#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/15/7211594.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_7211594
loop_
_publ_author_name
'DeBurgomaster, Paul'
'Ouellette, Wayne'
'Liu, Hongxue'
'O'Connor, Charles J.'
'Zubieta, Jon'
_publ_section_title
;
 Hydrothermal chemistry of vanadium oxides with aromatic di- and
 tri-phosphonates in the presence of secondary metal copper(II) cationic
 complex subunits
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              446
_journal_paper_doi               10.1039/b910641c
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C16 H15 Cu N2 O9 P3, O'
_chemical_formula_sum            'C16 H17 Cu N2 O10 P3'
_chemical_formula_weight         553.77
_chemical_name_systematic
;
?
;
_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                104.2480(10)
_cell_angle_beta                 98.961(2)
_cell_angle_gamma                115.9090(10)
_cell_formula_units_Z            2
_cell_length_a                   9.8914(9)
_cell_length_b                   10.0130(9)
_cell_length_c                   11.5152(10)
_cell_measurement_reflns_used    6273
_cell_measurement_temperature    98(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.50
_cell_volume                     947.88(15)
_computing_cell_refinement       'Bruker SMART (Bruker, 2002)'
_computing_data_collection       'Bruker SMART (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2002)'
_computing_molecular_graphics    'CrystalMaker (Palmer, 2006)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 2002)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       'Phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9498
_diffrn_reflns_theta_full        28.08
_diffrn_reflns_theta_max         28.08
_diffrn_reflns_theta_min         2.50
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0.001
_exptl_absorpt_coefficient_mu    1.470
_exptl_absorpt_correction_T_max  0.7575
_exptl_absorpt_correction_T_min  0.6667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS SHELXL-97 (Sheldrick, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.773
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4574
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0349
_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)+(0.0431P)²+1.3547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0883
_reflns_number_gt                4428
_reflns_number_total             4574
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b910641c.txt
_cod_data_source_block           '[Cu(bipy){(HO3P)2C6H3(PO3H2)}]?H2O18'
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7211594
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
Cu1 Cu 0.96646(3) 0.23934(3) 0.10941(2) 0.00914(8) Uani 1 1 d .
P1 P 0.21740(6) 0.10994(6) 0.08677(5) 0.00861(11) Uani 1 1 d .
P2 P 0.77173(6) 0.14021(6) 0.32576(5) 0.00889(11) Uani 1 1 d .
P3 P 0.74371(6) 0.69167(6) 0.37512(5) 0.00927(12) Uani 1 1 d .
O1 O 0.15923(17) -0.06514(17) 0.05491(14) 0.0107(3) Uani 1 1 d .
O2 O 0.12351(18) 0.17565(18) 0.14603(14) 0.0119(3) Uani 1 1 d .
O3 O 0.23375(19) 0.1540(2) -0.03451(16) 0.0130(3) Uani 1 1 d .
O4 O 0.66789(19) -0.00414(19) 0.35588(16) 0.0139(3) Uani 1 1 d .
O5 O 0.91423(19) 0.27008(19) 0.44019(16) 0.0157(3) Uani 1 1 d .
O6 O 0.82253(19) 0.09660(19) 0.21150(15) 0.0142(3) Uani 1 1 d .
O7 O 0.70798(19) 0.7237(2) 0.50317(15) 0.0141(3) Uani 1 1 d .
O8 O 0.91955(17) 0.76626(18) 0.39571(15) 0.0121(3) Uani 1 1 d .
O9 O 0.66163(19) 0.74126(18) 0.28546(15) 0.0141(3) Uani 1 1 d .
O90 O 0.9161(2) 0.98598(19) 0.67499(15) 0.0175(3) Uani 1 1 d .
N1 N 1.1108(2) 0.4599(2) 0.23414(17) 0.0113(3) Uani 1 1 d .
N2 N 0.8422(2) 0.3424(2) 0.07053(17) 0.0106(3) Uani 1 1 d .
C1 C 0.4170(2) 0.2211(2) 0.19348(19) 0.0099(4) Uani 1 1 d .
C2 C 0.5008(2) 0.1478(2) 0.22738(19) 0.0101(4) Uani 1 1 d .
H2 H 0.4488 0.0354 0.2022 0.012 Uiso 1 1 calc R
C3 C 0.6603(2) 0.2375(2) 0.29779(19) 0.0091(4) Uani 1 1 d .
C4 C 0.7343(2) 0.4027(2) 0.33971(19) 0.0102(4) Uani 1 1 d .
H4 H 0.8424 0.4643 0.3881 0.012 Uiso 1 1 calc R
C5 C 0.6508(2) 0.4784(2) 0.31116(19) 0.0095(4) Uani 1 1 d .
C6 C 0.4937(2) 0.3873(2) 0.2363(2) 0.0106(4) Uani 1 1 d .
H6 H 0.4379 0.4386 0.2140 0.013 Uiso 1 1 calc R
C7 C 1.2411(3) 0.5078(3) 0.3259(2) 0.0138(4) Uani 1 1 d .
H7 H 1.2607 0.4303 0.3462 0.017 Uiso 1 1 calc R
C8 C 1.3481(3) 0.6671(3) 0.3921(2) 0.0159(4) Uani 1 1 d .
H8 H 1.4394 0.6981 0.4571 0.019 Uiso 1 1 calc R
C9 C 1.3201(3) 0.7803(3) 0.3622(2) 0.0160(4) Uani 1 1 d .
H9 H 1.3939 0.8901 0.4045 0.019 Uiso 1 1 calc R
C10 C 1.1827(3) 0.7316(3) 0.2695(2) 0.0144(4) Uani 1 1 d .
H10 H 1.1603 0.8072 0.2482 0.017 Uiso 1 1 calc R
C11 C 1.0795(2) 0.5703(3) 0.20887(19) 0.0104(4) Uani 1 1 d .
C12 C 0.9226(2) 0.5029(3) 0.1182(2) 0.0105(4) Uani 1 1 d .
C13 C 0.8564(3) 0.5919(3) 0.0891(2) 0.0126(4) Uani 1 1 d .
H13 H 0.9155 0.7045 0.1210 0.015 Uiso 1 1 calc R
C14 C 0.7009(3) 0.5119(3) 0.0120(2) 0.0144(4) Uani 1 1 d .
H14 H 0.6526 0.5699 -0.0092 0.017 Uiso 1 1 calc R
C15 C 0.6168(3) 0.3470(3) -0.0337(2) 0.0141(4) Uani 1 1 d .
H15 H 0.5103 0.2907 -0.0853 0.017 Uiso 1 1 calc R
C16 C 0.6923(3) 0.2667(3) -0.0020(2) 0.0134(4) Uani 1 1 d .
H16 H 0.6356 0.1539 -0.0328 0.016 Uiso 1 1 calc R
H2' H 0.963(5) 0.248(5) 0.490(4) 0.042(11) Uiso 1 1 d .
H3' H 0.231(4) 0.092(5) -0.082(4) 0.036(11) Uiso 1 1 d .
H4' H 0.669(7) -0.112(7) 0.326(6) 0.11(2) Uiso 1 1 d .
H7' H 0.772(5) 0.804(5) 0.553(4) 0.047(12) Uiso 1 1 d .
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'
Cu Cu 0.3201 1.2651 '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 Cu1 O1 95.30(6) 1_655 2_655
O2 Cu1 N2 168.47(7) 1_655 .
O1 Cu1 N2 89.44(7) 2_655 .
O2 Cu1 N1 91.93(7) 1_655 .
O1 Cu1 N1 159.31(7) 2_655 .
N2 Cu1 N1 80.21(7) . .
O2 Cu1 O6 91.17(6) 1_655 .
O1 Cu1 O6 92.27(6) 2_655 .
N2 Cu1 O6 99.15(7) . .
N1 Cu1 O6 106.96(7) . .
O2 P1 O1 117.61(9) . .
O2 P1 O3 108.34(9) . .
O1 P1 O3 109.62(9) . .
O2 P1 C1 106.93(9) . .
O1 P1 C1 109.00(9) . .
O3 P1 C1 104.53(9) . .
O6 P2 O4 112.65(9) . .
O6 P2 O5 111.61(10) . .
O4 P2 O5 112.55(10) . .
O6 P2 C3 109.26(9) . .
O4 P2 C3 107.70(9) . .
O5 P2 C3 102.46(9) . .
O8 P3 O9 113.77(9) . .
O8 P3 O7 110.61(9) . .
O9 P3 O7 111.13(9) . .
O8 P3 C5 110.43(9) . .
O9 P3 C5 107.08(9) . .
O7 P3 C5 103.24(9) . .
P1 O1 Cu1 128.60(9) . 2_655
P1 O2 Cu1 143.05(10) . 1_455
P1 O3 H3' 110(3) . .
P2 O4 H4' 122(3) . .
P2 O5 H2' 122(3) . .
P2 O6 Cu1 133.09(9) . .
P3 O7 H7' 112(3) . .
C7 N1 C11 118.92(19) . .
C7 N1 Cu1 126.76(15) . .
C11 N1 Cu1 113.73(14) . .
C16 N2 C12 119.45(19) . .
C16 N2 Cu1 125.42(15) . .
C12 N2 Cu1 115.05(14) . .
C2 C1 C6 118.68(19) . .
C2 C1 P1 122.63(16) . .
C6 C1 P1 118.53(15) . .
C1 C2 C3 121.02(19) . .
C1 C2 H2 119.5 . .
C3 C2 H2 119.5 . .
C4 C3 C2 119.33(19) . .
C4 C3 P2 120.32(15) . .
C2 C3 P2 120.24(16) . .
C3 C4 C5 120.52(19) . .
C3 C4 H4 119.7 . .
C5 C4 H4 119.7 . .
C6 C5 C4 119.42(19) . .
C6 C5 P3 120.47(16) . .
C4 C5 P3 120.07(16) . .
C5 C6 C1 120.91(19) . .
C5 C6 H6 119.5 . .
C1 C6 H6 119.5 . .
N1 C7 C8 122.0(2) . .
N1 C7 H7 119.0 . .
C8 C7 H7 119.0 . .
C9 C8 C7 119.1(2) . .
C9 C8 H8 120.4 . .
C7 C8 H8 120.4 . .
C8 C9 C10 119.3(2) . .
C8 C9 H9 120.4 . .
C10 C9 H9 120.4 . .
C11 C10 C9 118.4(2) . .
C11 C10 H10 120.8 . .
C9 C10 H10 120.8 . .
N1 C11 C10 122.1(2) . .
N1 C11 C12 113.90(19) . .
C10 C11 C12 123.8(2) . .
N2 C12 C13 121.7(2) . .
N2 C12 C11 113.65(18) . .
C13 C12 C11 124.5(2) . .
C12 C13 C14 118.4(2) . .
C12 C13 H13 120.8 . .
C14 C13 H13 120.8 . .
C15 C14 C13 119.8(2) . .
C15 C14 H14 120.1 . .
C13 C14 H14 120.1 . .
C16 C15 C14 118.3(2) . .
C16 C15 H15 120.8 . .
C14 C15 H15 120.8 . .
N2 C16 C15 122.3(2) . .
N2 C16 H16 118.9 . .
C15 C16 H16 118.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9473(15) 1_655
Cu1 O1 1.9789(15) 2_655
Cu1 N2 1.9857(18) .
Cu1 N1 2.0054(18) .
Cu1 O6 2.2409(16) .
P1 O2 1.5071(16) .
P1 O1 1.5083(15) .
P1 O3 1.5756(17) .
P1 C1 1.816(2) .
P2 O6 1.5131(16) .
P2 O4 1.5247(16) .
P2 O5 1.5460(17) .
P2 C3 1.803(2) .
P3 O8 1.5127(16) .
P3 O9 1.5216(16) .
P3 O7 1.5590(17) .
P3 C5 1.802(2) .
O1 Cu1 1.9789(15) 2_655
O2 Cu1 1.9473(15) 1_455
O3 H3' 0.71(4) .
O4 H4' 1.06(6) .
O5 H2' 0.82(4) .
O7 H7' 0.77(4) .
N1 C7 1.339(3) .
N1 C11 1.354(3) .
N2 C16 1.338(3) .
N2 C12 1.353(3) .
C1 C2 1.396(3) .
C1 C6 1.402(3) .
C2 C3 1.399(3) .
C2 H2 0.9500 .
C3 C4 1.395(3) .
C4 C5 1.396(3) .
C4 H4 0.9500 .
C5 C6 1.396(3) .
C6 H6 0.9500 .
C7 C8 1.385(3) .
C7 H7 0.9500 .
C8 C9 1.385(3) .
C8 H8 0.9500 .
C9 C10 1.392(3) .
C9 H9 0.9500 .
C10 C11 1.386(3) .
C10 H10 0.9500 .
C11 C12 1.479(3) .
C12 C13 1.387(3) .
C13 C14 1.393(3) .
C13 H13 0.9500 .
C14 C15 1.389(3) .
C14 H14 0.9500 .
C15 C16 1.386(3) .
C15 H15 0.9500 .
C16 H16 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 P1 O1 Cu1 98.76(13) . 2_655
O3 P1 O1 Cu1 -25.54(14) . 2_655
C1 P1 O1 Cu1 -139.40(11) . 2_655
O1 P1 O2 Cu1 -99.65(17) . 1_455
O3 P1 O2 Cu1 25.29(19) . 1_455
C1 P1 O2 Cu1 137.45(16) . 1_455
O4 P2 O6 Cu1 178.08(11) . .
O5 P2 O6 Cu1 -54.17(15) . .
C3 P2 O6 Cu1 58.42(15) . .
O2 Cu1 O6 P2 118.42(13) 1_655 .
O1 Cu1 O6 P2 -146.23(13) 2_655 .
N2 Cu1 O6 P2 -56.43(14) . .
N1 Cu1 O6 P2 26.05(15) . .
O2 Cu1 N1 C7 -16.41(19) 1_655 .
O1 Cu1 N1 C7 -126.9(2) 2_655 .
N2 Cu1 N1 C7 172.1(2) . .
O6 Cu1 N1 C7 75.41(19) . .
O2 Cu1 N1 C11 154.63(15) 1_655 .
O1 Cu1 N1 C11 44.1(3) 2_655 .
N2 Cu1 N1 C11 -16.90(15) . .
O6 Cu1 N1 C11 -113.56(15) . .
O2 Cu1 N2 C16 143.9(3) 1_655 .
O1 Cu1 N2 C16 29.44(18) 2_655 .
N1 Cu1 N2 C16 -168.56(19) . .
O6 Cu1 N2 C16 -62.77(18) . .
O2 Cu1 N2 C12 -32.7(4) 1_655 .
O1 Cu1 N2 C12 -147.21(15) 2_655 .
N1 Cu1 N2 C12 14.79(15) . .
O6 Cu1 N2 C12 120.57(15) . .
O2 P1 C1 C2 133.35(18) . .
O1 P1 C1 C2 5.2(2) . .
O3 P1 C1 C2 -111.89(19) . .
O2 P1 C1 C6 -51.35(19) . .
O1 P1 C1 C6 -179.46(16) . .
O3 P1 C1 C6 63.41(19) . .
C6 C1 C2 C3 -2.9(3) . .
P1 C1 C2 C3 172.40(16) . .
C1 C2 C3 C4 3.1(3) . .
C1 C2 C3 P2 -173.16(16) . .
O6 P2 C3 C4 -95.41(18) . .
O4 P2 C3 C4 141.93(17) . .
O5 P2 C3 C4 23.06(19) . .
O6 P2 C3 C2 80.79(19) . .
O4 P2 C3 C2 -41.87(19) . .
O5 P2 C3 C2 -160.74(17) . .
C2 C3 C4 C5 -0.4(3) . .
P2 C3 C4 C5 175.80(16) . .
C3 C4 C5 C6 -2.3(3) . .
C3 C4 C5 P3 175.59(16) . .
O8 P3 C5 C6 -152.47(17) . .
O9 P3 C5 C6 -28.1(2) . .
O7 P3 C5 C6 89.27(18) . .
O8 P3 C5 C4 29.7(2) . .
O9 P3 C5 C4 154.03(17) . .
O7 P3 C5 C4 -88.61(18) . .
C4 C5 C6 C1 2.5(3) . .
P3 C5 C6 C1 -175.40(16) . .
C2 C1 C6 C5 0.1(3) . .
P1 C1 C6 C5 -175.41(16) . .
C11 N1 C7 C8 -2.8(3) . .
Cu1 N1 C7 C8 167.84(17) . .
N1 C7 C8 C9 -0.3(3) . .
C7 C8 C9 C10 2.2(3) . .
C8 C9 C10 C11 -0.9(3) . .
C7 N1 C11 C10 4.1(3) . .
Cu1 N1 C11 C10 -167.71(17) . .
C7 N1 C11 C12 -172.10(19) . .
Cu1 N1 C11 C12 16.1(2) . .
C9 C10 C11 N1 -2.2(3) . .
C9 C10 C11 C12 173.6(2) . .
C16 N2 C12 C13 -3.2(3) . .
Cu1 N2 C12 C13 173.71(16) . .
C16 N2 C12 C11 172.85(19) . .
Cu1 N2 C12 C11 -10.3(2) . .
N1 C11 C12 N2 -4.0(3) . .
C10 C11 C12 N2 179.9(2) . .
N1 C11 C12 C13 171.9(2) . .
C10 C11 C12 C13 -4.2(3) . .
N2 C12 C13 C14 2.2(3) . .
C11 C12 C13 C14 -173.4(2) . .
C12 C13 C14 C15 -0.1(3) . .
C13 C14 C15 C16 -0.9(3) . .
C12 N2 C16 C15 2.0(3) . .
Cu1 N2 C16 C15 -174.48(16) . .
C14 C15 C16 N2 0.0(3) . .
