#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/47/2224726.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_2224726
loop_
_publ_author_name
'Aghabozorg, Hossein'
'Attar Gharamaleki, Jafar'
'Parvizi, Mahdieh'
'Derikvand, Zohreh'
_publ_section_title
;
 Diacridinium
 trans-diaquabis(pyrazine-2,3-dicarboxylato)cobaltate(II)
 hexahydrate
;
_journal_coeditor_code           OM2301
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m83
_journal_page_last               m84
_journal_paper_doi               10.1107/S1600536809053628
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac
'(C13 H10 N)2 [Co (C6 H2 N2 O4)2(H2 O)2], 6H2 O'
_chemical_formula_moiety
'2(C13 H10 N +), C12 H8 Co N4 O10 2-, 6(H2 O)'
_chemical_formula_sum            'C38 H40 Co N6 O16'
_chemical_formula_weight         895.69
_chemical_name_systematic
;
Diacridinium trans-diaquabis(pyrazine-2,3-dicarboxylato)cobaltate(II)
hexahydrate
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.60(2)
_cell_angle_beta                 98.59(2)
_cell_angle_gamma                110.656(16)
_cell_formula_units_Z            1
_cell_length_a                   6.9434(15)
_cell_length_b                   9.682(2)
_cell_length_c                   15.660(5)
_cell_measurement_reflns_used    548
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3
_cell_volume                     963.9(4)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART 1000'
_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     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10681
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.530
_exptl_absorpt_correction_T_max  0.949
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             465
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.511
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5096
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0421
_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)+(0.0367P)²+0.6990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.1007
_reflns_number_gt                3880
_reflns_number_total             5096
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2301.cif
_cod_data_source_block           I
_cod_database_code               2224726
_cod_database_fobs_code          2224726
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Co Co1 0.5000 1.0000 0.0000 0.01687(10) Uani d S 1 . .
O O1W 0.7405(2) 1.11233(14) 0.10425(8) 0.0206(3) Uani d . 1 . .
H H1WA 0.8327 1.0726 0.1206 0.025 Uiso d R 1 . .
H H1WB 0.7989 1.2121 0.1140 0.025 Uiso d R 1 . .
O O1 0.3091(2) 0.90307(14) 0.08669(8) 0.0183(3) Uani d . 1 . .
O O2 0.2750(2) 0.74313(15) 0.18449(9) 0.0234(3) Uani d . 1 . .
O O3 0.3583(2) 0.45588(14) 0.18785(9) 0.0209(3) Uani d . 1 . .
O O4 0.6398(2) 0.63005(15) 0.27515(8) 0.0228(3) Uani d . 1 . .
N N1 0.5784(2) 0.81013(16) 0.01910(10) 0.0164(3) Uani d . 1 . .
C C2 0.5084(3) 0.74911(19) 0.08802(11) 0.0153(3) Uani d . 1 . .
C C3 0.5842(3) 0.64696(19) 0.12446(11) 0.0155(3) Uani d . 1 . .
N N4 0.7276(2) 0.60676(17) 0.09142(10) 0.0184(3) Uani d . 1 . .
C C5 0.7905(3) 0.6652(2) 0.02152(12) 0.0190(4) Uani d . 1 . .
H H5 0.8889 0.6364 -0.0040 0.023 Uiso calc R 1 . .
C C6 0.7162(3) 0.7669(2) -0.01489(12) 0.0184(4) Uani d . 1 . .
H H6 0.7641 0.8063 -0.0648 0.022 Uiso calc R 1 . .
C C7 0.3499(3) 0.8006(2) 0.12333(11) 0.0164(4) Uani d . 1 . .
C C8 0.5162(3) 0.5715(2) 0.20244(12) 0.0176(4) Uani d . 1 . .
N N9 0.6756(2) 0.47469(17) 0.40425(10) 0.0178(3) Uani d . 1 . .
H H9 0.6439 0.5260 0.3606 0.021 Uiso d R 1 . .
C C10 0.6512(3) 0.3295(2) 0.38850(12) 0.0180(4) Uani d . 1 . .
C C11 0.5757(3) 0.2510(2) 0.30266(12) 0.0219(4) Uani d . 1 . .
H H11 0.5427 0.2997 0.2555 0.026 Uiso calc R 1 . .
C C12 0.5512(3) 0.1052(2) 0.28880(13) 0.0254(4) Uani d . 1 . .
H H12 0.4993 0.0523 0.2313 0.031 Uiso calc R 1 . .
C C13 0.6007(3) 0.0294(2) 0.35744(14) 0.0270(4) Uani d . 1 . .
H H13 0.5827 -0.0726 0.3456 0.032 Uiso calc R 1 . .
C C14 0.6742(3) 0.1031(2) 0.44064(14) 0.0244(4) Uani d . 1 . .
H H14 0.7078 0.0521 0.4865 0.029 Uiso calc R 1 . .
C C15 0.7007(3) 0.2556(2) 0.45909(12) 0.0196(4) Uani d . 1 . .
C C16 0.7708(3) 0.3361(2) 0.54300(12) 0.0216(4) Uani d . 1 . .
H H16 0.8046 0.2886 0.5907 0.026 Uiso calc R 1 . .
C C17 0.7918(3) 0.4849(2) 0.55801(12) 0.0209(4) Uani d . 1 . .
C C18 0.8584(3) 0.5710(3) 0.64269(13) 0.0262(4) Uani d . 1 . .
H H18 0.8900 0.5263 0.6921 0.031 Uiso calc R 1 . .
C C19 0.8771(3) 0.7159(3) 0.65353(13) 0.0289(5) Uani d . 1 . .
H H19 0.9211 0.7717 0.7103 0.035 Uiso calc R 1 . .
C C20 0.8314(3) 0.7843(2) 0.58062(14) 0.0265(4) Uani d . 1 . .
H H20 0.8468 0.8862 0.5893 0.032 Uiso calc R 1 . .
C C21 0.7655(3) 0.7068(2) 0.49774(13) 0.0222(4) Uani d . 1 . .
H H21 0.7351 0.7541 0.4494 0.027 Uiso calc R 1 . .
C C22 0.7435(3) 0.5551(2) 0.48544(12) 0.0182(4) Uani d . 1 . .
O O2W 0.0497(2) 0.83209(16) 0.29844(9) 0.0253(3) Uani d . 1 . .
H H2WA 0.1136 0.7940 0.2619 0.030 Uiso d R 1 . .
H H2WB -0.0814 0.7706 0.2906 0.030 Uiso d R 1 . .
O O3W 0.9656(2) 0.99532(15) 0.83648(9) 0.0249(3) Uani d . 1 . .
H H3WA 0.8947 1.0289 0.8693 0.030 Uiso d R 1 . .
H H3WB 0.9717 1.0336 0.7911 0.030 Uiso d R 1 . .
O O4W -0.0631(2) 0.40692(16) 0.12903(11) 0.0354(4) Uani d . 1 . .
H H4WA 0.0802 0.4505 0.1498 0.042 Uiso d R 1 . .
H H4WB -0.1329 0.4762 0.1288 0.042 Uiso d R 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'
Co Co 0.3494 0.9721 '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
O1W Co1 O1W . 2_675 180.00(8) ?
O1W Co1 O1 . 2_675 90.43(6) ?
O1W Co1 O1 2_675 2_675 89.57(6) ?
O1W Co1 O1 . . 89.57(6) ?
O1W Co1 O1 2_675 . 90.43(6) ?
O1 Co1 O1 2_675 . 180.0 ?
O1W Co1 N1 . . 86.35(6) ?
O1W Co1 N1 2_675 . 93.65(6) ?
O1 Co1 N1 2_675 . 101.76(6) ?
O1 Co1 N1 . . 78.24(6) ?
O1W Co1 N1 . 2_675 93.65(6) ?
O1W Co1 N1 2_675 2_675 86.35(6) ?
O1 Co1 N1 2_675 2_675 78.24(6) ?
O1 Co1 N1 . 2_675 101.76(6) ?
N1 Co1 N1 . 2_675 180.0000(10) ?
Co1 O1W H1WA . . 118.4 ?
Co1 O1W H1WB . . 121.9 ?
H1WA O1W H1WB . . 111.1 ?
C7 O1 Co1 . . 116.07(11) ?
C6 N1 C2 . . 118.22(15) ?
C6 N1 Co1 . . 128.58(12) ?
C2 N1 Co1 . . 111.60(12) ?
N1 C2 C3 . . 120.57(16) ?
N1 C2 C7 . . 116.06(15) ?
C3 C2 C7 . . 123.36(16) ?
N4 C3 C2 . . 120.99(16) ?
N4 C3 C8 . . 114.13(15) ?
C2 C3 C8 . . 124.87(16) ?
C5 N4 C3 . . 117.53(15) ?
N4 C5 C6 . . 121.74(17) ?
N4 C5 H5 . . 119.1 ?
C6 C5 H5 . . 119.1 ?
N1 C6 C5 . . 120.89(17) ?
N1 C6 H6 . . 119.6 ?
C5 C6 H6 . . 119.6 ?
O2 C7 O1 . . 126.20(17) ?
O2 C7 C2 . . 118.32(16) ?
O1 C7 C2 . . 115.47(15) ?
O3 C8 O4 . . 127.19(17) ?
O3 C8 C3 . . 117.46(16) ?
O4 C8 C3 . . 115.12(16) ?
C10 N9 C22 . . 122.92(16) ?
C10 N9 H9 . . 122.3 ?
C22 N9 H9 . . 114.8 ?
N9 C10 C11 . . 120.24(16) ?
N9 C10 C15 . . 119.61(17) ?
C11 C10 C15 . . 120.15(18) ?
C12 C11 C10 . . 119.03(18) ?
C12 C11 H11 . . 120.5 ?
C10 C11 H11 . . 120.5 ?
C11 C12 C13 . . 122.01(19) ?
C11 C12 H12 . . 119.0 ?
C13 C12 H12 . . 119.0 ?
C14 C13 C12 . . 119.96(19) ?
C14 C13 H13 . . 120.0 ?
C12 C13 H13 . . 120.0 ?
C13 C14 C15 . . 120.42(18) ?
C13 C14 H14 . . 119.8 ?
C15 C14 H14 . . 119.8 ?
C16 C15 C14 . . 123.17(18) ?
C16 C15 C10 . . 118.39(18) ?
C14 C15 C10 . . 118.43(18) ?
C17 C16 C15 . . 121.10(17) ?
C17 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
C16 C17 C18 . . 123.23(18) ?
C16 C17 C22 . . 118.67(17) ?
C18 C17 C22 . . 118.11(19) ?
C19 C18 C17 . . 120.76(19) ?
C19 C18 H18 . . 119.6 ?
C17 C18 H18 . . 119.6 ?
C18 C19 C20 . . 120.36(19) ?
C18 C19 H19 . . 119.8 ?
C20 C19 H19 . . 119.8 ?
C21 C20 C19 . . 121.5(2) ?
C21 C20 H20 . . 119.3 ?
C19 C20 H20 . . 119.3 ?
C20 C21 C22 . . 118.87(19) ?
C20 C21 H21 . . 120.6 ?
C22 C21 H21 . . 120.6 ?
N9 C22 C21 . . 120.25(17) ?
N9 C22 C17 . . 119.30(18) ?
C21 C22 C17 . . 120.45(17) ?
H2WA O2W H2WB . . 107.6 ?
H3WA O3W H3WB . . 110.8 ?
H4WA O4W H4WB . . 113.8 ?
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
Co1 O1W . 2.0631(14) ?
Co1 O1W 2_675 2.0631(14) ?
Co1 O1 2_675 2.0846(14) ?
Co1 O1 . 2.0846(14) ?
Co1 N1 . 2.1237(15) ?
Co1 N1 2_675 2.1237(15) ?
O1W H1WA . 0.8741 ?
O1W H1WB . 0.8956 ?
O1 C7 . 1.279(2) ?
O2 C7 . 1.236(2) ?
O3 C8 . 1.235(2) ?
O4 C8 . 1.271(2) ?
N1 C6 . 1.332(2) ?
N1 C2 . 1.344(2) ?
C2 C3 . 1.396(2) ?
C2 C7 . 1.513(2) ?
C3 N4 . 1.344(2) ?
C3 C8 . 1.523(2) ?
N4 C5 . 1.333(2) ?
C5 C6 . 1.386(3) ?
C5 H5 . 0.9500 ?
C6 H6 . 0.9500 ?
N9 C10 . 1.352(2) ?
N9 C22 . 1.359(2) ?
N9 H9 . 0.9214 ?
C10 C11 . 1.416(3) ?
C10 C15 . 1.428(3) ?
C11 C12 . 1.356(3) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.416(3) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.365(3) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.422(3) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.396(3) ?
C16 C17 . 1.393(3) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.426(3) ?
C17 C22 . 1.427(3) ?
C18 C19 . 1.357(3) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.416(3) ?
C19 H19 . 0.9500 ?
C20 C21 . 1.372(3) ?
C20 H20 . 0.9500 ?
C21 C22 . 1.416(3) ?
C21 H21 . 0.9500 ?
O2W H2WA . 0.9045 ?
O2W H2WB . 0.8778 ?
O3W H3WA . 0.8802 ?
O3W H3WB . 0.8268 ?
O4W H4WA . 0.9266 ?
O4W H4WB . 0.9560 ?
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
_geom_hbond_publ_flag
O1W H1WA O3W 2_776 0.87 1.81 2.684(2) 174 yes
O1W H1WB O4W 1_665 0.90 1.77 2.658(2) 174 yes
O2W H2WA O2 1_555 0.90 1.92 2.813(2) 172 yes
O2W H2WB O4 1_455 0.88 1.90 2.776(2) 177 yes
O3W H3WA O1 2_676 0.88 1.95 2.806(2) 165 yes
O3W H3WB O2W 2_676 0.83 2.01 2.809(2) 162 yes
O4W H4WA O3 1_555 0.93 1.91 2.789(2) 156 yes
O4W H4WB N4 1_455 0.96 1.92 2.848(2) 163 yes
N9 H9 O4 1_555 0.92 1.74 2.648(2) 167 yes
C11 H11 O3 1_555 0.95 2.50 3.365(3) 151 yes
C12 H12 O1 1_545 0.95 2.49 3.431(3) 171 yes
C16 H16 O2W 2_666 0.95 2.46 3.395(3) 169 yes
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
O1W Co1 O1 C7 . . . . -73.69(13) ?
O1W Co1 O1 C7 2_675 . . . 106.31(13) ?
N1 Co1 O1 C7 . . . . 12.67(12) ?
N1 Co1 O1 C7 2_675 . . . -167.33(12) ?
O1W Co1 N1 C6 . . . . -88.80(16) ?
O1W Co1 N1 C6 2_675 . . . 91.19(16) ?
O1 Co1 N1 C6 2_675 . . . 0.87(16) ?
O1 Co1 N1 C6 . . . . -179.13(16) ?
O1W Co1 N1 C2 . . . . 76.28(12) ?
O1W Co1 N1 C2 2_675 . . . -103.72(12) ?
O1 Co1 N1 C2 2_675 . . . 165.96(12) ?
O1 Co1 N1 C2 . . . . -14.04(12) ?
C6 N1 C2 C3 . . . . 2.1(3) ?
Co1 N1 C2 C3 . . . . -164.70(13) ?
C6 N1 C2 C7 . . . . -179.20(15) ?
Co1 N1 C2 C7 . . . . 14.00(19) ?
N1 C2 C3 N4 . . . . -0.3(3) ?
C7 C2 C3 N4 . . . . -178.91(16) ?
N1 C2 C3 C8 . . . . 179.89(16) ?
C7 C2 C3 C8 . . . . 1.3(3) ?
C2 C3 N4 C5 . . . . -1.6(3) ?
C8 C3 N4 C5 . . . . 178.23(16) ?
C3 N4 C5 C6 . . . . 1.7(3) ?
C2 N1 C6 C5 . . . . -2.0(3) ?
Co1 N1 C6 C5 . . . . 162.24(14) ?
N4 C5 C6 N1 . . . . 0.1(3) ?
Co1 O1 C7 O2 . . . . 169.89(15) ?
Co1 O1 C7 C2 . . . . -8.93(19) ?
N1 C2 C7 O2 . . . . 177.20(16) ?
C3 C2 C7 O2 . . . . -4.1(3) ?
N1 C2 C7 O1 . . . . -3.9(2) ?
C3 C2 C7 O1 . . . . 174.79(16) ?
N4 C3 C8 O3 . . . . -93.7(2) ?
C2 C3 C8 O3 . . . . 86.2(2) ?
N4 C3 C8 O4 . . . . 81.2(2) ?
C2 C3 C8 O4 . . . . -99.0(2) ?
C22 N9 C10 C11 . . . . 178.69(17) ?
C22 N9 C10 C15 . . . . -0.9(3) ?
N9 C10 C11 C12 . . . . -179.51(18) ?
C15 C10 C11 C12 . . . . 0.1(3) ?
C10 C11 C12 C13 . . . . -0.6(3) ?
C11 C12 C13 C14 . . . . 0.4(3) ?
C12 C13 C14 C15 . . . . 0.3(3) ?
C13 C14 C15 C16 . . . . 178.53(19) ?
C13 C14 C15 C10 . . . . -0.7(3) ?
N9 C10 C15 C16 . . . . 0.9(3) ?
C11 C10 C15 C16 . . . . -178.74(17) ?
N9 C10 C15 C14 . . . . -179.83(17) ?
C11 C10 C15 C14 . . . . 0.6(3) ?
C14 C15 C16 C17 . . . . -179.19(18) ?
C10 C15 C16 C17 . . . . 0.1(3) ?
C15 C16 C17 C18 . . . . 178.62(18) ?
C15 C16 C17 C22 . . . . -1.0(3) ?
C16 C17 C18 C19 . . . . 179.72(19) ?
C22 C17 C18 C19 . . . . -0.7(3) ?
C17 C18 C19 C20 . . . . -0.3(3) ?
C18 C19 C20 C21 . . . . 0.7(3) ?
C19 C20 C21 C22 . . . . -0.1(3) ?
C10 N9 C22 C21 . . . . -179.90(17) ?
C10 N9 C22 C17 . . . . 0.0(3) ?
C20 C21 C22 N9 . . . . 179.06(17) ?
C20 C21 C22 C17 . . . . -0.8(3) ?
C16 C17 C22 N9 . . . . 1.0(3) ?
C18 C17 C22 N9 . . . . -178.67(16) ?
C16 C17 C22 C21 . . . . -179.16(17) ?
C18 C17 C22 C21 . . . . 1.2(3) ?
