#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/43/7214320.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_7214320
loop_
_publ_author_name
'Beyeh, N. Kodiah'
'Valkonen, Arto'
'Rissanen, Kari'
_publ_section_title
;
 Deprotonation of resorcinarenes by mono- and diamine bases: complexation
 and intermolecular interactions in the solid state
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              3758
_journal_paper_doi               10.1039/c3ce42291g
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C36 H39 O8, C6 H15 N2, 0.5(C6 H14 N2)'
_chemical_formula_sum            'C45 H61 N3 O8'
_chemical_formula_weight         771.97
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.915(4)
_cell_angle_beta                 100.321(4)
_cell_angle_gamma                97.585(4)
_cell_formula_units_Z            2
_cell_length_a                   11.0544(5)
_cell_length_b                   11.9545(5)
_cell_length_c                   17.4371(9)
_cell_measurement_reflns_used    5057
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      75.4380
_cell_measurement_theta_min      4.0130
_cell_volume                     2084.53(19)
_computing_cell_refinement       CrysAlisPro
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        CrysAlisPro
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997); MERCURY (Macrae, et al., 2008)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-2011 (Burla, et al., 2012)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.3953
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13473
_diffrn_reflns_theta_full        69.99
_diffrn_reflns_theta_max         69.99
_diffrn_reflns_theta_min         3.94
_exptl_absorpt_coefficient_mu    0.675
_exptl_absorpt_correction_T_max  0.9800
_exptl_absorpt_correction_T_min  0.9114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         7869
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0502
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0886P)²+0.4251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1449
_refine_ls_wR_factor_ref         0.1581
_reflns_number_gt                6113
_reflns_number_total             7869
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3ce42291g.txt
_cod_data_source_block           II
_cod_original_cell_volume        2084.53(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7214320
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.08257(15) 1.22568(14) 0.20331(10) 0.0421(4) Uani 1 1 d D . .
H1O H 0.130(3) 1.287(2) 0.198(2) 0.063 Uiso 1 1 d D . .
O2 O 0.42941(14) 1.20382(14) 0.40458(11) 0.0398(4) Uani 1 1 d D . .
H2O H 0.462(3) 1.2732(19) 0.408(2) 0.060 Uiso 1 1 d D . .
O3 O 0.51106(13) 0.99596(13) 0.39814(10) 0.0357(3) Uani 1 1 d D . .
H3O H 0.489(3) 1.0629(19) 0.4070(19) 0.054 Uiso 1 1 d D . .
O4 O 0.36775(13) 0.57523(13) 0.26559(9) 0.0334(3) Uani 1 1 d D . .
H4O H 0.302(2) 0.515(2) 0.2403(17) 0.050 Uiso 1 1 d D . .
O5 O 0.17431(13) 0.40141(12) 0.16848(8) 0.0285(3) Uani 1 1 d . . .
O6 O -0.18799(13) 0.42982(13) -0.01103(9) 0.0319(3) Uani 1 1 d D . .
H6O H -0.211(2) 0.491(2) -0.0202(17) 0.048 Uiso 1 1 d D . .
O7 O -0.25005(13) 0.62345(12) -0.03550(8) 0.0299(3) Uani 1 1 d D . .
H7O H -0.222(2) 0.620(2) -0.0790(14) 0.045 Uiso 1 1 d D . .
O8 O -0.07191(15) 1.04572(13) 0.07210(9) 0.0355(3) Uani 1 1 d D . .
H8O H -0.032(3) 1.106(2) 0.1173(14) 0.053 Uiso 1 1 d D . .
C1 C 0.04777(19) 1.10908(17) 0.28534(12) 0.0292(4) Uani 1 1 d . . .
C2 C 0.1315(2) 1.18625(18) 0.26482(13) 0.0324(4) Uani 1 1 d . . .
C3 C 0.2587(2) 1.21889(19) 0.30443(13) 0.0352(5) Uani 1 1 d . . .
H3 H 0.3144 1.2717 0.2900 0.042 Uiso 1 1 calc R . .
C4 C 0.30415(19) 1.17377(18) 0.36546(13) 0.0322(4) Uani 1 1 d . . .
C5 C 0.22455(19) 1.09307(17) 0.38585(12) 0.0279(4) Uani 1 1 d . . .
C6 C 0.09789(18) 1.06295(17) 0.34471(12) 0.0273(4) Uani 1 1 d . . .
H6 H 0.0426 1.0080 0.3577 0.033 Uiso 1 1 calc R . .
C7 C 0.27606(18) 1.03875(17) 0.44978(12) 0.0282(4) Uani 1 1 d . . .
H7 H 0.3596 1.0922 0.4836 0.034 Uiso 1 1 calc R . .
C8 C 0.19353(19) 1.03959(19) 0.51194(12) 0.0315(4) Uani 1 1 d . . .
H8A H 0.1091 0.9889 0.4805 0.038 Uiso 1 1 calc R . .
H8B H 0.2308 1.0029 0.5511 0.038 Uiso 1 1 calc R . .
C9 C 0.1801(2) 1.1674(2) 0.56235(14) 0.0418(5) Uani 1 1 d . . .
H9A H 0.1267 1.1633 0.6009 0.063 Uiso 1 1 calc R . .
H9B H 0.1418 1.2036 0.5239 0.063 Uiso 1 1 calc R . .
H9C H 0.2633 1.2174 0.5947 0.063 Uiso 1 1 calc R . .
C10 C 0.30047(18) 0.91302(17) 0.40464(11) 0.0263(4) Uani 1 1 d . . .
C11 C 0.41447(18) 0.90001(18) 0.38082(12) 0.0284(4) Uani 1 1 d . . .
C12 C 0.43432(18) 0.78616(19) 0.33698(12) 0.0299(4) Uani 1 1 d . . .
H12 H 0.5128 0.7791 0.3228 0.036 Uiso 1 1 calc R . .
C13 C 0.34176(18) 0.68208(17) 0.31333(12) 0.0271(4) Uani 1 1 d . . .
C14 C 0.22853(17) 0.69007(17) 0.33840(11) 0.0252(4) Uani 1 1 d . . .
C15 C 0.21205(18) 0.80640(17) 0.38302(11) 0.0257(4) Uani 1 1 d . . .
H15 H 0.1352 0.8131 0.3997 0.031 Uiso 1 1 calc R . .
C16 C 0.13062(18) 0.57504(17) 0.31687(11) 0.0262(4) Uani 1 1 d . . .
H16 H 0.1784 0.5089 0.3141 0.031 Uiso 1 1 calc R . .
C17 C 0.05786(19) 0.58060(18) 0.38480(12) 0.0302(4) Uani 1 1 d . . .
H17A H 0.1174 0.6162 0.4408 0.036 Uiso 1 1 calc R . .
H17B H -0.0028 0.6342 0.3832 0.036 Uiso 1 1 calc R . .
C18 C -0.0125(2) 0.4550(2) 0.37224(15) 0.0420(5) Uani 1 1 d . . .
H18A H -0.0580 0.4618 0.4165 0.063 Uiso 1 1 calc R . .
H18B H 0.0475 0.4023 0.3750 0.063 Uiso 1 1 calc R . .
H18C H -0.0725 0.4201 0.3172 0.063 Uiso 1 1 calc R . .
C19 C 0.04484(18) 0.53740(16) 0.22933(11) 0.0254(4) Uani 1 1 d . . .
C20 C 0.07059(17) 0.45057(17) 0.15978(12) 0.0259(4) Uani 1 1 d . . .
C21 C -0.01033(18) 0.41670(17) 0.08066(12) 0.0282(4) Uani 1 1 d . . .
H21 H 0.0053 0.3565 0.0336 0.034 Uiso 1 1 calc R . .
C22 C -0.11318(18) 0.46959(17) 0.06971(12) 0.0268(4) Uani 1 1 d . . .
C23 C -0.14080(17) 0.55728(17) 0.13716(12) 0.0263(4) Uani 1 1 d . . .
C24 C -0.05891(18) 0.58918(17) 0.21571(12) 0.0266(4) Uani 1 1 d . . .
H24 H -0.0748 0.6496 0.2626 0.032 Uiso 1 1 calc R . .
C25 C -0.25355(18) 0.61653(18) 0.12485(12) 0.0292(4) Uani 1 1 d . . .
H25 H -0.3134 0.5598 0.0712 0.035 Uiso 1 1 calc R . .
C26 C -0.3244(2) 0.6307(2) 0.19424(14) 0.0363(5) Uani 1 1 d . . .
H26A H -0.2662 0.6813 0.2492 0.044 Uiso 1 1 calc R . .
H26B H -0.3930 0.6736 0.1850 0.044 Uiso 1 1 calc R . .
C27 C -0.3795(3) 0.5093(3) 0.19665(19) 0.0526(6) Uani 1 1 d . . .
H27A H -0.4234 0.5228 0.2421 0.079 Uiso 1 1 calc R . .
H27B H -0.3117 0.4670 0.2066 0.079 Uiso 1 1 calc R . .
H27C H -0.4389 0.4597 0.1429 0.079 Uiso 1 1 calc R . .
C28 C -0.21207(17) 0.73429(18) 0.11187(12) 0.0272(4) Uani 1 1 d . . .
C29 C -0.20600(17) 0.73146(17) 0.03167(12) 0.0268(4) Uani 1 1 d . . .
C30 C -0.15690(18) 0.83697(18) 0.02092(12) 0.0288(4) Uani 1 1 d . . .
H30 H -0.1500 0.8336 -0.0333 0.035 Uiso 1 1 calc R . .
C31 C -0.11778(18) 0.94731(18) 0.08906(12) 0.0280(4) Uani 1 1 d . . .
C32 C -0.12842(17) 0.95521(18) 0.16940(12) 0.0271(4) Uani 1 1 d . . .
C33 C -0.17342(17) 0.84693(18) 0.17836(12) 0.0282(4) Uani 1 1 d . . .
H33 H -0.1780 0.8500 0.2329 0.034 Uiso 1 1 calc R . .
C34 C -0.09202(19) 1.07767(18) 0.24330(12) 0.0310(4) Uani 1 1 d . B .
H34 H -0.1068 1.1404 0.2187 0.037 Uiso 1 1 calc R . .
C35 C -0.1741(2) 1.0893(2) 0.30614(14) 0.0396(5) Uani 1 1 d DU . .
H35A H -0.1403 1.1669 0.3549 0.048 Uiso 0.90 1 calc PR A 1
H35B H -0.1720 1.0219 0.3268 0.048 Uiso 0.90 1 calc PR A 1
H35C H -0.2608 1.0757 0.2725 0.048 Uiso 0.10 1 d PR A 2
H35D H -0.1710 1.0172 0.3216 0.048 Uiso 0.10 1 d PR A 2
C36 C -0.3098(2) 1.0858(3) 0.26568(18) 0.0466(6) Uani 0.90 1 d PDU B 1
H36A H -0.3607 1.0929 0.3070 0.070 Uiso 0.90 1 calc PR B 1
H36B H -0.3436 1.0086 0.2178 0.070 Uiso 0.90 1 calc PR B 1
H36C H -0.3121 1.1535 0.2462 0.070 Uiso 0.90 1 calc PR B 1
C36B C -0.1461(18) 1.1821(18) 0.3873(11) 0.043(5) Uani 0.10 1 d PDU B 2
H36D H -0.2103 1.1671 0.4168 0.065 Uiso 0.10 1 calc PR B 2
H36E H -0.1451 1.2612 0.3820 0.065 Uiso 0.10 1 calc PRD B 2
H36F H -0.0635 1.1821 0.4191 0.065 Uiso 0.10 1 calc PR B 2
N1 N 0.24716(17) 0.81092(17) 0.11219(11) 0.0334(4) Uani 1 1 d D . .
H1N H 0.217(2) 0.7312(16) 0.0753(14) 0.040 Uiso 1 1 d D . .
N2 N 0.43688(19) 0.8695(2) 0.03032(16) 0.0512(5) Uani 1 1 d . . .
C37 C 0.3840(2) 0.8205(2) 0.14663(16) 0.0474(6) Uani 1 1 d . . .
H37A H 0.3936 0.7641 0.1766 0.057 Uiso 1 1 calc R . .
H37B H 0.4216 0.9043 0.1874 0.057 Uiso 1 1 calc R . .
C38 C 0.4523(2) 0.7900(3) 0.07691(18) 0.0513(6) Uani 1 1 d . . .
H38A H 0.5429 0.7991 0.1011 0.062 Uiso 1 1 calc R . .
H38B H 0.4188 0.7043 0.0383 0.062 Uiso 1 1 calc R . .
C39 C 0.3037(2) 0.8563(3) -0.00604(17) 0.0476(6) Uani 1 1 d . . .
H39A H 0.2685 0.7712 -0.0453 0.057 Uiso 1 1 calc R . .
H39B H 0.2941 0.9098 -0.0384 0.057 Uiso 1 1 calc R . .
C40 C 0.2310(2) 0.8892(2) 0.06201(15) 0.0401(5) Uani 1 1 d . . .
H40A H 0.2621 0.9758 0.0992 0.048 Uiso 1 1 calc R . .
H40B H 0.1407 0.8775 0.0359 0.048 Uiso 1 1 calc R . .
C41 C 0.1745(3) 0.8355(2) 0.17725(15) 0.0451(5) Uani 1 1 d . . .
H41A H 0.1874 0.7819 0.2084 0.068 Uiso 1 1 calc R . .
H41B H 0.0849 0.8205 0.1505 0.068 Uiso 1 1 calc R . .
H41C H 0.2029 0.9206 0.2160 0.068 Uiso 1 1 calc R . .
C42 C 0.5055(3) 0.8419(3) -0.0365(2) 0.0622(8) Uani 1 1 d . . .
H42A H 0.5949 0.8514 -0.0116 0.093 Uiso 1 1 calc R . .
H42B H 0.4956 0.8979 -0.0660 0.093 Uiso 1 1 calc R . .
H42C H 0.4717 0.7581 -0.0762 0.093 Uiso 1 1 calc R . .
N3 N 0.56111(17) 0.42514(17) 0.44163(12) 0.0367(4) Uani 1 1 d . . .
C43 C 0.5024(2) 0.5202(2) 0.42524(15) 0.0415(5) Uani 1 1 d . . .
H43A H 0.4710 0.4965 0.3639 0.050 Uiso 1 1 calc R . .
H43B H 0.5660 0.5971 0.4464 0.050 Uiso 1 1 calc R . .
C44 C 0.6047(2) 0.4596(2) 0.53305(14) 0.0401(5) Uani 1 1 d . . .
H44A H 0.6707 0.5351 0.5565 0.048 Uiso 1 1 calc R . .
H44B H 0.6419 0.3944 0.5447 0.048 Uiso 1 1 calc R . .
C45 C 0.6667(3) 0.4077(3) 0.40195(19) 0.0553(7) Uani 1 1 d . . .
H45A H 0.7044 0.3436 0.4136 0.083 Uiso 1 1 calc R . .
H45B H 0.7299 0.4838 0.4246 0.083 Uiso 1 1 calc R . .
H45C H 0.6366 0.3839 0.3411 0.083 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2 O1 H1O 117(2) . .
C4 O2 H2O 111(2) . .
C11 O3 H3O 114(2) . .
C13 O4 H4O 114.4(19) . .
C22 O6 H6O 109.2(19) . .
C29 O7 H7O 114.3(18) . .
C31 O8 H8O 111.2(19) . .
C6 C1 C2 117.31(18) . .
C6 C1 C34 122.41(18) . .
C2 C1 C34 120.28(17) . .
O1 C2 C3 122.07(19) . .
O1 C2 C1 116.87(18) . .
C3 C2 C1 121.05(18) . .
C2 C3 C4 119.71(19) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
O2 C4 C3 120.60(18) . .
O2 C4 C5 118.20(18) . .
C3 C4 C5 121.14(19) . .
C6 C5 C4 117.18(17) . .
C6 C5 C7 121.82(17) . .
C4 C5 C7 120.98(17) . .
C5 C6 C1 123.53(18) . .
C5 C6 H6 118.2 . .
C1 C6 H6 118.2 . .
C10 C7 C5 110.28(15) . .
C10 C7 C8 113.10(16) . .
C5 C7 C8 112.76(16) . .
C10 C7 H7 106.7 . .
C5 C7 H7 106.7 . .
C8 C7 H7 106.7 . .
C9 C8 C7 112.45(17) . .
C9 C8 H8A 109.1 . .
C7 C8 H8A 109.1 . .
C9 C8 H8B 109.1 . .
C7 C8 H8B 109.1 . .
H8A C8 H8B 107.8 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C15 C10 C11 116.50(17) . .
C15 C10 C7 122.68(17) . .
C11 C10 C7 120.81(17) . .
O3 C11 C12 115.87(17) . .
O3 C11 C10 123.49(18) . .
C12 C11 C10 120.64(18) . .
C11 C12 C13 121.26(18) . .
C11 C12 H12 119.4 . .
C13 C12 H12 119.4 . .
O4 C13 C12 116.62(17) . .
O4 C13 C14 123.32(17) . .
C12 C13 C14 120.06(18) . .
C15 C14 C13 116.99(17) . .
C15 C14 C16 123.09(17) . .
C13 C14 C16 119.91(17) . .
C10 C15 C14 124.42(18) . .
C10 C15 H15 117.8 . .
C14 C15 H15 117.8 . .
C14 C16 C19 111.45(14) . .
C14 C16 C17 113.66(16) . .
C19 C16 C17 113.04(16) . .
C14 C16 H16 106.0 . .
C19 C16 H16 106.0 . .
C17 C16 H16 106.0 . .
C18 C17 C16 111.57(17) . .
C18 C17 H17A 109.3 . .
C16 C17 H17A 109.3 . .
C18 C17 H17B 109.3 . .
C16 C17 H17B 109.3 . .
H17A C17 H17B 108.0 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C24 C19 C20 118.23(17) . .
C24 C19 C16 121.48(17) . .
C20 C19 C16 120.28(17) . .
O5 C20 C21 120.03(17) . .
O5 C20 C19 120.90(17) . .
C21 C20 C19 119.05(17) . .
C22 C21 C20 121.01(18) . .
C22 C21 H21 119.5 . .
C20 C21 H21 119.5 . .
O6 C22 C21 116.74(17) . .
O6 C22 C23 121.73(17) . .
C21 C22 C23 121.53(18) . .
C22 C23 C24 116.40(17) . .
C22 C23 C25 121.47(17) . .
C24 C23 C25 122.12(17) . .
C19 C24 C23 123.74(17) . .
C19 C24 H24 118.1 . .
C23 C24 H24 118.1 . .
C28 C25 C26 114.21(17) . .
C28 C25 C23 109.72(15) . .
C26 C25 C23 112.56(16) . .
C28 C25 H25 106.6 . .
C26 C25 H25 106.6 . .
C23 C25 H25 106.6 . .
C27 C26 C25 112.27(19) . .
C27 C26 H26A 109.2 . .
C25 C26 H26A 109.2 . .
C27 C26 H26B 109.2 . .
C25 C26 H26B 109.2 . .
H26A C26 H26B 107.9 . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C33 C28 C29 117.42(18) . .
C33 C28 C25 122.32(17) . .
C29 C28 C25 120.19(17) . .
O7 C29 C30 120.99(17) . .
O7 C29 C28 118.71(17) . .
C30 C29 C28 120.30(18) . .
C31 C30 C29 120.47(17) . .
C31 C30 H30 119.8 . .
C29 C30 H30 119.8 . .
O8 C31 C30 116.13(17) . .
O8 C31 C32 122.88(18) . .
C30 C31 C32 120.98(18) . .
C33 C32 C31 116.90(18) . .
C33 C32 C34 122.17(17) . .
C31 C32 C34 120.93(17) . .
C32 C33 C28 123.80(17) . .
C32 C33 H33 118.1 . .
C28 C33 H33 118.1 . .
C1 C34 C35 112.50(17) . .
C1 C34 C32 111.60(16) . .
C35 C34 C32 113.78(17) . .
C1 C34 H34 106.1 . .
C35 C34 H34 106.1 . .
C32 C34 H34 106.1 . .
C36B C35 C34 124.9(8) . .
C36B C35 C36 105.6(8) . .
C34 C35 C36 110.95(19) . .
C34 C35 H35A 109.4 . .
C36 C35 H35A 109.4 . .
C34 C35 H35B 109.4 . .
C36 C35 H35B 109.4 . .
H35A C35 H35B 108.0 . .
C36B C35 H35C 114.6 . .
C34 C35 H35C 104.7 . .
H35B C35 H35C 106.7 . .
C36B C35 H35D 100.0 . .
C34 C35 H35D 104.8 . .
C36 C35 H35D 109.4 . .
H35A C35 H35D 112.7 . .
H35C C35 H35D 105.8 . .
C35 C36 H36A 109.5 . .
H35C C36 H36A 119.5 . .
C35 C36 H36B 109.5 . .
H35C C36 H36B 94.0 . .
H36A C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H35C C36 H36C 113.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C35 C36B H36D 109.5 . .
C35 C36B H36E 109.5 . .
H36D C36B H36E 109.5 . .
C35 C36B H36F 109.5 . .
H36D C36B H36F 109.5 . .
H36E C36B H36F 109.5 . .
C41 N1 C40 112.20(18) . .
C41 N1 C37 113.22(18) . .
C40 N1 C37 110.27(17) . .
C41 N1 H1N 108.1(15) . .
C40 N1 H1N 107.0(16) . .
C37 N1 H1N 105.5(17) . .
C38 N2 C39 109.98(19) . .
C38 N2 C42 110.9(2) . .
C39 N2 C42 109.9(2) . .
N1 C37 C38 110.77(19) . .
N1 C37 H37A 109.5 . .
C38 C37 H37A 109.5 . .
N1 C37 H37B 109.5 . .
C38 C37 H37B 109.5 . .
H37A C37 H37B 108.1 . .
N2 C38 C37 110.7(2) . .
N2 C38 H38A 109.5 . .
C37 C38 H38A 109.5 . .
N2 C38 H38B 109.5 . .
C37 C38 H38B 109.5 . .
H38A C38 H38B 108.1 . .
N2 C39 C40 111.1(2) . .
N2 C39 H39A 109.4 . .
C40 C39 H39A 109.4 . .
N2 C39 H39B 109.4 . .
C40 C39 H39B 109.4 . .
H39A C39 H39B 108.0 . .
N1 C40 C39 109.78(18) . .
N1 C40 H40A 109.7 . .
C39 C40 H40A 109.7 . .
N1 C40 H40B 109.7 . .
C39 C40 H40B 109.7 . .
H40A C40 H40B 108.2 . .
N1 C41 H41A 109.5 . .
N1 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
N1 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
N2 C42 H42A 109.5 . .
N2 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
N2 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C45 N3 C43 110.89(19) . .
C45 N3 C44 110.1(2) . .
C43 N3 C44 109.05(18) . .
N3 C43 C44 111.30(18) . 2_666
N3 C43 H43A 109.4 . .
C44 C43 H43A 109.4 2_666 .
N3 C43 H43B 109.4 . .
C44 C43 H43B 109.4 2_666 .
H43A C43 H43B 108.0 . .
N3 C44 C43 110.65(18) . 2_666
N3 C44 H44A 109.5 . .
C43 C44 H44A 109.5 2_666 .
N3 C44 H44B 109.5 . .
C43 C44 H44B 109.5 2_666 .
H44A C44 H44B 108.1 . .
N3 C45 H45A 109.5 . .
N3 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
N3 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.367(2) .
O1 H1O 0.884(18) .
O2 C4 1.369(3) .
O2 H2O 0.836(18) .
O3 C11 1.368(2) .
O3 H3O 0.842(18) .
O4 C13 1.366(2) .
O4 H4O 0.880(17) .
O5 C20 1.364(2) .
O6 C22 1.384(2) .
O6 H6O 0.858(17) .
O7 C29 1.370(2) .
O7 H7O 0.863(17) .
O8 C31 1.364(2) .
O8 H8O 0.858(18) .
C1 C6 1.395(3) .
C1 C2 1.398(3) .
C1 C34 1.523(3) .
C2 C3 1.389(3) .
C3 C4 1.395(3) .
C3 H3 0.9500 .
C4 C5 1.397(3) .
C5 C6 1.391(3) .
C5 C7 1.534(3) .
C6 H6 0.9500 .
C7 C10 1.526(3) .
C7 C8 1.535(3) .
C7 H7 1.0000 .
C8 C9 1.523(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C15 1.391(3) .
C10 C11 1.407(3) .
C11 C12 1.384(3) .
C12 C13 1.389(3) .
C12 H12 0.9500 .
C13 C14 1.402(3) .
C14 C15 1.398(3) .
C14 C16 1.521(3) .
C15 H15 0.9500 .
C16 C19 1.527(2) .
C16 C17 1.535(3) .
C16 H16 1.0000 .
C17 C18 1.521(3) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 C24 1.395(3) .
C19 C20 1.405(3) .
C20 C21 1.396(3) .
C21 C22 1.387(3) .
C21 H21 0.9500 .
C22 C23 1.396(3) .
C23 C24 1.396(3) .
C23 C25 1.530(3) .
C24 H24 0.9500 .
C25 C28 1.525(3) .
C25 C26 1.530(3) .
C25 H25 1.0000 .
C26 C27 1.515(3) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C33 1.395(3) .
C28 C29 1.401(3) .
C29 C30 1.392(3) .
C30 C31 1.391(3) .
C30 H30 0.9500 .
C31 C32 1.399(3) .
C32 C33 1.394(3) .
C32 C34 1.530(3) .
C33 H33 0.9500 .
C34 C35 1.526(3) .
C34 H34 1.0000 .
C35 C36B 1.418(15) .
C35 C36 1.527(3) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C35 H35C 0.9900 .
C35 H35D 0.9900 .
C36 H35C 0.5707 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C36B H36D 0.9800 .
C36B H36E 0.9800 .
C36B H36F 0.9800 .
N1 C41 1.477(3) .
N1 C40 1.490(3) .
N1 C37 1.498(3) .
N1 H1N 0.924(17) .
N2 C38 1.453(3) .
N2 C39 1.460(3) .
N2 C42 1.470(4) .
C37 C38 1.510(4) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 C40 1.521(3) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
N3 C45 1.463(3) .
N3 C43 1.464(3) .
N3 C44 1.472(3) .
C43 C44 1.501(3) 2_666
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C44 C43 1.501(3) 2_666
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1O O5 0.884(18) 1.67(2) 2.518(2) 161(3) 1_565
O2 H2O N3 0.836(18) 1.836(19) 2.649(2) 164(3) 1_565
O3 H3O O2 0.842(18) 1.896(19) 2.728(2) 169(3) .
O4 H4O O5 0.880(17) 1.761(19) 2.625(2) 167(3) .
O6 H6O O7 0.858(17) 1.788(18) 2.645(2) 176(3) .
O7 H7O O5 0.863(17) 1.682(17) 2.5412(19) 174(3) 2_565
O8 H8O O1 0.858(18) 1.813(19) 2.656(2) 167(3) .
N1 H1N O6 0.924(17) 1.818(17) 2.730(2) 169(2) 2_565
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_4
C6 C1 C2 O1 176.54(18) .
C34 C1 C2 O1 -3.2(3) .
C6 C1 C2 C3 -2.3(3) .
C34 C1 C2 C3 177.97(19) .
O1 C2 C3 C4 -178.5(2) .
C1 C2 C3 C4 0.3(3) .
C2 C3 C4 O2 179.3(2) .
C2 C3 C4 C5 1.9(3) .
O2 C4 C5 C6 -179.39(18) .
C3 C4 C5 C6 -2.0(3) .
O2 C4 C5 C7 -0.5(3) .
C3 C4 C5 C7 176.94(19) .
C4 C5 C6 C1 -0.2(3) .
C7 C5 C6 C1 -179.08(18) .
C2 C1 C6 C5 2.3(3) .
C34 C1 C6 C5 -178.01(18) .
C6 C5 C7 C10 82.4(2) .
C4 C5 C7 C10 -96.5(2) .
C6 C5 C7 C8 -45.1(2) .
C4 C5 C7 C8 136.00(19) .
C10 C7 C8 C9 174.65(17) .
C5 C7 C8 C9 -59.4(2) .
C5 C7 C10 C15 -93.3(2) .
C8 C7 C10 C15 34.0(2) .
C5 C7 C10 C11 85.1(2) .
C8 C7 C10 C11 -147.63(17) .
C15 C10 C11 O3 -179.40(17) .
C7 C10 C11 O3 2.1(3) .
C15 C10 C11 C12 1.0(3) .
C7 C10 C11 C12 -177.44(17) .
O3 C11 C12 C13 -177.90(17) .
C10 C11 C12 C13 1.7(3) .
C11 C12 C13 O4 175.87(17) .
C11 C12 C13 C14 -4.1(3) .
O4 C13 C14 C15 -176.39(16) .
C12 C13 C14 C15 3.6(3) .
O4 C13 C14 C16 3.7(3) .
C12 C13 C14 C16 -176.32(17) .
C11 C10 C15 C14 -1.5(3) .
C7 C10 C15 C14 176.99(17) .
C13 C14 C15 C10 -0.8(3) .
C16 C14 C15 C10 179.07(17) .
C15 C14 C16 C19 94.4(2) .
C13 C14 C16 C19 -85.8(2) .
C15 C14 C16 C17 -34.8(2) .
C13 C14 C16 C17 145.10(17) .
C14 C16 C17 C18 -164.88(17) .
C19 C16 C17 C18 66.8(2) .
C14 C16 C19 C24 -83.2(2) .
C17 C16 C19 C24 46.3(2) .
C14 C16 C19 C20 95.6(2) .
C17 C16 C19 C20 -134.95(18) .
C24 C19 C20 O5 176.60(16) .
C16 C19 C20 O5 -2.2(3) .
C24 C19 C20 C21 -2.0(3) .
C16 C19 C20 C21 179.17(16) .
O5 C20 C21 C22 -177.04(17) .
C19 C20 C21 C22 1.6(3) .
C20 C21 C22 O6 -179.86(16) .
C20 C21 C22 C23 -0.8(3) .
O6 C22 C23 C24 179.45(16) .
C21 C22 C23 C24 0.5(3) .
O6 C22 C23 C25 -1.7(3) .
C21 C22 C23 C25 179.36(17) .
C20 C19 C24 C23 1.8(3) .
C16 C19 C24 C23 -179.44(16) .
C22 C23 C24 C19 -1.0(3) .
C25 C23 C24 C19 -179.87(17) .
C22 C23 C25 C28 -93.2(2) .
C24 C23 C25 C28 85.6(2) .
C22 C23 C25 C26 138.44(19) .
C24 C23 C25 C26 -42.7(2) .
C28 C25 C26 C27 171.94(19) .
C23 C25 C26 C27 -62.1(2) .
C26 C25 C28 C33 35.3(3) .
C23 C25 C28 C33 -92.1(2) .
C26 C25 C28 C29 -147.75(18) .
C23 C25 C28 C29 84.8(2) .
C33 C28 C29 O7 -176.30(16) .
C25 C28 C29 O7 6.6(3) .
C33 C28 C29 C30 3.2(3) .
C25 C28 C29 C30 -173.86(17) .
O7 C29 C30 C31 177.02(17) .
C28 C29 C30 C31 -2.5(3) .
C29 C30 C31 O8 -179.51(17) .
C29 C30 C31 C32 -0.9(3) .
O8 C31 C32 C33 -178.18(17) .
C30 C31 C32 C33 3.3(3) .
O8 C31 C32 C34 1.8(3) .
C30 C31 C32 C34 -176.68(17) .
C31 C32 C33 C28 -2.5(3) .
C34 C32 C33 C28 177.45(17) .
C29 C28 C33 C32 -0.7(3) .
C25 C28 C33 C32 176.32(17) .
C6 C1 C34 C35 47.1(3) .
C2 C1 C34 C35 -133.2(2) .
C6 C1 C34 C32 -82.2(2) .
C2 C1 C34 C32 97.5(2) .
C33 C32 C34 C1 93.8(2) .
C31 C32 C34 C1 -86.2(2) .
C33 C32 C34 C35 -34.9(3) .
C31 C32 C34 C35 145.13(19) .
C1 C34 C35 C36B 38.9(11) .
C32 C34 C35 C36B 167.1(11) .
C1 C34 C35 C36 167.09(19) .
C32 C34 C35 C36 -64.7(2) .
C41 N1 C37 C38 177.9(2) .
C40 N1 C37 C38 -55.4(3) .
C39 N2 C38 C37 -59.5(3) .
C42 N2 C38 C37 178.8(2) .
N1 C37 C38 N2 57.6(3) .
C38 N2 C39 C40 59.9(3) .
C42 N2 C39 C40 -177.7(2) .
C41 N1 C40 C39 -177.8(2) .
C37 N1 C40 C39 55.0(2) .
N2 C39 C40 N1 -57.8(3) .
C45 N3 C43 C44 -179.0(2) 2_666
C44 N3 C43 C44 -57.6(3) 2_666
C45 N3 C44 C43 179.11(19) 2_666
C43 N3 C44 C43 57.3(2) 2_666
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139198107
