#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/15/7211596.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_7211596
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 H16 Cu N3 O9 P3, H2 O'
_chemical_formula_sum            'C16 H18 Cu N3 O10 P3'
_chemical_formula_weight         568.78
_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                100.631(2)
_cell_angle_beta                 106.609(2)
_cell_angle_gamma                115.494(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9542(14)
_cell_length_b                   10.0152(14)
_cell_length_c                   12.0621(16)
_cell_measurement_reflns_used    3419
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.41
_cell_volume                     972.2(2)
_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 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0384
_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            9702
_diffrn_reflns_theta_full        28.08
_diffrn_reflns_theta_max         28.08
_diffrn_reflns_theta_min         2.41
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0.001
_exptl_absorpt_coefficient_mu    1.438
_exptl_absorpt_correction_T_max  0.8937
_exptl_absorpt_correction_T_min  0.8132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS SHELXL-97 (Sheldrick, 1997)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.943
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             578
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.140
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4689
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.170
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0523
_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)+(0.0470P)²+2.5842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1196
_reflns_number_gt                4151
_reflns_number_total             4689
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b910641c.txt
_cod_data_source_block           '[Cu(bpa){(H2O3P)C6H3(PO3H)2}]?H2O20'
_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               7211596
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 0.75840(5) 0.98392(5) 0.62032(4) 0.00900(12) Uani 1 1 d .
P1 P 0.64060(10) 0.77479(10) 0.81551(8) 0.00900(18) Uani 1 1 d .
P2 P 1.19996(10) 0.76043(10) 0.86384(8) 0.01024(18) Uani 1 1 d .
P3 P 0.60181(10) 0.21201(10) 0.58546(8) 0.00910(18) Uani 1 1 d .
O1 O 0.4888(3) 0.6657(3) 0.8295(3) 0.0138(5) Uani 1 1 d .
O2 O 0.7729(3) 0.9117(3) 0.9390(3) 0.0191(6) Uani 1 1 d .
O3 O 0.6084(3) 0.8380(3) 0.7122(2) 0.0156(5) Uani 1 1 d .
O4 O 1.2439(3) 0.6817(3) 0.7712(2) 0.0159(5) Uani 1 1 d .
O5 O 1.2431(3) 0.7244(3) 0.9854(3) 0.0161(5) Uani 1 1 d .
O6 O 1.2699(3) 0.9358(3) 0.8920(2) 0.0139(5) Uani 1 1 d .
O7 O 0.4219(3) 0.1499(3) 0.5472(2) 0.0111(5) Uani 1 1 d .
O8 O 0.6454(3) 0.2215(3) 0.4699(2) 0.0141(5) Uani 1 1 d .
O9 O 0.6692(3) 0.1231(3) 0.6465(2) 0.0116(5) Uani 1 1 d .
O90 O 0.5097(4) 0.8903(4) 0.1826(3) 0.0286(7) Uani 1 1 d .
N1 N 0.8611(3) 0.8585(3) 0.5847(3) 0.0103(5) Uani 1 1 d .
N2 N 0.9713(3) 1.1448(3) 0.7613(3) 0.0108(6) Uani 1 1 d .
N3 N 1.1279(4) 1.0810(4) 0.6710(3) 0.0153(6) Uani 1 1 d .
C1 C 0.7357(4) 0.6635(4) 0.7861(3) 0.0080(6) Uani 1 1 d .
C2 C 0.9047(4) 0.7422(4) 0.8255(3) 0.0093(6) Uani 1 1 d .
H2 H 0.9682 0.8532 0.8696 0.011 Uiso 1 1 calc R
C3 C 0.9811(4) 0.6592(4) 0.8007(3) 0.0080(6) Uani 1 1 d .
C4 C 0.8868(4) 0.4969(4) 0.7327(3) 0.0101(6) Uani 1 1 d .
H4 H 0.9388 0.4403 0.7156 0.012 Uiso 1 1 calc R
C5 C 0.7165(4) 0.4167(4) 0.6895(3) 0.0091(6) Uani 1 1 d .
C6 C 0.6414(4) 0.5001(4) 0.7185(3) 0.0088(6) Uani 1 1 d .
H6 H 0.5263 0.4460 0.6924 0.011 Uiso 1 1 calc R
C7 C 0.7607(4) 0.6996(4) 0.5230(3) 0.0131(7) Uani 1 1 d .
H7 H 0.6501 0.6528 0.5126 0.016 Uiso 1 1 calc R
C8 C 0.8108(5) 0.6040(4) 0.4753(3) 0.0159(7) Uani 1 1 d .
H8 H 0.7362 0.4939 0.4313 0.019 Uiso 1 1 calc R
C9 C 0.9744(5) 0.6719(5) 0.4925(3) 0.0171(7) Uani 1 1 d .
H9 H 1.0120 0.6087 0.4587 0.021 Uiso 1 1 calc R
C10 C 1.0800(5) 0.8305(5) 0.5588(3) 0.0158(7) Uani 1 1 d .
H10 H 1.1920 0.8782 0.5731 0.019 Uiso 1 1 calc R
C11 C 1.0194(4) 0.9213(4) 0.6050(3) 0.0116(6) Uani 1 1 d .
C12 C 1.1175(4) 1.1800(4) 0.7597(3) 0.0121(7) Uani 1 1 d .
C13 C 1.2625(4) 1.3184(4) 0.8448(4) 0.0171(7) Uani 1 1 d .
H13 H 1.3632 1.3431 0.8392 0.021 Uiso 1 1 calc R
C14 C 1.2573(4) 1.4171(4) 0.9359(4) 0.0179(7) Uani 1 1 d .
H14 H 1.3539 1.5127 0.9933 0.021 Uiso 1 1 calc R
C15 C 1.1078(4) 1.3757(4) 0.9436(3) 0.0143(7) Uani 1 1 d .
H15 H 1.1019 1.4399 1.0085 0.017 Uiso 1 1 calc R
C16 C 0.9707(4) 1.2413(4) 0.8562(3) 0.0129(7) Uani 1 1 d .
H16 H 0.8695 1.2136 0.8619 0.015 Uiso 1 1 calc R
H1' H 0.432(9) 0.669(9) 0.821(7) 0.07(3) Uiso 1 1 d .
H2' H 0.747(6) 0.933(6) 0.980(5) 0.021(14) Uiso 1 1 d .
H5' H 1.325(8) 0.792(7) 1.036(6) 0.049(18) Uiso 1 1 d .
H8' H 0.558(8) 0.209(8) 0.406(6) 0.06(2) Uiso 1 1 d .
H3'' H 1.221(6) 1.110(6) 0.675(5) 0.030(13) Uiso 1 1 d .
H90A H 0.485(8) 0.952(8) 0.227(7) 0.06(2) Uiso 1 1 d .
H90B H 0.577(8) 0.952(8) 0.166(6) 0.052(19) 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
O9 Cu1 O7 91.47(10) 1_565 2_666
O9 Cu1 N1 173.65(11) 1_565 .
O7 Cu1 N1 88.11(11) 2_666 .
O9 Cu1 N2 90.68(11) 1_565 .
O7 Cu1 N2 164.25(11) 2_666 .
N1 Cu1 N2 88.05(12) . .
O9 Cu1 O3 87.59(10) 1_565 .
O7 Cu1 O3 91.97(10) 2_666 .
N1 Cu1 O3 98.76(11) . .
N2 Cu1 O3 103.72(11) . .
O3 P1 O1 114.45(16) . .
O3 P1 O2 110.78(16) . .
O1 P1 O2 112.19(17) . .
O3 P1 C1 109.10(15) . .
O1 P1 C1 106.85(16) . .
O2 P1 C1 102.68(16) . .
O3 P1 H1' 103(2) . .
O1 P1 H1' 14(2) . .
O2 P1 H1' 113(2) . .
C1 P1 H1' 119(2) . .
O6 P2 O4 114.82(15) . .
O6 P2 O5 110.87(15) . .
O4 P2 O5 111.24(15) . .
O6 P2 C3 110.13(15) . .
O4 P2 C3 106.42(15) . .
O5 P2 C3 102.55(15) . .
O9 P3 O7 116.77(14) . .
O9 P3 O8 108.31(14) . .
O7 P3 O8 109.94(14) . .
O9 P3 C5 108.00(15) . .
O7 P3 C5 109.24(14) . .
O8 P3 C5 103.78(15) . .
P1 O1 H1' 127(8) . .
P1 O2 H2' 117(5) . .
P1 O3 Cu1 136.48(15) . .
P2 O5 H5' 112(5) . .
P3 O7 Cu1 128.09(15) . 2_666
P3 O8 H8' 109(4) . .
P3 O9 Cu1 142.69(16) . 1_545
H90A O90 H90B 103(6) . .
C11 N1 C7 117.5(3) . .
C11 N1 Cu1 124.5(2) . .
C7 N1 Cu1 117.5(2) . .
C12 N2 C16 117.4(3) . .
C12 N2 Cu1 123.7(2) . .
C16 N2 Cu1 118.2(2) . .
C12 N3 C11 127.8(3) . .
C12 N3 H3'' 115(4) . .
C11 N3 H3'' 113(4) . .
C2 C1 C6 119.8(3) . .
C2 C1 P1 119.3(2) . .
C6 C1 P1 120.8(2) . .
C1 C2 C3 120.4(3) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C2 C3 C4 119.6(3) . .
C2 C3 P2 119.4(2) . .
C4 C3 P2 120.9(2) . .
C3 C4 C5 120.7(3) . .
C3 C4 H4 119.6 . .
C5 C4 H4 119.6 . .
C4 C5 C6 119.2(3) . .
C4 C5 P3 117.8(2) . .
C6 C5 P3 122.8(2) . .
C5 C6 C1 120.2(3) . .
C5 C6 H6 119.9 . .
C1 C6 H6 119.9 . .
N1 C7 C8 123.4(3) . .
N1 C7 H7 118.3 . .
C8 C7 H7 118.3 . .
C7 C8 C9 118.5(3) . .
C7 C8 H8 120.7 . .
C9 C8 H8 120.7 . .
C10 C9 C8 119.4(3) . .
C10 C9 H9 120.3 . .
C8 C9 H9 120.3 . .
C9 C10 C11 118.8(3) . .
C9 C10 H10 120.6 . .
C11 C10 H10 120.6 . .
N1 C11 N3 119.9(3) . .
N1 C11 C10 122.3(3) . .
N3 C11 C10 117.8(3) . .
N2 C12 N3 120.3(3) . .
N2 C12 C13 122.0(3) . .
N3 C12 C13 117.7(3) . .
C14 C13 C12 119.2(3) . .
C14 C13 H13 120.4 . .
C12 C13 H13 120.4 . .
C13 C14 C15 119.1(3) . .
C13 C14 H14 120.5 . .
C15 C14 H14 120.5 . .
C16 C15 C14 118.7(3) . .
C16 C15 H15 120.6 . .
C14 C15 H15 120.6 . .
N2 C16 C15 123.3(3) . .
N2 C16 H16 118.3 . .
C15 C16 H16 118.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O9 1.974(2) 1_565
Cu1 O7 1.990(2) 2_666
Cu1 N1 1.992(3) .
Cu1 N2 1.992(3) .
Cu1 O3 2.293(3) .
P1 O3 1.514(3) .
P1 O1 1.516(3) .
P1 O2 1.551(3) .
P1 C1 1.794(3) .
P1 H1' 1.90(7) .
P2 O6 1.509(3) .
P2 O4 1.521(2) .
P2 O5 1.560(3) .
P2 C3 1.794(3) .
P3 O9 1.502(2) .
P3 O7 1.506(2) .
P3 O8 1.581(3) .
P3 C5 1.816(3) .
O1 H1' 0.56(7) .
O2 H2' 0.66(5) .
O5 H5' 0.76(7) .
O7 Cu1 1.990(2) 2_666
O8 H8' 0.92(7) .
O9 Cu1 1.974(2) 1_545
O90 H90A 0.90(7) .
O90 H90B 0.80(7) .
N1 C11 1.344(4) .
N1 C7 1.361(5) .
N2 C12 1.348(4) .
N2 C16 1.359(4) .
N3 C12 1.378(5) .
N3 C11 1.382(5) .
N3 H3'' 0.83(5) .
C1 C2 1.393(4) .
C1 C6 1.404(5) .
C2 C3 1.393(4) .
C2 H2 0.9500 .
C3 C4 1.397(5) .
C4 C5 1.399(4) .
C4 H4 0.9500 .
C5 C6 1.399(4) .
C6 H6 0.9500 .
C7 C8 1.367(5) .
C7 H7 0.9500 .
C8 C9 1.400(5) .
C8 H8 0.9500 .
C9 C10 1.371(6) .
C9 H9 0.9500 .
C10 C11 1.407(5) .
C10 H10 0.9500 .
C12 C13 1.401(5) .
C13 C14 1.365(5) .
C13 H13 0.9500 .
C14 C15 1.399(5) .
C14 H14 0.9500 .
C15 C16 1.363(5) .
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
O1 P1 O3 Cu1 -173.12(19) . .
O2 P1 O3 Cu1 58.8(3) . .
C1 P1 O3 Cu1 -53.5(3) . .
O9 Cu1 O3 P1 -129.1(2) 1_565 .
O7 Cu1 O3 P1 139.6(2) 2_666 .
N1 Cu1 O3 P1 51.2(2) . .
N2 Cu1 O3 P1 -39.0(2) . .
O9 P3 O7 Cu1 -99.7(2) . 2_666
O8 P3 O7 Cu1 24.2(2) . 2_666
C5 P3 O7 Cu1 137.44(18) . 2_666
O7 P3 O9 Cu1 109.9(3) . 1_545
O8 P3 O9 Cu1 -14.8(3) . 1_545
C5 P3 O9 Cu1 -126.6(2) . 1_545
O9 Cu1 N1 C11 46.4(11) 1_565 .
O7 Cu1 N1 C11 132.6(3) 2_666 .
N2 Cu1 N1 C11 -32.1(3) . .
O3 Cu1 N1 C11 -135.7(3) . .
O9 Cu1 N1 C7 -125.9(9) 1_565 .
O7 Cu1 N1 C7 -39.7(3) 2_666 .
N2 Cu1 N1 C7 155.6(3) . .
O3 Cu1 N1 C7 52.0(3) . .
O9 Cu1 N2 C12 -139.3(3) 1_565 .
O7 Cu1 N2 C12 -41.4(6) 2_666 .
N1 Cu1 N2 C12 34.5(3) . .
O3 Cu1 N2 C12 133.1(3) . .
O9 Cu1 N2 C16 30.2(3) 1_565 .
O7 Cu1 N2 C16 128.0(4) 2_666 .
N1 Cu1 N2 C16 -156.0(3) . .
O3 Cu1 N2 C16 -57.5(3) . .
O3 P1 C1 C2 85.9(3) . .
O1 P1 C1 C2 -149.9(3) . .
O2 P1 C1 C2 -31.7(3) . .
O3 P1 C1 C6 -90.7(3) . .
O1 P1 C1 C6 33.5(3) . .
O2 P1 C1 C6 151.7(3) . .
C6 C1 C2 C3 -1.5(5) . .
P1 C1 C2 C3 -178.1(3) . .
C1 C2 C3 C4 1.9(5) . .
C1 C2 C3 P2 -174.7(3) . .
O6 P2 C3 C2 -23.4(3) . .
O4 P2 C3 C2 -148.4(3) . .
O5 P2 C3 C2 94.7(3) . .
O6 P2 C3 C4 160.1(3) . .
O4 P2 C3 C4 35.0(3) . .
O5 P2 C3 C4 -81.9(3) . .
C2 C3 C4 C5 -0.1(5) . .
P2 C3 C4 C5 176.4(3) . .
C3 C4 C5 C6 -2.0(5) . .
C3 C4 C5 P3 172.3(3) . .
O9 P3 C5 C4 53.7(3) . .
O7 P3 C5 C4 -178.3(3) . .
O8 P3 C5 C4 -61.1(3) . .
O9 P3 C5 C6 -132.2(3) . .
O7 P3 C5 C6 -4.2(3) . .
O8 P3 C5 C6 113.0(3) . .
C4 C5 C6 C1 2.4(5) . .
P3 C5 C6 C1 -171.6(3) . .
C2 C1 C6 C5 -0.7(5) . .
P1 C1 C6 C5 175.9(3) . .
C11 N1 C7 C8 -3.8(5) . .
Cu1 N1 C7 C8 169.0(3) . .
N1 C7 C8 C9 1.2(5) . .
C7 C8 C9 C10 1.5(5) . .
C8 C9 C10 C11 -1.5(5) . .
C7 N1 C11 N3 -177.7(3) . .
Cu1 N1 C11 N3 10.0(5) . .
C7 N1 C11 C10 3.8(5) . .
Cu1 N1 C11 C10 -168.5(3) . .
C12 N3 C11 N1 26.8(5) . .
C12 N3 C11 C10 -154.7(4) . .
C9 C10 C11 N1 -1.2(5) . .
C9 C10 C11 N3 -179.7(3) . .
C16 N2 C12 N3 175.4(3) . .
Cu1 N2 C12 N3 -15.0(5) . .
C16 N2 C12 C13 -6.0(5) . .
Cu1 N2 C12 C13 163.5(3) . .
C11 N3 C12 N2 -24.0(6) . .
C11 N3 C12 C13 157.4(4) . .
N2 C12 C13 C14 3.1(6) . .
N3 C12 C13 C14 -178.3(3) . .
C12 C13 C14 C15 1.5(6) . .
C13 C14 C15 C16 -3.0(5) . .
C12 N2 C16 C15 4.5(5) . .
Cu1 N2 C16 C15 -165.6(3) . .
C14 C15 C16 N2 -0.1(5) . .
