#------------------------------------------------------------------------------
#$Date: 2023-09-27 05:10:08 +0300 (Wed, 27 Sep 2023) $
#$Revision: 286553 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/99/1569990.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_1569990
loop_
_publ_author_name
'Mitchell, Travis B.'
'Zhang, Xiaotong'
'Jerozal, Ronald T.'
'Chen, Yu Sheng'
'Wang, SuYin'
'Benedict, Jason B.'
_publ_section_title
;
 Development of a scalar-based geometric parameterization approach for the
 crystal structure landscape of dithienylethene-based crystalline solids.
;
_journal_issue                   6
_journal_name_full               IUCrJ
_journal_paper_doi               10.1107/S2052252523008060
_journal_volume                  10
_journal_year                    2023
_chemical_formula_moiety
'C34 H27 N2 S2, C34 H28 N2 S2, C8 H5 O6, C8 H4 O6'
_chemical_formula_sum            'C84 H64 N4 O12 S4'
_chemical_formula_weight         1449.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-13
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 113.2730(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.1862(6)
_cell_length_b                   12.2494(4)
_cell_length_c                   18.3174(6)
_cell_measurement_reflns_used    9947
_cell_measurement_temperature    90.00
_cell_measurement_theta_max      27.21
_cell_measurement_theta_min      2.42
_cell_volume                     3542.4(2)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      90.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            80900
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_min         1.662
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1284 before and 0.0553 after correction.
The Ratio of minimum to maximum transmission is 0.9360.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_description       prism
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         10820
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0453
_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)+(0.0570P)²+1.9404P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1225
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8497
_reflns_number_total             10820
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yc5044.cif
_cod_data_source_block           dte-3
_cod_database_code               1569990
_shelx_shelxl_version_number     2019/2
_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_max   0.992
_shelx_estimated_absorpt_t_min   0.960
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-H1
 0.88 with sigma of 0.02
 O6-H6A
 0.84 with sigma of 0.02
 O3-H3B
 0.84 with sigma of 0.02
 N2-H2
 0.88 with sigma of 0.02
 O1-H1A
 0.84 with sigma of 0.02
 O4-H4A
 0.84 with sigma of 0.02
 O3-H3A
 0.84 with sigma of 0.02
3. Others
 Sof(H6A)=1-FVAR(1)
 Sof(H4A)=FVAR(1)
 Sof(H3B)=1-FVAR(2)
 Sof(H3A)=FVAR(2)
 Fixed Sof: H1(0.5) H1A(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C14(H14), C15(H15), C16(H16),
 C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C31(H31),
  C32(H32), C33(H33), C34(H34), C37(H37), C41(H41)
4.b Idealised Me refined as rotating group with stretchable bonds:
 C12(H12A,H12B,H12C), C29(H29A,H29B,H29C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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_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 0.67787(2) 0.70513(3) 0.37828(2) 0.02098(9) Uani 1 1 d . . . . .
N1 N 0.90453(9) 1.02391(10) 0.42293(8) 0.0241(3) Uani 1 1 d D . . . .
C1 C 0.73864(9) 0.44109(10) 0.28170(8) 0.0145(2) Uani 1 1 d . . . . .
C2 C 0.71834(9) 0.34031(11) 0.31612(8) 0.0155(2) Uani 1 1 d . . . . .
C3 C 0.74868(10) 0.32700(12) 0.39854(9) 0.0188(3) Uani 1 1 d . . . . .
H3 H 0.784404 0.381168 0.432516 0.023 Uiso 1 1 calc R U . . .
C4 C 0.72712(11) 0.23531(13) 0.43132(10) 0.0239(3) Uani 1 1 d . . . . .
H4 H 0.748786 0.226681 0.487394 0.029 Uiso 1 1 calc R U . . .
C5 C 0.67392(11) 0.15627(13) 0.38218(10) 0.0260(3) Uani 1 1 d . . . . .
H5 H 0.658767 0.093889 0.404474 0.031 Uiso 1 1 calc R U . . .
C6 C 0.64311(11) 0.16916(13) 0.30032(10) 0.0245(3) Uani 1 1 d . . . . .
H6 H 0.606777 0.115279 0.266594 0.029 Uiso 1 1 calc R U . . .
C7 C 0.66497(9) 0.26023(11) 0.26728(9) 0.0186(3) Uani 1 1 d . . . . .
H7 H 0.643528 0.268125 0.211158 0.022 Uiso 1 1 calc R U . . .
C8 C 0.73203(9) 0.54543(11) 0.32062(8) 0.0156(3) Uani 1 1 d . . . . .
C9 C 0.79362(9) 0.63032(11) 0.33762(8) 0.0172(3) Uani 1 1 d . . . . .
H9 H 0.844096 0.623436 0.328468 0.021 Uiso 1 1 calc R U . . .
C10 C 0.77315(9) 0.72252(11) 0.36831(8) 0.0176(3) Uani 1 1 d . . . . .
C11 C 0.66523(9) 0.57463(11) 0.34059(9) 0.0177(3) Uani 1 1 d . . . . .
C12 C 0.58623(10) 0.51355(13) 0.33076(10) 0.0235(3) Uani 1 1 d . . . . .
H12A H 0.5528(6) 0.5564(7) 0.3492(7) 0.035 Uiso 1 1 calc R U . . .
H12B H 0.6006(2) 0.4487(10) 0.3598(7) 0.035 Uiso 1 1 calc R U . . .
H12C H 0.5559(6) 0.4975(9) 0.2771(7) 0.035 Uiso 1 1 calc R U . . .
C13 C 0.81913(9) 0.82566(11) 0.38826(8) 0.0187(3) Uani 1 1 d . . . . .
C14 C 0.87476(11) 0.85512(12) 0.35292(10) 0.0237(3) Uani 1 1 d . . . . .
H14 H 0.883806 0.807503 0.316082 0.028 Uiso 1 1 calc R U . . .
C15 C 0.91652(11) 0.95413(13) 0.37201(10) 0.0256(3) Uani 1 1 d . . . . .
H15 H 0.954843 0.973272 0.348343 0.031 Uiso 1 1 calc R U . . .
C16 C 0.85206(11) 0.99723(12) 0.45773(10) 0.0255(3) Uani 1 1 d . . . . .
H16 H 0.844317 1.046927 0.494110 0.031 Uiso 1 1 calc R U . . .
C17 C 0.80875(11) 0.89942(12) 0.44229(10) 0.0243(3) Uani 1 1 d . . . . .
H17 H 0.772067 0.882101 0.468138 0.029 Uiso 1 1 calc R U . . .
S2 S 0.90675(2) 0.25485(3) 0.72623(2) 0.01972(8) Uani 1 1 d . . . . .
N2 N 0.68816(10) 0.56469(11) 0.56368(9) 0.0277(3) Uani 1 1 d D . . . .
C18 C 0.78207(9) -0.01740(11) 0.73700(8) 0.0154(3) Uani 1 1 d . . . . .
C19 C 0.82835(9) -0.11542(11) 0.72752(8) 0.0166(3) Uani 1 1 d . . . . .
C20 C 0.85540(9) -0.12003(12) 0.66490(9) 0.0195(3) Uani 1 1 d . . . . .
H20 H 0.838388 -0.064584 0.625435 0.023 Uiso 1 1 calc R U . . .
C21 C 0.90683(10) -0.20462(13) 0.65963(10) 0.0252(3) Uani 1 1 d . . . . .
H21 H 0.924458 -0.207143 0.616605 0.030 Uiso 1 1 calc R U . . .
C22 C 0.93232(12) -0.28536(15) 0.71744(11) 0.0319(4) Uani 1 1 d . . . . .
H22 H 0.968446 -0.342461 0.714631 0.038 Uiso 1 1 calc R U . . .
C23 C 0.90498(12) -0.28279(14) 0.77965(11) 0.0298(4) Uani 1 1 d . . . . .
H23 H 0.921907 -0.338613 0.818841 0.036 Uiso 1 1 calc R U . . .
C24 C 0.85300(10) -0.19864(12) 0.78436(9) 0.0208(3) Uani 1 1 d . . . . .
H24 H 0.834037 -0.197629 0.826549 0.025 Uiso 1 1 calc R U . . .
C25 C 0.81330(9) 0.08867(11) 0.71911(8) 0.0158(3) Uani 1 1 d . . . . .
C26 C 0.75868(9) 0.17084(11) 0.67094(9) 0.0176(3) Uani 1 1 d . . . . .
H26 H 0.699529 0.160383 0.642542 0.021 Uiso 1 1 calc R U . . .
C27 C 0.79922(9) 0.26670(11) 0.66922(9) 0.0186(3) Uani 1 1 d . . . . .
C28 C 0.89669(9) 0.12228(11) 0.75182(9) 0.0175(3) Uani 1 1 d . . . . .
C29 C 0.97392(9) 0.06113(13) 0.80525(9) 0.0216(3) Uani 1 1 d . . . . .
H29A H 0.9912(5) 0.0126(9) 0.7748(4) 0.032 Uiso 1 1 calc R U . . .
H29B H 0.9611(3) 0.0216(9) 0.8431(6) 0.032 Uiso 1 1 calc R U . . .
H29C H 1.0178(6) 0.1109(6) 0.8314(6) 0.032 Uiso 1 1 calc R U . . .
C30 C 0.76112(10) 0.36883(12) 0.63095(9) 0.0210(3) Uani 1 1 d . . . . .
C31 C 0.67364(11) 0.38151(13) 0.59615(11) 0.0304(4) Uani 1 1 d . . . . .
H31 H 0.637739 0.321993 0.595000 0.036 Uiso 1 1 calc R U . . .
C32 C 0.63896(11) 0.48038(14) 0.56330(11) 0.0314(4) Uani 1 1 d . . . . .
H32 H 0.579132 0.488539 0.540056 0.038 Uiso 1 1 calc R U . . .
C33 C 0.77136(13) 0.55438(15) 0.59400(14) 0.0407(5) Uani 1 1 d . . . . .
H33 H 0.805238 0.614801 0.592255 0.049 Uiso 1 1 calc R U . . .
H1 H 0.929(3) 1.089(2) 0.430(3) 0.049 Uiso 0.5 1 d D U P A 1
H2 H 0.6659(15) 0.6339(15) 0.5463(14) 0.049 Uiso 1 1 d D U . . .
H1A H 0.556(3) 0.152(2) 0.067(3) 0.049 Uiso 0.5 1 d D U P B 2
H3B H 0.475(2) 0.6625(18) 0.118(2) 0.049 Uiso 0.71(3) 1 d D U P C 2
H4A H 0.677(4) 0.815(4) 0.548(4) 0.049 Uiso 0.36(4) 1 d D U P D 1
H6A H 0.322(2) 1.1022(16) 0.467(2) 0.049 Uiso 0.64(4) 1 d D U P D 2
C34 C 0.81024(12) 0.45822(14) 0.62809(13) 0.0369(4) Uani 1 1 d . . . . .
H34 H 0.870254 0.452693 0.649574 0.044 Uiso 1 1 calc R U . . .
O1 O 0.54130(8) 0.21739(9) 0.06672(7) 0.0239(2) Uani 1 1 d D . . . .
O2 O 0.55774(8) 0.22877(9) -0.04826(7) 0.0244(2) Uani 1 1 d . . . . .
O3 O 0.49579(8) 0.59962(10) 0.13366(6) 0.0234(2) Uani 1 1 d D . . . .
C35 C 0.54114(9) 0.27013(12) 0.00620(9) 0.0194(3) Uani 1 1 d . . . . .
C36 C 0.51986(9) 0.38895(11) 0.00321(8) 0.0165(3) Uani 1 1 d . . . . .
C37 C 0.51644(9) 0.44123(12) 0.06941(9) 0.0184(3) Uani 1 1 d . . . . .
H37 H 0.527731 0.401019 0.116858 0.022 Uiso 1 1 calc R U . . .
C38 C 0.49672(9) 0.55139(12) 0.06681(8) 0.0177(3) Uani 1 1 d . . . . .
O4 O 0.64074(8) 0.76402(10) 0.53206(7) 0.0262(2) Uani 1 1 d D . . . .
O5 O 0.51063(9) 0.69926(10) 0.50081(9) 0.0370(3) Uani 1 1 d . . . . .
O6 O 0.33176(7) 1.03259(10) 0.47268(7) 0.0268(2) Uani 1 1 d D . . . .
C39 C 0.56047(11) 0.77565(13) 0.51341(9) 0.0233(3) Uani 1 1 d . . . . .
C40 C 0.53082(9) 0.89270(12) 0.50820(8) 0.0188(3) Uani 1 1 d . . . . .
C41 C 0.44681(9) 0.91266(12) 0.49473(9) 0.0195(3) Uani 1 1 d . . . . .
H41 H 0.410281 0.852963 0.491429 0.023 Uiso 1 1 calc R U . . .
C42 C 0.41500(9) 1.01872(12) 0.48595(9) 0.0192(3) Uani 1 1 d . . . . .
H3A H 0.450(2) 0.574(5) 0.130(4) 0.023 Uiso 0.29(3) 1 d D U P C 1
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
_geom_angle_publ_flag
C11 S1 C10 92.68(7) . . ?
C15 N1 H1 119(3) . . ?
C16 N1 C15 119.68(14) . . ?
C16 N1 H1 121(3) . . ?
C1 C1 C2 123.67(7) 2_655 . ?
C1 C1 C8 120.62(7) 2_655 . ?
C2 C1 C8 115.71(11) . . ?
C3 C2 C1 120.26(12) . . ?
C7 C2 C1 120.99(12) . . ?
C7 C2 C3 118.65(13) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.72(14) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.13(14) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.52(14) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.56(15) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.41(14) . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C1 122.62(12) . . ?
C11 C8 C1 125.24(13) . . ?
C11 C8 C9 112.06(12) . . ?
C8 C9 H9 123.2 . . ?
C10 C9 C8 113.69(13) . . ?
C10 C9 H9 123.2 . . ?
C9 C10 S1 110.45(11) . . ?
C9 C10 C13 128.05(14) . . ?
C13 C10 S1 121.45(11) . . ?
C8 C11 S1 111.10(11) . . ?
C8 C11 C12 130.32(13) . . ?
C12 C11 S1 118.51(11) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C10 120.66(13) . . ?
C14 C13 C17 117.49(14) . . ?
C17 C13 C10 121.84(14) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.42(14) . . ?
C15 C14 H14 120.3 . . ?
N1 C15 C14 121.93(16) . . ?
N1 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
N1 C16 H16 119.1 . . ?
N1 C16 C17 121.77(14) . . ?
C17 C16 H16 119.1 . . ?
C13 C17 H17 120.2 . . ?
C16 C17 C13 119.69(15) . . ?
C16 C17 H17 120.2 . . ?
C28 S2 C27 92.60(7) . . ?
C32 N2 H2 121.9(15) . . ?
C33 N2 C32 120.51(15) . . ?
C33 N2 H2 117.4(15) . . ?
C18 C18 C19 125.76(8) 2_656 . ?
C18 C18 C25 119.21(7) 2_656 . ?
C19 C18 C25 114.98(11) . . ?
C20 C19 C18 119.64(12) . . ?
C24 C19 C18 121.35(13) . . ?
C24 C19 C20 118.70(13) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.91(14) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.74(15) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.06(15) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.03(15) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.53(14) . . ?
C23 C24 H24 119.7 . . ?
C26 C25 C18 123.17(12) . . ?
C28 C25 C18 124.53(12) . . ?
C28 C25 C26 112.11(12) . . ?
C25 C26 H26 123.1 . . ?
C27 C26 C25 113.81(13) . . ?
C27 C26 H26 123.1 . . ?
C26 C27 S2 110.17(11) . . ?
C26 C27 C30 127.60(14) . . ?
C30 C27 S2 122.11(11) . . ?
C25 C28 S2 111.28(10) . . ?
C25 C28 C29 129.29(13) . . ?
C29 C28 S2 119.42(11) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C27 121.04(14) . . ?
C31 C30 C34 117.09(15) . . ?
C34 C30 C27 121.87(15) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.07(16) . . ?
C32 C31 H31 120.0 . . ?
N2 C32 C31 120.95(16) . . ?
N2 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
N2 C33 H33 119.2 . . ?
N2 C33 C34 121.60(17) . . ?
C34 C33 H33 119.2 . . ?
C30 C34 H34 120.1 . . ?
C33 C34 C30 119.73(17) . . ?
C33 C34 H34 120.1 . . ?
C35 O1 H1A 112(4) . . ?
C38 O3 H3B 104(2) . . ?
C38 O3 H3A 96(5) . . ?
O1 C35 C36 116.03(13) . . ?
O2 C35 O1 124.29(13) . . ?
O2 C35 C36 119.68(13) . . ?
C37 C36 C35 120.60(13) . . ?
C37 C36 C38 119.52(12) . 3_665 ?
C38 C36 C35 119.88(13) 3_665 . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.74(13) . . ?
C38 C37 H37 119.6 . . ?
O3 C38 C36 121.60(13) . 3_665 ?
O3 C38 C37 118.64(13) . . ?
C37 C38 C36 119.75(13) . 3_665 ?
C39 O4 H4A 124(5) . . ?
C42 O6 H6A 106(3) . . ?
O4 C39 C40 114.80(14) . . ?
O5 C39 O4 123.99(15) . . ?
O5 C39 C40 121.22(15) . . ?
C41 C40 C39 118.66(14) . . ?
C41 C40 C42 119.27(13) . 3_676 ?
C42 C40 C39 122.04(13) 3_676 . ?
C40 C41 H41 119.4 . . ?
C40 C41 C42 121.20(14) . . ?
C42 C41 H41 119.4 . . ?
O6 C42 C40 122.27(13) . 3_676 ?
O6 C42 C41 118.21(14) . . ?
C41 C42 C40 119.52(13) . 3_676 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C10 1.7310(15) . ?
S1 C11 1.7206(14) . ?
N1 C15 1.340(2) . ?
N1 C16 1.334(2) . ?
N1 H1 0.884(19) . ?
C1 C1 1.364(3) 2_655 ?
C1 C2 1.4889(18) . ?
C1 C8 1.4896(18) . ?
C2 C3 1.398(2) . ?
C2 C7 1.3984(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.390(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.4278(19) . ?
C8 C11 1.383(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.3681(19) . ?
C10 C13 1.4582(19) . ?
C11 C12 1.497(2) . ?
C12 H12A 0.934(12) . ?
C12 H12B 0.934(12) . ?
C12 H12C 0.934(12) . ?
C13 C14 1.397(2) . ?
C13 C17 1.403(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.380(2) . ?
C17 H17 0.9500 . ?
S2 C27 1.7326(15) . ?
S2 C28 1.7177(14) . ?
N2 C32 1.333(2) . ?
N2 C33 1.320(2) . ?
N2 H2 0.933(16) . ?
C18 C18 1.363(3) 2_656 ?
C18 C19 1.4878(18) . ?
C18 C25 1.4908(18) . ?
C19 C20 1.399(2) . ?
C19 C24 1.398(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.390(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.394(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.4206(19) . ?
C25 C28 1.380(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.3721(19) . ?
C27 C30 1.457(2) . ?
C28 C29 1.501(2) . ?
C29 H29A 0.940(11) . ?
C29 H29B 0.940(11) . ?
C29 H29C 0.940(11) . ?
C30 C31 1.390(2) . ?
C30 C34 1.396(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.379(2) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C33 C34 1.376(2) . ?
C34 H34 0.9500 . ?
O1 H1A 0.841(19) . ?
O1 C35 1.2821(18) . ?
O2 C35 1.2483(19) . ?
O3 H3B 0.851(18) . ?
O3 C38 1.3654(17) . ?
O3 H3A 0.83(2) . ?
C35 C36 1.4963(19) . ?
C36 C37 1.393(2) . ?
C36 C38 1.4042(19) 3_665 ?
C37 H37 0.9500 . ?
C37 C38 1.3875(19) . ?
O4 H4A 0.85(2) . ?
O4 C39 1.291(2) . ?
O5 C39 1.227(2) . ?
O6 H6A 0.868(19) . ?
O6 C42 1.3637(18) . ?
C39 C40 1.512(2) . ?
C40 C41 1.387(2) . ?
C40 C42 1.406(2) 3_676 ?
C41 H41 0.9500 . ?
C41 C42 1.394(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.884(19) 1.65(2) 2.5259(17) 170(5) 2_665 yes
N2 H2 O4 0.933(16) 1.645(16) 2.5669(17) 169(2) . yes
O1 H1A N1 0.841(19) 1.69(2) 2.5259(17) 174(6) 2_645 yes
O3 H3B O2 0.851(18) 1.78(2) 2.5642(16) 153(3) 3_665 yes
O4 H4A O6 0.85(2) 1.89(6) 2.5437(17) 132(6) 3_676 yes
O6 H6A O4 0.868(19) 1.76(3) 2.5437(17) 150(4) 3_676 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C10 C13 C14 -154.72(12) . . . . ?
S1 C10 C13 C17 24.4(2) . . . . ?
N1 C16 C17 C13 -0.5(2) . . . . ?
C1 C1 C2 C3 137.50(18) 2_655 . . . ?
C1 C1 C2 C7 -46.1(2) 2_655 . . . ?
C1 C1 C8 C9 -43.5(2) 2_655 . . . ?
C1 C1 C8 C11 132.90(18) 2_655 . . . ?
C1 C2 C3 C4 177.26(13) . . . . ?
C1 C2 C7 C6 -176.75(14) . . . . ?
C1 C8 C9 C10 175.63(13) . . . . ?
C1 C8 C11 S1 -175.89(11) . . . . ?
C1 C8 C11 C12 1.0(2) . . . . ?
C2 C1 C8 C9 137.04(14) . . . . ?
C2 C1 C8 C11 -46.58(19) . . . . ?
C2 C3 C4 C5 -0.9(2) . . . . ?
C3 C2 C7 C6 -0.3(2) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C2 -0.1(2) . . . . ?
C7 C2 C3 C4 0.8(2) . . . . ?
C8 C1 C2 C3 -43.04(18) . . . . ?
C8 C1 C2 C7 133.33(14) . . . . ?
C8 C9 C10 S1 0.97(16) . . . . ?
C8 C9 C10 C13 -176.53(14) . . . . ?
C9 C8 C11 S1 0.83(16) . . . . ?
C9 C8 C11 C12 177.70(15) . . . . ?
C9 C10 C13 C14 22.5(2) . . . . ?
C9 C10 C13 C17 -158.32(15) . . . . ?
C10 S1 C11 C8 -0.25(12) . . . . ?
C10 S1 C11 C12 -177.53(12) . . . . ?
C10 C13 C14 C15 179.00(14) . . . . ?
C10 C13 C17 C16 -178.36(14) . . . . ?
C11 S1 C10 C9 -0.42(12) . . . . ?
C11 S1 C10 C13 177.27(12) . . . . ?
C11 C8 C9 C10 -1.18(18) . . . . ?
C13 C14 C15 N1 -0.8(3) . . . . ?
C14 C13 C17 C16 0.8(2) . . . . ?
C15 N1 C16 C17 -0.6(2) . . . . ?
C16 N1 C15 C14 1.2(2) . . . . ?
C17 C13 C14 C15 -0.2(2) . . . . ?
S2 C27 C30 C31 -169.77(13) . . . . ?
S2 C27 C30 C34 9.7(2) . . . . ?
N2 C33 C34 C30 0.0(4) . . . . ?
C18 C18 C19 C20 144.55(19) 2_656 . . . ?
C18 C18 C19 C24 -42.0(3) 2_656 . . . ?
C18 C18 C25 C26 -49.2(2) 2_656 . . . ?
C18 C18 C25 C28 125.39(19) 2_656 . . . ?
C18 C19 C20 C21 172.72(14) . . . . ?
C18 C19 C24 C23 -172.06(15) . . . . ?
C18 C25 C26 C27 173.06(13) . . . . ?
C18 C25 C28 S2 -173.04(11) . . . . ?
C18 C25 C28 C29 5.3(2) . . . . ?
C19 C18 C25 C26 133.35(14) . . . . ?
C19 C18 C25 C28 -52.05(19) . . . . ?
C19 C20 C21 C22 -0.5(2) . . . . ?
C20 C19 C24 C23 1.5(2) . . . . ?
C20 C21 C22 C23 1.3(3) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C19 -0.7(3) . . . . ?
C24 C19 C20 C21 -1.0(2) . . . . ?
C25 C18 C19 C20 -38.21(19) . . . . ?
C25 C18 C19 C24 135.29(14) . . . . ?
C25 C26 C27 S2 1.20(17) . . . . ?
C25 C26 C27 C30 -174.89(14) . . . . ?
C26 C25 C28 S2 2.08(16) . . . . ?
C26 C25 C28 C29 -179.54(14) . . . . ?
C26 C27 C30 C31 5.9(3) . . . . ?
C26 C27 C30 C34 -174.66(17) . . . . ?
C27 S2 C28 C25 -1.21(12) . . . . ?
C27 S2 C28 C29 -179.77(12) . . . . ?
C27 C30 C31 C32 177.19(17) . . . . ?
C27 C30 C34 C33 -177.47(19) . . . . ?
C28 S2 C27 C26 0.00(12) . . . . ?
C28 S2 C27 C30 176.35(13) . . . . ?
C28 C25 C26 C27 -2.15(19) . . . . ?
C30 C31 C32 N2 0.6(3) . . . . ?
C31 C30 C34 C33 2.0(3) . . . . ?
C32 N2 C33 C34 -1.9(3) . . . . ?
C33 N2 C32 C31 1.6(3) . . . . ?
C34 C30 C31 C32 -2.3(3) . . . . ?
O1 C35 C36 C37 11.5(2) . . . . ?
O1 C35 C36 C38 -168.60(14) . . . 3_665 ?
O2 C35 C36 C37 -168.14(14) . . . . ?
O2 C35 C36 C38 11.8(2) . . . 3_665 ?
C35 C36 C37 C38 -179.99(13) . . . . ?
C36 C37 C38 O3 -178.70(13) . . . . ?
C36 C37 C38 C36 -0.1(2) . . . 3_665 ?
C38 C36 C37 C38 0.1(2) 3_665 . . . ?
O4 C39 C40 C41 -174.94(13) . . . . ?
O4 C39 C40 C42 7.1(2) . . . 3_676 ?
O5 C39 C40 C41 4.8(2) . . . . ?
O5 C39 C40 C42 -173.10(15) . . . 3_676 ?
C39 C40 C41 C42 -177.20(13) . . . . ?
C40 C41 C42 O6 179.87(13) . . . . ?
C40 C41 C42 C40 -0.8(2) . . . 3_676 ?
C42 C40 C41 C42 0.8(2) 3_676 . . . ?
