#------------------------------------------------------------------------------
#$Date: 2020-09-06 12:45:26 +0300 (Sun, 06 Sep 2020) $
#$Revision: 256114 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/50/7705019.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_7705019
loop_
_publ_author_name
'Deng, Lan'
'Zhou, Zhao-Hui'
_publ_section_title
;
 Spontaneous conversions of glutamine, histidine and arginine into
 α-hydroxycarboxylates with NH₄VO₃ or
 V₂O₅.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11921
_journal_page_last               11930
_journal_paper_doi               10.1039/d0dt02150d
_journal_volume                  49
_journal_year                    2020
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'O3 V, C6 H15 N4 O2, 0.5(H2 O)'
_chemical_formula_sum            'C6 H16 N4 O5.5 V'
_chemical_formula_weight         283.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-07-24 deposited with the CCDC.	2020-08-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.374(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8138(6)
_cell_length_b                   5.1262(2)
_cell_length_c                   17.0635(7)
_cell_measurement_reflns_used    3988
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3620
_cell_measurement_theta_min      3.4970
_cell_volume                     1117.34(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.21a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.21a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.21a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -28.00   0.50    0.05    --  -46.75 -63.00  26.00  174
  2  ω    -64.00  23.00   0.50    0.05    --  -46.75  63.00 162.00  174
  3  ω     13.00  53.00   0.50    0.05    --   46.75 -63.00  26.00   80
  4  ω   -139.00-114.00   0.50    0.18    --  -88.50 -63.00  26.00   50
  5  ω    -73.00 -46.00   0.50    0.18    --  -88.50  63.00 162.00   54
  6  ω     89.00 174.00   0.50    0.18    --  107.31  63.00 162.00  170
  7  ω     35.00 126.00   0.50    0.18    --  107.31 -63.00  26.00  182
  8  ω   -115.00 -71.00   0.50    0.05    --  -46.75-125.00 150.00   88
  9  ω     42.00  67.00   0.50    0.05    --   46.75  57.00-150.00   50
 10  ω     71.00  99.00   0.50    0.05    --   46.75  57.00-150.00   56
 11  ω   -116.00 -87.00   0.50    0.18    --  -88.50 -61.00 -30.00   58
 12  ω   -123.00 -75.00   0.50    0.18    --  -88.50 -30.00 -90.00   96
 13  ω   -140.00 -74.00   0.50    0.18    --  -88.50 -45.00-120.00  132
 14  ω   -149.00-122.00   0.50    0.18    --  -88.50 -61.00 -30.00   54
 15  ω    -64.00 -15.00   0.50    0.18    --  -88.50 125.00-180.00   98
 16  ω   -111.00 -86.00   0.50    0.18    --  -88.50 -77.00-120.00   50
 17  ω    148.00 176.00   0.50    0.18    --  107.31  45.00  90.00   56
 18  ω    138.00 166.00   0.50    0.18    --  107.31  45.00 -90.00   56
 19  ω     93.00 132.00   0.50    0.18    --  107.31  45.00 -90.00   78
 20  ω     36.00 114.00   0.50    0.18    --  107.31-125.00   0.00  156
 21  ω    101.00 127.00   0.50    0.18    --  107.31  45.00-120.00   52
 22  ω    100.00 141.00   0.50    0.18    --  107.31  45.00  90.00   82
 23  ω     63.00  93.00   0.50    0.18    --  107.31 -94.00 -90.00   60
 24  ω     95.00 121.00   0.50    0.18    --  107.31 125.00   0.00   52
 25  ω     71.00 117.00   0.50    0.18    --  107.31-125.00-180.00   92
 26  ω    144.00 173.00   0.50    0.18    --  107.31  77.00 -30.00   58
 27  ω     39.00  65.00   0.50    0.18    --  107.31-125.00-180.00   52
 28  ω     90.00 130.00   0.50    0.18    --  107.31  77.00 -30.00   80
 29  ω    148.00 173.00   0.50    0.18    --  107.31 125.00   0.00   50
 30  ω     96.00 123.00   0.50    0.18    --  107.31  30.00 -60.00   54
 31  ω     91.00 117.00   0.50    0.18    --  107.31  61.00 -90.00   52
 32  ω    138.00 174.00   0.50    0.18    --  107.31  45.00-120.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0289857000
_diffrn_orient_matrix_UB_12      0.0179681000
_diffrn_orient_matrix_UB_13      0.0964029000
_diffrn_orient_matrix_UB_21      0.0806174000
_diffrn_orient_matrix_UB_22      -0.2204089000
_diffrn_orient_matrix_UB_23      0.0138854000
_diffrn_orient_matrix_UB_31      0.0848886000
_diffrn_orient_matrix_UB_32      0.2035216000
_diffrn_orient_matrix_UB_33      0.0066919000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5491
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.660
_diffrn_reflns_theta_min         3.527
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.666
_exptl_absorpt_correction_T_max  0.216
_exptl_absorpt_correction_T_min  0.199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.21a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light gray'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    gray
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.104
_refine_ls_abs_structure_details
;
 Flack x determined using 867 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2229
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0502P)²+5.4177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1165
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.897
_reflns_number_gt                2153
_reflns_number_total             2229
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02150d2.cif
_cod_data_source_block           exp_3485
_cod_depositor_comments
'Adding full bibliography for 7705016--7705019.cif.'
_cod_original_formula_sum        'C6 H16 N4 O5.50 V'
_cod_database_code               7705019
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C28 H64 N12 O22 V4 '
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.309
_shelx_estimated_absorpt_t_min   0.207
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups, All
  N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H00O(0.5) H00P(0.5)
3.a Free rotating group:
 O006(H00O,H00P)
3.b Rotating group:
 N007(H00A,H00B)
3.c Ternary CH refined with riding coordinates:
 C00H(H00N)
3.d Secondary CH2 refined with riding coordinates:
 C00E(H00H,H00I), C00F(H00J,H00K), C00G(H00L,H00M)
3.e Aromatic/amide H refined with riding coordinates:
 N009(H009)
3.f X=CH2 refined with riding coordinates:
 N00B(H00F,H00G)
3.g Idealised Me refined as rotating group:
 N00A(H00C,H00D,H00E)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.306
_oxdiff_exptl_absorpt_empirical_full_min 0.729
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
V001 V 0.67216(7) 0.17595(18) 0.74080(5) 0.0178(3) Uani 1 1 d . . . . .
O002 O 0.3703(3) 0.4464(8) 0.9453(2) 0.0205(8) Uani 1 1 d . . . . .
O003 O 0.3754(4) 0.8380(8) 0.8898(3) 0.0221(9) Uani 1 1 d . . . . .
O004 O 0.6270(3) 0.0352(8) 0.8066(3) 0.0247(9) Uani 1 1 d . . . . .
O005 O 0.7481(4) 0.4563(9) 0.7915(3) 0.0294(10) Uani 1 1 d . . . . .
O006 O 0.5000 -0.0267(12) 0.5000 0.0250(13) Uani 1 2 d S T P . .
H00O H 0.5023 0.0684 0.5415 0.037 Uiso 0.5 1 d G . . . .
H00P H 0.4590 0.0539 0.4565 0.037 Uiso 0.5 1 d G . . . .
N007 N 0.2438(4) 0.2121(11) 0.4650(3) 0.0267(11) Uani 1 1 d . . . . .
H00A H 0.1784 0.2338 0.4575 0.032 Uiso 1 1 d GR . . . .
H00B H 0.2468 0.1836 0.4158 0.032 Uiso 1 1 d GR . . . .
O008 O 0.5736(4) 0.2614(9) 0.6544(3) 0.0312(11) Uani 1 1 d . . . . .
N009 N 0.3011(4) 0.5097(10) 0.5742(3) 0.0199(10) Uani 1 1 d . . . . .
H009 H 0.2563 0.4453 0.5926 0.024 Uiso 1 1 calc R . . . .
N00A N 0.5139(4) 0.2372(9) 0.8954(3) 0.0196(10) Uani 1 1 d . . . . .
H00C H 0.5548 0.1760 0.8699 0.023 Uiso 1 1 calc GR . . . .
H00D H 0.4621 0.1250 0.8884 0.023 Uiso 1 1 calc GR . . . .
H00E H 0.5515 0.2576 0.9504 0.023 Uiso 1 1 calc GR . . . .
N00B N 0.3630(4) 0.5320(10) 0.4669(3) 0.0223(10) Uani 1 1 d . . . . .
H00F H 0.4023 0.6618 0.4914 0.027 Uiso 1 1 calc R . . . .
H00G H 0.3630 0.4733 0.4197 0.027 Uiso 1 1 calc R . . . .
C00C C 0.3985(5) 0.6016(11) 0.9014(3) 0.0172(12) Uani 1 1 d . . . . .
C00D C 0.3024(4) 0.4227(12) 0.5019(3) 0.0199(11) Uani 1 1 d . . . . .
C00E C 0.4104(5) 0.4605(11) 0.7611(3) 0.0185(11) Uani 1 1 d . . . . .
H00H H 0.4553 0.3694 0.7382 0.022 Uiso 1 1 calc R . . . .
H00I H 0.3488 0.3537 0.7509 0.022 Uiso 1 1 calc R . . . .
C00F C 0.3732(4) 0.7120(11) 0.6243(3) 0.0187(11) Uani 1 1 d . . . . .
H00J H 0.3508 0.8805 0.5977 0.022 Uiso 1 1 calc R . . . .
H00K H 0.4428 0.6777 0.6255 0.022 Uiso 1 1 calc R . . . .
C00G C 0.3770(4) 0.7202(11) 0.7151(3) 0.0194(11) Uani 1 1 d . . . . .
H00L H 0.4257 0.8548 0.7465 0.023 Uiso 1 1 calc R . . . .
H00M H 0.3083 0.7664 0.7138 0.023 Uiso 1 1 calc R . . . .
C00H C 0.4691(4) 0.4948(11) 0.8573(3) 0.0190(11) Uani 1 1 d . . . . .
H00N H 0.5270 0.6175 0.8669 0.023 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.0687 2.1097 '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
O004 V001 O005 109.0(2) . . ?
O004 V001 O005 111.7(2) . 4_646 ?
O005 V001 O005 109.55(9) . 4_646 ?
O008 V001 O004 109.3(2) . . ?
O008 V001 O005 106.7(2) . 4_646 ?
O008 V001 O005 110.6(2) . . ?
V001 O005 V001 131.7(2) . 4_656 ?
C00D N009 C00F 122.5(5) . . ?
O002 C00C C00H 117.7(5) . . ?
O003 C00C O002 126.4(6) . . ?
O003 C00C C00H 115.9(5) . . ?
N009 C00D N007 119.1(5) . . ?
N009 C00D N00B 121.0(6) . . ?
N00B C00D N007 119.8(5) . . ?
C00G C00E C00H 112.5(4) . . ?
N009 C00F C00G 111.4(5) . . ?
C00E C00G C00F 112.6(5) . . ?
N00A C00H C00C 109.6(4) . . ?
N00A C00H C00E 109.0(4) . . ?
C00E C00H C00C 112.7(5) . . ?
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
V001 O004 1.643(4) . ?
V001 O005 1.796(5) . ?
V001 O005 1.802(4) 4_646 ?
V001 O008 1.641(5) . ?
O002 C00C 1.251(7) . ?
O003 C00C 1.249(7) . ?
O005 V001 1.802(4) 4_656 ?
N007 C00D 1.353(8) . ?
N009 C00D 1.317(7) . ?
N009 C00F 1.467(7) . ?
N00A C00H 1.498(7) . ?
N00B C00D 1.324(8) . ?
C00C C00H 1.543(8) . ?
C00E C00G 1.525(8) . ?
C00E C00H 1.538(7) . ?
C00F C00G 1.530(7) . ?
