#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/70/1517054.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1517054
loop_
_publ_author_name
'Tiffany M. Smith'
'Diona Symester'
'Kathryn Perrin'
'Jose Vargas'
'Michael Tichenor'
'Charles J. O-Connor'
'Jon Zubieta'
_publ_section_title
;
 Hydrothermal syntheses and structural chemistry of Mn(II), Co(II) and
 Ni(II) coordination polymers with xylyl-diphosphonate ligands
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              46
_journal_page_last               59
_journal_volume                  402
_journal_year                    2013
_chemical_formula_moiety         'C18 H18 N2 Ni O6 P2'
_chemical_formula_sum            'C18 H18 N2 Ni O6 P2'
_chemical_formula_weight         478.99
_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
_cell_angle_alpha                95.760(2)
_cell_angle_beta                 94.041(2)
_cell_angle_gamma                92.794(2)
_cell_formula_units_Z            2
_cell_length_a                   7.6024(8)
_cell_length_b                   10.8033(11)
_cell_length_c                   10.8232(11)
_cell_measurement_reflns_used    9051
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      27.14
_cell_measurement_theta_min      2.69
_cell_volume                     880.84(16)
_computing_cell_refinement       'Bruker SAINT (Bruker, 2011)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2011)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2011)'
_computing_molecular_graphics    'CrystalMaker (Palmer, 2010)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 2011)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0116
_diffrn_reflns_av_sigmaI/netI    0.0120
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9496
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_T_max  0.8700
_exptl_absorpt_correction_T_min  0.7085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS SHELXL-97 (Sheldrick, 2008)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3097
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0199
_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)+(0.0320P)²+0.7198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0545
_refine_ls_wR_factor_ref         0.0552
_reflns_number_gt                2986
_reflns_number_total             3097
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-402-46-59-12.cif
_cod_data_source_block           compound_12
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1517054
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.25115(2) 0.342705(17) 0.030165(17) 0.00668(7) Uani 1 1 d .
P1 P 0.15170(5) 0.62308(4) 0.14512(4) 0.00695(10) Uani 1 1 d .
P2 P 0.63343(5) 0.45205(4) 0.16951(4) 0.00699(10) Uani 1 1 d .
O1 O 0.37242(14) 0.42734(10) -0.10823(10) 0.0095(2) Uani 1 1 d .
O2 O 0.20255(14) 0.49114(10) 0.14984(10) 0.0095(2) Uani 1 1 d .
O3 O 0.50287(14) 0.34687(10) 0.11862(10) 0.0095(2) Uani 1 1 d .
O4 O 0.01652(14) 0.65125(10) 0.04410(10) 0.0100(2) Uani 1 1 d .
O5 O 0.32489(14) 0.70849(10) 0.13280(10) 0.0102(2) Uani 1 1 d .
H5' H 0.4091 0.6632 0.1176 0.012 Uiso 1 1 calc R
O6 O 0.82681(14) 0.40420(11) 0.17399(10) 0.0105(2) Uani 1 1 d .
H6' H 0.8590 0.3925 0.1013 0.013 Uiso 1 1 calc R
N1 N 0.27531(17) 0.16700(12) -0.06686(13) 0.0090(3) Uani 1 1 d .
N2 N 0.16279(17) 0.22165(13) 0.15651(12) 0.0090(3) Uani 1 1 d .
C1 C 0.3254(2) 0.14492(15) -0.18323(15) 0.0106(3) Uani 1 1 d .
H1 H 0.3416 0.2134 -0.2307 0.013 Uiso 1 1 calc R
C2 C 0.3545(2) 0.02614(16) -0.23705(16) 0.0130(3) Uani 1 1 d .
H2 H 0.3889 0.0139 -0.3199 0.016 Uiso 1 1 calc R
C3 C 0.3326(2) -0.07441(16) -0.16801(16) 0.0145(4) Uani 1 1 d .
H3 H 0.3550 -0.1562 -0.2019 0.017 Uiso 1 1 calc R
C4 C 0.2774(2) -0.05317(16) -0.04859(16) 0.0132(3) Uani 1 1 d .
H4 H 0.2594 -0.1204 0.0001 0.016 Uiso 1 1 calc R
C5 C 0.2487(2) 0.06863(15) -0.00112(15) 0.0103(3) Uani 1 1 d .
C6 C 0.1841(2) 0.09976(15) 0.12425(15) 0.0104(3) Uani 1 1 d .
C7 C 0.1455(2) 0.00927(16) 0.20330(16) 0.0141(3) Uani 1 1 d .
H7 H 0.1633 -0.0760 0.1795 0.017 Uiso 1 1 calc R
C8 C 0.0805(2) 0.04608(17) 0.31751(16) 0.0155(4) Uani 1 1 d .
H8 H 0.0531 -0.0138 0.3728 0.019 Uiso 1 1 calc R
C9 C 0.0563(2) 0.17130(16) 0.34966(15) 0.0134(3) Uani 1 1 d .
H9 H 0.0105 0.1985 0.4266 0.016 Uiso 1 1 calc R
C10 C 0.1005(2) 0.25601(15) 0.26716(15) 0.0100(3) Uani 1 1 d .
H10 H 0.0861 0.3420 0.2899 0.012 Uiso 1 1 calc R
C11 C 0.0755(2) 0.67824(15) 0.29550(14) 0.0088(3) Uani 1 1 d .
H11A H 0.0266 0.7609 0.2896 0.011 Uiso 1 1 calc R
H11B H -0.0215 0.6204 0.3146 0.011 Uiso 1 1 calc R
C12 C 0.2177(2) 0.68930(15) 0.40223(14) 0.0096(3) Uani 1 1 d .
C13 C 0.6111(2) 0.49554(15) 0.33395(14) 0.0098(3) Uani 1 1 d .
H13A H 0.6994 0.5645 0.3632 0.012 Uiso 1 1 calc R
H13B H 0.4927 0.5282 0.3429 0.012 Uiso 1 1 calc R
C14 C 0.6332(2) 0.39372(15) 0.41899(14) 0.0095(3) Uani 1 1 d .
C15 C 0.5138(2) 0.29008(16) 0.40511(15) 0.0114(3) Uani 1 1 d .
H15 H 0.4232 0.2818 0.3392 0.014 Uiso 1 1 calc R
C16 C 0.7675(2) 0.40210(15) 0.51559(14) 0.0094(3) Uani 1 1 d .
H16 H 0.8505 0.4717 0.5254 0.011 Uiso 1 1 calc R
C17 C 0.5261(2) 0.19855(16) 0.48689(15) 0.0129(3) Uani 1 1 d .
H17 H 0.4431 0.1290 0.4771 0.015 Uiso 1 1 calc R
C18 C 0.6592(2) 0.20852(15) 0.58256(15) 0.0111(3) Uani 1 1 d .
H18 H 0.6668 0.1458 0.6380 0.013 Uiso 1 1 calc R
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'
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'
Ni Ni 0.3393 1.1124 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Ni1 O1 101.96(4) . .
O2 Ni1 O3 88.00(4) . .
O1 Ni1 O3 85.44(4) . .
O2 Ni1 N1 167.81(5) . .
O1 Ni1 N1 90.23(5) . .
O3 Ni1 N1 93.24(5) . .
O2 Ni1 N2 90.03(5) . .
O1 Ni1 N2 166.62(5) . .
O3 Ni1 N2 89.10(5) . .
N1 Ni1 N2 77.87(5) . .
O2 Ni1 O4 86.54(4) . 2_565
O1 Ni1 O4 97.80(4) . 2_565
O3 Ni1 O4 174.13(4) . 2_565
N1 Ni1 O4 91.64(5) . 2_565
N2 Ni1 O4 88.75(5) . 2_565
O2 P1 O4 118.71(6) . .
O2 P1 O5 108.66(6) . .
O4 P1 O5 106.99(6) . .
O2 P1 C11 108.24(7) . .
O4 P1 C11 108.57(7) . .
O5 P1 C11 104.82(7) . .
O3 P2 O1 117.63(6) . 2_665
O3 P2 O6 109.76(6) . .
O1 P2 O6 110.38(6) 2_665 .
O3 P2 C13 111.11(7) . .
O1 P2 C13 105.80(7) 2_665 .
O6 P2 C13 100.81(7) . .
P2 O1 Ni1 138.91(7) 2_665 .
P1 O2 Ni1 138.57(7) . .
P2 O3 Ni1 132.65(7) . .
P1 O4 Ni1 151.39(7) . 2_565
P1 O5 H5' 109.5 . .
P2 O6 H6' 109.5 . .
C1 N1 C5 118.15(14) . .
C1 N1 Ni1 126.14(11) . .
C5 N1 Ni1 115.55(11) . .
C6 N2 C10 118.75(14) . .
C6 N2 Ni1 115.12(11) . .
C10 N2 Ni1 125.96(11) . .
N1 C1 C2 122.74(15) . .
N1 C1 H1 118.6 . .
C2 C1 H1 118.6 . .
C1 C2 C3 119.06(16) . .
C1 C2 H2 120.5 . .
C3 C2 H2 120.5 . .
C4 C3 C2 118.75(16) . .
C4 C3 H3 120.6 . .
C2 C3 H3 120.6 . .
C3 C4 C5 118.99(16) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
N1 C5 C4 122.25(15) . .
N1 C5 C6 115.00(14) . .
C4 C5 C6 122.74(15) . .
N2 C6 C7 121.78(15) . .
N2 C6 C5 115.60(14) . .
C7 C6 C5 122.62(15) . .
C8 C7 C6 118.89(16) . .
C8 C7 H7 120.6 . .
C6 C7 H7 120.6 . .
C9 C8 C7 119.19(16) . .
C9 C8 H8 120.4 . .
C7 C8 H8 120.4 . .
C8 C9 C10 118.61(15) . .
C8 C9 H9 120.7 . .
C10 C9 H9 120.7 . .
N2 C10 C9 122.77(15) . .
N2 C10 H10 118.6 . .
C9 C10 H10 118.6 . .
C12 C11 P1 114.23(11) . .
C12 C11 H11A 108.7 . .
P1 C11 H11A 108.7 . .
C12 C11 H11B 108.7 . .
P1 C11 H11B 108.7 . .
H11A C11 H11B 107.6 . .
C18 C12 C16 118.74(14) 2_666 2_666
C18 C12 C11 119.65(14) 2_666 .
C16 C12 C11 121.58(14) 2_666 .
C14 C13 P2 116.44(11) . .
C14 C13 H13A 108.2 . .
P2 C13 H13A 108.2 . .
C14 C13 H13B 108.2 . .
P2 C13 H13B 108.2 . .
H13A C13 H13B 107.3 . .
C15 C14 C16 118.34(15) . .
C15 C14 C13 119.80(14) . .
C16 C14 C13 121.82(15) . .
C14 C15 C17 120.68(15) . .
C14 C15 H15 119.7 . .
C17 C15 H15 119.7 . .
C12 C16 C14 121.65(15) 2_666 .
C12 C16 H16 119.2 2_666 .
C14 C16 H16 119.2 . .
C18 C17 C15 120.30(15) . .
C18 C17 H17 119.8 . .
C15 C17 H17 119.8 . .
C17 C18 C12 120.28(15) . 2_666
C17 C18 H18 119.9 . .
C12 C18 H18 119.9 2_666 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O2 2.0234(11) .
Ni1 O1 2.0777(11) .
Ni1 O3 2.0750(11) .
Ni1 N1 2.0978(14) .
Ni1 N2 2.1058(14) .
Ni1 O4 2.1411(11) 2_565
P1 O2 1.4998(12) .
P1 O4 1.5110(11) .
P1 O5 1.5918(12) .
P1 C11 1.8196(16) .
P2 O3 1.5057(12) .
P2 O1 1.5214(11) 2_665
P2 O6 1.5811(11) .
P2 C13 1.8166(16) .
O1 P2 1.5214(11) 2_665
O4 Ni1 2.1411(11) 2_565
O5 H5' 0.8400 .
O6 H6' 0.8400 .
N1 C1 1.343(2) .
N1 C5 1.352(2) .
N2 C6 1.349(2) .
N2 C10 1.343(2) .
C1 C2 1.390(2) .
C1 H1 0.9500 .
C2 C3 1.389(2) .
C2 H2 0.9500 .
C3 C4 1.388(2) .
C3 H3 0.9500 .
C4 C5 1.397(2) .
C4 H4 0.9500 .
C5 C6 1.488(2) .
C6 C7 1.396(2) .
C7 C8 1.392(2) .
C7 H7 0.9500 .
C8 C9 1.387(2) .
C8 H8 0.9500 .
C9 C10 1.387(2) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C12 1.517(2) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C18 1.401(2) 2_666
C12 C16 1.397(2) 2_666
C13 C14 1.512(2) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.396(2) .
C14 C16 1.402(2) .
C15 C17 1.394(2) .
C15 H15 0.9500 .
C16 C12 1.397(2) 2_666
C16 H16 0.9500 .
C17 C18 1.388(2) .
C17 H17 0.9500 .
C18 C12 1.401(2) 2_666
C18 H18 0.9500 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 Ni1 O1 P2 -32.00(11) . 2_665
O3 Ni1 O1 P2 -118.98(10) . 2_665
N1 Ni1 O1 P2 147.79(10) . 2_665
N2 Ni1 O1 P2 174.83(16) . 2_665
O4 Ni1 O1 P2 56.10(11) 2_565 2_665
O4 P1 O2 Ni1 39.86(13) . .
O5 P1 O2 Ni1 -82.58(11) . .
C11 P1 O2 Ni1 164.12(10) . .
O1 Ni1 O2 P1 35.51(11) . .
O3 Ni1 O2 P1 120.42(11) . .
N1 Ni1 O2 P1 -143.49(19) . .
N2 Ni1 O2 P1 -150.49(11) . .
O4 Ni1 O2 P1 -61.74(10) 2_565 .
O1 P2 O3 Ni1 -28.69(12) 2_665 .
O6 P2 O3 Ni1 -155.95(8) . .
C13 P2 O3 Ni1 93.42(10) . .
O2 Ni1 O3 P2 -39.54(9) . .
O1 Ni1 O3 P2 62.63(9) . .
N1 Ni1 O3 P2 152.60(9) . .
N2 Ni1 O3 P2 -129.60(9) . .
O4 Ni1 O3 P2 -61.1(4) 2_565 .
O2 P1 O4 Ni1 81.27(16) . 2_565
O5 P1 O4 Ni1 -155.45(13) . 2_565
C11 P1 O4 Ni1 -42.81(16) . 2_565
O2 Ni1 N1 C1 169.33(18) . .
O1 Ni1 N1 C1 -9.69(13) . .
O3 Ni1 N1 C1 -95.13(13) . .
N2 Ni1 N1 C1 176.49(13) . .
O4 Ni1 N1 C1 88.12(13) 2_565 .
O2 Ni1 N1 C5 -15.3(3) . .
O1 Ni1 N1 C5 165.64(11) . .
O3 Ni1 N1 C5 80.20(11) . .
N2 Ni1 N1 C5 -8.18(11) . .
O4 Ni1 N1 C5 -96.55(11) 2_565 .
O2 Ni1 N2 C6 -173.80(11) . .
O1 Ni1 N2 C6 -20.0(3) . .
O3 Ni1 N2 C6 -85.81(11) . .
N1 Ni1 N2 C6 7.70(11) . .
O4 Ni1 N2 C6 99.66(11) 2_565 .
O2 Ni1 N2 C10 1.31(12) . .
O1 Ni1 N2 C10 155.12(17) . .
O3 Ni1 N2 C10 89.31(12) . .
N1 Ni1 N2 C10 -177.18(13) . .
O4 Ni1 N2 C10 -85.23(12) 2_565 .
C5 N1 C1 C2 -1.5(2) . .
Ni1 N1 C1 C2 173.70(12) . .
N1 C1 C2 C3 -0.5(2) . .
C1 C2 C3 C4 1.8(2) . .
C2 C3 C4 C5 -1.1(2) . .
C1 N1 C5 C4 2.3(2) . .
Ni1 N1 C5 C4 -173.43(12) . .
C1 N1 C5 C6 -176.84(13) . .
Ni1 N1 C5 C6 7.43(17) . .
C3 C4 C5 N1 -1.0(2) . .
C3 C4 C5 C6 178.06(15) . .
C10 N2 C6 C7 -0.9(2) . .
Ni1 N2 C6 C7 174.63(12) . .
C10 N2 C6 C5 178.29(13) . .
Ni1 N2 C6 C5 -6.22(17) . .
N1 C5 C6 N2 -0.8(2) . .
C4 C5 C6 N2 -179.90(15) . .
N1 C5 C6 C7 178.37(15) . .
C4 C5 C6 C7 -0.8(2) . .
N2 C6 C7 C8 1.1(2) . .
C5 C6 C7 C8 -178.01(15) . .
C6 C7 C8 C9 -0.1(3) . .
C7 C8 C9 C10 -1.0(2) . .
C6 N2 C10 C9 -0.3(2) . .
Ni1 N2 C10 C9 -175.26(12) . .
C8 C9 C10 N2 1.2(2) . .
O2 P1 C11 C12 66.02(13) . .
O4 P1 C11 C12 -163.87(11) . .
O5 P1 C11 C12 -49.80(13) . .
P1 C11 C12 C18 77.97(17) . 2_666
P1 C11 C12 C16 -100.14(16) . 2_666
O3 P2 C13 C14 57.84(13) . .
O1 P2 C13 C14 -173.41(11) 2_665 .
O6 P2 C13 C14 -58.43(13) . .
P2 C13 C14 C15 -63.82(18) . .
P2 C13 C14 C16 118.63(14) . .
C16 C14 C15 C17 1.2(2) . .
C13 C14 C15 C17 -176.43(15) . .
C15 C14 C16 C12 -0.8(2) . 2_666
C13 C14 C16 C12 176.84(15) . 2_666
C14 C15 C17 C18 -0.8(2) . .
C15 C17 C18 C12 0.0(2) . 2_666
