#------------------------------------------------------------------------------
#$Date: 2025-07-06 18:08:59 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300717 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/03/7250335.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_7250335
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. 385.6 K'
_chemical_name_common            none
_chemical_name_systematic
'N,N'-Bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)propane-1,3-diamine3-methylcyclohexanone clathrate'
_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
;
2025-04-07 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                99.086(2)
_cell_angle_beta                 102.942(2)
_cell_angle_gamma                101.262(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8102(7)
_cell_length_b                   15.3893(11)
_cell_length_c                   15.4064(12)
_cell_measurement_reflns_used    5878
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.20
_cell_measurement_theta_min      2.50
_cell_volume                     1951.6(3)
_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 0.997
_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  0.1215
_diffrn_reflns_av_unetI/netI     0.0984
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            56222
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.162
_diffrn_reflns_theta_min         2.154
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.932
_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    1.223
_exptl_crystal_description       needle
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 3-methylcyclohexanone'
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     579
_refine_ls_number_reflns         8636
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0621
_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)+(0.0561P)²+0.6783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5033
_reflns_number_total             8636
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00298b2.cif
_cod_data_source_block           DB32REV
_cod_depositor_comments
'Adding full bibliography for 7250335--7250339.cif.'
_cod_database_code               7250335
_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   0.958
_shelx_estimated_absorpt_t_max   0.996
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 0.2061(3) 0.75006(15) 0.26786(15) 0.0219(5) Uani 1 1 d . . . . .
H1 H 0.219052 0.691652 0.275537 0.026 Uiso 1 1 calc R U . . .
C2 C 0.2430(3) 0.78179(16) 0.19378(16) 0.0275(6) Uani 1 1 d . . . . .
H2 H 0.281273 0.745344 0.151837 0.033 Uiso 1 1 calc R U . . .
C3 C 0.2242(3) 0.86638(16) 0.18097(16) 0.0284(6) Uani 1 1 d . . . . .
H3 H 0.251294 0.889058 0.131132 0.034 Uiso 1 1 calc R U . . .
C4 C 0.1657(3) 0.91705(15) 0.24143(16) 0.0268(6) Uani 1 1 d . . . . .
H4 H 0.153666 0.975362 0.232848 0.032 Uiso 1 1 calc R U . . .
C5 C 0.1230(3) 0.88574(15) 0.31556(15) 0.0222(5) Uani 1 1 d . . . . .
C6 C 0.1507(3) 0.80149(14) 0.33120(14) 0.0183(5) Uani 1 1 d . . . . .
C7 C 0.1172(3) 0.76787(14) 0.41548(14) 0.0180(5) Uani 1 1 d . . . . .
C8 C -0.0657(3) 0.74412(14) 0.39863(14) 0.0191(5) Uani 1 1 d . . . . .
C9 C -0.1527(3) 0.65473(15) 0.38191(14) 0.0209(5) Uani 1 1 d . . . . .
H9 H -0.098381 0.607310 0.377188 0.025 Uiso 1 1 calc R U . . .
C10 C -0.3168(3) 0.63317(16) 0.37197(15) 0.0262(6) Uani 1 1 d . . . . .
H10 H -0.374079 0.571635 0.360218 0.031 Uiso 1 1 calc R U . . .
C11 C -0.3965(3) 0.70192(17) 0.37927(17) 0.0309(6) Uani 1 1 d . . . . .
H11 H -0.508235 0.687876 0.374888 0.037 Uiso 1 1 calc R U . . .
C12 C -0.3136(3) 0.79087(17) 0.39294(16) 0.0290(6) Uani 1 1 d . . . . .
H12 H -0.369558 0.837577 0.397187 0.035 Uiso 1 1 calc R U . . .
C13 C -0.1491(3) 0.81374(15) 0.40065(15) 0.0234(5) Uani 1 1 d . . . . .
C14 C -0.0751(3) 0.90850(15) 0.40499(15) 0.0248(5) Uani 1 1 d . . . . .
H14 H -0.115743 0.952561 0.437167 0.030 Uiso 1 1 calc R U . . .
C15 C 0.0436(3) 0.94024(16) 0.36879(16) 0.0259(5) Uani 1 1 d . . . . .
H15 H 0.079549 1.004227 0.378615 0.031 Uiso 1 1 calc R U . . .
C16 C 0.2005(3) 0.83884(14) 0.50446(15) 0.0194(5) Uani 1 1 d . . . . .
C17 C 0.3560(3) 0.88972(15) 0.51641(16) 0.0233(5) Uani 1 1 d . . . . .
H17 H 0.403818 0.884870 0.466937 0.028 Uiso 1 1 calc R U . . .
C18 C 0.4422(3) 0.94710(15) 0.59862(16) 0.0272(6) Uani 1 1 d . . . . .
H18 H 0.546999 0.982101 0.604798 0.033 Uiso 1 1 calc R U . . .
C19 C 0.3747(3) 0.95340(15) 0.67225(16) 0.0289(6) Uani 1 1 d . . . . .
H19 H 0.433327 0.992520 0.728948 0.035 Uiso 1 1 calc R U . . .
C20 C 0.2221(3) 0.90234(15) 0.66219(16) 0.0263(6) Uani 1 1 d . . . . .
H20 H 0.176262 0.905812 0.712491 0.032 Uiso 1 1 calc R U . . .
C21 C 0.1352(3) 0.84598(15) 0.57920(15) 0.0232(5) Uani 1 1 d . . . . .
H21 H 0.029803 0.811795 0.573128 0.028 Uiso 1 1 calc R U . . .
N22 N 0.1810(2) 0.68571(12) 0.42143(12) 0.0184(4) Uani 1 1 d . . . . .
C23 C 0.1879(3) 0.65245(14) 0.50646(14) 0.0198(5) Uani 1 1 d . . . . .
H23A H 0.079691 0.640798 0.517047 0.024 Uiso 1 1 calc R U . . .
H23B H 0.260576 0.699671 0.558203 0.024 Uiso 1 1 calc R U . . .
C24 C 0.2474(3) 0.56569(14) 0.50272(14) 0.0191(5) Uani 1 1 d . . . . .
H24A H 0.250265 0.546241 0.561207 0.023 Uiso 1 1 calc R U . . .
H24B H 0.358763 0.579316 0.496826 0.023 Uiso 1 1 calc R U . . .
C25 C 0.1465(3) 0.48678(14) 0.42498(14) 0.0202(5) Uani 1 1 d . . . . .
H25A H 0.158856 0.428617 0.441911 0.024 Uiso 1 1 calc R U . . .
H25B H 0.031823 0.487777 0.414083 0.024 Uiso 1 1 calc R U . . .
N26 N 0.1984(2) 0.49407(12) 0.34128(12) 0.0183(4) Uani 1 1 d . . . . .
C27 C 0.2950(3) 0.52493(15) 0.19055(16) 0.0218(5) Uani 1 1 d . . . . .
H27 H 0.351370 0.557737 0.250441 0.026 Uiso 1 1 calc R U . . .
C28 C 0.3366(3) 0.55422(17) 0.11664(17) 0.0289(6) Uani 1 1 d . . . . .
H28 H 0.421312 0.606389 0.126180 0.035 Uiso 1 1 calc R U . . .
C29 C 0.2554(3) 0.50783(19) 0.02937(17) 0.0366(7) Uani 1 1 d . . . . .
H29 H 0.280703 0.529118 -0.021519 0.044 Uiso 1 1 calc R U . . .
C30 C 0.1372(3) 0.43036(19) 0.01655(17) 0.0341(6) Uani 1 1 d . . . . .
H30 H 0.081177 0.398842 -0.043824 0.041 Uiso 1 1 calc R U . . .
C31 C 0.0970(3) 0.39653(16) 0.08976(15) 0.0243(5) Uani 1 1 d . . . . .
C32 C 0.1718(3) 0.44801(15) 0.17872(15) 0.0197(5) Uani 1 1 d . . . . .
C33 C 0.1184(3) 0.42010(14) 0.26051(14) 0.0173(5) Uani 1 1 d . . . . .
C34 C 0.1752(3) 0.33341(14) 0.27243(15) 0.0182(5) Uani 1 1 d . . . . .
C35 C 0.3001(3) 0.33393(15) 0.34680(15) 0.0200(5) Uani 1 1 d . . . . .
H35 H 0.355015 0.389504 0.388382 0.024 Uiso 1 1 calc R U . . .
C36 C 0.3453(3) 0.25507(15) 0.36102(16) 0.0254(5) Uani 1 1 d . . . . .
H36 H 0.429847 0.256690 0.412275 0.030 Uiso 1 1 calc R U . . .
C37 C 0.2673(3) 0.17399(16) 0.30067(18) 0.0315(6) Uani 1 1 d . . . . .
H37 H 0.295906 0.119445 0.311283 0.038 Uiso 1 1 calc R U . . .
C38 C 0.1476(3) 0.17241(16) 0.22481(18) 0.0309(6) Uani 1 1 d . . . . .
H38 H 0.094341 0.116383 0.183577 0.037 Uiso 1 1 calc R U . . .
C39 C 0.1031(3) 0.25203(15) 0.20753(16) 0.0230(5) Uani 1 1 d . . . . .
C40 C -0.0119(3) 0.24516(17) 0.12019(16) 0.0290(6) Uani 1 1 d . . . . .
H40 H -0.092918 0.190405 0.097100 0.035 Uiso 1 1 calc R U . . .
C41 C -0.0139(3) 0.30853(17) 0.06981(16) 0.0283(6) Uani 1 1 d . . . . .
H41 H -0.097211 0.294210 0.014917 0.034 Uiso 1 1 calc R U . . .
C42 C -0.0653(3) 0.40547(15) 0.24381(14) 0.0202(5) Uani 1 1 d . . . . .
C43 C -0.1383(3) 0.46964(16) 0.20850(15) 0.0232(5) Uani 1 1 d . . . . .
H43 H -0.075593 0.518626 0.191757 0.028 Uiso 1 1 calc R U . . .
C44 C -0.3012(3) 0.46297(17) 0.19746(15) 0.0280(6) Uani 1 1 d . . . . .
H44 H -0.349159 0.507138 0.173139 0.034 Uiso 1 1 calc R U . . .
C45 C -0.3938(3) 0.39223(18) 0.22179(16) 0.0305(6) Uani 1 1 d . . . . .
H45 H -0.505650 0.386939 0.213354 0.037 Uiso 1 1 calc R U . . .
C46 C -0.3220(3) 0.32916(17) 0.25855(15) 0.0276(6) Uani 1 1 d . . . . .
H46 H -0.384743 0.280786 0.276088 0.033 Uiso 1 1 calc R U . . .
C47 C -0.1592(3) 0.33609(15) 0.26996(14) 0.0217(5) Uani 1 1 d . . . . .
H47 H -0.111196 0.292786 0.296026 0.026 Uiso 1 1 calc R U . . .
C48 C 0.7248(6) 0.9370(3) -0.0090(3) 0.0507(12) Uani 0.758(4) 1 d . . P A 1
C49 C 0.7992(5) 0.8793(3) 0.0486(3) 0.0629(14) Uani 0.758(4) 1 d . . P A 1
H49A H 0.888919 0.918449 0.098914 0.075 Uiso 0.758(4) 1 calc R U P A 1
H49B H 0.844027 0.837664 0.011339 0.075 Uiso 0.758(4) 1 calc R U P A 1
C50 C 0.6788(7) 0.8235(4) 0.0888(4) 0.0571(15) Uani 0.758(4) 1 d . . P A 1
H50 H 0.643338 0.867095 0.130778 0.069 Uiso 0.758(4) 1 calc R U P A 1
C51 C 0.5298(6) 0.7721(3) 0.0102(3) 0.0521(14) Uani 0.758(4) 1 d . . P A 1
H51A H 0.561223 0.726896 -0.031127 0.062 Uiso 0.758(4) 1 calc R U P A 1
H51B H 0.448381 0.738890 0.035861 0.062 Uiso 0.758(4) 1 calc R U P A 1
C52 C 0.4595(5) 0.8309(4) -0.0415(3) 0.0694(16) Uani 0.758(4) 1 d . . P A 1
H52A H 0.417134 0.871535 -0.001634 0.083 Uiso 0.758(4) 1 calc R U P A 1
H52B H 0.367793 0.793644 -0.091784 0.083 Uiso 0.758(4) 1 calc R U P A 1
C53 C 0.5734(6) 0.8874(4) -0.0808(3) 0.0566(13) Uani 0.758(4) 1 d . . P A 1
H53A H 0.521491 0.931837 -0.108178 0.068 Uiso 0.758(4) 1 calc R U P A 1
H53B H 0.600111 0.848102 -0.129668 0.068 Uiso 0.758(4) 1 calc R U P A 1
O54 O 0.7846(5) 1.0169(2) 0.0009(3) 0.0933(14) Uani 0.758(4) 1 d . . P A 1
C55 C 0.7426(12) 0.7607(6) 0.1415(7) 0.109(4) Uani 0.758(4) 1 d . . P A 1
H55A H 0.758301 0.710039 0.099949 0.164 Uiso 0.758(4) 1 calc R U P A 1
H55B H 0.666429 0.737364 0.174835 0.164 Uiso 0.758(4) 1 calc R U P A 1
H55C H 0.845421 0.792703 0.184826 0.164 Uiso 0.758(4) 1 calc R U P A 1
C56 C 0.718(2) 0.9431(12) 0.0741(12) 0.076(5) Uani 0.242(4) 1 d . U P A 2
C57 C 0.7124(14) 0.8835(7) 0.1470(8) 0.038(3) Uani 0.242(4) 1 d . U P A 2
H57A H 0.607860 0.870444 0.162031 0.045 Uiso 0.242(4) 1 calc R U P A 2
H57B H 0.801837 0.906548 0.202957 0.045 Uiso 0.242(4) 1 calc R U P A 2
C58 C 0.737(2) 0.8037(12) 0.0790(12) 0.043(5) Uani 0.242(4) 1 d . U P A 2
H58 H 0.841775 0.816638 0.062786 0.052 Uiso 0.242(4) 1 calc R U P A 2
C59 C 0.6064(17) 0.7571(9) 0.0059(9) 0.032(3) Uani 0.242(4) 1 d . U P A 2
H59A H 0.508866 0.742271 0.027702 0.038 Uiso 0.242(4) 1 calc R U P A 2
H59B H 0.626922 0.699746 -0.022531 0.038 Uiso 0.242(4) 1 calc R U P A 2
C60 C 0.580(2) 0.8188(11) -0.0665(11) 0.078(5) Uani 0.242(4) 1 d . U P A 2
H60A H 0.662288 0.817688 -0.100977 0.093 Uiso 0.242(4) 1 calc R U P A 2
H60B H 0.473713 0.792706 -0.110262 0.093 Uiso 0.242(4) 1 calc R U P A 2
C61 C 0.590(2) 0.9173(10) -0.0246(12) 0.060(4) Uani 0.242(4) 1 d . U P A 2
H61A H 0.483154 0.924251 -0.018171 0.072 Uiso 0.242(4) 1 calc R U P A 2
H61B H 0.624826 0.957675 -0.064073 0.072 Uiso 0.242(4) 1 calc R U P A 2
O62 O 0.8037(17) 1.0227(9) 0.0890(12) 0.114(5) Uani 0.242(4) 1 d . U P A 2
C63 C 0.728(2) 0.7350(15) 0.1501(14) 0.042(5) Uani 0.242(4) 1 d . U P A 2
H63A H 0.711903 0.672602 0.117356 0.063 Uiso 0.242(4) 1 calc R U P A 2
H63B H 0.637800 0.739639 0.176776 0.063 Uiso 0.242(4) 1 calc R U P A 2
H63C H 0.828019 0.751901 0.198686 0.063 Uiso 0.242(4) 1 calc R U P A 2
H22 H 0.179(3) 0.5513(19) 0.3278(19) 0.058(9) Uiso 1 1 d . . . . .
H26 H 0.281(3) 0.7020(16) 0.4168(16) 0.035(7) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.8(2) . . ?
C2 C1 H1 119.1 . . ?
C6 C1 H1 119.1 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 122.3(2) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C4 C5 C6 118.5(2) . . ?
C4 C5 C15 117.6(2) . . ?
C6 C5 C15 123.8(2) . . ?
C1 C6 C5 118.20(19) . . ?
C1 C6 C7 121.62(19) . . ?
C5 C6 C7 120.17(19) . . ?
N22 C7 C8 110.70(17) . . ?
N22 C7 C6 107.81(16) . . ?
C8 C7 C6 106.00(17) . . ?
N22 C7 C16 108.05(17) . . ?
C8 C7 C16 111.89(17) . . ?
C6 C7 C16 112.33(17) . . ?
C9 C8 C13 118.7(2) . . ?
C9 C8 C7 121.33(19) . . ?
C13 C8 C7 120.02(19) . . ?
C10 C9 C8 121.6(2) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 121.4(2) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C8 118.8(2) . . ?
C12 C13 C14 117.4(2) . . ?
C8 C13 C14 123.7(2) . . ?
C15 C14 C13 127.4(2) . . ?
C15 C14 H14 116.3 . . ?
C13 C14 H14 116.3 . . ?
C14 C15 C5 126.1(2) . . ?
C14 C15 H15 116.9 . . ?
C5 C15 H15 116.9 . . ?
C17 C16 C21 117.7(2) . . ?
C17 C16 C7 119.46(19) . . ?
C21 C16 C7 122.2(2) . . ?
C18 C17 C16 121.6(2) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C19 119.8(2) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 119.5(2) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 120.5(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 120.9(2) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
C23 N22 C7 116.42(16) . . ?
C23 N22 H26 107.8(16) . . ?
C7 N22 H26 104.6(16) . . ?
N22 C23 C24 111.60(16) . . ?
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 114.91(18) . . ?
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 109.94(17) . . ?
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 116.88(17) . . ?
C25 N26 H22 104.7(16) . . ?
C33 N26 H22 109.6(17) . . ?
C28 C27 C32 121.3(2) . . ?
C28 C27 H27 119.4 . . ?
C32 C27 H27 119.4 . . ?
C29 C28 C27 120.1(2) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C30 C29 C28 119.4(2) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C31 122.0(2) . . ?
C29 C30 H30 119.0 . . ?
C31 C30 H30 119.0 . . ?
C30 C31 C32 118.3(2) . . ?
C30 C31 C41 117.9(2) . . ?
C32 C31 C41 123.7(2) . . ?
C27 C32 C31 118.6(2) . . ?
C27 C32 C33 120.87(19) . . ?
C31 C32 C33 120.5(2) . . ?
N26 C33 C32 108.03(17) . . ?
N26 C33 C34 110.73(18) . . ?
C32 C33 C34 105.88(16) . . ?
N26 C33 C42 108.99(16) . . ?
C32 C33 C42 110.60(17) . . ?
C34 C33 C42 112.50(17) . . ?
C35 C34 C39 118.8(2) . . ?
C35 C34 C33 120.94(19) . . ?
C39 C34 C33 120.3(2) . . ?
C36 C35 C34 121.2(2) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C37 C36 C35 119.9(2) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C38 119.8(2) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C37 C38 C39 121.2(2) . . ?
C37 C38 H38 119.4 . . ?
C39 C38 H38 119.4 . . ?
C38 C39 C34 118.7(2) . . ?
C38 C39 C40 117.1(2) . . ?
C34 C39 C40 124.2(2) . . ?
C41 C40 C39 126.4(2) . . ?
C41 C40 H40 116.8 . . ?
C39 C40 H40 116.8 . . ?
C40 C41 C31 127.2(2) . . ?
C40 C41 H41 116.4 . . ?
C31 C41 H41 116.4 . . ?
C47 C42 C43 118.2(2) . . ?
C47 C42 C33 123.1(2) . . ?
C43 C42 C33 118.51(19) . . ?
C44 C43 C42 121.0(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C45 C44 C43 120.1(2) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C44 C45 C46 119.4(2) . . ?
C44 C45 H45 120.3 . . ?
C46 C45 H45 120.3 . . ?
C45 C46 C47 120.5(2) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 H46 119.8 . . ?
C46 C47 C42 120.9(2) . . ?
C46 C47 H47 119.6 . . ?
C42 C47 H47 119.6 . . ?
O54 C48 C49 122.0(5) . . ?
O54 C48 C53 123.3(4) . . ?
C49 C48 C53 114.6(4) . . ?
C48 C49 C50 112.3(4) . . ?
C48 C49 H49A 109.1 . . ?
C50 C49 H49A 109.1 . . ?
C48 C49 H49B 109.1 . . ?
C50 C49 H49B 109.1 . . ?
H49A C49 H49B 107.9 . . ?
C55 C50 C49 114.9(6) . . ?
C55 C50 C51 110.8(6) . . ?
C49 C50 C51 108.3(4) . . ?
C55 C50 H50 107.5 . . ?
C49 C50 H50 107.5 . . ?
C51 C50 H50 107.5 . . ?
C52 C51 C50 113.0(4) . . ?
C52 C51 H51A 109.0 . . ?
C50 C51 H51A 109.0 . . ?
C52 C51 H51B 109.0 . . ?
C50 C51 H51B 109.0 . . ?
H51A C51 H51B 107.8 . . ?
C51 C52 C53 113.9(4) . . ?
C51 C52 H52A 108.8 . . ?
C53 C52 H52A 108.8 . . ?
C51 C52 H52B 108.8 . . ?
C53 C52 H52B 108.8 . . ?
H52A C52 H52B 107.7 . . ?
C52 C53 C48 111.1(4) . . ?
C52 C53 H53A 109.4 . . ?
C48 C53 H53A 109.4 . . ?
C52 C53 H53B 109.4 . . ?
C48 C53 H53B 109.4 . . ?
H53A C53 H53B 108.0 . . ?
C50 C55 H55A 109.5 . . ?
C50 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C50 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
O62 C56 C57 124.8(16) . . ?
O62 C56 C61 111.2(16) . . ?
C57 C56 C61 123.1(13) . . ?
C56 C57 C58 89.3(11) . . ?
C56 C57 H57A 113.8 . . ?
C58 C57 H57A 113.8 . . ?
C56 C57 H57B 113.8 . . ?
C58 C57 H57B 113.8 . . ?
H57A C57 H57B 111.0 . . ?
C59 C58 C57 117.5(13) . . ?
C59 C58 C63 100.9(15) . . ?
C57 C58 C63 92.7(12) . . ?
C59 C58 H58 114.3 . . ?
C57 C58 H58 114.3 . . ?
C63 C58 H58 114.3 . . ?
C58 C59 C60 109.0(13) . . ?
C58 C59 H59A 109.9 . . ?
C60 C59 H59A 109.9 . . ?
C58 C59 H59B 109.9 . . ?
C60 C59 H59B 109.9 . . ?
H59A C59 H59B 108.3 . . ?
C61 C60 C59 113.8(13) . . ?
C61 C60 H60A 108.8 . . ?
C59 C60 H60A 108.8 . . ?
C61 C60 H60B 108.8 . . ?
C59 C60 H60B 108.8 . . ?
H60A C60 H60B 107.7 . . ?
C60 C61 C56 107.5(13) . . ?
C60 C61 H61A 110.2 . . ?
C56 C61 H61A 110.2 . . ?
C60 C61 H61B 110.2 . . ?
C56 C61 H61B 110.2 . . ?
H61A C61 H61B 108.5 . . ?
C58 C63 H63A 109.5 . . ?
C58 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C58 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 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(3) . ?
C1 C6 1.392(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.373(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.405(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.412(3) . ?
C5 C15 1.461(3) . ?
C6 C7 1.538(3) . ?
C7 N22 1.488(3) . ?
C7 C8 1.533(3) . ?
C7 C16 1.541(3) . ?
C8 C9 1.391(3) . ?
C8 C13 1.413(3) . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.395(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.461(3) . ?
C14 C15 1.338(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.395(3) . ?
C16 C21 1.397(3) . ?
C17 C18 1.384(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.392(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.388(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
N22 C23 1.473(3) . ?
N22 H26 0.89(3) . ?
C23 C24 1.524(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.530(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N26 1.475(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
N26 C33 1.479(3) . ?
N26 H22 0.98(3) . ?
C27 C28 1.385(3) . ?
C27 C32 1.398(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.377(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.376(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.400(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.410(3) . ?
C31 C41 1.449(3) . ?
C32 C33 1.533(3) . ?
C33 C34 1.537(3) . ?
C33 C42 1.546(3) . ?
C34 C35 1.397(3) . ?
C34 C39 1.408(3) . ?
C35 C36 1.383(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.381(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.381(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.404(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.467(3) . ?
C40 C41 1.339(3) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C47 1.388(3) . ?
C42 C43 1.395(3) . ?
C43 C44 1.388(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.382(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.384(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.386(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 O54 1.211(4) . ?
C48 C49 1.490(6) . ?
C48 C53 1.504(7) . ?
C49 C50 1.534(7) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C55 1.472(11) . ?
C50 C51 1.548(7) . ?
C50 H50 1.0000 . ?
C51 C52 1.437(7) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 C53 1.492(6) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 O62 1.263(18) . ?
C56 C57 1.56(2) . ?
C56 C61 1.61(2) . ?
C57 C58 1.566(18) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 C59 1.40(2) . ?
C58 C63 1.64(3) . ?
C58 H58 1.0000 . ?
C59 C60 1.58(2) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C60 C61 1.53(2) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 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 H22 N22 0.98(3) 2.32(3) 3.059(3) 132(2) . 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 -0.4(4) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 C6 3.9(4) . . . . ?
C3 C4 C5 C15 -172.5(2) . . . . ?
C2 C1 C6 C5 3.8(3) . . . . ?
C2 C1 C6 C7 -177.2(2) . . . . ?
C4 C5 C6 C1 -5.4(3) . . . . ?
C15 C5 C6 C1 170.8(2) . . . . ?
C4 C5 C6 C7 175.6(2) . . . . ?
C15 C5 C6 C7 -8.2(3) . . . . ?
C1 C6 C7 N22 9.8(3) . . . . ?
C5 C6 C7 N22 -171.3(2) . . . . ?
C1 C6 C7 C8 -108.8(2) . . . . ?
C5 C6 C7 C8 70.2(2) . . . . ?
C1 C6 C7 C16 128.7(2) . . . . ?
C5 C6 C7 C16 -52.3(3) . . . . ?
N22 C7 C8 C9 -6.4(3) . . . . ?
C6 C7 C8 C9 110.2(2) . . . . ?
C16 C7 C8 C9 -127.0(2) . . . . ?
N22 C7 C8 C13 173.07(18) . . . . ?
C6 C7 C8 C13 -70.3(2) . . . . ?
C16 C7 C8 C13 52.5(3) . . . . ?
C13 C8 C9 C10 -3.4(3) . . . . ?
C7 C8 C9 C10 176.1(2) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 2.4(4) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C12 C13 C8 -3.0(3) . . . . ?
C11 C12 C13 C14 173.4(2) . . . . ?
C9 C8 C13 C12 5.0(3) . . . . ?
C7 C8 C13 C12 -174.5(2) . . . . ?
C9 C8 C13 C14 -171.3(2) . . . . ?
C7 C8 C13 C14 9.2(3) . . . . ?
C12 C13 C14 C15 -143.8(3) . . . . ?
C8 C13 C14 C15 32.5(4) . . . . ?
C13 C14 C15 C5 0.9(4) . . . . ?
C4 C5 C15 C14 142.2(2) . . . . ?
C6 C5 C15 C14 -34.1(4) . . . . ?
N22 C7 C16 C17 78.6(2) . . . . ?
C8 C7 C16 C17 -159.28(19) . . . . ?
C6 C7 C16 C17 -40.2(3) . . . . ?
N22 C7 C16 C21 -92.5(2) . . . . ?
C8 C7 C16 C21 29.6(3) . . . . ?
C6 C7 C16 C21 148.7(2) . . . . ?
C21 C16 C17 C18 -1.5(3) . . . . ?
C7 C16 C17 C18 -172.9(2) . . . . ?
C16 C17 C18 C19 1.4(3) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C18 C19 C20 C21 -0.9(3) . . . . ?
C19 C20 C21 C16 0.7(3) . . . . ?
C17 C16 C21 C20 0.4(3) . . . . ?
C7 C16 C21 C20 171.6(2) . . . . ?
C8 C7 N22 C23 -75.3(2) . . . . ?
C6 C7 N22 C23 169.13(18) . . . . ?
C16 C7 N22 C23 47.5(2) . . . . ?
C7 N22 C23 C24 177.22(18) . . . . ?
N22 C23 C24 C25 -58.5(2) . . . . ?
C23 C24 C25 N26 85.1(2) . . . . ?
C24 C25 N26 C33 176.87(17) . . . . ?
C32 C27 C28 C29 0.5(3) . . . . ?
C27 C28 C29 C30 -2.5(4) . . . . ?
C28 C29 C30 C31 -0.4(4) . . . . ?
C29 C30 C31 C32 5.2(4) . . . . ?
C29 C30 C31 C41 -172.1(2) . . . . ?
C28 C27 C32 C31 4.4(3) . . . . ?
C28 C27 C32 C33 -175.5(2) . . . . ?
C30 C31 C32 C27 -7.0(3) . . . . ?
C41 C31 C32 C27 170.1(2) . . . . ?
C30 C31 C32 C33 172.8(2) . . . . ?
C41 C31 C32 C33 -10.0(3) . . . . ?
C25 N26 C33 C32 171.75(18) . . . . ?
C25 N26 C33 C34 -72.7(2) . . . . ?
C25 N26 C33 C42 51.5(2) . . . . ?
C27 C32 C33 N26 9.1(3) . . . . ?
C31 C32 C33 N26 -170.79(19) . . . . ?
C27 C32 C33 C34 -109.6(2) . . . . ?
C31 C32 C33 C34 70.6(2) . . . . ?
C27 C32 C33 C42 128.3(2) . . . . ?
C31 C32 C33 C42 -51.6(3) . . . . ?
N26 C33 C34 C35 -7.0(3) . . . . ?
C32 C33 C34 C35 109.9(2) . . . . ?
C42 C33 C34 C35 -129.2(2) . . . . ?
N26 C33 C34 C39 173.85(18) . . . . ?
C32 C33 C34 C39 -69.3(2) . . . . ?
C42 C33 C34 C39 51.6(3) . . . . ?
C39 C34 C35 C36 -4.8(3) . . . . ?
C33 C34 C35 C36 175.95(19) . . . . ?
C34 C35 C36 C37 0.5(3) . . . . ?
C35 C36 C37 C38 1.9(3) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C37 C38 C39 C34 -4.3(3) . . . . ?
C37 C38 C39 C40 173.2(2) . . . . ?
C35 C34 C39 C38 6.6(3) . . . . ?
C33 C34 C39 C38 -174.17(19) . . . . ?
C35 C34 C39 C40 -170.7(2) . . . . ?
C33 C34 C39 C40 8.5(3) . . . . ?
C38 C39 C40 C41 -144.9(2) . . . . ?
C34 C39 C40 C41 32.5(4) . . . . ?
C39 C40 C41 C31 0.7(4) . . . . ?
C30 C31 C41 C40 144.5(2) . . . . ?
C32 C31 C41 C40 -32.6(4) . . . . ?
N26 C33 C42 C47 -100.5(2) . . . . ?
C32 C33 C42 C47 140.9(2) . . . . ?
C34 C33 C42 C47 22.7(3) . . . . ?
N26 C33 C42 C43 73.4(2) . . . . ?
C32 C33 C42 C43 -45.2(3) . . . . ?
C34 C33 C42 C43 -163.40(19) . . . . ?
C47 C42 C43 C44 -1.7(3) . . . . ?
C33 C42 C43 C44 -175.9(2) . . . . ?
C42 C43 C44 C45 0.2(3) . . . . ?
C43 C44 C45 C46 1.1(3) . . . . ?
C44 C45 C46 C47 -0.8(3) . . . . ?
C45 C46 C47 C42 -0.8(3) . . . . ?
C43 C42 C47 C46 2.0(3) . . . . ?
C33 C42 C47 C46 176.0(2) . . . . ?
O54 C48 C49 C50 130.2(5) . . . . ?
C53 C48 C49 C50 -51.2(6) . . . . ?
C48 C49 C50 C55 176.2(6) . . . . ?
C48 C49 C50 C51 51.8(6) . . . . ?
C55 C50 C51 C52 178.0(6) . . . . ?
C49 C50 C51 C52 -55.2(6) . . . . ?
C50 C51 C52 C53 56.5(6) . . . . ?
C51 C52 C53 C48 -51.5(6) . . . . ?
O54 C48 C53 C52 -132.6(5) . . . . ?
C49 C48 C53 C52 48.9(6) . . . . ?
O62 C56 C57 C58 -130.2(17) . . . . ?
C61 C56 C57 C58 61.4(16) . . . . ?
C56 C57 C58 C59 -74.6(17) . . . . ?
C56 C57 C58 C63 -178.4(12) . . . . ?
C57 C58 C59 C60 73.9(18) . . . . ?
C63 C58 C59 C60 172.8(12) . . . . ?
C58 C59 C60 C61 -44.9(19) . . . . ?
C59 C60 C61 C56 33(2) . . . . ?
O62 C56 C61 C60 140.2(16) . . . . ?
C57 C56 C61 C60 -50(2) . . . . ?
