#------------------------------------------------------------------------------
#$Date: 2023-03-04 19:57:08 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281375 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/82/1568297.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_1568297
loop_
_publ_author_name
'Schreiber, Eric'
'Brennessel, William W.'
'Matson, Ellen M.'
_publ_section_title
;
 Regioselectivity of concerted proton-electron transfer at the surface of
 a polyoxovanadate cluster.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              1386
_journal_page_last               1396
_journal_paper_doi               10.1039/d2sc05928b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C11 H34 O19 V6, 2(C16 H36 N)'
_chemical_formula_sum            'C43 H106 N2 O19 V6'
_chemical_formula_weight         1260.93
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-02-22
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-10-25 deposited with the CCDC.	2023-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                95.1060(10)
_cell_angle_beta                 115.5700(10)
_cell_angle_gamma                113.8640(10)
_cell_formula_units_Z            1
_cell_length_a                   11.98260(10)
_cell_length_b                   11.99650(10)
_cell_length_c                   13.43130(10)
_cell_measurement_reflns_used    33917
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.6000
_cell_measurement_theta_min      3.8440
_cell_volume                     1509.23(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 119.00   0.50    0.09    --   47.30  77.00   0.00  188
  2  ω     25.00 119.00   0.50    0.09    --   47.30  77.00  30.00  188
  3  ω     25.00 119.00   0.50    0.09    --   47.30  77.00 120.00  188
  4  ω     25.00 119.00   0.50    0.09    --   47.30  77.00 -30.00  188
  5  ω     25.00 119.00   0.50    0.09    --   47.30  77.00-120.00  188
  6  ω     25.00 119.00   0.50    0.09    --   47.30  77.00-150.00  188
  7  ω     32.00 119.00   0.50    0.09    --   47.30  57.00-150.00  174
  8  ω     32.00 119.00   0.50    0.09    --   47.30  57.00 -30.00  174
  9  ω     32.00 119.00   0.50    0.09    --   47.30  57.00  90.00  174
 10  ω    -16.00  28.00   0.50    0.09    --  -47.30  19.00  60.00   88
 11  ω    -16.00  28.00   0.50    0.09    --  -47.30  19.00  90.00   88
 12  ω    -16.00  28.00   0.50    0.09    --  -47.30  19.00 150.00   88
 13  ω    -16.00  28.00   0.50    0.09    --  -47.30  19.00   0.00   88
 14  ω    -16.00  28.00   0.50    0.09    --  -47.30  19.00 -60.00   88
 15  ω    -16.00  28.00   0.50    0.09    --  -47.30  19.00-150.00   88
 16  ω     91.00 178.00   0.50    0.37    --  113.25  77.00  60.00  174
 17  ω    101.00 178.00   0.50    0.37    --  113.25  45.00  30.00  154
 18  ω    101.00 178.00   0.50    0.37    --  113.25  45.00 -60.00  154
 19  ω     91.00 178.00   0.50    0.37    --  113.25  77.00 -30.00  174
 20  ω    101.00 178.00   0.50    0.37    --  113.25  30.00   0.00  154
 21  ω    100.00 178.00   0.50    0.37    --  113.25  15.00  90.00  156
 22  ω    101.00 178.00   0.50    0.37    --  113.25  45.00 -90.00  154
 23  ω    101.00 178.00   0.50    0.37    --  113.25  30.00-150.00  154
 24  ω    101.00 178.00   0.50    0.37    --  113.25  30.00-180.00  154
 25  ω    100.00 178.00   0.50    0.37    --  113.25  15.00 -90.00  156
 26  ω    100.00 178.00   0.50    0.37    --  113.25  15.00 150.00  156
 27  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00  60.00   74
 28  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00  30.00   74
 29  ω    -24.00  70.00   0.50    0.09    --   47.30 -77.00  30.00  188
 30  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00   0.00   74
 31  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00 -30.00   74
 32  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00-120.00   74
 33  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00-180.00   74
 34  ω     95.00 178.00   0.50    0.37    --  113.25 125.00  90.00  166
 35  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00  90.00   74
 36  ω     42.00  79.00   0.50    0.37    --  113.25 -61.00 120.00   74
 37  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00 150.00  128
 38  ω     42.00 111.00   0.50    0.37    --  113.25-125.00 120.00  138
 39  ω     42.00 111.00   0.50    0.37    --  113.25-125.00 150.00  138
 40  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00  90.00  128
 41  ω     42.00 111.00   0.50    0.37    --  113.25-125.00   0.00  138
 42  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00 -90.00  128
 43  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00-120.00  128
 44  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00-150.00  128
 45  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00-180.00  128
 46  ω     34.00  95.00   0.50    0.09    --   47.30-125.00-150.00  122
 47  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00   0.00  128
 48  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00  30.00  128
 49  ω     42.00 106.00   0.50    0.37    --  113.25 -94.00 120.00  128
 50  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00-132.24  188
 51  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00 -95.96  188
 52  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00  30.00  188
 53  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00 -30.00  188
 54  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00  60.00  188
 55  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00 120.00  188
 56  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00 163.51  188
 57  ω   -163.00 -69.00   0.50    0.37    --  -91.75 -77.00 150.00  188
 58  ω   -163.00 -71.00   0.50    0.37    --  -91.75 -71.00  88.83  184
 59  ω   -163.00 -72.00   0.50    0.37    --  -91.75 -69.00  69.88  182
 60  ω   -163.00 -70.00   0.50    0.37    --  -91.75 -74.00 -17.11  186
 61  ω   -163.00 -77.00   0.50    0.37    --  -91.75 -57.00 -74.24  172
 62  ω    -65.00 -19.00   0.50    0.37    --  -91.75  61.00-150.00   92
 63  ω   -163.00 -75.00   0.50    0.37    --  -91.75 -61.00-180.00  176
 64  ω   -163.00 -73.00   0.50    0.37    --  -91.75-125.00-150.00  180
 65  ω   -119.00 -73.00   0.50    0.09    --  -47.30-125.00-180.00   92
 66  ω   -119.00 -73.00   0.50    0.09    --  -47.30-125.00-150.00   92
 67  ω   -119.00 -73.00   0.50    0.09    --  -47.30-125.00  60.00   92
;
_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      -0.1058053000
_diffrn_orient_matrix_UB_12      -0.0020559000
_diffrn_orient_matrix_UB_13      0.0369147000
_diffrn_orient_matrix_UB_21      0.0415540000
_diffrn_orient_matrix_UB_22      0.1392875000
_diffrn_orient_matrix_UB_23      -0.0006596000
_diffrn_orient_matrix_UB_31      -0.1179641000
_diffrn_orient_matrix_UB_32      -0.0505576000
_diffrn_orient_matrix_UB_33      -0.1290093000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            51188
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        74.504
_diffrn_reflns_theta_max         80.300
_diffrn_reflns_theta_min         3.850
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.021
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_description       block
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.097
_refine_diff_density_max         1.082
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         6475
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0410P)²+1.5174P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0935
_refine_ls_wR_factor_ref         0.0945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6129
_reflns_number_total             6475
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc05928b2.cif
_cod_data_source_block           mates20
_cod_depositor_comments
'Adding full bibliography for 1568296--1568297.cif.'
_cod_database_code               1568297
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O7-C4 \\sim O7-C4'
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C4') \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Others
 1*[Sof(H4)+Sof(C1)+Sof(H1A)+Sof(H1B)+Sof(H1C)]+1*[Sof(H5)+Sof(C2)+Sof(H2A)+
 Sof(H2B)+Sof(H2C)]+1*[Sof(H6)+Sof(C3)+Sof(H3A)+Sof(H3B)+Sof(H3C)]+1*[Sof(C4)+
 Sof(H4A)+Sof(H4B)+Sof(H4C)]+1*[Sof(C4')+Sof(H4'A)+Sof(H4'B)+Sof(H4'C)]+1*
 [Sof(H8)+Sof(C5)+Sof(H5A)+Sof(H5B)+Sof(H5C)]=4.5 with esd of 0.0001
 1*[Sof(C4)+Sof(H4A)+Sof(H4B)+Sof(H4C)]+1*[Sof(C4')+Sof(H4'A)+Sof(H4'B)+
 Sof(H4'C)]-1*[Sof(H7)]=0 with esd of 0.0001
 Sof(H4)=1-FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(1)
 Sof(H5)=1-FVAR(2)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=FVAR(2)
 Sof(H6)=1-FVAR(3)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=FVAR(3)
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=FVAR(4)
 Sof(C4')=Sof(H4'A)=Sof(H4'B)=Sof(H4'C)=FVAR(5)
 Sof(H8)=1-FVAR(6)
 Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(6)
5.a Riding coordinates:
 O4(H4), O5(H5), O6(H6), O7(H7), O8(H8)
5.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C19(H19A,H19B),
  C20(H20A,H20B), C21(H21A,H21B)
5.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C4'(H4'A,
 H4'B,H4'C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C10(H10A,H10B,H10C), C14(H14A,
 H14B,H14C), C18(H18A,H18B,H18C), C22(H22A,H22B,H22C)
;
_olex2_submission_original_sample_id mates20
_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 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.821
loop_
_space_group_symop_operation_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_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
V1 V 0.83658(3) 0.78898(3) 0.38156(3) 0.02470(10) Uani 1 1 d . . . . .
V2 V 1.09588(4) 1.03045(3) 0.38083(3) 0.02399(9) Uani 1 1 d . . . . .
V3 V 0.84372(3) 1.06522(3) 0.38992(3) 0.01997(9) Uani 1 1 d . . . . .
O1 O 0.72126(17) 0.64329(15) 0.29687(17) 0.0398(4) Uani 1 1 d . . . . .
O2 O 1.16500(19) 1.05339(18) 0.29991(16) 0.0384(4) Uani 1 1 d . . . . .
O3 O 0.73551(15) 1.11199(14) 0.31305(14) 0.0271(3) Uani 1 1 d . . . . .
O4 O 0.94135(16) 0.84634(14) 0.29671(13) 0.0291(3) Uani 1 1 d . . . . .
H4 H 0.961730 0.792888 0.273728 0.035 Uiso 0.268(3) 1 d R U P A 2
C1 C 0.9748(4) 0.7585(3) 0.2590(3) 0.0351(7) Uani 0.732(3) 1 d . . P A 1
H1A H 1.058428 0.763841 0.324620 0.053 Uiso 0.732(3) 1 calc R U P A 1
H1B H 0.995490 0.778806 0.197705 0.053 Uiso 0.732(3) 1 calc R U P A 1
H1C H 0.894127 0.671270 0.228134 0.053 Uiso 0.732(3) 1 calc R U P A 1
O5 O 0.72740(15) 0.87720(14) 0.30735(14) 0.0307(3) Uani 1 1 d . . . . .
H5 H 0.647954 0.838355 0.243648 0.037 Uiso 0.070(3) 1 d R U P B 2
C2 C 0.5992(3) 0.8145(2) 0.2046(2) 0.0390(7) Uani 0.930(3) 1 d . . P B 1
H2A H 0.606584 0.765583 0.147471 0.058 Uiso 0.930(3) 1 calc R U P B 1
H2B H 0.573640 0.877507 0.174929 0.058 Uiso 0.930(3) 1 calc R U P B 1
H2C H 0.525899 0.755519 0.217943 0.058 Uiso 0.930(3) 1 calc R U P B 1
O6 O 0.78078(15) 0.79315(13) 0.50236(15) 0.0290(3) Uani 1 1 d . . . . .
H6 H 0.769458 0.730669 0.529553 0.035 Uiso 0.059(3) 1 d R U P C 2
C3 C 0.7617(3) 0.6880(2) 0.5481(3) 0.0388(7) Uani 0.941(3) 1 d . . P C 1
H3A H 0.695342 0.606657 0.483727 0.058 Uiso 0.941(3) 1 calc R U P C 1
H3B H 0.723125 0.693617 0.598382 0.058 Uiso 0.941(3) 1 calc R U P C 1
H3C H 0.853450 0.691668 0.593508 0.058 Uiso 0.941(3) 1 calc R U P C 1
O7 O 0.99412(14) 0.76478(12) 0.49303(13) 0.0237(3) Uani 1 1 d D . . . .
H7 H 0.998638 0.695816 0.491987 0.028 Uiso 0.044(3) 1 d R U P D 2
C4 C 1.0027(4) 0.6521(3) 0.4903(3) 0.0351(8) Uani 0.718(2) 1 d D . P E 1
H4A H 0.914702 0.580573 0.424233 0.053 Uiso 0.718(2) 1 calc R U P E 1
H4B H 1.015939 0.633413 0.562944 0.053 Uiso 0.718(2) 1 calc R U P E 1
H4C H 1.083477 0.663098 0.481946 0.053 Uiso 0.718(2) 1 calc R U P E 1
C4' C 1.0298(9) 0.6731(8) 0.4402(8) 0.0214(17) Uani 0.238(2) 1 d D U P E 3
H4'A H 0.941462 0.595188 0.381970 0.032 Uiso 0.238(2) 1 calc R U P E 3
H4'B H 1.088443 0.649712 0.502146 0.032 Uiso 0.238(2) 1 calc R U P E 3
H4'C H 1.082025 0.716316 0.403199 0.032 Uiso 0.238(2) 1 calc R U P E 3
O8 O 0.94679(16) 1.08031(15) 0.30258(13) 0.0267(3) Uani 1 1 d . . . . .
H8 H 0.902789 1.058166 0.228638 0.032 Uiso 0.059(3) 1 d R U P F 2
C5 C 0.8738(3) 1.0436(3) 0.1799(2) 0.0364(6) Uani 0.941(3) 1 d . . P F 1
H5A H 0.942212 1.079733 0.154311 0.055 Uiso 0.941(3) 1 calc R U P F 1
H5B H 0.806364 1.075897 0.152695 0.055 Uiso 0.941(3) 1 calc R U P F 1
H5C H 0.822015 0.949521 0.147378 0.055 Uiso 0.941(3) 1 calc R U P F 1
O9 O 0.78634(14) 1.03260(13) 0.50888(13) 0.0235(3) Uani 1 1 d . . . . .
O10 O 1.000000 1.000000 0.500000 0.0187(4) Uani 1 2 d S . P . .
C6 C 0.6410(2) 0.9791(2) 0.4737(2) 0.0264(4) Uani 1 1 d . . . . .
H6A H 0.588377 0.890217 0.422277 0.040 Uiso 1 1 calc R U . . .
H6B H 0.602678 1.029825 0.431948 0.040 Uiso 1 1 calc R U . . .
H6C H 0.631215 0.980144 0.542500 0.040 Uiso 1 1 calc R U . . .
N1 N 0.51368(16) 0.75098(15) 0.79236(14) 0.0182(3) Uani 1 1 d . . . . .
C7 C 0.65144(19) 0.87600(17) 0.83622(17) 0.0199(4) Uani 1 1 d . . . . .
H7A H 0.705440 0.903946 0.922416 0.024 Uiso 1 1 calc R U . . .
H7B H 0.709288 0.858285 0.809195 0.024 Uiso 1 1 calc R U . . .
C8 C 0.6345(2) 0.98660(18) 0.79830(18) 0.0219(4) Uani 1 1 d . . . . .
H8A H 0.561984 0.994785 0.810501 0.026 Uiso 1 1 calc R U . . .
H8B H 0.601725 0.969015 0.714294 0.026 Uiso 1 1 calc R U . . .
C9 C 0.7762(2) 1.11190(18) 0.86851(18) 0.0236(4) Uani 1 1 d . . . . .
H9A H 0.803013 1.134264 0.951293 0.028 Uiso 1 1 calc R U . . .
H9B H 0.851004 1.099774 0.863978 0.028 Uiso 1 1 calc R U . . .
C10 C 0.7675(2) 1.2219(2) 0.8230(2) 0.0324(5) Uani 1 1 d . . . . .
H10A H 0.743256 1.200824 0.741664 0.049 Uiso 1 1 calc R U . . .
H10B H 0.859486 1.300907 0.870085 0.049 Uiso 1 1 calc R U . . .
H10C H 0.694015 1.234523 0.828125 0.049 Uiso 1 1 calc R U . . .
C11 C 0.4131(2) 0.71339(18) 0.66234(17) 0.0205(4) Uani 1 1 d . . . . .
H11A H 0.387358 0.781461 0.647759 0.025 Uiso 1 1 calc R U . . .
H11B H 0.324715 0.633213 0.638987 0.025 Uiso 1 1 calc R U . . .
C12 C 0.4694(2) 0.69239(19) 0.58426(17) 0.0223(4) Uani 1 1 d . . . . .
H12A H 0.490495 0.620991 0.593735 0.027 Uiso 1 1 calc R U . . .
H12B H 0.558522 0.771136 0.606436 0.027 Uiso 1 1 calc R U . . .
C13 C 0.3577(2) 0.6601(2) 0.45765(19) 0.0276(4) Uani 1 1 d . . . . .
H13A H 0.263777 0.594258 0.441808 0.033 Uiso 1 1 calc R U . . .
H13B H 0.351721 0.738218 0.445634 0.033 Uiso 1 1 calc R U . . .
C14 C 0.3912(3) 0.6102(2) 0.3717(2) 0.0330(5) Uani 1 1 d . . . . .
H14A H 0.319541 0.595247 0.292197 0.049 Uiso 1 1 calc R U . . .
H14B H 0.390234 0.529308 0.379200 0.049 Uiso 1 1 calc R U . . .
H14C H 0.485439 0.673859 0.388560 0.049 Uiso 1 1 calc R U . . .
C15 C 0.4414(2) 0.77082(18) 0.85630(17) 0.0205(4) Uani 1 1 d . . . . .
H15A H 0.430743 0.847329 0.846087 0.025 Uiso 1 1 calc R U . . .
H15B H 0.504894 0.790007 0.940510 0.025 Uiso 1 1 calc R U . . .
C16 C 0.2961(2) 0.65816(19) 0.81782(18) 0.0228(4) Uani 1 1 d . . . . .
H16A H 0.302200 0.578427 0.819428 0.027 Uiso 1 1 calc R U . . .
H16B H 0.226882 0.645631 0.737072 0.027 Uiso 1 1 calc R U . . .
C17 C 0.2462(2) 0.6855(2) 0.8995(2) 0.0273(4) Uani 1 1 d . . . . .
H17A H 0.302609 0.677626 0.975469 0.033 Uiso 1 1 calc R U . . .
H17B H 0.263768 0.775008 0.913059 0.033 Uiso 1 1 calc R U . . .
C18 C 0.0890(3) 0.5940(2) 0.8508(2) 0.0363(5) Uani 1 1 d . . . . .
H18A H 0.032319 0.605678 0.778229 0.054 Uiso 1 1 calc R U . . .
H18B H 0.062848 0.612329 0.907566 0.054 Uiso 1 1 calc R U . . .
H18C H 0.070575 0.505072 0.835171 0.054 Uiso 1 1 calc R U . . .
C19 C 0.5488(2) 0.64404(18) 0.81518(18) 0.0219(4) Uani 1 1 d . . . . .
H19A H 0.459072 0.560731 0.771688 0.026 Uiso 1 1 calc R U . . .
H19B H 0.609287 0.644583 0.783010 0.026 Uiso 1 1 calc R U . . .
C20 C 0.6237(2) 0.6509(2) 0.9417(2) 0.0274(4) Uani 1 1 d . . . . .
H20A H 0.555850 0.626986 0.969754 0.033 Uiso 1 1 calc R U . . .
H20B H 0.701820 0.739854 0.990050 0.033 Uiso 1 1 calc R U . . .
C21 C 0.6840(3) 0.5586(2) 0.9533(2) 0.0380(6) Uani 1 1 d . . . . .
H21A H 0.708596 0.545414 1.030105 0.046 Uiso 1 1 calc R U . . .
H21B H 0.609277 0.474272 0.892614 0.046 Uiso 1 1 calc R U . . .
C22 C 0.8154(3) 0.6060(3) 0.9419(3) 0.0492(7) Uani 1 1 d . . . . .
H22A H 0.791613 0.617464 0.865375 0.074 Uiso 1 1 calc R U . . .
H22B H 0.847951 0.542559 0.949826 0.074 Uiso 1 1 calc R U . . .
H22C H 0.891069 0.688249 1.003080 0.074 Uiso 1 1 calc R U . . .
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
O1 V1 O4 99.62(9) . . ?
O1 V1 O5 99.39(7) . . ?
O1 V1 O6 99.92(9) . . ?
O1 V1 O7 100.93(7) . . ?
O1 V1 O10 178.73(7) . . ?
O4 V1 O6 160.46(6) . . ?
O4 V1 O10 79.87(4) . . ?
O5 V1 O4 88.38(7) . . ?
O5 V1 O6 88.53(7) . . ?
O5 V1 O10 79.45(4) . . ?
O6 V1 O10 80.60(4) . . ?
O7 V1 O4 88.83(6) . . ?
O7 V1 O5 159.67(6) . . ?
O7 V1 O6 87.41(6) . . ?
O7 V1 O10 80.24(4) . . ?
O2 V2 O4 101.04(9) . . ?
O2 V2 O6 98.46(9) . 2_776 ?
O2 V2 O8 99.88(7) . . ?
O2 V2 O9 99.46(7) . 2_776 ?
O2 V2 O10 179.04(8) . . ?
O4 V2 O10 79.81(5) . . ?
O6 V2 O4 160.47(7) 2_776 . ?
O6 V2 O8 87.96(6) 2_776 . ?
O6 V2 O9 90.30(6) 2_776 2_776 ?
O6 V2 O10 80.70(5) 2_776 . ?
O8 V2 O4 87.60(6) . . ?
O8 V2 O9 160.63(6) . 2_776 ?
O8 V2 O10 80.58(4) . . ?
O9 V2 O4 87.64(6) 2_776 . ?
O9 V2 O10 80.10(4) 2_776 . ?
O3 V3 O5 100.34(7) . . ?
O3 V3 O7 99.20(7) . 2_776 ?
O3 V3 O8 98.97(7) . . ?
O3 V3 O9 99.88(7) . . ?
O3 V3 O10 179.50(6) . . ?
O5 V3 O7 160.45(6) . 2_776 ?
O5 V3 O8 89.02(7) . . ?
O5 V3 O9 88.05(7) . . ?
O5 V3 O10 80.07(4) . . ?
O7 V3 O8 88.62(6) 2_776 . ?
O7 V3 O9 87.94(6) 2_776 . ?
O7 V3 O10 80.40(4) 2_776 . ?
O8 V3 O10 80.74(4) . . ?
O9 V3 O8 161.14(6) . . ?
O9 V3 O10 80.41(4) . . ?
V1 O4 V2 109.95(7) . . ?
V1 O4 H4 114.8 . . ?
V2 O4 H4 117.9 . . ?
C1 O4 V1 114.82(17) . . ?
C1 O4 V2 117.90(18) . . ?
O4 C1 H1A 109.5 . . ?
O4 C1 H1B 109.5 . . ?
O4 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
V1 O5 H5 122.4 . . ?
V3 O5 V1 110.28(7) . . ?
V3 O5 H5 126.7 . . ?
C2 O5 V1 122.41(14) . . ?
C2 O5 V3 126.70(14) . . ?
O5 C2 H2A 109.5 . . ?
O5 C2 H2B 109.5 . . ?
O5 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
V1 O6 H6 116.2 . . ?
V2 O6 V1 109.05(6) 2_776 . ?
V2 O6 H6 116.3 2_776 . ?
C3 O6 V1 116.17(15) . . ?
C3 O6 V2 116.35(16) . 2_776 ?
O6 C3 H3A 109.5 . . ?
O6 C3 H3B 109.5 . . ?
O6 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
V1 O7 V3 109.56(6) . 2_776 ?
V1 O7 H7 128.1 . . ?
V3 O7 H7 122.2 2_776 . ?
C4 O7 V1 128.20(17) . . ?
C4 O7 V3 122.07(16) . 2_776 ?
C4' O7 V1 116.7(3) . . ?
O7 C4 H4A 109.5 . . ?
O7 C4 H4B 109.5 . . ?
O7 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O7 C4' H4'A 109.5 . . ?
O7 C4' H4'B 109.5 . . ?
O7 C4' H4'C 109.5 . . ?
H4'A C4' H4'B 109.5 . . ?
H4'A C4' H4'C 109.5 . . ?
H4'B C4' H4'C 109.5 . . ?
V2 O8 V3 108.81(7) . . ?
V2 O8 H8 117.5 . . ?
V3 O8 H8 121.3 . . ?
C5 O8 V2 117.48(14) . . ?
C5 O8 V3 121.30(14) . . ?
O8 C5 H5A 109.5 . . ?
O8 C5 H5B 109.5 . . ?
O8 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
V2 O9 V3 109.34(6) 2_776 . ?
C6 O9 V2 119.25(12) . 2_776 ?
C6 O9 V3 119.01(13) . . ?
V1 O10 V1 179.999(13) . 2_776 ?
V1 O10 V2 90.375(13) . . ?
V1 O10 V2 89.624(13) 2_776 . ?
V1 O10 V2 90.375(13) 2_776 2_776 ?
V1 O10 V2 89.626(13) . 2_776 ?
V2 O10 V2 180.0 2_776 . ?
V3 O10 V1 90.189(12) 2_776 2_776 ?
V3 O10 V1 89.811(12) . 2_776 ?
V3 O10 V1 89.811(12) 2_776 . ?
V3 O10 V1 90.189(12) . . ?
V3 O10 V2 89.861(12) 2_776 2_776 ?
V3 O10 V2 90.139(12) 2_776 . ?
V3 O10 V2 89.860(12) . . ?
V3 O10 V2 90.140(12) . 2_776 ?
V3 O10 V3 179.999(12) . 2_776 ?
O9 C6 H6A 109.5 . . ?
O9 C6 H6B 109.5 . . ?
O9 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C11 N1 C7 111.67(14) . . ?
C11 N1 C15 108.65(14) . . ?
C11 N1 C19 108.25(15) . . ?
C15 N1 C7 108.05(14) . . ?
C19 N1 C7 108.81(14) . . ?
C19 N1 C15 111.44(14) . . ?
N1 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
H7A C7 H7B 107.4 . . ?
C8 C7 N1 115.71(15) . . ?
C8 C7 H7A 108.4 . . ?
C8 C7 H7B 108.4 . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
C7 C8 C9 110.01(16) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 C8 111.37(17) . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 H11A 108.3 . . ?
N1 C11 H11B 108.3 . . ?
N1 C11 C12 115.95(15) . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
C11 C12 C13 109.10(16) . . ?
H12A C12 H12B 108.3 . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C12 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 C12 112.54(18) . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 108.4 . . ?
N1 C15 H15B 108.4 . . ?
N1 C15 C16 115.65(16) . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
C15 C16 H16A 109.8 . . ?
C15 C16 H16B 109.8 . . ?
C15 C16 C17 109.44(17) . . ?
H16A C16 H16B 108.2 . . ?
C17 C16 H16A 109.8 . . ?
C17 C16 H16B 109.8 . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 C16 112.31(19) . . ?
C18 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 108.3 . . ?
N1 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
C20 C19 N1 115.98(16) . . ?
C20 C19 H19A 108.3 . . ?
C20 C19 H19B 108.3 . . ?
C19 C20 H20A 109.8 . . ?
C19 C20 H20B 109.8 . . ?
C19 C20 C21 109.51(19) . . ?
H20A C20 H20B 108.2 . . ?
C21 C20 H20A 109.8 . . ?
C21 C20 H20B 109.8 . . ?
C20 C21 H21A 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 C20 113.8(2) . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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
V1 O1 1.6103(16) . ?
V1 O4 2.0060(17) . ?
V1 O5 2.0018(14) . ?
V1 O6 2.0078(17) . ?
V1 O7 1.9926(14) . ?
V1 O10 2.3145(3) . ?
V2 O2 1.6091(16) . ?
V2 O4 2.0061(16) . ?
V2 O6 2.0002(16) 2_776 ?
V2 O8 2.0024(14) . ?
V2 O9 2.0042(14) 2_776 ?
V2 O10 2.3167(4) . ?
V3 O3 1.6118(14) . ?
V3 O5 1.9843(15) . ?
V3 O7 1.9981(14) 2_776 ?
V3 O8 2.0104(15) . ?
V3 O9 2.0052(15) . ?
V3 O10 2.3036(3) . ?
O4 H4 0.8501 . ?
O4 C1 1.397(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O5 H5 0.8500 . ?
O5 C2 1.371(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
O6 H6 0.8502 . ?
O6 C3 1.431(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
O7 H7 0.8499 . ?
O7 C4 1.395(3) . ?
O7 C4' 1.549(8) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C4' H4'A 0.9800 . ?
C4' H4'B 0.9800 . ?
C4' H4'C 0.9800 . ?
O8 H8 0.8500 . ?
O8 C5 1.411(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
O9 C6 1.414(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
N1 C7 1.524(2) . ?
N1 C11 1.520(2) . ?
N1 C15 1.522(2) . ?
N1 C19 1.520(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.520(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.527(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.524(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.524(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.527(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.524(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.524(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.526(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.522(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.517(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.533(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.525(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C7 C8 C9 167.75(16) . . . . ?
N1 C11 C12 C13 -178.02(15) . . . . ?
N1 C15 C16 C17 172.80(16) . . . . ?
N1 C19 C20 C21 -166.08(17) . . . . ?
C7 N1 C11 C12 59.6(2) . . . . ?
C7 N1 C15 C16 176.02(15) . . . . ?
C7 N1 C19 C20 70.3(2) . . . . ?
C7 C8 C9 C10 173.27(18) . . . . ?
C11 N1 C7 C8 48.4(2) . . . . ?
C11 N1 C15 C16 54.7(2) . . . . ?
C11 N1 C19 C20 -168.18(16) . . . . ?
C11 C12 C13 C14 -167.91(17) . . . . ?
C15 N1 C7 C8 -71.0(2) . . . . ?
C15 N1 C11 C12 178.69(15) . . . . ?
C15 N1 C19 C20 -48.8(2) . . . . ?
C15 C16 C17 C18 166.24(18) . . . . ?
C19 N1 C7 C8 167.83(16) . . . . ?
C19 N1 C11 C12 -60.15(19) . . . . ?
C19 N1 C15 C16 -64.5(2) . . . . ?
C19 C20 C21 C22 74.0(3) . . . . ?
