#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/38/2223890.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_2223890
loop_
_publ_author_name
'Huo, Jian-Zhong'
_publ_section_title
;
 2-[(2-Carboxyphenyl)disulfanyl]benzoate
 (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)ammonium
;
_journal_coeditor_code           LH2900
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2691
_journal_page_last               o2692
_journal_paper_doi               10.1107/S1600536809036952
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C11 H14 N3 O +, C14 H9 O4 S2 -'
_chemical_formula_moiety         'C11 H14 N3 O +, C14 H9 O4 S2 -'
_chemical_formula_sum            'C25 H23 N3 O5 S2'
_chemical_formula_weight         509.58
_chemical_name_systematic
;
2-[(2-Carboxyphenyl)disulfanyl]benzoate
(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)ammonium
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.872(7)
_cell_angle_beta                 91.929(7)
_cell_angle_gamma                115.244(5)
_cell_formula_units_Z            2
_cell_length_a                   9.661(3)
_cell_length_b                   10.283(4)
_cell_length_c                   13.829(7)
_cell_measurement_reflns_used    4106
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.80
_cell_measurement_theta_min      2.35
_cell_volume                     1215.4(9)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg & Berndt,
1999)
;
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Brucker APEXII CCD area-detector'
_diffrn_measurement_method       'phi and omega 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  0.0123
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6173
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_T_max  0.9448
_exptl_absorpt_correction_T_min  0.9258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4227
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0355
_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)+(0.0499P)²+0.3886P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0936
_refine_ls_wR_factor_ref         0.1000
_reflns_number_gt                3634
_reflns_number_total             4227
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2900.cif
_cod_data_source_block           I
_cod_original_cell_volume        1215.5(9)
_cod_original_formula_sum
;
C25 H23 N3 O5 S2
;
_cod_database_code               2223890
_cod_database_fobs_code          2223890
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
S S1 0.79625(6) 0.30246(6) 0.41198(4) 0.04987(15) Uani d . 1 . .
S S2 0.77232(6) 0.46456(5) 0.35447(3) 0.04581(14) Uani d . 1 . .
O O2 0.87236(18) 0.12722(17) 0.49915(11) 0.0596(4) Uani d . 1 . .
O O3 0.78833(18) 0.04135(19) 0.63321(12) 0.0653(4) Uani d . 1 . .
O O4 0.78550(16) 0.67278(14) 0.25767(10) 0.0518(3) Uani d . 1 . .
O O5 0.6376(2) 0.65050(16) 0.12387(11) 0.0703(5) Uani d . 1 . .
H H5 0.6937 0.7388 0.1319 0.105 Uiso calc R 1 . .
C C12 0.6718(2) 0.17200(19) 0.56767(12) 0.0379(4) Uani d . 1 . .
C C13 0.6661(2) 0.26280(19) 0.50372(12) 0.0385(4) Uani d . 1 . .
C C14 0.5566(2) 0.3168(2) 0.51215(14) 0.0450(4) Uani d . 1 . .
H H14 0.5522 0.3773 0.4705 0.054 Uiso calc R 1 . .
C C15 0.4543(2) 0.2822(2) 0.58140(15) 0.0516(5) Uani d . 1 . .
H H15 0.3816 0.3192 0.5859 0.062 Uiso calc R 1 . .
C C16 0.4590(2) 0.1929(2) 0.64402(15) 0.0523(5) Uani d . 1 . .
H H16 0.3897 0.1693 0.6906 0.063 Uiso calc R 1 . .
C C17 0.5674(2) 0.1390(2) 0.63682(14) 0.0452(4) Uani d . 1 . .
H H17 0.5708 0.0791 0.6793 0.054 Uiso calc R 1 . .
C C18 0.7866(2) 0.1099(2) 0.56449(14) 0.0435(4) Uani d . 1 . .
C C19 0.5772(2) 0.44117(19) 0.19213(12) 0.0411(4) Uani d . 1 . .
C C20 0.6068(2) 0.36948(19) 0.26285(12) 0.0399(4) Uani d . 1 . .
C C21 0.5030(2) 0.2243(2) 0.26044(14) 0.0504(5) Uani d . 1 . .
H H21 0.5192 0.1761 0.3076 0.060 Uiso calc R 1 . .
C C22 0.3767(3) 0.1507(2) 0.18949(16) 0.0577(5) Uani d . 1 . .
H H22 0.3083 0.0542 0.1899 0.069 Uiso calc R 1 . .
C C23 0.3508(3) 0.2184(2) 0.11810(16) 0.0591(5) Uani d . 1 . .
H H23 0.2675 0.1673 0.0690 0.071 Uiso calc R 1 . .
C C24 0.4498(3) 0.3629(2) 0.12028(14) 0.0537(5) Uani d . 1 . .
H H24 0.4314 0.4095 0.0728 0.064 Uiso calc R 1 . .
C C25 0.6773(2) 0.5980(2) 0.19429(13) 0.0432(4) Uani d . 1 . .
O O1 0.7722(2) -0.07506(15) 0.13515(11) 0.0708(5) Uani d . 1 . .
N N1 1.0500(2) 0.28242(17) 0.21502(13) 0.0522(4) Uani d . 1 . .
N N2 0.9294(2) 0.17231(17) 0.14899(12) 0.0544(4) Uani d . 1 . .
N N3 0.95999(18) -0.01942(17) 0.33782(11) 0.0420(4) Uani d . 1 . .
H H3A 1.0521 -0.0163 0.3517 0.063 Uiso calc R 1 . .
H H3B 0.8939 -0.1104 0.3082 0.063 Uiso calc R 1 . .
H H3C 0.9266 0.0071 0.3936 0.063 Uiso calc R 1 . .
C C1 0.8789(2) 0.0433(2) 0.18279(14) 0.0479(5) Uani d . 1 . .
C C2 0.9719(2) 0.07944(19) 0.27335(13) 0.0381(4) Uani d . 1 . .
C C3 1.0727(2) 0.2242(2) 0.29096(14) 0.0451(4) Uani d . 1 . .
C C4 1.1063(3) 0.4359(2) 0.2109(2) 0.0746(7) Uani d . 1 . .
H H4A 1.0228 0.4630 0.2147 0.112 Uiso calc R 1 . .
H H4B 1.1488 0.4519 0.1499 0.112 Uiso calc R 1 . .
H H4C 1.1847 0.4947 0.2654 0.112 Uiso calc R 1 . .
C C5 0.8733(2) 0.1957(2) 0.05991(14) 0.0473(5) Uani d . 1 . .
C C6 0.9637(3) 0.2291(3) -0.01490(19) 0.0736(7) Uani d . 1 . .
H H6 1.0623 0.2347 -0.0089 0.088 Uiso calc R 1 . .
C C7 0.9072(4) 0.2545(3) -0.09933(19) 0.0868(9) Uani d . 1 . .
H H7 0.9685 0.2780 -0.1501 0.104 Uiso calc R 1 . .
C C8 0.7649(4) 0.2455(3) -0.10844(19) 0.0796(8) Uani d . 1 . .
H H8 0.7295 0.2661 -0.1646 0.096 Uiso calc R 1 . .
C C9 0.6711(4) 0.2065(3) -0.0363(2) 0.0816(8) Uani d . 1 . .
H H9 0.5709 0.1966 -0.0449 0.098 Uiso calc R 1 . .
C C10 0.7251(3) 0.1817(3) 0.04980(17) 0.0643(6) Uani d . 1 . .
H H10 0.6623 0.1562 0.0996 0.077 Uiso calc R 1 . .
C C11 1.1906(3) 0.3128(3) 0.37761(18) 0.0691(6) Uani d . 1 . .
H H11A 1.2875 0.3677 0.3551 0.104 Uiso calc R 1 . .
H H11B 1.2017 0.2486 0.4169 0.104 Uiso calc R 1 . .
H H11C 1.1586 0.3793 0.4168 0.104 Uiso calc 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'
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
C13 S1 S2 . . 105.53(6) ?
C20 S2 S1 . . 105.13(6) ?
C25 O5 H5 . . 109.5 ?
C17 C12 C13 . . 118.95(17) ?
C17 C12 C18 . . 118.54(16) ?
C13 C12 C18 . . 122.51(16) ?
C14 C13 C12 . . 118.82(16) ?
C14 C13 S1 . . 121.61(14) ?
C12 C13 S1 . . 119.55(13) ?
C15 C14 C13 . . 121.01(17) ?
C15 C14 H14 . . 119.5 ?
C13 C14 H14 . . 119.5 ?
C16 C15 C14 . . 120.43(18) ?
C16 C15 H15 . . 119.8 ?
C14 C15 H15 . . 119.8 ?
C17 C16 C15 . . 119.23(18) ?
C17 C16 H16 . . 120.4 ?
C15 C16 H16 . . 120.4 ?
C16 C17 C12 . . 121.57(18) ?
C16 C17 H17 . . 119.2 ?
C12 C17 H17 . . 119.2 ?
O2 C18 O3 . . 124.23(18) ?
O2 C18 C12 . . 120.14(16) ?
O3 C18 C12 . . 115.62(17) ?
C24 C19 C20 . . 119.15(17) ?
C24 C19 C25 . . 119.83(16) ?
C20 C19 C25 . . 121.01(16) ?
C21 C20 C19 . . 118.20(17) ?
C21 C20 S2 . . 121.18(14) ?
C19 C20 S2 . . 120.61(14) ?
C22 C21 C20 . . 121.23(18) ?
C22 C21 H21 . . 119.4 ?
C20 C21 H21 . . 119.4 ?
C23 C22 C21 . . 120.71(19) ?
C23 C22 H22 . . 119.6 ?
C21 C22 H22 . . 119.6 ?
C22 C23 C24 . . 119.10(19) ?
C22 C23 H23 . . 120.4 ?
C24 C23 H23 . . 120.4 ?
C23 C24 C19 . . 121.53(19) ?
C23 C24 H24 . . 119.2 ?
C19 C24 H24 . . 119.2 ?
O4 C25 O5 . . 122.76(17) ?
O4 C25 C19 . . 122.53(16) ?
O5 C25 C19 . . 114.70(17) ?
C3 N1 N2 . . 107.74(15) ?
C3 N1 C4 . . 128.07(19) ?
N2 N1 C4 . . 122.29(18) ?
C1 N2 N1 . . 109.44(15) ?
C1 N2 C5 . . 127.62(16) ?
N1 N2 C5 . . 122.93(15) ?
C2 N3 H3A . . 109.5 ?
C2 N3 H3B . . 109.5 ?
H3A N3 H3B . . 109.5 ?
C2 N3 H3C . . 109.5 ?
H3A N3 H3C . . 109.5 ?
H3B N3 H3C . . 109.5 ?
O1 C1 N2 . . 122.29(17) ?
O1 C1 C2 . . 132.74(17) ?
N2 C1 C2 . . 104.97(16) ?
C3 C2 C1 . . 109.02(16) ?
C3 C2 N3 . . 125.26(16) ?
C1 C2 N3 . . 125.71(16) ?
N1 C3 C2 . . 108.82(16) ?
N1 C3 C11 . . 122.47(18) ?
C2 C3 C11 . . 128.71(18) ?
N1 C4 H4A . . 109.5 ?
N1 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
N1 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C10 . . 120.4(2) ?
C6 C5 N2 . . 121.0(2) ?
C10 C5 N2 . . 118.60(19) ?
C5 C6 C7 . . 119.6(3) ?
C5 C6 H6 . . 120.2 ?
C7 C6 H6 . . 120.2 ?
C8 C7 C6 . . 120.4(3) ?
C8 C7 H7 . . 119.8 ?
C6 C7 H7 . . 119.8 ?
C7 C8 C9 . . 120.8(2) ?
C7 C8 H8 . . 119.6 ?
C9 C8 H8 . . 119.6 ?
C8 C9 C10 . . 120.1(3) ?
C8 C9 H9 . . 119.9 ?
C10 C9 H9 . . 119.9 ?
C5 C10 C9 . . 118.6(2) ?
C5 C10 H10 . . 120.7 ?
C9 C10 H10 . . 120.7 ?
C3 C11 H11A . . 109.5 ?
C3 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C3 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 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
S1 C13 . 1.7901(19) ?
S1 S2 . 2.0580(9) ?
S2 C20 . 1.796(2) ?
O2 C18 . 1.231(2) ?
O3 C18 . 1.280(2) ?
O4 C25 . 1.214(2) ?
O5 C25 . 1.311(2) ?
O5 H5 . 0.8200 ?
C12 C17 . 1.390(3) ?
C12 C13 . 1.407(2) ?
C12 C18 . 1.496(3) ?
C13 C14 . 1.389(3) ?
C14 C15 . 1.379(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.378(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.377(3) ?
C16 H16 . 0.9300 ?
C17 H17 . 0.9300 ?
C19 C24 . 1.396(3) ?
C19 C20 . 1.410(2) ?
C19 C25 . 1.479(3) ?
C20 C21 . 1.393(3) ?
C21 C22 . 1.379(3) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.375(3) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.376(3) ?
C23 H23 . 0.9300 ?
C24 H24 . 0.9300 ?
O1 C1 . 1.260(2) ?
N1 C3 . 1.350(2) ?
N1 N2 . 1.387(2) ?
N1 C4 . 1.446(3) ?
N2 C1 . 1.376(2) ?
N2 C5 . 1.427(2) ?
N3 C2 . 1.435(2) ?
N3 H3A . 0.8900 ?
N3 H3B . 0.8900 ?
N3 H3C . 0.8900 ?
C1 C2 . 1.412(3) ?
C2 C3 . 1.359(3) ?
C3 C11 . 1.487(3) ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 C6 . 1.370(3) ?
C5 C10 . 1.377(3) ?
C6 C7 . 1.383(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.337(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.365(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.390(3) ?
C9 H9 . 0.9300 ?
C10 H10 . 0.9300 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
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
O5 H5 O1 1_565 0.82 1.72 2.527(2) 165.9
N3 H3A O3 2_756 0.89 1.68 2.561(2) 169.9
N3 H3B O4 1_545 0.89 2.00 2.865(2) 165.3
N3 H3C O2 . 0.89 1.98 2.834(2) 160.5
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
C13 S1 S2 C20 . . . . -83.01(9) ?
C17 C12 C13 C14 . . . . 0.2(3) ?
C18 C12 C13 C14 . . . . -179.47(17) ?
C17 C12 C13 S1 . . . . -178.34(13) ?
C18 C12 C13 S1 . . . . 2.0(2) ?
S2 S1 C13 C14 . . . . 11.17(17) ?
S2 S1 C13 C12 . . . . -170.30(13) ?
C12 C13 C14 C15 . . . . -0.3(3) ?
S1 C13 C14 C15 . . . . 178.23(15) ?
C13 C14 C15 C16 . . . . 0.1(3) ?
C14 C15 C16 C17 . . . . 0.2(3) ?
C15 C16 C17 C12 . . . . -0.3(3) ?
C13 C12 C17 C16 . . . . 0.0(3) ?
C18 C12 C17 C16 . . . . 179.76(18) ?
C17 C12 C18 O2 . . . . 174.18(18) ?
C13 C12 C18 O2 . . . . -6.1(3) ?
C17 C12 C18 O3 . . . . -6.3(3) ?
C13 C12 C18 O3 . . . . 173.36(17) ?
C24 C19 C20 C21 . . . . -2.7(3) ?
C25 C19 C20 C21 . . . . 176.19(17) ?
C24 C19 C20 S2 . . . . 178.30(15) ?
C25 C19 C20 S2 . . . . -2.9(2) ?
S1 S2 C20 C21 . . . . 16.17(17) ?
S1 S2 C20 C19 . . . . -164.81(13) ?
C19 C20 C21 C22 . . . . 1.6(3) ?
S2 C20 C21 C22 . . . . -179.32(16) ?
C20 C21 C22 C23 . . . . 0.8(3) ?
C21 C22 C23 C24 . . . . -2.3(4) ?
C22 C23 C24 C19 . . . . 1.2(3) ?
C20 C19 C24 C23 . . . . 1.3(3) ?
C25 C19 C24 C23 . . . . -177.6(2) ?
C24 C19 C25 O4 . . . . 176.68(19) ?
C20 C19 C25 O4 . . . . -2.2(3) ?
C24 C19 C25 O5 . . . . -1.7(3) ?
C20 C19 C25 O5 . . . . 179.46(17) ?
C3 N1 N2 C1 . . . . -1.6(2) ?
C4 N1 N2 C1 . . . . -167.0(2) ?
C3 N1 N2 C5 . . . . 179.52(19) ?
C4 N1 N2 C5 . . . . 14.1(3) ?
N1 N2 C1 O1 . . . . -178.3(2) ?
C5 N2 C1 O1 . . . . 0.6(4) ?
N1 N2 C1 C2 . . . . 1.1(2) ?
C5 N2 C1 C2 . . . . 179.9(2) ?
O1 C1 C2 C3 . . . . 179.0(2) ?
N2 C1 C2 C3 . . . . -0.2(2) ?
O1 C1 C2 N3 . . . . -2.3(4) ?
N2 C1 C2 N3 . . . . 178.49(17) ?
N2 N1 C3 C2 . . . . 1.4(2) ?
C4 N1 C3 C2 . . . . 165.8(2) ?
N2 N1 C3 C11 . . . . -177.9(2) ?
C4 N1 C3 C11 . . . . -13.6(3) ?
C1 C2 C3 N1 . . . . -0.8(2) ?
N3 C2 C3 N1 . . . . -179.45(17) ?
C1 C2 C3 C11 . . . . 178.5(2) ?
N3 C2 C3 C11 . . . . -0.2(3) ?
C1 N2 C5 C6 . . . . -113.0(3) ?
N1 N2 C5 C6 . . . . 65.7(3) ?
C1 N2 C5 C10 . . . . 66.0(3) ?
N1 N2 C5 C10 . . . . -115.3(2) ?
C10 C5 C6 C7 . . . . 2.5(4) ?
N2 C5 C6 C7 . . . . -178.5(2) ?
C5 C6 C7 C8 . . . . -0.5(4) ?
C6 C7 C8 C9 . . . . -2.2(4) ?
C7 C8 C9 C10 . . . . 2.8(4) ?
C6 C5 C10 C9 . . . . -1.9(4) ?
N2 C5 C10 C9 . . . . 179.1(2) ?
C8 C9 C10 C5 . . . . -0.7(4) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655924
