#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:01:57 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257293 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557828.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_1557828
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 C38 H38 N6 O4, C4 H4 N2 O2, 2 C H4 O'
_chemical_formula_sum            'C82 H88 N14 O12'
_chemical_formula_weight         1461.66
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -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                104.398(2)
_cell_angle_beta                 102.401(2)
_cell_angle_gamma                109.792(2)
_cell_formula_units_Z            1
_cell_length_a                   10.5727(5)
_cell_length_b                   12.9980(5)
_cell_length_c                   15.4783(8)
_cell_measurement_reflns_used    4258
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      3.05
_cell_volume                     1831.32(15)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution
;

SHELXT.  (2015).  G. M. Sheldrick.  
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku AFC12 with a Saturn 724+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34417
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_min         3.048
_diffrn_source                   'sealed fine focus tube'
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       prism
_exptl_crystal_F_000             774
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         8391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0374P)²+0.8273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1102
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6389
_reflns_number_total             8391
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc01496f3.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;Adding full bibliography for 1557828--1557833.cif.

 Adding full bibliography for 1557828--1557833.cif.
;
_cod_original_cell_volume        1831.31(15)
_cod_database_code               1557828
_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   0.969
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_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_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 0.12483(16) 0.56884(13) 0.75051(11) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.08287(17) 0.52016(14) 0.65346(11) 0.0178(3) Uani 1 1 d . . . . .
H2 H 0.061621 0.441845 0.617970 0.021 Uiso 1 1 calc R U . . .
C3 C 0.07728(17) 0.60922(14) 0.61623(11) 0.0183(3) Uani 1 1 d . . . . .
H3 H 0.051935 0.601020 0.551381 0.022 Uiso 1 1 calc R U . . .
C4 C 0.11528(16) 0.70907(14) 0.69133(11) 0.0164(3) Uani 1 1 d . . . . .
C5 C 0.13528(17) 0.83220(14) 0.69678(11) 0.0183(3) Uani 1 1 d . . . . .
C6 C 0.29204(17) 0.91268(14) 0.73532(11) 0.0170(3) Uani 1 1 d . . . . .
C7 C 0.36194(18) 1.02679(14) 0.79370(11) 0.0201(3) Uani 1 1 d . . . . .
H7 H 0.320349 1.073065 0.823993 0.024 Uiso 1 1 calc R U . . .
C8 C 0.50770(18) 1.06394(14) 0.80105(11) 0.0207(3) Uani 1 1 d . . . . .
H8 H 0.580865 1.139525 0.837141 0.025 Uiso 1 1 calc R U . . .
C9 C 0.52444(17) 0.97146(14) 0.74685(11) 0.0177(3) Uani 1 1 d . . . . .
C10 C 0.65773(17) 0.96167(14) 0.73230(11) 0.0191(3) Uani 1 1 d . . . . .
C11 C 0.71987(17) 0.91105(14) 0.79977(11) 0.0170(3) Uani 1 1 d . . . . .
C12 C 0.85074(17) 0.95813(14) 0.86727(11) 0.0192(3) Uani 1 1 d . . . . .
H12 H 0.924374 1.032757 0.881799 0.023 Uiso 1 1 calc R U . . .
C13 C 0.85747(17) 0.87609(14) 0.91189(11) 0.0191(3) Uani 1 1 d . . . . .
H13 H 0.936463 0.886062 0.961310 0.023 Uiso 1 1 calc R U . . .
C14 C 0.72974(16) 0.77983(13) 0.87105(11) 0.0159(3) Uani 1 1 d . . . . .
C15 C 0.68255(16) 0.66549(13) 0.88973(11) 0.0163(3) Uani 1 1 d . . . . .
C16 C 0.54526(17) 0.63779(13) 0.91327(11) 0.0161(3) Uani 1 1 d . . . . .
C17 C 0.52306(17) 0.65201(14) 0.99877(11) 0.0190(3) Uani 1 1 d . . . . .
H17 H 0.594507 0.681553 1.058632 0.023 Uiso 1 1 calc R U . . .
C18 C 0.37416(17) 0.61471(14) 0.98203(11) 0.0186(3) Uani 1 1 d . . . . .
H18 H 0.328874 0.615816 1.028828 0.022 Uiso 1 1 calc R U . . .
C19 C 0.30752(17) 0.57689(13) 0.88650(11) 0.0159(3) Uani 1 1 d . . . . .
C20 C 0.15128(17) 0.51830(14) 0.82718(11) 0.0167(3) Uani 1 1 d . . . . .
C21 C 0.06245(18) 0.87903(15) 0.76432(12) 0.0216(4) Uani 1 1 d . . . . .
H21A H 0.105936 0.881231 0.827790 0.032 Uiso 1 1 calc R U . . .
H21B H -0.039236 0.827545 0.741354 0.032 Uiso 1 1 calc R U . . .
H21C H 0.074625 0.957907 0.766516 0.032 Uiso 1 1 calc R U . . .
C22 C 0.76811(19) 1.08514(16) 0.75179(14) 0.0277(4) Uani 1 1 d . . . . .
H22A H 0.728931 1.119282 0.708980 0.042 Uiso 1 1 calc R U . . .
H22B H 0.854714 1.080772 0.741501 0.042 Uiso 1 1 calc R U . . .
H22C H 0.790965 1.133993 0.817299 0.042 Uiso 1 1 calc R U . . .
C23 C 0.62581(19) 0.88570(16) 0.62955(12) 0.0255(4) Uani 1 1 d . . . . .
H23A H 0.556778 0.806333 0.616439 0.038 Uiso 1 1 calc R U . . .
H23B H 0.713963 0.883320 0.620720 0.038 Uiso 1 1 calc R U . . .
H23C H 0.586414 0.919184 0.586235 0.038 Uiso 1 1 calc R U . . .
C24 C 0.80013(18) 0.67748(15) 0.97542(11) 0.0210(3) Uani 1 1 d . . . . .
H24A H 0.888859 0.692063 0.960730 0.032 Uiso 1 1 calc R U . . .
H24B H 0.771116 0.605216 0.989577 0.032 Uiso 1 1 calc R U . . .
H24C H 0.814987 0.742758 1.030313 0.032 Uiso 1 1 calc R U . . .
C25 C 0.06107(18) 0.53526(15) 0.89121(12) 0.0216(4) Uani 1 1 d . . . . .
H25A H 0.090470 0.618844 0.923325 0.032 Uiso 1 1 calc R U . . .
H25B H 0.075132 0.498256 0.938280 0.032 Uiso 1 1 calc R U . . .
H25C H -0.039695 0.499452 0.852700 0.032 Uiso 1 1 calc R U . . .
C26 C 0.10928(18) 0.38690(14) 0.78084(12) 0.0224(4) Uani 1 1 d . . . . .
H26A H 0.008669 0.348397 0.741776 0.034 Uiso 1 1 calc R U . . .
H26B H 0.124628 0.353092 0.830021 0.034 Uiso 1 1 calc R U . . .
H26C H 0.167812 0.375549 0.741233 0.034 Uiso 1 1 calc R U . . .
C27 C 0.06424(17) 0.83076(14) 0.59845(12) 0.0185(3) Uani 1 1 d . . . . .
C28 C -0.08356(18) 0.77069(16) 0.55616(13) 0.0245(4) Uani 1 1 d . . . . .
H28 H -0.137308 0.726938 0.586813 0.029 Uiso 1 1 calc R U . . .
C29 C -0.15312(18) 0.77352(16) 0.47090(13) 0.0248(4) Uani 1 1 d . . . . .
H29 H -0.253687 0.733816 0.443558 0.030 Uiso 1 1 calc R U . . .
C30 C -0.07268(17) 0.83560(14) 0.42633(11) 0.0189(3) Uani 1 1 d . . . . .
C31 C 0.07371(18) 0.89350(14) 0.46426(12) 0.0210(3) Uani 1 1 d . . . . .
H31 H 0.127140 0.934195 0.431822 0.025 Uiso 1 1 calc R U . . .
C32 C 0.14111(18) 0.89109(14) 0.55054(12) 0.0201(3) Uani 1 1 d . . . . .
H32 H 0.241668 0.931341 0.577562 0.024 Uiso 1 1 calc R U . . .
C33 C 0.67164(16) 0.56500(14) 0.80590(11) 0.0165(3) Uani 1 1 d . . . . .
C34 C 0.75602(17) 0.58951(14) 0.74898(11) 0.0193(3) Uani 1 1 d . . . . .
H34 H 0.813247 0.668505 0.759224 0.023 Uiso 1 1 calc R U . . .
C35 C 0.75817(17) 0.50144(14) 0.67804(11) 0.0200(3) Uani 1 1 d . . . . .
H35 H 0.815316 0.519009 0.639481 0.024 Uiso 1 1 calc R U . . .
C36 C 0.67455(17) 0.38708(14) 0.66504(11) 0.0193(3) Uani 1 1 d . . . . .
C37 C 0.59127(18) 0.35839(15) 0.72062(12) 0.0214(4) Uani 1 1 d . . . . .
H37 H 0.536692 0.279107 0.711185 0.026 Uiso 1 1 calc R U . . .
C38 C 0.58931(17) 0.44825(14) 0.79056(11) 0.0194(3) Uani 1 1 d . . . . .
H38 H 0.531218 0.430043 0.828444 0.023 Uiso 1 1 calc R U . . .
C39 C 0.46839(18) 0.88638(15) 0.95681(11) 0.0201(3) Uani 1 1 d . . . . .
C40 C 0.39769(19) 1.03136(14) 1.02108(11) 0.0203(3) Uani 1 1 d . . . . .
C41 C 0.4177(2) 0.54299(17) 0.58120(13) 0.0308(4) Uani 1 1 d . . . . .
H41A H 0.507211 0.588467 0.573771 0.046 Uiso 1 1 calc R U . . .
H41B H 0.339485 0.514978 0.522000 0.046 Uiso 1 1 calc R U . . .
H41C H 0.424334 0.476161 0.597107 0.046 Uiso 1 1 calc R U . . .
N1 N 0.14405(14) 0.68329(12) 0.77223(10) 0.0162(3) Uani 1 1 d . . . . .
N2 N 0.39213(14) 0.87902(12) 0.70751(10) 0.0177(3) Uani 1 1 d . . . . .
N3 N 0.64628(14) 0.80190(12) 0.80234(9) 0.0162(3) Uani 1 1 d . . . . .
N4 N 0.41326(14) 0.59238(12) 0.84522(9) 0.0161(3) Uani 1 1 d . . . . .
N5 N -0.14621(15) 0.83813(12) 0.33541(10) 0.0223(3) Uani 1 1 d . . . . .
N6 N 0.67543(16) 0.29254(13) 0.58908(10) 0.0239(3) Uani 1 1 d . . . . .
N7 N 0.36477(15) 0.91688(12) 0.97767(9) 0.0190(3) Uani 1 1 d . . . . .
O1 O -0.27643(13) 0.78528(12) 0.30298(10) 0.0335(3) Uani 1 1 d . . . . .
O2 O -0.07413(14) 0.89105(11) 0.29515(9) 0.0295(3) Uani 1 1 d . . . . .
O3 O 0.73068(14) 0.31913(12) 0.53095(9) 0.0333(3) Uani 1 1 d . . . . .
O4 O 0.61952(16) 0.19205(11) 0.58717(9) 0.0347(3) Uani 1 1 d . . . . .
O5 O 0.23608(13) 0.83791(10) 0.95692(8) 0.0239(3) Uani 1 1 d . . . . .
O6 O 0.39141(13) 0.61492(11) 0.65512(8) 0.0244(3) Uani 1 1 d . . . . .
H39 H 0.4429(19) 0.8067(16) 0.9291(13) 0.021(5) Uiso 1 1 d . . . . .
H4N H 0.398(2) 0.5788(17) 0.7849(15) 0.028(5) Uiso 1 1 d . . . . .
H40 H 0.323(2) 1.0492(16) 1.0325(13) 0.025(5) Uiso 1 1 d . . . . .
H2N H 0.374(2) 0.8106(19) 0.6677(15) 0.034(6) Uiso 1 1 d . . . . .
H1N H 0.173(2) 0.7347(19) 0.8314(16) 0.039(6) Uiso 1 1 d . . . . .
H3N H 0.558(2) 0.7512(19) 0.7635(16) 0.040(6) Uiso 1 1 d . . . . .
H6O H 0.300(3) 0.596(2) 0.6415(17) 0.055(7) 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
N1 C1 C2 107.29(14) . . ?
N1 C1 C20 121.13(13) . . ?
C2 C1 C20 131.57(14) . . ?
C1 C2 C3 107.37(14) . . ?
C1 C2 H2 126.3 . . ?
C3 C2 H2 126.3 . . ?
C4 C3 C2 107.57(14) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
N1 C4 C3 107.35(14) . . ?
N1 C4 C5 120.54(14) . . ?
C3 C4 C5 132.02(15) . . ?
C6 C5 C4 109.98(13) . . ?
C6 C5 C27 111.67(13) . . ?
C4 C5 C27 109.50(13) . . ?
C6 C5 C21 107.89(13) . . ?
C4 C5 C21 110.14(13) . . ?
C27 C5 C21 107.63(13) . . ?
C7 C6 N2 107.17(14) . . ?
C7 C6 C5 130.78(14) . . ?
N2 C6 C5 121.88(14) . . ?
C6 C7 C8 107.89(14) . . ?
C6 C7 H7 126.1 . . ?
C8 C7 H7 126.1 . . ?
C9 C8 C7 108.03(14) . . ?
C9 C8 H8 126.0 . . ?
C7 C8 H8 126.0 . . ?
C8 C9 N2 106.83(14) . . ?
C8 C9 C10 130.11(15) . . ?
N2 C9 C10 122.99(14) . . ?
C11 C10 C9 111.15(13) . . ?
C11 C10 C22 108.58(14) . . ?
C9 C10 C22 108.03(14) . . ?
C11 C10 C23 109.80(13) . . ?
C9 C10 C23 110.64(13) . . ?
C22 C10 C23 108.56(14) . . ?
C12 C11 N3 106.97(14) . . ?
C12 C11 C10 129.74(15) . . ?
N3 C11 C10 123.28(14) . . ?
C11 C12 C13 108.11(14) . . ?
C11 C12 H12 125.9 . . ?
C13 C12 H12 125.9 . . ?
C14 C13 C12 107.97(14) . . ?
C14 C13 H13 126.0 . . ?
C12 C13 H13 126.0 . . ?
C13 C14 N3 106.78(14) . . ?
C13 C14 C15 129.63(15) . . ?
N3 C14 C15 123.53(14) . . ?
C16 C15 C14 111.93(12) . . ?
C16 C15 C24 108.08(13) . . ?
C14 C15 C24 108.03(13) . . ?
C16 C15 C33 112.10(13) . . ?
C14 C15 C33 110.58(12) . . ?
C24 C15 C33 105.82(12) . . ?
C17 C16 N4 106.84(14) . . ?
C17 C16 C15 130.42(14) . . ?
N4 C16 C15 122.73(13) . . ?
C16 C17 C18 107.98(14) . . ?
C16 C17 H17 126.0 . . ?
C18 C17 H17 126.0 . . ?
C19 C18 C17 108.02(14) . . ?
C19 C18 H18 126.0 . . ?
C17 C18 H18 126.0 . . ?
C18 C19 N4 106.73(14) . . ?
C18 C19 C20 131.69(14) . . ?
N4 C19 C20 121.38(13) . . ?
C1 C20 C19 110.30(13) . . ?
C1 C20 C26 108.87(13) . . ?
C19 C20 C26 108.87(13) . . ?
C1 C20 C25 110.36(13) . . ?
C19 C20 C25 109.38(13) . . ?
C26 C20 C25 109.03(13) . . ?
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 . . ?
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 . . ?
C32 C27 C28 118.07(15) . . ?
C32 C27 C5 122.37(15) . . ?
C28 C27 C5 119.52(14) . . ?
C29 C28 C27 121.57(16) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C28 C29 C30 118.36(16) . . ?
C28 C29 H29 120.8 . . ?
C30 C29 H29 120.8 . . ?
C31 C30 C29 121.98(16) . . ?
C31 C30 N5 119.53(14) . . ?
C29 C30 N5 118.48(15) . . ?
C30 C31 C32 118.71(15) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
C31 C32 C27 121.27(15) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
C38 C33 C34 118.42(14) . . ?
C38 C33 C15 121.53(14) . . ?
C34 C33 C15 119.76(14) . . ?
C35 C34 C33 121.64(15) . . ?
C35 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
C36 C35 C34 118.00(15) . . ?
C36 C35 H35 121.0 . . ?
C34 C35 H35 121.0 . . ?
C35 C36 C37 122.49(15) . . ?
C35 C36 N6 118.38(15) . . ?
C37 C36 N6 119.13(15) . . ?
C36 C37 C38 118.49(15) . . ?
C36 C37 H37 120.8 . . ?
C38 C37 H37 120.8 . . ?
C37 C38 C33 120.93(15) . . ?
C37 C38 H38 119.5 . . ?
C33 C38 H38 119.5 . . ?
N7 C39 C40 120.86(16) . 2_677 ?
N7 C39 H39 116.2(11) . . ?
C40 C39 H39 122.9(11) 2_677 . ?
N7 C40 C39 120.62(15) . 2_677 ?
N7 C40 H40 116.0(12) . . ?
C39 C40 H40 123.3(12) 2_677 . ?
O6 C41 H41A 109.5 . . ?
O6 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O6 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C1 N1 C4 110.41(13) . . ?
C1 N1 H1N 124.9(14) . . ?
C4 N1 H1N 124.7(14) . . ?
C9 N2 C6 110.08(14) . . ?
C9 N2 H2N 124.5(13) . . ?
C6 N2 H2N 125.2(14) . . ?
C14 N3 C11 110.16(13) . . ?
C14 N3 H3N 124.8(14) . . ?
C11 N3 H3N 125.0(14) . . ?
C16 N4 C19 110.41(13) . . ?
C16 N4 H4N 125.5(13) . . ?
C19 N4 H4N 123.9(13) . . ?
O2 N5 O1 123.58(15) . . ?
O2 N5 C30 118.22(14) . . ?
O1 N5 C30 118.19(14) . . ?
O4 N6 O3 123.91(14) . . ?
O4 N6 C36 118.01(14) . . ?
O3 N6 C36 118.07(14) . . ?
O5 N7 C40 120.49(13) . . ?
O5 N7 C39 121.00(14) . . ?
C40 N7 C39 118.52(15) . . ?
C41 O6 H6O 109.8(16) . . ?
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 N1 1.373(2) . ?
C1 C2 1.380(2) . ?
C1 C20 1.512(2) . ?
C2 C3 1.428(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(2) . ?
C3 H3 0.9500 . ?
C4 N1 1.374(2) . ?
C4 C5 1.520(2) . ?
C5 C6 1.513(2) . ?
C5 C27 1.538(2) . ?
C5 C21 1.550(2) . ?
C6 C7 1.366(2) . ?
C6 N2 1.3827(19) . ?
C7 C8 1.419(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.373(2) . ?
C8 H8 0.9500 . ?
C9 N2 1.380(2) . ?
C9 C10 1.515(2) . ?
C10 C11 1.515(2) . ?
C10 C22 1.539(2) . ?
C10 C23 1.543(2) . ?
C11 C12 1.367(2) . ?
C11 N3 1.383(2) . ?
C12 C13 1.420(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.373(2) . ?
C13 H13 0.9500 . ?
C14 N3 1.383(2) . ?
C14 C15 1.521(2) . ?
C15 C16 1.519(2) . ?
C15 C24 1.545(2) . ?
C15 C33 1.547(2) . ?
C16 C17 1.372(2) . ?
C16 N4 1.381(2) . ?
C17 C18 1.423(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.371(2) . ?
C18 H18 0.9500 . ?
C19 N4 1.3846(19) . ?
C19 C20 1.517(2) . ?
C20 C26 1.539(2) . ?
C20 C25 1.543(2) . ?
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 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C32 1.393(2) . ?
C27 C28 1.400(2) . ?
C28 C29 1.382(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.381(2) . ?
C30 N5 1.468(2) . ?
C31 C32 1.385(2) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.398(2) . ?
C33 C34 1.399(2) . ?
C34 C35 1.386(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.384(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.385(2) . ?
C36 N6 1.479(2) . ?
C37 C38 1.391(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 N7 1.358(2) . ?
C39 C40 1.360(2) 2_677 ?
C39 H39 0.933(19) . ?
C40 N7 1.356(2) . ?
C40 H40 0.937(19) . ?
C41 O6 1.428(2) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
N1 H1N 0.90(2) . ?
N2 H2N 0.88(2) . ?
N3 H3N 0.90(2) . ?
N4 H4N 0.87(2) . ?
N5 O2 1.2266(18) . ?
N5 O1 1.2290(18) . ?
N6 O4 1.2276(19) . ?
N6 O3 1.2304(19) . ?
N7 O5 1.3079(17) . ?
O6 H6O 0.88(3) . ?
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
C37 H37 O1 0.95 2.53 3.103(2) 118.8 2_566
C39 H39 N4 0.933(19) 2.642(19) 3.564(2) 170.1(15) .
N4 H4N O6 0.87(2) 2.17(2) 2.9966(18) 158.7(17) .
C40 H40 N3 0.937(19) 2.672(19) 3.266(2) 121.9(14) 2_677
N2 H2N O6 0.88(2) 2.58(2) 3.3222(19) 143.6(17) .
N1 H1N N7 0.90(2) 2.64(2) 3.4625(19) 152.0(18) .
N1 H1N O5 0.90(2) 1.89(2) 2.7896(18) 177(2) .
N3 H3N O6 0.90(2) 2.05(2) 2.9213(19) 162(2) .
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 0.12(17) . . . . ?
C20 C1 C2 C3 -178.97(15) . . . . ?
C1 C2 C3 C4 -0.24(18) . . . . ?
C2 C3 C4 N1 0.26(17) . . . . ?
C2 C3 C4 C5 176.82(16) . . . . ?
N1 C4 C5 C6 69.79(18) . . . . ?
C3 C4 C5 C6 -106.40(19) . . . . ?
N1 C4 C5 C27 -167.15(13) . . . . ?
C3 C4 C5 C27 16.7(2) . . . . ?
N1 C4 C5 C21 -48.99(19) . . . . ?
C3 C4 C5 C21 134.82(18) . . . . ?
C4 C5 C6 C7 -143.72(17) . . . . ?
C27 C5 C6 C7 94.5(2) . . . . ?
C21 C5 C6 C7 -23.6(2) . . . . ?
C4 C5 C6 N2 41.6(2) . . . . ?
C27 C5 C6 N2 -80.13(18) . . . . ?
C21 C5 C6 N2 161.79(14) . . . . ?
N2 C6 C7 C8 0.51(18) . . . . ?
C5 C6 C7 C8 -174.73(16) . . . . ?
C6 C7 C8 C9 -0.04(19) . . . . ?
C7 C8 C9 N2 -0.45(18) . . . . ?
C7 C8 C9 C10 -177.51(16) . . . . ?
C8 C9 C10 C11 94.2(2) . . . . ?
N2 C9 C10 C11 -82.48(18) . . . . ?
C8 C9 C10 C22 -24.9(2) . . . . ?
N2 C9 C10 C22 158.49(15) . . . . ?
C8 C9 C10 C23 -143.56(17) . . . . ?
N2 C9 C10 C23 39.8(2) . . . . ?
C9 C10 C11 C12 -120.08(18) . . . . ?
C22 C10 C11 C12 -1.4(2) . . . . ?
C23 C10 C11 C12 117.17(18) . . . . ?
C9 C10 C11 N3 59.70(19) . . . . ?
C22 C10 C11 N3 178.39(14) . . . . ?
C23 C10 C11 N3 -63.06(19) . . . . ?
N3 C11 C12 C13 0.12(17) . . . . ?
C10 C11 C12 C13 179.92(15) . . . . ?
C11 C12 C13 C14 -0.26(18) . . . . ?
C12 C13 C14 N3 0.29(17) . . . . ?
C12 C13 C14 C15 177.51(15) . . . . ?
C13 C14 C15 C16 125.70(17) . . . . ?
N3 C14 C15 C16 -57.49(19) . . . . ?
C13 C14 C15 C24 6.8(2) . . . . ?
N3 C14 C15 C24 -176.36(13) . . . . ?
C13 C14 C15 C33 -108.54(18) . . . . ?
N3 C14 C15 C33 68.27(18) . . . . ?
C14 C15 C16 C17 -100.36(19) . . . . ?
C24 C15 C16 C17 18.5(2) . . . . ?
C33 C15 C16 C17 134.72(17) . . . . ?
C14 C15 C16 N4 78.37(18) . . . . ?
C24 C15 C16 N4 -162.79(14) . . . . ?
C33 C15 C16 N4 -46.54(19) . . . . ?
N4 C16 C17 C18 -0.21(18) . . . . ?
C15 C16 C17 C18 178.67(15) . . . . ?
C16 C17 C18 C19 0.76(19) . . . . ?
C17 C18 C19 N4 -0.99(18) . . . . ?
C17 C18 C19 C20 173.82(16) . . . . ?
N1 C1 C20 C19 -65.12(18) . . . . ?
C2 C1 C20 C19 113.87(19) . . . . ?
N1 C1 C20 C26 175.49(14) . . . . ?
C2 C1 C20 C26 -5.5(2) . . . . ?
N1 C1 C20 C25 55.86(19) . . . . ?
C2 C1 C20 C25 -125.15(18) . . . . ?
C18 C19 C20 C1 138.52(17) . . . . ?
N4 C19 C20 C1 -47.30(19) . . . . ?
C18 C19 C20 C26 -102.09(19) . . . . ?
N4 C19 C20 C26 72.09(18) . . . . ?
C18 C19 C20 C25 17.0(2) . . . . ?
N4 C19 C20 C25 -168.86(14) . . . . ?
C6 C5 C27 C32 4.2(2) . . . . ?
C4 C5 C27 C32 -117.82(16) . . . . ?
C21 C5 C27 C32 122.46(16) . . . . ?
C6 C5 C27 C28 -173.31(14) . . . . ?
C4 C5 C27 C28 64.64(18) . . . . ?
C21 C5 C27 C28 -55.07(19) . . . . ?
C32 C27 C28 C29 -2.1(3) . . . . ?
C5 C27 C28 C29 175.55(16) . . . . ?
C27 C28 C29 C30 1.4(3) . . . . ?
C28 C29 C30 C31 0.4(3) . . . . ?
C28 C29 C30 N5 179.61(15) . . . . ?
C29 C30 C31 C32 -1.4(2) . . . . ?
N5 C30 C31 C32 179.38(14) . . . . ?
C30 C31 C32 C27 0.7(2) . . . . ?
C28 C27 C32 C31 1.0(2) . . . . ?
C5 C27 C32 C31 -176.54(14) . . . . ?
C16 C15 C33 C38 -33.4(2) . . . . ?
C14 C15 C33 C38 -159.10(14) . . . . ?
C24 C15 C33 C38 84.16(17) . . . . ?
C16 C15 C33 C34 152.77(14) . . . . ?
C14 C15 C33 C34 27.1(2) . . . . ?
C24 C15 C33 C34 -89.63(17) . . . . ?
C38 C33 C34 C35 0.7(2) . . . . ?
C15 C33 C34 C35 174.70(14) . . . . ?
C33 C34 C35 C36 -0.4(2) . . . . ?
C34 C35 C36 C37 -0.7(2) . . . . ?
C34 C35 C36 N6 179.60(14) . . . . ?
C35 C36 C37 C38 1.6(2) . . . . ?
N6 C36 C37 C38 -178.75(14) . . . . ?
C36 C37 C38 C33 -1.3(2) . . . . ?
C34 C33 C38 C37 0.2(2) . . . . ?
C15 C33 C38 C37 -173.70(15) . . . . ?
C2 C1 N1 C4 0.04(17) . . . . ?
C20 C1 N1 C4 179.25(13) . . . . ?
C3 C4 N1 C1 -0.19(17) . . . . ?
C5 C4 N1 C1 -177.23(13) . . . . ?
C8 C9 N2 C6 0.78(18) . . . . ?
C10 C9 N2 C6 178.10(14) . . . . ?
C7 C6 N2 C9 -0.80(18) . . . . ?
C5 C6 N2 C9 174.95(14) . . . . ?
C13 C14 N3 C11 -0.22(17) . . . . ?
C15 C14 N3 C11 -177.65(13) . . . . ?
C12 C11 N3 C14 0.06(17) . . . . ?
C10 C11 N3 C14 -179.76(13) . . . . ?
C17 C16 N4 C19 -0.41(18) . . . . ?
C15 C16 N4 C19 -179.41(14) . . . . ?
C18 C19 N4 C16 0.89(18) . . . . ?
C20 C19 N4 C16 -174.58(14) . . . . ?
C31 C30 N5 O2 0.9(2) . . . . ?
C29 C30 N5 O2 -178.36(15) . . . . ?
C31 C30 N5 O1 179.56(15) . . . . ?
C29 C30 N5 O1 0.3(2) . . . . ?
C35 C36 N6 O4 168.79(15) . . . . ?
C37 C36 N6 O4 -10.9(2) . . . . ?
C35 C36 N6 O3 -12.0(2) . . . . ?
C37 C36 N6 O3 168.28(15) . . . . ?
C39 C40 N7 O5 179.66(15) 2_677 . . . ?
C39 C40 N7 C39 0.0(3) 2_677 . . . ?
C40 C39 N7 O5 -179.66(15) 2_677 . . . ?
C40 C39 N7 C40 0.0(3) 2_677 . . . ?
