#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:14:47 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180295 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/09/7150921.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_7150921
loop_
_publ_author_name
'Karapetyan, Vahuni'
'Mkrtchyan, Satenik'
'Schmidt, Andreas'
'Gütlein, Jörg-Peter'
'Villinger, Alexander'
'Reinke, Helmut'
'Jiao, Haijun'
'Fischer, Christine'
'Langer, Peter'
_publ_section_title
;
 Synthesis of 3,4-benzo-7-hydroxy-2,9-diazabicyclo[3.3.1]non-7-enes by
 cyclization of 1,3-bis(silyl enol ethers) with quinazolines
;
_journal_issue                   16
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              2961
_journal_page_last               2968
_journal_paper_doi               10.1039/b803141j
_journal_volume                  6
_journal_year                    2008
_chemical_formula_moiety         'C21 H26 N2 O7'
_chemical_formula_sum            'C21 H26 N2 O7'
_chemical_formula_weight         418.44
_chemical_melting_point          423
_chemical_name_common
;
4-tert-Butyl-11-hydroxy-8,13-diaza-
tricyclo(7.3.1.0$2,7!)trideca-2(7),3,5,10-tetraene-8,10,13-
tricarboxylic acid trimetyl ester
;
_chemical_name_systematic
;
4-tert-Butyl-11-hydroxy-8,13-diaza-tricyclo[7.3.1.0^2,7^]trideca-2(7),3,5,10-
tetraene-8,10,13-tricarboxylic acid trimetyl ester
;
_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                95.0010(10)
_cell_angle_beta                 100.0610(10)
_cell_angle_gamma                99.2380(10)
_cell_formula_units_Z            2
_cell_length_a                   8.44490(10)
_cell_length_b                   9.4430(2)
_cell_length_c                   13.2714(2)
_cell_measurement_reflns_used    7682
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      37.83
_cell_measurement_theta_min      2.20
_cell_volume                     1021.29(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  '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  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0247
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16045
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.9738
_exptl_absorpt_correction_T_min  0.9591
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         5871
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0710P)²+0.3986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1301
_refine_ls_wR_factor_ref         0.1456
_reflns_number_gt                4608
_reflns_number_total             5871
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b803141j.txt
_cod_data_source_block           kv6(5t)
_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 
;
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7150921
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.02050(14) 0.19172(12) 0.45139(8) 0.0362(2) Uani 1 1 d . . .
H1O H -0.133(4) 0.171(3) 0.410(2) 0.092(9) Uiso 1 1 d . . .
O2A O 0.0246(16) -0.2743(14) 0.0954(11) 0.048(3) Uani 0.483(3) 1 d P A -1
O2B O 0.203(2) -0.1355(18) 0.0242(12) 0.045(3) Uani 0.517(3) 1 d P A 2
O3A O 0.183(2) -0.1174(19) 0.0195(12) 0.041(2) Uani 0.483(3) 1 d P A -1
O3B O 0.0178(11) -0.2810(10) 0.0880(9) 0.0271(13) Uani 0.517(3) 1 d P A 2
O4 O -0.27206(14) 0.08552(15) 0.31426(9) 0.0461(3) Uani 1 1 d . . .
O5 O -0.24581(12) -0.07053(12) 0.18330(8) 0.0361(2) Uani 1 1 d . . .
O6 O 0.36096(15) -0.21651(12) 0.45788(9) 0.0420(3) Uani 1 1 d . . .
O7 O 0.14063(14) -0.33838(10) 0.34257(9) 0.0377(3) Uani 1 1 d . . .
N1 N 0.22276(13) -0.10347(11) 0.33604(8) 0.0241(2) Uani 1 1 d . . .
N2 N 0.11691(12) -0.05031(11) 0.17027(8) 0.0234(2) Uani 1 1 d . A .
C1 C 0.07163(14) -0.09527(13) 0.26638(9) 0.0227(2) Uani 1 1 d . . .
H1A H 0.0004 -0.1929 0.2515 0.027 Uiso 1 1 calc R . .
C2 C -0.01736(15) 0.01073(13) 0.31571(10) 0.0243(2) Uani 1 1 d . . .
C3 C 0.05653(16) 0.10242(14) 0.40192(10) 0.0266(3) Uani 1 1 d . . .
C4 C 0.23305(16) 0.11362(14) 0.44966(10) 0.0275(3) Uani 1 1 d . . .
H4A H 0.2425 0.0663 0.5136 0.033 Uiso 1 1 calc R . .
H4B H 0.2850 0.2165 0.4678 0.033 Uiso 1 1 calc R . .
C5 C 0.31997(15) 0.04036(13) 0.37345(9) 0.0234(2) Uani 1 1 d . . .
H5A H 0.4319 0.0313 0.4089 0.028 Uiso 1 1 calc R . .
C6 C 0.33173(14) 0.12631(13) 0.28253(9) 0.0220(2) Uani 1 1 d . . .
C7 C 0.23418(14) 0.08107(13) 0.18516(9) 0.0232(2) Uani 1 1 d . . .
C8 C 0.11202(18) -0.15685(15) 0.09157(11) 0.0329(3) Uani 1 1 d . . .
C9A C 0.0239(5) -0.3941(4) 0.0128(3) 0.0475(9) Uani 0.483(3) 1 d P A -1
H9AA H -0.0517 -0.4803 0.0216 0.071 Uiso 0.483(3) 1 calc PR A -1
H9AB H 0.1342 -0.4163 0.0180 0.071 Uiso 0.483(3) 1 calc PR A -1
H9AC H -0.0114 -0.3637 -0.0550 0.071 Uiso 0.483(3) 1 calc PR A -1
C9B C 0.1679(5) -0.2268(4) -0.0636(3) 0.0511(9) Uani 0.517(3) 1 d P A 2
H9BA H 0.2370 -0.1906 -0.1113 0.077 Uiso 0.517(3) 1 calc PR A 2
H9BB H 0.0526 -0.2337 -0.0953 0.077 Uiso 0.517(3) 1 calc PR A 2
H9BC H 0.1885 -0.3226 -0.0481 0.077 Uiso 0.517(3) 1 calc PR A 2
C10 C -0.18780(16) 0.01265(16) 0.27256(11) 0.0303(3) Uani 1 1 d . . .
C11 C -0.4128(2) -0.0638(3) 0.13627(15) 0.0561(5) Uani 1 1 d . . .
H11A H -0.4448 -0.1284 0.0714 0.084 Uiso 1 1 calc R . .
H11B H -0.4201 0.0355 0.1224 0.084 Uiso 1 1 calc R . .
H11C H -0.4860 -0.0937 0.1832 0.084 Uiso 1 1 calc R . .
C12 C 0.24787(16) 0.16634(15) 0.10553(10) 0.0297(3) Uani 1 1 d . . .
H12A H 0.1798 0.1369 0.0396 0.036 Uiso 1 1 calc R . .
C13 C 0.36053(18) 0.29390(16) 0.12227(11) 0.0334(3) Uani 1 1 d . . .
H13A H 0.3697 0.3502 0.0670 0.040 Uiso 1 1 calc R . .
C14 C 0.46102(16) 0.34191(15) 0.21847(12) 0.0311(3) Uani 1 1 d . A .
C15 C 0.44302(15) 0.25666(14) 0.29772(10) 0.0265(3) Uani 1 1 d . . .
H15A H 0.5084 0.2880 0.3642 0.032 Uiso 1 1 calc R . .
C16 C 0.5892(2) 0.48090(19) 0.23541(14) 0.0465(4) Uani 1 1 d . . .
C17A C 0.6044(4) 0.5440(4) 0.1290(3) 0.0407(8) Uani 0.483(3) 1 d P A 31
H17A H 0.6299 0.4701 0.0809 0.061 Uiso 0.483(3) 1 calc PR A 31
H17B H 0.6918 0.6290 0.1414 0.061 Uiso 0.483(3) 1 calc PR A 31
H17C H 0.5007 0.5716 0.0994 0.061 Uiso 0.483(3) 1 calc PR A 31
C17B C 0.7164(7) 0.4574(9) 0.1759(4) 0.112(3) Uani 0.517(3) 1 d P A 4
H17D H 0.6665 0.4320 0.1028 0.168 Uiso 0.517(3) 1 calc PR A 4
H17E H 0.7693 0.3787 0.2009 0.168 Uiso 0.517(3) 1 calc PR A 4
H17F H 0.7982 0.5461 0.1844 0.168 Uiso 0.517(3) 1 calc PR A 4
C18A C 0.7559(5) 0.4529(6) 0.2809(4) 0.0699(16) Uani 0.483(3) 1 d P A 31
H18A H 0.8017 0.4052 0.2270 0.105 Uiso 0.483(3) 1 calc PR A 31
H18B H 0.7467 0.3904 0.3356 0.105 Uiso 0.483(3) 1 calc PR A 31
H18C H 0.8279 0.5448 0.3098 0.105 Uiso 0.483(3) 1 calc PR A 31
C18B C 0.6751(6) 0.5222(5) 0.3537(3) 0.0654(13) Uani 0.517(3) 1 d P A 4
H18D H 0.7367 0.4471 0.3759 0.098 Uiso 0.517(3) 1 calc PR A 4
H18E H 0.5916 0.5297 0.3957 0.098 Uiso 0.517(3) 1 calc PR A 4
H18F H 0.7498 0.6150 0.3620 0.098 Uiso 0.517(3) 1 calc PR A 4
C19A C 0.5388(7) 0.5929(4) 0.3034(3) 0.0628(13) Uani 0.483(3) 1 d P A 3
H19A H 0.4497 0.6318 0.2639 0.094 Uiso 0.483(3) 1 calc PR A 3
H19B H 0.6322 0.6712 0.3295 0.094 Uiso 0.483(3) 1 calc PR A 3
H19C H 0.5016 0.5494 0.3614 0.094 Uiso 0.483(3) 1 calc PR A 3
C19B C 0.5062(9) 0.6079(5) 0.2080(5) 0.099(2) Uani 0.517(3) 1 d P A 4
H19D H 0.4496 0.5898 0.1358 0.149 Uiso 0.517(3) 1 calc PR A 4
H19E H 0.5886 0.6963 0.2181 0.149 Uiso 0.517(3) 1 calc PR A 4
H19F H 0.4269 0.6194 0.2526 0.149 Uiso 0.517(3) 1 calc PR A 4
C20 C 0.25044(17) -0.21928(14) 0.38556(10) 0.0281(3) Uani 1 1 d . . .
C21 C 0.1568(3) -0.46802(19) 0.39052(19) 0.0632(6) Uani 1 1 d . . .
H21A H 0.0722 -0.5479 0.3536 0.095 Uiso 1 1 calc R . .
H21B H 0.1444 -0.4524 0.4625 0.095 Uiso 1 1 calc R . .
H21C H 0.2650 -0.4918 0.3880 0.095 Uiso 1 1 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 0.0033 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 H1O 103.2(18) . . ?
C8 O2A C9A 116.3(10) . . ?
C8 O2B C9B 118.3(10) . . ?
C10 O5 C11 115.29(13) . . ?
C20 O7 C21 115.83(13) . . ?
C20 N1 C1 124.78(10) . . ?
C20 N1 C5 120.88(10) . . ?
C1 N1 C5 111.56(9) . . ?
C8 N2 C7 120.98(11) . . ?
C8 N2 C1 117.70(11) . . ?
C7 N2 C1 113.70(10) . . ?
N1 C1 N2 106.99(9) . . ?
N1 C1 C2 109.78(10) . . ?
N2 C1 C2 111.90(10) . . ?
N1 C1 H1A 109.4 . . ?
N2 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
C3 C2 C10 118.56(12) . . ?
C3 C2 C1 121.61(11) . . ?
C10 C2 C1 119.80(11) . . ?
O1 C3 C2 123.49(13) . . ?
O1 C3 C4 113.73(12) . . ?
C2 C3 C4 122.78(12) . . ?
C3 C4 C5 109.45(10) . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N1 C5 C6 109.08(10) . . ?
N1 C5 C4 107.58(10) . . ?
C6 C5 C4 110.60(10) . . ?
N1 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
C7 C6 C15 118.95(11) . . ?
C7 C6 C5 122.49(10) . . ?
C15 C6 C5 118.55(11) . . ?
C12 C7 C6 119.79(11) . . ?
C12 C7 N2 121.16(11) . . ?
C6 C7 N2 119.00(10) . . ?
O2A C8 O3A 128.5(10) . . ?
O2A C8 O2B 123.8(10) . . ?
O3A C8 O2B 11.8(17) . . ?
O2A C8 O3B 4.4(12) . . ?
O3A C8 O3B 124.5(9) . . ?
O2B C8 O3B 120.4(9) . . ?
O2A C8 N2 115.5(7) . . ?
O3A C8 N2 115.6(8) . . ?
O2B C8 N2 120.5(7) . . ?
O3B C8 N2 119.1(5) . . ?
O2A C9A H9AA 109.5 . . ?
O2A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
O2A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
O2B C9B H9BA 109.5 . . ?
O2B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
O2B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
O4 C10 O5 122.24(13) . . ?
O4 C10 C2 123.23(13) . . ?
O5 C10 C2 114.53(12) . . ?
O5 C11 H11A 109.5 . . ?
O5 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O5 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C7 120.07(12) . . ?
C13 C12 H12A 120.0 . . ?
C7 C12 H12A 120.0 . . ?
C12 C13 C14 121.67(12) . . ?
C12 C13 H13A 119.2 . . ?
C14 C13 H13A 119.2 . . ?
C15 C14 C13 117.38(12) . . ?
C15 C14 C16 121.30(13) . . ?
C13 C14 C16 121.30(13) . . ?
C14 C15 C6 122.11(12) . . ?
C14 C15 H15A 118.9 . . ?
C6 C15 H15A 118.9 . . ?
C17B C16 C19A 142.3(3) . . ?
C17B C16 C18A 55.2(3) . . ?
C19A C16 C18A 110.9(3) . . ?
C17B C16 C19B 114.1(4) . . ?
C19A C16 C19B 49.9(3) . . ?
C18A C16 C19B 139.1(3) . . ?
C17B C16 C14 108.3(3) . . ?
C19A C16 C14 109.4(2) . . ?
C18A C16 C14 111.0(2) . . ?
C19B C16 C14 109.7(2) . . ?
C17B C16 C18B 108.0(3) . . ?
C19A C16 C18B 58.3(3) . . ?
C18A C16 C18B 55.5(3) . . ?
C19B C16 C18B 104.8(3) . . ?
C14 C16 C18B 112.00(17) . . ?
C17B C16 C17A 55.9(3) . . ?
C19A C16 C17A 107.6(2) . . ?
C18A C16 C17A 106.7(2) . . ?
C19B C16 C17A 60.9(3) . . ?
C14 C16 C17A 111.17(18) . . ?
C18B C16 C17A 136.8(2) . . ?
C16 C17A H17A 109.5 . . ?
C16 C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C16 C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C16 C17B H17D 109.5 . . ?
C16 C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C16 C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C16 C18A H18A 109.5 . . ?
C16 C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C16 C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C16 C18B H18D 109.5 . . ?
C16 C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C16 C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C16 C19A H19A 109.5 . . ?
C16 C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C16 C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C16 C19B H19D 109.5 . . ?
C16 C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
C16 C19B H19F 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
O6 C20 O7 124.53(12) . . ?
O6 C20 N1 124.38(12) . . ?
O7 C20 N1 111.09(11) . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.3394(16) . ?
O1 H1O 0.99(3) . ?
O2A C8 1.240(13) . ?
O2A C9A 1.504(15) . ?
O2B C8 1.285(15) . ?
O2B C9B 1.346(17) . ?
O3A C8 1.266(15) . ?
O3B C8 1.299(10) . ?
O4 C10 1.2307(18) . ?
O5 C10 1.3311(18) . ?
O5 C11 1.4526(18) . ?
O6 C20 1.2116(17) . ?
O7 C20 1.3486(16) . ?
O7 C21 1.4427(19) . ?
N1 C20 1.3550(16) . ?
N1 C1 1.4566(15) . ?
N1 C5 1.4653(15) . ?
N2 C8 1.3759(18) . ?
N2 C7 1.4330(15) . ?
N2 C1 1.4717(15) . ?
C1 C2 1.5148(18) . ?
C1 H1A 1.0000 . ?
C2 C3 1.3611(18) . ?
C2 C10 1.4567(18) . ?
C3 C4 1.4975(19) . ?
C4 C5 1.5299(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.5203(16) . ?
C5 H5A 1.0000 . ?
C6 C7 1.3963(17) . ?
C6 C15 1.3993(16) . ?
C7 C12 1.3928(17) . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.3846(19) . ?
C12 H12A 0.9500 . ?
C13 C14 1.397(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3933(18) . ?
C14 C16 1.5336(19) . ?
C15 H15A 0.9500 . ?
C16 C17B 1.473(6) . ?
C16 C19A 1.492(5) . ?
C16 C18A 1.506(5) . ?
C16 C19B 1.523(6) . ?
C16 C18B 1.595(4) . ?
C16 C17A 1.597(4) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1O O4 0.99(3) 1.63(3) 2.5452(17) 152(3) .
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 N1 C1 N2 -128.13(13) . . . . ?
C5 N1 C1 N2 70.77(12) . . . . ?
C20 N1 C1 C2 110.24(13) . . . . ?
C5 N1 C1 C2 -50.86(13) . . . . ?
C8 N2 C1 N1 95.04(13) . . . . ?
C7 N2 C1 N1 -54.89(13) . . . . ?
C8 N2 C1 C2 -144.68(11) . . . . ?
C7 N2 C1 C2 65.39(13) . . . . ?
N1 C1 C2 C3 12.48(15) . . . . ?
N2 C1 C2 C3 -106.16(13) . . . . ?
N1 C1 C2 C10 -165.54(11) . . . . ?
N2 C1 C2 C10 75.82(14) . . . . ?
C10 C2 C3 O1 2.11(19) . . . . ?
C1 C2 C3 O1 -175.94(11) . . . . ?
C10 C2 C3 C4 -177.24(11) . . . . ?
C1 C2 C3 C4 4.72(18) . . . . ?
O1 C3 C4 C5 -164.79(10) . . . . ?
C2 C3 C4 C5 14.61(16) . . . . ?
C20 N1 C5 C6 150.08(12) . . . . ?
C1 N1 C5 C6 -47.97(13) . . . . ?
C20 N1 C5 C4 -89.91(14) . . . . ?
C1 N1 C5 C4 72.04(12) . . . . ?
C3 C4 C5 N1 -50.15(13) . . . . ?
C3 C4 C5 C6 68.89(12) . . . . ?
N1 C5 C6 C7 12.39(16) . . . . ?
C4 C5 C6 C7 -105.73(13) . . . . ?
N1 C5 C6 C15 -168.56(11) . . . . ?
C4 C5 C6 C15 73.31(14) . . . . ?
C15 C6 C7 C12 -0.60(18) . . . . ?
C5 C6 C7 C12 178.44(12) . . . . ?
C15 C6 C7 N2 -178.24(11) . . . . ?
C5 C6 C7 N2 0.80(18) . . . . ?
C8 N2 C7 C12 54.44(17) . . . . ?
C1 N2 C7 C12 -156.73(12) . . . . ?
C8 N2 C7 C6 -127.96(13) . . . . ?
C1 N2 C7 C6 20.87(16) . . . . ?
C9A O2A C8 O3A 11.1(17) . . . . ?
C9A O2A C8 O2B -2.4(16) . . . . ?
C9A O2A C8 O3B 37(12) . . . . ?
C9A O2A C8 N2 -177.3(6) . . . . ?
C9B O2B C8 O2A 21(2) . . . . ?
C9B O2B C8 O3A -96(7) . . . . ?
C9B O2B C8 O3B 17.5(19) . . . . ?
C9B O2B C8 N2 -164.6(9) . . . . ?
C7 N2 C8 O2A 168.9(6) . . . . ?
C1 N2 C8 O2A 21.3(7) . . . . ?
C7 N2 C8 O3A -18.3(10) . . . . ?
C1 N2 C8 O3A -166.0(10) . . . . ?
C7 N2 C8 O2B -6.1(10) . . . . ?
C1 N2 C8 O2B -153.8(10) . . . . ?
C7 N2 C8 O3B 171.7(4) . . . . ?
C1 N2 C8 O3B 24.1(5) . . . . ?
C11 O5 C10 O4 2.9(2) . . . . ?
C11 O5 C10 C2 -176.71(14) . . . . ?
C3 C2 C10 O4 -5.4(2) . . . . ?
C1 C2 C10 O4 172.64(13) . . . . ?
C3 C2 C10 O5 174.12(12) . . . . ?
C1 C2 C10 O5 -7.80(17) . . . . ?
C6 C7 C12 C13 1.5(2) . . . . ?
N2 C7 C12 C13 179.06(12) . . . . ?
C7 C12 C13 C14 -1.0(2) . . . . ?
C12 C13 C14 C15 -0.4(2) . . . . ?
C12 C13 C14 C16 178.05(15) . . . . ?
C13 C14 C15 C6 1.3(2) . . . . ?
C16 C14 C15 C6 -177.15(14) . . . . ?
C7 C6 C15 C14 -0.80(19) . . . . ?
C5 C6 C15 C14 -179.88(12) . . . . ?
C15 C14 C16 C17B 111.2(3) . . . . ?
C13 C14 C16 C17B -67.2(4) . . . . ?
C15 C14 C16 C19A -70.5(3) . . . . ?
C13 C14 C16 C19A 111.1(3) . . . . ?
C15 C14 C16 C18A 52.2(3) . . . . ?
C13 C14 C16 C18A -126.1(3) . . . . ?
C15 C14 C16 C19B -123.7(3) . . . . ?
C13 C14 C16 C19B 57.9(3) . . . . ?
C15 C14 C16 C18B -7.8(3) . . . . ?
C13 C14 C16 C18B 173.9(3) . . . . ?
C15 C14 C16 C17A 170.81(19) . . . . ?
C13 C14 C16 C17A -7.6(3) . . . . ?
C21 O7 C20 O6 2.2(2) . . . . ?
C21 O7 C20 N1 -178.92(16) . . . . ?
C1 N1 C20 O6 -164.73(14) . . . . ?
C5 N1 C20 O6 -5.3(2) . . . . ?
C1 N1 C20 O7 16.37(18) . . . . ?
C5 N1 C20 O7 175.82(11) . . . . ?
