#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:01:57 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257293 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557829.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_1557829
loop_
_publ_author_name
'Guo, Chenxing'
'Wang, Hu'
'Lynch, Vincent M.'
'Ji, Xiaofan'
'Page, Zachariah A.'
'Sessler, Jonathan L.'
_publ_section_title
;
 Molecular recognition of pyrazine N,N′-dioxide using aryl extended
 calix[4]pyrroles
;
_journal_issue                   22
_journal_name_full               'Chemical Science'
_journal_page_first              5650
_journal_page_last               5657
_journal_paper_doi               10.1039/D0SC01496F
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         '2 C40 H38 N6, C4 H4 N2 O2, 2 C H4 O'
_chemical_formula_sum            'C86 H88 N14 O4'
_chemical_formula_weight         1381.70
_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   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-02-20 deposited with the CCDC.	2020-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.327(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.7110(7)
_cell_length_b                   12.6971(5)
_cell_length_c                   18.2586(7)
_cell_measurement_reflns_used    12900
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      1.78
_cell_volume                     3822.9(3)
_computing_cell_refinement
'CrysAlisPro V 1.171.40.37a, Rigaku Oxford Diffraction'
_computing_data_collection       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_data_reduction
'CrysAlisPro V 1.171.40.37a, Rigaku Oxford Diffraction'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2015)'
_computing_structure_solution
;

Sheldrick. G. M.  (2015) SHELXT. Acta Cryst. A71, 3-8.

;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
'Nonius Kappa CCD with a Bruker Apex II detector'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            45512
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         1.804
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.37a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_description       prism
_exptl_crystal_F_000             1468
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.944
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         7000
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.1226
_refine_ls_R_factor_gt           0.0982
_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)+(0.1016P)²+4.5981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2234
_refine_ls_wR_factor_ref         0.2381
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5433
_reflns_number_total             7000
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc01496f3.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
;Adding full bibliography for 1557828--1557833.cif.

 Adding full bibliography for 1557828--1557833.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1557829
_shelx_shelxl_version_number     2016/6
_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   0.984
_shelx_estimated_absorpt_t_max   0.993
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 0.2704(3) 0.1832(3) 0.5378(2) 0.0345(9) Uani 1 1 d . . . . .
C2 C 0.3505(3) 0.1639(3) 0.5555(2) 0.0391(10) Uani 1 1 d . . . . .
H2 H 0.379226 0.111941 0.532702 0.047 Uiso 1 1 calc R U . . .
C3 C 0.3849(2) 0.2315(3) 0.6121(2) 0.0363(9) Uani 1 1 d . . . . .
H3 H 0.440138 0.233172 0.635202 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3241(2) 0.2948(3) 0.6280(2) 0.0273(8) Uani 1 1 d . . . . .
C5 C 0.3267(2) 0.3867(3) 0.68254(18) 0.0260(8) Uani 1 1 d . . . . .
C6 C 0.3348(2) 0.4872(3) 0.63976(18) 0.0241(7) Uani 1 1 d . . . . .
C7 C 0.4014(2) 0.5416(3) 0.6293(2) 0.0303(8) Uani 1 1 d . . . . .
H7 H 0.455448 0.527024 0.652306 0.036 Uiso 1 1 calc R U . . .
C8 C 0.3773(2) 0.6241(3) 0.5782(2) 0.0309(8) Uani 1 1 d . . . . .
H8 H 0.411878 0.674770 0.561191 0.037 Uiso 1 1 calc R U . . .
C9 C 0.2958(2) 0.6175(2) 0.55822(18) 0.0242(7) Uani 1 1 d . . . . .
C10 C 0.2376(2) 0.6898(3) 0.5096(2) 0.0306(8) Uani 1 1 d . . . . .
C11 C 0.1806(2) 0.6309(2) 0.45093(18) 0.0225(7) Uani 1 1 d . . . . .
C12 C 0.1062(2) 0.6597(3) 0.41421(18) 0.0251(7) Uani 1 1 d . . . . .
H12 H 0.073590 0.715696 0.427339 0.030 Uiso 1 1 calc R U . . .
C13 C 0.0866(2) 0.5913(3) 0.35332(19) 0.0248(7) Uani 1 1 d . . . . .
H13 H 0.038744 0.593956 0.317356 0.030 Uiso 1 1 calc R U . . .
C14 C 0.14843(19) 0.5204(3) 0.35485(17) 0.0224(7) Uani 1 1 d . . . . .
C15 C 0.1566(2) 0.4254(3) 0.30702(18) 0.0253(8) Uani 1 1 d . . . . .
C16 C 0.1378(2) 0.3273(3) 0.34663(19) 0.0261(8) Uani 1 1 d . . . . .
C17 C 0.0693(2) 0.2657(3) 0.3361(2) 0.0323(9) Uani 1 1 d . . . . .
H17 H 0.022564 0.275519 0.299480 0.039 Uiso 1 1 calc R U . . .
C18 C 0.0814(2) 0.1855(3) 0.3896(2) 0.0364(9) Uani 1 1 d . . . . .
H18 H 0.043617 0.131566 0.395429 0.044 Uiso 1 1 calc R U . . .
C19 C 0.1554(2) 0.1971(3) 0.43154(19) 0.0294(8) Uani 1 1 d . . . . .
C20 C 0.210(4) 0.1248(15) 0.483(4) 0.038(3) Uani 0.5 1 d D . P A 1
C25 C 0.2576(12) 0.0496(15) 0.4382(11) 0.053(4) Uani 0.5 1 d D U P A 1
H25A H 0.295759 0.090470 0.414094 0.080 Uiso 0.5 1 calc R U P A 1
H25B H 0.219296 0.012928 0.400359 0.080 Uiso 0.5 1 calc R U P A 1
H25C H 0.287524 -0.002037 0.471937 0.080 Uiso 0.5 1 calc R U P A 1
C26 C 0.1599(13) 0.0619(15) 0.5301(12) 0.054(4) Uani 0.5 1 d D U P A 1
H26A H 0.195780 0.017712 0.565157 0.081 Uiso 0.5 1 calc R U P A 1
H26B H 0.121318 0.017254 0.497901 0.081 Uiso 0.5 1 calc R U P A 1
H26C H 0.130168 0.110528 0.557618 0.081 Uiso 0.5 1 calc R U P A 1
C20A C 0.197(4) 0.1282(15) 0.493(4) 0.038(3) Uani 0.5 1 d D . P A 2
C25A C 0.2294(14) 0.0336(16) 0.4529(12) 0.056(4) Uani 0.5 1 d D U P A 2
H25D H 0.183628 -0.004240 0.424161 0.085 Uiso 0.5 1 calc R U P A 2
H25E H 0.259604 -0.014085 0.489533 0.085 Uiso 0.5 1 calc R U P A 2
H25F H 0.265264 0.059431 0.419362 0.085 Uiso 0.5 1 calc R U P A 2
C26A C 0.1352(13) 0.0900(15) 0.5404(12) 0.055(5) Uani 0.5 1 d D U P A 2
H26D H 0.113466 0.150541 0.564094 0.082 Uiso 0.5 1 calc R U P A 2
H26E H 0.161563 0.041597 0.578697 0.082 Uiso 0.5 1 calc R U P A 2
H26F H 0.090911 0.053457 0.508697 0.082 Uiso 0.5 1 calc R U P A 2
C21 C 0.4011(2) 0.3750(3) 0.7428(2) 0.0397(10) Uani 1 1 d . . . . .
H21A H 0.450050 0.371229 0.719700 0.060 Uiso 1 1 calc R U . . .
H21B H 0.396243 0.310407 0.771148 0.060 Uiso 1 1 calc R U . . .
H21C H 0.404835 0.435833 0.776210 0.060 Uiso 1 1 calc R U . . .
C22 C 0.1887(3) 0.7527(3) 0.5585(2) 0.0481(12) Uani 1 1 d . . . . .
H22A H 0.153390 0.802801 0.527693 0.072 Uiso 1 1 calc R U . . .
H22B H 0.225820 0.791243 0.596218 0.072 Uiso 1 1 calc R U . . .
H22C H 0.155516 0.704463 0.582800 0.072 Uiso 1 1 calc R U . . .
C23 C 0.2874(3) 0.7647(3) 0.4687(3) 0.0477(12) Uani 1 1 d . . . . .
H23A H 0.320847 0.723524 0.439755 0.072 Uiso 1 1 calc R U . . .
H23B H 0.322529 0.808196 0.504911 0.072 Uiso 1 1 calc R U . . .
H23C H 0.250697 0.810194 0.435335 0.072 Uiso 1 1 calc R U . . .
C24 C 0.0952(2) 0.4363(3) 0.2345(2) 0.0348(9) Uani 1 1 d . . . . .
H24A H 0.040116 0.439878 0.246243 0.052 Uiso 1 1 calc R U . . .
H24B H 0.099819 0.375270 0.202599 0.052 Uiso 1 1 calc R U . . .
H24C H 0.106824 0.500777 0.208609 0.052 Uiso 1 1 calc R U . . .
C27 C 0.2539(2) 0.3875(3) 0.72300(17) 0.0250(8) Uani 1 1 d . . . . .
C28 C 0.2311(2) 0.4796(3) 0.7547(2) 0.0350(9) Uani 1 1 d . . . . .
H28 H 0.258690 0.543341 0.747874 0.042 Uiso 1 1 calc R U . . .
C29 C 0.1689(3) 0.4804(3) 0.7960(2) 0.0419(10) Uani 1 1 d . . . . .
H29 H 0.154059 0.544100 0.817592 0.050 Uiso 1 1 calc R U . . .
C30 C 0.1282(2) 0.3872(3) 0.8058(2) 0.0379(10) Uani 1 1 d . . . . .
C31 C 0.1507(2) 0.2950(3) 0.7751(2) 0.0339(9) Uani 1 1 d . . . . .
H31 H 0.123121 0.231201 0.782000 0.041 Uiso 1 1 calc R U . . .
C32 C 0.2131(2) 0.2954(3) 0.73450(18) 0.0281(8) Uani 1 1 d . . . . .
H32 H 0.228589 0.231339 0.713868 0.034 Uiso 1 1 calc R U . . .
C33 C 0.0641(3) 0.3870(4) 0.8501(3) 0.0509(12) Uani 1 1 d . . . . .
C34 C 0.2398(2) 0.4186(3) 0.28236(17) 0.0239(7) Uani 1 1 d . . . . .
C35 C 0.2841(2) 0.5090(3) 0.27328(19) 0.0288(8) Uani 1 1 d . . . . .
H35 H 0.265092 0.575492 0.287024 0.035 Uiso 1 1 calc R U . . .
C36 C 0.3557(2) 0.5032(3) 0.2444(2) 0.0338(9) Uani 1 1 d . . . . .
H36 H 0.385616 0.565371 0.238389 0.041 Uiso 1 1 calc R U . . .
C37 C 0.3832(2) 0.4069(3) 0.2246(2) 0.0327(9) Uani 1 1 d . . . . .
C38 C 0.3401(2) 0.3159(3) 0.2336(2) 0.0340(9) Uani 1 1 d . . . . .
H38 H 0.358958 0.249615 0.219357 0.041 Uiso 1 1 calc R U . . .
C39 C 0.2697(2) 0.3225(3) 0.26325(19) 0.0299(8) Uani 1 1 d . . . . .
H39 H 0.241012 0.259852 0.270783 0.036 Uiso 1 1 calc R U . . .
C40 C 0.4561(2) 0.3997(3) 0.1919(2) 0.0374(9) Uani 1 1 d . . . . .
C41 C 0.0251(2) 0.5434(3) 0.5664(2) 0.0290(8) Uani 1 1 d . . . . .
C42 C 0.0379(2) 0.4128(3) 0.47997(19) 0.0269(8) Uani 1 1 d . . . . .
C43 C 0.4132(2) 0.3825(4) 0.4421(2) 0.0457(11) Uani 1 1 d . . . . .
H43A H 0.450904 0.437810 0.463281 0.069 Uiso 1 1 calc R U . . .
H43B H 0.406815 0.385024 0.387827 0.069 Uiso 1 1 calc R U . . .
H43C H 0.434650 0.313564 0.459637 0.069 Uiso 1 1 calc R U . . .
N1 N 0.25470(18) 0.2649(2) 0.58224(15) 0.0269(7) Uani 1 1 d . . . . .
H1N H 0.206814 0.294106 0.581486 0.032 Uiso 1 1 calc R U . . .
N2 N 0.27033(16) 0.5334(2) 0.59523(15) 0.0232(6) Uani 1 1 d . . . . .
H2N H 0.219707 0.512015 0.591069 0.028 Uiso 1 1 calc R U . . .
N3 N 0.20553(17) 0.5455(2) 0.41502(15) 0.0227(6) Uani 1 1 d . . . . .
H3N H 0.251466 0.511543 0.428529 0.027 Uiso 1 1 calc R U . . .
N4 N 0.18964(18) 0.2854(2) 0.40413(16) 0.0261(7) Uani 1 1 d . . . . .
H4N H 0.238020 0.310693 0.421567 0.031 Uiso 1 1 calc R U . . .
N5 N 0.0137(3) 0.3844(4) 0.8856(3) 0.0746(15) Uani 1 1 d . . . . .
N6 N 0.5133(2) 0.3938(3) 0.1655(2) 0.0524(10) Uani 1 1 d . . . . .
N7 N 0.06344(17) 0.4568(2) 0.54643(16) 0.0275(7) Uani 1 1 d . . . . .
O1 O 0.12316(14) 0.4162(2) 0.59226(14) 0.0341(6) Uani 1 1 d . . . . .
O2 O 0.33717(14) 0.3986(2) 0.46455(14) 0.0302(6) Uani 1 1 d . . . . .
H2O H 0.342721 0.397114 0.511089 0.045 Uiso 1 1 calc R U . . .
H41 H 0.048(2) 0.573(3) 0.620(2) 0.026(9) Uiso 1 1 d . . . . .
H42 H 0.070(2) 0.343(3) 0.466(2) 0.037(10) Uiso 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 105.9(3) . . ?
C2 C1 C20 127.0(16) . . ?
N1 C1 C20 127.0(16) . . ?
C2 C1 C20A 136.4(13) . . ?
N1 C1 C20A 116.7(10) . . ?
C1 C2 C3 109.9(3) . . ?
C1 C2 H2 125.1 . . ?
C3 C2 H2 125.1 . . ?
C4 C3 C2 106.8(4) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
C3 C4 N1 107.1(3) . . ?
C3 C4 C5 130.2(3) . . ?
N1 C4 C5 122.7(3) . . ?
C6 C5 C27 113.0(3) . . ?
C6 C5 C21 108.8(3) . . ?
C27 C5 C21 105.8(3) . . ?
C6 C5 C4 107.6(3) . . ?
C27 C5 C4 112.4(3) . . ?
C21 C5 C4 109.2(3) . . ?
C7 C6 N2 106.5(3) . . ?
C7 C6 C5 130.5(3) . . ?
N2 C6 C5 122.6(3) . . ?
C6 C7 C8 108.5(3) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
C9 C8 C7 107.3(3) . . ?
C9 C8 H8 126.3 . . ?
C7 C8 H8 126.3 . . ?
C8 C9 N2 107.2(3) . . ?
C8 C9 C10 129.9(3) . . ?
N2 C9 C10 122.8(3) . . ?
C11 C10 C9 112.7(3) . . ?
C11 C10 C22 109.7(3) . . ?
C9 C10 C22 109.1(3) . . ?
C11 C10 C23 106.9(3) . . ?
C9 C10 C23 108.3(3) . . ?
C22 C10 C23 110.1(3) . . ?
C12 C11 N3 107.6(3) . . ?
C12 C11 C10 129.4(3) . . ?
N3 C11 C10 121.8(3) . . ?
C11 C12 C13 107.4(3) . . ?
C11 C12 H12 126.3 . . ?
C13 C12 H12 126.3 . . ?
C14 C13 C12 108.2(3) . . ?
C14 C13 H13 125.9 . . ?
C12 C13 H13 125.9 . . ?
C13 C14 N3 106.8(3) . . ?
C13 C14 C15 130.8(3) . . ?
N3 C14 C15 122.2(3) . . ?
C16 C15 C14 109.9(3) . . ?
C16 C15 C34 111.5(3) . . ?
C14 C15 C34 112.7(3) . . ?
C16 C15 C24 109.1(3) . . ?
C14 C15 C24 108.3(3) . . ?
C34 C15 C24 105.1(3) . . ?
N4 C16 C17 107.4(3) . . ?
N4 C16 C15 122.8(3) . . ?
C17 C16 C15 129.8(3) . . ?
C16 C17 C18 107.0(3) . . ?
C16 C17 H17 126.5 . . ?
C18 C17 H17 126.5 . . ?
C19 C18 C17 109.4(3) . . ?
C19 C18 H18 125.3 . . ?
C17 C18 H18 125.3 . . ?
C18 C19 N4 106.0(3) . . ?
C18 C19 C20A 129(2) . . ?
N4 C19 C20A 125(2) . . ?
C18 C19 C20 133.8(19) . . ?
N4 C19 C20 118.0(16) . . ?
C1 C20 C19 112.9(11) . . ?
C1 C20 C26 105(4) . . ?
C19 C20 C26 109(4) . . ?
C1 C20 C25 108(4) . . ?
C19 C20 C25 111(4) . . ?
C26 C20 C25 110.5(10) . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C19 C20A C1 111.5(11) . . ?
C19 C20A C26A 109(5) . . ?
C1 C20A C26A 114(4) . . ?
C19 C20A C25A 104(4) . . ?
C1 C20A C25A 107(4) . . ?
C26A C20A C25A 110.0(10) . . ?
C20A C25A H25D 109.5 . . ?
C20A C25A H25E 109.5 . . ?
H25D C25A H25E 109.5 . . ?
C20A C25A H25F 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
C20A C26A H26D 109.5 . . ?
C20A C26A H26E 109.5 . . ?
H26D C26A H26E 109.5 . . ?
C20A C26A H26F 109.5 . . ?
H26D C26A H26F 109.5 . . ?
H26E C26A H26F 109.5 . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C22 H22A 109.5 . . ?
C10 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C10 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C28 C27 C32 118.2(3) . . ?
C28 C27 C5 120.3(3) . . ?
C32 C27 C5 121.3(3) . . ?
C29 C28 C27 121.2(4) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C28 C29 C30 119.4(4) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C31 C30 C29 120.0(4) . . ?
C31 C30 C33 120.2(4) . . ?
C29 C30 C33 119.8(4) . . ?
C32 C31 C30 119.8(4) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C31 C32 C27 121.3(3) . . ?
C31 C32 H32 119.3 . . ?
C27 C32 H32 119.3 . . ?
N5 C33 C30 178.5(5) . . ?
C39 C34 C35 118.5(3) . . ?
C39 C34 C15 120.4(3) . . ?
C35 C34 C15 121.0(3) . . ?
C36 C35 C34 120.7(3) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C37 C36 C35 119.5(3) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 120.5(3) . . ?
C36 C37 C40 120.4(3) . . ?
C38 C37 C40 119.1(3) . . ?
C39 C38 C37 119.4(3) . . ?
C39 C38 H38 120.3 . . ?
C37 C38 H38 120.3 . . ?
C38 C39 C34 121.3(3) . . ?
C38 C39 H39 119.4 . . ?
C34 C39 H39 119.4 . . ?
N6 C40 C37 179.5(5) . . ?
N7 C41 C42 121.2(3) . 3_566 ?
N7 C41 H41 115.0(19) . . ?
C42 C41 H41 123.8(19) 3_566 . ?
N7 C42 C41 119.5(3) . 3_566 ?
N7 C42 H42 117(2) . . ?
C41 C42 H42 123(2) 3_566 . ?
O2 C43 H43A 109.5 . . ?
O2 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
O2 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C1 N1 C4 110.3(3) . . ?
C1 N1 H1N 124.8 . . ?
C4 N1 H1N 124.8 . . ?
C9 N2 C6 110.5(3) . . ?
C9 N2 H2N 124.8 . . ?
C6 N2 H2N 124.8 . . ?
C11 N3 C14 110.0(3) . . ?
C11 N3 H3N 125.0 . . ?
C14 N3 H3N 125.0 . . ?
C16 N4 C19 110.3(3) . . ?
C16 N4 H4N 124.9 . . ?
C19 N4 H4N 124.9 . . ?
O1 N7 C42 121.0(3) . . ?
O1 N7 C41 119.8(3) . . ?
C42 N7 C41 119.2(3) . . ?
C43 O2 H2O 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
C1 C2 1.348(6) . ?
C1 N1 1.368(4) . ?
C1 C20 1.50(8) . ?
C1 C20A 1.52(8) . ?
C2 C3 1.395(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.363(5) . ?
C3 H3 0.9500 . ?
C4 N1 1.369(5) . ?
C4 C5 1.529(5) . ?
C5 C6 1.514(5) . ?
C5 C27 1.521(5) . ?
C5 C21 1.529(5) . ?
C6 C7 1.351(5) . ?
C6 N2 1.372(4) . ?
C7 C8 1.417(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.354(5) . ?
C8 H8 0.9500 . ?
C9 N2 1.368(4) . ?
C9 C10 1.516(5) . ?
C10 C11 1.512(5) . ?
C10 C22 1.530(5) . ?
C10 C23 1.534(5) . ?
C11 C12 1.363(5) . ?
C11 N3 1.367(4) . ?
C12 C13 1.407(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.367(5) . ?
C13 H13 0.9500 . ?
C14 N3 1.370(4) . ?
C14 C15 1.509(5) . ?
C15 C16 1.499(5) . ?
C15 C34 1.532(5) . ?
C15 C24 1.544(5) . ?
C16 N4 1.356(4) . ?
C16 C17 1.374(5) . ?
C17 C18 1.402(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.353(5) . ?
C18 H18 0.9500 . ?
C19 N4 1.388(4) . ?
C19 C20A 1.51(8) . ?
C19 C20 1.51(8) . ?
C20 C26 1.527(11) . ?
C20 C25 1.551(10) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C20A C26A 1.527(10) . ?
C20A C25A 1.551(10) . ?
C25A H25D 0.9800 . ?
C25A H25E 0.9800 . ?
C25A H25F 0.9800 . ?
C26A H26D 0.9800 . ?
C26A H26E 0.9800 . ?
C26A H26F 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C27 C28 1.386(5) . ?
C27 C32 1.387(5) . ?
C28 C29 1.378(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.391(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.376(5) . ?
C30 C33 1.443(6) . ?
C31 C32 1.374(5) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 N5 1.143(6) . ?
C34 C39 1.384(5) . ?
C34 C35 1.391(5) . ?
C35 C36 1.385(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.376(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.385(5) . ?
C37 C40 1.445(5) . ?
C38 C39 1.375(5) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 N6 1.140(5) . ?
C41 N7 1.351(4) . ?
C41 C42 1.359(5) 3_566 ?
C41 H41 1.06(4) . ?
C42 N7 1.341(4) . ?
C42 H42 1.08(4) . ?
C43 O2 1.412(4) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
N1 H1N 0.8800 . ?
N2 H2N 0.8800 . ?
N3 H3N 0.8800 . ?
N4 H4N 0.8800 . ?
N7 O1 1.300(4) . ?
O2 H2O 0.8400 . ?
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 H1N O1 0.88 2.12 2.947(4) 156.8 .
N2 H2N N7 0.88 2.70 3.563(4) 167.4 .
N2 H2N O1 0.88 2.02 2.867(4) 160.4 .
N3 H3N O2 0.88 2.06 2.914(4) 164.0 .
N4 H4N O2 0.88 2.05 2.912(4) 167.7 .
O2 H2O N1 0.84 2.70 3.218(4) 121.4 .
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 1.4(4) . . . . ?
C20 C1 C2 C3 -177(2) . . . . ?
C20A C1 C2 C3 -167(3) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C2 C3 C4 N1 0.5(4) . . . . ?
C2 C3 C4 C5 -176.9(3) . . . . ?
C3 C4 C5 C6 94.7(4) . . . . ?
N1 C4 C5 C6 -82.4(4) . . . . ?
C3 C4 C5 C27 -140.3(4) . . . . ?
N1 C4 C5 C27 42.6(4) . . . . ?
C3 C4 C5 C21 -23.2(5) . . . . ?
N1 C4 C5 C21 159.7(3) . . . . ?
C27 C5 C6 C7 142.3(4) . . . . ?
C21 C5 C6 C7 25.1(5) . . . . ?
C4 C5 C6 C7 -93.0(4) . . . . ?
C27 C5 C6 N2 -46.1(4) . . . . ?
C21 C5 C6 N2 -163.3(3) . . . . ?
C4 C5 C6 N2 78.6(4) . . . . ?
N2 C6 C7 C8 1.0(4) . . . . ?
C5 C6 C7 C8 173.7(3) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C8 C9 N2 -0.3(4) . . . . ?
C7 C8 C9 C10 175.2(3) . . . . ?
C8 C9 C10 C11 131.1(4) . . . . ?
N2 C9 C10 C11 -54.0(4) . . . . ?
C8 C9 C10 C22 -106.8(4) . . . . ?
N2 C9 C10 C22 68.1(4) . . . . ?
C8 C9 C10 C23 13.1(5) . . . . ?
N2 C9 C10 C23 -172.1(3) . . . . ?
C9 C10 C11 C12 156.4(3) . . . . ?
C22 C10 C11 C12 34.6(5) . . . . ?
C23 C10 C11 C12 -84.8(4) . . . . ?
C9 C10 C11 N3 -37.8(4) . . . . ?
C22 C10 C11 N3 -159.6(3) . . . . ?
C23 C10 C11 N3 81.0(4) . . . . ?
N3 C11 C12 C13 -1.5(4) . . . . ?
C10 C11 C12 C13 165.9(3) . . . . ?
C11 C12 C13 C14 1.4(4) . . . . ?
C12 C13 C14 N3 -0.7(4) . . . . ?
C12 C13 C14 C15 174.7(3) . . . . ?
C13 C14 C15 C16 -99.6(4) . . . . ?
N3 C14 C15 C16 75.3(4) . . . . ?
C13 C14 C15 C34 135.4(4) . . . . ?
N3 C14 C15 C34 -49.7(4) . . . . ?
C13 C14 C15 C24 19.5(5) . . . . ?
N3 C14 C15 C24 -165.6(3) . . . . ?
C14 C15 C16 N4 -74.4(4) . . . . ?
C34 C15 C16 N4 51.3(4) . . . . ?
C24 C15 C16 N4 167.0(3) . . . . ?
C14 C15 C16 C17 103.4(4) . . . . ?
C34 C15 C16 C17 -130.9(4) . . . . ?
C24 C15 C16 C17 -15.2(5) . . . . ?
N4 C16 C17 C18 0.4(4) . . . . ?
C15 C16 C17 C18 -177.7(3) . . . . ?
C16 C17 C18 C19 -0.3(4) . . . . ?
C17 C18 C19 N4 0.2(4) . . . . ?
C17 C18 C19 C20A -177.0(11) . . . . ?
C17 C18 C19 C20 -162.1(14) . . . . ?
C2 C1 C20 C19 -133.3(14) . . . . ?
N1 C1 C20 C19 48.9(19) . . . . ?
C2 C1 C20 C26 107.9(17) . . . . ?
N1 C1 C20 C26 -70(4) . . . . ?
C2 C1 C20 C25 -10(4) . . . . ?
N1 C1 C20 C25 172.3(14) . . . . ?
C18 C19 C20 C1 -158.1(10) . . . . ?
N4 C19 C20 C1 41.3(16) . . . . ?
C18 C19 C20 C26 -42(4) . . . . ?
N4 C19 C20 C26 157(2) . . . . ?
C18 C19 C20 C25 80(2) . . . . ?
N4 C19 C20 C25 -81(3) . . . . ?
C18 C19 C20A C1 -166.3(7) . . . . ?
N4 C19 C20A C1 17.1(17) . . . . ?
C18 C19 C20A C26A -39(3) . . . . ?
N4 C19 C20A C26A 144(2) . . . . ?
C18 C19 C20A C25A 78(2) . . . . ?
N4 C19 C20A C25A -98(3) . . . . ?
C2 C1 C20A C19 -122(2) . . . . ?
N1 C1 C20A C19 70.9(16) . . . . ?
C2 C1 C20A C26A 113.6(16) . . . . ?
N1 C1 C20A C26A -53(4) . . . . ?
C2 C1 C20A C25A -8(4) . . . . ?
N1 C1 C20A C25A -175.4(17) . . . . ?
C6 C5 C27 C28 -36.5(4) . . . . ?
C21 C5 C27 C28 82.5(4) . . . . ?
C4 C5 C27 C28 -158.5(3) . . . . ?
C6 C5 C27 C32 148.9(3) . . . . ?
C21 C5 C27 C32 -92.2(4) . . . . ?
C4 C5 C27 C32 26.9(4) . . . . ?
C32 C27 C28 C29 -0.6(5) . . . . ?
C5 C27 C28 C29 -175.4(3) . . . . ?
C27 C28 C29 C30 -0.2(6) . . . . ?
C28 C29 C30 C31 0.7(6) . . . . ?
C28 C29 C30 C33 178.9(4) . . . . ?
C29 C30 C31 C32 -0.3(6) . . . . ?
C33 C30 C31 C32 -178.4(4) . . . . ?
C30 C31 C32 C27 -0.6(5) . . . . ?
C28 C27 C32 C31 1.0(5) . . . . ?
C5 C27 C32 C31 175.8(3) . . . . ?
C16 C15 C34 C39 31.6(4) . . . . ?
C14 C15 C34 C39 155.8(3) . . . . ?
C24 C15 C34 C39 -86.4(4) . . . . ?
C16 C15 C34 C35 -153.2(3) . . . . ?
C14 C15 C34 C35 -29.1(4) . . . . ?
C24 C15 C34 C35 88.7(4) . . . . ?
C39 C34 C35 C36 1.2(5) . . . . ?
C15 C34 C35 C36 -174.0(3) . . . . ?
C34 C35 C36 C37 0.0(6) . . . . ?
C35 C36 C37 C38 -0.3(6) . . . . ?
C35 C36 C37 C40 177.7(4) . . . . ?
C36 C37 C38 C39 -0.6(6) . . . . ?
C40 C37 C38 C39 -178.7(3) . . . . ?
C37 C38 C39 C34 1.9(6) . . . . ?
C35 C34 C39 C38 -2.2(5) . . . . ?
C15 C34 C39 C38 173.1(3) . . . . ?
C2 C1 N1 C4 -1.1(4) . . . . ?
C20 C1 N1 C4 177(2) . . . . ?
C20A C1 N1 C4 170(2) . . . . ?
C3 C4 N1 C1 0.4(4) . . . . ?
C5 C4 N1 C1 178.0(3) . . . . ?
C8 C9 N2 C6 1.0(4) . . . . ?
C10 C9 N2 C6 -174.9(3) . . . . ?
C7 C6 N2 C9 -1.2(4) . . . . ?
C5 C6 N2 C9 -174.6(3) . . . . ?
C12 C11 N3 C14 1.1(4) . . . . ?
C10 C11 N3 C14 -167.5(3) . . . . ?
C13 C14 N3 C11 -0.2(4) . . . . ?
C15 C14 N3 C11 -176.1(3) . . . . ?
C17 C16 N4 C19 -0.2(4) . . . . ?
C15 C16 N4 C19 178.0(3) . . . . ?
C18 C19 N4 C16 0.0(4) . . . . ?
C20A C19 N4 C16 177.3(11) . . . . ?
C20 C19 N4 C16 165.6(16) . . . . ?
C41 C42 N7 O1 179.4(3) 3_566 . . . ?
C41 C42 N7 C41 0.8(6) 3_566 . . . ?
C42 C41 N7 O1 -179.4(3) 3_566 . . . ?
C42 C41 N7 C42 -0.8(6) 3_566 . . . ?
