_page_last               m170
_journal_paper_doi               10.1107/S0108270110017634
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Mg (C5 H9 N2 O7 P2)2 (H 2O)2]'
_chemical_formula_moiety         'C10 H22 Mg N4 O16 P4'
_chemical_formula_sum            'C10 H22 Mg N4 O16 P4'
_chemical_formula_weight         602.51
_chemical_name_systematic
;
Diaquabis[dihydrogen
1-hydroxy-2-(imidazol-3-ium-1-yl)ethylidene-1,1-diphosphonato-
κ²O,O']magnesium(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                105.11(3)
_cell_angle_beta                 111.98(3)
_cell_angle_gamma                97.04(3)
_cell_formula_units_Z            1
_cell_length_a                   7.4680(15)
_cell_length_b                   8.4390(17)
_cell_length_c                   9.819(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     537.0(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), PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Rigaku AFC6 diffractometer'
_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  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0217
_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       -12
_diffrn_reflns_number            2554
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.37
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.472
_exptl_absorpt_correction_T_max  0.83
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.939
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2103
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0523
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1413P)²+0.1155P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1459
_refine_ls_wR_factor_ref         0.1514
_reflns_number_gt                1875
_reflns_number_total             2103
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd3341.cif
_cod_data_source_block           I
_cod_database_code               2017671
_cod_database_fobs_code          2017671
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
Mg Mg1 1.0000 0.5000 1.0000 0.0184(3) Uani d S 1 . .
P P1 0.62693(7) 0.22640(6) 0.97647(6) 0.0178(2) Uani d . 1 . .
P P2 0.65600(7) 0.22235(6) 0.67057(6) 0.0197(2) Uani d . 1 . .
O O1 0.3427(2) 0.0437(2) 0.69148(19) 0.0262(4) Uani d . 1 . .
H H1O 0.3644 -0.0357 0.6306 0.029(7) Uiso d R 1 . .
O O11 0.7900(2) 0.3859(2) 1.05291(17) 0.0228(4) Uani d . 1 . .
O O21 0.7234(2) 0.0709(2) 0.97587(19) 0.0255(4) Uani d . 1 . .
H H21O 0.6476 -0.0157 0.9718 0.058(10) Uiso d R 1 . .
O O31 0.4782(2) 0.2156(2) 1.04578(18) 0.0238(4) Uani d . 1 . .
O O12 0.8116(2) 0.3864(2) 0.76372(18) 0.0263(4) Uani d . 1 . .
O O22 0.7636(2) 0.0737(2) 0.68485(19) 0.0274(4) Uani d . 1 . .
H H22O 0.7063 -0.0197 0.6103 0.058(11) Uiso d R 1 . .
O O32 0.5337(2) 0.1999(2) 0.50211(18) 0.0260(4) Uani d . 1 . .
O O1W 1.1158(2) 0.2844(2) 1.0064(2) 0.0362(5) Uani d . 1 . .
H H1WA 1.2337 0.2882 1.0143 0.070(12) Uiso d R 1 . .
H H1WB 1.0337 0.1917 0.9419 0.12(2) Uiso d R 1 . .
N N1 0.2486(3) 0.3477(2) 0.6151(2) 0.0239(4) Uani d . 1 . .
N N2 0.1445(4) 0.4114(3) 0.4051(3) 0.0399(6) Uani d . 1 . .
H H2N 0.1310 0.4612 0.3390 0.048 Uiso d R 1 . .
C C1 0.4890(3) 0.2043(3) 0.7685(2) 0.0201(5) Uani d . 1 . .
C C2 0.3747(3) 0.3450(3) 0.7703(3) 0.0261(5) Uani d . 1 . .
H H2A 0.2916 0.3304 0.8242 0.031 Uiso calc R 1 . .
H H2B 0.4703 0.4538 0.8293 0.031 Uiso calc R 1 . .
C C3 0.0727(4) 0.2299(3) 0.5115(3) 0.0335(6) Uani d . 1 . .
H H3 0.0094 0.1404 0.5290 0.040 Uiso calc R 1 . .
C C4 0.0102(4) 0.2702(4) 0.3796(3) 0.0415(7) Uani d . 1 . .
H H4 -0.1036 0.2122 0.2882 0.050 Uiso calc R 1 . .
C C5 0.2879(4) 0.4570(3) 0.5488(3) 0.0335(6) Uani d . 1 . .
H H5 0.3970 0.5499 0.5948 0.040 Uiso calc 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'
Mg Mg 0.0486 0.0363 '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'
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 Mg1 O11 . 2_767 180.0 ?
O11 Mg1 O12 . . 89.55(7) ?
O11 Mg1 O12 2_767 . 90.45(7) ?
O11 Mg1 O12 . 2_767 90.45(7) ?
O11 Mg1 O12 2_767 2_767 89.55(7) ?
O12 Mg1 O12 . 2_767 180.0000(10) ?
O11 Mg1 O1W . . 85.87(7) ?
O11 Mg1 O1W 2_767 . 94.13(7) ?
O12 Mg1 O1W . . 91.70(8) ?
O12 Mg1 O1W 2_767 . 88.30(8) ?
O11 Mg1 O1W . 2_767 94.13(7) ?
O11 Mg1 O1W 2_767 2_767 85.87(7) ?
O12 Mg1 O1W . 2_767 88.30(8) ?
O12 Mg1 O1W 2_767 2_767 91.70(8) ?
O1W Mg1 O1W . 2_767 180.0000(10) ?
O11 P1 O31 . . 115.86(9) ?
O11 P1 O21 . . 108.77(9) ?
O31 P1 O21 . . 109.91(9) ?
O11 P1 C1 . . 108.15(10) ?
O31 P1 C1 . . 108.05(10) ?
O21 P1 C1 . . 105.60(10) ?
O12 P2 O32 . . 115.70(10) ?
O12 P2 O22 . . 107.67(9) ?
O32 P2 O22 . . 110.64(9) ?
O12 P2 C1 . . 107.78(10) ?
O32 P2 C1 . . 109.47(10) ?
O22 P2 C1 . . 104.99(10) ?
C1 O1 H1O . . 118.1 ?
P1 O11 Mg1 . . 136.15(10) ?
P1 O21 H21O . . 112.9 ?
P2 O12 Mg1 . . 133.46(10) ?
P2 O22 H22O . . 115.9 ?
Mg1 O1W H1WA . . 119.8 ?
Mg1 O1W H1WB . . 114.0 ?
H1WA O1W H1WB . . 112.7 ?
C5 N1 C3 . . 108.9(2) ?
C5 N1 C2 . . 126.3(2) ?
C3 N1 C2 . . 124.8(2) ?
C5 N2 C4 . . 109.0(2) ?
C5 N2 H2N . . 127.8 ?
C4 N2 H2N . . 123.1 ?
O1 C1 C2 . . 107.37(16) ?
O1 C1 P2 . . 111.13(14) ?
C2 C1 P2 . . 112.30(15) ?
O1 C1 P1 . . 108.28(14) ?
C2 C1 P1 . . 104.91(14) ?
P2 C1 P1 . . 112.50(11) ?
N1 C2 C1 . . 114.27(17) ?
N1 C2 H2A . . 108.7 ?
C1 C2 H2A . . 108.7 ?
N1 C2 H2B . . 108.7 ?
C1 C2 H2B . . 108.7 ?
H2A C2 H2B . . 107.6 ?
C4 C3 N1 . . 106.5(2) ?
C4 C3 H3 . . 126.7 ?
N1 C3 H3 . . 126.7 ?
C3 C4 N2 . . 107.4(2) ?
C3 C4 H4 . . 126.3 ?
N2 C4 H4 . . 126.3 ?
N1 C5 N2 . . 108.2(2) ?
N1 C5 H5 . . 125.9 ?
N2 C5 H5 . . 125.9 ?
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
Mg1 O11 . 2.0389(16) ?
Mg1 O11 2_767 2.0389(16) ?
Mg1 O12 . 2.0851(19) ?
Mg1 O12 2_767 2.0851(18) ?
Mg1 O1W . 2.1132(17) ?
Mg1 O1W 2_767 2.1132(17) ?
P1 O11 . 1.4987(17) ?
P1 O31 . 1.5096(16) ?
P1 O21 . 1.5719(16) ?
P1 C1 . 1.856(2) ?
P2 O12 . 1.5011(18) ?
P2 O32 . 1.5066(17) ?
P2 O22 . 1.5785(17) ?
P2 C1 . 1.852(2) ?
O1 C1 . 1.445(2) ?
O1 H1O . 0.8500 ?
O21 H21O . 0.8500 ?
O22 H22O . 0.8500 ?
O1W H1WA . 0.8501 ?
O1W H1WB . 0.8500 ?
N1 C5 . 1.323(3) ?
N1 C3 . 1.379(3) ?
N1 C2 . 1.470(3) ?
N2 C5 . 1.331(3) ?
N2 C4 . 1.360(4) ?
N2 H2N . 0.8438 ?
C1 C2 . 1.545(3) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.352(4) ?
C3 H3 . 0.9300 ?
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 O22 . 0.85 2.41 3.124(3) 141.8
O1 H1O O32 2_656 0.85 2.06 2.904(2) 169.8
O22 H22O O32 2_656 0.85 1.93 2.667(3) 144.6
O1W H1WA O31 1_655 0.85 1.94 2.744(2) 157.9
O21 H21O O31 2_657 0.85 1.76 2.600(2) 169.2
N2 H2N O12 2_666 0.84 1.93 2.741(3) 161.2
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
O31 P1 O11 Mg1 . . . . -166.48(12) ?
O21 P1 O11 Mg1 . . . . 69.16(15) ?
C1 P1 O11 Mg1 . . . . -45.07(16) ?
O12 Mg1 O11 P1 . . . . 28.74(14) ?
O12 Mg1 O11 P1 2_767 . . . -151.26(14) ?
O1W Mg1 O11 P1 . . . . -63.00(14) ?
O1W Mg1 O11 P1 2_767 . . . 117.00(14) ?
O32 P2 O12 Mg1 . . . . 172.11(11) ?
O22 P2 O12 Mg1 . . . . -63.55(15) ?
C1 P2 O12 Mg1 . . . . 49.24(16) ?
O11 Mg1 O12 P2 . . . . -30.85(14) ?
O11 Mg1 O12 P2 2_767 . . . 149.15(14) ?
O1W Mg1 O12 P2 . . . . 55.00(14) ?
O1W Mg1 O12 P2 2_767 . . . -125.00(14) ?
O12 P2 C1 O1 . . . . -176.06(12) ?
O32 P2 C1 O1 . . . . 57.32(16) ?
O22 P2 C1 O1 . . . . -61.48(15) ?
O12 P2 C1 C2 . . . . 63.65(16) ?
O32 P2 C1 C2 . . . . -62.97(17) ?
O22 P2 C1 C2 . . . . 178.23(14) ?
O12 P2 C1 P1 . . . . -54.45(14) ?
O32 P2 C1 P1 . . . . 178.93(10) ?
O22 P2 C1 P1 . . . . 60.13(13) ?
O11 P1 C1 O1 . . . . 175.23(12) ?
O31 P1 C1 O1 . . . . -58.64(16) ?
O21 P1 C1 O1 . . . . 58.93(15) ?
O11 P1 C1 C2 . . . . -70.36(16) ?
O31 P1 C1 C2 . . . . 55.77(17) ?
O21 P1 C1 C2 . . . . 173.34(14) ?
O11 P1 C1 P2 . . . . 52.02(13) ?
O31 P1 C1 P2 . . . . 178.14(10) ?
O21 P1 C1 P2 . . . . -64.29(13) ?
C5 N1 C2 C1 . . . . -104.5(3) ?
C3 N1 C2 C1 . . . . 72.3(3) ?
O1 C1 C2 N1 . . . . -63.2(2) ?
P2 C1 C2 N1 . . . . 59.3(2) ?
P1 C1 C2 N1 . . . . -178.21(16) ?
C5 N1 C3 C4 . . . . 1.4(3) ?
C2 N1 C3 C4 . . . . -175.9(2) ?
N1 C3 C4 N2 . . . . -1.1(3) ?
C5 N2 C4 C3 . . . . 0.5(3) ?
C3 N1 C5 N2 . . . . -1.1(3) ?
C2 N1 C5 N2 . . . . 176.1(2) ?
C4 N2 C5 N1 . . . . 0.4(3) ?
