#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:40:00 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281563 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/90/7159010.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_7159010
loop_
_publ_author_name
'Nagata, Makoto'
'Watanabe, Mizuki'
'Doi, Ryohei'
'Uemura, Mai'
'Ochiai, Nanase'
'Ichinose, Wataru'
'Fujiwara, Koichi'
'Sato, Yoshihiro'
'Kameda, Tomoshi'
'Takeuchi, Koh'
'Shuto, Satoshi'
_publ_section_title
;
 Helix-forming aliphatic homo-δ-peptide foldamers based on the
 conformational restriction effects of cyclopropane.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              970
_journal_page_last               980
_journal_paper_doi               10.1039/d2ob01715f
_journal_volume                  21
_journal_year                    2023
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C35 H60 N4 O7'
_chemical_formula_sum            'C35 H60 N4 O7'
_chemical_formula_weight         648.87
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-12-10 deposited with the CCDC.	2022-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                104.374(7)
_cell_angle_beta                 96.543(7)
_cell_angle_gamma                109.840(8)
_cell_formula_units_Z            1
_cell_length_a                   9.5195(2)
_cell_length_b                   9.5196(2)
_cell_length_c                   11.9808(3)
_cell_measurement_reflns_used    10686
_cell_measurement_temperature    133
_cell_measurement_theta_max      68.16
_cell_measurement_theta_min      3.90
_cell_volume                     965.62(9)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL Version 2014/8 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      133
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11294
_diffrn_reflns_point_group_measured_fraction_full 0.834
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.162
_diffrn_reflns_theta_min         3.902
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.622
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_correction_T_min  0.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344.00
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.20
_refine_ls_abs_structure_details
;
 Flack x determined using 2058 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     439
_refine_ls_number_reflns         5883
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0438P)²+0.2138P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0918
_reflns_Friedel_coverage         0.695
_reflns_Friedel_fraction_full    0.685
_reflns_Friedel_fraction_max     0.681
_reflns_number_gt                5536
_reflns_number_total             5883
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d2ob01715f2.cif
_cod_data_source_block           nactetramer
_cod_depositor_comments
'Adding full bibliography for 7159010--7159012.cif.'
_cod_original_cell_volume        965.61(8)
_cod_database_code               7159010
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +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
O1 O 0.4280(2) 0.4014(3) -0.03006(17) 0.0342(5) Uani 1 1 d . . . . .
O2 O 0.6460(2) 0.0691(3) 0.18204(17) 0.0319(5) Uani 1 1 d . . . . .
O3 O 0.7822(2) 0.6162(3) 0.54830(19) 0.0409(6) Uani 1 1 d . . . . .
O4 O 0.4841(3) -0.1194(3) 0.5078(2) 0.0422(6) Uani 1 1 d . . . . .
O7 O 0.7200(3) 0.4684(3) 0.3608(2) 0.0564(7) Uani 1 1 d . . . . .
O10 O 0.5747(3) -0.0797(3) -0.25692(18) 0.0462(6) Uani 1 1 d . . . . .
O47 O 0.3203(3) 0.0802(3) -0.46572(19) 0.0449(6) Uani 1 1 d . . . . .
N5 N 0.6749(3) 0.0320(3) 0.3613(2) 0.0268(5) Uani 1 1 d . . . . .
N6 N 0.6116(3) 0.0394(3) -0.0628(2) 0.0272(5) Uani 1 1 d . . . . .
N9 N 0.4811(3) 0.3829(3) 0.1530(2) 0.0277(5) Uani 1 1 d . . . . .
N11 N 0.3315(3) 0.2050(4) -0.2765(2) 0.0347(6) Uani 1 1 d . . . . .
C12 C 0.5270(3) -0.0672(4) -0.1641(2) 0.0298(7) Uani 1 1 d . . . . .
C13 C 0.8013(3) 0.3020(4) 0.0352(2) 0.0288(6) Uani 1 1 d . . . . .
H13 H 0.7951 0.3031 0.1182 0.035 Uiso 1 1 calc R U . . .
C14 C 0.9693(3) 0.5317(4) 0.4746(2) 0.0296(6) Uani 1 1 d . . . . .
H14 H 1.0075 0.5563 0.5612 0.035 Uiso 1 1 calc R U . . .
C15 C 0.5212(3) 0.4321(3) 0.0619(2) 0.0273(6) Uani 1 1 d . . . . .
C16 C 0.3234(3) 0.2917(3) 0.1561(2) 0.0254(6) Uani 1 1 d . . . . .
H16 H 0.2695 0.2230 0.0738 0.030 Uiso 1 1 calc R U . . .
C17 C 0.9685(3) 0.3724(4) 0.4113(2) 0.0275(6) Uani 1 1 d . . . . .
H17 H 0.9404 0.3407 0.3231 0.033 Uiso 1 1 calc R U . . .
C18 C 0.8410(3) 0.0748(3) 0.3821(2) 0.0272(6) Uani 1 1 d . . . . .
H18 H 0.8718 0.0688 0.3046 0.033 Uiso 1 1 calc R U . . .
C19 C 0.7703(3) 0.1445(4) -0.0499(3) 0.0297(7) Uani 1 1 d . . . . .
H19 H 0.7840 0.1584 -0.1286 0.036 Uiso 1 1 calc R U . . .
C20 C 0.5909(3) 0.0295(3) 0.2635(2) 0.0224(6) Uani 1 1 d . . . . .
C21 C 0.4192(3) -0.0337(3) 0.2555(2) 0.0252(6) Uani 1 1 d . . . . .
H21 H 0.4008 -0.0045 0.3371 0.030 Uiso 1 1 calc R U . . .
C22 C 0.9252(3) 0.2399(4) 0.4631(2) 0.0268(6) Uani 1 1 d . . . . .
H22 H 0.8982 0.2635 0.5420 0.032 Uiso 1 1 calc R U . . .
C23 C 0.3373(3) 0.0333(3) 0.1808(2) 0.0254(6) Uani 1 1 d . . . . .
H23 H 0.3440 0.0074 0.0959 0.030 Uiso 1 1 calc R U . . .
C24 C 0.2389(3) 0.3982(4) 0.1961(3) 0.0329(7) Uani 1 1 d . . . . .
H24A H 0.1341 0.3345 0.1973 0.039 Uiso 1 1 calc R U . . .
H24B H 0.2918 0.4701 0.2754 0.039 Uiso 1 1 calc R U . . .
H24C H 0.2361 0.4589 0.1412 0.039 Uiso 1 1 calc R U . . .
C25 C 0.8098(3) 0.5322(4) 0.4534(3) 0.0304(7) Uani 1 1 d . . . . .
C26 C 0.7531(3) 0.4193(4) -0.0051(3) 0.0308(7) Uani 1 1 d . . . . .
H26 H 0.7053 0.3855 -0.0910 0.037 Uiso 1 1 calc R U . . .
C27 C 0.2117(3) 0.0031(4) -0.1890(2) 0.0325(7) Uani 1 1 d . . . . .
H27 H 0.2633 0.0668 -0.1052 0.039 Uiso 1 1 calc R U . . .
C28 C 0.3669(3) -0.1725(4) -0.1628(3) 0.0327(7) Uani 1 1 d . . . . .
H28 H 0.3533 -0.1489 -0.0796 0.039 Uiso 1 1 calc R U . . .
C29 C 0.3229(3) 0.1869(3) 0.2312(2) 0.0251(6) Uani 1 1 d . . . . .
H29 H 0.3712 0.2416 0.3169 0.030 Uiso 1 1 calc R U . . .
C30 C 0.6916(3) 0.5227(4) 0.0748(3) 0.0323(7) Uani 1 1 d . . . . .
H30 H 0.7448 0.5472 0.1583 0.039 Uiso 1 1 calc R U . . .
C31 C 1.0896(3) 0.3228(4) 0.4606(3) 0.0323(7) Uani 1 1 d . . . . .
H31A H 1.1609 0.3930 0.5363 0.039 Uiso 1 1 calc R U . . .
H31B H 1.1351 0.2662 0.4042 0.039 Uiso 1 1 calc R U . . .
C32 C 0.1860(3) 0.0366(4) 0.2038(3) 0.0328(7) Uani 1 1 d . . . . .
H32A H 0.1035 0.0105 0.1348 0.039 Uiso 1 1 calc R U . . .
H32B H 0.1511 0.0027 0.2710 0.039 Uiso 1 1 calc R U . . .
C33 C 0.3916(4) 0.1845(4) -0.3719(3) 0.0390(8) Uani 1 1 d . . . . .
C34 C 0.8790(3) 0.0703(4) -0.0121(3) 0.0356(7) Uani 1 1 d . . . . .
H34A H 0.9848 0.1408 -0.0036 0.043 Uiso 1 1 calc R U . . .
H34B H 0.8646 0.0522 0.0636 0.043 Uiso 1 1 calc R U . . .
H34C H 0.8573 -0.0300 -0.0720 0.043 Uiso 1 1 calc R U . . .
C35 C 0.3576(4) -0.2117(4) 0.2069(3) 0.0369(7) Uani 1 1 d . . . . .
H35A H 0.4123 -0.2525 0.2567 0.044 Uiso 1 1 calc R U . . .
H35B H 0.2482 -0.2548 0.2065 0.044 Uiso 1 1 calc R U . . .
H35C H 0.3725 -0.2426 0.1262 0.044 Uiso 1 1 calc R U . . .
C36 C 0.1855(4) 0.0959(4) -0.2689(3) 0.0347(7) Uani 1 1 d . . . . .
H36 H 0.1341 0.0205 -0.3497 0.042 Uiso 1 1 calc R U . . .
C37 C 0.2513(3) -0.1365(4) -0.2358(3) 0.0324(7) Uani 1 1 d . . . . .
H37 H 0.2494 -0.1651 -0.3223 0.039 Uiso 1 1 calc R U . . .
C38 C 1.0751(4) 0.6591(4) 0.4312(3) 0.0399(8) Uani 1 1 d . . . . .
H38A H 1.1788 0.6596 0.4446 0.048 Uiso 1 1 calc R U . . .
H38B H 1.0370 0.6372 0.3467 0.048 Uiso 1 1 calc R U . . .
H38C H 1.0769 0.7617 0.4747 0.048 Uiso 1 1 calc R U . . .
C39 C 0.6357(4) 0.6338(5) 0.5326(4) 0.0517(10) Uani 1 1 d . . . . .
H39A H 0.6267 0.6974 0.6074 0.062 Uiso 1 1 calc R U . . .
H39B H 0.6295 0.6858 0.4722 0.062 Uiso 1 1 calc R U . . .
H39C H 0.5525 0.5301 0.5077 0.062 Uiso 1 1 calc R U . . .
C40 C 0.0973(4) -0.1581(4) -0.2054(3) 0.0404(8) Uani 1 1 d . . . . .
H40A H 0.0067 -0.2019 -0.2714 0.048 Uiso 1 1 calc R U . . .
H40B H 0.0786 -0.1893 -0.1339 0.048 Uiso 1 1 calc R U . . .
C41 C 0.8817(4) -0.0434(4) 0.4308(3) 0.0376(7) Uani 1 1 d . . . . .
H41A H 0.9927 -0.0148 0.4448 0.045 Uiso 1 1 calc R U . . .
H41B H 0.8483 -0.0428 0.5053 0.045 Uiso 1 1 calc R U . . .
H41C H 0.8303 -0.1485 0.3737 0.045 Uiso 1 1 calc R U . . .
C42 C 0.9203(4) 0.4471(4) 0.0226(3) 0.0405(8) Uani 1 1 d . . . . .
H42A H 0.9853 0.5308 0.0957 0.049 Uiso 1 1 calc R U . . .
H42B H 0.9716 0.4335 -0.0444 0.049 Uiso 1 1 calc R U . . .
C43 C 0.7187(4) 0.6769(4) 0.0473(3) 0.0462(9) Uani 1 1 d . . . . .
H43A H 0.6773 0.7404 0.1009 0.055 Uiso 1 1 calc R U . . .
H43B H 0.8288 0.7345 0.0578 0.055 Uiso 1 1 calc R U . . .
H43C H 0.6675 0.6547 -0.0344 0.055 Uiso 1 1 calc R U . . .
C44 C 0.0833(4) 0.1835(5) -0.2306(3) 0.0460(9) Uani 1 1 d . . . . .
H44A H -0.0147 0.1091 -0.2257 0.055 Uiso 1 1 calc R U . . .
H44B H 0.1334 0.2619 -0.1530 0.055 Uiso 1 1 calc R U . . .
H44C H 0.0654 0.2362 -0.2883 0.055 Uiso 1 1 calc R U . . .
C45 C 0.3437(4) -0.3452(4) -0.2081(3) 0.0515(10) Uani 1 1 d . . . . .
H45A H 0.4201 -0.3651 -0.1592 0.062 Uiso 1 1 calc R U . . .
H45B H 0.2409 -0.4107 -0.2042 0.062 Uiso 1 1 calc R U . . .
H45C H 0.3552 -0.3705 -0.2901 0.062 Uiso 1 1 calc R U . . .
C46 C 0.5542(5) 0.2939(5) -0.3564(4) 0.0605(11) Uani 1 1 d . . . . .
H46A H 0.5900 0.3677 -0.2762 0.073 Uiso 1 1 calc R U . . .
H46B H 0.6191 0.2331 -0.3691 0.073 Uiso 1 1 calc R U . . .
H46C H 0.5595 0.3522 -0.4137 0.073 Uiso 1 1 calc R U . . .
H8 H 0.519(4) -0.097(4) 0.582(4) 0.052(11) Uiso 1 1 d . . . . .
H48 H 0.421(5) -0.068(5) 0.513(4) 0.065(13) Uiso 1 1 d . . . . .
H49 H 0.632(4) 0.002(4) 0.415(3) 0.037(9) Uiso 1 1 d . . . . .
H50 H 0.544(4) 0.406(4) 0.211(3) 0.025(8) Uiso 1 1 d . . . . .
H51 H 0.582(4) 0.042(4) 0.001(3) 0.042(10) Uiso 1 1 d . . . . .
H52 H 0.390(4) 0.281(4) -0.215(3) 0.035(9) 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 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(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
C25 O3 C39 115.9(2) . . ?
H8 O4 H48 98(4) . . ?
C20 N5 C18 124.0(2) . . ?
C20 N5 H49 120(2) . . ?
C18 N5 H49 116(2) . . ?
C12 N6 C19 123.1(2) . . ?
C12 N6 H51 121(2) . . ?
C19 N6 H51 115(2) . . ?
C15 N9 C16 124.0(2) . . ?
C15 N9 H50 120(2) . . ?
C16 N9 H50 116(2) . . ?
C33 N11 C36 123.2(3) . . ?
C33 N11 H52 116(2) . . ?
C36 N11 H52 120(2) . . ?
O10 C12 N6 122.0(3) . . ?
O10 C12 C28 120.9(3) . . ?
N6 C12 C28 117.2(2) . . ?
C19 C13 C26 120.3(2) . . ?
C19 C13 C42 119.4(3) . . ?
C26 C13 C42 59.83(19) . . ?
C19 C13 H13 115.4 . . ?
C26 C13 H13 115.4 . . ?
C42 C13 H13 115.4 . . ?
C25 C14 C17 110.7(2) . . ?
C25 C14 C38 108.9(3) . . ?
C17 C14 C38 110.4(2) . . ?
C25 C14 H14 108.9 . . ?
C17 C14 H14 108.9 . . ?
C38 C14 H14 108.9 . . ?
O1 C15 N9 122.7(3) . . ?
O1 C15 C30 121.2(3) . . ?
N9 C15 C30 116.0(2) . . ?
N9 C16 C29 110.0(2) . . ?
N9 C16 C24 111.2(2) . . ?
C29 C16 C24 112.5(2) . . ?
N9 C16 H16 107.6 . . ?
C29 C16 H16 107.6 . . ?
C24 C16 H16 107.6 . . ?
C22 C17 C31 60.13(19) . . ?
C22 C17 C14 121.7(2) . . ?
C31 C17 C14 118.5(2) . . ?
C22 C17 H17 115.2 . . ?
C31 C17 H17 115.2 . . ?
C14 C17 H17 115.2 . . ?
N5 C18 C22 111.4(2) . . ?
N5 C18 C41 109.5(2) . . ?
C22 C18 C41 111.6(2) . . ?
N5 C18 H18 108.1 . . ?
C22 C18 H18 108.1 . . ?
C41 C18 H18 108.1 . . ?
N6 C19 C13 109.7(2) . . ?
N6 C19 C34 109.7(2) . . ?
C13 C19 C34 112.5(2) . . ?
N6 C19 H19 108.3 . . ?
C13 C19 H19 108.3 . . ?
C34 C19 H19 108.3 . . ?
O2 C20 N5 123.3(3) . . ?
O2 C20 C21 121.6(2) . . ?
N5 C20 C21 115.0(2) . . ?
C23 C21 C20 112.5(2) . . ?
C23 C21 C35 110.9(2) . . ?
C20 C21 C35 108.4(2) . . ?
C23 C21 H21 108.3 . . ?
C20 C21 H21 108.3 . . ?
C35 C21 H21 108.3 . . ?
C17 C22 C31 60.09(19) . . ?
C17 C22 C18 119.2(2) . . ?
C31 C22 C18 118.2(2) . . ?
C17 C22 H22 116.0 . . ?
C31 C22 H22 116.0 . . ?
C18 C22 H22 116.0 . . ?
C29 C23 C32 60.05(19) . . ?
C29 C23 C21 121.6(2) . . ?
C32 C23 C21 117.7(2) . . ?
C29 C23 H23 115.4 . . ?
C32 C23 H23 115.4 . . ?
C21 C23 H23 115.4 . . ?
C16 C24 H24A 109.5 . . ?
C16 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C16 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O7 C25 O3 123.5(3) . . ?
O7 C25 C14 124.1(3) . . ?
O3 C25 C14 112.4(2) . . ?
C13 C26 C42 60.52(19) . . ?
C13 C26 C30 120.5(2) . . ?
C42 C26 C30 119.8(3) . . ?
C13 C26 H26 115.1 . . ?
C42 C26 H26 115.1 . . ?
C30 C26 H26 115.1 . . ?
C37 C27 C40 60.5(2) . . ?
C37 C27 C36 119.8(2) . . ?
C40 C27 C36 120.4(3) . . ?
C37 C27 H27 115.1 . . ?
C40 C27 H27 115.1 . . ?
C36 C27 H27 115.1 . . ?
C37 C28 C12 109.2(3) . . ?
C37 C28 C45 111.2(3) . . ?
C12 C28 C45 110.9(3) . . ?
C37 C28 H28 108.5 . . ?
C12 C28 H28 108.5 . . ?
C45 C28 H28 108.5 . . ?
C23 C29 C16 120.0(2) . . ?
C23 C29 C32 60.32(19) . . ?
C16 C29 C32 118.3(2) . . ?
C23 C29 H29 115.7 . . ?
C16 C29 H29 115.7 . . ?
C32 C29 H29 115.7 . . ?
C26 C30 C15 108.5(2) . . ?
C26 C30 C43 112.0(3) . . ?
C15 C30 C43 110.6(2) . . ?
C26 C30 H30 108.5 . . ?
C15 C30 H30 108.5 . . ?
C43 C30 H30 108.5 . . ?
C17 C31 C22 59.77(19) . . ?
C17 C31 H31A 117.8 . . ?
C22 C31 H31A 117.8 . . ?
C17 C31 H31B 117.8 . . ?
C22 C31 H31B 117.8 . . ?
H31A C31 H31B 114.9 . . ?
C29 C32 C23 59.63(18) . . ?
C29 C32 H32A 117.8 . . ?
C23 C32 H32A 117.8 . . ?
C29 C32 H32B 117.8 . . ?
C23 C32 H32B 117.8 . . ?
H32A C32 H32B 114.9 . . ?
O47 C33 N11 122.5(3) . . ?
O47 C33 C46 122.0(3) . . ?
N11 C33 C46 115.5(3) . . ?
C19 C34 H34A 109.5 . . ?
C19 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C19 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C21 C35 H35A 109.5 . . ?
C21 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C21 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N11 C36 C27 109.8(2) . . ?
N11 C36 C44 110.1(3) . . ?
C27 C36 C44 113.2(2) . . ?
N11 C36 H36 107.8 . . ?
C27 C36 H36 107.8 . . ?
C44 C36 H36 107.8 . . ?
C27 C37 C40 59.8(2) . . ?
C27 C37 C28 121.9(3) . . ?
C40 C37 C28 120.0(3) . . ?
C27 C37 H37 114.7 . . ?
C40 C37 H37 114.7 . . ?
C28 C37 H37 114.7 . . ?
C14 C38 H38A 109.5 . . ?
C14 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C14 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O3 C39 H39A 109.5 . . ?
O3 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O3 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C27 C40 C37 59.7(2) . . ?
C27 C40 H40A 117.8 . . ?
C37 C40 H40A 117.8 . . ?
C27 C40 H40B 117.8 . . ?
C37 C40 H40B 117.8 . . ?
H40A C40 H40B 114.9 . . ?
C18 C41 H41A 109.5 . . ?
C18 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C18 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C26 C42 C13 59.65(19) . . ?
C26 C42 H42A 117.8 . . ?
C13 C42 H42A 117.8 . . ?
C26 C42 H42B 117.8 . . ?
C13 C42 H42B 117.8 . . ?
H42A C42 H42B 114.9 . . ?
C30 C43 H43A 109.5 . . ?
C30 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C30 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C36 C44 H44A 109.5 . . ?
C36 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C36 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C28 C45 H45A 109.5 . . ?
C28 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C28 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C33 C46 H46A 109.5 . . ?
C33 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C33 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 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 C15 1.236(3) . ?
O2 C20 1.239(3) . ?
O3 C25 1.327(3) . ?
O3 C39 1.457(4) . ?
O4 H8 0.86(4) . ?
O4 H48 0.89(5) . ?
O7 C25 1.195(3) . ?
O10 C12 1.242(3) . ?
O47 C33 1.235(4) . ?
N5 C20 1.331(3) . ?
N5 C18 1.466(3) . ?
N5 H49 0.86(3) . ?
N6 C12 1.328(4) . ?
N6 C19 1.467(4) . ?
N6 H51 0.84(4) . ?
N9 C15 1.336(4) . ?
N9 C16 1.467(3) . ?
N9 H50 0.79(3) . ?
N11 C33 1.336(4) . ?
N11 C36 1.455(4) . ?
N11 H52 0.87(3) . ?
C12 C28 1.518(4) . ?
C13 C19 1.499(4) . ?
C13 C26 1.501(4) . ?
C13 C42 1.515(4) . ?
C13 H13 1.0000 . ?
C14 C25 1.512(4) . ?
C14 C17 1.515(4) . ?
C14 C38 1.535(4) . ?
C14 H14 1.0000 . ?
C15 C30 1.525(4) . ?
C16 C29 1.500(4) . ?
C16 C24 1.519(4) . ?
C16 H16 1.0000 . ?
C17 C22 1.497(4) . ?
C17 C31 1.502(4) . ?
C17 H17 1.0000 . ?
C18 C22 1.505(4) . ?
C18 C41 1.525(4) . ?
C18 H18 1.0000 . ?
C19 C34 1.524(4) . ?
C19 H19 1.0000 . ?
C20 C21 1.520(4) . ?
C21 C23 1.509(4) . ?
C21 C35 1.521(4) . ?
C21 H21 1.0000 . ?
C22 C31 1.502(4) . ?
C22 H22 1.0000 . ?
C23 C29 1.496(4) . ?
C23 C32 1.506(4) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 C42 1.504(4) . ?
C26 C30 1.509(4) . ?
C26 H26 1.0000 . ?
C27 C37 1.498(4) . ?
C27 C40 1.499(5) . ?
C27 C36 1.509(4) . ?
C27 H27 1.0000 . ?
C28 C37 1.510(4) . ?
C28 C45 1.525(5) . ?
C28 H28 1.0000 . ?
C29 C32 1.502(4) . ?
C29 H29 1.0000 . ?
C30 C43 1.528(4) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C46 1.503(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C44 1.522(4) . ?
C36 H36 1.0000 . ?
C37 C40 1.509(4) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O4 H8 O10 . . 1_556 2.743(3) 0.86(4) 1.89(4) 171(4) no
O4 H48 O47 . . 1_556 2.822(5) 0.89(6) 1.94(5) 169(3) no
N5 H49 O4 . . . 2.944(4) 0.86(4) 2.11(4) 165(2) no
N6 H51 O2 . . . 2.846(3) 0.84(4) 2.11(4) 146(4) no
N9 H50 O7 . . . 2.912(3) 0.79(3) 2.12(3) 178(4) no
N11 H52 O1 . . . 2.921(3) 0.87(3) 2.15(3) 149(3) no
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
C19 N6 C12 O10 -3.7(4) . . . . ?
C19 N6 C12 C28 177.4(2) . . . . ?
C16 N9 C15 O1 -1.8(4) . . . . ?
C16 N9 C15 C30 -178.9(2) . . . . ?
C15 N9 C16 C29 150.1(3) . . . . ?
C15 N9 C16 C24 -84.5(3) . . . . ?
C25 C14 C17 C22 -82.1(3) . . . . ?
C38 C14 C17 C22 157.3(3) . . . . ?
C25 C14 C17 C31 -152.7(3) . . . . ?
C38 C14 C17 C31 86.6(3) . . . . ?
C20 N5 C18 C22 101.8(3) . . . . ?
C20 N5 C18 C41 -134.3(3) . . . . ?
C12 N6 C19 C13 144.3(3) . . . . ?
C12 N6 C19 C34 -91.6(3) . . . . ?
C26 C13 C19 N6 -81.2(3) . . . . ?
C42 C13 C19 N6 -151.4(2) . . . . ?
C26 C13 C19 C34 156.4(3) . . . . ?
C42 C13 C19 C34 86.2(3) . . . . ?
C18 N5 C20 O2 -2.9(4) . . . . ?
C18 N5 C20 C21 174.3(2) . . . . ?
O2 C20 C21 C23 -30.2(4) . . . . ?
N5 C20 C21 C23 152.6(2) . . . . ?
O2 C20 C21 C35 92.9(3) . . . . ?
N5 C20 C21 C35 -84.4(3) . . . . ?
C14 C17 C22 C31 -107.0(3) . . . . ?
C31 C17 C22 C18 -107.7(3) . . . . ?
C14 C17 C22 C18 145.4(3) . . . . ?
N5 C18 C22 C17 -89.1(3) . . . . ?
C41 C18 C22 C17 148.2(3) . . . . ?
N5 C18 C22 C31 -158.7(2) . . . . ?
C41 C18 C22 C31 78.6(3) . . . . ?
C20 C21 C23 C29 -85.2(3) . . . . ?
C35 C21 C23 C29 153.1(3) . . . . ?
C20 C21 C23 C32 -155.4(2) . . . . ?
C35 C21 C23 C32 82.9(3) . . . . ?
C39 O3 C25 O7 -2.8(5) . . . . ?
C39 O3 C25 C14 175.0(3) . . . . ?
C17 C14 C25 O7 -39.7(4) . . . . ?
C38 C14 C25 O7 81.9(4) . . . . ?
C17 C14 C25 O3 142.5(3) . . . . ?
C38 C14 C25 O3 -95.9(3) . . . . ?
C19 C13 C26 C42 -108.6(3) . . . . ?
C19 C13 C26 C30 142.2(3) . . . . ?
C42 C13 C26 C30 -109.2(3) . . . . ?
O10 C12 C28 C37 -65.7(4) . . . . ?
N6 C12 C28 C37 113.2(3) . . . . ?
O10 C12 C28 C45 57.3(4) . . . . ?
N6 C12 C28 C45 -123.8(3) . . . . ?
C32 C23 C29 C16 -107.5(3) . . . . ?
C21 C23 C29 C16 146.6(3) . . . . ?
C21 C23 C29 C32 -106.0(3) . . . . ?
N9 C16 C29 C23 -81.6(3) . . . . ?
C24 C16 C29 C23 153.8(3) . . . . ?
N9 C16 C29 C32 -151.8(2) . . . . ?
C24 C16 C29 C32 83.6(3) . . . . ?
C13 C26 C30 C15 -84.2(3) . . . . ?
C42 C26 C30 C15 -155.4(3) . . . . ?
C13 C26 C30 C43 153.4(3) . . . . ?
C42 C26 C30 C43 82.1(3) . . . . ?
O1 C15 C30 C26 -69.5(3) . . . . ?
N9 C15 C30 C26 107.6(3) . . . . ?
O1 C15 C30 C43 53.8(4) . . . . ?
N9 C15 C30 C43 -129.1(3) . . . . ?
C14 C17 C31 C22 112.1(3) . . . . ?
C18 C22 C31 C17 109.2(3) . . . . ?
C16 C29 C32 C23 110.3(3) . . . . ?
C21 C23 C32 C29 112.4(3) . . . . ?
C36 N11 C33 O47 8.0(5) . . . . ?
C36 N11 C33 C46 -170.1(3) . . . . ?
C33 N11 C36 C27 106.5(3) . . . . ?
C33 N11 C36 C44 -128.1(3) . . . . ?
C37 C27 C36 N11 -81.4(3) . . . . ?
C40 C27 C36 N11 -152.6(3) . . . . ?
C37 C27 C36 C44 155.0(3) . . . . ?
C40 C27 C36 C44 83.8(4) . . . . ?
C36 C27 C37 C40 -110.3(3) . . . . ?
C40 C27 C37 C28 -108.7(3) . . . . ?
C36 C27 C37 C28 141.0(3) . . . . ?
C12 C28 C37 C27 -78.9(3) . . . . ?
C45 C28 C37 C27 158.3(3) . . . . ?
C12 C28 C37 C40 -150.0(3) . . . . ?
C45 C28 C37 C40 87.3(4) . . . . ?
C36 C27 C40 C37 109.3(3) . . . . ?
C28 C37 C40 C27 111.7(3) . . . . ?
C30 C26 C42 C13 110.4(3) . . . . ?
C19 C13 C42 C26 110.0(3) . . . . ?
