#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/75/4317530.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_4317530
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            'C19 H20 Cl2 N2 O6 V'
_chemical_formula_weight         494.21
_chemical_name_common            VO(3-MeOsalen).H2O
_chemical_name_systematic
;
  [N,N'-bis(3-methoxysalicylidene)ethane-1,2-diaminato]monoaqua
oxovanadium(IV)
;
_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                90.000(12)
_cell_angle_beta                 97.246(11)
_cell_angle_gamma                90.000(11)
_cell_formula_units_Z            4
_cell_length_a                   13.8025(18)
_cell_length_b                   10.5050(15)
_cell_length_c                   15.210(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     2187.8(5)
_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 0.649
_diffrn_measured_fraction_theta_max 0.649
_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  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0962
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5294
_diffrn_reflns_theta_full        31.98
_diffrn_reflns_theta_max         31.98
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.735
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.929
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.929
_refine_ls_R_factor_all          0.1255
_refine_ls_R_factor_gt           0.0485
_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)+(0.0725P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1400
_reflns_number_gt                2425
_reflns_number_total             4932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010366s_2.cif
_cod_data_source_block           VO(3-MeOsalen).H2O
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_database_code               4317530
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 0.04457(4) 0.23979(5) 0.02662(3) 0.03348(17) Uani 1 1 d . . .
Cl1 Cl 0.58243(13) -0.24991(16) 0.20606(12) 0.1228(6) Uani 1 1 d . . .
Cl2 Cl 0.55047(15) -0.51472(19) 0.17226(10) 0.1393(7) Uani 1 1 d . . .
N1 N 0.1660(2) 0.2899(3) -0.03085(18) 0.0425(7) Uani 1 1 d . . .
N2 N -0.0202(2) 0.3376(2) -0.08250(17) 0.0401(7) Uani 1 1 d . . .
O1 O 0.11851(14) 0.1019(2) 0.08957(13) 0.0380(5) Uani 1 1 d . . .
O2 O -0.08310(15) 0.1647(2) 0.03733(15) 0.0394(5) Uani 1 1 d . . .
O3 O 0.18060(18) -0.0720(2) 0.20206(16) 0.0522(6) Uani 1 1 d . . .
O6 O 0.03667(16) 0.0862(2) -0.08951(14) 0.0396(5) Uani 1 1 d . . .
O4 O -0.22327(16) 0.0826(3) 0.11762(16) 0.0549(7) Uani 1 1 d . . .
O5 O 0.05045(18) 0.3492(2) 0.09988(15) 0.0504(6) Uani 1 1 d . . .
C1 C 0.2131(2) 0.0794(3) 0.0982(2) 0.0366(7) Uani 1 1 d . . .
C2 C 0.2502(2) -0.0162(3) 0.1588(2) 0.0408(8) Uani 1 1 d . . .
C3 C 0.3479(3) -0.0463(4) 0.1718(3) 0.0571(10) Uani 1 1 d . . .
H3 H 0.3708 -0.1086 0.2127 0.074 Uiso 1 1 calc R . .
C4 C 0.4124(3) 0.0168(5) 0.1234(3) 0.0675(12) Uani 1 1 d . . .
H4 H 0.4784 -0.0038 0.1319 0.088 Uiso 1 1 calc R . .
C5 C 0.3798(3) 0.1076(4) 0.0642(3) 0.0590(10) Uani 1 1 d . . .
H5 H 0.4240 0.1480 0.0321 0.077 Uiso 1 1 calc R . .
C6 C 0.2795(2) 0.1431(4) 0.0497(2) 0.0433(8) Uani 1 1 d . . .
C7 C 0.2519(2) 0.2424(4) -0.0131(2) 0.0490(9) Uani 1 1 d . . .
H7 H 0.3005 0.2752 -0.0437 0.064 Uiso 1 1 calc R . .
C8 C 0.1459(3) 0.3951(4) -0.0952(2) 0.0583(10) Uani 1 1 d . . .
H8A H 0.1945 0.3957 -0.1360 0.076 Uiso 1 1 calc R . .
H8B H 0.1488 0.4761 -0.0643 0.076 Uiso 1 1 calc R . .
C9 C 0.0466(3) 0.3765(4) -0.1450(2) 0.0535(10) Uani 1 1 d . . .
H9A H 0.0240 0.4551 -0.1741 0.070 Uiso 1 1 calc R . .
H9B H 0.0489 0.3115 -0.1900 0.070 Uiso 1 1 calc R . .
C10 C -0.1106(3) 0.3647(3) -0.0976(2) 0.0451(9) Uani 1 1 d . . .
H10 H -0.1302 0.4173 -0.1458 0.059 Uiso 1 1 calc R . .
C11 C -0.1850(2) 0.3210(3) -0.0465(2) 0.0428(8) Uani 1 1 d . . .
C12 C -0.2806(3) 0.3736(4) -0.0634(3) 0.0619(11) Uani 1 1 d . . .
H12 H -0.2932 0.4364 -0.1064 0.080 Uiso 1 1 calc R . .
C13 C -0.3531(3) 0.3345(5) -0.0188(3) 0.0715(13) Uani 1 1 d . . .
H13 H -0.4142 0.3729 -0.0295 0.093 Uiso 1 1 calc R . .
C14 C -0.3375(3) 0.2365(5) 0.0438(3) 0.0658(12) Uani 1 1 d . . .
H14 H -0.3881 0.2095 0.0743 0.086 Uiso 1 1 calc R . .
C15 C -0.2468(2) 0.1802(4) 0.0599(2) 0.0468(9) Uani 1 1 d . . .
C16 C -0.1680(2) 0.2224(3) 0.0166(2) 0.0378(8) Uani 1 1 d . . .
C18 C -0.2958(3) 0.0336(5) 0.1646(3) 0.0848(16) Uani 1 1 d . . .
H18A H -0.3215 0.1007 0.1977 0.119 Uiso 1 1 calc R . .
H18B H -0.2682 -0.0314 0.2045 0.119 Uiso 1 1 calc R . .
H18C H -0.3473 -0.0021 0.1238 0.119 Uiso 1 1 calc R . .
C17 C 0.2117(3) -0.1703(4) 0.2647(3) 0.0625(11) Uani 1 1 d . . .
H17A H 0.2375 -0.2405 0.2345 0.088 Uiso 1 1 calc R . .
H17B H 0.1571 -0.1988 0.2928 0.088 Uiso 1 1 calc R . .
H17C H 0.2614 -0.1376 0.3087 0.088 Uiso 1 1 calc R . .
C19 C 0.5262(3) -0.3862(5) 0.2369(3) 0.0800(14) Uani 1 1 d . . .
H19A H 0.4562 -0.3724 0.2314 0.104 Uiso 1 1 calc R . .
H19B H 0.5487 -0.4048 0.2985 0.104 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'
Cl Cl 0.1484 0.1585 '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
O5 V1 O1 102.40(11) . . ?
O5 V1 O2 101.49(11) . . ?
O1 V1 O2 94.63(9) . . ?
O5 V1 N1 98.05(12) . . ?
O1 V1 N1 89.71(10) . . ?
O2 V1 N1 158.55(10) . . ?
O5 V1 N2 100.49(11) . . ?
O1 V1 N2 155.95(10) . . ?
O2 V1 N2 87.93(10) . . ?
N1 V1 N2 79.85(11) . . ?
O5 V1 O6 176.48(10) . . ?
O1 V1 O6 80.40(8) . . ?
O2 V1 O6 80.29(8) . . ?
N1 V1 O6 79.74(10) . . ?
N2 V1 O6 76.46(9) . . ?
C7 N1 C8 121.4(3) . . ?
C7 N1 V1 126.3(2) . . ?
C8 N1 V1 112.2(2) . . ?
C10 N2 C9 120.2(3) . . ?
C10 N2 V1 125.1(2) . . ?
C9 N2 V1 114.7(2) . . ?
C1 O1 V1 129.2(2) . . ?
C16 O2 V1 125.2(2) . . ?
C2 O3 C17 117.4(3) . . ?
C15 O4 C18 118.6(3) . . ?
O1 C1 C2 117.7(3) . . ?
O1 C1 C6 124.2(3) . . ?
C2 C1 C6 118.0(3) . . ?
O3 C2 C3 124.7(3) . . ?
O3 C2 C1 113.6(3) . . ?
C3 C2 C1 121.7(3) . . ?
C2 C3 C4 119.7(4) . . ?
C5 C4 C3 120.5(4) . . ?
C4 C5 C6 121.6(4) . . ?
C1 C6 C5 118.4(3) . . ?
C1 C6 C7 123.8(3) . . ?
C5 C6 C7 117.7(3) . . ?
N1 C7 C6 125.8(3) . . ?
N1 C8 C9 108.7(3) . . ?
N2 C9 C8 108.7(3) . . ?
N2 C10 C11 125.5(3) . . ?
C16 C11 C12 118.6(3) . . ?
C16 C11 C10 122.2(3) . . ?
C12 C11 C10 119.1(3) . . ?
C13 C12 C11 121.5(4) . . ?
C12 C13 C14 120.5(4) . . ?
C15 C14 C13 119.6(4) . . ?
O4 C15 C14 125.1(4) . . ?
O4 C15 C16 113.7(3) . . ?
C14 C15 C16 121.2(4) . . ?
O2 C16 C11 124.4(3) . . ?
O2 C16 C15 117.2(3) . . ?
C11 C16 C15 118.4(3) . . ?
Cl1 C19 Cl2 111.6(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 O5 1.596(2) . ?
V1 O1 1.952(2) . ?
V1 O2 1.956(2) . ?
V1 N1 2.054(3) . ?
V1 N2 2.058(3) . ?
V1 O6 2.385(2) . ?
Cl1 C19 1.722(5) . ?
Cl2 C19 1.728(5) . ?
N1 C7 1.284(4) . ?
N1 C8 1.479(4) . ?
N2 C10 1.271(4) . ?
N2 C9 1.465(4) . ?
O1 C1 1.317(4) . ?
O2 C16 1.321(4) . ?
O3 C2 1.364(4) . ?
O3 C17 1.433(4) . ?
O4 C15 1.362(4) . ?
O4 C18 1.399(4) . ?
C1 C2 1.415(4) . ?
C1 C6 1.415(5) . ?
C2 C3 1.374(5) . ?
C3 C4 1.392(5) . ?
C4 C5 1.349(6) . ?
C5 C6 1.425(5) . ?
C6 C7 1.433(5) . ?
C8 C9 1.493(5) . ?
C10 C11 1.440(5) . ?
C11 C16 1.411(5) . ?
C11 C12 1.425(5) . ?
C12 C13 1.342(6) . ?
C13 C14 1.401(6) . ?
C14 C15 1.378(5) . ?
C15 C16 1.412(5) . ?
