# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_ha073
_database_code_depnum_ccdc_archive 'CCDC 1905942'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'N,N-bis(9-phenyl-9-thioxanthenyl)ethylenediamine: toluene (1:1)'
_chemical_melting_point          451.15
_chemical_formula_moiety         'C40 H32 N2 S2, C7 H8'
_chemical_formula_sum            'C47 H40 N2 S2'
_chemical_formula_weight         696.93

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.4791(5)
_cell_length_b                   13.3723(7)
_cell_length_c                   25.4654(13)
_cell_angle_alpha                90
_cell_angle_beta                 91.115(2)
_cell_angle_gamma                90
_cell_volume                     3567.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9769
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      28.29

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.314
_exptl_crystal_size_mid          0.289
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.187
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9390
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            76887
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.720
_diffrn_reflns_theta_max         28.355
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8904
_reflns_number_gt                7079
_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 v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

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

The H atoms of the methyl group were allowed to rotate with a fixed angle around
the C---C bond to best fit the experimental electron density (HFIX 137 in the
SHELX program suite (Sheldrick, 2015)), with Uiso(H) set to 1.5
Ueq(C).

The nitrogen-bound H atoms were located on a difference Fourier map and refined
freely.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+1.5827P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8904
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.1003
_refine_ls_wR_factor_gt          0.0905
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.002
_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 0.60525(4) 0.24403(3) 0.50690(2) 0.03633(10) Uani 1 1 d . . . . .
S2 S 0.81239(4) 0.91175(3) 0.26061(2) 0.03345(9) Uani 1 1 d . . . . .
N1 N 0.78833(11) 0.52584(8) 0.44081(4) 0.0216(2) Uani 1 1 d . . . . .
N2 N 0.65529(11) 0.70455(8) 0.38658(4) 0.0219(2) Uani 1 1 d . . . . .
C1 C 0.75196(12) 0.42526(9) 0.45816(5) 0.0214(2) Uani 1 1 d . . . . .
C2 C 0.72855(13) 0.61292(9) 0.46501(5) 0.0244(3) Uani 1 1 d . . . . .
H2A H 0.767462 0.624733 0.500197 0.029 Uiso 1 1 calc R U . . .
H2B H 0.636335 0.600053 0.469388 0.029 Uiso 1 1 calc R U . . .
C3 C 0.74639(13) 0.70519(9) 0.43074(5) 0.0245(3) Uani 1 1 d . . . . .
H3A H 0.733840 0.766218 0.452036 0.029 Uiso 1 1 calc R U . . .
H3B H 0.834447 0.706306 0.417363 0.029 Uiso 1 1 calc R U . . .
C4 C 0.67690(12) 0.77017(9) 0.34126(5) 0.0209(2) Uani 1 1 d . . . . .
C11 C 0.61648(12) 0.40248(9) 0.43729(5) 0.0236(3) Uani 1 1 d . . . . .
C12 C 0.54761(13) 0.32021(10) 0.45542(6) 0.0279(3) Uani 1 1 d . . . . .
C13 C 0.43052(14) 0.29424(12) 0.43256(6) 0.0356(3) Uani 1 1 d . . . . .
H13 H 0.385813 0.237488 0.445049 0.043 Uiso 1 1 calc R U . . .
C14 C 0.37891(15) 0.35010(13) 0.39199(7) 0.0391(4) Uani 1 1 d . . . . .
H14 H 0.299559 0.331496 0.376181 0.047 Uiso 1 1 calc R U . . .
C15 C 0.44345(14) 0.43346(12) 0.37445(6) 0.0359(3) Uani 1 1 d . . . . .
H15 H 0.407478 0.473303 0.347054 0.043 Uiso 1 1 calc R U . . .
C16 C 0.56067(13) 0.45891(11) 0.39683(6) 0.0285(3) Uani 1 1 d . . . . .
H16 H 0.604148 0.516241 0.384316 0.034 Uiso 1 1 calc R U . . .
C21 C 0.76368(13) 0.40869(10) 0.51769(5) 0.0241(3) Uani 1 1 d . . . . .
C22 C 0.70356(14) 0.32818(10) 0.54204(6) 0.0293(3) Uani 1 1 d . . . . .
C23 C 0.72719(16) 0.30680(13) 0.59510(6) 0.0394(4) Uani 1 1 d . . . . .
H23 H 0.685211 0.252127 0.611170 0.047 Uiso 1 1 calc R U . . .
C24 C 0.81104(16) 0.36473(15) 0.62408(6) 0.0442(4) Uani 1 1 d . . . . .
H24 H 0.827721 0.349528 0.659998 0.053 Uiso 1 1 calc R U . . .
C25 C 0.87108(15) 0.44508(13) 0.60095(6) 0.0375(3) Uani 1 1 d . . . . .
H25 H 0.928571 0.485464 0.620962 0.045 Uiso 1 1 calc R U . . .
C26 C 0.84697(14) 0.46647(11) 0.54837(5) 0.0290(3) Uani 1 1 d . . . . .
H26 H 0.888373 0.522008 0.532859 0.035 Uiso 1 1 calc R U . . .
C31 C 0.84576(12) 0.35400(9) 0.43024(5) 0.0231(3) Uani 1 1 d . . . . .
C32 C 0.93452(14) 0.29597(11) 0.45746(6) 0.0322(3) Uani 1 1 d . . . . .
H32 H 0.936542 0.296740 0.494766 0.039 Uiso 1 1 calc R U . . .
C33 C 1.02075(15) 0.23656(12) 0.43060(7) 0.0397(4) Uani 1 1 d . . . . .
H33 H 1.080737 0.196820 0.449707 0.048 Uiso 1 1 calc R U . . .
C34 C 1.01964(15) 0.23504(11) 0.37671(7) 0.0369(3) Uani 1 1 d . . . . .
H34 H 1.078776 0.194591 0.358511 0.044 Uiso 1 1 calc R U . . .
C35 C 0.93174(15) 0.29287(11) 0.34902(6) 0.0332(3) Uani 1 1 d . . . . .
H35 H 0.930573 0.292207 0.311711 0.040 Uiso 1 1 calc R U . . .
C36 C 0.84535(13) 0.35178(10) 0.37572(5) 0.0275(3) Uani 1 1 d . . . . .
H36 H 0.785188 0.391093 0.356454 0.033 Uiso 1 1 calc R U . . .
C41 C 0.79052(12) 0.72882(9) 0.31049(5) 0.0221(3) Uani 1 1 d . . . . .
C42 C 0.85020(13) 0.78566(10) 0.27202(5) 0.0255(3) Uani 1 1 d . . . . .
C43 C 0.94088(14) 0.74319(12) 0.23956(6) 0.0339(3) Uani 1 1 d . . . . .
H43 H 0.979753 0.782715 0.213314 0.041 Uiso 1 1 calc R U . . .
C44 C 0.97450(14) 0.64402(12) 0.24533(6) 0.0353(3) Uani 1 1 d . . . . .
H44 H 1.034850 0.614841 0.222565 0.042 Uiso 1 1 calc R U . . .
C45 C 0.92023(14) 0.58738(11) 0.28423(6) 0.0307(3) Uani 1 1 d . . . . .
H45 H 0.944912 0.519554 0.288918 0.037 Uiso 1 1 calc R U . . .
C46 C 0.82956(13) 0.62937(10) 0.31657(5) 0.0254(3) Uani 1 1 d . . . . .
H46 H 0.793243 0.589742 0.343394 0.031 Uiso 1 1 calc R U . . .
C51 C 0.69661(12) 0.88063(9) 0.35593(5) 0.0220(2) Uani 1 1 d . . . . .
C52 C 0.75726(13) 0.94783(10) 0.32254(5) 0.0255(3) Uani 1 1 d . . . . .
C53 C 0.77133(15) 1.04850(10) 0.33587(6) 0.0331(3) Uani 1 1 d . . . . .
H53 H 0.814420 1.092617 0.312965 0.040 Uiso 1 1 calc R U . . .
C54 C 0.72289(15) 1.08405(10) 0.38218(6) 0.0350(3) Uani 1 1 d . . . . .
H54 H 0.733020 1.152450 0.391441 0.042 Uiso 1 1 calc R U . . .
C55 C 0.65947(14) 1.01955(10) 0.41506(6) 0.0301(3) Uani 1 1 d . . . . .
H55 H 0.624783 1.043842 0.446801 0.036 Uiso 1 1 calc R U . . .
C56 C 0.64628(13) 0.91914(10) 0.40181(5) 0.0257(3) Uani 1 1 d . . . . .
H56 H 0.601792 0.875810 0.424673 0.031 Uiso 1 1 calc R U . . .
C61 C 0.55552(12) 0.75851(10) 0.30631(5) 0.0227(3) Uani 1 1 d . . . . .
C62 C 0.52370(14) 0.66326(11) 0.28788(6) 0.0300(3) Uani 1 1 d . . . . .
H62 H 0.578856 0.608527 0.295444 0.036 Uiso 1 1 calc R U . . .
C63 C 0.41266(15) 0.64765(12) 0.25869(6) 0.0374(3) Uani 1 1 d . . . . .
H63 H 0.392021 0.582342 0.246547 0.045 Uiso 1 1 calc R U . . .
C64 C 0.33167(14) 0.72651(14) 0.24710(6) 0.0387(4) Uani 1 1 d . . . . .
H64 H 0.255436 0.715796 0.227088 0.046 Uiso 1 1 calc R U . . .
C65 C 0.36277(15) 0.82074(13) 0.26489(7) 0.0408(4) Uani 1 1 d . . . . .
H65 H 0.307694 0.875321 0.256921 0.049 Uiso 1 1 calc R U . . .
C66 C 0.47408(14) 0.83703(11) 0.29446(6) 0.0320(3) Uani 1 1 d . . . . .
H66 H 0.494150 0.902481 0.306552 0.038 Uiso 1 1 calc R U . . .
C71 C 0.38213(16) 0.44324(13) 0.08741(8) 0.0454(4) Uani 1 1 d . . . . .
C72 C 0.35450(17) 0.46364(14) 0.13915(8) 0.0469(4) Uani 1 1 d . . . . .
H72 H 0.410537 0.441113 0.166438 0.056 Uiso 1 1 calc R U . . .
C73 C 0.24514(16) 0.51695(13) 0.15155(7) 0.0434(4) Uani 1 1 d . . . . .
H73 H 0.227147 0.530807 0.187237 0.052 Uiso 1 1 calc R U . . .
C74 C 0.16355(17) 0.54948(13) 0.11278(7) 0.0453(4) Uani 1 1 d . . . . .
H74 H 0.089293 0.586345 0.121326 0.054 Uiso 1 1 calc R U . . .
C75 C 0.18975(19) 0.52841(16) 0.06111(8) 0.0544(5) Uani 1 1 d . . . . .
H75 H 0.132710 0.550063 0.033975 0.065 Uiso 1 1 calc R U . . .
C76 C 0.29779(18) 0.47633(14) 0.04871(8) 0.0480(4) Uani 1 1 d . . . . .
H76 H 0.315032 0.462738 0.012928 0.058 Uiso 1 1 calc R U . . .
C77 C 0.4989(2) 0.3856(2) 0.07420(11) 0.0756(7) Uani 1 1 d . . . . .
H77A H 0.574867 0.424875 0.083766 0.113 Uiso 1 1 calc R U . . .
H77B H 0.498648 0.371615 0.036425 0.113 Uiso 1 1 calc R U . . .
H77C H 0.500122 0.322464 0.093732 0.113 Uiso 1 1 calc R U . . .
H1 H 0.8711(16) 0.5326(12) 0.4414(6) 0.031(4) Uiso 1 1 d . . . . .
H2 H 0.5768(16) 0.7119(12) 0.3978(6) 0.031(4) 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
S1 C12 1.7579(15) . ?
S1 C22 1.7586(16) . ?
S2 C42 1.7551(14) . ?
S2 C52 1.7575(14) . ?
N1 C2 1.4638(16) . ?
N1 C1 1.4683(15) . ?
N1 H1 0.872(17) . ?
N2 C3 1.4609(17) . ?
N2 C4 1.4710(16) . ?
N2 H2 0.882(17) . ?
C1 C21 1.5344(18) . ?
C1 C11 1.5367(18) . ?
C1 C31 1.5515(17) . ?
C2 C3 1.5248(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C51 1.5366(17) . ?
C4 C41 1.5406(17) . ?
C4 C61 1.5459(18) . ?
C11 C16 1.3963(19) . ?
C11 C12 1.3990(18) . ?
C12 C13 1.392(2) . ?
C13 C14 1.377(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.394(2) . ?
C21 C22 1.3985(18) . ?
C22 C23 1.398(2) . ?
C23 C24 1.375(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.387(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3866(19) . ?
C31 C36 1.3887(19) . ?
C32 C33 1.393(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.372(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.385(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.3880(19) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.3972(18) . ?
C41 C46 1.3991(18) . ?
C42 C43 1.393(2) . ?
C43 C44 1.379(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.379(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.3879(19) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.3903(19) . ?
C51 C52 1.3982(18) . ?
C52 C53 1.3955(19) . ?
C53 C54 1.378(2) . ?
C53 H53 0.9500 . ?
C54 C55 1.381(2) . ?
C54 H54 0.9500 . ?
C55 C56 1.3906(18) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.3827(19) . ?
C61 C62 1.3957(19) . ?
C62 C63 1.384(2) . ?
C62 H62 0.9500 . ?
C63 C64 1.382(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.376(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.393(2) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C71 C72 1.382(3) . ?
C71 C76 1.383(3) . ?
C71 C77 1.490(3) . ?
C72 C73 1.391(3) . ?
C72 H72 0.9500 . ?
C73 C74 1.365(3) . ?
C73 H73 0.9500 . ?
C74 C75 1.378(3) . ?
C74 H74 0.9500 . ?
C75 C76 1.371(3) . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 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 101.42(7) . . ?
C42 S2 C52 101.08(6) . . ?
C2 N1 C1 119.10(10) . . ?
C2 N1 H1 110.1(11) . . ?
C1 N1 H1 110.7(11) . . ?
C3 N2 C4 119.49(10) . . ?
C3 N2 H2 110.4(11) . . ?
C4 N2 H2 110.3(11) . . ?
N1 C1 C21 114.41(11) . . ?
N1 C1 C11 108.72(10) . . ?
C21 C1 C11 111.63(10) . . ?
N1 C1 C31 104.73(10) . . ?
C21 C1 C31 108.95(10) . . ?
C11 C1 C31 108.00(10) . . ?
N1 C2 C3 110.16(10) . . ?
N1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
N1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N2 C3 C2 110.50(11) . . ?
N2 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
N2 C4 C51 113.88(10) . . ?
N2 C4 C41 108.50(10) . . ?
C51 C4 C41 111.54(10) . . ?
N2 C4 C61 104.71(10) . . ?
C51 C4 C61 110.00(10) . . ?
C41 C4 C61 107.84(10) . . ?
C16 C11 C12 117.21(13) . . ?
C16 C11 C1 121.26(11) . . ?
C12 C11 C1 121.38(12) . . ?
C13 C12 C11 120.95(14) . . ?
C13 C12 S1 117.05(11) . . ?
C11 C12 S1 122.00(11) . . ?
C14 C13 C12 120.58(14) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.50(14) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C16 120.01(15) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.71(14) . . ?
C15 C16 H16 119.1 . . ?
C11 C16 H16 119.1 . . ?
C26 C21 C22 117.43(13) . . ?
C26 C21 C1 120.72(12) . . ?
C22 C21 C1 121.41(12) . . ?
C23 C22 C21 120.87(15) . . ?
C23 C22 S1 116.86(11) . . ?
C21 C22 S1 122.10(11) . . ?
C24 C23 C22 120.17(15) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.03(15) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 119.70(16) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C21 121.80(14) . . ?
C25 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
C32 C31 C36 118.47(12) . . ?
C32 C31 C1 122.65(12) . . ?
C36 C31 C1 118.79(11) . . ?
C31 C32 C33 120.61(14) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C34 C33 C32 120.44(14) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 119.56(13) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C36 120.08(14) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 120.83(13) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C42 C41 C46 117.43(12) . . ?
C42 C41 C4 121.48(11) . . ?
C46 C41 C4 120.80(11) . . ?
C43 C42 C41 120.95(13) . . ?
C43 C42 S2 116.61(11) . . ?
C41 C42 S2 122.41(10) . . ?
C44 C43 C42 120.31(14) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C45 C44 C43 119.78(13) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C44 C45 C46 120.05(13) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 121.40(13) . . ?
C45 C46 H46 119.3 . . ?
C41 C46 H46 119.3 . . ?
C56 C51 C52 117.22(12) . . ?
C56 C51 C4 120.59(11) . . ?
C52 C51 C4 122.04(12) . . ?
C53 C52 C51 121.27(13) . . ?
C53 C52 S2 116.62(11) . . ?
C51 C52 S2 122.03(10) . . ?
C54 C53 C52 120.15(13) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 119.54(13) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C54 C55 C56 120.17(14) . . ?
C54 C55 H55 119.9 . . ?
C56 C55 H55 119.9 . . ?
C51 C56 C55 121.60(13) . . ?
C51 C56 H56 119.2 . . ?
C55 C56 H56 119.2 . . ?
C66 C61 C62 118.50(13) . . ?
C66 C61 C4 123.13(12) . . ?
C62 C61 C4 118.30(12) . . ?
C63 C62 C61 120.73(14) . . ?
C63 C62 H62 119.6 . . ?
C61 C62 H62 119.6 . . ?
C64 C63 C62 120.40(15) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C65 C64 C63 119.20(14) . . ?
C65 C64 H64 120.4 . . ?
C63 C64 H64 120.4 . . ?
C64 C65 C66 120.77(15) . . ?
C64 C65 H65 119.6 . . ?
C66 C65 H65 119.6 . . ?
C61 C66 C65 120.40(14) . . ?
C61 C66 H66 119.8 . . ?
C65 C66 H66 119.8 . . ?
C72 C71 C76 118.25(16) . . ?
C72 C71 C77 120.36(19) . . ?
C76 C71 C77 121.38(19) . . ?
C71 C72 C73 120.42(17) . . ?
C71 C72 H72 119.8 . . ?
C73 C72 H72 119.8 . . ?
C74 C73 C72 120.43(17) . . ?
C74 C73 H73 119.8 . . ?
C72 C73 H73 119.8 . . ?
C73 C74 C75 119.46(17) . . ?
C73 C74 H74 120.3 . . ?
C75 C74 H74 120.3 . . ?
C76 C75 C74 120.28(18) . . ?
C76 C75 H75 119.9 . . ?
C74 C75 H75 119.9 . . ?
C75 C76 C71 121.15(18) . . ?
C75 C76 H76 119.4 . . ?
C71 C76 H76 119.4 . . ?
C71 C77 H77A 109.5 . . ?
C71 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C71 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 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
C2 N1 C1 C21 -53.33(15) . . . . ?
C2 N1 C1 C11 72.21(14) . . . . ?
C2 N1 C1 C31 -172.55(11) . . . . ?
C1 N1 C2 C3 -162.26(11) . . . . ?
C4 N2 C3 C2 -163.51(11) . . . . ?
N1 C2 C3 N2 78.80(14) . . . . ?
C3 N2 C4 C51 -53.39(15) . . . . ?
C3 N2 C4 C41 71.46(14) . . . . ?
C3 N2 C4 C61 -173.59(11) . . . . ?
N1 C1 C11 C16 16.50(16) . . . . ?
C21 C1 C11 C16 143.65(12) . . . . ?
C31 C1 C11 C16 -96.60(14) . . . . ?
N1 C1 C11 C12 -168.06(11) . . . . ?
C21 C1 C11 C12 -40.92(16) . . . . ?
C31 C1 C11 C12 78.83(14) . . . . ?
C16 C11 C12 C13 2.21(19) . . . . ?
C1 C11 C12 C13 -173.40(12) . . . . ?
C16 C11 C12 S1 -178.88(10) . . . . ?
C1 C11 C12 S1 5.51(18) . . . . ?
C22 S1 C12 C13 -154.11(11) . . . . ?
C22 S1 C12 C11 26.94(13) . . . . ?
C11 C12 C13 C14 -1.0(2) . . . . ?
S1 C12 C13 C14 -179.95(12) . . . . ?
C12 C13 C14 C15 -0.9(2) . . . . ?
C13 C14 C15 C16 1.5(2) . . . . ?
C14 C15 C16 C11 -0.2(2) . . . . ?
C12 C11 C16 C15 -1.6(2) . . . . ?
C1 C11 C16 C15 174.00(13) . . . . ?
N1 C1 C21 C26 -24.27(17) . . . . ?
C11 C1 C21 C26 -148.27(12) . . . . ?
C31 C1 C21 C26 92.55(14) . . . . ?
N1 C1 C21 C22 163.46(12) . . . . ?
C11 C1 C21 C22 39.46(16) . . . . ?
C31 C1 C21 C22 -79.73(15) . . . . ?
C26 C21 C22 C23 -0.3(2) . . . . ?
C1 C21 C22 C23 172.23(13) . . . . ?
C26 C21 C22 S1 -175.37(10) . . . . ?
C1 C21 C22 S1 -2.85(18) . . . . ?
C12 S1 C22 C23 156.40(12) . . . . ?
C12 S1 C22 C21 -28.33(13) . . . . ?
C21 C22 C23 C24 -0.4(2) . . . . ?
S1 C22 C23 C24 174.91(13) . . . . ?
C22 C23 C24 C25 0.8(3) . . . . ?
C23 C24 C25 C26 -0.4(2) . . . . ?
C24 C25 C26 C21 -0.3(2) . . . . ?
C22 C21 C26 C25 0.6(2) . . . . ?
C1 C21 C26 C25 -171.93(13) . . . . ?
N1 C1 C31 C32 115.48(14) . . . . ?
C21 C1 C31 C32 -7.35(17) . . . . ?
C11 C1 C31 C32 -128.78(13) . . . . ?
N1 C1 C31 C36 -61.22(15) . . . . ?
C21 C1 C31 C36 175.95(12) . . . . ?
C11 C1 C31 C36 54.53(15) . . . . ?
C36 C31 C32 C33 -0.3(2) . . . . ?
C1 C31 C32 C33 -177.01(14) . . . . ?
C31 C32 C33 C34 0.4(2) . . . . ?
C32 C33 C34 C35 -0.2(3) . . . . ?
C33 C34 C35 C36 -0.1(2) . . . . ?
C34 C35 C36 C31 0.2(2) . . . . ?
C32 C31 C36 C35 0.0(2) . . . . ?
C1 C31 C36 C35 176.85(12) . . . . ?
N2 C4 C41 C42 -166.62(12) . . . . ?
C51 C4 C41 C42 -40.40(16) . . . . ?
C61 C4 C41 C42 80.49(14) . . . . ?
N2 C4 C41 C46 19.64(16) . . . . ?
C51 C4 C41 C46 145.85(12) . . . . ?
C61 C4 C41 C46 -93.26(14) . . . . ?
C46 C41 C42 C43 2.8(2) . . . . ?
C4 C41 C42 C43 -171.15(13) . . . . ?
C46 C41 C42 S2 -179.17(10) . . . . ?
C4 C41 C42 S2 6.89(18) . . . . ?
C52 S2 C42 C43 -155.52(11) . . . . ?
C52 S2 C42 C41 26.37(13) . . . . ?
C41 C42 C43 C44 -0.8(2) . . . . ?
S2 C42 C43 C44 -178.92(12) . . . . ?
C42 C43 C44 C45 -1.5(2) . . . . ?
C43 C44 C45 C46 1.7(2) . . . . ?
C44 C45 C46 C41 0.4(2) . . . . ?
C42 C41 C46 C45 -2.6(2) . . . . ?
C4 C41 C46 C45 171.36(12) . . . . ?
N2 C4 C51 C56 -25.36(17) . . . . ?
C41 C4 C51 C56 -148.56(12) . . . . ?
C61 C4 C51 C56 91.82(14) . . . . ?
N2 C4 C51 C52 159.17(12) . . . . ?
C41 C4 C51 C52 35.96(16) . . . . ?
C61 C4 C51 C52 -83.65(15) . . . . ?
C56 C51 C52 C53 2.7(2) . . . . ?
C4 C51 C52 C53 178.27(13) . . . . ?
C56 C51 C52 S2 -174.16(10) . . . . ?
C4 C51 C52 S2 1.46(18) . . . . ?
C42 S2 C52 C53 152.47(12) . . . . ?
C42 S2 C52 C51 -30.58(13) . . . . ?
C51 C52 C53 C54 -1.3(2) . . . . ?
S2 C52 C53 C54 175.67(12) . . . . ?
C52 C53 C54 C55 -0.5(2) . . . . ?
C53 C54 C55 C56 0.9(2) . . . . ?
C52 C51 C56 C55 -2.3(2) . . . . ?
C4 C51 C56 C55 -177.95(12) . . . . ?
C54 C55 C56 C51 0.5(2) . . . . ?
N2 C4 C61 C66 118.11(14) . . . . ?
C51 C4 C61 C66 -4.63(17) . . . . ?
C41 C4 C61 C66 -126.47(13) . . . . ?
N2 C4 C61 C62 -58.86(15) . . . . ?
C51 C4 C61 C62 178.39(12) . . . . ?
C41 C4 C61 C62 56.55(15) . . . . ?
C66 C61 C62 C63 -0.4(2) . . . . ?
C4 C61 C62 C63 176.69(13) . . . . ?
C61 C62 C63 C64 0.3(2) . . . . ?
C62 C63 C64 C65 0.0(2) . . . . ?
C63 C64 C65 C66 -0.3(3) . . . . ?
C62 C61 C66 C65 0.2(2) . . . . ?
C4 C61 C66 C65 -176.78(13) . . . . ?
C64 C65 C66 C61 0.2(2) . . . . ?
C76 C71 C72 C73 -0.6(3) . . . . ?
C77 C71 C72 C73 -179.65(19) . . . . ?
C71 C72 C73 C74 0.2(3) . . . . ?
C72 C73 C74 C75 0.5(3) . . . . ?
C73 C74 C75 C76 -0.9(3) . . . . ?
C74 C75 C76 C71 0.5(3) . . . . ?
C72 C71 C76 C75 0.3(3) . . . . ?
C77 C71 C76 C75 179.3(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
C16 H16 N1 0.95 2.39 2.7645(18) 103 . yes
C16 H16 N2 0.95 2.57 3.4424(18) 152 . yes
C26 H26 N1 0.95 2.55 2.9059(18) 102 . yes
C46 H46 N2 0.95 2.39 2.7662(17) 103 . yes
C56 H56 N2 0.95 2.55 2.8975(17) 102 . yes

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_ha371
_database_code_depnum_ccdc_archive 'CCDC 1905943'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'N,N-bis(9-phenyl-9-thioxanthenyl)ethylenediamine: aniline (1:1)'
_chemical_melting_point          451.15
_chemical_formula_moiety         'C40 H32 N2 S2, C6 H5 N'
_chemical_formula_sum            'C46 H37 N3 S2'
_chemical_formula_weight         695.90

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.3099(3)
_cell_length_b                   13.3066(4)
_cell_length_c                   25.6537(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.6860(10)
_cell_angle_gamma                90
_cell_volume                     3517.90(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9998
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.611
_exptl_crystal_size_mid          0.479
_exptl_crystal_size_min          0.126
_exptl_absorpt_coefficient_mu    0.190
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9310
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            49190
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.588
_diffrn_reflns_theta_max         28.310
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8699
_reflns_number_gt                6688
_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 v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

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

The solvent aniline is disordered requiring the use of various constraints and
restraints (EADP and SAME). The phenyl ring was was forced into a regular
hexagon with bond lengths 1.39 Å (AFIX 66 in the SHELX program suite
(Sheldrick, 2015)).

The nitrogen-bound H atoms for the host were located on a difference Fourier map
and refined freely. The guest aniline nitrogen hydrogen atoms could not be
located.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0505P)²+1.8988P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8699
_refine_ls_number_parameters     448
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1166
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.028
_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 0.60143(5) 0.23656(3) 0.50562(2) 0.03690(12) Uani 1 1 d . . . . .
S2 S 0.81517(5) 0.90514(3) 0.25998(2) 0.03248(11) Uani 1 1 d . . . . .
N1 N 0.78740(13) 0.52066(9) 0.44140(5) 0.0215(3) Uani 1 1 d . . . . .
N2 N 0.65440(13) 0.69869(10) 0.38527(5) 0.0227(3) Uani 1 1 d . . . . .
C1 C 0.75004(14) 0.41945(11) 0.45863(6) 0.0213(3) Uani 1 1 d . . . . .
C2 C 0.72603(16) 0.60858(11) 0.46444(6) 0.0249(3) Uani 1 1 d . . . . .
H2A H 0.764502 0.621042 0.499657 0.030 Uiso 1 1 calc R U . . .
H2B H 0.632094 0.595861 0.467976 0.030 Uiso 1 1 calc R U . . .
C3 C 0.74557(16) 0.70075(11) 0.43007(6) 0.0253(3) Uani 1 1 d . . . . .
H3A H 0.731782 0.762558 0.450665 0.030 Uiso 1 1 calc R U . . .
H3B H 0.835632 0.701678 0.417715 0.030 Uiso 1 1 calc R U . . .
C4 C 0.67744(14) 0.76386(11) 0.34014(6) 0.0213(3) Uani 1 1 d . . . . .
C11 C 0.61283(15) 0.39605(11) 0.43668(6) 0.0235(3) Uani 1 1 d . . . . .
C12 C 0.54305(16) 0.31321(12) 0.45425(6) 0.0277(3) Uani 1 1 d . . . . .
C13 C 0.42414(17) 0.28671(14) 0.43060(7) 0.0362(4) Uani 1 1 d . . . . .
H13 H 0.378712 0.229503 0.442623 0.043 Uiso 1 1 calc R U . . .
C14 C 0.37230(18) 0.34281(15) 0.39003(8) 0.0402(4) Uani 1 1 d . . . . .
H14 H 0.291819 0.324083 0.373857 0.048 Uiso 1 1 calc R U . . .
C15 C 0.43808(17) 0.42670(15) 0.37292(7) 0.0364(4) Uani 1 1 d . . . . .
H15 H 0.401811 0.466543 0.345437 0.044 Uiso 1 1 calc R U . . .
C16 C 0.55716(15) 0.45271(13) 0.39592(6) 0.0283(3) Uani 1 1 d . . . . .
H16 H 0.601667 0.510190 0.383682 0.034 Uiso 1 1 calc R U . . .
C21 C 0.75968(15) 0.40345(11) 0.51793(6) 0.0243(3) Uani 1 1 d . . . . .
C22 C 0.69927(16) 0.32181(12) 0.54155(7) 0.0295(4) Uani 1 1 d . . . . .
C23 C 0.72247(18) 0.30000(15) 0.59435(7) 0.0397(4) Uani 1 1 d . . . . .
H23 H 0.680500 0.244362 0.609801 0.048 Uiso 1 1 calc R U . . .
C24 C 0.8060(2) 0.35900(17) 0.62401(7) 0.0447(5) Uani 1 1 d . . . . .
H24 H 0.822574 0.343548 0.659745 0.054 Uiso 1 1 calc R U . . .
C25 C 0.86561(18) 0.44073(16) 0.60164(7) 0.0391(4) Uani 1 1 d . . . . .
H25 H 0.922287 0.482069 0.622137 0.047 Uiso 1 1 calc R U . . .
C26 C 0.84275(16) 0.46247(13) 0.54922(6) 0.0296(3) Uani 1 1 d . . . . .
H26 H 0.884518 0.518743 0.534289 0.036 Uiso 1 1 calc R U . . .
C31 C 0.84688(14) 0.34785(11) 0.43209(6) 0.0228(3) Uani 1 1 d . . . . .
C32 C 0.93646(16) 0.28966(13) 0.46023(7) 0.0319(4) Uani 1 1 d . . . . .
H32 H 0.937477 0.290772 0.497268 0.038 Uiso 1 1 calc R U . . .
C33 C 1.02454(18) 0.22986(14) 0.43436(8) 0.0389(4) Uani 1 1 d . . . . .
H33 H 1.085469 0.190504 0.453937 0.047 Uiso 1 1 calc R U . . .
C34 C 1.02453(17) 0.22699(14) 0.38081(8) 0.0368(4) Uani 1 1 d . . . . .
H34 H 1.084627 0.185565 0.363452 0.044 Uiso 1 1 calc R U . . .
C35 C 0.93608(17) 0.28506(13) 0.35231(7) 0.0337(4) Uani 1 1 d . . . . .
H35 H 0.935912 0.283857 0.315280 0.040 Uiso 1 1 calc R U . . .
C36 C 0.84792(16) 0.34486(12) 0.37782(6) 0.0280(3) Uani 1 1 d . . . . .
H36 H 0.787467 0.384288 0.358045 0.034 Uiso 1 1 calc R U . . .
C41 C 0.79324(14) 0.72177(11) 0.31032(6) 0.0225(3) Uani 1 1 d . . . . .
C42 C 0.85368(15) 0.77829(12) 0.27199(6) 0.0259(3) Uani 1 1 d . . . . .
C43 C 0.94584(17) 0.73514(14) 0.24004(7) 0.0343(4) Uani 1 1 d . . . . .
H43 H 0.985545 0.774467 0.214035 0.041 Uiso 1 1 calc R U . . .
C44 C 0.97924(17) 0.63524(14) 0.24626(7) 0.0359(4) Uani 1 1 d . . . . .
H44 H 1.039776 0.605190 0.223802 0.043 Uiso 1 1 calc R U . . .
C45 C 0.92453(16) 0.57918(13) 0.28514(7) 0.0303(4) Uani 1 1 d . . . . .
H45 H 0.949636 0.511102 0.290219 0.036 Uiso 1 1 calc R U . . .
C46 C 0.83292(15) 0.62203(12) 0.31684(6) 0.0261(3) Uani 1 1 d . . . . .
H46 H 0.796329 0.582687 0.343593 0.031 Uiso 1 1 calc R U . . .
C51 C 0.69703(15) 0.87515(11) 0.35435(6) 0.0232(3) Uani 1 1 d . . . . .
C52 C 0.75874(15) 0.94239(12) 0.32109(6) 0.0258(3) Uani 1 1 d . . . . .
C53 C 0.77179(18) 1.04400(12) 0.33391(7) 0.0333(4) Uani 1 1 d . . . . .
H53 H 0.815782 1.088150 0.311310 0.040 Uiso 1 1 calc R U . . .
C54 C 0.72092(19) 1.08032(13) 0.37931(7) 0.0378(4) Uani 1 1 d . . . . .
H54 H 0.730187 1.149336 0.388126 0.045 Uiso 1 1 calc R U . . .
C55 C 0.65647(18) 1.01600(13) 0.41190(7) 0.0354(4) Uani 1 1 d . . . . .
H55 H 0.620180 1.041045 0.442940 0.042 Uiso 1 1 calc R U . . .
C56 C 0.64449(17) 0.91447(12) 0.39940(6) 0.0290(3) Uani 1 1 d . . . . .
H56 H 0.599525 0.871129 0.422097 0.035 Uiso 1 1 calc R U . . .
C61 C 0.55485(14) 0.75155(12) 0.30432(6) 0.0239(3) Uani 1 1 d . . . . .
C62 C 0.52244(17) 0.65566(13) 0.28660(7) 0.0316(4) Uani 1 1 d . . . . .
H62 H 0.577383 0.600634 0.295589 0.038 Uiso 1 1 calc R U . . .
C63 C 0.41146(19) 0.63914(15) 0.25610(7) 0.0397(4) Uani 1 1 d . . . . .
H63 H 0.390690 0.573129 0.244484 0.048 Uiso 1 1 calc R U . . .
C64 C 0.33089(17) 0.71842(16) 0.24253(7) 0.0406(5) Uani 1 1 d . . . . .
H64 H 0.254714 0.707324 0.221586 0.049 Uiso 1 1 calc R U . . .
C65 C 0.36198(18) 0.81343(17) 0.25960(8) 0.0429(5) Uani 1 1 d . . . . .
H65 H 0.306931 0.868198 0.250277 0.051 Uiso 1 1 calc R U . . .
C66 C 0.47354(17) 0.83054(14) 0.29051(7) 0.0338(4) Uani 1 1 d . . . . .
H66 H 0.493710 0.896669 0.302106 0.041 Uiso 1 1 calc R U . . .
H1 H 0.8718(18) 0.5258(13) 0.4427(7) 0.024(4) Uiso 1 1 d . . . . .
H2 H 0.5729(19) 0.7051(14) 0.3949(7) 0.030(5) Uiso 1 1 d . . . . .
N7 N 1.0115(3) 0.1194(3) 0.57049(16) 0.0932(14) Uani 0.747(5) 1 d D . P A 1
C71 C 0.90433(18) 0.06922(19) 0.58878(10) 0.0488(5) Uani 0.747(5) 1 d DG . P A
1
C72 C 0.8701(2) 0.05387(18) 0.64018(9) 0.0488(5) Uani 0.747(5) 1 d DG . P A 1
H72 H 0.924408 0.078368 0.667923 0.059 Uiso 0.747(5) 1 calc R U P A 1
C73 C 0.7565(2) 0.00267(19) 0.65099(7) 0.0488(5) Uani 0.747(5) 1 d DG . P A 1
H73 H 0.733151 -0.007823 0.686116 0.059 Uiso 0.747(5) 1 calc R U P A 1
C74 C 0.67711(19) -0.0332(2) 0.61039(9) 0.0488(5) Uani 0.747(5) 1 d DG . P A 1
H74 H 0.599461 -0.068168 0.617782 0.059 Uiso 0.747(5) 1 calc R U P A 1
C75 C 0.7113(2) -0.0178(2) 0.55899(8) 0.0488(5) Uani 0.747(5) 1 d DG . P A 1
H75 H 0.657027 -0.042321 0.531252 0.059 Uiso 0.747(5) 1 calc R U P A 1
C76 C 0.8249(2) 0.0334(2) 0.54819(7) 0.0488(5) Uani 0.747(5) 1 d DG . P A 1
H76 H 0.848284 0.043870 0.513057 0.059 Uiso 0.747(5) 1 calc R U P A 1
N8 N 0.8900(9) 0.0283(7) 0.4992(3) 0.075(3) Uani 0.253(5) 1 d D . P A 2
C81 C 0.8124(9) 0.0295(9) 0.5406(2) 0.083(2) Uani 0.253(5) 1 d DG . P A 2
C82 C 0.7008(8) -0.0071(8) 0.5631(3) 0.083(2) Uani 0.253(5) 1 d DG . P A 2
H82 H 0.631536 -0.032302 0.541644 0.099 Uiso 0.253(5) 1 calc R U P A 2
C83 C 0.6905(8) -0.0068(8) 0.6170(3) 0.083(2) Uani 0.253(5) 1 d DG . P A 2
H83 H 0.614264 -0.031752 0.632389 0.099 Uiso 0.253(5) 1 calc R U P A 2
C84 C 0.7919(10) 0.0301(8) 0.6484(2) 0.083(2) Uani 0.253(5) 1 d DG . P A 2
H84 H 0.784841 0.030340 0.685273 0.099 Uiso 0.253(5) 1 calc R U P A 2
C85 C 0.9034(9) 0.0667(7) 0.6259(3) 0.083(2) Uani 0.253(5) 1 d DG . P A 2
H85 H 0.972690 0.091882 0.647412 0.099 Uiso 0.253(5) 1 calc R U P A 2
C86 C 0.9137(8) 0.0663(8) 0.5720(3) 0.083(2) Uani 0.253(5) 1 d DG . P A 2
H86 H 0.989965 0.091332 0.556666 0.099 Uiso 0.253(5) 1 calc R U P 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
S1 C12 1.7585(18) . ?
S1 C22 1.7605(19) . ?
S2 C42 1.7591(16) . ?
S2 C52 1.7593(17) . ?
N1 C2 1.4629(19) . ?
N1 C1 1.4722(19) . ?
N1 H1 0.872(18) . ?
N2 C3 1.463(2) . ?
N2 C4 1.4715(19) . ?
N2 H2 0.886(19) . ?
C1 C21 1.537(2) . ?
C1 C11 1.539(2) . ?
C1 C31 1.552(2) . ?
C2 C3 1.527(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C51 1.537(2) . ?
C4 C41 1.542(2) . ?
C4 C61 1.549(2) . ?
C11 C12 1.398(2) . ?
C11 C16 1.399(2) . ?
C12 C13 1.397(2) . ?
C13 C14 1.376(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.398(2) . ?
C21 C22 1.399(2) . ?
C22 C23 1.399(2) . ?
C23 C24 1.378(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.382(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.391(2) . ?
C31 C36 1.393(2) . ?
C32 C33 1.391(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.374(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.387(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.387(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C46 1.398(2) . ?
C41 C42 1.399(2) . ?
C42 C43 1.397(2) . ?
C43 C44 1.381(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.379(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.387(2) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.393(2) . ?
C51 C52 1.402(2) . ?
C52 C53 1.397(2) . ?
C53 C54 1.379(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.381(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.393(2) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.384(2) . ?
C61 C62 1.392(2) . ?
C62 C63 1.385(2) . ?
C62 H62 0.9500 . ?
C63 C64 1.381(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.373(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.396(3) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
N7 C71 1.384(3) . ?
C71 C72 1.3900 . ?
C71 C76 1.3900 . ?
C72 C73 1.3900 . ?
C72 H72 0.9500 . ?
C73 C74 1.3900 . ?
C73 H73 0.9500 . ?
C74 C75 1.3900 . ?
C74 H74 0.9500 . ?
C75 C76 1.3900 . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
N8 C81 1.350(9) . ?
C81 C82 1.3900 . ?
C81 C86 1.3900 . ?
C82 C83 1.3900 . ?
C82 H82 0.9500 . ?
C83 C84 1.3900 . ?
C83 H83 0.9500 . ?
C84 C85 1.3900 . ?
C84 H84 0.9500 . ?
C85 C86 1.3900 . ?
C85 H85 0.9500 . ?
C86 H86 0.9500 . ?

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 101.35(8) . . ?
C42 S2 C52 101.14(8) . . ?
C2 N1 C1 119.36(12) . . ?
C2 N1 H1 111.3(12) . . ?
C1 N1 H1 109.2(12) . . ?
C3 N2 C4 119.48(12) . . ?
C3 N2 H2 111.9(12) . . ?
C4 N2 H2 109.7(12) . . ?
N1 C1 C21 114.46(12) . . ?
N1 C1 C11 108.73(12) . . ?
C21 C1 C11 111.48(12) . . ?
N1 C1 C31 104.64(11) . . ?
C21 C1 C31 109.00(12) . . ?
C11 C1 C31 108.16(12) . . ?
N1 C2 C3 110.07(12) . . ?
N1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
N1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C2 110.22(13) . . ?
N2 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
N2 C4 C51 113.85(12) . . ?
N2 C4 C41 108.76(12) . . ?
C51 C4 C41 111.67(12) . . ?
N2 C4 C61 104.87(12) . . ?
C51 C4 C61 109.99(12) . . ?
C41 C4 C61 107.30(12) . . ?
C12 C11 C16 117.53(15) . . ?
C12 C11 C1 121.19(14) . . ?
C16 C11 C1 121.13(13) . . ?
C13 C12 C11 120.82(16) . . ?
C13 C12 S1 117.11(13) . . ?
C11 C12 S1 122.06(13) . . ?
C14 C13 C12 120.52(16) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.62(17) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.07(17) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.40(16) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C26 C21 C22 117.43(15) . . ?
C26 C21 C1 120.75(14) . . ?
C22 C21 C1 121.32(14) . . ?
C21 C22 C23 120.98(17) . . ?
C21 C22 S1 121.94(13) . . ?
C23 C22 S1 116.89(14) . . ?
C24 C23 C22 120.18(17) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 119.82(17) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 120.07(19) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 121.50(17) . . ?
C25 C26 H26 119.2 . . ?
C21 C26 H26 119.2 . . ?
C32 C31 C36 118.57(14) . . ?
C32 C31 C1 122.69(14) . . ?
C36 C31 C1 118.68(14) . . ?
C31 C32 C33 120.25(16) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C34 C33 C32 120.80(17) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.49(16) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C36 C35 C34 120.05(16) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C31 120.83(16) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C46 C41 C42 117.38(14) . . ?
C46 C41 C4 120.91(13) . . ?
C42 C41 C4 121.39(13) . . ?
C43 C42 C41 121.09(15) . . ?
C43 C42 S2 116.47(13) . . ?
C41 C42 S2 122.42(12) . . ?
C44 C43 C42 119.97(16) . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C45 C44 C43 119.88(16) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C44 C45 C46 120.11(16) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C45 C46 C41 121.49(15) . . ?
C45 C46 H46 119.3 . . ?
C41 C46 H46 119.3 . . ?
C56 C51 C52 117.38(14) . . ?
C56 C51 C4 120.47(14) . . ?
C52 C51 C4 121.97(14) . . ?
C53 C52 C51 121.10(15) . . ?
C53 C52 S2 116.77(13) . . ?
C51 C52 S2 122.03(12) . . ?
C54 C53 C52 120.12(16) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 119.75(16) . . ?
C53 C54 H54 120.1 . . ?
C55 C54 H54 120.1 . . ?
C54 C55 C56 120.18(17) . . ?
C54 C55 H55 119.9 . . ?
C56 C55 H55 119.9 . . ?
C51 C56 C55 121.42(16) . . ?
C51 C56 H56 119.3 . . ?
C55 C56 H56 119.3 . . ?
C66 C61 C62 118.34(15) . . ?
C66 C61 C4 123.29(14) . . ?
C62 C61 C4 118.33(14) . . ?
C63 C62 C61 121.10(17) . . ?
C63 C62 H62 119.4 . . ?
C61 C62 H62 119.4 . . ?
C64 C63 C62 120.14(18) . . ?
C64 C63 H63 119.9 . . ?
C62 C63 H63 119.9 . . ?
C65 C64 C63 119.34(17) . . ?
C65 C64 H64 120.3 . . ?
C63 C64 H64 120.3 . . ?
C64 C65 C66 120.80(18) . . ?
C64 C65 H65 119.6 . . ?
C66 C65 H65 119.6 . . ?
C61 C66 C65 120.28(17) . . ?
C61 C66 H66 119.9 . . ?
C65 C66 H66 119.9 . . ?
N7 C71 C72 128.3(2) . . ?
N7 C71 C76 111.7(2) . . ?
C72 C71 C76 120.0 . . ?
C73 C72 C71 120.0 . . ?
C73 C72 H72 120.0 . . ?
C71 C72 H72 120.0 . . ?
C72 C73 C74 120.0 . . ?
C72 C73 H73 120.0 . . ?
C74 C73 H73 120.0 . . ?
C75 C74 C73 120.0 . . ?
C75 C74 H74 120.0 . . ?
C73 C74 H74 120.0 . . ?
C74 C75 C76 120.0 . . ?
C74 C75 H75 120.0 . . ?
C76 C75 H75 120.0 . . ?
C75 C76 C71 120.0 . . ?
C75 C76 H76 120.0 . . ?
C71 C76 H76 120.0 . . ?
N8 C81 C82 147.2(8) . . ?
N8 C81 C86 90.4(8) . . ?
C82 C81 C86 120.0 . . ?
C83 C82 C81 120.0 . . ?
C83 C82 H82 120.0 . . ?
C81 C82 H82 120.0 . . ?
C82 C83 C84 120.0 . . ?
C82 C83 H83 120.0 . . ?
C84 C83 H83 120.0 . . ?
C85 C84 C83 120.0 . . ?
C85 C84 H84 120.0 . . ?
C83 C84 H84 120.0 . . ?
C84 C85 C86 120.0 . . ?
C84 C85 H85 120.0 . . ?
C86 C85 H85 120.0 . . ?
C85 C86 C81 120.0 . . ?
C85 C86 H86 120.0 . . ?
C81 C86 H86 120.0 . . ?

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
C2 N1 C1 C21 -53.13(18) . . . . ?
C2 N1 C1 C11 72.25(16) . . . . ?
C2 N1 C1 C31 -172.37(13) . . . . ?
C1 N1 C2 C3 -162.27(13) . . . . ?
C4 N2 C3 C2 -163.80(13) . . . . ?
N1 C2 C3 N2 78.52(16) . . . . ?
C3 N2 C4 C51 -52.91(18) . . . . ?
C3 N2 C4 C41 72.29(16) . . . . ?
C3 N2 C4 C61 -173.18(13) . . . . ?
N1 C1 C11 C12 -168.30(13) . . . . ?
C21 C1 C11 C12 -41.19(19) . . . . ?
C31 C1 C11 C12 78.62(17) . . . . ?
N1 C1 C11 C16 16.23(19) . . . . ?
C21 C1 C11 C16 143.33(14) . . . . ?
C31 C1 C11 C16 -96.85(16) . . . . ?
C16 C11 C12 C13 2.0(2) . . . . ?
C1 C11 C12 C13 -173.63(14) . . . . ?
C16 C11 C12 S1 -179.38(12) . . . . ?
C1 C11 C12 S1 5.0(2) . . . . ?
C22 S1 C12 C13 -153.69(13) . . . . ?
C22 S1 C12 C11 27.64(15) . . . . ?
C11 C12 C13 C14 -1.1(3) . . . . ?
S1 C12 C13 C14 -179.79(14) . . . . ?
C12 C13 C14 C15 -0.6(3) . . . . ?
C13 C14 C15 C16 1.4(3) . . . . ?
C14 C15 C16 C11 -0.4(3) . . . . ?
C12 C11 C16 C15 -1.2(2) . . . . ?
C1 C11 C16 C15 174.39(15) . . . . ?
N1 C1 C21 C26 -24.0(2) . . . . ?
C11 C1 C21 C26 -147.92(14) . . . . ?
C31 C1 C21 C26 92.77(16) . . . . ?
N1 C1 C21 C22 164.35(14) . . . . ?
C11 C1 C21 C22 40.43(19) . . . . ?
C31 C1 C21 C22 -78.89(17) . . . . ?
C26 C21 C22 C23 -0.6(2) . . . . ?
C1 C21 C22 C23 171.37(15) . . . . ?
C26 C21 C22 S1 -175.52(12) . . . . ?
C1 C21 C22 S1 -3.6(2) . . . . ?
C12 S1 C22 C21 -28.36(15) . . . . ?
C12 S1 C22 C23 156.49(14) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
S1 C22 C23 C24 175.07(15) . . . . ?
C22 C23 C24 C25 0.9(3) . . . . ?
C23 C24 C25 C26 -0.9(3) . . . . ?
C24 C25 C26 C21 0.2(3) . . . . ?
C22 C21 C26 C25 0.5(2) . . . . ?
C1 C21 C26 C25 -171.44(15) . . . . ?
N1 C1 C31 C32 115.69(16) . . . . ?
C21 C1 C31 C32 -7.2(2) . . . . ?
C11 C1 C31 C32 -128.53(16) . . . . ?
N1 C1 C31 C36 -61.51(17) . . . . ?
C21 C1 C31 C36 175.63(14) . . . . ?
C11 C1 C31 C36 54.27(17) . . . . ?
C36 C31 C32 C33 -0.2(3) . . . . ?
C1 C31 C32 C33 -177.36(16) . . . . ?
C31 C32 C33 C34 -0.1(3) . . . . ?
C32 C33 C34 C35 0.5(3) . . . . ?
C33 C34 C35 C36 -0.5(3) . . . . ?
C34 C35 C36 C31 0.2(3) . . . . ?
C32 C31 C36 C35 0.1(2) . . . . ?
C1 C31 C36 C35 177.46(14) . . . . ?
N2 C4 C41 C46 19.53(19) . . . . ?
C51 C4 C41 C46 146.00(14) . . . . ?
C61 C4 C41 C46 -93.40(16) . . . . ?
N2 C4 C41 C42 -167.14(13) . . . . ?
C51 C4 C41 C42 -40.66(19) . . . . ?
C61 C4 C41 C42 79.93(17) . . . . ?
C46 C41 C42 C43 2.8(2) . . . . ?
C4 C41 C42 C43 -170.79(15) . . . . ?
C46 C41 C42 S2 -179.17(12) . . . . ?
C4 C41 C42 S2 7.3(2) . . . . ?
C52 S2 C42 C43 -155.82(13) . . . . ?
C52 S2 C42 C41 26.04(15) . . . . ?
C41 C42 C43 C44 -0.4(3) . . . . ?
S2 C42 C43 C44 -178.59(14) . . . . ?
C42 C43 C44 C45 -2.1(3) . . . . ?
C43 C44 C45 C46 2.1(3) . . . . ?
C44 C45 C46 C41 0.3(2) . . . . ?
C42 C41 C46 C45 -2.7(2) . . . . ?
C4 C41 C46 C45 170.86(14) . . . . ?
N2 C4 C51 C56 -25.3(2) . . . . ?
C41 C4 C51 C56 -148.99(14) . . . . ?
C61 C4 C51 C56 91.99(17) . . . . ?
N2 C4 C51 C52 159.68(14) . . . . ?
C41 C4 C51 C52 36.04(19) . . . . ?
C61 C4 C51 C52 -82.98(17) . . . . ?
C56 C51 C52 C53 2.7(2) . . . . ?
C4 C51 C52 C53 177.85(15) . . . . ?
C56 C51 C52 S2 -173.68(12) . . . . ?
C4 C51 C52 S2 1.4(2) . . . . ?
C42 S2 C52 C53 153.03(13) . . . . ?
C42 S2 C52 C51 -30.42(15) . . . . ?
C51 C52 C53 C54 -1.6(3) . . . . ?
S2 C52 C53 C54 175.03(14) . . . . ?
C52 C53 C54 C55 -0.3(3) . . . . ?
C53 C54 C55 C56 1.0(3) . . . . ?
C52 C51 C56 C55 -2.1(2) . . . . ?
C4 C51 C56 C55 -177.30(15) . . . . ?
C54 C55 C56 C51 0.3(3) . . . . ?
N2 C4 C61 C66 119.48(16) . . . . ?
C51 C4 C61 C66 -3.3(2) . . . . ?
C41 C4 C61 C66 -124.98(16) . . . . ?
N2 C4 C61 C62 -58.25(17) . . . . ?
C51 C4 C61 C62 178.95(14) . . . . ?
C41 C4 C61 C62 57.29(17) . . . . ?
C66 C61 C62 C63 -0.3(3) . . . . ?
C4 C61 C62 C63 177.56(15) . . . . ?
C61 C62 C63 C64 0.3(3) . . . . ?
C62 C63 C64 C65 0.0(3) . . . . ?
C63 C64 C65 C66 -0.2(3) . . . . ?
C62 C61 C66 C65 0.1(3) . . . . ?
C4 C61 C66 C65 -177.65(16) . . . . ?
C64 C65 C66 C61 0.1(3) . . . . ?
N7 C71 C72 C73 178.9(3) . . . . ?
C76 C71 C72 C73 0.0 . . . . ?
C71 C72 C73 C74 0.0 . . . . ?
C72 C73 C74 C75 0.0 . . . . ?
C73 C74 C75 C76 0.0 . . . . ?
C74 C75 C76 C71 0.0 . . . . ?
N7 C71 C76 C75 -179.1(3) . . . . ?
C72 C71 C76 C75 0.0 . . . . ?
N8 C81 C82 C83 155.7(14) . . . . ?
C86 C81 C82 C83 0.0 . . . . ?
C81 C82 C83 C84 0.0 . . . . ?
C82 C83 C84 C85 0.0 . . . . ?
C83 C84 C85 C86 0.0 . . . . ?
C84 C85 C86 C81 0.0 . . . . ?
N8 C81 C86 C85 -167.1(8) . . . . ?
C82 C81 C86 C85 0.0 . . . . ?

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 2.39 2.766(2) 103 . yes
C16 H16 N2 0.95 2.57 3.436(2) 152 . yes
C26 H26 N1 0.95 2.56 2.913(2) 102 . yes
C46 H46 N2 0.95 2.40 2.775(2) 103 . yes
C56 H56 N2 0.95 2.55 2.896(2) 102 . yes

_refine_diff_density_max         0.447
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_ia126_tw
_database_code_depnum_ccdc_archive 'CCDC 1905947'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'N,N-bis(9-phenyl-9-xanthenyl)ethylenediamine: N,N-dimethylaniline (1:1) '
_chemical_melting_point          488.15
_chemical_formula_moiety         'C40 H32 N2 O2, C8 H11 N'
_chemical_formula_sum            'C48 H43 N3 O2'
_chemical_formula_weight         693.85

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                   8.7675(7)
_cell_length_b                   8.7903(7)
_cell_length_c                   13.7121(11)
_cell_angle_alpha                72.461(4)
_cell_angle_beta                 76.622(4)
_cell_angle_gamma                67.418(4)
_cell_volume                     922.33(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7210
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      27.97

_exptl_crystal_description       platelet
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.579
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.169
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.611033
_exptl_absorpt_correction_T_max  0.745686
_exptl_absorpt_process_details   'TWINABS 2012/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            4535
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.571
_diffrn_reflns_theta_max         28.340
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4535
_reflns_number_gt                3290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Instrument Service v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

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

The H atoms of the methyl group were allowed to rotate with a fixed angle around
the C---C bond to best fit the experimental electron density (HFIX 137 in the
SHELX program suite (Sheldrick, 2015)), with Uiso(H) set to 1.5
Ueq(C).

The solvent N,N-dimethylaniline is disordered around an inversion point. It's
phenyl ring was forced into a regular hexagon with bond lengths 1.39 Å (AFIX
66 in the SHELX program suite (Sheldrick, 2015)).

The nitrogen-bound H atom for the host was located on a difference Fourier map
and refined freely.

Refined as a 2-component twin.

Two reflections with large differences between their observed and calculated
intensities were omitted.,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)+(0.0451P)²+0.3934P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4535
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
O1 O 0.76371(19) 0.4583(2) 0.14017(12) 0.0407(4) Uani 1 1 d . . . . .
N1 N 0.4270(2) 0.6463(2) 0.37725(10) 0.0228(3) Uani 1 1 d . . . . .
C1 C 0.4818(2) 0.6614(2) 0.26591(11) 0.0182(3) Uani 1 1 d . . . . .
C2 C 0.5338(3) 0.5003(3) 0.44404(12) 0.0263(4) Uani 1 1 d . . . . .
H2A H 0.648113 0.504983 0.429869 0.032 Uiso 1 1 calc R U . . .
H2B H 0.539248 0.394517 0.429516 0.032 Uiso 1 1 calc R U . . .
C11 C 0.4853(3) 0.5071(3) 0.23501(18) 0.0211(5) Uani 1 1 d . . . . .
C12 C 0.6191(3) 0.4193(3) 0.1745(2) 0.0290(5) Uani 1 1 d . . . . .
C13 C 0.6167(3) 0.2848(3) 0.1424(2) 0.0388(6) Uani 1 1 d . . . . .
H13 H 0.710247 0.226977 0.100237 0.047 Uiso 1 1 calc R U . . .
C14 C 0.4781(3) 0.2358(3) 0.1720(2) 0.0406(6) Uani 1 1 d . . . . .
H14 H 0.475155 0.145023 0.149290 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3432(3) 0.3184(3) 0.2347(2) 0.0374(6) Uani 1 1 d . . . . .
H15 H 0.248283 0.283453 0.256513 0.045 Uiso 1 1 calc R U . . .
C16 C 0.3480(3) 0.4524(3) 0.26509(19) 0.0304(5) Uani 1 1 d . . . . .
H16 H 0.254841 0.509104 0.307916 0.036 Uiso 1 1 calc R U . . .
C21 C 0.6548(3) 0.6777(3) 0.23627(17) 0.0212(4) Uani 1 1 d . . . . .
C22 C 0.7822(3) 0.5791(3) 0.17678(19) 0.0256(5) Uani 1 1 d . . . . .
C23 C 0.9388(3) 0.5973(3) 0.1492(2) 0.0348(6) Uani 1 1 d . . . . .
H23 H 1.024846 0.526848 0.109581 0.042 Uiso 1 1 calc R U . . .
C24 C 0.9673(3) 0.7177(4) 0.1799(2) 0.0380(6) Uani 1 1 d . . . . .
H24 H 1.073043 0.732200 0.160342 0.046 Uiso 1 1 calc R U . . .
C25 C 0.8425(3) 0.8183(4) 0.2393(2) 0.0387(6) Uani 1 1 d . . . . .
H25 H 0.862590 0.901270 0.260825 0.046 Uiso 1 1 calc R U . . .
C26 C 0.6890(3) 0.7971(3) 0.26707(19) 0.0306(5) Uani 1 1 d . . . . .
H26 H 0.604394 0.865906 0.308290 0.037 Uiso 1 1 calc R U . . .
C31 C 0.3564(2) 0.8214(2) 0.20644(12) 0.0189(3) Uani 1 1 d . . . . .
C32 C 0.2210(2) 0.9296(2) 0.25589(12) 0.0250(4) Uani 1 1 d . . . . .
H32 H 0.203225 0.906433 0.329109 0.030 Uiso 1 1 calc R U . . .
C33 C 0.1113(3) 1.0714(3) 0.19916(14) 0.0286(4) Uani 1 1 d . . . . .
H33 H 0.018715 1.144095 0.234076 0.034 Uiso 1 1 calc R U . . .
C34 C 0.1346(3) 1.1081(3) 0.09328(14) 0.0298(4) Uani 1 1 d . . . . .
H34 H 0.058951 1.205572 0.055024 0.036 Uiso 1 1 calc R U . . .
C35 C 0.2696(3) 1.0015(3) 0.04293(13) 0.0311(4) Uani 1 1 d . . . . .
H35 H 0.287059 1.025659 -0.030316 0.037 Uiso 1 1 calc R U . . .
C36 C 0.3792(3) 0.8597(3) 0.09931(13) 0.0281(4) Uani 1 1 d . . . . .
H36 H 0.471577 0.787322 0.064095 0.034 Uiso 1 1 calc R U . . .
H1 H 0.412(3) 0.733(3) 0.394(2) 0.041(7) Uiso 1 1 d . . . . .
N4 N 1.1104(8) 0.1091(9) 0.4979(8) 0.0755(15) Uani 0.5 1 d . . P A -1
C41 C 1.0125(7) 0.0135(8) 0.4991(6) 0.0478(11) Uani 0.5 1 d G . P A -1
C42 C 1.0652(6) -0.1595(8) 0.5438(5) 0.0508(15) Uani 0.5 1 d G . P A -1
H42 H 1.166403 -0.212221 0.573240 0.061 Uiso 0.5 1 calc R U P A -1
C43 C 0.9696(9) -0.2553(6) 0.5456(5) 0.066(4) Uani 0.5 1 d G . P A -1
H43 H 1.005620 -0.373564 0.576149 0.080 Uiso 0.5 1 calc R U P A -1
C44 C 0.8215(9) -0.1781(9) 0.5025(6) 0.0685(15) Uani 0.5 1 d G . P A -1
H44 H 0.756230 -0.243651 0.503702 0.082 Uiso 0.5 1 calc R U P A -1
C45 C 0.7689(6) -0.0051(9) 0.4578(5) 0.056(3) Uani 0.5 1 d G . P A -1
H45 H 0.667623 0.047608 0.428344 0.068 Uiso 0.5 1 calc R U P A -1
C46 C 0.8644(7) 0.0907(6) 0.4560(5) 0.0469(14) Uani 0.5 1 d G . P A -1
H46 H 0.828406 0.208954 0.425432 0.056 Uiso 0.5 1 calc R U P A -1
C47 C 1.0399(12) 0.2869(13) 0.4796(9) 0.064(3) Uani 0.5 1 d . . P A -1
H47A H 1.024057 0.334857 0.406772 0.096 Uiso 0.5 1 calc R U P A -1
H47B H 1.114659 0.331598 0.496550 0.096 Uiso 0.5 1 calc R U P A -1
H47C H 0.932021 0.318109 0.522828 0.096 Uiso 0.5 1 calc R U P A -1
C48 C 1.2808(12) 0.0274(13) 0.5163(8) 0.065(3) Uani 0.5 1 d . . P A -1
H48A H 1.333604 0.113158 0.502699 0.098 Uiso 0.5 1 calc R U P A -1
H48B H 1.339948 -0.049962 0.470581 0.098 Uiso 0.5 1 calc R U P A -1
H48C H 1.285543 -0.036917 0.588337 0.098 Uiso 0.5 1 calc R U P A -1


_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
O1 C22 1.377(3) . ?
O1 C12 1.381(3) . ?
N1 C2 1.459(2) . ?
N1 C1 1.4720(19) . ?
N1 H1 0.82(3) . ?
C1 C11 1.526(3) . ?
C1 C21 1.527(3) . ?
C1 C31 1.546(2) . ?
C2 C2 1.511(3) 2_666 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C11 C12 1.378(3) . ?
C11 C16 1.395(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.377(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.388(3) . ?
C21 C26 1.392(3) . ?
C22 C23 1.395(3) . ?
C23 C24 1.371(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.380(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.386(2) . ?
C31 C36 1.389(2) . ?
C32 C33 1.388(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.373(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
N4 C41 1.407(6) . ?
N4 C47 1.408(11) . ?
N4 C48 1.434(10) . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C42 C43 1.3900 . ?
C42 H42 0.9500 . ?
C43 C44 1.3900 . ?
C43 H43 0.9500 . ?
C44 C45 1.3900 . ?
C44 H44 0.9500 . ?
C45 C46 1.3900 . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 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
C22 O1 C12 118.31(13) . . ?
C2 N1 C1 115.05(13) . . ?
C2 N1 H1 109.9(18) . . ?
C1 N1 H1 112.1(18) . . ?
N1 C1 C11 110.39(17) . . ?
N1 C1 C21 111.08(17) . . ?
C11 C1 C21 109.24(12) . . ?
N1 C1 C31 108.57(12) . . ?
C11 C1 C31 108.57(16) . . ?
C21 C1 C31 108.93(17) . . ?
N1 C2 C2 110.14(16) . 2_666 ?
N1 C2 H2A 109.6 . . ?
C2 C2 H2A 109.6 2_666 . ?
N1 C2 H2B 109.6 . . ?
C2 C2 H2B 109.6 2_666 . ?
H2A C2 H2B 108.1 . . ?
C12 C11 C16 117.1(2) . . ?
C12 C11 C1 122.50(19) . . ?
C16 C11 C1 120.4(2) . . ?
C11 C12 O1 123.3(2) . . ?
C11 C12 C13 121.8(2) . . ?
O1 C12 C13 114.9(2) . . ?
C14 C13 C12 119.6(2) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 119.2(2) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C11 122.1(2) . . ?
C15 C16 H16 118.9 . . ?
C11 C16 H16 118.9 . . ?
C22 C21 C26 117.2(2) . . ?
C22 C21 C1 122.48(18) . . ?
C26 C21 C1 120.3(2) . . ?
O1 C22 C21 122.98(19) . . ?
O1 C22 C23 115.3(2) . . ?
C21 C22 C23 121.7(2) . . ?
C24 C23 C22 119.4(2) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 120.2(2) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 119.6(2) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C25 C26 C21 121.7(2) . . ?
C25 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
C32 C31 C36 118.26(14) . . ?
C32 C31 C1 122.53(13) . . ?
C36 C31 C1 119.21(13) . . ?
C31 C32 C33 120.44(15) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C34 C33 C32 120.93(16) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C33 C34 C35 119.22(15) . . ?
C33 C34 H34 120.4 . . ?
C35 C34 H34 120.4 . . ?
C34 C35 C36 120.01(16) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 121.15(15) . . ?
C35 C36 H36 119.4 . . ?
C31 C36 H36 119.4 . . ?
C41 N4 C47 119.8(7) . . ?
C41 N4 C48 120.8(7) . . ?
C47 N4 C48 119.4(6) . . ?
C42 C41 C46 120.0 . . ?
C42 C41 N4 119.4(6) . . ?
C46 C41 N4 120.6(6) . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
C44 C43 C42 120.0 . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C46 C45 C44 120.0 . . ?
C46 C45 H45 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C46 C41 120.0 . . ?
C45 C46 H46 120.0 . . ?
C41 C46 H46 120.0 . . ?
N4 C47 H47A 109.5 . . ?
N4 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
N4 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
N4 C48 H48A 109.5 . . ?
N4 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
N4 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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
C2 N1 C1 C11 61.2(3) . . . . ?
C2 N1 C1 C21 -60.2(3) . . . . ?
C2 N1 C1 C31 -179.9(2) . . . . ?
C1 N1 C2 C2 179.4(3) . . . 2_666 ?
N1 C1 C11 C12 -132.3(2) . . . . ?
C21 C1 C11 C12 -9.9(2) . . . . ?
C31 C1 C11 C12 108.8(2) . . . . ?
N1 C1 C11 C16 49.7(2) . . . . ?
C21 C1 C11 C16 172.1(2) . . . . ?
C31 C1 C11 C16 -69.2(2) . . . . ?
C16 C11 C12 O1 -179.2(2) . . . . ?
C1 C11 C12 O1 2.7(3) . . . . ?
C16 C11 C12 C13 1.6(4) . . . . ?
C1 C11 C12 C13 -176.4(2) . . . . ?
C22 O1 C12 C11 7.0(3) . . . . ?
C22 O1 C12 C13 -173.8(2) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
O1 C12 C13 C14 -179.8(2) . . . . ?
C12 C13 C14 C15 -1.0(4) . . . . ?
C13 C14 C15 C16 1.4(4) . . . . ?
C14 C15 C16 C11 -0.3(4) . . . . ?
C12 C11 C16 C15 -1.2(4) . . . . ?
C1 C11 C16 C15 176.9(2) . . . . ?
N1 C1 C21 C22 130.8(2) . . . . ?
C11 C1 C21 C22 8.8(2) . . . . ?
C31 C1 C21 C22 -109.6(2) . . . . ?
N1 C1 C21 C26 -50.5(2) . . . . ?
C11 C1 C21 C26 -172.6(2) . . . . ?
C31 C1 C21 C26 69.0(2) . . . . ?
C12 O1 C22 C21 -8.1(3) . . . . ?
C12 O1 C22 C23 172.4(2) . . . . ?
C26 C21 C22 O1 -179.1(2) . . . . ?
C1 C21 C22 O1 -0.4(3) . . . . ?
C26 C21 C22 C23 0.4(3) . . . . ?
C1 C21 C22 C23 179.1(2) . . . . ?
O1 C22 C23 C24 178.3(2) . . . . ?
C21 C22 C23 C24 -1.2(4) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
C23 C24 C25 C26 -0.3(4) . . . . ?
C24 C25 C26 C21 -0.5(4) . . . . ?
C22 C21 C26 C25 0.5(3) . . . . ?
C1 C21 C26 C25 -178.3(2) . . . . ?
N1 C1 C31 C32 2.1(3) . . . . ?
C11 C1 C31 C32 122.1(2) . . . . ?
C21 C1 C31 C32 -119.0(2) . . . . ?
N1 C1 C31 C36 -178.0(2) . . . . ?
C11 C1 C31 C36 -58.0(3) . . . . ?
C21 C1 C31 C36 60.9(3) . . . . ?
C36 C31 C32 C33 0.4(4) . . . . ?
C1 C31 C32 C33 -179.7(2) . . . . ?
C31 C32 C33 C34 -0.3(4) . . . . ?
C32 C33 C34 C35 0.1(4) . . . . ?
C33 C34 C35 C36 0.0(4) . . . . ?
C34 C35 C36 C31 0.1(4) . . . . ?
C32 C31 C36 C35 -0.3(4) . . . . ?
C1 C31 C36 C35 179.8(2) . . . . ?
C47 N4 C41 C42 -162.6(8) . . . . ?
C48 N4 C41 C42 16.7(12) . . . . ?
C47 N4 C41 C46 17.4(12) . . . . ?
C48 N4 C41 C46 -163.4(8) . . . . ?
C46 C41 C42 C43 0.0 . . . . ?
N4 C41 C42 C43 180.0(8) . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C46 0.0 . . . . ?
C44 C45 C46 C41 0.0 . . . . ?
C42 C41 C46 C45 0.0 . . . . ?
N4 C41 C46 C45 -180.0(8) . . . . ?

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
C32 H32 N1 0.95 2.40 2.770(2) 103 . yes

_refine_diff_density_max         0.273
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_ia252
_database_code_depnum_ccdc_archive 'CCDC 1905945'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'N,N-bis(9-phenyl-9-xanthenyl)ethylenediamine: cumene (1:1)'
_chemical_melting_point          488.15
_chemical_formula_moiety         'C40 H32 N2 O2, C9 H12'
_chemical_formula_sum            'C49 H44 N2 O2'
_chemical_formula_weight         692.86

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                   9.1545(5)
_cell_length_b                   14.6714(7)
_cell_length_c                   15.1254(8)
_cell_angle_alpha                109.272(2)
_cell_angle_beta                 92.888(2)
_cell_angle_gamma                97.644(2)
_cell_volume                     1890.92(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9736
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      28.19

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.582
_exptl_crystal_size_mid          0.241
_exptl_crystal_size_min          0.154
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9487
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            53340
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.256
_diffrn_reflns_theta_max         28.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9360
_reflns_number_gt                7030
_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 v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

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

The H atoms of the methyl group were allowed to rotate with a fixed angle around
the C---C bond to best fit the experimental electron density (HFIX 137 in the
SHELX program suite (Sheldrick, 2015)), with Uiso(H) set to 1.5
Ueq(C).

The solvent cumene is disordered necessitating the use of the EADP constraint
and forcing the phenyl ring into a regular hexagon with bond lengths 1.39 Å
(AFIX 66 in the SHELX program suite (Sheldrick, 2015)).

The nitrogen-bound H atoms for the hosts were located on a difference Fourier
map and refined freely.

A number of reflections with large differences between their observed and
calculated intensities were omitted. This is due to obstruction by the beam
stop.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1016P)²+1.1407P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9360
_refine_ls_number_parameters     452
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.2038
_refine_ls_wR_factor_gt          0.1855
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.046
_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
O1 O 0.66551(15) 0.04462(11) 0.31756(12) 0.0441(4) Uani 1 1 d . . . . .
O2 O 0.12076(16) 0.55203(11) 0.22432(11) 0.0479(4) Uani 1 1 d . . . . .
N1 N 0.47200(17) 0.10617(11) 0.10316(10) 0.0290(3) Uani 1 1 d . . . . .
N2 N -0.04498(18) 0.60699(12) 0.47092(12) 0.0311(3) Uani 1 1 d . . . . .
C11 C 0.50798(18) 0.14042(12) 0.20640(11) 0.0255(3) Uani 1 1 d . . . . .
C12 C 0.5257(2) 0.01546(13) 0.05197(12) 0.0309(4) Uani 1 1 d . . . . .
H12A H 0.487351 -0.036667 0.076766 0.037 Uiso 1 1 calc R U . . .
H12B H 0.635270 0.025683 0.061107 0.037 Uiso 1 1 calc R U . . .
C21 C -0.02331(18) 0.64721(12) 0.39420(12) 0.0264(3) Uani 1 1 d . . . . .
C22 C 0.0229(2) 0.52031(14) 0.46205(15) 0.0372(4) Uani 1 1 d . . . . .
H22A H 0.132110 0.537610 0.468119 0.045 Uiso 1 1 calc R U . . .
H22B H -0.008934 0.470275 0.399294 0.045 Uiso 1 1 calc R U . . .
C111 C 0.43427(19) 0.06315(12) 0.24392(11) 0.0264(3) Uani 1 1 d . . . . .
C112 C 0.5141(2) 0.02092(13) 0.29558(13) 0.0316(4) Uani 1 1 d . . . . .
C113 C 0.4456(2) -0.05043(15) 0.32840(15) 0.0403(4) Uani 1 1 d . . . . .
H113 H 0.502472 -0.078013 0.364340 0.048 Uiso 1 1 calc R U . . .
C114 C 0.2954(2) -0.08080(14) 0.30854(15) 0.0402(4) Uani 1 1 d . . . . .
H114 H 0.248247 -0.129918 0.330332 0.048 Uiso 1 1 calc R U . . .
C115 C 0.2126(2) -0.04002(14) 0.25692(14) 0.0374(4) Uani 1 1 d . . . . .
H115 H 0.108746 -0.060969 0.243140 0.045 Uiso 1 1 calc R U . . .
C116 C 0.2819(2) 0.03131(13) 0.22552(13) 0.0325(4) Uani 1 1 d . . . . .
H116 H 0.224253 0.059421 0.190513 0.039 Uiso 1 1 calc R U . . .
C121 C 0.67499(19) 0.15911(12) 0.23288(11) 0.0269(3) Uani 1 1 d . . . . .
C122 C 0.74272(19) 0.11125(12) 0.28421(13) 0.0301(4) Uani 1 1 d . . . . .
C123 C 0.8956(2) 0.12935(14) 0.30737(15) 0.0382(4) Uani 1 1 d . . . . .
H123 H 0.939872 0.095150 0.342284 0.046 Uiso 1 1 calc R U . . .
C124 C 0.9821(2) 0.19699(16) 0.27941(15) 0.0410(4) Uani 1 1 d . . . . .
H124 H 1.086391 0.209374 0.294651 0.049 Uiso 1 1 calc R U . . .
C125 C 0.9168(2) 0.24698(17) 0.22904(16) 0.0467(5) Uani 1 1 d . . . . .
H125 H 0.975935 0.294176 0.210054 0.056 Uiso 1 1 calc R U . . .
C126 C 0.7652(2) 0.22792(16) 0.20651(15) 0.0400(4) Uani 1 1 d . . . . .
H126 H 0.721236 0.262718 0.172080 0.048 Uiso 1 1 calc R U . . .
C131 C 0.4468(2) 0.23609(13) 0.25070(13) 0.0322(4) Uani 1 1 d . . . . .
C132 C 0.4867(3) 0.28853(16) 0.34524(16) 0.0537(6) Uani 1 1 d . . . . .
H132 H 0.551525 0.265052 0.380674 0.064 Uiso 1 1 calc R U . . .
C133 C 0.4334(4) 0.37467(19) 0.3889(2) 0.0727(9) Uani 1 1 d . . . . .
H133 H 0.460309 0.409104 0.454130 0.087 Uiso 1 1 calc R U . . .
C134 C 0.3418(3) 0.41047(18) 0.3382(2) 0.0694(9) Uani 1 1 d . . . . .
H134 H 0.307176 0.470399 0.367774 0.083 Uiso 1 1 calc R U . . .
C135 C 0.3008(3) 0.35940(17) 0.2450(2) 0.0600(7) Uani 1 1 d . . . . .
H135 H 0.236858 0.383817 0.209877 0.072 Uiso 1 1 calc R U . . .
C136 C 0.3520(2) 0.27158(15) 0.20080(18) 0.0428(5) Uani 1 1 d . . . . .
H136 H 0.321510 0.236105 0.136169 0.051 Uiso 1 1 calc R U . . .
C211 C 0.14073(19) 0.67122(13) 0.38168(13) 0.0282(3) Uani 1 1 d . . . . .
C212 C 0.2017(2) 0.62323(13) 0.30096(14) 0.0334(4) Uani 1 1 d . . . . .
C213 C 0.3525(2) 0.64397(16) 0.29177(17) 0.0443(5) Uani 1 1 d . . . . .
H213 H 0.392158 0.609397 0.235781 0.053 Uiso 1 1 calc R U . . .
C214 C 0.4430(2) 0.71438(16) 0.36382(17) 0.0444(5) Uani 1 1 d . . . . .
H214 H 0.545630 0.728711 0.357927 0.053 Uiso 1 1 calc R U . . .
C215 C 0.3847(2) 0.76442(17) 0.44497(16) 0.0436(5) Uani 1 1 d . . . . .
H215 H 0.446887 0.813580 0.494892 0.052 Uiso 1 1 calc R U . . .
C216 C 0.2352(2) 0.74272(15) 0.45337(14) 0.0374(4) Uani 1 1 d . . . . .
H216 H 0.196158 0.777525 0.509512 0.045 Uiso 1 1 calc R U . . .
C221 C -0.10359(19) 0.57312(12) 0.30347(13) 0.0291(4) Uani 1 1 d . . . . .
C222 C -0.0301(2) 0.53126(13) 0.22596(14) 0.0345(4) Uani 1 1 d . . . . .
C223 C -0.1048(3) 0.46389(15) 0.14300(16) 0.0457(5) Uani 1 1 d . . . . .
H223 H -0.051950 0.435773 0.090903 0.055 Uiso 1 1 calc R U . . .
C224 C -0.2559(3) 0.43839(15) 0.13712(17) 0.0484(5) Uani 1 1 d . . . . .
H224 H -0.308067 0.393363 0.080306 0.058 Uiso 1 1 calc R U . . .
C225 C -0.3326(2) 0.47820(16) 0.21392(18) 0.0481(5) Uani 1 1 d . . . . .
H225 H -0.436931 0.460034 0.210175 0.058 Uiso 1 1 calc R U . . .
C226 C -0.2564(2) 0.54412(14) 0.29539(16) 0.0399(4) Uani 1 1 d . . . . .
H226 H -0.309507 0.570742 0.347830 0.048 Uiso 1 1 calc R U . . .
C231 C -0.09191(18) 0.74170(12) 0.41806(12) 0.0261(3) Uani 1 1 d . . . . .
C232 C -0.0707(2) 0.79947(14) 0.36163(15) 0.0373(4) Uani 1 1 d . . . . .
H232 H -0.016578 0.779169 0.308427 0.045 Uiso 1 1 calc R U . . .
C233 C -0.1272(2) 0.88589(15) 0.38200(17) 0.0451(5) Uani 1 1 d . . . . .
H233 H -0.113377 0.923924 0.342106 0.054 Uiso 1 1 calc R U . . .
C234 C -0.2039(2) 0.91750(14) 0.46014(16) 0.0406(5) Uani 1 1 d . . . . .
H234 H -0.239037 0.978387 0.475635 0.049 Uiso 1 1 calc R U . . .
C235 C -0.2286(2) 0.85997(14) 0.51510(14) 0.0352(4) Uani 1 1 d . . . . .
H235 H -0.283119 0.880539 0.568047 0.042 Uiso 1 1 calc R U . . .
C236 C -0.17428(19) 0.77167(13) 0.49379(13) 0.0302(4) Uani 1 1 d . . . . .
H236 H -0.193909 0.731768 0.531476 0.036 Uiso 1 1 calc R U . . .
H1 H 0.517(3) 0.159(2) 0.089(2) 0.075(9) Uiso 1 1 d . . . . .
H2 H -0.006(3) 0.6535(19) 0.5258(19) 0.047(7) Uiso 1 1 d . . . . .
C31 C 0.8664(4) 0.7513(4) 0.0805(3) 0.0920(9) Uani 0.648(7) 1 d DG . P A 1
C32 C 0.8804(5) 0.8266(4) 0.0434(3) 0.0920(9) Uani 0.648(7) 1 d DG . P A 1
H32 H 0.796618 0.855705 0.034605 0.110 Uiso 0.648(7) 1 calc R U P A 1
C33 C 1.0170(6) 0.8594(3) 0.0191(3) 0.0920(9) Uani 0.648(7) 1 d DG . P A 1
H33 H 1.026555 0.910876 -0.006239 0.110 Uiso 0.648(7) 1 calc R U P A 1
C34 C 1.1396(4) 0.8168(4) 0.0320(3) 0.0920(9) Uani 0.648(7) 1 d DG . P A 1
H34 H 1.232967 0.839233 0.015394 0.110 Uiso 0.648(7) 1 calc R U P A 1
C35 C 1.1256(4) 0.7415(4) 0.0691(3) 0.0920(9) Uani 0.648(7) 1 d DG . P A 1
H35 H 1.209442 0.712418 0.077872 0.110 Uiso 0.648(7) 1 calc R U P A 1
C36 C 0.9891(5) 0.7087(3) 0.0934(3) 0.0920(9) Uani 0.648(7) 1 d DG . P A 1
H36 H 0.979505 0.657246 0.118717 0.110 Uiso 0.648(7) 1 calc R U P A 1
C37 C 0.7200(7) 0.7096(4) 0.1071(4) 0.0920(9) Uani 0.648(7) 1 d D . P A 1
H37 H 0.741754 0.688751 0.162342 0.110 Uiso 0.648(7) 1 calc R U P A 1
C38 C 0.6364(8) 0.6268(5) 0.0326(4) 0.0920(9) Uani 0.648(7) 1 d D . P A 1
H38A H 0.608039 0.647092 -0.020555 0.138 Uiso 0.648(7) 1 calc R U P A 1
H38B H 0.547106 0.602037 0.055998 0.138 Uiso 0.648(7) 1 calc R U P A 1
H38C H 0.697487 0.575022 0.011861 0.138 Uiso 0.648(7) 1 calc R U P A 1
C39 C 0.6231(7) 0.7948(5) 0.1383(4) 0.0920(9) Uani 0.648(7) 1 d D . P A 1
H39A H 0.591768 0.811449 0.083335 0.138 Uiso 0.648(7) 1 calc R U P A 1
H39B H 0.682073 0.852544 0.185565 0.138 Uiso 0.648(7) 1 calc R U P A 1
H39C H 0.535489 0.773022 0.165125 0.138 Uiso 0.648(7) 1 calc R U P A 1
C41 C 0.8720(6) 0.7497(6) 0.0665(5) 0.0744(14) Uani 0.352(7) 1 d DG . P A 2
C42 C 0.9293(8) 0.8152(5) 0.0236(5) 0.0744(14) Uani 0.352(7) 1 d DG . P A 2
H42 H 0.865100 0.849129 -0.000485 0.089 Uiso 0.352(7) 1 calc R U P A 2
C43 C 1.0805(8) 0.8311(5) 0.0161(5) 0.0744(14) Uani 0.352(7) 1 d DG . P A 2
H43 H 1.119696 0.875887 -0.013255 0.089 Uiso 0.352(7) 1 calc R U P A 2
C44 C 1.1745(6) 0.7815(6) 0.0514(5) 0.0744(14) Uani 0.352(7) 1 d DG . P A 2
H44 H 1.277844 0.792323 0.046171 0.089 Uiso 0.352(7) 1 calc R U P A 2
C45 C 1.1172(7) 0.7159(5) 0.0942(5) 0.0744(14) Uani 0.352(7) 1 d DG . P A 2
H45 H 1.181399 0.682001 0.118368 0.089 Uiso 0.352(7) 1 calc R U P A 2
C46 C 0.9660(8) 0.7000(5) 0.1018(5) 0.0744(14) Uani 0.352(7) 1 d DG . P A 2
H46 H 0.926804 0.655241 0.131139 0.089 Uiso 0.352(7) 1 calc R U P A 2
C47 C 0.7016(10) 0.7300(6) 0.0589(6) 0.0744(14) Uani 0.352(7) 1 d D . P A 2
H47 H 0.659458 0.769088 0.023773 0.089 Uiso 0.352(7) 1 calc R U P A 2
C48 C 0.6593(13) 0.6154(7) -0.0001(6) 0.0744(14) Uani 0.352(7) 1 d D . P A 2
H48A H 0.640193 0.606155 -0.067036 0.112 Uiso 0.352(7) 1 calc R U P A 2
H48B H 0.570390 0.588213 0.021861 0.112 Uiso 0.352(7) 1 calc R U P A 2
H48C H 0.741613 0.581892 0.008975 0.112 Uiso 0.352(7) 1 calc R U P A 2
C49 C 0.6377(12) 0.7510(7) 0.1572(6) 0.0744(14) Uani 0.352(7) 1 d D . P A 2
H49A H 0.673301 0.819052 0.196793 0.112 Uiso 0.352(7) 1 calc R U P A 2
H49B H 0.670867 0.707126 0.188047 0.112 Uiso 0.352(7) 1 calc R U P A 2
H49C H 0.529235 0.739945 0.147916 0.112 Uiso 0.352(7) 1 calc R U P 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
O1 C122 1.374(2) . ?
O1 C112 1.379(2) . ?
O2 C212 1.376(2) . ?
O2 C222 1.378(2) . ?
N1 C12 1.464(2) . ?
N1 C11 1.478(2) . ?
N1 H1 0.92(3) . ?
N2 C22 1.458(2) . ?
N2 C21 1.476(2) . ?
N2 H2 0.90(3) . ?
C11 C111 1.524(2) . ?
C11 C121 1.526(2) . ?
C11 C131 1.536(2) . ?
C12 C12 1.515(3) 2_655 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C21 C221 1.519(2) . ?
C21 C211 1.532(2) . ?
C21 C231 1.540(2) . ?
C22 C22 1.511(3) 2_566 ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C111 C112 1.382(2) . ?
C111 C116 1.394(2) . ?
C112 C113 1.391(3) . ?
C113 C114 1.374(3) . ?
C113 H113 0.9500 . ?
C114 C115 1.382(3) . ?
C114 H114 0.9500 . ?
C115 C116 1.380(3) . ?
C115 H115 0.9500 . ?
C116 H116 0.9500 . ?
C121 C122 1.381(2) . ?
C121 C126 1.392(2) . ?
C122 C123 1.394(3) . ?
C123 C124 1.375(3) . ?
C123 H123 0.9500 . ?
C124 C125 1.384(3) . ?
C124 H124 0.9500 . ?
C125 C126 1.381(3) . ?
C125 H125 0.9500 . ?
C126 H126 0.9500 . ?
C131 C136 1.381(3) . ?
C131 C132 1.384(3) . ?
C132 C133 1.384(3) . ?
C132 H132 0.9500 . ?
C133 C134 1.373(5) . ?
C133 H133 0.9500 . ?
C134 C135 1.366(5) . ?
C134 H134 0.9500 . ?
C135 C136 1.397(3) . ?
C135 H135 0.9500 . ?
C136 H136 0.9500 . ?
C211 C212 1.380(3) . ?
C211 C216 1.392(3) . ?
C212 C213 1.397(3) . ?
C213 C214 1.371(3) . ?
C213 H213 0.9500 . ?
C214 C215 1.381(3) . ?
C214 H214 0.9500 . ?
C215 C216 1.385(3) . ?
C215 H215 0.9500 . ?
C216 H216 0.9500 . ?
C221 C222 1.385(3) . ?
C221 C226 1.394(3) . ?
C222 C223 1.391(3) . ?
C223 C224 1.375(3) . ?
C223 H223 0.9500 . ?
C224 C225 1.388(3) . ?
C224 H224 0.9500 . ?
C225 C226 1.374(3) . ?
C225 H225 0.9500 . ?
C226 H226 0.9500 . ?
C231 C236 1.385(2) . ?
C231 C232 1.391(2) . ?
C232 C233 1.380(3) . ?
C232 H232 0.9500 . ?
C233 C234 1.383(3) . ?
C233 H233 0.9500 . ?
C234 C235 1.373(3) . ?
C234 H234 0.9500 . ?
C235 C236 1.393(2) . ?
C235 H235 0.9500 . ?
C236 H236 0.9500 . ?
C31 C32 1.3900 . ?
C31 C36 1.3900 . ?
C31 C37 1.527(6) . ?
C32 C33 1.3900 . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 H33 0.9500 . ?
C34 C35 1.3900 . ?
C34 H34 0.9500 . ?
C35 C36 1.3900 . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.448(7) . ?
C37 C39 1.587(8) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C41 C47 1.539(9) . ?
C42 C43 1.3900 . ?
C42 H42 0.9500 . ?
C43 C44 1.3900 . ?
C43 H43 0.9500 . ?
C44 C45 1.3900 . ?
C44 H44 0.9500 . ?
C45 C46 1.3900 . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 C49 1.575(11) . ?
C47 C48 1.604(11) . ?
C47 H47 1.0000 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 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
C122 O1 C112 118.82(14) . . ?
C212 O2 C222 118.48(14) . . ?
C12 N1 C11 114.62(13) . . ?
C12 N1 H1 112(2) . . ?
C11 N1 H1 101(2) . . ?
C22 N2 C21 115.00(14) . . ?
C22 N2 H2 107.8(16) . . ?
C21 N2 H2 108.6(16) . . ?
N1 C11 C111 108.71(13) . . ?
N1 C11 C121 111.26(13) . . ?
C111 C11 C121 109.91(13) . . ?
N1 C11 C131 109.06(14) . . ?
C111 C11 C131 109.09(13) . . ?
C121 C11 C131 108.78(14) . . ?
N1 C12 C12 109.76(18) . 2_655 ?
N1 C12 H12A 109.7 . . ?
C12 C12 H12A 109.7 2_655 . ?
N1 C12 H12B 109.7 . . ?
C12 C12 H12B 109.7 2_655 . ?
H12A C12 H12B 108.2 . . ?
N2 C21 C221 108.56(14) . . ?
N2 C21 C211 112.36(14) . . ?
C221 C21 C211 109.76(14) . . ?
N2 C21 C231 108.15(13) . . ?
C221 C21 C231 109.19(13) . . ?
C211 C21 C231 108.77(13) . . ?
N2 C22 C22 109.57(18) . 2_566 ?
N2 C22 H22A 109.8 . . ?
C22 C22 H22A 109.8 2_566 . ?
N2 C22 H22B 109.8 . . ?
C22 C22 H22B 109.8 2_566 . ?
H22A C22 H22B 108.2 . . ?
C112 C111 C116 117.44(16) . . ?
C112 C111 C11 122.17(15) . . ?
C116 C111 C11 120.38(15) . . ?
O1 C112 C111 123.38(16) . . ?
O1 C112 C113 115.03(16) . . ?
C111 C112 C113 121.58(17) . . ?
C114 C113 C112 119.61(18) . . ?
C114 C113 H113 120.2 . . ?
C112 C113 H113 120.2 . . ?
C113 C114 C115 120.13(18) . . ?
C113 C114 H114 119.9 . . ?
C115 C114 H114 119.9 . . ?
C116 C115 C114 119.60(18) . . ?
C116 C115 H115 120.2 . . ?
C114 C115 H115 120.2 . . ?
C115 C116 C111 121.63(17) . . ?
C115 C116 H116 119.2 . . ?
C111 C116 H116 119.2 . . ?
C122 C121 C126 117.38(16) . . ?
C122 C121 C11 122.65(15) . . ?
C126 C121 C11 119.96(16) . . ?
O1 C122 C121 123.01(16) . . ?
O1 C122 C123 115.35(16) . . ?
C121 C122 C123 121.63(17) . . ?
C124 C123 C122 119.67(19) . . ?
C124 C123 H123 120.2 . . ?
C122 C123 H123 120.2 . . ?
C123 C124 C125 119.87(18) . . ?
C123 C124 H124 120.1 . . ?
C125 C124 H124 120.1 . . ?
C126 C125 C124 119.67(19) . . ?
C126 C125 H125 120.2 . . ?
C124 C125 H125 120.2 . . ?
C125 C126 C121 121.77(19) . . ?
C125 C126 H126 119.1 . . ?
C121 C126 H126 119.1 . . ?
C136 C131 C132 118.40(19) . . ?
C136 C131 C11 122.97(18) . . ?
C132 C131 C11 118.62(18) . . ?
C131 C132 C133 121.0(3) . . ?
C131 C132 H132 119.5 . . ?
C133 C132 H132 119.5 . . ?
C134 C133 C132 120.2(3) . . ?
C134 C133 H133 119.9 . . ?
C132 C133 H133 119.9 . . ?
C135 C134 C133 119.6(2) . . ?
C135 C134 H134 120.2 . . ?
C133 C134 H134 120.2 . . ?
C134 C135 C136 120.6(3) . . ?
C134 C135 H135 119.7 . . ?
C136 C135 H135 119.7 . . ?
C131 C136 C135 120.3(2) . . ?
C131 C136 H136 119.9 . . ?
C135 C136 H136 119.9 . . ?
C212 C211 C216 117.23(17) . . ?
C212 C211 C21 122.38(16) . . ?
C216 C211 C21 120.38(16) . . ?
O2 C212 C211 123.27(16) . . ?
O2 C212 C213 115.06(17) . . ?
C211 C212 C213 121.67(19) . . ?
C214 C213 C212 119.8(2) . . ?
C214 C213 H213 120.1 . . ?
C212 C213 H213 120.1 . . ?
C213 C214 C215 119.82(19) . . ?
C213 C214 H214 120.1 . . ?
C215 C214 H214 120.1 . . ?
C214 C215 C216 119.8(2) . . ?
C214 C215 H215 120.1 . . ?
C216 C215 H215 120.1 . . ?
C215 C216 C211 121.69(19) . . ?
C215 C216 H216 119.2 . . ?
C211 C216 H216 119.2 . . ?
C222 C221 C226 117.13(17) . . ?
C222 C221 C21 122.30(16) . . ?
C226 C221 C21 120.57(16) . . ?
O2 C222 C221 123.45(17) . . ?
O2 C222 C223 114.70(17) . . ?
C221 C222 C223 121.85(18) . . ?
C224 C223 C222 119.4(2) . . ?
C224 C223 H223 120.3 . . ?
C222 C223 H223 120.3 . . ?
C223 C224 C225 120.2(2) . . ?
C223 C224 H224 119.9 . . ?
C225 C224 H224 119.9 . . ?
C226 C225 C224 119.4(2) . . ?
C226 C225 H225 120.3 . . ?
C224 C225 H225 120.3 . . ?
C225 C226 C221 122.01(19) . . ?
C225 C226 H226 119.0 . . ?
C221 C226 H226 119.0 . . ?
C236 C231 C232 118.47(16) . . ?
C236 C231 C21 122.51(15) . . ?
C232 C231 C21 119.02(15) . . ?
C233 C232 C231 120.79(18) . . ?
C233 C232 H232 119.6 . . ?
C231 C232 H232 119.6 . . ?
C232 C233 C234 120.40(19) . . ?
C232 C233 H233 119.8 . . ?
C234 C233 H233 119.8 . . ?
C235 C234 C233 119.32(17) . . ?
C235 C234 H234 120.3 . . ?
C233 C234 H234 120.3 . . ?
C234 C235 C236 120.50(18) . . ?
C234 C235 H235 119.8 . . ?
C236 C235 H235 119.8 . . ?
C231 C236 C235 120.44(17) . . ?
C231 C236 H236 119.8 . . ?
C235 C236 H236 119.8 . . ?
C32 C31 C36 120.0 . . ?
C32 C31 C37 123.3(4) . . ?
C36 C31 C37 116.7(4) . . ?
C33 C32 C31 120.0 . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C34 C33 C32 120.0 . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 120.0 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C36 120.0 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 120.0 . . ?
C35 C36 H36 120.0 . . ?
C31 C36 H36 120.0 . . ?
C38 C37 C31 114.3(5) . . ?
C38 C37 C39 109.5(6) . . ?
C31 C37 C39 107.9(5) . . ?
C38 C37 H37 108.3 . . ?
C31 C37 H37 108.3 . . ?
C39 C37 H37 108.3 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C42 C41 C46 120.0 . . ?
C42 C41 C47 114.1(6) . . ?
C46 C41 C47 125.4(6) . . ?
C41 C42 C43 120.0 . . ?
C41 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
C44 C43 C42 120.0 . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C44 C45 120.0 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C46 C45 C44 120.0 . . ?
C46 C45 H45 120.0 . . ?
C44 C45 H45 120.0 . . ?
C45 C46 C41 120.0 . . ?
C45 C46 H46 120.0 . . ?
C41 C46 H46 120.0 . . ?
C41 C47 C49 113.3(7) . . ?
C41 C47 C48 104.2(8) . . ?
C49 C47 C48 108.8(7) . . ?
C41 C47 H47 110.1 . . ?
C49 C47 H47 110.1 . . ?
C48 C47 H47 110.1 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 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
C12 N1 C11 C111 -61.74(18) . . . . ?
C12 N1 C11 C121 59.43(19) . . . . ?
C12 N1 C11 C131 179.42(14) . . . . ?
C11 N1 C12 C12 176.55(17) . . . 2_655 ?
C22 N2 C21 C221 65.6(2) . . . . ?
C22 N2 C21 C211 -56.0(2) . . . . ?
C22 N2 C21 C231 -176.08(16) . . . . ?
C21 N2 C22 C22 -173.2(2) . . . 2_566 ?
N1 C11 C111 C112 123.24(17) . . . . ?
C121 C11 C111 C112 1.2(2) . . . . ?
C131 C11 C111 C112 -117.94(18) . . . . ?
N1 C11 C111 C116 -55.73(19) . . . . ?
C121 C11 C111 C116 -177.73(15) . . . . ?
C131 C11 C111 C116 63.1(2) . . . . ?
C122 O1 C112 C111 -2.2(3) . . . . ?
C122 O1 C112 C113 177.10(17) . . . . ?
C116 C111 C112 O1 179.03(17) . . . . ?
C11 C111 C112 O1 0.0(3) . . . . ?
C116 C111 C112 C113 -0.2(3) . . . . ?
C11 C111 C112 C113 -179.18(17) . . . . ?
O1 C112 C113 C114 -178.62(18) . . . . ?
C111 C112 C113 C114 0.6(3) . . . . ?
C112 C113 C114 C115 -0.5(3) . . . . ?
C113 C114 C115 C116 0.0(3) . . . . ?
C114 C115 C116 C111 0.5(3) . . . . ?
C112 C111 C116 C115 -0.4(3) . . . . ?
C11 C111 C116 C115 178.62(16) . . . . ?
N1 C11 C121 C122 -121.00(17) . . . . ?
C111 C11 C121 C122 -0.5(2) . . . . ?
C131 C11 C121 C122 118.84(17) . . . . ?
N1 C11 C121 C126 60.1(2) . . . . ?
C111 C11 C121 C126 -179.43(16) . . . . ?
C131 C11 C121 C126 -60.1(2) . . . . ?
C112 O1 C122 C121 2.9(3) . . . . ?
C112 O1 C122 C123 -178.38(17) . . . . ?
C126 C121 C122 O1 177.40(17) . . . . ?
C11 C121 C122 O1 -1.5(3) . . . . ?
C126 C121 C122 C123 -1.2(3) . . . . ?
C11 C121 C122 C123 179.83(16) . . . . ?
O1 C122 C123 C124 -178.19(18) . . . . ?
C121 C122 C123 C124 0.5(3) . . . . ?
C122 C123 C124 C125 0.4(3) . . . . ?
C123 C124 C125 C126 -0.5(3) . . . . ?
C124 C125 C126 C121 -0.2(3) . . . . ?
C122 C121 C126 C125 1.1(3) . . . . ?
C11 C121 C126 C125 -179.97(19) . . . . ?
N1 C11 C131 C136 10.3(2) . . . . ?
C111 C11 C131 C136 -108.27(19) . . . . ?
C121 C11 C131 C136 131.85(18) . . . . ?
N1 C11 C131 C132 -170.64(18) . . . . ?
C111 C11 C131 C132 70.8(2) . . . . ?
C121 C11 C131 C132 -49.1(2) . . . . ?
C136 C131 C132 C133 -0.2(3) . . . . ?
C11 C131 C132 C133 -179.3(2) . . . . ?
C131 C132 C133 C134 -1.2(4) . . . . ?
C132 C133 C134 C135 1.5(4) . . . . ?
C133 C134 C135 C136 -0.4(4) . . . . ?
C132 C131 C136 C135 1.3(3) . . . . ?
C11 C131 C136 C135 -179.66(18) . . . . ?
C134 C135 C136 C131 -1.0(3) . . . . ?
N2 C21 C211 C212 115.50(18) . . . . ?
C221 C21 C211 C212 -5.4(2) . . . . ?
C231 C21 C211 C212 -124.80(17) . . . . ?
N2 C21 C211 C216 -63.6(2) . . . . ?
C221 C21 C211 C216 175.49(15) . . . . ?
C231 C21 C211 C216 56.1(2) . . . . ?
C222 O2 C212 C211 3.7(3) . . . . ?
C222 O2 C212 C213 -176.48(18) . . . . ?
C216 C211 C212 O2 -179.11(17) . . . . ?
C21 C211 C212 O2 1.7(3) . . . . ?
C216 C211 C212 C213 1.1(3) . . . . ?
C21 C211 C212 C213 -178.05(17) . . . . ?
O2 C212 C213 C214 179.45(19) . . . . ?
C211 C212 C213 C214 -0.7(3) . . . . ?
C212 C213 C214 C215 -0.1(3) . . . . ?
C213 C214 C215 C216 0.4(3) . . . . ?
C214 C215 C216 C211 0.0(3) . . . . ?
C212 C211 C216 C215 -0.7(3) . . . . ?
C21 C211 C216 C215 178.46(17) . . . . ?
N2 C21 C221 C222 -118.90(17) . . . . ?
C211 C21 C221 C222 4.3(2) . . . . ?
C231 C21 C221 C222 123.41(17) . . . . ?
N2 C21 C221 C226 60.8(2) . . . . ?
C211 C21 C221 C226 -176.02(16) . . . . ?
C231 C21 C221 C226 -56.9(2) . . . . ?
C212 O2 C222 C221 -4.9(3) . . . . ?
C212 O2 C222 C223 175.30(18) . . . . ?
C226 C221 C222 O2 -179.13(18) . . . . ?
C21 C221 C222 O2 0.6(3) . . . . ?
C226 C221 C222 C223 0.6(3) . . . . ?
C21 C221 C222 C223 -179.63(17) . . . . ?
O2 C222 C223 C224 -179.7(2) . . . . ?
C221 C222 C223 C224 0.5(3) . . . . ?
C222 C223 C224 C225 -1.2(3) . . . . ?
C223 C224 C225 C226 0.7(3) . . . . ?
C224 C225 C226 C221 0.4(3) . . . . ?
C222 C221 C226 C225 -1.1(3) . . . . ?
C21 C221 C226 C225 179.16(18) . . . . ?
N2 C21 C231 C236 -7.3(2) . . . . ?
C221 C21 C231 C236 110.63(18) . . . . ?
C211 C21 C231 C236 -129.61(17) . . . . ?
N2 C21 C231 C232 172.67(16) . . . . ?
C221 C21 C231 C232 -69.4(2) . . . . ?
C211 C21 C231 C232 50.4(2) . . . . ?
C236 C231 C232 C233 1.6(3) . . . . ?
C21 C231 C232 C233 -178.39(18) . . . . ?
C231 C232 C233 C234 1.2(3) . . . . ?
C232 C233 C234 C235 -2.7(3) . . . . ?
C233 C234 C235 C236 1.4(3) . . . . ?
C232 C231 C236 C235 -2.9(3) . . . . ?
C21 C231 C236 C235 177.11(16) . . . . ?
C234 C235 C236 C231 1.4(3) . . . . ?
C36 C31 C32 C33 0.0 . . . . ?
C37 C31 C32 C33 -178.7(5) . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C33 C34 C35 C36 0.0 . . . . ?
C34 C35 C36 C31 0.0 . . . . ?
C32 C31 C36 C35 0.0 . . . . ?
C37 C31 C36 C35 178.8(5) . . . . ?
C32 C31 C37 C38 91.8(6) . . . . ?
C36 C31 C37 C38 -86.9(6) . . . . ?
C32 C31 C37 C39 -30.2(6) . . . . ?
C36 C31 C37 C39 151.0(4) . . . . ?
C46 C41 C42 C43 0.0 . . . . ?
C47 C41 C42 C43 -172.8(7) . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C43 C44 C45 C46 0.0 . . . . ?
C44 C45 C46 C41 0.0 . . . . ?
C42 C41 C46 C45 0.0 . . . . ?
C47 C41 C46 C45 171.9(7) . . . . ?
C42 C41 C47 C49 -124.2(8) . . . . ?
C46 C41 C47 C49 63.5(9) . . . . ?
C42 C41 C47 C48 117.7(7) . . . . ?
C46 C41 C47 C48 -54.7(8) . . . . ?

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
C136 H136 N1 0.95 2.43 2.790(3) 102 . yes
C236 H236 N2 0.95 2.39 2.758(2) 102 . yes

_refine_diff_density_max         0.843
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_ha387
_database_code_depnum_ccdc_archive 'CCDC 1905944'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'N,N-bis(9-phenyl-9-thioxanthenyl)ethylenediamine: N-methylaniline (1:1)'
_chemical_melting_point          451.15
_chemical_formula_moiety         'C40 H32 N2 S2, C7 H9 N'
_chemical_formula_sum            'C47 H41 N3 S2'
_chemical_formula_weight         711.95

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'
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                   10.5138(7)
_cell_length_b                   13.5904(9)
_cell_length_c                   13.7298(9)
_cell_angle_alpha                84.174(3)
_cell_angle_beta                 86.227(3)
_cell_angle_gamma                70.040(3)
_cell_volume                     1833.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9949
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.21

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.582
_exptl_crystal_size_mid          0.539
_exptl_crystal_size_min          0.499
_exptl_absorpt_coefficient_mu    0.184
_shelx_estimated_absorpt_T_min   0.900
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9526
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            53745
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_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         2.062
_diffrn_reflns_theta_max         28.324
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9100
_reflns_number_gt                7547
_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 v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

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

The H atoms of the methyl group were allowed to rotate with a fixed angle around
the C---C bond to best fit the experimental electron density (HFIX 137 in the
SHELX program suite (Sheldrick, 2015)), with Uiso(H) set to 1.5
Ueq(C).

The nitrogen-bound H atoms for the host and guest were located on a difference
Fourier map and refined freely.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+0.6862P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9100
_refine_ls_number_parameters     482
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0972
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.39206(4) 0.49182(3) 0.23762(2) 0.03512(9) Uani 1 1 d . . . . .
S2 S -0.02272(4) 0.94977(3) 0.88557(2) 0.03330(9) Uani 1 1 d . . . . .
N1 N 0.16374(10) 0.61516(8) 0.51847(7) 0.0220(2) Uani 1 1 d . . . . .
N2 N 0.25351(11) 0.70931(8) 0.68540(7) 0.0227(2) Uani 1 1 d . . . . .
N7 N 0.18747(18) 0.39814(15) 0.07645(15) 0.0699(5) Uani 1 1 d . . . . .
C1 C 0.21273(11) 0.58442(9) 0.41971(8) 0.0209(2) Uani 1 1 d . . . . .
C2 C 0.24406(13) 0.55914(9) 0.60301(8) 0.0253(2) Uani 1 1 d . . . . .
H2A H 0.341156 0.547450 0.587505 0.030 Uiso 1 1 calc R U . . .
H2B H 0.232658 0.489767 0.617922 0.030 Uiso 1 1 calc R U . . .
C3 C 0.19839(13) 0.62316(9) 0.69187(8) 0.0252(2) Uani 1 1 d . . . . .
H3A H 0.098260 0.652258 0.695686 0.030 Uiso 1 1 calc R U . . .
H3B H 0.229269 0.576831 0.752304 0.030 Uiso 1 1 calc R U . . .
C4 C 0.19019(12) 0.79666(9) 0.74747(8) 0.0216(2) Uani 1 1 d . . . . .
C11 C 0.33514(12) 0.61998(9) 0.39033(9) 0.0241(2) Uani 1 1 d . . . . .
C12 C 0.41383(12) 0.58760(10) 0.30569(9) 0.0281(3) Uani 1 1 d . . . . .
C13 C 0.51253(14) 0.63116(12) 0.27137(11) 0.0386(3) Uani 1 1 d . . . . .
H13 H 0.562909 0.610160 0.212505 0.046 Uiso 1 1 calc R U . . .
C14 C 0.53716(14) 0.70463(12) 0.32266(13) 0.0435(4) Uani 1 1 d . . . . .
H14 H 0.602809 0.735529 0.298462 0.052 Uiso 1 1 calc R U . . .
C15 C 0.46570(14) 0.73307(11) 0.40957(12) 0.0386(3) Uani 1 1 d . . . . .
H15 H 0.485746 0.780807 0.446867 0.046 Uiso 1 1 calc R U . . .
C16 C 0.36490(13) 0.69216(10) 0.44245(10) 0.0301(3) Uani 1 1 d . . . . .
H16 H 0.315194 0.713596 0.501452 0.036 Uiso 1 1 calc R U . . .
C21 C 0.24657(12) 0.46681(9) 0.40775(8) 0.0231(2) Uani 1 1 d . . . . .
C22 C 0.32514(12) 0.41992(10) 0.32804(9) 0.0285(3) Uani 1 1 d . . . . .
C23 C 0.34557(15) 0.31526(11) 0.31270(12) 0.0399(3) Uani 1 1 d . . . . .
H23 H 0.399568 0.284556 0.258177 0.048 Uiso 1 1 calc R U . . .
C24 C 0.28722(16) 0.25671(11) 0.37683(13) 0.0440(4) Uani 1 1 d . . . . .
H24 H 0.300727 0.185774 0.366326 0.053 Uiso 1 1 calc R U . . .
C25 C 0.20910(15) 0.30136(11) 0.45636(11) 0.0370(3) Uani 1 1 d . . . . .
H25 H 0.168995 0.261202 0.500721 0.044 Uiso 1 1 calc R U . . .
C26 C 0.18955(13) 0.40514(10) 0.47108(9) 0.0274(2) Uani 1 1 d . . . . .
H26 H 0.135691 0.435049 0.525958 0.033 Uiso 1 1 calc R U . . .
C31 C 0.09519(11) 0.64972(9) 0.35201(8) 0.0223(2) Uani 1 1 d . . . . .
C32 C 0.02164(13) 0.60442(10) 0.30217(9) 0.0286(3) Uani 1 1 d . . . . .
H32 H 0.046554 0.530104 0.305456 0.034 Uiso 1 1 calc R U . . .
C33 C -0.08865(14) 0.66710(12) 0.24723(10) 0.0359(3) Uani 1 1 d . . . . .
H33 H -0.138158 0.635122 0.213423 0.043 Uiso 1 1 calc R U . . .
C34 C -0.12621(13) 0.77506(12) 0.24171(10) 0.0366(3) Uani 1 1 d . . . . .
H34 H -0.201792 0.817466 0.204719 0.044 Uiso 1 1 calc R U . . .
C35 C -0.05310(14) 0.82122(11) 0.29039(10) 0.0348(3) Uani 1 1 d . . . . .
H35 H -0.078320 0.895584 0.286590 0.042 Uiso 1 1 calc R U . . .
C36 C 0.05696(13) 0.75929(10) 0.34478(9) 0.0289(3) Uani 1 1 d . . . . .
H36 H 0.106962 0.791751 0.377502 0.035 Uiso 1 1 calc R U . . .
C41 C 0.04999(12) 0.86185(9) 0.70777(8) 0.0225(2) Uani 1 1 d . . . . .
C42 C -0.04659(13) 0.93505(9) 0.76320(9) 0.0262(2) Uani 1 1 d . . . . .
C43 C -0.16578(14) 1.00326(10) 0.72161(10) 0.0330(3) Uani 1 1 d . . . . .
H43 H -0.230249 1.052519 0.760148 0.040 Uiso 1 1 calc R U . . .
C44 C -0.19047(13) 0.99950(11) 0.62467(11) 0.0343(3) Uani 1 1 d . . . . .
H44 H -0.270256 1.047494 0.595940 0.041 Uiso 1 1 calc R U . . .
C45 C -0.09825(13) 0.92538(10) 0.56970(10) 0.0303(3) Uani 1 1 d . . . . .
H45 H -0.115818 0.921211 0.503526 0.036 Uiso 1 1 calc R U . . .
C46 C 0.01973(12) 0.85722(10) 0.61113(9) 0.0255(2) Uani 1 1 d . . . . .
H46 H 0.081556 0.806086 0.572852 0.031 Uiso 1 1 calc R U . . .
C51 C 0.18137(12) 0.76092(9) 0.85699(8) 0.0236(2) Uani 1 1 d . . . . .
C52 C 0.08952(13) 0.82417(9) 0.92248(9) 0.0258(2) Uani 1 1 d . . . . .
C53 C 0.08657(14) 0.79213(11) 1.02240(9) 0.0314(3) Uani 1 1 d . . . . .
H53 H 0.021479 0.835376 1.065250 0.038 Uiso 1 1 calc R U . . .
C54 C 0.17773(15) 0.69799(11) 1.05911(9) 0.0337(3) Uani 1 1 d . . . . .
H54 H 0.175824 0.676242 1.127015 0.040 Uiso 1 1 calc R U . . .
C55 C 0.27224(14) 0.63544(10) 0.99574(9) 0.0311(3) Uani 1 1 d . . . . .
H55 H 0.336637 0.571191 1.020465 0.037 Uiso 1 1 calc R U . . .
C56 C 0.27281(13) 0.66663(10) 0.89618(9) 0.0265(2) Uani 1 1 d . . . . .
H56 H 0.337321 0.622459 0.853647 0.032 Uiso 1 1 calc R U . . .
C61 C 0.28016(12) 0.86685(9) 0.73145(9) 0.0234(2) Uani 1 1 d . . . . .
C62 C 0.34908(14) 0.88530(11) 0.80636(10) 0.0341(3) Uani 1 1 d . . . . .
H62 H 0.339010 0.856525 0.871233 0.041 Uiso 1 1 calc R U . . .
C63 C 0.43291(16) 0.94561(13) 0.78737(12) 0.0431(3) Uani 1 1 d . . . . .
H63 H 0.481372 0.956116 0.839114 0.052 Uiso 1 1 calc R U . . .
C64 C 0.44636(15) 0.99022(12) 0.69435(12) 0.0407(3) Uani 1 1 d . . . . .
H64 H 0.501729 1.032963 0.682172 0.049 Uiso 1 1 calc R U . . .
C65 C 0.37843(15) 0.97219(12) 0.61874(11) 0.0386(3) Uani 1 1 d . . . . .
H65 H 0.387766 1.002143 0.554233 0.046 Uiso 1 1 calc R U . . .
C66 C 0.29676(13) 0.91050(11) 0.63697(10) 0.0308(3) Uani 1 1 d . . . . .
H66 H 0.251506 0.897769 0.584474 0.037 Uiso 1 1 calc R U . . .
C71 C 0.27921(17) 0.31319(13) 0.03517(11) 0.0445(4) Uani 1 1 d . . . . .
C72 C 0.24971(18) 0.22203(14) 0.02506(13) 0.0508(4) Uani 1 1 d . . . . .
H72 H 0.165157 0.216712 0.048770 0.061 Uiso 1 1 calc R U . . .
C73 C 0.3440(2) 0.13947(14) -0.01958(15) 0.0590(5) Uani 1 1 d . . . . .
H73 H 0.322334 0.078373 -0.027252 0.071 Uiso 1 1 calc R U . . .
C74 C 0.46732(19) 0.14388(15) -0.05282(14) 0.0560(4) Uani 1 1 d . . . . .
H74 H 0.530924 0.086567 -0.083280 0.067 Uiso 1 1 calc R U . . .
C75 C 0.49815(19) 0.23250(14) -0.04154(13) 0.0494(4) Uani 1 1 d . . . . .
H75 H 0.584018 0.236079 -0.063961 0.059 Uiso 1 1 calc R U . . .
C76 C 0.40654(18) 0.31560(14) 0.00159(13) 0.0499(4) Uani 1 1 d . . . . .
H76 H 0.429940 0.376021 0.008842 0.060 Uiso 1 1 calc R U . . .
C77 C 0.0575(2) 0.3982(2) 0.1154(2) 0.0905(9) Uani 1 1 d . . . . .
H77A H 0.006598 0.467191 0.138465 0.136 Uiso 1 1 calc R U . . .
H77B H 0.069584 0.344088 0.170209 0.136 Uiso 1 1 calc R U . . .
H77C H 0.007540 0.383512 0.064148 0.136 Uiso 1 1 calc R U . . .
H1 H 0.0769(16) 0.6184(11) 0.5268(10) 0.027(4) Uiso 1 1 d . . . . .
H2 H 0.3438(16) 0.6843(12) 0.6934(11) 0.030(4) Uiso 1 1 d . . . . .
H7 H 0.211(2) 0.452(2) 0.0819(18) 0.086(8) 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
S1 C12 1.7602(14) . ?
S1 C22 1.7604(14) . ?
S2 C42 1.7560(13) . ?
S2 C52 1.7581(13) . ?
N1 C2 1.4665(14) . ?
N1 C1 1.4678(14) . ?
N1 H1 0.900(15) . ?
N2 C3 1.4662(15) . ?
N2 C4 1.4730(14) . ?
N2 H2 0.902(16) . ?
N7 C71 1.373(2) . ?
N7 C77 1.434(3) . ?
N7 H7 0.86(3) . ?
C1 C21 1.5381(16) . ?
C1 C11 1.5393(16) . ?
C1 C31 1.5536(15) . ?
C2 C3 1.5263(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C51 1.5393(16) . ?
C4 C41 1.5398(16) . ?
C4 C61 1.5490(16) . ?
C11 C16 1.3978(18) . ?
C11 C12 1.3991(17) . ?
C12 C13 1.3957(19) . ?
C13 C14 1.380(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3872(19) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.3944(17) . ?
C21 C22 1.3963(17) . ?
C22 C23 1.4001(19) . ?
C23 C24 1.380(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.382(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.3881(18) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3875(17) . ?
C31 C36 1.3984(17) . ?
C32 C33 1.3963(18) . ?
C32 H32 0.9500 . ?
C33 C34 1.378(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.383(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.3879(18) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C46 1.3971(16) . ?
C41 C42 1.4008(17) . ?
C42 C43 1.3963(18) . ?
C43 C44 1.382(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.384(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.3862(17) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.3939(17) . ?
C51 C52 1.3985(17) . ?
C52 C53 1.3983(17) . ?
C53 C54 1.380(2) . ?
C53 H53 0.9500 . ?
C54 C55 1.3881(19) . ?
C54 H54 0.9500 . ?
C55 C56 1.3897(17) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C62 1.3857(17) . ?
C61 C66 1.3964(17) . ?
C62 C63 1.392(2) . ?
C62 H62 0.9500 . ?
C63 C64 1.377(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.384(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.3869(19) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C71 C76 1.397(2) . ?
C71 C72 1.398(2) . ?
C72 C73 1.385(3) . ?
C72 H72 0.9500 . ?
C73 C74 1.365(3) . ?
C73 H73 0.9500 . ?
C74 C75 1.375(2) . ?
C74 H74 0.9500 . ?
C75 C76 1.368(2) . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 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 101.45(6) . . ?
C42 S2 C52 101.18(6) . . ?
C2 N1 C1 119.36(9) . . ?
C2 N1 H1 111.8(9) . . ?
C1 N1 H1 109.0(9) . . ?
C3 N2 C4 118.30(9) . . ?
C3 N2 H2 110.8(9) . . ?
C4 N2 H2 109.7(9) . . ?
C71 N7 C77 122.63(18) . . ?
C71 N7 H7 118.1(17) . . ?
C77 N7 H7 119.1(17) . . ?
N1 C1 C21 114.37(9) . . ?
N1 C1 C11 108.89(9) . . ?
C21 C1 C11 111.25(9) . . ?
N1 C1 C31 104.77(9) . . ?
C21 C1 C31 109.45(9) . . ?
C11 C1 C31 107.74(9) . . ?
N1 C2 C3 109.94(9) . . ?
N1 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C2 110.91(10) . . ?
N2 C3 H3A 109.5 . . ?
C2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.0 . . ?
N2 C4 C51 113.59(9) . . ?
N2 C4 C41 108.57(9) . . ?
C51 C4 C41 111.72(9) . . ?
N2 C4 C61 105.26(9) . . ?
C51 C4 C61 110.05(9) . . ?
C41 C4 C61 107.28(9) . . ?
C16 C11 C12 117.64(11) . . ?
C16 C11 C1 121.31(11) . . ?
C12 C11 C1 120.86(11) . . ?
C13 C12 C11 120.91(13) . . ?
C13 C12 S1 117.27(10) . . ?
C11 C12 S1 121.82(10) . . ?
C14 C13 C12 120.21(13) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.63(13) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.27(14) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 121.20(13) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C26 C21 C22 117.25(11) . . ?
C26 C21 C1 121.13(10) . . ?
C22 C21 C1 121.36(11) . . ?
C21 C22 C23 121.15(13) . . ?
C21 C22 S1 121.75(10) . . ?
C23 C22 S1 116.93(10) . . ?
C24 C23 C22 119.96(13) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 119.96(13) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 119.69(14) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C21 121.99(12) . . ?
C25 C26 H26 119.0 . . ?
C21 C26 H26 119.0 . . ?
C32 C31 C36 118.32(11) . . ?
C32 C31 C1 122.88(11) . . ?
C36 C31 C1 118.71(10) . . ?
C31 C32 C33 120.59(12) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C34 C33 C32 120.46(13) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 119.54(12) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C36 120.23(13) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 120.84(12) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C46 C41 C42 117.44(11) . . ?
C46 C41 C4 120.63(10) . . ?
C42 C41 C4 121.65(10) . . ?
C43 C42 C41 120.84(12) . . ?
C43 C42 S2 116.56(10) . . ?
C41 C42 S2 122.57(9) . . ?
C44 C43 C42 120.35(12) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C45 119.60(12) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C44 C45 C46 120.05(12) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 121.65(12) . . ?
C45 C46 H46 119.2 . . ?
C41 C46 H46 119.2 . . ?
C56 C51 C52 117.13(11) . . ?
C56 C51 C4 120.63(10) . . ?
C52 C51 C4 122.07(11) . . ?
C53 C52 C51 121.26(12) . . ?
C53 C52 S2 116.32(10) . . ?
C51 C52 S2 122.36(9) . . ?
C54 C53 C52 120.35(12) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 H53 119.8 . . ?
C53 C54 C55 119.27(12) . . ?
C53 C54 H54 120.4 . . ?
C55 C54 H54 120.4 . . ?
C54 C55 C56 120.11(12) . . ?
C54 C55 H55 119.9 . . ?
C56 C55 H55 119.9 . . ?
C55 C56 C51 121.84(12) . . ?
C55 C56 H56 119.1 . . ?
C51 C56 H56 119.1 . . ?
C62 C61 C66 118.34(12) . . ?
C62 C61 C4 122.80(11) . . ?
C66 C61 C4 118.82(10) . . ?
C61 C62 C63 120.56(13) . . ?
C61 C62 H62 119.7 . . ?
C63 C62 H62 119.7 . . ?
C64 C63 C62 120.68(14) . . ?
C64 C63 H63 119.7 . . ?
C62 C63 H63 119.7 . . ?
C63 C64 C65 119.36(13) . . ?
C63 C64 H64 120.3 . . ?
C65 C64 H64 120.3 . . ?
C64 C65 C66 120.15(14) . . ?
C64 C65 H65 119.9 . . ?
C66 C65 H65 119.9 . . ?
C65 C66 C61 120.88(12) . . ?
C65 C66 H66 119.6 . . ?
C61 C66 H66 119.6 . . ?
N7 C71 C76 120.41(15) . . ?
N7 C71 C72 121.92(16) . . ?
C76 C71 C72 117.67(16) . . ?
C73 C72 C71 119.86(16) . . ?
C73 C72 H72 120.1 . . ?
C71 C72 H72 120.1 . . ?
C74 C73 C72 121.51(16) . . ?
C74 C73 H73 119.2 . . ?
C72 C73 H73 119.2 . . ?
C73 C74 C75 119.01(18) . . ?
C73 C74 H74 120.5 . . ?
C75 C74 H74 120.5 . . ?
C76 C75 C74 120.74(17) . . ?
C76 C75 H75 119.6 . . ?
C74 C75 H75 119.6 . . ?
C75 C76 C71 121.19(15) . . ?
C75 C76 H76 119.4 . . ?
C71 C76 H76 119.4 . . ?
N7 C77 H77A 109.5 . . ?
N7 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
N7 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 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
C2 N1 C1 C21 53.22(14) . . . . ?
C2 N1 C1 C11 -71.91(12) . . . . ?
C2 N1 C1 C31 173.06(10) . . . . ?
C1 N1 C2 C3 163.13(10) . . . . ?
C4 N2 C3 C2 162.29(10) . . . . ?
N1 C2 C3 N2 -77.91(12) . . . . ?
C3 N2 C4 C51 53.77(13) . . . . ?
C3 N2 C4 C41 -71.17(12) . . . . ?
C3 N2 C4 C61 174.22(9) . . . . ?
N1 C1 C11 C16 -14.58(15) . . . . ?
C21 C1 C11 C16 -141.51(11) . . . . ?
C31 C1 C11 C16 98.52(12) . . . . ?
N1 C1 C11 C12 170.70(10) . . . . ?
C21 C1 C11 C12 43.77(14) . . . . ?
C31 C1 C11 C12 -76.20(13) . . . . ?
C16 C11 C12 C13 -4.05(18) . . . . ?
C1 C11 C12 C13 170.86(11) . . . . ?
C16 C11 C12 S1 176.53(9) . . . . ?
C1 C11 C12 S1 -8.56(16) . . . . ?
C22 S1 C12 C13 154.42(10) . . . . ?
C22 S1 C12 C11 -26.14(11) . . . . ?
C11 C12 C13 C14 2.2(2) . . . . ?
S1 C12 C13 C14 -178.31(11) . . . . ?
C12 C13 C14 C15 1.5(2) . . . . ?
C13 C14 C15 C16 -3.3(2) . . . . ?
C14 C15 C16 C11 1.4(2) . . . . ?
C12 C11 C16 C15 2.22(18) . . . . ?
C1 C11 C16 C15 -172.66(11) . . . . ?
N1 C1 C21 C26 22.49(15) . . . . ?
C11 C1 C21 C26 146.37(11) . . . . ?
C31 C1 C21 C26 -94.68(12) . . . . ?
N1 C1 C21 C22 -163.58(10) . . . . ?
C11 C1 C21 C22 -39.70(14) . . . . ?
C31 C1 C21 C22 79.25(13) . . . . ?
C26 C21 C22 C23 -0.03(18) . . . . ?
C1 C21 C22 C23 -174.19(12) . . . . ?
C26 C21 C22 S1 175.08(9) . . . . ?
C1 C21 C22 S1 0.92(16) . . . . ?
C12 S1 C22 C21 30.04(11) . . . . ?
C12 S1 C22 C23 -154.65(11) . . . . ?
C21 C22 C23 C24 0.2(2) . . . . ?
S1 C22 C23 C24 -175.15(12) . . . . ?
C22 C23 C24 C25 -0.3(2) . . . . ?
C23 C24 C25 C26 0.2(2) . . . . ?
C24 C25 C26 C21 0.0(2) . . . . ?
C22 C21 C26 C25 -0.06(18) . . . . ?
C1 C21 C26 C25 174.11(11) . . . . ?
N1 C1 C31 C32 -113.76(12) . . . . ?
C21 C1 C31 C32 9.30(15) . . . . ?
C11 C1 C31 C32 130.40(12) . . . . ?
N1 C1 C31 C36 62.83(13) . . . . ?
C21 C1 C31 C36 -174.11(10) . . . . ?
C11 C1 C31 C36 -53.01(13) . . . . ?
C36 C31 C32 C33 -0.74(18) . . . . ?
C1 C31 C32 C33 175.86(11) . . . . ?
C31 C32 C33 C34 0.0(2) . . . . ?
C32 C33 C34 C35 0.5(2) . . . . ?
C33 C34 C35 C36 -0.3(2) . . . . ?
C34 C35 C36 C31 -0.5(2) . . . . ?
C32 C31 C36 C35 1.02(18) . . . . ?
C1 C31 C36 C35 -175.73(11) . . . . ?
N2 C4 C41 C46 -21.00(14) . . . . ?
C51 C4 C41 C46 -147.04(11) . . . . ?
C61 C4 C41 C46 92.28(12) . . . . ?
N2 C4 C41 C42 165.31(10) . . . . ?
C51 C4 C41 C42 39.27(15) . . . . ?
C61 C4 C41 C42 -81.41(13) . . . . ?
C46 C41 C42 C43 -2.48(18) . . . . ?
C4 C41 C42 C43 171.40(11) . . . . ?
C46 C41 C42 S2 179.96(9) . . . . ?
C4 C41 C42 S2 -6.16(16) . . . . ?
C52 S2 C42 C43 156.39(10) . . . . ?
C52 S2 C42 C41 -25.96(12) . . . . ?
C41 C42 C43 C44 0.1(2) . . . . ?
S2 C42 C43 C44 177.77(11) . . . . ?
C42 C43 C44 C45 2.0(2) . . . . ?
C43 C44 C45 C46 -1.6(2) . . . . ?
C44 C45 C46 C41 -0.87(19) . . . . ?
C42 C41 C46 C45 2.89(18) . . . . ?
C4 C41 C46 C45 -171.06(11) . . . . ?
N2 C4 C51 C56 25.91(15) . . . . ?
C41 C4 C51 C56 149.15(11) . . . . ?
C61 C4 C51 C56 -91.80(13) . . . . ?
N2 C4 C51 C52 -159.08(11) . . . . ?
C41 C4 C51 C52 -35.85(15) . . . . ?
C61 C4 C51 C52 83.21(13) . . . . ?
C56 C51 C52 C53 -2.29(18) . . . . ?
C4 C51 C52 C53 -177.47(11) . . . . ?
C56 C51 C52 S2 174.83(9) . . . . ?
C4 C51 C52 S2 -0.35(16) . . . . ?
C42 S2 C52 C53 -153.51(10) . . . . ?
C42 S2 C52 C51 29.24(12) . . . . ?
C51 C52 C53 C54 1.9(2) . . . . ?
S2 C52 C53 C54 -175.36(10) . . . . ?
C52 C53 C54 C55 -0.1(2) . . . . ?
C53 C54 C55 C56 -1.3(2) . . . . ?
C54 C55 C56 C51 0.9(2) . . . . ?
C52 C51 C56 C55 0.90(18) . . . . ?
C4 C51 C56 C55 176.15(11) . . . . ?
N2 C4 C61 C62 -118.06(12) . . . . ?
C51 C4 C61 C62 4.71(16) . . . . ?
C41 C4 C61 C62 126.45(12) . . . . ?
N2 C4 C61 C66 59.56(13) . . . . ?
C51 C4 C61 C66 -177.68(11) . . . . ?
C41 C4 C61 C66 -55.94(14) . . . . ?
C66 C61 C62 C63 -0.2(2) . . . . ?
C4 C61 C62 C63 177.43(12) . . . . ?
C61 C62 C63 C64 1.6(2) . . . . ?
C62 C63 C64 C65 -1.8(2) . . . . ?
C63 C64 C65 C66 0.6(2) . . . . ?
C64 C65 C66 C61 0.9(2) . . . . ?
C62 C61 C66 C65 -1.0(2) . . . . ?
C4 C61 C66 C65 -178.75(12) . . . . ?
C77 N7 C71 C76 -177.6(2) . . . . ?
C77 N7 C71 C72 2.4(3) . . . . ?
N7 C71 C72 C73 178.16(18) . . . . ?
C76 C71 C72 C73 -1.8(3) . . . . ?
C71 C72 C73 C74 1.2(3) . . . . ?
C72 C73 C74 C75 0.0(3) . . . . ?
C73 C74 C75 C76 -0.5(3) . . . . ?
C74 C75 C76 C71 -0.2(3) . . . . ?
N7 C71 C76 C75 -178.65(18) . . . . ?
C72 C71 C76 C75 1.3(3) . . . . ?

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 2.39 2.7670(17) 103 . yes
C16 H16 N2 0.95 2.57 3.4656(17) 158 . yes
C26 H26 N1 0.95 2.55 2.9102(16) 102 . yes
C46 H46 N1 0.95 2.61 3.4538(16) 148 . yes
C46 H46 N2 0.95 2.39 2.7681(16) 103 . yes
C56 H56 N2 0.95 2.55 2.8997(15) 102 . yes

_refine_diff_density_max         0.324
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_ia204
_database_code_depnum_ccdc_archive 'CCDC 1905946'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-03-27 deposited with the CCDC.	2019-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            
'N,N-bis(9-phenyl-9-xanthenyl)ethylenediamine: N-methylaniline: water'
_chemical_melting_point          488.15
_chemical_formula_moiety         'C40 H32 N2 O2, C7 H9 N, 0.406(O)'
_chemical_formula_sum            'C47 H41 N3 O2.41'
_chemical_formula_weight         686.33

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                   8.9265(4)
_cell_length_b                   9.1183(4)
_cell_length_c                   12.5759(5)
_cell_angle_alpha                92.594(2)
_cell_angle_beta                 107.264(2)
_cell_angle_gamma                111.066(2)
_cell_volume                     898.81(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9872
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      28.35

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_F_000             363
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.627
_exptl_crystal_size_mid          0.394
_exptl_crystal_size_min          0.162
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9669
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            41057
_diffrn_reflns_av_unetI/netI     0.0094
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_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         1.721
_diffrn_reflns_theta_max         28.366
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4488
_reflns_number_gt                3979
_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 v2011.4.0.0'
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'

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

The H atoms of the methyl group were allowed to rotate with a fixed angle around
the C---C bond to best fit the experimental electron density (HFIX 137 in the
SHELX program suite (Sheldrick, 2015)), with Uiso(H) set to 1.5
Ueq(C).

The solvent N-methylaniline is disordered over two orientations. There is also a
partially occupied water. The hydrogen atoms for the water molecule could not be
located from the difference Fourier map.

The nitrogen-bound H atoms for the host and guest were located on a difference
Fourier map and refined riding with the N---H restraint to the same value.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²+0.2483P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4488
_refine_ls_number_parameters     257
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_ref         0.1140
_refine_ls_wR_factor_gt          0.1084
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.034
_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
O1 O 0.59149(11) 0.48894(9) 0.86011(7) 0.03674(19) Uani 1 1 d . . . . .
N1 N 0.68772(10) 0.66420(9) 0.60412(6) 0.02267(17) Uani 1 1 d D . . . .
H1 H 0.668448 0.748531 0.576881 0.034(3) Uiso 1 1 d DR . . . .
C1 C 0.76439(11) 0.70760(10) 0.72889(7) 0.01985(18) Uani 1 1 d . . . . .
C2 C 0.52504(12) 0.52535(11) 0.56321(7) 0.0244(2) Uani 1 1 d . . . . .
H2A H 0.435505 0.552655 0.579667 0.029 Uiso 1 1 calc R U . . .
H2B H 0.535981 0.436266 0.602647 0.029 Uiso 1 1 calc R U . . .
C11 C 0.81241(12) 0.57283(11) 0.77451(8) 0.02310(19) Uani 1 1 d . . . . .
C12 C 0.72467(13) 0.47257(11) 0.83444(8) 0.0277(2) Uani 1 1 d . . . . .
C13 C 0.76497(17) 0.34546(13) 0.87201(10) 0.0385(3) Uani 1 1 d . . . . .
H13 H 0.701911 0.277387 0.912134 0.046 Uiso 1 1 calc R U . . .
C14 C 0.89629(17) 0.31922(14) 0.85070(11) 0.0415(3) Uani 1 1 d . . . . .
H14 H 0.923878 0.232407 0.875663 0.050 Uiso 1 1 calc R U . . .
C15 C 0.98841(15) 0.41935(14) 0.79284(11) 0.0398(3) Uani 1 1 d . . . . .
H15 H 1.080370 0.402347 0.778951 0.048 Uiso 1 1 calc R U . . .
C16 C 0.94616(13) 0.54449(12) 0.75521(10) 0.0320(2) Uani 1 1 d . . . . .
H16 H 1.009862 0.612459 0.715359 0.038 Uiso 1 1 calc R U . . .
C21 C 0.64088(11) 0.73378(11) 0.78205(7) 0.02149(18) Uani 1 1 d . . . . .
C22 C 0.55994(12) 0.62421(11) 0.84042(8) 0.0260(2) Uani 1 1 d . . . . .
C23 C 0.44036(13) 0.64367(13) 0.88340(9) 0.0332(2) Uani 1 1 d . . . . .
H23 H 0.386986 0.567017 0.923353 0.040 Uiso 1 1 calc R U . . .
C24 C 0.40002(13) 0.77523(15) 0.86746(10) 0.0353(2) Uani 1 1 d . . . . .
H24 H 0.317895 0.789160 0.896075 0.042 Uiso 1 1 calc R U . . .
C25 C 0.47905(14) 0.88730(14) 0.80973(10) 0.0347(2) Uani 1 1 d . . . . .
H25 H 0.451516 0.978198 0.798980 0.042 Uiso 1 1 calc R U . . .
C26 C 0.59816(13) 0.86631(12) 0.76783(9) 0.0287(2) Uani 1 1 d . . . . .
H26 H 0.652022 0.943765 0.728544 0.034 Uiso 1 1 calc R U . . .
C31 C 0.92546(11) 0.86160(10) 0.76004(8) 0.02166(18) Uani 1 1 d . . . . .
C32 C 0.97316(13) 0.95346(12) 0.68201(9) 0.0319(2) Uani 1 1 d . . . . .
H32 H 0.905971 0.920648 0.604220 0.038 Uiso 1 1 calc R U . . .
C33 C 1.11972(14) 1.09435(13) 0.71695(11) 0.0386(3) Uani 1 1 d . . . . .
H33 H 1.150205 1.157415 0.662745 0.046 Uiso 1 1 calc R U . . .
C34 C 1.22016(13) 1.14262(12) 0.82879(11) 0.0360(3) Uani 1 1 d . . . . .
H34 H 1.320695 1.237476 0.851749 0.043 Uiso 1 1 calc R U . . .
C35 C 1.17369(13) 1.05209(13) 0.90745(10) 0.0347(2) Uani 1 1 d . . . . .
H35 H 1.242129 1.084855 0.985011 0.042 Uiso 1 1 calc R U . . .
C36 C 1.02714(12) 0.91326(12) 0.87345(8) 0.0287(2) Uani 1 1 d . . . . .
H36 H 0.995572 0.852382 0.928378 0.034 Uiso 1 1 calc R U . . .
C41 C 0.65421(16) 0.06657(15) 0.47961(11) 0.0423(3) Uani 1 1 d . . . . .
H41 H 0.758973 0.111726 0.465610 0.051 Uiso 0.5 1 calc R U P A 1
N4 N 0.8027(3) 0.1273(3) 0.46196(17) 0.0414(5) Uani 0.5 1 d D . P B 2
H4 H 0.808997 0.076660 0.397711 0.065(10) Uiso 0.5 1 d DR . P B 2
C44 C 0.9078(4) 0.2954(4) 0.4894(3) 0.0519(7) Uani 0.5 1 d . . P B 2
H44A H 0.839575 0.355165 0.454595 0.078 Uiso 0.5 1 calc R U P B 2
H44B H 1.002913 0.316587 0.460601 0.078 Uiso 0.5 1 calc R U P B 2
H44C H 0.952339 0.328938 0.571591 0.078 Uiso 0.5 1 calc R U P B 2
C43 C 0.46121(17) 0.08812(15) 0.57197(11) 0.0439(3) Uani 1 1 d . . . . .
H43 H 0.434503 0.148856 0.621451 0.053 Uiso 1 1 calc R U . . .
C42 C 0.61265(17) 0.15354(14) 0.55214(11) 0.0433(3) Uani 1 1 d . . . . .
H42 H 0.689881 0.258930 0.588079 0.052 Uiso 1 1 calc R U . . .
O4 O 0.9123(9) 0.6209(11) 0.4738(6) 0.087(3) Uani 0.203(5) 1 d . . P C -1


_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
O1 C12 1.3751(13) . ?
O1 C22 1.3777(12) . ?
N1 C2 1.4671(11) . ?
N1 C1 1.4828(11) . ?
N1 H1 0.9068 . ?
C1 C11 1.5231(12) . ?
C1 C21 1.5270(12) . ?
C1 C31 1.5352(12) . ?
C2 C2 1.5180(17) 2_666 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C11 C12 1.3839(14) . ?
C11 C16 1.3926(14) . ?
C12 C13 1.3944(14) . ?
C13 C14 1.3731(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3838(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.3859(15) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3861(13) . ?
C21 C26 1.3957(13) . ?
C22 C23 1.3903(14) . ?
C23 C24 1.3778(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.3863(17) . ?
C24 H24 0.9500 . ?
C25 C26 1.3837(15) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3828(14) . ?
C31 C36 1.3940(13) . ?
C32 C33 1.3980(14) . ?
C32 H32 0.9500 . ?
C33 C34 1.3739(18) . ?
C33 H33 0.9500 . ?
C34 C35 1.3797(18) . ?
C34 H34 0.9500 . ?
C35 C36 1.3875(14) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 N4 1.330(3) . ?
C41 C42 1.395(2) . ?
C41 C43 1.3957(18) 2_656 ?
C41 H41 0.9500 . ?
N4 C44 1.441(4) . ?
N4 H4 0.9389 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C43 C42 1.371(2) . ?
C43 H43 0.9500 . ?
C42 H42 0.9500 . ?

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 O1 C22 118.52(8) . . ?
C2 N1 C1 114.56(7) . . ?
C2 N1 H1 107.5 . . ?
C1 N1 H1 108.0 . . ?
N1 C1 C11 108.31(7) . . ?
N1 C1 C21 111.66(7) . . ?
C11 C1 C21 109.40(7) . . ?
N1 C1 C31 109.20(7) . . ?
C11 C1 C31 109.36(7) . . ?
C21 C1 C31 108.88(7) . . ?
N1 C2 C2 109.75(9) . 2_666 ?
N1 C2 H2A 109.7 . . ?
C2 C2 H2A 109.7 2_666 . ?
N1 C2 H2B 109.7 . . ?
C2 C2 H2B 109.7 2_666 . ?
H2A C2 H2B 108.2 . . ?
C12 C11 C16 117.40(9) . . ?
C12 C11 C1 122.04(9) . . ?
C16 C11 C1 120.55(9) . . ?
O1 C12 C11 123.08(9) . . ?
O1 C12 C13 115.21(9) . . ?
C11 C12 C13 121.71(10) . . ?
C14 C13 C12 119.64(11) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.94(10) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 119.82(11) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.47(10) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C22 C21 C26 117.38(9) . . ?
C22 C21 C1 121.97(8) . . ?
C26 C21 C1 120.55(8) . . ?
O1 C22 C21 122.83(9) . . ?
O1 C22 C23 115.20(9) . . ?
C21 C22 C23 121.97(10) . . ?
C24 C23 C22 119.34(10) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 120.12(10) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 119.77(10) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 121.41(10) . . ?
C25 C26 H26 119.3 . . ?
C21 C26 H26 119.3 . . ?
C32 C31 C36 118.27(9) . . ?
C32 C31 C1 123.54(8) . . ?
C36 C31 C1 118.18(8) . . ?
C31 C32 C33 120.37(10) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C34 C33 C32 120.74(11) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.40(10) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C36 120.09(10) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 121.11(10) . . ?
C35 C36 H36 119.4 . . ?
C31 C36 H36 119.4 . . ?
N4 C41 C42 121.04(15) . . ?
N4 C41 C43 120.28(16) . 2_656 ?
C42 C41 C43 118.66(13) . 2_656 ?
C42 C41 H41 120.7 . . ?
C43 C41 H41 120.7 2_656 . ?
C41 N4 C44 122.6(2) . . ?
C41 N4 H4 115.8 . . ?
C44 N4 H4 112.9 . . ?
N4 C44 H44A 109.5 . . ?
N4 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N4 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C42 C43 C41 120.83(13) . 2_656 ?
C42 C43 H43 119.6 . . ?
C41 C43 H43 119.6 2_656 . ?
C43 C42 C41 120.51(12) . . ?
C43 C42 H42 119.7 . . ?
C41 C42 H42 119.7 . . ?

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
C2 N1 C1 C11 65.49(10) . . . . ?
C2 N1 C1 C21 -55.04(10) . . . . ?
C2 N1 C1 C31 -175.50(7) . . . . ?
C1 N1 C2 C2 -170.03(9) . . . 2_666 ?
N1 C1 C11 C12 -109.16(10) . . . . ?
C21 C1 C11 C12 12.75(12) . . . . ?
C31 C1 C11 C12 131.93(9) . . . . ?
N1 C1 C11 C16 69.69(11) . . . . ?
C21 C1 C11 C16 -168.39(8) . . . . ?
C31 C1 C11 C16 -49.22(11) . . . . ?
C22 O1 C12 C11 -9.97(15) . . . . ?
C22 O1 C12 C13 170.78(9) . . . . ?
C16 C11 C12 O1 179.28(9) . . . . ?
C1 C11 C12 O1 -1.83(15) . . . . ?
C16 C11 C12 C13 -1.52(15) . . . . ?
C1 C11 C12 C13 177.37(9) . . . . ?
O1 C12 C13 C14 -179.90(10) . . . . ?
C11 C12 C13 C14 0.84(17) . . . . ?
C12 C13 C14 C15 0.41(18) . . . . ?
C13 C14 C15 C16 -0.90(19) . . . . ?
C14 C15 C16 C11 0.19(18) . . . . ?
C12 C11 C16 C15 1.00(15) . . . . ?
C1 C11 C16 C15 -177.90(9) . . . . ?
N1 C1 C21 C22 106.27(10) . . . . ?
C11 C1 C21 C22 -13.61(11) . . . . ?
C31 C1 C21 C22 -133.08(9) . . . . ?
N1 C1 C21 C26 -70.12(10) . . . . ?
C11 C1 C21 C26 170.01(8) . . . . ?
C31 C1 C21 C26 50.54(11) . . . . ?
C12 O1 C22 C21 9.02(14) . . . . ?
C12 O1 C22 C23 -170.99(9) . . . . ?
C26 C21 C22 O1 -179.86(9) . . . . ?
C1 C21 C22 O1 3.64(14) . . . . ?
C26 C21 C22 C23 0.14(14) . . . . ?
C1 C21 C22 C23 -176.35(9) . . . . ?
O1 C22 C23 C24 -179.75(9) . . . . ?
C21 C22 C23 C24 0.24(16) . . . . ?
C22 C23 C24 C25 -0.42(16) . . . . ?
C23 C24 C25 C26 0.22(17) . . . . ?
C24 C25 C26 C21 0.17(16) . . . . ?
C22 C21 C26 C25 -0.35(15) . . . . ?
C1 C21 C26 C25 176.20(9) . . . . ?
N1 C1 C31 C32 8.32(12) . . . . ?
C11 C1 C31 C32 126.67(10) . . . . ?
C21 C1 C31 C32 -113.84(10) . . . . ?
N1 C1 C31 C36 -173.05(8) . . . . ?
C11 C1 C31 C36 -54.70(11) . . . . ?
C21 C1 C31 C36 64.79(10) . . . . ?
C36 C31 C32 C33 -0.07(16) . . . . ?
C1 C31 C32 C33 178.56(10) . . . . ?
C31 C32 C33 C34 1.05(18) . . . . ?
C32 C33 C34 C35 -1.15(18) . . . . ?
C33 C34 C35 C36 0.29(17) . . . . ?
C34 C35 C36 C31 0.69(16) . . . . ?
C32 C31 C36 C35 -0.79(15) . . . . ?
C1 C31 C36 C35 -179.49(9) . . . . ?
C42 C41 N4 C44 -17.3(3) . . . . ?
C43 C41 N4 C44 164.6(2) 2_656 . . . ?
C41 C43 C42 C41 0.14(19) 2_656 . . . ?
N4 C41 C42 C43 -178.27(14) . . . . ?
C43 C41 C42 C43 -0.13(19) 2_656 . . . ?

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
C32 H32 N1 0.95 2.45 2.8039(13) 102 . yes

_refine_diff_density_max         0.333
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.039

