#------------------------------------------------------------------------------
#$Date: 2025-08-21 13:25:49 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301846 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/65/7006593.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_7006593
loop_
_publ_author_name
'Pugh, David'
'Wright, Joseph A.'
'Freeman, Sandra'
'Danopoulos, Andreas A.'
_publ_section_title
;
 'Pincer' dicarbene complexes of some early transition metals and
 uranium.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              775
_journal_page_last               782
_journal_paper_doi               10.1039/b512133g
_journal_year                    2006
_chemical_formula_moiety         'C39 H49 Br2 N5 O V'
_chemical_formula_sum            'C39 H49 Br2 N5 O V'
_chemical_formula_weight         814.59
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2004-10-14T10:30:57-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 102.828(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.6919(15)
_cell_length_b                   14.6332(15)
_cell_length_c                   17.1157(12)
_cell_measurement_reflns_used    8854
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     3832.1(6)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
;
PLATON (Spek, 2003)
ENCIFER (Allen, 2004)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1992)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_av_unetI/netI     0.1035
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            36118
_diffrn_reflns_theta_full        27.64
_diffrn_reflns_theta_max         27.64
_diffrn_reflns_theta_min         3
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.988
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         8801
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1398
_refine_ls_R_factor_gt           0.0755
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0650P)²+14.5625P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1573
_refine_ls_wR_factor_ref         0.1831
_reflns_number_gt                5321
_reflns_number_total             8801
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b512133g.txt
_cod_data_source_block           1b
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7006593
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.3674(4) 0.4140(4) 0.3455(4) 0.0424(17) Uani 0.31(4) 1 d PD A 1
H1A1 H 0.3994 0.3748 0.3145 0.051 Uiso 0.31(4) 1 calc PR A 1
H1A2 H 0.3305 0.3747 0.3715 0.051 Uiso 0.31(4) 1 calc PR A 1
C2A C 0.430(3) 0.4679(17) 0.4068(18) 0.062(5) Uani 0.31(4) 1 d PD A 1
H2A1 H 0.4878 0.4373 0.4208 0.075 Uiso 0.31(4) 1 calc PR A 1
H2A2 H 0.4078 0.4755 0.4562 0.075 Uiso 0.31(4) 1 calc PR A 1
C3A C 0.4371(6) 0.5584(5) 0.3679(5) 0.072(3) Uani 0.31(4) 1 d PD A 1
H3A1 H 0.4366 0.6086 0.4066 0.086 Uiso 0.31(4) 1 calc PR A 1
H3A2 H 0.4923 0.5619 0.349 0.086 Uiso 0.31(4) 1 calc PR A 1
C1B C 0.3674(4) 0.4140(4) 0.3455(4) 0.0424(17) Uani 0.69(4) 1 d PD A 2
H1B1 H 0.3754 0.3585 0.3148 0.051 Uiso 0.69(4) 1 calc PR A 2
H1B2 H 0.339 0.3963 0.3894 0.051 Uiso 0.69(4) 1 calc PR A 2
C2B C 0.4550(10) 0.4586(8) 0.3793(14) 0.062(5) Uani 0.69(4) 1 d PD A 2
H2B1 H 0.4759 0.4437 0.4368 0.075 Uiso 0.69(4) 1 calc PR A 2
H2B2 H 0.4993 0.4385 0.3499 0.075 Uiso 0.69(4) 1 calc PR A 2
C3B C 0.4371(6) 0.5584(5) 0.3679(5) 0.072(3) Uani 0.69(4) 1 d PD A 2
H3B1 H 0.4885 0.5904 0.3562 0.086 Uiso 0.69(4) 1 calc PR A 2
H3B2 H 0.4235 0.5855 0.4167 0.086 Uiso 0.69(4) 1 calc PR A 2
C4 C 0.3604(4) 0.5667(4) 0.2987(4) 0.0372(15) Uani 1 1 d . . .
H4A H 0.322 0.6174 0.3077 0.045 Uiso 1 1 calc R A 1
H4B H 0.3802 0.5787 0.2486 0.045 Uiso 1 1 calc R A 1
C5 C 0.0155(4) 0.4542(4) 0.1090(4) 0.0344(15) Uani 1 1 d . . .
C6 C 0.1031(4) 0.5468(4) 0.2137(4) 0.0300(14) Uani 1 1 d . A .
C7 C -0.0039(5) 0.6431(5) 0.2320(5) 0.0472(19) Uani 1 1 d . . .
H7 H -0.0316 0.6919 0.2533 0.057 Uiso 1 1 calc R . .
C8 C -0.0423(4) 0.5851(5) 0.1767(5) 0.0458(19) Uani 1 1 d . . .
H8 H -0.1023 0.5841 0.1501 0.055 Uiso 1 1 calc R . .
C9 C 0.1457(4) 0.6765(4) 0.3094(4) 0.0353(15) Uani 1 1 d . . .
C10 C 0.1672(4) 0.7608(4) 0.2833(4) 0.0317(14) Uani 1 1 d . . .
C11 C 0.2226(4) 0.8165(5) 0.3382(4) 0.0378(16) Uani 1 1 d . . .
H11 H 0.2383 0.8748 0.3214 0.045 Uiso 1 1 calc R . .
C12 C 0.2550(5) 0.7895(5) 0.4154(4) 0.0484(19) Uani 1 1 d . . .
H12 H 0.2917 0.8292 0.452 0.058 Uiso 1 1 calc R . .
C13 C 0.2346(5) 0.7061(5) 0.4395(4) 0.053(2) Uani 1 1 d . . .
H13 H 0.2594 0.6873 0.4928 0.064 Uiso 1 1 calc R . .
C14 C 0.1784(6) 0.6462(5) 0.3890(4) 0.051(2) Uani 1 1 d . . .
C15 C 0.1507(8) 0.5564(5) 0.4161(5) 0.082(4) Uani 1 1 d . . .
H15 H 0.1443 0.5132 0.3699 0.098 Uiso 1 1 calc R . .
C16A C 0.0635(8) 0.5648(7) 0.4360(6) 0.110(5) Uani 1 1 d . . .
H16A H 0.0649 0.6144 0.4747 0.165 Uiso 1 1 calc R . .
H16B H 0.0488 0.5073 0.4592 0.165 Uiso 1 1 calc R . .
H16C H 0.0194 0.5783 0.3872 0.165 Uiso 1 1 calc R . .
C17 C 0.2170(10) 0.5146(6) 0.4859(5) 0.129(6) Uani 1 1 d . . .
H17A H 0.272 0.5031 0.4695 0.193 Uiso 1 1 calc R . .
H17B H 0.194 0.4569 0.5018 0.193 Uiso 1 1 calc R . .
H17C H 0.2275 0.557 0.5314 0.193 Uiso 1 1 calc R . .
C18 C 0.1352(4) 0.7928(4) 0.1974(4) 0.0348(15) Uani 1 1 d . . .
H18 H 0.0924 0.7466 0.1687 0.042 Uiso 1 1 calc R . .
C19 C 0.2120(4) 0.7968(5) 0.1558(4) 0.0412(16) Uani 1 1 d . . .
H19A H 0.2525 0.8451 0.1802 0.062 Uiso 1 1 calc R . .
H19B H 0.1901 0.81 0.0987 0.062 Uiso 1 1 calc R . .
H19C H 0.2425 0.7379 0.1618 0.062 Uiso 1 1 calc R . .
C20 C 0.0886(4) 0.8852(5) 0.1924(4) 0.0455(18) Uani 1 1 d . . .
H20A H 0.0378 0.8802 0.2168 0.068 Uiso 1 1 calc R . .
H20B H 0.0692 0.9033 0.1362 0.068 Uiso 1 1 calc R . .
H20C H 0.1289 0.9313 0.2213 0.068 Uiso 1 1 calc R . .
C21 C -0.0610(4) 0.4316(5) 0.0550(5) 0.0433(18) Uani 1 1 d . . .
H21 H -0.1142 0.4627 0.0549 0.052 Uiso 1 1 calc R . .
C22 C -0.0574(4) 0.3627(5) 0.0015(4) 0.0457(19) Uani 1 1 d . . .
H22 H -0.109 0.3463 -0.0366 0.055 Uiso 1 1 calc R . .
C23 C 0.0196(4) 0.3163(4) 0.0016(4) 0.0437(17) Uani 1 1 d . . .
H23 H 0.0222 0.2682 -0.0351 0.052 Uiso 1 1 calc R . .
C24 C 0.0930(4) 0.3445(4) 0.0586(4) 0.0305(14) Uani 1 1 d . . .
C25 C 0.2407(3) 0.3240(4) 0.1345(3) 0.0230(12) Uani 1 1 d . A .
C26 C 0.2838(4) 0.2159(4) 0.0553(3) 0.0308(14) Uani 1 1 d . . .
H26 H 0.32 0.1729 0.0366 0.037 Uiso 1 1 calc R . .
C27 C 0.2024(4) 0.2382(4) 0.0195(4) 0.0323(14) Uani 1 1 d . . .
H27 H 0.1692 0.2145 -0.0296 0.039 Uiso 1 1 calc R . .
C28 C 0.3878(4) 0.2573(3) 0.1837(3) 0.0220(12) Uani 1 1 d . . .
C29 C 0.4609(4) 0.3011(4) 0.1697(3) 0.0272(13) Uani 1 1 d . . .
C30 C 0.5397(4) 0.2877(4) 0.2267(4) 0.0332(14) Uani 1 1 d . . .
H30 H 0.5917 0.3164 0.2194 0.04 Uiso 1 1 calc R . .
C31 C 0.5422(4) 0.2337(4) 0.2924(4) 0.0318(14) Uani 1 1 d . . .
H31 H 0.5956 0.2266 0.3309 0.038 Uiso 1 1 calc R . .
C32 C 0.4683(4) 0.1896(4) 0.3034(3) 0.0301(14) Uani 1 1 d . . .
H32 H 0.4718 0.1516 0.349 0.036 Uiso 1 1 calc R . .
C33 C 0.3886(4) 0.1996(4) 0.2492(3) 0.0280(13) Uani 1 1 d . . .
C34 C 0.3078(4) 0.1499(5) 0.2606(4) 0.0438(18) Uani 1 1 d . . .
H34 H 0.256 0.1882 0.2362 0.053 Uiso 1 1 calc R . .
C35 C 0.3058(5) 0.1340(5) 0.3479(5) 0.056(2) Uani 1 1 d . . .
H35A H 0.3541 0.0937 0.3727 0.084 Uiso 1 1 calc R . .
H35B H 0.2501 0.1056 0.3512 0.084 Uiso 1 1 calc R . .
H35C H 0.3118 0.1927 0.3763 0.084 Uiso 1 1 calc R . .
C36 C 0.2992(6) 0.0592(5) 0.2153(5) 0.070(3) Uani 1 1 d . . .
H36A H 0.295 0.0709 0.1582 0.105 Uiso 1 1 calc R . .
H36B H 0.2466 0.0272 0.2223 0.105 Uiso 1 1 calc R . .
H36C H 0.3507 0.0212 0.2363 0.105 Uiso 1 1 calc R . .
C37 C 0.4585(4) 0.3593(4) 0.0965(3) 0.0317(14) Uani 1 1 d . . .
H37 H 0.3959 0.3726 0.0713 0.038 Uiso 1 1 calc R . .
C38 C 0.4974(5) 0.3065(5) 0.0361(4) 0.0467(18) Uani 1 1 d . . .
H38A H 0.5559 0.2848 0.0621 0.07 Uiso 1 1 calc R . .
H38B H 0.5014 0.3466 -0.0088 0.07 Uiso 1 1 calc R . .
H38C H 0.4599 0.2541 0.0162 0.07 Uiso 1 1 calc R . .
C39 C 0.5054(5) 0.4498(5) 0.1169(4) 0.0477(18) Uani 1 1 d . . .
H39A H 0.4874 0.4774 0.1629 0.072 Uiso 1 1 calc R . .
H39B H 0.4903 0.491 0.0707 0.072 Uiso 1 1 calc R . .
H39C H 0.5686 0.4395 0.1302 0.072 Uiso 1 1 calc R . .
Br1 Br 0.26676(4) 0.53996(4) 0.09635(4) 0.03691(19) Uani 1 1 d . A .
Br2 Br 0.15079(5) 0.33707(4) 0.30024(4) 0.0417(2) Uani 1 1 d . A .
N1 N 0.0914(3) 0.4105(3) 0.1107(3) 0.0260(11) Uani 1 1 d . A .
N2 N 0.0230(3) 0.5249(3) 0.1649(3) 0.0350(13) Uani 1 1 d . . .
N3 N 0.0835(3) 0.6210(3) 0.2537(3) 0.0371(13) Uani 1 1 d . . .
N4 N 0.1754(3) 0.3031(3) 0.0680(3) 0.0261(11) Uani 1 1 d . . .
N5 N 0.3062(3) 0.2678(3) 0.1259(3) 0.0223(10) Uani 1 1 d . . .
O1 O 0.3141(3) 0.4801(3) 0.2934(2) 0.0302(9) Uani 1 1 d . A .
V1 V 0.20312(6) 0.44408(6) 0.19903(6) 0.0239(2) Uani 1 1 d . . .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.006 '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
O1 C1A C2A 106.3(12) . . ?
O1 C1A H1A1 110.5 . . ?
C2A C1A H1A1 110.5 . . ?
O1 C1A H1A2 110.5 . . ?
C2A C1A H1A2 110.5 . . ?
H1A1 C1A H1A2 108.7 . . ?
C1A C2A C3A 104.8(14) . . ?
C1A C2A H2A1 110.8 . . ?
C3A C2A H2A1 110.8 . . ?
C1A C2A H2A2 110.8 . . ?
C3A C2A H2A2 110.8 . . ?
H2A1 C2A H2A2 108.9 . . ?
C4 C3A C2A 107.4(11) . . ?
C4 C3A H3A1 110.2 . . ?
C2A C3A H3A1 110.2 . . ?
C4 C3A H3A2 110.2 . . ?
C2A C3A H3A2 110.2 . . ?
H3A1 C3A H3A2 108.5 . . ?
H2B1 C2B H2B2 109 . . ?
O1 C4 C3A 106.4(5) . . ?
O1 C4 H4A 110.4 . . ?
C3A C4 H4A 110.4 . . ?
O1 C4 H4B 110.4 . . ?
C3A C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
N1 C5 C21 122.2(6) . . ?
N1 C5 N2 113.4(5) . . ?
C21 C5 N2 124.3(6) . . ?
N3 C6 N2 102.3(5) . . ?
N3 C6 V1 147.4(5) . . ?
N2 C6 V1 110.2(4) . . ?
C8 C7 N3 108.2(6) . . ?
C8 C7 H7 125.9 . . ?
N3 C7 H7 125.9 . . ?
C7 C8 N2 106.1(6) . . ?
C7 C8 H8 127 . . ?
N2 C8 H8 127 . . ?
C10 C9 C14 122.0(7) . . ?
C10 C9 N3 117.7(6) . . ?
C14 C9 N3 120.2(6) . . ?
C9 C10 C11 117.8(6) . . ?
C9 C10 C18 122.5(6) . . ?
C11 C10 C18 119.7(5) . . ?
C12 C11 C10 121.7(7) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C13 C12 C11 119.7(7) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 122.5(7) . . ?
C12 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
C13 C14 C9 116.2(6) . . ?
C13 C14 C15 123.3(7) . . ?
C9 C14 C15 120.5(8) . . ?
C16A C15 C14 110.2(7) . . ?
C16A C15 C17 110.8(8) . . ?
C14 C15 C17 113.7(10) . . ?
C16A C15 H15 107.3 . . ?
C14 C15 H15 107.3 . . ?
C17 C15 H15 107.3 . . ?
C15 C16A H16A 109.5 . . ?
C15 C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C15 C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C10 C18 C19 109.7(5) . . ?
C10 C18 C20 112.1(5) . . ?
C19 C18 C20 110.8(5) . . ?
C10 C18 H18 108 . . ?
C19 C18 H18 108 . . ?
C20 C18 H18 108 . . ?
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 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C5 117.6(6) . . ?
C22 C21 H21 121.2 . . ?
C5 C21 H21 121.2 . . ?
C21 C22 C23 121.7(6) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C22 C23 C24 116.1(7) . . ?
C22 C23 H23 121.9 . . ?
C24 C23 H23 121.9 . . ?
N1 C24 C23 123.5(6) . . ?
N1 C24 N4 113.2(5) . . ?
C23 C24 N4 123.3(6) . . ?
N5 C25 N4 102.6(5) . . ?
N5 C25 V1 145.9(4) . . ?
N4 C25 V1 110.6(4) . . ?
C27 C26 N5 107.2(5) . . ?
C27 C26 H26 126.4 . . ?
N5 C26 H26 126.4 . . ?
C26 C27 N4 106.4(5) . . ?
C26 C27 H27 126.8 . . ?
N4 C27 H27 126.8 . . ?
C29 C28 C33 124.0(5) . . ?
C29 C28 N5 118.5(5) . . ?
C33 C28 N5 117.5(5) . . ?
C28 C29 C30 116.8(5) . . ?
C28 C29 C37 122.5(5) . . ?
C30 C29 C37 120.7(5) . . ?
C31 C30 C29 120.6(6) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 120.8(6) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C33 121.4(5) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C32 C33 C28 116.3(5) . . ?
C32 C33 C34 121.3(5) . . ?
C28 C33 C34 122.3(5) . . ?
C33 C34 C35 113.7(6) . . ?
C33 C34 C36 109.5(6) . . ?
C35 C34 C36 110.4(6) . . ?
C33 C34 H34 107.7 . . ?
C35 C34 H34 107.7 . . ?
C36 C34 H34 107.7 . . ?
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 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C29 C37 C39 112.4(5) . . ?
C29 C37 C38 109.7(5) . . ?
C39 C37 C38 110.6(5) . . ?
C29 C37 H37 108 . . ?
C39 C37 H37 108 . . ?
C38 C37 H37 108 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C24 N1 C5 118.9(5) . . ?
C24 N1 V1 121.2(4) . . ?
C5 N1 V1 119.8(4) . . ?
C6 N2 C5 120.8(5) . . ?
C6 N2 C8 111.4(6) . . ?
C5 N2 C8 127.7(6) . . ?
C6 N3 C7 112.1(6) . . ?
C6 N3 C9 125.9(5) . . ?
C7 N3 C9 122.0(5) . . ?
C25 N4 C27 111.9(5) . . ?
C25 N4 C24 119.6(5) . . ?
C27 N4 C24 128.5(5) . . ?
C25 N5 C26 111.8(5) . . ?
C25 N5 C28 124.8(4) . . ?
C26 N5 C28 123.2(5) . . ?
C1A O1 C4 109.3(4) . . ?
C1A O1 V1 123.8(3) . . ?
C4 O1 V1 124.6(3) . . ?
N1 V1 O1 177.41(18) . . ?
N1 V1 C25 74.28(19) . . ?
O1 V1 C25 107.79(18) . . ?
N1 V1 C6 75.1(2) . . ?
O1 V1 C6 102.8(2) . . ?
C25 V1 C6 149.4(2) . . ?
N1 V1 Br2 90.13(12) . . ?
O1 V1 Br2 88.31(11) . . ?
C25 V1 Br2 90.74(14) . . ?
C6 V1 Br2 89.83(14) . . ?
N1 V1 Br1 91.37(12) . . ?
O1 V1 Br1 90.38(11) . . ?
C25 V1 Br1 84.67(14) . . ?
C6 V1 Br1 95.57(14) . . ?
Br2 V1 Br1 174.60(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
C1A O1 1.448(7) . ?
C1A C2A 1.495(18) . ?
C1A H1A1 0.99 . ?
C1A H1A2 0.99 . ?
C2A C3A 1.497(19) . ?
C2A H2A1 0.99 . ?
C2A H2A2 0.99 . ?
C3A C4 1.494(10) . ?
C3A H3A1 0.99 . ?
C3A H3A2 0.99 . ?
C2B H2B1 0.99 . ?
C2B H2B2 0.99 . ?
C4 O1 1.453(7) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 N1 1.347(7) . ?
C5 C21 1.383(9) . ?
C5 N2 1.396(8) . ?
C6 N3 1.355(8) . ?
C6 N2 1.383(8) . ?
C6 V1 2.227(6) . ?
C7 C8 1.314(10) . ?
C7 N3 1.378(8) . ?
C7 H7 0.95 . ?
C8 N2 1.399(8) . ?
C8 H8 0.95 . ?
C9 C10 1.378(8) . ?
C9 C14 1.418(9) . ?
C9 N3 1.452(8) . ?
C10 C11 1.394(9) . ?
C10 C18 1.518(8) . ?
C11 C12 1.365(9) . ?
C11 H11 0.95 . ?
C12 C13 1.349(10) . ?
C12 H12 0.95 . ?
C13 C14 1.397(11) . ?
C13 H13 0.95 . ?
C14 C15 1.489(10) . ?
C15 C16A 1.487(15) . ?
C15 C17 1.528(14) . ?
C15 H15 1 . ?
C16A H16A 0.98 . ?
C16A H16B 0.98 . ?
C16A H16C 0.98 . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 C19 1.531(8) . ?
C18 C20 1.532(9) . ?
C18 H18 1 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 H20A 0.98 . ?
C20 H20B 0.98 . ?
C20 H20C 0.98 . ?
C21 C22 1.372(10) . ?
C21 H21 0.95 . ?
C22 C23 1.384(10) . ?
C22 H22 0.95 . ?
C23 C24 1.398(8) . ?
C23 H23 0.95 . ?
C24 N1 1.319(8) . ?
C24 N4 1.403(7) . ?
C25 N5 1.350(7) . ?
C25 N4 1.386(7) . ?
C25 V1 2.224(6) . ?
C26 C27 1.329(8) . ?
C26 N5 1.404(7) . ?
C26 H26 0.95 . ?
C27 N4 1.389(8) . ?
C27 H27 0.95 . ?
C28 C29 1.380(8) . ?
C28 C33 1.401(8) . ?
C28 N5 1.443(7) . ?
C29 C30 1.408(8) . ?
C29 C37 1.510(8) . ?
C30 C31 1.368(8) . ?
C30 H30 0.95 . ?
C31 C32 1.376(8) . ?
C31 H31 0.95 . ?
C32 C33 1.389(8) . ?
C32 H32 0.95 . ?
C33 C34 1.512(8) . ?
C34 C35 1.520(9) . ?
C34 C36 1.528(11) . ?
C34 H34 1 . ?
C35 H35A 0.98 . ?
C35 H35B 0.98 . ?
C35 H35C 0.98 . ?
C36 H36A 0.98 . ?
C36 H36B 0.98 . ?
C36 H36C 0.98 . ?
C37 C39 1.517(9) . ?
C37 C38 1.523(9) . ?
C37 H37 1 . ?
C38 H38A 0.98 . ?
C38 H38B 0.98 . ?
C38 H38C 0.98 . ?
C39 H39A 0.98 . ?
C39 H39B 0.98 . ?
C39 H39C 0.98 . ?
Br1 V1 2.6142(11) . ?
Br2 V1 2.5997(11) . ?
N1 V1 2.103(5) . ?
O1 V1 2.162(4) . ?
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
O1 C1A C2A C3A -24(4) . . . . ?
C1A C2A C3A C4 18(4) . . . . ?
C2A C3A C4 O1 -5(2) . . . . ?
N3 C7 C8 N2 0.8(7) . . . . ?
C14 C9 C10 C11 -0.2(9) . . . . ?
N3 C9 C10 C11 176.1(5) . . . . ?
C14 C9 C10 C18 177.8(6) . . . . ?
N3 C9 C10 C18 -5.9(8) . . . . ?
C9 C10 C11 C12 0.0(9) . . . . ?
C18 C10 C11 C12 -178.1(6) . . . . ?
C10 C11 C12 C13 1.3(10) . . . . ?
C11 C12 C13 C14 -2.4(11) . . . . ?
C12 C13 C14 C9 2.1(10) . . . . ?
C12 C13 C14 C15 -176.0(7) . . . . ?
C10 C9 C14 C13 -0.7(9) . . . . ?
N3 C9 C14 C13 -177.0(6) . . . . ?
C10 C9 C14 C15 177.3(7) . . . . ?
N3 C9 C14 C15 1.1(10) . . . . ?
C13 C14 C15 C16A 97.6(10) . . . . ?
C9 C14 C15 C16A -80.4(9) . . . . ?
C13 C14 C15 C17 -27.5(11) . . . . ?
C9 C14 C15 C17 154.6(7) . . . . ?
C9 C10 C18 C19 -110.6(6) . . . . ?
C11 C10 C18 C19 67.4(7) . . . . ?
C9 C10 C18 C20 125.9(6) . . . . ?
C11 C10 C18 C20 -56.2(7) . . . . ?
N1 C5 C21 C22 -0.6(9) . . . . ?
N2 C5 C21 C22 177.5(6) . . . . ?
C5 C21 C22 C23 0.6(10) . . . . ?
C21 C22 C23 C24 -0.5(10) . . . . ?
C22 C23 C24 N1 0.5(9) . . . . ?
C22 C23 C24 N4 178.3(6) . . . . ?
N5 C26 C27 N4 -0.1(6) . . . . ?
C33 C28 C29 C30 -1.7(8) . . . . ?
N5 C28 C29 C30 -178.7(5) . . . . ?
C33 C28 C29 C37 177.1(5) . . . . ?
N5 C28 C29 C37 0.1(8) . . . . ?
C28 C29 C30 C31 -0.2(9) . . . . ?
C37 C29 C30 C31 -179.0(6) . . . . ?
C29 C30 C31 C32 1.6(9) . . . . ?
C30 C31 C32 C33 -1.2(9) . . . . ?
C31 C32 C33 C28 -0.6(8) . . . . ?
C31 C32 C33 C34 179.0(6) . . . . ?
C29 C28 C33 C32 2.1(8) . . . . ?
N5 C28 C33 C32 179.1(5) . . . . ?
C29 C28 C33 C34 -177.5(6) . . . . ?
N5 C28 C33 C34 -0.5(8) . . . . ?
C32 C33 C34 C35 31.2(9) . . . . ?
C28 C33 C34 C35 -149.3(6) . . . . ?
C32 C33 C34 C36 -92.8(7) . . . . ?
C28 C33 C34 C36 86.7(7) . . . . ?
C28 C29 C37 C39 133.8(6) . . . . ?
C30 C29 C37 C39 -47.5(8) . . . . ?
C28 C29 C37 C38 -102.7(7) . . . . ?
C30 C29 C37 C38 76.0(7) . . . . ?
C23 C24 N1 C5 -0.5(8) . . . . ?
N4 C24 N1 C5 -178.5(5) . . . . ?
C23 C24 N1 V1 176.5(4) . . . . ?
N4 C24 N1 V1 -1.4(6) . . . . ?
C21 C5 N1 C24 0.6(8) . . . . ?
N2 C5 N1 C24 -177.7(5) . . . . ?
C21 C5 N1 V1 -176.5(4) . . . . ?
N2 C5 N1 V1 5.2(6) . . . . ?
N3 C6 N2 C5 175.8(5) . . . . ?
V1 C6 N2 C5 -7.6(6) . . . . ?
N3 C6 N2 C8 -0.3(6) . . . . ?
V1 C6 N2 C8 176.2(4) . . . . ?
N1 C5 N2 C6 2.2(7) . . . . ?
C21 C5 N2 C6 -176.0(5) . . . . ?
N1 C5 N2 C8 177.7(5) . . . . ?
C21 C5 N2 C8 -0.6(9) . . . . ?
C7 C8 N2 C6 -0.3(7) . . . . ?
C7 C8 N2 C5 -176.1(6) . . . . ?
N2 C6 N3 C7 0.8(6) . . . . ?
V1 C6 N3 C7 -173.1(6) . . . . ?
N2 C6 N3 C9 -175.2(5) . . . . ?
V1 C6 N3 C9 10.8(11) . . . . ?
C8 C7 N3 C6 -1.1(7) . . . . ?
C8 C7 N3 C9 175.2(5) . . . . ?
C10 C9 N3 C6 104.6(7) . . . . ?
C14 C9 N3 C6 -79.0(8) . . . . ?
C10 C9 N3 C7 -71.1(7) . . . . ?
C14 C9 N3 C7 105.3(7) . . . . ?
N5 C25 N4 C27 -2.0(6) . . . . ?
V1 C25 N4 C27 170.4(4) . . . . ?
N5 C25 N4 C24 175.8(5) . . . . ?
V1 C25 N4 C24 -11.8(6) . . . . ?
C26 C27 N4 C25 1.4(7) . . . . ?
C26 C27 N4 C24 -176.3(5) . . . . ?
N1 C24 N4 C25 9.2(7) . . . . ?
C23 C24 N4 C25 -168.7(5) . . . . ?
N1 C24 N4 C27 -173.3(5) . . . . ?
C23 C24 N4 C27 8.7(9) . . . . ?
N4 C25 N5 C26 1.9(6) . . . . ?
V1 C25 N5 C26 -165.3(6) . . . . ?
N4 C25 N5 C28 -174.6(5) . . . . ?
V1 C25 N5 C28 18.2(10) . . . . ?
C27 C26 N5 C25 -1.2(7) . . . . ?
C27 C26 N5 C28 175.4(5) . . . . ?
C29 C28 N5 C25 -101.7(6) . . . . ?
C33 C28 N5 C25 81.1(7) . . . . ?
C29 C28 N5 C26 82.1(7) . . . . ?
C33 C28 N5 C26 -95.1(6) . . . . ?
C2A C1A O1 C4 22(2) . . . . ?
C2A C1A O1 V1 -174(2) . . . . ?
C3A C4 O1 C1A -11.0(8) . . . . ?
C3A C4 O1 V1 -174.5(5) . . . . ?
C24 N1 V1 C25 -3.6(4) . . . . ?
C5 N1 V1 C25 173.5(4) . . . . ?
C24 N1 V1 C6 175.9(5) . . . . ?
C5 N1 V1 C6 -7.0(4) . . . . ?
C24 N1 V1 Br2 -94.3(4) . . . . ?
C5 N1 V1 Br2 82.7(4) . . . . ?
C24 N1 V1 Br1 80.5(4) . . . . ?
C5 N1 V1 Br1 -102.5(4) . . . . ?
C1A O1 V1 C25 -43.7(5) . . . . ?
C4 O1 V1 C25 117.5(5) . . . . ?
C1A O1 V1 C6 136.0(5) . . . . ?
C4 O1 V1 C6 -62.8(5) . . . . ?
C1A O1 V1 Br2 46.6(4) . . . . ?
C4 O1 V1 Br2 -152.2(4) . . . . ?
C1A O1 V1 Br1 -128.2(4) . . . . ?
C4 O1 V1 Br1 33.0(4) . . . . ?
N5 C25 V1 N1 174.3(7) . . . . ?
N4 C25 V1 N1 7.7(3) . . . . ?
N5 C25 V1 O1 -7.3(7) . . . . ?
N4 C25 V1 O1 -173.9(3) . . . . ?
N5 C25 V1 C6 173.4(6) . . . . ?
N4 C25 V1 C6 6.7(6) . . . . ?
N5 C25 V1 Br2 -95.7(7) . . . . ?
N4 C25 V1 Br2 97.6(4) . . . . ?
N5 C25 V1 Br1 81.4(7) . . . . ?
N4 C25 V1 Br1 -85.2(4) . . . . ?
N3 C6 V1 N1 -179.0(8) . . . . ?
N2 C6 V1 N1 7.3(4) . . . . ?
N3 C6 V1 O1 2.6(8) . . . . ?
N2 C6 V1 O1 -171.1(4) . . . . ?
N3 C6 V1 C25 -178.0(6) . . . . ?
N2 C6 V1 C25 8.3(6) . . . . ?
N3 C6 V1 Br2 90.8(7) . . . . ?
N2 C6 V1 Br2 -82.9(4) . . . . ?
N3 C6 V1 Br1 -89.1(7) . . . . ?
N2 C6 V1 Br1 97.2(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139152272
