#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/99/2209938.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2209938
loop_
_publ_author_name
'A. Sreekanth'
'Hoong-Kun Fun'
'Rohith P. John'
'M. R. Prathapachandra Kurup'
'Suchada Chantrapromma'
_publ_section_title
Di-μ-dioxo-bis({1-[phenyl(2-pyridyl-κN)methylene]-2-(pyrrolidin-1-ylthiocarbonyl-κS)hydrazinato-κN¹}oxovanadium(V))
_journal_coeditor_code           LH2125
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1919
_journal_page_last               m1921
_journal_paper_doi               10.1107/S1600536806026894
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[V2 (C17 H17 N4 S)2 O4]'
_chemical_formula_moiety         'C34 H34 N8 O4 S2 V2'
_chemical_formula_sum            'C34 H34 N8 O4 S2 V2'
_chemical_formula_weight         784.71
_chemical_name_common
;μ-dioxo-bis[Benzoyl pyridine N⁴,
 N⁴-(butane-1,4-diyl)thiosemicarbazonato-
κ³ N,N',S]oxovanadium(V)
;
_chemical_name_systematic
;
Di-μ-dioxo-bis({1-[phenyl(2-pyridyl-\kN)methylene]-2-(pyrrolidin-1-
ylthiocarbonyl-\kS)hydrazinato-\kN¹}oxovanadium(V))
;
_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                 118.877(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.3912(8)
_cell_length_b                   17.4103(14)
_cell_length_c                   11.0953(7)
_cell_measurement_reflns_used    3801
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.40
_cell_volume                     1757.7(2)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material
;
SHELXTL and PLATON (Spek, 2003)
;
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_diffrn_ambient_temperature      297(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
;
Bruker SMART APEX2 CCD area-detector
;
_diffrn_measurement_method       ω
_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  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9824
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.40
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.701
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Slab
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.302
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3801
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0512
_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)+(0.0428P)²+1.5976P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1197
_reflns_number_gt                3129
_reflns_number_total             3801
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2125.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2209938
_cod_database_fobs_code          2209938
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
V V1 0.06919(5) -0.04935(3) 0.42557(5) 0.02977(15) Uani d . 1
S S1 -0.04038(9) 0.02495(5) 0.21876(8) 0.0462(2) Uani d . 1
O O1 -0.1336(2) -0.02113(11) 0.4579(2) 0.0377(5) Uani d . 1
O O2 0.2073(2) -0.07935(13) 0.4101(2) 0.0480(6) Uani d . 1
N N1 -0.2805(3) -0.01175(15) -0.0109(2) 0.0447(6) Uani d . 1
N N2 -0.2090(3) -0.10543(13) 0.1505(2) 0.0343(5) Uani d . 1
N N3 -0.1085(2) -0.12367(13) 0.2826(2) 0.0294(5) Uani d . 1
N N4 0.0790(2) -0.14950(13) 0.5379(2) 0.0340(5) Uani d . 1
C C1 -0.4095(4) -0.0570(2) -0.1060(3) 0.0558(9) Uani d . 1
H H1A -0.4651 -0.0742 -0.0615 0.056(11) Uiso d R 1
H H1B -0.3809 -0.1014 -0.1406 0.093(16) Uiso d R 1
C C2 -0.4977(4) 0.0000(3) -0.2207(4) 0.0635(11) Uani d . 1
H H2A -0.5524 -0.0261 -0.3083 0.071(12) Uiso d R 1
H H2B -0.5656 0.0287 -0.2014 0.093(16) Uiso d R 1
C C3 -0.3832(4) 0.0517(3) -0.2218(4) 0.0657(11) Uani d . 1
H H3A -0.4253 0.1011 -0.2615 0.083(14) Uiso d R 1
H H3B -0.3411 0.0290 -0.2747 0.082(14) Uiso d R 1
C C4 -0.2670(5) 0.0605(2) -0.0716(4) 0.0620(11) Uani d . 1
H H4A -0.1697 0.0661 -0.0621 0.086(15) Uiso d R 1
H H4B -0.2876 0.1043 -0.0296 0.071(13) Uiso d R 1
C C5 -0.1847(3) -0.03602(16) 0.1153(3) 0.0349(6) Uani d . 1
C C6 -0.1226(3) -0.19123(15) 0.3264(3) 0.0315(6) Uani d . 1
C C7 -0.2403(3) -0.24637(16) 0.2389(3) 0.0336(6) Uani d . 1
C C8 -0.2090(4) -0.30983(18) 0.1816(4) 0.0466(8) Uani d . 1
H H8A -0.1126 -0.3197 0.2022 0.046(9) Uiso d R 1
C C9 -0.3207(4) -0.3586(2) 0.0941(4) 0.0583(9) Uani d . 1
H H9A -0.2994 -0.4004 0.0546 0.055(10) Uiso d R 1
C C10 -0.4628(4) -0.3451(2) 0.0656(4) 0.0597(10) Uani d . 1
H H10A -0.5376 -0.3780 0.0074 0.078(13) Uiso d R 1
C C11 -0.4945(4) -0.2834(3) 0.1227(4) 0.0618(10) Uani d . 1
H H11A -0.5908 -0.2745 0.1034 0.078(13) Uiso d R 1
C C12 -0.3836(4) -0.2338(2) 0.2094(4) 0.0543(9) Uani d . 1
H H12A -0.4061 -0.1919 0.2478 0.077(13) Uiso d R 1
C C13 -0.0148(3) -0.20804(16) 0.4685(3) 0.0333(6) Uani d . 1
C C14 -0.0037(4) -0.27847(18) 0.5322(3) 0.0444(7) Uani d . 1
H H14A -0.0693 -0.3179 0.4850 0.047(9) Uiso d R 1
C C15 0.1057(4) -0.2892(2) 0.6664(4) 0.0504(8) Uani d . 1
H H15A 0.1154 -0.3361 0.7099 0.051(10) Uiso d R 1
C C16 0.1999(4) -0.2301(2) 0.7348(3) 0.0525(9) Uani d . 1
H H16A 0.2739 -0.2365 0.8251 0.056(10) Uiso d R 1
C C17 0.1837(3) -0.16067(19) 0.6683(3) 0.0433(7) Uani d . 1
H H17A 0.2475 -0.1206 0.7154 0.045(9) Uiso d R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 V1 O1 . 3_556 106.01(11) y
O2 V1 N4 . . 90.21(11) y
O1 V1 N4 3_556 . 105.18(10) ?
O2 V1 N3 . . 102.39(10) y
O1 V1 N3 3_556 . 151.59(9) y
N4 V1 N3 . . 73.93(9) y
O2 V1 O1 . . 172.83(10) y
O1 V1 O1 3_556 . 77.42(9) y
N4 V1 O1 . . 82.77(8) y
N3 V1 O1 . . 74.30(7) y
O2 V1 S1 . . 96.26(9) y
O1 V1 S1 3_556 . 99.93(8) ?
N4 V1 S1 . . 151.20(7) y
N3 V1 S1 . . 77.27(6) y
O1 V1 S1 . . 89.25(6) y
C5 S1 V1 . . 99.34(10) ?
V1 O1 V1 3_556 . 102.59(9) y
C5 N1 C4 . . 124.4(3) ?
C5 N1 C1 . . 122.8(3) ?
C4 N1 C1 . . 112.8(3) ?
C5 N2 N3 . . 111.8(2) ?
C6 N3 N2 . . 116.3(2) ?
C6 N3 V1 . . 118.03(17) ?
N2 N3 V1 . . 125.62(17) ?
C17 N4 C13 . . 119.2(3) ?
C17 N4 V1 . . 122.6(2) ?
C13 N4 V1 . . 117.71(18) ?
N1 C1 C2 . . 102.8(3) ?
N1 C1 H1A . . 111.1 ?
C2 C1 H1A . . 111.1 ?
N1 C1 H1B . . 111.3 ?
C2 C1 H1B . . 111.3 ?
H1A C1 H1B . . 109.1 ?
C3 C2 C1 . . 103.8(3) ?
C3 C2 H2A . . 111.0 ?
C1 C2 H2A . . 110.9 ?
C3 C2 H2B . . 111.0 ?
C1 C2 H2B . . 111.1 ?
H2A C2 H2B . . 109.0 ?
C2 C3 C4 . . 105.4(3) ?
C2 C3 H3A . . 110.6 ?
C4 C3 H3A . . 110.7 ?
C2 C3 H3B . . 110.7 ?
C4 C3 H3B . . 110.6 ?
H3A C3 H3B . . 108.8 ?
N1 C4 C3 . . 102.4(3) ?
N1 C4 H4A . . 111.3 ?
C3 C4 H4A . . 111.3 ?
N1 C4 H4B . . 111.3 ?
C3 C4 H4B . . 111.3 ?
H4A C4 H4B . . 109.2 ?
N2 C5 N1 . . 116.3(2) ?
N2 C5 S1 . . 125.8(2) ?
N1 C5 S1 . . 117.8(2) ?
N3 C6 C13 . . 114.7(2) ?
N3 C6 C7 . . 122.8(2) ?
C13 C6 C7 . . 122.5(2) ?
C12 C7 C8 . . 118.8(3) ?
C12 C7 C6 . . 120.4(3) ?
C8 C7 C6 . . 120.8(3) ?
C9 C8 C7 . . 120.4(3) ?
C9 C8 H8A . . 119.8 ?
C7 C8 H8A . . 119.8 ?
C10 C9 C8 . . 120.0(4) ?
C10 C9 H9A . . 120.0 ?
C8 C9 H9A . . 120.0 ?
C11 C10 C9 . . 120.1(3) ?
C11 C10 H10A . . 119.9 ?
C9 C10 H10A . . 120.0 ?
C10 C11 C12 . . 120.3(3) ?
C10 C11 H11A . . 119.8 ?
C12 C11 H11A . . 119.8 ?
C7 C12 C11 . . 120.4(4) ?
C7 C12 H12A . . 119.8 ?
C11 C12 H12A . . 119.8 ?
N4 C13 C14 . . 120.7(3) ?
N4 C13 C6 . . 115.4(2) ?
C14 C13 C6 . . 124.0(3) ?
C15 C14 C13 . . 119.3(3) ?
C15 C14 H14A . . 120.4 ?
C13 C14 H14A . . 120.4 ?
C16 C15 C14 . . 119.5(3) ?
C16 C15 H15A . . 120.3 ?
C14 C15 H15A . . 120.3 ?
C15 C16 C17 . . 119.4(3) ?
C15 C16 H16A . . 120.3 ?
C17 C16 H16A . . 120.3 ?
N4 C17 C16 . . 121.9(3) ?
N4 C17 H17A . . 119.0 ?
C16 C17 H17A . . 119.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
V1 O2 . 1.612(2) y
V1 O1 3_556 1.6702(19) y
V1 N4 . 2.117(2) y
V1 N3 . 2.184(2) y
V1 O1 . 2.354(2) y
V1 S1 . 2.3899(9) y
S1 C5 . 1.741(3) ?
O1 V1 3_556 1.6702(19) ?
N1 C5 . 1.336(4) ?
N1 C4 . 1.465(4) ?
N1 C1 . 1.471(4) ?
N2 C5 . 1.331(4) ?
N2 N3 . 1.364(3) ?
N3 C6 . 1.308(3) ?
N4 C17 . 1.339(4) ?
N4 C13 . 1.363(4) ?
C1 C2 . 1.523(5) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9701 ?
C2 C3 . 1.495(6) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.522(5) ?
C3 H3A . 0.9699 ?
C3 H3B . 0.9701 ?
C4 H4A . 0.9699 ?
C4 H4B . 0.9701 ?
C6 C13 . 1.456(4) ?
C6 C7 . 1.488(4) ?
C7 C12 . 1.378(4) ?
C7 C8 . 1.389(4) ?
C8 C9 . 1.386(5) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.372(5) ?
C9 H9A . 0.9301 ?
C10 C11 . 1.366(6) ?
C10 H10A . 0.9301 ?
C11 C12 . 1.389(5) ?
C11 H11A . 0.9300 ?
C12 H12A . 0.9300 ?
C13 C14 . 1.392(4) ?
C14 C15 . 1.381(5) ?
C14 H14A . 0.9299 ?
C15 C16 . 1.369(5) ?
C15 H15A . 0.9301 ?
C16 C17 . 1.383(5) ?
C16 H16A . 0.9300 ?
C17 H17A . 0.9299 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C10 H10A O2 4_455 0.93 2.4453 3.278(5) 149 y
C15 H15A O2 4_556 0.93 2.4422 3.302(4) 154 y
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 V1 S1 C5 . . 104.30(14) ?
O1 V1 S1 C5 3_556 . -148.18(13) ?
N4 V1 S1 C5 . . 2.33(19) ?
N3 V1 S1 C5 . . 2.97(12) ?
O1 V1 S1 C5 . . -71.10(12) ?
O1 V1 O1 V1 3_556 3_556 0.0 ?
N4 V1 O1 V1 . 3_556 107.39(11) ?
N3 V1 O1 V1 . 3_556 -177.33(12) ?
S1 V1 O1 V1 . 3_556 -100.35(9) ?
C5 N2 N3 C6 . . -179.5(2) ?
C5 N2 N3 V1 . . 1.6(3) ?
O2 V1 N3 C6 . . 84.2(2) ?
O1 V1 N3 C6 3_556 . -94.7(3) ?
N4 V1 N3 C6 . . -2.4(2) ?
O1 V1 N3 C6 . . -89.2(2) ?
S1 V1 N3 C6 . . 177.9(2) ?
O2 V1 N3 N2 . . -96.9(2) ?
O1 V1 N3 N2 3_556 . 84.2(3) ?
N4 V1 N3 N2 . . 176.5(2) ?
O1 V1 N3 N2 . . 89.7(2) ?
S1 V1 N3 N2 . . -3.15(19) ?
O2 V1 N4 C17 . . 73.8(2) ?
O1 V1 N4 C17 3_556 . -32.9(2) ?
N3 V1 N4 C17 . . 176.6(2) ?
O1 V1 N4 C17 . . -107.7(2) ?
S1 V1 N4 C17 . . 177.28(18) ?
O2 V1 N4 C13 . . -98.2(2) ?
O1 V1 N4 C13 3_556 . 155.1(2) ?
N3 V1 N4 C13 . . 4.65(19) ?
O1 V1 N4 C13 . . 80.3(2) ?
S1 V1 N4 C13 . . 5.3(3) ?
C5 N1 C1 C2 . . 169.3(3) ?
C4 N1 C1 C2 . . -12.7(4) ?
N1 C1 C2 C3 . . 29.8(4) ?
C1 C2 C3 C4 . . -36.6(5) ?
C5 N1 C4 C3 . . 168.7(3) ?
C1 N1 C4 C3 . . -9.3(5) ?
C2 C3 C4 N1 . . 28.2(5) ?
N3 N2 C5 N1 . . -177.8(2) y
N3 N2 C5 S1 . . 2.2(4) ?
C4 N1 C5 N2 . . -175.8(3) ?
C1 N1 C5 N2 . . 2.0(5) ?
C4 N1 C5 S1 . . 4.2(5) ?
C1 N1 C5 S1 . . -178.0(3) ?
V1 S1 C5 N2 . . -4.1(3) ?
V1 S1 C5 N1 . . 175.9(2) ?
N2 N3 C6 C13 . . -179.1(2) ?
V1 N3 C6 C13 . . -0.1(3) ?
N2 N3 C6 C7 . . 0.3(4) ?
V1 N3 C6 C7 . . 179.3(2) ?
N3 C6 C7 C12 . . -73.8(4) y
C13 C6 C7 C12 . . 105.6(3) ?
N3 C6 C7 C8 . . 104.0(3) ?
C13 C6 C7 C8 . . -76.6(4) ?
C12 C7 C8 C9 . . 1.4(5) ?
C6 C7 C8 C9 . . -176.4(3) ?
C7 C8 C9 C10 . . -1.2(5) ?
C8 C9 C10 C11 . . 0.4(6) ?
C9 C10 C11 C12 . . 0.2(6) ?
C8 C7 C12 C11 . . -0.7(5) ?
C6 C7 C12 C11 . . 177.1(3) ?
C10 C11 C12 C7 . . -0.1(6) ?
C17 N4 C13 C14 . . 0.9(4) ?
V1 N4 C13 C14 . . 173.1(2) ?
C17 N4 C13 C6 . . -178.6(3) ?
V1 N4 C13 C6 . . -6.3(3) ?
N3 C6 C13 N4 . . 4.1(4) ?
C7 C6 C13 N4 . . -175.3(3) ?
N3 C6 C13 C14 . . -175.3(3) ?
C7 C6 C13 C14 . . 5.3(4) ?
N4 C13 C14 C15 . . -1.4(5) ?
C6 C13 C14 C15 . . 178.0(3) ?
C13 C14 C15 C16 . . 0.9(5) ?
C14 C15 C16 C17 . . 0.0(5) ?
C13 N4 C17 C16 . . 0.1(4) ?
V1 N4 C17 C16 . . -171.8(2) ?
C15 C16 C17 N4 . . -0.5(5) ?
