#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/22/2232288.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_2232288
loop_
_publ_author_name
'Wang, Chen-Yi'
'Wu, Xiang'
'Cao, Feng'
'Yuan, Cai-Jun'
_publ_section_title
;
 [N'-(3-Ethoxy-2-oxidobenzylidene-κO²)-4-methylbenzohydrazidato-κ²O,N'](methanolato-κO)oxidovanadium(V)
;
_journal_coeditor_code           HB6443
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1538
_journal_paper_doi               10.1107/S1600536811041547
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[V (C17 H16 N2 O3) (C H3 O) O]'
_chemical_formula_moiety         'C18 H19 N2 O5 V'
_chemical_formula_sum            'C18 H19 N2 O5 V'
_chemical_formula_weight         394.29
_chemical_name_systematic
;
[N'-(3-Ethoxy-2-oxidobenzylidene-κO²)-4-
methylbenzohydrazidato-κ²O,N'](methanolato-
κO)oxidovanadium(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                 105.175(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6954(16)
_cell_length_b                   28.345(3)
_cell_length_c                   8.3877(18)
_cell_measurement_reflns_used    3023
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.6
_cell_volume                     1765.8(6)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD'
_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  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14022
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.62
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_correction_T_min  0.842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.304
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4044
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0446
_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)+(0.0473P)²+0.4204P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1098
_reflns_number_gt                2986
_reflns_number_total             4044
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6443.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2232288
_cod_database_fobs_code          2232288
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
_atom_site_symmetry_multiplicity
V V1 0.23672(5) 0.414915(13) 0.47578(5) 0.03413(14) Uani d . 1 1
N N1 0.1850(2) 0.34208(6) 0.4771(2) 0.0333(4) Uani d . 1 1
N N2 0.0915(3) 0.32243(7) 0.3264(2) 0.0386(5) Uani d . 1 1
O O1 0.3948(2) 0.40199(5) 0.67570(19) 0.0407(4) Uani d . 1 1
O O2 0.5797(2) 0.42530(6) 0.9805(2) 0.0477(5) Uani d . 1 1
O O3 0.1583(2) 0.39594(6) 0.24884(19) 0.0411(4) Uani d . 1 1
O O4 0.3495(2) 0.46251(6) 0.4152(2) 0.0478(4) Uani d . 1 1
O O5 0.0567(2) 0.43456(6) 0.5082(2) 0.0479(4) Uani d . 1 1
C C1 0.3177(3) 0.32665(8) 0.7653(3) 0.0342(5) Uani d . 1 1
C C2 0.4022(3) 0.37085(8) 0.7972(3) 0.0340(5) Uani d . 1 1
C C3 0.5005(3) 0.38212(9) 0.9597(3) 0.0386(6) Uani d . 1 1
C C4 0.5096(3) 0.34910(10) 1.0833(3) 0.0466(6) Uani d . 1 1
H H4 0.5724 0.3564 1.1910 0.056 Uiso calc R 1 1
C C5 0.4279(3) 0.30551(10) 1.0504(3) 0.0498(7) Uani d . 1 1
H H5 0.4376 0.2839 1.1358 0.060 Uiso calc R 1 1
C C6 0.3330(3) 0.29378(9) 0.8939(3) 0.0422(6) Uani d . 1 1
H H6 0.2789 0.2643 0.8726 0.051 Uiso calc R 1 1
C C7 0.2177(3) 0.31382(8) 0.6028(3) 0.0350(5) Uani d . 1 1
H H7 0.1731 0.2832 0.5860 0.042 Uiso calc R 1 1
C C8 0.0825(3) 0.35451(8) 0.2130(3) 0.0336(5) Uani d . 1 1
C C9 -0.0137(3) 0.34495(8) 0.0398(3) 0.0324(5) Uani d . 1 1
C C10 -0.0244(3) 0.37956(9) -0.0791(3) 0.0411(6) Uani d . 1 1
H H10 0.0317 0.4085 -0.0499 0.049 Uiso calc R 1 1
C C11 -0.1182(3) 0.37113(9) -0.2405(3) 0.0449(6) Uani d . 1 1
H H11 -0.1248 0.3947 -0.3188 0.054 Uiso calc R 1 1
C C12 -0.2024(3) 0.32857(9) -0.2889(3) 0.0388(6) Uani d . 1 1
C C13 -0.1894(3) 0.29402(9) -0.1695(3) 0.0439(6) Uani d . 1 1
H H13 -0.2440 0.2649 -0.1994 0.053 Uiso calc R 1 1
C C14 -0.0972(3) 0.30194(8) -0.0072(3) 0.0393(6) Uani d . 1 1
H H14 -0.0911 0.2783 0.0710 0.047 Uiso calc R 1 1
C C15 -0.3043(4) 0.32044(11) -0.4656(3) 0.0559(7) Uani d . 1 1
H H15A -0.3865 0.3461 -0.5028 0.084 Uiso calc R 1 1
H H15B -0.3704 0.2914 -0.4740 0.084 Uiso calc R 1 1
H H15C -0.2212 0.3186 -0.5331 0.084 Uiso calc R 1 1
C C16 0.6757(4) 0.43846(10) 1.1461(3) 0.0546(7) Uani d . 1 1
H H16A 0.7681 0.4153 1.1917 0.065 Uiso calc R 1 1
H H16B 0.5935 0.4399 1.2161 0.065 Uiso calc R 1 1
C C17 0.7590(4) 0.48552(11) 1.1390(4) 0.0727(10) Uani d . 1 1
H H17A 0.8465 0.4833 1.0761 0.109 Uiso calc R 1 1
H H17B 0.8169 0.4959 1.2490 0.109 Uiso calc R 1 1
H H17C 0.6674 0.5078 1.0873 0.109 Uiso calc R 1 1
C C18 0.2882(4) 0.50506(11) 0.3339(4) 0.0795(11) Uani d . 1 1
H H18A 0.1982 0.4985 0.2333 0.119 Uiso calc R 1 1
H H18B 0.3873 0.5213 0.3090 0.119 Uiso calc R 1 1
H H18C 0.2373 0.5244 0.4040 0.119 Uiso calc R 1 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'
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
O5 V1 O4 107.58(9)
O5 V1 O1 108.34(9)
O4 V1 O1 99.14(8)
O5 V1 O3 101.98(8)
O4 V1 O3 88.79(7)
O1 V1 O3 144.43(8)
O5 V1 N1 99.74(8)
O4 V1 N1 150.14(8)
O1 V1 N1 83.11(7)
O3 V1 N1 73.70(7)
C7 N1 N2 115.75(19)
C7 N1 V1 127.94(16)
N2 N1 V1 116.11(13)
C8 N2 N1 107.35(18)
C2 O1 V1 135.60(15)
C3 O2 C16 117.1(2)
C8 O3 V1 118.96(14)
C18 O4 V1 132.35(17)
C2 C1 C6 120.2(2)
C2 C1 C7 121.1(2)
C6 C1 C7 118.7(2)
O1 C2 C1 121.2(2)
O1 C2 C3 119.4(2)
C1 C2 C3 119.4(2)
O2 C3 C4 125.5(2)
O2 C3 C2 115.9(2)
C4 C3 C2 118.6(2)
C5 C4 C3 121.6(2)
C5 C4 H4 119.2
C3 C4 H4 119.2
C6 C5 C4 120.7(2)
C6 C5 H5 119.6
C4 C5 H5 119.6
C5 C6 C1 119.5(2)
C5 C6 H6 120.3
C1 C6 H6 120.3
N1 C7 C1 124.2(2)
N1 C7 H7 117.9
C1 C7 H7 117.9
N2 C8 O3 121.5(2)
N2 C8 C9 120.5(2)
O3 C8 C9 118.0(2)
C10 C9 C14 118.8(2)
C10 C9 C8 120.0(2)
C14 C9 C8 121.2(2)
C11 C10 C9 120.1(2)
C11 C10 H10 119.9
C9 C10 H10 119.9
C10 C11 C12 121.7(2)
C10 C11 H11 119.1
C12 C11 H11 119.1
C11 C12 C13 117.8(2)
C11 C12 C15 120.6(2)
C13 C12 C15 121.7(2)
C14 C13 C12 121.3(2)
C14 C13 H13 119.3
C12 C13 H13 119.3
C13 C14 C9 120.3(2)
C13 C14 H14 119.8
C9 C14 H14 119.8
C12 C15 H15A 109.5
C12 C15 H15B 109.5
H15A C15 H15B 109.5
C12 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
O2 C16 C17 108.1(2)
O2 C16 H16A 110.1
C17 C16 H16A 110.1
O2 C16 H16B 110.1
C17 C16 H16B 110.1
H16A C16 H16B 108.4
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
O4 C18 H18A 109.5
O4 C18 H18B 109.5
H18A C18 H18B 109.5
O4 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
V1 O5 1.5813(17) y
V1 O4 1.7499(17) y
V1 O1 1.8326(16) y
V1 O3 1.9170(16) y
V1 N1 2.1031(19) y
N1 C7 1.295(3) ?
N1 N2 1.396(2) ?
N2 C8 1.305(3) ?
O1 C2 1.338(3) ?
O2 C3 1.358(3) ?
O2 C16 1.441(3) ?
O3 C8 1.311(3) ?
O4 C18 1.405(3) ?
C1 C2 1.405(3) ?
C1 C6 1.407(3) ?
C1 C7 1.426(3) ?
C2 C3 1.412(3) ?
C3 C4 1.384(3) ?
C4 C5 1.381(4) ?
C4 H4 0.9300 ?
C5 C6 1.366(3) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 H7 0.9300 ?
C8 C9 1.473(3) ?
C9 C10 1.386(3) ?
C9 C14 1.386(3) ?
C10 C11 1.378(3) ?
C10 H10 0.9300 ?
C11 C12 1.380(3) ?
C11 H11 0.9300 ?
C12 C13 1.385(3) ?
C12 C15 1.502(3) ?
C13 C14 1.379(3) ?
C13 H13 0.9300 ?
C14 H14 0.9300 ?
C15 H15A 0.9600 ?
C15 H15B 0.9600 ?
C15 H15C 0.9600 ?
C16 C17 1.488(4) ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
C18 H18A 0.9600 ?
C18 H18B 0.9600 ?
C18 H18C 0.9600 ?
