data_x1609001
_audit_creation_date              2016-09-07
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Bourhis, L.J., Dolomanov, O.V., Gildea, R.J., Howard, J.A.K., Puschmann, H.
 (2015). Acta Cryst. A71, 59-75.

Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          '2(C12 H16 O3 S2), C4 H8 O2'
_chemical_formula_sum             'C28 H40 O8 S4'
_chemical_formula_weight          632.84
_chemical_melting_point           ?
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'
 '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'

_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.
;
_space_group_crystal_system       'monoclinic'
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 1 21/c 1'
_space_group_name_Hall            '-P 2ybc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'

_cell_length_a                    30.894(4)
_cell_length_b                    9.6330(11)
_cell_length_c                    10.3710(12)
_cell_angle_alpha                 90
_cell_angle_beta                  99.080(5)
_cell_angle_gamma                 90
_cell_volume                      3047.8(6)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     9939
_cell_measurement_temperature     100
_cell_measurement_theta_max       70.13
_cell_measurement_theta_min       2.90
_shelx_estimated_absorpt_T_max    0.783
_shelx_estimated_absorpt_T_min    0.480
_exptl_absorpt_coefficient_mu     3.262
_exptl_absorpt_correction_T_max   0.8223
_exptl_absorpt_correction_T_min   0.5925
_exptl_absorpt_correction_type    numerical
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0863 before and 0.0632 after correction.
The Ratio of minimum to maximum transmission is 0.7205.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             'clear colourless'
_exptl_crystal_colour_lustre      clear
_exptl_crystal_colour_primary     colourless
_exptl_crystal_density_diffrn     1.379
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        block
_exptl_crystal_F_000              1344
_exptl_crystal_size_max           0.264
_exptl_crystal_size_mid           0.096
_exptl_crystal_size_min           0.079
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0485
_diffrn_reflns_av_unetI/netI      0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max        37
_diffrn_reflns_limit_h_min        -37
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_limit_l_min        -11
_diffrn_reflns_number             23462
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full         67.679
_diffrn_reflns_theta_max          70.282
_diffrn_reflns_theta_min          1.448
_diffrn_ambient_temperature       100
_diffrn_detector_area_resol_mean  ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_type            CuK\a
_diffrn_radiation_wavelength      1.54178
_diffrn_source                    ?
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 5129
_reflns_number_total              5743
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression      'I > 2σ(I)'
_computing_cell_refinement        'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection        ?
_computing_data_reduction         'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'XL (Sheldrick, 2008)'
_computing_structure_solution     'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max          0.691
_refine_diff_density_min          -1.045
_refine_diff_density_rms          0.089
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.055
_refine_ls_hydrogen_treatment     mixed
_refine_ls_matrix_type            full
_refine_ls_number_parameters      365
_refine_ls_number_reflns          5743
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0593
_refine_ls_R_factor_gt            0.0543
_refine_ls_restrained_S_all       1.055
_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)+(0.0787P)²+4.2967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1444
_refine_ls_wR_factor_ref          0.1487
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Shared sites
{C42, C42A}
{O43, O43A}
{C44, C44A}
3. Uiso/Uaniso restraints and constraints
Uiso(C42) = Uiso(C42A)
Uiso(O43) = Uiso(O43A)
Uiso(C44) = Uiso(C44A)
4. Others
 Fixed Sof: O43(0.5) O43A(0.5) O46(0.5) O47(0.5) H41A(0.5) H41B(0.5) H41C(0.5)
 H41D(0.5) H41E(0.5) H41F(0.5) C42A(0.5) H42A(0.5) H42B(0.5) C42(0.5) C44(0.5)
 H44A(0.5) H44B(0.5) C44A(0.5) H45A(0.5) H45B(0.5) H45C(0.5) H45D(0.5)
 H45E(0.5) H45F(0.5)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C32(H32), C35(H35)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C14(H14A,H14B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C34(H34A,H34B), C42A(H42A,H42B), C44(H44A,H44B)
5.c Me refined with riding coordinates:
 C41(H41A,H41B,H41C), C41(H41D,H41E,H41F), C45(H45A,H45B,H45C), C45(H45D,H45E,
 H45F)
5.d Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C30(H30), C31(H31)
5.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens    mixed
_atom_sites_solution_primary      iterative
_atom_sites_solution_secondary    ?
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 0.62757(2) -0.11681(7) 0.72735(7) 0.02409(17) Uani 1 1 d . . . . .
 S2 S 0.54091(2) 0.03104(7) 0.70733(6) 0.01996(17) Uani 1 1 d . . . . .
 O6 O 0.58419(7) -0.03853(19) 0.43306(18) 0.0243(4) Uani 1 1 d . . . . .
 O7 O 0.59469(6) 0.18491(19) 0.48319(17) 0.0218(4) Uani 1 1 d . . . . .
 O13 O 0.73688(8) 0.2876(3) 0.7849(3) 0.0437(6) Uani 1 1 d . . . . .
 C1 C 0.59283(9) -0.2602(3) 0.6604(3) 0.0271(6) Uani 1 1 d . . . . .
 H1A H 0.5908 -0.2594 0.5642 0.032 Uiso 1 1 calc R . . . .
 H1B H 0.6071 -0.3483 0.6927 0.032 Uiso 1 1 calc R . . . .
 C2 C 0.54673(10) -0.2579(3) 0.6938(3) 0.0289(6) Uani 1 1 d . . . . .
 H2A H 0.5485 -0.2572 0.7899 0.035 Uiso 1 1 calc R . . . .
 H2B H 0.5313 -0.3439 0.6605 0.035 Uiso 1 1 calc R . . . .
 C3 C 0.52015(9) -0.1334(3) 0.6371(3) 0.0231(5) Uani 1 1 d . . . . .
 H3A H 0.4895 -0.1450 0.6517 0.028 Uiso 1 1 calc R . . . .
 H3B H 0.5201 -0.1307 0.5416 0.028 Uiso 1 1 calc R . . . .
 C4 C 0.59614(8) 0.0345(3) 0.6639(2) 0.0179(5) Uani 1 1 d . . . . .
 C5 C 0.59111(8) 0.0502(3) 0.5154(2) 0.0184(5) Uani 1 1 d . . . . .
 C8 C 0.60372(9) 0.2749(3) 0.6001(2) 0.0211(5) Uani 1 1 d . . . . .
 C9 C 0.56185(9) 0.3550(3) 0.6107(3) 0.0242(6) Uani 1 1 d . . . . .
 H9A H 0.5544 0.4151 0.5343 0.036 Uiso 1 1 calc GR . . . .
 H9B H 0.5664 0.4118 0.6901 0.036 Uiso 1 1 calc GR . . . .
 H9C H 0.5378 0.2894 0.6147 0.036 Uiso 1 1 calc GR . . . .
 C10 C 0.63835(10) 0.3780(3) 0.5755(3) 0.0276(6) Uani 1 1 d . . . . .
 H10 H 0.6328 0.4341 0.4994 0.033 Uiso 1 1 calc R . . . .
 C11 C 0.67596(11) 0.3938(3) 0.6546(3) 0.0317(7) Uani 1 1 d . . . . .
 H11 H 0.6947 0.4679 0.6386 0.038 Uiso 1 1 calc R . . . .
 C12 C 0.69019(10) 0.2999(4) 0.7684(3) 0.0319(7) Uani 1 1 d . . . . .
 H12 H 0.6814 0.3409 0.8489 0.038 Uiso 1 1 calc R . . . .
 C14 C 0.66895(9) 0.1583(3) 0.7422(3) 0.0243(6) Uani 1 1 d . . . . .
 H14A H 0.6772 0.0978 0.8194 0.029 Uiso 1 1 calc R . . . .
 H14B H 0.6797 0.1144 0.6669 0.029 Uiso 1 1 calc R . . . .
 C15 C 0.61880(8) 0.1720(3) 0.7130(2) 0.0194(5) Uani 1 1 d . . . . .
 H15 H 0.6075 0.2033 0.7935 0.023 Uiso 1 1 calc R . . . .
 S3 S 0.12878(2) 0.39494(7) 0.40195(7) 0.02519(18) Uani 1 1 d . . . . .
 S4 S 0.04112(2) 0.53694(7) 0.33219(6) 0.02149(17) Uani 1 1 d . . . . .
 O26 O 0.08276(7) 0.4695(2) 0.64949(19) 0.0266(4) Uani 1 1 d . . . . .
 O27 O 0.09243(6) 0.69338(19) 0.60978(17) 0.0225(4) Uani 1 1 d . . . . .
 O33 O 0.23459(7) 0.8106(3) 0.4418(2) 0.0345(5) Uani 1 1 d . . . . .
 C21 C 0.09432(10) 0.2484(3) 0.4307(3) 0.0294(6) Uani 1 1 d . . . . .
 H21A H 0.1094 0.1616 0.4122 0.035 Uiso 1 1 calc R . . . .
 H21B H 0.0912 0.2472 0.5242 0.035 Uiso 1 1 calc R . . . .
 C22 C 0.04884(10) 0.2490(3) 0.3496(3) 0.0285(6) Uani 1 1 d . . . . .
 H22A H 0.0517 0.2519 0.2559 0.034 Uiso 1 1 calc R . . . .
 H22B H 0.0337 0.1616 0.3654 0.034 Uiso 1 1 calc R . . . .
 C23 C 0.02100(9) 0.3710(3) 0.3802(3) 0.0251(6) Uani 1 1 d . . . . .
 H23A H 0.0202 0.3725 0.4753 0.030 Uiso 1 1 calc R . . . .
 H23B H -0.0094 0.3576 0.3347 0.030 Uiso 1 1 calc R . . . .
 C24 C 0.09565(8) 0.5436(3) 0.4319(2) 0.0192(5) Uani 1 1 d . . . . .
 C25 C 0.08965(9) 0.5582(3) 0.5743(2) 0.0203(5) Uani 1 1 d . . . . .
 C28 C 0.10159(9) 0.7844(3) 0.5027(2) 0.0209(5) Uani 1 1 d . . . . .
 C29 C 0.05959(9) 0.8621(3) 0.4501(3) 0.0243(6) Uani 1 1 d . . . . .
 H29A H 0.0362 0.7952 0.4202 0.036 Uiso 1 1 calc GR . . . .
 H29B H 0.0646 0.9210 0.3768 0.036 Uiso 1 1 calc GR . . . .
 H29C H 0.0509 0.9200 0.5194 0.036 Uiso 1 1 calc GR . . . .
 C30 C 0.13577(10) 0.8883(3) 0.5610(3) 0.0243(6) Uani 1 1 d . . . . .
 H30 H 0.1299 0.9424 0.6329 0.029 Uiso 1 1 calc R . . . .
 C31 C 0.17320(10) 0.9083(3) 0.5181(3) 0.0266(6) Uani 1 1 d . . . . .
 H31 H 0.1915 0.9830 0.5528 0.032 Uiso 1 1 calc R . . . .
 C32 C 0.18786(9) 0.8168(3) 0.4163(3) 0.0261(6) Uani 1 1 d . . . . .
 H32 H 0.1781 0.8576 0.3278 0.031 Uiso 1 1 calc R . . . .
 C34 C 0.16779(9) 0.6736(3) 0.4233(3) 0.0232(5) Uani 1 1 d . . . . .
 H34A H 0.1787 0.6312 0.5092 0.028 Uiso 1 1 calc R . . . .
 H34B H 0.1768 0.6135 0.3548 0.028 Uiso 1 1 calc R . . . .
 C35 C 0.11760(9) 0.6823(3) 0.4042(2) 0.0199(5) Uani 1 1 d . . . . .
 H35 H 0.1063 0.7131 0.3130 0.024 Uiso 1 1 calc R . . . .
 O43 O 0.24647(12) 0.2529(4) 0.6363(4) 0.0712(9) Uiso 0.5 1 d . . P A 1
 O43A O 0.24647(12) 0.2529(4) 0.6363(4) 0.0712(9) Uiso 0.5 1 d . . P B 2
 O46 O 0.2357(3) 0.4852(7) 0.6536(9) 0.083(2) Uani 0.5 1 d . . P A 1
 O47 O 0.2823(2) 0.3779(7) 0.5136(6) 0.0628(17) Uani 0.5 1 d . . P B 2
 C41 C 0.19150(19) 0.3258(6) 0.7491(5) 0.0716(13) Uani 1 1 d . . . . .
 H41A H 0.1905 0.2241 0.7502 0.107 Uiso 0.5 1 calc R . P C 1
 H41B H 0.1983 0.3605 0.8389 0.107 Uiso 0.5 1 calc R . P C 1
 H41C H 0.1630 0.3621 0.7081 0.107 Uiso 0.5 1 calc R . P C 1
 H41D H 0.1763 0.4070 0.7772 0.107 Uiso 0.5 1 calc R . P D 2
 H41E H 0.1704 0.2665 0.6939 0.107 Uiso 0.5 1 calc R . P D 2
 H41F H 0.2051 0.2733 0.8259 0.107 Uiso 0.5 1 calc R . P D 2
 C42A C 0.22495(16) 0.3708(5) 0.6760(5) 0.0590(11) Uiso 0.5 1 d . . P B 2
 H42A H 0.2115 0.4246 0.5985 0.071 Uiso 0.5 1 calc R . P B 2
 H42B H 0.2463 0.4313 0.7309 0.071 Uiso 0.5 1 calc R . P B 2
 C42 C 0.22495(16) 0.3708(5) 0.6760(5) 0.0590(11) Uiso 0.5 1 d . . P A 1
 C44 C 0.27642(16) 0.2743(5) 0.5551(5) 0.0608(11) Uiso 0.5 1 d . . P A 1
 H44A H 0.2974 0.3473 0.5915 0.073 Uiso 0.5 1 calc R . P A 1
 H44B H 0.2614 0.3058 0.4686 0.073 Uiso 0.5 1 calc R . P A 1
 C44A C 0.27642(16) 0.2743(5) 0.5551(5) 0.0608(11) Uiso 0.5 1 d . . P B 2
 C45 C 0.29999(17) 0.1445(6) 0.5408(6) 0.0727(14) Uani 1 1 d . . . . .
 H45A H 0.3216 0.1595 0.4824 0.109 Uiso 0.5 1 calc R . P A 1
 H45B H 0.3150 0.1142 0.6265 0.109 Uiso 0.5 1 calc R . P A 1
 H45C H 0.2791 0.0728 0.5039 0.109 Uiso 0.5 1 calc R . P A 1
 H45D H 0.2876 0.0701 0.5881 0.109 Uiso 0.5 1 calc R . P A 2
 H45E H 0.2971 0.1200 0.4481 0.109 Uiso 0.5 1 calc R . P A 2
 H45F H 0.3311 0.1565 0.5765 0.109 Uiso 0.5 1 calc R . P A 2
 H33 H 0.2446(14) 0.780(5) 0.376(4) 0.043(11) Uiso 1 1 d . . . . .
 H13 H 0.7451(17) 0.268(6) 0.847(5) 0.061(18) Uiso 1 1 d . . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C1 1.818(3) . ?
 S1 C4 1.816(3) . ?
 S2 C3 1.817(3) . ?
 S2 C4 1.833(3) . ?
 O6 C5 1.203(3) . ?
 O7 C5 1.349(3) . ?
 O7 C8 1.481(3) . ?
 O13 C12 1.430(4) . ?
 O13 H13 0.68(5) . ?
 C1 H1A 0.9900 . ?
 C1 H1B 0.9900 . ?
 C1 C2 1.518(4) . ?
 C2 H2A 0.9900 . ?
 C2 H2B 0.9900 . ?
 C2 C3 1.519(4) . ?
 C3 H3A 0.9900 . ?
 C3 H3B 0.9900 . ?
 C4 C5 1.531(3) . ?
 C4 C15 1.547(4) . ?
 C8 C9 1.525(4) . ?
 C8 C10 1.510(4) . ?
 C8 C15 1.549(4) . ?
 C9 H9A 0.9800 . ?
 C9 H9B 0.9800 . ?
 C9 H9C 0.9800 . ?
 C10 H10 0.9500 . ?
 C10 C11 1.321(5) . ?
 C11 H11 0.9500 . ?
 C11 C12 1.497(5) . ?
 C12 H12 1.0000 . ?
 C12 C14 1.520(4) . ?
 C14 H14A 0.9900 . ?
 C14 H14B 0.9900 . ?
 C14 C15 1.537(4) . ?
 C15 H15 1.0000 . ?
 S3 C21 1.821(3) . ?
 S3 C24 1.815(3) . ?
 S4 C23 1.813(3) . ?
 S4 C24 1.834(3) . ?
 O26 C25 1.198(3) . ?
 O27 C25 1.352(3) . ?
 O27 C28 1.477(3) . ?
 O33 C32 1.427(4) . ?
 O33 H33 0.84(5) . ?
 C21 H21A 0.9900 . ?
 C21 H21B 0.9900 . ?
 C21 C22 1.519(4) . ?
 C22 H22A 0.9900 . ?
 C22 H22B 0.9900 . ?
 C22 C23 1.519(4) . ?
 C23 H23A 0.9900 . ?
 C23 H23B 0.9900 . ?
 C24 C25 1.523(4) . ?
 C24 C35 1.546(4) . ?
 C28 C29 1.523(4) . ?
 C28 C30 1.510(4) . ?
 C28 C35 1.554(3) . ?
 C29 H29A 0.9800 . ?
 C29 H29B 0.9800 . ?
 C29 H29C 0.9800 . ?
 C30 H30 0.9500 . ?
 C30 C31 1.317(4) . ?
 C31 H31 0.9500 . ?
 C31 C32 1.500(4) . ?
 C32 H32 1.0000 . ?
 C32 C34 1.519(4) . ?
 C34 H34A 0.9900 . ?
 C34 H34B 0.9900 . ?
 C34 C35 1.534(4) . ?
 C35 H35 1.0000 . ?
 O43 C42 1.410(6) . ?
 O43 C44 1.361(6) . ?
 O43A C42A 1.410(6) . ?
 O43A C44A 1.361(6) . ?
 O46 C42 1.185(8) . ?
 O47 C44A 1.113(7) . ?
 C41 H41A 0.9800 . ?
 C41 H41B 0.9800 . ?
 C41 H41C 0.9800 . ?
 C41 H41D 0.9800 . ?
 C41 H41E 0.9800 . ?
 C41 H41F 0.9800 . ?
 C41 C42A 1.442(7) . ?
 C41 C42 1.442(7) . ?
 C42A H42A 0.9900 . ?
 C42A H42B 0.9900 . ?
 C44 H44A 0.9900 . ?
 C44 H44B 0.9900 . ?
 C44 C45 1.467(7) . ?
 C44A C45 1.467(7) . ?
 C45 H45A 0.9800 . ?
 C45 H45B 0.9800 . ?
 C45 H45C 0.9800 . ?
 C45 H45D 0.9800 . ?
 C45 H45E 0.9800 . ?
 C45 H45F 0.9800 . ?

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
 C4 S1 C1 102.80(13) . . ?
 C3 S2 C4 101.58(12) . . ?
 C5 O7 C8 111.89(19) . . ?
 C12 O13 H13 111(5) . . ?
 S1 C1 H1A 108.6 . . ?
 S1 C1 H1B 108.6 . . ?
 H1A C1 H1B 107.5 . . ?
 C2 C1 S1 114.9(2) . . ?
 C2 C1 H1A 108.6 . . ?
 C2 C1 H1B 108.6 . . ?
 C1 C2 H2A 109.0 . . ?
 C1 C2 H2B 109.0 . . ?
 C1 C2 C3 113.1(2) . . ?
 H2A C2 H2B 107.8 . . ?
 C3 C2 H2A 109.0 . . ?
 C3 C2 H2B 109.0 . . ?
 S2 C3 H3A 108.9 . . ?
 S2 C3 H3B 108.9 . . ?
 C2 C3 S2 113.5(2) . . ?
 C2 C3 H3A 108.9 . . ?
 C2 C3 H3B 108.9 . . ?
 H3A C3 H3B 107.7 . . ?
 S1 C4 S2 111.19(13) . . ?
 C5 C4 S1 114.05(17) . . ?
 C5 C4 S2 107.38(17) . . ?
 C5 C4 C15 102.48(19) . . ?
 C15 C4 S1 112.29(18) . . ?
 C15 C4 S2 108.97(17) . . ?
 O6 C5 O7 121.3(2) . . ?
 O6 C5 C4 128.5(2) . . ?
 O7 C5 C4 110.2(2) . . ?
 O7 C8 C9 107.6(2) . . ?
 O7 C8 C10 107.1(2) . . ?
 O7 C8 C15 103.9(2) . . ?
 C9 C8 C15 115.2(2) . . ?
 C10 C8 C9 108.1(2) . . ?
 C10 C8 C15 114.3(2) . . ?
 C8 C9 H9A 109.5 . . ?
 C8 C9 H9B 109.5 . . ?
 C8 C9 H9C 109.5 . . ?
 H9A C9 H9B 109.5 . . ?
 H9A C9 H9C 109.5 . . ?
 H9B C9 H9C 109.5 . . ?
 C8 C10 H10 118.4 . . ?
 C11 C10 C8 123.2(3) . . ?
 C11 C10 H10 118.4 . . ?
 C10 C11 H11 118.7 . . ?
 C10 C11 C12 122.7(3) . . ?
 C12 C11 H11 118.7 . . ?
 O13 C12 C11 108.1(3) . . ?
 O13 C12 H12 109.6 . . ?
 O13 C12 C14 110.2(3) . . ?
 C11 C12 H12 109.6 . . ?
 C11 C12 C14 109.7(2) . . ?
 C14 C12 H12 109.6 . . ?
 C12 C14 H14A 109.5 . . ?
 C12 C14 H14B 109.5 . . ?
 C12 C14 C15 110.6(2) . . ?
 H14A C14 H14B 108.1 . . ?
 C15 C14 H14A 109.5 . . ?
 C15 C14 H14B 109.5 . . ?
 C4 C15 C8 103.4(2) . . ?
 C4 C15 H15 109.5 . . ?
 C8 C15 H15 109.5 . . ?
 C14 C15 C4 112.4(2) . . ?
 C14 C15 C8 112.2(2) . . ?
 C14 C15 H15 109.5 . . ?
 C24 S3 C21 102.93(13) . . ?
 C23 S4 C24 101.54(13) . . ?
 C25 O27 C28 112.23(19) . . ?
 C32 O33 H33 111(3) . . ?
 S3 C21 H21A 108.6 . . ?
 S3 C21 H21B 108.6 . . ?
 H21A C21 H21B 107.5 . . ?
 C22 C21 S3 114.8(2) . . ?
 C22 C21 H21A 108.6 . . ?
 C22 C21 H21B 108.6 . . ?
 C21 C22 H22A 109.0 . . ?
 C21 C22 H22B 109.0 . . ?
 H22A C22 H22B 107.8 . . ?
 C23 C22 C21 113.1(2) . . ?
 C23 C22 H22A 109.0 . . ?
 C23 C22 H22B 109.0 . . ?
 S4 C23 H23A 108.9 . . ?
 S4 C23 H23B 108.9 . . ?
 C22 C23 S4 113.2(2) . . ?
 C22 C23 H23A 108.9 . . ?
 C22 C23 H23B 108.9 . . ?
 H23A C23 H23B 107.7 . . ?
 S3 C24 S4 111.62(14) . . ?
 C25 C24 S3 113.39(18) . . ?
 C25 C24 S4 107.97(18) . . ?
 C25 C24 C35 103.0(2) . . ?
 C35 C24 S3 111.99(18) . . ?
 C35 C24 S4 108.44(17) . . ?
 O26 C25 O27 121.3(2) . . ?
 O26 C25 C24 128.8(3) . . ?
 O27 C25 C24 109.9(2) . . ?
 O27 C28 C29 107.9(2) . . ?
 O27 C28 C30 107.3(2) . . ?
 O27 C28 C35 103.7(2) . . ?
 C29 C28 C35 114.6(2) . . ?
 C30 C28 C29 108.7(2) . . ?
 C30 C28 C35 114.1(2) . . ?
 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 . . ?
 C28 C30 H30 118.1 . . ?
 C31 C30 C28 123.9(3) . . ?
 C31 C30 H30 118.1 . . ?
 C30 C31 H31 119.0 . . ?
 C30 C31 C32 122.0(3) . . ?
 C32 C31 H31 119.0 . . ?
 O33 C32 C31 107.6(2) . . ?
 O33 C32 H32 109.6 . . ?
 O33 C32 C34 111.2(2) . . ?
 C31 C32 H32 109.6 . . ?
 C31 C32 C34 109.2(2) . . ?
 C34 C32 H32 109.6 . . ?
 C32 C34 H34A 109.5 . . ?
 C32 C34 H34B 109.5 . . ?
 C32 C34 C35 110.9(2) . . ?
 H34A C34 H34B 108.1 . . ?
 C35 C34 H34A 109.5 . . ?
 C35 C34 H34B 109.5 . . ?
 C24 C35 C28 103.3(2) . . ?
 C24 C35 H35 109.5 . . ?
 C28 C35 H35 109.5 . . ?
 C34 C35 C24 113.1(2) . . ?
 C34 C35 C28 111.7(2) . . ?
 C34 C35 H35 109.5 . . ?
 C44 O43 C42 117.1(4) . . ?
 C44A O43A C42A 117.1(4) . . ?
 H41A C41 H41B 109.5 . . ?
 H41A C41 H41C 109.5 . . ?
 H41B C41 H41C 109.5 . . ?
 H41D C41 H41E 109.5 . . ?
 H41D C41 H41F 109.5 . . ?
 H41E C41 H41F 109.5 . . ?
 C42A C41 H41D 109.5 . . ?
 C42A C41 H41E 109.5 . . ?
 C42A C41 H41F 109.5 . . ?
 C42 C41 H41A 109.5 . . ?
 C42 C41 H41B 109.5 . . ?
 C42 C41 H41C 109.5 . . ?
 O43A C42A C41 108.7(4) . . ?
 O43A C42A H42A 109.9 . . ?
 O43A C42A H42B 109.9 . . ?
 C41 C42A H42A 109.9 . . ?
 C41 C42A H42B 109.9 . . ?
 H42A C42A H42B 108.3 . . ?
 O43 C42 C41 108.7(4) . . ?
 O46 C42 O43 122.1(6) . . ?
 O46 C42 C41 129.1(7) . . ?
 O43 C44 H44A 109.8 . . ?
 O43 C44 H44B 109.8 . . ?
 O43 C44 C45 109.3(4) . . ?
 H44A C44 H44B 108.3 . . ?
 C45 C44 H44A 109.8 . . ?
 C45 C44 H44B 109.8 . . ?
 O43A C44A C45 109.3(4) . . ?
 O47 C44A O43A 122.9(6) . . ?
 O47 C44A C45 127.8(6) . . ?
 C44 C45 H45A 109.5 . . ?
 C44 C45 H45B 109.5 . . ?
 C44 C45 H45C 109.5 . . ?
 C44A C45 H45D 109.5 . . ?
 C44A C45 H45E 109.5 . . ?
 C44A C45 H45F 109.5 . . ?
 H45A C45 H45B 109.5 . . ?
 H45A C45 H45C 109.5 . . ?
 H45B C45 H45C 109.5 . . ?
 H45D C45 H45E 109.5 . . ?
 H45D C45 H45F 109.5 . . ?
 H45E C45 H45F 109.5 . . ?

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
 O33 H33 O13 0.84(5) 1.96(5) 2.803(4) 175(4) 3_666
 O13 H13 O33 0.68(5) 2.22(6) 2.841(4) 153(6) 2_646

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 C1 C2 C3 63.9(3) . . . . ?
 S1 C4 C5 O6 40.8(3) . . . . ?
 S1 C4 C5 O7 -140.48(18) . . . . ?
 S1 C4 C15 C8 150.00(17) . . . . ?
 S1 C4 C15 C14 28.8(3) . . . . ?
 S2 C4 C5 O6 -82.9(3) . . . . ?
 S2 C4 C5 O7 95.9(2) . . . . ?
 S2 C4 C15 C8 -86.4(2) . . . . ?
 S2 C4 C15 C14 152.42(18) . . . . ?
 O7 C8 C10 C11 -124.2(3) . . . . ?
 O7 C8 C15 C4 -26.6(2) . . . . ?
 O7 C8 C15 C14 94.7(2) . . . . ?
 O13 C12 C14 C15 -175.3(2) . . . . ?
 C1 S1 C4 S2 55.40(16) . . . . ?
 C1 S1 C4 C5 -66.2(2) . . . . ?
 C1 S1 C4 C15 177.80(18) . . . . ?
 C1 C2 C3 S2 -66.5(3) . . . . ?
 C3 S2 C4 S1 -57.42(16) . . . . ?
 C3 S2 C4 C5 67.98(19) . . . . ?
 C3 S2 C4 C15 178.28(17) . . . . ?
 C4 S1 C1 C2 -56.4(2) . . . . ?
 C4 S2 C3 C2 60.8(2) . . . . ?
 C5 O7 C8 C9 -106.6(2) . . . . ?
 C5 O7 C8 C10 137.4(2) . . . . ?
 C5 O7 C8 C15 16.1(3) . . . . ?
 C5 C4 C15 C8 27.2(2) . . . . ?
 C5 C4 C15 C14 -94.0(2) . . . . ?
 C8 O7 C5 O6 -179.3(2) . . . . ?
 C8 O7 C5 C4 1.8(3) . . . . ?
 C8 C10 C11 C12 7.3(5) . . . . ?
 C9 C8 C10 C11 120.1(3) . . . . ?
 C9 C8 C15 C4 90.8(2) . . . . ?
 C9 C8 C15 C14 -147.8(2) . . . . ?
 C10 C8 C15 C4 -142.9(2) . . . . ?
 C10 C8 C15 C14 -21.6(3) . . . . ?
 C10 C11 C12 O13 146.7(3) . . . . ?
 C10 C11 C12 C14 26.5(4) . . . . ?
 C11 C12 C14 C15 -56.4(3) . . . . ?
 C12 C14 C15 C4 170.6(2) . . . . ?
 C12 C14 C15 C8 54.6(3) . . . . ?
 C15 C4 C5 O6 162.4(3) . . . . ?
 C15 C4 C5 O7 -18.9(3) . . . . ?
 C15 C8 C10 C11 -9.7(4) . . . . ?
 S3 C21 C22 C23 -64.1(3) . . . . ?
 S3 C24 C25 O26 -41.4(4) . . . . ?
 S3 C24 C25 O27 139.67(19) . . . . ?
 S3 C24 C35 C28 -148.83(18) . . . . ?
 S3 C24 C35 C34 -27.9(3) . . . . ?
 S4 C24 C25 O26 82.8(3) . . . . ?
 S4 C24 C25 O27 -96.1(2) . . . . ?
 S4 C24 C35 C28 87.6(2) . . . . ?
 S4 C24 C35 C34 -151.47(18) . . . . ?
 O27 C28 C30 C31 125.3(3) . . . . ?
 O27 C28 C35 C24 26.0(3) . . . . ?
 O27 C28 C35 C34 -95.9(2) . . . . ?
 O33 C32 C34 C35 176.5(2) . . . . ?
 C21 S3 C24 S4 -54.50(17) . . . . ?
 C21 S3 C24 C25 67.7(2) . . . . ?
 C21 S3 C24 C35 -176.30(18) . . . . ?
 C21 C22 C23 S4 67.3(3) . . . . ?
 C23 S4 C24 S3 57.07(16) . . . . ?
 C23 S4 C24 C25 -68.2(2) . . . . ?
 C23 S4 C24 C35 -179.10(17) . . . . ?
 C24 S3 C21 C22 55.6(2) . . . . ?
 C24 S4 C23 C22 -61.2(2) . . . . ?
 C25 O27 C28 C29 106.2(2) . . . . ?
 C25 O27 C28 C30 -136.9(2) . . . . ?
 C25 O27 C28 C35 -15.8(3) . . . . ?
 C25 C24 C35 C28 -26.7(3) . . . . ?
 C25 C24 C35 C34 94.3(2) . . . . ?
 C28 O27 C25 O26 179.3(2) . . . . ?
 C28 O27 C25 C24 -1.7(3) . . . . ?
 C28 C30 C31 C32 -7.5(4) . . . . ?
 C29 C28 C30 C31 -118.3(3) . . . . ?
 C29 C28 C35 C24 -91.4(3) . . . . ?
 C29 C28 C35 C34 146.7(2) . . . . ?
 C30 C28 C35 C24 142.4(2) . . . . ?
 C30 C28 C35 C34 20.5(3) . . . . ?
 C30 C31 C32 O33 -148.2(3) . . . . ?
 C30 C31 C32 C34 -27.4(4) . . . . ?
 C31 C32 C34 C35 57.8(3) . . . . ?
 C32 C34 C35 C24 -170.9(2) . . . . ?
 C32 C34 C35 C28 -54.8(3) . . . . ?
 C35 C24 C25 O26 -162.6(3) . . . . ?
 C35 C24 C25 O27 18.5(3) . . . . ?
 C35 C28 C30 C31 11.0(4) . . . . ?
 C42A O43A C44A O47 -5.1(8) . . . . ?
 C42A O43A C44A C45 171.4(4) . . . . ?
 C42 O43 C44 C45 171.4(4) . . . . ?
 C44 O43 C42 O46 -8.9(8) . . . . ?
 C44 O43 C42 C41 173.9(4) . . . . ?
 C44A O43A C42A C41 173.9(4) . . . . ?

_shelx_SHELXL_version_number      '2014/7'

_olex2_submission_special_instructions 'No special instructions were received'
