# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_DB32REV
_database_code_depnum_ccdc_archive 'CCDC 2338003'
loop_
_audit_author_name
_audit_author_address
'Mino Caira'
;University of Cape Town
South Africa
;
_audit_update_record             
;
2025-04-07 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
"N,N'-Bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)propane-1,3-diamine3-methylcyclohexanone clathrate"
_chemical_name_common            none
_chemical_melting_point          'onset of decomp. 385.6 K'
_chemical_formula_moiety         'C45 H38 N2, C7 H12 O'
_chemical_formula_sum            'C52 H50 N2 O'
_chemical_formula_weight         718.94


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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8102(7)
_cell_length_b                   15.3893(11)
_cell_length_c                   15.4064(12)
_cell_angle_alpha                99.086(2)
_cell_angle_beta                 102.942(2)
_cell_angle_gamma                101.262(2)
_cell_volume                     1951.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5878
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      26.20

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_T_max  0.996
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE SCXRD diffractometer'
_diffrn_measurement_method       'omega-and phi-scans, width 1.0 deg.'
_diffrn_detector_area_resol_mean n/a
_diffrn_reflns_number            56222
_diffrn_reflns_av_unetI/netI     0.0984
_diffrn_reflns_av_R_equivalents  0.1215
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.154
_diffrn_reflns_theta_max         27.162
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8636
_reflns_number_gt                5033
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex3 v2019.1-0, Bruker (2019).'
_computing_cell_refinement       
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_data_reduction        
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    
'POV-Ray in interface X-Seed (LJ Barbour, 1999)'
_computing_publication_material  'PLATON (Spek, 1990)'
_refine_special_details          
;
The guest molecule is disordered over two positions (component sofs:76% major, 
24% minor). The atoms of the minor component were refined anisotropically with 
ISOR restraint. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²+0.6783P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8636
_refine_ls_number_parameters     579
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_ref         0.1515
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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_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_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) . . . . ?

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

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.056



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 3-methylcyclohexanone'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_DB34(4-Me)
_database_code_depnum_ccdc_archive 'CCDC 2338005'
loop_
_audit_author_name
_audit_author_address
'Mino Caira'
;University of Cape Town
South Africa
;
_audit_update_record             
;
2024-03-06 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
"N,N'-Bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)propane-1,3-diamine 4-methylcyclohexanone clathrate"
_chemical_name_common            none
_chemical_melting_point          'onset of decomp.393 K'
_chemical_formula_moiety         'C45 H38 N2, C7 H12 O'
_chemical_formula_sum            'C52 H50 N2 O'
_chemical_formula_weight         718.94

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8224(6)
_cell_length_b                   15.4017(11)
_cell_length_c                   15.5782(11)
_cell_angle_alpha                98.682(2)
_cell_angle_beta                 104.994(2)
_cell_angle_gamma                102.791(2)
_cell_volume                     1944.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.29

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6853
_exptl_absorpt_correction_T_max  0.7120
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE SCXRD diffractometer'
_diffrn_measurement_method       'omega-and phi-scans, width 1.0 deg.'
_diffrn_detector_area_resol_mean n/a
_diffrn_reflns_number            98665
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.171
_diffrn_reflns_theta_max         28.410
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9727
_reflns_number_gt                8151
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex3 v2019.1-0, Bruker (2019).'
_computing_cell_refinement       
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_data_reduction        
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    
'POV-Ray in interface X-Seed (LJ Barbour, 1999)'
_computing_publication_material  'PLATON (Spek, 1990)'
_refine_special_details          .
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+1.3407P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9727
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1173
_refine_ls_wR_factor_gt          0.1114
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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_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_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) . . . . ?

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

_refine_diff_density_max         0.346
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.048



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 4-methylcyclohexanone'
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_DB33(2-Me)
_database_code_depnum_ccdc_archive 'CCDC 2338004'
loop_
_audit_author_name
_audit_author_address
'Mino Caira'
;University of Cape Town
South Africa
;
_audit_update_record             
;
2024-03-06 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
"N,N'-Bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)propane-1,3-diamine 2-methylcyclohexanone clathrate"
_chemical_name_common            none
_chemical_melting_point          'onset of decomp. 396.6 K'
_chemical_formula_moiety         'C45 H38 N2, C7 H12 O'
_chemical_formula_sum            'C52 H50 N2 O'
_chemical_formula_weight         718.94

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7792(13)
_cell_length_b                   15.350(2)
_cell_length_c                   15.553(2)
_cell_angle_alpha                98.013(5)
_cell_angle_beta                 105.903(5)
_cell_angle_gamma                101.393(5)
_cell_volume                     1933.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5867
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      25.36

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_correction_T_max  0.999
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE SCXRD diffractometer'
_diffrn_measurement_method       'omega-and phi-scans, width 1.0 deg.'
_diffrn_detector_area_resol_mean n/a
_diffrn_reflns_number            86445
_diffrn_reflns_av_unetI/netI     0.0887
_diffrn_reflns_av_R_equivalents  0.1975
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.154
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7149
_reflns_number_gt                5906
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex3 v2019.1-0, Bruker (2019).'
_computing_cell_refinement       
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_data_reduction        
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    
'POV-Ray in interface X-Seed (LJ Barbour, 1999)'
_computing_publication_material  'PLATON (Spek, 1990)'
_refine_special_details          
;The sample consisted of multilayered non-single (twinned) crystals only and it was 
therefore necessary to select an extremely small crystal to address this problem.
Due to the limitation of the very small crystal size and residual twinning, 
the intensity data were severely compromised, as indicated by the abnormally large 
R(int) value. While all atoms of the complex were located and modelled, the refined
U(iso) parameters of the atoms of the host molecule were abnormally low, and when 
treated anisotropically, numerous NPD indications were noted, resulting in the 
need to revert to isotropic refinement. However, the U(iso) values of the atoms
of the guest were 'normal' and their subsequent anisotropic refinement was possible.
However, numerous small difference electron density peaks close to the guest molecule
indicated some level of guest disorder, which could not be modelled.  
Despite the final R1 factor and the e.s.d.s of the molecular parameters consequently 
being abnormally high, the least-squares refinement converged satisfactorily and 
the structural model is nevertheless unambiguous. The host molecule assembly is 
isostructural with those in the complexes of the same host containing the 3- and 
4-methylcyclohexanones, and the guest molecules in all three complexes are 
accommodated in a common location.,Twin
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+22.5294P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7149
_refine_ls_number_parameters     270
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1884
_refine_ls_R_factor_gt           0.1641
_refine_ls_wR_factor_ref         0.3080
_refine_ls_wR_factor_gt          0.2969
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_restrained_S_all      1.225
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.1800(8) 0.7496(4) 0.2676(4) 0.0105(14) Uiso 1 1 d . . . . .
H1 H 0.196360 0.691660 0.276298 0.013 Uiso 1 1 calc R U . . .
C2 C 0.2085(8) 0.7815(5) 0.1925(5) 0.0149(15) Uiso 1 1 d . . . . .
H2 H 0.244969 0.745499 0.151210 0.018 Uiso 1 1 calc R U . . .
C3 C 0.1841(9) 0.8651(5) 0.1774(5) 0.0178(15) Uiso 1 1 d . . . . .
H3 H 0.203835 0.887162 0.126320 0.021 Uiso 1 1 calc R U . . .
C4 C 0.1306(8) 0.9157(5) 0.2380(5) 0.0136(14) Uiso 1 1 d . . . . .
H4 H 0.113943 0.973199 0.227976 0.016 Uiso 1 1 calc R U . . .
C5 C 0.0999(8) 0.8854(4) 0.3137(4) 0.0086(13) Uiso 1 1 d . . . . .
C6 C 0.1279(7) 0.8008(4) 0.3306(4) 0.0061(12) Uiso 1 1 d . . . . .
C7 C 0.1054(8) 0.7674(4) 0.4150(4) 0.0083(13) Uiso 1 1 d . . . . .
C8 C -0.0788(7) 0.7434(4) 0.3988(4) 0.0058(12) Uiso 1 1 d . . . . .
C9 C -0.1706(8) 0.6530(4) 0.3820(4) 0.0101(13) Uiso 1 1 d . . . . .
H9 H -0.117687 0.605031 0.377088 0.012 Uiso 1 1 calc R U . . .
C10 C -0.3348(8) 0.6323(5) 0.3725(5) 0.0148(15) Uiso 1 1 d . . . . .
H10 H -0.393945 0.570768 0.360969 0.018 Uiso 1 1 calc R U . . .
C11 C -0.4141(9) 0.7012(5) 0.3799(5) 0.0179(15) Uiso 1 1 d . . . . .
H11 H -0.526457 0.687303 0.375876 0.021 Uiso 1 1 calc R U . . .
C12 C -0.3291(8) 0.7901(5) 0.3929(5) 0.0140(14) Uiso 1 1 d . . . . .
H12 H -0.384567 0.837025 0.396670 0.017 Uiso 1 1 calc R U . . .
C13 C -0.1639(8) 0.8124(4) 0.4008(4) 0.0111(14) Uiso 1 1 d . . . . .
C14 C -0.0892(8) 0.9075(4) 0.4057(4) 0.0120(14) Uiso 1 1 d . . . . .
H14 H -0.125063 0.951604 0.439038 0.014 Uiso 1 1 calc R U . . .
C15 C 0.0255(8) 0.9389(5) 0.3675(4) 0.0128(14) Uiso 1 1 d . . . . .
H15 H 0.061978 1.003044 0.376720 0.015 Uiso 1 1 calc R U . . .
C16 C 0.2008(8) 0.8382(4) 0.5039(4) 0.0084(13) Uiso 1 1 d . . . . .
C17 C 0.3555(8) 0.8892(4) 0.5148(4) 0.0103(13) Uiso 1 1 d . . . . .
H17 H 0.396883 0.885128 0.464421 0.012 Uiso 1 1 calc R U . . .
C18 C 0.4517(8) 0.9458(5) 0.5963(4) 0.0127(14) Uiso 1 1 d . . . . .
H18 H 0.557850 0.980234 0.602022 0.015 Uiso 1 1 calc R U . . .
C19 C 0.3912(9) 0.9520(5) 0.6702(5) 0.0161(15) Uiso 1 1 d . . . . .
H19 H 0.456329 0.990870 0.726917 0.019 Uiso 1 1 calc R U . . .
C20 C 0.2370(8) 0.9019(4) 0.6616(4) 0.0111(14) Uiso 1 1 d . . . . .
H20 H 0.196406 0.906011 0.712280 0.013 Uiso 1 1 calc R U . . .
C21 C 0.1422(8) 0.8459(4) 0.5795(4) 0.0101(13) Uiso 1 1 d . . . . .
H21 H 0.035692 0.811982 0.573841 0.012 Uiso 1 1 calc R U . . .
N22 N 0.1731(6) 0.6860(3) 0.4212(4) 0.0071(11) Uiso 1 1 d D . . . .
H22 H 0.270(4) 0.710(5) 0.420(5) 0.03(2) Uiso 1 1 d D . . . .
C23 C 0.1876(8) 0.6526(4) 0.5071(4) 0.0062(12) Uiso 1 1 d . . . . .
H23A H 0.079621 0.639753 0.517268 0.007 Uiso 1 1 calc R U . . .
H23B H 0.264367 0.699933 0.559042 0.007 Uiso 1 1 calc R U . . .
C24 C 0.2495(8) 0.5661(4) 0.5026(4) 0.0076(13) Uiso 1 1 d . . . . .
H24A H 0.259243 0.545779 0.561080 0.009 Uiso 1 1 calc R U . . .
H24B H 0.360299 0.580816 0.496084 0.009 Uiso 1 1 calc R U . . .
C25 C 0.1406(7) 0.4876(4) 0.4243(4) 0.0045(12) Uiso 1 1 d . . . . .
H25A H 0.153472 0.429048 0.441195 0.005 Uiso 1 1 calc R U . . .
H25B H 0.024650 0.489046 0.413046 0.005 Uiso 1 1 calc R U . . .
N26 N 0.1858(6) 0.4953(3) 0.3412(3) 0.0055(11) Uiso 1 1 d D . . . .
H26 H 0.167(10) 0.544(3) 0.323(5) 0.03(2) Uiso 1 1 d D . . . .
C27 C 0.2720(8) 0.5251(4) 0.1899(5) 0.0109(14) Uiso 1 1 d . . . . .
H27 H 0.326364 0.561542 0.249281 0.013 Uiso 1 1 calc R U . . .
C28 C 0.3147(8) 0.5513(4) 0.1160(4) 0.0117(14) Uiso 1 1 d . . . . .
H28 H 0.398984 0.604401 0.125480 0.014 Uiso 1 1 calc R U . . .
C29 C 0.2351(9) 0.5003(5) 0.0285(5) 0.0159(15) Uiso 1 1 d . . . . .
H29 H 0.261508 0.518837 -0.022578 0.019 Uiso 1 1 calc R U . . .
C30 C 0.1167(9) 0.4221(5) 0.0173(5) 0.0154(15) Uiso 1 1 d . . . . .
H30 H 0.061347 0.386984 -0.042599 0.018 Uiso 1 1 calc R U . . .
C31 C 0.0753(8) 0.3928(4) 0.0909(4) 0.0099(13) Uiso 1 1 d . . . . .
C32 C 0.1516(8) 0.4469(4) 0.1792(4) 0.0078(13) Uiso 1 1 d . . . . .
C33 C 0.1016(8) 0.4200(4) 0.2611(4) 0.0083(13) Uiso 1 1 d . . . . .
C34 C 0.1596(8) 0.3342(4) 0.2755(4) 0.0074(13) Uiso 1 1 d . . . . .
C35 C 0.2917(8) 0.3354(4) 0.3497(4) 0.0077(13) Uiso 1 1 d . . . . .
H35 H 0.351612 0.391527 0.389968 0.009 Uiso 1 1 calc R U . . .
C36 C 0.3382(8) 0.2564(4) 0.3664(5) 0.0131(14) Uiso 1 1 d . . . . .
H36 H 0.428906 0.259091 0.417673 0.016 Uiso 1 1 calc R U . . .
C37 C 0.2529(8) 0.1741(5) 0.3086(5) 0.0148(15) Uiso 1 1 d . . . . .
H37 H 0.282105 0.119613 0.320785 0.018 Uiso 1 1 calc R U . . .
C38 C 0.1247(8) 0.1721(5) 0.2328(5) 0.0141(14) Uiso 1 1 d . . . . .
H38 H 0.064975 0.115492 0.193193 0.017 Uiso 1 1 calc R U . . .
C39 C 0.0812(8) 0.2510(4) 0.2133(4) 0.0106(14) Uiso 1 1 d . . . . .
C40 C -0.0425(8) 0.2435(4) 0.1242(4) 0.0119(14) Uiso 1 1 d . . . . .
H40 H -0.127828 0.189360 0.102286 0.014 Uiso 1 1 calc R U . . .
C41 C -0.0457(8) 0.3056(4) 0.0717(4) 0.0107(14) Uiso 1 1 d . . . . .
H41 H -0.134569 0.292031 0.016736 0.013 Uiso 1 1 calc R U . . .
C42 C -0.0840(8) 0.4076(4) 0.2427(4) 0.0071(13) Uiso 1 1 d . . . . .
C43 C -0.1568(8) 0.4722(4) 0.2056(4) 0.0106(14) Uiso 1 1 d . . . . .
H43 H -0.092710 0.520713 0.189254 0.013 Uiso 1 1 calc R U . . .
C44 C -0.3209(8) 0.4670(4) 0.1922(4) 0.0120(14) Uiso 1 1 d . . . . .
H44 H -0.368347 0.511479 0.165927 0.014 Uiso 1 1 calc R U . . .
C45 C -0.4168(9) 0.3980(5) 0.2167(5) 0.0155(15) Uiso 1 1 d . . . . .
H45 H -0.529336 0.394751 0.208060 0.019 Uiso 1 1 calc R U . . .
C46 C -0.3433(8) 0.3325(4) 0.2547(4) 0.0115(14) Uiso 1 1 d . . . . .
H46 H -0.406778 0.284307 0.271771 0.014 Uiso 1 1 calc R U . . .
C47 C -0.1800(8) 0.3382(4) 0.2671(4) 0.0090(13) Uiso 1 1 d . . . . .
H47 H -0.132120 0.293633 0.292924 0.011 Uiso 1 1 calc R U . . .
C48 C 0.7000(12) 0.9234(6) 0.0920(6) 0.036(2) Uani 1 1 d . . . A 2
C22 C 0.6341(17) 0.8803(6) -0.0090(6) 0.054(3) Uani 1 1 d . . . A 2
H2A H 0.512315 0.866182 -0.024901 0.065 Uiso 1 1 calc R U . A 2
C50 C 0.6774(13) 0.7889(6) -0.0226(6) 0.042(2) Uani 1 1 d . . . A 2
H50A H 0.632485 0.758973 -0.088068 0.050 Uiso 1 1 calc R U . A 2
H50B H 0.797671 0.798506 -0.004117 0.050 Uiso 1 1 calc R U . A 2
C51 C 0.6076(11) 0.7280(5) 0.0340(6) 0.034(2) Uani 1 1 d . . . A 2
H51A H 0.630886 0.667787 0.021735 0.041 Uiso 1 1 calc R U . A 2
H51B H 0.487475 0.719258 0.016103 0.041 Uiso 1 1 calc R U . A 2
C52 C 0.6825(11) 0.7703(6) 0.1358(6) 0.035(2) Uani 1 1 d . . . A 2
H52A H 0.632830 0.731381 0.171557 0.042 Uiso 1 1 calc R U . A 2
H52B H 0.801505 0.774716 0.154874 0.042 Uiso 1 1 calc R U . A 2
C53 C 0.6531(11) 0.8636(6) 0.1543(6) 0.035(2) Uani 1 1 d . . . A 2
H53A H 0.535740 0.857264 0.147596 0.042 Uiso 1 1 calc R U . A 2
H53B H 0.716183 0.893738 0.218304 0.042 Uiso 1 1 calc R U . A 2
O54 O 0.7822(8) 1.0013(4) 0.1209(4) 0.0418(17) Uani 1 1 d . . . A 2
C55 C 0.6780(17) 0.9449(8) -0.0658(8) 0.067(4) Uani 1 1 d . . . A 2
H55A H 0.643975 1.000584 -0.050069 0.100 Uiso 1 1 calc R U . A 2
H55B H 0.622411 0.917345 -0.130461 0.100 Uiso 1 1 calc R U . A 2
H55C H 0.796502 0.959686 -0.054355 0.100 Uiso 1 1 calc R U . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.392(9) . ?
C1 C6 1.400(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.384(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.414(9) . ?
C5 C15 1.457(9) . ?
C6 C7 1.523(8) . ?
C7 N22 1.489(8) . ?
C7 C8 1.526(9) . ?
C7 C16 1.542(9) . ?
C8 C9 1.409(9) . ?
C8 C13 1.413(9) . ?
C9 C10 1.375(9) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.376(10) . ?
C11 H11 0.9500 . ?
C12 C13 1.390(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.460(9) . ?
C14 C15 1.347(9) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.380(9) . ?
C16 C21 1.407(9) . ?
C17 C18 1.375(9) . ?
C17 H17 0.9500 . ?
C18 C19 1.392(9) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.374(9) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
N22 C23 1.479(8) . ?
N22 H22 0.860(10) . ?
C23 C24 1.530(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.532(8) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N26 1.465(7) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
N26 C33 1.480(8) . ?
N26 H26 0.861(10) . ?
C27 C32 1.389(9) . ?
C27 C28 1.389(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.385(10) . ?
C28 H28 0.9500 . ?
C29 C30 1.379(10) . ?
C29 H29 0.9500 . ?
C30 C31 1.398(9) . ?
C30 H30 0.9500 . ?
C31 C32 1.407(9) . ?
C31 C41 1.471(9) . ?
C32 C33 1.539(9) . ?
C33 C34 1.526(9) . ?
C33 C42 1.543(9) . ?
C34 C35 1.389(9) . ?
C34 C39 1.409(9) . ?
C35 C36 1.388(9) . ?
C35 H35 0.9500 . ?
C36 C37 1.381(10) . ?
C36 H36 0.9500 . ?
C37 C38 1.381(10) . ?
C37 H37 0.9500 . ?
C38 C39 1.388(9) . ?
C38 H38 0.9500 . ?
C39 C40 1.481(9) . ?
C40 C41 1.340(9) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C47 1.387(9) . ?
C42 C43 1.390(9) . ?
C43 C44 1.383(9) . ?
C43 H43 0.9500 . ?
C44 C45 1.382(9) . ?
C44 H44 0.9500 . ?
C45 C46 1.410(10) . ?
C45 H45 0.9500 . ?
C46 C47 1.376(9) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 O54 1.219(10) . ?
C48 C53 1.506(13) . ?
C48 C22 1.516(11) . ?
C22 C55 1.480(14) . ?
C22 C50 1.527(14) . ?
C22 H2A 1.0000 . ?
C50 C51 1.524(12) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.528(11) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 C53 1.508(12) . ?
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 . ?

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 121.6(6) . . ?
C2 C1 H1 119.2 . . ?
C6 C1 H1 119.2 . . ?
C3 C2 C1 120.5(7) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 118.5(7) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 122.3(6) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C4 C5 C6 119.4(6) . . ?
C4 C5 C15 118.0(6) . . ?
C6 C5 C15 122.4(6) . . ?
C1 C6 C5 117.5(6) . . ?
C1 C6 C7 121.1(5) . . ?
C5 C6 C7 121.3(5) . . ?
N22 C7 C6 107.6(5) . . ?
N22 C7 C8 111.6(5) . . ?
C6 C7 C8 105.4(5) . . ?
N22 C7 C16 106.9(5) . . ?
C6 C7 C16 112.3(5) . . ?
C8 C7 C16 112.9(5) . . ?
C9 C8 C13 117.3(6) . . ?
C9 C8 C7 122.2(5) . . ?
C13 C8 C7 120.5(5) . . ?
C10 C9 C8 121.7(6) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 120.0(7) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 119.6(7) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 121.3(7) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C8 119.8(6) . . ?
C12 C13 C14 116.9(6) . . ?
C8 C13 C14 123.2(6) . . ?
C15 C14 C13 126.4(6) . . ?
C15 C14 H14 116.8 . . ?
C13 C14 H14 116.8 . . ?
C14 C15 C5 127.1(6) . . ?
C14 C15 H15 116.4 . . ?
C5 C15 H15 116.4 . . ?
C17 C16 C21 117.7(6) . . ?
C17 C16 C7 120.3(6) . . ?
C21 C16 C7 121.6(6) . . ?
C18 C17 C16 122.2(6) . . ?
C18 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
C17 C18 C19 119.0(6) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C20 C19 C18 120.3(7) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 120.0(6) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C16 120.9(6) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?
C23 N22 C7 115.7(5) . . ?
C23 N22 H22 109(5) . . ?
C7 N22 H22 98(5) . . ?
N22 C23 C24 110.5(5) . . ?
N22 C23 H23A 109.6 . . ?
C24 C23 H23A 109.6 . . ?
N22 C23 H23B 109.6 . . ?
C24 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C25 114.4(5) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
N26 C25 C24 110.0(5) . . ?
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 116.7(5) . . ?
C25 N26 H26 110(5) . . ?
C33 N26 H26 106(5) . . ?
C32 C27 C28 121.6(6) . . ?
C32 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 120.4(6) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C29 C28 118.4(7) . . ?
C30 C29 H29 120.8 . . ?
C28 C29 H29 120.8 . . ?
C29 C30 C31 122.3(7) . . ?
C29 C30 H30 118.9 . . ?
C31 C30 H30 118.9 . . ?
C30 C31 C32 119.0(6) . . ?
C30 C31 C41 117.6(6) . . ?
C32 C31 C41 123.4(6) . . ?
C27 C32 C31 118.2(6) . . ?
C27 C32 C33 121.2(6) . . ?
C31 C32 C33 120.5(6) . . ?
N26 C33 C34 111.2(5) . . ?
N26 C33 C32 108.0(5) . . ?
C34 C33 C32 105.5(5) . . ?
N26 C33 C42 107.6(5) . . ?
C34 C33 C42 113.9(5) . . ?
C32 C33 C42 110.5(5) . . ?
C35 C34 C39 117.6(6) . . ?
C35 C34 C33 121.4(6) . . ?
C39 C34 C33 120.9(6) . . ?
C36 C35 C34 121.6(6) . . ?
C36 C35 H35 119.2 . . ?
C34 C35 H35 119.2 . . ?
C37 C36 C35 120.2(6) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C38 C37 C36 119.0(7) . . ?
C38 C37 H37 120.5 . . ?
C36 C37 H37 120.5 . . ?
C37 C38 C39 121.4(6) . . ?
C37 C38 H38 119.3 . . ?
C39 C38 H38 119.3 . . ?
C38 C39 C34 119.8(6) . . ?
C38 C39 C40 117.2(6) . . ?
C34 C39 C40 122.9(6) . . ?
C41 C40 C39 126.3(6) . . ?
C41 C40 H40 116.8 . . ?
C39 C40 H40 116.8 . . ?
C40 C41 C31 126.1(6) . . ?
C40 C41 H41 116.9 . . ?
C31 C41 H41 116.9 . . ?
C47 C42 C43 118.2(6) . . ?
C47 C42 C33 122.9(6) . . ?
C43 C42 C33 118.7(5) . . ?
C44 C43 C42 121.2(6) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C43 C44 C45 120.8(6) . . ?
C43 C44 H44 119.6 . . ?
C45 C44 H44 119.6 . . ?
C44 C45 C46 118.3(6) . . ?
C44 C45 H45 120.9 . . ?
C46 C45 H45 120.9 . . ?
C47 C46 C45 120.3(6) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C42 121.3(6) . . ?
C46 C47 H47 119.4 . . ?
C42 C47 H47 119.4 . . ?
O54 C48 C53 122.1(8) . . ?
O54 C48 C22 122.7(9) . . ?
C53 C48 C22 115.2(7) . . ?
C55 C22 C48 111.8(8) . . ?
C55 C22 C50 117.8(10) . . ?
C48 C22 C50 108.5(8) . . ?
C55 C22 H2A 106.0 . . ?
C48 C22 H2A 106.0 . . ?
C50 C22 H2A 106.0 . . ?
C51 C50 C22 110.4(8) . . ?
C51 C50 H50A 109.6 . . ?
C22 C50 H50A 109.6 . . ?
C51 C50 H50B 109.6 . . ?
C22 C50 H50B 109.6 . . ?
H50A C50 H50B 108.1 . . ?
C50 C51 C52 110.6(7) . . ?
C50 C51 H51A 109.5 . . ?
C52 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
C52 C51 H51B 109.5 . . ?
H51A C51 H51B 108.1 . . ?
C53 C52 C51 109.8(7) . . ?
C53 C52 H52A 109.7 . . ?
C51 C52 H52A 109.7 . . ?
C53 C52 H52B 109.7 . . ?
C51 C52 H52B 109.7 . . ?
H52A C52 H52B 108.2 . . ?
C48 C53 C52 113.7(7) . . ?
C48 C53 H53A 108.8 . . ?
C52 C53 H53A 108.8 . . ?
C48 C53 H53B 108.8 . . ?
C52 C53 H53B 108.8 . . ?
H53A C53 H53B 107.7 . . ?
C22 C55 H55A 109.5 . . ?
C22 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C22 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?

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 -0.7(10) . . . . ?
C1 C2 C3 C4 -0.3(10) . . . . ?
C2 C3 C4 C5 -0.2(11) . . . . ?
C3 C4 C5 C6 1.5(10) . . . . ?
C3 C4 C5 C15 -172.9(7) . . . . ?
C2 C1 C6 C5 2.0(10) . . . . ?
C2 C1 C6 C7 -176.9(6) . . . . ?
C4 C5 C6 C1 -2.3(9) . . . . ?
C15 C5 C6 C1 171.8(6) . . . . ?
C4 C5 C6 C7 176.5(6) . . . . ?
C15 C5 C6 C7 -9.3(10) . . . . ?
C1 C6 C7 N22 9.0(8) . . . . ?
C5 C6 C7 N22 -169.8(6) . . . . ?
C1 C6 C7 C8 -110.2(6) . . . . ?
C5 C6 C7 C8 71.0(7) . . . . ?
C1 C6 C7 C16 126.5(6) . . . . ?
C5 C6 C7 C16 -52.3(8) . . . . ?
N22 C7 C8 C9 -6.5(8) . . . . ?
C6 C7 C8 C9 110.1(6) . . . . ?
C16 C7 C8 C9 -127.0(6) . . . . ?
N22 C7 C8 C13 173.1(5) . . . . ?
C6 C7 C8 C13 -70.4(7) . . . . ?
C16 C7 C8 C13 52.6(8) . . . . ?
C13 C8 C9 C10 -3.3(9) . . . . ?
C7 C8 C9 C10 176.3(6) . . . . ?
C8 C9 C10 C11 -0.3(10) . . . . ?
C9 C10 C11 C12 2.6(10) . . . . ?
C10 C11 C12 C13 -1.3(10) . . . . ?
C11 C12 C13 C8 -2.4(10) . . . . ?
C11 C12 C13 C14 174.3(6) . . . . ?
C9 C8 C13 C12 4.5(9) . . . . ?
C7 C8 C13 C12 -175.0(6) . . . . ?
C9 C8 C13 C14 -171.9(6) . . . . ?
C7 C8 C13 C14 8.6(9) . . . . ?
C12 C13 C14 C15 -142.6(7) . . . . ?
C8 C13 C14 C15 33.9(11) . . . . ?
C13 C14 C15 C5 -0.2(11) . . . . ?
C4 C5 C15 C14 141.0(7) . . . . ?
C6 C5 C15 C14 -33.3(11) . . . . ?
N22 C7 C16 C17 78.2(7) . . . . ?
C6 C7 C16 C17 -39.6(8) . . . . ?
C8 C7 C16 C17 -158.6(6) . . . . ?
N22 C7 C16 C21 -94.6(7) . . . . ?
C6 C7 C16 C21 147.5(6) . . . . ?
C8 C7 C16 C21 28.5(8) . . . . ?
C21 C16 C17 C18 0.3(10) . . . . ?
C7 C16 C17 C18 -172.8(6) . . . . ?
C16 C17 C18 C19 0.0(10) . . . . ?
C17 C18 C19 C20 0.0(10) . . . . ?
C18 C19 C20 C21 -0.3(10) . . . . ?
C19 C20 C21 C16 0.6(10) . . . . ?
C17 C16 C21 C20 -0.6(9) . . . . ?
C7 C16 C21 C20 172.4(6) . . . . ?
C6 C7 N22 C23 170.2(5) . . . . ?
C8 C7 N22 C23 -74.6(7) . . . . ?
C16 C7 N22 C23 49.3(7) . . . . ?
C7 N22 C23 C24 176.9(5) . . . . ?
N22 C23 C24 C25 -59.0(7) . . . . ?
C23 C24 C25 N26 86.6(6) . . . . ?
C24 C25 N26 C33 174.8(5) . . . . ?
C32 C27 C28 C29 1.3(10) . . . . ?
C27 C28 C29 C30 -1.9(10) . . . . ?
C28 C29 C30 C31 -0.2(11) . . . . ?
C29 C30 C31 C32 3.0(10) . . . . ?
C29 C30 C31 C41 -176.4(6) . . . . ?
C28 C27 C32 C31 1.5(10) . . . . ?
C28 C27 C32 C33 -178.2(6) . . . . ?
C30 C31 C32 C27 -3.5(9) . . . . ?
C41 C31 C32 C27 175.9(6) . . . . ?
C30 C31 C32 C33 176.1(6) . . . . ?
C41 C31 C32 C33 -4.5(10) . . . . ?
C25 N26 C33 C34 -71.2(7) . . . . ?
C25 N26 C33 C32 173.4(5) . . . . ?
C25 N26 C33 C42 54.2(7) . . . . ?
C27 C32 C33 N26 7.1(8) . . . . ?
C31 C32 C33 N26 -172.5(6) . . . . ?
C27 C32 C33 C34 -111.9(6) . . . . ?
C31 C32 C33 C34 68.5(7) . . . . ?
C27 C32 C33 C42 124.5(6) . . . . ?
C31 C32 C33 C42 -55.1(8) . . . . ?
N26 C33 C34 C35 -8.7(8) . . . . ?
C32 C33 C34 C35 108.2(6) . . . . ?
C42 C33 C34 C35 -130.4(6) . . . . ?
N26 C33 C34 C39 171.7(5) . . . . ?
C32 C33 C34 C39 -71.4(7) . . . . ?
C42 C33 C34 C39 50.0(8) . . . . ?
C39 C34 C35 C36 -4.7(9) . . . . ?
C33 C34 C35 C36 175.7(6) . . . . ?
C34 C35 C36 C37 0.1(10) . . . . ?
C35 C36 C37 C38 2.0(10) . . . . ?
C36 C37 C38 C39 0.6(10) . . . . ?
C37 C38 C39 C34 -5.3(10) . . . . ?
C37 C38 C39 C40 171.8(6) . . . . ?
C35 C34 C39 C38 7.2(9) . . . . ?
C33 C34 C39 C38 -173.1(6) . . . . ?
C35 C34 C39 C40 -169.8(6) . . . . ?
C33 C34 C39 C40 9.9(9) . . . . ?
C38 C39 C40 C41 -144.1(7) . . . . ?
C34 C39 C40 C41 33.0(10) . . . . ?
C39 C40 C41 C31 1.6(11) . . . . ?
C30 C31 C41 C40 141.9(7) . . . . ?
C32 C31 C41 C40 -37.5(10) . . . . ?
N26 C33 C42 C47 -102.7(7) . . . . ?
C34 C33 C42 C47 21.0(8) . . . . ?
C32 C33 C42 C47 139.6(6) . . . . ?
N26 C33 C42 C43 72.7(7) . . . . ?
C34 C33 C42 C43 -163.5(6) . . . . ?
C32 C33 C42 C43 -45.0(7) . . . . ?
C47 C42 C43 C44 -0.9(9) . . . . ?
C33 C42 C43 C44 -176.5(6) . . . . ?
C42 C43 C44 C45 1.0(10) . . . . ?
C43 C44 C45 C46 -0.6(10) . . . . ?
C44 C45 C46 C47 0.2(10) . . . . ?
C45 C46 C47 C42 -0.2(10) . . . . ?
C43 C42 C47 C46 0.5(9) . . . . ?
C33 C42 C47 C46 175.9(6) . . . . ?
O54 C48 C22 C55 -1.6(17) . . . . ?
C53 C48 C22 C55 176.8(10) . . . . ?
O54 C48 C22 C50 130.0(10) . . . . ?
C53 C48 C22 C50 -51.6(13) . . . . ?
C55 C22 C50 C51 -174.1(10) . . . . ?
C48 C22 C50 C51 57.7(12) . . . . ?
C22 C50 C51 C52 -62.5(11) . . . . ?
C50 C51 C52 C53 57.0(10) . . . . ?
O54 C48 C53 C52 -132.2(10) . . . . ?
C22 C48 C53 C52 49.3(12) . . . . ?
C51 C52 C53 C48 -50.1(10) . . . . ?

_refine_diff_density_max         0.701
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.112



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 2-methylcyclohexanone'
_chemical_properties_physical    Heat-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aq149
_database_code_depnum_ccdc_archive 'CCDC 2429121'
loop_
_audit_author_name
_audit_author_address
'Eric Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
;
N,N'-bis(9-phenyl-9-thioxanthenyl)-butane-1,4-diamine
;
_chemical_name_common            ?
_chemical_temperature_decomposition 351.85
_chemical_formula_moiety         'C42 H36 N2 S2, C7 H12 O'
_chemical_formula_sum            'C49 H48 N2 O S2'
_chemical_formula_weight         745.01

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2379(5)
_cell_length_b                   9.5888(5)
_cell_length_c                   12.5881(7)
_cell_angle_alpha                93.280(2)
_cell_angle_beta                 101.236(2)
_cell_angle_gamma                115.9147(19)
_cell_volume                     970.81(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8594
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      28.28

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.472
_exptl_crystal_size_mid          0.466
_exptl_crystal_size_min          0.106
_exptl_absorpt_coefficient_mu    0.178
_shelx_estimated_absorpt_T_min   0.921
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8770
_exptl_absorpt_correction_T_max  0.9709
_exptl_absorpt_process_details   'SADABS V2016/2 (Krause, 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_power             70
_diffrn_source_voltage           50
_diffrn_source_current           1.4
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Bruker PHOTON II 7 CCD detector'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            56887
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.393
_diffrn_reflns_theta_max         28.296
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4807
_reflns_number_gt                4005
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service V6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2019/3 (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2019/3 (Sheldrick, 2015b) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows V2023.1 (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

_refine_special_details          
;All non-hydrogen atoms were refined anisotropically. Carbon-bound H atoms were
placed in calculated positions and were included in the refinement in the riding
model approximation, with Uiso(H) set to 1.2 Ueq(C).

The nitrogen-bound H atom was located on a difference map and refined riding
with Uiso(H) set to 1.5 Ueq(N).

The solvent guest molecule is disordered around an inversion point 
necessitating the use of RIGU.

A reflection with large difference between its observed and calculated
intensities was omitted. This is due to obstruction by the beam stop.,Disorder
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+0.7835P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4807
_refine_ls_number_parameters     280
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.1558
_refine_ls_wR_factor_gt          0.1439
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_restrained_S_all      1.182
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
S1 S 0.27002(7) -0.04638(6) 0.65749(5) 0.03771(17) Uani 1 1 d . . . . .
C11 C 0.3111(2) 0.2071(2) 0.55129(16) 0.0269(4) Uani 1 1 d . . . . .
C12 C 0.2947(2) 0.0557(2) 0.54587(16) 0.0284(4) Uani 1 1 d . . . . .
C13 C 0.3068(3) -0.0199(3) 0.45235(19) 0.0384(5) Uani 1 1 d . . . . .
H13 H 0.294101 -0.123914 0.450050 0.046 Uiso 1 1 calc R U . . .
C14 C 0.3372(3) 0.0557(3) 0.36364(19) 0.0467(6) Uani 1 1 d . . . . .
H14 H 0.347257 0.004806 0.300520 0.056 Uiso 1 1 calc R U . . .
C15 C 0.3528(3) 0.2052(3) 0.36659(19) 0.0496(6) Uani 1 1 d . . . . .
H15 H 0.372828 0.257485 0.305159 0.059 Uiso 1 1 calc R U . . .
C16 C 0.3394(3) 0.2797(3) 0.45897(18) 0.0381(5) Uani 1 1 d . . . . .
H16 H 0.349754 0.382829 0.459664 0.046 Uiso 1 1 calc R U . . .
C21 C 0.1993(2) 0.1920(2) 0.72238(16) 0.0275(4) Uani 1 1 d . . . . .
C22 C 0.1725(2) 0.0379(2) 0.72625(16) 0.0297(4) Uani 1 1 d . . . . .
C23 C 0.0705(3) -0.0558(3) 0.78908(19) 0.0416(5) Uani 1 1 d . . . . .
H23 H 0.050891 -0.161682 0.788721 0.050 Uiso 1 1 calc R U . . .
C24 C -0.0016(3) 0.0051(3) 0.85141(19) 0.0489(6) Uani 1 1 d . . . . .
H24 H -0.069432 -0.057915 0.895150 0.059 Uiso 1 1 calc R U . . .
C25 C 0.0252(3) 0.1579(3) 0.8501(2) 0.0500(6) Uani 1 1 d . . . . .
H25 H -0.023592 0.200613 0.893563 0.060 Uiso 1 1 calc R U . . .
C26 C 0.1225(3) 0.2493(3) 0.78580(19) 0.0393(5) Uani 1 1 d . . . . .
H26 H 0.137666 0.353697 0.784676 0.047 Uiso 1 1 calc R U . . .
C31 C 0.4943(2) 0.3789(2) 0.73080(16) 0.0259(4) Uani 1 1 d . . . . .
C32 C 0.5278(3) 0.4709(3) 0.83007(19) 0.0389(5) Uani 1 1 d . . . . .
H32 H 0.440027 0.481091 0.852498 0.047 Uiso 1 1 calc R U . . .
C33 C 0.6871(3) 0.5481(3) 0.8972(2) 0.0469(6) Uani 1 1 d . . . . .
H33 H 0.707774 0.610976 0.964833 0.056 Uiso 1 1 calc R U . . .
C34 C 0.8157(3) 0.5339(3) 0.8658(2) 0.0462(6) Uani 1 1 d . . . . .
H34 H 0.924936 0.586699 0.911805 0.055 Uiso 1 1 calc R U . . .
C35 C 0.7852(3) 0.4435(3) 0.7684(2) 0.0498(6) Uani 1 1 d . . . . .
H35 H 0.873368 0.433132 0.746783 0.060 Uiso 1 1 calc R U . . .
C36 C 0.6250(3) 0.3664(3) 0.70058(19) 0.0388(5) Uani 1 1 d . . . . .
H36 H 0.605301 0.304522 0.632703 0.047 Uiso 1 1 calc R U . . .
N1 N 0.2718(2) 0.42590(19) 0.63221(15) 0.0331(4) Uani 1 1 d . . . . .
H1 H 0.343256 0.496626 0.611562 0.050 Uiso 1 1 d R U . . .
C1 C 0.3153(2) 0.2992(2) 0.65653(15) 0.0249(4) Uani 1 1 d . . . . .
C2 C 0.1072(3) 0.3786(2) 0.5610(2) 0.0407(5) Uani 1 1 d . . . . .
H2A H 0.021020 0.312792 0.597500 0.049 Uiso 1 1 calc R U . . .
H2B H 0.093798 0.315182 0.491593 0.049 Uiso 1 1 calc R U . . .
C3 C 0.0850(2) 0.5207(2) 0.53640(18) 0.0335(4) Uani 1 1 d . . . . .
H3A H 0.171511 0.585539 0.499738 0.040 Uiso 1 1 calc R U . . .
H3B H 0.101247 0.584588 0.606349 0.040 Uiso 1 1 calc R U . . .
O4 O 0.2682(7) -0.3341(6) 0.8552(4) 0.0785(15) Uani 0.5 1 d . . P A -1
C41 C 0.3671(18) -0.2223(14) 0.9245(12) 0.055(2) Uani 0.5 1 d D . P A -1
C42 C 0.5462(9) -0.1391(8) 0.9278(7) 0.0725(19) Uani 0.5 1 d D . P A -1
H42A H 0.563351 -0.168704 0.856364 0.087 Uiso 0.5 1 calc R U P A -1
H42B H 0.607781 -0.173128 0.985108 0.087 Uiso 0.5 1 calc R U P A -1
C43 C 0.6170(16) 0.0408(11) 0.9519(11) 0.066(3) Uani 0.5 1 d D . P A -1
H43A H 0.738600 0.090716 0.960362 0.080 Uiso 0.5 1 calc R U P A -1
H43B H 0.567542 0.077367 0.889536 0.080 Uiso 0.5 1 calc R U P A -1
C44 C 0.5794(6) 0.0890(6) 1.0557(4) 0.0406(10) Uani 0.5 1 d D . P A -1
H44 H 0.625404 0.045889 1.116477 0.049 Uiso 0.5 1 calc R U P A -1
C45 C 0.3940(12) 0.0144(10) 1.0399(9) 0.050(2) Uani 0.5 1 d D . P A -1
H45A H 0.345006 0.051483 0.977643 0.060 Uiso 0.5 1 calc R U P A -1
H45B H 0.367461 0.046804 1.106619 0.060 Uiso 0.5 1 calc R U P A -1
C46 C 0.3177(8) -0.1652(9) 1.0170(6) 0.0712(18) Uani 0.5 1 d D . P A -1
H46A H 0.353161 -0.202988 1.083987 0.085 Uiso 0.5 1 calc R U P A -1
H46B H 0.195255 -0.210160 0.999614 0.085 Uiso 0.5 1 calc R U P A -1
C47 C 0.660(2) 0.2634(16) 1.0870(16) 0.069(4) Uani 0.5 1 d . . P A -1
H47A H 0.779775 0.306101 1.096341 0.104 Uiso 0.5 1 calc R U P A -1
H47B H 0.615027 0.308406 1.029218 0.104 Uiso 0.5 1 calc R U P A -1
H47C H 0.636665 0.290080 1.156120 0.104 Uiso 0.5 1 calc R U P A -1


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 2.00 -3.00 0.1430
-4.00 3.00 -1.00 0.0690
-4.00 4.00 1.00 0.0640
-4.00 3.00 2.00 0.1030
-3.00 -4.00 1.00 0.2920
-3.00 -1.00 4.00 0.2060
-2.00 3.00 0.00 0.0720
-1.00 1.00 0.00 0.0480
-1.00 -1.00 2.00 0.2240
-1.00 1.00 4.00 0.1160
-1.00 1.00 -2.00 0.1290
-1.00 0.00 3.00 0.1470
0.00 1.00 4.00 0.1010
0.00 -1.00 -3.00 0.2150
0.00 0.00 1.00 0.1190
0.00 -1.00 3.00 0.1530
0.00 1.00 -4.00 0.1850
1.00 -1.00 0.00 0.0530
1.00 -1.00 -1.00 0.1220
2.00 -1.00 1.00 0.0640
2.00 -2.00 1.00 0.0710
4.00 -2.00 3.00 0.0720
4.00 -3.00 0.00 0.0610
4.00 -1.00 1.00 0.0720
4.00 -2.00 -1.00 0.0740
4.00 1.00 0.00 0.1020
4.00 -1.00 -3.00 0.1280

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S1 C12 1.753(2) . ?
S1 C22 1.753(2) . ?
C11 C12 1.388(3) . ?
C11 C16 1.399(3) . ?
C11 C1 1.534(3) . ?
C12 C13 1.396(3) . ?
C13 C14 1.374(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.374(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.393(3) . ?
C21 C26 1.398(3) . ?
C21 C1 1.541(3) . ?
C22 C23 1.397(3) . ?
C23 C24 1.375(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.384(3) . ?
C31 C32 1.385(3) . ?
C31 C1 1.551(2) . ?
C32 C33 1.385(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.380(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.365(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.394(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
N1 C2 1.463(2) . ?
N1 C1 1.467(2) . ?
N1 H1 0.8119 . ?
C2 C3 1.504(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3 1.523(4) 2_566 ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
O4 C41 1.213(13) . ?
C41 C42 1.481(15) . ?
C41 C46 1.488(15) . ?
C42 C43 1.540(10) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.514(13) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C47 1.492(13) . ?
C44 C45 1.504(11) . ?
C44 H44 1.0000 . ?
C45 C46 1.532(10) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?

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
C12 S1 C22 101.14(9) . . ?
C12 C11 C16 117.08(19) . . ?
C12 C11 C1 122.43(17) . . ?
C16 C11 C1 120.23(17) . . ?
C11 C12 C13 121.23(19) . . ?
C11 C12 S1 122.36(15) . . ?
C13 C12 S1 116.31(16) . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.7(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.7(2) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
C22 C21 C26 117.04(19) . . ?
C22 C21 C1 122.24(17) . . ?
C26 C21 C1 120.64(18) . . ?
C21 C22 C23 121.2(2) . . ?
C21 C22 S1 122.23(15) . . ?
C23 C22 S1 116.49(17) . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 119.6(2) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C26 120.3(2) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C21 121.6(2) . . ?
C25 C26 H26 119.2 . . ?
C21 C26 H26 119.2 . . ?
C36 C31 C32 117.97(18) . . ?
C36 C31 C1 122.67(18) . . ?
C32 C31 C1 119.33(17) . . ?
C33 C32 C31 121.1(2) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C34 C33 C32 120.1(2) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C35 C34 C33 119.7(2) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C34 C35 C36 120.2(2) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C31 C36 C35 120.9(2) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C2 N1 C1 116.44(15) . . ?
C2 N1 H1 111.3 . . ?
C1 N1 H1 112.5 . . ?
N1 C1 C11 111.26(15) . . ?
N1 C1 C21 109.61(15) . . ?
C11 C1 C21 112.02(15) . . ?
N1 C1 C31 106.51(14) . . ?
C11 C1 C31 109.32(15) . . ?
C21 C1 C31 107.92(15) . . ?
N1 C2 C3 110.50(17) . . ?
N1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C2 C3 C3 113.1(2) . 2_566 ?
C2 C3 H3A 109.0 . . ?
C3 C3 H3A 109.0 2_566 . ?
C2 C3 H3B 109.0 . . ?
C3 C3 H3B 109.0 2_566 . ?
H3A C3 H3B 107.8 . . ?
O4 C41 C42 123.0(12) . . ?
O4 C41 C46 121.9(12) . . ?
C42 C41 C46 115.0(9) . . ?
C41 C42 C43 112.5(8) . . ?
C41 C42 H42A 109.1 . . ?
C43 C42 H42A 109.1 . . ?
C41 C42 H42B 109.1 . . ?
C43 C42 H42B 109.1 . . ?
H42A C42 H42B 107.8 . . ?
C44 C43 C42 110.4(7) . . ?
C44 C43 H43A 109.6 . . ?
C42 C43 H43A 109.6 . . ?
C44 C43 H43B 109.6 . . ?
C42 C43 H43B 109.6 . . ?
H43A C43 H43B 108.1 . . ?
C47 C44 C45 112.7(9) . . ?
C47 C44 C43 111.8(9) . . ?
C45 C44 C43 108.5(7) . . ?
C47 C44 H44 107.9 . . ?
C45 C44 H44 107.9 . . ?
C43 C44 H44 107.9 . . ?
C44 C45 C46 111.2(7) . . ?
C44 C45 H45A 109.4 . . ?
C46 C45 H45A 109.4 . . ?
C44 C45 H45B 109.4 . . ?
C46 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
C41 C46 C45 112.5(8) . . ?
C41 C46 H46A 109.1 . . ?
C45 C46 H46A 109.1 . . ?
C41 C46 H46B 109.1 . . ?
C45 C46 H46B 109.1 . . ?
H46A C46 H46B 107.8 . . ?
C44 C47 H47A 109.5 . . ?
C44 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C44 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?

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
C16 C11 C12 C13 0.3(3) . . . . ?
C1 C11 C12 C13 -173.92(18) . . . . ?
C16 C11 C12 S1 176.48(15) . . . . ?
C1 C11 C12 S1 2.2(3) . . . . ?
C22 S1 C12 C11 28.31(18) . . . . ?
C22 S1 C12 C13 -155.36(16) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
S1 C12 C13 C14 -175.76(17) . . . . ?
C12 C13 C14 C15 -1.1(3) . . . . ?
C13 C14 C15 C16 0.5(4) . . . . ?
C14 C15 C16 C11 0.4(4) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
C1 C11 C16 C15 173.5(2) . . . . ?
C26 C21 C22 C23 1.3(3) . . . . ?
C1 C21 C22 C23 178.13(18) . . . . ?
C26 C21 C22 S1 -176.24(15) . . . . ?
C1 C21 C22 S1 0.6(3) . . . . ?
C12 S1 C22 C21 -29.62(18) . . . . ?
C12 S1 C22 C23 152.71(16) . . . . ?
C21 C22 C23 C24 -2.1(3) . . . . ?
S1 C22 C23 C24 175.62(17) . . . . ?
C22 C23 C24 C25 1.1(3) . . . . ?
C23 C24 C25 C26 0.6(4) . . . . ?
C24 C25 C26 C21 -1.3(3) . . . . ?
C22 C21 C26 C25 0.4(3) . . . . ?
C1 C21 C26 C25 -176.49(19) . . . . ?
C36 C31 C32 C33 0.0(3) . . . . ?
C1 C31 C32 C33 -177.9(2) . . . . ?
C31 C32 C33 C34 -0.2(4) . . . . ?
C32 C33 C34 C35 0.1(4) . . . . ?
C33 C34 C35 C36 0.3(4) . . . . ?
C32 C31 C36 C35 0.3(3) . . . . ?
C1 C31 C36 C35 178.2(2) . . . . ?
C34 C35 C36 C31 -0.5(4) . . . . ?
C2 N1 C1 C11 60.0(2) . . . . ?
C2 N1 C1 C21 -64.4(2) . . . . ?
C2 N1 C1 C31 179.08(18) . . . . ?
C12 C11 C1 N1 -158.94(17) . . . . ?
C16 C11 C1 N1 27.0(2) . . . . ?
C12 C11 C1 C21 -35.9(2) . . . . ?
C16 C11 C1 C21 150.07(18) . . . . ?
C12 C11 C1 C31 83.7(2) . . . . ?
C16 C11 C1 C31 -90.4(2) . . . . ?
C22 C21 C1 N1 158.32(17) . . . . ?
C26 C21 C1 N1 -25.0(2) . . . . ?
C22 C21 C1 C11 34.3(2) . . . . ?
C26 C21 C1 C11 -148.99(18) . . . . ?
C22 C21 C1 C31 -86.1(2) . . . . ?
C26 C21 C1 C31 90.6(2) . . . . ?
C36 C31 C1 N1 -119.1(2) . . . . ?
C32 C31 C1 N1 58.7(2) . . . . ?
C36 C31 C1 C11 1.2(2) . . . . ?
C32 C31 C1 C11 179.00(18) . . . . ?
C36 C31 C1 C21 123.2(2) . . . . ?
C32 C31 C1 C21 -58.9(2) . . . . ?
C1 N1 C2 C3 -175.69(19) . . . . ?
N1 C2 C3 C3 -179.3(2) . . . 2_566 ?
O4 C41 C42 C43 136.9(13) . . . . ?
C46 C41 C42 C43 -46.8(14) . . . . ?
C41 C42 C43 C44 53.8(13) . . . . ?
C42 C43 C44 C47 174.8(11) . . . . ?
C42 C43 C44 C45 -60.4(11) . . . . ?
C47 C44 C45 C46 -175.4(10) . . . . ?
C43 C44 C45 C46 60.3(9) . . . . ?
O4 C41 C46 C45 -137.4(12) . . . . ?
C42 C41 C46 C45 46.3(14) . . . . ?
C44 C45 C46 C41 -53.1(11) . . . . ?

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
C16 H16 N1 0.95 2.48 2.839(3) 102 . yes
C26 H26 N1 0.95 2.45 2.807(3) 103 . yes
C44 H44 S1 1.00 2.82 3.721(5) 150 2_657 yes

_refine_diff_density_max         0.553
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.104



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_D1
_database_code_depnum_ccdc_archive 'CCDC 2349323'
loop_
_audit_author_name
_audit_author_address
'Mino Caira'
;University of Cape Town
South Africa
;
_audit_update_record             
;
2024-04-18 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
"N,N'-Bis(5-phenyl-5-dibenzo[a,d]cycloheptenyl)propane-1,3-diamine cyclohexanone clathrate"
_chemical_name_common            none
_chemical_melting_point          'onset of decomposition 407 K'
_chemical_formula_moiety         'C45 H38 N2, C6 H10 O'
_chemical_formula_sum            'C51 H48 N2 O'
_chemical_formula_weight         704.91

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   15.1599(10)
_cell_length_b                   11.4773(6)
_cell_length_c                   21.8168(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3796.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9879
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      26.89

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.430
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6558
_exptl_absorpt_correction_T_max  0.6977
_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_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE SCXRD diffractometer'
_diffrn_measurement_method       'omega-and phi-scans, width 1.00 deg.'
_diffrn_detector_area_resol_mean n/a
_diffrn_reflns_number            90743
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         27.185
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8391
_reflns_number_gt                7864
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.946
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex3 v2019.1-0, Bruker (2019).'
_computing_cell_refinement       
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_data_reduction        
'SAINT V8.40A, Bruker AXS Inc.: Madison (WI), USA.'
_computing_structure_solution    'SHELXS-Version 2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    
'POV-Ray in interface X-Seed (LJ Barbour, 1999)'
_computing_publication_material  'PLATON (Spek, 1990)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0655P)²+2.2214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

_chemical_absolute_configuration 
'anomalous dispersion too low for determination'
_refine_ls_number_reflns         8391
_refine_ls_number_parameters     495
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1350
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.1665(2) 0.6325(3) 0.13181(15) 0.0249(6) Uani 1 1 d . . . . .
H1 H 0.149776 0.621152 0.173349 0.030 Uiso 1 1 calc R U . . .
C2 C 0.1099(2) 0.5975(3) 0.08573(17) 0.0299(7) Uani 1 1 d . . . . .
H2 H 0.055377 0.561477 0.095861 0.036 Uiso 1 1 calc R U . . .
C3 C 0.1321(2) 0.6144(3) 0.02511(16) 0.0310(7) Uani 1 1 d . . . . .
H3 H 0.092685 0.591878 -0.006571 0.037 Uiso 1 1 calc R U . . .
C4 C 0.2118(2) 0.6641(3) 0.01104(15) 0.0285(7) Uani 1 1 d . . . . .
H4 H 0.226776 0.676126 -0.030758 0.034 Uiso 1 1 calc R U . . .
C5 C 0.2721(2) 0.6980(3) 0.05697(14) 0.0241(6) Uani 1 1 d . . . . .
C6 C 0.2477(2) 0.6843(3) 0.11869(14) 0.0227(6) Uani 1 1 d . . . . .
C7 C 0.3104(2) 0.7239(3) 0.17100(13) 0.0222(6) Uani 1 1 d . . . . .
C8 C 0.3916(2) 0.6438(3) 0.16878(15) 0.0235(6) Uani 1 1 d . . . . .
C9 C 0.4103(2) 0.5685(3) 0.21708(16) 0.0301(7) Uani 1 1 d . . . . .
H9 H 0.371974 0.566247 0.251506 0.036 Uiso 1 1 calc R U . . .
C10 C 0.4841(2) 0.4966(3) 0.21584(19) 0.0385(8) Uani 1 1 d . . . . .
H10 H 0.494110 0.443162 0.248342 0.046 Uiso 1 1 calc R U . . .
C11 C 0.5428(2) 0.5025(3) 0.16777(19) 0.0395(8) Uani 1 1 d . . . . .
H11 H 0.594311 0.455336 0.167665 0.047 Uiso 1 1 calc R U . . .
C12 C 0.5262(2) 0.5774(3) 0.11989(17) 0.0350(8) Uani 1 1 d . . . . .
H12 H 0.567256 0.582402 0.087111 0.042 Uiso 1 1 calc R U . . .
C13 C 0.4497(2) 0.6465(3) 0.11842(15) 0.0269(7) Uani 1 1 d . . . . .
C14 C 0.4355(2) 0.7150(3) 0.06303(15) 0.0305(7) Uani 1 1 d . . . . .
H14 H 0.486453 0.746324 0.043733 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3579(2) 0.7380(3) 0.03677(15) 0.0297(7) Uani 1 1 d . . . . .
H15 H 0.359121 0.785477 0.001118 0.036 Uiso 1 1 calc R U . . .
C16 C 0.3391(2) 0.8524(3) 0.16518(14) 0.0248(6) Uani 1 1 d . . . . .
C17 C 0.4136(2) 0.8897(3) 0.19725(17) 0.0331(7) Uani 1 1 d . . . . .
H17 H 0.446756 0.835195 0.220585 0.040 Uiso 1 1 calc R U . . .
C18 C 0.4398(3) 1.0055(3) 0.19540(18) 0.0421(9) Uani 1 1 d . . . . .
H18 H 0.490967 1.029822 0.217080 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3913(3) 1.0858(3) 0.16186(18) 0.0456(10) Uani 1 1 d . . . . .
H19 H 0.409371 1.164973 0.160221 0.055 Uiso 1 1 calc R U . . .
C20 C 0.3168(3) 1.0501(3) 0.13094(18) 0.0418(9) Uani 1 1 d . . . . .
H20 H 0.283186 1.105013 0.108257 0.050 Uiso 1 1 calc R U . . .
C21 C 0.2906(2) 0.9339(3) 0.13276(15) 0.0312(7) Uani 1 1 d . . . . .
H21 H 0.238873 0.910299 0.111529 0.037 Uiso 1 1 calc R U . . .
N22 N 0.27016(18) 0.7123(2) 0.23214(11) 0.0230(5) Uani 1 1 d . . . . .
C23 C 0.2002(2) 0.7966(3) 0.24821(14) 0.0241(6) Uani 1 1 d . . . . .
H23A H 0.157738 0.803267 0.213926 0.029 Uiso 1 1 calc R U . . .
H23B H 0.226584 0.874351 0.255385 0.029 Uiso 1 1 calc R U . . .
C24 C 0.1527(2) 0.7560(3) 0.30560(14) 0.0244(6) Uani 1 1 d . . . . .
H24A H 0.112736 0.691090 0.294540 0.029 Uiso 1 1 calc R U . . .
H24B H 0.115753 0.820747 0.321136 0.029 Uiso 1 1 calc R U . . .
C25 C 0.2137(2) 0.7154(3) 0.35699(14) 0.0234(6) Uani 1 1 d . . . . .
H25A H 0.179429 0.705496 0.395245 0.028 Uiso 1 1 calc R U . . .
H25B H 0.239884 0.639179 0.346068 0.028 Uiso 1 1 calc R U . . .
N26 N 0.28450(17) 0.8013(2) 0.36694(12) 0.0228(5) Uani 1 1 d . . . . .
C27 C 0.4286(2) 0.9464(3) 0.37425(16) 0.0292(7) Uani 1 1 d . . . . .
H27 H 0.385820 0.951515 0.342540 0.035 Uiso 1 1 calc R U . . .
C28 C 0.5038(3) 1.0145(3) 0.37079(19) 0.0391(8) Uani 1 1 d . . . . .
H28 H 0.511972 1.065486 0.336945 0.047 Uiso 1 1 calc R U . . .
C29 C 0.5668(2) 1.0088(4) 0.4163(2) 0.0407(9) Uani 1 1 d . . . . .
H29 H 0.618632 1.055038 0.414015 0.049 Uiso 1 1 calc R U . . .
C30 C 0.5532(2) 0.9345(3) 0.46533(18) 0.0359(8) Uani 1 1 d . . . . .
H30 H 0.597093 0.929571 0.496305 0.043 Uiso 1 1 calc R U . . .
C31 C 0.4776(2) 0.8670(3) 0.47081(16) 0.0288(7) Uani 1 1 d . . . . .
C32 C 0.4139(2) 0.8700(3) 0.42327(14) 0.0240(6) Uani 1 1 d . . . . .
C33 C 0.3335(2) 0.7893(3) 0.42528(14) 0.0222(6) Uani 1 1 d . . . . .
C34 C 0.2754(2) 0.8302(3) 0.47888(14) 0.0224(6) Uani 1 1 d . . . . .
C35 C 0.1941(2) 0.8832(3) 0.46807(15) 0.0269(6) Uani 1 1 d . . . . .
H35 H 0.175938 0.897525 0.427085 0.032 Uiso 1 1 calc R U . . .
C36 C 0.1392(2) 0.9154(3) 0.51613(17) 0.0311(7) Uani 1 1 d . . . . .
H36 H 0.083851 0.950878 0.507861 0.037 Uiso 1 1 calc R U . . .
C37 C 0.1651(2) 0.8956(3) 0.57602(16) 0.0311(7) Uani 1 1 d . . . . .
H37 H 0.127023 0.915175 0.609056 0.037 Uiso 1 1 calc R U . . .
C38 C 0.2467(2) 0.8473(3) 0.58725(15) 0.0284(7) Uani 1 1 d . . . . .
H38 H 0.264502 0.834502 0.628454 0.034 Uiso 1 1 calc R U . . .
C39 C 0.3042(2) 0.8166(3) 0.53975(14) 0.0244(6) Uani 1 1 d . . . . .
C40 C 0.3921(2) 0.7774(3) 0.55702(16) 0.0320(7) Uani 1 1 d . . . . .
H40 H 0.396351 0.731649 0.593183 0.038 Uiso 1 1 calc R U . . .
C41 C 0.4676(2) 0.7990(3) 0.52735(16) 0.0317(7) Uani 1 1 d . . . . .
H41 H 0.519834 0.767272 0.544591 0.038 Uiso 1 1 calc R U . . .
C42 C 0.3640(2) 0.6615(3) 0.43217(14) 0.0239(6) Uani 1 1 d . . . . .
C43 C 0.3162(2) 0.5799(3) 0.46567(15) 0.0290(7) Uani 1 1 d . . . . .
H43 H 0.264981 0.603840 0.487409 0.035 Uiso 1 1 calc R U . . .
C44 C 0.3423(3) 0.4644(3) 0.46771(17) 0.0367(8) Uani 1 1 d . . . . .
H44 H 0.308659 0.409816 0.490663 0.044 Uiso 1 1 calc R U . . .
C45 C 0.4168(3) 0.4276(3) 0.43663(19) 0.0414(9) Uani 1 1 d . . . . .
H45 H 0.435587 0.348775 0.439172 0.050 Uiso 1 1 calc R U . . .
C46 C 0.4639(3) 0.5074(3) 0.40169(19) 0.0392(9) Uani 1 1 d . . . . .
H46 H 0.514493 0.482835 0.379478 0.047 Uiso 1 1 calc R U . . .
C47 C 0.4371(2) 0.6231(3) 0.39915(16) 0.0317(7) Uani 1 1 d . . . . .
H47 H 0.469102 0.676718 0.374548 0.038 Uiso 1 1 calc R U . . .
C48 C 0.2066(4) 0.3563(4) 0.2697(2) 0.0586(13) Uani 1 1 d . . . . .
C49 C 0.2984(4) 0.3259(6) 0.2914(4) 0.092(2) Uani 1 1 d . . . . .
H49A H 0.333906 0.300865 0.255692 0.110 Uiso 1 1 calc R U . . .
H49B H 0.326284 0.396847 0.308501 0.110 Uiso 1 1 calc R U . . .
C50 C 0.3009(4) 0.2349(5) 0.3374(4) 0.088(2) Uani 1 1 d . . . . .
H50A H 0.281729 0.268284 0.377044 0.105 Uiso 1 1 calc R U . . .
H50B H 0.362761 0.208772 0.342282 0.105 Uiso 1 1 calc R U . . .
C51 C 0.2453(4) 0.1317(4) 0.3237(3) 0.0665(15) Uani 1 1 d . . . . .
H51A H 0.272654 0.086631 0.289957 0.080 Uiso 1 1 calc R U . . .
H51B H 0.242918 0.080817 0.360283 0.080 Uiso 1 1 calc R U . . .
C52 C 0.1553(5) 0.1641(7) 0.3060(5) 0.119(3) Uani 1 1 d . . . . .
H52A H 0.124979 0.093696 0.290407 0.143 Uiso 1 1 calc R U . . .
H52B H 0.123396 0.189795 0.343264 0.143 Uiso 1 1 calc R U . . .
C53 C 0.1479(4) 0.2545(5) 0.2604(4) 0.096(2) Uani 1 1 d . . . . .
H53A H 0.086108 0.282237 0.259649 0.115 Uiso 1 1 calc R U . . .
H53B H 0.160927 0.220201 0.219802 0.115 Uiso 1 1 calc R U . . .
O54 O 0.1786(3) 0.4517(3) 0.25930(19) 0.0749(11) Uani 1 1 d . . . . .
H22 H 0.248(2) 0.639(3) 0.2366(17) 0.028(10) Uiso 1 1 d . . . . .
H26 H 0.324(3) 0.796(4) 0.341(2) 0.037(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.381(5) . ?
C1 C6 1.397(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.379(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.370(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.411(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.405(4) . ?
C5 C15 1.449(5) . ?
C6 C7 1.553(4) . ?
C7 N22 1.473(4) . ?
C7 C8 1.536(4) . ?
C7 C16 1.543(4) . ?
C8 C9 1.392(5) . ?
C8 C13 1.409(4) . ?
C9 C10 1.391(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.376(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.405(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.457(5) . ?
C14 C15 1.335(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.384(5) . ?
C16 C17 1.396(5) . ?
C17 C18 1.388(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.378(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.392(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
N22 C23 1.478(4) . ?
N22 H22 0.92(4) . ?
C23 C24 1.518(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.527(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N26 1.473(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
N26 C33 1.480(4) . ?
N26 H26 0.83(5) . ?
C27 C28 1.384(5) . ?
C27 C32 1.400(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.380(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.390(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.417(5) . ?
C31 C41 1.467(5) . ?
C32 C33 1.533(4) . ?
C33 C34 1.537(4) . ?
C33 C42 1.546(4) . ?
C34 C35 1.395(5) . ?
C34 C39 1.407(4) . ?
C35 C36 1.389(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.383(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.378(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.399(4) . ?
C38 H38 0.9500 . ?
C39 C40 1.456(5) . ?
C40 C41 1.337(5) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C43 1.392(5) . ?
C42 C47 1.393(5) . ?
C43 C44 1.385(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.384(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.389(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.389(5) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 O54 1.196(6) . ?
C48 C53 1.482(7) . ?
C48 C49 1.511(8) . ?
C49 C50 1.449(8) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.485(7) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.466(9) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 C53 1.441(9) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?

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 121.5(3) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.8(3) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 C15 124.2(3) . . ?
C4 C5 C15 117.0(3) . . ?
C1 C6 C5 118.4(3) . . ?
C1 C6 C7 120.9(3) . . ?
C5 C6 C7 120.7(3) . . ?
N22 C7 C8 107.8(2) . . ?
N22 C7 C16 106.1(2) . . ?
C8 C7 C16 110.1(2) . . ?
N22 C7 C6 112.7(2) . . ?
C8 C7 C6 107.0(2) . . ?
C16 C7 C6 113.0(2) . . ?
C9 C8 C13 118.5(3) . . ?
C9 C8 C7 120.7(3) . . ?
C13 C8 C7 120.8(3) . . ?
C10 C9 C8 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 120.4(4) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 121.4(3) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C8 119.1(3) . . ?
C12 C13 C14 116.4(3) . . ?
C8 C13 C14 124.5(3) . . ?
C15 C14 C13 126.3(3) . . ?
C15 C14 H14 116.8 . . ?
C13 C14 H14 116.8 . . ?
C14 C15 C5 126.8(3) . . ?
C14 C15 H15 116.6 . . ?
C5 C15 H15 116.6 . . ?
C21 C16 C17 118.6(3) . . ?
C21 C16 C7 122.6(3) . . ?
C17 C16 C7 118.7(3) . . ?
C18 C17 C16 120.7(4) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C19 C18 C17 120.0(4) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 119.7(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.3(4) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 120.7(4) . . ?
C16 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C7 N22 C23 116.9(2) . . ?
C7 N22 H22 109(2) . . ?
C23 N22 H22 108(2) . . ?
N22 C23 C24 109.6(2) . . ?
N22 C23 H23A 109.8 . . ?
C24 C23 H23A 109.8 . . ?
N22 C23 H23B 109.8 . . ?
C24 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
C23 C24 C25 114.3(2) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
N26 C25 C24 110.2(2) . . ?
N26 C25 H25A 109.6 . . ?
C24 C25 H25A 109.6 . . ?
N26 C25 H25B 109.6 . . ?
C24 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C25 N26 C33 115.4(2) . . ?
C25 N26 H26 112(3) . . ?
C33 N26 H26 103(3) . . ?
C28 C27 C32 121.7(3) . . ?
C28 C27 H27 119.1 . . ?
C32 C27 H27 119.1 . . ?
C29 C28 C27 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 118.9(3) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C29 C30 C31 122.2(3) . . ?
C29 C30 H30 118.9 . . ?
C31 C30 H30 118.9 . . ?
C30 C31 C32 119.0(3) . . ?
C30 C31 C41 117.0(3) . . ?
C32 C31 C41 123.9(3) . . ?
C27 C32 C31 117.8(3) . . ?
C27 C32 C33 121.8(3) . . ?
C31 C32 C33 120.4(3) . . ?
N26 C33 C32 108.6(2) . . ?
N26 C33 C34 109.8(2) . . ?
C32 C33 C34 107.0(2) . . ?
N26 C33 C42 108.8(2) . . ?
C32 C33 C42 109.8(2) . . ?
C34 C33 C42 112.8(2) . . ?
C35 C34 C39 118.8(3) . . ?
C35 C34 C33 120.7(3) . . ?
C39 C34 C33 120.4(3) . . ?
C36 C35 C34 121.2(3) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C37 C36 C35 120.0(3) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C36 119.2(3) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C37 C38 C39 122.0(3) . . ?
C37 C38 H38 119.0 . . ?
C39 C38 H38 119.0 . . ?
C38 C39 C34 118.5(3) . . ?
C38 C39 C40 117.2(3) . . ?
C34 C39 C40 124.2(3) . . ?
C41 C40 C39 126.9(3) . . ?
C41 C40 H40 116.6 . . ?
C39 C40 H40 116.6 . . ?
C40 C41 C31 126.4(3) . . ?
C40 C41 H41 116.8 . . ?
C31 C41 H41 116.8 . . ?
C43 C42 C47 118.3(3) . . ?
C43 C42 C33 122.2(3) . . ?
C47 C42 C33 119.2(3) . . ?
C44 C43 C42 120.8(3) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C45 C44 C43 120.6(4) . . ?
C45 C44 H44 119.7 . . ?
C43 C44 H44 119.7 . . ?
C44 C45 C46 119.2(3) . . ?
C44 C45 H45 120.4 . . ?
C46 C45 H45 120.4 . . ?
C45 C46 C47 120.1(4) . . ?
C45 C46 H46 119.9 . . ?
C47 C46 H46 119.9 . . ?
C46 C47 C42 120.9(4) . . ?
C46 C47 H47 119.5 . . ?
C42 C47 H47 119.5 . . ?
O54 C48 C53 118.9(5) . . ?
O54 C48 C49 126.7(5) . . ?
C53 C48 C49 114.4(4) . . ?
C50 C49 C48 114.0(5) . . ?
C50 C49 H49A 108.7 . . ?
C48 C49 H49A 108.7 . . ?
C50 C49 H49B 108.7 . . ?
C48 C49 H49B 108.7 . . ?
H49A C49 H49B 107.6 . . ?
C49 C50 C51 114.9(5) . . ?
C49 C50 H50A 108.5 . . ?
C51 C50 H50A 108.5 . . ?
C49 C50 H50B 108.5 . . ?
C51 C50 H50B 108.5 . . ?
H50A C50 H50B 107.5 . . ?
C52 C51 C50 112.3(5) . . ?
C52 C51 H51A 109.2 . . ?
C50 C51 H51A 109.2 . . ?
C52 C51 H51B 109.2 . . ?
C50 C51 H51B 109.2 . . ?
H51A C51 H51B 107.9 . . ?
C53 C52 C51 115.8(6) . . ?
C53 C52 H52A 108.3 . . ?
C51 C52 H52A 108.3 . . ?
C53 C52 H52B 108.3 . . ?
C51 C52 H52B 108.3 . . ?
H52A C52 H52B 107.4 . . ?
C52 C53 C48 115.3(5) . . ?
C52 C53 H53A 108.5 . . ?
C48 C53 H53A 108.5 . . ?
C52 C53 H53B 108.5 . . ?
C48 C53 H53B 108.5 . . ?
H53A C53 H53B 107.5 . . ?

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 -0.9(5) . . . . ?
C1 C2 C3 C4 1.4(5) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C3 C4 C5 C6 -2.6(5) . . . . ?
C3 C4 C5 C15 173.5(3) . . . . ?
C2 C1 C6 C5 -1.4(5) . . . . ?
C2 C1 C6 C7 179.7(3) . . . . ?
C4 C5 C6 C1 3.0(4) . . . . ?
C15 C5 C6 C1 -172.8(3) . . . . ?
C4 C5 C6 C7 -178.0(3) . . . . ?
C15 C5 C6 C7 6.2(5) . . . . ?
C1 C6 C7 N22 -6.3(4) . . . . ?
C5 C6 C7 N22 174.8(3) . . . . ?
C1 C6 C7 C8 112.0(3) . . . . ?
C5 C6 C7 C8 -66.9(3) . . . . ?
C1 C6 C7 C16 -126.6(3) . . . . ?
C5 C6 C7 C16 54.5(4) . . . . ?
N22 C7 C8 C9 6.2(4) . . . . ?
C16 C7 C8 C9 121.6(3) . . . . ?
C6 C7 C8 C9 -115.3(3) . . . . ?
N22 C7 C8 C13 -172.5(3) . . . . ?
C16 C7 C8 C13 -57.1(4) . . . . ?
C6 C7 C8 C13 66.1(3) . . . . ?
C13 C8 C9 C10 -0.6(5) . . . . ?
C7 C8 C9 C10 -179.3(3) . . . . ?
C8 C9 C10 C11 3.1(6) . . . . ?
C9 C10 C11 C12 -2.2(6) . . . . ?
C10 C11 C12 C13 -1.1(6) . . . . ?
C11 C12 C13 C8 3.6(5) . . . . ?
C11 C12 C13 C14 -175.0(3) . . . . ?
C9 C8 C13 C12 -2.7(4) . . . . ?
C7 C8 C13 C12 176.0(3) . . . . ?
C9 C8 C13 C14 175.8(3) . . . . ?
C7 C8 C13 C14 -5.5(4) . . . . ?
C12 C13 C14 C15 144.1(3) . . . . ?
C8 C13 C14 C15 -34.4(5) . . . . ?
C13 C14 C15 C5 -1.3(6) . . . . ?
C6 C5 C15 C14 35.5(5) . . . . ?
C4 C5 C15 C14 -140.4(3) . . . . ?
N22 C7 C16 C21 -101.0(3) . . . . ?
C8 C7 C16 C21 142.6(3) . . . . ?
C6 C7 C16 C21 23.0(4) . . . . ?
N22 C7 C16 C17 74.6(3) . . . . ?
C8 C7 C16 C17 -41.9(4) . . . . ?
C6 C7 C16 C17 -161.4(3) . . . . ?
C21 C16 C17 C18 -1.6(5) . . . . ?
C7 C16 C17 C18 -177.4(3) . . . . ?
C16 C17 C18 C19 0.6(6) . . . . ?
C17 C18 C19 C20 0.5(6) . . . . ?
C18 C19 C20 C21 -0.6(6) . . . . ?
C17 C16 C21 C20 1.6(5) . . . . ?
C7 C16 C21 C20 177.1(3) . . . . ?
C19 C20 C21 C16 -0.5(6) . . . . ?
C8 C7 N22 C23 169.7(2) . . . . ?
C16 C7 N22 C23 51.8(3) . . . . ?
C6 C7 N22 C23 -72.5(3) . . . . ?
C7 N22 C23 C24 167.3(3) . . . . ?
N22 C23 C24 C25 45.8(4) . . . . ?
C23 C24 C25 N26 48.0(4) . . . . ?
C24 C25 N26 C33 164.3(2) . . . . ?
C32 C27 C28 C29 -0.1(6) . . . . ?
C27 C28 C29 C30 -0.4(6) . . . . ?
C28 C29 C30 C31 -1.1(6) . . . . ?
C29 C30 C31 C32 3.0(5) . . . . ?
C29 C30 C31 C41 -175.1(3) . . . . ?
C28 C27 C32 C31 1.9(5) . . . . ?
C28 C27 C32 C33 -176.3(3) . . . . ?
C30 C31 C32 C27 -3.3(4) . . . . ?
C41 C31 C32 C27 174.6(3) . . . . ?
C30 C31 C32 C33 175.0(3) . . . . ?
C41 C31 C32 C33 -7.1(4) . . . . ?
C25 N26 C33 C32 170.2(2) . . . . ?
C25 N26 C33 C34 -73.2(3) . . . . ?
C25 N26 C33 C42 50.7(3) . . . . ?
C27 C32 C33 N26 4.7(4) . . . . ?
C31 C32 C33 N26 -173.5(3) . . . . ?
C27 C32 C33 C34 -113.7(3) . . . . ?
C31 C32 C33 C34 68.1(3) . . . . ?
C27 C32 C33 C42 123.6(3) . . . . ?
C31 C32 C33 C42 -54.6(4) . . . . ?
N26 C33 C34 C35 -7.3(4) . . . . ?
C32 C33 C34 C35 110.3(3) . . . . ?
C42 C33 C34 C35 -128.8(3) . . . . ?
N26 C33 C34 C39 173.8(3) . . . . ?
C32 C33 C34 C39 -68.6(3) . . . . ?
C42 C33 C34 C39 52.2(4) . . . . ?
C39 C34 C35 C36 -4.3(5) . . . . ?
C33 C34 C35 C36 176.8(3) . . . . ?
C34 C35 C36 C37 0.4(5) . . . . ?
C35 C36 C37 C38 2.0(5) . . . . ?
C36 C37 C38 C39 -0.5(5) . . . . ?
C37 C38 C39 C34 -3.3(5) . . . . ?
C37 C38 C39 C40 173.9(3) . . . . ?
C35 C34 C39 C38 5.6(4) . . . . ?
C33 C34 C39 C38 -175.4(3) . . . . ?
C35 C34 C39 C40 -171.4(3) . . . . ?
C33 C34 C39 C40 7.5(5) . . . . ?
C38 C39 C40 C41 -143.3(4) . . . . ?
C34 C39 C40 C41 33.8(5) . . . . ?
C39 C40 C41 C31 -0.1(6) . . . . ?
C30 C31 C41 C40 144.2(4) . . . . ?
C32 C31 C41 C40 -33.8(5) . . . . ?
N26 C33 C42 C43 -95.8(3) . . . . ?
C32 C33 C42 C43 145.5(3) . . . . ?
C34 C33 C42 C43 26.3(4) . . . . ?
N26 C33 C42 C47 77.9(3) . . . . ?
C32 C33 C42 C47 -40.8(4) . . . . ?
C34 C33 C42 C47 -160.0(3) . . . . ?
C47 C42 C43 C44 2.1(5) . . . . ?
C33 C42 C43 C44 175.8(3) . . . . ?
C42 C43 C44 C45 0.3(5) . . . . ?
C43 C44 C45 C46 -2.0(6) . . . . ?
C44 C45 C46 C47 1.3(6) . . . . ?
C45 C46 C47 C42 1.1(5) . . . . ?
C43 C42 C47 C46 -2.8(5) . . . . ?
C33 C42 C47 C46 -176.7(3) . . . . ?
O54 C48 C49 C50 139.6(7) . . . . ?
C53 C48 C49 C50 -41.1(9) . . . . ?
C48 C49 C50 C51 46.2(10) . . . . ?
C49 C50 C51 C52 -49.2(10) . . . . ?
C50 C51 C52 C53 48.1(11) . . . . ?
C51 C52 C53 C48 -44.6(12) . . . . ?
O54 C48 C53 C52 -140.6(8) . . . . ?
C49 C48 C53 C52 40.1(11) . . . . ?

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
N22 H22 O54 0.92(4) 2.44(4) 3.350(5) 173(3) . yes
N26 H26 N22 0.83(5) 2.68(4) 3.121(3) 114(3) . yes

_refine_diff_density_max         0.545
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.046



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: cyclohexanone'
