#------------------------------------------------------------------------------
#$Date: 2023-01-21 03:06:33 +0100 (Sat 21 de Jan de 2023) $
#$Revision: 280486 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/61/7246188.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_7246188
loop_
_publ_author_name
'Asano, Akiko'
'Minoura, Katsuhiko'
'Yamada, Takeshi'
'Doi, Mitsunobu'
_publ_section_title
;
 Experimental evidence for CH⋯π interaction-mediated stabilization
 of the square form in phenylglycine-incorporated ascidiacyclamide
;
_journal_issue                   4
_journal_name_full               'RSC Advances'
_journal_page_first              2458
_journal_page_last               2466
_journal_paper_doi               10.1039/D2RA07063D
_journal_volume                  13
_journal_year                    2023
_chemical_absolute_configuration rm
_chemical_compound_source        synthesis
_chemical_formula_moiety         'C37 H52 N8 O6 S2, C4 H9 N O'
_chemical_formula_sum            'C41 H61 N9 O7 S2'
_chemical_formula_weight         856.11
_chemical_name_common            '[Val,Chg]ASC'
_chemical_name_systematic
; 
 c(Val-Oxz-dval-Thz-Chg-Oxz-dval-Thz)2.DMA 
;
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2022-07-19 deposited with the CCDC.	2023-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.85(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.012(2)
_cell_length_b                   12.909(3)
_cell_length_c                   14.885(3)
_cell_measurement_reflns_used    27513
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.9040
_cell_measurement_theta_min      3.0150
_cell_volume                     2286.5(8)
_computing_cell_refinement       CrysAlisPro
_computing_data_collection       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single P200'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  conforcal
_diffrn_radiation_source         'rotated anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            39675
_diffrn_reflns_theta_full        70.07
_diffrn_reflns_theta_max         70.07
_diffrn_reflns_theta_min         3.00
_diffrn_standards_interval_count 39675
_diffrn_standards_interval_time  210
_exptl_absorpt_coefficient_mu    1.518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrysAlisPro
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             916
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: N,N-Dimethylacetamide'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.959
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 'Flack (1983), 4025 Friedel pairs'
_refine_ls_abs_structure_Flack   0.005(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.744
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         8579
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.744
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0644
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1676P)²+2.4145P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1733
_refine_ls_wR_factor_ref         0.1754
_reflns_number_gt                8214
_reflns_number_total             8579
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            d2ra07063d2.cif
_cod_data_source_block           valchg
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7246188
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1D O 0.2480(3) 0.3683(3) 0.7368(2) 0.0657(8) Uani 1 1 d . . .
N1D N 0.2468(3) 0.1962(4) 0.7637(3) 0.0678(9) Uani 1 1 d . . .
C1D C 0.2116(4) 0.2809(5) 0.7116(3) 0.0689(12) Uani 1 1 d . . .
C2D C 0.1234(4) 0.2617(4) 0.6307(3) 0.0658(11) Uani 1 1 d . . .
H2D1 H 0.1087 0.1872 0.6246 0.099 Uiso 1 1 calc R . .
H2D2 H 0.1504 0.2877 0.5757 0.099 Uiso 1 1 calc R . .
H2D3 H 0.0539 0.2978 0.6394 0.099 Uiso 1 1 calc R . .
C3D C 0.3260(4) 0.2158(4) 0.8449(3) 0.0657(11) Uani 1 1 d . . .
H3D1 H 0.3452 0.1502 0.8765 0.099 Uiso 1 1 calc R . .
H3D2 H 0.2920 0.2629 0.8849 0.099 Uiso 1 1 calc R . .
H3D3 H 0.3944 0.2473 0.8278 0.099 Uiso 1 1 calc R . .
C4D C 0.2112(5) 0.0912(5) 0.7420(5) 0.0838(15) Uani 1 1 d . . .
H4D1 H 0.2473 0.0442 0.7889 0.126 Uiso 1 1 calc R . .
H4D2 H 0.2328 0.0718 0.6832 0.126 Uiso 1 1 calc R . .
H4D3 H 0.1294 0.0864 0.7393 0.126 Uiso 1 1 calc R . .
N11 N 0.1117(3) 0.6512(2) 0.63239(19) 0.0450(6) Uani 1 1 d . . .
H11 H 0.1493 0.6014 0.6635 0.054 Uiso 1 1 calc R . .
C11 C 0.1471(3) 0.6853(3) 0.5488(2) 0.0472(8) Uani 1 1 d . . .
H11A H 0.0831 0.7243 0.5142 0.057 Uiso 1 1 calc R . .
C13 C 0.2508(4) 0.7578(3) 0.5603(3) 0.0576(10) Uani 1 1 d . . .
H13 H 0.2709 0.7713 0.4983 0.069 Uiso 1 1 calc R . .
C14 C 0.2256(5) 0.8615(4) 0.6001(3) 0.0719(13) Uani 1 1 d . . .
H14A H 0.1602 0.8927 0.5634 0.108 Uiso 1 1 calc R . .
H14B H 0.2907 0.9073 0.6004 0.108 Uiso 1 1 calc R . .
H14C H 0.2095 0.8518 0.6624 0.108 Uiso 1 1 calc R . .
C15 C 0.3542(4) 0.7051(4) 0.6163(3) 0.0623(10) Uani 1 1 d . . .
H15A H 0.3684 0.6382 0.5888 0.093 Uiso 1 1 calc R . .
H15B H 0.3392 0.6941 0.6786 0.093 Uiso 1 1 calc R . .
H15C H 0.4204 0.7496 0.6167 0.093 Uiso 1 1 calc R . .
N21 N 0.1779(2) 0.4981(2) 0.52061(17) 0.0375(6) Uani 1 1 d . . .
C21 C 0.2147(3) 0.4384(2) 0.4453(2) 0.0373(6) Uani 1 1 d . . .
H21 H 0.1621 0.3791 0.4295 0.045 Uiso 1 1 calc R . .
C22 C 0.3349(3) 0.3970(3) 0.4697(2) 0.0407(7) Uani 1 1 d . . .
O22 O 0.3873(3) 0.3676(3) 0.41112(17) 0.0630(8) Uani 1 1 d . . .
C23 C 0.1704(3) 0.5924(3) 0.4929(2) 0.0407(7) Uani 1 1 d . . .
O23 O 0.1876(2) 0.61402(19) 0.40800(15) 0.0451(5) Uani 1 1 d . . .
C24 C 0.2065(3) 0.5140(3) 0.3652(2) 0.0402(7) Uani 1 1 d . . .
H24 H 0.2786 0.5153 0.3386 0.048 Uiso 1 1 calc R . .
C25 C 0.1082(4) 0.4936(3) 0.2918(2) 0.0522(9) Uani 1 1 d . . .
H25A H 0.1193 0.4272 0.2624 0.078 Uiso 1 1 calc R . .
H25B H 0.1034 0.5492 0.2467 0.078 Uiso 1 1 calc R . .
H25C H 0.0384 0.4912 0.3191 0.078 Uiso 1 1 calc R . .
N31 N 0.3719(2) 0.3902(2) 0.55883(17) 0.0387(6) Uani 1 1 d . . .
H31 H 0.3254 0.4052 0.5978 0.046 Uiso 1 1 calc R . .
C31 C 0.4870(3) 0.3588(3) 0.5934(2) 0.0357(6) Uani 1 1 d . . .
H31A H 0.5266 0.3404 0.5407 0.043 Uiso 1 1 calc R . .
C33 C 0.4882(3) 0.2649(2) 0.6551(2) 0.0391(7) Uani 1 1 d . . .
H33 H 0.4396 0.2802 0.7029 0.047 Uiso 1 1 calc R . .
C34 C 0.4396(3) 0.1702(3) 0.6011(3) 0.0532(9) Uani 1 1 d . . .
H34A H 0.3637 0.1863 0.5713 0.080 Uiso 1 1 calc R . .
H34B H 0.4363 0.1115 0.6424 0.080 Uiso 1 1 calc R . .
H34C H 0.4877 0.1524 0.5553 0.080 Uiso 1 1 calc R . .
C35 C 0.6065(3) 0.2406(3) 0.7019(2) 0.0440(7) Uani 1 1 d . . .
H35A H 0.6040 0.1798 0.7410 0.066 Uiso 1 1 calc R . .
H35B H 0.6356 0.3001 0.7387 0.066 Uiso 1 1 calc R . .
H35C H 0.6558 0.2264 0.6561 0.066 Uiso 1 1 calc R . .
N41 N 0.5193(2) 0.4875(2) 0.71661(17) 0.0350(5) Uani 1 1 d . . .
C41 C 0.5852(3) 0.5732(2) 0.7437(2) 0.0354(6) Uani 1 1 d . . .
C42 C 0.5702(3) 0.6279(2) 0.8284(2) 0.0359(6) Uani 1 1 d . . .
O42 O 0.6336(2) 0.69825(18) 0.85904(17) 0.0430(5) Uani 1 1 d . . .
C43 C 0.5454(2) 0.4506(2) 0.64123(19) 0.0345(6) Uani 1 1 d . . .
S43 S 0.65124(8) 0.51667(7) 0.59781(5) 0.0460(2) Uani 1 1 d . . .
C44 C 0.6595(3) 0.6004(3) 0.6866(2) 0.0453(7) Uani 1 1 d . . .
H44 H 0.7090 0.6580 0.6951 0.054 Uiso 1 1 calc R . .
N51 N 0.4834(2) 0.5944(2) 0.86927(17) 0.0357(5) Uani 1 1 d . . .
H51 H 0.4406 0.5441 0.8442 0.043 Uiso 1 1 calc R . .
C51 C 0.4595(3) 0.6392(2) 0.9528(2) 0.0351(6) Uani 1 1 d . . .
H51A H 0.5327 0.6585 0.9893 0.042 Uiso 1 1 calc R . .
C53 C 0.3879(3) 0.7394(2) 0.9359(2) 0.0375(6) Uani 1 1 d . . .
H53 H 0.4233 0.7809 0.8906 0.045 Uiso 1 1 calc R . .
C54 C 0.2677(3) 0.7183(3) 0.8929(2) 0.0439(7) Uani 1 1 d . . .
H54A H 0.2276 0.6794 0.9359 0.053 Uiso 1 1 calc R . .
H54B H 0.2682 0.6755 0.8377 0.053 Uiso 1 1 calc R . .
C55 C 0.2073(3) 0.8201(3) 0.8680(3) 0.0501(8) Uani 1 1 d . . .
H55A H 0.2442 0.8559 0.8212 0.060 Uiso 1 1 calc R . .
H55B H 0.1286 0.8055 0.8420 0.060 Uiso 1 1 calc R . .
C56 C 0.2083(3) 0.8903(3) 0.9496(3) 0.0491(8) Uani 1 1 d . . .
H56A H 0.1640 0.8579 0.9935 0.059 Uiso 1 1 calc R . .
H56B H 0.1722 0.9571 0.9300 0.059 Uiso 1 1 calc R . .
C57 C 0.3285(3) 0.9107(3) 0.9962(3) 0.0480(8) Uani 1 1 d . . .
H57A H 0.3700 0.9518 0.9555 0.058 Uiso 1 1 calc R . .
H57B H 0.3258 0.9512 1.0524 0.058 Uiso 1 1 calc R . .
C58 C 0.3903(3) 0.8079(3) 1.0197(2) 0.0436(7) Uani 1 1 d . . .
H58A H 0.4692 0.8224 1.0453 0.052 Uiso 1 1 calc R . .
H58B H 0.3542 0.7709 1.0664 0.052 Uiso 1 1 calc R . .
N61 N 0.3649(2) 0.4725(2) 0.97264(16) 0.0325(5) Uani 1 1 d . . .
C61 C 0.3129(2) 0.4226(2) 1.04473(19) 0.0329(6) Uani 1 1 d . . .
H61 H 0.3464 0.3521 1.0563 0.039 Uiso 1 1 calc R . .
C62 C 0.1860(3) 0.4121(3) 1.0207(2) 0.0373(6) Uani 1 1 d . . .
O62 O 0.1267(2) 0.3934(2) 1.08039(15) 0.0462(6) Uani 1 1 d . . .
C63 C 0.4048(3) 0.5587(2) 1.0047(2) 0.0340(6) Uani 1 1 d . . .
O63 O 0.3960(2) 0.58188(16) 1.09171(14) 0.0388(5) Uani 1 1 d . . .
C64 C 0.3453(3) 0.4907(2) 1.1299(2) 0.0346(6) Uani 1 1 d . . .
H64 H 0.2764 0.5113 1.1563 0.041 Uiso 1 1 calc R . .
C65 C 0.4304(3) 0.4435(3) 1.2018(2) 0.0396(7) Uani 1 1 d . . .
H65A H 0.3976 0.3827 1.2277 0.059 Uiso 1 1 calc R . .
H65B H 0.4521 0.4945 1.2497 0.059 Uiso 1 1 calc R . .
H65C H 0.4969 0.4225 1.1749 0.059 Uiso 1 1 calc R . .
N71 N 0.1459(2) 0.4232(2) 0.93209(18) 0.0411(6) Uani 1 1 d . . .
H71 H 0.1939 0.4328 0.8932 0.049 Uiso 1 1 calc R . .
C71 C 0.0262(3) 0.4199(3) 0.8979(2) 0.0437(7) Uani 1 1 d . . .
H71A H -0.0161 0.4151 0.9512 0.052 Uiso 1 1 calc R . .
C73 C -0.0042(3) 0.3256(3) 0.8378(3) 0.0497(8) Uani 1 1 d . . .
H73 H 0.0440 0.3264 0.7880 0.060 Uiso 1 1 calc R . .
C74 C 0.0213(4) 0.2269(4) 0.8922(3) 0.0608(10) Uani 1 1 d . . .
H74A H 0.1003 0.2269 0.9194 0.091 Uiso 1 1 calc R . .
H74B H 0.0068 0.1668 0.8520 0.091 Uiso 1 1 calc R . .
H74C H -0.0269 0.2232 0.9402 0.091 Uiso 1 1 calc R . .
C75 C -0.1269(3) 0.3277(4) 0.7945(3) 0.0597(10) Uani 1 1 d . . .
H75A H -0.1432 0.2660 0.7565 0.090 Uiso 1 1 calc R . .
H75B H -0.1407 0.3900 0.7570 0.090 Uiso 1 1 calc R . .
H75C H -0.1757 0.3283 0.8422 0.090 Uiso 1 1 calc R . .
N81 N 0.0343(2) 0.5497(3) 0.77658(19) 0.0446(6) Uani 1 1 d . . .
C81 C -0.0107(3) 0.6450(3) 0.7473(2) 0.0472(8) Uani 1 1 d . . .
C82 C 0.0221(3) 0.6940(3) 0.6643(2) 0.0505(8) Uani 1 1 d . . .
O82 O -0.0282(3) 0.7695(3) 0.6290(2) 0.0744(10) Uani 1 1 d . . .
C83 C -0.0053(3) 0.5210(3) 0.8498(2) 0.0448(7) Uani 1 1 d . . .
S83 S -0.10090(8) 0.60573(9) 0.88647(7) 0.0574(3) Uani 1 1 d . . .
C84 C -0.0855(3) 0.6854(4) 0.7992(3) 0.0570(9) Uani 1 1 d . . .
H84 H -0.1236 0.7495 0.7878 0.068 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 0.0181 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1D N1D C4D 124.2(5) . . ?
C1D N1D C3D 116.6(4) . . ?
C4D N1D C3D 119.2(5) . . ?
O1D C1D N1D 118.7(4) . . ?
O1D C1D C2D 124.5(5) . . ?
N1D C1D C2D 116.6(5) . . ?
C1D C2D H2D1 109.5 . . ?
C1D C2D H2D2 109.5 . . ?
H2D1 C2D H2D2 109.5 . . ?
C1D C2D H2D3 109.5 . . ?
H2D1 C2D H2D3 109.5 . . ?
H2D2 C2D H2D3 109.5 . . ?
N1D C3D H3D1 109.5 . . ?
N1D C3D H3D2 109.5 . . ?
H3D1 C3D H3D2 109.5 . . ?
N1D C3D H3D3 109.5 . . ?
H3D1 C3D H3D3 109.5 . . ?
H3D2 C3D H3D3 109.5 . . ?
N1D C4D H4D1 109.5 . . ?
N1D C4D H4D2 109.5 . . ?
H4D1 C4D H4D2 109.5 . . ?
N1D C4D H4D3 109.5 . . ?
H4D1 C4D H4D3 109.5 . . ?
H4D2 C4D H4D3 109.5 . . ?
C82 N11 C11 121.5(3) . . ?
C82 N11 H11 119.3 . . ?
C11 N11 H11 119.3 . . ?
N11 C11 C23 109.4(3) . . ?
N11 C11 C13 114.7(3) . . ?
C23 C11 C13 109.5(3) . . ?
N11 C11 H11A 107.6 . . ?
C23 C11 H11A 107.6 . . ?
C13 C11 H11A 107.6 . . ?
C14 C13 C11 112.1(4) . . ?
C14 C13 C15 111.5(4) . . ?
C11 C13 C15 111.5(3) . . ?
C14 C13 H13 107.1 . . ?
C11 C13 H13 107.1 . . ?
C15 C13 H13 107.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C23 N21 C21 105.4(3) . . ?
N21 C21 C24 105.3(2) . . ?
N21 C21 C22 111.8(2) . . ?
C24 C21 C22 111.3(3) . . ?
N21 C21 H21 109.5 . . ?
C24 C21 H21 109.5 . . ?
C22 C21 H21 109.5 . . ?
O22 C22 N31 124.0(3) . . ?
O22 C22 C21 120.3(3) . . ?
N31 C22 C21 115.5(3) . . ?
N21 C23 O23 119.3(3) . . ?
N21 C23 C11 125.9(3) . . ?
O23 C23 C11 114.8(3) . . ?
C23 O23 C24 106.2(2) . . ?
O23 C24 C25 108.3(3) . . ?
O23 C24 C21 102.6(2) . . ?
C25 C24 C21 114.2(3) . . ?
O23 C24 H24 110.5 . . ?
C25 C24 H24 110.5 . . ?
C21 C24 H24 110.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 N31 C31 122.3(3) . . ?
C22 N31 H31 118.9 . . ?
C31 N31 H31 118.9 . . ?
N31 C31 C43 107.7(3) . . ?
N31 C31 C33 111.3(3) . . ?
C43 C31 C33 112.2(2) . . ?
N31 C31 H31A 108.5 . . ?
C43 C31 H31A 108.5 . . ?
C33 C31 H31A 108.5 . . ?
C31 C33 C35 111.7(3) . . ?
C31 C33 C34 110.4(3) . . ?
C35 C33 C34 109.9(3) . . ?
C31 C33 H33 108.3 . . ?
C35 C33 H33 108.3 . . ?
C34 C33 H33 108.3 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C43 N41 C41 110.4(3) . . ?
C44 C41 N41 114.9(3) . . ?
C44 C41 C42 125.3(3) . . ?
N41 C41 C42 119.8(3) . . ?
O42 C42 N51 123.1(3) . . ?
O42 C42 C41 121.8(3) . . ?
N51 C42 C41 115.1(3) . . ?
N41 C43 C31 123.1(3) . . ?
N41 C43 S43 114.8(2) . . ?
C31 C43 S43 122.0(2) . . ?
C44 S43 C43 89.48(16) . . ?
C41 C44 S43 110.4(3) . . ?
C41 C44 H44 124.8 . . ?
S43 C44 H44 124.8 . . ?
C42 N51 C51 121.4(3) . . ?
C42 N51 H51 119.3 . . ?
C51 N51 H51 119.3 . . ?
N51 C51 C63 108.7(2) . . ?
N51 C51 C53 111.5(2) . . ?
C63 C51 C53 112.8(3) . . ?
N51 C51 H51A 107.9 . . ?
C63 C51 H51A 107.9 . . ?
C53 C51 H51A 107.9 . . ?
C54 C53 C58 111.0(3) . . ?
C54 C53 C51 113.0(3) . . ?
C58 C53 C51 113.7(3) . . ?
C54 C53 H53 106.1 . . ?
C58 C53 H53 106.1 . . ?
C51 C53 H53 106.1 . . ?
C53 C54 C55 109.9(3) . . ?
C53 C54 H54A 109.7 . . ?
C55 C54 H54A 109.7 . . ?
C53 C54 H54B 109.7 . . ?
C55 C54 H54B 109.7 . . ?
H54A C54 H54B 108.2 . . ?
C56 C55 C54 111.8(3) . . ?
C56 C55 H55A 109.3 . . ?
C54 C55 H55A 109.3 . . ?
C56 C55 H55B 109.3 . . ?
C54 C55 H55B 109.3 . . ?
H55A C55 H55B 107.9 . . ?
C55 C56 C57 111.6(3) . . ?
C55 C56 H56A 109.3 . . ?
C57 C56 H56A 109.3 . . ?
C55 C56 H56B 109.3 . . ?
C57 C56 H56B 109.3 . . ?
H56A C56 H56B 108.0 . . ?
C58 C57 C56 110.5(3) . . ?
C58 C57 H57A 109.6 . . ?
C56 C57 H57A 109.6 . . ?
C58 C57 H57B 109.6 . . ?
C56 C57 H57B 109.6 . . ?
H57A C57 H57B 108.1 . . ?
C53 C58 C57 111.1(3) . . ?
C53 C58 H58A 109.4 . . ?
C57 C58 H58A 109.4 . . ?
C53 C58 H58B 109.4 . . ?
C57 C58 H58B 109.4 . . ?
H58A C58 H58B 108.0 . . ?
C63 N61 C61 106.6(2) . . ?
N61 C61 C62 112.4(2) . . ?
N61 C61 C64 105.4(2) . . ?
C62 C61 C64 112.0(2) . . ?
N61 C61 H61 109.0 . . ?
C62 C61 H61 109.0 . . ?
C64 C61 H61 109.0 . . ?
O62 C62 N71 124.0(3) . . ?
O62 C62 C61 120.3(3) . . ?
N71 C62 C61 115.6(3) . . ?
N61 C63 O63 118.5(3) . . ?
N61 C63 C51 125.4(3) . . ?
O63 C63 C51 116.1(3) . . ?
C63 O63 C64 106.5(2) . . ?
O63 C64 C65 108.7(2) . . ?
O63 C64 C61 102.1(2) . . ?
C65 C64 C61 115.0(3) . . ?
O63 C64 H64 110.2 . . ?
C65 C64 H64 110.2 . . ?
C61 C64 H64 110.2 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C62 N71 C71 122.8(3) . . ?
C62 N71 H71 118.6 . . ?
C71 N71 H71 118.6 . . ?
N71 C71 C83 108.2(3) . . ?
N71 C71 C73 111.9(3) . . ?
C83 C71 C73 112.7(3) . . ?
N71 C71 H71A 108.0 . . ?
C83 C71 H71A 108.0 . . ?
C73 C71 H71A 108.0 . . ?
C74 C73 C71 110.0(3) . . ?
C74 C73 C75 110.6(3) . . ?
C71 C73 C75 111.9(3) . . ?
C74 C73 H73 108.1 . . ?
C71 C73 H73 108.1 . . ?
C75 C73 H73 108.1 . . ?
C73 C74 H74A 109.5 . . ?
C73 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C73 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C73 C75 H75A 109.5 . . ?
C73 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C73 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C83 N81 C81 110.1(3) . . ?
C84 C81 N81 114.7(4) . . ?
C84 C81 C82 125.2(4) . . ?
N81 C81 C82 120.0(3) . . ?
O82 C82 N11 122.9(4) . . ?
O82 C82 C81 121.5(4) . . ?
N11 C82 C81 115.6(3) . . ?
N81 C83 C71 123.2(3) . . ?
N81 C83 S83 114.7(3) . . ?
C71 C83 S83 122.1(3) . . ?
C84 S83 C83 89.8(2) . . ?
C81 C84 S83 110.6(3) . . ?
C81 C84 H84 124.7 . . ?
S83 C84 H84 124.7 . . ?
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
O1D C1D 1.248(7) . ?
N1D C1D 1.374(7) . ?
N1D C4D 1.445(7) . ?
N1D C3D 1.454(6) . ?
C1D C2D 1.511(7) . ?
C2D H2D1 0.9800 . ?
C2D H2D2 0.9800 . ?
C2D H2D3 0.9800 . ?
C3D H3D1 0.9800 . ?
C3D H3D2 0.9800 . ?
C3D H3D3 0.9800 . ?
C4D H4D1 0.9800 . ?
C4D H4D2 0.9800 . ?
C4D H4D3 0.9800 . ?
N11 C82 1.353(5) . ?
N11 C11 1.438(5) . ?
N11 H11 0.8800 . ?
C11 C23 1.509(5) . ?
C11 C13 1.549(6) . ?
C11 H11A 1.0000 . ?
C13 C14 1.511(6) . ?
C13 C15 1.555(7) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N21 C23 1.284(5) . ?
N21 C21 1.477(4) . ?
C21 C24 1.535(4) . ?
C21 C22 1.535(4) . ?
C21 H21 1.0000 . ?
C22 O22 1.205(4) . ?
C22 N31 1.343(4) . ?
C23 O23 1.337(4) . ?
O23 C24 1.471(4) . ?
C24 C25 1.517(5) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
N31 C31 1.466(4) . ?
N31 H31 0.8800 . ?
C31 C43 1.505(4) . ?
C31 C33 1.520(4) . ?
C31 H31A 1.0000 . ?
C33 C35 1.527(4) . ?
C33 C34 1.533(5) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
N41 C43 1.296(4) . ?
N41 C41 1.388(4) . ?
C41 C44 1.360(5) . ?
C41 C42 1.477(4) . ?
C42 O42 1.233(4) . ?
C42 N51 1.347(4) . ?
C43 S43 1.728(3) . ?
S43 C44 1.700(4) . ?
C44 H44 0.9500 . ?
N51 C51 1.435(4) . ?
N51 H51 0.8800 . ?
C51 C63 1.499(4) . ?
C51 C53 1.554(4) . ?
C51 H51A 1.0000 . ?
C53 C54 1.522(5) . ?
C53 C58 1.527(4) . ?
C53 H53 1.0000 . ?
C54 C55 1.522(5) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 C56 1.514(5) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C56 C57 1.537(5) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 C58 1.536(5) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
N61 C63 1.278(4) . ?
N61 C61 1.463(4) . ?
C61 C62 1.524(4) . ?
C61 C64 1.547(4) . ?
C61 H61 1.0000 . ?
C62 O62 1.236(4) . ?
C62 N71 1.349(4) . ?
C63 O63 1.348(4) . ?
O63 C64 1.475(4) . ?
C64 C65 1.505(4) . ?
C64 H64 1.0000 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
N71 C71 1.458(4) . ?
N71 H71 0.8800 . ?
C71 C83 1.511(5) . ?
C71 C73 1.526(5) . ?
C71 H71A 1.0000 . ?
C73 C74 1.518(6) . ?
C73 C75 1.527(5) . ?
C73 H73 1.0000 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
N81 C83 1.302(5) . ?
N81 C81 1.389(5) . ?
C81 C84 1.366(5) . ?
C81 C82 1.489(6) . ?
C82 O82 1.227(5) . ?
C83 S83 1.728(4) . ?
S83 C84 1.686(5) . ?
C84 H84 0.9500 . ?
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
C4D N1D C1D O1D -179.9(5) . . . . ?
C3D N1D C1D O1D -0.7(6) . . . . ?
C4D N1D C1D C2D 4.7(7) . . . . ?
C3D N1D C1D C2D -176.0(4) . . . . ?
C82 N11 C11 C23 -134.3(4) . . . . ?
C82 N11 C11 C13 102.2(4) . . . . ?
N11 C11 C13 C14 -67.3(4) . . . . ?
C23 C11 C13 C14 169.2(3) . . . . ?
N11 C11 C13 C15 58.5(4) . . . . ?
C23 C11 C13 C15 -65.0(4) . . . . ?
C23 N21 C21 C24 -9.4(3) . . . . ?
C23 N21 C21 C22 111.6(3) . . . . ?
N21 C21 C22 O22 -163.1(4) . . . . ?
C24 C21 C22 O22 -45.7(5) . . . . ?
N21 C21 C22 N31 21.2(4) . . . . ?
C24 C21 C22 N31 138.6(3) . . . . ?
C21 N21 C23 O23 4.4(4) . . . . ?
C21 N21 C23 C11 -173.4(3) . . . . ?
N11 C11 C23 N21 -11.7(5) . . . . ?
C13 C11 C23 N21 114.8(4) . . . . ?
N11 C11 C23 O23 170.4(3) . . . . ?
C13 C11 C23 O23 -63.0(4) . . . . ?
N21 C23 O23 C24 3.0(4) . . . . ?
C11 C23 O23 C24 -179.0(3) . . . . ?
C23 O23 C24 C25 112.6(3) . . . . ?
C23 O23 C24 C21 -8.5(3) . . . . ?
N21 C21 C24 O23 10.8(3) . . . . ?
C22 C21 C24 O23 -110.5(3) . . . . ?
N21 C21 C24 C25 -106.1(3) . . . . ?
C22 C21 C24 C25 132.6(3) . . . . ?
O22 C22 N31 C31 8.5(6) . . . . ?
C21 C22 N31 C31 -175.9(3) . . . . ?
C22 N31 C31 C43 113.6(3) . . . . ?
C22 N31 C31 C33 -123.0(3) . . . . ?
N31 C31 C33 C35 -172.0(3) . . . . ?
C43 C31 C33 C35 -51.3(4) . . . . ?
N31 C31 C33 C34 65.4(4) . . . . ?
C43 C31 C33 C34 -173.8(3) . . . . ?
C43 N41 C41 C44 1.0(4) . . . . ?
C43 N41 C41 C42 -179.8(3) . . . . ?
C44 C41 C42 O42 -7.5(5) . . . . ?
N41 C41 C42 O42 173.3(3) . . . . ?
C44 C41 C42 N51 173.1(3) . . . . ?
N41 C41 C42 N51 -6.1(4) . . . . ?
C41 N41 C43 C31 -178.7(3) . . . . ?
C41 N41 C43 S43 0.0(3) . . . . ?
N31 C31 C43 N41 68.5(4) . . . . ?
C33 C31 C43 N41 -54.3(4) . . . . ?
N31 C31 C43 S43 -110.1(3) . . . . ?
C33 C31 C43 S43 127.0(3) . . . . ?
N41 C43 S43 C44 -0.7(3) . . . . ?
C31 C43 S43 C44 178.0(3) . . . . ?
N41 C41 C44 S43 -1.5(4) . . . . ?
C42 C41 C44 S43 179.3(2) . . . . ?
C43 S43 C44 C41 1.2(3) . . . . ?
O42 C42 N51 C51 -0.3(5) . . . . ?
C41 C42 N51 C51 179.1(3) . . . . ?
C42 N51 C51 C63 -151.2(3) . . . . ?
C42 N51 C51 C53 83.8(4) . . . . ?
N51 C51 C53 C54 70.2(3) . . . . ?
C63 C51 C53 C54 -52.5(3) . . . . ?
N51 C51 C53 C58 -162.0(3) . . . . ?
C63 C51 C53 C58 75.2(3) . . . . ?
C58 C53 C54 C55 57.7(4) . . . . ?
C51 C53 C54 C55 -173.2(3) . . . . ?
C53 C54 C55 C56 -57.1(4) . . . . ?
C54 C55 C56 C57 55.7(4) . . . . ?
C55 C56 C57 C58 -53.9(4) . . . . ?
C54 C53 C58 C57 -57.3(4) . . . . ?
C51 C53 C58 C57 173.9(3) . . . . ?
C56 C57 C58 C53 54.7(4) . . . . ?
C63 N61 C61 C62 114.6(3) . . . . ?
C63 N61 C61 C64 -7.6(3) . . . . ?
N61 C61 C62 O62 -163.8(3) . . . . ?
C64 C61 C62 O62 -45.4(4) . . . . ?
N61 C61 C62 N71 16.9(4) . . . . ?
C64 C61 C62 N71 135.4(3) . . . . ?
C61 N61 C63 O63 2.6(4) . . . . ?
C61 N61 C63 C51 -176.0(3) . . . . ?
N51 C51 C63 N61 -13.4(4) . . . . ?
C53 C51 C63 N61 110.9(3) . . . . ?
N51 C51 C63 O63 168.0(3) . . . . ?
C53 C51 C63 O63 -67.7(3) . . . . ?
N61 C63 O63 C64 3.9(4) . . . . ?
C51 C63 O63 C64 -177.4(3) . . . . ?
C63 O63 C64 C65 113.9(3) . . . . ?
C63 O63 C64 C61 -8.0(3) . . . . ?
N61 C61 C64 O63 9.4(3) . . . . ?
C62 C61 C64 O63 -113.1(3) . . . . ?
N61 C61 C64 C65 -108.1(3) . . . . ?
C62 C61 C64 C65 129.4(3) . . . . ?
O62 C62 N71 C71 3.5(5) . . . . ?
C61 C62 N71 C71 -177.3(3) . . . . ?
C62 N71 C71 C83 121.7(3) . . . . ?
C62 N71 C71 C73 -113.6(4) . . . . ?
N71 C71 C73 C74 62.2(4) . . . . ?
C83 C71 C73 C74 -175.6(3) . . . . ?
N71 C71 C73 C75 -174.4(3) . . . . ?
C83 C71 C73 C75 -52.2(4) . . . . ?
C83 N81 C81 C84 -1.0(4) . . . . ?
C83 N81 C81 C82 -179.9(3) . . . . ?
C11 N11 C82 O82 -6.5(6) . . . . ?
C11 N11 C82 C81 175.0(3) . . . . ?
C84 C81 C82 O82 -10.1(6) . . . . ?
N81 C81 C82 O82 168.8(4) . . . . ?
C84 C81 C82 N11 168.5(4) . . . . ?
N81 C81 C82 N11 -12.6(5) . . . . ?
C81 N81 C83 C71 179.2(3) . . . . ?
C81 N81 C83 S83 1.1(4) . . . . ?
N71 C71 C83 N81 64.5(4) . . . . ?
C73 C71 C83 N81 -59.7(4) . . . . ?
N71 C71 C83 S83 -117.6(3) . . . . ?
C73 C71 C83 S83 118.2(3) . . . . ?
N81 C83 S83 C84 -0.8(3) . . . . ?
C71 C83 S83 C84 -178.9(3) . . . . ?
N81 C81 C84 S83 0.4(4) . . . . ?
C82 C81 C84 S83 179.3(3) . . . . ?
C83 S83 C84 C81 0.2(3) . . . . ?
