#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/75/4317529.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_4317529
loop_
_publ_author_name
'B. Cashin'
'D. Cunningham'
'P. Daly'
'P. McArdle'
'M. Munroe'
'N. Ní Chonchubhair'
_publ_section_title
;
 Donor Properties of the Vanadyl Ion: Reactions of Vanadyl Salicylaldimine
 β-Ketimine and Acetylacetonato Complexes with Groups 14 and 15 Lewis
 Acids
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              773
_journal_page_last               782
_journal_paper_doi               10.1021/ic010366s
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C20 H27 Cl N4 O5 V'
_chemical_formula_weight         489.85
_chemical_name_common            '[VO(3-MeOsalen)/H3N(CH2)2NH2]Cl'
_chemical_name_systematic
;
  [N,N'-bis(3-methoxysalicylidene)ethane-1,2-diaminato]oxovanadium(IV)/ 
ethane-1-amine-2-ammonium chloride (1/1)
;
_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                76.029(14)
_cell_angle_beta                 80.759(12)
_cell_angle_gamma                71.224(14)
_cell_formula_units_Z            2
_cell_length_a                   8.4499(12)
_cell_length_b                   11.939(2)
_cell_length_c                   12.0129(19)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1108.9(3)
_computing_cell_refinement       'CELDIM in CAD4-PC-Software'
_computing_data_collection       'CAD4-PC-Software (Enraf-Nonius, 1992)'
_computing_data_reduction        'XCAD (McArdle & Higgins, 1995)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  '4-circle diffractometer'
_diffrn_measurement_method       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_av_sigmaI/netI    0.0841
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7089
_diffrn_reflns_theta_full        29.97
_diffrn_reflns_theta_max         29.97
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.607
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Rectangular Prism'
_exptl_crystal_F_000             510
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.325
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         6436
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.981
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0472
_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)+(0.0645P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1319
_reflns_number_gt                3540
_reflns_number_total             6436
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010366s_1.cif
_cod_data_source_block           '[VO(3-MeOsalen)/H3N(CH2)2NH2]Cl'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_cell_volume        1109.0(3)
_cod_database_code               4317529
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
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.19986(5) 0.46012(3) 0.13731(4) 0.02883(12) Uani 1 1 d . . .
O1 O 0.0269(2) 0.41287(14) 0.24494(14) 0.0347(4) Uani 1 1 d . . .
O2 O 0.1942(2) 0.33967(15) 0.05733(14) 0.0363(4) Uani 1 1 d . . .
O3 O 0.2467(3) 0.12341(16) 0.02121(16) 0.0462(5) Uani 1 1 d . . .
O4 O -0.1451(2) 0.28642(17) 0.38807(16) 0.0475(5) Uani 1 1 d . . .
O5 O 0.3749(2) 0.41181(16) 0.19241(16) 0.0412(4) Uani 1 1 d . . .
N3 N 0.1433(3) 0.14454(19) 0.26444(18) 0.0409(5) Uani 1 1 d . . .
H3A H 0.0851 0.2192 0.2729 0.057 Uiso 1 1 calc R . .
H3B H 0.0728 0.1032 0.2636 0.057 Uiso 1 1 calc R . .
H3C H 0.2085 0.1476 0.1984 0.057 Uiso 1 1 calc R . .
N2 N 0.2333(3) 0.56560(18) -0.02161(18) 0.0357(5) Uani 1 1 d . . .
N1 N 0.0974(3) 0.62998(18) 0.17170(19) 0.0365(5) Uani 1 1 d . . .
N4 N 0.4977(3) 0.1258(3) 0.2508(3) 0.0640(7) Uani 1 1 d . . .
H4A H 0.4776 0.0931 0.2003 0.083 Uiso 1 1 calc R . .
H4B H 0.5831 0.1529 0.2388 0.083 Uiso 1 1 calc R . .
Cl1 Cl -0.07486(10) -0.02755(7) 0.28713(8) 0.0596(2) Uani 1 1 d . . .
C1 C -0.0685(3) 0.4642(2) 0.3295(2) 0.0324(5) Uani 1 1 d . . .
C2 C -0.1629(3) 0.3978(2) 0.4098(2) 0.0364(6) Uani 1 1 d . . .
C3 C -0.2628(3) 0.4445(3) 0.5003(2) 0.0453(7) Uani 1 1 d . . .
H3 H -0.3234 0.3991 0.5529 0.059 Uiso 1 1 calc R . .
C4 C -0.2732(4) 0.5590(3) 0.5130(2) 0.0505(7) Uani 1 1 d . . .
H4 H -0.3384 0.5893 0.5753 0.066 Uiso 1 1 calc R . .
C5 C -0.1883(4) 0.6277(3) 0.4345(2) 0.0468(7) Uani 1 1 d . . .
H5 H -0.1990 0.7054 0.4427 0.061 Uiso 1 1 calc R . .
C6 C -0.0839(3) 0.5819(2) 0.3407(2) 0.0363(6) Uani 1 1 d . . .
C7 C -0.0064(3) 0.6607(2) 0.2579(2) 0.0393(6) Uani 1 1 d . . .
H7 H -0.0328 0.7400 0.2669 0.051 Uiso 1 1 calc R . .
C8 C 0.1664(4) 0.7204(2) 0.0906(3) 0.0468(7) Uani 1 1 d . . .
H8A H 0.2775 0.7128 0.1091 0.061 Uiso 1 1 calc R . .
H8B H 0.0946 0.8013 0.0950 0.061 Uiso 1 1 calc R . .
C9 C 0.1748(4) 0.6971(2) -0.0281(3) 0.0459(7) Uani 1 1 d . . .
H9A H 0.0647 0.7310 -0.0569 0.060 Uiso 1 1 calc R . .
H9B H 0.2517 0.7349 -0.0804 0.060 Uiso 1 1 calc R . .
C10 C 0.3018(3) 0.5244(2) -0.1128(2) 0.0375(6) Uani 1 1 d . . .
H10 H 0.3239 0.5795 -0.1780 0.049 Uiso 1 1 calc R . .
C11 C 0.3473(3) 0.3998(2) -0.1224(2) 0.0345(5) Uani 1 1 d . . .
C12 C 0.4424(3) 0.3655(3) -0.2224(2) 0.0455(7) Uani 1 1 d . . .
H12 H 0.4832 0.4216 -0.2773 0.059 Uiso 1 1 calc R . .
C13 C 0.4755(4) 0.2525(3) -0.2400(2) 0.0504(7) Uani 1 1 d . . .
H13 H 0.5413 0.2313 -0.3059 0.066 Uiso 1 1 calc R . .
C14 C 0.4127(3) 0.1672(3) -0.1610(2) 0.0454(7) Uani 1 1 d . . .
H14 H 0.4350 0.0898 -0.1744 0.059 Uiso 1 1 calc R . .
C15 C 0.3167(3) 0.1987(2) -0.0621(2) 0.0360(6) Uani 1 1 d . . .
C16 C 0.2854(3) 0.3146(2) -0.0390(2) 0.0315(5) Uani 1 1 d . . .
C18 C 0.2446(4) 0.0131(3) -0.0034(3) 0.0527(7) Uani 1 1 d . . .
H18A H 0.1926 0.0298 -0.0734 0.074 Uiso 1 1 calc R . .
H18B H 0.1823 -0.0265 0.0587 0.074 Uiso 1 1 calc R . .
H18C H 0.3576 -0.0384 -0.0122 0.074 Uiso 1 1 calc R . .
C17 C -0.2305(4) 0.2101(3) 0.4673(3) 0.0620(9) Uani 1 1 d . . .
H17A H -0.1924 0.1936 0.5423 0.087 Uiso 1 1 calc R . .
H17B H -0.2074 0.1356 0.4420 0.087 Uiso 1 1 calc R . .
H17C H -0.3492 0.2498 0.4708 0.087 Uiso 1 1 calc R . .
C19 C 0.2489(4) 0.0840(3) 0.3615(3) 0.0631(9) Uani 1 1 d . . .
H19A H 0.2939 -0.0016 0.3610 0.082 Uiso 1 1 calc R . .
H19B H 0.1800 0.0927 0.4335 0.082 Uiso 1 1 calc R . .
C20 C 0.3894(5) 0.1350(3) 0.3547(3) 0.0678(10) Uani 1 1 d . . .
H20A H 0.3438 0.2194 0.3600 0.088 Uiso 1 1 calc R . .
H20B H 0.4546 0.0930 0.4200 0.088 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'
O O 0.0106 0.0060 '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'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
O5 V1 O1 110.96(9) . . ?
O5 V1 O2 106.68(9) . . ?
O1 V1 O2 86.58(7) . . ?
O5 V1 N1 103.79(9) . . ?
O1 V1 N1 87.69(8) . . ?
O2 V1 N1 149.03(9) . . ?
O5 V1 N2 107.47(9) . . ?
O1 V1 N2 141.26(8) . . ?
O2 V1 N2 87.09(8) . . ?
N1 V1 N2 78.61(9) . . ?
C1 O1 V1 130.13(15) . . ?
C16 O2 V1 126.35(15) . . ?
C15 O3 C18 118.3(2) . . ?
C2 O4 C17 118.1(2) . . ?
C10 N2 C9 119.4(2) . . ?
C10 N2 V1 124.48(17) . . ?
C9 N2 V1 116.13(17) . . ?
C7 N1 C8 119.8(2) . . ?
C7 N1 V1 127.25(18) . . ?
C8 N1 V1 112.77(17) . . ?
O1 C1 C6 123.6(2) . . ?
O1 C1 C2 117.9(2) . . ?
C6 C1 C2 118.4(2) . . ?
O4 C2 C3 125.0(2) . . ?
O4 C2 C1 113.8(2) . . ?
C3 C2 C1 121.1(2) . . ?
C2 C3 C4 120.1(3) . . ?
C5 C4 C3 120.4(2) . . ?
C4 C5 C6 120.8(3) . . ?
C1 C6 C5 119.1(2) . . ?
C1 C6 C7 122.8(2) . . ?
C5 C6 C7 118.0(2) . . ?
N1 C7 C6 124.9(2) . . ?
N1 C8 C9 107.1(2) . . ?
N2 C9 C8 108.5(2) . . ?
N2 C10 C11 125.4(2) . . ?
C12 C11 C16 119.5(2) . . ?
C12 C11 C10 118.8(2) . . ?
C16 C11 C10 121.4(2) . . ?
C13 C12 C11 121.0(3) . . ?
C12 C13 C14 121.0(3) . . ?
C15 C14 C13 119.3(3) . . ?
O3 C15 C14 124.8(2) . . ?
O3 C15 C16 114.2(2) . . ?
C14 C15 C16 121.1(2) . . ?
O2 C16 C15 118.6(2) . . ?
O2 C16 C11 123.3(2) . . ?
C15 C16 C11 118.0(2) . . ?
N3 C19 C20 111.9(3) . . ?
N4 C20 C19 113.0(3) . . ?
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 O5 1.5938(18) . ?
V1 O1 1.9228(16) . ?
V1 O2 1.9287(17) . ?
V1 N1 2.047(2) . ?
V1 N2 2.051(2) . ?
O1 C1 1.332(3) . ?
O2 C16 1.325(3) . ?
O3 C15 1.371(3) . ?
O3 C18 1.424(3) . ?
O4 C2 1.373(3) . ?
O4 C17 1.429(3) . ?
N3 C19 1.480(4) . ?
N2 C10 1.285(3) . ?
N2 C9 1.473(3) . ?
N1 C7 1.289(3) . ?
N1 C8 1.473(3) . ?
N4 C20 1.430(4) . ?
C1 C6 1.407(3) . ?
C1 C2 1.409(3) . ?
C2 C3 1.379(3) . ?
C3 C4 1.385(4) . ?
C4 C5 1.365(4) . ?
C5 C6 1.420(3) . ?
C6 C7 1.428(4) . ?
C8 C9 1.505(4) . ?
C10 C11 1.440(4) . ?
C11 C12 1.404(3) . ?
C11 C16 1.412(3) . ?
C12 C13 1.349(4) . ?
C13 C14 1.393(4) . ?
C14 C15 1.386(3) . ?
C15 C16 1.410(3) . ?
C19 C20 1.483(5) . ?
