#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:26:03 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179721 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/23/7002329.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_7002329
loop_
_publ_author_name
'Nilsson, Jessica'
'Degerman, Eva'
'Haukka, Matti'
'Lisensky, George C.'
'Garribba, Eugenio'
'Yoshikawa, Yutaka'
'Sakurai, Hiromu'
'Enyedy, Eva A.'
'Kiss, Tamás'
'Esbak, Hossein'
'Rehder, Dieter'
'Nordlander, Ebbe'
_publ_section_title
;
 Bis- and tris(pyridyl)amine-oxidovanadium complexes: Characteristics
 and insulin-mimetic potential
;
_journal_issue                   38
_journal_name_full               'Dalton Transactions'
_journal_page_first              7902
_journal_page_last               7911
_journal_paper_doi               10.1039/b903456k
_journal_year                    2009
_chemical_formula_moiety         'C19 H19 N3 O6 S V'
_chemical_formula_sum            'C19 H19 N3 O6 S V'
_chemical_formula_weight         468.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.265(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.7424(4)
_cell_length_b                   7.8207(3)
_cell_length_c                   14.2763(6)
_cell_measurement_reflns_used    6436
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.70
_cell_measurement_theta_min      1.00
_cell_volume                     1928.10(12)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Diamond v.3.1c (Crystal Impact GbR, 2006)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offset'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0623
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20463
_diffrn_reflns_theta_full        28.72
_diffrn_reflns_theta_max         28.72
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  0.9002
_exptl_absorpt_correction_T_min  0.8737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v.2.10 (Sheldrick, 2003)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4975
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0392
_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)+(0.0417P)²+0.7456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0953
_reflns_number_gt                3392
_reflns_number_total             4975
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b903456k.txt
_cod_data_source_block           jn1042ds
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7002329
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.22495(2) 0.58303(5) 0.13983(2) 0.01640(11) Uani 1 1 d . . .
S1 S 0.16567(3) 0.39082(7) 0.31441(4) 0.01985(14) Uani 1 1 d . . .
O1 O 0.24220(9) 0.4336(2) 0.07093(10) 0.0229(3) Uani 1 1 d . . .
O2 O 0.31026(8) 0.57449(19) 0.25577(10) 0.0187(3) Uani 1 1 d . . .
O3 O 0.15702(8) 0.4713(2) 0.21736(10) 0.0214(3) Uani 1 1 d . . .
O4 O 0.14511(10) 0.5099(2) 0.38078(11) 0.0315(4) Uani 1 1 d . . .
O5 O 0.25372(9) 0.3499(2) 0.34734(11) 0.0280(4) Uani 1 1 d . . .
H5O H 0.2864 0.4281 0.3233 0.042 Uiso 1 1 d R . .
O6 O 0.12590(9) 0.2297(2) 0.30629(11) 0.0268(4) Uani 1 1 d . . .
N1 N 0.19253(9) 0.8429(2) 0.19508(11) 0.0163(4) Uani 1 1 d . . .
N2 N 0.11884(9) 0.6583(2) 0.04833(11) 0.0166(4) Uani 1 1 d . . .
N3 N 0.29164(9) 0.7643(2) 0.08394(11) 0.0174(4) Uani 1 1 d . . .
C1 C 0.10722(11) 0.8353(3) 0.18370(14) 0.0181(4) Uani 1 1 d . . .
H1A H 0.0865 0.9511 0.1904 0.022 Uiso 1 1 calc R . .
H1B H 0.0943 0.7607 0.2338 0.022 Uiso 1 1 calc R . .
C2 C 0.07223(11) 0.7644(3) 0.08514(14) 0.0171(4) Uani 1 1 d . . .
C3 C -0.00200(12) 0.8021(3) 0.03448(15) 0.0202(5) Uani 1 1 d . . .
H3 H -0.0343 0.8745 0.0616 0.024 Uiso 1 1 calc R . .
C4 C -0.02874(12) 0.7330(3) -0.05653(15) 0.0220(5) Uani 1 1 d . . .
H4 H -0.0799 0.7567 -0.0920 0.026 Uiso 1 1 calc R . .
C5 C 0.01953(12) 0.6290(3) -0.09550(15) 0.0211(5) Uani 1 1 d . . .
H5 H 0.0028 0.5836 -0.1586 0.025 Uiso 1 1 calc R . .
C6 C 0.09252(12) 0.5928(3) -0.04040(14) 0.0184(4) Uani 1 1 d . . .
H6 H 0.1253 0.5192 -0.0660 0.022 Uiso 1 1 calc R . .
C7 C 0.21223(12) 0.9813(3) 0.13326(14) 0.0178(4) Uani 1 1 d . . .
H7A H 0.2230 1.0883 0.1710 0.021 Uiso 1 1 calc R . .
H7B H 0.1677 1.0021 0.0784 0.021 Uiso 1 1 calc R . .
C8 C 0.28181(11) 0.9327(3) 0.09610(13) 0.0168(4) Uani 1 1 d . . .
C9 C 0.33088(12) 1.0547(3) 0.07178(14) 0.0216(5) Uani 1 1 d . . .
H9 H 0.3225 1.1731 0.0804 0.026 Uiso 1 1 calc R . .
C10 C 0.39238(13) 1.0000(3) 0.03472(15) 0.0252(5) Uani 1 1 d . . .
H10 H 0.4267 1.0809 0.0173 0.030 Uiso 1 1 calc R . .
C11 C 0.40342(12) 0.8270(3) 0.02325(14) 0.0237(5) Uani 1 1 d . . .
H11 H 0.4456 0.7873 -0.0015 0.028 Uiso 1 1 calc R . .
C12 C 0.35226(11) 0.7133(3) 0.04835(14) 0.0200(5) Uani 1 1 d . . .
H12 H 0.3598 0.5945 0.0404 0.024 Uiso 1 1 calc R . .
C13 C 0.23344(12) 0.8701(3) 0.29800(14) 0.0187(5) Uani 1 1 d . . .
H13A H 0.2173 0.7806 0.3384 0.022 Uiso 1 1 calc R . .
H13B H 0.2184 0.9825 0.3199 0.022 Uiso 1 1 calc R . .
C14 C 0.32019(12) 0.8640(3) 0.31058(13) 0.0182(5) Uani 1 1 d . . .
C15 C 0.36672(13) 1.0047(3) 0.34322(14) 0.0228(5) Uani 1 1 d . . .
H15 H 0.3437 1.1073 0.3587 0.027 Uiso 1 1 calc R . .
C16 C 0.44648(13) 0.9974(3) 0.35356(15) 0.0275(5) Uani 1 1 d . . .
H16 H 0.4777 1.0944 0.3759 0.033 Uiso 1 1 calc R . .
C17 C 0.48026(13) 0.8474(3) 0.33103(15) 0.0261(5) Uani 1 1 d . . .
H17 H 0.5347 0.8421 0.3377 0.031 Uiso 1 1 calc R . .
C18 C 0.43501(12) 0.7054(3) 0.29891(14) 0.0220(5) Uani 1 1 d . . .
H18 H 0.4584 0.6028 0.2839 0.026 Uiso 1 1 calc R . .
C19 C 0.35492(12) 0.7132(3) 0.28861(14) 0.0184(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'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 O2 105.84(7) . . ?
O1 V1 O3 104.12(7) . . ?
O2 V1 O3 87.99(6) . . ?
O1 V1 N2 95.28(7) . . ?
O2 V1 N2 158.71(6) . . ?
O3 V1 N2 84.25(6) . . ?
O1 V1 N3 93.16(7) . . ?
O2 V1 N3 87.21(6) . . ?
O3 V1 N3 162.72(7) . . ?
N2 V1 N3 94.37(6) . . ?
O1 V1 N1 162.42(7) . . ?
O2 V1 N1 86.92(6) . . ?
O3 V1 N1 88.08(6) . . ?
N2 V1 N1 73.06(6) . . ?
N3 V1 N1 75.10(6) . . ?
O4 S1 O6 115.37(9) . . ?
O4 S1 O3 110.53(10) . . ?
O6 S1 O3 110.49(9) . . ?
O4 S1 O5 108.88(10) . . ?
O6 S1 O5 106.51(9) . . ?
O3 S1 O5 104.39(8) . . ?
C19 O2 V1 122.43(12) . . ?
S1 O3 V1 138.07(9) . . ?
S1 O5 H5O 114.1 . . ?
C1 N1 C7 109.65(16) . . ?
C1 N1 C13 111.42(14) . . ?
C7 N1 C13 110.58(16) . . ?
C1 N1 V1 104.83(12) . . ?
C7 N1 V1 109.16(11) . . ?
C13 N1 V1 111.04(12) . . ?
C6 N2 C2 119.03(17) . . ?
C6 N2 V1 122.89(14) . . ?
C2 N2 V1 117.74(13) . . ?
C8 N3 C12 118.40(18) . . ?
C8 N3 V1 120.47(13) . . ?
C12 N3 V1 120.42(15) . . ?
N1 C1 C2 107.92(15) . . ?
N1 C1 H1A 110.1 . . ?
C2 C1 H1A 110.1 . . ?
N1 C1 H1B 110.1 . . ?
C2 C1 H1B 110.1 . . ?
H1A C1 H1B 108.4 . . ?
N2 C2 C3 121.29(19) . . ?
N2 C2 C1 115.38(17) . . ?
C3 C2 C1 123.32(19) . . ?
C2 C3 C4 119.2(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 118.4(2) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N2 C6 C5 122.4(2) . . ?
N2 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
N1 C7 C8 110.48(17) . . ?
N1 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
N1 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N3 C8 C9 122.24(19) . . ?
N3 C8 C7 115.80(18) . . ?
C9 C8 C7 121.9(2) . . ?
C10 C9 C8 118.5(2) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C10 118.8(2) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
N3 C12 C11 122.5(2) . . ?
N3 C12 H12 118.7 . . ?
C11 C12 H12 118.7 . . ?
N1 C13 C14 111.34(15) . . ?
N1 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
N1 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C15 C14 C19 118.94(19) . . ?
C15 C14 C13 121.7(2) . . ?
C19 C14 C13 119.31(19) . . ?
C14 C15 C16 121.0(2) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 119.6(2) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 119.9(2) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
O2 C19 C18 119.9(2) . . ?
O2 C19 C14 119.82(18) . . ?
C18 C19 C14 120.2(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O1 1.6015(15) . ?
V1 O2 1.9711(14) . ?
V1 O3 2.0132(14) . ?
V1 N2 2.1139(17) . ?
V1 N3 2.1166(17) . ?
V1 N1 2.3001(18) . ?
S1 O4 1.4341(16) . ?
S1 O6 1.4360(16) . ?
S1 O3 1.4974(15) . ?
S1 O5 1.5579(16) . ?
O2 C19 1.362(3) . ?
O5 H5O 0.9591 . ?
N1 C1 1.486(2) . ?
N1 C7 1.488(3) . ?
N1 C13 1.497(2) . ?
N2 C6 1.347(3) . ?
N2 C2 1.360(3) . ?
N3 C8 1.345(3) . ?
N3 C12 1.351(2) . ?
C1 C2 1.507(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.381(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.500(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.389(3) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.375(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.509(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.390(3) . ?
C14 C19 1.399(3) . ?
C15 C16 1.390(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.396(3) . ?
C18 H18 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
O5 H5O O2 0.96 1.61 2.531(2) 158.3 .
