#------------------------------------------------------------------------------
#$Date: 2021-09-06 15:34:37 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/81/7158144.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_7158144
loop_
_publ_author_name
'Zhan, Shao-Cong'
'Fang, Ren-Jie'
'Sun, Jing'
'Yan, Chao-Guo'
_publ_section_title
;
 Diastereoselective synthesis of spiro[carbazole-3,5'-pyrimidines] and
 spiro[carbazole-3,1'-cyclohexanes] via four-component reaction.
;
_journal_issue                   28
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6322
_journal_page_last               6327
_journal_paper_doi               10.1039/d1ob01113h
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C34 H31 N3 O8'
_chemical_formula_sum            'C34 H31 N3 O8'
_chemical_formula_weight         609.62
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-04-20 deposited with the CCDC.	2021-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(4)
_cell_angle_beta                 96.176(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3152(19)
_cell_length_b                   11.0682(15)
_cell_length_c                   20.681
_cell_measurement_reflns_used    7763
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.02
_cell_measurement_theta_min      2.38
_cell_volume                     3030.2(6)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2259
_diffrn_reflns_av_unetI/netI     0.1334
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            23239
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.090
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6561
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0141(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         5934
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.1741
_refine_ls_R_factor_gt           0.1208
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+7.6362P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2225
_refine_ls_wR_factor_ref         0.2476
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3480
_reflns_number_total             5934
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01113h2.cif
_cod_data_source_block           3o
_cod_depositor_comments
'Adding full bibliography for 7158139--7158148.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7158144
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.970
_shelx_estimated_absorpt_t_max   0.981
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2778(5) -0.2042(6) -0.0368(3) 0.0578(15) Uani 1 1 d . . . . .
C2 C 0.3015(5) -0.2957(7) -0.0778(3) 0.076(2) Uani 1 1 d . . . . .
H2 H 0.2913 -0.2854 -0.1227 0.091 Uiso 1 1 calc R U . . .
C3 C 0.3400(7) -0.4012(8) -0.0519(4) 0.099(3) Uani 1 1 d . . . . .
H3 H 0.3569 -0.4633 -0.0790 0.119 Uiso 1 1 calc R U . . .
C4 C 0.3541(7) -0.4160(7) 0.0161(4) 0.099(3) Uani 1 1 d . . . . .
H4 H 0.3801 -0.4884 0.0335 0.118 Uiso 1 1 calc R U . . .
C5 C 0.3305(6) -0.3263(6) 0.0572(3) 0.080(2) Uani 1 1 d . . . . .
H5 H 0.3399 -0.3375 0.1020 0.096 Uiso 1 1 calc R U . . .
C6 C 0.2922(5) -0.2177(5) 0.0309(3) 0.0532(14) Uani 1 1 d . . . . .
C7 C 0.2600(4) -0.1063(5) 0.0580(2) 0.0464(13) Uani 1 1 d . . . . .
C8 C 0.2301(4) -0.0308(5) 0.0081(2) 0.0454(13) Uani 1 1 d . . . . .
C9 C 0.1922(4) 0.0959(5) 0.0126(2) 0.0496(14) Uani 1 1 d . . . . .
H9 H 0.1224 0.1000 -0.0079 0.060 Uiso 1 1 calc R U . . .
C10 C 0.2578(5) 0.1826(7) -0.0226(3) 0.0685(19) Uani 1 1 d . . . . .
C11 C 0.2968(7) 0.2513(8) -0.1247(4) 0.106(2) Uani 1 1 d . U . . .
H11A H 0.3663 0.2248 -0.1242 0.127 Uiso 0.571(11) 1 calc R U P A 1
H11B H 0.2951 0.3341 -0.1094 0.127 Uiso 0.571(11) 1 calc R U P A 1
H11C H 0.2686 0.3320 -0.1239 0.127 Uiso 0.429(11) 1 calc R U P A 2
H11D H 0.2911 0.2249 -0.1697 0.127 Uiso 0.429(11) 1 calc R U P A 2
C12 C 0.2295(12) 0.2332(15) -0.2001(6) 0.112(4) Uani 0.571(11) 1 d . U P A 1
H12A H 0.2247 0.1487 -0.2106 0.168 Uiso 0.571(11) 1 calc R U P A 1
H12B H 0.2635 0.2746 -0.2323 0.168 Uiso 0.571(11) 1 calc R U P A 1
H12C H 0.1630 0.2661 -0.1995 0.168 Uiso 0.571(11) 1 calc R U P A 1
C12' C 0.4221(16) 0.257(2) -0.0953(10) 0.117(4) Uani 0.429(11) 1 d . U P A 2
H12D H 0.4293 0.2963 -0.0537 0.175 Uiso 0.429(11) 1 calc R U P A 2
H12E H 0.4587 0.3017 -0.1250 0.175 Uiso 0.429(11) 1 calc R U P A 2
H12F H 0.4486 0.1765 -0.0908 0.175 Uiso 0.429(11) 1 calc R U P A 2
C13 C 0.2627(4) -0.0702(5) 0.1280(2) 0.0459(13) Uani 1 1 d . . . . .
H13 H 0.2406 -0.1405 0.1516 0.055 Uiso 1 1 calc R U . . .
C14 C 0.3691(4) -0.0400(5) 0.1573(2) 0.0443(12) Uani 1 1 d . . . . .
C15 C 0.4058(4) -0.0914(5) 0.2163(2) 0.0532(14) Uani 1 1 d . . . . .
H15 H 0.3646 -0.1411 0.2383 0.064 Uiso 1 1 calc R U . . .
C16 C 0.5035(5) -0.0685(7) 0.2420(3) 0.0679(19) Uani 1 1 d . . . . .
H16 H 0.5289 -0.1021 0.2817 0.081 Uiso 1 1 calc R U . . .
C17 C 0.5626(4) 0.0039(7) 0.2086(3) 0.0638(17) Uani 1 1 d . . . . .
C18 C 0.5288(4) 0.0566(6) 0.1501(3) 0.0603(16) Uani 1 1 d . . . . .
H18 H 0.5707 0.1058 0.1283 0.072 Uiso 1 1 calc R U . . .
C19 C 0.4314(4) 0.0340(5) 0.1249(3) 0.0530(14) Uani 1 1 d . . . . .
H19 H 0.4065 0.0687 0.0855 0.064 Uiso 1 1 calc R U . . .
C20 C 0.0779(4) -0.0293(5) 0.1241(2) 0.0432(12) Uani 1 1 d . . . . .
C21 C 0.0411(5) -0.0972(5) 0.1802(2) 0.0559(15) Uani 1 1 d . . . . .
H21A H 0.0782 -0.1724 0.1863 0.067 Uiso 1 1 calc R U . . .
H21B H -0.0297 -0.1169 0.1695 0.067 Uiso 1 1 calc R U . . .
C22 C 0.0535(4) -0.0260(6) 0.2433(2) 0.0521(14) Uani 1 1 d . . . . .
C23 C -0.0114(5) 0.0889(7) 0.2373(3) 0.0733(19) Uani 1 1 d . . . . .
H23A H -0.0808 0.0673 0.2255 0.110 Uiso 1 1 calc R U . . .
H23B H 0.0111 0.1404 0.2044 0.110 Uiso 1 1 calc R U . . .
H23C H -0.0052 0.1307 0.2782 0.110 Uiso 1 1 calc R U . . .
C24 C 0.0238(5) -0.1043(7) 0.2985(3) 0.081(2) Uani 1 1 d . . . . .
H24A H -0.0456 -0.1281 0.2894 0.121 Uiso 1 1 calc R U . . .
H24B H 0.0325 -0.0594 0.3384 0.121 Uiso 1 1 calc R U . . .
H24C H 0.0658 -0.1750 0.3025 0.121 Uiso 1 1 calc R U . . .
C25 C 0.1642(4) 0.0097(5) 0.2572(2) 0.0506(14) Uani 1 1 d . . . . .
H25A H 0.1733 0.0556 0.2973 0.061 Uiso 1 1 calc R U . . .
H25B H 0.2050 -0.0628 0.2633 0.061 Uiso 1 1 calc R U . . .
C26 C 0.2004(4) 0.0832(5) 0.2039(2) 0.0422(12) Uani 1 1 d . . . . .
C27 C 0.1812(4) 0.0337(5) 0.1336(2) 0.0414(12) Uani 1 1 d . . . . .
C28 C 0.1954(4) 0.1373(5) 0.0841(2) 0.0437(12) Uani 1 1 d . . . . .
H28 H 0.2644 0.1669 0.0957 0.052 Uiso 1 1 calc R U . . .
C29 C 0.1282(4) 0.2475(5) 0.0871(2) 0.0451(12) Uani 1 1 d . . . . .
C30 C 0.1719(4) 0.3568(5) 0.1079(3) 0.0577(16) Uani 1 1 d . . . . .
H30 H 0.2405 0.3585 0.1223 0.069 Uiso 1 1 calc R U . . .
C31 C 0.1178(5) 0.4618(6) 0.1080(3) 0.0660(18) Uani 1 1 d . . . . .
H31 H 0.1488 0.5336 0.1225 0.079 Uiso 1 1 calc R U . . .
C32 C 0.0179(5) 0.4588(5) 0.0865(3) 0.0551(15) Uani 1 1 d . . . . .
C33 C -0.0290(4) 0.3537(6) 0.0649(3) 0.0574(15) Uani 1 1 d . . . . .
H33 H -0.0976 0.3538 0.0506 0.069 Uiso 1 1 calc R U . . .
C34 C 0.0253(4) 0.2488(5) 0.0645(3) 0.0511(14) Uani 1 1 d . . . . .
H34 H -0.0064 0.1780 0.0490 0.061 Uiso 1 1 calc R U . . .
N1 N 0.2395(4) -0.0888(5) -0.0497(2) 0.0581(13) Uani 1 1 d . . . . .
H1 H 0.2241 -0.0585 -0.0877 0.070 Uiso 1 1 calc R U . . .
N2 N 0.6683(4) 0.0212(9) 0.2339(3) 0.114(3) Uani 1 1 d . . . . .
N3 N -0.0413(5) 0.5715(6) 0.0863(3) 0.0790(17) Uani 1 1 d . . . . .
O1 O 0.3191(4) 0.2507(7) 0.0021(3) 0.119(2) Uani 1 1 d . . . . .
O2 O 0.2361(4) 0.1685(4) -0.0870(2) 0.0901(15) Uani 1 1 d . U . . .
O3 O 0.6956(4) -0.0177(9) 0.2886(3) 0.156(4) Uani 1 1 d . . . . .
O4 O 0.7224(4) 0.0726(9) 0.1988(3) 0.155(4) Uani 1 1 d . . . . .
O5 O 0.0285(3) -0.0264(4) 0.07167(17) 0.0610(11) Uani 1 1 d . . . . .
O6 O 0.2471(3) 0.1775(4) 0.21512(17) 0.0569(10) Uani 1 1 d . . . . .
O7 O -0.1268(4) 0.5716(5) 0.0594(3) 0.1006(17) Uani 1 1 d . . . . .
O8 O -0.0015(6) 0.6592(6) 0.1112(4) 0.168(4) Uani 1 1 d . . . . .
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
C2 C1 N1 131.3(6) . . ?
C2 C1 C6 121.4(6) . . ?
N1 C1 C6 107.3(5) . . ?
C3 C2 C1 119.2(6) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 119.8(7) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 121.5(8) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 118.9(6) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 119.2(6) . . ?
C5 C6 C7 134.4(5) . . ?
C1 C6 C7 106.4(5) . . ?
C8 C7 C6 107.9(4) . . ?
C8 C7 C13 123.2(5) . . ?
C6 C7 C13 128.8(5) . . ?
C7 C8 N1 109.1(5) . . ?
C7 C8 C9 127.2(5) . . ?
N1 C8 C9 123.7(5) . . ?
C8 C9 C10 110.1(5) . . ?
C8 C9 C28 111.3(4) . . ?
C10 C9 C28 108.1(5) . . ?
C8 C9 H9 109.1 . . ?
C10 C9 H9 109.1 . . ?
C28 C9 H9 109.1 . . ?
O1 C10 O2 124.6(6) . . ?
O1 C10 C9 126.5(6) . . ?
O2 C10 C9 109.0(6) . . ?
O2 C11 C12' 113.5(9) . . ?
O2 C11 C12 98.2(8) . . ?
O2 C11 H11A 112.1 . . ?
C12 C11 H11A 112.1 . . ?
O2 C11 H11B 112.1 . . ?
C12 C11 H11B 112.1 . . ?
H11A C11 H11B 109.8 . . ?
O2 C11 H11C 108.9 . . ?
C12' C11 H11C 108.9 . . ?
O2 C11 H11D 108.9 . . ?
C12' C11 H11D 108.9 . . ?
H11C C11 H11D 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12' H12D 109.5 . . ?
C11 C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
C11 C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C7 C13 C14 111.6(4) . . ?
C7 C13 C27 108.5(4) . . ?
C14 C13 C27 115.2(4) . . ?
C7 C13 H13 107.1 . . ?
C14 C13 H13 107.1 . . ?
C27 C13 H13 107.1 . . ?
C15 C14 C19 119.7(5) . . ?
C15 C14 C13 119.1(5) . . ?
C19 C14 C13 121.2(4) . . ?
C16 C15 C14 119.6(5) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C17 C16 C15 119.1(5) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 122.9(5) . . ?
C16 C17 N2 118.8(6) . . ?
C18 C17 N2 118.1(6) . . ?
C19 C18 C17 117.7(6) . . ?
C19 C18 H18 121.2 . . ?
C17 C18 H18 121.2 . . ?
C18 C19 C14 121.0(5) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?
O5 C20 C21 120.9(5) . . ?
O5 C20 C27 119.8(4) . . ?
C21 C20 C27 119.2(4) . . ?
C20 C21 C22 112.9(5) . . ?
C20 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C20 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C24 C22 C21 109.7(5) . . ?
C24 C22 C25 109.4(5) . . ?
C21 C22 C25 108.1(4) . . ?
C24 C22 C23 110.1(5) . . ?
C21 C22 C23 110.5(5) . . ?
C25 C22 C23 109.0(5) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C22 112.7(4) . . ?
C26 C25 H25A 109.1 . . ?
C22 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
C22 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
O6 C26 C25 121.5(4) . . ?
O6 C26 C27 120.7(5) . . ?
C25 C26 C27 117.8(4) . . ?
C20 C27 C26 109.7(4) . . ?
C20 C27 C28 114.8(4) . . ?
C26 C27 C28 109.6(4) . . ?
C20 C27 C13 105.7(4) . . ?
C26 C27 C13 106.2(4) . . ?
C28 C27 C13 110.5(4) . . ?
C29 C28 C9 108.8(4) . . ?
C29 C28 C27 116.7(4) . . ?
C9 C28 C27 114.7(4) . . ?
C29 C28 H28 105.2 . . ?
C9 C28 H28 105.2 . . ?
C27 C28 H28 105.2 . . ?
C30 C29 C34 117.2(5) . . ?
C30 C29 C28 118.8(5) . . ?
C34 C29 C28 123.7(5) . . ?
C31 C30 C29 122.5(5) . . ?
C31 C30 H30 118.8 . . ?
C29 C30 H30 118.8 . . ?
C32 C31 C30 118.4(6) . . ?
C32 C31 H31 120.8 . . ?
C30 C31 H31 120.8 . . ?
C31 C32 C33 121.6(6) . . ?
C31 C32 N3 119.0(6) . . ?
C33 C32 N3 119.4(5) . . ?
C34 C33 C32 120.0(5) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C29 120.3(5) . . ?
C33 C34 H34 119.9 . . ?
C29 C34 H34 119.9 . . ?
C8 N1 C1 109.2(4) . . ?
C8 N1 H1 125.4 . . ?
C1 N1 H1 125.4 . . ?
O4 N2 O3 125.2(6) . . ?
O4 N2 C17 117.2(6) . . ?
O3 N2 C17 117.6(7) . . ?
O8 N3 O7 123.3(7) . . ?
O8 N3 C32 118.2(6) . . ?
O7 N3 C32 118.5(6) . . ?
C10 O2 C11 112.0(6) . . ?
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
C1 C2 1.380(9) . ?
C1 N1 1.390(8) . ?
C1 C6 1.400(7) . ?
C2 C3 1.363(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.408(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.439(8) . ?
C7 C8 1.354(7) . ?
C7 C13 1.500(7) . ?
C8 N1 1.373(6) . ?
C8 C9 1.496(8) . ?
C9 C10 1.533(8) . ?
C9 C28 1.545(7) . ?
C9 H9 0.9800 . ?
C10 O1 1.186(9) . ?
C10 O2 1.341(8) . ?
C11 O2 1.496(8) . ?
C11 C12' 1.71(2) . ?
C11 C12 1.726(17) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 0.9600 . ?
C13 C14 1.518(7) . ?
C13 C27 1.594(7) . ?
C13 H13 0.9800 . ?
C14 C15 1.386(7) . ?
C14 C19 1.388(7) . ?
C15 C16 1.376(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(8) . ?
C17 N2 1.460(8) . ?
C18 C19 1.367(7) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O5 1.207(6) . ?
C20 C21 1.506(7) . ?
C20 C27 1.537(7) . ?
C21 C22 1.519(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C24 1.518(8) . ?
C22 C25 1.523(7) . ?
C22 C23 1.536(9) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.492(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O6 1.224(6) . ?
C26 C27 1.548(6) . ?
C27 C28 1.562(7) . ?
C28 C29 1.519(7) . ?
C28 H28 0.9800 . ?
C29 C30 1.390(7) . ?
C29 C34 1.400(7) . ?
C30 C31 1.367(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.357(8) . ?
C31 H31 0.9300 . ?
C32 C33 1.372(8) . ?
C32 N3 1.476(8) . ?
C33 C34 1.368(8) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
N1 H1 0.8600 . ?
N2 O4 1.219(8) . ?
N2 O3 1.227(8) . ?
N3 O8 1.195(8) . ?
N3 O7 1.213(7) . ?
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
N1 H1 O2 0.86 2.52 2.949(7) 112.0 .
N1 H1 O4 0.86 2.48 3.183(7) 139.4 3_655
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
N1 C1 C2 C3 179.0(7) . . . . ?
C6 C1 C2 C3 -0.2(10) . . . . ?
C1 C2 C3 C4 0.6(12) . . . . ?
C2 C3 C4 C5 -0.4(14) . . . . ?
C3 C4 C5 C6 -0.4(13) . . . . ?
C4 C5 C6 C1 0.8(11) . . . . ?
C4 C5 C6 C7 -179.8(7) . . . . ?
C2 C1 C6 C5 -0.5(10) . . . . ?
N1 C1 C6 C5 -179.9(6) . . . . ?
C2 C1 C6 C7 179.9(6) . . . . ?
N1 C1 C6 C7 0.6(6) . . . . ?
C5 C6 C7 C8 179.5(7) . . . . ?
C1 C6 C7 C8 -1.1(6) . . . . ?
C5 C6 C7 C13 2.9(11) . . . . ?
C1 C6 C7 C13 -177.6(5) . . . . ?
C6 C7 C8 N1 1.1(6) . . . . ?
C13 C7 C8 N1 178.0(5) . . . . ?
C6 C7 C8 C9 -178.9(5) . . . . ?
C13 C7 C8 C9 -2.1(9) . . . . ?
C7 C8 C9 C10 122.7(6) . . . . ?
N1 C8 C9 C10 -57.4(7) . . . . ?
C7 C8 C9 C28 2.8(8) . . . . ?
N1 C8 C9 C28 -177.2(5) . . . . ?
C8 C9 C10 O1 -105.2(8) . . . . ?
C28 C9 C10 O1 16.6(9) . . . . ?
C8 C9 C10 O2 74.0(6) . . . . ?
C28 C9 C10 O2 -164.3(5) . . . . ?
C8 C7 C13 C14 -101.3(6) . . . . ?
C6 C7 C13 C14 74.8(7) . . . . ?
C8 C7 C13 C27 26.6(7) . . . . ?
C6 C7 C13 C27 -157.3(5) . . . . ?
C7 C13 C14 C15 -130.8(5) . . . . ?
C27 C13 C14 C15 104.9(6) . . . . ?
C7 C13 C14 C19 46.5(7) . . . . ?
C27 C13 C14 C19 -77.7(6) . . . . ?
C19 C14 C15 C16 0.0(9) . . . . ?
C13 C14 C15 C16 177.4(5) . . . . ?
C14 C15 C16 C17 -0.4(10) . . . . ?
C15 C16 C17 C18 0.4(11) . . . . ?
C15 C16 C17 N2 -175.8(7) . . . . ?
C16 C17 C18 C19 -0.1(10) . . . . ?
N2 C17 C18 C19 176.2(7) . . . . ?
C17 C18 C19 C14 -0.3(9) . . . . ?
C15 C14 C19 C18 0.3(9) . . . . ?
C13 C14 C19 C18 -177.0(5) . . . . ?
O5 C20 C21 C22 -134.9(6) . . . . ?
C27 C20 C21 C22 47.0(7) . . . . ?
C20 C21 C22 C24 -174.9(5) . . . . ?
C20 C21 C22 C25 -55.7(6) . . . . ?
C20 C21 C22 C23 63.5(6) . . . . ?
C24 C22 C25 C26 177.9(5) . . . . ?
C21 C22 C25 C26 58.5(6) . . . . ?
C23 C22 C25 C26 -61.7(6) . . . . ?
C22 C25 C26 O6 131.1(5) . . . . ?
C22 C25 C26 C27 -51.5(6) . . . . ?
O5 C20 C27 C26 147.1(5) . . . . ?
C21 C20 C27 C26 -34.8(6) . . . . ?
O5 C20 C27 C28 23.2(7) . . . . ?
C21 C20 C27 C28 -158.6(5) . . . . ?
O5 C20 C27 C13 -98.9(6) . . . . ?
C21 C20 C27 C13 79.3(5) . . . . ?
O6 C26 C27 C20 -145.7(5) . . . . ?
C25 C26 C27 C20 36.9(6) . . . . ?
O6 C26 C27 C28 -18.9(6) . . . . ?
C25 C26 C27 C28 163.7(4) . . . . ?
O6 C26 C27 C13 100.5(5) . . . . ?
C25 C26 C27 C13 -76.8(5) . . . . ?
C7 C13 C27 C20 73.6(5) . . . . ?
C14 C13 C27 C20 -160.5(4) . . . . ?
C7 C13 C27 C26 -169.9(4) . . . . ?
C14 C13 C27 C26 -44.1(5) . . . . ?
C7 C13 C27 C28 -51.1(5) . . . . ?
C14 C13 C27 C28 74.7(5) . . . . ?
C8 C9 C28 C29 -162.8(4) . . . . ?
C10 C9 C28 C29 76.2(5) . . . . ?
C8 C9 C28 C27 -30.1(6) . . . . ?
C10 C9 C28 C27 -151.1(4) . . . . ?
C20 C27 C28 C29 65.0(6) . . . . ?
C26 C27 C28 C29 -58.8(5) . . . . ?
C13 C27 C28 C29 -175.6(4) . . . . ?
C20 C27 C28 C9 -63.8(6) . . . . ?
C26 C27 C28 C9 172.3(4) . . . . ?
C13 C27 C28 C9 55.6(5) . . . . ?
C9 C28 C29 C30 -116.2(5) . . . . ?
C27 C28 C29 C30 112.2(6) . . . . ?
C9 C28 C29 C34 57.7(6) . . . . ?
C27 C28 C29 C34 -74.0(6) . . . . ?
C34 C29 C30 C31 1.4(9) . . . . ?
C28 C29 C30 C31 175.6(5) . . . . ?
C29 C30 C31 C32 -0.5(10) . . . . ?
C30 C31 C32 C33 -0.1(9) . . . . ?
C30 C31 C32 N3 -179.9(6) . . . . ?
C31 C32 C33 C34 -0.3(9) . . . . ?
N3 C32 C33 C34 179.5(5) . . . . ?
C32 C33 C34 C29 1.2(9) . . . . ?
C30 C29 C34 C33 -1.7(8) . . . . ?
C28 C29 C34 C33 -175.7(5) . . . . ?
C7 C8 N1 C1 -0.8(6) . . . . ?
C9 C8 N1 C1 179.2(5) . . . . ?
C2 C1 N1 C8 -179.2(6) . . . . ?
C6 C1 N1 C8 0.1(6) . . . . ?
C16 C17 N2 O4 170.2(9) . . . . ?
C18 C17 N2 O4 -6.2(13) . . . . ?
C16 C17 N2 O3 -9.3(13) . . . . ?
C18 C17 N2 O3 174.2(9) . . . . ?
C31 C32 N3 O8 -7.5(10) . . . . ?
C33 C32 N3 O8 172.7(8) . . . . ?
C31 C32 N3 O7 170.6(6) . . . . ?
C33 C32 N3 O7 -9.2(9) . . . . ?
O1 C10 O2 C11 -1.3(10) . . . . ?
C9 C10 O2 C11 179.5(5) . . . . ?
C12' C11 O2 C10 44.8(12) . . . . ?
C12 C11 O2 C10 -166.9(7) . . . . ?
