#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:47:15 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223607 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/26/7232600.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7232600
loop_
_publ_author_name
'Barton, Benita'
'de Jager, Lize'
'Hosten, Eric C.'
_publ_section_title
;
 Minor modifications afford improved host selectivities in xanthenyl-type
 host systems
;
_journal_issue                   19
_journal_name_full               CrystEngComm
_journal_page_first              3000
_journal_paper_doi               10.1039/C9CE00265K
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C40 H32 N2 S2, C8 H10 O'
_chemical_formula_sum            'C48 H42 N2 O S2'
_chemical_formula_weight         726.95
_chemical_melting_point          451.15
_chemical_name_common
N,N-bis(9-phenyl-9-thioxanthenyl)ethylenediamine:4-methylanisole
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-02-07 deposited with the CCDC.    2019-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                84.337(2)
_cell_angle_beta                 70.982(2)
_cell_angle_gamma                87.993(2)
_cell_formula_units_Z            2
_cell_length_a                   10.5144(6)
_cell_length_b                   13.7009(7)
_cell_length_c                   13.7121(7)
_cell_measurement_reflns_used    9568
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.27
_cell_volume                     1858.38(17)
_computing_cell_refinement       'APEX2 v2011.4-1 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2011.4.0.0'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material
'PLATON (Spek, 2009) and MERCURY (Macrae, 2008)'
_computing_structure_refinement
'SHELXL-2018/3 (Sheldrick, 2015) and ShelXle (Hübschle, 2011)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            82965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_min         2.049
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9729
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.717
_exptl_crystal_size_mid          0.588
_exptl_crystal_size_min          0.344
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         9229
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0441
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0641P)²+0.9083P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1271
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7732
_reflns_number_total             9229
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00265k2.cif
_cod_data_source_block           ia026
_cod_depositor_comments
'Adding full bibliography for 7232597--7232602.cif.'
_cod_database_code               7232600
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.879
_shelx_estimated_absorpt_t_max   0.939
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
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
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
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_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
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_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_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
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
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
