#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:34:53 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179507 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/04/4340454.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_4340454
loop_
_publ_author_name
'Koleša-Dobravc, Tanja'
'Lodyga-Chruscinska, Elzbieta'
'Symonowicz, Marzena'
'Sanna, Daniele'
'Meden, Anton'
'Perdih, Franc'
'Garribba, Eugenio'
_publ_section_title
;
 Synthesis and Characterization of V(IV)O Complexes of Picolinate and
 Pyrazine Derivatives. Behavior in the Solid State and Aqueous Solution
 and Biotransformation in the Presence of Blood Plasma Proteins.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7960
_journal_paper_doi               10.1021/ic500766t
_journal_volume                  53
_journal_year                    2014
_chemical_formula_moiety         'C14 H8 N4 O6 V, 2(H2 O)'
_chemical_formula_sum            'C14 H12 N4 O8 V'
_chemical_formula_weight         415.22
_chemical_name_systematic
;
aqua-bis(5-cianopyridine-2-carboxylato-N,O)-oxidovanadium(IV) dihydrate
;
_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                83.869(6)
_cell_angle_beta                 83.169(6)
_cell_angle_gamma                72.136(7)
_cell_formula_units_Z            2
_cell_length_a                   7.3496(5)
_cell_length_b                   7.8254(6)
_cell_length_c                   15.4376(11)
_cell_measurement_reflns_used    3873
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.3986
_cell_measurement_theta_min      3.1309
_cell_volume                     836.74(11)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4933
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7849
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.14
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  0.9872
_exptl_absorpt_correction_T_min  0.8815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3830
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0408
_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)+(0.0408P)²+0.5590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1000
_reflns_number_gt                3255
_reflns_number_total             3830
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic500766t_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4340454--4340458.cif.'
_cod_original_cell_volume        836.74(10)
_cod_database_code               4340454
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
V1 V 0.92975(5) 0.48751(5) 0.77033(2) 0.01897(11) Uani 1 1 d .
N1 N 0.8299(2) 0.4543(2) 0.90412(11) 0.0186(4) Uani 1 1 d .
N3 N 0.6548(4) 0.0333(3) 1.12078(15) 0.0523(7) Uani 1 1 d .
N2 N 0.9480(2) 0.6074(2) 0.64135(11) 0.0179(4) Uani 1 1 d .
N4 N 1.4389(3) 0.6886(3) 0.42338(14) 0.0387(5) Uani 1 1 d .
O1 O 1.1569(2) 0.3945(2) 0.76707(10) 0.0258(3) Uani 1 1 d .
O2 O 0.9116(2) 0.7249(2) 0.81266(10) 0.0245(3) Uani 1 1 d .
O3 O 0.8101(3) 0.9050(2) 0.92188(12) 0.0422(5) Uani 1 1 d .
O4 O 0.6403(2) 0.6110(2) 0.74442(10) 0.0252(3) Uani 1 1 d .
O5 O 0.4462(2) 0.7899(3) 0.64765(12) 0.0412(5) Uani 1 1 d .
O6 O 0.8727(2) 0.2706(2) 0.73886(11) 0.0275(4) Uani 1 1 d D
H6A H 0.959(3) 0.171(2) 0.7358(19) 0.041 Uiso 1 1 d D
H6B H 0.765(2) 0.254(4) 0.7534(18) 0.041 Uiso 1 1 d D
O7 O 1.0833(2) -0.0505(2) 0.70759(12) 0.0314(4) Uani 1 1 d D
H7B H 1.038(4) -0.120(3) 0.7428(16) 0.047 Uiso 1 1 d D
H7A H 1.2016(17) -0.104(4) 0.700(2) 0.047 Uiso 1 1 d D
O8 O 0.5507(3) 0.2070(3) 0.78537(16) 0.0502(6) Uani 1 1 d D
H8A H 0.538(5) 0.112(3) 0.813(2) 0.075 Uiso 1 1 d D
H8B H 0.458(4) 0.246(5) 0.754(2) 0.075 Uiso 1 1 d D
C1 C 0.8384(3) 0.7621(3) 0.89125(14) 0.0238(5) Uani 1 1 d .
C2 C 0.7914(3) 0.6058(3) 0.94585(14) 0.0200(4) Uani 1 1 d .
C3 C 0.7185(3) 0.6183(3) 1.03230(14) 0.0217(4) Uani 1 1 d .
H3 H 0.6925 0.7277 1.0594 0.026 Uiso 1 1 calc R
C4 C 0.6838(3) 0.4674(3) 1.07911(14) 0.0233(5) Uani 1 1 d .
H4 H 0.6324 0.4714 1.1386 0.028 Uiso 1 1 calc R
C5 C 0.7265(3) 0.3109(3) 1.03611(14) 0.0220(4) Uani 1 1 d .
C6 C 0.7994(3) 0.3069(3) 0.94860(14) 0.0210(4) Uani 1 1 d .
H6 H 0.8278 0.1988 0.9201 0.025 Uiso 1 1 calc R
C7 C 0.6909(4) 0.1525(3) 1.08265(15) 0.0316(6) Uani 1 1 d .
C8 C 0.6039(3) 0.7041(3) 0.67270(15) 0.0260(5) Uani 1 1 d .
C9 C 0.7813(3) 0.7075(3) 0.61097(14) 0.0213(4) Uani 1 1 d .
C10 C 0.7725(3) 0.8062(3) 0.53110(15) 0.0270(5) Uani 1 1 d .
H10 H 0.6521 0.8744 0.5111 0.032 Uiso 1 1 calc R
C11 C 0.9421(3) 0.8043(3) 0.48060(15) 0.0263(5) Uani 1 1 d .
H11 H 0.9405 0.8719 0.4257 0.032 Uiso 1 1 calc R
C12 C 1.1138(3) 0.7012(3) 0.51217(14) 0.0210(4) Uani 1 1 d .
C13 C 1.1133(3) 0.6036(3) 0.59304(14) 0.0197(4) Uani 1 1 d .
H13 H 1.2316 0.5332 0.6143 0.024 Uiso 1 1 calc R
C14 C 1.2959(3) 0.6942(3) 0.46268(14) 0.0257(5) Uani 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'
V V 0.3005 0.5294 '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
O1 V1 O6 94.73(8)
O1 V1 O2 100.05(8)
O6 V1 O2 164.50(7)
O1 V1 N2 92.63(7)
O6 V1 N2 96.38(7)
O2 V1 N2 87.64(6)
O1 V1 O4 167.42(7)
O6 V1 O4 81.88(7)
O2 V1 O4 84.63(7)
N2 V1 O4 75.81(6)
O1 V1 N1 104.55(8)
O6 V1 N1 93.53(7)
O2 V1 N1 78.32(6)
N2 V1 N1 159.38(7)
O4 V1 N1 87.80(6)
C6 N1 C2 118.94(18)
C6 N1 V1 128.38(14)
C2 N1 V1 112.66(13)
C13 N2 C9 119.20(18)
C13 N2 V1 124.30(15)
C9 N2 V1 116.17(13)
C1 O2 V1 119.95(13)
C8 O4 V1 119.21(13)
V1 O6 H6A 121(2)
V1 O6 H6B 122(2)
H6A O6 H6B 110(3)
H7B O7 H7A 105(3)
H8A O8 H8B 106(3)
O3 C1 O2 125.5(2)
O3 C1 C2 120.8(2)
O2 C1 C2 113.68(18)
N1 C2 C3 123.04(19)
N1 C2 C1 114.98(18)
C3 C2 C1 121.97(19)
C2 C3 C4 118.8(2)
C2 C3 H3 120.6
C4 C3 H3 120.6
C5 C4 C3 117.9(2)
C5 C4 H4 121.1
C3 C4 H4 121.1
C4 C5 C6 120.7(2)
C4 C5 C7 119.2(2)
C6 C5 C7 120.1(2)
N1 C6 C5 120.69(19)
N1 C6 H6 119.7
C5 C6 H6 119.7
N3 C7 C5 176.7(3)
O5 C8 O4 128.4(2)
O5 C8 C9 117.4(2)
O4 C8 C9 114.29(19)
N2 C9 C10 122.58(19)
N2 C9 C8 114.24(19)
C10 C9 C8 123.2(2)
C9 C10 C11 118.9(2)
C9 C10 H10 120.5
C11 C10 H10 120.5
C12 C11 C10 118.4(2)
C12 C11 H11 120.8
C10 C11 H11 120.8
C11 C12 C13 120.00(19)
C11 C12 C14 121.0(2)
C13 C12 C14 119.0(2)
N2 C13 C12 120.9(2)
N2 C13 H13 119.5
C12 C13 H13 119.5
N4 C14 C12 179.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
V1 O1 1.6004(16)
V1 O6 1.9884(16)
V1 O2 1.9955(15)
V1 N2 2.1160(18)
V1 O4 2.1162(16)
V1 N1 2.1246(17)
N1 C6 1.343(3)
N1 C2 1.347(3)
N3 C7 1.133(3)
N2 C13 1.342(3)
N2 C9 1.343(3)
N4 C14 1.140(3)
O2 C1 1.292(3)
O3 C1 1.210(3)
O4 C8 1.267(3)
O5 C8 1.232(3)
O6 H6A 0.844(10)
O6 H6B 0.840(10)
O7 H7B 0.838(10)
O7 H7A 0.841(10)
O8 H8A 0.841(10)
O8 H8B 0.843(10)
C1 C2 1.515(3)
C2 C3 1.380(3)
C3 C4 1.393(3)
C3 H3 0.9500
C4 C5 1.388(3)
C4 H4 0.9500
C5 C6 1.393(3)
C5 C7 1.444(3)
C6 H6 0.9500
C8 C9 1.526(3)
C9 C10 1.381(3)
C10 C11 1.386(3)
C10 H10 0.9500
C11 C12 1.385(3)
C11 H11 0.9500
C12 C13 1.393(3)
C12 C14 1.448(3)
C13 H13 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7B O2 0.838(10) 1.920(11) 2.753(2) 173(3) 1_545
O7 H7A O5 0.841(10) 1.859(14) 2.673(2) 163(3) 1_645
O6 H6A O7 0.844(10) 1.765(14) 2.576(2) 161(3) .
O6 H6B O8 0.840(10) 1.731(10) 2.570(2) 177(3) .
O8 H8B O1 0.843(10) 2.16(3) 2.848(3) 139(4) 1_455
O8 H8A N3 0.841(10) 2.18(2) 2.926(3) 148(3) 2_657
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
O1 V1 N1 C6 -78.81(19)
O6 V1 N1 C6 17.00(19)
O2 V1 N1 C6 -176.31(19)
N2 V1 N1 C6 135.7(2)
O4 V1 N1 C6 98.72(18)
O1 V1 N1 C2 102.44(15)
O6 V1 N1 C2 -161.74(15)
O2 V1 N1 C2 4.95(14)
N2 V1 N1 C2 -43.1(3)
O4 V1 N1 C2 -80.02(15)
O1 V1 N2 C13 -6.89(17)
O6 V1 N2 C13 -101.95(16)
O2 V1 N2 C13 93.07(16)
O4 V1 N2 C13 178.12(17)
N1 V1 N2 C13 139.82(19)
O1 V1 N2 C9 179.78(15)
O6 V1 N2 C9 84.72(15)
O2 V1 N2 C9 -80.26(15)
O4 V1 N2 C9 4.79(14)
N1 V1 N2 C9 -33.5(3)
O1 V1 O2 C1 -108.97(18)
O6 V1 O2 C1 53.3(3)
N2 V1 O2 C1 158.78(18)
O4 V1 O2 C1 82.81(17)
N1 V1 O2 C1 -6.04(17)
O1 V1 O4 C8 -27.6(4)
O6 V1 O4 C8 -102.73(17)
O2 V1 O4 C8 84.92(16)
N2 V1 O4 C8 -3.99(16)
N1 V1 O4 C8 163.39(16)
V1 O2 C1 O3 -175.4(2)
V1 O2 C1 C2 5.8(3)
C6 N1 C2 C3 -1.2(3)
V1 N1 C2 C3 177.68(17)
C6 N1 C2 C1 177.53(18)
V1 N1 C2 C1 -3.6(2)
O3 C1 C2 N1 -179.9(2)
O2 C1 C2 N1 -1.0(3)
O3 C1 C2 C3 -1.2(4)
O2 C1 C2 C3 177.7(2)
N1 C2 C3 C4 0.4(3)
C1 C2 C3 C4 -178.3(2)
C2 C3 C4 C5 0.6(3)
C3 C4 C5 C6 -0.9(3)
C3 C4 C5 C7 -179.6(2)
C2 N1 C6 C5 1.0(3)
V1 N1 C6 C5 -177.71(15)
C4 C5 C6 N1 0.1(3)
C7 C5 C6 N1 178.8(2)
V1 O4 C8 O5 -177.4(2)
V1 O4 C8 C9 2.6(2)
C13 N2 C9 C10 0.6(3)
V1 N2 C9 C10 174.27(17)
C13 N2 C9 C8 -178.73(18)
V1 N2 C9 C8 -5.0(2)
O5 C8 C9 N2 -178.3(2)
O4 C8 C9 N2 1.7(3)
O5 C8 C9 C10 2.4(3)
O4 C8 C9 C10 -177.6(2)
N2 C9 C10 C11 -0.9(3)
C8 C9 C10 C11 178.4(2)
C9 C10 C11 C12 0.7(3)
C10 C11 C12 C13 -0.3(3)
C10 C11 C12 C14 -179.7(2)
C9 N2 C13 C12 -0.1(3)
V1 N2 C13 C12 -173.29(15)
C11 C12 C13 N2 0.0(3)
C14 C12 C13 N2 179.45(19)
