#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/53/2205348.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_2205348
loop_
_publ_author_name
'Egdal, Rune Kirk'
'Bond, Andrew D.'
'McKenzie, Christine J.'
_publ_section_title
;Chloro[N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine]oxovanadium(IV)
 perchlorate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m412
_journal_page_last               m413
_journal_paper_doi               10.1107/S1600536805002692
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[V Cl O (C16 H22 N4)] Cl O4'
_chemical_formula_moiety         'C16 H22 Cl N4 O V +, Cl O4 -'
_chemical_formula_sum            'C16 H22 Cl2 N4 O5 V'
_chemical_formula_weight         472.22
_chemical_name_systematic
;
Chloro[N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine]
oxovanadium(IV) perchlorate
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 106.4080(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3031(6)
_cell_length_b                   8.9874(4)
_cell_length_c                   17.7551(9)
_cell_measurement_reflns_used    3078
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.14
_cell_measurement_theta_min      2.47
_cell_volume                     2036.35(17)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'APEX2 (Bruker--Nonius, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2000)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measurement_device_type  'Bruker--Nonius X8APEX-II CCD'
_diffrn_measurement_method       'thin-slice ω and φ'
_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  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8836
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         3.82
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.785
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_correction_T_min  0.719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.824
_refine_diff_density_min         -0.421
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0398
_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)+(0.0546P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                2835
_reflns_number_total             4263
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz6044.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (15 times).

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

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (15 times).

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               2205348
_cod_database_fobs_code          2205348
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_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_type_symbol
V1 0.32565(3) 0.76248(5) 0.22463(2) 0.02974(14) Uani d . 1 V
Cl1 0.45080(5) 0.64760(9) 0.32580(4) 0.0499(2) Uani d . 1 Cl
O1 0.33757(13) 0.93676(19) 0.24415(10) 0.0414(5) Uani d . 1 O
N1 0.20724(15) 0.7375(2) 0.28407(11) 0.0288(5) Uani d . 1 N
N2 0.41997(16) 0.7453(2) 0.14671(12) 0.0325(5) Uani d . 1 N
N3 0.24933(15) 0.5305(2) 0.18843(11) 0.0305(5) Uani d . 1 N
N4 0.21611(15) 0.8098(2) 0.11067(11) 0.0306(5) Uani d . 1 N
C1 0.16784(19) 0.8531(3) 0.31447(14) 0.0334(6) Uani d . 1 C
H1A 0.1962 0.9493 0.3118 0.040 Uiso calc R 1 H
C2 0.08846(19) 0.8383(3) 0.34922(14) 0.0340(6) Uani d . 1 C
H2A 0.0629 0.9225 0.3704 0.041 Uiso calc R 1 H
C3 0.0466(2) 0.7001(3) 0.35302(14) 0.0351(6) Uani d . 1 C
H3A -0.0092 0.6873 0.3761 0.042 Uiso calc R 1 H
C4 0.08674(18) 0.5801(3) 0.32281(14) 0.0325(6) Uani d . 1 C
H4A 0.0589 0.4834 0.3250 0.039 Uiso calc R 1 H
C5 0.16740(18) 0.6011(3) 0.28944(13) 0.0291(6) Uani d . 1 C
C6 0.2174(2) 0.4759(3) 0.25705(14) 0.0356(6) Uani d . 1 C
H6A 0.2795 0.4389 0.2979 0.043 Uiso calc R 1 H
H6B 0.1671 0.3928 0.2409 0.043 Uiso calc R 1 H
C7 0.3185(2) 0.4166(3) 0.16737(15) 0.0422(7) Uani d . 1 C
H7A 0.2838 0.3194 0.1613 0.063 Uiso calc R 1 H
H7B 0.3849 0.4110 0.2091 0.063 Uiso calc R 1 H
H7C 0.3324 0.4447 0.1179 0.063 Uiso calc R 1 H
C8 0.15448(19) 0.5577(3) 0.12166(13) 0.0337(6) Uani d . 1 C
H8A 0.0968 0.5946 0.1418 0.040 Uiso calc R 1 H
H8B 0.1315 0.4634 0.0931 0.040 Uiso calc R 1 H
C9 0.17835(19) 0.6698(3) 0.06702(14) 0.0331(6) Uani d . 1 C
H9A 0.2328 0.6303 0.0442 0.040 Uiso calc R 1 H
H9B 0.1145 0.6902 0.0236 0.040 Uiso calc R 1 H
C10 0.12610(19) 0.9033(3) 0.11502(16) 0.0403(7) Uani d . 1 C
H10A 0.0882 0.9377 0.0623 0.060 Uiso calc R 1 H
H10B 0.1517 0.9894 0.1489 0.060 Uiso calc R 1 H
H10C 0.0788 0.8446 0.1368 0.060 Uiso calc R 1 H
C11 0.27989(19) 0.8947(3) 0.06853(15) 0.0398(6) Uani d . 1 C
H11A 0.2928 0.9966 0.0902 0.048 Uiso calc R 1 H
H11B 0.2414 0.9023 0.0121 0.048 Uiso calc R 1 H
C12 0.38166(19) 0.8169(3) 0.07791(14) 0.0361(6) Uani d . 1 C
C13 0.4328(2) 0.8158(3) 0.02008(16) 0.0485(7) Uani d . 1 C
H13A 0.4029 0.8645 -0.0286 0.058 Uiso calc R 1 H
C14 0.5272(2) 0.7440(3) 0.03363(18) 0.0562(9) Uani d . 1 C
H14A 0.5645 0.7446 -0.0048 0.067 Uiso calc R 1 H
C15 0.5670(2) 0.6706(4) 0.10414(17) 0.0561(9) Uani d . 1 C
H15A 0.6319 0.6190 0.1145 0.067 Uiso calc R 1 H
C16 0.5123(2) 0.6727(3) 0.15918(15) 0.0448(7) Uani d . 1 C
H16A 0.5402 0.6216 0.2074 0.054 Uiso calc R 1 H
Cl2 0.83748(5) 0.77174(7) 0.55878(4) 0.03751(18) Uani d . 1 Cl
O2 0.77474(14) 0.90186(19) 0.53530(10) 0.0452(5) Uani d . 1 O
O3 0.90724(15) 0.7906(2) 0.63649(11) 0.0490(5) Uani d . 1 O
O4 0.76814(16) 0.6490(2) 0.56127(13) 0.0636(7) Uani d . 1 O
O5 0.8937(2) 0.7377(3) 0.50394(15) 0.0876(9) Uani d . 1 O
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'
Cl Cl 0.1484 0.1585 '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_publ_flag
O1 V1 N2 99.88(8) y
O1 V1 N1 92.14(8) y
N2 V1 N1 165.39(8) y
O1 V1 N4 90.54(8) y
N2 V1 N4 76.80(8) y
N1 V1 N4 94.94(7) y
O1 V1 Cl1 105.20(7) y
N2 V1 Cl1 92.60(6) y
N1 V1 Cl1 92.22(6) y
N4 V1 Cl1 162.45(6) y
O1 V1 N3 160.69(8) y
N2 V1 N3 92.70(7) y
N1 V1 N3 73.63(7) y
N4 V1 N3 78.06(7) y
Cl1 V1 N3 88.67(5) y
C1 N1 C5 117.9(2) ?
C1 N1 V1 122.83(16) ?
C5 N1 V1 119.22(15) ?
C12 N2 C16 118.2(2) ?
C12 N2 V1 114.53(16) ?
C16 N2 V1 127.28(17) ?
C6 N3 C8 109.52(19) ?
C6 N3 C7 108.62(18) ?
C8 N3 C7 110.94(19) ?
C6 N3 V1 105.85(14) ?
C8 N3 V1 106.15(14) ?
C7 N3 V1 115.54(15) ?
C10 N4 C9 110.32(19) ?
C10 N4 C11 108.59(19) ?
C9 N4 C11 109.13(19) ?
C10 N4 V1 113.64(15) ?
C9 N4 V1 110.97(14) ?
C11 N4 V1 103.90(14) ?
N1 C1 C2 122.9(2) ?
N1 C1 H1A 118.6 ?
C2 C1 H1A 118.6 ?
C3 C2 C1 119.0(2) ?
C3 C2 H2A 120.5 ?
C1 C2 H2A 120.5 ?
C2 C3 C4 118.8(2) ?
C2 C3 H3A 120.6 ?
C4 C3 H3A 120.6 ?
C5 C4 C3 119.7(2) ?
C5 C4 H4A 120.2 ?
C3 C4 H4A 120.2 ?
N1 C5 C4 121.6(2) ?
N1 C5 C6 115.4(2) ?
C4 C5 C6 123.0(2) ?
N3 C6 C5 109.13(19) ?
N3 C6 H6A 109.9 ?
C5 C6 H6A 109.9 ?
N3 C6 H6B 109.9 ?
C5 C6 H6B 109.9 ?
H6A C6 H6B 108.3 ?
N3 C7 H7A 109.5 ?
N3 C7 H7B 109.5 ?
H7A C7 H7B 109.5 ?
N3 C7 H7C 109.5 ?
H7A C7 H7C 109.5 ?
H7B C7 H7C 109.5 ?
N3 C8 C9 109.92(19) ?
N3 C8 H8A 109.7 ?
C9 C8 H8A 109.7 ?
N3 C8 H8B 109.7 ?
C9 C8 H8B 109.7 ?
H8A C8 H8B 108.2 ?
N4 C9 C8 109.54(19) ?
N4 C9 H9A 109.8 ?
C8 C9 H9A 109.8 ?
N4 C9 H9B 109.8 ?
C8 C9 H9B 109.8 ?
H9A C9 H9B 108.2 ?
N4 C10 H10A 109.5 ?
N4 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
N4 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
N4 C11 C12 109.4(2) ?
N4 C11 H11A 109.8 ?
C12 C11 H11A 109.8 ?
N4 C11 H11B 109.8 ?
C12 C11 H11B 109.8 ?
H11A C11 H11B 108.2 ?
N2 C12 C13 122.0(2) ?
N2 C12 C11 115.1(2) ?
C13 C12 C11 122.8(2) ?
C14 C13 C12 119.4(3) ?
C14 C13 H13A 120.3 ?
C12 C13 H13A 120.3 ?
C13 C14 C15 118.8(3) ?
C13 C14 H14A 120.6 ?
C15 C14 H14A 120.6 ?
C16 C15 C14 119.6(3) ?
C16 C15 H15A 120.2 ?
C14 C15 H15A 120.2 ?
N2 C16 C15 122.0(2) ?
N2 C16 H16A 119.0 ?
C15 C16 H16A 119.0 ?
O5 Cl2 O2 110.73(13) ?
O5 Cl2 O3 111.17(14) ?
O2 Cl2 O3 110.40(11) ?
O5 Cl2 O4 108.72(16) ?
O2 Cl2 O4 107.94(12) ?
O3 Cl2 O4 107.76(12) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
V1 O1 1.6024(18) y
V1 N2 2.120(2) y
V1 N1 2.141(2) y
V1 N4 2.1755(19) y
V1 Cl1 2.3184(8) y
V1 N3 2.329(2) y
N1 C1 1.343(3) ?
N1 C5 1.350(3) ?
N2 C12 1.347(3) ?
N2 C16 1.353(3) ?
N3 C6 1.482(3) ?
N3 C8 1.487(3) ?
N3 C7 1.493(3) ?
N4 C10 1.483(3) ?
N4 C9 1.489(3) ?
N4 C11 1.490(3) ?
C1 C2 1.372(3) ?
C1 H1A 0.950 ?
C2 C3 1.370(3) ?
C2 H2A 0.950 ?
C3 C4 1.378(3) ?
C3 H3A 0.950 ?
C4 C5 1.377(3) ?
C4 H4A 0.950 ?
C5 C6 1.502(3) ?
C6 H6A 0.990 ?
C6 H6B 0.990 ?
C7 H7A 0.980 ?
C7 H7B 0.980 ?
C7 H7C 0.980 ?
C8 C9 1.494(3) ?
C8 H8A 0.990 ?
C8 H8B 0.990 ?
C9 H9A 0.990 ?
C9 H9B 0.990 ?
C10 H10A 0.980 ?
C10 H10B 0.980 ?
C10 H10C 0.980 ?
C11 C12 1.491(3) ?
C11 H11A 0.990 ?
C11 H11B 0.990 ?
C12 C13 1.383(3) ?
C13 C14 1.371(4) ?
C13 H13A 0.950 ?
C14 C15 1.381(4) ?
C14 H14A 0.950 ?
C15 C16 1.374(4) ?
C15 H15A 0.950 ?
C16 H16A 0.950 ?
Cl2 O5 1.419(2) ?
Cl2 O2 1.4288(18) ?
Cl2 O3 1.4387(18) ?
Cl2 O4 1.446(2) ?
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
O1 V1 N1 C1 4.77(19)
N2 V1 N1 C1 -140.7(3)
N4 V1 N1 C1 -85.96(19)
Cl1 V1 N1 C1 110.08(18)
N3 V1 N1 C1 -162.0(2)
O1 V1 N1 C5 -177.42(17)
N2 V1 N1 C5 37.1(4)
N4 V1 N1 C5 91.85(17)
Cl1 V1 N1 C5 -72.11(16)
N3 V1 N1 C5 15.85(16)
O1 V1 N2 C12 -66.81(19)
N1 V1 N2 C12 78.1(4)
N4 V1 N2 C12 21.41(18)
Cl1 V1 N2 C12 -172.73(17)
N3 V1 N2 C12 98.48(18)
O1 V1 N2 C16 112.7(2)
N1 V1 N2 C16 -102.4(4)
N4 V1 N2 C16 -159.1(2)
Cl1 V1 N2 C16 6.8(2)
N3 V1 N2 C16 -82.0(2)
O1 V1 N3 C6 -75.7(3)
N2 V1 N3 C6 153.43(14)
N1 V1 N3 C6 -31.83(14)
N4 V1 N3 C6 -130.67(15)
Cl1 V1 N3 C6 60.89(14)
O1 V1 N3 C8 40.6(3)
N2 V1 N3 C8 -90.23(14)
N1 V1 N3 C8 84.52(14)
N4 V1 N3 C8 -14.33(14)
Cl1 V1 N3 C8 177.23(14)
O1 V1 N3 C7 164.0(2)
N2 V1 N3 C7 33.19(16)
N1 V1 N3 C7 -152.06(17)
N4 V1 N3 C7 109.09(16)
Cl1 V1 N3 C7 -59.35(15)
O1 V1 N4 C10 -54.11(17)
N2 V1 N4 C10 -154.14(17)
N1 V1 N4 C10 38.08(17)
Cl1 V1 N4 C10 151.81(17)
N3 V1 N4 C10 110.18(17)
O1 V1 N4 C9 -179.12(15)
N2 V1 N4 C9 80.85(15)
N1 V1 N4 C9 -86.93(15)
Cl1 V1 N4 C9 26.8(3)
N3 V1 N4 C9 -14.83(14)
O1 V1 N4 C11 63.72(16)
N2 V1 N4 C11 -36.30(15)
N1 V1 N4 C11 155.91(15)
Cl1 V1 N4 C11 -90.4(2)
N3 V1 N4 C11 -131.99(16)
C5 N1 C1 C2 -1.1(4)
V1 N1 C1 C2 176.77(18)
N1 C1 C2 C3 -0.4(4)
C1 C2 C3 C4 1.0(4)
C2 C3 C4 C5 -0.2(4)
C1 N1 C5 C4 1.9(3)
V1 N1 C5 C4 -176.02(17)
C1 N1 C5 C6 -177.8(2)
V1 N1 C5 C6 4.2(3)
C3 C4 C5 N1 -1.3(4)
C3 C4 C5 C6 178.4(2)
C8 N3 C6 C5 -70.6(2)
C7 N3 C6 C5 168.06(19)
V1 N3 C6 C5 43.4(2)
N1 C5 C6 N3 -33.9(3)
C4 C5 C6 N3 146.3(2)
C6 N3 C8 C9 155.42(19)
C7 N3 C8 C9 -84.7(2)
V1 N3 C8 C9 41.6(2)
C10 N4 C9 C8 -84.1(2)
C11 N4 C9 C8 156.66(19)
V1 N4 C9 C8 42.8(2)
N3 C8 C9 N4 -57.6(3)
C10 N4 C11 C12 168.3(2)
C9 N4 C11 C12 -71.4(2)
V1 N4 C11 C12 47.1(2)
C16 N2 C12 C13 1.1(4)
V1 N2 C12 C13 -179.4(2)
C16 N2 C12 C11 -179.8(2)
V1 N2 C12 C11 -0.3(3)
N4 C11 C12 N2 -32.9(3)
N4 C11 C12 C13 146.2(3)
N2 C12 C13 C14 -2.1(4)
C11 C12 C13 C14 178.8(3)
C12 C13 C14 C15 1.9(5)
C13 C14 C15 C16 -0.8(5)
C12 N2 C16 C15 0.1(4)
V1 N2 C16 C15 -179.4(2)
C14 C15 C16 N2 -0.2(5)
