#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/00/2230033.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_2230033
loop_
_publ_author_name
'Yuan, Ai-lin'
'Zheng, Chun-ling'
'Zhuang, Ling-hua'
'Wang, Chang-sheng'
'Wang, Guo-wei'
_publ_section_title
;
 1,1'-[(1,3-Dihydroxypropane-2,2-diyl)dimethylene]dipyridinium
 bis(hexafluorophosphate)
;
_journal_coeditor_code           IM2266
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1104
_journal_paper_doi               10.1107/S1600536811013080
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C15 H20 N2 O2 2+ , 2 P F6 -'
_chemical_formula_moiety         'C15 H20 N2 O2 2+ , 2(F6 P -)'
_chemical_formula_sum            'C15 H20 F12 N2 O2 P2'
_chemical_formula_weight         550.27
_chemical_melting_point_gt       508
_chemical_melting_point_lt       510
_chemical_name_systematic
;
1,1'-[(1,3-Dihydroxypropane-2,2-diyl)dimethylene]dipyridinium
bis(hexafluorophosphate)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 95.17(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.955(2)
_cell_length_b                   13.796(3)
_cell_length_c                   12.707(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      9
_cell_volume                     2087.3(8)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo,1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (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  'Enraf--Nonius CAD-4 diffractometer'
_diffrn_measurement_method       ω/2θ
_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  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4027
_diffrn_reflns_theta_full        25.39
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.331
_exptl_absorpt_correction_T_max  0.9677
_exptl_absorpt_correction_T_min  0.9072
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.263
_refine_ls_extinction_coef       0.0115(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         3835
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0527
_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)+(0.0676P)²+0.8940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1409
_reflns_number_gt                2564
_reflns_number_total             3835
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            im2266.cif
_cod_data_source_block           I
_cod_original_cell_volume        2087.3(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2230033
_cod_database_fobs_code          2230033
loop_
_symmetry_equiv_pos_as_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7687(3) 0.3662(2) 0.7039(3) 0.0524(8) Uani d . 1 . .
H H1B 0.8189 0.3301 0.6679 0.063 Uiso calc R 1 . .
C C2 0.6564(3) 0.3615(3) 0.6737(3) 0.0634(10) Uani d . 1 . .
H H2B 0.6302 0.3240 0.6158 0.076 Uiso calc R 1 . .
C C3 0.5825(3) 0.4116(3) 0.7286(3) 0.0684(11) Uani d . 1 . .
H H3A 0.5056 0.4069 0.7100 0.082 Uiso calc R 1 . .
C C4 0.6229(3) 0.4692(3) 0.8114(3) 0.0659(10) Uani d . 1 . .
H H4A 0.5738 0.5046 0.8492 0.079 Uiso calc R 1 . .
C C5 0.7352(3) 0.4739(3) 0.8378(3) 0.0523(8) Uani d . 1 . .
H H5A 0.7630 0.5135 0.8934 0.063 Uiso calc R 1 . .
C C6 0.9277(3) 0.4206(2) 0.8207(2) 0.0443(7) Uani d . 1 . .
H H6A 0.9569 0.3568 0.8060 0.053 Uiso calc R 1 . .
H H6B 0.9362 0.4296 0.8967 0.053 Uiso calc R 1 . .
C C7 0.9999(2) 0.4972(2) 0.7698(2) 0.0366(7) Uani d . 1 . .
C C8 0.9657(3) 0.5992(2) 0.7975(3) 0.0491(8) Uani d . 1 . .
H H8A 1.0165 0.6459 0.7703 0.059 Uiso calc R 1 . .
H H8B 0.8903 0.6127 0.7662 0.059 Uiso calc R 1 . .
C C9 0.9929(3) 0.4856(2) 0.6495(2) 0.0457(8) Uani d . 1 . .
H H9A 0.9157 0.4930 0.6198 0.055 Uiso calc R 1 . .
H H9B 1.0380 0.5349 0.6191 0.055 Uiso calc R 1 . .
C C10 1.1185(2) 0.4719(2) 0.8195(2) 0.0416(7) Uani d . 1 . .
H H10A 1.1182 0.4741 0.8958 0.050 Uiso calc R 1 . .
H H10B 1.1355 0.4058 0.8004 0.050 Uiso calc R 1 . .
C C11 1.2419(3) 0.6103(2) 0.8503(3) 0.0504(8) Uani d . 1 . .
H H11A 1.2049 0.6237 0.9100 0.060 Uiso calc R 1 . .
C C12 1.3296(3) 0.6672(3) 0.8268(3) 0.0621(10) Uani d . 1 . .
H H12A 1.3531 0.7187 0.8706 0.074 Uiso calc R 1 . .
C C13 1.3824(3) 0.6479(3) 0.7383(3) 0.0649(10) Uani d . 1 . .
H H13A 1.4421 0.6862 0.7213 0.078 Uiso calc R 1 . .
C C14 1.3471(3) 0.5719(3) 0.6748(3) 0.0609(10) Uani d . 1 . .
H H14A 1.3821 0.5587 0.6140 0.073 Uiso calc R 1 . .
C C15 1.2606(3) 0.5161(2) 0.7011(3) 0.0496(8) Uani d . 1 . .
H H15A 1.2369 0.4639 0.6584 0.060 Uiso calc R 1 . .
F F1 0.8561(10) 0.3151(7) 0.4690(8) 0.077(2) Uani d P 0.700(19) A 1
F F2 0.8566(7) 0.0817(6) 0.4416(8) 0.095(2) Uani d P 0.700(19) A 1
F F3 0.7337(10) 0.1917(9) 0.4717(10) 0.111(4) Uani d P 0.700(19) A 1
F F4 0.9805(9) 0.2016(13) 0.4446(10) 0.156(5) Uani d P 0.700(19) A 1
F F1' 0.886(3) 0.3061(18) 0.448(2) 0.107(10) Uani d P 0.300(19) A 2
F F2' 0.867(3) 0.0966(17) 0.4638(19) 0.174(13) Uani d P 0.300(19) A 2
F F3' 0.742(2) 0.2191(19) 0.455(3) 0.111(8) Uani d P 0.300(19) A 2
F F4' 1.0133(16) 0.1966(19) 0.4436(13) 0.083(4) Uani d P 0.300(19) A 2
F F5 0.8379(3) 0.2040(2) 0.33183(18) 0.1135(10) Uani d . 1 A .
F F6 0.8902(3) 0.19322(18) 0.57857(18) 0.1019(9) Uani d . 1 A .
F F7 0.7615(12) 0.6122(8) 0.5469(9) 0.134(4) Uani d P 0.700(19) A 1
F F8 0.5398(6) 0.7270(5) 0.5386(7) 0.087(2) Uani d P 0.700(19) A 1
F F9 0.5816(5) 0.5722(6) 0.5350(8) 0.079(2) Uani d P 0.700(19) A 1
F F10 0.7152(4) 0.7742(5) 0.5546(4) 0.0600(16) Uani d P 0.700(19) A 1
F F7' 0.783(3) 0.620(3) 0.5484(16) 0.144(13) Uani d P 0.300(19) A 2
F F8' 0.5348(13) 0.701(2) 0.5434(19) 0.152(11) Uani d P 0.300(19) A 2
F F9' 0.631(4) 0.558(2) 0.535(2) 0.211(15) Uani d P 0.300(19) A 2
F F10' 0.710(2) 0.7468(16) 0.5498(16) 0.178(15) Uani d P 0.300(19) A 2
F F11 0.6508(2) 0.67341(18) 0.41995(16) 0.0884(8) Uani d . 1 A .
F F12 0.6571(2) 0.6637(2) 0.66872(17) 0.0994(9) Uani d . 1 A .
N N1 0.8068(2) 0.42241(18) 0.78490(19) 0.0401(6) Uani d . 1 . .
N N2 1.2088(2) 0.53542(17) 0.78851(19) 0.0391(6) Uani d . 1 . .
O O1 0.9697(2) 0.60654(18) 0.91006(18) 0.0683(7) Uani d . 1 . .
H H1A 0.9511 0.6613 0.9264 0.102 Uiso calc R 1 . .
O O2 1.0330(2) 0.39234(18) 0.62617(18) 0.0614(7) Uani d . 1 . .
H H2A 1.0300 0.3852 0.5619 0.092 Uiso calc R 1 . .
P P1 0.86380(8) 0.19842(7) 0.45439(7) 0.0540(3) Uani d . 1 . .
P P2 0.65577(8) 0.66706(6) 0.54479(6) 0.0474(3) Uani d . 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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
N1 C1 C2 . . 120.2(3) ?
N1 C1 H1B . . 119.9 ?
C2 C1 H1B . . 119.9 ?
C3 C2 C1 . . 119.9(4) ?
C3 C2 H2B . . 120.0 ?
C1 C2 H2B . . 120.0 ?
C2 C3 C4 . . 119.2(4) ?
C2 C3 H3A . . 120.4 ?
C4 C3 H3A . . 120.4 ?
C5 C4 C3 . . 119.4(4) ?
C5 C4 H4A . . 120.3 ?
C3 C4 H4A . . 120.3 ?
N1 C5 C4 . . 120.9(3) ?
N1 C5 H5A . . 119.5 ?
C4 C5 H5A . . 119.5 ?
N1 C6 C7 . . 115.4(2) ?
N1 C6 H6A . . 108.4 ?
C7 C6 H6A . . 108.4 ?
N1 C6 H6B . . 108.4 ?
C7 C6 H6B . . 108.4 ?
H6A C6 H6B . . 107.5 ?
C8 C7 C9 . . 109.6(2) ?
C8 C7 C10 . . 111.9(2) ?
C9 C7 C10 . . 110.6(2) ?
C8 C7 C6 . . 111.5(3) ?
C9 C7 C6 . . 111.3(2) ?
C10 C7 C6 . . 101.7(2) ?
O1 C8 C7 . . 108.2(2) ?
O1 C8 H8A . . 110.1 ?
C7 C8 H8A . . 110.1 ?
O1 C8 H8B . . 110.1 ?
C7 C8 H8B . . 110.1 ?
H8A C8 H8B . . 108.4 ?
O2 C9 C7 . . 108.4(2) ?
O2 C9 H9A . . 110.0 ?
C7 C9 H9A . . 110.0 ?
O2 C9 H9B . . 110.0 ?
C7 C9 H9B . . 110.0 ?
H9A C9 H9B . . 108.4 ?
N2 C10 C7 . . 115.2(2) ?
N2 C10 H10A . . 108.5 ?
C7 C10 H10A . . 108.5 ?
N2 C10 H10B . . 108.5 ?
C7 C10 H10B . . 108.5 ?
H10A C10 H10B . . 107.5 ?
N2 C11 C12 . . 120.6(3) ?
N2 C11 H11A . . 119.7 ?
C12 C11 H11A . . 119.7 ?
C11 C12 C13 . . 119.3(3) ?
C11 C12 H12A . . 120.4 ?
C13 C12 H12A . . 120.4 ?
C14 C13 C12 . . 119.7(3) ?
C14 C13 H13A . . 120.1 ?
C12 C13 H13A . . 120.1 ?
C15 C14 C13 . . 119.5(3) ?
C15 C14 H14A . . 120.2 ?
C13 C14 H14A . . 120.2 ?
N2 C15 C14 . . 120.6(3) ?
N2 C15 H15A . . 119.7 ?
C14 C15 H15A . . 119.7 ?
C1 N1 C5 . . 120.4(3) ?
C1 N1 C6 . . 118.9(3) ?
C5 N1 C6 . . 120.5(3) ?
C11 N2 C15 . . 120.3(3) ?
C11 N2 C10 . . 119.3(3) ?
C15 N2 C10 . . 120.4(3) ?
C8 O1 H1A . . 109.5 ?
C9 O2 H2A . . 109.5 ?
F2' P1 F3' . . 102.4(17) ?
F2' P1 F1' . . 168.1(19) ?
F3' P1 F1' . . 89.3(15) ?
F2' P1 F5 . . 97.8(10) ?
F4 P1 F5 . . 91.1(5) ?
F4 P1 F6 . . 88.8(5) ?
F5 P1 F6 . . 179.74(18) ?
F4 P1 F3 . . 176.7(8) ?
F5 P1 F3 . . 91.9(5) ?
F6 P1 F3 . . 88.2(5) ?
F4 P1 F2 . . 93.8(8) ?
F5 P1 F2 . . 86.9(4) ?
F6 P1 F2 . . 93.4(4) ?
F3 P1 F2 . . 85.0(5) ?
F4 P1 F1 . . 92.6(8) ?
F5 P1 F1 . . 93.2(4) ?
F6 P1 F1 . . 86.5(4) ?
F3 P1 F1 . . 88.6(6) ?
F2 P1 F1 . . 173.6(5) ?
F2' P1 F4' . . 88.2(16) ?
F3' P1 F4' . . 168.9(13) ?
F1' P1 F4' . . 80.2(15) ?
F10' P2 F8' . . 102.6(19) ?
F10' P2 F9' . . 160(3) ?
F8' P2 F9' . . 96.8(16) ?
F7 P2 F12 . . 92.0(5) ?
F7 P2 F9 . . 92.9(7) ?
F12 P2 F9 . . 90.6(4) ?
F7 P2 F11 . . 90.1(5) ?
F12 P2 F11 . . 177.84(16) ?
F9 P2 F11 . . 89.8(4) ?
F7 P2 F8 . . 178.3(6) ?
F12 P2 F8 . . 89.7(3) ?
F9 P2 F8 . . 86.9(4) ?
F11 P2 F8 . . 88.2(3) ?
F7 P2 F10 . . 95.5(6) ?
F12 P2 F10 . . 89.1(2) ?
F9 P2 F10 . . 171.5(3) ?
F11 P2 F10 . . 90.2(2) ?
F8 P2 F10 . . 84.6(3) ?
F10' P2 F7' . . 82.6(18) ?
F8' P2 F7' . . 174.6(16) ?
F9' P2 F7' . . 78(2) ?
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
C1 N1 . 1.336(4) ?
C1 C2 . 1.364(5) ?
C1 H1B . 0.9300 ?
C2 C3 . 1.362(6) ?
C2 H2B . 0.9300 ?
C3 C4 . 1.372(6) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.356(5) ?
C4 H4A . 0.9300 ?
C5 N1 . 1.339(4) ?
C5 H5A . 0.9300 ?
C6 N1 . 1.476(4) ?
C6 C7 . 1.542(4) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.516(4) ?
C7 C9 . 1.532(4) ?
C7 C10 . 1.539(4) ?
C8 O1 . 1.430(4) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 O2 . 1.414(4) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 N2 . 1.472(4) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 N2 . 1.336(4) ?
C11 C12 . 1.364(5) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.365(5) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.365(5) ?
C13 H13A . 0.9300 ?
C14 C15 . 1.355(5) ?
C14 H14A . 0.9300 ?
C15 N2 . 1.346(4) ?
C15 H15A . 0.9300 ?
F1 P1 . 1.624(10) ?
F2 P1 . 1.620(9) ?
F3 P1 . 1.593(12) ?
F4 P1 . 1.412(10) ?
F1' P1 . 1.51(2) ?
F2' P1 . 1.41(2) ?
F3' P1 . 1.49(2) ?
F4' P1 . 1.805(18) ?
F5 P1 . 1.562(2) ?
F6 P1 . 1.583(2) ?
F7 P2 . 1.471(12) ?
F8 P2 . 1.610(6) ?
F9 P2 . 1.580(8) ?
F10 P2 . 1.639(7) ?
F7' P2 . 1.65(3) ?
F8' P2 . 1.517(19) ?
F9' P2 . 1.54(3) ?
F10' P2 . 1.276(19) ?
F11 P2 . 1.585(2) ?
F12 P2 . 1.574(2) ?
O1 H1A . 0.8200 ?
O2 H2A . 0.8200 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C6 H6B O1 . 0.97 2.47 2.831(5) 102
C10 H10B O2 . 0.97 2.44 2.796(5) 102
O1 H1A F8 4_676 0.82 2.29 2.898(8) 131
O2 H2A F1 . 0.82 2.49 2.973(11) 119
C1 H1B F6 . 0.93 2.40 3.280(4) 158
C11 H11A F10 4_676 0.93 2.31 3.087(7) 141
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
N1 C1 C2 C3 . . . . -2.2(6) ?
C1 C2 C3 C4 . . . . 2.3(6) ?
C2 C3 C4 C5 . . . . -0.8(6) ?
C3 C4 C5 N1 . . . . -0.8(6) ?
N1 C6 C7 C8 . . . . 63.2(3) ?
N1 C6 C7 C9 . . . . -59.6(3) ?
N1 C6 C7 C10 . . . . -177.4(2) ?
C9 C7 C8 O1 . . . . 178.2(2) ?
C10 C7 C8 O1 . . . . -58.7(3) ?
C6 C7 C8 O1 . . . . 54.4(3) ?
C8 C7 C9 O2 . . . . 175.8(2) ?
C10 C7 C9 O2 . . . . 51.9(3) ?
C6 C7 C9 O2 . . . . -60.4(3) ?
C8 C7 C10 N2 . . . . -59.2(3) ?
C9 C7 C10 N2 . . . . 63.4(3) ?
C6 C7 C10 N2 . . . . -178.3(2) ?
N2 C11 C12 C13 . . . . 1.0(5) ?
C11 C12 C13 C14 . . . . -0.1(6) ?
C12 C13 C14 C15 . . . . -0.6(6) ?
C13 C14 C15 N2 . . . . 0.6(5) ?
C2 C1 N1 C5 . . . . 0.6(5) ?
C2 C1 N1 C6 . . . . 175.6(3) ?
C4 C5 N1 C1 . . . . 0.9(5) ?
C4 C5 N1 C6 . . . . -174.0(3) ?
C7 C6 N1 C1 . . . . 92.4(3) ?
C7 C6 N1 C5 . . . . -92.7(3) ?
C12 C11 N2 C15 . . . . -1.0(5) ?
C12 C11 N2 C10 . . . . 176.3(3) ?
C14 C15 N2 C11 . . . . 0.2(5) ?
C14 C15 N2 C10 . . . . -177.1(3) ?
C7 C10 N2 C11 . . . . 95.2(3) ?
C7 C10 N2 C15 . . . . -87.5(3) ?
