#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/25/2222534.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_2222534
loop_
_publ_author_name
'Xu, Zhi-Hong'
'Wang, Hong-Sheng'
'Tao, Lian-Ting'
'Wang, Hong-Wei'
_publ_section_title
3',6'-Bis(ethylamino)-2',7'-dimethyl-2-{[2-[(E)-3,4-methylenedioxybenzylideneamino]ethyl}spiro[isoindoline-1,9'-xanthen]-3-one
_journal_coeditor_code           AT2829
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1876
_journal_paper_doi               10.1107/S1600536809025872
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C36 H36 N4 O4'
_chemical_formula_moiety         'C36 H36 N4 O4'
_chemical_formula_sum            'C36 H36 N4 O4'
_chemical_formula_weight         588.69
_chemical_name_systematic
;
3',6'-Bis(ethylamino)-2',7'-dimethyl-2-{[2-[(E)-3,4-
methylenedioxybenzylideneamino]ethyl}spiro[isoindoline-1,9'-xanthen]-3-one
;
_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                93.623(8)
_cell_angle_beta                 92.078(8)
_cell_angle_gamma                92.827(7)
_cell_formula_units_Z            2
_cell_length_a                   9.561(4)
_cell_length_b                   12.262(5)
_cell_length_c                   13.005(6)
_cell_measurement_reflns_used    2059
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.81
_cell_measurement_theta_min      2.60
_cell_volume                     1518.6(11)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'SMART (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8102
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9774
_exptl_absorpt_correction_T_min  0.9709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.248
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.826
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         5606
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.826
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0484
_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)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0692
_reflns_number_gt                3838
_reflns_number_total             5606
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2829.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1518.5(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2222534
_cod_database_fobs_code          2222534
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
C C1 1.0868(2) 1.00378(15) -0.21394(16) 0.0673(7) Uani d . 1 . .
H H1A 1.0771 1.0680 -0.1692 0.101 Uiso calc R 1 . .
H H1B 1.0286 1.0075 -0.2752 0.101 Uiso calc R 1 . .
H H1C 1.1828 0.9996 -0.2323 0.101 Uiso calc R 1 . .
C C2 1.0422(2) 0.90267(15) -0.15876(15) 0.0498(6) Uani d . 1 . .
H H2A 0.9451 0.9067 -0.1404 0.060 Uiso calc R 1 . .
H H2B 1.0499 0.8378 -0.2044 0.060 Uiso calc R 1 . .
C C3 1.1025(2) 0.81736(15) 0.00388(15) 0.0366(5) Uani d . 1 . .
C C4 1.1834(2) 0.82230(15) 0.09733(15) 0.0384(5) Uani d . 1 . .
C C5 1.15344(19) 0.74560(14) 0.16730(14) 0.0384(5) Uani d . 1 . .
H H5 1.2072 0.7484 0.2285 0.046 Uiso calc R 1 . .
C C6 1.04600(19) 0.66337(14) 0.15110(14) 0.0317(5) Uani d . 1 . .
C C7 0.97058(19) 0.66070(14) 0.05864(14) 0.0333(5) Uani d . 1 . .
C C8 0.99800(19) 0.73535(14) -0.01517(14) 0.0373(5) Uani d . 1 . .
H H8 0.9462 0.7303 -0.0774 0.045 Uiso calc R 1 . .
C C9 1.2989(2) 0.91013(15) 0.11943(16) 0.0585(6) Uani d . 1 . .
H H9A 1.2585 0.9796 0.1321 0.088 Uiso calc R 1 . .
H H9B 1.3576 0.9130 0.0612 0.088 Uiso calc R 1 . .
H H9C 1.3540 0.8936 0.1791 0.088 Uiso calc R 1 . .
C C10 1.01167(19) 0.58503(14) 0.23360(14) 0.0329(5) Uani d . 1 . .
C C11 0.89724(18) 0.50054(14) 0.19301(14) 0.0312(5) Uani d . 1 . .
C C12 0.82788(19) 0.50651(14) 0.09922(15) 0.0335(5) Uani d . 1 . .
C C13 0.71638(19) 0.43470(14) 0.06531(15) 0.0382(5) Uani d . 1 . .
H H13 0.6713 0.4423 0.0018 0.046 Uiso calc R 1 . .
C C14 0.6722(2) 0.35141(15) 0.12629(15) 0.0371(5) Uani d . 1 . .
C C15 0.7419(2) 0.34181(15) 0.22286(15) 0.0381(5) Uani d . 1 . .
C C16 0.85157(19) 0.41539(14) 0.25314(14) 0.0381(5) Uani d . 1 . .
H H16 0.8976 0.4083 0.3164 0.046 Uiso calc R 1 . .
C C17 0.6979(2) 0.25228(15) 0.29171(16) 0.0565(6) Uani d . 1 . .
H H17A 0.7611 0.2543 0.3509 0.085 Uiso calc R 1 . .
H H17B 0.6999 0.1824 0.2542 0.085 Uiso calc R 1 . .
H H17C 0.6046 0.2633 0.3137 0.085 Uiso calc R 1 . .
C C18 0.4790(2) 0.28637(16) -0.00008(17) 0.0574(6) Uani d . 1 . .
H H18A 0.5399 0.2817 -0.0581 0.069 Uiso calc R 1 . .
H H18B 0.4365 0.3566 0.0010 0.069 Uiso calc R 1 . .
C C19 0.3653(2) 0.19525(17) -0.01317(19) 0.0815(8) Uani d . 1 . .
H H19A 0.4075 0.1257 -0.0159 0.122 Uiso calc R 1 . .
H H19B 0.3116 0.2023 -0.0760 0.122 Uiso calc R 1 . .
H H19C 0.3049 0.2001 0.0441 0.122 Uiso calc R 1 . .
C C20 1.14037(19) 0.53312(14) 0.27722(14) 0.0320(5) Uani d . 1 . .
C C21 1.2363(2) 0.47156(14) 0.22513(15) 0.0426(5) Uani d . 1 . .
H H21 1.2253 0.4545 0.1545 0.051 Uiso calc R 1 . .
C C22 1.3490(2) 0.43615(15) 0.28146(17) 0.0507(6) Uani d . 1 . .
H H22 1.4161 0.3964 0.2478 0.061 Uiso calc R 1 . .
C C23 1.3639(2) 0.45904(16) 0.38774(17) 0.0503(6) Uani d . 1 . .
H H23 1.4399 0.4338 0.4243 0.060 Uiso calc R 1 . .
C C24 1.2665(2) 0.51889(15) 0.43903(15) 0.0445(5) Uani d . 1 . .
H H24 1.2754 0.5340 0.5100 0.053 Uiso calc R 1 . .
C C25 1.15530(19) 0.55590(14) 0.38242(14) 0.0332(5) Uani d . 1 . .
C C26 1.0429(2) 0.62796(15) 0.41636(16) 0.0363(5) Uani d . 1 . .
C C27 0.86305(19) 0.72948(14) 0.32757(15) 0.0435(5) Uani d . 1 . .
H H27A 0.8826 0.7745 0.2706 0.052 Uiso calc R 1 . .
H H27B 0.8758 0.7761 0.3906 0.052 Uiso calc R 1 . .
C C28 0.7120(2) 0.68842(16) 0.31699(18) 0.0617(7) Uani d . 1 . .
H H28A 0.6937 0.6478 0.2510 0.074 Uiso calc R 1 . .
H H28B 0.6904 0.6404 0.3714 0.074 Uiso calc R 1 . .
C C29 0.5234(2) 0.77978(17) 0.38177(17) 0.0555(6) Uani d . 1 . .
H H29 0.5086 0.7161 0.4160 0.067 Uiso calc R 1 . .
C C30 0.4246(2) 0.86726(16) 0.39934(16) 0.0446(5) Uani d . 1 . .
C C31 0.3017(2) 0.84294(16) 0.44650(16) 0.0523(6) Uani d . 1 . .
H H31 0.2865 0.7731 0.4692 0.063 Uiso calc R 1 . .
C C32 0.1989(2) 0.91831(17) 0.46180(17) 0.0558(6) Uani d . 1 . .
H H32 0.1159 0.9008 0.4936 0.067 Uiso calc R 1 . .
C C33 0.2274(2) 1.01850(17) 0.42755(17) 0.0503(6) Uani d . 1 . .
C C34 0.3508(2) 1.04583(17) 0.38140(17) 0.0491(6) Uani d . 1 . .
C C35 0.4526(2) 0.97297(16) 0.36598(16) 0.0510(6) Uani d . 1 . .
H H35 0.5359 0.9920 0.3352 0.061 Uiso calc R 1 . .
C C36 0.2187(2) 1.19285(17) 0.38506(19) 0.0656(7) Uani d . 1 . .
H H36A 0.2343 1.2557 0.4340 0.079 Uiso calc R 1 . .
H H36B 0.1657 1.2152 0.3256 0.079 Uiso calc R 1 . .
N N1 0.96564(15) 0.64561(11) 0.32967(11) 0.0345(4) Uani d . 1 . .
N N4 0.62548(19) 0.78474(14) 0.32444(15) 0.0602(5) Uani d . 1 . .
N N2 1.1293(2) 0.89507(15) -0.06710(14) 0.0502(5) Uani d . 1 . .
O O2 0.86117(13) 0.58540(10) 0.03119(9) 0.0419(4) Uani d . 1 . .
N N3 0.56092(19) 0.27858(15) 0.09466(16) 0.0523(5) Uani d . 1 . .
O O4 1.02493(14) 0.66716(10) 0.50372(10) 0.0505(4) Uani d . 1 . .
O O5 0.34971(16) 1.15342(11) 0.35415(14) 0.0777(5) Uani d . 1 . .
O O6 0.14296(15) 1.10722(12) 0.43125(13) 0.0706(5) Uani d . 1 . .
H H3N 0.542(2) 0.2270(15) 0.1319(15) 0.061(8) Uiso d . 1 . .
H H2N 1.183(2) 0.9440(15) -0.0491(15) 0.057(8) 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
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N2 C2 C1 . . 110.27(17) ?
N2 C2 H2A . . 109.6 ?
C1 C2 H2A . . 109.6 ?
N2 C2 H2B . . 109.6 ?
C1 C2 H2B . . 109.6 ?
H2A C2 H2B . . 108.1 ?
C8 C3 N2 . . 121.31(19) ?
C8 C3 C4 . . 119.48(17) ?
N2 C3 C4 . . 119.21(18) ?
C5 C4 C3 . . 118.24(18) ?
C5 C4 C9 . . 121.26(18) ?
C3 C4 C9 . . 120.50(17) ?
C4 C5 C6 . . 123.46(18) ?
C4 C5 H5 . . 118.3 ?
C6 C5 H5 . . 118.3 ?
C7 C6 C5 . . 116.48(16) ?
C7 C6 C10 . . 122.18(17) ?
C5 C6 C10 . . 121.29(17) ?
C6 C7 O2 . . 123.60(16) ?
C6 C7 C8 . . 122.26(18) ?
O2 C7 C8 . . 114.13(17) ?
C3 C8 C7 . . 120.05(18) ?
C3 C8 H8 . . 120.0 ?
C7 C8 H8 . . 120.0 ?
C4 C9 H9A . . 109.5 ?
C4 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C4 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 C10 C6 . . 111.05(14) ?
N1 C10 C20 . . 99.76(14) ?
C6 C10 C20 . . 112.95(15) ?
N1 C10 C11 . . 109.94(14) ?
C6 C10 C11 . . 110.04(15) ?
C20 C10 C11 . . 112.71(14) ?
C12 C11 C16 . . 116.36(17) ?
C12 C11 C10 . . 122.45(16) ?
C16 C11 C10 . . 121.10(17) ?
C11 C12 O2 . . 123.13(17) ?
C11 C12 C13 . . 122.70(17) ?
O2 C12 C13 . . 114.16(17) ?
C12 C13 C14 . . 120.03(19) ?
C12 C13 H13 . . 120.0 ?
C14 C13 H13 . . 120.0 ?
N3 C14 C13 . . 121.38(19) ?
N3 C14 C15 . . 119.65(18) ?
C13 C14 C15 . . 118.97(18) ?
C16 C15 C14 . . 118.74(17) ?
C16 C15 C17 . . 120.40(19) ?
C14 C15 C17 . . 120.86(18) ?
C15 C16 C11 . . 123.19(18) ?
C15 C16 H16 . . 118.4 ?
C11 C16 H16 . . 118.4 ?
C15 C17 H17A . . 109.5 ?
C15 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C15 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N3 C18 C19 . . 110.73(17) ?
N3 C18 H18A . . 109.5 ?
C19 C18 H18A . . 109.5 ?
N3 C18 H18B . . 109.5 ?
C19 C18 H18B . . 109.5 ?
H18A C18 H18B . . 108.1 ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C25 C20 C21 . . 120.81(18) ?
C25 C20 C10 . . 110.72(16) ?
C21 C20 C10 . . 128.47(18) ?
C22 C21 C20 . . 117.94(19) ?
C22 C21 H21 . . 121.0 ?
C20 C21 H21 . . 121.0 ?
C21 C22 C23 . . 121.21(19) ?
C21 C22 H22 . . 119.4 ?
C23 C22 H22 . . 119.4 ?
C24 C23 C22 . . 120.3(2) ?
C24 C23 H23 . . 119.8 ?
C22 C23 H23 . . 119.8 ?
C23 C24 C25 . . 118.43(19) ?
C23 C24 H24 . . 120.8 ?
C25 C24 H24 . . 120.8 ?
C20 C25 C24 . . 121.28(18) ?
C20 C25 C26 . . 109.15(17) ?
C24 C25 C26 . . 129.45(19) ?
O4 C26 N1 . . 126.31(19) ?
O4 C26 C25 . . 127.68(19) ?
N1 C26 C25 . . 105.97(17) ?
N1 C27 C28 . . 115.78(15) ?
N1 C27 H27A . . 108.3 ?
C28 C27 H27A . . 108.3 ?
N1 C27 H27B . . 108.3 ?
C28 C27 H27B . . 108.3 ?
H27A C27 H27B . . 107.4 ?
N4 C28 C27 . . 107.44(16) ?
N4 C28 H28A . . 110.2 ?
C27 C28 H28A . . 110.2 ?
N4 C28 H28B . . 110.2 ?
C27 C28 H28B . . 110.2 ?
H28A C28 H28B . . 108.5 ?
N4 C29 C30 . . 125.0(2) ?
N4 C29 H29 . . 117.5 ?
C30 C29 H29 . . 117.5 ?
C31 C30 C35 . . 120.1(2) ?
C31 C30 C29 . . 118.63(19) ?
C35 C30 C29 . . 121.19(19) ?
C30 C31 C32 . . 122.9(2) ?
C30 C31 H31 . . 118.6 ?
C32 C31 H31 . . 118.6 ?
C33 C32 C31 . . 115.79(19) ?
C33 C32 H32 . . 122.1 ?
C31 C32 H32 . . 122.1 ?
C32 C33 C34 . . 122.6(2) ?
C32 C33 O6 . . 127.6(2) ?
C34 C33 O6 . . 109.75(19) ?
C35 C34 C33 . . 122.3(2) ?
C35 C34 O5 . . 128.24(19) ?
C33 C34 O5 . . 109.46(19) ?
C34 C35 C30 . . 116.26(19) ?
C34 C35 H35 . . 121.9 ?
C30 C35 H35 . . 121.9 ?
O6 C36 O5 . . 108.36(16) ?
O6 C36 H36A . . 110.0 ?
O5 C36 H36A . . 110.0 ?
O6 C36 H36B . . 110.0 ?
O5 C36 H36B . . 110.0 ?
H36A C36 H36B . . 108.4 ?
C26 N1 C27 . . 122.31(16) ?
C26 N1 C10 . . 114.23(15) ?
C27 N1 C10 . . 122.72(15) ?
C29 N4 C28 . . 116.83(19) ?
C3 N2 C2 . . 122.46(19) ?
C3 N2 H2N . . 116.6(15) ?
C2 N2 H2N . . 119.4(15) ?
C7 O2 C12 . . 118.22(14) ?
C14 N3 C18 . . 123.18(18) ?
C14 N3 H3N . . 117.7(15) ?
C18 N3 H3N . . 119.1(15) ?
C34 O5 C36 . . 106.19(15) ?
C33 O6 C36 . . 106.24(16) ?
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
C1 C2 . 1.522(2) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 N2 . 1.440(2) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C8 . 1.386(2) ?
C3 N2 . 1.389(2) ?
C3 C4 . 1.413(3) ?
C4 C5 . 1.377(2) ?
C4 C9 . 1.511(2) ?
C5 C6 . 1.404(2) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.377(2) ?
C6 C10 . 1.519(2) ?
C7 O2 . 1.3821(19) ?
C7 C8 . 1.391(2) ?
C8 H8 . 0.9300 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 N1 . 1.504(2) ?
C10 C20 . 1.521(2) ?
C10 C11 . 1.525(2) ?
C11 C12 . 1.375(2) ?
C11 C16 . 1.405(2) ?
C12 O2 . 1.3850(19) ?
C12 C13 . 1.389(2) ?
C13 C14 . 1.391(2) ?
C13 H13 . 0.9300 ?
C14 N3 . 1.388(2) ?
C14 C15 . 1.415(3) ?
C15 C16 . 1.378(2) ?
C15 C17 . 1.513(2) ?
C16 H16 . 0.9300 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C18 N3 . 1.447(3) ?
C18 C19 . 1.517(2) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 C25 . 1.380(2) ?
C20 C21 . 1.385(2) ?
C21 C22 . 1.384(3) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.394(3) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.379(3) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.382(2) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.486(2) ?
C26 O4 . 1.227(2) ?
C26 N1 . 1.360(2) ?
C27 N1 . 1.456(2) ?
C27 C28 . 1.504(2) ?
C27 H27A . 0.9700 ?
C27 H27B . 0.9700 ?
C28 N4 . 1.475(2) ?
C28 H28A . 0.9700 ?
C28 H28B . 0.9700 ?
C29 N4 . 1.251(2) ?
C29 C30 . 1.476(3) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.373(2) ?
C30 C35 . 1.409(2) ?
C31 C32 . 1.393(3) ?
C31 H31 . 0.9300 ?
C32 C33 . 1.351(2) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.380(2) ?
C33 O6 . 1.386(2) ?
C34 C35 . 1.365(3) ?
C34 O5 . 1.388(2) ?
C35 H35 . 0.9300 ?
C36 O6 . 1.423(2) ?
C36 O5 . 1.427(2) ?
C36 H36A . 0.9700 ?
C36 H36B . 0.9700 ?
N2 H2N . 0.790(17) ?
N3 H3N . 0.836(17) ?
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
C8 C3 C4 C5 . . . . -1.0(3) ?
N2 C3 C4 C5 . . . . 178.93(17) ?
C8 C3 C4 C9 . . . . 179.32(17) ?
N2 C3 C4 C9 . . . . -0.7(3) ?
C3 C4 C5 C6 . . . . -0.6(3) ?
C9 C4 C5 C6 . . . . 179.08(17) ?
C4 C5 C6 C7 . . . . 1.2(3) ?
C4 C5 C6 C10 . . . . -176.25(17) ?
C5 C6 C7 O2 . . . . -179.61(15) ?
C10 C6 C7 O2 . . . . -2.2(3) ?
C5 C6 C7 C8 . . . . -0.3(3) ?
C10 C6 C7 C8 . . . . 177.18(16) ?
N2 C3 C8 C7 . . . . -178.01(17) ?
C4 C3 C8 C7 . . . . 1.9(3) ?
C6 C7 C8 C3 . . . . -1.3(3) ?
O2 C7 C8 C3 . . . . 178.12(15) ?
C7 C6 C10 N1 . . . . -115.91(19) ?
C5 C6 C10 N1 . . . . 61.4(2) ?
C7 C6 C10 C20 . . . . 132.98(18) ?
C5 C6 C10 C20 . . . . -49.7(2) ?
C7 C6 C10 C11 . . . . 6.1(2) ?
C5 C6 C10 C11 . . . . -176.62(16) ?
N1 C10 C11 C12 . . . . 115.71(19) ?
C6 C10 C11 C12 . . . . -6.9(2) ?
C20 C10 C11 C12 . . . . -133.97(18) ?
N1 C10 C11 C16 . . . . -60.5(2) ?
C6 C10 C11 C16 . . . . 176.87(15) ?
C20 C10 C11 C16 . . . . 49.8(2) ?
C16 C11 C12 O2 . . . . -179.68(15) ?
C10 C11 C12 O2 . . . . 3.9(3) ?
C16 C11 C12 C13 . . . . 1.5(3) ?
C10 C11 C12 C13 . . . . -174.94(16) ?
C11 C12 C13 C14 . . . . -1.1(3) ?
O2 C12 C13 C14 . . . . 179.95(15) ?
C12 C13 C14 N3 . . . . 179.83(17) ?
C12 C13 C14 C15 . . . . 0.4(3) ?
N3 C14 C15 C16 . . . . -179.57(17) ?
C13 C14 C15 C16 . . . . -0.1(3) ?
N3 C14 C15 C17 . . . . 0.7(3) ?
C13 C14 C15 C17 . . . . -179.81(16) ?
C14 C15 C16 C11 . . . . 0.5(3) ?
C17 C15 C16 C11 . . . . -179.76(16) ?
C12 C11 C16 C15 . . . . -1.2(3) ?
C10 C11 C16 C15 . . . . 175.26(17) ?
N1 C10 C20 C25 . . . . 3.82(18) ?
C6 C10 C20 C25 . . . . 121.76(17) ?
C11 C10 C20 C25 . . . . -112.75(17) ?
N1 C10 C20 C21 . . . . -175.41(17) ?
C6 C10 C20 C21 . . . . -57.5(2) ?
C11 C10 C20 C21 . . . . 68.0(2) ?
C25 C20 C21 C22 . . . . -1.6(3) ?
C10 C20 C21 C22 . . . . 177.57(17) ?
C20 C21 C22 C23 . . . . 1.7(3) ?
C21 C22 C23 C24 . . . . -0.7(3) ?
C22 C23 C24 C25 . . . . -0.5(3) ?
C21 C20 C25 C24 . . . . 0.5(3) ?
C10 C20 C25 C24 . . . . -178.84(15) ?
C21 C20 C25 C26 . . . . 176.84(15) ?
C10 C20 C25 C26 . . . . -2.4(2) ?
C23 C24 C25 C20 . . . . 0.6(3) ?
C23 C24 C25 C26 . . . . -174.98(17) ?
C20 C25 C26 O4 . . . . -178.01(18) ?
C24 C25 C26 O4 . . . . -2.0(3) ?
C20 C25 C26 N1 . . . . -0.2(2) ?
C24 C25 C26 N1 . . . . 175.78(18) ?
N1 C27 C28 N4 . . . . 175.74(17) ?
N4 C29 C30 C31 . . . . 166.7(2) ?
N4 C29 C30 C35 . . . . -11.4(4) ?
C35 C30 C31 C32 . . . . 1.4(3) ?
C29 C30 C31 C32 . . . . -176.7(2) ?
C30 C31 C32 C33 . . . . -0.3(3) ?
C31 C32 C33 C34 . . . . -0.8(3) ?
C31 C32 C33 O6 . . . . 178.7(2) ?
C32 C33 C34 C35 . . . . 0.8(4) ?
O6 C33 C34 C35 . . . . -178.8(2) ?
C32 C33 C34 O5 . . . . 179.7(2) ?
O6 C33 C34 O5 . . . . 0.1(3) ?
C33 C34 C35 C30 . . . . 0.4(3) ?
O5 C34 C35 C30 . . . . -178.4(2) ?
C31 C30 C35 C34 . . . . -1.4(3) ?
C29 C30 C35 C34 . . . . 176.7(2) ?
O4 C26 N1 C27 . . . . 10.4(3) ?
C25 C26 N1 C27 . . . . -167.46(14) ?
O4 C26 N1 C10 . . . . -179.26(17) ?
C25 C26 N1 C10 . . . . 2.92(19) ?
C28 C27 N1 C26 . . . . -110.2(2) ?
C28 C27 N1 C10 . . . . 80.2(2) ?
C6 C10 N1 C26 . . . . -123.48(17) ?
C20 C10 N1 C26 . . . . -4.13(18) ?
C11 C10 N1 C26 . . . . 114.50(17) ?
C6 C10 N1 C27 . . . . 46.8(2) ?
C20 C10 N1 C27 . . . . 166.20(14) ?
C11 C10 N1 C27 . . . . -75.17(19) ?
C30 C29 N4 C28 . . . . -179.9(2) ?
C27 C28 N4 C29 . . . . -133.9(2) ?
C8 C3 N2 C2 . . . . 6.7(3) ?
C4 C3 N2 C2 . . . . -173.21(19) ?
C1 C2 N2 C3 . . . . 172.91(18) ?
C6 C7 O2 C12 . . . . -1.7(2) ?
C8 C7 O2 C12 . . . . 178.86(15) ?
C11 C12 O2 C7 . . . . 0.9(2) ?
C13 C12 O2 C7 . . . . 179.80(15) ?
C13 C14 N3 C18 . . . . -3.1(3) ?
C15 C14 N3 C18 . . . . 176.40(19) ?
C19 C18 N3 C14 . . . . 179.95(18) ?
C35 C34 O5 C36 . . . . 178.7(2) ?
C33 C34 O5 C36 . . . . -0.2(3) ?
O6 C36 O5 C34 . . . . 0.2(3) ?
C32 C33 O6 C36 . . . . -179.5(2) ?
C34 C33 O6 C36 . . . . 0.0(3) ?
O5 C36 O6 C33 . . . . -0.2(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24742772
