#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/96/4509644.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4509644
loop_
_publ_author_name
'Soegiarto, Airon C.'
'Ward, Michael D.'
_publ_section_title
;
 Directed Organization of Dye Aggregates in Hydrogen-Bonded Host
 Frameworks
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3803
_journal_paper_doi               10.1021/cg900578u
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C46 H61 N11 O13 S3'
_chemical_formula_weight         1072.24
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.2330(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.2661(5)
_cell_length_b                   12.6664(3)
_cell_length_c                   19.8581(5)
_cell_measurement_reflns_used    9883
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.50
_cell_volume                     5340.6(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            67973
_diffrn_reflns_theta_full        26.48
_diffrn_reflns_theta_max         26.48
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.9514
_exptl_absorpt_correction_T_min  0.9446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     664
_refine_ls_number_reflns         11000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0393P)²+2.8736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0946
_reflns_number_gt                8438
_reflns_number_total             11000
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900578usup17.cif
_cod_data_source_block           Ward_Soegiarto_compound_16
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4509644
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.403045(19) 0.01640(3) 0.25151(2) 0.01950(10) Uani 1 1 d .
S2 S 0.25426(2) 0.00912(3) -0.15532(2) 0.02033(10) Uani 1 1 d .
O1 O 0.35526(6) 0.06641(9) 0.29074(6) 0.0232(3) Uani 1 1 d .
O2 O 0.46325(6) 0.07058(9) 0.25793(7) 0.0243(3) Uani 1 1 d .
O3 O 0.40828(6) -0.09629(9) 0.26455(6) 0.0237(3) Uani 1 1 d .
O4 O 0.19234(6) -0.04067(9) -0.16169(7) 0.0240(3) Uani 1 1 d .
O5 O 0.25245(6) 0.12173(9) -0.16888(6) 0.0224(3) Uani 1 1 d .
O6 O 0.29989(6) -0.04584(9) -0.19448(7) 0.0255(3) Uani 1 1 d .
C1 C 0.37593(8) 0.03082(13) 0.16606(9) 0.0199(4) Uani 1 1 d .
C2 C 0.34565(8) -0.05003(13) 0.13226(10) 0.0223(4) Uani 1 1 d .
H2 H 0.3398 -0.1155 0.1543 0.027 Uiso 1 1 calc R
C3 C 0.32294(8) -0.03642(13) 0.06417(9) 0.0217(4) Uani 1 1 d .
C4 C 0.33283(8) 0.06180(13) 0.03216(9) 0.0205(4) Uani 1 1 d .
C5 C 0.36386(8) 0.14401(13) 0.06882(10) 0.0234(4) Uani 1 1 d .
H5 H 0.3702 0.2101 0.0476 0.028 Uiso 1 1 calc R
C6 C 0.38471(8) 0.12949(13) 0.13423(10) 0.0231(4) Uani 1 1 d .
H6 H 0.4052 0.1855 0.1586 0.028 Uiso 1 1 calc R
C7 C 0.29120(9) -0.11798(13) 0.02737(10) 0.0272(4) Uani 1 1 d .
H7 H 0.2842 -0.1837 0.0487 0.033 Uiso 1 1 calc R
C8 C 0.27054(9) -0.10383(14) -0.03808(10) 0.0270(4) Uani 1 1 d .
H8 H 0.2494 -0.1594 -0.0622 0.032 Uiso 1 1 calc R
C9 C 0.28068(8) -0.00619(13) -0.06993(9) 0.0207(4) Uani 1 1 d .
C10 C 0.31072(8) 0.07452(13) -0.03608(9) 0.0213(4) Uani 1 1 d .
H10 H 0.3169 0.1398 -0.0584 0.026 Uiso 1 1 calc R
S3 S 0.06543(2) 0.53112(3) 0.80318(2) 0.02196(11) Uani 1 1 d .
O7 O 0.07293(6) 0.64143(9) 0.78427(7) 0.0268(3) Uani 1 1 d .
O8 O 0.02055(6) 0.47599(9) 0.75752(7) 0.0259(3) Uani 1 1 d .
O9 O 0.12516(5) 0.47596(9) 0.81271(7) 0.0250(3) Uani 1 1 d .
C11 C 0.03126(8) 0.53148(13) 0.88202(10) 0.0241(4) Uani 1 1 d .
C12 C -0.02571(9) 0.58781(15) 0.88805(10) 0.0292(4) Uani 1 1 d .
H12 H -0.0436 0.6267 0.8508 0.035 Uiso 1 1 calc R
C13 C 0.05809(8) 0.47564(14) 0.93473(10) 0.0263(4) Uani 1 1 d .
H13 H 0.0965 0.4391 0.9298 0.032 Uiso 1 1 calc R
C14 C 0.02865(8) 0.47202(14) 0.99709(10) 0.0263(4) Uani 1 1 d .
C15 C 0.05457(9) 0.41409(15) 1.05267(11) 0.0314(5) Uani 1 1 d .
H15 H 0.0926 0.3760 1.0486 0.038 Uiso 1 1 calc R
C16 C 0.42469(8) 0.34778(13) 0.28120(9) 0.0200(4) Uani 1 1 d .
N1 N 0.37432(7) 0.29373(11) 0.29863(8) 0.0245(3) Uani 1 1 d .
H1A H 0.3757 0.2244 0.3008 0.029 Uiso 1 1 calc R
H1B H 0.3397 0.3274 0.3080 0.029 Uiso 1 1 calc R
N2 N 0.42268(7) 0.45211(11) 0.27920(8) 0.0236(3) Uani 1 1 d .
H2A H 0.4561 0.4881 0.2685 0.028 Uiso 1 1 calc R
H2B H 0.3880 0.4855 0.2886 0.028 Uiso 1 1 calc R
N3 N 0.47650(7) 0.29654(11) 0.26721(8) 0.0239(3) Uani 1 1 d .
H3A H 0.5101 0.3319 0.2564 0.029 Uiso 1 1 calc R
H3B H 0.4774 0.2271 0.2687 0.029 Uiso 1 1 calc R
C17 C 0.08649(8) 0.19654(13) 0.79888(9) 0.0223(4) Uani 1 1 d .
N4 N 0.03535(7) 0.24792(11) 0.77560(8) 0.0274(4) Uani 1 1 d .
H4A H 0.0356 0.3173 0.7733 0.033 Uiso 1 1 calc R
H4B H 0.0012 0.2126 0.7624 0.033 Uiso 1 1 calc R
N5 N 0.13772(7) 0.24888(11) 0.81865(8) 0.0244(3) Uani 1 1 d .
H5A H 0.1715 0.2145 0.8340 0.029 Uiso 1 1 calc R
H5B H 0.1382 0.3183 0.8165 0.029 Uiso 1 1 calc R
N6 N 0.08572(7) 0.09201(11) 0.80206(9) 0.0294(4) Uani 1 1 d .
H6A H 0.1195 0.0575 0.8174 0.035 Uiso 1 1 calc R
H6B H 0.0514 0.0571 0.7888 0.035 Uiso 1 1 calc R
C18 C 0.24861(8) 0.82242(14) 0.29967(10) 0.0243(4) Uani 1 1 d .
N7 N 0.19668(7) 0.76617(12) 0.30615(9) 0.0321(4) Uani 1 1 d .
H7A H 0.1987 0.6968 0.3079 0.039 Uiso 1 1 calc R
H7B H 0.1602 0.7982 0.3087 0.039 Uiso 1 1 calc R
N8 N 0.24539(7) 0.92692(11) 0.29803(9) 0.0296(4) Uani 1 1 d .
H8A H 0.2798 0.9645 0.2944 0.036 Uiso 1 1 calc R
H8B H 0.2088 0.9587 0.3006 0.036 Uiso 1 1 calc R
N9 N 0.30320(7) 0.77444(12) 0.29584(9) 0.0305(4) Uani 1 1 d .
H9A H 0.3378 0.8117 0.2922 0.037 Uiso 1 1 calc R
H9B H 0.3052 0.7051 0.2969 0.037 Uiso 1 1 calc R
O10 O 0.17462(6) 0.31083(10) 0.47088(6) 0.0263(3) Uani 1 1 d .
O11 O 0.21527(7) 0.16152(10) 0.43673(7) 0.0355(3) Uani 1 1 d .
N10 N 0.08664(10) 0.64052(15) 0.52760(10) 0.0467(5) Uani 1 1 d .
C19 C 0.11597(10) 0.54857(16) 0.54747(12) 0.0375(5) Uani 1 1 d .
C20 C 0.13142(11) 0.52654(18) 0.61605(12) 0.0420(5) Uani 1 1 d .
H20 H 0.1201 0.5756 0.6495 0.050 Uiso 1 1 calc R
C21 C 0.16232(10) 0.43615(17) 0.63525(11) 0.0376(5) Uani 1 1 d .
H21 H 0.1726 0.4245 0.6818 0.045 Uiso 1 1 calc R
C22 C 0.17954(9) 0.35968(15) 0.58856(10) 0.0284(4) Uani 1 1 d .
C23 C 0.16210(9) 0.38149(14) 0.52138(10) 0.0262(4) Uani 1 1 d .
C24 C 0.13183(9) 0.47235(15) 0.49996(11) 0.0319(5) Uani 1 1 d .
H24 H 0.1217 0.4835 0.4533 0.038 Uiso 1 1 calc R
C25 C 0.21394(9) 0.26480(16) 0.60440(10) 0.0302(4) Uani 1 1 d .
C26 C 0.23582(11) 0.2407(2) 0.67590(11) 0.0453(6) Uani 1 1 d .
H26A H 0.2593 0.1741 0.6773 0.068 Uiso 1 1 calc R
H26B H 0.1993 0.2344 0.7036 0.068 Uiso 1 1 calc R
H26C H 0.2631 0.2978 0.6935 0.068 Uiso 1 1 calc R
C27 C 0.22668(9) 0.19832(15) 0.55383(10) 0.0286(4) Uani 1 1 d .
H27 H 0.2497 0.1356 0.5645 0.034 Uiso 1 1 calc R
C28 C 0.20699(8) 0.21825(14) 0.48462(10) 0.0269(4) Uani 1 1 d .
C29 C 0.05863(13) 0.7117(2) 0.57569(14) 0.0582(7) Uani 1 1 d .
H29A H 0.0443 0.6697 0.6140 0.070 Uiso 1 1 calc R
H29B H 0.0212 0.7461 0.5534 0.070 Uiso 1 1 calc R
C30 C 0.10372(16) 0.7957(2) 0.60241(17) 0.0757(9) Uani 1 1 d .
H30A H 0.1399 0.7623 0.6266 0.114 Uiso 1 1 calc R
H30B H 0.0822 0.8421 0.6333 0.114 Uiso 1 1 calc R
H30C H 0.1183 0.8374 0.5647 0.114 Uiso 1 1 calc R
C31 C 0.07806(11) 0.67013(17) 0.45647(13) 0.0463(6) Uani 1 1 d .
H31A H 0.1147 0.6449 0.4324 0.056 Uiso 1 1 calc R
H31B H 0.0769 0.7481 0.4530 0.056 Uiso 1 1 calc R
C32 C 0.01866(12) 0.6256(2) 0.42245(15) 0.0552(7) Uani 1 1 d .
H32A H 0.0199 0.5483 0.4247 0.083 Uiso 1 1 calc R
H32B H 0.0154 0.6480 0.3751 0.083 Uiso 1 1 calc R
H32C H -0.0179 0.6516 0.4454 0.083 Uiso 1 1 calc R
O12 O 0.42222(6) 0.53757(10) 0.13531(7) 0.0281(3) Uani 1 1 d .
O13 O 0.38169(7) 0.65705(10) 0.20089(7) 0.0360(3) Uani 1 1 d .
N11 N 0.52800(7) 0.29060(12) 0.00309(8) 0.0255(3) Uani 1 1 d .
C33 C 0.42751(9) 0.36393(14) -0.03958(10) 0.0263(4) Uani 1 1 d .
H33 H 0.4291 0.3237 -0.0798 0.032 Uiso 1 1 calc R
C34 C 0.47698(8) 0.35386(13) 0.01157(10) 0.0232(4) Uani 1 1 d .
C35 C 0.47126(8) 0.41306(13) 0.07077(9) 0.0226(4) Uani 1 1 d .
H35 H 0.5022 0.4068 0.1070 0.027 Uiso 1 1 calc R
C36 C 0.42114(9) 0.47974(13) 0.07625(9) 0.0239(4) Uani 1 1 d .
C37 C 0.37239(8) 0.49163(13) 0.02689(10) 0.0247(4) Uani 1 1 d .
C38 C 0.37780(9) 0.43045(14) -0.03173(10) 0.0278(4) Uani 1 1 d .
H38 H 0.3459 0.4356 -0.0670 0.033 Uiso 1 1 calc R
C39 C 0.32113(9) 0.56206(14) 0.03990(11) 0.0287(4) Uani 1 1 d .
C40 C 0.26895(9) 0.57973(15) -0.01316(12) 0.0365(5) Uani 1 1 d .
H40A H 0.2365 0.6247 0.0052 0.055 Uiso 1 1 calc R
H40B H 0.2504 0.5117 -0.0268 0.055 Uiso 1 1 calc R
H40C H 0.2859 0.6143 -0.0524 0.055 Uiso 1 1 calc R
C41 C 0.32238(9) 0.61292(14) 0.09999(11) 0.0300(4) Uani 1 1 d .
H41 H 0.2871 0.6549 0.1101 0.036 Uiso 1 1 calc R
C42 C 0.37406(9) 0.60652(14) 0.14885(10) 0.0282(4) Uani 1 1 d .
C43 C 0.57481(8) 0.27162(14) 0.05865(10) 0.0266(4) Uani 1 1 d .
H43A H 0.5854 0.3398 0.0809 0.032 Uiso 1 1 calc R
H43B H 0.6137 0.2440 0.0399 0.032 Uiso 1 1 calc R
C44 C 0.55343(10) 0.19436(15) 0.11154(10) 0.0317(5) Uani 1 1 d .
H44A H 0.5150 0.2209 0.1306 0.048 Uiso 1 1 calc R
H44B H 0.5866 0.1870 0.1476 0.048 Uiso 1 1 calc R
H44C H 0.5450 0.1254 0.0905 0.048 Uiso 1 1 calc R
C45 C 0.53459(9) 0.23008(14) -0.05851(10) 0.0282(4) Uani 1 1 d .
H45A H 0.5800 0.2207 -0.0654 0.034 Uiso 1 1 calc R
H45B H 0.5162 0.2714 -0.0971 0.034 Uiso 1 1 calc R
C46 C 0.50343(10) 0.12198(15) -0.05886(11) 0.0332(5) Uani 1 1 d .
H46A H 0.5225 0.0791 -0.0220 0.050 Uiso 1 1 calc R
H46B H 0.5094 0.0870 -0.1020 0.050 Uiso 1 1 calc R
H46C H 0.4583 0.1302 -0.0527 0.050 Uiso 1 1 calc R
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 S1 O3 112.97(7) . .
O2 S1 O1 112.65(7) . .
O3 S1 O1 112.31(7) . .
O2 S1 C1 105.86(8) . .
O3 S1 C1 106.83(8) . .
O1 S1 C1 105.53(7) . .
O5 S2 O6 112.50(7) . .
O5 S2 O4 113.21(7) . .
O6 S2 O4 111.89(7) . .
O5 S2 C9 106.83(8) . .
O6 S2 C9 105.96(8) . .
O4 S2 C9 105.81(8) . .
C2 C1 C6 120.81(17) . .
C2 C1 S1 120.84(14) . .
C6 C1 S1 118.32(13) . .
C1 C2 C3 120.16(16) . .
C1 C2 H2 119.9 . .
C3 C2 H2 119.9 . .
C7 C3 C4 119.18(17) . .
C7 C3 C2 122.00(16) . .
C4 C3 C2 118.82(16) . .
C5 C4 C3 119.50(17) . .
C5 C4 C10 121.91(15) . .
C3 C4 C10 118.58(16) . .
C6 C5 C4 120.65(16) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C5 C6 C1 120.04(16) . .
C5 C6 H6 120.0 . .
C1 C6 H6 120.0 . .
C8 C7 C3 121.10(16) . .
C8 C7 H7 119.5 . .
C3 C7 H7 119.5 . .
C7 C8 C9 119.63(17) . .
C7 C8 H8 120.2 . .
C9 C8 H8 120.2 . .
C10 C9 C8 121.05(17) . .
C10 C9 S2 120.39(14) . .
C8 C9 S2 118.55(14) . .
C9 C10 C4 120.46(16) . .
C9 C10 H10 119.8 . .
C4 C10 H10 119.8 . .
O9 S3 O8 112.81(7) . .
O9 S3 O7 112.76(7) . .
O8 S3 O7 112.11(8) . .
O9 S3 C11 106.67(8) . .
O8 S3 C11 105.40(8) . .
O7 S3 C11 106.44(8) . .
C13 C11 C12 121.32(18) . .
C13 C11 S3 120.37(14) . .
C12 C11 S3 118.27(15) . .
C15 C12 C11 119.65(18) 3_567 .
C15 C12 H12 120.2 3_567 .
C11 C12 H12 120.2 . .
C11 C13 C14 120.08(17) . .
C11 C13 H13 120.0 . .
C14 C13 H13 120.0 . .
C15 C14 C13 121.81(16) . .
C15 C14 C14 119.7(2) . 3_567
C13 C14 C14 118.5(2) . 3_567
C12 C15 C14 120.76(17) 3_567 .
C12 C15 H15 119.6 3_567 .
C14 C15 H15 119.6 . .
N3 C16 N2 120.67(16) . .
N3 C16 N1 119.60(15) . .
N2 C16 N1 119.72(16) . .
C16 N1 H1A 120.0 . .
C16 N1 H1B 120.0 . .
H1A N1 H1B 120.0 . .
C16 N2 H2A 120.0 . .
C16 N2 H2B 120.0 . .
H2A N2 H2B 120.0 . .
C16 N3 H3A 120.0 . .
C16 N3 H3B 120.0 . .
H3A N3 H3B 120.0 . .
N5 C17 N6 120.07(16) . .
N5 C17 N4 120.32(16) . .
N6 C17 N4 119.62(16) . .
C17 N4 H4A 120.0 . .
C17 N4 H4B 120.0 . .
H4A N4 H4B 120.0 . .
C17 N5 H5A 120.0 . .
C17 N5 H5B 120.0 . .
H5A N5 H5B 120.0 . .
C17 N6 H6A 120.0 . .
C17 N6 H6B 120.0 . .
H6A N6 H6B 120.0 . .
N9 C18 N8 120.26(16) . .
N9 C18 N7 119.96(16) . .
N8 C18 N7 119.78(16) . .
C18 N7 H7A 120.0 . .
C18 N7 H7B 120.0 . .
H7A N7 H7B 120.0 . .
C18 N8 H8A 120.0 . .
C18 N8 H8B 120.0 . .
H8A N8 H8B 120.0 . .
C18 N9 H9A 120.0 . .
C18 N9 H9B 120.0 . .
H9A N9 H9B 120.0 . .
C28 O10 C23 121.46(15) . .
C19 N10 C31 121.77(18) . .
C19 N10 C29 122.1(2) . .
C31 N10 C29 116.03(19) . .
N10 C19 C24 120.9(2) . .
N10 C19 C20 121.61(19) . .
C24 C19 C20 117.45(19) . .
C21 C20 C19 121.2(2) . .
C21 C20 H20 119.4 . .
C19 C20 H20 119.4 . .
C20 C21 C22 122.3(2) . .
C20 C21 H21 118.9 . .
C22 C21 H21 118.9 . .
C23 C22 C21 115.51(18) . .
C23 C22 C25 118.83(18) . .
C21 C22 C25 125.64(19) . .
C24 C23 O10 115.08(17) . .
C24 C23 C22 123.90(18) . .
O10 C23 C22 121.02(17) . .
C23 C24 C19 119.6(2) . .
C23 C24 H24 120.2 . .
C19 C24 H24 120.2 . .
C27 C25 C22 118.78(18) . .
C27 C25 C26 120.82(19) . .
C22 C25 C26 120.40(19) . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 C28 122.84(18) . .
C25 C27 H27 118.6 . .
C28 C27 H27 118.6 . .
O11 C28 O10 116.20(17) . .
O11 C28 C27 126.79(17) . .
O10 C28 C27 117.00(17) . .
N10 C29 C30 112.9(2) . .
N10 C29 H29A 109.0 . .
C30 C29 H29A 109.0 . .
N10 C29 H29B 109.0 . .
C30 C29 H29B 109.0 . .
H29A C29 H29B 107.8 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
N10 C31 C32 113.1(2) . .
N10 C31 H31A 109.0 . .
C32 C31 H31A 109.0 . .
N10 C31 H31B 109.0 . .
C32 C31 H31B 109.0 . .
H31A C31 H31B 107.8 . .
C31 C32 H32A 109.5 . .
C31 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C31 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C36 O12 C42 121.50(15) . .
C34 N11 C45 121.76(16) . .
C34 N11 C43 120.96(16) . .
C45 N11 C43 116.94(15) . .
C38 C33 C34 121.18(18) . .
C38 C33 H33 119.4 . .
C34 C33 H33 119.4 . .
N11 C34 C35 121.50(17) . .
N11 C34 C33 121.57(17) . .
C35 C34 C33 116.92(17) . .
C36 C35 C34 120.02(17) . .
C36 C35 H35 120.0 . .
C34 C35 H35 120.0 . .
C35 C36 O12 114.76(16) . .
C35 C36 C37 124.20(18) . .
O12 C36 C37 121.04(16) . .
C36 C37 C38 115.44(17) . .
C36 C37 C39 118.69(18) . .
C38 C37 C39 125.86(17) . .
C33 C38 C37 122.20(18) . .
C33 C38 H38 118.9 . .
C37 C38 H38 118.9 . .
C41 C39 C37 118.29(18) . .
C41 C39 C40 121.58(18) . .
C37 C39 C40 120.12(18) . .
C39 C40 H40A 109.5 . .
C39 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C39 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C39 C41 C42 123.24(18) . .
C39 C41 H41 118.4 . .
C42 C41 H41 118.4 . .
O13 C42 O12 115.58(18) . .
O13 C42 C41 127.40(18) . .
O12 C42 C41 116.98(17) . .
N11 C43 C44 114.10(15) . .
N11 C43 H43A 108.7 . .
C44 C43 H43A 108.7 . .
N11 C43 H43B 108.7 . .
C44 C43 H43B 108.7 . .
H43A C43 H43B 107.6 . .
C43 C44 H44A 109.5 . .
C43 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C43 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
N11 C45 C46 114.51(16) . .
N11 C45 H45A 108.6 . .
C46 C45 H45A 108.6 . .
N11 C45 H45B 108.6 . .
C46 C45 H45B 108.6 . .
H45A C45 H45B 107.6 . .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O2 1.4518(12) .
S1 O3 1.4538(12) .
S1 O1 1.4595(12) .
S1 C1 1.7705(19) .
S2 O5 1.4517(12) .
S2 O6 1.4547(13) .
S2 O4 1.4591(12) .
S2 C9 1.7667(19) .
C1 C2 1.366(2) .
C1 C6 1.418(2) .
C2 C3 1.420(3) .
C2 H2 0.9500 .
C3 C7 1.415(2) .
C3 C4 1.418(2) .
C4 C5 1.413(2) .
C4 C10 1.418(3) .
C5 C6 1.361(3) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C8 1.360(3) .
C7 H7 0.9500 .
C8 C9 1.411(2) .
C8 H8 0.9500 .
C9 C10 1.362(2) .
C10 H10 0.9500 .
S3 O9 1.4528(12) .
S3 O8 1.4571(13) .
S3 O7 1.4579(12) .
S3 C11 1.763(2) .
C11 C13 1.361(3) .
C11 C12 1.417(2) .
C12 C15 1.358(3) 3_567
C12 H12 0.9500 .
C13 C14 1.420(3) .
C13 H13 0.9500 .
C14 C15 1.411(3) .
C14 C14 1.420(3) 3_567
C15 C12 1.358(3) 3_567
C15 H15 0.9500 .
C16 N3 1.322(2) .
C16 N2 1.323(2) .
C16 N1 1.333(2) .
N1 H1A 0.8800 .
N1 H1B 0.8800 .
N2 H2A 0.8800 .
N2 H2B 0.8800 .
N3 H3A 0.8800 .
N3 H3B 0.8800 .
C17 N5 1.316(2) .
C17 N6 1.326(2) .
C17 N4 1.328(2) .
N4 H4A 0.8800 .
N4 H4B 0.8800 .
N5 H5A 0.8800 .
N5 H5B 0.8800 .
N6 H6A 0.8800 .
N6 H6B 0.8800 .
C18 N9 1.316(2) .
C18 N8 1.326(2) .
C18 N7 1.327(2) .
N7 H7A 0.8800 .
N7 H7B 0.8800 .
N8 H8A 0.8800 .
N8 H8B 0.8800 .
N9 H9A 0.8800 .
N9 H9B 0.8800 .
O10 C28 1.379(2) .
O10 C23 1.381(2) .
O11 C28 1.213(2) .
N10 C19 1.369(3) .
N10 C31 1.463(3) .
N10 C29 1.464(3) .
C19 C24 1.404(3) .
C19 C20 1.411(3) .
C20 C21 1.364(3) .
C20 H20 0.9500 .
C21 C22 1.404(3) .
C21 H21 0.9500 .
C22 C23 1.392(3) .
C22 C25 1.433(3) .
C23 C24 1.374(3) .
C24 H24 0.9500 .
C25 C27 1.350(3) .
C25 C26 1.500(3) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C28 1.436(3) .
C27 H27 0.9500 .
C29 C30 1.509(4) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C32 1.508(3) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
O12 C36 1.382(2) .
O12 C42 1.384(2) .
O13 C42 1.219(2) .
N11 C34 1.367(2) .
N11 C45 1.457(2) .
N11 C43 1.464(2) .
C33 C38 1.368(3) .
C33 C34 1.426(3) .
C33 H33 0.9500 .
C34 C35 1.406(3) .
C35 C36 1.369(3) .
C35 H35 0.9500 .
C36 C37 1.394(3) .
C37 C38 1.409(3) .
C37 C39 1.443(3) .
C38 H38 0.9500 .
C39 C41 1.355(3) .
C39 C40 1.503(3) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C42 1.427(3) .
C41 H41 0.9500 .
C43 C44 1.524(3) .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 C46 1.521(3) .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1B O5 0.88 2.04 2.9102(19) 169.4 4_566
N1 H1A O1 0.88 2.05 2.9107(18) 164.0 .
N2 H2A O2 0.88 2.10 2.9803(19) 178.6 2_655
N2 H2B O6 0.88 2.07 2.9420(19) 172.1 4_566
N3 H3A O3 0.88 2.02 2.9015(19) 175.3 2_655
N3 H3B O2 0.88 2.01 2.8809(18) 167.7 .
N4 H4A O8 0.88 2.06 2.9258(19) 169.2 .
N4 H4B O7 0.88 2.00 2.8683(19) 169.5 2_546
N5 H5A O5 0.88 2.09 2.9223(19) 158.1 1_556
N5 H5B O9 0.88 2.02 2.8904(18) 171.4 .
N6 H6A O4 0.88 2.01 2.8808(19) 169.1 1_556
N6 H6B O8 0.88 2.02 2.8923(19) 169.9 2_546
N7 H7A O4 0.88 2.07 2.9293(19) 163.5 4_566
N7 H7B O7 0.88 2.04 2.8906(19) 162.3 4_575
N8 H8A O1 0.88 2.06 2.9393(19) 173.5 1_565
N8 H8B O9 0.88 1.99 2.8671(19) 175.6 4_575
N9 H9A O3 0.88 2.00 2.866(2) 167.9 1_565
N9 H9B O6 0.88 2.03 2.9030(19) 173.1 4_566
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139146983
