#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:33:37 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257385 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/76/1557634.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_1557634
loop_
_publ_author_name
'Odella, Emmanuel'
'Mora, S. Jimena'
'Wadsworth, Brian L.'
'Goings, Joshua J.'
'Gervaldo, Miguel A.'
'Sereno, Leonides E.'
'Groy, Thomas L.'
'Gust, Devens'
'Moore, Thomas A.'
'Moore, Gary F.'
'Hammes-Schiffer, Sharon'
'Moore, Ana L.'
_publ_section_title
;
 Proton-coupled electron transfer across benzimidazole bridges in
 bioinspired proton wires
;
_journal_issue                   15
_journal_name_full               'Chemical Science'
_journal_page_first              3820
_journal_page_last               3828
_journal_paper_doi               10.1039/C9SC06010C
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C26 H37 N3 O'
_chemical_formula_sum            'C26 H37 N3 O'
_chemical_formula_weight         407.58
_chemical_name_common            BIP_CH2NEt2
_chemical_name_systematic
2-(3?,5?-Di-tert-butyl-2?-hydroxyphenyl)-4-diethylmethyleneaminebenzimidazole
_chemical_properties_physical    Air-sensitive
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-11-26 deposited with the CCDC.	2020-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.9770(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6311(6)
_cell_length_b                   19.6619(13)
_cell_length_c                   13.5410(9)
_cell_measurement_reflns_used    5299
_cell_measurement_temperature    193.(2)
_cell_measurement_theta_max      24.9662
_cell_measurement_theta_min      2.3089
_cell_volume                     2452.5(3)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2015.5.1.3'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXTL XT-2014/4'
_diffrn_ambient_temperature      193.0(2)
_diffrn_detector_area_resol_mean 8.3330
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19785
_diffrn_reflns_theta_full        25.27
_diffrn_reflns_theta_max         25.27
_diffrn_reflns_theta_min         1.88
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'clear pale yellow'
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.468
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.253
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.242
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4461
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0663
_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)+(0.1334P)²+0.1680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1850
_refine_ls_wR_factor_ref         0.2005
_reflns_number_gt                3308
_reflns_number_total             4461
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9sc06010c2.cif
_cod_data_source_block           Mora_BIP_CH2NEt2
_cod_depositor_comments
;Adding full bibliography for 1557634--1557635.cif.

 Adding full bibliography for 1557634--1557635.cif.
;
_cod_database_code               1557634
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.81818(14) 0.41881(8) 0.33275(11) 0.0463(4) Uani d . . . 1.0 . .
H H1 0.815(3) 0.4550(14) 0.378(2) 0.076(8) Uiso d . . . 1.0 . .
N N1 0.71320(17) 0.51631(8) 0.41836(12) 0.0392(4) Uani d . . . 1.0 . .
N N2 0.47826(18) 0.54182(8) 0.36188(12) 0.0355(4) Uani d . . . 1.0 . .
H H2 0.390(2) 0.5415(10) 0.3253(16) 0.039(6) Uiso d . . . 1.0 . .
N N3 0.24395(17) 0.63326(8) 0.34810(13) 0.0407(4) Uani d . . . 1.0 . .
C C1 0.6881(2) 0.41335(10) 0.25996(15) 0.0367(5) Uani d . . . 1.0 . .
C C2 0.6681(2) 0.36374(10) 0.18164(15) 0.0387(5) Uani d . . . 1.0 . .
C C3 0.5374(2) 0.36357(10) 0.10444(15) 0.0383(5) Uani d . . . 1.0 . .
H H3 0.5244 0.331 0.0507 0.046 Uiso calc U . R 1.0 . .
C C4 0.4223(2) 0.40861(10) 0.10042(15) 0.0367(5) Uani d . . . 1.0 . .
C C5 0.4414(2) 0.45329(9) 0.18189(15) 0.0362(5) Uani d . . . 1.0 . .
H H5 0.364 0.4827 0.1837 0.043 Uiso calc U . R 1.0 . .
C C6 0.57162(19) 0.45637(9) 0.26182(14) 0.0346(4) Uani d . . . 1.0 . .
C C7 0.7900(2) 0.31275(11) 0.18130(16) 0.0463(5) Uani d . . . 1.0 . .
C C8 0.8364(3) 0.27325(13) 0.28406(19) 0.0647(7) Uani d . . . 1.0 . .
H H8A 0.8755 0.3051 0.3411 0.097 Uiso calc U . R 1.0 . .
H H8B 0.9111 0.2399 0.282 0.097 Uiso calc U . R 1.0 . .
H H8C 0.752 0.2497 0.2944 0.097 Uiso calc U . R 1.0 . .
C C9 0.9186(2) 0.35133(13) 0.16357(19) 0.0585(7) Uani d . . . 1.0 . .
H H9A 0.8879 0.3741 0.0963 0.088 Uiso calc U . R 1.0 . .
H H9B 0.9971 0.3193 0.165 0.088 Uiso calc U . R 1.0 . .
H H9C 0.9532 0.3854 0.2181 0.088 Uiso calc U . R 1.0 . .
C C10 0.7392(3) 0.25992(13) 0.0954(2) 0.0607(7) Uani d . . . 1.0 . .
H H10A 0.6532 0.2364 0.103 0.091 Uiso calc U . R 1.0 . .
H H10B 0.8169 0.2268 0.1 0.091 Uiso calc U . R 1.0 . .
H H10C 0.7149 0.2827 0.0281 0.091 Uiso calc U . R 1.0 . .
C C11 0.2864(2) 0.40753(10) 0.00775(16) 0.0432(5) Uani d . . . 1.0 . .
C C12 0.2162(3) 0.33707(13) -0.0040(2) 0.0619(7) Uani d . . . 1.0 . .
H H12A 0.2864 0.3029 -0.0119 0.093 Uiso calc U . R 1.0 . .
H H12B 0.1311 0.3365 -0.0651 0.093 Uiso calc U . R 1.0 . .
H H12C 0.1861 0.3266 0.0575 0.093 Uiso calc U . R 1.0 . .
C C13 0.3292(3) 0.42410(17) -0.09002(19) 0.0741(8) Uani d . . . 1.0 . .
H H13A 0.3708 0.4699 -0.0843 0.111 Uiso calc U . R 1.0 . .
H H13B 0.243 0.4219 -0.1502 0.111 Uiso calc U . R 1.0 . .
H H13C 0.4012 0.391 -0.0981 0.111 Uiso calc U . R 1.0 . .
C C14 0.1721(3) 0.45904(15) 0.0185(2) 0.0745(8) Uani d . . . 1.0 . .
H H14A 0.148 0.4504 0.0829 0.112 Uiso calc U . R 1.0 . .
H H14B 0.0845 0.4544 -0.0401 0.112 Uiso calc U . R 1.0 . .
H H14C 0.2108 0.5052 0.0197 0.112 Uiso calc U . R 1.0 . .
C C15 0.58904(19) 0.50400(10) 0.34647(14) 0.0356(5) Uani d . . . 1.0 . .
C C16 0.5349(2) 0.58063(9) 0.44918(14) 0.0354(5) Uani d . . . 1.0 . .
C C17 0.4686(2) 0.62780(10) 0.49779(16) 0.0392(5) Uani d . . . 1.0 . .
C C18 0.5593(2) 0.65788(11) 0.58502(16) 0.0471(5) Uani d . . . 1.0 . .
H H18 0.5204 0.6906 0.6212 0.057 Uiso calc U . R 1.0 . .
C C19 0.7070(3) 0.64156(11) 0.62182(18) 0.0510(6) Uani d . . . 1.0 . .
H H19 0.7648 0.663 0.6829 0.061 Uiso calc U . R 1.0 . .
C C20 0.7713(2) 0.59544(11) 0.57224(17) 0.0466(5) Uani d . . . 1.0 . .
H H20 0.872 0.5853 0.5972 0.056 Uiso calc U . R 1.0 . .
C C21 0.6821(2) 0.56437(10) 0.48379(15) 0.0390(5) Uani d . . . 1.0 . .
C C22 0.3074(2) 0.64173(10) 0.46020(16) 0.0423(5) Uani d . . . 1.0 . .
H H22A 0.2574 0.6106 0.4961 0.051 Uiso calc U . R 1.0 . .
H H22B 0.2895 0.6888 0.4792 0.051 Uiso calc U . R 1.0 . .
C C23 0.2965(3) 0.68617(11) 0.29132(17) 0.0507(6) Uani d . . . 1.0 . .
H H23A 0.4012 0.6938 0.3253 0.061 Uiso calc U . R 1.0 . .
H H23B 0.2448 0.7292 0.295 0.061 Uiso calc U . R 1.0 . .
C C24 0.2749(3) 0.66837(15) 0.17951(18) 0.0644(7) Uani d . . . 1.0 . .
H H24A 0.327 0.6262 0.1752 0.097 Uiso calc U . R 1.0 . .
H H24B 0.3125 0.7053 0.1459 0.097 Uiso calc U . R 1.0 . .
H H24C 0.1711 0.6621 0.1448 0.097 Uiso calc U . R 1.0 . .
C C25 0.0849(2) 0.63600(14) 0.3212(2) 0.0618(7) Uani d . P D 0.80(4) A 1
H H25A 0.045 0.6447 0.2462 0.074 Uiso calc U P R 0.80(4) A 1
H H25B 0.0565 0.6745 0.3582 0.074 Uiso calc U P R 0.80(4) A 1
C C26 0.0201(13) 0.5726(6) 0.3473(12) 0.098(3) Uani d U P D 0.80(4) A 1
H H26A 0.0392 0.535 0.3055 0.147 Uiso calc U P R 0.80(4) A 1
H H26B -0.0849 0.5786 0.3329 0.147 Uiso calc U P R 0.80(4) A 1
H H26C 0.0632 0.5623 0.4207 0.147 Uiso calc U P R 0.80(4) A 1
C C25' 0.0849(2) 0.63600(14) 0.3212(2) 0.0618(7) Uani d . P D 0.20(4) A 2
H H25C 0.0458 0.632 0.2452 0.074 Uiso calc U P R 0.20(4) A 2
H H25D 0.0574 0.6815 0.3406 0.074 Uiso calc U P R 0.20(4) A 2
C C26' 0.012(6) 0.584(2) 0.368(4) 0.098(3) Uani d U P D 0.20(4) A 2
H H26D 0.0655 0.5414 0.3758 0.147 Uiso calc U P R 0.20(4) A 2
H H26E -0.0875 0.5774 0.3237 0.147 Uiso calc U P R 0.20(4) A 2
H H26F 0.0091 0.6002 0.4363 0.147 Uiso calc U P R 0.20(4) A 2
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H1 . . 109.6(17) ?
C15 N1 C21 . . 106.06(16) ?
C15 N2 C16 . . 107.52(16) ?
C15 N2 H2 . . 126.8(14) ?
C16 N2 H2 . . 125.6(14) ?
C25' N3 C23 . . 109.76(17) ?
C25 N3 C23 . . 109.76(17) ?
C25' N3 C22 . . 109.92(16) ?
C25 N3 C22 . . 109.92(16) ?
C23 N3 C22 . . 110.94(16) ?
O1 C1 C6 . . 120.74(18) ?
O1 C1 C2 . . 119.74(17) ?
C6 C1 C2 . . 119.52(18) ?
C3 C2 C1 . . 117.65(18) ?
C3 C2 C7 . . 121.44(18) ?
C1 C2 C7 . . 120.89(18) ?
C2 C3 C4 . . 124.14(19) ?
C2 C3 H3 . . 117.9 ?
C4 C3 H3 . . 117.9 ?
C5 C4 C3 . . 116.74(18) ?
C5 C4 C11 . . 123.26(17) ?
C3 C4 C11 . . 119.98(18) ?
C4 C5 C6 . . 121.76(18) ?
C4 C5 H5 . . 119.1 ?
C6 C5 H5 . . 119.1 ?
C5 C6 C1 . . 119.89(18) ?
C5 C6 C15 . . 120.66(17) ?
C1 C6 C15 . . 119.45(17) ?
C10 C7 C9 . . 108.15(18) ?
C10 C7 C8 . . 106.8(2) ?
C9 C7 C8 . . 110.93(19) ?
C10 C7 C2 . . 111.61(18) ?
C9 C7 C2 . . 109.23(18) ?
C8 C7 C2 . . 110.14(17) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C7 C10 H10A . . 109.5 ?
C7 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C7 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C4 C11 C12 . . 110.19(17) ?
C4 C11 C13 . . 108.98(17) ?
C12 C11 C13 . . 109.0(2) ?
C4 C11 C14 . . 112.30(18) ?
C12 C11 C14 . . 107.5(2) ?
C13 C11 C14 . . 108.9(2) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 H13A . . 109.5 ?
C11 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C11 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C11 C14 H14A . . 109.5 ?
C11 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C11 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N1 C15 N2 . . 111.46(17) ?
N1 C15 C6 . . 124.71(17) ?
N2 C15 C6 . . 123.83(17) ?
N2 C16 C21 . . 105.70(17) ?
N2 C16 C17 . . 130.63(18) ?
C21 C16 C17 . . 123.67(18) ?
C18 C17 C16 . . 115.19(19) ?
C18 C17 C22 . . 122.83(19) ?
C16 C17 C22 . . 121.90(18) ?
C17 C18 C19 . . 122.0(2) ?
C17 C18 H18 . . 119.0 ?
C19 C18 H18 . . 119.0 ?
C20 C19 C18 . . 122.1(2) ?
C20 C19 H19 . . 118.9 ?
C18 C19 H19 . . 118.9 ?
C19 C20 C21 . . 117.0(2) ?
C19 C20 H20 . . 121.5 ?
C21 C20 H20 . . 121.5 ?
N1 C21 C16 . . 109.26(17) ?
N1 C21 C20 . . 130.77(19) ?
C16 C21 C20 . . 119.97(19) ?
N3 C22 C17 . . 113.80(16) ?
N3 C22 H22A . . 108.8 ?
C17 C22 H22A . . 108.8 ?
N3 C22 H22B . . 108.8 ?
C17 C22 H22B . . 108.8 ?
H22A C22 H22B . . 107.7 ?
N3 C23 C24 . . 113.19(19) ?
N3 C23 H23A . . 108.9 ?
C24 C23 H23A . . 108.9 ?
N3 C23 H23B . . 108.9 ?
C24 C23 H23B . . 108.9 ?
H23A C23 H23B . . 107.8 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
N3 C25 C26 . . 113.0(6) ?
N3 C25 H25A . . 109.0 ?
C26 C25 H25A . . 109.0 ?
N3 C25 H25B . . 109.0 ?
C26 C25 H25B . . 109.0 ?
H25A C25 H25B . . 107.8 ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
N3 C25' C26' . . 117.(2) ?
N3 C25' H25C . . 107.9 ?
C26' C25' H25C . . 107.9 ?
N3 C25' H25D . . 107.9 ?
C26' C25' H25D . . 107.9 ?
H25C C25' H25D . . 107.2 ?
C25' C26' H26D . . 109.5 ?
C25' C26' H26E . . 109.5 ?
H26D C26' H26E . . 109.5 ?
C25' C26' H26F . . 109.5 ?
H26D C26' H26F . . 109.5 ?
H26E C26' H26F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.353(2) ?
O1 H1 . 0.95(3) ?
N1 C15 . 1.325(2) ?
N1 C21 . 1.387(3) ?
N2 C15 . 1.366(2) ?
N2 C16 . 1.379(2) ?
N2 H2 . 0.85(2) ?
N3 C25' . 1.468(3) ?
N3 C25 . 1.468(3) ?
N3 C23 . 1.468(3) ?
N3 C22 . 1.471(3) ?
C1 C6 . 1.411(3) ?
C1 C2 . 1.412(3) ?
C2 C3 . 1.382(3) ?
C2 C7 . 1.545(3) ?
C3 C4 . 1.408(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.380(3) ?
C4 C11 . 1.526(3) ?
C5 C6 . 1.398(3) ?
C5 H5 . 0.95 ?
C6 C15 . 1.451(3) ?
C7 C10 . 1.529(3) ?
C7 C9 . 1.530(3) ?
C7 C8 . 1.541(3) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.529(3) ?
C11 C13 . 1.532(3) ?
C11 C14 . 1.534(3) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C16 C21 . 1.394(3) ?
C16 C17 . 1.395(3) ?
C17 C18 . 1.381(3) ?
C17 C22 . 1.511(3) ?
C18 C19 . 1.400(3) ?
C18 H18 . 0.95 ?
C19 C20 . 1.378(3) ?
C19 H19 . 0.95 ?
C20 C21 . 1.395(3) ?
C20 H20 . 0.95 ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
C23 C24 . 1.508(3) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C26 . 1.482(6) ?
C25 H25A . 0.99 ?
C25 H25B . 0.99 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C25' C26' . 1.480(17) ?
C25' H25C . 0.99 ?
C25' H25D . 0.99 ?
C26' H26D . 0.98 ?
C26' H26E . 0.98 ?
C26' H26F . 0.98 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 N3 . 0.85(2) 2.36(2) 2.848(2) 116.8(17) ?
O1 H1 N1 . 0.95(3) 1.74(3) 2.593(2) 148.(3) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . -175.00(17) ?
C6 C1 C2 C3 . . . . 5.5(3) ?
O1 C1 C2 C7 . . . . 3.5(3) ?
C6 C1 C2 C7 . . . . -176.00(17) ?
C1 C2 C3 C4 . . . . -1.5(3) ?
C7 C2 C3 C4 . . . . 179.97(18) ?
C2 C3 C4 C5 . . . . -2.9(3) ?
C2 C3 C4 C11 . . . . 175.65(18) ?
C3 C4 C5 C6 . . . . 3.4(3) ?
C11 C4 C5 C6 . . . . -175.11(17) ?
C4 C5 C6 C1 . . . . 0.5(3) ?
C4 C5 C6 C15 . . . . 179.80(17) ?
O1 C1 C6 C5 . . . . 175.42(17) ?
C2 C1 C6 C5 . . . . -5.1(3) ?
O1 C1 C6 C15 . . . . -3.9(3) ?
C2 C1 C6 C15 . . . . 175.60(17) ?
C3 C2 C7 C10 . . . . -6.8(3) ?
C1 C2 C7 C10 . . . . 174.72(19) ?
C3 C2 C7 C9 . . . . 112.7(2) ?
C1 C2 C7 C9 . . . . -65.7(2) ?
C3 C2 C7 C8 . . . . -125.2(2) ?
C1 C2 C7 C8 . . . . 56.3(3) ?
C5 C4 C11 C12 . . . . -122.5(2) ?
C3 C4 C11 C12 . . . . 59.0(2) ?
C5 C4 C11 C13 . . . . 117.9(2) ?
C3 C4 C11 C13 . . . . -60.5(3) ?
C5 C4 C11 C14 . . . . -2.8(3) ?
C3 C4 C11 C14 . . . . 178.8(2) ?
C21 N1 C15 N2 . . . . 0.0(2) ?
C21 N1 C15 C6 . . . . -179.86(17) ?
C16 N2 C15 N1 . . . . -0.2(2) ?
C16 N2 C15 C6 . . . . 179.74(16) ?
C5 C6 C15 N1 . . . . -171.34(17) ?
C1 C6 C15 N1 . . . . 8.0(3) ?
C5 C6 C15 N2 . . . . 8.8(3) ?
C1 C6 C15 N2 . . . . -171.89(17) ?
C15 N2 C16 C21 . . . . 0.2(2) ?
C15 N2 C16 C17 . . . . 179.63(19) ?
N2 C16 C17 C18 . . . . -179.86(19) ?
C21 C16 C17 C18 . . . . -0.5(3) ?
N2 C16 C17 C22 . . . . 3.3(3) ?
C21 C16 C17 C22 . . . . -177.39(18) ?
C16 C17 C18 C19 . . . . -0.4(3) ?
C22 C17 C18 C19 . . . . 176.5(2) ?
C17 C18 C19 C20 . . . . 1.2(3) ?
C18 C19 C20 C21 . . . . -1.0(3) ?
C15 N1 C21 C16 . . . . 0.1(2) ?
C15 N1 C21 C20 . . . . 179.8(2) ?
N2 C16 C21 N1 . . . . -0.2(2) ?
C17 C16 C21 N1 . . . . -179.67(17) ?
N2 C16 C21 C20 . . . . -179.89(18) ?
C17 C16 C21 C20 . . . . 0.6(3) ?
C19 C20 C21 N1 . . . . -179.5(2) ?
C19 C20 C21 C16 . . . . 0.2(3) ?
C25' N3 C22 C17 . . . . 170.17(17) ?
C25 N3 C22 C17 . . . . 170.17(17) ?
C23 N3 C22 C17 . . . . -68.3(2) ?
C18 C17 C22 N3 . . . . 152.36(19) ?
C16 C17 C22 N3 . . . . -31.0(3) ?
C25' N3 C23 C24 . . . . -76.5(2) ?
C25 N3 C23 C24 . . . . -76.5(2) ?
C22 N3 C23 C24 . . . . 161.79(19) ?
C23 N3 C25 C26 . . . . 161.6(8) ?
C22 N3 C25 C26 . . . . -76.2(8) ?
C23 N3 C25' C26' . . . . 178.(3) ?
C22 N3 C25' C26' . . . . -60.(3) ?
