#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/83/2228332.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_2228332
loop_
_publ_author_name
'Kumar, Raju Suresh'
'Osman, Hasnah'
'Abdul Rahim, Aisyah Saad'
'Hemamalini, Madhukar'
'Fun, Hoong-Kun'
_publ_section_title
;
 11-[(E)-Benzylidene]-14-hydroxy-8-phenyl-3,13-diazaheptacyclo[13.7.1.1^9,13^.0^2,9^.0^2,14^.0^3,7^.0^19,23^]tetracosa-1(22),15,17,19(23),20-pentaen-10-one
;
_journal_coeditor_code           HB5701
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3045
_journal_paper_doi               10.1107/S1600536810043874
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C35 H30 N2 O2'
_chemical_formula_moiety         'C35 H30 N2 O2'
_chemical_formula_sum            'C35 H30 N2 O2'
_chemical_formula_weight         510.61
_chemical_name_systematic
;
11-[(E)-Benzylidene]-14-hydroxy-8-phenyl-3,13-
diazaheptacyclo[13.7.1.1^9,13^.0^2,9^.0^2,14^.0^3,7^.0^19,23^]tetracosa-
1(22),15,17,19(23),20-pentaen-10-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.927(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2264(19)
_cell_length_b                   15.600(3)
_cell_length_c                   15.031(3)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      35.37
_cell_measurement_theta_min      2.68
_cell_volume                     2626.2(9)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEXII DUO CCD'
_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  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            44214
_diffrn_reflns_theta_full        35.44
_diffrn_reflns_theta_max         35.44
_diffrn_reflns_theta_min         1.88
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.428
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         11860
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0459
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0795P)²+0.4943P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1286
_refine_ls_wR_factor_ref         0.1445
_reflns_number_gt                9771
_reflns_number_total             11860
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5701.cif
_cod_data_source_block           I
_cod_original_cell_volume        2626.2(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2228332
_cod_database_fobs_code          2228332
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 -0.17017(5) 0.82679(4) 1.03805(4) 0.01641(11) Uani d . 1 . .
O O2 0.08100(6) 0.56861(4) 0.87384(4) 0.01734(11) Uani d . 1 . .
N N1 0.08145(6) 0.63805(4) 1.01254(4) 0.01357(11) Uani d . 1 . .
N N2 -0.13097(6) 0.63195(4) 0.83198(4) 0.01472(12) Uani d . 1 A .
C C1 0.22693(8) 0.98132(6) 1.04040(7) 0.02372(17) Uani d . 1 . .
H H1A 0.1715 1.0100 1.0024 0.028 Uiso calc R 1 . .
C C2 0.34217(9) 1.01357(7) 1.05405(8) 0.0296(2) Uani d . 1 . .
H H2A 0.3638 1.0632 1.0249 0.035 Uiso calc R 1 . .
C C3 0.42518(9) 0.97128(8) 1.11159(8) 0.0305(2) Uani d . 1 . .
H H3A 0.5029 0.9919 1.1199 0.037 Uiso calc R 1 . .
C C4 0.39160(9) 0.89812(7) 1.15656(7) 0.02777(19) Uani d . 1 . .
H H4A 0.4465 0.8707 1.1960 0.033 Uiso calc R 1 . .
C C5 0.27640(8) 0.86573(6) 1.14284(6) 0.02156(16) Uani d . 1 . .
H H5A 0.2545 0.8170 1.1734 0.026 Uiso calc R 1 . .
C C6 0.19310(7) 0.90631(5) 1.08312(5) 0.01729(14) Uani d . 1 . .
C C7 0.07160(7) 0.87336(5) 1.06380(5) 0.01624(13) Uani d . 1 . .
H H7A 0.0115 0.9142 1.0555 0.019 Uiso calc R 1 . .
C C8 0.03709(7) 0.79064(5) 1.05664(5) 0.01353(12) Uani d . 1 . .
C C9 -0.09132(7) 0.77452(5) 1.02769(4) 0.01271(12) Uani d . 1 . .
C C10 -0.11593(6) 0.68998(5) 0.98022(4) 0.01195(12) Uani d . 1 A .
C C11 -0.04233(7) 0.61895(5) 1.03138(5) 0.01437(13) Uani d . 1 . .
H H11A -0.0526 0.6218 1.0949 0.017 Uiso calc R 1 . .
H H11B -0.0658 0.5625 1.0097 0.017 Uiso calc R 1 . .
C C12 0.12122(7) 0.71385(5) 1.06502(5) 0.01484(13) Uani d . 1 . .
H H12A 0.1987 0.7314 1.0466 0.018 Uiso calc R 1 . .
H H12B 0.1314 0.6975 1.1273 0.018 Uiso calc R 1 . .
C C13 -0.05607(6) 0.69047(5) 0.88921(4) 0.01160(12) Uani d . 1 . .
C C14 -0.02779(7) 0.77725(5) 0.85018(4) 0.01251(12) Uani d . 1 . .
C C15 -0.09918(7) 0.84537(5) 0.82280(5) 0.01555(13) Uani d . 1 . .
H H15A -0.1814 0.8428 0.8269 0.019 Uiso calc R 1 . .
C C16 -0.04540(8) 0.91968(5) 0.78807(5) 0.01880(14) Uani d . 1 . .
H H16A -0.0936 0.9656 0.7692 0.023 Uiso calc R 1 . .
C C17 0.07616(8) 0.92554(5) 0.78155(6) 0.02024(15) Uani d . 1 . .
H H17A 0.1085 0.9744 0.7573 0.024 Uiso calc R 1 . .
C C18 0.15253(8) 0.85727(5) 0.81173(5) 0.01741(14) Uani d . 1 . .
C C19 0.27885(8) 0.85440(6) 0.81185(6) 0.02362(17) Uani d . 1 . .
H H19A 0.3199 0.9005 0.7894 0.028 Uiso calc R 1 . .
C C20 0.34140(8) 0.78384(7) 0.84497(7) 0.02464(17) Uani d . 1 . .
H H20A 0.4241 0.7835 0.8440 0.030 Uiso calc R 1 . .
C C21 0.28357(7) 0.71167(6) 0.88052(6) 0.01966(15) Uani d . 1 . .
H H21A 0.3274 0.6650 0.9032 0.024 Uiso calc R 1 . .
C C22 0.16109(7) 0.71277(5) 0.88051(5) 0.01407(12) Uani d . 1 . .
C C23 0.07360(6) 0.64942(5) 0.91446(5) 0.01248(12) Uani d . 1 . .
C C24 0.09706(7) 0.78439(5) 0.84559(5) 0.01361(12) Uani d . 1 . .
C C25 -0.16597(7) 0.65570(5) 0.73850(5) 0.01698(14) Uani d . 1 . .
H H25A -0.1511 0.6088 0.6984 0.020 Uiso calc PR 0.670(3) A 1
H H25B -0.1220 0.7057 0.7207 0.020 Uiso calc PR 0.670(3) A 1
H H25C -0.1085 0.6350 0.6992 0.020 Uiso d PR 0.330(3) A 2
H H25D -0.1727 0.7168 0.7321 0.020 Uiso d PR 0.330(3) A 2
C C26A -0.29771(12) 0.67498(9) 0.73760(9) 0.0215(3) Uani d P 0.670(3) A 1
H H26A -0.3112 0.7338 0.7553 0.026 Uiso calc PR 0.670(3) A 1
H H26B -0.3366 0.6655 0.6788 0.026 Uiso calc PR 0.670(3) A 1
C C26B -0.2896(2) 0.61090(17) 0.71830(17) 0.0182(6) Uani d P 0.330(3) A 2
H H26C -0.3382 0.6421 0.6734 0.022 Uiso calc PR 0.330(3) A 2
H H26D -0.2796 0.5524 0.6982 0.022 Uiso calc PR 0.330(3) A 2
C C27 -0.34291(9) 0.61299(8) 0.80440(6) 0.02674(19) Uani d . 1 . .
H H27A -0.3591 0.5573 0.7775 0.032 Uiso calc PR 0.670(3) A 1
H H27B -0.4152 0.6343 0.8286 0.032 Uiso calc PR 0.670(3) A 1
H H27C -0.3963 0.5654 0.8092 0.032 Uiso d PR 0.330(3) A 2
H H27D -0.3870 0.6651 0.8107 0.032 Uiso d PR 0.330(3) A 2
C C28 -0.24037(8) 0.60765(6) 0.87702(5) 0.01829(14) Uani d . 1 A .
H H28A -0.2329 0.5491 0.9003 0.022 Uiso calc R 1 . .
C C29 -0.24766(7) 0.67195(5) 0.95408(5) 0.01499(13) Uani d . 1 . .
H H29A -0.2825 0.7249 0.9287 0.018 Uiso calc R 1 A .
C C30 -0.32410(7) 0.64389(6) 1.02785(6) 0.01837(14) Uani d . 1 A .
C C31 -0.41977(9) 0.69454(7) 1.04970(9) 0.0308(2) Uani d . 1 . .
H H31A -0.4363 0.7452 1.0186 0.037 Uiso calc R 1 A .
C C32 -0.49117(13) 0.67017(9) 1.11779(12) 0.0489(4) Uani d . 1 A .
H H32A -0.5564 0.7036 1.1306 0.059 Uiso calc R 1 . .
C C33 -0.46481(14) 0.59586(9) 1.16659(11) 0.0487(4) Uani d . 1 . .
H H33A -0.5104 0.5809 1.2136 0.058 Uiso calc R 1 A .
C C34 -0.37055(11) 0.54436(8) 1.14494(8) 0.0341(2) Uani d . 1 A .
H H34A -0.3530 0.4945 1.1771 0.041 Uiso calc R 1 . .
C C35 -0.30215(8) 0.56737(6) 1.07490(6) 0.02335(17) Uani d . 1 . .
H H35A -0.2410 0.5314 1.0591 0.028 Uiso calc R 1 A .
H H1O2 0.0112(16) 0.5609(11) 0.8451(11) 0.041(4) Uiso 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'
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
C23 O2 H1O2 . . 105.1(11) ?
C11 N1 C12 . . 108.40(6) ?
C11 N1 C23 . . 102.93(6) ?
C12 N1 C23 . . 115.58(6) ?
C13 N2 C25 . . 120.12(6) ?
C13 N2 C28 . . 110.27(6) ?
C25 N2 C28 . . 108.73(6) ?
C2 C1 C6 . . 120.92(9) ?
C2 C1 H1A . . 119.5 ?
C6 C1 H1A . . 119.5 ?
C1 C2 C3 . . 119.76(10) ?
C1 C2 H2A . . 120.1 ?
C3 C2 H2A . . 120.1 ?
C4 C3 C2 . . 119.86(9) ?
C4 C3 H3A . . 120.1 ?
C2 C3 H3A . . 120.1 ?
C5 C4 C3 . . 120.40(9) ?
C5 C4 H4A . . 119.8 ?
C3 C4 H4A . . 119.8 ?
C4 C5 C6 . . 120.24(9) ?
C4 C5 H5A . . 119.9 ?
C6 C5 H5A . . 119.9 ?
C1 C6 C5 . . 118.76(8) ?
C1 C6 C7 . . 118.66(8) ?
C5 C6 C7 . . 122.58(8) ?
C8 C7 C6 . . 127.48(7) ?
C8 C7 H7A . . 116.3 ?
C6 C7 H7A . . 116.3 ?
C7 C8 C9 . . 116.67(7) ?
C7 C8 C12 . . 124.86(7) ?
C9 C8 C12 . . 118.05(7) ?
O1 C9 C8 . . 122.84(7) ?
O1 C9 C10 . . 122.04(7) ?
C8 C9 C10 . . 115.05(6) ?
C9 C10 C29 . . 115.01(6) ?
C9 C10 C11 . . 108.29(6) ?
C29 C10 C11 . . 117.89(6) ?
C9 C10 C13 . . 109.39(6) ?
C29 C10 C13 . . 103.99(6) ?
C11 C10 C13 . . 100.97(6) ?
N1 C11 C10 . . 103.78(6) ?
N1 C11 H11A . . 111.0 ?
C10 C11 H11A . . 111.0 ?
N1 C11 H11B . . 111.0 ?
C10 C11 H11B . . 111.0 ?
H11A C11 H11B . . 109.0 ?
N1 C12 C8 . . 115.01(6) ?
N1 C12 H12A . . 108.5 ?
C8 C12 H12A . . 108.5 ?
N1 C12 H12B . . 108.5 ?
C8 C12 H12B . . 108.5 ?
H12A C12 H12B . . 107.5 ?
N2 C13 C14 . . 116.88(6) ?
N2 C13 C10 . . 104.16(6) ?
C14 C13 C10 . . 117.12(6) ?
N2 C13 C23 . . 111.14(6) ?
C14 C13 C23 . . 103.65(6) ?
C10 C13 C23 . . 103.13(5) ?
C15 C14 C24 . . 118.93(7) ?
C15 C14 C13 . . 132.16(7) ?
C24 C14 C13 . . 108.89(6) ?
C14 C15 C16 . . 119.05(8) ?
C14 C15 H15A . . 120.5 ?
C16 C15 H15A . . 120.5 ?
C17 C16 C15 . . 121.83(8) ?
C17 C16 H16A . . 119.1 ?
C15 C16 H16A . . 119.1 ?
C16 C17 C18 . . 120.41(7) ?
C16 C17 H17A . . 119.8 ?
C18 C17 H17A . . 119.8 ?
C24 C18 C19 . . 116.15(8) ?
C24 C18 C17 . . 116.62(8) ?
C19 C18 C17 . . 127.22(8) ?
C20 C19 C18 . . 120.63(8) ?
C20 C19 H19A . . 119.7 ?
C18 C19 H19A . . 119.7 ?
C19 C20 C21 . . 122.20(8) ?
C19 C20 H20A . . 118.9 ?
C21 C20 H20A . . 118.9 ?
C22 C21 C20 . . 118.18(8) ?
C22 C21 H21A . . 120.9 ?
C20 C21 H21A . . 120.9 ?
C21 C22 C24 . . 119.61(7) ?
C21 C22 C23 . . 131.81(7) ?
C24 C22 C23 . . 108.56(6) ?
O2 C23 N1 . . 108.88(6) ?
O2 C23 C22 . . 112.45(6) ?
N1 C23 C22 . . 114.82(6) ?
O2 C23 C13 . . 109.47(6) ?
N1 C23 C13 . . 105.85(5) ?
C22 C23 C13 . . 105.00(6) ?
C18 C24 C22 . . 123.19(7) ?
C18 C24 C14 . . 123.10(7) ?
C22 C24 C14 . . 113.68(7) ?
N2 C25 C26A . . 104.76(7) ?
N2 C25 C26B . . 104.28(11) ?
C26A C25 C26B . . 39.77(11) ?
N2 C25 H25A . . 110.8 ?
C26A C25 H25A . . 110.8 ?
C26B C25 H25A . . 74.3 ?
N2 C25 H25B . . 110.8 ?
C26A C25 H25B . . 110.8 ?
C26B C25 H25B . . 140.1 ?
H25A C25 H25B . . 108.9 ?
N2 C25 H25C . . 110.8 ?
C26A C25 H25C . . 139.6 ?
C26B C25 H25C . . 110.8 ?
H25A C25 H25C . . 38.1 ?
H25B C25 H25C . . 74.0 ?
N2 C25 H25D . . 110.9 ?
C26A C25 H25D . . 74.4 ?
C26B C25 H25D . . 111.2 ?
H25A C25 H25D . . 134.7 ?
H25B C25 H25D . . 38.2 ?
H25C C25 H25D . . 108.9 ?
C27 C26A C25 . . 103.94(9) ?
C27 C26A H25D . . 130.6 ?
C25 C26A H25D . . 36.5 ?
C27 C26A H26A . . 111.0 ?
C25 C26A H26A . . 111.0 ?
H25D C26A H26A . . 77.1 ?
C27 C26A H26B . . 111.0 ?
C25 C26A H26B . . 111.0 ?
H25D C26A H26B . . 111.6 ?
H26A C26A H26B . . 109.0 ?
C27 C26A H27D . . 36.6 ?
C25 C26A H27D . . 131.1 ?
H25D C26A H27D . . 135.4 ?
H26A C26A H27D . . 77.2 ?
H26B C26A H27D . . 111.0 ?
C27 C26B C25 . . 103.27(15) ?
C27 C26B H26C . . 111.1 ?
C25 C26B H26C . . 111.1 ?
C27 C26B H26D . . 111.1 ?
C25 C26B H26D . . 111.1 ?
H26C C26B H26D . . 109.1 ?
C26B C27 C26A . . 41.24(12) ?
C26B C27 C28 . . 107.20(12) ?
C26A C27 C28 . . 103.80(8) ?
C26B C27 H27A . . 71.8 ?
C26A C27 H27A . . 111.0 ?
C28 C27 H27A . . 111.0 ?
C26B C27 H27B . . 137.9 ?
C26A C27 H27B . . 111.0 ?
C28 C27 H27B . . 111.0 ?
H27A C27 H27B . . 109.0 ?
C26B C27 H27C . . 110.1 ?
C26A C27 H27C . . 141.9 ?
C28 C27 H27C . . 110.3 ?
H27A C27 H27C . . 40.5 ?
H27B C27 H27C . . 72.2 ?
C26B C27 H27D . . 110.5 ?
C26A C27 H27D . . 73.8 ?
C28 C27 H27D . . 110.1 ?
H27A C27 H27D . . 135.7 ?
H27B C27 H27D . . 39.0 ?
H27C C27 H27D . . 108.5 ?
N2 C28 C27 . . 105.34(7) ?
N2 C28 C29 . . 105.30(6) ?
C27 C28 C29 . . 115.11(8) ?
N2 C28 H28A . . 110.3 ?
C27 C28 H28A . . 110.3 ?
C29 C28 H28A . . 110.3 ?
C30 C29 C10 . . 116.86(6) ?
C30 C29 C28 . . 115.17(7) ?
C10 C29 C28 . . 102.30(6) ?
C30 C29 H29A . . 107.3 ?
C10 C29 H29A . . 107.3 ?
C28 C29 H29A . . 107.3 ?
C31 C30 C35 . . 118.49(8) ?
C31 C30 C29 . . 119.66(8) ?
C35 C30 C29 . . 121.85(7) ?
C30 C31 C32 . . 120.68(10) ?
C30 C31 H31A . . 119.7 ?
C32 C31 H31A . . 119.7 ?
C33 C32 C31 . . 120.06(10) ?
C33 C32 H32A . . 120.0 ?
C31 C32 H32A . . 120.0 ?
C34 C33 C32 . . 119.82(10) ?
C34 C33 H33A . . 120.1 ?
C32 C33 H33A . . 120.1 ?
C33 C34 C35 . . 119.88(10) ?
C33 C34 H34A . . 120.1 ?
C35 C34 H34A . . 120.1 ?
C34 C35 C30 . . 120.96(9) ?
C34 C35 H35A . . 119.5 ?
C30 C35 H35A . . 119.5 ?
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
O1 C9 . 1.2213(9) ?
O2 C23 . 1.4056(9) ?
O2 H1O2 . 0.877(18) ?
N1 C11 . 1.4677(10) ?
N1 C12 . 1.4737(10) ?
N1 C23 . 1.4814(10) ?
N2 C13 . 1.4768(10) ?
N2 C25 . 1.4800(10) ?
N2 C28 . 1.4914(11) ?
C1 C2 . 1.3901(13) ?
C1 C6 . 1.3998(13) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.3932(16) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.3917(17) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.3906(13) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.4022(12) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.4679(11) ?
C7 C8 . 1.3497(12) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.4982(11) ?
C8 C12 . 1.5253(11) ?
C9 C10 . 1.5158(11) ?
C10 C29 . 1.5299(11) ?
C10 C11 . 1.5540(10) ?
C10 C13 . 1.5650(10) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.5178(10) ?
C13 C23 . 1.6117(11) ?
C14 C15 . 1.3769(11) ?
C14 C24 . 1.4124(11) ?
C15 C16 . 1.4226(12) ?
C15 H15A . 0.9300 ?
C16 C17 . 1.3779(13) ?
C16 H16A . 0.9300 ?
C17 C18 . 1.4218(13) ?
C17 H17A . 0.9300 ?
C18 C24 . 1.4082(11) ?
C18 C19 . 1.4188(13) ?
C19 C20 . 1.3801(15) ?
C19 H19A . 0.9300 ?
C20 C21 . 1.4222(13) ?
C20 H20A . 0.9300 ?
C21 C22 . 1.3751(11) ?
C21 H21A . 0.9300 ?
C22 C24 . 1.4103(11) ?
C22 C23 . 1.5068(11) ?
C25 C26A . 1.5083(16) ?
C25 C26B . 1.565(3) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C25 H25C . 0.9600 ?
C25 H25D . 0.9600 ?
C26A C27 . 1.5068(17) ?
C26A H25D . 1.5542 ?
C26A H26A . 0.9700 ?
C26A H26B . 0.9700 ?
C26A H27D . 1.5449 ?
C26B C27 . 1.463(3) ?
C26B H26C . 0.9700 ?
C26B H26D . 0.9700 ?
C27 C28 . 1.5334(12) ?
C27 H27A . 0.9700 ?
C27 H27B . 0.9700 ?
C27 H27C . 0.9600 ?
C27 H27D . 0.9600 ?
C28 C29 . 1.5387(12) ?
C28 H28A . 0.9800 ?
C29 C30 . 1.5125(11) ?
C29 H29A . 0.9800 ?
C30 C31 . 1.3907(13) ?
C30 C35 . 1.4009(12) ?
C31 C32 . 1.3953(16) ?
C31 H31A . 0.9300 ?
C32 C33 . 1.393(2) ?
C32 H32A . 0.9300 ?
C33 C34 . 1.3850(17) ?
C33 H33A . 0.9300 ?
C34 C35 . 1.3918(13) ?
C34 H34A . 0.9300 ?
C35 H35A . 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
O2 H1O2 N2 . 0.877(18) 1.942(18) 2.6134(11) 132.2(15) yes
C35 H35A O2 3_567 0.93 2.54 3.3159(13) 142 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
C6 C1 C2 C3 . . . . -0.56(16) ?
C1 C2 C3 C4 . . . . -1.41(17) ?
C2 C3 C4 C5 . . . . 1.53(16) ?
C3 C4 C5 C6 . . . . 0.32(15) ?
C2 C1 C6 C5 . . . . 2.38(14) ?
C2 C1 C6 C7 . . . . -177.78(9) ?
C4 C5 C6 C1 . . . . -2.26(13) ?
C4 C5 C6 C7 . . . . 177.92(8) ?
C1 C6 C7 C8 . . . . 143.04(9) ?
C5 C6 C7 C8 . . . . -37.13(13) ?
C6 C7 C8 C9 . . . . -174.29(7) ?
C6 C7 C8 C12 . . . . -1.87(13) ?
C7 C8 C9 O1 . . . . -24.09(10) ?
C12 C8 C9 O1 . . . . 162.95(7) ?
C7 C8 C9 C10 . . . . 153.03(7) ?
C12 C8 C9 C10 . . . . -19.93(9) ?
O1 C9 C10 C29 . . . . -5.24(10) ?
C8 C9 C10 C29 . . . . 177.62(6) ?
O1 C9 C10 C11 . . . . -139.50(7) ?
C8 C9 C10 C11 . . . . 43.36(8) ?
O1 C9 C10 C13 . . . . 111.30(8) ?
C8 C9 C10 C13 . . . . -65.84(7) ?
C12 N1 C11 C10 . . . . 74.18(7) ?
C23 N1 C11 C10 . . . . -48.73(7) ?
C9 C10 C11 N1 . . . . -70.69(7) ?
C29 C10 C11 N1 . . . . 156.57(6) ?
C13 C10 C11 N1 . . . . 44.16(7) ?
C11 N1 C12 C8 . . . . -50.47(8) ?
C23 N1 C12 C8 . . . . 64.41(8) ?
C7 C8 C12 N1 . . . . -149.86(7) ?
C9 C8 C12 N1 . . . . 22.46(9) ?
C25 N2 C13 C14 . . . . 5.38(10) ?
C28 N2 C13 C14 . . . . -122.22(7) ?
C25 N2 C13 C10 . . . . 136.30(7) ?
C28 N2 C13 C10 . . . . 8.70(8) ?
C25 N2 C13 C23 . . . . -113.28(7) ?
C28 N2 C13 C23 . . . . 119.12(7) ?
C9 C10 C13 N2 . . . . -152.17(6) ?
C29 C10 C13 N2 . . . . -28.84(7) ?
C11 C10 C13 N2 . . . . 93.80(6) ?
C9 C10 C13 C14 . . . . -21.40(8) ?
C29 C10 C13 C14 . . . . 101.93(7) ?
C11 C10 C13 C14 . . . . -135.42(6) ?
C9 C10 C13 C23 . . . . 91.67(6) ?
C29 C10 C13 C23 . . . . -145.00(6) ?
C11 C10 C13 C23 . . . . -22.35(7) ?
N2 C13 C14 C15 . . . . 63.31(10) ?
C10 C13 C14 C15 . . . . -61.28(10) ?
C23 C13 C14 C15 . . . . -174.06(8) ?
N2 C13 C14 C24 . . . . -118.39(7) ?
C10 C13 C14 C24 . . . . 117.01(7) ?
C23 C13 C14 C24 . . . . 4.23(7) ?
C24 C14 C15 C16 . . . . 2.02(11) ?
C13 C14 C15 C16 . . . . -179.82(7) ?
C14 C15 C16 C17 . . . . -0.37(12) ?
C15 C16 C17 C18 . . . . -1.50(13) ?
C16 C17 C18 C24 . . . . 1.59(12) ?
C16 C17 C18 C19 . . . . -178.19(8) ?
C24 C18 C19 C20 . . . . -0.95(13) ?
C17 C18 C19 C20 . . . . 178.83(9) ?
C18 C19 C20 C21 . . . . -0.31(15) ?
C19 C20 C21 C22 . . . . 0.76(14) ?
C20 C21 C22 C24 . . . . 0.09(12) ?
C20 C21 C22 C23 . . . . -178.21(8) ?
C11 N1 C23 O2 . . . . -84.67(7) ?
C12 N1 C23 O2 . . . . 157.36(6) ?
C11 N1 C23 C22 . . . . 148.26(6) ?
C12 N1 C23 C22 . . . . 30.29(9) ?
C11 N1 C23 C13 . . . . 32.94(7) ?
C12 N1 C23 C13 . . . . -85.03(7) ?
C21 C22 C23 O2 . . . . -59.02(11) ?
C24 C22 C23 O2 . . . . 122.53(7) ?
C21 C22 C23 N1 . . . . 66.21(11) ?
C24 C22 C23 N1 . . . . -112.24(7) ?
C21 C22 C23 C13 . . . . -177.98(8) ?
C24 C22 C23 C13 . . . . 3.58(7) ?
N2 C13 C23 O2 . . . . 0.75(8) ?
C14 C13 C23 O2 . . . . -125.60(6) ?
C10 C13 C23 O2 . . . . 111.82(6) ?
N2 C13 C23 N1 . . . . -116.46(6) ?
C14 C13 C23 N1 . . . . 117.19(6) ?
C10 C13 C23 N1 . . . . -5.38(7) ?
N2 C13 C23 C22 . . . . 121.68(6) ?
C14 C13 C23 C22 . . . . -4.67(7) ?
C10 C13 C23 C22 . . . . -127.25(6) ?
C19 C18 C24 C22 . . . . 1.84(11) ?
C17 C18 C24 C22 . . . . -177.97(7) ?
C19 C18 C24 C14 . . . . 179.91(7) ?
C17 C18 C24 C14 . . . . 0.10(11) ?
C21 C22 C24 C18 . . . . -1.44(11) ?
C23 C22 C24 C18 . . . . 177.23(7) ?
C21 C22 C24 C14 . . . . -179.67(7) ?
C23 C22 C24 C14 . . . . -1.01(9) ?
C15 C14 C24 C18 . . . . -1.93(11) ?
C13 C14 C24 C18 . . . . 179.51(7) ?
C15 C14 C24 C22 . . . . 176.31(7) ?
C13 C14 C24 C22 . . . . -2.25(8) ?
C13 N2 C25 C26A . . . . -109.04(9) ?
C28 N2 C25 C26A . . . . 19.26(10) ?
C13 N2 C25 C26B . . . . -150.18(12) ?
C28 N2 C25 C26B . . . . -21.88(13) ?
N2 C25 C26A C27 . . . . -34.34(11) ?
C26B C25 C26A C27 . . . . 60.38(17) ?
N2 C25 C26B C27 . . . . 32.81(17) ?
C26A C25 C26B C27 . . . . -63.23(16) ?
C25 C26B C27 C26A . . . . 60.14(14) ?
C25 C26B C27 C28 . . . . -31.32(17) ?
C25 C26A C27 C26B . . . . -64.47(16) ?
C25 C26A C27 C28 . . . . 36.01(11) ?
C13 N2 C28 C27 . . . . 136.76(7) ?
C25 N2 C28 C27 . . . . 3.12(9) ?
C13 N2 C28 C29 . . . . 14.67(8) ?
C25 N2 C28 C29 . . . . -118.97(7) ?
C26B C27 C28 N2 . . . . 18.50(14) ?
C26A C27 C28 N2 . . . . -24.23(11) ?
C26B C27 C28 C29 . . . . 134.01(13) ?
C26A C27 C28 C29 . . . . 91.28(10) ?
C9 C10 C29 C30 . . . . -76.41(8) ?
C11 C10 C29 C30 . . . . 53.29(9) ?
C13 C10 C29 C30 . . . . 164.01(7) ?
C9 C10 C29 C28 . . . . 156.84(6) ?
C11 C10 C29 C28 . . . . -73.46(8) ?
C13 C10 C29 C28 . . . . 37.26(7) ?
N2 C28 C29 C30 . . . . -159.99(6) ?
C27 C28 C29 C30 . . . . 84.47(9) ?
N2 C28 C29 C10 . . . . -32.16(7) ?
C27 C28 C29 C10 . . . . -147.69(7) ?
C10 C29 C30 C31 . . . . 117.65(10) ?
C28 C29 C30 C31 . . . . -122.23(10) ?
C10 C29 C30 C35 . . . . -62.92(11) ?
C28 C29 C30 C35 . . . . 57.20(11) ?
C35 C30 C31 C32 . . . . 0.86(18) ?
C29 C30 C31 C32 . . . . -179.69(12) ?
C30 C31 C32 C33 . . . . 2.0(2) ?
C31 C32 C33 C34 . . . . -2.7(3) ?
C32 C33 C34 C35 . . . . 0.4(2) ?
C33 C34 C35 C30 . . . . 2.5(2) ?
C31 C30 C35 C34 . . . . -3.16(16) ?
C29 C30 C35 C34 . . . . 177.41(10) ?
