#------------------------------------------------------------------------------
#$Date: 2025-07-06 18:08:59 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300717 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/03/7250336.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_7250336
loop_
_publ_author_name
'Trollip, Danica B.'
'Barton, Benita'
'Caira, Mino R.'
'Hosten, Eric C.'
_publ_section_title
;
 The behaviour of two diamino-derived host compounds in cyclohexanone and
 isomeric methylcyclohexanones
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              3279
_journal_page_last               3294
_journal_paper_doi               10.1039/D5CE00298B
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C45 H38 N2, C7 H12 O'
_chemical_formula_sum            'C52 H50 N2 O'
_chemical_formula_weight         718.94
_chemical_melting_point          'onset of decomp.393 K'
_chemical_name_common            none
_chemical_name_systematic
'N,N'-Bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)propane-1,3-diamine 4-methylcyclohexanone clathrate'
_chemical_properties_physical    Heat-sensitive
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-03-06 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                98.682(2)
_cell_angle_beta                 104.994(2)
_cell_angle_gamma                102.791(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8224(6)
_cell_length_b                   15.4017(11)
_cell_length_c                   15.5782(11)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.50
_cell_volume                     1944.6(2)
_computing_cell_refinement
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_data_collection       'Apex3 v2019.1-0, Bruker (2019).'
_computing_data_reduction
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_molecular_graphics
'POV-Ray in interface X-Seed (LJ Barbour, 1999)'
_computing_publication_material  'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean n/a
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 VENTURE SCXRD diffractometer'
_diffrn_measurement_method       'omega-and phi-scans, width 1.0 deg.'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            98665
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.410
_diffrn_reflns_theta_min         2.171
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7120
_exptl_absorpt_correction_T_min  0.6853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 4-methylcyclohexanone'
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         9727
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0537
_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)+(0.0351P)²+1.3407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1173
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8151
_reflns_number_total             9727
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00298b2.cif
_cod_data_source_block           DB34(4-Me)
_cod_depositor_comments
'Adding full bibliography for 7250335--7250339.cif.'
_cod_database_code               7250336
_shelx_shelxl_version_number     2019/3
_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   0.991
_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 0.19892(17) 0.75135(10) 0.26795(10) 0.0151(3) Uani 1 1 d . . . . .
H1 H 0.215573 0.694044 0.276686 0.018 Uiso 1 1 calc R U . . .
C2 C 0.23245(18) 0.78375(11) 0.19456(10) 0.0183(3) Uani 1 1 d . . . . .
H2 H 0.272871 0.749025 0.154442 0.022 Uiso 1 1 calc R U . . .
C3 C 0.20713(19) 0.86674(11) 0.17955(10) 0.0194(3) Uani 1 1 d . . . . .
H3 H 0.230796 0.889585 0.129768 0.023 Uiso 1 1 calc R U . . .
C4 C 0.14676(18) 0.91550(10) 0.23853(10) 0.0173(3) Uani 1 1 d . . . . .
H4 H 0.129312 0.972316 0.228477 0.021 Uiso 1 1 calc R U . . .
C5 C 0.11039(17) 0.88373(10) 0.31284(10) 0.0142(3) Uani 1 1 d . . . . .
C6 C 0.14132(16) 0.80065(9) 0.32938(9) 0.0125(3) Uani 1 1 d . . . . .
C7 C 0.11245(16) 0.76630(9) 0.41291(9) 0.0112(3) Uani 1 1 d . . . . .
C8 C -0.07293(17) 0.73973(10) 0.39595(9) 0.0123(3) Uani 1 1 d . . . . .
C9 C -0.16202(17) 0.64872(10) 0.37847(10) 0.0147(3) Uani 1 1 d . . . . .
H9 H -0.108558 0.602010 0.372160 0.018 Uiso 1 1 calc R U . . .
C10 C -0.32749(18) 0.62490(11) 0.37008(10) 0.0185(3) Uani 1 1 d . . . . .
H10 H -0.386175 0.562510 0.358361 0.022 Uiso 1 1 calc R U . . .
C11 C -0.40629(18) 0.69264(11) 0.37890(11) 0.0207(3) Uani 1 1 d . . . . .
H11 H -0.518205 0.676980 0.375901 0.025 Uiso 1 1 calc R U . . .
C12 C -0.32209(18) 0.78290(11) 0.39206(11) 0.0191(3) Uani 1 1 d . . . . .
H12 H -0.377625 0.828817 0.396921 0.023 Uiso 1 1 calc R U . . .
C13 C -0.15614(17) 0.80813(10) 0.39839(10) 0.0143(3) Uani 1 1 d . . . . .
C14 C -0.08159(18) 0.90440(10) 0.40304(10) 0.0164(3) Uani 1 1 d . . . . .
H14 H -0.119088 0.948067 0.435674 0.020 Uiso 1 1 calc R U . . .
C15 C 0.03391(18) 0.93703(10) 0.36598(10) 0.0164(3) Uani 1 1 d . . . . .
H15 H 0.070093 1.001529 0.375093 0.020 Uiso 1 1 calc R U . . .
C16 C 0.20305(17) 0.83871(9) 0.50214(9) 0.0119(3) Uani 1 1 d . . . . .
C17 C 0.36237(17) 0.88951(10) 0.51468(10) 0.0149(3) Uani 1 1 d . . . . .
H17 H 0.407544 0.884250 0.465632 0.018 Uiso 1 1 calc R U . . .
C18 C 0.45568(18) 0.94759(10) 0.59784(10) 0.0177(3) Uani 1 1 d . . . . .
H18 H 0.563392 0.982179 0.604983 0.021 Uiso 1 1 calc R U . . .
C19 C 0.39232(19) 0.95535(10) 0.67059(10) 0.0192(3) Uani 1 1 d . . . . .
H19 H 0.456356 0.994839 0.727576 0.023 Uiso 1 1 calc R U . . .
C20 C 0.23456(19) 0.90487(10) 0.65925(10) 0.0180(3) Uani 1 1 d . . . . .
H20 H 0.190345 0.909799 0.708711 0.022 Uiso 1 1 calc R U . . .
C21 C 0.14083(18) 0.84706(10) 0.57579(10) 0.0146(3) Uani 1 1 d . . . . .
H21 H 0.032988 0.812805 0.568847 0.017 Uiso 1 1 calc R U . . .
N22 N 0.17757(15) 0.68562(8) 0.41943(8) 0.0120(2) Uani 1 1 d . . . . .
H22 H 0.275(3) 0.7023(13) 0.4157(13) 0.027(5) Uiso 1 1 d . . . . .
C23 C 0.18962(17) 0.65321(9) 0.50475(9) 0.0127(3) Uani 1 1 d . . . . .
H23A H 0.081705 0.640990 0.515322 0.015 Uiso 1 1 calc R U . . .
H23B H 0.267490 0.701482 0.556448 0.015 Uiso 1 1 calc R U . . .
C24 C 0.24643(17) 0.56648(9) 0.50101(9) 0.0128(3) Uani 1 1 d . . . . .
H24A H 0.253506 0.547708 0.559645 0.015 Uiso 1 1 calc R U . . .
H24B H 0.357674 0.580779 0.494873 0.015 Uiso 1 1 calc R U . . .
C25 C 0.13723(17) 0.48559(9) 0.42346(9) 0.0129(3) Uani 1 1 d . . . . .
H25A H 0.149754 0.427636 0.440567 0.016 Uiso 1 1 calc R U . . .
H25B H 0.021597 0.485560 0.412703 0.016 Uiso 1 1 calc R U . . .
N26 N 0.18277(14) 0.49248(8) 0.33975(8) 0.0119(2) Uani 1 1 d . . . . .
H26 H 0.161(2) 0.5438(14) 0.3264(14) 0.030(5) Uiso 1 1 d . . . . .
C27 C 0.27027(17) 0.52103(10) 0.18857(10) 0.0155(3) Uani 1 1 d . . . . .
H27 H 0.328197 0.556962 0.248119 0.019 Uiso 1 1 calc R U . . .
C28 C 0.31104(19) 0.54785(11) 0.11444(11) 0.0190(3) Uani 1 1 d . . . . .
H28 H 0.396475 0.601410 0.123588 0.023 Uiso 1 1 calc R U . . .
C29 C 0.22730(19) 0.49659(11) 0.02727(11) 0.0212(3) Uani 1 1 d . . . . .
H29 H 0.252699 0.515570 -0.023815 0.025 Uiso 1 1 calc R U . . .
C30 C 0.10630(19) 0.41751(11) 0.01517(10) 0.0197(3) Uani 1 1 d . . . . .
H30 H 0.048646 0.382601 -0.044826 0.024 Uiso 1 1 calc R U . . .
C31 C 0.06642(17) 0.38743(10) 0.08929(10) 0.0151(3) Uani 1 1 d . . . . .
C32 C 0.14618(17) 0.44251(9) 0.17757(10) 0.0126(3) Uani 1 1 d . . . . .
C33 C 0.09649(16) 0.41595(9) 0.25974(9) 0.0112(3) Uani 1 1 d . . . . .
C34 C 0.15317(17) 0.33036(9) 0.27336(10) 0.0126(3) Uani 1 1 d . . . . .
C35 C 0.28467(17) 0.33386(10) 0.34813(10) 0.0148(3) Uani 1 1 d . . . . .
H35 H 0.343180 0.390791 0.389073 0.018 Uiso 1 1 calc R U . . .
C36 C 0.33127(18) 0.25595(10) 0.36367(11) 0.0182(3) Uani 1 1 d . . . . .
H36 H 0.420588 0.259726 0.414953 0.022 Uiso 1 1 calc R U . . .
C37 C 0.2470(2) 0.17231(11) 0.30406(12) 0.0215(3) Uani 1 1 d . . . . .
H37 H 0.276005 0.118377 0.315513 0.026 Uiso 1 1 calc R U . . .
C38 C 0.12091(19) 0.16812(10) 0.22810(11) 0.0193(3) Uani 1 1 d . . . . .
H38 H 0.064055 0.110854 0.187386 0.023 Uiso 1 1 calc R U . . .
C39 C 0.07486(18) 0.24660(10) 0.20969(10) 0.0152(3) Uani 1 1 d . . . . .
C40 C -0.04773(18) 0.23662(10) 0.12218(10) 0.0178(3) Uani 1 1 d . . . . .
H40 H -0.132667 0.181228 0.100417 0.021 Uiso 1 1 calc R U . . .
C41 C -0.05116(18) 0.29823(10) 0.07011(10) 0.0176(3) Uani 1 1 d . . . . .
H41 H -0.138889 0.282393 0.015130 0.021 Uiso 1 1 calc R U . . .
C42 C -0.08919(17) 0.39967(10) 0.24200(9) 0.0125(3) Uani 1 1 d . . . . .
C43 C -0.16361(18) 0.46221(10) 0.20462(10) 0.0156(3) Uani 1 1 d . . . . .
H43 H -0.100373 0.511704 0.188169 0.019 Uiso 1 1 calc R U . . .
C44 C -0.32896(19) 0.45310(11) 0.19111(10) 0.0201(3) Uani 1 1 d . . . . .
H44 H -0.377880 0.496011 0.165207 0.024 Uiso 1 1 calc R U . . .
C45 C -0.42275(18) 0.38154(11) 0.21534(10) 0.0205(3) Uani 1 1 d . . . . .
H45 H -0.536092 0.374639 0.205245 0.025 Uiso 1 1 calc R U . . .
C46 C -0.34942(18) 0.32020(11) 0.25443(10) 0.0182(3) Uani 1 1 d . . . . .
H46 H -0.412645 0.271531 0.271934 0.022 Uiso 1 1 calc R U . . .
C47 C -0.18377(17) 0.32942(10) 0.26822(10) 0.0149(3) Uani 1 1 d . . . . .
H47 H -0.134668 0.287408 0.295788 0.018 Uiso 1 1 calc R U . . .
C48 C 0.6692(2) 0.93972(12) 0.01024(12) 0.0270(4) Uani 1 1 d . . . . .
C49 C 0.6415(3) 0.84835(12) -0.05042(12) 0.0316(4) Uani 1 1 d . . . . .
H49A H 0.695048 0.856359 -0.098332 0.038 Uiso 1 1 calc R U . . .
H49B H 0.523111 0.821099 -0.080631 0.038 Uiso 1 1 calc R U . . .
C50 C 0.7107(2) 0.78388(12) 0.00516(12) 0.0266(4) Uani 1 1 d . . . . .
H50A H 0.682517 0.722657 -0.035018 0.032 Uiso 1 1 calc R U . . .
H50B H 0.831100 0.806980 0.027826 0.032 Uiso 1 1 calc R U . . .
C51 C 0.64498(19) 0.77552(11) 0.08578(11) 0.0208(3) Uani 1 1 d . . . . .
H51 H 0.524109 0.748622 0.061708 0.025 Uiso 1 1 calc R U . . .
C52 C 0.6797(2) 0.86978(12) 0.14620(12) 0.0274(4) Uani 1 1 d . . . . .
H52A H 0.798956 0.895209 0.174349 0.033 Uiso 1 1 calc R U . . .
H52B H 0.629788 0.863744 0.195849 0.033 Uiso 1 1 calc R U . . .
C53 C 0.6126(2) 0.93610(13) 0.09273(12) 0.0312(4) Uani 1 1 d . . . . .
H53A H 0.491922 0.916462 0.073626 0.037 Uiso 1 1 calc R U . . .
H53B H 0.649091 0.997913 0.132763 0.037 Uiso 1 1 calc R U . . .
O54 O 0.73356(18) 1.01139(9) -0.00585(10) 0.0423(4) Uani 1 1 d . . . . .
C55 C 0.7183(2) 0.71224(12) 0.14046(12) 0.0257(3) Uani 1 1 d . . . . .
H55A H 0.675939 0.708840 0.192502 0.039 Uiso 1 1 calc R U . . .
H55C H 0.837315 0.736218 0.162505 0.039 Uiso 1 1 calc R U . . .
H55B H 0.688597 0.651106 0.101429 0.039 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.86(14) . . ?
C2 C1 H1 119.1 . . ?
C6 C1 H1 119.1 . . ?
C1 C2 C3 120.22(14) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 118.69(14) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 122.16(14) . . ?
C3 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 118.83(13) . . ?
C4 C5 C15 117.39(13) . . ?
C6 C5 C15 123.69(13) . . ?
C1 C6 C5 118.16(13) . . ?
C1 C6 C7 121.38(12) . . ?
C5 C6 C7 120.46(12) . . ?
N22 C7 C6 108.02(11) . . ?
N22 C7 C8 110.97(11) . . ?
C6 C7 C8 106.42(11) . . ?
N22 C7 C16 107.56(11) . . ?
C6 C7 C16 111.98(11) . . ?
C8 C7 C16 111.86(11) . . ?
C9 C8 C13 118.76(13) . . ?
C9 C8 C7 121.24(12) . . ?
C13 C8 C7 119.99(12) . . ?
C10 C9 C8 121.35(13) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C10 C9 119.62(14) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C10 119.94(14) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 121.27(14) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C8 118.78(13) . . ?
C12 C13 C14 117.18(13) . . ?
C8 C13 C14 123.98(13) . . ?
C15 C14 C13 126.59(13) . . ?
C15 C14 H14 116.7 . . ?
C13 C14 H14 116.7 . . ?
C14 C15 C5 126.81(13) . . ?
C14 C15 H15 116.6 . . ?
C5 C15 H15 116.6 . . ?
C21 C16 C17 118.18(13) . . ?
C21 C16 C7 122.39(12) . . ?
C17 C16 C7 118.86(12) . . ?
C18 C17 C16 120.94(13) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.32(14) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 119.35(14) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 120.30(14) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C16 120.90(13) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
C23 N22 C7 116.12(11) . . ?
C23 N22 H22 107.2(13) . . ?
C7 N22 H22 105.6(13) . . ?
N22 C23 C24 111.42(11) . . ?
N22 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
N22 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 C25 115.11(11) . . ?
C23 C24 H24A 108.5 . . ?
C25 C24 H24A 108.5 . . ?
C23 C24 H24B 108.5 . . ?
C25 C24 H24B 108.5 . . ?
H24A C24 H24B 107.5 . . ?
N26 C25 C24 109.78(11) . . ?
N26 C25 H25A 109.7 . . ?
C24 C25 H25A 109.7 . . ?
N26 C25 H25B 109.7 . . ?
C24 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
C25 N26 C33 116.66(11) . . ?
C25 N26 H26 104.4(13) . . ?
C33 N26 H26 109.1(13) . . ?
C28 C27 C32 121.46(14) . . ?
C28 C27 H27 119.3 . . ?
C32 C27 H27 119.3 . . ?
C29 C28 C27 119.99(14) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C30 C29 C28 119.38(14) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C31 121.67(15) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C30 C31 C32 118.63(14) . . ?
C30 C31 C41 117.39(14) . . ?
C32 C31 C41 123.92(13) . . ?
C27 C32 C31 118.70(13) . . ?
C27 C32 C33 121.00(13) . . ?
C31 C32 C33 120.30(12) . . ?
N26 C33 C34 110.90(11) . . ?
N26 C33 C32 107.94(11) . . ?
C34 C33 C32 105.61(11) . . ?
N26 C33 C42 108.84(11) . . ?
C34 C33 C42 112.82(11) . . ?
C32 C33 C42 110.61(11) . . ?
C35 C34 C39 118.62(13) . . ?
C35 C34 C33 120.95(12) . . ?
C39 C34 C33 120.42(12) . . ?
C36 C35 C34 121.36(14) . . ?
C36 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
C35 C36 C37 119.86(14) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C38 C37 C36 119.57(14) . . ?
C38 C37 H37 120.2 . . ?
C36 C37 H37 120.2 . . ?
C37 C38 C39 121.47(14) . . ?
C37 C38 H38 119.3 . . ?
C39 C38 H38 119.3 . . ?
C38 C39 C34 118.86(14) . . ?
C38 C39 C40 117.13(13) . . ?
C34 C39 C40 123.95(13) . . ?
C41 C40 C39 126.13(14) . . ?
C41 C40 H40 116.9 . . ?
C39 C40 H40 116.9 . . ?
C40 C41 C31 126.59(14) . . ?
C40 C41 H41 116.7 . . ?
C31 C41 H41 116.7 . . ?
C47 C42 C43 118.28(13) . . ?
C47 C42 C33 122.92(12) . . ?
C43 C42 C33 118.60(12) . . ?
C44 C43 C42 120.95(14) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C45 C44 C43 120.21(14) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C46 C45 C44 119.35(14) . . ?
C46 C45 H45 120.3 . . ?
C44 C45 H45 120.3 . . ?
C45 C46 C47 120.46(14) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 H46 119.8 . . ?
C46 C47 C42 120.69(14) . . ?
C46 C47 H47 119.7 . . ?
C42 C47 H47 119.7 . . ?
O54 C48 C53 122.32(17) . . ?
O54 C48 C49 122.78(17) . . ?
C53 C48 C49 114.90(15) . . ?
C48 C49 C50 110.59(15) . . ?
C48 C49 H49A 109.5 . . ?
C50 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
C50 C49 H49B 109.5 . . ?
H49A C49 H49B 108.1 . . ?
C51 C50 C49 112.26(14) . . ?
C51 C50 H50A 109.2 . . ?
C49 C50 H50A 109.2 . . ?
C51 C50 H50B 109.2 . . ?
C49 C50 H50B 109.2 . . ?
H50A C50 H50B 107.9 . . ?
C50 C51 C52 110.06(14) . . ?
C50 C51 C55 110.93(13) . . ?
C52 C51 C55 110.83(14) . . ?
C50 C51 H51 108.3 . . ?
C52 C51 H51 108.3 . . ?
C55 C51 H51 108.3 . . ?
C51 C52 C53 112.23(14) . . ?
C51 C52 H52A 109.2 . . ?
C53 C52 H52A 109.2 . . ?
C51 C52 H52B 109.2 . . ?
C53 C52 H52B 109.2 . . ?
H52A C52 H52B 107.9 . . ?
C48 C53 C52 111.49(14) . . ?
C48 C53 H53A 109.3 . . ?
C52 C53 H53A 109.3 . . ?
C48 C53 H53B 109.3 . . ?
C52 C53 H53B 109.3 . . ?
H53A C53 H53B 108.0 . . ?
C51 C55 H55A 109.5 . . ?
C51 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
C51 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55C C55 H55B 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.388(2) . ?
C1 C6 1.398(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.406(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.4128(19) . ?
C5 C15 1.464(2) . ?
C6 C7 1.5356(19) . ?
C7 N22 1.4861(17) . ?
C7 C8 1.5361(19) . ?
C7 C16 1.5418(19) . ?
C8 C9 1.394(2) . ?
C8 C13 1.4125(19) . ?
C9 C10 1.390(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.402(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.465(2) . ?
C14 C15 1.338(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.395(2) . ?
C16 C17 1.3967(19) . ?
C17 C18 1.389(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(2) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
N22 C23 1.4757(17) . ?
N22 H22 0.86(2) . ?
C23 C24 1.5254(18) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.5336(19) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N26 1.4722(17) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
N26 C33 1.4800(18) . ?
N26 H26 0.90(2) . ?
C27 C28 1.388(2) . ?
C27 C32 1.394(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.383(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.382(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.404(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.410(2) . ?
C31 C41 1.462(2) . ?
C32 C33 1.5387(19) . ?
C33 C34 1.5343(19) . ?
C33 C42 1.5445(19) . ?
C34 C35 1.400(2) . ?
C34 C39 1.411(2) . ?
C35 C36 1.386(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.390(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.381(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.404(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.467(2) . ?
C40 C41 1.338(2) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C47 1.394(2) . ?
C42 C43 1.396(2) . ?
C43 C44 1.391(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.388(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.387(2) . ?
C45 H45 0.9500 . ?
C46 C47 1.392(2) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 O54 1.218(2) . ?
C48 C53 1.498(3) . ?
C48 C49 1.503(2) . ?
C49 C50 1.537(2) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.524(2) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.526(2) . ?
C51 C55 1.529(2) . ?
C51 H51 1.0000 . ?
C52 C53 1.535(2) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C55 H55A 0.9800 . ?
C55 H55C 0.9800 . ?
C55 H55B 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
_geom_hbond_publ_flag
N26 H26 N22 0.90(2) 2.38(2) 3.0604(17) 132.4(17) . yes
C53 H53A O54 0.99 2.56 3.332(2) 134.7 2_675 yes
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
C6 C1 C2 C3 -0.8(2) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C3 C4 C5 C6 2.0(2) . . . . ?
C3 C4 C5 C15 -174.81(14) . . . . ?
C2 C1 C6 C5 2.8(2) . . . . ?
C2 C1 C6 C7 -177.02(13) . . . . ?
C4 C5 C6 C1 -3.3(2) . . . . ?
C15 C5 C6 C1 173.29(14) . . . . ?
C4 C5 C6 C7 176.52(13) . . . . ?
C15 C5 C6 C7 -6.9(2) . . . . ?
C1 C6 C7 N22 7.89(17) . . . . ?
C5 C6 C7 N22 -171.94(12) . . . . ?
C1 C6 C7 C8 -111.34(14) . . . . ?
C5 C6 C7 C8 68.84(16) . . . . ?
C1 C6 C7 C16 126.15(14) . . . . ?
C5 C6 C7 C16 -53.68(17) . . . . ?
N22 C7 C8 C9 -7.20(18) . . . . ?
C6 C7 C8 C9 110.08(14) . . . . ?
C16 C7 C8 C9 -127.32(14) . . . . ?
N22 C7 C8 C13 172.45(12) . . . . ?
C6 C7 C8 C13 -70.27(15) . . . . ?
C16 C7 C8 C13 52.33(17) . . . . ?
C13 C8 C9 C10 -4.7(2) . . . . ?
C7 C8 C9 C10 174.96(13) . . . . ?
C8 C9 C10 C11 0.2(2) . . . . ?
C9 C10 C11 C12 2.8(2) . . . . ?
C10 C11 C12 C13 -1.1(2) . . . . ?
C11 C12 C13 C8 -3.4(2) . . . . ?
C11 C12 C13 C14 173.94(14) . . . . ?
C9 C8 C13 C12 6.2(2) . . . . ?
C7 C8 C13 C12 -173.49(13) . . . . ?
C9 C8 C13 C14 -170.93(13) . . . . ?
C7 C8 C13 C14 9.4(2) . . . . ?
C12 C13 C14 C15 -144.31(16) . . . . ?
C8 C13 C14 C15 32.8(2) . . . . ?
C13 C14 C15 C5 0.1(3) . . . . ?
C4 C5 C15 C14 142.48(16) . . . . ?
C6 C5 C15 C14 -34.2(2) . . . . ?
N22 C7 C16 C21 -94.60(15) . . . . ?
C6 C7 C16 C21 146.87(13) . . . . ?
C8 C7 C16 C21 27.50(18) . . . . ?
N22 C7 C16 C17 76.54(15) . . . . ?
C6 C7 C16 C17 -41.99(16) . . . . ?
C8 C7 C16 C17 -161.36(12) . . . . ?
C21 C16 C17 C18 -0.8(2) . . . . ?
C7 C16 C17 C18 -172.28(13) . . . . ?
C16 C17 C18 C19 0.7(2) . . . . ?
C17 C18 C19 C20 -0.3(2) . . . . ?
C18 C19 C20 C21 0.0(2) . . . . ?
C19 C20 C21 C16 0.0(2) . . . . ?
C17 C16 C21 C20 0.4(2) . . . . ?
C7 C16 C21 C20 171.62(13) . . . . ?
C6 C7 N22 C23 168.86(11) . . . . ?
C8 C7 N22 C23 -74.84(14) . . . . ?
C16 C7 N22 C23 47.81(15) . . . . ?
C7 N22 C23 C24 176.00(11) . . . . ?
N22 C23 C24 C25 -58.71(15) . . . . ?
C23 C24 C25 N26 85.00(14) . . . . ?
C24 C25 N26 C33 175.83(11) . . . . ?
C32 C27 C28 C29 0.4(2) . . . . ?
C27 C28 C29 C30 -1.7(2) . . . . ?
C28 C29 C30 C31 -0.3(2) . . . . ?
C29 C30 C31 C32 3.6(2) . . . . ?
C29 C30 C31 C41 -173.74(14) . . . . ?
C28 C27 C32 C31 3.0(2) . . . . ?
C28 C27 C32 C33 -177.03(13) . . . . ?
C30 C31 C32 C27 -4.9(2) . . . . ?
C41 C31 C32 C27 172.30(13) . . . . ?
C30 C31 C32 C33 175.13(12) . . . . ?
C41 C31 C32 C33 -7.7(2) . . . . ?
C25 N26 C33 C34 -71.84(14) . . . . ?
C25 N26 C33 C32 172.93(11) . . . . ?
C25 N26 C33 C42 52.83(15) . . . . ?
C27 C32 C33 N26 8.29(17) . . . . ?
C31 C32 C33 N26 -171.74(12) . . . . ?
C27 C32 C33 C34 -110.37(14) . . . . ?
C31 C32 C33 C34 69.60(15) . . . . ?
C27 C32 C33 C42 127.26(13) . . . . ?
C31 C32 C33 C42 -52.76(16) . . . . ?
N26 C33 C34 C35 -7.57(17) . . . . ?
C32 C33 C34 C35 109.10(14) . . . . ?
C42 C33 C34 C35 -129.96(13) . . . . ?
N26 C33 C34 C39 173.38(12) . . . . ?
C32 C33 C34 C39 -69.94(15) . . . . ?
C42 C33 C34 C39 51.00(17) . . . . ?
C39 C34 C35 C36 -4.4(2) . . . . ?
C33 C34 C35 C36 176.51(13) . . . . ?
C34 C35 C36 C37 0.3(2) . . . . ?
C35 C36 C37 C38 2.2(2) . . . . ?
C36 C37 C38 C39 -0.3(2) . . . . ?
C37 C38 C39 C34 -3.9(2) . . . . ?
C37 C38 C39 C40 173.23(14) . . . . ?
C35 C34 C39 C38 6.1(2) . . . . ?
C33 C34 C39 C38 -174.80(13) . . . . ?
C35 C34 C39 C40 -170.75(13) . . . . ?
C33 C34 C39 C40 8.3(2) . . . . ?
C38 C39 C40 C41 -143.23(16) . . . . ?
C34 C39 C40 C41 33.7(2) . . . . ?
C39 C40 C41 C31 0.4(2) . . . . ?
C30 C31 C41 C40 142.73(16) . . . . ?
C32 C31 C41 C40 -34.5(2) . . . . ?
N26 C33 C42 C47 -101.25(15) . . . . ?
C34 C33 C42 C47 22.28(18) . . . . ?
C32 C33 C42 C47 140.33(13) . . . . ?
N26 C33 C42 C43 73.52(15) . . . . ?
C34 C33 C42 C43 -162.94(12) . . . . ?
C32 C33 C42 C43 -44.90(17) . . . . ?
C47 C42 C43 C44 -2.0(2) . . . . ?
C33 C42 C43 C44 -177.06(13) . . . . ?
C42 C43 C44 C45 0.4(2) . . . . ?
C43 C44 C45 C46 1.0(2) . . . . ?
C44 C45 C46 C47 -0.8(2) . . . . ?
C45 C46 C47 C42 -0.8(2) . . . . ?
C43 C42 C47 C46 2.2(2) . . . . ?
C33 C42 C47 C46 177.01(13) . . . . ?
O54 C48 C49 C50 127.82(18) . . . . ?
C53 C48 C49 C50 -51.8(2) . . . . ?
C48 C49 C50 C51 53.9(2) . . . . ?
C49 C50 C51 C52 -56.04(19) . . . . ?
C49 C50 C51 C55 -179.07(15) . . . . ?
C50 C51 C52 C53 55.01(19) . . . . ?
C55 C51 C52 C53 178.10(15) . . . . ?
O54 C48 C53 C52 -128.32(19) . . . . ?
C49 C48 C53 C52 51.2(2) . . . . ?
C51 C52 C53 C48 -52.3(2) . . . . ?
