#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/18/1511829.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1511829
loop_
_publ_author_name
'Sakai, Ken-ichi'
'Nagahara, Kenta'
'Yoshii, Yuuya'
'Hoshino, Norihisa'
'Akutagawa, Tomoyuki'
_publ_section_title
;
 Structural and Spectroscopic Study of 6,7-Dicyano-Substituted Lumazine
 with High Electron Affinity and Proton Acidity
;
_journal_issue                   17
_journal_name_full               'The Journal of Physical Chemistry A'
_journal_page_first              3614
_journal_paper_doi               10.1021/jp401528c
_journal_volume                  117
_journal_year                    2013
_chemical_formula_moiety         'C24 H37 N7 O2'
_chemical_formula_sum            'C24 H37 N7 O2'
_chemical_formula_weight         455.60
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      12
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.1121(12)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   19.5748(4)
_cell_length_b                   12.6306(3)
_cell_length_c                   10.3215(3)
_cell_measurement_reflns_used    4405
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.17
_cell_measurement_theta_min      4.17
_cell_volume                     2541.75(11)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2002 (Burla, et al., 2003)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14692
_diffrn_reflns_theta_full        68.22
_diffrn_reflns_theta_max         68.22
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             984.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.480
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2438
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0762
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1502P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2391
_reflns_number_gt                1394
_reflns_number_total             2438
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jp401528c_si_005.cif
_cod_data_source_block           TBA-DCNLH
_cod_original_cell_volume        2541.75(9)
_cod_database_code               1511829
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,-Z
3 -X,-Y,-Z
4 +X,-Y,+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,-Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O3 O 0.49243(15) 0.0000 0.3292(3) 0.0654(9) Uani 1.0 4 d .
O4 O 0.68882(15) 0.0000 0.5954(3) 0.0666(9) Uani 1.0 4 d .
N1 N 0.76689(16) 0.0000 0.3853(3) 0.0489(9) Uani 1.0 4 d .
N6 N 0.69309(15) 0.0000 0.1374(3) 0.0509(9) Uani 1.0 4 d .
N8 N 0.59060(16) 0.0000 0.4616(4) 0.0541(9) Uani 1.0 4 d .
N9 N 0.58949(17) 0.0000 0.2281(3) 0.0548(10) Uani 1.0 4 d .
N12 N 0.82974(18) 0.0000 -0.0505(4) 0.0604(10) Uani 1.0 4 d .
N13 N 0.93041(18) 0.0000 0.2868(3) 0.0593(10) Uani 1.0 4 d .
C2 C 0.6985(2) 0.0000 0.3704(4) 0.0499(11) Uani 1.0 4 d .
C7 C 0.6596(2) 0.0000 0.2465(4) 0.0479(10) Uani 1.0 4 d .
C10 C 0.7975(2) 0.0000 0.0362(5) 0.0527(11) Uani 1.0 4 d .
C11 C 0.6623(2) 0.0000 0.4887(4) 0.0507(10) Uani 1.0 4 d .
C15 C 0.7982(2) 0.0000 0.2738(4) 0.0519(11) Uani 1.0 4 d .
C16 C 0.8721(2) 0.0000 0.2843(4) 0.0490(10) Uani 1.0 4 d .
C17 C 0.5570(2) 0.0000 0.3405(5) 0.0544(11) Uani 1.0 4 d .
C18 C 0.7607(2) 0.0000 0.1517(4) 0.0485(10) Uani 1.0 4 d .
H5 H 0.4322(18) 0.0000 0.396(4) 0.047(10) Uiso 1.0 4 d .
N26 N 0.5000 0.7496(2) 0.0000 0.0481(9) Uani 1.0 4 d .
C14 C 0.55418(13) 0.8217(2) -0.0504(3) 0.0491(8) Uani 1.0 8 d .
C19 C 0.53152(14) 0.67747(19) 0.1079(3) 0.0491(8) Uani 1.0 8 d .
C20 C 0.66186(15) 0.8451(2) -0.1596(4) 0.0559(8) Uani 1.0 8 d .
C21 C 0.61287(13) 0.7658(2) -0.1060(3) 0.0519(8) Uani 1.0 8 d .
C22 C 0.59318(15) 0.6541(2) 0.3297(3) 0.0560(8) Uani 1.0 8 d .
C23 C 0.56518(14) 0.7332(2) 0.2270(3) 0.0535(8) Uani 1.0 8 d .
C24 C 0.72422(15) 0.7934(3) -0.2103(3) 0.0594(9) Uani 1.0 8 d .
C25 C 0.62755(17) 0.7082(3) 0.4485(3) 0.0652(9) Uani 1.0 8 d .
H14A H 0.5315 0.8682 -0.1185 0.0589 Uiso 1.0 8 calc R
H14B H 0.5730 0.8676 0.0219 0.0589 Uiso 1.0 8 calc R
H19A H 0.4951 0.6305 0.1358 0.0589 Uiso 1.0 8 calc R
H19B H 0.5662 0.6320 0.0713 0.0589 Uiso 1.0 8 calc R
H20A H 0.6369 0.8856 -0.2310 0.0671 Uiso 1.0 8 calc R
H20B H 0.6774 0.8958 -0.0900 0.0671 Uiso 1.0 8 calc R
H21A H 0.5948 0.7176 -0.1765 0.0623 Uiso 1.0 8 calc R
H21B H 0.6380 0.7226 -0.0374 0.0623 Uiso 1.0 8 calc R
H22A H 0.5551 0.6095 0.3558 0.0672 Uiso 1.0 8 calc R
H22B H 0.6267 0.6070 0.2919 0.0672 Uiso 1.0 8 calc R
H23A H 0.5312 0.7798 0.2642 0.0642 Uiso 1.0 8 calc R
H23B H 0.6031 0.7783 0.2012 0.0642 Uiso 1.0 8 calc R
H24A H 0.7094 0.7445 -0.2810 0.0713 Uiso 1.0 8 calc R
H24B H 0.7498 0.7542 -0.1398 0.0713 Uiso 1.0 8 calc R
H24C H 0.7538 0.8480 -0.2430 0.0713 Uiso 1.0 8 calc R
H25A H 0.5943 0.7536 0.4874 0.0782 Uiso 1.0 8 calc R
H25B H 0.6658 0.7514 0.4233 0.0782 Uiso 1.0 8 calc R
H25C H 0.6449 0.6547 0.5119 0.0782 Uiso 1.0 8 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 N1 C15 115.4(4) yes . .
C7 N6 C18 117.6(4) yes . .
C11 N8 C17 125.1(4) yes . .
C7 N9 C17 114.7(4) yes . .
N1 C2 C7 123.5(4) yes . .
N1 C2 C11 117.3(4) yes . .
C7 C2 C11 119.1(4) yes . .
N6 C7 N9 116.0(4) yes . .
N6 C7 C2 119.1(4) yes . .
N9 C7 C2 124.9(4) yes . .
N12 C10 C18 176.3(5) yes . .
O4 C11 N8 122.4(4) yes . .
O4 C11 C2 125.1(4) yes . .
N8 C11 C2 112.5(4) yes . .
N1 C15 C16 117.7(4) yes . .
N1 C15 C18 121.7(4) yes . .
C16 C15 C18 120.6(4) yes . .
N13 C16 C15 177.0(5) yes . .
O3 C17 N8 119.0(5) yes . .
O3 C17 N9 117.3(4) yes . .
N8 C17 N9 123.7(4) yes . .
N6 C18 C10 118.4(4) yes . .
N6 C18 C15 122.8(4) yes . .
C10 C18 C15 118.8(4) yes . .
C14 N26 C14 106.6(2) yes . 2_655
C14 N26 C19 110.94(14) yes . .
C14 N26 C19 110.85(15) yes . 2_655
C14 N26 C19 110.85(15) yes 2_655 .
C14 N26 C19 110.94(14) yes 2_655 2_655
C19 N26 C19 106.7(2) yes . 2_655
N26 C14 C21 115.4(2) yes . .
N26 C19 C23 115.6(2) yes . .
C21 C20 C24 113.2(3) yes . .
C14 C21 C20 110.9(3) yes . .
C23 C22 C25 112.0(3) yes . .
C19 C23 C22 111.3(2) yes . .
C17 O3 H5 145.9(14) no . .
N26 C14 H14A 108.431 no . .
N26 C14 H14B 108.437 no . .
C21 C14 H14A 108.439 no . .
C21 C14 H14B 108.435 no . .
H14A C14 H14B 107.470 no . .
N26 C19 H19A 108.371 no . .
N26 C19 H19B 108.370 no . .
C23 C19 H19A 108.373 no . .
C23 C19 H19B 108.375 no . .
H19A C19 H19B 107.439 no . .
C21 C20 H20A 108.946 no . .
C21 C20 H20B 108.945 no . .
C24 C20 H20A 108.936 no . .
C24 C20 H20B 108.940 no . .
H20A C20 H20B 107.750 no . .
C14 C21 H21A 109.458 no . .
C14 C21 H21B 109.463 no . .
C20 C21 H21A 109.462 no . .
C20 C21 H21B 109.458 no . .
H21A C21 H21B 108.043 no . .
C23 C22 H22A 109.207 no . .
C23 C22 H22B 109.211 no . .
C25 C22 H22A 109.212 no . .
C25 C22 H22B 109.208 no . .
H22A C22 H22B 107.905 no . .
C19 C23 H23A 109.380 no . .
C19 C23 H23B 109.377 no . .
C22 C23 H23A 109.381 no . .
C22 C23 H23B 109.379 no . .
H23A C23 H23B 107.996 no . .
C20 C24 H24A 109.476 no . .
C20 C24 H24B 109.473 no . .
C20 C24 H24C 109.469 no . .
H24A C24 H24B 109.471 no . .
H24A C24 H24C 109.469 no . .
H24B C24 H24C 109.469 no . .
C22 C25 H25A 109.469 no . .
C22 C25 H25B 109.474 no . .
C22 C25 H25C 109.468 no . .
H25A C25 H25B 109.472 no . .
H25A C25 H25C 109.471 no . .
H25B C25 H25C 109.474 no . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_2
O3 C17 1.259(5) yes .
O4 C11 1.175(5) yes .
N1 C2 1.334(5) yes .
N1 C15 1.351(6) yes .
N6 C7 1.353(6) yes .
N6 C18 1.319(5) yes .
N8 C11 1.406(5) yes .
N8 C17 1.360(7) yes .
N9 C7 1.369(5) yes .
N9 C17 1.372(6) yes .
N12 C10 1.140(7) yes .
N13 C16 1.139(6) yes .
C2 C7 1.429(6) yes .
C2 C11 1.465(6) yes .
C10 C18 1.447(7) yes .
C15 C16 1.441(6) yes .
C15 C18 1.401(6) yes .
N26 C14 1.524(3) yes .
N26 C14 1.524(3) yes 2_655
N26 C19 1.526(3) yes .
N26 C19 1.526(3) yes 2_655
C14 C21 1.505(4) yes .
C19 C23 1.516(4) yes .
C20 C21 1.524(4) yes .
C20 C24 1.518(5) yes .
C22 C23 1.524(4) yes .
C22 C25 1.508(5) yes .
O3 H5 1.41(4) no .
C14 H14A 0.990 no .
C14 H14B 0.990 no .
C19 H19A 0.990 no .
C19 H19B 0.990 no .
C20 H20A 0.990 no .
C20 H20B 0.990 no .
C21 H21A 0.990 no .
C21 H21B 0.990 no .
C22 H22A 0.990 no .
C22 H22B 0.990 no .
C23 H23A 0.990 no .
C23 H23B 0.990 no .
C24 H24A 0.980 no .
C24 H24B 0.980 no .
C24 H24C 0.980 no .
C25 H25A 0.980 no .
C25 H25B 0.980 no .
C25 H25C 0.980 no .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_2
O3 C7 3.455(5) no .
O3 C11 3.577(5) no .
O4 N1 2.762(5) no .
O4 C7 3.596(5) no .
O4 C17 3.517(6) no .
N1 N6 2.824(5) no .
N1 N13 3.444(5) no .
N6 N12 3.441(5) no .
N6 C17 3.534(6) no .
N8 C7 2.700(6) no .
N9 C11 2.930(5) no .
N9 C18 3.511(6) no .
N12 C15 3.457(6) no .
N12 C16 3.481(6) no .
N13 C10 3.501(6) no .
N13 C18 3.486(5) no .
C2 C16 3.588(6) no .
C2 C17 2.760(6) no .
C2 C18 2.659(6) no .
C7 C15 2.703(6) no .
C10 C16 2.833(7) no .
N26 C21 2.560(3) no 2_655
N26 C23 2.574(3) no 2_655
C14 C23 3.063(4) no .
C14 C23 3.044(4) no 2_655
C19 C21 3.047(4) no .
C19 C21 3.037(4) no 2_655
O3 O3 3.512(5) no 2_656
O3 N8 2.816(5) no 2_656
O4 C20 3.277(4) no 1_546
O4 C20 3.277(4) no 4_566
O4 C24 3.326(4) no 1_546
O4 C24 3.326(4) no 4_566
N8 O3 2.816(5) no 2_656
N9 C23 3.403(3) no 1_545
N9 C23 3.403(3) no 4_565
C17 C23 3.575(3) no 1_545
C17 C23 3.575(3) no 4_565
C20 O4 3.277(4) no 1_564
C23 N9 3.403(3) no 1_565
C23 C17 3.575(3) no 1_565
C24 O4 3.326(4) no 1_564
N8 H5 3.11(4) no .
N26 H14A 2.0633 no 2_655
N26 H14B 2.0634 no 2_655
N26 H19A 2.0641 no 2_655
N26 H19B 2.0640 no 2_655
N26 H21A 2.7434 no .
N26 H21A 2.7434 no 2_655
N26 H21B 2.7836 no .
N26 H21B 2.7836 no 2_655
N26 H23A 2.7668 no .
N26 H23A 2.7668 no 2_655
N26 H23B 2.7879 no .
N26 H23B 2.7879 no 2_655
C14 H14A 2.5930 no 2_655
C14 H14B 2.5988 no 2_655
C14 H19A 3.3555 no .
C14 H19A 2.7177 no 2_655
C14 H19B 2.7061 no .
C14 H19B 3.3546 no 2_655
C14 H20A 2.6988 no .
C14 H20B 2.6526 no .
C14 H23A 3.3595 no .
C14 H23A 2.6988 no 2_655
C14 H23B 2.7427 no .
C14 H23B 3.3689 no 2_655
C19 H14A 3.3564 no .
C19 H14A 2.7140 no 2_655
C19 H14B 2.7098 no .
C19 H14B 3.3555 no 2_655
C19 H19A 2.5912 no 2_655
C19 H19B 2.6044 no 2_655
C19 H21A 3.3248 no .
C19 H21A 2.6799 no 2_655
C19 H21B 2.7340 no .
C19 H21B 3.3819 no 2_655
C19 H22A 2.6991 no .
C19 H22B 2.6903 no .
C20 H14A 2.6390 no .
C20 H14B 2.6819 no .
C21 H19A 2.7142 no 2_655
C21 H19B 2.7092 no .
C21 H23A 3.1351 no 2_655
C21 H23B 3.1979 no .
C21 H24A 2.7404 no .
C21 H24B 2.7367 no .
C21 H24C 3.3736 no .
C22 H19A 2.6642 no .
C22 H19B 2.6866 no .
C23 H14A 2.7142 no 2_655
C23 H14B 2.7279 no .
C23 H21A 3.1339 no 2_655
C23 H21B 3.1916 no .
C23 H25A 2.7094 no .
C23 H25B 2.7068 no .
C23 H25C 3.3541 no .
C24 H21A 2.7598 no .
C24 H21B 2.7149 no .
C25 H23A 2.7116 no .
C25 H23B 2.7030 no .
H14A H14A 2.8371 no 2_655
H14A H14B 2.3556 no 2_655
H14A H19A 3.0502 no 2_655
H14A H20A 2.4644 no .
H14A H20B 2.8650 no .
H14A H21A 2.3749 no .
H14A H21B 2.8488 no .
H14A H23A 2.1654 no 2_655
H14A H23B 2.9270 no 2_655
H14B H14B 2.8541 no 2_655
H14B H19B 3.0243 no .
H14B H20A 3.0011 no .
H14B H20B 2.4606 no .
H14B H21A 2.8492 no .
H14B H21B 2.3417 no .
H14B H23A 2.9188 no .
H14B H23B 2.2029 no .
H19A H19A 2.8263 no 2_655
H19A H19B 2.3566 no 2_655
H19A H21A 2.1479 no 2_655
H19A H21B 2.9500 no 2_655
H19A H22A 2.4759 no .
H19A H22B 2.9290 no .
H19A H23A 2.3755 no .
H19A H23B 2.8560 no .
H19B H19B 2.8658 no 2_655
H19B H21A 2.8777 no .
H19B H21A 3.5904 no 2_655
H19B H21B 2.1963 no .
H19B H22A 2.9767 no .
H19B H22B 2.4904 no .
H19B H23A 2.8563 no .
H19B H23B 2.3581 no .
H20A H21A 2.3624 no .
H20A H21B 2.8679 no .
H20A H23A 3.5399 no 2_655
H20A H24A 2.3637 no .
H20A H24B 2.8554 no .
H20A H24C 2.3514 no .
H20B H21A 2.8677 no .
H20B H21B 2.3980 no .
H20B H24A 2.8555 no .
H20B H24B 2.3667 no .
H20B H24C 2.3487 no .
H21A H22A 3.5949 no 2_655
H21A H23A 2.6677 no 2_655
H21A H24A 2.5963 no .
H21A H24B 3.0591 no .
H21B H23B 2.7066 no .
H21B H24A 2.9962 no .
H21B H24B 2.5443 no .
H22A H23A 2.3784 no .
H22A H23B 2.8701 no .
H22A H25A 2.3573 no .
H22A H25B 2.8503 no .
H22A H25C 2.3470 no .
H22B H23A 2.8700 no .
H22B H23B 2.3852 no .
H22B H25A 2.8502 no .
H22B H25B 2.3594 no .
H22B H25C 2.3450 no .
H23A H25A 2.5365 no .
H23A H25B 2.9991 no .
H23B H25A 2.9898 no .
H23B H25B 2.5245 no .
H23B H25C 3.5941 no .
O3 H5 3.08(4) no 2_656
O3 H14A 2.7454 no 2_645
O3 H14A 2.7454 no 3_665
O3 H20A 3.0108 no 2_645
O3 H20A 3.0108 no 3_665
O3 H23A 2.9760 no 1_545
O3 H23A 2.9760 no 4_565
O4 H5 2.38(4) no 2_656
O4 H20A 2.5801 no 1_546
O4 H20A 2.5801 no 4_566
O4 H20B 3.5292 no 1_546
O4 H20B 3.5292 no 4_566
O4 H24A 3.4803 no 1_546
O4 H24A 3.4803 no 4_566
O4 H24C 2.7762 no 1_546
O4 H24C 2.7762 no 4_566
N1 H24A 3.3166 no 6_645
N1 H24A 3.3166 no 7_655
N1 H25C 2.7564 no 6_646
N1 H25C 2.7564 no 7_656
N6 H14B 3.0403 no 1_545
N6 H14B 3.0403 no 4_565
N6 H20B 2.6841 no 1_545
N6 H20B 2.6841 no 4_565
N6 H23B 3.4039 no 1_545
N6 H23B 3.4039 no 4_565
N6 H24B 3.3994 no 6_645
N6 H24B 3.3994 no 7_655
N8 H5 1.58(4) no 2_656
N8 H20A 3.5304 no 1_546
N8 H20A 3.5304 no 4_566
N8 H23A 3.5807 no 1_545
N8 H23A 3.5807 no 4_565
N8 H25A 3.1244 no 1_545
N8 H25A 3.1244 no 4_565
N8 H25B 3.5046 no 1_545
N8 H25B 3.5046 no 4_565
N9 H14A 3.0308 no 2_645
N9 H14A 3.0308 no 3_665
N9 H14B 2.7036 no 1_545
N9 H14B 2.7036 no 4_565
N9 H23A 3.0421 no 1_545
N9 H23A 3.0421 no 4_565
N9 H23B 2.8292 no 1_545
N9 H23B 2.8292 no 4_565
N12 H19B 2.6550 no 6_645
N12 H19B 2.6550 no 7_655
N12 H20B 3.2518 no 1_545
N12 H20B 3.2518 no 4_565
N12 H21B 3.0042 no 6_645
N12 H21B 3.0042 no 7_655
N12 H22B 3.0238 no 6_645
N12 H22B 3.0238 no 7_655
N12 H24B 3.5611 no 1_545
N12 H24B 3.5611 no 4_565
N12 H24C 3.0519 no 1_545
N12 H24C 3.0519 no 4_565
N13 H19A 2.6648 no 5_545
N13 H19A 2.6648 no 8_555
N13 H21A 2.9989 no 6_645
N13 H21A 2.9989 no 7_655
N13 H22A 2.8403 no 5_545
N13 H22A 2.8403 no 8_555
N13 H25C 3.2949 no 6_646
N13 H25C 3.2949 no 7_656
C2 H25B 3.2601 no 1_545
C2 H25B 3.2601 no 4_565
C7 H14B 3.2163 no 1_545
C7 H14B 3.2163 no 4_565
C7 H23B 3.0319 no 1_545
C7 H23B 3.0319 no 4_565
C10 H19B 3.4136 no 6_645
C10 H19B 3.4136 no 7_655
C10 H20B 2.8998 no 1_545
C10 H20B 2.8998 no 4_565
C10 H21B 3.0818 no 6_645
C10 H21B 3.0818 no 7_655
C10 H24B 3.5332 no 6_645
C10 H24B 3.5332 no 7_655
C10 H24C 3.5042 no 1_545
C10 H24C 3.5042 no 4_565
C11 H5 2.29(4) no 2_656
C11 H20A 3.3110 no 1_546
C11 H20A 3.3110 no 4_566
C11 H25A 3.3852 no 1_545
C11 H25A 3.3852 no 4_565
C11 H25B 3.2133 no 1_545
C11 H25B 3.2133 no 4_565
C15 H24A 3.0928 no 6_645
C15 H24A 3.0928 no 7_655
C15 H24B 3.5878 no 6_645
C15 H24B 3.5878 no 7_655
C15 H25C 3.0842 no 6_646
C15 H25C 3.0842 no 7_656
C16 H19A 3.3942 no 5_545
C16 H19A 3.3942 no 8_555
C16 H21A 3.0565 no 6_645
C16 H21A 3.0565 no 7_655
C16 H24A 3.4741 no 6_645
C16 H24A 3.4741 no 7_655
C16 H25C 2.9120 no 6_646
C16 H25C 2.9120 no 7_656
C17 H5 2.71(4) no 2_656
C17 H14A 3.2119 no 2_645
C17 H14A 3.2120 no 3_665
C17 H23A 2.9230 no 1_545
C17 H23A 2.9230 no 4_565
C17 H23B 3.3099 no 1_545
C17 H23B 3.3099 no 4_565
C17 H25A 3.5103 no 1_545
C17 H25A 3.5103 no 4_565
C18 H20B 3.1445 no 1_545
C18 H20B 3.1445 no 4_565
C18 H24A 3.3944 no 6_645
C18 H24A 3.3944 no 7_655
C18 H24B 3.2189 no 6_645
C18 H24B 3.2189 no 7_655
H5 O3 3.08(4) no 2_656
H5 O4 2.38(4) no 2_656
H5 N8 1.58(4) no 2_656
H5 C11 2.29(4) no 2_656
H5 C17 2.71(4) no 2_656
H5 H5 3.27(5) no 2_656
H5 C20 3.51(3) no 2_645
H5 C20 3.51(3) no 3_665
H5 H14A 3.4364 no 2_645
H5 H14A 3.4364 no 3_665
H5 H20A 2.5278 no 2_645
H5 H20A 2.5278 no 3_665
H5 H25A 3.3959 no 2_646
H5 H25A 3.3959 no 3_666
C20 H5 3.51(3) no 2_665
C20 H20A 3.5052 no 4_575
C20 H20B 3.3580 no 4_575
C21 H24B 3.5376 no 7_665
C22 H22A 3.4273 no 4_565
C22 H22B 3.3916 no 4_565
C22 H24C 3.2019 no 7_665
C24 H21B 3.5526 no 7_665
C24 H22B 3.3539 no 7_665
C24 H23B 3.4922 no 7_665
C24 H25B 3.2608 no 7_665
C24 H25C 3.5926 no 1_554
C25 H24A 3.1263 no 1_556
C25 H24C 3.3577 no 7_665
H14A O3 2.7454 no 2_665
H14A N9 3.0308 no 2_665
H14A C17 3.2120 no 2_665
H14A H5 3.4364 no 2_665
H14A H14A 3.3287 no 4_575
H14B N6 3.0403 no 1_565
H14B N9 2.7036 no 1_565
H14B C7 3.2163 no 1_565
H14B H14B 3.3448 no 4_575
H19A N13 2.6648 no 5_455
H19A C16 3.3942 no 5_455
H19A H19A 3.2963 no 4_565
H19B N12 2.6550 no 6_655
H19B C10 3.4136 no 6_655
H19B H19B 3.3340 no 4_565
H20A O3 3.0108 no 2_665
H20A O4 2.5801 no 1_564
H20A N8 3.5304 no 1_564
H20A C11 3.3110 no 1_564
H20A H5 2.5278 no 2_665
H20A C20 3.5052 no 4_575
H20A H20A 2.8894 no 4_575
H20A H20B 3.1875 no 4_575
H20A H25A 3.3909 no 1_554
H20B O4 3.5292 no 1_564
H20B N6 2.6841 no 1_565
H20B N12 3.2518 no 1_565
H20B C10 2.8998 no 1_565
H20B C18 3.1445 no 1_565
H20B C20 3.3580 no 4_575
H20B H20A 3.1875 no 4_575
H20B H20B 2.6312 no 4_575
H20B H24B 3.2627 no 7_665
H21A N13 2.9989 no 6_655
H21A C16 3.0565 no 6_655
H21A H25A 3.4980 no 1_554
H21A H25C 3.5360 no 1_554
H21B N12 3.0042 no 6_655
H21B C10 3.0818 no 6_655
H21B C24 3.5526 no 7_665
H21B H24B 2.7456 no 7_665
H21B H24C 3.5442 no 7_665
H22A N13 2.8403 no 5_455
H22A C22 3.4273 no 4_565
H22A H22A 2.7666 no 4_565
H22A H22B 3.1692 no 4_565
H22B N12 3.0238 no 6_655
H22B C22 3.3916 no 4_565
H22B C24 3.3539 no 7_665
H22B H22A 3.1692 no 4_565
H22B H22B 2.7040 no 4_565
H22B H24B 3.4736 no 7_665
H22B H24C 2.5025 no 7_665
H23A O3 2.9760 no 1_565
H23A N8 3.5807 no 1_565
H23A N9 3.0421 no 1_565
H23A C17 2.9230 no 1_565
H23B N6 3.4039 no 1_565
H23B N9 2.8292 no 1_565
H23B C7 3.0319 no 1_565
H23B C17 3.3099 no 1_565
H23B C24 3.4922 no 7_665
H23B H24B 3.0317 no 7_665
H23B H24C 3.2188 no 7_665
H24A O4 3.4803 no 1_564
H24A N1 3.3166 no 6_655
H24A C15 3.0928 no 6_655
H24A C16 3.4741 no 6_655
H24A C18 3.3944 no 6_655
H24A C25 3.1263 no 1_554
H24A H25A 3.1373 no 1_554
H24A H25B 3.0958 no 1_554
H24A H25B 2.9621 no 7_665
H24A H25C 2.6395 no 1_554
H24B N6 3.3994 no 6_655
H24B N12 3.5611 no 1_565
H24B C10 3.5332 no 6_655
H24B C15 3.5878 no 6_655
H24B C18 3.2189 no 6_655
H24B C21 3.5376 no 7_665
H24B H20B 3.2627 no 7_665
H24B H21B 2.7456 no 7_665
H24B H22B 3.4736 no 7_665
H24B H23B 3.0317 no 7_665
H24B H24B 2.8862 no 7_665
H24B H25B 3.4881 no 7_665
H24C O4 2.7762 no 1_564
H24C N12 3.0519 no 1_565
H24C C10 3.5042 no 1_565
H24C C22 3.2019 no 7_665
H24C C25 3.3577 no 7_665
H24C H21B 3.5442 no 7_665
H24C H22B 2.5025 no 7_665
H24C H23B 3.2188 no 7_665
H24C H25B 2.8361 no 7_665
H24C H25C 3.5517 no 7_665
H25A N8 3.1244 no 1_565
H25A C11 3.3852 no 1_565
H25A C17 3.5103 no 1_565
H25A H5 3.3959 no 2_666
H25A H20A 3.3909 no 1_556
H25A H21A 3.4980 no 1_556
H25A H24A 3.1373 no 1_556
H25B N8 3.5046 no 1_565
H25B C2 3.2601 no 1_565
H25B C11 3.2133 no 1_565
H25B C24 3.2608 no 7_665
H25B H24A 3.0958 no 1_556
H25B H24A 2.9621 no 7_665
H25B H24B 3.4881 no 7_665
H25B H24C 2.8361 no 7_665
H25B H25B 3.5282 no 7_666
H25C N1 2.7564 no 6_656
H25C N13 3.2949 no 6_656
H25C C15 3.0842 no 6_656
H25C C16 2.9120 no 6_656
H25C C24 3.5926 no 1_556
H25C H21A 3.5360 no 1_556
H25C H24A 2.6395 no 1_556
H25C H24C 3.5517 no 7_665
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_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H5 N8 2_656 2.816(5) 1.415 1.58(4) 140(3) no
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
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 N1 C15 C16 180.0 no . . .
C2 N1 C15 C18 0.0 no . . .
C15 N1 C2 C7 0.0 no . . .
C15 N1 C2 C11 180.0 no . . .
C7 N6 C18 C10 180.0 no . . .
C7 N6 C18 C15 0.0 no . . .
C18 N6 C7 N9 180.0 no . . .
C18 N6 C7 C2 0.0 no . . .
C11 N8 C17 O3 180.0 no . . .
C11 N8 C17 N9 0.0 no . . .
C17 N8 C11 O4 180.0 no . . .
C17 N8 C11 C2 0.0 no . . .
C7 N9 C17 O3 180.0 no . . .
C7 N9 C17 N8 0.0 no . . .
C17 N9 C7 N6 180.0 no . . .
C17 N9 C7 C2 0.0 no . . .
N1 C2 C7 N6 0.0 no . . .
N1 C2 C7 N9 180.0 no . . .
N1 C2 C11 O4 0.0 no . . .
N1 C2 C11 N8 180.0 no . . .
C7 C2 C11 O4 180.0 no . . .
C7 C2 C11 N8 0.0 no . . .
C11 C2 C7 N6 180.0 no . . .
C11 C2 C7 N9 0.0 no . . .
N1 C15 C18 N6 0.0 no . . .
N1 C15 C18 C10 180.0 no . . .
C16 C15 C18 N6 180.0 no . . .
C16 C15 C18 C10 0.0 no . . .
C14 N26 C14 C21 -179.64(17) no . 2_655 2_655
C14 N26 C14 C21 -179.64(17) no 2_655 . .
C14 N26 C19 C23 60.0(3) no . . .
C19 N26 C14 C21 59.6(3) no . . .
C14 N26 C19 C23 -58.3(3) no . 2_655 2_655
C19 N26 C14 C21 -58.8(3) no 2_655 . .
C14 N26 C19 C23 -58.3(3) no 2_655 . .
C19 N26 C14 C21 -58.8(3) no . 2_655 2_655
C14 N26 C19 C23 60.0(3) no 2_655 2_655 2_655
C19 N26 C14 C21 59.6(3) no 2_655 2_655 2_655
C19 N26 C19 C23 -179.16(18) no . 2_655 2_655
C19 N26 C19 C23 -179.16(18) no 2_655 . .
N26 C14 C21 C20 177.11(16) no . . .
N26 C19 C23 C22 178.48(17) no . . .
C24 C20 C21 C14 176.9(3) no . . .
C25 C22 C23 C19 179.4(3) no . . .
