#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:27:38 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178783 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/37/4103732.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_4103732
loop_
_publ_author_name
'Kenneth E. Maly'
'Thierry Maris'
'James D. Wuest'
_publ_section_title
;
 Engineering Hydrogen-Bonded Molecular Crystals Built from Derivatives of
 Hexaphenylbenzene and Related Compounds
;
_journal_name_full               'J. Am. Chem. Soc.'
_journal_page_first              4306
_journal_page_last               4322
_journal_paper_doi               10.1021/ja067571x
_journal_volume                  129
_journal_year                    2007
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C54 H42 N20, 8(C2 H6 S O), 6(C2 H3 N)'
_chemical_formula_sum            'C82 H108 N26 O8 S8'
_chemical_formula_weight         1842.42
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 99.926(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   40.3960(13)
_cell_length_b                   20.6327(7)
_cell_length_c                   12.0265(4)
_cell_measurement_reflns_used    18149
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      58.15
_cell_measurement_theta_min      2.41
_cell_volume                     9873.8(6)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker AXS Smart 4K/Platform'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            48670
_diffrn_reflns_theta_full        58.35
_diffrn_reflns_theta_max         58.35
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        0.46
_diffrn_standards_number         280
_exptl_absorpt_coefficient_mu    2.193
_exptl_absorpt_correction_T_max  0.8300
_exptl_absorpt_correction_T_min  0.7900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3896
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     579
_refine_ls_number_reflns         6853
_refine_ls_number_restraints     38
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1070P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1476
_refine_ls_wR_factor_ref         0.1482
_reflns_number_gt                5149
_reflns_number_total             6853
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           jiw837
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4103732
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.02852(5) 0.90100(11) 0.73190(18) 0.0418(5) Uani 1 1 d . A .
C2 C 0.02817(5) 0.83252(11) 0.72966(18) 0.0444(6) Uani 1 1 d . A .
C3 C 0.0000 0.79909(17) 0.7500 0.0545(9) Uani 1 2 d S . .
N10 N 0.16385(4) 1.02108(8) 0.58610(13) 0.0343(4) Uani 1 1 d . A .
N11 N 0.17560(4) 1.03674(8) 0.78406(13) 0.0371(4) Uani 1 1 d . A .
N12 N 0.21560(4) 1.07039(9) 0.66875(14) 0.0430(5) Uani 1 1 d . A .
N13 N 0.22608(4) 1.08357(9) 0.86108(15) 0.0500(5) Uani 1 1 d . A .
H13A H 0.2456 1.1010 0.8548 0.075 Uiso 1 1 calc . B .
H13B H 0.2202 1.0796 0.9280 0.075 Uiso 1 1 calc . C .
N14 N 0.20304(4) 1.05228(9) 0.47822(14) 0.0424(5) Uani 1 1 d . A .
H14A H 0.2225 1.0693 0.4712 0.064 Uiso 1 1 calc . D .
H14B H 0.1894 1.0380 0.4182 0.064 Uiso 1 1 calc . E .
N20 N 0.15731(4) 0.69517(8) 0.56523(15) 0.0454(5) Uani 1 1 d . A .
N21 N 0.17016(5) 0.68227(9) 0.76514(15) 0.0487(5) Uani 1 1 d . A .
N22 N 0.20878(5) 0.64604(9) 0.64901(17) 0.0532(5) Uani 1 1 d . A .
N23 N 0.19656(5) 0.66425(10) 0.46119(15) 0.0524(5) Uani 1 1 d . A .
H23A H 0.2160 0.6466 0.4550 0.079 Uiso 1 1 calc . F .
H23B H 0.1832 0.6788 0.4007 0.079 Uiso 1 1 calc . G .
N24 N 0.21935(5) 0.63298(10) 0.84034(17) 0.0628(6) Uani 1 1 d . A .
H24A H 0.2141 0.6383 0.9078 0.094 Uiso 1 1 calc . H .
H24B H 0.2383 0.6139 0.8330 0.094 Uiso 1 1 calc . I .
C4 C 0.0000 0.93448(16) 0.7500 0.0467(8) Uani 1 2 d S . .
C10 C 0.06078(5) 0.93477(10) 0.71855(17) 0.0351(5) Uani 1 1 d . A .
C11 C 0.08243(5) 0.95482(10) 0.81339(16) 0.0349(5) Uani 1 1 d . A .
H11 H 0.0760 0.9505 0.8853 0.052 Uiso 1 1 calc . J .
C12 C 0.11365(5) 0.98128(9) 0.80574(16) 0.0333(5) Uani 1 1 d . A .
H12 H 0.1286 0.9940 0.8720 0.050 Uiso 1 1 calc . K .
C13 C 0.12290(4) 0.98898(9) 0.69828(16) 0.0314(5) Uani 1 1 d . A .
C14 C 0.10130(4) 0.96826(10) 0.60402(16) 0.0326(5) Uani 1 1 d . A .
H14 H 0.1075 0.9722 0.5316 0.049 Uiso 1 1 calc . L .
C15 C 0.07024(4) 0.94143(10) 0.61438(16) 0.0337(5) Uani 1 1 d . A .
H15 H 0.0554 0.9276 0.5486 0.051 Uiso 1 1 calc . M .
C16 C 0.15622(5) 1.01809(10) 0.68815(17) 0.0337(5) Uani 1 1 d . A .
C17 C 0.20520(5) 1.06298(11) 0.76831(18) 0.0420(5) Uani 1 1 d . A .
C18 C 0.19402(5) 1.04804(10) 0.58117(17) 0.0389(5) Uani 1 1 d . A .
C20 C 0.05924(5) 0.79645(10) 0.71216(19) 0.0421(5) Uani 1 1 d . A .
C21 C 0.06349(5) 0.77526(10) 0.60622(19) 0.0440(5) Uani 1 1 d . A .
H21 H 0.0460 0.7816 0.5436 0.066 Uiso 1 1 calc . N .
C22 C 0.09314(5) 0.74471(11) 0.58999(19) 0.0440(6) Uani 1 1 d . A .
H22 H 0.0961 0.7315 0.5166 0.066 Uiso 1 1 calc . O .
C23 C 0.11839(5) 0.73380(10) 0.68266(19) 0.0421(5) Uani 1 1 d . A .
C24 C 0.11384(5) 0.75469(10) 0.78814(18) 0.0416(5) Uani 1 1 d . A .
H24 H 0.1310 0.7477 0.8518 0.062 Uiso 1 1 calc . P .
C25 C 0.08441(5) 0.78586(10) 0.80146(18) 0.0416(5) Uani 1 1 d . A .
H25 H 0.0817 0.8002 0.8744 0.062 Uiso 1 1 calc . Q .
C26 C 0.15011(5) 0.70091(10) 0.6701(2) 0.0445(6) Uani 1 1 d . A .
C27 C 0.18743(6) 0.66897(11) 0.5612(2) 0.0487(6) Uani 1 1 d . A .
C28 C 0.19849(6) 0.65383(11) 0.7492(2) 0.0535(6) Uani 1 1 d . A .
C30 C 0.0000 0.72667(19) 0.7500 0.0643(10) Uani 1 2 d S . .
C31 C -0.01113(7) 0.69399(15) 0.6487(3) 0.0754(9) Uani 1 1 d . R .
H31 H -0.0198 0.7178 0.5823 0.113 Uiso 1 1 calc . S .
C32 C -0.00959(8) 0.62768(16) 0.6448(3) 0.0941(11) Uani 1 1 d . R .
H32 H -0.0146 0.6036 0.5767 0.141 Uiso 1 1 calc . T .
C33 C 0.0000 0.5991(2) 0.7500 0.0934(15) Uani 1 2 d S . .
H33 H 0.0000 0.5530 0.7500 0.140 Uiso 1 2 calc S U .
C40 C 0.0000 1.00779(17) 0.7500 0.0496(8) Uani 1 2 d S . .
C41 C 0.00522(5) 1.04307(12) 0.6539(2) 0.0526(6) Uani 1 1 d . V .
H41 H 0.0092 1.0204 0.5888 0.079 Uiso 1 1 calc . W .
C42 C 0.00464(6) 1.11064(13) 0.6529(2) 0.0624(7) Uani 1 1 d . V .
H42 H 0.0074 1.1341 0.5871 0.088 Uiso 1 1 calc . X .
C43 C 0.0000 1.14273(18) 0.7500 0.0675(11) Uani 1 2 d S . .
H43 H 0.0000 1.1888 0.7500 0.101 Uiso 1 2 calc S y .
C50 C 0.09202(11) 0.1562(2) 0.8031(3) 0.1280(14) Uani 1 1 d D Z 5
H50A H 0.1032 0.1158 0.8313 0.192 Uiso 1 1 calc R Z 5
H50B H 0.0693 0.1570 0.8210 0.192 Uiso 1 1 calc R Z 5
H50C H 0.1048 0.1932 0.8390 0.192 Uiso 1 1 calc R Z 5
C51 C 0.09014(9) 0.16007(19) 0.6782(3) 0.0918(11) Uani 1 1 d D Z 5
N50 N 0.09025(10) 0.1587(2) 0.5872(3) 0.1387(13) Uani 1 1 d D Z 5
S60 S 0.207664(16) 0.17202(3) 0.11455(5) 0.0422(3) Uani 0.8104(19) 1 d P A 1
O60 O 0.23426(6) 0.12888(15) 0.0872(2) 0.0484(6) Uani 0.8104(19) 1 d P A 1
C60 C 0.17003(7) 0.14977(13) 0.0244(2) 0.0675(7) Uani 1 1 d . A 1
H60A H 0.1709 0.1643 -0.0526 0.101 Uiso 1 1 calc R A 1
H60B H 0.1509 0.1701 0.0509 0.101 Uiso 1 1 calc R A 1
H60C H 0.1675 0.1025 0.0252 0.101 Uiso 1 1 calc R A 1
C61 C 0.19732(6) 0.14277(12) 0.2437(2) 0.0579(7) Uani 1 1 d . A 1
H61A H 0.1926 0.0962 0.2371 0.087 Uiso 1 1 calc R A 1
H61B H 0.1774 0.1656 0.2598 0.087 Uiso 1 1 calc R A 1
H61C H 0.2162 0.1504 0.3051 0.087 Uiso 1 1 calc R A 1
S60B S 0.21099(9) 0.10908(18) 0.1813(3) 0.0655(14) Uiso 0.1896(19) 1 d P A 2
O60B O 0.2370(3) 0.1012(5) 0.1022(10) 0.045(4) Uiso 0.1896(19) 1 d P A 2
S70 S 0.320396(19) 0.28237(4) 0.29205(6) 0.0796(3) Uani 1 1 d D . .
O70 O 0.33910(6) 0.22766(13) 0.24903(19) 0.1123(8) Uani 1 1 d D . .
C70 C 0.27775(8) 0.25695(18) 0.2717(3) 0.1009(11) Uani 1 1 d D . .
H70A H 0.2691 0.2528 0.1907 0.151 Uiso 1 1 calc R . .
H70B H 0.2644 0.2890 0.3046 0.151 Uiso 1 1 calc R . .
H70C H 0.2762 0.2149 0.3086 0.151 Uiso 1 1 calc R . .
C71 C 0.32952(8) 0.27989(16) 0.4397(2) 0.0900(10) Uani 1 1 d D . .
H71A H 0.3366 0.2360 0.4644 0.135 Uiso 1 1 calc R . .
H71B H 0.3094 0.2918 0.4706 0.135 Uiso 1 1 calc R . .
H71C H 0.3477 0.3105 0.4669 0.135 Uiso 1 1 calc R . .
S80 S 0.19812(3) 0.42417(8) 0.61224(11) 0.0643(6) Uani 0.550(4) 1 d PD B 1
O80 O 0.22950(12) 0.3966(4) 0.5788(4) 0.0473(17) Uani 0.550(4) 1 d PD B 1
C80 C 0.2039(3) 0.4513(5) 0.7416(5) 0.144(4) Uani 0.550(4) 1 d PD B 1
H80A H 0.1971 0.4181 0.7914 0.216 Uiso 0.550(4) 1 calc PR B 1
H80B H 0.1903 0.4905 0.7450 0.216 Uiso 0.550(4) 1 calc PR B 1
H80C H 0.2277 0.4618 0.7662 0.216 Uiso 0.550(4) 1 calc PR B 1
C81 C 0.18885(15) 0.4930(3) 0.5182(5) 0.0867(18) Uani 0.550(4) 1 d PD B 1
H81A H 0.2091 0.5195 0.5210 0.130 Uiso 0.550(4) 1 calc PR B 1
H81B H 0.1710 0.5192 0.5418 0.130 Uiso 0.550(4) 1 calc PR B 1
H81C H 0.1814 0.4776 0.4409 0.130 Uiso 0.550(4) 1 calc PR B 1
S80B S 0.20796(6) 0.46104(15) 0.5925(2) 0.0963(9) Uiso 0.450(4) 1 d PD B 2
O80B O 0.2295(3) 0.4054(6) 0.5660(9) 0.097(5) Uiso 0.450(4) 1 d PD B 2
C80B C 0.2090(2) 0.4714(4) 0.7276(4) 0.0500(19) Uiso 0.450(4) 1 d PD B 2
H80D H 0.2021 0.4312 0.7607 0.075 Uiso 0.450(4) 1 calc PR B 2
H80E H 0.1935 0.5064 0.7394 0.075 Uiso 0.450(4) 1 calc PR B 2
H80F H 0.2318 0.4828 0.7638 0.075 Uiso 0.450(4) 1 calc PR B 2
C81B C 0.16603(18) 0.4335(5) 0.5313(8) 0.141(4) Uiso 0.450(4) 1 d PD B 2
H81D H 0.1660 0.4182 0.4542 0.212 Uiso 0.450(4) 1 calc PR B 2
H81E H 0.1501 0.4694 0.5298 0.212 Uiso 0.450(4) 1 calc PR B 2
H81F H 0.1594 0.3980 0.5769 0.212 Uiso 0.450(4) 1 calc PR B 2
S90 S 0.09610(7) 0.56439(12) 0.6224(2) 0.2500(10) Uiso 1 1 d D C 1
O90 O 0.12096(15) 0.5105(3) 0.6225(6) 0.015(3) Uiso 1 1 d PD C 1
C90 C 0.0874(2) 0.5679(4) 0.7621(4) 0.272(4) Uiso 1 1 d D C 1
H90A H 0.0806 0.5249 0.7845 0.408 Uiso 1 1 calc R C 1
H90B H 0.0692 0.5989 0.7651 0.408 Uiso 1 1 calc R C 1
H90C H 0.1076 0.5819 0.8138 0.408 Uiso 1 1 calc R C 1
C91 C 0.05699(18) 0.5342(7) 0.5535(10) 0.091(8) Uiso 1 1 d PD C 1
H91A H 0.0418 0.5705 0.5289 0.137 Uiso 1 1 calc R C 1
H91B H 0.0471 0.5067 0.6057 0.137 Uiso 1 1 calc R C 1
H91C H 0.0603 0.5086 0.4876 0.137 Uiso 1 1 calc R C 1
C100 C -0.0029(3) 0.3445(5) 0.8809(10) 0.346(6) Uiso 1 1 d D D 5
H10A H -0.0032 0.3894 0.8539 0.519 Uiso 1 1 calc R D 5
H10B H -0.0045 0.3443 0.9614 0.519 Uiso 1 1 calc R D 5
H10C H -0.0221 0.3209 0.8384 0.519 Uiso 1 1 calc R D 5
C101 C 0.0292(3) 0.3124(7) 0.8643(13) 0.327(7) Uiso 0.872(9) 1 d PD D 5
N100 N 0.0514(3) 0.3001(5) 0.8259(8) 0.318(4) Uiso 1 1 d D D 5
C102 C 0.0959(5) 0.4105(7) 0.8702(14) 0.313(9) Uiso 0.581(8) 1 d PD E 1
H10D H 0.1136 0.3947 0.9304 0.470 Uiso 0.581(8) 1 calc PR E 1
H10E H 0.0763 0.4238 0.9027 0.470 Uiso 0.581(8) 1 calc PR E 1
H10F H 0.1044 0.4477 0.8328 0.470 Uiso 0.581(8) 1 calc PR E 1
C103 C 0.0860(2) 0.3576(4) 0.7857(7) 0.127(3) Uiso 0.581(8) 1 d PD E 1
N104 N 0.0860(3) 0.3105(5) 0.7418(9) 0.203(5) Uiso 0.581(8) 1 d PD E 1
C201 C 0.0111(3) 0.3338(7) 0.7982(12) 0.024(6) Uiso 0.128(9) 1 d P . 3
C107 C 0.1118(4) 0.3760(7) 0.8033(11) 0.184(6) Uiso 0.419(8) 1 d PD E 4
H10G H 0.0957 0.3619 0.8509 0.276 Uiso 0.419(8) 1 calc PR E 4
H10H H 0.1111 0.4233 0.7962 0.276 Uiso 0.419(8) 1 calc PR E 4
H10I H 0.1345 0.3624 0.8377 0.276 Uiso 0.419(8) 1 calc PR E 4
C106 C 0.1027(10) 0.3459(11) 0.6886(13) 0.360(18) Uiso 0.419(8) 1 d PD E 4
N105 N 0.0957(4) 0.3408(6) 0.5963(11) 0.212(7) Uiso 0.419(8) 1 d PD E 4
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 C1 C2 . . 119.6(2) y
C4 C1 C10 . . 122.7(2) y
C2 C1 C10 . . 117.71(17) y
C3 C2 C1 . . 120.0(2) y
C3 C2 C20 . . 120.5(2) y
C1 C2 C20 . . 119.43(17) y
C2 C3 C2 . 2_556 120.4(3) y
C2 C3 C30 . . 119.80(15) y
C2 C3 C30 2_556 . 119.80(15) y
C16 N10 C18 . . 114.71(17) y
C16 N11 C17 . . 113.24(16) y
C18 N12 C17 . . 113.80(17) y
C17 N13 H13A . . 120 ?
C17 N13 H13B . . 120 ?
H13A N13 H13B . . 120 ?
C18 N14 H14A . . 120 ?
C18 N14 H14B . . 120 ?
H14A N14 H14B . . 120 ?
C27 N20 C26 . . 114.38(19) y
C28 N21 C26 . . 114.42(19) y
C27 N22 C28 . . 114.13(19) y
C27 N23 H23A . . 120 ?
C27 N23 H23B . . 120 ?
H23A N23 H23B . . 120 ?
C28 N24 H24A . . 120 ?
C28 N24 H24B . . 120 ?
H24A N24 H24B . . 120 ?
C1 C4 C1 2_556 . 120.5(3) y
C1 C4 C40 2_556 . 119.75(15) y
C1 C4 C40 . . 119.75(15) y
C11 C10 C15 . . 119.16(17) y
C11 C10 C1 . . 119.17(17) y
C15 C10 C1 . . 121.48(18) y
C10 C11 C12 . . 121.13(17) y
C10 C11 H11 . . 119.4 ?
C12 C11 H11 . . 119.4 ?
C11 C12 C13 . . 119.31(18) y
C11 C12 H12 . . 120.3 ?
C13 C12 H12 . . 120.3 ?
C14 C13 C12 . . 119.23(17) y
C14 C13 C16 . . 120.62(17) y
C12 C13 C16 . . 120.13(17) y
C13 C14 C15 . . 120.15(17) y
C13 C14 H14 . . 119.9 ?
C15 C14 H14 . . 119.9 ?
C10 C15 C14 . . 120.99(18) y
C10 C15 H15 . . 119.5 ?
C14 C15 H15 . . 119.5 ?
N10 C16 N11 . . 126.55(17) y
N10 C16 C13 . . 116.89(17) y
N11 C16 C13 . . 116.53(16) y
N12 C17 N13 . . 117.06(17) y
N12 C17 N11 . . 126.06(18) y
N13 C17 N11 . . 116.88(17) y
N12 C18 N10 . . 125.59(18) y
N12 C18 N14 . . 117.37(17) y
N10 C18 N14 . . 117.03(18) y
C25 C20 C21 . . 118.68(19) y
C25 C20 C2 . . 119.7(2) y
C21 C20 C2 . . 121.6(2) y
C20 C21 C22 . . 121.1(2) y
C20 C21 H21 . . 119.5 ?
C22 C21 H21 . . 119.5 ?
C23 C22 C21 . . 119.2(2) y
C23 C22 H22 . . 120.4 ?
C21 C22 H22 . . 120.4 ?
C24 C23 C22 . . 119.28(19) y
C24 C23 C26 . . 119.4(2) y
C22 C23 C26 . . 121.3(2) y
C23 C24 C25 . . 120.2(2) y
C23 C24 H24 . . 119.9 ?
C25 C24 H24 . . 119.9 ?
C20 C25 C24 . . 121.5(2) y
C20 C25 H25 . . 119.3 ?
C24 C25 H25 . . 119.3 ?
N21 C26 N20 . . 125.27(19) y
N21 C26 C23 . . 116.9(2) y
N20 C26 C23 . . 117.77(19) y
N23 C27 N22 . . 116.87(19) y
N23 C27 N20 . . 117.4(2) y
N22 C27 N20 . . 125.7(2) y
N21 C28 N24 . . 117.5(2) y
N21 C28 N22 . . 125.9(2) y
N24 C28 N22 . . 116.5(2) y
C31 C30 C31 2_556 . 122.3(4) y
C31 C30 C3 2_556 . 118.85(19) y
C31 C30 C3 . . 118.85(19) y
C32 C31 C30 . . 120.1(3) y
C32 C31 H31 . . 120 ?
C30 C31 H31 . . 120 ?
C31 C32 C33 . . 113.6(4) y
C31 C32 H32 . . 123.2 ?
C33 C32 H32 . . 123.2 ?
C32 C33 C32 . 2_556 129.7(4) y
C32 C33 H33 . . 115.1 ?
C32 C33 H33 2_556 . 115.1 ?
C41 C40 C41 . 2_556 117.9(3) y
C41 C40 C4 . . 121.03(16) y
C41 C40 C4 2_556 . 121.03(16) y
C42 C41 C40 . . 121.2(2) y
C42 C41 H41 . . 119.4 ?
C40 C41 H41 . . 119.4 ?
C43 C42 C41 . . 118.4(3) y
C43 C42 H42 . . 120.8 ?
C41 C42 H42 . . 120.8 ?
C42 C43 C42 2_556 . 122.8(4) y
C42 C43 H43 2_556 . 118.6 ?
C42 C43 H43 . . 118.6 ?
N50 C51 C50 . . 174.5(5) y
O60 S60 C60 . . 106.80(13) y
O60 S60 C61 . . 106.20(14) y
C60 S60 C61 . . 98.06(13) y
O70 S70 C71 . . 107.31(15) y
O70 S70 C70 . . 105.34(15) y
C71 S70 C70 . . 99.23(16) y
S70 C70 H70A . . 109.5 ?
S70 C70 H70B . . 109.5 ?
H70A C70 H70B . . 109.5 ?
S70 C70 H70C . . 109.5 ?
H70A C70 H70C . . 109.5 ?
H70B C70 H70C . . 109.5 ?
S70 C71 H71A . . 109.5 ?
S70 C71 H71B . . 109.5 ?
H71A C71 H71B . . 109.5 ?
S70 C71 H71C . . 109.5 ?
H71A C71 H71C . . 109.5 ?
H71B C71 H71C . . 109.5 ?
O80 S80 C80 . . 113.3(4) y
O80 S80 C81 . . 102.8(4) y
C80 S80 C81 . . 107.8(4) y
O80B S80B C80B . . 113.2(4) y
O80B S80B C81B . . 102.1(5) y
C80B S80B C81B . . 107.8(4) y
S80B C80B H80D . . 109.5 ?
S80B C80B H80E . . 109.5 ?
H80D C80B H80E . . 109.5 ?
S80B C80B H80F . . 109.5 ?
H80D C80B H80F . . 109.5 ?
H80E C80B H80F . . 109.5 ?
S80B C81B H81D . . 109.5 ?
S80B C81B H81E . . 109.5 ?
H81D C81B H81E . . 109.5 ?
S80B C81B H81F . . 109.5 ?
H81D C81B H81F . . 109.5 ?
H81E C81B H81F . . 109.5 ?
O90 S90 C91 . . 106.5(5) y
O90 S90 C90 . . 105.7(4) y
C91 S90 C90 . . 98.7(4) y
N100 C101 C100 . . 159.70(16) y
N104 C103 C102 . . 160.30(12) y
N105 C106 C107 . . 161(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C4 . 1.392(3) y
C1 C2 . 1.413(3) y
C1 C10 . 1.511(3) y
C2 C3 . 1.388(3) y
C2 C20 . 1.505(3) y
C3 C2 2_556 1.388(3) y
C3 C30 . 1.494(5) y
N10 C16 . 1.317(2) y
N10 C18 . 1.350(2) y
N11 C16 . 1.334(2) y
N11 C17 . 1.355(2) y
N12 C18 . 1.329(3) y
N12 C17 . 1.344(3) y
N13 C17 . 1.346(3) y
N13 H13a . 0.88 ?
N13 H13b . 0.88 ?
N14 C18 . 1.352(2) y
N14 H14a . 0.88 ?
N14 H14b . 0.88 ?
N20 C27 . 1.340(3) y
N20 C26 . 1.348(3) y
N21 C28 . 1.329(3) y
N21 C26 . 1.338(3) y
N22 C27 . 1.329(3) y
N22 C28 . 1.351(3) y
N23 C27 . 1.322(3) y
N23 H23a . 0.88 ?
N23 H23b . 0.88 ?
N24 C28 . 1.333(3) y
N24 H24a . 0.88 ?
N24 H24b . 0.88 ?
C4 C1 2_556 1.392(3) y
C4 C40 . 1.512(5) y
C10 C11 . 1.376(3) y
C10 C15 . 1.378(3) y
C11 C12 . 1.392(3) y
C11 H11 . 0.95 ?
C12 C13 . 1.415(3) y
C12 H12 . 0.95 ?
C13 C14 . 1.374(3) y
C13 C16 . 1.498(3) y
C14 C15 . 1.396(3) y
C14 H14 . 0.95 ?
C15 H15 . 0.95 ?
C20 C25 . 1.363(3) y
C20 C21 . 1.385(3) y
C21 C22 . 1.397(3) y
C21 H21 . 0.95 ?
C22 C23 . 1.393(3) y
C22 H22 . 0.95 ?
C23 C24 . 1.382(3) y
C23 C26 . 1.480(3) y
C24 C25 . 1.385(3) y
C24 H24 . 0.95 ?
C25 H25 . 0.95 ?
C30 C31 2_556 1.398(3) y
C30 C31 . 1.398(3) y
C31 C32 . 1.371(4) y
C31 H31 . 0.95 ?
C32 C33 . 1.389(4) y
C32 H32 . 0.95 ?
C33 C32 2_556 1.389(4) y
C33 H33 . 0.95 ?
C40 C41 . 1.412(3) y
C40 C41 2_556 1.412(3) y
C41 C42 . 1.394(3) y
C41 H41 . 0.95 ?
C42 C43 . 1.383(3) y
C42 H42 . 0.95 ?
C43 C42 2_556 1.383(3) y
C43 H43 . 0.95 ?
C50 C51 . 1.494(4) y
C50 H50a . 0.98 ?
C50 H50b . 0.98 ?
C50 H50c . 0.98 ?
C51 N50 . 1.094(3) y
S60 O60 . 1.475(3) y
S60 C60 . 1.769(3) y
S60 C61 . 1.782(2) y
C60 H60a . 0.98 ?
C60 H60b . 0.98 ?
C60 H60c . 0.98 ?
C61 H61a . 0.98 ?
C61 H61b . 0.98 ?
C61 H61c . 0.98 ?
S60b O60b . 1.544(12) y
S70 O70 . 1.499(2) y
S70 C71 . 1.751(3) y
S70 C70 . 1.777(3) y
C70 H70a . 0.98 ?
C70 H70b . 0.98 ?
C70 H70c . 0.98 ?
C71 H71a . 0.98 ?
C71 H71b . 0.98 ?
C71 H71c . 0.98 ?
S80 O80 . 1.506(3) y
S80 C80 . 1.633(5) y
S80 C81 . 1.815(5) y
C80 H80a . 0.98 ?
C80 H80b . 0.98 ?
C80 H80c . 0.98 ?
C81 H81a . 0.98 ?
C81 H81b . 0.98 ?
C81 H81c . 0.98 ?
S80b O80b . 1.508(4) y
S80b C80b . 1.633(4) y
S80b C81b . 1.817(6) y
C80b H80d . 0.98 ?
C80b H80e . 0.98 ?
C80b H80f . 0.98 ?
C81b H81d . 0.98 ?
C81b H81e . 0.98 ?
C81b H81f . 0.98 ?
S90 O90 . 1.499(4) y
S90 C91 . 1.766(10) y
S90 C90 . 1.777(4) y
C90 H90a . 0.98 ?
C90 H90b . 0.98 ?
C90 H90c . 0.98 ?
C91 H91a . 0.98 ?
C91 H91b . 0.98 ?
C91 H91c . 0.98 ?
C100 C101 . 1.500(4) y
C100 H10a . 0.98 ?
C100 H10b . 0.98 ?
C100 H10c . 0.98 ?
C101 N100 . 1.107(3) y
C102 C103 . 1.499(4) y
C102 H10d . 0.98 ?
C102 H10e . 0.98 ?
C102 H10f . 0.98 ?
C103 N104 . 1.106(3) y
C201 C201 2_556 1.34(3) y
C107 C106 . 1.499(4) y
C107 H10g . 0.98 ?
C107 H10h . 0.98 ?
C107 H10i . 0.98 ?
C106 N105 . 1.103(4) y
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
N13 H13A N22 0.88 2.07 2.951(2) 175.7 4_556
N13 H13B O60 0.88 2.16 2.841(3) 134.2 1_566
N14 H14A O80 0.88 2.24 3.107(7) 169.0 7_566
N14 H14B N11 0.88 2.23 3.027(2) 150.2 6_575
N23 H23A O60 0.88 2.19 3.040(3) 163.2 4
N23 H23B O70 0.88 2.12 2.987(3) 166.5 4
N24 H24A O80 0.88 2.17 2.892(5) 139.4 6_566
N24 H24B N12 0.88 2.07 2.947(3) 174.8 4_546
