#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:32:58 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179850 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/46/7014693.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_7014693
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         'C53 H59 N2 V'
_chemical_formula_sum            'C53 H59 N2 V'
_chemical_formula_weight         774.96
_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                98.915(3)
_cell_angle_beta                 117.457(4)
_cell_angle_gamma                92.696(3)
_cell_formula_units_Z            2
_cell_length_a                   13.2728(11)
_cell_length_b                   13.3879(11)
_cell_length_c                   14.0552(12)
_cell_measurement_reflns_used    28784
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.037
_cell_volume                     2169.3(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 19'
_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 0.941
_diffrn_measured_fraction_theta_max 0.941
_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  0.1441
_diffrn_reflns_av_sigmaI/netI    0.3132
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24184
_diffrn_reflns_theta_full        25.29
_diffrn_reflns_theta_max         25.29
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_T_max  1.0901
_exptl_absorpt_correction_T_min  0.8433
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
?
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             828
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.157
_refine_ls_extinction_coef       0.041(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         7409
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.2764
_refine_ls_R_factor_gt           0.1177
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1165P)²+1.4145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2258
_refine_ls_wR_factor_ref         0.3050
_reflns_number_gt                2953
_reflns_number_total             7409
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0DT01061H.TXT
_cod_data_source_block           6692
_cod_database_code               7014693
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 0.04246(11) 0.23078(10) 0.72434(11) 0.0370(5) Uani 1 1 d . . .
N1 N -0.0680(5) 0.3138(5) 0.7576(5) 0.0386(17) Uani 1 1 d . . .
N2 N 0.1775(5) 0.3384(5) 0.8409(5) 0.0360(17) Uani 1 1 d . . .
C1 C -0.1851(7) 0.2684(6) 0.7214(8) 0.047(2) Uani 1 1 d . . .
C2 C -0.2759(7) 0.2849(6) 0.6249(7) 0.043(2) Uani 1 1 d . . .
C3 C -0.2573(8) 0.3363(7) 0.5442(7) 0.059(3) Uani 1 1 d . . .
H3 H -0.1789 0.3294 0.5574 0.071 Uiso 1 1 calc R . .
C4 C -0.3374(9) 0.2854(8) 0.4257(8) 0.080(4) Uani 1 1 d . . .
H4A H -0.3213 0.3197 0.3782 0.120 Uiso 1 1 calc R . .
H4B H -0.4154 0.2890 0.4102 0.120 Uiso 1 1 calc R . .
H4C H -0.3259 0.2152 0.4141 0.120 Uiso 1 1 calc R . .
C5 C -0.2672(11) 0.4500(8) 0.5581(9) 0.092(4) Uani 1 1 d . . .
H5A H -0.2534 0.4777 0.5055 0.138 Uiso 1 1 calc R . .
H5B H -0.2116 0.4841 0.6306 0.138 Uiso 1 1 calc R . .
H5C H -0.3427 0.4598 0.5471 0.138 Uiso 1 1 calc R . .
C6 C -0.3849(9) 0.2497(8) 0.6066(9) 0.069(3) Uani 1 1 d . . .
H6 H -0.4474 0.2593 0.5431 0.083 Uiso 1 1 calc R . .
C7 C -0.4060(9) 0.2016(7) 0.6762(10) 0.066(3) Uani 1 1 d . . .
H7 H -0.4807 0.1824 0.6618 0.080 Uiso 1 1 calc R . .
C8 C -0.3151(9) 0.1824(7) 0.7669(9) 0.059(3) Uani 1 1 d . . .
H8 H -0.3287 0.1479 0.8133 0.071 Uiso 1 1 calc R . .
C9 C -0.2033(8) 0.2131(6) 0.7918(7) 0.049(2) Uani 1 1 d . . .
C10 C -0.1053(8) 0.1857(7) 0.8905(8) 0.058(3) Uani 1 1 d . . .
H10 H -0.0420 0.1789 0.8732 0.069 Uiso 1 1 calc R . .
C11 C -0.0610(11) 0.2666(8) 0.9922(8) 0.085(4) Uani 1 1 d . . .
H11A H 0.0018 0.2453 1.0511 0.127 Uiso 1 1 calc R . .
H11B H -0.1211 0.2774 1.0110 0.127 Uiso 1 1 calc R . .
H11C H -0.0353 0.3290 0.9795 0.127 Uiso 1 1 calc R . .
C12 C -0.1327(10) 0.0821(7) 0.9151(8) 0.078(3) Uani 1 1 d . . .
H12A H -0.0670 0.0688 0.9776 0.118 Uiso 1 1 calc R . .
H12B H -0.1517 0.0288 0.8529 0.118 Uiso 1 1 calc R . .
H12C H -0.1964 0.0844 0.9299 0.118 Uiso 1 1 calc R . .
C13 C -0.1315(8) 0.4648(7) 0.8342(7) 0.057(3) Uani 1 1 d . . .
H13A H -0.2043 0.4223 0.7969 0.086 Uiso 1 1 calc R . .
H13B H -0.1386 0.5272 0.8073 0.086 Uiso 1 1 calc R . .
H13C H -0.1069 0.4801 0.9113 0.086 Uiso 1 1 calc R . .
C14 C -0.0441(7) 0.4096(6) 0.8139(7) 0.045(2) Uani 1 1 d . . .
C15 C 0.0654(7) 0.4643(6) 0.8654(6) 0.040(2) Uani 1 1 d . . .
H15 H 0.0693 0.5339 0.8887 0.048 Uiso 1 1 calc R . .
C16 C 0.1694(7) 0.4304(6) 0.8872(6) 0.041(2) Uani 1 1 d . . .
C17 C 0.2759(7) 0.5049(6) 0.9712(7) 0.053(3) Uani 1 1 d . . .
H17A H 0.3435 0.4747 0.9817 0.079 Uiso 1 1 calc R . .
H17B H 0.2743 0.5198 1.0395 0.079 Uiso 1 1 calc R . .
H17C H 0.2765 0.5669 0.9450 0.079 Uiso 1 1 calc R . .
C18 C 0.2941(6) 0.3117(5) 0.8854(6) 0.037(2) Uani 1 1 d . . .
C19 C 0.3606(7) 0.3266(6) 0.8330(7) 0.043(2) Uani 1 1 d . . .
C20 C 0.3195(7) 0.3786(6) 0.7362(7) 0.047(2) Uani 1 1 d . . .
H20 H 0.2357 0.3715 0.7009 0.057 Uiso 1 1 calc R . .
C21 C 0.3659(11) 0.4940(7) 0.7749(8) 0.076(3) Uani 1 1 d . . .
H21A H 0.3390 0.5263 0.7128 0.114 Uiso 1 1 calc R . .
H21B H 0.4482 0.5026 0.8118 0.114 Uiso 1 1 calc R . .
H21C H 0.3394 0.5245 0.8242 0.114 Uiso 1 1 calc R . .
C22 C 0.3543(8) 0.3354(8) 0.6508(8) 0.065(3) Uani 1 1 d . . .
H22A H 0.3241 0.3714 0.5915 0.097 Uiso 1 1 calc R . .
H22B H 0.3243 0.2643 0.6235 0.097 Uiso 1 1 calc R . .
H22C H 0.4364 0.3432 0.6833 0.097 Uiso 1 1 calc R . .
C23 C 0.4689(7) 0.2963(6) 0.8781(7) 0.047(2) Uani 1 1 d . . .
H23 H 0.5140 0.3044 0.8444 0.057 Uiso 1 1 calc R . .
C24 C 0.5123(8) 0.2549(7) 0.9708(8) 0.053(2) Uani 1 1 d . . .
H24 H 0.5848 0.2344 0.9980 0.063 Uiso 1 1 calc R . .
C25 C 0.4465(8) 0.2439(6) 1.0239(7) 0.054(3) Uani 1 1 d . . .
H25 H 0.4769 0.2177 1.0876 0.065 Uiso 1 1 calc R . .
C26 C 0.3354(7) 0.2716(6) 0.9826(7) 0.042(2) Uani 1 1 d . . .
C27 C 0.2708(7) 0.2640(6) 1.0442(7) 0.047(2) Uani 1 1 d . . .
H27 H 0.2031 0.2987 1.0111 0.057 Uiso 1 1 calc R . .
C28 C 0.3419(10) 0.3178(8) 1.1658(8) 0.080(3) Uani 1 1 d . . .
H28A H 0.2966 0.3128 1.2023 0.120 Uiso 1 1 calc R . .
H28B H 0.3639 0.3884 1.1702 0.120 Uiso 1 1 calc R . .
H28C H 0.4093 0.2857 1.2003 0.120 Uiso 1 1 calc R . .
C29 C 0.2289(9) 0.1532(8) 1.0394(8) 0.071(3) Uani 1 1 d . . .
H29A H 0.1864 0.1530 1.0792 0.106 Uiso 1 1 calc R . .
H29B H 0.2937 0.1173 1.0715 0.106 Uiso 1 1 calc R . .
H29C H 0.1806 0.1201 0.9645 0.106 Uiso 1 1 calc R . .
C30 C -0.0923(7) 0.1245(6) 0.5618(6) 0.036(2) Uani 1 1 d . . .
H30 H -0.1712 0.1402 0.5306 0.043 Uiso 1 1 calc R . .
C31 C -0.0607(6) 0.0659(6) 0.6387(6) 0.038(2) Uani 1 1 d . . .
C32 C 0.0588(7) 0.0709(6) 0.7155(6) 0.039(2) Uani 1 1 d . . .
H32 H 0.0830 0.0404 0.7804 0.047 Uiso 1 1 calc R . .
C33 C 0.1401(7) 0.1034(6) 0.6814(6) 0.038(2) Uani 1 1 d . . .
C34 C 0.1068(7) 0.1653(6) 0.6038(6) 0.038(2) Uani 1 1 d . . .
H34 H 0.1667 0.2075 0.5999 0.046 Uiso 1 1 calc R . .
C35 C -0.0106(6) 0.1903(6) 0.5510(6) 0.036(2) Uani 1 1 d . . .
C36 C -0.1460(7) -0.0082(6) 0.6428(6) 0.041(2) Uani 1 1 d . . .
C37 C -0.2599(7) 0.0057(6) 0.6083(7) 0.044(2) Uani 1 1 d . . .
H37 H -0.2834 0.0667 0.5872 0.053 Uiso 1 1 calc R . .
C38 C -0.3386(7) -0.0668(7) 0.6042(7) 0.053(3) Uani 1 1 d . . .
H38 H -0.4143 -0.0550 0.5789 0.064 Uiso 1 1 calc R . .
C39 C -0.3071(9) -0.1566(8) 0.6367(7) 0.064(3) Uani 1 1 d . . .
H39 H -0.3606 -0.2053 0.6348 0.076 Uiso 1 1 calc R . .
C40 C -0.1946(9) -0.1739(7) 0.6725(8) 0.063(3) Uani 1 1 d . . .
H40 H -0.1722 -0.2350 0.6937 0.076 Uiso 1 1 calc R . .
C41 C -0.1158(8) -0.1002(7) 0.6765(7) 0.053(2) Uani 1 1 d . . .
H41 H -0.0400 -0.1120 0.7026 0.064 Uiso 1 1 calc R . .
C42 C 0.2552(7) 0.0661(6) 0.7247(6) 0.040(2) Uani 1 1 d . . .
C43 C 0.3027(7) 0.0289(6) 0.8207(7) 0.051(2) Uani 1 1 d . . .
H43 H 0.2675 0.0354 0.8648 0.061 Uiso 1 1 calc R . .
C44 C 0.3992(8) -0.0166(7) 0.8524(8) 0.055(3) Uani 1 1 d . . .
H44 H 0.4276 -0.0428 0.9160 0.066 Uiso 1 1 calc R . .
C45 C 0.4554(8) -0.0242(8) 0.7899(9) 0.069(3) Uani 1 1 d . . .
H45 H 0.5228 -0.0536 0.8127 0.083 Uiso 1 1 calc R . .
C46 C 0.4114(8) 0.0115(6) 0.6950(9) 0.060(3) Uani 1 1 d . . .
H46 H 0.4482 0.0064 0.6522 0.072 Uiso 1 1 calc R . .
C47 C 0.3103(7) 0.0560(6) 0.6625(8) 0.048(2) Uani 1 1 d . . .
H47 H 0.2797 0.0794 0.5970 0.057 Uiso 1 1 calc R . .
C48 C -0.0446(7) 0.2455(6) 0.4618(7) 0.041(2) Uani 1 1 d . . .
C49 C 0.0137(8) 0.3395(7) 0.4715(8) 0.067(3) Uani 1 1 d . . .
H49 H 0.0761 0.3692 0.5385 0.080 Uiso 1 1 calc R . .
C50 C -0.0180(9) 0.3896(8) 0.3854(9) 0.078(3) Uani 1 1 d . . .
H50 H 0.0204 0.4536 0.3963 0.094 Uiso 1 1 calc R . .
C51 C -0.1049(10) 0.3463(9) 0.2847(8) 0.075(3) Uani 1 1 d . . .
H51 H -0.1232 0.3781 0.2255 0.090 Uiso 1 1 calc R . .
C52 C -0.1648(10) 0.2552(9) 0.2724(8) 0.074(3) Uani 1 1 d . . .
H52 H -0.2274 0.2269 0.2049 0.089 Uiso 1 1 calc R . .
C53 C -0.1346(8) 0.2047(7) 0.3571(7) 0.058(3) Uani 1 1 d . . .
H53 H -0.1752 0.1414 0.3448 0.069 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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 V1 N2 88.9(3) . . ?
N1 V1 C32 130.4(3) . . ?
N2 V1 C32 119.9(3) . . ?
N1 V1 C35 113.1(3) . . ?
N2 V1 C35 127.2(3) . . ?
C32 V1 C35 82.2(3) . . ?
N1 V1 C34 149.8(3) . . ?
N2 V1 C34 103.8(3) . . ?
C32 V1 C34 66.1(3) . . ?
C35 V1 C34 38.1(3) . . ?
N1 V1 C30 98.3(3) . . ?
N2 V1 C30 164.4(3) . . ?
C32 V1 C30 65.0(3) . . ?
C35 V1 C30 37.2(3) . . ?
C34 V1 C30 63.6(3) . . ?
N1 V1 C33 166.9(3) . . ?
N2 V1 C33 101.6(3) . . ?
C32 V1 C33 36.9(3) . . ?
C35 V1 C33 66.7(3) . . ?
C34 V1 C33 34.8(3) . . ?
C30 V1 C33 73.5(3) . . ?
N1 V1 C31 104.8(3) . . ?
N2 V1 C31 156.1(2) . . ?
C32 V1 C31 36.9(3) . . ?
C35 V1 C31 65.5(3) . . ?
C34 V1 C31 74.0(3) . . ?
C30 V1 C31 33.6(3) . . ?
C33 V1 C31 62.7(3) . . ?
C14 N1 C1 112.8(7) . . ?
C14 N1 V1 126.6(6) . . ?
C1 N1 V1 120.6(5) . . ?
C16 N2 C18 114.4(6) . . ?
C16 N2 V1 126.3(5) . . ?
C18 N2 V1 119.1(4) . . ?
C2 C1 C9 121.9(8) . . ?
C2 C1 N1 120.8(8) . . ?
C9 C1 N1 117.2(8) . . ?
C6 C2 C1 115.5(9) . . ?
C6 C2 C3 122.0(8) . . ?
C1 C2 C3 122.5(8) . . ?
C4 C3 C2 112.7(8) . . ?
C4 C3 C5 108.7(8) . . ?
C2 C3 C5 113.8(9) . . ?
C4 C3 H3 107.1 . . ?
C2 C3 H3 107.1 . . ?
C5 C3 H3 107.1 . . ?
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 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C2 124.2(9) . . ?
C7 C6 H6 117.9 . . ?
C2 C6 H6 117.9 . . ?
C8 C7 C6 118.6(10) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C7 C8 C9 121.7(10) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C1 117.9(9) . . ?
C8 C9 C10 119.8(9) . . ?
C1 C9 C10 122.3(9) . . ?
C11 C10 C9 113.6(8) . . ?
C11 C10 C12 109.4(9) . . ?
C9 C10 C12 113.6(8) . . ?
C11 C10 H10 106.6 . . ?
C9 C10 H10 106.6 . . ?
C12 C10 H10 106.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 C15 122.6(8) . . ?
N1 C14 C13 122.9(8) . . ?
C15 C14 C13 114.3(7) . . ?
C16 C15 C14 129.7(7) . . ?
C16 C15 H15 115.2 . . ?
C14 C15 H15 115.2 . . ?
N2 C16 C15 122.8(7) . . ?
N2 C16 C17 121.8(8) . . ?
C15 C16 C17 115.4(7) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C26 122.8(7) . . ?
C19 C18 N2 120.4(7) . . ?
C26 C18 N2 116.8(8) . . ?
C23 C19 C18 117.0(8) . . ?
C23 C19 C20 121.0(9) . . ?
C18 C19 C20 121.9(7) . . ?
C19 C20 C22 114.3(7) . . ?
C19 C20 C21 110.3(7) . . ?
C22 C20 C21 107.7(8) . . ?
C19 C20 H20 108.1 . . ?
C22 C20 H20 108.1 . . ?
C21 C20 H20 108.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C19 122.6(9) . . ?
C24 C23 H23 118.7 . . ?
C19 C23 H23 118.7 . . ?
C23 C24 C25 119.6(9) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 121.3(9) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C18 116.7(9) . . ?
C25 C26 C27 119.7(8) . . ?
C18 C26 C27 123.5(7) . . ?
C26 C27 C29 113.2(8) . . ?
C26 C27 C28 112.0(8) . . ?
C29 C27 C28 108.5(8) . . ?
C26 C27 H27 107.6 . . ?
C29 C27 H27 107.6 . . ?
C28 C27 H27 107.6 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C35 122.7(7) . . ?
C31 C30 V1 74.4(5) . . ?
C35 C30 V1 65.3(4) . . ?
C31 C30 H30 117.0 . . ?
C35 C30 H30 117.0 . . ?
V1 C30 H30 117.0 . . ?
C30 C31 C32 119.3(8) . . ?
C30 C31 C36 121.9(7) . . ?
C32 C31 C36 118.7(7) . . ?
C30 C31 V1 72.0(5) . . ?
C32 C31 V1 63.7(4) . . ?
C36 C31 V1 140.7(6) . . ?
C31 C32 C33 116.7(7) . . ?
C31 C32 V1 79.5(4) . . ?
C33 C32 V1 79.3(5) . . ?
C31 C32 H32 121.0 . . ?
C33 C32 H32 121.0 . . ?
V1 C32 H32 121.0 . . ?
C34 C33 C32 118.3(7) . . ?
C34 C33 C42 121.4(8) . . ?
C32 C33 C42 120.2(7) . . ?
C34 C33 V1 70.5(4) . . ?
C32 C33 V1 63.7(4) . . ?
C42 C33 V1 141.9(5) . . ?
C33 C34 C35 121.2(8) . . ?
C33 C34 V1 74.7(5) . . ?
C35 C34 V1 65.9(4) . . ?
C33 C34 H34 118.3 . . ?
C35 C34 H34 118.3 . . ?
V1 C34 H34 118.3 . . ?
C30 C35 C48 122.2(7) . . ?
C30 C35 C34 114.1(7) . . ?
C48 C35 C34 119.1(7) . . ?
C30 C35 V1 77.5(5) . . ?
C48 C35 V1 135.3(6) . . ?
C34 C35 V1 76.0(4) . . ?
C37 C36 C41 115.8(8) . . ?
C37 C36 C31 123.5(7) . . ?
C41 C36 C31 120.7(7) . . ?
C38 C37 C36 122.5(8) . . ?
C38 C37 H37 118.8 . . ?
C36 C37 H37 118.8 . . ?
C39 C38 C37 120.7(8) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C38 C39 C40 119.1(9) . . ?
C38 C39 H39 120.5 . . ?
C40 C39 H39 120.5 . . ?
C39 C40 C41 119.8(9) . . ?
C39 C40 H40 120.1 . . ?
C41 C40 H40 120.1 . . ?
C40 C41 C36 122.2(8) . . ?
C40 C41 H41 118.9 . . ?
C36 C41 H41 118.9 . . ?
C47 C42 C43 117.2(8) . . ?
C47 C42 C33 120.1(7) . . ?
C43 C42 C33 122.1(9) . . ?
C44 C43 C42 122.0(10) . . ?
C44 C43 H43 119.0 . . ?
C42 C43 H43 119.0 . . ?
C43 C44 C45 120.1(9) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C46 C45 C44 119.7(9) . . ?
C46 C45 H45 120.2 . . ?
C44 C45 H45 120.2 . . ?
C45 C46 C47 119.3(10) . . ?
C45 C46 H46 120.3 . . ?
C47 C46 H46 120.3 . . ?
C42 C47 C46 121.7(9) . . ?
C42 C47 H47 119.2 . . ?
C46 C47 H47 119.2 . . ?
C53 C48 C49 114.9(8) . . ?
C53 C48 C35 121.8(7) . . ?
C49 C48 C35 123.2(7) . . ?
C50 C49 C48 122.4(9) . . ?
C50 C49 H49 118.8 . . ?
C48 C49 H49 118.8 . . ?
C51 C50 C49 120.6(10) . . ?
C51 C50 H50 119.7 . . ?
C49 C50 H50 119.7 . . ?
C52 C51 C50 118.6(10) . . ?
C52 C51 H51 120.7 . . ?
C50 C51 H51 120.7 . . ?
C51 C52 C53 121.4(10) . . ?
C51 C52 H52 119.3 . . ?
C53 C52 H52 119.3 . . ?
C52 C53 C48 122.0(9) . . ?
C52 C53 H53 119.0 . . ?
C48 C53 H53 119.0 . . ?
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 N1 2.057(7) . ?
V1 N2 2.071(6) . ?
V1 C32 2.152(7) . ?
V1 C35 2.168(8) . ?
V1 C34 2.305(8) . ?
V1 C30 2.330(7) . ?
V1 C33 2.358(8) . ?
V1 C31 2.360(8) . ?
N1 C14 1.337(10) . ?
N1 C1 1.460(10) . ?
N2 C16 1.334(9) . ?
N2 C18 1.464(9) . ?
C1 C2 1.397(11) . ?
C1 C9 1.420(13) . ?
C2 C6 1.392(14) . ?
C2 C3 1.518(13) . ?
C3 C4 1.522(12) . ?
C3 C5 1.524(13) . ?
C3 H3 0.9800 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.371(15) . ?
C6 H6 0.9300 . ?
C7 C8 1.363(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.384(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.513(12) . ?
C10 C11 1.499(13) . ?
C10 C12 1.547(13) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.514(12) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.392(11) . ?
C15 C16 1.385(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.533(10) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.412(12) . ?
C18 C26 1.420(11) . ?
C19 C23 1.388(11) . ?
C19 C20 1.509(12) . ?
C20 C22 1.520(13) . ?
C20 C21 1.550(12) . ?
C20 H20 0.9800 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.379(12) . ?
C23 H23 0.9300 . ?
C24 C25 1.401(13) . ?
C24 H24 0.9300 . ?
C25 C26 1.407(12) . ?
C25 H25 0.9300 . ?
C26 C27 1.483(12) . ?
C27 C29 1.541(13) . ?
C27 C28 1.548(12) . ?
C27 H27 0.9800 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.355(11) . ?
C30 C35 1.442(11) . ?
C30 H30 0.9800 . ?
C31 C32 1.440(10) . ?
C31 C36 1.497(12) . ?
C32 C33 1.442(11) . ?
C32 H32 0.9800 . ?
C33 C34 1.394(11) . ?
C33 C42 1.504(11) . ?
C34 C35 1.466(10) . ?
C34 H34 0.9800 . ?
C35 C48 1.456(11) . ?
C36 C37 1.390(11) . ?
C36 C41 1.397(11) . ?
C37 C38 1.367(12) . ?
C37 H37 0.9300 . ?
C38 C39 1.368(12) . ?
C38 H38 0.9300 . ?
C39 C40 1.382(13) . ?
C39 H39 0.9300 . ?
C40 C41 1.379(13) . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C42 C47 1.372(12) . ?
C42 C43 1.386(11) . ?
C43 C44 1.357(12) . ?
C43 H43 0.9300 . ?
C44 C45 1.386(14) . ?
C44 H44 0.9300 . ?
C45 C46 1.362(14) . ?
C45 H45 0.9300 . ?
C46 C47 1.400(12) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C48 C53 1.400(11) . ?
C48 C49 1.399(12) . ?
C49 C50 1.379(13) . ?
C49 H49 0.9300 . ?
C50 C51 1.359(13) . ?
C50 H50 0.9300 . ?
C51 C52 1.366(14) . ?
C51 H51 0.9300 . ?
C52 C53 1.368(12) . ?
C52 H52 0.9300 . ?
C53 H53 0.9300 . ?
