#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/36/2213617.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_2213617
loop_
_publ_author_name
'Kalkan, Hüseyin'
'Ustabaş, Reşat'
'Sancak, Kemal'
'Ünver, Yasemin'
'Vázquez-López, Ezequiel M.'
_publ_section_title
4-[3-(1H-Imidazol-1-yl)propyl]-3-phenyl-1H-1,2,4-triazol-5(4H)-one
_journal_coeditor_code           XU2235
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2449
_journal_page_last               o2451
_journal_paper_doi               10.1107/S1600536807017321
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C14 H15 N5 O'
_chemical_formula_moiety         'C14 H15 N5 O'
_chemical_formula_sum            'C14 H15 N5 O'
_chemical_formula_weight         269.31
_chemical_melting_point          456.5(5)
_chemical_name_systematic
;
4-[3-(1H-Imidazol-1-yl)propyl]-3-phenyl-1H-1,2,4-triazol-5(4H)-one
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.073(5)
_cell_length_b                   15.594(8)
_cell_length_c                   17.669(9)
_cell_measurement_reflns_used    2237
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.3
_cell_volume                     2775(2)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.046
_diffrn_reflns_av_sigmaI/netI    0.040
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13657
_diffrn_reflns_theta_full        26.0
_diffrn_reflns_theta_max         26.0
_diffrn_reflns_theta_min         2.3
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.15
_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     362
_refine_ls_number_reflns         2953
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.071
_refine_ls_R_factor_gt           0.047
_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)+(0.0623P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.096
_refine_ls_wR_factor_ref         0.105
_reflns_number_gt                2237
_reflns_number_total             2953
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2235.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '456-457' was changed to '456.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '456-457' was changed to '456.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2213617
_cod_database_fobs_code          2213617
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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
N N2B 0.0427(2) 0.35199(14) 0.19297(11) 0.0430(5) Uani d . 1
N N3B 0.0644(2) 0.55298(15) 0.01770(13) 0.0539(6) Uani d . 1
C C8B -0.0184(3) 0.59490(17) -0.03183(15) 0.0511(8) Uani d . 1
C C4B -0.0611(3) 0.3650(2) 0.13666(15) 0.0549(8) Uani d . 1
H H4B2 -0.1340 0.3961 0.1598 0.066 Uiso calc R 1
H H4B1 -0.0946 0.3096 0.1206 0.066 Uiso calc R 1
N N5B 0.0425(3) 0.61543(16) -0.09378(14) 0.0631(7) Uani d . 1
C C6B 0.0296(3) 0.50458(17) 0.08641(13) 0.0500(7) Uani d . 1
H H6B2 -0.0419 0.5338 0.1127 0.060 Uiso calc R 1
H H6B1 0.1057 0.5027 0.1200 0.060 Uiso calc R 1
C C9B -0.1573(3) 0.61681(17) -0.01750(15) 0.0473(7) Uani d . 1
N N4B 0.1691(3) 0.58538(18) -0.08347(15) 0.0722(8) Uani d . 1
H H7B 0.2309 0.5912 -0.1167 0.087 Uiso calc R 1
C C2B 0.1389(3) 0.29074(19) 0.19174(15) 0.0500(7) Uani d . 1
H H2B 0.1522 0.2496 0.1544 0.060 Uiso calc R 1
C C5B -0.0133(3) 0.41417(18) 0.06763(15) 0.0562(8) Uani d . 1
H H5B1 0.0609 0.3837 0.0451 0.067 Uiso calc R 1
H H5B2 -0.0841 0.4163 0.0305 0.067 Uiso calc R 1
N N1B 0.1621(3) 0.36827(17) 0.29559(14) 0.0635(8) Uani d . 1
C C3B 0.0609(3) 0.39623(19) 0.25697(16) 0.0595(8) Uani d . 1
H H3B 0.0075 0.4417 0.2721 0.071 Uiso calc R 1
O O1B 0.2866(3) 0.51084(18) 0.00934(14) 0.0891(8) Uani d . 1
C C7B 0.1878(4) 0.5456(2) -0.01591(18) 0.0639(9) Uani d . 1
C C10B -0.1950(3) 0.6629(2) 0.04638(16) 0.0584(8) Uani d . 1
H H10B -0.1310 0.6781 0.0819 0.070 Uiso calc R 1
C C11B -0.3246(3) 0.6863(2) 0.05790(19) 0.0680(9) Uani d . 1
H H11B -0.3475 0.7179 0.1006 0.082 Uiso calc R 1
C C1B 0.2106(3) 0.3012(2) 0.25458(16) 0.0554(8) Uani d . 1
H H1B 0.2830 0.2677 0.2684 0.066 Uiso calc R 1
C C12B -0.4196(4) 0.6637(3) 0.0073(2) 0.0784(10) Uani d . 1
H H12B -0.5075 0.6793 0.0156 0.094 Uiso calc R 1
C C14B -0.2561(4) 0.5950(2) -0.06789(19) 0.0692(10) Uani d . 1
H H14B -0.2347 0.5639 -0.1111 0.083 Uiso calc R 1
C C13B -0.3867(4) 0.6185(3) -0.0553(2) 0.0790(11) Uani d . 1
H H13B -0.4520 0.6032 -0.0899 0.095 Uiso calc R 1
N N2A 0.5421(2) 0.34817(14) 0.06132(11) 0.0433(5) Uani d . 1
N N3A 0.5819(2) 0.55965(14) 0.22840(12) 0.0436(5) Uani d . 1
N N4A 0.6829(3) 0.59900(15) 0.32935(14) 0.0575(7) Uani d . 1
H H7A 0.7432 0.6064 0.3632 0.069 Uiso calc R 1
C C8A 0.4969(3) 0.60634(16) 0.27371(14) 0.0461(7) Uani d . 1
N N1A 0.6579(3) 0.35869(16) -0.04299(12) 0.0576(7) Uani d . 1
N N5A 0.5562(3) 0.63157(15) 0.33515(13) 0.0575(7) Uani d . 1
O O1A 0.8015(2) 0.51731(16) 0.24348(13) 0.0727(7) Uani d . 1
C C6A 0.5473(3) 0.50718(16) 0.16327(13) 0.0460(6) Uani d . 1
H H6A1 0.6242 0.5020 0.1305 0.055 Uiso calc R 1
H H6A2 0.4776 0.5355 0.1348 0.055 Uiso calc R 1
C C7A 0.7020(3) 0.55446(19) 0.26513(16) 0.0515(7) Uani d . 1
C C5A 0.5006(3) 0.41853(17) 0.18566(14) 0.0542(8) Uani d . 1
H H5A2 0.4330 0.4239 0.2245 0.065 Uiso calc R 1
H H5A1 0.5746 0.3872 0.2073 0.065 Uiso calc R 1
C C9A 0.3597(3) 0.62835(18) 0.25528(16) 0.0503(7) Uani d . 1
C C4A 0.4444(3) 0.36764(19) 0.11982(14) 0.0540(8) Uani d . 1
H H4A1 0.4080 0.3143 0.1389 0.065 Uiso calc R 1
H H4A2 0.3722 0.3999 0.0973 0.065 Uiso calc R 1
C C3A 0.5610(3) 0.39115(18) -0.00330(15) 0.0547(8) Uani d . 1
H H3A 0.5111 0.4384 -0.0181 0.066 Uiso calc R 1
C C2A 0.6338(3) 0.2845(2) 0.06285(17) 0.0562(8) Uani d . 1
H H2A 0.6459 0.2440 0.1009 0.067 Uiso calc R 1
C C1A 0.7031(3) 0.29136(19) -0.00115(16) 0.0563(8) Uani d . 1
H H1A 0.7724 0.2553 -0.0152 0.068 Uiso calc R 1
C C12A 0.1028(4) 0.6735(3) 0.2198(3) 0.0885(13) Uani d . 1
H H12A 0.0162 0.6896 0.2084 0.106 Uiso calc R 1
C C14A 0.2569(4) 0.6083(2) 0.3039(2) 0.0688(9) Uani d . 1
H H14A 0.2743 0.5798 0.3490 0.083 Uiso calc R 1
C C11A 0.2005(5) 0.6929(3) 0.1719(2) 0.0977(14) Uani d . 1
H H11A 0.1813 0.7209 0.1268 0.117 Uiso calc R 1
C C10A 0.3307(4) 0.6715(3) 0.1890(2) 0.0813(12) Uani d . 1
H H10A 0.3986 0.6863 0.1559 0.098 Uiso calc R 1
C C13A 0.1282(4) 0.6306(3) 0.2852(3) 0.0839(12) Uani d . 1
H H13A 0.0588 0.6163 0.3175 0.101 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_publ_flag
C3B N2B C2B 106.1(2) y
C3B N2B C4B 127.2(3) y
C2B N2B C4B 126.7(2) y
C8B N3B C7B 108.2(2) ?
C8B N3B C6B 128.7(2) ?
C7B N3B C6B 121.7(2) ?
N5B C8B N3B 111.6(3) ?
N5B C8B C9B 122.8(3) ?
N3B C8B C9B 125.6(2) ?
N2B C4B C5B 113.0(2) ?
N2B C4B H4B2 109.0 ?
C5B C4B H4B2 109.0 ?
N2B C4B H4B1 109.0 ?
C5B C4B H4B1 109.0 ?
H4B2 C4B H4B1 107.8 ?
C8B N5B N4B 104.1(3) ?
N3B C6B C5B 111.4(2) ?
N3B C6B H6B2 109.3 ?
C5B C6B H6B2 109.3 ?
N3B C6B H6B1 109.3 ?
C5B C6B H6B1 109.3 ?
H6B2 C6B H6B1 108.0 ?
C14B C9B C10B 117.1(3) ?
C14B C9B C8B 121.4(3) ?
C10B C9B C8B 121.5(3) ?
C7B N4B N5B 113.7(3) ?
C7B N4B H7B 123.1 ?
N5B N4B H7B 123.1 ?
C1B C2B N2B 106.6(3) ?
C1B C2B H2B 126.7 ?
N2B C2B H2B 126.7 ?
C6B C5B C4B 112.7(2) ?
C6B C5B H5B1 109.1 ?
C4B C5B H5B1 109.1 ?
C6B C5B H5B2 109.1 ?
C4B C5B H5B2 109.1 ?
H5B1 C5B H5B2 107.8 ?
C3B N1B C1B 105.0(2) ?
N1B C3B N2B 112.2(3) ?
N1B C3B H3B 123.9 ?
N2B C3B H3B 123.9 ?
O1B C7B N4B 129.7(3) ?
O1B C7B N3B 127.9(3) ?
N4B C7B N3B 102.4(3) ?
C11B C10B C9B 121.2(3) ?
C11B C10B H10B 119.4 ?
C9B C10B H10B 119.4 ?
C12B C11B C10B 120.3(3) ?
C12B C11B H11B 119.8 ?
C10B C11B H11B 119.8 ?
C2B C1B N1B 110.0(3) ?
C2B C1B H1B 125.0 ?
N1B C1B H1B 125.0 ?
C13B C12B C11B 120.1(4) ?
C13B C12B H12B 120.0 ?
C11B C12B H12B 120.0 ?
C9B C14B C13B 121.1(3) ?
C9B C14B H14B 119.4 ?
C13B C14B H14B 119.4 ?
C12B C13B C14B 120.2(3) ?
C12B C13B H13B 119.9 ?
C14B C13B H13B 119.9 ?
C3A N2A C2A 106.7(2) y
C3A N2A C4A 126.6(3) y
C2A N2A C4A 126.7(2) y
C7A N3A C8A 107.7(2) ?
C7A N3A C6A 123.5(2) ?
C8A N3A C6A 127.3(2) ?
C7A N4A N5A 112.7(2) ?
C7A N4A H7A 123.6 ?
N5A N4A H7A 123.6 ?
N5A C8A N3A 111.0(3) ?
N5A C8A C9A 123.4(3) ?
N3A C8A C9A 125.6(2) ?
C3A N1A C1A 104.9(2) ?
C8A N5A N4A 104.6(2) ?
N3A C6A C5A 112.4(2) ?
N3A C6A H6A1 109.1 ?
C5A C6A H6A1 109.1 ?
N3A C6A H6A2 109.1 ?
C5A C6A H6A2 109.1 ?
H6A1 C6A H6A2 107.8 ?
O1A C7A N4A 128.9(3) ?
O1A C7A N3A 127.1(3) ?
N4A C7A N3A 104.0(2) ?
C6A C5A C4A 113.2(2) ?
C6A C5A H5A2 108.9 ?
C4A C5A H5A2 108.9 ?
C6A C5A H5A1 108.9 ?
C4A C5A H5A1 108.9 ?
H5A2 C5A H5A1 107.8 ?
C14A C9A C10A 118.6(3) ?
C14A C9A C8A 121.2(3) ?
C10A C9A C8A 120.2(3) ?
N2A C4A C5A 113.6(2) ?
N2A C4A H4A1 108.8 ?
C5A C4A H4A1 108.8 ?
N2A C4A H4A2 108.8 ?
C5A C4A H4A2 108.8 ?
H4A1 C4A H4A2 107.7 ?
N1A C3A N2A 111.8(3) ?
N1A C3A H3A 124.1 ?
N2A C3A H3A 124.1 ?
C1A C2A N2A 106.3(3) ?
C1A C2A H2A 126.9 ?
N2A C2A H2A 126.9 ?
C2A C1A N1A 110.3(3) ?
C2A C1A H1A 124.8 ?
N1A C1A H1A 124.8 ?
C11A C12A C13A 120.8(4) ?
C11A C12A H12A 119.6 ?
C13A C12A H12A 119.6 ?
C9A C14A C13A 119.9(4) ?
C9A C14A H14A 120.1 ?
C13A C14A H14A 120.1 ?
C12A C11A C10A 120.4(4) ?
C12A C11A H11A 119.8 ?
C10A C11A H11A 119.8 ?
C9A C10A C11A 120.1(4) ?
C9A C10A H10A 119.9 ?
C11A C10A H10A 119.9 ?
C12A C13A C14A 120.2(4) ?
C12A C13A H13A 119.9 ?
C14A C13A H13A 119.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N2B C3B 1.337(3) y
N2B C2B 1.361(4) y
N2B C4B 1.458(3) y
N3B C8B 1.374(3) y
N3B C7B 1.383(4) ?
N3B C6B 1.472(3) ?
C8B N5B 1.295(4) ?
C8B C9B 1.463(4) ?
C4B C5B 1.520(4) ?
C4B H4B2 0.9700 ?
C4B H4B1 0.9700 ?
N5B N4B 1.370(4) y
C6B C5B 1.511(4) ?
C6B H6B2 0.9700 ?
C6B H6B1 0.9700 ?
C9B C14B 1.378(4) ?
C9B C10B 1.391(4) ?
N4B C7B 1.358(4) ?
N4B H7B 0.8600 ?
C2B C1B 1.334(4) ?
C2B H2B 0.9300 ?
C5B H5B1 0.9700 ?
C5B H5B2 0.9700 ?
N1B C3B 1.301(4) ?
N1B C1B 1.363(4) y
C3B H3B 0.9300 ?
O1B C7B 1.218(4) y
C10B C11B 1.371(4) ?
C10B H10B 0.9300 ?
C11B C12B 1.357(5) ?
C11B H11B 0.9300 ?
C1B H1B 0.9300 ?
C12B C13B 1.352(5) ?
C12B H12B 0.9300 ?
C14B C13B 1.384(5) ?
C14B H14B 0.9300 ?
C13B H13B 0.9300 ?
N2A C3A 1.338(3) y
N2A C2A 1.357(4) y
N2A C4A 1.459(3) y
N3A C7A 1.375(4) ?
N3A C8A 1.380(3) y
N3A C6A 1.454(3) ?
N4A C7A 1.344(4) ?
N4A N5A 1.378(4) y
N4A H7A 0.8600 ?
C8A N5A 1.300(3) ?
C8A C9A 1.460(4) ?
N1A C3A 1.304(4) ?
N1A C1A 1.362(4) y
O1A C7A 1.219(3) y
C6A C5A 1.513(4) ?
C6A H6A1 0.9700 ?
C6A H6A2 0.9700 ?
C5A C4A 1.518(4) ?
C5A H5A2 0.9700 ?
C5A H5A1 0.9700 ?
C9A C14A 1.381(5) ?
C9A C10A 1.382(4) ?
C4A H4A1 0.9700 ?
C4A H4A2 0.9700 ?
C3A H3A 0.9300 ?
C2A C1A 1.333(4) ?
C2A H2A 0.9300 ?
C1A H1A 0.9300 ?
C12A C11A 1.333(6) ?
C12A C13A 1.360(6) ?
C12A H12A 0.9300 ?
C14A C13A 1.382(6) ?
C14A H14A 0.9300 ?
C11A C10A 1.386(5) ?
C11A H11A 0.9300 ?
C10A H10A 0.9300 ?
C13A H13A 0.9300 ?
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
N4A H7A N1A 2_665 0.86 2.010 2.845(4) 164 yes
N4B H7B N1B 2_564 0.86 1.992 2.825(4) 163 yes
C2B H2B N1A 3_455 0.93 2.594 3.518(4) 172 yes
C3A H3A O1B . 0.93 2.574 3.343(4) 140 yes
C3B H3B O1A 1_455 0.93 2.440 3.233(4) 143 yes
C4A H4A2 O1B . 0.97 2.480 3.365(4) 152 yes
C4B H4B2 O1A 1_455 0.97 2.487 3.335(4) 146 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
C7B N3B C8B N5B -0.6(3)
C6B N3B C8B N5B -166.8(3)
C7B N3B C8B C9B -179.0(3)
C6B N3B C8B C9B 14.9(4)
C3B N2B C4B C5B 100.9(3)
C2B N2B C4B C5B -80.8(3)
N3B C8B N5B N4B 0.1(3)
C9B C8B N5B N4B 178.5(3)
C8B N3B C6B C5B 82.3(3)
C7B N3B C6B C5B -82.2(3)
N5B C8B C9B C14B 53.6(4)
N3B C8B C9B C14B -128.2(3)
N5B C8B C9B C10B -124.4(3)
N3B C8B C9B C10B 53.9(4)
C8B N5B N4B C7B 0.5(4)
C3B N2B C2B C1B -0.3(3)
C4B N2B C2B C1B -178.8(3)
N3B C6B C5B C4B -175.1(2)
N2B C4B C5B C6B -63.8(3)
C1B N1B C3B N2B -0.9(4)
C2B N2B C3B N1B 0.8(3)
C4B N2B C3B N1B 179.3(3)
N5B N4B C7B O1B 178.2(4)
N5B N4B C7B N3B -0.8(4)
C8B N3B C7B O1B -178.3(3)
C6B N3B C7B O1B -10.9(5)
C8B N3B C7B N4B 0.8(3)
C6B N3B C7B N4B 168.1(2)
C14B C9B C10B C11B -0.8(5)
C8B C9B C10B C11B 177.2(3)
C9B C10B C11B C12B 1.0(5)
N2B C2B C1B N1B -0.3(3)
C3B N1B C1B C2B 0.7(4)
C10B C11B C12B C13B -0.6(6)
C10B C9B C14B C13B 0.3(5)
C8B C9B C14B C13B -177.7(3)
C11B C12B C13B C14B 0.1(6)
C9B C14B C13B C12B 0.0(6)
C7A N3A C8A N5A 1.0(3)
C6A N3A C8A N5A 167.2(2)
C7A N3A C8A C9A 178.8(3)
C6A N3A C8A C9A -15.1(4)
N3A C8A N5A N4A -0.7(3)
C9A C8A N5A N4A -178.6(3)
C7A N4A N5A C8A 0.2(3)
C7A N3A C6A C5A 81.5(3)
C8A N3A C6A C5A -82.6(3)
N5A N4A C7A O1A -179.3(3)
N5A N4A C7A N3A 0.4(3)
C8A N3A C7A O1A 178.9(3)
C6A N3A C7A O1A 12.1(5)
C8A N3A C7A N4A -0.8(3)
C6A N3A C7A N4A -167.6(2)
N3A C6A C5A C4A 171.3(2)
N5A C8A C9A C14A -56.9(4)
N3A C8A C9A C14A 125.6(3)
N5A C8A C9A C10A 121.8(3)
N3A C8A C9A C10A -55.7(4)
C3A N2A C4A C5A -97.8(3)
C2A N2A C4A C5A 80.2(3)
C6A C5A C4A N2A 64.5(3)
C1A N1A C3A N2A 0.0(3)
C2A N2A C3A N1A 0.4(3)
C4A N2A C3A N1A 178.7(2)
C3A N2A C2A C1A -0.5(3)
C4A N2A C2A C1A -178.8(3)
N2A C2A C1A N1A 0.5(3)
C3A N1A C1A C2A -0.3(3)
C10A C9A C14A C13A 0.7(5)
C8A C9A C14A C13A 179.4(3)
C13A C12A C11A C10A -1.7(7)
C14A C9A C10A C11A -0.8(6)
C8A C9A C10A C11A -179.6(4)
C12A C11A C10A C9A 1.4(7)
C11A C12A C13A C14A 1.6(6)
C9A C14A C13A C12A -1.1(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26231340
