#------------------------------------------------------------------------------
#$Date: 2024-03-07 05:11:12 +0200 (Thu, 07 Mar 2024) $
#$Revision: 290381 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/11/1571171.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1571171
loop_
_publ_author_name
'Park, Esther H.'
'Ortiz, Sarah M.'
'Liang, Todd K.'
'Smucker, Bradley W.'
_publ_section_title
;
 cis,cis,cis-Dichloridobis(N 4,N 4-dimethylpyridin-4-amine-\kN
 1)bis(dimethyl sulfoxide-\kS)ruthenium(II)
;
_journal_coeditor_code           BH4082
_journal_issue                   3
_journal_name_full               IUCrData
_journal_paper_doi               10.1107/S2414314624001913
_journal_volume                  9
_journal_year                    2024
_chemical_formula_iupac          '[Ru Cl2 (C7 H10 N2)2 (C2 H6 O S)2]'
_chemical_formula_moiety         'C18 H32 Cl2 N4 O2 Ru S2'
_chemical_formula_sum            'C18 H32 Cl2 N4 O2 Ru S2'
_chemical_formula_weight         572.56
_chemical_name_systematic
'cis,cis,cis-Dichloridobis(N⁴,N⁴-dimethylpyridin-4-amine-κN¹)bis(dimethyl sulfoxide-κS)ruthenium(II)'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           Olex2
_cell_angle_alpha                90
_cell_angle_beta                 90.617(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.31250(10)
_cell_length_b                   18.9072(4)
_cell_length_c                   15.7906(3)
_cell_measurement_reflns_used    31352
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7100
_cell_measurement_theta_min      2.1550
_cell_volume                     2481.60(8)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2020)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2020)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2020)
;
_computing_molecular_graphics
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Mercury 4.0 (Macrae et al.,  2020)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            122167
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         2.450
_diffrn_source                   'fine-focused sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlisPro (Rigaku OD, 2020) based on Clark & Reid (1995)]
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.348
_refine_diff_density_min         -0.871
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5695
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0484
_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)+(0.0631P)²+9.1602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1481
_reflns_number_gt                4795
_reflns_number_total             5695
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bh4082.cif
_cod_data_source_block           I
_cod_database_code               1571171
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru Ru1 0.73027(5) 0.72633(2) 0.75951(3) 0.03186(13) Uani d 1 . .
S S2 0.59464(17) 0.71392(7) 0.88155(8) 0.0373(3) Uani d 1 . .
Cl Cl2 0.88050(19) 0.82299(8) 0.82624(10) 0.0511(4) Uani d 1 . .
S S1 0.91252(18) 0.64259(9) 0.79645(11) 0.0499(4) Uani d 1 . .
Cl Cl1 0.8805(2) 0.74749(10) 0.63031(10) 0.0531(4) Uani d 1 . .
O O1 0.8687(6) 0.5892(2) 0.8604(3) 0.0576(12) Uani d 1 . .
O O2 0.4730(5) 0.6575(2) 0.8889(3) 0.0524(11) Uani d 1 . .
N N3 0.5583(5) 0.8030(2) 0.7148(3) 0.0339(9) Uani d 1 . .
N N2 0.3047(7) 0.5048(3) 0.5567(4) 0.0571(14) Uani d 1 . .
N N4 0.2210(7) 0.9497(3) 0.6181(4) 0.0508(12) Uani d 1 . .
N N1 0.5925(6) 0.6498(2) 0.6931(3) 0.0404(10) Uani d 1 . .
C C9 0.2838(7) 0.8364(3) 0.6840(3) 0.0404(12) Uani d 1 . .
H H9 0.175319 0.824777 0.687201 0.048 Uiso calc 1 . .
C C8 0.3974(7) 0.7900(3) 0.7130(4) 0.0381(11) Uani d 1 . .
H H8 0.362395 0.746412 0.732970 0.046 Uiso calc 1 . .
C C3 0.3963(8) 0.5519(3) 0.6005(4) 0.0453(13) Uani d 1 . .
C C10 0.3299(7) 0.9020(3) 0.6492(3) 0.0405(12) Uani d 1 . .
C C5 0.5422(7) 0.6618(3) 0.6125(3) 0.0410(12) Uani d 1 . .
H H5 0.575206 0.703469 0.586635 0.049 Uiso calc 1 . .
C C12 0.6030(7) 0.8656(3) 0.6827(4) 0.0434(13) Uani d 1 . .
H H12 0.712162 0.876319 0.682320 0.052 Uiso calc 1 . .
C C11 0.4969(7) 0.9152(3) 0.6503(4) 0.0461(14) Uani d 1 . .
H H11 0.536018 0.957625 0.628999 0.055 Uiso calc 1 . .
C C14 0.2713(10) 1.0068(4) 0.5618(5) 0.0648(19) Uani d 1 . .
H H14A 0.378701 1.021287 0.576635 0.097 Uiso calc 1 . .
H H14B 0.199495 1.046257 0.567635 0.097 Uiso calc 1 . .
H H14C 0.268760 0.990457 0.504287 0.097 Uiso calc 1 . .
C C1 0.5460(8) 0.5873(3) 0.7265(4) 0.0463(13) Uani d 1 . .
H H1 0.579416 0.576580 0.781458 0.056 Uiso calc 1 . .
C C2 0.4523(8) 0.5385(3) 0.6841(4) 0.0498(14) Uani d 1 . .
H H2 0.425382 0.496277 0.710649 0.060 Uiso calc 1 . .
C C4 0.4461(8) 0.6169(3) 0.5664(4) 0.0469(14) Uani d 1 . .
H H4 0.413423 0.629550 0.511941 0.056 Uiso calc 1 . .
C C17 0.7239(9) 0.7070(4) 0.9729(4) 0.0544(16) Uani d 1 . .
H H17A 0.783317 0.663560 0.970460 0.082 Uiso calc 1 . .
H H17B 0.660093 0.707661 1.023245 0.082 Uiso calc 1 . .
H H17C 0.797394 0.746193 0.973982 0.082 Uiso calc 1 . .
C C7 0.2353(11) 0.5231(4) 0.4753(5) 0.070(2) Uani d 1 . .
H H7A 0.132824 0.545369 0.483275 0.105 Uiso calc 1 . .
H H7B 0.221327 0.480997 0.442004 0.105 Uiso calc 1 . .
H H7C 0.305776 0.555062 0.446397 0.105 Uiso calc 1 . .
C C13 0.0489(8) 0.9328(4) 0.6152(5) 0.0585(17) Uani d 1 . .
H H13A 0.025195 0.905823 0.565108 0.088 Uiso calc 1 . .
H H13B -0.012379 0.975811 0.614316 0.088 Uiso calc 1 . .
H H13C 0.021278 0.905643 0.664343 0.088 Uiso calc 1 . .
C C6 0.2547(10) 0.4391(4) 0.5945(5) 0.0665(19) Uani d 1 . .
H H6A 0.347232 0.414532 0.616460 0.100 Uiso calc 1 . .
H H6B 0.202125 0.410330 0.552418 0.100 Uiso calc 1 . .
H H6C 0.181547 0.448616 0.639694 0.100 Uiso calc 1 . .
C C18 0.4956(10) 0.7942(4) 0.9103(4) 0.0586(18) Uani d 1 . .
H H18A 0.568704 0.833165 0.904579 0.088 Uiso calc 1 . .
H H18B 0.460866 0.791123 0.967999 0.088 Uiso calc 1 . .
H H18C 0.403896 0.801449 0.873846 0.088 Uiso calc 1 . .
C C16B 1.115(3) 0.674(3) 0.811(4) 0.094(9) Uani d 0.49(7) A 2
H H16A 1.151237 0.695361 0.759029 0.141 Uiso calc 0.49(7) A 2
H H16B 1.184112 0.635662 0.825903 0.141 Uiso calc 0.49(7) A 2
H H16C 1.117362 0.709174 0.855091 0.141 Uiso calc 0.49(7) A 2
C C15B 0.971(3) 0.5886(13) 0.7074(8) 0.107(7) Uani d 0.89(5) A 2
H H15A 0.879157 0.562820 0.686573 0.161 Uiso calc 0.89(5) A 2
H H15B 1.053119 0.555928 0.725013 0.161 Uiso calc 0.89(5) A 2
H H15C 1.011517 0.618346 0.663205 0.161 Uiso calc 0.89(5) A 2
C C16A 1.088(4) 0.684(2) 0.843(3) 0.094(9) Uani d 0.51(7) A 1
H H16D 1.113528 0.726098 0.811056 0.141 Uiso calc 0.51(7) A 1
H H16E 1.177123 0.652033 0.840928 0.141 Uiso calc 0.51(7) A 1
H H16F 1.066494 0.696755 0.900281 0.141 Uiso calc 0.51(7) A 1
C C15A 1.026(19) 0.625(9) 0.702(5) 0.107(7) Uani d 0.11(5) A 1
H H15D 0.989372 0.655770 0.657266 0.161 Uiso calc 0.11(5) A 1
H H15E 1.010593 0.576730 0.685221 0.161 Uiso calc 0.11(5) A 1
H H15F 1.138045 0.633495 0.713066 0.161 Uiso calc 0.11(5) A 1
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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S2 Ru1 Cl2 . . 88.12(5) ?
S2 Ru1 S1 . . 92.66(6) ?
S2 Ru1 Cl1 . . 176.35(6) ?
S1 Ru1 Cl2 . . 94.27(6) ?
S1 Ru1 Cl1 . . 89.02(6) ?
Cl1 Ru1 Cl2 . . 88.52(6) ?
N3 Ru1 S2 . . 90.81(12) ?
N3 Ru1 Cl2 . . 88.40(12) ?
N3 Ru1 S1 . . 175.69(12) ?
N3 Ru1 Cl1 . . 87.66(12) ?
N1 Ru1 S2 . . 94.54(13) ?
N1 Ru1 Cl2 . . 174.55(13) ?
N1 Ru1 S1 . . 90.36(14) ?
N1 Ru1 Cl1 . . 88.68(14) ?
N1 Ru1 N3 . . 86.82(18) ?
O2 S2 Ru1 . . 119.47(19) ?
O2 S2 C17 . . 106.8(3) ?
O2 S2 C18 . . 106.0(3) ?
C17 S2 Ru1 . . 113.2(2) ?
C18 S2 Ru1 . . 111.4(2) ?
C18 S2 C17 . . 97.5(3) ?
O1 S1 Ru1 . . 119.0(2) ?
O1 S1 C16B . . 112(2) ?
O1 S1 C15B . . 102.5(9) ?
O1 S1 C16A . . 103.1(19) ?
O1 S1 C15A . . 125(5) ?
C16B S1 Ru1 . . 114.9(18) ?
C16B S1 C15B . . 92(2) ?
C15B S1 Ru1 . . 112.3(5) ?
C16A S1 Ru1 . . 109.5(16) ?
C15A S1 Ru1 . . 106(4) ?
C15A S1 C16A . . 89(7) ?
C8 N3 Ru1 . . 122.3(4) ?
C12 N3 Ru1 . . 122.2(4) ?
C12 N3 C8 . . 115.4(5) ?
C3 N2 C7 . . 120.9(6) ?
C3 N2 C6 . . 121.2(6) ?
C6 N2 C7 . . 117.4(6) ?
C10 N4 C14 . . 120.9(6) ?
C10 N4 C13 . . 120.7(5) ?
C14 N4 C13 . . 115.3(5) ?
C5 N1 Ru1 . . 120.7(4) ?
C1 N1 Ru1 . . 124.0(4) ?
C1 N1 C5 . . 115.3(5) ?
C8 C9 H9 . . 119.8 ?
C8 C9 C10 . . 120.4(5) ?
C10 C9 H9 . . 119.8 ?
N3 C8 C9 . . 124.5(5) ?
N3 C8 H8 . . 117.7 ?
C9 C8 H8 . . 117.7 ?
N2 C3 C2 . . 122.3(6) ?
N2 C3 C4 . . 123.0(6) ?
C4 C3 C2 . . 114.7(5) ?
N4 C10 C9 . . 122.6(5) ?
N4 C10 C11 . . 122.5(5) ?
C11 C10 C9 . . 114.9(5) ?
N1 C5 H5 . . 117.7 ?
N1 C5 C4 . . 124.6(5) ?
C4 C5 H5 . . 117.7 ?
N3 C12 H12 . . 117.9 ?
N3 C12 C11 . . 124.1(5) ?
C11 C12 H12 . . 117.9 ?
C10 C11 H11 . . 119.7 ?
C12 C11 C10 . . 120.6(5) ?
C12 C11 H11 . . 119.7 ?
N4 C14 H14A . . 109.5 ?
N4 C14 H14B . . 109.5 ?
N4 C14 H14C . . 109.5 ?
H14A C14 H14B . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N1 C1 H1 . . 118.0 ?
N1 C1 C2 . . 123.9(6) ?
C2 C1 H1 . . 118.0 ?
C3 C2 H2 . . 119.6 ?
C1 C2 C3 . . 120.8(5) ?
C1 C2 H2 . . 119.6 ?
C3 C4 H4 . . 119.6 ?
C5 C4 C3 . . 120.7(5) ?
C5 C4 H4 . . 119.6 ?
S2 C17 H17A . . 109.5 ?
S2 C17 H17B . . 109.5 ?
S2 C17 H17C . . 109.5 ?
H17A C17 H17B . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N2 C7 H7A . . 109.5 ?
N2 C7 H7B . . 109.5 ?
N2 C7 H7C . . 109.5 ?
H7A C7 H7B . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N4 C13 H13A . . 109.5 ?
N4 C13 H13B . . 109.5 ?
N4 C13 H13C . . 109.5 ?
H13A C13 H13B . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N2 C6 H6A . . 109.5 ?
N2 C6 H6B . . 109.5 ?
N2 C6 H6C . . 109.5 ?
H6A C6 H6B . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
S2 C18 H18A . . 109.5 ?
S2 C18 H18B . . 109.5 ?
S2 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
S1 C16B H16A . . 109.5 ?
S1 C16B H16B . . 109.5 ?
S1 C16B H16C . . 109.5 ?
H16A C16B H16B . . 109.5 ?
H16A C16B H16C . . 109.5 ?
H16B C16B H16C . . 109.5 ?
S1 C15B H15A . . 109.5 ?
S1 C15B H15B . . 109.5 ?
S1 C15B H15C . . 109.5 ?
H15A C15B H15B . . 109.5 ?
H15A C15B H15C . . 109.5 ?
H15B C15B H15C . . 109.5 ?
S1 C16A H16D . . 109.5 ?
S1 C16A H16E . . 109.5 ?
S1 C16A H16F . . 109.5 ?
H16D C16A H16E . . 109.5 ?
H16D C16A H16F . . 109.5 ?
H16E C16A H16F . . 109.5 ?
S1 C15A H15D . . 109.5 ?
S1 C15A H15E . . 109.5 ?
S1 C15A H15F . . 109.5 ?
H15D C15A H15E . . 109.5 ?
H15D C15A H15F . . 109.5 ?
H15E C15A H15F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ru1 S2 . 2.2553(14) ?
Ru1 Cl2 . 2.4456(15) ?
Ru1 S1 . 2.2635(15) ?
Ru1 Cl1 . 2.4366(15) ?
Ru1 N3 . 2.150(4) ?
Ru1 N1 . 2.117(5) ?
S2 O2 . 1.476(4) ?
S2 C17 . 1.794(6) ?
S2 C18 . 1.788(6) ?
S1 O1 . 1.476(5) ?
S1 C16B . 1.799(13) ?
S1 C15B . 1.809(9) ?
S1 C16A . 1.804(14) ?
S1 C15A . 1.804(18) ?
N3 C8 . 1.360(7) ?
N3 C12 . 1.341(7) ?
N2 C3 . 1.355(8) ?
N2 C7 . 1.446(9) ?
N2 C6 . 1.442(9) ?
N4 C10 . 1.364(7) ?
N4 C14 . 1.463(9) ?
N4 C13 . 1.466(8) ?
N1 C5 . 1.355(7) ?
N1 C1 . 1.352(7) ?
C9 H9 . 0.9300 ?
C9 C8 . 1.366(8) ?
C9 C10 . 1.412(8) ?
C8 H8 . 0.9300 ?
C3 C2 . 1.419(9) ?
C3 C4 . 1.406(8) ?
C10 C11 . 1.410(8) ?
C5 H5 . 0.9300 ?
C5 C4 . 1.370(8) ?
C12 H12 . 0.9300 ?
C12 C11 . 1.381(8) ?
C11 H11 . 0.9300 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C1 H1 . 0.9300 ?
C1 C2 . 1.376(9) ?
C2 H2 . 0.9300 ?
C4 H4 . 0.9300 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C16B H16A . 0.9600 ?
C16B H16B . 0.9600 ?
C16B H16C . 0.9600 ?
C15B H15A . 0.9600 ?
C15B H15B . 0.9600 ?
C15B H15C . 0.9600 ?
C16A H16D . 0.9600 ?
C16A H16E . 0.9600 ?
C16A H16F . 0.9600 ?
C15A H15D . 0.9600 ?
C15A H15E . 0.9600 ?
C15A H15F . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ru1 N3 C8 C9 . . . . -178.9(4) ?
Ru1 N3 C12 C11 . . . . 177.3(5) ?
Ru1 N1 C5 C4 . . . . -176.6(5) ?
Ru1 N1 C1 C2 . . . . 177.9(5) ?
N3 C12 C11 C10 . . . . 0.0(10) ?
N2 C3 C2 C1 . . . . 179.6(6) ?
N2 C3 C4 C5 . . . . -178.3(6) ?
N4 C10 C11 C12 . . . . 179.6(6) ?
N1 C5 C4 C3 . . . . -2.2(10) ?
N1 C1 C2 C3 . . . . -0.6(10) ?
C9 C10 C11 C12 . . . . 0.8(9) ?
C8 N3 C12 C11 . . . . 0.6(9) ?
C8 C9 C10 N4 . . . . 178.9(6) ?
C8 C9 C10 C11 . . . . -2.2(8) ?
C10 C9 C8 N3 . . . . 3.1(9) ?
C5 N1 C1 C2 . . . . -1.0(9) ?
C12 N3 C8 C9 . . . . -2.1(8) ?
C14 N4 C10 C9 . . . . -162.6(6) ?
C14 N4 C10 C11 . . . . 18.7(9) ?
C1 N1 C5 C4 . . . . 2.4(9) ?
C2 C3 C4 C5 . . . . 0.5(9) ?
C4 C3 C2 C1 . . . . 0.8(10) ?
C7 N2 C3 C2 . . . . 173.3(7) ?
C7 N2 C3 C4 . . . . -8.0(11) ?
C13 N4 C10 C9 . . . . -3.5(9) ?
C13 N4 C10 C11 . . . . 177.7(6) ?
C6 N2 C3 C2 . . . . 2.0(11) ?
C6 N2 C3 C4 . . . . -179.3(7) ?
