#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/76/2007649.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_2007649
loop_
_publ_author_name
'Smatanová, Ivana'
'Marek, Jaromír'
'Švančárek, Peter'
'Schwendt, Peter'
_publ_section_title
;
 Bis(tetra-n-butylammonium) Bis[(methyllactato)dioxovanadate(V)]
 Dihydrate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1249
_journal_page_last               1251
_journal_paper_doi               10.1107/S0108270198003424
_journal_volume                  54
_journal_year                    1998
_chemical_formula_iupac          '(C16 H36 N)2 [V2 O4 (C4 H6 O3)2], 2H2 O1'
_chemical_formula_moiety         '2(C16 H36 N 1+), C8 H12 O10 V2 2-, 2(H2 O)'
_chemical_formula_sum            'C40 H88 N2 O12 V2'
_chemical_formula_weight         891.00
_chemical_name_systematic
;
[Bis((O, μ-O'methyllactato)-dioxovanadate(V))-bis(tetrabuthylammonium)]
dihydrate]
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 99.31(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.378(2)
_cell_length_b                   20.241(4)
_cell_length_c                   12.848(3)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      13.0
_cell_measurement_theta_min      8.5
_cell_volume                     2406.7(9)
_computing_cell_refinement       'Kuma KM-4 software'
_computing_data_collection       'Kuma KM-4 software'
_computing_data_reduction        'Kuma KM-4 software'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  SHELX97
_computing_structure_refinement  SHELX97
_computing_structure_solution    'SHELX97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_measurement_device
;
Kuma KM-4 four-circle κ-axis diffractometer with an Oxford
Cryosystems Cryostream cooler (Cosier & Glazer, 1986)
;
_diffrn_measurement_method       ω-2θ
_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  0.046
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4484
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         1.90
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 300
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.444
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.70
_exptl_crystal_size_min          0.70
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.921
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.000
_refine_ls_goodness_of_fit_obs   1.015
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         4217
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_restrained_S_obs      1.015
_refine_ls_R_factor_all          0.062
_refine_ls_R_factor_obs          .046
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.08P)²+2P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.133
_refine_ls_wR_factor_obs         .120
_reflns_number_observed          3412
_reflns_number_total             4217
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            na1343.cif
_cod_data_source_block           na1343
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

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

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.08P)^2^+2P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.08P)^2^+2P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

2019-10-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_moiety     'C16 H36 N 1+, C4 H6 O5 V 1-, H2 O'
_cod_original_formula_sum        'C20 H44 N O6 V'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     445.50
_cod_database_code               2007649
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
V1 .53038(4) .436959(19) -.07028(3) .02244(16) Uani d . 1 . V
O1 .4878(2) .44812(9) -.19531(14) .0341(4) Uani d . 1 . O
O2 .67866(19) .39439(10) -.04799(15) .0361(5) Uani d . 1 . O
O3 .40150(18) .36286(8) -.04833(14) .0281(4) Uani d . 1 . O
O4 .39475(17) .47699(8) .01700(13) .0247(4) Uani d . 1 . O
O5 .1897(2) .33206(9) -.00855(14) .0320(4) Uani d . 1 . O
O6W .8886(3) .29274(12) -.03358(19) .0424(5) Uani d . 1 . O
N1 .5763(2) .21303(10) .15892(15) .0208(4) Uani d . 1 . N
C1 .2588(3) .44537(12) .01681(19) .0235(5) Uani d . 1 . C
C2 .2806(3) .37401(12) -.01461(18) .0248(5) Uani d . 1 . C
C3 .2168(3) .44911(14) .1259(2) .0299(6) Uani d . 1 . C
C4 .1462(3) .47625(14) -.0674(2) .0296(6) Uani d . 1 . C
C11 .6338(3) .28234(12) .14831(19) .0235(5) Uani d . 1 . C
C12 .6912(3) .31686(13) .2511(2) .0269(5) Uani d . 1 . C
C13 .7561(4) .38280(15) .2296(2) .0398(7) Uani d . 1 . C
C14 .8253(5) .41721(19) .3295(3) .0549(9) Uani d . 1 . C
C21 .6974(3) .16662(12) .20481(19) .0219(5) Uani d . 1 . C
C22 .8067(3) .15140(13) .1337(2) .0261(5) Uani d . 1 . C
C23 .9349(3) .11534(13) .1955(2) .0292(6) Uani d . 1 . C
C24 1.0496(3) .10041(17) .1276(3) .0403(7) Uani d . 1 . C
C31 .5071(3) .19144(13) .04940(19) .0244(5) Uani d . 1 . C
C32 .4352(3) .12451(13) .0449(2) .0287(6) Uani d . 1 . C
C33 .3956(5) .09923(17) -.0661(2) .0506(9) Uani d . 1 . C
C34 .3068(4) .03705(16) -.0739(3) .0425(7) Uani d . 1 . C
C41 .4665(3) .21148(13) .23391(19) .0227(5) Uani d . 1 . C
C42 .3380(3) .25668(13) .2047(2) .0266(5) Uani d . 1 . C
C43 .2318(3) .24449(14) .2801(2) .0289(5) Uani d . 1 . C
C44 .0973(3) .28611(17) .2565(3) .0396(7) Uani d . 1 . C
H3 .203(3) .4921(16) .143(2) .030(7) Uiso d . 1 . H
H3A .294(4) .4269(16) .179(3) .041(8) Uiso d . 1 . H
H3B .130(3) .4247(14) .124(2) .028(7) Uiso d . 1 . H
H4 .134(3) .5212(15) -.049(2) .024(7) Uiso d . 1 . H
H4A .173(4) .4734(16) -.129(3) .041(9) Uiso d . 1 . H
H4B .057(4) .4532(17) -.069(3) .043(9) Uiso d . 1 . H
H6 .843(5) .327(2) -.040(3) .063(13) Uiso d . 1 . H
H6A .964(5) .308(2) -.025(3) .065(14) Uiso d . 1 . H
H11 .707(3) .2795(12) .105(2) .018(6) Uiso d . 1 . H
H11A .558(3) .3071(14) .106(2) .023(7) Uiso d . 1 . H
H12 .616(4) .3257(17) .292(3) .047(9) Uiso d . 1 . H
H12A .764(3) .2906(16) .295(2) .036(8) Uiso d . 1 . H
H13 .680(4) .4070(18) .188(3) .048(9) Uiso d . 1 . H
H13A .823(4) .3766(18) .186(3) .058(11) Uiso d . 1 . H
H14 .894(5) .392(2) .376(4) .077(14) Uiso d . 1 . H
H14A .741(5) .429(2) .359(4) .079(14) Uiso d . 1 . H
H14B .881(5) .458(2) .316(3) .073(12) Uiso d . 1 . H
H21 .654(3) .1296(15) .224(2) .026(7) Uiso d . 1 . H
H21A .744(3) .1866(13) .269(2) .023(7) Uiso d . 1 . H
H22 .760(3) .1224(15) .073(3) .040(8) Uiso d . 1 . H
H22A .840(3) .1894(15) .103(2) .026(7) Uiso d . 1 . H
H23 .904(3) .0751(16) .223(2) .031(7) Uiso d . 1 . H
H23A .975(3) .1389(15) .257(3) .033(8) Uiso d . 1 . H
H24 1.012(4) .0708(17) .074(3) .044(9) Uiso d . 1 . H
H24A 1.141(4) .0772(17) .166(3) .047(9) Uiso d . 1 . H
H24B 1.078(4) .1355(18) .099(3) .041(9) Uiso d . 1 . H
H31 .581(3) .1925(14) .010(2) .029(7) Uiso d . 1 . H
H31A .442(3) .2258(14) .024(2) .028(7) Uiso d . 1 . H
H32 .361(4) .1262(19) .073(3) .059(11) Uiso d . 1 . H
H32A .494(4) .0905(18) .090(3) .047(9) Uiso d . 1 . H
H33 .358(5) .130(2) -.112(4) .079(14) Uiso d . 1 . H
H33A .489(7) .092(4) -.103(5) .15(3) Uiso d . 1 . H
H34 .221(6) .047(2) -.060(4) .079(15) Uiso d . 1 . H
H34A .352(5) .002(3) -.022(4) .086(14) Uiso d . 1 . H
H34B .290(4) .021(2) -.140(3) .066(12) Uiso d . 1 . H
H41 .519(3) .2235(13) .302(2) .025(7) Uiso d . 1 . H
H41A .439(3) .1682(14) .2357(19) .017(6) Uiso d . 1 . H
H42 .367(3) .3032(14) .211(2) .025(7) Uiso d . 1 . H
H42A .290(3) .2486(14) .133(2) .027(7) Uiso d . 1 . H
H43 .206(3) .1993(16) .276(2) .033(7) Uiso d . 1 . H
H43A .282(3) .2504(16) .353(3) .041(8) Uiso d . 1 . H
H44 .049(3) .2794(16) .183(3) .040(8) Uiso d . 1 . H
H44A .113(3) .3292(18) .263(3) .041(9) Uiso d . 1 . H
H44B .033(4) .2763(17) .308(3) .051(9) Uiso d . 1 . H
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 V1 O2 . . 108.57(10) yes
O1 V1 O4 . 3_665 103.96(9) yes
O2 V1 O4 . 3_665 99.32(9) yes
O1 V1 O3 . . 100.99(9) yes
O2 V1 O3 . . 95.65(9) yes
O4 V1 O3 3_665 . 144.90(7) yes
O1 V1 O4 . . 115.22(9) yes
O2 V1 O4 . . 136.21(9) yes
O4 V1 O4 3_665 . 70.62(8) yes
O3 V1 O4 . . 76.58(7) yes
C2 O3 V1 . . 120.24(16) yes
C1 O4 V1 . 3_665 132.01(14) yes
C1 O4 V1 . . 117.84(14) yes
V1 O4 V1 3_665 . 109.38(8) yes
C31 N1 C11 . . 106.75(17) no
C31 N1 C21 . . 111.30(18) no
C11 N1 C21 . . 110.68(18) no
C31 N1 C41 . . 110.50(18) no
C11 N1 C41 . . 111.29(18) no
C21 N1 C41 . . 106.39(17) no
O4 C1 C3 . . 110.0(2) no
O4 C1 C4 . . 109.6(2) no
C3 C1 C4 . . 112.5(2) no
O4 C1 C2 . . 105.54(18) no
C3 C1 C2 . . 111.0(2) no
C4 C1 C2 . . 108.0(2) no
O5 C2 O3 . . 124.1(2) no
O5 C2 C1 . . 121.4(2) no
O3 C2 C1 . . 114.6(2) no
C12 C11 N1 . . 115.45(19) no
C13 C12 C11 . . 110.2(2) no
C14 C13 C12 . . 112.5(3) no
C22 C21 N1 . . 115.45(19) no
C21 C22 C23 . . 109.9(2) no
C22 C23 C24 . . 111.7(2) no
C32 C31 N1 . . 114.5(2) no
C33 C32 C31 . . 112.4(2) no
C34 C33 C32 . . 113.4(3) no
C42 C41 N1 . . 115.16(19) no
C41 C42 C43 . . 108.8(2) no
C44 C43 C42 . . 113.3(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
V1 O1 . 1.6073(19) yes
V1 O2 . 1.6215(18) yes
V1 O4 3_665 1.9596(17) yes
V1 O3 . 1.9749(18) yes
V1 O4 . 1.9983(17) yes
O3 C2 . 1.297(3) yes
O4 C1 . 1.426(3) yes
O4 V1 3_665 1.9596(17) no
O5 C2 . 1.215(3) yes
N1 C31 . 1.516(3) no
N1 C11 . 1.517(3) no
N1 C21 . 1.517(3) no
N1 C41 . 1.521(3) no
C1 C3 . 1.518(3) yes
C1 C4 . 1.519(4) yes
C1 C2 . 1.522(3) yes
C11 C12 . 1.514(4) no
C12 C13 . 1.511(4) no
C13 C14 . 1.511(4) no
C21 C22 . 1.511(3) no
C22 C23 . 1.516(4) no
C23 C24 . 1.520(4) no
C31 C32 . 1.510(4) no
C32 C33 . 1.504(4) no
C33 C34 . 1.504(4) no
C41 C42 . 1.511(3) no
C42 C43 . 1.517(3) no
C43 C44 . 1.506(4) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139056190
