# 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_ia006
_database_code_depnum_ccdc_archive 'CCDC 1895446'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-02-04 deposited with the CCDC.	2019-04-12 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:anisole
_chemical_melting_point          451.15
_chemical_formula_moiety         'C40 H32 N2 S2, C7 H8 O'
_chemical_formula_sum            'C47 H40 N2 O S2'
_chemical_formula_weight         712.93

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.3730(5)
_cell_length_b                   13.4532(6)
_cell_length_c                   13.9106(6)
_cell_angle_alpha                83.333(2)
_cell_angle_beta                 84.907(2)
_cell_angle_gamma                70.842(2)
_cell_volume                     1818.66(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9507
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      27.85

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.653
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.282
_exptl_absorpt_coefficient_mu    0.187
_shelx_estimated_absorpt_T_min   0.888
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9607
_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            78409
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_av_R_equivalents  0.0242
_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       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.609
_diffrn_reflns_theta_max         27.957
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8662
_reflns_number_gt                7285
_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-2014/7 (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 Uiso(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
1.5Ueq(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)+(0.0440P)²+0.6406P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         8662
_refine_ls_number_parameters     478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0881
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
S1 S 0.39780(3) 0.50449(3) 0.23686(2) 0.03511(9) Uani 1 1 d . . . . .
S2 S -0.03161(4) 0.95014(3) 0.88120(2) 0.03423(9) Uani 1 1 d . . . . .
O7 O 0.23181(13) 0.38974(10) 0.08257(10) 0.0607(3) Uani 1 1 d . . . . .
N1 N 0.16056(10) 0.61397(8) 0.51793(7) 0.02148(19) Uani 1 1 d . . . . .
N2 N 0.24519(10) 0.70623(8) 0.68579(7) 0.0227(2) Uani 1 1 d . . . . .
C1 C 0.21403(11) 0.58665(9) 0.41977(8) 0.0207(2) Uani 1 1 d . . . . .
C2 C 0.23802(12) 0.55710(9) 0.60182(8) 0.0245(2) Uani 1 1 d . . . . .
H2A H 0.336480 0.546836 0.587339 0.029 Uiso 1 1 calc R U . . .
H2B H 0.226288 0.486620 0.615694 0.029 Uiso 1 1 calc R U . . .
C3 C 0.18775(13) 0.61976(9) 0.69005(8) 0.0251(2) Uani 1 1 d . . . . .
H3A H 0.086731 0.648939 0.692416 0.030 Uiso 1 1 calc R U . . .
H3B H 0.214933 0.572198 0.749832 0.030 Uiso 1 1 calc R U . . .
C4 C 0.18052(11) 0.79331(9) 0.74701(8) 0.0215(2) Uani 1 1 d . . . . .
C11 C 0.33786(11) 0.62526(9) 0.39270(8) 0.0233(2) Uani 1 1 d . . . . .
C12 C 0.41990(12) 0.59650(10) 0.30871(9) 0.0281(3) Uani 1 1 d . . . . .
C13 C 0.52108(13) 0.64205(11) 0.27775(11) 0.0365(3) Uani 1 1 d . . . . .
H13 H 0.573852 0.623883 0.219180 0.044 Uiso 1 1 calc R U . . .
C14 C 0.54490(14) 0.71325(11) 0.33167(12) 0.0406(3) Uani 1 1 d . . . . .
H14 H 0.612995 0.744944 0.309856 0.049 Uiso 1 1 calc R U . . .
C15 C 0.46952(13) 0.73845(11) 0.41754(11) 0.0359(3) Uani 1 1 d . . . . .
H15 H 0.488583 0.785091 0.456300 0.043 Uiso 1 1 calc R U . . .
C16 C 0.36594(12) 0.69574(10) 0.44729(10) 0.0285(3) Uani 1 1 d . . . . .
H16 H 0.313324 0.714791 0.505741 0.034 Uiso 1 1 calc R U . . .
C21 C 0.25093(11) 0.46888(9) 0.40536(8) 0.0232(2) Uani 1 1 d . . . . .
C22 C 0.33124(12) 0.42656(10) 0.32467(9) 0.0284(3) Uani 1 1 d . . . . .
C23 C 0.35374(14) 0.32191(11) 0.30689(11) 0.0387(3) Uani 1 1 d . . . . .
H23 H 0.409405 0.294000 0.252040 0.046 Uiso 1 1 calc R U . . .
C24 C 0.29518(15) 0.25913(11) 0.36893(12) 0.0420(3) Uani 1 1 d . . . . .
H24 H 0.309748 0.188207 0.356459 0.050 Uiso 1 1 calc R U . . .
C25 C 0.21532(14) 0.29937(10) 0.44921(11) 0.0355(3) Uani 1 1 d . . . . .
H25 H 0.175227 0.256153 0.492212 0.043 Uiso 1 1 calc R U . . .
C26 C 0.19392(12) 0.40319(10) 0.46679(9) 0.0274(2) Uani 1 1 d . . . . .
H26 H 0.138917 0.430153 0.522211 0.033 Uiso 1 1 calc R U . . .
C31 C 0.09715(11) 0.65160(9) 0.35342(8) 0.0220(2) Uani 1 1 d . . . . .
C32 C 0.02214(12) 0.60529(10) 0.30630(9) 0.0269(2) Uani 1 1 d . . . . .
H32 H 0.046177 0.530480 0.310744 0.032 Uiso 1 1 calc R U . . .
C33 C -0.08797(13) 0.66725(11) 0.25258(9) 0.0328(3) Uani 1 1 d . . . . .
H33 H -0.138109 0.634447 0.220466 0.039 Uiso 1 1 calc R U . . .
C34 C -0.12452(13) 0.77568(11) 0.24578(9) 0.0339(3) Uani 1 1 d . . . . .
H34 H -0.200178 0.817792 0.209578 0.041 Uiso 1 1 calc R U . . .
C35 C -0.05043(13) 0.82302(11) 0.29197(10) 0.0341(3) Uani 1 1 d . . . . .
H35 H -0.075125 0.897881 0.287281 0.041 Uiso 1 1 calc R U . . .
C36 C 0.05990(13) 0.76158(10) 0.34517(9) 0.0287(3) Uani 1 1 d . . . . .
H36 H 0.110550 0.794812 0.376270 0.034 Uiso 1 1 calc R U . . .
C41 C 0.04136(11) 0.85986(9) 0.70702(8) 0.0226(2) Uani 1 1 d . . . . .
C42 C -0.05480(12) 0.93455(9) 0.76094(9) 0.0265(2) Uani 1 1 d . . . . .
C43 C -0.17228(13) 1.00431(10) 0.71918(10) 0.0334(3) Uani 1 1 d . . . . .
H43 H -0.236987 1.054556 0.756752 0.040 Uiso 1 1 calc R U . . .
C44 C -0.19470(13) 1.00049(10) 0.62349(10) 0.0339(3) Uani 1 1 d . . . . .
H44 H -0.273275 1.049353 0.594659 0.041 Uiso 1 1 calc R U . . .
C45 C -0.10225(13) 0.92521(10) 0.56979(10) 0.0301(3) Uani 1 1 d . . . . .
H45 H -0.118299 0.921417 0.504343 0.036 Uiso 1 1 calc R U . . .
C46 C 0.01369(12) 0.85535(9) 0.61136(9) 0.0257(2) Uani 1 1 d . . . . .
H46 H 0.075691 0.803299 0.574077 0.031 Uiso 1 1 calc R U . . .
C51 C 0.16569(12) 0.75701(9) 0.85519(8) 0.0241(2) Uani 1 1 d . . . . .
C52 C 0.07471(13) 0.82257(10) 0.91931(9) 0.0272(2) Uani 1 1 d . . . . .
C53 C 0.06834(14) 0.79159(11) 1.01850(9) 0.0333(3) Uani 1 1 d . . . . .
H53 H 0.005362 0.837228 1.060809 0.040 Uiso 1 1 calc R U . . .
C54 C 0.15318(15) 0.69498(12) 1.05514(9) 0.0362(3) Uani 1 1 d . . . . .
H54 H 0.148774 0.673800 1.122595 0.043 Uiso 1 1 calc R U . . .
C55 C 0.24485(14) 0.62897(11) 0.99310(9) 0.0335(3) Uani 1 1 d . . . . .
H55 H 0.303581 0.562261 1.017939 0.040 Uiso 1 1 calc R U . . .
C56 C 0.25099(13) 0.66028(10) 0.89444(9) 0.0276(2) Uani 1 1 d . . . . .
H56 H 0.314996 0.614526 0.852741 0.033 Uiso 1 1 calc R U . . .
C61 C 0.27397(11) 0.86342(9) 0.73235(8) 0.0231(2) Uani 1 1 d . . . . .
C62 C 0.34247(13) 0.87971(11) 0.80712(10) 0.0323(3) Uani 1 1 d . . . . .
H62 H 0.330377 0.848813 0.870815 0.039 Uiso 1 1 calc R U . . .
C63 C 0.42867(15) 0.94081(12) 0.78982(11) 0.0399(3) Uani 1 1 d . . . . .
H63 H 0.476643 0.949941 0.841449 0.048 Uiso 1 1 calc R U . . .
C64 C 0.44512(14) 0.98822(11) 0.69845(12) 0.0393(3) Uani 1 1 d . . . . .
H64 H 0.502425 1.031307 0.687208 0.047 Uiso 1 1 calc R U . . .
C65 C 0.37731(14) 0.97249(11) 0.62309(11) 0.0378(3) Uani 1 1 d . . . . .
H65 H 0.388451 1.004617 0.559758 0.045 Uiso 1 1 calc R U . . .
C66 C 0.29350(13) 0.91020(10) 0.63980(9) 0.0304(3) Uani 1 1 d . . . . .
H66 H 0.248506 0.899070 0.587425 0.036 Uiso 1 1 calc R U . . .
C71 C 0.31108(16) 0.30522(12) 0.03538(11) 0.0415(3) Uani 1 1 d . . . . .
C72 C 0.27094(17) 0.22019(13) 0.02004(12) 0.0470(4) Uani 1 1 d . . . . .
H72 H 0.183176 0.217314 0.043263 0.056 Uiso 1 1 calc R U . . .
C73 C 0.36006(19) 0.13939(14) -0.02949(14) 0.0542(4) Uani 1 1 d . . . . .
H73 H 0.332437 0.081167 -0.040552 0.065 Uiso 1 1 calc R U . . .
C74 C 0.48753(19) 0.14170(15) -0.06296(13) 0.0538(4) Uani 1 1 d . . . . .
H74 H 0.547574 0.085727 -0.097061 0.065 Uiso 1 1 calc R U . . .
C75 C 0.52760(18) 0.22600(14) -0.04662(12) 0.0495(4) Uani 1 1 d . . . . .
H75 H 0.615980 0.227962 -0.069188 0.059 Uiso 1 1 calc R U . . .
C76 C 0.44045(17) 0.30726(13) 0.00214(12) 0.0463(4) Uani 1 1 d . . . . .
H76 H 0.468857 0.365121 0.013150 0.056 Uiso 1 1 calc R U . . .
C77 C 0.0981(2) 0.3911(2) 0.11634(19) 0.0787(7) Uani 1 1 d . . . . .
H77A H 0.047107 0.387035 0.061677 0.118 Uiso 1 1 calc R U . . .
H77B H 0.050903 0.456721 0.146473 0.118 Uiso 1 1 calc R U . . .
H77C H 0.103822 0.330487 0.164175 0.118 Uiso 1 1 calc R U . . .
H1 H 0.0728(16) 0.6147(11) 0.5266(11) 0.029(4) Uiso 1 1 d . . . . .
H2 H 0.3333(16) 0.6820(12) 0.6948(11) 0.030(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 C22 1.7595(14) . ?
S1 C12 1.7601(14) . ?
S2 C42 1.7568(13) . ?
S2 C52 1.7586(13) . ?
O7 C71 1.365(2) . ?
O7 C77 1.420(2) . ?
N1 C2 1.4659(14) . ?
N1 C1 1.4682(14) . ?
N1 H1 0.905(15) . ?
N2 C3 1.4644(15) . ?
N2 C4 1.4704(14) . ?
N2 H2 0.879(16) . ?
C1 C21 1.5359(15) . ?
C1 C11 1.5388(15) . ?
C1 C31 1.5497(15) . ?
C2 C3 1.5255(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C51 1.5377(15) . ?
C4 C41 1.5406(16) . ?
C4 C61 1.5463(16) . ?
C11 C16 1.3959(17) . ?
C11 C12 1.3970(17) . ?
C12 C13 1.3939(18) . ?
C13 C14 1.377(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3881(17) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.3925(17) . ?
C21 C22 1.3961(17) . ?
C22 C23 1.3974(18) . ?
C23 C24 1.379(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.3878(18) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3881(17) . ?
C31 C36 1.3945(17) . ?
C32 C33 1.3927(17) . ?
C32 H32 0.9500 . ?
C33 C34 1.375(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.383(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.3886(18) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.3970(16) . ?
C41 C46 1.3981(16) . ?
C42 C43 1.3970(18) . ?
C43 C44 1.381(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.3836(19) . ?
C44 H44 0.9500 . ?
C45 C46 1.3854(17) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.3927(17) . ?
C51 C52 1.3968(17) . ?
C52 C53 1.3965(17) . ?
C53 C54 1.378(2) . ?
C53 H53 0.9500 . ?
C54 C55 1.384(2) . ?
C54 H54 0.9500 . ?
C55 C56 1.3903(17) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C62 1.3860(17) . ?
C61 C66 1.3943(17) . ?
C62 C63 1.3898(19) . ?
C62 H62 0.9500 . ?
C63 C64 1.377(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.385(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.3818(18) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C71 C72 1.383(2) . ?
C71 C76 1.388(2) . ?
C72 C73 1.383(2) . ?
C72 H72 0.9500 . ?
C73 C74 1.371(3) . ?
C73 H73 0.9500 . ?
C74 C75 1.377(2) . ?
C74 H74 0.9500 . ?
C75 C76 1.374(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
C22 S1 C12 100.74(6) . . ?
C42 S2 C52 100.96(6) . . ?
C71 O7 C77 117.52(14) . . ?
C2 N1 C1 119.85(9) . . ?
C2 N1 H1 110.4(9) . . ?
C1 N1 H1 109.9(9) . . ?
C3 N2 C4 118.92(9) . . ?
C3 N2 H2 111.1(10) . . ?
C4 N2 H2 108.9(10) . . ?
N1 C1 C21 114.56(9) . . ?
N1 C1 C11 108.98(9) . . ?
C21 C1 C11 110.74(9) . . ?
N1 C1 C31 104.62(8) . . ?
C21 C1 C31 109.22(9) . . ?
C11 C1 C31 108.40(9) . . ?
N1 C2 C3 109.88(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 110.73(10) . . ?
N2 C3 H3A 109.5 . . ?
C2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
N2 C4 C51 113.90(9) . . ?
N2 C4 C41 108.75(9) . . ?
C51 C4 C41 111.37(9) . . ?
N2 C4 C61 105.23(9) . . ?
C51 C4 C61 109.94(9) . . ?
C41 C4 C61 107.28(9) . . ?
C16 C11 C12 117.95(11) . . ?
C16 C11 C1 121.16(10) . . ?
C12 C11 C1 120.74(11) . . ?
C13 C12 C11 120.62(12) . . ?
C13 C12 S1 117.55(10) . . ?
C11 C12 S1 121.81(10) . . ?
C14 C13 C12 120.32(13) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.82(12) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.10(13) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 121.06(12) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C26 C21 C22 117.54(11) . . ?
C26 C21 C1 121.02(10) . . ?
C22 C21 C1 121.11(11) . . ?
C21 C22 C23 120.95(12) . . ?
C21 C22 S1 121.73(10) . . ?
C23 C22 S1 117.16(10) . . ?
C24 C23 C22 120.02(13) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.01(13) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 119.72(13) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C21 121.76(12) . . ?
C25 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
C32 C31 C36 118.33(11) . . ?
C32 C31 C1 122.74(10) . . ?
C36 C31 C1 118.81(10) . . ?
C31 C32 C33 120.75(12) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C34 C33 C32 120.36(12) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 119.58(12) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C36 120.27(12) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 120.69(12) . . ?
C35 C36 H36 119.7 . . ?
C31 C36 H36 119.7 . . ?
C42 C41 C46 117.75(11) . . ?
C42 C41 C4 121.34(10) . . ?
C46 C41 C4 120.56(10) . . ?
C41 C42 C43 120.76(12) . . ?
C41 C42 S2 122.47(9) . . ?
C43 C42 S2 116.71(10) . . ?
C44 C43 C42 120.24(12) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 119.73(12) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C44 C45 C46 120.08(12) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 121.38(12) . . ?
C45 C46 H46 119.3 . . ?
C41 C46 H46 119.3 . . ?
C56 C51 C52 117.27(11) . . ?
C56 C51 C4 120.83(10) . . ?
C52 C51 C4 121.70(11) . . ?
C53 C52 C51 121.28(12) . . ?
C53 C52 S2 116.40(10) . . ?
C51 C52 S2 122.26(9) . . ?
C54 C53 C52 120.16(12) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 119.61(12) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C54 C55 C56 120.01(12) . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C55 C56 C51 121.67(12) . . ?
C55 C56 H56 119.2 . . ?
C51 C56 H56 119.2 . . ?
C62 C61 C66 118.27(11) . . ?
C62 C61 C4 122.72(11) . . ?
C66 C61 C4 118.99(10) . . ?
C61 C62 C63 120.64(13) . . ?
C61 C62 H62 119.7 . . ?
C63 C62 H62 119.7 . . ?
C64 C63 C62 120.53(13) . . ?
C64 C63 H63 119.7 . . ?
C62 C63 H63 119.7 . . ?
C63 C64 C65 119.38(13) . . ?
C63 C64 H64 120.3 . . ?
C65 C64 H64 120.3 . . ?
C66 C65 C64 120.16(13) . . ?
C66 C65 H65 119.9 . . ?
C64 C65 H65 119.9 . . ?
C65 C66 C61 121.00(12) . . ?
C65 C66 H66 119.5 . . ?
C61 C66 H66 119.5 . . ?
O7 C71 C72 124.50(15) . . ?
O7 C71 C76 115.95(14) . . ?
C72 C71 C76 119.55(15) . . ?
C73 C72 C71 119.21(15) . . ?
C73 C72 H72 120.4 . . ?
C71 C72 H72 120.4 . . ?
C74 C73 C72 121.28(16) . . ?
C74 C73 H73 119.4 . . ?
C72 C73 H73 119.4 . . ?
C73 C74 C75 119.30(17) . . ?
C73 C74 H74 120.3 . . ?
C75 C74 H74 120.3 . . ?
C76 C75 C74 120.35(16) . . ?
C76 C75 H75 119.8 . . ?
C74 C75 H75 119.8 . . ?
C75 C76 C71 120.30(15) . . ?
C75 C76 H76 119.8 . . ?
C71 C76 H76 119.8 . . ?
O7 C77 H77A 109.5 . . ?
O7 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
O7 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 53.11(13) . . . . ?
C2 N1 C1 C11 -71.57(12) . . . . ?
C2 N1 C1 C31 172.66(9) . . . . ?
C1 N1 C2 C3 162.47(10) . . . . ?
C4 N2 C3 C2 162.41(10) . . . . ?
N1 C2 C3 N2 -78.97(12) . . . . ?
C3 N2 C4 C51 54.07(13) . . . . ?
C3 N2 C4 C41 -70.78(12) . . . . ?
C3 N2 C4 C61 174.55(9) . . . . ?
N1 C1 C11 C16 -13.61(14) . . . . ?
C21 C1 C11 C16 -140.49(11) . . . . ?
C31 C1 C11 C16 99.70(12) . . . . ?
N1 C1 C11 C12 170.94(10) . . . . ?
C21 C1 C11 C12 44.06(14) . . . . ?
C31 C1 C11 C12 -75.74(13) . . . . ?
C16 C11 C12 C13 -3.80(17) . . . . ?
C1 C11 C12 C13 171.79(11) . . . . ?
C16 C11 C12 S1 177.59(9) . . . . ?
C1 C11 C12 S1 -6.82(16) . . . . ?
C22 S1 C12 C13 152.91(10) . . . . ?
C22 S1 C12 C11 -28.44(11) . . . . ?
C11 C12 C13 C14 2.43(19) . . . . ?
S1 C12 C13 C14 -178.91(10) . . . . ?
C12 C13 C14 C15 0.9(2) . . . . ?
C13 C14 C15 C16 -2.8(2) . . . . ?
C14 C15 C16 C11 1.4(2) . . . . ?
C12 C11 C16 C15 1.91(18) . . . . ?
C1 C11 C16 C15 -173.66(11) . . . . ?
N1 C1 C21 C26 21.76(15) . . . . ?
C11 C1 C21 C26 145.50(11) . . . . ?
C31 C1 C21 C26 -95.19(12) . . . . ?
N1 C1 C21 C22 -164.98(10) . . . . ?
C11 C1 C21 C22 -41.25(14) . . . . ?
C31 C1 C21 C22 78.06(13) . . . . ?
C26 C21 C22 C23 -0.31(18) . . . . ?
C1 C21 C22 C23 -173.80(11) . . . . ?
C26 C21 C22 S1 175.02(9) . . . . ?
C1 C21 C22 S1 1.53(16) . . . . ?
C12 S1 C22 C21 31.16(11) . . . . ?
C12 S1 C22 C23 -153.35(10) . . . . ?
C21 C22 C23 C24 0.7(2) . . . . ?
S1 C22 C23 C24 -174.88(11) . . . . ?
C22 C23 C24 C25 -0.6(2) . . . . ?
C23 C24 C25 C26 0.3(2) . . . . ?
C24 C25 C26 C21 0.0(2) . . . . ?
C22 C21 C26 C25 -0.04(18) . . . . ?
C1 C21 C26 C25 173.45(11) . . . . ?
N1 C1 C31 C32 -110.59(12) . . . . ?
C21 C1 C31 C32 12.49(14) . . . . ?
C11 C1 C31 C32 133.24(11) . . . . ?
N1 C1 C31 C36 65.39(12) . . . . ?
C21 C1 C31 C36 -171.53(10) . . . . ?
C11 C1 C31 C36 -50.79(13) . . . . ?
C36 C31 C32 C33 -0.33(17) . . . . ?
C1 C31 C32 C33 175.67(11) . . . . ?
C31 C32 C33 C34 -0.30(19) . . . . ?
C32 C33 C34 C35 0.57(19) . . . . ?
C33 C34 C35 C36 -0.2(2) . . . . ?
C34 C35 C36 C31 -0.43(19) . . . . ?
C32 C31 C36 C35 0.69(18) . . . . ?
C1 C31 C36 C35 -175.47(11) . . . . ?
N2 C4 C41 C42 166.92(10) . . . . ?
C51 C4 C41 C42 40.60(14) . . . . ?
C61 C4 C41 C42 -79.75(13) . . . . ?
N2 C4 C41 C46 -20.12(14) . . . . ?
C51 C4 C41 C46 -146.45(11) . . . . ?
C61 C4 C41 C46 93.21(12) . . . . ?
C46 C41 C42 C43 -1.97(17) . . . . ?
C4 C41 C42 C43 171.18(11) . . . . ?
C46 C41 C42 S2 -178.94(9) . . . . ?
C4 C41 C42 S2 -5.79(16) . . . . ?
C52 S2 C42 C41 -26.99(11) . . . . ?
C52 S2 C42 C43 155.92(10) . . . . ?
C41 C42 C43 C44 -0.21(19) . . . . ?
S2 C42 C43 C44 176.93(10) . . . . ?
C42 C43 C44 C45 1.9(2) . . . . ?
C43 C44 C45 C46 -1.29(19) . . . . ?
C44 C45 C46 C41 -0.98(19) . . . . ?
C42 C41 C46 C45 2.57(17) . . . . ?
C4 C41 C46 C45 -170.63(11) . . . . ?
N2 C4 C51 C56 23.74(15) . . . . ?
C41 C4 C51 C56 147.17(11) . . . . ?
C61 C4 C51 C56 -94.06(13) . . . . ?
N2 C4 C51 C52 -161.58(11) . . . . ?
C41 C4 C51 C52 -38.15(14) . . . . ?
C61 C4 C51 C52 80.62(13) . . . . ?
C56 C51 C52 C53 -0.90(18) . . . . ?
C4 C51 C52 C53 -175.76(11) . . . . ?
C56 C51 C52 S2 176.03(9) . . . . ?
C4 C51 C52 S2 1.16(16) . . . . ?
C42 S2 C52 C53 -153.59(10) . . . . ?
C42 S2 C52 C51 29.35(12) . . . . ?
C51 C52 C53 C54 0.3(2) . . . . ?
S2 C52 C53 C54 -176.76(11) . . . . ?
C52 C53 C54 C55 0.1(2) . . . . ?
C53 C54 C55 C56 0.0(2) . . . . ?
C54 C55 C56 C51 -0.6(2) . . . . ?
C52 C51 C56 C55 1.04(18) . . . . ?
C4 C51 C56 C55 175.95(11) . . . . ?
N2 C4 C61 C62 -117.20(12) . . . . ?
C51 C4 C61 C62 5.85(15) . . . . ?
C41 C4 C61 C62 127.10(12) . . . . ?
N2 C4 C61 C66 61.05(13) . . . . ?
C51 C4 C61 C66 -175.90(10) . . . . ?
C41 C4 C61 C66 -54.64(13) . . . . ?
C66 C61 C62 C63 -0.25(19) . . . . ?
C4 C61 C62 C63 178.02(12) . . . . ?
C61 C62 C63 C64 1.5(2) . . . . ?
C62 C63 C64 C65 -1.5(2) . . . . ?
C63 C64 C65 C66 0.3(2) . . . . ?
C64 C65 C66 C61 0.9(2) . . . . ?
C62 C61 C66 C65 -0.94(19) . . . . ?
C4 C61 C66 C65 -179.27(12) . . . . ?
C77 O7 C71 C72 -1.3(3) . . . . ?
C77 O7 C71 C76 179.09(18) . . . . ?
O7 C71 C72 C73 179.52(16) . . . . ?
C76 C71 C72 C73 -0.9(2) . . . . ?
C71 C72 C73 C74 0.5(3) . . . . ?
C72 C73 C74 C75 0.2(3) . . . . ?
C73 C74 C75 C76 -0.4(3) . . . . ?
C74 C75 C76 C71 0.0(3) . . . . ?
O7 C71 C76 C75 -179.70(15) . . . . ?
C72 C71 C76 C75 0.7(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 2.7623(16) 103 . yes
C16 H16 N2 0.95 2.54 3.4425(16) 158 . yes
C26 H26 N1 0.95 2.55 2.9065(16) 103 . yes
C46 H46 N1 0.95 2.60 3.4550(16) 151 . yes
C46 H46 N2 0.95 2.39 2.7677(16) 103 . yes
C56 H56 N2 0.95 2.55 2.8983(15) 102 . yes

_refine_diff_density_max         0.335
_refine_diff_density_min         -0.364
_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_ia081
_database_code_depnum_ccdc_archive 'CCDC 1895592'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-02-05 deposited with the CCDC.	2019-04-12 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:4-methylanisole
_chemical_melting_point          488.15
_chemical_formula_moiety         'C40 H32 N2 O2, C8 H10 O'
_chemical_formula_sum            'C48 H42 N2 O3'
_chemical_formula_weight         694.83

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                   8.9125(5)
_cell_length_b                   9.0807(5)
_cell_length_c                   13.0222(6)
_cell_angle_alpha                90.729(2)
_cell_angle_beta                 109.691(2)
_cell_angle_gamma                111.869(2)
_cell_volume                     909.28(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9647
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      28.29

_exptl_crystal_description       platelet
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.407
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.134
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9451
_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            24571
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.448
_diffrn_reflns_theta_max         28.340
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4523
_reflns_number_gt                3572
_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-2014/7 (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 Uiso(H) set to
1.2 Ueq(C).

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

The guest 4-methylanisole is disordered around an inversion point. Its 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 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)+(0.0509P)²+0.2132P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         4523
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1107
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.91005(12) 0.52222(10) 0.13772(8) 0.0393(2) Uani 1 1 d . . . . .
N1 N 0.81104(12) 0.33978(11) 0.39103(7) 0.0230(2) Uani 1 1 d . . . . .
C1 C 0.73981(13) 0.30426(12) 0.26897(8) 0.0197(2) Uani 1 1 d . . . . .
C2 C 0.98017(14) 0.47591(13) 0.43915(8) 0.0244(2) Uani 1 1 d . . . . .
H2A H 0.978323 0.567919 0.399530 0.029 Uiso 1 1 calc R U . . .
H2B H 1.072028 0.445581 0.431313 0.029 Uiso 1 1 calc R U . . .
C11 C 0.86791(13) 0.28139(12) 0.22338(8) 0.0215(2) Uani 1 1 d . . . . .
C12 C 0.94533(14) 0.38900(13) 0.16354(9) 0.0269(2) Uani 1 1 d . . . . .
C13 C 1.06521(16) 0.36886(15) 0.12466(10) 0.0348(3) Uani 1 1 d . . . . .
H13 H 1.116174 0.443841 0.083366 0.042 Uiso 1 1 calc R U . . .
C14 C 1.10917(16) 0.23955(16) 0.14653(10) 0.0368(3) Uani 1 1 d . . . . .
H14 H 1.191291 0.225333 0.120579 0.044 Uiso 1 1 calc R U . . .
C15 C 1.03417(16) 0.13000(16) 0.20624(10) 0.0351(3) Uani 1 1 d . . . . .
H15 H 1.064523 0.040597 0.221249 0.042 Uiso 1 1 calc R U . . .
C16 C 0.91481(15) 0.15131(14) 0.24394(9) 0.0280(2) Uani 1 1 d . . . . .
H16 H 0.863659 0.075575 0.284766 0.034 Uiso 1 1 calc R U . . .
C21 C 0.69597(13) 0.44342(12) 0.22441(8) 0.0228(2) Uani 1 1 d . . . . .
C22 C 0.78141(15) 0.54265(13) 0.16444(9) 0.0288(2) Uani 1 1 d . . . . .
C23 C 0.74331(19) 0.67267(15) 0.12720(11) 0.0407(3) Uani 1 1 d . . . . .
H23 H 0.804861 0.740086 0.086928 0.049 Uiso 1 1 calc R U . . .
C24 C 0.61609(19) 0.70237(16) 0.14924(11) 0.0422(3) Uani 1 1 d . . . . .
H24 H 0.590258 0.791371 0.124899 0.051 Uiso 1 1 calc R U . . .
C25 C 0.52545(17) 0.60274(15) 0.20689(11) 0.0387(3) Uani 1 1 d . . . . .
H25 H 0.435766 0.621925 0.220806 0.046 Uiso 1 1 calc R U . . .
C26 C 0.56571(15) 0.47538(14) 0.24414(10) 0.0307(3) Uani 1 1 d . . . . .
H26 H 0.503366 0.408051 0.284063 0.037 Uiso 1 1 calc R U . . .
C31 C 0.57250(13) 0.14993(12) 0.23032(8) 0.0213(2) Uani 1 1 d . . . . .
C32 C 0.47824(15) 0.10260(14) 0.11728(9) 0.0298(3) Uani 1 1 d . . . . .
H32 H 0.518703 0.166376 0.067237 0.036 Uiso 1 1 calc R U . . .
C33 C 0.32691(16) -0.03538(15) 0.07639(10) 0.0353(3) Uani 1 1 d . . . . .
H33 H 0.263853 -0.065039 -0.000996 0.042 Uiso 1 1 calc R U . . .
C34 C 0.26758(16) -0.12999(14) 0.14821(11) 0.0348(3) Uani 1 1 d . . . . .
H34 H 0.163995 -0.225170 0.120601 0.042 Uiso 1 1 calc R U . . .
C35 C 0.35970(16) -0.08522(15) 0.25993(11) 0.0358(3) Uani 1 1 d . . . . .
H35 H 0.319626 -0.150306 0.309558 0.043 Uiso 1 1 calc R U . . .
C36 C 0.51133(15) 0.05465(14) 0.30127(10) 0.0294(2) Uani 1 1 d . . . . .
H36 H 0.573021 0.084646 0.378774 0.035 Uiso 1 1 calc R U . . .
H1 H 0.8233(18) 0.2528(17) 0.4175(12) 0.036(4) Uiso 1 1 d . . . . .
O4 O 0.3278(9) 0.1330(7) 0.4703(5) 0.0439(10) Uani 0.5 1 d . . P A -1
C41 C 0.1652(11) 0.0651(9) 0.4828(7) 0.0368(12) Uani 0.5 1 d G . P A -1
C42 C 0.0595(12) -0.0923(9) 0.4308(7) 0.0398(12) Uani 0.5 1 d G . P A -1
H42 H 0.097218 -0.147473 0.388994 0.048 Uiso 0.5 1 calc R U P A -1
C43 C -0.1015(11) -0.1691(9) 0.4401(7) 0.0383(12) Uani 0.5 1 d G . P A -1
H43 H -0.173748 -0.276766 0.404568 0.046 Uiso 0.5 1 calc R U P A -1
C44 C -0.1567(11) -0.0885(8) 0.5013(7) 0.0326(11) Uani 0.5 1 d G . P A -1
C45 C -0.0510(10) 0.0690(8) 0.5532(6) 0.0342(10) Uani 0.5 1 d G . P A -1
H45 H -0.088762 0.124100 0.595041 0.041 Uiso 0.5 1 calc R U P A -1
C46 C 0.1099(11) 0.1458(8) 0.5440(6) 0.0335(11) Uani 0.5 1 d G . P A -1
H46 H 0.182204 0.253395 0.579467 0.040 Uiso 0.5 1 calc R U P A -1
C47 C 0.4228(5) 0.3005(4) 0.4986(3) 0.0535(8) Uani 0.5 1 d . . P A -1
H47A H 0.347318 0.355079 0.462400 0.080 Uiso 0.5 1 calc R U P A -1
H47B H 0.521512 0.331969 0.474160 0.080 Uiso 0.5 1 calc R U P A -1
H47C H 0.465695 0.331162 0.578860 0.080 Uiso 0.5 1 calc R U P A -1
C48 C -0.3249(13) -0.1734(11) 0.5144(8) 0.0490(16) Uani 0.5 1 d . . P A -1
H48A H -0.310913 -0.242364 0.571058 0.073 Uiso 0.5 1 calc R U P A -1
H48B H -0.411660 -0.239527 0.444017 0.073 Uiso 0.5 1 calc R U P A -1
H48C H -0.363550 -0.094687 0.536697 0.073 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 1.3769(14) . ?
O1 C12 1.3776(14) . ?
N1 C2 1.4658(14) . ?
N1 C1 1.4792(12) . ?
N1 H1 0.895(14) . ?
C1 C21 1.5231(14) . ?
C1 C11 1.5261(14) . ?
C1 C31 1.5363(14) . ?
C2 C2 1.522(2) 2_766 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C11 C12 1.3848(15) . ?
C11 C16 1.3936(15) . ?
C12 C13 1.3926(16) . ?
C13 C14 1.3745(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3840(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.3831(16) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3817(16) . ?
C21 C26 1.3958(15) . ?
C22 C23 1.3953(17) . ?
C23 C24 1.373(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.3812(17) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.3813(15) . ?
C31 C32 1.3925(15) . ?
C32 C33 1.3830(16) . ?
C32 H32 0.9500 . ?
C33 C34 1.3813(19) . ?
C33 H33 0.9500 . ?
C34 C35 1.3738(18) . ?
C34 H34 0.9500 . ?
C35 C36 1.3939(16) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
O4 C47 1.408(6) . ?
O4 C41 1.415(11) . ?
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 C48 1.478(14) . ?
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 118.62(9) . . ?
C2 N1 C1 114.80(8) . . ?
C2 N1 H1 107.7(9) . . ?
C1 N1 H1 108.4(9) . . ?
N1 C1 C21 108.22(8) . . ?
N1 C1 C11 112.17(8) . . ?
C21 C1 C11 109.57(8) . . ?
N1 C1 C31 109.31(8) . . ?
C21 C1 C31 108.91(8) . . ?
C11 C1 C31 108.62(8) . . ?
N1 C2 C2 109.65(11) . 2_766 ?
N1 C2 H2A 109.7 . . ?
C2 C2 H2A 109.7 2_766 . ?
N1 C2 H2B 109.7 . . ?
C2 C2 H2B 109.7 2_766 . ?
H2A C2 H2B 108.2 . . ?
C12 C11 C16 117.48(10) . . ?
C12 C11 C1 122.27(9) . . ?
C16 C11 C1 120.23(9) . . ?
O1 C12 C11 123.13(10) . . ?
O1 C12 C13 115.15(10) . . ?
C11 C12 C13 121.72(11) . . ?
C14 C13 C12 119.43(11) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 120.21(11) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.68(11) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C11 121.48(11) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C22 C21 C26 117.39(10) . . ?
C22 C21 C1 122.55(10) . . ?
C26 C21 C1 120.06(10) . . ?
O1 C22 C21 123.09(10) . . ?
O1 C22 C23 115.13(11) . . ?
C21 C22 C23 121.79(11) . . ?
C24 C23 C22 119.44(12) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 120.06(12) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 119.84(12) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 121.45(12) . . ?
C25 C26 H26 119.3 . . ?
C21 C26 H26 119.3 . . ?
C36 C31 C32 118.18(10) . . ?
C36 C31 C1 123.72(9) . . ?
C32 C31 C1 118.10(9) . . ?
C33 C32 C31 121.33(11) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C34 C33 C32 119.91(11) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C35 C34 C33 119.40(11) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C36 120.73(11) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C31 C36 C35 120.45(11) . . ?
C31 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C47 O4 C41 118.7(4) . . ?
C42 C41 C46 120.0 . . ?
C42 C41 O4 116.2(3) . . ?
C46 C41 O4 123.8(3) . . ?
C43 C42 C41 120.0 . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 120.0 . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 C48 120.4(3) . . ?
C43 C44 C48 119.5(3) . . ?
C44 C45 C46 120.0 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 120.0 . . ?
C45 C46 H46 120.0 . . ?
C41 C46 H46 120.0 . . ?
O4 C47 H47A 109.5 . . ?
O4 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
O4 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C44 C48 H48A 109.5 . . ?
C44 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C44 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 C21 -67.11(11) . . . . ?
C2 N1 C1 C11 53.88(11) . . . . ?
C2 N1 C1 C31 174.42(8) . . . . ?
C1 N1 C2 C2 167.21(11) . . . 2_766 ?
N1 C1 C11 C12 -112.20(11) . . . . ?
C21 C1 C11 C12 8.00(13) . . . . ?
C31 C1 C11 C12 126.86(10) . . . . ?
N1 C1 C11 C16 65.96(12) . . . . ?
C21 C1 C11 C16 -173.84(9) . . . . ?
C31 C1 C11 C16 -54.98(12) . . . . ?
C22 O1 C12 C11 -5.59(16) . . . . ?
C22 O1 C12 C13 174.18(10) . . . . ?
C16 C11 C12 O1 179.97(10) . . . . ?
C1 C11 C12 O1 -1.82(16) . . . . ?
C16 C11 C12 C13 0.22(16) . . . . ?
C1 C11 C12 C13 178.43(10) . . . . ?
O1 C12 C13 C14 179.83(11) . . . . ?
C11 C12 C13 C14 -0.39(18) . . . . ?
C12 C13 C14 C15 0.31(18) . . . . ?
C13 C14 C15 C16 -0.07(19) . . . . ?
C14 C15 C16 C11 -0.11(18) . . . . ?
C12 C11 C16 C15 0.03(16) . . . . ?
C1 C11 C16 C15 -178.21(10) . . . . ?
N1 C1 C21 C22 114.70(11) . . . . ?
C11 C1 C21 C22 -7.88(13) . . . . ?
C31 C1 C21 C22 -126.57(10) . . . . ?
N1 C1 C21 C26 -64.94(12) . . . . ?
C11 C1 C21 C26 172.48(9) . . . . ?
C31 C1 C21 C26 53.79(12) . . . . ?
C12 O1 C22 C21 5.74(17) . . . . ?
C12 O1 C22 C23 -174.73(11) . . . . ?
C26 C21 C22 O1 -178.81(10) . . . . ?
C1 C21 C22 O1 1.54(17) . . . . ?
C26 C21 C22 C23 1.69(17) . . . . ?
C1 C21 C22 C23 -177.96(10) . . . . ?
O1 C22 C23 C24 179.63(11) . . . . ?
C21 C22 C23 C24 -0.83(19) . . . . ?
C22 C23 C24 C25 -0.7(2) . . . . ?
C23 C24 C25 C26 1.3(2) . . . . ?
C24 C25 C26 C21 -0.42(19) . . . . ?
C22 C21 C26 C25 -1.06(16) . . . . ?
C1 C21 C26 C25 178.59(10) . . . . ?
N1 C1 C31 C36 -5.45(14) . . . . ?
C21 C1 C31 C36 -123.49(11) . . . . ?
C11 C1 C31 C36 117.23(11) . . . . ?
N1 C1 C31 C32 175.27(9) . . . . ?
C21 C1 C31 C32 57.22(12) . . . . ?
C11 C1 C31 C32 -62.06(12) . . . . ?
C36 C31 C32 C33 0.33(17) . . . . ?
C1 C31 C32 C33 179.65(10) . . . . ?
C31 C32 C33 C34 -0.63(19) . . . . ?
C32 C33 C34 C35 0.29(19) . . . . ?
C33 C34 C35 C36 0.34(19) . . . . ?
C32 C31 C36 C35 0.30(17) . . . . ?
C1 C31 C36 C35 -178.99(10) . . . . ?
C34 C35 C36 C31 -0.64(19) . . . . ?
C47 O4 C41 C42 165.7(4) . . . . ?
C47 O4 C41 C46 -15.3(9) . . . . ?
C46 C41 C42 C43 0.0 . . . . ?
O4 C41 C42 C43 179.1(6) . . . . ?
C41 C42 C43 C44 0.0 . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C42 C43 C44 C48 -177.5(6) . . . . ?
C43 C44 C45 C46 0.0 . . . . ?
C48 C44 C45 C46 177.5(6) . . . . ?
C44 C45 C46 C41 0.0 . . . . ?
C42 C41 C46 C45 0.0 . . . . ?
O4 C41 C46 C45 -179.0(6) . . . . ?

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
C36 H36 N1 0.95 2.45 2.8057(14) 102 . yes

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.235
_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_ia124
_database_code_depnum_ccdc_archive 'CCDC 1895593'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-02-05 deposited with the CCDC.	2019-04-12 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:anisole:water
_chemical_melting_point          488.15
_chemical_formula_moiety         'C40 H32 N2 O2, C7 H8 O, 0.22(O)'
_chemical_formula_sum            'C47 H40 N2 O3.22'
_chemical_formula_weight         684.34

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                   8.9207(4)
_cell_length_b                   9.1082(4)
_cell_length_c                   12.6652(6)
_cell_angle_alpha                91.979(2)
_cell_angle_beta                 107.947(2)
_cell_angle_gamma                111.131(2)
_cell_volume                     900.79(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9844
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      28.33

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             362
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.529
_exptl_crystal_size_mid          0.334
_exptl_crystal_size_min          0.319
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.975
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9582
_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            36003
_diffrn_reflns_av_unetI/netI     0.0114
_diffrn_reflns_av_R_equivalents  0.0192
_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         1.713
_diffrn_reflns_theta_max         28.331
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4480
_reflns_number_gt                3831
_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-2014/7 (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 Uiso(H) set to
1.2 Ueq(C).

The H atoms of the methyl group was 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
1.5Ueq(C).

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

The structure also contains partially occupied water molecule. It's hydrogens
could not be located on the difference Fourier map.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0565P)²+0.2347P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         4480
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.1075
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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 0.59591(11) 0.48550(9) 0.86180(8) 0.0381(2) Uani 1 1 d . . . . .
N1 N 0.69025(10) 0.66199(9) 0.60465(7) 0.02369(18) Uani 1 1 d . . . . .
H1 H 0.670983 0.746319 0.577410 0.037(3) Uiso 1 1 d R . . . .
C1 C 0.76654(11) 0.70365(10) 0.72888(8) 0.02053(18) Uani 1 1 d . . . . .
C2 C 0.52486(12) 0.52563(11) 0.56281(8) 0.0251(2) Uani 1 1 d . . . . .
H2A H 0.436090 0.555666 0.577509 0.030 Uiso 1 1 calc R U . . .
H2B H 0.532728 0.435740 0.602808 0.030 Uiso 1 1 calc R U . . .
C11 C 0.81392(12) 0.56771(11) 0.77444(8) 0.0240(2) Uani 1 1 d . . . . .
C12 C 0.72744(14) 0.46780(12) 0.83507(9) 0.0288(2) Uani 1 1 d . . . . .
C13 C 0.76763(18) 0.33983(14) 0.87258(11) 0.0414(3) Uani 1 1 d . . . . .
H13 H 0.705588 0.272036 0.913160 0.050 Uiso 1 1 calc R U . . .
C14 C 0.89749(18) 0.31262(14) 0.85042(12) 0.0446(3) Uani 1 1 d . . . . .
H14 H 0.924967 0.225248 0.875209 0.054 Uiso 1 1 calc R U . . .
C15 C 0.98840(16) 0.41234(15) 0.79199(12) 0.0436(3) Uani 1 1 d . . . . .
H15 H 1.079465 0.394514 0.777720 0.052 Uiso 1 1 calc R U . . .
C16 C 0.94640(14) 0.53812(13) 0.75439(11) 0.0344(2) Uani 1 1 d . . . . .
H16 H 1.009183 0.605686 0.714071 0.041 Uiso 1 1 calc R U . . .
C21 C 0.64225(11) 0.72894(11) 0.78065(8) 0.02236(19) Uani 1 1 d . . . . .
C22 C 0.56248(13) 0.61977(12) 0.83988(9) 0.0269(2) Uani 1 1 d . . . . .
C23 C 0.44198(14) 0.63895(14) 0.88143(10) 0.0347(2) Uani 1 1 d . . . . .
H23 H 0.389672 0.562875 0.922084 0.042 Uiso 1 1 calc R U . . .
C24 C 0.39946(14) 0.76910(15) 0.86304(10) 0.0375(3) Uani 1 1 d . . . . .
H24 H 0.316877 0.782778 0.890650 0.045 Uiso 1 1 calc R U . . .
C25 C 0.47699(15) 0.88048(15) 0.80421(10) 0.0371(3) Uani 1 1 d . . . . .
H25 H 0.447581 0.970348 0.791577 0.044 Uiso 1 1 calc R U . . .
C26 C 0.59717(14) 0.86036(13) 0.76400(9) 0.0303(2) Uani 1 1 d . . . . .
H26 H 0.650144 0.937537 0.724250 0.036 Uiso 1 1 calc R U . . .
C31 C 0.92887(11) 0.85749(11) 0.76114(8) 0.0227(2) Uani 1 1 d . . . . .
C32 C 0.98219(14) 0.94715(12) 0.68355(10) 0.0314(2) Uani 1 1 d . . . . .
H32 H 0.917862 0.913168 0.605553 0.038 Uiso 1 1 calc R U . . .
C33 C 1.13023(15) 1.08742(13) 0.71959(12) 0.0391(3) Uani 1 1 d . . . . .
H33 H 1.164781 1.148744 0.665804 0.047 Uiso 1 1 calc R U . . .
C34 C 1.22633(14) 1.13753(13) 0.83199(12) 0.0390(3) Uani 1 1 d . . . . .
H34 H 1.327432 1.232290 0.855785 0.047 Uiso 1 1 calc R U . . .
C35 C 1.17460(14) 1.04886(14) 0.91009(11) 0.0376(3) Uani 1 1 d . . . . .
H35 H 1.240296 1.082678 0.987903 0.045 Uiso 1 1 calc R U . . .
C36 C 1.02677(13) 0.91046(13) 0.87493(9) 0.0306(2) Uani 1 1 d . . . . .
H36 H 0.991711 0.850840 0.929278 0.037 Uiso 1 1 calc R U . . .
C41 C 0.65457(18) 0.06509(15) 0.48211(12) 0.0464(3) Uani 1 1 d . . . . .
H41 H 0.760618 0.109584 0.469777 0.056 Uiso 0.5 1 calc R U P A 1
O4 O 0.7994(3) 0.1190(2) 0.46352(16) 0.0465(4) Uani 0.5 1 d . . P B 2
C44 C 0.9062(4) 0.2842(4) 0.4949(3) 0.0546(7) Uani 0.5 1 d . . P B 2
H44A H 0.838751 0.347143 0.464387 0.082 Uiso 0.5 1 calc R U P B 2
H44B H 0.999689 0.307512 0.464761 0.082 Uiso 0.5 1 calc R U P B 2
H44C H 0.953740 0.311803 0.577101 0.082 Uiso 0.5 1 calc R U P B 2
C43 C 0.45992(18) 0.08953(15) 0.56910(12) 0.0471(3) Uani 1 1 d . . . . .
H43 H 0.431731 0.150470 0.616506 0.057 Uiso 1 1 calc R U . . .
C42 C 0.61280(18) 0.15427(15) 0.55155(12) 0.0461(3) Uani 1 1 d . . . . .
H42 H 0.690357 0.259862 0.586660 0.055 Uiso 1 1 calc R U . . .
O9 O 1.0836(15) 0.3767(17) 0.5259(10) 0.077(5) Uani 0.110(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 1.3765(14) . ?
O1 C22 1.3774(13) . ?
N1 C2 1.4669(12) . ?
N1 C1 1.4817(12) . ?
N1 H1 0.9031 . ?
C1 C11 1.5234(13) . ?
C1 C21 1.5276(13) . ?
C1 C31 1.5363(12) . ?
C2 C2 1.5201(19) 2_666 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C11 C12 1.3857(14) . ?
C11 C16 1.3942(15) . ?
C12 C13 1.3955(15) . ?
C13 C14 1.373(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3845(16) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3886(14) . ?
C21 C26 1.3969(14) . ?
C22 C23 1.3931(15) . ?
C23 C24 1.3756(18) . ?
C23 H23 0.9500 . ?
C24 C25 1.3880(18) . ?
C24 H24 0.9500 . ?
C25 C26 1.3834(15) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3864(14) . ?
C31 C36 1.3946(14) . ?
C32 C33 1.3987(15) . ?
C32 H32 0.9500 . ?
C33 C34 1.3751(19) . ?
C33 H33 0.9500 . ?
C34 C35 1.3825(19) . ?
C34 H34 0.9500 . ?
C35 C36 1.3883(14) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 O4 1.305(2) . ?
C41 C43 1.3924(18) 2_656 ?
C41 C42 1.394(2) . ?
C41 H41 0.9500 . ?
O4 C44 1.421(3) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C43 C42 1.369(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 118.53(8) . . ?
C2 N1 C1 114.51(7) . . ?
C2 N1 H1 106.3 . . ?
C1 N1 H1 108.1 . . ?
N1 C1 C11 108.21(7) . . ?
N1 C1 C21 111.75(7) . . ?
C11 C1 C21 109.33(8) . . ?
N1 C1 C31 109.21(7) . . ?
C11 C1 C31 109.35(7) . . ?
C21 C1 C31 108.97(7) . . ?
N1 C2 C2 109.87(10) . 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 117.42(9) . . ?
C12 C11 C1 122.24(9) . . ?
C16 C11 C1 120.34(9) . . ?
O1 C12 C11 123.14(9) . . ?
O1 C12 C13 115.15(10) . . ?
C11 C12 C13 121.71(11) . . ?
C14 C13 C12 119.51(11) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.07(11) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 119.88(12) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.39(11) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C22 C21 C26 117.33(9) . . ?
C22 C21 C1 122.19(9) . . ?
C26 C21 C1 120.38(8) . . ?
O1 C22 C21 122.88(9) . . ?
O1 C22 C23 115.19(9) . . ?
C21 C22 C23 121.93(10) . . ?
C24 C23 C22 119.36(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 119.87(11) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 121.37(10) . . ?
C25 C26 H26 119.3 . . ?
C21 C26 H26 119.3 . . ?
C32 C31 C36 118.34(9) . . ?
C32 C31 C1 123.63(9) . . ?
C36 C31 C1 118.03(9) . . ?
C31 C32 C33 120.31(11) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C34 C33 C32 120.73(11) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.45(10) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C36 120.07(11) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 121.09(10) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
O4 C41 C43 117.48(16) . 2_656 ?
O4 C41 C42 122.85(15) . . ?
C43 C41 C42 119.66(14) 2_656 . ?
C43 C41 H41 120.2 2_656 . ?
C42 C41 H41 120.2 . . ?
C41 O4 C44 119.87(19) . . ?
O4 C44 H44A 109.5 . . ?
O4 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
O4 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C42 C43 C41 120.42(14) . 2_656 ?
C42 C43 H43 119.8 . . ?
C41 C43 H43 119.8 2_656 . ?
C43 C42 C41 119.92(13) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 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 C11 66.76(10) . . . . ?
C2 N1 C1 C21 -53.66(10) . . . . ?
C2 N1 C1 C31 -174.30(8) . . . . ?
C1 N1 C2 C2 -169.44(10) . . . 2_666 ?
N1 C1 C11 C12 -110.47(10) . . . . ?
C21 C1 C11 C12 11.45(12) . . . . ?
C31 C1 C11 C12 130.68(9) . . . . ?
N1 C1 C11 C16 68.49(11) . . . . ?
C21 C1 C11 C16 -169.59(9) . . . . ?
C31 C1 C11 C16 -50.36(12) . . . . ?
C22 O1 C12 C11 -8.41(15) . . . . ?
C22 O1 C12 C13 172.20(10) . . . . ?
C16 C11 C12 O1 179.11(10) . . . . ?
C1 C11 C12 O1 -1.90(15) . . . . ?
C16 C11 C12 C13 -1.54(16) . . . . ?
C1 C11 C12 C13 177.45(10) . . . . ?
O1 C12 C13 C14 -179.76(11) . . . . ?
C11 C12 C13 C14 0.84(18) . . . . ?
C12 C13 C14 C15 0.47(19) . . . . ?
C13 C14 C15 C16 -1.0(2) . . . . ?
C14 C15 C16 C11 0.27(19) . . . . ?
C12 C11 C16 C15 0.99(16) . . . . ?
C1 C11 C16 C15 -178.02(10) . . . . ?
N1 C1 C21 C22 107.48(10) . . . . ?
C11 C1 C21 C22 -12.28(12) . . . . ?
C31 C1 C21 C22 -131.74(9) . . . . ?
N1 C1 C21 C26 -68.77(11) . . . . ?
C11 C1 C21 C26 171.47(8) . . . . ?
C31 C1 C21 C26 52.00(11) . . . . ?
C12 O1 C22 C21 7.50(15) . . . . ?
C12 O1 C22 C23 -172.54(9) . . . . ?
C26 C21 C22 O1 -179.99(9) . . . . ?
C1 C21 C22 O1 3.65(15) . . . . ?
C26 C21 C22 C23 0.06(15) . . . . ?
C1 C21 C22 C23 -176.31(9) . . . . ?
O1 C22 C23 C24 -179.59(10) . . . . ?
C21 C22 C23 C24 0.36(16) . . . . ?
C22 C23 C24 C25 -0.40(17) . . . . ?
C23 C24 C25 C26 0.03(18) . . . . ?
C24 C25 C26 C21 0.41(17) . . . . ?
C22 C21 C26 C25 -0.44(15) . . . . ?
C1 C21 C26 C25 175.99(9) . . . . ?
N1 C1 C31 C32 5.30(13) . . . . ?
C11 C1 C31 C32 123.53(10) . . . . ?
C21 C1 C31 C32 -117.02(10) . . . . ?
N1 C1 C31 C36 -175.39(8) . . . . ?
C11 C1 C31 C36 -57.17(11) . . . . ?
C21 C1 C31 C36 62.29(11) . . . . ?
C36 C31 C32 C33 -0.30(16) . . . . ?
C1 C31 C32 C33 179.00(10) . . . . ?
C31 C32 C33 C34 0.86(18) . . . . ?
C32 C33 C34 C35 -0.70(18) . . . . ?
C33 C34 C35 C36 0.00(18) . . . . ?
C34 C35 C36 C31 0.56(17) . . . . ?
C32 C31 C36 C35 -0.40(16) . . . . ?
C1 C31 C36 C35 -179.74(10) . . . . ?
C43 C41 O4 C44 167.8(2) 2_656 . . . ?
C42 C41 O4 C44 -13.3(3) . . . . ?
C41 C43 C42 C41 -0.1(2) 2_656 . . . ?
O4 C41 C42 C43 -178.84(15) . . . . ?
C43 C41 C42 C43 0.1(2) 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 2.8048(13) 102 . yes

_refine_diff_density_max         0.317
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_ia026
_database_code_depnum_ccdc_archive 'CCDC 1895448'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-02-07 deposited with the CCDC.	2019-04-12 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:4-methylanisole
_chemical_melting_point          451.15
_chemical_formula_moiety         'C40 H32 N2 S2, C8 H10 O'
_chemical_formula_sum            'C48 H42 N2 O S2'
_chemical_formula_weight         726.95

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.5144(6)
_cell_length_b                   13.7009(7)
_cell_length_c                   13.7121(7)
_cell_angle_alpha                84.337(2)
_cell_angle_beta                 70.982(2)
_cell_angle_gamma                87.993(2)
_cell_volume                     1858.38(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9568
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.717
_exptl_crystal_size_mid          0.588
_exptl_crystal_size_min          0.344
_exptl_absorpt_coefficient_mu    0.184
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9729
_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            82965
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_min       -14
_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         2.049
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9229
_reflns_number_gt                7732
_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-2014/7 (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 Uiso(H) set to
1.2 Ueq(C).

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

The guest 4-methylanisole is disordered over two positions necessitating the use
of the SADI restraint and fixing 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 were located on a difference Fourier map and refined
freely.

A reflection with a large difference between its observed and calculated
intensities was 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)+(0.0641P)²+0.9083P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         9229
_refine_ls_number_parameters     547
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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 0.61075(4) 0.75882(3) 0.50727(3) 0.03744(11) Uani 1 1 d . . . . .
S2 S 1.00755(4) 0.12114(3) 0.04913(3) 0.03504(10) Uani 1 1 d . . . . .
N1 N 0.83469(12) 0.48301(8) 0.38186(9) 0.0254(2) Uani 1 1 d . . . . .
N2 N 0.73858(13) 0.31617(8) 0.28647(9) 0.0279(2) Uani 1 1 d . . . . .
C1 C 0.78846(13) 0.58105(9) 0.41317(10) 0.0231(2) Uani 1 1 d . . . . .
C2 C 0.75262(15) 0.39730(10) 0.43556(11) 0.0302(3) Uani 1 1 d . . . . .
H2A H 0.656482 0.412529 0.446549 0.036 Uiso 1 1 calc R U . . .
H2B H 0.764054 0.381381 0.504226 0.036 Uiso 1 1 calc R U . . .
C3 C 0.79410(16) 0.30912(10) 0.37207(11) 0.0317(3) Uani 1 1 d . . . . .
H3A H 0.893473 0.305677 0.343958 0.038 Uiso 1 1 calc R U . . .
H3B H 0.761676 0.248182 0.417482 0.038 Uiso 1 1 calc R U . . .
C4 C 0.79956(14) 0.25547(9) 0.19972(10) 0.0260(3) Uani 1 1 d . . . . .
C11 C 0.66683(13) 0.60941(10) 0.37752(10) 0.0253(3) Uani 1 1 d . . . . .
C12 C 0.58759(14) 0.69110(10) 0.41187(11) 0.0295(3) Uani 1 1 d . . . . .
C13 C 0.48664(16) 0.72302(13) 0.37038(13) 0.0399(4) Uani 1 1 d . . . . .
H13 H 0.435420 0.779880 0.393003 0.048 Uiso 1 1 calc R U . . .
C14 C 0.46106(16) 0.67237(15) 0.29679(13) 0.0446(4) Uani 1 1 d . . . . .
H14 H 0.393174 0.694677 0.268053 0.054 Uiso 1 1 calc R U . . .
C15 C 0.53469(16) 0.58894(14) 0.26499(13) 0.0405(4) Uani 1 1 d . . . . .
H15 H 0.515202 0.552582 0.216090 0.049 Uiso 1 1 calc R U . . .
C16 C 0.63682(15) 0.55822(12) 0.30426(11) 0.0323(3) Uani 1 1 d . . . . .
H16 H 0.687484 0.501309 0.281028 0.039 Uiso 1 1 calc R U . . .
C21 C 0.75519(13) 0.59070(10) 0.52978(10) 0.0255(3) Uani 1 1 d . . . . .
C22 C 0.67750(14) 0.66859(11) 0.57711(11) 0.0300(3) Uani 1 1 d . . . . .
C23 C 0.65729(17) 0.68199(13) 0.68102(12) 0.0398(4) Uani 1 1 d . . . . .
H23 H 0.603745 0.735118 0.711861 0.048 Uiso 1 1 calc R U . . .
C24 C 0.71533(18) 0.61786(15) 0.73863(13) 0.0450(4) Uani 1 1 d . . . . .
H24 H 0.702291 0.627016 0.809017 0.054 Uiso 1 1 calc R U . . .
C25 C 0.79254(17) 0.54023(14) 0.69348(12) 0.0405(4) Uani 1 1 d . . . . .
H25 H 0.832234 0.495791 0.732965 0.049 Uiso 1 1 calc R U . . .
C26 C 0.81196(15) 0.52733(11) 0.59037(11) 0.0315(3) Uani 1 1 d . . . . .
H26 H 0.865403 0.473843 0.560302 0.038 Uiso 1 1 calc R U . . .
C31 C 0.90611(13) 0.65071(10) 0.35079(10) 0.0249(3) Uani 1 1 d . . . . .
C32 C 0.94637(15) 0.65845(11) 0.24245(11) 0.0312(3) Uani 1 1 d . . . . .
H32 H 0.898431 0.623846 0.208842 0.037 Uiso 1 1 calc R U . . .
C33 C 1.05581(16) 0.71627(12) 0.18339(12) 0.0375(3) Uani 1 1 d . . . . .
H33 H 1.082900 0.720028 0.109917 0.045 Uiso 1 1 calc R U . . .
C34 C 1.12521(16) 0.76822(13) 0.23122(14) 0.0416(4) Uani 1 1 d . . . . .
H34 H 1.199276 0.808240 0.190863 0.050 Uiso 1 1 calc R U . . .
C35 C 1.08629(17) 0.76162(14) 0.33779(14) 0.0439(4) Uani 1 1 d . . . . .
H35 H 1.133481 0.797516 0.370910 0.053 Uiso 1 1 calc R U . . .
C36 C 0.97791(15) 0.70248(12) 0.39745(12) 0.0353(3) Uani 1 1 d . . . . .
H36 H 0.953061 0.697657 0.470858 0.042 Uiso 1 1 calc R U . . .
C41 C 0.94028(13) 0.29717(10) 0.13722(10) 0.0246(3) Uani 1 1 d . . . . .
C42 C 1.03422(14) 0.24370(10) 0.06462(10) 0.0274(3) Uani 1 1 d . . . . .
C43 C 1.15342(15) 0.28706(12) -0.00135(12) 0.0345(3) Uani 1 1 d . . . . .
H43 H 1.215631 0.249965 -0.050863 0.041 Uiso 1 1 calc R U . . .
C44 C 1.18147(15) 0.38344(12) 0.00487(12) 0.0351(3) Uani 1 1 d . . . . .
H44 H 1.261821 0.413093 -0.041103 0.042 Uiso 1 1 calc R U . . .
C45 C 1.09165(15) 0.43680(11) 0.07865(11) 0.0314(3) Uani 1 1 d . . . . .
H45 H 1.111370 0.502706 0.084410 0.038 Uiso 1 1 calc R U . . .
C46 C 0.97293(14) 0.39381(10) 0.14404(10) 0.0274(3) Uani 1 1 d . . . . .
H46 H 0.912450 0.430874 0.194596 0.033 Uiso 1 1 calc R U . . .
C51 C 0.80653(16) 0.14581(10) 0.23404(11) 0.0319(3) Uani 1 1 d . . . . .
C52 C 0.89817(16) 0.08206(10) 0.17298(11) 0.0322(3) Uani 1 1 d . . . . .
C53 C 0.9029(2) -0.01743(11) 0.20547(13) 0.0442(4) Uani 1 1 d . . . . .
H53 H 0.968305 -0.058851 0.163763 0.053 Uiso 1 1 calc R U . . .
C54 C 0.8130(3) -0.05565(12) 0.29786(15) 0.0590(6) Uani 1 1 d . . . . .
H54 H 0.816678 -0.123155 0.320584 0.071 Uiso 1 1 calc R U . . .
C55 C 0.7173(3) 0.00506(13) 0.35714(15) 0.0641(7) Uani 1 1 d . . . . .
H55 H 0.652761 -0.021358 0.419610 0.077 Uiso 1 1 calc R U . . .
C56 C 0.7148(2) 0.10449(12) 0.32607(13) 0.0485(5) Uani 1 1 d . . . . .
H56 H 0.649215 0.145322 0.368451 0.058 Uiso 1 1 calc R U . . .
C61 C 0.71257(14) 0.27189(10) 0.12834(11) 0.0289(3) Uani 1 1 d . . . . .
C62 C 0.69298(16) 0.36676(12) 0.08996(13) 0.0362(3) Uani 1 1 d . . . . .
H62 H 0.732684 0.420060 0.108752 0.043 Uiso 1 1 calc R U . . .
C63 C 0.61657(18) 0.38510(14) 0.02475(14) 0.0437(4) Uani 1 1 d . . . . .
H63 H 0.604667 0.450531 -0.001018 0.052 Uiso 1 1 calc R U . . .
C64 C 0.55765(19) 0.30849(17) -0.00288(17) 0.0543(5) Uani 1 1 d . . . . .
H64 H 0.504462 0.320804 -0.047068 0.065 Uiso 1 1 calc R U . . .
C65 C 0.5767(3) 0.21523(17) 0.0339(2) 0.0721(7) Uani 1 1 d . . . . .
H65 H 0.536992 0.162274 0.014535 0.087 Uiso 1 1 calc R U . . .
C66 C 0.6533(2) 0.19603(14) 0.09944(19) 0.0543(5) Uani 1 1 d . . . . .
H66 H 0.664964 0.130325 0.124535 0.065 Uiso 1 1 calc R U . . .
H1 H 0.9197(19) 0.4739(13) 0.3798(13) 0.030(4) Uiso 1 1 d . . . . .
H2 H 0.6492(19) 0.3074(13) 0.3096(14) 0.033(4) Uiso 1 1 d . . . . .
O7 O 0.4967(3) -0.0170(2) 0.0868(2) 0.0570(7) Uani 0.5 1 d D . P A 1
C71 C 0.3983(3) 0.0089(3) 0.17340(19) 0.0448(12) Uani 0.5 1 d DG . P A 1
C72 C 0.3013(3) 0.0729(3) 0.15510(18) 0.0664(13) Uani 0.5 1 d DG . P A 1
H72 H 0.306839 0.095437 0.086074 0.080 Uiso 0.5 1 calc R U P A 1
C73 C 0.1962(3) 0.1038(3) 0.2378(3) 0.0629(12) Uani 0.5 1 d DG . P A 1
H73 H 0.129973 0.147595 0.225290 0.076 Uiso 0.5 1 calc R U P A 1
C74 C 0.1881(3) 0.0708(3) 0.3388(2) 0.0471(17) Uani 0.5 1 d DG . P A 1
C75 C 0.2851(4) 0.0068(3) 0.35710(17) 0.0624(12) Uani 0.5 1 d DG . P A 1
H75 H 0.279564 -0.015755 0.426127 0.075 Uiso 0.5 1 calc R U P A 1
C76 C 0.3902(3) -0.0242(3) 0.2744(2) 0.0557(14) Uani 0.5 1 d DG . P A 1
H76 H 0.456432 -0.067915 0.286912 0.067 Uiso 0.5 1 calc R U P A 1
C77 C 0.5997(7) -0.0792(5) 0.0988(5) 0.0629(14) Uani 0.5 1 d D . P A 1
H77A H 0.649389 -0.047669 0.136330 0.094 Uiso 0.5 1 calc R U P A 1
H77B H 0.661066 -0.092757 0.030425 0.094 Uiso 0.5 1 calc R U P A 1
H77C H 0.560946 -0.140891 0.137914 0.094 Uiso 0.5 1 calc R U P A 1
C78 C 0.0733(6) 0.1077(5) 0.4292(4) 0.0777(15) Uani 0.5 1 d D . P A 1
H78A H -0.012350 0.081185 0.429706 0.117 Uiso 0.5 1 calc R U P A 1
H78B H 0.070037 0.179472 0.421055 0.117 Uiso 0.5 1 calc R U P A 1
H78C H 0.088749 0.085806 0.494687 0.117 Uiso 0.5 1 calc R U P A 1
O8 O 0.5520(4) -0.0637(4) 0.2439(4) 0.0977(13) Uani 0.5 1 d D . P B 2
C81 C 0.4283(3) -0.0244(4) 0.2647(4) 0.084(3) Uani 0.5 1 d DG . P B 2
C82 C 0.3738(4) 0.0016(3) 0.3654(3) 0.0795(15) Uani 0.5 1 d DG . P B 2
H82 H 0.421434 -0.012644 0.413334 0.095 Uiso 0.5 1 calc R U P B 2
C83 C 0.2496(4) 0.0485(4) 0.3962(3) 0.0821(16) Uani 0.5 1 d DG . P B 2
H83 H 0.212335 0.066316 0.465047 0.099 Uiso 0.5 1 calc R U P B 2
C84 C 0.1799(4) 0.0694(3) 0.3261(4) 0.089(4) Uani 0.5 1 d DG . P B 2
C85 C 0.2344(4) 0.0434(3) 0.2253(3) 0.0733(14) Uani 0.5 1 d DG . P B 2
H85 H 0.186737 0.057679 0.177427 0.088 Uiso 0.5 1 calc R U P B 2
C86 C 0.3586(4) -0.0035(4) 0.1946(3) 0.0630(17) Uani 0.5 1 d DG . P B 2
H86 H 0.395837 -0.021281 0.125712 0.076 Uiso 0.5 1 calc R U P B 2
C87 C 0.6085(7) -0.0900(5) 0.1453(4) 0.0654(16) Uani 0.5 1 d D . P B 2
H87A H 0.552399 -0.139690 0.132618 0.098 Uiso 0.5 1 calc R U P B 2
H87B H 0.698648 -0.116965 0.136906 0.098 Uiso 0.5 1 calc R U P B 2
H87C H 0.615045 -0.032230 0.095771 0.098 Uiso 0.5 1 calc R U P B 2
C88 C 0.0486(7) 0.1249(6) 0.3664(7) 0.108(2) Uani 0.5 1 d D . P B 2
H88A H -0.021515 0.094055 0.347286 0.162 Uiso 0.5 1 calc R U P B 2
H88B H 0.060472 0.193080 0.335960 0.162 Uiso 0.5 1 calc R U P B 2
H88C H 0.022090 0.123308 0.441997 0.162 Uiso 0.5 1 calc R U P B 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 C22 1.7555(16) . ?
S1 C12 1.7590(16) . ?
S2 C52 1.7562(15) . ?
S2 C42 1.7566(14) . ?
N1 C2 1.4670(17) . ?
N1 C1 1.4687(16) . ?
N1 H1 0.890(18) . ?
N2 C3 1.466(2) . ?
N2 C4 1.4761(17) . ?
N2 H2 0.897(19) . ?
C1 C11 1.5364(18) . ?
C1 C21 1.5397(18) . ?
C1 C31 1.5507(18) . ?
C2 C3 1.5267(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C51 1.5359(19) . ?
C4 C61 1.540(2) . ?
C4 C41 1.5447(18) . ?
C11 C12 1.3970(19) . ?
C11 C16 1.401(2) . ?
C12 C13 1.398(2) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C26 1.395(2) . ?
C21 C22 1.3990(19) . ?
C22 C23 1.400(2) . ?
C23 C24 1.381(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.387(2) . ?
C31 C32 1.3999(19) . ?
C32 C33 1.392(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.382(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.378(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.397(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.3985(18) . ?
C41 C46 1.3989(19) . ?
C42 C43 1.396(2) . ?
C43 C44 1.380(2) . ?
C43 H43 0.9500 . ?
C44 C45 1.387(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.3881(19) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.395(2) . ?
C51 C52 1.397(2) . ?
C52 C53 1.396(2) . ?
C53 C54 1.377(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.381(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.389(2) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.383(2) . ?
C61 C62 1.388(2) . ?
C62 C63 1.385(2) . ?
C62 H62 0.9500 . ?
C63 C64 1.381(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.359(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.391(3) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
O7 C71 1.366(3) . ?
O7 C77 1.396(6) . ?
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 C78 1.535(5) . ?
C75 C76 1.3900 . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
O8 C81 1.342(5) . ?
O8 C87 1.367(6) . ?
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 C88 1.516(6) . ?
C85 C86 1.3900 . ?
C85 H85 0.9500 . ?
C86 H86 0.9500 . ?
C87 H87A 0.9800 . ?
C87 H87B 0.9800 . ?
C87 H87C 0.9800 . ?
C88 H88A 0.9800 . ?
C88 H88B 0.9800 . ?
C88 H88C 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 S1 C12 101.05(7) . . ?
C52 S2 C42 100.99(7) . . ?
C2 N1 C1 119.23(11) . . ?
C2 N1 H1 110.7(11) . . ?
C1 N1 H1 110.1(11) . . ?
C3 N2 C4 118.34(12) . . ?
C3 N2 H2 111.4(11) . . ?
C4 N2 H2 109.3(11) . . ?
N1 C1 C11 108.54(11) . . ?
N1 C1 C21 114.30(11) . . ?
C11 C1 C21 111.03(10) . . ?
N1 C1 C31 105.04(10) . . ?
C11 C1 C31 108.06(10) . . ?
C21 C1 C31 109.54(10) . . ?
N1 C2 C3 110.45(11) . . ?
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 111.14(12) . . ?
N2 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N2 C4 C51 113.63(11) . . ?
N2 C4 C61 106.00(11) . . ?
C51 C4 C61 110.41(11) . . ?
N2 C4 C41 108.23(11) . . ?
C51 C4 C41 111.50(11) . . ?
C61 C4 C41 106.70(11) . . ?
C12 C11 C16 117.60(13) . . ?
C12 C11 C1 121.12(12) . . ?
C16 C11 C1 121.15(12) . . ?
C11 C12 C13 120.82(15) . . ?
C11 C12 S1 122.05(11) . . ?
C13 C12 S1 117.12(12) . . ?
C14 C13 C12 120.30(15) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.69(15) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.20(16) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 121.30(15) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
C26 C21 C22 117.17(13) . . ?
C26 C21 C1 121.07(12) . . ?
C22 C21 C1 121.49(12) . . ?
C21 C22 C23 121.33(14) . . ?
C21 C22 S1 121.80(11) . . ?
C23 C22 S1 116.72(12) . . ?
C24 C23 C22 119.91(15) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 119.79(15) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 119.96(16) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 121.84(15) . . ?
C25 C26 H26 119.1 . . ?
C21 C26 H26 119.1 . . ?
C36 C31 C32 118.17(13) . . ?
C36 C31 C1 122.87(12) . . ?
C32 C31 C1 118.88(12) . . ?
C33 C32 C31 120.77(14) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C34 C33 C32 120.25(15) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C33 119.58(15) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C34 C35 C36 120.43(16) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C31 C36 C35 120.78(15) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C42 C41 C46 117.56(12) . . ?
C42 C41 C4 121.47(12) . . ?
C46 C41 C4 120.67(11) . . ?
C43 C42 C41 120.84(13) . . ?
C43 C42 S2 116.73(11) . . ?
C41 C42 S2 122.41(11) . . ?
C44 C43 C42 120.45(13) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C45 119.61(14) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C44 C45 C46 119.95(14) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 121.54(13) . . ?
C45 C46 H46 119.2 . . ?
C41 C46 H46 119.2 . . ?
C56 C51 C52 116.95(13) . . ?
C56 C51 C4 120.63(13) . . ?
C52 C51 C4 122.32(12) . . ?
C53 C52 C51 121.48(14) . . ?
C53 C52 S2 116.44(12) . . ?
C51 C52 S2 122.01(11) . . ?
C54 C53 C52 120.14(16) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 119.37(16) . . ?
C53 C54 H54 120.3 . . ?
C55 C54 H54 120.3 . . ?
C54 C55 C56 120.44(17) . . ?
C54 C55 H55 119.8 . . ?
C56 C55 H55 119.8 . . ?
C55 C56 C51 121.51(16) . . ?
C55 C56 H56 119.2 . . ?
C51 C56 H56 119.2 . . ?
C66 C61 C62 117.91(15) . . ?
C66 C61 C4 123.03(14) . . ?
C62 C61 C4 119.06(12) . . ?
C63 C62 C61 121.15(15) . . ?
C63 C62 H62 119.4 . . ?
C61 C62 H62 119.4 . . ?
C64 C63 C62 120.13(18) . . ?
C64 C63 H63 119.9 . . ?
C62 C63 H63 119.9 . . ?
C65 C64 C63 119.20(18) . . ?
C65 C64 H64 120.4 . . ?
C63 C64 H64 120.4 . . ?
C64 C65 C66 121.11(18) . . ?
C64 C65 H65 119.4 . . ?
C66 C65 H65 119.4 . . ?
C61 C66 C65 120.50(18) . . ?
C61 C66 H66 119.8 . . ?
C65 C66 H66 119.8 . . ?
C71 O7 C77 118.6(4) . . ?
O7 C71 C72 115.2(2) . . ?
O7 C71 C76 124.8(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 . . ?
C73 C74 C75 120.0 . . ?
C73 C74 C78 119.3(3) . . ?
C75 C74 C78 120.7(3) . . ?
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 . . ?
O7 C77 H77A 109.5 . . ?
O7 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
O7 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C74 C78 H78A 109.5 . . ?
C74 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C74 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C81 O8 C87 115.1(5) . . ?
O8 C81 C82 113.6(4) . . ?
O8 C81 C86 126.3(4) . . ?
C82 C81 C86 120.0 . . ?
C81 C82 C83 120.0 . . ?
C81 C82 H82 120.0 . . ?
C83 C82 H82 120.0 . . ?
C84 C83 C82 120.0 . . ?
C84 C83 H83 120.0 . . ?
C82 C83 H83 120.0 . . ?
C83 C84 C85 120.0 . . ?
C83 C84 C88 115.5(4) . . ?
C85 C84 C88 124.4(4) . . ?
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 . . ?
O8 C87 H87A 109.5 . . ?
O8 C87 H87B 109.5 . . ?
H87A C87 H87B 109.5 . . ?
O8 C87 H87C 109.5 . . ?
H87A C87 H87C 109.5 . . ?
H87B C87 H87C 109.5 . . ?
C84 C88 H88A 109.5 . . ?
C84 C88 H88B 109.5 . . ?
H88A C88 H88B 109.5 . . ?
C84 C88 H88C 109.5 . . ?
H88A C88 H88C 109.5 . . ?
H88B C88 H88C 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 -71.44(15) . . . . ?
C2 N1 C1 C21 53.09(16) . . . . ?
C2 N1 C1 C31 173.18(12) . . . . ?
C1 N1 C2 C3 162.92(12) . . . . ?
C4 N2 C3 C2 161.73(11) . . . . ?
N1 C2 C3 N2 -78.00(16) . . . . ?
C3 N2 C4 C51 53.63(17) . . . . ?
C3 N2 C4 C61 175.06(11) . . . . ?
C3 N2 C4 C41 -70.79(14) . . . . ?
N1 C1 C11 C12 168.85(12) . . . . ?
C21 C1 C11 C12 42.41(16) . . . . ?
C31 C1 C11 C12 -77.74(15) . . . . ?
N1 C1 C11 C16 -15.42(17) . . . . ?
C21 C1 C11 C16 -141.86(13) . . . . ?
C31 C1 C11 C16 97.99(14) . . . . ?
C16 C11 C12 C13 -3.2(2) . . . . ?
C1 C11 C12 C13 172.73(13) . . . . ?
C16 C11 C12 S1 177.53(10) . . . . ?
C1 C11 C12 S1 -6.59(18) . . . . ?
C22 S1 C12 C11 -27.64(13) . . . . ?
C22 S1 C12 C13 153.01(12) . . . . ?
C11 C12 C13 C14 1.9(2) . . . . ?
S1 C12 C13 C14 -178.72(12) . . . . ?
C12 C13 C14 C15 0.8(2) . . . . ?
C13 C14 C15 C16 -2.2(2) . . . . ?
C14 C15 C16 C11 0.9(2) . . . . ?
C12 C11 C16 C15 1.8(2) . . . . ?
C1 C11 C16 C15 -174.12(13) . . . . ?
N1 C1 C21 C26 23.44(18) . . . . ?
C11 C1 C21 C26 146.63(13) . . . . ?
C31 C1 C21 C26 -94.11(15) . . . . ?
N1 C1 C21 C22 -162.73(12) . . . . ?
C11 C1 C21 C22 -39.55(17) . . . . ?
C31 C1 C21 C22 79.72(15) . . . . ?
C26 C21 C22 C23 -0.2(2) . . . . ?
C1 C21 C22 C23 -174.30(13) . . . . ?
C26 C21 C22 S1 175.18(11) . . . . ?
C1 C21 C22 S1 1.13(18) . . . . ?
C12 S1 C22 C21 30.33(13) . . . . ?
C12 S1 C22 C23 -154.05(12) . . . . ?
C21 C22 C23 C24 0.4(2) . . . . ?
S1 C22 C23 C24 -175.27(13) . . . . ?
C22 C23 C24 C25 -0.4(3) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C24 C25 C26 C21 -0.2(2) . . . . ?
C22 C21 C26 C25 0.1(2) . . . . ?
C1 C21 C26 C25 174.23(14) . . . . ?
N1 C1 C31 C36 -115.68(14) . . . . ?
C11 C1 C31 C36 128.61(14) . . . . ?
C21 C1 C31 C36 7.52(18) . . . . ?
N1 C1 C31 C32 61.17(15) . . . . ?
C11 C1 C31 C32 -54.54(15) . . . . ?
C21 C1 C31 C32 -175.63(12) . . . . ?
C36 C31 C32 C33 0.3(2) . . . . ?
C1 C31 C32 C33 -176.74(13) . . . . ?
C31 C32 C33 C34 -1.0(2) . . . . ?
C32 C33 C34 C35 0.7(3) . . . . ?
C33 C34 C35 C36 0.3(3) . . . . ?
C32 C31 C36 C35 0.8(2) . . . . ?
C1 C31 C36 C35 177.65(15) . . . . ?
C34 C35 C36 C31 -1.1(3) . . . . ?
N2 C4 C41 C42 165.82(12) . . . . ?
C51 C4 C41 C42 40.14(17) . . . . ?
C61 C4 C41 C42 -80.49(15) . . . . ?
N2 C4 C41 C46 -20.62(17) . . . . ?
C51 C4 C41 C46 -146.30(13) . . . . ?
C61 C4 C41 C46 93.06(14) . . . . ?
C46 C41 C42 C43 -2.7(2) . . . . ?
C4 C41 C42 C43 171.09(13) . . . . ?
C46 C41 C42 S2 179.01(11) . . . . ?
C4 C41 C42 S2 -7.24(19) . . . . ?
C52 S2 C42 C43 155.31(12) . . . . ?
C52 S2 C42 C41 -26.30(13) . . . . ?
C41 C42 C43 C44 0.8(2) . . . . ?
S2 C42 C43 C44 179.25(12) . . . . ?
C42 C43 C44 C45 1.3(2) . . . . ?
C43 C44 C45 C46 -1.5(2) . . . . ?
C44 C45 C46 C41 -0.4(2) . . . . ?
C42 C41 C46 C45 2.5(2) . . . . ?
C4 C41 C46 C45 -171.33(13) . . . . ?
N2 C4 C51 C56 26.5(2) . . . . ?
C61 C4 C51 C56 -92.46(18) . . . . ?
C41 C4 C51 C56 149.11(16) . . . . ?
N2 C4 C51 C52 -157.35(14) . . . . ?
C61 C4 C51 C52 83.72(18) . . . . ?
C41 C4 C51 C52 -34.71(19) . . . . ?
C56 C51 C52 C53 -3.6(3) . . . . ?
C4 C51 C52 C53 -179.95(16) . . . . ?
C56 C51 C52 S2 173.22(14) . . . . ?
C4 C51 C52 S2 -3.1(2) . . . . ?
C42 S2 C52 C53 -151.44(14) . . . . ?
C42 S2 C52 C51 31.55(15) . . . . ?
C51 C52 C53 C54 2.3(3) . . . . ?
S2 C52 C53 C54 -174.71(17) . . . . ?
C52 C53 C54 C55 0.8(3) . . . . ?
C53 C54 C55 C56 -2.5(4) . . . . ?
C54 C55 C56 C51 1.0(4) . . . . ?
C52 C51 C56 C55 2.0(3) . . . . ?
C4 C51 C56 C55 178.3(2) . . . . ?
N2 C4 C61 C66 -124.74(16) . . . . ?
C51 C4 C61 C66 -1.3(2) . . . . ?
C41 C4 C61 C66 120.07(17) . . . . ?
N2 C4 C61 C62 55.87(16) . . . . ?
C51 C4 C61 C62 179.34(13) . . . . ?
C41 C4 C61 C62 -59.33(16) . . . . ?
C66 C61 C62 C63 0.0(2) . . . . ?
C4 C61 C62 C63 179.41(14) . . . . ?
C61 C62 C63 C64 0.3(3) . . . . ?
C62 C63 C64 C65 -0.6(3) . . . . ?
C63 C64 C65 C66 0.6(4) . . . . ?
C62 C61 C66 C65 0.0(3) . . . . ?
C4 C61 C66 C65 -179.4(2) . . . . ?
C64 C65 C66 C61 -0.3(4) . . . . ?
C77 O7 C71 C72 178.5(4) . . . . ?
C77 O7 C71 C76 -1.7(6) . . . . ?
O7 C71 C72 C73 179.9(4) . . . . ?
C76 C71 C72 C73 0.0 . . . . ?
C71 C72 C73 C74 0.0 . . . . ?
C72 C73 C74 C75 0.0 . . . . ?
C72 C73 C74 C78 178.6(4) . . . . ?
C73 C74 C75 C76 0.0 . . . . ?
C78 C74 C75 C76 -178.6(4) . . . . ?
C74 C75 C76 C71 0.0 . . . . ?
O7 C71 C76 C75 -179.9(4) . . . . ?
C72 C71 C76 C75 0.0 . . . . ?
C87 O8 C81 C82 -179.9(5) . . . . ?
C87 O8 C81 C86 -4.0(7) . . . . ?
O8 C81 C82 C83 176.2(5) . . . . ?
C86 C81 C82 C83 0.0 . . . . ?
C81 C82 C83 C84 0.0 . . . . ?
C82 C83 C84 C85 0.0 . . . . ?
C82 C83 C84 C88 -177.3(6) . . . . ?
C83 C84 C85 C86 0.0 . . . . ?
C88 C84 C85 C86 177.0(6) . . . . ?
C84 C85 C86 C81 0.0 . . . . ?
O8 C81 C86 C85 -175.7(6) . . . . ?
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 2.38 2.7566(19) 103 . yes
C16 H16 N2 0.95 2.57 3.456(2) 155 . yes
C26 H26 N1 0.95 2.56 2.9133(18) 102 . yes
C46 H46 N1 0.95 2.59 3.4372(18) 148 . yes
C46 H46 N2 0.95 2.39 2.7666(18) 103 . yes
C56 H56 N2 0.95 2.56 2.902(2) 101 . yes
C65 H65 O7 0.95 2.55 3.270(4) 133 . yes

_refine_diff_density_max         0.618
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_ia094
_database_code_depnum_ccdc_archive 'CCDC 1895591'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-02-05 deposited with the CCDC.	2019-04-12 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:p-xylene
_chemical_melting_point          488.15
_chemical_formula_moiety         'C40 H32 N2 O2, C8 H10'
_chemical_formula_sum            'C48 H42 N2 O2'
_chemical_formula_weight         678.83

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                   9.0063(4)
_cell_length_b                   9.1151(4)
_cell_length_c                   12.6154(5)
_cell_angle_alpha                92.511(2)
_cell_angle_beta                 106.590(2)
_cell_angle_gamma                112.306(2)
_cell_volume                     904.63(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7426
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.26

_exptl_crystal_description       platelet
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_F_000             360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.590
_exptl_crystal_size_mid          0.293
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9438
_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            22207
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -12
_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         2.452
_diffrn_reflns_theta_max         28.317
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4489
_reflns_number_gt                3531
_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-2014/7 (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 Uiso(H) set to
1.2 Ueq(C).

The methyl group shows rotational disorder with two positions rotated from each
other by 60 degrees. 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 123 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)+(0.0502P)²+0.2481P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         4489
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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 0.59239(12) 0.48910(10) 0.86089(8) 0.0352(2) Uani 1 1 d . . . . .
N1 N 0.68309(12) 0.67107(11) 0.60313(8) 0.0231(2) Uani 1 1 d . . . . .
C1 C 0.75994(13) 0.71207(12) 0.72690(9) 0.0199(2) Uani 1 1 d . . . . .
C2 C 0.51856(14) 0.53142(13) 0.56135(9) 0.0235(2) Uani 1 1 d . . . . .
H2A H 0.427792 0.562983 0.568825 0.028 Uiso 1 1 calc R U . . .
H2B H 0.521031 0.445650 0.606435 0.028 Uiso 1 1 calc R U . . .
C11 C 0.80654(14) 0.57585(13) 0.76894(9) 0.0225(2) Uani 1 1 d . . . . .
C12 C 0.72278(15) 0.47485(14) 0.83128(10) 0.0265(2) Uani 1 1 d . . . . .
C13 C 0.76459(19) 0.34875(16) 0.86773(12) 0.0379(3) Uani 1 1 d . . . . .
H13 H 0.704682 0.280237 0.909962 0.045 Uiso 1 1 calc R U . . .
C14 C 0.89274(19) 0.32426(16) 0.84222(12) 0.0407(3) Uani 1 1 d . . . . .
H14 H 0.921880 0.238808 0.866928 0.049 Uiso 1 1 calc R U . . .
C15 C 0.97941(17) 0.42436(16) 0.78041(12) 0.0383(3) Uani 1 1 d . . . . .
H15 H 1.068479 0.408066 0.762949 0.046 Uiso 1 1 calc R U . . .
C16 C 0.93587(15) 0.54808(15) 0.74421(11) 0.0311(3) Uani 1 1 d . . . . .
H16 H 0.995526 0.615726 0.701481 0.037 Uiso 1 1 calc R U . . .
C21 C 0.63868(13) 0.73514(13) 0.78251(9) 0.0213(2) Uani 1 1 d . . . . .
C22 C 0.55907(14) 0.62318(13) 0.84143(10) 0.0248(2) Uani 1 1 d . . . . .
C23 C 0.43996(16) 0.63895(16) 0.88542(11) 0.0314(3) Uani 1 1 d . . . . .
H23 H 0.386741 0.560187 0.925061 0.038 Uiso 1 1 calc R U . . .
C24 C 0.39963(16) 0.77010(17) 0.87100(11) 0.0343(3) Uani 1 1 d . . . . .
H24 H 0.317238 0.781147 0.899950 0.041 Uiso 1 1 calc R U . . .
C25 C 0.47927(17) 0.88572(17) 0.81430(11) 0.0348(3) Uani 1 1 d . . . . .
H25 H 0.453007 0.976961 0.805452 0.042 Uiso 1 1 calc R U . . .
C26 C 0.59689(15) 0.86783(15) 0.77074(10) 0.0287(3) Uani 1 1 d . . . . .
H26 H 0.650682 0.947509 0.731867 0.034 Uiso 1 1 calc R U . . .
C31 C 0.92254(13) 0.86805(13) 0.75890(9) 0.0220(2) Uani 1 1 d . . . . .
C32 C 0.97232(15) 0.96364(14) 0.68251(11) 0.0297(3) Uani 1 1 d . . . . .
H32 H 0.904513 0.933438 0.605513 0.036 Uiso 1 1 calc R U . . .
C33 C 1.12185(17) 1.10445(15) 0.71794(13) 0.0369(3) Uani 1 1 d . . . . .
H33 H 1.154427 1.169603 0.664825 0.044 Uiso 1 1 calc R U . . .
C34 C 1.22208(16) 1.14951(15) 0.82877(13) 0.0376(3) Uani 1 1 d . . . . .
H34 H 1.324357 1.244530 0.852145 0.045 Uiso 1 1 calc R U . . .
C35 C 1.17321(16) 1.05583(16) 0.90588(12) 0.0376(3) Uani 1 1 d . . . . .
H35 H 1.241665 1.086636 0.982746 0.045 Uiso 1 1 calc R U . . .
C36 C 1.02435(15) 0.91676(15) 0.87144(10) 0.0308(3) Uani 1 1 d . . . . .
H36 H 0.991152 0.853645 0.925339 0.037 Uiso 1 1 calc R U . . .
C41 C 0.34477(18) 0.89644(17) 0.51182(11) 0.0360(3) Uani 1 1 d . . . . .
C42 C 0.43245(19) 1.05459(17) 0.56956(11) 0.0376(3) Uani 1 1 d . . . . .
H42 H 0.386479 1.093790 0.617572 0.045 Uiso 1 1 calc R U . . .
C43 C 0.58463(18) 1.15535(16) 0.55841(11) 0.0361(3) Uani 1 1 d . . . . .
H43 H 0.641966 1.261988 0.599543 0.043 Uiso 1 1 calc R U . . .
C44 C 0.1828(2) 0.7841(2) 0.52689(15) 0.0515(4) Uani 1 1 d . . . . .
H44A H 0.152212 0.840932 0.579074 0.077 Uiso 0.50(2) 1 calc R U P . .
H44B H 0.091802 0.745954 0.454190 0.077 Uiso 0.50(2) 1 calc R U P . .
H44C H 0.198755 0.691948 0.557236 0.077 Uiso 0.50(2) 1 calc R U P . .
H44D H 0.142967 0.678291 0.481259 0.077 Uiso 0.50(2) 1 calc R U P . .
H44E H 0.203378 0.773269 0.606143 0.077 Uiso 0.50(2) 1 calc R U P . .
H44F H 0.096424 0.827275 0.503097 0.077 Uiso 0.50(2) 1 calc R U P . .
H1 H 0.6682(19) 0.7588(18) 0.5784(12) 0.036(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
O1 C12 1.3774(15) . ?
O1 C22 1.3809(14) . ?
N1 C2 1.4688(14) . ?
N1 C1 1.4806(13) . ?
N1 H1 0.913(15) . ?
C1 C11 1.5248(15) . ?
C1 C21 1.5258(15) . ?
C1 C31 1.5364(14) . ?
C2 C2 1.522(2) 2_666 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C11 C12 1.3820(16) . ?
C11 C16 1.3939(17) . ?
C12 C13 1.3965(17) . ?
C13 C14 1.374(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3830(18) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3868(16) . ?
C21 C26 1.3986(16) . ?
C22 C23 1.3890(17) . ?
C23 C24 1.3802(19) . ?
C23 H23 0.9500 . ?
C24 C25 1.3863(19) . ?
C24 H24 0.9500 . ?
C25 C26 1.3807(18) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3829(16) . ?
C31 C36 1.3950(16) . ?
C32 C33 1.3981(17) . ?
C32 H32 0.9500 . ?
C33 C34 1.373(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.3864(17) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C43 1.387(2) 2_676 ?
C41 C42 1.396(2) . ?
C41 C44 1.501(2) . ?
C42 C43 1.381(2) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C44 H44D 0.9800 . ?
C44 H44E 0.9800 . ?
C44 H44F 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 O1 C22 118.58(9) . . ?
C2 N1 C1 115.00(8) . . ?
C2 N1 H1 108.3(9) . . ?
C1 N1 H1 107.2(9) . . ?
N1 C1 C11 108.21(9) . . ?
N1 C1 C21 111.83(8) . . ?
C11 C1 C21 109.61(9) . . ?
N1 C1 C31 109.45(8) . . ?
C11 C1 C31 108.78(9) . . ?
C21 C1 C31 108.91(8) . . ?
N1 C2 C2 109.65(11) . 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 117.48(11) . . ?
C12 C11 C1 122.07(10) . . ?
C16 C11 C1 120.44(10) . . ?
O1 C12 C11 123.17(10) . . ?
O1 C12 C13 115.24(11) . . ?
C11 C12 C13 121.58(12) . . ?
C14 C13 C12 119.69(12) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.90(12) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 119.79(13) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C11 121.56(12) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
C22 C21 C26 117.24(11) . . ?
C22 C21 C1 122.09(10) . . ?
C26 C21 C1 120.59(10) . . ?
O1 C22 C21 122.73(10) . . ?
O1 C22 C23 115.30(10) . . ?
C21 C22 C23 121.97(11) . . ?
C24 C23 C22 119.40(12) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 120.05(12) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 119.78(12) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C21 121.54(11) . . ?
C25 C26 H26 119.2 . . ?
C21 C26 H26 119.2 . . ?
C32 C31 C36 118.28(10) . . ?
C32 C31 C1 123.61(10) . . ?
C36 C31 C1 118.11(10) . . ?
C31 C32 C33 120.39(12) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C34 C33 C32 120.64(12) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C33 C34 C35 119.53(11) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C36 120.11(12) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 121.05(12) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C43 C41 C42 117.42(13) 2_676 . ?
C43 C41 C44 120.77(14) 2_676 . ?
C42 C41 C44 121.79(14) . . ?
C43 C42 C41 121.42(13) . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C42 C43 C41 121.16(13) . 2_676 ?
C42 C43 H43 119.4 . . ?
C41 C43 H43 119.4 2_676 . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
H44D C44 H44E 109.5 . . ?
H44D C44 H44F 109.5 . . ?
H44E C44 H44F 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 66.53(12) . . . . ?
C2 N1 C1 C21 -54.29(12) . . . . ?
C2 N1 C1 C31 -175.07(9) . . . . ?
C1 N1 C2 C2 -161.54(11) . . . 2_666 ?
N1 C1 C11 C12 -111.44(11) . . . . ?
C21 C1 C11 C12 10.76(14) . . . . ?
C31 C1 C11 C12 129.74(11) . . . . ?
N1 C1 C11 C16 67.88(12) . . . . ?
C21 C1 C11 C16 -169.92(10) . . . . ?
C31 C1 C11 C16 -50.94(13) . . . . ?
C22 O1 C12 C11 -9.40(17) . . . . ?
C22 O1 C12 C13 171.29(11) . . . . ?
C16 C11 C12 O1 -179.72(11) . . . . ?
C1 C11 C12 O1 -0.38(17) . . . . ?
C16 C11 C12 C13 -0.45(17) . . . . ?
C1 C11 C12 C13 178.89(11) . . . . ?
O1 C12 C13 C14 179.85(12) . . . . ?
C11 C12 C13 C14 0.5(2) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
C13 C14 C15 C16 -0.3(2) . . . . ?
C14 C15 C16 C11 0.4(2) . . . . ?
C12 C11 C16 C15 0.00(18) . . . . ?
C1 C11 C16 C15 -179.35(11) . . . . ?
N1 C1 C21 C22 107.20(11) . . . . ?
C11 C1 C21 C22 -12.81(13) . . . . ?
C31 C1 C21 C22 -131.71(11) . . . . ?
N1 C1 C21 C26 -69.49(13) . . . . ?
C11 C1 C21 C26 170.50(10) . . . . ?
C31 C1 C21 C26 51.60(13) . . . . ?
C12 O1 C22 C21 7.19(16) . . . . ?
C12 O1 C22 C23 -172.62(10) . . . . ?
C26 C21 C22 O1 -178.51(10) . . . . ?
C1 C21 C22 O1 4.69(17) . . . . ?
C26 C21 C22 C23 1.28(17) . . . . ?
C1 C21 C22 C23 -175.51(10) . . . . ?
O1 C22 C23 C24 179.42(11) . . . . ?
C21 C22 C23 C24 -0.39(18) . . . . ?
C22 C23 C24 C25 -0.82(19) . . . . ?
C23 C24 C25 C26 1.1(2) . . . . ?
C24 C25 C26 C21 -0.14(19) . . . . ?
C22 C21 C26 C25 -1.02(17) . . . . ?
C1 C21 C26 C25 175.83(11) . . . . ?
N1 C1 C31 C32 8.14(15) . . . . ?
C11 C1 C31 C32 126.18(12) . . . . ?
C21 C1 C31 C32 -114.40(12) . . . . ?
N1 C1 C31 C36 -172.66(10) . . . . ?
C11 C1 C31 C36 -54.62(13) . . . . ?
C21 C1 C31 C36 64.80(13) . . . . ?
C36 C31 C32 C33 0.56(18) . . . . ?
C1 C31 C32 C33 179.76(11) . . . . ?
C31 C32 C33 C34 0.4(2) . . . . ?
C32 C33 C34 C35 -0.9(2) . . . . ?
C33 C34 C35 C36 0.3(2) . . . . ?
C34 C35 C36 C31 0.7(2) . . . . ?
C32 C31 C36 C35 -1.11(18) . . . . ?
C1 C31 C36 C35 179.65(11) . . . . ?
C43 C41 C42 C43 -0.7(2) 2_676 . . . ?
C44 C41 C42 C43 177.55(13) . . . . ?
C41 C42 C43 C41 0.8(2) . . . 2_676 ?

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 2.46 2.8113(15) 102 . yes
C34 H34 O1 0.95 2.56 3.4858(15) 165 1_665 yes

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_ia040
_database_code_depnum_ccdc_archive 'CCDC 1895447'
loop_
_audit_author_name
_audit_author_address
'Eric C. Hosten'
;Nelson Mandela University
South Africa
;
_audit_update_record             
;
2019-02-04 deposited with the CCDC.	2019-04-12 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:3-methylanisole
_chemical_melting_point          451.15
_chemical_formula_moiety         'C40 H32 N2 S2, C8 H10 O'
_chemical_formula_sum            'C48 H42 N2 O S2'
_chemical_formula_weight         726.95

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.5363(6)
_cell_length_b                   13.6858(7)
_cell_length_c                   13.7100(7)
_cell_angle_alpha                95.756(2)
_cell_angle_beta                 108.128(2)
_cell_angle_gamma                90.207(2)
_cell_volume                     1868.08(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.28
_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    1.292
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.478
_exptl_crystal_size_mid          0.399
_exptl_crystal_size_min          0.336
_exptl_absorpt_coefficient_mu    0.183
_shelx_estimated_absorpt_T_min   0.917
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9476
_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            66086
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.035
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9251
_reflns_number_gt                7825
_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-2014/7 (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 Uiso(H) set to
1.2 Ueq(C).

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

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

Two reflections with large difference between their observed and calculated
intensities were omitted. This is probably 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)+(0.0471P)²+0.5984P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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         9251
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0959
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.88351(3) 0.24436(2) 1.00602(2) 0.03029(8) Uani 1 1 d . . . . .
S2 S 0.52762(3) 0.87517(2) 0.54868(2) 0.02816(8) Uani 1 1 d . . . . .
O7 O 0.87297(10) 0.98273(8) 0.40102(8) 0.0444(2) Uani 1 1 d . . . . .
N1 N 0.66974(10) 0.51775(7) 0.88257(7) 0.02094(19) Uani 1 1 d . . . . .
N2 N 0.77532(10) 0.68399(7) 0.78834(7) 0.02125(19) Uani 1 1 d . . . . .
C1 C 0.71064(11) 0.41946(8) 0.91242(8) 0.0199(2) Uani 1 1 d . . . . .
C2 C 0.75621(12) 0.60344(8) 0.93667(9) 0.0240(2) Uani 1 1 d . . . . .
H2A H 0.850784 0.587872 0.946527 0.029 Uiso 1 1 calc R U . . .
H2B H 0.745395 0.619565 1.005595 0.029 Uiso 1 1 calc R U . . .
C3 C 0.72062(12) 0.69177(8) 0.87483(9) 0.0237(2) Uani 1 1 d . . . . .
H3A H 0.622216 0.695703 0.848045 0.028 Uiso 1 1 calc R U . . .
H3B H 0.756679 0.752790 0.920635 0.028 Uiso 1 1 calc R U . . .
C4 C 0.71887(10) 0.74386(8) 0.70247(8) 0.0192(2) Uani 1 1 d . . . . .
C11 C 0.74190(11) 0.41058(8) 1.02852(9) 0.0222(2) Uani 1 1 d . . . . .
C12 C 0.81694(11) 0.33420(9) 1.07558(9) 0.0252(2) Uani 1 1 d . . . . .
C13 C 0.83486(13) 0.32158(11) 1.17890(10) 0.0345(3) Uani 1 1 d . . . . .
H13 H 0.886311 0.269285 1.209386 0.041 Uiso 1 1 calc R U . . .
C14 C 0.77775(14) 0.38515(12) 1.23662(10) 0.0397(3) Uani 1 1 d . . . . .
H14 H 0.789537 0.376492 1.306751 0.048 Uiso 1 1 calc R U . . .
C15 C 0.70318(14) 0.46163(11) 1.19202(10) 0.0355(3) Uani 1 1 d . . . . .
H15 H 0.664045 0.505695 1.231531 0.043 Uiso 1 1 calc R U . . .
C16 C 0.68591(12) 0.47359(9) 1.08915(9) 0.0277(2) Uani 1 1 d . . . . .
H16 H 0.634511 0.526168 1.059317 0.033 Uiso 1 1 calc R U . . .
C21 C 0.83059(11) 0.39116(8) 0.87503(9) 0.0219(2) Uani 1 1 d . . . . .
C22 C 0.90642(11) 0.31025(8) 0.90846(9) 0.0248(2) Uani 1 1 d . . . . .
C23 C 1.00349(13) 0.27719(10) 0.86436(10) 0.0334(3) Uani 1 1 d . . . . .
H23 H 1.051961 0.220750 0.886397 0.040 Uiso 1 1 calc R U . . .
C24 C 1.02942(13) 0.32610(11) 0.78886(11) 0.0381(3) Uani 1 1 d . . . . .
H24 H 1.094428 0.302867 0.758101 0.046 Uiso 1 1 calc R U . . .
C25 C 0.95987(13) 0.40935(11) 0.75833(10) 0.0344(3) Uani 1 1 d . . . . .
H25 H 0.979941 0.444932 0.708589 0.041 Uiso 1 1 calc R U . . .
C26 C 0.86098(12) 0.44092(9) 0.80019(9) 0.0274(2) Uani 1 1 d . . . . .
H26 H 0.812966 0.497399 0.777632 0.033 Uiso 1 1 calc R U . . .
C31 C 0.59109(11) 0.34893(8) 0.84996(9) 0.0218(2) Uani 1 1 d . . . . .
C32 C 0.52166(13) 0.29159(10) 0.89601(10) 0.0328(3) Uani 1 1 d . . . . .
H32 H 0.549446 0.292935 0.969043 0.039 Uiso 1 1 calc R U . . .
C33 C 0.41152(14) 0.23202(11) 0.83616(12) 0.0416(3) Uani 1 1 d . . . . .
H33 H 0.365888 0.192492 0.868675 0.050 Uiso 1 1 calc R U . . .
C34 C 0.36863(13) 0.23026(10) 0.73014(11) 0.0367(3) Uani 1 1 d . . . . .
H34 H 0.292903 0.190432 0.689643 0.044 Uiso 1 1 calc R U . . .
C35 C 0.43687(13) 0.28706(10) 0.68310(10) 0.0329(3) Uani 1 1 d . . . . .
H35 H 0.407701 0.286253 0.610101 0.039 Uiso 1 1 calc R U . . .
C36 C 0.54762(12) 0.34507(9) 0.74227(9) 0.0277(2) Uani 1 1 d . . . . .
H36 H 0.594626 0.382734 0.709136 0.033 Uiso 1 1 calc R U . . .
C41 C 0.57684(11) 0.70248(8) 0.64084(8) 0.0201(2) Uani 1 1 d . . . . .
C42 C 0.48899(11) 0.75492(8) 0.56752(9) 0.0224(2) Uani 1 1 d . . . . .
C43 C 0.36720(12) 0.71237(9) 0.50266(9) 0.0282(2) Uani 1 1 d . . . . .
H43 H 0.308986 0.749165 0.453133 0.034 Uiso 1 1 calc R U . . .
C44 C 0.33143(12) 0.61699(9) 0.51049(10) 0.0299(3) Uani 1 1 d . . . . .
H44 H 0.249652 0.587548 0.465464 0.036 Uiso 1 1 calc R U . . .
C45 C 0.41562(12) 0.56438(9) 0.58450(9) 0.0274(2) Uani 1 1 d . . . . .
H45 H 0.390691 0.499169 0.591024 0.033 Uiso 1 1 calc R U . . .
C46 C 0.53628(11) 0.60693(8) 0.64907(9) 0.0235(2) Uani 1 1 d . . . . .
H46 H 0.592530 0.570390 0.699940 0.028 Uiso 1 1 calc R U . . .
C51 C 0.71786(11) 0.85470(8) 0.73594(8) 0.0203(2) Uani 1 1 d . . . . .
C52 C 0.63370(11) 0.91749(8) 0.67260(9) 0.0229(2) Uani 1 1 d . . . . .
C53 C 0.63411(13) 1.01803(9) 0.70271(10) 0.0300(3) Uani 1 1 d . . . . .
H53 H 0.573695 1.058732 0.659349 0.036 Uiso 1 1 calc R U . . .
C54 C 0.72237(14) 1.05834(9) 0.79557(10) 0.0329(3) Uani 1 1 d . . . . .
H54 H 0.722676 1.126659 0.816564 0.039 Uiso 1 1 calc R U . . .
C55 C 0.81039(12) 0.99823(9) 0.85777(9) 0.0285(3) Uani 1 1 d . . . . .
H55 H 0.872890 1.025757 0.920888 0.034 Uiso 1 1 calc R U . . .
C56 C 0.80780(11) 0.89779(8) 0.82835(9) 0.0239(2) Uani 1 1 d . . . . .
H56 H 0.868594 0.857592 0.872118 0.029 Uiso 1 1 calc R U . . .
C61 C 0.80671(11) 0.72617(8) 0.63091(8) 0.0214(2) Uani 1 1 d . . . . .
C62 C 0.88538(15) 0.79937(10) 0.61402(12) 0.0396(3) Uani 1 1 d . . . . .
H62 H 0.886808 0.863901 0.647222 0.048 Uiso 1 1 calc R U . . .
C63 C 0.96262(18) 0.77979(12) 0.54894(15) 0.0520(4) Uani 1 1 d . . . . .
H63 H 1.015367 0.831318 0.537656 0.062 Uiso 1 1 calc R U . . .
C64 C 0.96361(14) 0.68711(11) 0.50087(11) 0.0386(3) Uani 1 1 d . . . . .
H64 H 1.015968 0.674310 0.456057 0.046 Uiso 1 1 calc R U . . .
C65 C 0.88740(14) 0.61265(11) 0.51855(12) 0.0392(3) Uani 1 1 d . . . . .
H65 H 0.888023 0.547938 0.486369 0.047 Uiso 1 1 calc R U . . .
C66 C 0.80998(13) 0.63198(9) 0.58311(11) 0.0331(3) Uani 1 1 d . . . . .
H66 H 0.758298 0.580062 0.594903 0.040 Uiso 1 1 calc R U . . .
C71 C 0.81975(13) 1.00268(10) 0.30101(11) 0.0348(3) Uani 1 1 d . . . . .
C72 C 0.70563(13) 1.05550(10) 0.26493(11) 0.0360(3) Uani 1 1 d . . . . .
H72 H 0.659042 1.080175 0.310869 0.043 Uiso 1 1 calc R U . . .
C73 C 0.65895(14) 1.07253(11) 0.16120(12) 0.0389(3) Uani 1 1 d . . . . .
C74 C 0.72699(16) 1.03564(12) 0.09495(13) 0.0438(3) Uani 1 1 d . . . . .
H74 H 0.695875 1.046602 0.024204 0.053 Uiso 1 1 calc R U . . .
C75 C 0.84109(16) 0.98245(12) 0.13203(13) 0.0462(4) Uani 1 1 d . . . . .
H75 H 0.887132 0.957002 0.086003 0.055 Uiso 1 1 calc R U . . .
C76 C 0.88826(15) 0.96613(11) 0.23400(12) 0.0410(3) Uani 1 1 d . . . . .
H76 H 0.966828 0.930258 0.258615 0.049 Uiso 1 1 calc R U . . .
C77 C 0.80257(16) 1.01471(14) 0.47128(13) 0.0481(4) Uani 1 1 d . . . . .
H77A H 0.791570 1.085821 0.471941 0.072 Uiso 1 1 calc R U . . .
H77B H 0.853239 0.999319 0.540721 0.072 Uiso 1 1 calc R U . . .
H77C H 0.714489 0.980965 0.449495 0.072 Uiso 1 1 calc R U . . .
C78 C 0.53635(17) 1.13187(15) 0.12365(15) 0.0577(5) Uani 1 1 d . . . . .
H78A H 0.509488 1.129369 0.048260 0.087 Uiso 1 1 calc R U . . .
H78B H 0.556355 1.200248 0.154172 0.087 Uiso 1 1 calc R U . . .
H78C H 0.463487 1.104582 0.144101 0.087 Uiso 1 1 calc R U . . .
H1 H 0.5864(16) 0.5257(11) 0.8824(11) 0.031(4) Uiso 1 1 d . . . . .
H2 H 0.8631(16) 0.6927(11) 0.8097(12) 0.032(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 1.7609(13) . ?
S1 C22 1.7612(13) . ?
S2 C42 1.7568(12) . ?
S2 C52 1.7571(12) . ?
O7 C71 1.3663(18) . ?
O7 C77 1.4257(19) . ?
N1 C2 1.4671(14) . ?
N1 C1 1.4723(14) . ?
N1 H1 0.884(16) . ?
N2 C3 1.4663(15) . ?
N2 C4 1.4739(14) . ?
N2 H2 0.883(16) . ?
C1 C11 1.5394(15) . ?
C1 C21 1.5417(15) . ?
C1 C31 1.5511(15) . ?
C2 C3 1.5271(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C51 1.5413(15) . ?
C4 C41 1.5444(14) . ?
C4 C61 1.5481(15) . ?
C11 C16 1.3956(17) . ?
C11 C12 1.3992(16) . ?
C12 C13 1.3981(17) . ?
C13 C14 1.381(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3912(18) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3981(16) . ?
C21 C26 1.4008(16) . ?
C22 C23 1.3963(18) . ?
C23 C24 1.381(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.3883(18) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C32 1.3900(16) . ?
C31 C36 1.3985(16) . ?
C32 C33 1.3969(18) . ?
C32 H32 0.9500 . ?
C33 C34 1.379(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.386(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.3875(17) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.3974(16) . ?
C41 C46 1.4003(15) . ?
C42 C43 1.3989(16) . ?
C43 C44 1.3811(18) . ?
C43 H43 0.9500 . ?
C44 C45 1.3876(18) . ?
C44 H44 0.9500 . ?
C45 C46 1.3892(16) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C51 C56 1.3964(15) . ?
C51 C52 1.3982(15) . ?
C52 C53 1.3959(16) . ?
C53 C54 1.3815(18) . ?
C53 H53 0.9500 . ?
C54 C55 1.3850(18) . ?
C54 H54 0.9500 . ?
C55 C56 1.3910(16) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C62 1.3800(17) . ?
C61 C66 1.3919(17) . ?
C62 C63 1.391(2) . ?
C62 H62 0.9500 . ?
C63 C64 1.371(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.381(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.3866(19) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C71 C72 1.3860(19) . ?
C71 C76 1.392(2) . ?
C72 C73 1.397(2) . ?
C72 H72 0.9500 . ?
C73 C74 1.382(2) . ?
C73 C78 1.507(2) . ?
C74 C75 1.391(2) . ?
C74 H74 0.9500 . ?
C75 C76 1.372(2) . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 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 101.53(6) . . ?
C42 S2 C52 100.66(5) . . ?
C71 O7 C77 117.47(11) . . ?
C2 N1 C1 118.85(9) . . ?
C2 N1 H1 111.5(10) . . ?
C1 N1 H1 108.9(10) . . ?
C3 N2 C4 118.78(9) . . ?
C3 N2 H2 111.8(10) . . ?
C4 N2 H2 108.7(10) . . ?
N1 C1 C11 114.03(9) . . ?
N1 C1 C21 108.42(9) . . ?
C11 C1 C21 111.49(9) . . ?
N1 C1 C31 105.23(8) . . ?
C11 C1 C31 109.70(9) . . ?
C21 C1 C31 107.61(9) . . ?
N1 C2 C3 110.42(9) . . ?
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 111.10(9) . . ?
N2 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N2 C4 C51 114.30(9) . . ?
N2 C4 C41 108.50(8) . . ?
C51 C4 C41 111.11(9) . . ?
N2 C4 C61 105.57(9) . . ?
C51 C4 C61 109.77(9) . . ?
C41 C4 C61 107.23(8) . . ?
C16 C11 C12 117.14(10) . . ?
C16 C11 C1 120.87(10) . . ?
C12 C11 C1 121.74(10) . . ?
C13 C12 C11 121.37(12) . . ?
C13 C12 S1 116.53(10) . . ?
C11 C12 S1 121.95(9) . . ?
C14 C13 C12 119.98(12) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 119.86(12) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 119.73(13) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.91(12) . . ?
C15 C16 H16 119.0 . . ?
C11 C16 H16 119.0 . . ?
C22 C21 C26 117.52(11) . . ?
C22 C21 C1 121.24(10) . . ?
C26 C21 C1 121.05(10) . . ?
C23 C22 C21 120.97(11) . . ?
C23 C22 S1 116.83(9) . . ?
C21 C22 S1 122.20(9) . . ?
C24 C23 C22 120.36(12) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 119.48(12) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C24 C25 C26 120.23(13) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 121.32(12) . . ?
C25 C26 H26 119.3 . . ?
C21 C26 H26 119.3 . . ?
C32 C31 C36 118.11(11) . . ?
C32 C31 C1 123.13(10) . . ?
C36 C31 C1 118.72(10) . . ?
C31 C32 C33 120.77(12) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C34 C33 C32 120.39(13) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 119.50(12) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C36 120.22(12) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 120.99(11) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C42 C41 C46 117.41(10) . . ?
C42 C41 C4 121.34(9) . . ?
C46 C41 C4 120.96(10) . . ?
C41 C42 C43 121.21(11) . . ?
C41 C42 S2 122.14(8) . . ?
C43 C42 S2 116.62(9) . . ?
C44 C43 C42 120.13(11) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 119.63(11) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C44 C45 C46 120.11(11) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
C45 C46 C41 121.46(11) . . ?
C45 C46 H46 119.3 . . ?
C41 C46 H46 119.3 . . ?
C56 C51 C52 117.02(10) . . ?
C56 C51 C4 121.04(10) . . ?
C52 C51 C4 121.81(10) . . ?
C53 C52 C51 121.64(11) . . ?
C53 C52 S2 116.47(9) . . ?
C51 C52 S2 121.83(9) . . ?
C54 C53 C52 120.01(11) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C53 C54 C55 119.39(11) . . ?
C53 C54 H54 120.3 . . ?
C55 C54 H54 120.3 . . ?
C54 C55 C56 120.37(11) . . ?
C54 C55 H55 119.8 . . ?
C56 C55 H55 119.8 . . ?
C55 C56 C51 121.49(11) . . ?
C55 C56 H56 119.3 . . ?
C51 C56 H56 119.3 . . ?
C62 C61 C66 117.94(11) . . ?
C62 C61 C4 122.95(11) . . ?
C66 C61 C4 119.10(10) . . ?
C61 C62 C63 120.80(13) . . ?
C61 C62 H62 119.6 . . ?
C63 C62 H62 119.6 . . ?
C64 C63 C62 120.86(13) . . ?
C64 C63 H63 119.6 . . ?
C62 C63 H63 119.6 . . ?
C63 C64 C65 119.04(13) . . ?
C63 C64 H64 120.5 . . ?
C65 C64 H64 120.5 . . ?
C64 C65 C66 120.25(13) . . ?
C64 C65 H65 119.9 . . ?
C66 C65 H65 119.9 . . ?
C65 C66 C61 121.10(12) . . ?
C65 C66 H66 119.4 . . ?
C61 C66 H66 119.4 . . ?
O7 C71 C72 124.26(13) . . ?
O7 C71 C76 115.56(12) . . ?
C72 C71 C76 120.18(14) . . ?
C71 C72 C73 120.15(13) . . ?
C71 C72 H72 119.9 . . ?
C73 C72 H72 119.9 . . ?
C74 C73 C72 119.40(13) . . ?
C74 C73 C78 121.09(14) . . ?
C72 C73 C78 119.51(14) . . ?
C73 C74 C75 119.89(15) . . ?
C73 C74 H74 120.1 . . ?
C75 C74 H74 120.1 . . ?
C76 C75 C74 121.08(14) . . ?
C76 C75 H75 119.5 . . ?
C74 C75 H75 119.5 . . ?
C75 C76 C71 119.30(14) . . ?
C75 C76 H76 120.4 . . ?
C71 C76 H76 120.4 . . ?
O7 C77 H77A 109.5 . . ?
O7 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
O7 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C73 C78 H78A 109.5 . . ?
C73 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C73 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 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 53.47(13) . . . . ?
C2 N1 C1 C21 -71.37(12) . . . . ?
C2 N1 C1 C31 173.73(9) . . . . ?
C1 N1 C2 C3 162.77(9) . . . . ?
C4 N2 C3 C2 161.31(9) . . . . ?
N1 C2 C3 N2 -77.69(12) . . . . ?
C3 N2 C4 C51 53.91(13) . . . . ?
C3 N2 C4 C41 -70.68(12) . . . . ?
C3 N2 C4 C61 174.64(9) . . . . ?
N1 C1 C11 C16 24.38(15) . . . . ?
C21 C1 C11 C16 147.57(10) . . . . ?
C31 C1 C11 C16 -93.34(12) . . . . ?
N1 C1 C11 C12 -161.54(10) . . . . ?
C21 C1 C11 C12 -38.35(14) . . . . ?
C31 C1 C11 C12 80.74(13) . . . . ?
C16 C11 C12 C13 0.06(17) . . . . ?
C1 C11 C12 C13 -174.23(11) . . . . ?
C16 C11 C12 S1 175.53(9) . . . . ?
C1 C11 C12 S1 1.24(15) . . . . ?
C22 S1 C12 C13 -155.52(10) . . . . ?
C22 S1 C12 C11 28.81(11) . . . . ?
C11 C12 C13 C14 0.10(19) . . . . ?
S1 C12 C13 C14 -175.60(11) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C11 -0.1(2) . . . . ?
C12 C11 C16 C15 -0.06(18) . . . . ?
C1 C11 C16 C15 174.28(11) . . . . ?
N1 C1 C21 C22 168.07(10) . . . . ?
C11 C1 C21 C22 41.74(14) . . . . ?
C31 C1 C21 C22 -78.59(12) . . . . ?
N1 C1 C21 C26 -16.98(14) . . . . ?
C11 C1 C21 C26 -143.31(10) . . . . ?
C31 C1 C21 C26 96.36(12) . . . . ?
C26 C21 C22 C23 -3.60(17) . . . . ?
C1 C21 C22 C23 171.52(10) . . . . ?
C26 C21 C22 S1 177.25(9) . . . . ?
C1 C21 C22 S1 -7.63(15) . . . . ?
C12 S1 C22 C23 155.22(9) . . . . ?
C12 S1 C22 C21 -25.59(11) . . . . ?
C21 C22 C23 C24 2.14(18) . . . . ?
S1 C22 C23 C24 -178.66(10) . . . . ?
C22 C23 C24 C25 1.1(2) . . . . ?
C23 C24 C25 C26 -2.7(2) . . . . ?
C24 C25 C26 C21 1.15(19) . . . . ?
C22 C21 C26 C25 1.97(17) . . . . ?
C1 C21 C26 C25 -173.16(11) . . . . ?
N1 C1 C31 C32 -120.07(12) . . . . ?
C11 C1 C31 C32 3.01(15) . . . . ?
C21 C1 C31 C32 124.47(12) . . . . ?
N1 C1 C31 C36 57.61(13) . . . . ?
C11 C1 C31 C36 -179.31(10) . . . . ?
C21 C1 C31 C36 -57.85(13) . . . . ?
C36 C31 C32 C33 -0.1(2) . . . . ?
C1 C31 C32 C33 177.59(12) . . . . ?
C31 C32 C33 C34 -0.9(2) . . . . ?
C32 C33 C34 C35 0.9(2) . . . . ?
C33 C34 C35 C36 0.1(2) . . . . ?
C34 C35 C36 C31 -1.2(2) . . . . ?
C32 C31 C36 C35 1.16(18) . . . . ?
C1 C31 C36 C35 -176.64(11) . . . . ?
N2 C4 C41 C42 167.49(10) . . . . ?
C51 C4 C41 C42 41.03(14) . . . . ?
C61 C4 C41 C42 -78.93(12) . . . . ?
N2 C4 C41 C46 -18.92(14) . . . . ?
C51 C4 C41 C46 -145.38(10) . . . . ?
C61 C4 C41 C46 94.66(12) . . . . ?
C46 C41 C42 C43 -2.01(17) . . . . ?
C4 C41 C42 C43 171.80(10) . . . . ?
C46 C41 C42 S2 -179.68(8) . . . . ?
C4 C41 C42 S2 -5.88(15) . . . . ?
C52 S2 C42 C41 -28.58(11) . . . . ?
C52 S2 C42 C43 153.64(10) . . . . ?
C41 C42 C43 C44 0.23(18) . . . . ?
S2 C42 C43 C44 178.03(10) . . . . ?
C42 C43 C44 C45 1.38(19) . . . . ?
C43 C44 C45 C46 -1.15(19) . . . . ?
C44 C45 C46 C41 -0.71(18) . . . . ?
C42 C41 C46 C45 2.25(17) . . . . ?
C4 C41 C46 C45 -171.58(10) . . . . ?
N2 C4 C51 C56 24.44(14) . . . . ?
C41 C4 C51 C56 147.63(10) . . . . ?
C61 C4 C51 C56 -93.94(12) . . . . ?
N2 C4 C51 C52 -159.88(10) . . . . ?
C41 C4 C51 C52 -36.68(14) . . . . ?
C61 C4 C51 C52 81.75(12) . . . . ?
C56 C51 C52 C53 -3.45(17) . . . . ?
C4 C51 C52 C53 -179.30(11) . . . . ?
C56 C51 C52 S2 173.56(9) . . . . ?
C4 C51 C52 S2 -2.29(15) . . . . ?
C42 S2 C52 C53 -150.13(10) . . . . ?
C42 S2 C52 C51 32.72(11) . . . . ?
C51 C52 C53 C54 2.26(19) . . . . ?
S2 C52 C53 C54 -174.90(10) . . . . ?
C52 C53 C54 C55 0.3(2) . . . . ?
C53 C54 C55 C56 -1.6(2) . . . . ?
C54 C55 C56 C51 0.32(19) . . . . ?
C52 C51 C56 C55 2.17(17) . . . . ?
C4 C51 C56 C55 178.05(11) . . . . ?
N2 C4 C61 C62 -115.25(13) . . . . ?
C51 C4 C61 C62 8.40(16) . . . . ?
C41 C4 C61 C62 129.21(13) . . . . ?
N2 C4 C61 C66 63.05(13) . . . . ?
C51 C4 C61 C66 -173.30(11) . . . . ?
C41 C4 C61 C66 -52.49(13) . . . . ?
C66 C61 C62 C63 1.7(2) . . . . ?
C4 C61 C62 C63 -179.99(14) . . . . ?
C61 C62 C63 C64 -0.7(3) . . . . ?
C62 C63 C64 C65 -0.5(3) . . . . ?
C63 C64 C65 C66 0.7(2) . . . . ?
C64 C65 C66 C61 0.3(2) . . . . ?
C62 C61 C66 C65 -1.5(2) . . . . ?
C4 C61 C66 C65 -179.87(12) . . . . ?
C77 O7 C71 C72 3.0(2) . . . . ?
C77 O7 C71 C76 -177.09(13) . . . . ?
O7 C71 C72 C73 179.77(13) . . . . ?
C76 C71 C72 C73 -0.2(2) . . . . ?
C71 C72 C73 C74 0.5(2) . . . . ?
C71 C72 C73 C78 -178.75(14) . . . . ?
C72 C73 C74 C75 -0.2(2) . . . . ?
C78 C73 C74 C75 178.97(16) . . . . ?
C73 C74 C75 C76 -0.3(2) . . . . ?
C74 C75 C76 C71 0.6(2) . . . . ?
O7 C71 C76 C75 179.67(14) . . . . ?
C72 C71 C76 C75 -0.4(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 2.55 2.9085(15) 102 . yes
C26 H26 N1 0.95 2.39 2.7631(16) 103 . yes
C26 H26 N2 0.95 2.58 3.4563(16) 153 . yes
C46 H46 N1 0.95 2.56 3.4220(15) 151 . yes
C46 H46 N2 0.95 2.40 2.7723(15) 103 . yes
C56 H56 N2 0.95 2.58 2.9212(15) 101 . yes

_refine_diff_density_max         0.316
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.046

