#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:32:58 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179850 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/46/7014689.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_7014689
loop_
_publ_author_name
'Chang, Kai-Chieh'
'Lu, Chia-Fu'
'Wang, Po-Yang'
'Lu, Duan-Yen'
'Chen, Hong-Zhang'
'Kuo, Ting-Shen'
'Tsai, Yi-Chou'
_publ_section_title
;
 Ligand-controlled synthesis of vanadium(i) β-diketiminates and their
 catalysis in cyclotrimerization of alkynes.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2324
_journal_page_last               2331
_journal_paper_doi               10.1039/c0dt01061h
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C50 H66 N4 V2'
_chemical_formula_sum            'C50 H66 N4 V2'
_chemical_formula_weight         824.95
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.5130(10)
_cell_angle_beta                 91.6470(10)
_cell_angle_gamma                91.8330(10)
_cell_formula_units_Z            2
_cell_length_a                   11.7457(3)
_cell_length_b                   13.2452(3)
_cell_length_c                   14.0750(4)
_cell_measurement_reflns_used    42676
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      2.037
_cell_volume                     2185.48(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'HKL Denzo and Scalepack'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_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  0.0707
_diffrn_reflns_av_sigmaI/netI    0.0553
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26211
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    0.466
_exptl_absorpt_correction_T_max  0.9158
_exptl_absorpt_correction_T_min  0.7981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
?
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.200
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7720
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0534
_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)+(0.0671P)²+2.1225P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1322
_refine_ls_wR_factor_ref         0.1501
_reflns_number_gt                5830
_reflns_number_total             7720
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0DT01061H.TXT
_cod_data_source_block           8794
_cod_database_code               7014689
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
V1 V 0.42726(5) 0.36250(4) 0.54022(4) 0.02939(16) Uani 1 1 d . . .
V2 V 0.06496(5) 0.86344(4) 0.04227(4) 0.03189(17) Uani 1 1 d . . .
N1 N 0.3504(2) 0.28579(18) 0.64714(18) 0.0310(6) Uani 1 1 d . . .
N2 N 0.4590(2) 0.48190(18) 0.63506(18) 0.0303(6) Uani 1 1 d . . .
N3 N 0.1466(2) 0.78856(19) 0.14903(18) 0.0337(6) Uani 1 1 d . . .
N4 N 0.0510(2) 0.98443(18) 0.13564(18) 0.0327(6) Uani 1 1 d . . .
C1 C 0.2993(3) 0.1867(2) 0.6203(2) 0.0332(8) Uani 1 1 d . . .
C2 C 0.1874(3) 0.1792(3) 0.5846(2) 0.0367(8) Uani 1 1 d . . .
C3 C 0.1177(3) 0.2724(3) 0.5790(3) 0.0459(9) Uani 1 1 d . . .
H3A H 0.0964 0.2924 0.6430 0.055 Uiso 1 1 calc R . .
H3B H 0.1663 0.3264 0.5565 0.055 Uiso 1 1 calc R . .
C4 C 0.0111(4) 0.2650(3) 0.5170(3) 0.0610(11) Uani 1 1 d . . .
H4A H -0.0258 0.3287 0.5197 0.091 Uiso 1 1 calc R . .
H4B H -0.0395 0.2134 0.5392 0.091 Uiso 1 1 calc R . .
H4C H 0.0304 0.2482 0.4525 0.091 Uiso 1 1 calc R . .
C5 C 0.1422(3) 0.0833(3) 0.5559(2) 0.0454(9) Uani 1 1 d . . .
H5 H 0.0679 0.0763 0.5313 0.054 Uiso 1 1 calc R . .
C6 C 0.2073(4) -0.0010(3) 0.5638(3) 0.0505(10) Uani 1 1 d . . .
H6 H 0.1764 -0.0643 0.5440 0.061 Uiso 1 1 calc R . .
C7 C 0.3168(4) 0.0071(2) 0.6005(3) 0.0447(9) Uani 1 1 d . . .
H7 H 0.3593 -0.0507 0.6051 0.054 Uiso 1 1 calc R . .
C8 C 0.3656(3) 0.1014(2) 0.6312(2) 0.0376(8) Uani 1 1 d . . .
C9 C 0.4835(3) 0.1123(3) 0.6738(3) 0.0487(10) Uani 1 1 d . . .
H9A H 0.5237 0.1653 0.6416 0.058 Uiso 1 1 calc R . .
H9B H 0.4777 0.1354 0.7398 0.058 Uiso 1 1 calc R . .
C10 C 0.5549(4) 0.0219(3) 0.6713(4) 0.0821(16) Uani 1 1 d . . .
H10A H 0.6280 0.0390 0.7009 0.123 Uiso 1 1 calc R . .
H10B H 0.5647 -0.0008 0.6064 0.123 Uiso 1 1 calc R . .
H10C H 0.5182 -0.0310 0.7049 0.123 Uiso 1 1 calc R . .
C11 C 0.2788(3) 0.2497(3) 0.8064(2) 0.0413(9) Uani 1 1 d . . .
H11A H 0.2509 0.1888 0.7729 0.062 Uiso 1 1 calc R . .
H11B H 0.2159 0.2857 0.8317 0.062 Uiso 1 1 calc R . .
H11C H 0.3296 0.2329 0.8576 0.062 Uiso 1 1 calc R . .
C12 C 0.3424(3) 0.3159(2) 0.7384(2) 0.0321(7) Uani 1 1 d . . .
C13 C 0.3880(3) 0.4078(2) 0.7761(2) 0.0350(8) Uani 1 1 d . . .
H13 H 0.3817 0.4188 0.8415 0.042 Uiso 1 1 calc R . .
C14 C 0.4420(3) 0.4859(2) 0.7289(2) 0.0317(7) Uani 1 1 d . . .
C15 C 0.4807(4) 0.5780(2) 0.7907(2) 0.0431(9) Uani 1 1 d . . .
H15A H 0.5170 0.6268 0.7521 0.065 Uiso 1 1 calc R . .
H15B H 0.5337 0.5582 0.8391 0.065 Uiso 1 1 calc R . .
H15C H 0.4159 0.6072 0.8200 0.065 Uiso 1 1 calc R . .
C16 C 0.5053(3) 0.5754(2) 0.6009(2) 0.0307(7) Uani 1 1 d . . .
C17 C 0.6265(3) 0.5925(2) 0.6010(2) 0.0337(8) Uani 1 1 d . . .
C18 C 0.7053(3) 0.5155(3) 0.6410(3) 0.0411(8) Uani 1 1 d . . .
H18A H 0.6806 0.4489 0.6154 0.049 Uiso 1 1 calc R . .
H18B H 0.6972 0.5159 0.7094 0.049 Uiso 1 1 calc R . .
C19 C 0.8311(4) 0.5316(3) 0.6206(3) 0.0592(11) Uani 1 1 d . . .
H19A H 0.8739 0.4793 0.6485 0.089 Uiso 1 1 calc R . .
H19B H 0.8577 0.5963 0.6474 0.089 Uiso 1 1 calc R . .
H19C H 0.8409 0.5294 0.5531 0.089 Uiso 1 1 calc R . .
C20 C 0.6655(3) 0.6973(3) 0.5939(2) 0.0406(9) Uani 1 1 d . . .
H20 H 0.7418 0.7149 0.6070 0.049 Uiso 1 1 calc R . .
C21 C 0.5925(4) 0.7706(2) 0.5684(2) 0.0421(9) Uani 1 1 d . . .
H21 H 0.6183 0.8377 0.5683 0.051 Uiso 1 1 calc R . .
C22 C 0.4775(4) 0.7446(2) 0.5423(3) 0.0441(9) Uani 1 1 d . . .
H22 H 0.4330 0.7891 0.5093 0.053 Uiso 1 1 calc R . .
C23 C 0.4304(3) 0.6473(2) 0.5681(2) 0.0344(8) Uani 1 1 d . . .
C24 C 0.3027(3) 0.6327(3) 0.5671(3) 0.0447(9) Uani 1 1 d . . .
H24A H 0.2836 0.5609 0.5658 0.054 Uiso 1 1 calc R . .
H24B H 0.2712 0.6594 0.5093 0.054 Uiso 1 1 calc R . .
C25 C 0.2467(4) 0.6840(4) 0.6526(3) 0.0641(12) Uani 1 1 d . . .
H25A H 0.1659 0.6705 0.6484 0.096 Uiso 1 1 calc R . .
H25B H 0.2620 0.7557 0.6528 0.096 Uiso 1 1 calc R . .
H25C H 0.2772 0.6580 0.7103 0.096 Uiso 1 1 calc R . .
C26 C 0.1872(3) 0.6893(2) 0.1237(2) 0.0338(8) Uani 1 1 d . . .
C27 C 0.1145(3) 0.6042(2) 0.1360(2) 0.0361(8) Uani 1 1 d . . .
C28 C 0.0019(3) 0.6178(3) 0.1820(3) 0.0457(9) Uani 1 1 d . . .
H28A H 0.0168 0.6438 0.2468 0.055 Uiso 1 1 calc R . .
H28B H -0.0382 0.6692 0.1487 0.055 Uiso 1 1 calc R . .
C29 C -0.0764(4) 0.5267(3) 0.1853(4) 0.0624(12) Uani 1 1 d . . .
H29A H -0.1449 0.5451 0.2164 0.094 Uiso 1 1 calc R . .
H29B H -0.0395 0.4755 0.2199 0.094 Uiso 1 1 calc R . .
H29C H -0.0951 0.5012 0.1217 0.094 Uiso 1 1 calc R . .
C30 C 0.1516(3) 0.5098(2) 0.1054(2) 0.0421(9) Uani 1 1 d . . .
H30 H 0.1052 0.4525 0.1126 0.051 Uiso 1 1 calc R . .
C31 C 0.2560(3) 0.5001(3) 0.0646(3) 0.0457(9) Uani 1 1 d . . .
H31 H 0.2786 0.4366 0.0432 0.055 Uiso 1 1 calc R . .
C32 C 0.3279(3) 0.5838(3) 0.0550(3) 0.0447(9) Uani 1 1 d . . .
H32 H 0.3987 0.5759 0.0281 0.054 Uiso 1 1 calc R . .
C33 C 0.2946(3) 0.6803(3) 0.0854(2) 0.0377(8) Uani 1 1 d . . .
C34 C 0.3725(3) 0.7725(3) 0.0796(3) 0.0497(10) Uani 1 1 d . . .
H34A H 0.3269 0.8280 0.0595 0.060 Uiso 1 1 calc R . .
H34B H 0.4026 0.7906 0.1432 0.060 Uiso 1 1 calc R . .
C35 C 0.4712(4) 0.7637(3) 0.0144(3) 0.0594(11) Uani 1 1 d . . .
H35A H 0.5147 0.8264 0.0168 0.089 Uiso 1 1 calc R . .
H35B H 0.4431 0.7486 -0.0496 0.089 Uiso 1 1 calc R . .
H35C H 0.5189 0.7105 0.0342 0.089 Uiso 1 1 calc R . .
C36 C 0.2295(3) 0.7551(3) 0.3077(2) 0.0441(9) Uani 1 1 d . . .
H36A H 0.2480 0.6930 0.2748 0.066 Uiso 1 1 calc R . .
H36B H 0.1827 0.7404 0.3606 0.066 Uiso 1 1 calc R . .
H36C H 0.2983 0.7902 0.3305 0.066 Uiso 1 1 calc R . .
C37 C 0.1652(3) 0.8208(2) 0.2401(2) 0.0353(8) Uani 1 1 d . . .
C38 C 0.1295(3) 0.9134(3) 0.2770(2) 0.0396(8) Uani 1 1 d . . .
H38 H 0.1420 0.9255 0.3421 0.047 Uiso 1 1 calc R . .
C39 C 0.0776(3) 0.9902(2) 0.2291(2) 0.0349(8) Uani 1 1 d . . .
C40 C 0.0519(3) 1.0841(3) 0.2896(2) 0.0427(9) Uani 1 1 d . . .
H40A H 0.0158 1.1321 0.2506 0.064 Uiso 1 1 calc R . .
H40B H 0.1217 1.1135 0.3172 0.064 Uiso 1 1 calc R . .
H40C H 0.0020 1.0659 0.3394 0.064 Uiso 1 1 calc R . .
C41 C 0.0094(3) 1.0772(2) 0.0992(2) 0.0320(8) Uani 1 1 d . . .
C42 C 0.0887(3) 1.1469(2) 0.0642(2) 0.0348(8) Uani 1 1 d . . .
C43 C 0.2148(3) 1.1302(3) 0.0624(3) 0.0431(9) Uani 1 1 d . . .
H43A H 0.2444 1.1561 0.0043 0.052 Uiso 1 1 calc R . .
H43B H 0.2274 1.0582 0.0615 0.052 Uiso 1 1 calc R . .
C44 C 0.2811(4) 1.1818(4) 0.1482(3) 0.0665(12) Uani 1 1 d . . .
H44A H 0.3607 1.1687 0.1434 0.100 Uiso 1 1 calc R . .
H44B H 0.2534 1.1555 0.2059 0.100 Uiso 1 1 calc R . .
H44C H 0.2707 1.2534 0.1486 0.100 Uiso 1 1 calc R . .
C45 C 0.0483(3) 1.2431(2) 0.0362(2) 0.0423(9) Uani 1 1 d . . .
H45 H 0.0937 1.2857 0.0011 0.051 Uiso 1 1 calc R . .
C46 C -0.0611(4) 1.2716(2) 0.0630(2) 0.0432(9) Uani 1 1 d . . .
H46 H -0.0806 1.3391 0.0615 0.052 Uiso 1 1 calc R . .
C47 C -0.1396(3) 1.2004(2) 0.0913(2) 0.0417(9) Uani 1 1 d . . .
H47 H -0.2130 1.2198 0.1048 0.050 Uiso 1 1 calc R . .
C48 C -0.1101(3) 1.0958(2) 0.1006(2) 0.0349(8) Uani 1 1 d . . .
C49 C -0.1915(3) 1.0212(3) 0.1437(3) 0.0422(9) Uani 1 1 d . . .
H49A H -0.1770 1.0233 0.2120 0.051 Uiso 1 1 calc R . .
H49B H -0.1749 0.9538 0.1193 0.051 Uiso 1 1 calc R . .
C50 C -0.3172(4) 1.0386(3) 0.1250(3) 0.0591(11) Uani 1 1 d . . .
H50A H -0.3620 0.9877 0.1548 0.089 Uiso 1 1 calc R . .
H50B H -0.3335 1.0348 0.0577 0.089 Uiso 1 1 calc R . .
H50C H -0.3356 1.1042 0.1507 0.089 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 0.0033 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'
V V 0.3005 0.5294 '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'
N N 0.0061 0.0033 '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
N2 V1 N1 88.69(10) . . ?
N2 V1 C22 138.24(14) . 2_666 ?
N1 V1 C22 107.77(11) . 2_666 ?
N2 V1 C17 113.44(11) . 2_666 ?
N1 V1 C17 134.91(12) . 2_666 ?
C22 V1 C17 81.97(13) 2_666 2_666 ?
N2 V1 C20 147.41(12) . 2_666 ?
N1 V1 C20 104.22(11) . 2_666 ?
C22 V1 C20 66.40(15) 2_666 2_666 ?
C17 V1 C20 38.32(11) 2_666 2_666 ?
N2 V1 C21 175.23(13) . 2_666 ?
N1 V1 C21 94.14(11) . 2_666 ?
C22 V1 C21 37.08(14) 2_666 2_666 ?
C17 V1 C21 66.98(12) 2_666 2_666 ?
C20 V1 C21 35.10(13) 2_666 2_666 ?
N2 V1 C23 110.38(11) . 2_666 ?
N1 V1 C23 143.07(11) . 2_666 ?
C22 V1 C23 37.87(12) 2_666 2_666 ?
C17 V1 C23 66.99(13) 2_666 2_666 ?
C20 V1 C23 76.87(13) 2_666 2_666 ?
C21 V1 C23 65.18(12) 2_666 2_666 ?
N2 V1 C16 102.43(10) . 2_666 ?
N1 V1 C16 168.37(11) . 2_666 ?
C22 V1 C16 66.02(11) 2_666 2_666 ?
C17 V1 C16 36.86(12) 2_666 2_666 ?
C20 V1 C16 64.49(12) 2_666 2_666 ?
C21 V1 C16 75.00(11) 2_666 2_666 ?
C23 V1 C16 35.20(11) 2_666 2_666 ?
N4 V2 N3 88.70(10) . . ?
N4 V2 C45 137.26(14) . 2_575 ?
N3 V2 C45 108.35(12) . 2_575 ?
N4 V2 C48 113.97(11) . 2_575 ?
N3 V2 C48 134.16(12) . 2_575 ?
C45 V2 C48 82.14(13) 2_575 2_575 ?
N4 V2 C47 148.04(12) . 2_575 ?
N3 V2 C47 103.79(12) . 2_575 ?
C45 V2 C47 66.74(15) 2_575 2_575 ?
C48 V2 C47 38.25(12) 2_575 2_575 ?
N4 V2 C46 174.25(13) . 2_575 ?
N3 V2 C46 94.22(11) . 2_575 ?
C45 V2 C46 37.00(14) 2_575 2_575 ?
C48 V2 C46 67.21(12) 2_575 2_575 ?
C47 V2 C46 35.53(13) 2_575 2_575 ?
N4 V2 C42 110.17(12) . 2_575 ?
N3 V2 C42 143.52(11) . 2_575 ?
C45 V2 C42 37.48(12) 2_575 2_575 ?
C48 V2 C42 67.11(13) 2_575 2_575 ?
C47 V2 C42 76.83(13) 2_575 2_575 ?
C46 V2 C42 64.75(13) 2_575 2_575 ?
N4 V2 C41 102.71(10) . 2_575 ?
N3 V2 C41 167.90(11) . 2_575 ?
C45 V2 C41 65.81(12) 2_575 2_575 ?
C48 V2 C41 36.87(12) 2_575 2_575 ?
C47 V2 C41 64.33(12) 2_575 2_575 ?
C46 V2 C41 74.77(11) 2_575 2_575 ?
C42 V2 C41 35.25(11) 2_575 2_575 ?
C12 N1 C1 115.9(3) . . ?
C12 N1 V1 127.8(2) . . ?
C1 N1 V1 116.35(19) . . ?
C14 N2 C16 113.3(2) . . ?
C14 N2 V1 127.9(2) . . ?
C16 N2 V1 118.83(19) . . ?
C37 N3 C26 115.8(3) . . ?
C37 N3 V2 127.5(2) . . ?
C26 N3 V2 116.7(2) . . ?
C39 N4 C41 114.1(2) . . ?
C39 N4 V2 127.9(2) . . ?
C41 N4 V2 118.04(19) . . ?
C2 C1 C8 122.2(3) . . ?
C2 C1 N1 119.5(3) . . ?
C8 C1 N1 118.3(3) . . ?
C1 C2 C5 118.1(3) . . ?
C1 C2 C3 120.2(3) . . ?
C5 C2 C3 121.7(3) . . ?
C4 C3 C2 117.4(3) . . ?
C4 C3 H3A 107.9 . . ?
C2 C3 H3A 107.9 . . ?
C4 C3 H3B 107.9 . . ?
C2 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C2 120.4(4) . . ?
C6 C5 H5 119.8 . . ?
C2 C5 H5 119.8 . . ?
C7 C6 C5 120.9(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 120.8(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C1 117.5(3) . . ?
C7 C8 C9 122.0(3) . . ?
C1 C8 C9 120.5(3) . . ?
C10 C9 C8 117.9(4) . . ?
C10 C9 H9A 107.8 . . ?
C8 C9 H9A 107.8 . . ?
C10 C9 H9B 107.8 . . ?
C8 C9 H9B 107.8 . . ?
H9A C9 H9B 107.2 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C13 123.2(3) . . ?
N1 C12 C11 120.1(3) . . ?
C13 C12 C11 116.6(3) . . ?
C12 C13 C14 128.6(3) . . ?
C12 C13 H13 115.7 . . ?
C14 C13 H13 115.7 . . ?
N2 C14 C13 123.4(3) . . ?
N2 C14 C15 120.9(3) . . ?
C13 C14 C15 115.7(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C23 C16 C17 121.6(3) . . ?
C23 C16 N2 119.0(3) . . ?
C17 C16 N2 119.4(3) . . ?
C23 C16 V1 71.10(18) . 2_666 ?
C17 C16 V1 65.85(17) . 2_666 ?
N2 C16 V1 138.6(2) . 2_666 ?
C16 C17 C20 115.7(3) . . ?
C16 C17 C18 120.4(3) . . ?
C20 C17 C18 120.4(3) . . ?
C16 C17 V1 77.29(18) . 2_666 ?
C20 C17 V1 73.49(18) . 2_666 ?
C18 C17 V1 136.3(2) . 2_666 ?
C17 C18 C19 115.6(3) . . ?
C17 C18 H18A 108.4 . . ?
C19 C18 H18A 108.4 . . ?
C17 C18 H18B 108.4 . . ?
C19 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C17 121.5(3) . . ?
C21 C20 V1 73.7(2) . 2_666 ?
C17 C20 V1 68.19(18) . 2_666 ?
C21 C20 H20 119.2 . . ?
C17 C20 H20 119.2 . . ?
V1 C20 H20 131.9 2_666 . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 V1 71.18(19) . 2_666 ?
C22 C21 V1 66.52(18) . 2_666 ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
V1 C21 H21 136.3 2_666 . ?
C21 C22 C23 118.7(3) . . ?
C21 C22 V1 76.4(2) . 2_666 ?
C23 C22 V1 76.41(18) . 2_666 ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
V1 C22 H22 117.5 2_666 . ?
C16 C23 C22 118.3(3) . . ?
C16 C23 C24 123.4(3) . . ?
C22 C23 C24 118.0(3) . . ?
C16 C23 V1 73.70(19) . 2_666 ?
C22 C23 V1 65.72(18) . 2_666 ?
C24 C23 V1 137.1(2) . 2_666 ?
C23 C24 C25 113.7(3) . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C25 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C33 C26 C27 121.9(3) . . ?
C33 C26 N3 119.6(3) . . ?
C27 C26 N3 118.5(3) . . ?
C30 C27 C26 117.9(3) . . ?
C30 C27 C28 122.4(3) . . ?
C26 C27 C28 119.7(3) . . ?
C29 C28 C27 117.5(3) . . ?
C29 C28 H28A 107.9 . . ?
C27 C28 H28A 107.9 . . ?
C29 C28 H28B 107.9 . . ?
C27 C28 H28B 107.9 . . ?
H28A C28 H28B 107.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C27 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C27 C30 H30 119.6 . . ?
C30 C31 C32 120.8(3) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C33 120.5(4) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C26 C33 C32 118.1(3) . . ?
C26 C33 C34 120.0(3) . . ?
C32 C33 C34 121.9(3) . . ?
C35 C34 C33 116.9(3) . . ?
C35 C34 H34A 108.1 . . ?
C33 C34 H34A 108.1 . . ?
C35 C34 H34B 108.1 . . ?
C33 C34 H34B 108.1 . . ?
H34A C34 H34B 107.3 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N3 C37 C38 123.3(3) . . ?
N3 C37 C36 119.6(3) . . ?
C38 C37 C36 117.1(3) . . ?
C39 C38 C37 128.4(3) . . ?
C39 C38 H38 115.8 . . ?
C37 C38 H38 115.8 . . ?
N4 C39 C38 123.7(3) . . ?
N4 C39 C40 120.6(3) . . ?
C38 C39 C40 115.7(3) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 C48 122.2(3) . . ?
C42 C41 N4 118.3(3) . . ?
C48 C41 N4 119.5(3) . . ?
C42 C41 V2 71.61(18) . 2_575 ?
C48 C41 V2 65.92(17) . 2_575 ?
N4 C41 V2 139.1(2) . 2_575 ?
C41 C42 C45 118.0(3) . . ?
C41 C42 C43 123.6(3) . . ?
C45 C42 C43 118.1(3) . . ?
C41 C42 V2 73.14(19) . 2_575 ?
C45 C42 V2 65.43(19) . 2_575 ?
C43 C42 V2 137.5(2) . 2_575 ?
C42 C43 C44 113.0(3) . . ?
C42 C43 H43A 109.0 . . ?
C44 C43 H43A 109.0 . . ?
C42 C43 H43B 109.0 . . ?
C44 C43 H43B 109.0 . . ?
H43A C43 H43B 107.8 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C42 118.7(3) . . ?
C46 C45 V2 76.0(2) . 2_575 ?
C42 C45 V2 77.09(19) . 2_575 ?
C46 C45 H45 120.6 . . ?
C42 C45 H45 120.6 . . ?
V2 C45 H45 117.2 2_575 . ?
C47 C46 C45 120.5(3) . . ?
C47 C46 V2 71.06(19) . 2_575 ?
C45 C46 V2 67.02(19) . 2_575 ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
V2 C46 H46 136.1 2_575 . ?
C46 C47 C48 121.3(3) . . ?
C46 C47 V2 73.4(2) . 2_575 ?
C48 C47 V2 68.61(18) . 2_575 ?
C46 C47 H47 119.3 . . ?
C48 C47 H47 119.3 . . ?
V2 C47 H47 131.6 2_575 . ?
C41 C48 C47 115.2(3) . . ?
C41 C48 C49 120.3(3) . . ?
C47 C48 C49 120.9(3) . . ?
C41 C48 V2 77.22(18) . 2_575 ?
C47 C48 V2 73.14(18) . 2_575 ?
C49 C48 V2 136.6(2) . 2_575 ?
C48 C49 C50 115.5(3) . . ?
C48 C49 H49A 108.4 . . ?
C50 C49 H49A 108.4 . . ?
C48 C49 H49B 108.4 . . ?
C50 C49 H49B 108.4 . . ?
H49A C49 H49B 107.5 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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 N2 2.042(3) . ?
V1 N1 2.066(3) . ?
V1 C22 2.156(3) 2_666 ?
V1 C17 2.181(3) 2_666 ?
V1 C20 2.253(3) 2_666 ?
V1 C21 2.284(3) 2_666 ?
V1 C23 2.298(3) 2_666 ?
V1 C16 2.332(3) 2_666 ?
V2 N4 2.041(3) . ?
V2 N3 2.066(3) . ?
V2 C45 2.155(3) 2_575 ?
V2 C48 2.180(3) 2_575 ?
V2 C47 2.241(3) 2_575 ?
V2 C46 2.271(3) 2_575 ?
V2 C42 2.309(4) 2_575 ?
V2 C41 2.329(3) 2_575 ?
N1 C12 1.335(4) . ?
N1 C1 1.456(4) . ?
N2 C14 1.340(4) . ?
N2 C16 1.445(4) . ?
N3 C37 1.343(4) . ?
N3 C26 1.446(4) . ?
N4 C39 1.342(4) . ?
N4 C41 1.446(4) . ?
C1 C2 1.392(5) . ?
C1 C8 1.404(5) . ?
C2 C5 1.400(5) . ?
C2 C3 1.506(5) . ?
C3 C4 1.504(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.380(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.372(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.403(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.494(5) . ?
C9 C10 1.483(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.521(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.391(5) . ?
C13 C14 1.399(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.517(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C23 1.400(4) . ?
C16 C17 1.434(5) . ?
C16 V1 2.332(3) 2_666 ?
C17 C20 1.457(4) . ?
C17 C18 1.515(5) . ?
C17 V1 2.181(3) 2_666 ?
C18 C19 1.523(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.369(5) . ?
C20 V1 2.253(3) 2_666 ?
C20 H20 0.9300 . ?
C21 C22 1.417(5) . ?
C21 V1 2.284(3) 2_666 ?
C21 H21 0.9300 . ?
C22 C23 1.452(4) . ?
C22 V1 2.156(3) 2_666 ?
C22 H22 0.9300 . ?
C23 C24 1.505(5) . ?
C23 V1 2.298(3) 2_666 ?
C24 C25 1.531(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C33 1.393(5) . ?
C26 C27 1.413(5) . ?
C27 C30 1.392(5) . ?
C27 C28 1.501(5) . ?
C28 C29 1.496(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.377(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.386(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.401(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.508(5) . ?
C34 C35 1.504(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.519(5) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.393(5) . ?
C38 C39 1.391(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.520(4) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.405(4) . ?
C41 C48 1.433(5) . ?
C41 V2 2.329(3) 2_575 ?
C42 C45 1.442(5) . ?
C42 C43 1.505(5) . ?
C42 V2 2.309(4) 2_575 ?
C43 C44 1.540(5) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.409(5) . ?
C45 V2 2.155(3) 2_575 ?
C45 H45 0.9300 . ?
C46 C47 1.377(5) . ?
C46 V2 2.271(3) 2_575 ?
C46 H46 0.9300 . ?
C47 C48 1.450(4) . ?
C47 V2 2.241(3) 2_575 ?
C47 H47 0.9300 . ?
C48 C49 1.511(5) . ?
C48 V2 2.180(3) 2_575 ?
C49 C50 1.519(5) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
