#------------------------------------------------------------------------------
#$Date: 2022-02-03 04:07:43 +0200 (Thu, 03 Feb 2022) $
#$Revision: 272442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/43/7244329.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_7244329
loop_
_publ_author_name
'Reyes-Bravo, Enrique'
'Gnecco, Dino'
'Juárez, Jorge R.'
'Orea, María L.'
'Bernès, Sylvain'
'Aparicio, David M.'
'Terán, Joel L.'
_publ_section_title
;
 Diastereoselective synthesis of new zwitterionic bicyclic lactams,
 scaffolds for construction of 2-substituted-4-hydroxy piperidine and its
 pipecolic acid derivatives
;
_journal_issue                   7
_journal_name_full               'RSC Advances'
_journal_page_first              4187
_journal_page_last               4190
_journal_paper_doi               10.1039/D1RA09298G
_journal_volume                  12
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H17 N O3 S'
_chemical_formula_sum            'C15 H17 N O3 S'
_chemical_formula_weight         291.35
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-04-18
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2021-11-30 deposited with the CCDC.	2022-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                99.389(7)
_cell_angle_beta                 90.433(6)
_cell_angle_gamma                89.796(7)
_cell_formula_units_Z            2
_cell_length_a                   6.0976(4)
_cell_length_b                   9.5728(8)
_cell_length_c                   12.3463(10)
_cell_measurement_reflns_used    10706
_cell_measurement_temperature    243(1)
_cell_measurement_theta_max      26.73
_cell_measurement_theta_min      2.64
_cell_volume                     710.99(10)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2015)'
_computing_data_reduction        X-AREA
_computing_molecular_graphics
'XP in SHELXTL-Plus (Sheldrick, 2008) and Mercury (Macrae et al., 2008)'
_computing_publication_material  'PublCif (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015a)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      243(1)
_diffrn_detector                 'Reverse-biased silicon diode array'
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'Dectris Pilatus 100K R'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
1375 frames, 115 s/frame, 1 deg./frame, detector distance = 40 mm
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Stoe Stadivari'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  -90
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56083
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_av_unetI/netI     0.1109
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17365
_diffrn_reflns_point_group_measured_fraction_full 0.890
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        19.664
_diffrn_reflns_theta_max         19.999
_diffrn_reflns_theta_min         2.636
_diffrn_source                   'Sealed X-ray tube'
_diffrn_source_current           0.600
_diffrn_source_power             0.039
_diffrn_source_type              'Axo Astix-f Microfocus source'
_diffrn_source_voltage           65
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       prism
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 782 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.20(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     375
_refine_ls_number_reflns         4804
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.900
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0511P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1234
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_full    0.783
_reflns_Friedel_fraction_max     0.785
_reflns_number_gt                2713
_reflns_number_total             4804
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra09298g2.cif
_cod_data_source_block           22ab
_cod_database_code               7244329
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_min   0.951
_shelx_estimated_absorpt_t_max   0.994
loop_
_space_group_symop_operation_xyz
'x, y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.2728(3) 0.0994(2) 0.49990(16) 0.0589(6) Uani 1 1 d . . . . .
O1 O -0.2041(10) 0.1155(7) 0.9067(5) 0.094(2) Uani 1 1 d . . . . .
O2 O -0.1218(7) 0.2781(5) 0.5896(4) 0.0491(12) Uani 1 1 d . . . . .
O3 O 0.3854(10) -0.0611(6) 0.6757(5) 0.0852(19) Uani 1 1 d . . . . .
C2 C -0.3647(15) 0.2057(10) 0.8955(7) 0.076(3) Uani 1 1 d . . . . .
H2A H -0.365769 0.281447 0.959287 0.091 Uiso 1 1 calc R U . . .
H2B H -0.505724 0.156396 0.892495 0.091 Uiso 1 1 calc R U . . .
C3 C -0.3357(11) 0.2706(7) 0.7898(6) 0.0453(17) Uani 1 1 d . . . . .
H3A H -0.452370 0.236147 0.735966 0.054 Uiso 1 1 calc R U . . .
N4 N -0.1270(9) 0.2053(7) 0.7545(5) 0.0544(17) Uani 1 1 d . . . . .
C5 C -0.0443(10) 0.2021(7) 0.6509(6) 0.0413(16) Uani 1 1 d . . . . .
C6 C 0.1372(11) 0.1071(8) 0.6239(6) 0.0437(18) Uani 1 1 d . . . . .
C7 C 0.2211(13) 0.0152(8) 0.6943(6) 0.058(2) Uani 1 1 d . . . . .
C8 C 0.0919(17) 0.0164(10) 0.7994(7) 0.086(3) Uani 1 1 d . . . . .
H8A H -0.014677 -0.061038 0.786715 0.104 Uiso 0.55(3) 1 calc R U P A 1
H8B H 0.193701 -0.003968 0.856655 0.104 Uiso 0.55(3) 1 calc R U P A 1
H8C H 0.094497 -0.079553 0.817469 0.104 Uiso 0.45(3) 1 calc R U P A 2
H8D H 0.168253 0.078167 0.858863 0.104 Uiso 0.45(3) 1 calc R U P A 2
C8AA C -0.021(4) 0.142(3) 0.8398(17) 0.071(9) Uani 0.55(3) 1 d . . P A 1
H8AA H 0.079782 0.210981 0.882692 0.085 Uiso 0.55(3) 1 calc R U P A 1
C8AB C -0.123(3) 0.060(2) 0.7980(16) 0.035(6) Uani 0.45(3) 1 d . . P A 2
H8AB H -0.220452 -0.011976 0.756010 0.043 Uiso 0.45(3) 1 calc R U P A 2
C9 C -0.3335(10) 0.4299(7) 0.8115(5) 0.0390(16) Uani 1 1 d . . . . .
C10 C -0.5180(12) 0.5033(9) 0.7833(6) 0.0552(19) Uani 1 1 d . . . . .
H10A H -0.636568 0.451789 0.747987 0.066 Uiso 1 1 calc R U . . .
C11 C -0.5314(17) 0.6457(11) 0.8051(8) 0.073(3) Uani 1 1 d . . . . .
H11A H -0.657280 0.692437 0.784649 0.087 Uiso 1 1 calc R U . . .
C12 C -0.362(2) 0.7213(11) 0.8568(9) 0.090(3) Uani 1 1 d . . . . .
H12A H -0.371240 0.820574 0.872623 0.108 Uiso 1 1 calc R U . . .
C13 C -0.1789(18) 0.6555(12) 0.8858(7) 0.075(3) Uani 1 1 d . . . . .
H13A H -0.062482 0.709312 0.921004 0.090 Uiso 1 1 calc R U . . .
C14 C -0.1619(12) 0.5077(10) 0.8636(6) 0.058(2) Uani 1 1 d . . . . .
H14A H -0.035073 0.461999 0.884025 0.070 Uiso 1 1 calc R U . . .
C15 C 0.0703(15) 0.0741(9) 0.3927(7) 0.074(3) Uani 1 1 d . . . . .
H15A H 0.013375 -0.021532 0.384799 0.110 Uiso 1 1 calc R U . . .
H15B H 0.136398 0.088851 0.324290 0.110 Uiso 1 1 calc R U . . .
H15C H -0.048416 0.141280 0.411091 0.110 Uiso 1 1 calc R U . . .
C16 C 0.3625(13) 0.2772(9) 0.4911(7) 0.069(2) Uani 1 1 d . . . . .
H16A H 0.432323 0.318487 0.559672 0.104 Uiso 1 1 calc R U . . .
H16B H 0.236884 0.334414 0.477284 0.104 Uiso 1 1 calc R U . . .
H16C H 0.466318 0.274052 0.431598 0.104 Uiso 1 1 calc R U . . .
S21 S 0.7602(3) 0.5936(2) 0.48196(16) 0.0575(6) Uani 1 1 d . . . . .
O21 O 1.2533(10) 0.4325(6) 0.0799(4) 0.0708(16) Uani 1 1 d . . . . .
O22 O 1.1493(7) 0.7380(5) 0.3913(4) 0.0496(12) Uani 1 1 d . . . . .
O23 O 0.6543(10) 0.3577(7) 0.3060(5) 0.0851(19) Uani 1 1 d . . . . .
C22 C 1.4067(16) 0.5402(9) 0.0848(8) 0.084(3) Uani 1 1 d . . . . .
H22A H 1.388079 0.589418 0.021649 0.101 Uiso 1 1 calc R U . . .
H22B H 1.555400 0.500718 0.082985 0.101 Uiso 1 1 calc R U . . .
C23 C 1.3717(11) 0.6445(7) 0.1927(6) 0.0487(18) Uani 1 1 d . . . . .
H23A H 1.494294 0.637465 0.244625 0.058 Uiso 1 1 calc R U . . .
N24 N 1.1702(9) 0.5867(6) 0.2318(5) 0.0515(17) Uani 1 1 d . . . . .
C25 C 1.0795(10) 0.6302(7) 0.3329(5) 0.0397(16) Uani 1 1 d . . . . .
C26 C 0.9001(11) 0.5466(7) 0.3591(6) 0.0415(17) Uani 1 1 d . . . . .
C27 C 0.8174(12) 0.4251(8) 0.2897(6) 0.0542(19) Uani 1 1 d . . . . .
C28 C 0.9452(16) 0.3821(10) 0.1842(7) 0.081(3) Uani 1 1 d . . . . .
H28A H 0.966079 0.279183 0.173667 0.097 Uiso 1 1 calc R U . . .
H28B H 0.853460 0.402717 0.123193 0.097 Uiso 1 1 calc R U . . .
C28A C 1.141(2) 0.4413(11) 0.1758(10) 0.118(5) Uani 1 1 d . . . . .
H28C H 1.236701 0.387268 0.219450 0.142 Uiso 1 1 calc R U . . .
C29 C 1.3481(11) 0.7941(7) 0.1715(5) 0.0469(18) Uani 1 1 d . . . . .
C30 C 1.5290(13) 0.8839(9) 0.1934(7) 0.068(2) Uani 1 1 d . . . . .
H30A H 1.655978 0.854286 0.226951 0.081 Uiso 1 1 calc R U . . .
C31 C 1.517(2) 1.0185(13) 0.1642(11) 0.105(4) Uani 1 1 d . . . . .
H31A H 1.636754 1.080139 0.178141 0.126 Uiso 1 1 calc R U . . .
C32 C 1.333(3) 1.0616(12) 0.1160(10) 0.110(5) Uani 1 1 d . . . . .
H32A H 1.327379 1.151840 0.095361 0.132 Uiso 1 1 calc R U . . .
C33 C 1.158(2) 0.9740(13) 0.0977(7) 0.088(3) Uani 1 1 d . . . . .
H33A H 1.030648 1.004481 0.065147 0.106 Uiso 1 1 calc R U . . .
C34 C 1.1647(12) 0.8422(8) 0.1259(6) 0.056(2) Uani 1 1 d . . . . .
H34A H 1.040548 0.783577 0.113633 0.067 Uiso 1 1 calc R U . . .
C35 C 0.6701(13) 0.7725(8) 0.4871(7) 0.069(2) Uani 1 1 d . . . . .
H35A H 0.541035 0.774350 0.440926 0.103 Uiso 1 1 calc R U . . .
H35B H 0.785934 0.827500 0.461039 0.103 Uiso 1 1 calc R U . . .
H35C H 0.634331 0.812830 0.562178 0.103 Uiso 1 1 calc R U . . .
C36 C 0.9618(14) 0.6159(9) 0.5880(6) 0.070(2) Uani 1 1 d . . . . .
H36A H 1.027229 0.524892 0.593887 0.104 Uiso 1 1 calc R U . . .
H36B H 0.893677 0.654987 0.657141 0.104 Uiso 1 1 calc R U . . .
H36C H 1.074571 0.679977 0.570946 0.104 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0826 0.0763 '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
C6 S1 C15 107.6(4) . . ?
C6 S1 C16 107.2(4) . . ?
C15 S1 C16 100.4(4) . . ?
C2 O1 C8AA 109.6(9) . . ?
C2 O1 C8AB 107.9(8) . . ?
O1 C2 C3 110.9(6) . . ?
O1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.0 . . ?
N4 C3 C9 114.6(6) . . ?
N4 C3 C2 98.5(6) . . ?
C9 C3 C2 112.7(6) . . ?
N4 C3 H3A 110.1 . . ?
C9 C3 H3A 110.1 . . ?
C2 C3 H3A 110.1 . . ?
C5 N4 C8AA 124.5(7) . . ?
C5 N4 C3 123.4(6) . . ?
C8AA N4 C3 112.1(7) . . ?
C5 N4 C8AB 115.3(8) . . ?
C3 N4 C8AB 105.6(7) . . ?
O2 C5 N4 120.6(6) . . ?
O2 C5 C6 124.5(6) . . ?
N4 C5 C6 114.9(6) . . ?
C7 C6 C5 124.1(6) . . ?
C7 C6 S1 115.2(5) . . ?
C5 C6 S1 120.7(5) . . ?
O3 C7 C6 125.2(7) . . ?
O3 C7 C8 120.2(7) . . ?
C6 C7 C8 114.6(6) . . ?
C8AB C8 C7 116.6(9) . . ?
C8AA C8 C7 116.5(9) . . ?
C8AA C8 H8A 108.2 . . ?
C7 C8 H8A 108.2 . . ?
C8AA C8 H8B 108.2 . . ?
C7 C8 H8B 108.2 . . ?
H8A C8 H8B 107.3 . . ?
C8AB C8 H8C 108.1 . . ?
C7 C8 H8C 108.1 . . ?
C8AB C8 H8D 108.1 . . ?
C7 C8 H8D 108.1 . . ?
H8C C8 H8D 107.3 . . ?
C8 C8AA O1 111(2) . . ?
C8 C8AA N4 113.1(17) . . ?
O1 C8AA N4 102.1(14) . . ?
C8 C8AA H8AA 110.0 . . ?
O1 C8AA H8AA 110.0 . . ?
N4 C8AA H8AA 110.0 . . ?
C8 C8AB O1 112.7(17) . . ?
C8 C8AB N4 107.7(15) . . ?
O1 C8AB N4 95.7(12) . . ?
C8 C8AB H8AB 113.1 . . ?
O1 C8AB H8AB 113.1 . . ?
N4 C8AB H8AB 113.1 . . ?
C14 C9 C10 117.9(7) . . ?
C14 C9 C3 123.1(7) . . ?
C10 C9 C3 118.9(6) . . ?
C11 C10 C9 122.1(8) . . ?
C11 C10 H10A 119.0 . . ?
C9 C10 H10A 119.0 . . ?
C10 C11 C12 119.5(9) . . ?
C10 C11 H11A 120.3 . . ?
C12 C11 H11A 120.3 . . ?
C13 C12 C11 120.8(10) . . ?
C13 C12 H12A 119.6 . . ?
C11 C12 H12A 119.6 . . ?
C12 C13 C14 120.5(9) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
C9 C14 C13 119.2(8) . . ?
C9 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C26 S21 C36 106.6(4) . . ?
C26 S21 C35 107.0(4) . . ?
C36 S21 C35 100.6(4) . . ?
C28A O21 C22 111.5(6) . . ?
O21 C22 C23 108.2(6) . . ?
O21 C22 H22A 110.1 . . ?
C23 C22 H22A 110.1 . . ?
O21 C22 H22B 110.1 . . ?
C23 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
N24 C23 C29 113.7(5) . . ?
N24 C23 C22 100.2(6) . . ?
C29 C23 C22 111.3(6) . . ?
N24 C23 H23A 110.4 . . ?
C29 C23 H23A 110.4 . . ?
C22 C23 H23A 110.4 . . ?
C25 N24 C28A 120.4(6) . . ?
C25 N24 C23 124.7(6) . . ?
C28A N24 C23 109.1(6) . . ?
O22 C25 N24 119.5(6) . . ?
O22 C25 C26 125.3(6) . . ?
N24 C25 C26 115.1(6) . . ?
C27 C26 C25 124.7(6) . . ?
C27 C26 S21 114.9(5) . . ?
C25 C26 S21 120.3(5) . . ?
O23 C27 C26 126.3(7) . . ?
O23 C27 C28 119.2(7) . . ?
C26 C27 C28 114.5(6) . . ?
C28A C28 C27 118.1(7) . . ?
C28A C28 H28A 107.8 . . ?
C27 C28 H28A 107.8 . . ?
C28A C28 H28B 107.8 . . ?
C27 C28 H28B 107.8 . . ?
H28A C28 H28B 107.1 . . ?
C28 C28A O21 123.8(10) . . ?
C28 C28A N24 117.1(8) . . ?
O21 C28A N24 105.6(7) . . ?
C28 C28A H28C 102.3 . . ?
O21 C28A H28C 102.3 . . ?
N24 C28A H28C 102.3 . . ?
C34 C29 C30 119.1(7) . . ?
C34 C29 C23 122.8(7) . . ?
C30 C29 C23 117.9(7) . . ?
C31 C30 C29 118.4(10) . . ?
C31 C30 H30A 120.8 . . ?
C29 C30 H30A 120.8 . . ?
C32 C31 C30 120.9(11) . . ?
C32 C31 H31A 119.6 . . ?
C30 C31 H31A 119.6 . . ?
C33 C32 C31 119.7(10) . . ?
C33 C32 H32A 120.2 . . ?
C31 C32 H32A 120.2 . . ?
C32 C33 C34 120.9(10) . . ?
C32 C33 H33A 119.6 . . ?
C34 C33 H33A 119.6 . . ?
C29 C34 C33 121.0(9) . . ?
C29 C34 H34A 119.5 . . ?
C33 C34 H34A 119.5 . . ?
S21 C35 H35A 109.5 . . ?
S21 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
S21 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
S21 C36 H36A 109.5 . . ?
S21 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
S21 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
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 C6 1.736(7) . ?
S1 C15 1.791(9) . ?
S1 C16 1.810(8) . ?
O1 C2 1.324(9) . ?
O1 C8AA 1.44(2) . ?
O1 C8AB 1.452(19) . ?
O2 C5 1.224(7) . ?
O3 C7 1.239(8) . ?
C2 C3 1.545(10) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 N4 1.454(8) . ?
C3 C9 1.505(9) . ?
C3 H3A 0.9900 . ?
N4 C5 1.374(8) . ?
N4 C8AA 1.444(17) . ?
N4 C8AB 1.571(17) . ?
C5 C6 1.436(9) . ?
C6 C7 1.425(10) . ?
C7 C8 1.522(10) . ?
C8 C8AB 1.37(2) . ?
C8 C8AA 1.41(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 H8D 0.9800 . ?
C8AA H8AA 0.9900 . ?
C8AB H8AB 0.9900 . ?
C9 C14 1.379(10) . ?
C9 C10 1.396(10) . ?
C10 C11 1.348(12) . ?
C10 H10A 0.9400 . ?
C11 C12 1.360(14) . ?
C11 H11A 0.9400 . ?
C12 C13 1.352(14) . ?
C12 H12A 0.9400 . ?
C13 C14 1.400(12) . ?
C13 H13A 0.9400 . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
S21 C26 1.739(7) . ?
S21 C36 1.777(8) . ?
S21 C35 1.789(8) . ?
O21 C28A 1.362(10) . ?
O21 C22 1.388(9) . ?
O22 C25 1.234(8) . ?
O23 C27 1.223(8) . ?
C22 C23 1.546(10) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 N24 1.466(9) . ?
C23 C29 1.503(10) . ?
C23 H23A 0.9900 . ?
N24 C25 1.369(8) . ?
N24 C28A 1.461(10) . ?
C25 C26 1.427(9) . ?
C26 C27 1.419(10) . ?
C27 C28 1.520(10) . ?
C28 C28A 1.337(12) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28A H28C 0.9900 . ?
C29 C34 1.361(10) . ?
C29 C30 1.398(10) . ?
C30 C31 1.395(14) . ?
C30 H30A 0.9400 . ?
C31 C32 1.358(18) . ?
C31 H31A 0.9400 . ?
C32 C33 1.353(17) . ?
C32 H32A 0.9400 . ?
C33 C34 1.363(12) . ?
C33 H33A 0.9400 . ?
C34 H34A 0.9400 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 H36C 0.9700 . ?
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
C8AB^b H8AB^b O3 0.99 2.61 3.47(3) 145.0 1_455 yes
C15 H15A O22 0.97 2.46 3.248(10) 138.6 1_445 yes
C15 H15C O2 0.97 2.42 3.094(9) 126.5 . yes
C16 H16C O23 0.97 2.19 3.103(9) 156.2 . yes
C35 H35A O22 0.97 2.47 3.378(10) 155.3 1_455 yes
C35 H35B O22 0.97 2.48 3.157(9) 126.5 . yes
C35 H35C O3 0.97 2.28 3.131(9) 146.1 1_565 yes
C36 H36A O2 0.97 2.53 3.278(10) 134.3 1_655 yes
C36 H36C O22 0.97 2.42 3.091(9) 125.9 . 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
C8AA O1 C2 C3 19.1(18) . . . . ?
C8AB O1 C2 C3 -26.6(15) . . . . ?
O1 C2 C3 N4 -3.6(10) . . . . ?
O1 C2 C3 C9 -125.0(8) . . . . ?
C9 C3 N4 C5 -74.7(9) . . . . ?
C2 C3 N4 C5 165.4(7) . . . . ?
C9 C3 N4 C8AA 106.6(18) . . . . ?
C2 C3 N4 C8AA -13.3(18) . . . . ?
C9 C3 N4 C8AB 149.6(11) . . . . ?
C2 C3 N4 C8AB 29.7(12) . . . . ?
C8AA N4 C5 O2 -167.1(19) . . . . ?
C3 N4 C5 O2 14.4(11) . . . . ?
C8AB N4 C5 O2 146.3(12) . . . . ?
C8AA N4 C5 C6 12(2) . . . . ?
C3 N4 C5 C6 -166.9(7) . . . . ?
C8AB N4 C5 C6 -35.0(13) . . . . ?
O2 C5 C6 C7 -177.6(7) . . . . ?
N4 C5 C6 C7 3.7(11) . . . . ?
O2 C5 C6 S1 3.1(10) . . . . ?
N4 C5 C6 S1 -175.5(6) . . . . ?
C15 S1 C6 C7 128.8(6) . . . . ?
C16 S1 C6 C7 -124.0(6) . . . . ?
C15 S1 C6 C5 -51.9(7) . . . . ?
C16 S1 C6 C5 55.3(7) . . . . ?
C5 C6 C7 O3 -175.4(8) . . . . ?
S1 C6 C7 O3 3.9(11) . . . . ?
C5 C6 C7 C8 4.3(12) . . . . ?
S1 C6 C7 C8 -176.4(7) . . . . ?
O3 C7 C8 C8AB -157.3(15) . . . . ?
C6 C7 C8 C8AB 23.0(18) . . . . ?
O3 C7 C8 C8AA 152.0(18) . . . . ?
C6 C7 C8 C8AA -28(2) . . . . ?
C7 C8 C8AA O1 155.3(12) . . . . ?
C7 C8 C8AA N4 41(3) . . . . ?
C2 O1 C8AA C8 -147.1(15) . . . . ?
C2 O1 C8AA N4 -26(2) . . . . ?
C5 N4 C8AA C8 -35(3) . . . . ?
C3 N4 C8AA C8 144.1(16) . . . . ?
C5 N4 C8AA O1 -154.4(10) . . . . ?
C3 N4 C8AA O1 24(2) . . . . ?
C7 C8 C8AB O1 -155.2(10) . . . . ?
C7 C8 C8AB N4 -51(2) . . . . ?
C2 O1 C8AB C8 153.9(13) . . . . ?
C2 O1 C8AB N4 42.0(15) . . . . ?
C5 N4 C8AB C8 59.7(19) . . . . ?
C3 N4 C8AB C8 -160.5(12) . . . . ?
C5 N4 C8AB O1 175.8(9) . . . . ?
C3 N4 C8AB O1 -44.4(15) . . . . ?
N4 C3 C9 C14 -40.7(9) . . . . ?
C2 C3 C9 C14 71.0(8) . . . . ?
N4 C3 C9 C10 143.0(6) . . . . ?
C2 C3 C9 C10 -105.4(7) . . . . ?
C14 C9 C10 C11 0.2(11) . . . . ?
C3 C9 C10 C11 176.8(7) . . . . ?
C9 C10 C11 C12 -0.5(13) . . . . ?
C10 C11 C12 C13 0.6(14) . . . . ?
C11 C12 C13 C14 -0.5(14) . . . . ?
C10 C9 C14 C13 -0.1(10) . . . . ?
C3 C9 C14 C13 -176.5(6) . . . . ?
C12 C13 C14 C9 0.2(12) . . . . ?
C28A O21 C22 C23 -8.0(12) . . . . ?
O21 C22 C23 N24 -6.9(9) . . . . ?
O21 C22 C23 C29 -127.6(8) . . . . ?
C29 C23 N24 C25 -69.4(9) . . . . ?
C22 C23 N24 C25 171.8(7) . . . . ?
C29 C23 N24 C28A 137.3(9) . . . . ?
C22 C23 N24 C28A 18.5(10) . . . . ?
C28A N24 C25 O22 161.3(9) . . . . ?
C23 N24 C25 O22 10.8(10) . . . . ?
C28A N24 C25 C26 -21.5(11) . . . . ?
C23 N24 C25 C26 -172.0(6) . . . . ?
O22 C25 C26 C27 178.1(7) . . . . ?
N24 C25 C26 C27 1.1(10) . . . . ?
O22 C25 C26 S21 -0.1(10) . . . . ?
N24 C25 C26 S21 -177.1(5) . . . . ?
C36 S21 C26 C27 129.7(6) . . . . ?
C35 S21 C26 C27 -123.4(6) . . . . ?
C36 S21 C26 C25 -51.9(7) . . . . ?
C35 S21 C26 C25 55.0(7) . . . . ?
C25 C26 C27 O23 -174.1(8) . . . . ?
S21 C26 C27 O23 4.1(11) . . . . ?
C25 C26 C27 C28 3.7(11) . . . . ?
S21 C26 C27 C28 -178.1(6) . . . . ?
O23 C27 C28 C28A -169.1(11) . . . . ?
C26 C27 C28 C28A 12.9(14) . . . . ?
C27 C28 C28A O21 -167.4(9) . . . . ?
C27 C28 C28A N24 -32.6(17) . . . . ?
C22 O21 C28A C28 158.7(12) . . . . ?
C22 O21 C28A N24 19.6(13) . . . . ?
C25 N24 C28A C28 38.8(16) . . . . ?
C23 N24 C28A C28 -166.6(11) . . . . ?
C25 N24 C28A O21 -179.0(8) . . . . ?
C23 N24 C28A O21 -24.4(12) . . . . ?
N24 C23 C29 C34 -38.8(9) . . . . ?
C22 C23 C29 C34 73.5(8) . . . . ?
N24 C23 C29 C30 145.4(7) . . . . ?
C22 C23 C29 C30 -102.3(8) . . . . ?
C34 C29 C30 C31 -2.0(11) . . . . ?
C23 C29 C30 C31 173.9(7) . . . . ?
C29 C30 C31 C32 0.2(15) . . . . ?
C30 C31 C32 C33 1.2(17) . . . . ?
C31 C32 C33 C34 -0.8(16) . . . . ?
C30 C29 C34 C33 2.5(11) . . . . ?
C23 C29 C34 C33 -173.2(7) . . . . ?
C32 C33 C34 C29 -1.1(13) . . . . ?
