#------------------------------------------------------------------------------
#$Date: 2020-04-05 13:15:16 +0300 (Sun, 05 Apr 2020) $
#$Revision: 250207 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/60/7126016.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_7126016
loop_
_publ_author_name
'Borilovic, Ivana'
'Alonso, Pablo J.'
'Roubeau, Olivier'
'Aromí, Guillem'
_publ_section_title
;
 A bis-vanadyl coordination complex as a 2-qubit quantum gate.
;
_journal_issue                   21
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3139
_journal_page_last               3142
_journal_paper_doi               10.1039/c9cc09817h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C18 H14 N4 O2, 0.5(N2 H4)'
_chemical_formula_sum            'C18 H16 N5 O2'
_chemical_formula_weight         334.36
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-10-30 deposited with the CCDC.	2020-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.810(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.460(7)
_cell_length_b                   4.9320(11)
_cell_length_c                   24.318(6)
_cell_measurement_reflns_used    8541
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.60
_cell_measurement_theta_min      3.19
_cell_volume                     3146.4(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX 2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'π and ω rotation with narrow frames'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_source         'Advanced Light Source station 11.3.1'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7749
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            10298
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        32.555
_diffrn_reflns_theta_max         32.556
_diffrn_reflns_theta_min         3.193
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2012/1 - Bruker AXS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_description       needle
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4283
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0514
_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)+(0.0737P)²+1.8765P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1454
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3514
_reflns_number_total             4283
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc09817h2.cif
_cod_data_source_block           H4L_ibxx81_OR2
_cod_depositor_comments
'Adding full bibliography for 7126016--7126020.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7126016
_shelx_shelxl_version_number     2017/1
_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_min   0.979
_shelx_estimated_absorpt_t_max   0.998
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_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
O1 O 0.06396(4) 1.0861(2) 0.34095(5) 0.0358(3) Uani 1 1 d . . . . .
H1 H 0.0490(8) 1.239(5) 0.3133(10) 0.054 Uiso 1 1 d . U . . .
O2 O 0.04653(4) -0.4199(2) 0.65396(5) 0.0331(3) Uani 1 1 d . . . . .
H2 H 0.0354(8) -0.286(5) 0.6233(9) 0.050 Uiso 1 1 d . U . . .
N1 N 0.06497(4) 0.7592(2) 0.42952(5) 0.0236(2) Uani 1 1 d . . . . .
H1N H 0.0427(7) 0.880(4) 0.4070(8) 0.035 Uiso 1 1 d . U . . .
N2 N 0.05023(4) 0.5929(2) 0.46421(4) 0.0229(2) Uani 1 1 d . . . . .
N3 N 0.04644(4) 0.1764(2) 0.54563(5) 0.0217(2) Uani 1 1 d . . . . .
H3N H 0.0172(7) 0.266(4) 0.5331(8) 0.032 Uiso 1 1 d . U . . .
N4 N 0.05544(4) -0.0218(2) 0.58682(5) 0.0220(2) Uani 1 1 d . . . . .
C1 C 0.11574(5) 1.0613(3) 0.36126(6) 0.0270(3) Uani 1 1 d . . . . .
C2 C 0.14400(6) 1.2224(3) 0.33764(7) 0.0315(3) Uani 1 1 d . . . . .
H2A H 0.127013 1.350459 0.307217 0.038 Uiso 1 1 calc R U . . .
C3 C 0.19630(6) 1.1964(3) 0.35826(7) 0.0330(3) Uani 1 1 d . . . . .
H3 H 0.215157 1.308545 0.342429 0.040 Uiso 1 1 calc R U . . .
C4 C 0.22156(6) 1.0063(3) 0.40222(7) 0.0337(3) Uani 1 1 d . . . . .
H4 H 0.257522 0.986831 0.416120 0.040 Uiso 1 1 calc R U . . .
C5 C 0.19362(5) 0.8453(3) 0.42551(6) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.210882 0.714660 0.455175 0.034 Uiso 1 1 calc R U . . .
C6 C 0.14052(5) 0.8711(3) 0.40629(6) 0.0232(3) Uani 1 1 d . . . . .
C7 C 0.11362(5) 0.7084(3) 0.43550(5) 0.0214(2) Uani 1 1 d . . . . .
C8 C 0.13096(5) 0.4941(3) 0.47577(5) 0.0217(2) Uani 1 1 d . . . . .
H8 H 0.163406 0.408958 0.488995 0.026 Uiso 1 1 calc R U . . .
C9 C 0.09047(4) 0.4311(2) 0.49255(5) 0.0195(2) Uani 1 1 d . . . . .
C10 C 0.08881(4) 0.2256(2) 0.53480(5) 0.0192(2) Uani 1 1 d . . . . .
C11 C 0.12685(4) 0.0512(2) 0.56998(5) 0.0203(2) Uani 1 1 d . . . . .
H11 H 0.160728 0.037422 0.571843 0.024 Uiso 1 1 calc R U . . .
C12 C 0.10431(4) -0.1008(2) 0.60231(5) 0.0196(2) Uani 1 1 d . . . . .
C13 C 0.12686(5) -0.3133(3) 0.64702(5) 0.0206(2) Uani 1 1 d . . . . .
C14 C 0.17914(5) -0.3705(3) 0.66756(6) 0.0241(3) Uani 1 1 d . . . . .
H14 H 0.199872 -0.268833 0.652468 0.029 Uiso 1 1 calc R U . . .
C15 C 0.20132(5) -0.5725(3) 0.70950(6) 0.0264(3) Uani 1 1 d . . . . .
H15 H 0.236823 -0.607794 0.722804 0.032 Uiso 1 1 calc R U . . .
C16 C 0.17139(5) -0.7224(3) 0.73187(6) 0.0263(3) Uani 1 1 d . . . . .
H16 H 0.186440 -0.860337 0.760608 0.032 Uiso 1 1 calc R U . . .
C17 C 0.11970(5) -0.6712(3) 0.71235(6) 0.0264(3) Uani 1 1 d . . . . .
H17 H 0.099268 -0.776030 0.727352 0.032 Uiso 1 1 calc R U . . .
C18 C 0.09738(5) -0.4668(3) 0.67080(5) 0.0236(3) Uani 1 1 d . . . . .
N5 N 0.01315(15) 1.5483(7) 0.28310(13) 0.0373(8) Uani 0.5 1 d D U P A 1
H5A H 0.035(3) 1.701(11) 0.289(3) 0.056 Uiso 0.5 1 d D U P B 1
H5B H -0.0029(16) 1.530(9) 0.3090(17) 0.056 Uiso 0.5 1 d D U P C 1
N6 N 0.02649(11) 1.5048(6) 0.26580(16) 0.0388(6) Uani 0.5 1 d D U P D 2
H6A H 0.030(4) 1.656(11) 0.292(4) 0.058 Uiso 0.5 1 d D U P E 2
H6B H 0.0321(18) 1.538(10) 0.2296(14) 0.058 Uiso 0.5 1 d D U P F 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020
'XDISP Program in WinGX L.J. Farrugia, J.Appl.Cryst. 2012,45,849-854'
H H 0.0000 0.0000
'XDISP Program in WinGX L.J. Farrugia, J.Appl.Cryst. 2012,45,849-854'
N N 0.0076 0.0040
'XDISP Program in WinGX L.J. Farrugia, J.Appl.Cryst. 2012,45,849-854'
O O 0.0132 0.0074
'XDISP Program in WinGX L.J. Farrugia, J.Appl.Cryst. 2012,45,849-854'
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
C1 O1 H1 115.6(13) . . ?
C18 O2 H2 110.2(13) . . ?
N2 N1 C7 111.74(10) . . ?
N2 N1 H1N 118.2(12) . . ?
C7 N1 H1N 130.1(12) . . ?
C9 N2 N1 105.69(10) . . ?
N4 N3 C10 110.33(10) . . ?
N4 N3 H3N 119.8(12) . . ?
C10 N3 H3N 129.4(12) . . ?
C12 N4 N3 107.11(10) . . ?
O1 C1 C2 120.72(13) . . ?
O1 C1 C6 119.10(12) . . ?
C2 C1 C6 120.19(13) . . ?
C3 C2 C1 120.50(14) . . ?
C3 C2 H2A 119.8 . . ?
C1 C2 H2A 119.8 . . ?
C2 C3 C4 120.28(13) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.33(14) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.65(14) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 118.03(12) . . ?
C5 C6 C7 119.02(12) . . ?
C1 C6 C7 122.90(12) . . ?
N1 C7 C8 106.47(11) . . ?
N1 C7 C6 123.25(11) . . ?
C8 C7 C6 130.17(12) . . ?
C7 C8 C9 105.44(11) . . ?
C7 C8 H8 127.3 . . ?
C9 C8 H8 127.3 . . ?
N2 C9 C8 110.65(11) . . ?
N2 C9 C10 121.31(11) . . ?
C8 C9 C10 128.03(11) . . ?
N3 C10 C11 108.07(11) . . ?
N3 C10 C9 122.51(11) . . ?
C11 C10 C9 129.42(11) . . ?
C10 C11 C12 105.00(11) . . ?
C10 C11 H11 127.5 . . ?
C12 C11 H11 127.5 . . ?
N4 C12 C11 109.49(11) . . ?
N4 C12 C13 121.36(11) . . ?
C11 C12 C13 129.15(11) . . ?
C14 C13 C18 117.62(12) . . ?
C14 C13 C12 120.45(11) . . ?
C18 C13 C12 121.93(11) . . ?
C15 C14 C13 121.54(13) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C16 C15 C14 119.74(12) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C17 C16 C15 120.07(12) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.39(13) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
O2 C18 C17 118.23(12) . . ?
O2 C18 C13 121.15(12) . . ?
C17 C18 C13 120.62(12) . . ?
N5 N5 H5A 100(5) 2 . ?
N5 N5 H5B 125(3) 2 . ?
H5A N5 H5B 117(4) . . ?
N6 N6 H6A 100(6) 2 . ?
N6 N6 H6B 91(3) 2 . ?
H6A N6 H6B 118(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
O1 C1 1.3660(17) . ?
O1 H1 0.99(2) . ?
O2 C18 1.3622(16) . ?
O2 H2 0.95(2) . ?
N1 N2 1.3547(16) . ?
N1 C7 1.3584(16) . ?
N1 H1N 0.89(2) . ?
N2 C9 1.3459(15) . ?
N3 N4 1.3508(15) . ?
N3 C10 1.3522(16) . ?
N3 H3N 0.886(19) . ?
N4 C12 1.3500(15) . ?
C1 C2 1.402(2) . ?
C1 C6 1.4062(19) . ?
C2 C3 1.380(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.394(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.4037(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.4684(18) . ?
C7 C8 1.3944(17) . ?
C8 C9 1.3983(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.4571(17) . ?
C10 C11 1.3876(16) . ?
C11 C12 1.4080(17) . ?
C11 H11 0.9500 . ?
C12 C13 1.4668(17) . ?
C13 C14 1.4023(17) . ?
C13 C18 1.4099(18) . ?
C14 C15 1.3898(18) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.3827(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.3942(18) . ?
C17 H17 0.9500 . ?
N5 N5 1.489(6) 2 ?
N5 H5A 0.95(2) . ?
N5 H5B 0.913(19) . ?
N6 N6 1.402(6) 2 ?
N6 H6A 0.96(2) . ?
N6 H6B 0.969(19) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 N5 0.99(2) 1.82(2) 2.773(4) 159.4(19) . yes
O1 H1 N6 0.99(2) 1.70(2) 2.689(3) 177(2) . yes
O2 H2 N4 0.95(2) 1.79(2) 2.6280(16) 145.0(18) . yes
N1 H1N O1 0.89(2) 2.175(19) 2.6814(16) 115.7(15) . yes
N3 H3N N2 0.886(19) 2.065(19) 2.9001(17) 156.7(16) 5_566 yes
N5 H5B O2 0.913(19) 1.88(2) 2.765(3) 164(4) 5_566 yes
N5 H5A O1 0.95(2) 2.26(3) 3.087(4) 146(4) 1_565 yes
N6 H6B O2 0.969(19) 2.12(3) 3.017(4) 154(4) 6_565 yes
N6 H6A O1 0.96(2) 2.45(3) 3.344(4) 156(5) 1_565 yes
