#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:16:01 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179238 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/58/4315800.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_4315800
loop_
_publ_author_name
'Susan K. Hanson'
'R. Tom Baker'
'John C. Gordon'
'Brian L. Scott'
'David L. Thorn'
_publ_section_title
;
 Aerobic Oxidation of Lignin Models Using a Base Metal Vanadium Catalyst
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5611
_journal_page_last               5618
_journal_paper_doi               10.1021/ic100528n
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C22 H18 N O7 V'
_chemical_formula_weight         459.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 95.1190(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.4966(7)
_cell_length_b                   20.740(2)
_cell_length_c                   14.6977(15)
_cell_measurement_temperature    120(1)
_cell_volume                     1972.5(3)
_computing_cell_refinement       'SAINT+, v. 7.06 (Bruker AXS, 2001)'
_computing_data_collection       'APEX II, v. 1.08 (Bruker AXS, 2003)'
_computing_data_reduction        'SAINT+, v. 7.06 (Bruker AXS, 2001)'
_computing_molecular_graphics    'SHELXTL, v. 6.10, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.10, (Bruker AXS, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 with APEXII CCD'
_diffrn_measurement_method       'ω scans'
_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  0.0674
_diffrn_reflns_av_sigmaI/netI    0.0502
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18756
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.27
_diffrn_reflns_theta_min         1.96
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.550
_exptl_absorpt_correction_T_max  0.9678
_exptl_absorpt_correction_T_min  0.8886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.03 (Sheldrick, 2001)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3578
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.168
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0379
_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)+(0.0334P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0886
_reflns_number_gt                2688
_reflns_number_total             3578
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic100528n_si_001_3.cif
_cod_data_source_block           apx809
_cod_original_cell_volume        1972.5(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4315800
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.52950(7) 0.21600(2) 0.85673(3) 0.01828(14) Uani 1 1 d . . .
O1 O 0.6444(3) 0.27496(8) 0.81630(11) 0.0249(4) Uani 1 1 d . . .
O2 O 0.2714(3) 0.25789(8) 0.87395(11) 0.0189(4) Uani 1 1 d . . .
O3 O 0.0452(3) 0.29577(8) 0.96789(12) 0.0247(4) Uani 1 1 d . . .
O4 O 0.7757(3) 0.17068(8) 0.90418(12) 0.0237(4) Uani 1 1 d . . .
O5 O 0.9881(3) 0.13913(10) 1.02483(14) 0.0383(5) Uani 1 1 d . . .
O6 O 0.4226(2) 0.17550(8) 0.75637(11) 0.0188(4) Uani 1 1 d . . .
O7 O 0.3716(2) 0.11679(8) 0.90606(10) 0.0173(4) Uani 1 1 d . . .
N1 N 0.5337(3) 0.22724(9) 0.99563(13) 0.0154(5) Uani 1 1 d . . .
C1 C 0.3673(4) 0.25130(11) 1.03028(16) 0.0165(5) Uani 1 1 d . . .
C2 C 0.3508(4) 0.25100(12) 1.12299(16) 0.0202(6) Uani 1 1 d . . .
H2 H 0.2344 0.2677 1.1471 0.024 Uiso 1 1 calc R . .
C3 C 0.5133(4) 0.22505(12) 1.17967(17) 0.0215(6) Uani 1 1 d . . .
H3 H 0.5064 0.2242 1.2426 0.026 Uiso 1 1 calc R . .
C4 C 0.6850(4) 0.20050(12) 1.14223(17) 0.0217(6) Uani 1 1 d . . .
H4 H 0.7958 0.1841 1.1796 0.026 Uiso 1 1 calc R . .
C5 C 0.6888(4) 0.20088(12) 1.04861(17) 0.0194(6) Uani 1 1 d . . .
C6 C 0.2094(4) 0.27150(12) 0.95515(17) 0.0192(6) Uani 1 1 d . . .
C7 C 0.8368(4) 0.16743(13) 0.99180(19) 0.0242(6) Uani 1 1 d . . .
C8 C 0.2394(4) 0.13707(11) 0.75862(16) 0.0181(6) Uani 1 1 d . . .
H8 H 0.1346 0.1646 0.7830 0.022 Uiso 1 1 calc R . .
C9 C 0.1545(4) 0.11675(12) 0.66403(16) 0.0183(6) Uani 1 1 d . . .
C10 C 0.2699(4) 0.12128(12) 0.58969(16) 0.0215(6) Uani 1 1 d . . .
H10 H 0.4057 0.1359 0.5975 0.026 Uiso 1 1 calc R . .
C11 C 0.1830(4) 0.10404(13) 0.50350(18) 0.0281(7) Uani 1 1 d . . .
H11 H 0.2604 0.1074 0.4535 0.034 Uiso 1 1 calc R . .
C12 C -0.0180(4) 0.08184(13) 0.49174(19) 0.0293(7) Uani 1 1 d . . .
H12 H -0.0756 0.0703 0.4338 0.035 Uiso 1 1 calc R . .
C13 C -0.1330(4) 0.07679(13) 0.56548(19) 0.0284(7) Uani 1 1 d . . .
H13 H -0.2675 0.0611 0.5577 0.034 Uiso 1 1 calc R . .
C14 C -0.0485(4) 0.09506(12) 0.65115(18) 0.0237(6) Uani 1 1 d . . .
H14 H -0.1280 0.0928 0.7006 0.028 Uiso 1 1 calc R . .
C15 C 0.2846(4) 0.08230(12) 0.82723(16) 0.0186(6) Uani 1 1 d . . .
H15 H 0.1526 0.0637 0.8415 0.022 Uiso 1 1 calc R . .
C16 C 0.4207(4) 0.02834(11) 0.79809(16) 0.0179(6) Uani 1 1 d . . .
C17 C 0.3343(4) -0.02067(12) 0.74171(17) 0.0234(6) Uani 1 1 d . . .
H17 H 0.1941 -0.0193 0.7222 0.028 Uiso 1 1 calc R . .
C18 C 0.4537(4) -0.07131(13) 0.71425(18) 0.0266(6) Uani 1 1 d . . .
H18 H 0.3945 -0.1030 0.6755 0.032 Uiso 1 1 calc R . .
C19 C 0.6608(4) -0.07449(13) 0.74465(17) 0.0258(7) Uani 1 1 d . . .
H19 H 0.7410 -0.1087 0.7272 0.031 Uiso 1 1 calc R . .
C20 C 0.7486(4) -0.02676(12) 0.80093(17) 0.0240(6) Uani 1 1 d . . .
H20 H 0.8878 -0.0292 0.8219 0.029 Uiso 1 1 calc R . .
C21 C 0.6306(4) 0.02488(12) 0.82649(16) 0.0206(6) Uani 1 1 d . . .
H21 H 0.6923 0.0574 0.8629 0.025 Uiso 1 1 calc R . .
C22 C 0.3847(4) 0.08054(12) 0.98998(16) 0.0202(6) Uani 1 1 d . . .
H22A H 0.2748 0.0495 0.9877 0.030 Uiso 1 1 calc R . .
H22B H 0.3729 0.1093 1.0404 0.030 Uiso 1 1 calc R . .
H22C H 0.5153 0.0586 0.9978 0.030 Uiso 1 1 calc R . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 V1 O6 102.48(8) . . ?
O1 V1 O2 98.44(8) . . ?
O6 V1 O2 92.39(7) . . ?
O1 V1 O4 96.26(8) . . ?
O6 V1 O4 108.56(8) . . ?
O2 V1 O4 151.08(7) . . ?
O1 V1 N1 108.80(8) . . ?
O6 V1 N1 147.74(8) . . ?
O2 V1 N1 75.67(7) . . ?
O4 V1 N1 76.06(7) . . ?
O1 V1 O7 173.09(7) . . ?
O6 V1 O7 72.86(6) . . ?
O2 V1 O7 86.97(6) . . ?
O4 V1 O7 80.72(6) . . ?
N1 V1 O7 76.62(7) . . ?
C6 O2 V1 123.60(15) . . ?
C7 O4 V1 123.14(16) . . ?
C8 O6 V1 120.34(14) . . ?
C15 O7 C22 114.87(18) . . ?
C15 O7 V1 109.06(13) . . ?
C22 O7 V1 134.47(14) . . ?
C1 N1 C5 121.8(2) . . ?
C1 N1 V1 118.91(16) . . ?
C5 N1 V1 118.44(16) . . ?
N1 C1 C2 120.9(2) . . ?
N1 C1 C6 110.4(2) . . ?
C2 C1 C6 128.5(2) . . ?
C1 C2 C3 118.2(2) . . ?
C4 C3 C2 119.9(2) . . ?
C5 C4 C3 118.8(2) . . ?
N1 C5 C4 120.3(2) . . ?
N1 C5 C7 110.7(2) . . ?
C4 C5 C7 128.5(2) . . ?
O3 C6 O2 124.9(2) . . ?
O3 C6 C1 123.9(2) . . ?
O2 C6 C1 111.2(2) . . ?
O5 C7 O4 125.6(3) . . ?
O5 C7 C5 122.7(2) . . ?
O4 C7 C5 111.7(2) . . ?
O6 C8 C9 111.69(19) . . ?
O6 C8 C15 108.48(19) . . ?
C9 C8 C15 115.6(2) . . ?
C10 C9 C14 119.3(2) . . ?
C10 C9 C8 122.0(2) . . ?
C14 C9 C8 118.7(2) . . ?
C9 C10 C11 120.0(2) . . ?
C12 C11 C10 120.2(3) . . ?
C13 C12 C11 120.1(3) . . ?
C12 C13 C14 119.9(3) . . ?
C13 C14 C9 120.5(2) . . ?
O7 C15 C16 113.6(2) . . ?
O7 C15 C8 101.58(19) . . ?
C16 C15 C8 116.5(2) . . ?
C21 C16 C17 118.1(2) . . ?
C21 C16 C15 122.4(2) . . ?
C17 C16 C15 119.5(2) . . ?
C18 C17 C16 121.2(3) . . ?
C19 C18 C17 119.7(3) . . ?
C20 C19 C18 119.9(2) . . ?
C19 C20 C21 120.4(3) . . ?
C20 C21 C16 120.6(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 1.5762(17) . ?
V1 O6 1.7836(16) . ?
V1 O2 1.9253(17) . ?
V1 O4 1.9310(17) . ?
V1 N1 2.0525(19) . ?
V1 O7 2.4383(16) . ?
O2 C6 1.324(3) . ?
O3 C6 1.209(3) . ?
O4 C7 1.315(3) . ?
O5 C7 1.209(3) . ?
O6 C8 1.435(3) . ?
O7 C15 1.434(3) . ?
O7 C22 1.440(3) . ?
N1 C1 1.333(3) . ?
N1 C5 1.335(3) . ?
C1 C2 1.376(3) . ?
C1 C6 1.498(3) . ?
C2 C3 1.393(3) . ?
C3 C4 1.384(4) . ?
C4 C5 1.378(3) . ?
C5 C7 1.499(4) . ?
C8 C9 1.509(3) . ?
C8 C15 1.530(3) . ?
C9 C10 1.382(3) . ?
C9 C14 1.390(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.381(4) . ?
C12 C13 1.374(4) . ?
C13 C14 1.381(3) . ?
C15 C16 1.512(3) . ?
C16 C21 1.392(3) . ?
C16 C17 1.397(3) . ?
C17 C18 1.387(3) . ?
C18 C19 1.381(4) . ?
C19 C20 1.380(4) . ?
C20 C21 1.388(3) . ?
