#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:37:18 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179453 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/50/4335096.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_4335096
loop_
_publ_author_name
'Gabriel E. Büchel'
'Anatolie Gavriluta'
'Maria Nowak'
'Samuel M. Meier'
'Michael A. Jakupec'
'Olesea Cuzan'
'Constantin Turta'
'Jean-Bernard Tommasino'
'Erwann Jeanneau'
'Ghenadie Novitchi'
'Dominique Luneau'
'Vladimir B. Arion'
_publ_section_title
;
 Striking Difference in Antiproliferative Activity of Ruthenium- and
 Osmium-Nitrosyl Complexes with Azole Heterocycles
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6273
_journal_page_last               6285
_journal_paper_doi               10.1021/ic400555k
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C16 H36 N, C3 H4 Cl4 N3 O Os'
_chemical_formula_sum            'C19 H40 Cl4 N4 O Os'
_chemical_formula_weight         672.55
_chemical_name_systematic
; 
Tetrabutylammonium trans-tetrachlorido-nitrosyl-1H-pyrazole-osmate(III) 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 111.041(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.9831(5)
_cell_length_b                   17.8121(4)
_cell_length_c                   19.7349(6)
_cell_measurement_reflns_used    5743
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.28
_cell_measurement_theta_min      3.14
_cell_volume                     5571.8(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker X8 APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11107
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    4.977
_exptl_absorpt_correction_T_max  0.6105
_exptl_absorpt_correction_T_min  0.3076
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_description       prism
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4923
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0315P)²+2.5833P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0578
_refine_ls_wR_factor_ref         0.0614
_reflns_number_gt                4273
_reflns_number_total             4923
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic400555k_si_002_2.cif
_cod_data_source_block           ag129
_cod_database_code               4335096
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Os1 Os 0.256633(9) 0.715905(7) 0.293172(8) 0.05106(7) Uani 1 1 d .
Cl1 Cl 0.29069(8) 0.84377(5) 0.32278(7) 0.0760(3) Uani 1 1 d .
Cl2 Cl 0.12165(7) 0.73536(7) 0.30026(7) 0.0794(3) Uani 1 1 d .
Cl3 Cl 0.23190(7) 0.58498(6) 0.28300(6) 0.0754(3) Uani 1 1 d .
Cl4 Cl 0.39695(6) 0.69516(5) 0.30051(6) 0.0651(3) Uani 1 1 d .
O1 O 0.1887(2) 0.7347(2) 0.13841(19) 0.1015(11) Uani 1 1 d .
N1 N 0.3010(2) 0.69621(16) 0.40644(17) 0.0563(7) Uani 1 1 d .
N2 N 0.2520(2) 0.67041(18) 0.44117(19) 0.0736(9) Uani 1 1 d .
H2 H 0.1995 0.6592 0.4203 0.088 Uiso 1 1 calc R
N3 N 0.2174(2) 0.72878(18) 0.1998(2) 0.0656(9) Uani 1 1 d .
C3 C 0.2946(4) 0.6643(2) 0.5122(3) 0.0826(14) Uani 1 1 d .
H3 H 0.2732 0.6479 0.5469 0.099 Uiso 1 1 calc R
C4 C 0.3730(4) 0.6858(3) 0.5243(3) 0.0941(15) Uani 1 1 d .
H4 H 0.4176 0.6869 0.5687 0.113 Uiso 1 1 calc R
C5 C 0.3749(3) 0.7061(3) 0.4581(3) 0.0833(14) Uani 1 1 d .
H5 H 0.4224 0.7245 0.4506 0.100 Uiso 1 1 calc R
N4 N 0.5000 0.48293(19) 0.2500 0.0453(9) Uani 1 2 d S
N5 N 0.0000 0.4409(2) 0.2500 0.0509(10) Uani 1 2 d S
C6 C 0.4313(2) 0.53454(17) 0.20230(18) 0.0517(9) Uani 1 1 d .
H6A H 0.4117 0.5653 0.2337 0.062 Uiso 1 1 calc R
H6B H 0.4565 0.5680 0.1770 0.062 Uiso 1 1 calc R
C7 C 0.3556(2) 0.49813(19) 0.1468(2) 0.0611(10) Uani 1 1 d .
H7A H 0.3310 0.4623 0.1705 0.073 Uiso 1 1 calc R
H7B H 0.3729 0.4712 0.1117 0.073 Uiso 1 1 calc R
C8 C 0.2911(3) 0.5566(2) 0.1084(2) 0.0780(12) Uani 1 1 d .
H8A H 0.2738 0.5825 0.1440 0.094 Uiso 1 1 calc R
H8B H 0.3172 0.5932 0.0868 0.094 Uiso 1 1 calc R
C9 C 0.2140(3) 0.5258(3) 0.0502(3) 0.1031(17) Uani 1 1 d .
H9A H 0.1759 0.5662 0.0283 0.155 Uiso 1 1 calc R
H9B H 0.1868 0.4904 0.0711 0.155 Uiso 1 1 calc R
H9C H 0.2302 0.5013 0.0139 0.155 Uiso 1 1 calc R
C10 C 0.5335(2) 0.43232(18) 0.2051(2) 0.0555(9) Uani 1 1 d .
H10A H 0.5799 0.4033 0.2379 0.067 Uiso 1 1 calc R
H10B H 0.4893 0.3973 0.1790 0.067 Uiso 1 1 calc R
C11 C 0.5639(3) 0.4710(2) 0.1510(2) 0.0661(10) Uani 1 1 d .
H11A H 0.5162 0.4936 0.1131 0.079 Uiso 1 1 calc R
H11B H 0.6028 0.5109 0.1752 0.079 Uiso 1 1 calc R
C12 C 0.6073(3) 0.4168(3) 0.1174(3) 0.0969(16) Uani 1 1 d .
H12A H 0.6568 0.3969 0.1553 0.116 Uiso 1 1 calc R
H12B H 0.5695 0.3751 0.0969 0.116 Uiso 1 1 calc R
C13 C 0.6336(4) 0.4501(4) 0.0597(3) 0.133(2) Uani 1 1 d .
H13A H 0.6617 0.4127 0.0417 0.200 Uiso 1 1 calc R
H13B H 0.6713 0.4913 0.0795 0.200 Uiso 1 1 calc R
H13C H 0.5847 0.4678 0.0208 0.200 Uiso 1 1 calc R
C14 C -0.0337(3) 0.4885(2) 0.2967(2) 0.0655(10) Uani 1 1 d .
H14A H -0.0803 0.5181 0.2650 0.079 Uiso 1 1 calc R
H14B H -0.0562 0.4554 0.3244 0.079 Uiso 1 1 calc R
C15 C 0.0284(3) 0.5410(2) 0.3489(3) 0.0869(14) Uani 1 1 d .
H15A H 0.0465 0.5789 0.3225 0.104 Uiso 1 1 calc R
H15B H 0.0776 0.5133 0.3792 0.104 Uiso 1 1 calc R
C16 C -0.0158(5) 0.5783(4) 0.3964(4) 0.148(3) Uani 1 1 d .
H16A H -0.0675 0.6013 0.3643 0.177 Uiso 1 1 calc R
H16B H -0.0318 0.5390 0.4230 0.177 Uiso 1 1 calc R
C17 C 0.0275(5) 0.6302(4) 0.4441(5) 0.180(3) Uani 1 1 d .
H17A H -0.0070 0.6497 0.4694 0.270 Uiso 1 1 calc R
H17B H 0.0430 0.6702 0.4189 0.270 Uiso 1 1 calc R
H17C H 0.0774 0.6079 0.4783 0.270 Uiso 1 1 calc R
C18 C -0.0735(2) 0.3923(2) 0.2039(2) 0.0584(9) Uani 1 1 d .
H18A H -0.0882 0.3583 0.2360 0.070 Uiso 1 1 calc R
H18B H -0.1217 0.4246 0.1812 0.070 Uiso 1 1 calc R
C19 C -0.0588(2) 0.3464(2) 0.1456(2) 0.0649(10) Uani 1 1 d .
H19A H -0.0497 0.3798 0.1102 0.078 Uiso 1 1 calc R
H19B H -0.0083 0.3163 0.1669 0.078 Uiso 1 1 calc R
C20 C -0.1322(3) 0.2960(3) 0.1082(3) 0.0889(15) Uani 1 1 d .
H20A H -0.1827 0.3265 0.0882 0.107 Uiso 1 1 calc R
H20B H -0.1404 0.2625 0.1438 0.107 Uiso 1 1 calc R
C21 C -0.1217(4) 0.2498(3) 0.0481(3) 0.1087(18) Uani 1 1 d .
H21A H -0.1709 0.2192 0.0262 0.163 Uiso 1 1 calc R
H21B H -0.0730 0.2181 0.0677 0.163 Uiso 1 1 calc R
H21C H -0.1144 0.2825 0.0121 0.163 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'
O O 0.0106 0.0060 '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'
Os Os -1.2165 7.6030 '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
N3 Os1 N1 177.55(13) . .
N3 Os1 Cl4 94.55(12) . .
N1 Os1 Cl4 86.62(9) . .
N3 Os1 Cl3 92.94(11) . .
N1 Os1 Cl3 84.91(9) . .
Cl4 Os1 Cl3 89.74(4) . .
N3 Os1 Cl1 95.82(11) . .
N1 Os1 Cl1 86.34(9) . .
Cl4 Os1 Cl1 89.07(4) . .
Cl3 Os1 Cl1 171.22(4) . .
N3 Os1 Cl2 91.91(12) . .
N1 Os1 Cl2 86.94(9) . .
Cl4 Os1 Cl2 173.54(4) . .
Cl3 Os1 Cl2 90.18(4) . .
Cl1 Os1 Cl2 90.03(4) . .
C5 N1 N2 104.2(4) . .
C5 N1 Os1 132.5(3) . .
N2 N1 Os1 123.3(3) . .
C3 N2 N1 111.5(4) . .
C3 N2 H2 124.3 . .
N1 N2 H2 124.3 . .
O1 N3 Os1 176.6(4) . .
C4 C3 N2 107.3(4) . .
C4 C3 H3 126.4 . .
N2 C3 H3 126.4 . .
C3 C4 C5 105.8(5) . .
C3 C4 H4 127.1 . .
C5 C4 H4 127.1 . .
N1 C5 C4 111.2(5) . .
N1 C5 H5 124.4 . .
C4 C5 H5 124.4 . .
C10 N4 C10 106.7(3) . 2_655
C10 N4 C6 111.0(2) . 2_655
C10 N4 C6 111.43(19) 2_655 2_655
C10 N4 C6 111.43(19) . .
C10 N4 C6 111.0(2) 2_655 .
C6 N4 C6 105.4(3) 2_655 .
C14 N5 C14 111.5(4) 2 .
C14 N5 C18 111.4(2) 2 .
C14 N5 C18 106.0(2) . .
C14 N5 C18 106.0(2) 2 2
C14 N5 C18 111.4(2) . 2
C18 N5 C18 110.7(4) . 2
C7 C6 N4 117.1(3) . .
C7 C6 H6A 108.0 . .
N4 C6 H6A 108.0 . .
C7 C6 H6B 108.0 . .
N4 C6 H6B 108.0 . .
H6A C6 H6B 107.3 . .
C6 C7 C8 110.3(3) . .
C6 C7 H7A 109.6 . .
C8 C7 H7A 109.6 . .
C6 C7 H7B 109.6 . .
C8 C7 H7B 109.6 . .
H7A C7 H7B 108.1 . .
C9 C8 C7 114.2(4) . .
C9 C8 H8A 108.7 . .
C7 C8 H8A 108.7 . .
C9 C8 H8B 108.7 . .
C7 C8 H8B 108.7 . .
H8A C8 H8B 107.6 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 N4 116.0(3) . .
C11 C10 H10A 108.3 . .
N4 C10 H10A 108.3 . .
C11 C10 H10B 108.3 . .
N4 C10 H10B 108.3 . .
H10A C10 H10B 107.4 . .
C12 C11 C10 111.3(3) . .
C12 C11 H11A 109.4 . .
C10 C11 H11A 109.4 . .
C12 C11 H11B 109.4 . .
C10 C11 H11B 109.4 . .
H11A C11 H11B 108.0 . .
C13 C12 C11 114.1(4) . .
C13 C12 H12A 108.7 . .
C11 C12 H12A 108.7 . .
C13 C12 H12B 108.7 . .
C11 C12 H12B 108.7 . .
H12A C12 H12B 107.6 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C15 C14 N5 116.2(3) . .
C15 C14 H14A 108.2 . .
N5 C14 H14A 108.2 . .
C15 C14 H14B 108.2 . .
N5 C14 H14B 108.2 . .
H14A C14 H14B 107.4 . .
C14 C15 C16 108.0(4) . .
C14 C15 H15A 110.1 . .
C16 C15 H15A 110.1 . .
C14 C15 H15B 110.1 . .
C16 C15 H15B 110.1 . .
H15A C15 H15B 108.4 . .
C17 C16 C15 117.4(7) . .
C17 C16 H16A 107.9 . .
C15 C16 H16A 107.9 . .
C17 C16 H16B 107.9 . .
C15 C16 H16B 107.9 . .
H16A C16 H16B 107.2 . .
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 N5 116.1(3) . .
C19 C18 H18A 108.3 . .
N5 C18 H18A 108.3 . .
C19 C18 H18B 108.3 . .
N5 C18 H18B 108.3 . .
H18A C18 H18B 107.4 . .
C20 C19 C18 111.4(3) . .
C20 C19 H19A 109.4 . .
C18 C19 H19A 109.4 . .
C20 C19 H19B 109.4 . .
C18 C19 H19B 109.4 . .
H19A C19 H19B 108.0 . .
C19 C20 C21 113.7(4) . .
C19 C20 H20A 108.8 . .
C21 C20 H20A 108.8 . .
C19 C20 H20B 108.8 . .
C21 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
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 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Os1 N3 1.736(4) .
Os1 N1 2.116(3) .
Os1 Cl4 2.3640(9) .
Os1 Cl3 2.3653(10) .
Os1 Cl1 2.3707(10) .
Os1 Cl2 2.3718(10) .
O1 N3 1.136(4) .
N1 C5 1.315(6) .
N1 N2 1.335(4) .
N2 C3 1.331(5) .
N2 H2 0.8600 .
C3 C4 1.323(7) .
C3 H3 0.9300 .
C4 C5 1.367(6) .
C4 H4 0.9300 .
C5 H5 0.9300 .
N4 C10 1.510(4) .
N4 C10 1.510(4) 2_655
N4 C6 1.518(4) 2_655
N4 C6 1.518(4) .
N5 C14 1.509(4) 2
N5 C14 1.509(4) .
N5 C18 1.522(4) .
N5 C18 1.522(4) 2
C6 C7 1.504(5) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.505(5) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.500(6) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 C11 1.510(5) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.506(5) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.488(6) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 C15 1.505(6) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.546(7) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.336(8) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.504(5) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.499(5) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 C21 1.507(7) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
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
Cl4 Os1 N1 C5 28.3(4) .
Cl3 Os1 N1 C5 118.4(4) .
Cl1 Os1 N1 C5 -61.0(4) .
Cl2 Os1 N1 C5 -151.2(4) .
Cl4 Os1 N1 N2 -153.6(3) .
Cl3 Os1 N1 N2 -63.5(3) .
Cl1 Os1 N1 N2 117.2(3) .
Cl2 Os1 N1 N2 26.9(3) .
C5 N1 N2 C3 -0.2(4) .
Os1 N1 N2 C3 -178.8(3) .
N1 N2 C3 C4 -0.5(5) .
N2 C3 C4 C5 1.0(6) .
N2 N1 C5 C4 0.9(5) .
Os1 N1 C5 C4 179.3(3) .
C3 C4 C5 N1 -1.2(6) .
C10 N4 C6 C7 57.3(4) .
C10 N4 C6 C7 -61.5(4) 2_655
C6 N4 C6 C7 177.7(4) 2_655
N4 C6 C7 C8 175.6(3) .
C6 C7 C8 C9 178.3(4) .
C10 N4 C10 C11 175.1(4) 2_655
C6 N4 C10 C11 -63.3(4) 2_655
C6 N4 C10 C11 53.8(4) .
N4 C10 C11 C12 171.7(3) .
C10 C11 C12 C13 175.9(5) .
C14 N5 C14 C15 -59.9(3) 2
C18 N5 C14 C15 178.8(3) .
C18 N5 C14 C15 58.3(4) 2
N5 C14 C15 C16 -174.4(4) .
C14 C15 C16 C17 -176.6(7) .
C14 N5 C18 C19 51.0(4) 2
C14 N5 C18 C19 172.5(3) .
C18 N5 C18 C19 -66.7(3) 2
N5 C18 C19 C20 175.0(3) .
C18 C19 C20 C21 178.9(4) .
