#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/42/4024270.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_4024270
loop_
_publ_author_name
'Ying Cheng'
'Yang-Guang Ma'
'Xiao-Rong Wang'
'Jun-Ming Mo'
_publ_section_title
;
An Unprecedented Chemospecific and Stereoselective Tandem Nucleophilic
Addition/Cycloaddition Reaction of Nucleophilic Carbenes with Ketenimines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              850
_journal_page_last               855
_journal_paper_doi               10.1021/jo802289s
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C33 H35 N3 O4.50 S'
_chemical_formula_sum            'C33 H35 N3 O4.5 S'
_chemical_formula_weight         577.70
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.842(2)
_cell_angle_beta                 111.425(3)
_cell_angle_gamma                97.1790(10)
_cell_formula_units_Z            2
_cell_length_a                   10.5847(10)
_cell_length_b                   11.1324(12)
_cell_length_c                   13.8283(15)
_cell_measurement_reflns_used    4782
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      28.7
_cell_measurement_theta_min      1.9
_cell_volume                     1440.2(3)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 14.63
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17440
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         2.12
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_T_max  0.9844
_exptl_absorpt_correction_T_min  0.9782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6824
_refine_ls_number_restraints     40
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0538P)²+0.3551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1084
_reflns_number_gt                5917
_reflns_number_total             6824
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo802289s_si_003.cif
_cod_data_source_block           shelxl
_cod_original_formula_sum        'C33 H35 N3 O4.50 S'
_cod_database_code               4024270
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.39371(4) 0.86052(3) 0.37112(3) 0.01764(9) Uani 1 1 d . . .
O1 O -0.13176(12) 0.74810(11) 0.18956(9) 0.0327(3) Uani 1 1 d . . .
O2 O 0.07068(11) 0.72635(10) 0.30544(9) 0.0249(2) Uani 1 1 d . . .
O3 O 0.16773(12) 1.07887(12) 0.11513(9) 0.0312(3) Uani 1 1 d . . .
O4 O 0.32363(13) 1.02530(13) 0.05037(9) 0.0339(3) Uani 1 1 d . . .
N1 N 0.20984(12) 0.78105(11) 0.16545(9) 0.0187(2) Uani 1 1 d . . .
N2 N 0.26349(12) 1.09625(11) 0.34380(9) 0.0162(2) Uani 1 1 d . . .
N3 N 0.47867(12) 1.21567(11) 0.37633(9) 0.0181(2) Uani 1 1 d . . .
C1 C 0.27328(14) 0.89904(13) 0.25135(11) 0.0154(3) Uani 1 1 d . . .
C2 C 0.25349(15) 0.67547(13) 0.19226(12) 0.0195(3) Uani 1 1 d . . .
C3 C 0.35161(15) 0.70036(13) 0.29937(12) 0.0186(3) Uani 1 1 d . . .
C4 C 0.40169(15) 0.60586(14) 0.34045(13) 0.0232(3) Uani 1 1 d . . .
H4 H 0.4668 0.6247 0.4136 0.028 Uiso 1 1 calc R . .
C5 C 0.35485(17) 0.48177(15) 0.27233(14) 0.0279(3) Uani 1 1 d . . .
H5 H 0.3891 0.4153 0.2987 0.033 Uiso 1 1 calc R . .
C6 C 0.25873(17) 0.45561(15) 0.16666(15) 0.0295(4) Uani 1 1 d . . .
H6 H 0.2274 0.3708 0.1211 0.035 Uiso 1 1 calc R . .
C7 C 0.20646(16) 0.55146(14) 0.12525(13) 0.0249(3) Uani 1 1 d . . .
H7 H 0.1399 0.5321 0.0525 0.030 Uiso 1 1 calc R . .
C8 C 0.09081(15) 0.76766(14) 0.06395(11) 0.0217(3) Uani 1 1 d . . .
H8A H 0.0572 0.8469 0.0700 0.026 Uiso 1 1 calc R . .
H8B H 0.0144 0.6988 0.0543 0.026 Uiso 1 1 calc R . .
C9 C 0.12294(19) 0.73888(17) -0.03673(13) 0.0333(4) Uani 1 1 d . . .
H9A H 0.2016 0.8042 -0.0266 0.050 Uiso 1 1 calc R . .
H9B H 0.0410 0.7378 -0.1002 0.050 Uiso 1 1 calc R . .
H9C H 0.1469 0.6561 -0.0480 0.050 Uiso 1 1 calc R . .
C10 C 0.18245(14) 0.97162(13) 0.29418(11) 0.0157(3) Uani 1 1 d . . .
C11 C 0.05490(14) 0.93027(13) 0.28926(11) 0.0176(3) Uani 1 1 d . . .
C12 C -0.01221(15) 0.79316(14) 0.25317(11) 0.0197(3) Uani 1 1 d . . .
C13 C 0.01321(18) 0.59221(14) 0.27785(16) 0.0316(4) Uani 1 1 d . . .
H13A H -0.0459 0.5785 0.3166 0.047 Uiso 1 1 calc R . .
H13B H 0.0892 0.5484 0.2988 0.047 Uiso 1 1 calc R . .
H13C H -0.0426 0.5590 0.1995 0.047 Uiso 1 1 calc R . .
C14 C -0.03380(15) 1.01447(15) 0.32029(13) 0.0247(3) Uani 1 1 d . . .
H14A H -0.0130 1.0292 0.3976 0.037 Uiso 1 1 calc R . .
H14B H -0.1325 0.9733 0.2773 0.037 Uiso 1 1 calc R . .
H14C H -0.0135 1.0955 0.3060 0.037 Uiso 1 1 calc R . .
C15 C 0.25232(14) 1.18532(13) 0.43129(11) 0.0165(3) Uani 1 1 d . . .
C16 C 0.26261(15) 1.15235(14) 0.52450(12) 0.0211(3) Uani 1 1 d . . .
H16 H 0.2718 1.0698 0.5292 0.025 Uiso 1 1 calc R . .
C17 C 0.25931(16) 1.24196(17) 0.61079(13) 0.0288(4) Uani 1 1 d . . .
H17 H 0.2655 1.2206 0.6749 0.035 Uiso 1 1 calc R . .
C18 C 0.24712(16) 1.36173(17) 0.60361(14) 0.0332(4) Uani 1 1 d . . .
H18 H 0.2471 1.4231 0.6636 0.040 Uiso 1 1 calc R . .
C19 C 0.23490(16) 1.39350(15) 0.50997(15) 0.0302(4) Uani 1 1 d . . .
H19 H 0.2255 1.4761 0.5055 0.036 Uiso 1 1 calc R . .
C20 C 0.23632(15) 1.30451(14) 0.42245(13) 0.0229(3) Uani 1 1 d . . .
H20 H 0.2264 1.3252 0.3574 0.028 Uiso 1 1 calc R . .
C21 C 0.36173(14) 1.00495(13) 0.22605(11) 0.0164(3) Uani 1 1 d . . .
C22 C 0.27083(16) 1.03943(14) 0.12454(11) 0.0207(3) Uani 1 1 d . . .
C23 C 0.2480(2) 1.0634(3) -0.04465(16) 0.0541(6) Uani 1 1 d . . .
H23A H 0.1512 1.0149 -0.0791 0.081 Uiso 1 1 calc R . .
H23B H 0.2918 1.0471 -0.0962 0.081 Uiso 1 1 calc R . .
H23C H 0.2502 1.1539 -0.0227 0.081 Uiso 1 1 calc R . .
C24 C 0.49316(15) 0.96751(14) 0.21941(12) 0.0207(3) Uani 1 1 d . . .
H24A H 0.5352 1.0252 0.1897 0.031 Uiso 1 1 calc R . .
H24B H 0.4687 0.8808 0.1721 0.031 Uiso 1 1 calc R . .
H24C H 0.5598 0.9725 0.2922 0.031 Uiso 1 1 calc R . .
C25 C 0.38093(14) 1.11811(13) 0.32065(11) 0.0158(3) Uani 1 1 d . . .
C26 C 0.59690(15) 1.24282(13) 0.35264(12) 0.0184(3) Uani 1 1 d . . .
C27 C 0.58767(16) 1.27215(14) 0.25783(12) 0.0223(3) Uani 1 1 d . . .
H27 H 0.4996 1.2725 0.2054 0.027 Uiso 1 1 calc R . .
C28 C 0.70733(17) 1.30091(15) 0.23985(14) 0.0269(3) Uani 1 1 d . . .
H28 H 0.7004 1.3193 0.1745 0.032 Uiso 1 1 calc R . .
C29 C 0.83633(17) 1.30296(15) 0.31643(14) 0.0275(3) Uani 1 1 d . . .
H29 H 0.9177 1.3219 0.3035 0.033 Uiso 1 1 calc R . .
C30 C 0.84635(16) 1.27718(14) 0.41231(13) 0.0251(3) Uani 1 1 d . . .
H30 H 0.9350 1.2795 0.4654 0.030 Uiso 1 1 calc R . .
C31 C 0.72756(15) 1.24799(14) 0.43110(12) 0.0214(3) Uani 1 1 d . . .
H31 H 0.7352 1.2315 0.4973 0.026 Uiso 1 1 calc R . .
O5 O 0.4898(4) 0.3895(3) 1.0466(3) 0.0569(8) Uani 0.50 1 d PDU . .
C32 C 0.5610(9) 0.5259(6) 1.0974(4) 0.0300(16) Uani 0.50 1 d PDU . .
H32A H 0.5467 0.5574 1.1622 0.036 Uiso 0.50 1 d PR . .
H32B H 0.6594 0.5362 1.1167 0.036 Uiso 0.50 1 d PR . .
C33 C 0.5010(6) 0.5939(4) 1.0156(4) 0.0465(12) Uani 0.50 1 d PDU . .
H33A H 0.4358 0.6372 1.0332 0.056 Uiso 0.50 1 d PR . .
H33B H 0.5732 0.6544 1.0147 0.056 Uiso 0.50 1 d PR . .
C34 C 0.4322(13) 0.4907(7) 0.9066(6) 0.063(3) Uani 0.50 1 d PDU . .
H34A H 0.4614 0.5113 0.8530 0.076 Uiso 0.50 1 d PR . .
H34B H 0.3327 0.4779 0.8804 0.076 Uiso 0.50 1 d PR . .
C35 C 0.4749(5) 0.3696(5) 0.9344(3) 0.0407(11) Uani 0.50 1 d PDU . .
H35A H 0.5623 0.3652 0.9292 0.049 Uiso 0.50 1 d PR . .
H35B H 0.4073 0.2930 0.8875 0.049 Uiso 0.50 1 d PR . .
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
C3 S1 C1 91.88(7) . . ?
C12 O2 C13 116.67(12) . . ?
C22 O4 C23 114.79(14) . . ?
C2 N1 C1 115.30(11) . . ?
C2 N1 C8 121.00(12) . . ?
C1 N1 C8 122.86(11) . . ?
C25 N2 C10 113.75(11) . . ?
C25 N2 C15 119.91(11) . . ?
C10 N2 C15 124.51(11) . . ?
C25 N3 C26 122.27(12) . . ?
N1 C1 C10 119.77(12) . . ?
N1 C1 C21 115.18(11) . . ?
C10 C1 C21 102.49(10) . . ?
N1 C1 S1 106.34(9) . . ?
C10 C1 S1 104.42(9) . . ?
C21 C1 S1 107.69(9) . . ?
C7 C2 N1 126.49(14) . . ?
C7 C2 C3 118.88(14) . . ?
N1 C2 C3 114.60(12) . . ?
C4 C3 C2 122.12(14) . . ?
C4 C3 S1 125.97(12) . . ?
C2 C3 S1 111.87(11) . . ?
C3 C4 C5 118.62(15) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 120.04(15) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 121.35(15) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 118.98(15) . . ?
C2 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
N1 C8 C9 114.18(13) . . ?
N1 C8 H8A 108.7 . . ?
C9 C8 H8A 108.7 . . ?
N1 C8 H8B 108.7 . . ?
C9 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 N2 125.94(12) . . ?
C11 C10 C1 129.69(12) . . ?
N2 C10 C1 104.36(11) . . ?
C10 C11 C12 122.02(13) . . ?
C10 C11 C14 124.81(13) . . ?
C12 C11 C14 113.17(12) . . ?
O1 C12 O2 123.24(14) . . ?
O1 C12 C11 123.99(14) . . ?
O2 C12 C11 112.56(12) . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 121.16(13) . . ?
C20 C15 N2 119.14(13) . . ?
C16 C15 N2 119.66(13) . . ?
C15 C16 C17 118.96(15) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C18 C17 C16 120.17(15) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.62(14) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C20 119.92(15) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 C19 119.14(15) . . ?
C15 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C24 C21 C25 117.49(12) . . ?
C24 C21 C22 113.11(11) . . ?
C25 C21 C22 103.71(11) . . ?
C24 C21 C1 111.38(11) . . ?
C25 C21 C1 98.82(10) . . ?
C22 C21 C1 111.31(11) . . ?
O3 C22 O4 123.74(14) . . ?
O3 C22 C21 124.42(13) . . ?
O4 C22 C21 111.78(12) . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 N2 120.89(12) . . ?
N3 C25 C21 132.47(12) . . ?
N2 C25 C21 106.61(11) . . ?
C27 C26 C31 119.43(13) . . ?
C27 C26 N3 122.37(13) . . ?
C31 C26 N3 118.06(13) . . ?
C28 C27 C26 120.00(14) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C29 C28 C27 120.49(15) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 119.66(14) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C29 C30 C31 120.40(15) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C26 119.96(14) . . ?
C30 C31 H31 120.0 . . ?
C26 C31 H31 120.0 . . ?
C33 O5 C34 81.1(6) 2_667 2_667 ?
C33 O5 C35 20.1(4) 2_667 . ?
C34 O5 C35 101.2(5) 2_667 . ?
C33 O5 C32 82.4(4) 2_667 . ?
C34 O5 C32 6.4(9) 2_667 . ?
C35 O5 C32 102.4(3) . . ?
C34 C32 C35 145(4) 2_667 2_667 ?
C34 C32 O5 46(5) 2_667 . ?
C35 C32 O5 129.9(6) 2_667 . ?
C34 C32 C33 122(3) 2_667 . ?
C35 C32 C33 25.9(2) 2_667 . ?
O5 C32 C33 107.3(4) . . ?
C34 C32 C33 49(4) 2_667 2_667 ?
C35 C32 C33 106.0(4) 2_667 2_667 ?
O5 C32 C33 34.8(3) . 2_667 ?
C33 C32 C33 80.1(4) . 2_667 ?
C34 C32 H32A 125.5 2_667 . ?
C35 C32 H32A 89.4 2_667 . ?
O5 C32 H32A 109.5 . . ?
C33 C32 H32A 111.5 . . ?
C33 C32 H32A 141.6 2_667 . ?
C34 C32 H32B 64.0 2_667 . ?
C35 C32 H32B 106.6 2_667 . ?
O5 C32 H32B 110.1 . . ?
C33 C32 H32B 110.0 . . ?
C33 C32 H32B 100.6 2_667 . ?
H32A C32 H32B 108.4 . . ?
C35 C33 O5 129.8(10) 2_667 2_667 ?
C35 C33 C32 67.5(7) 2_667 . ?
O5 C33 C32 139.7(6) 2_667 . ?
C35 C33 C34 169.4(10) 2_667 . ?
O5 C33 C34 60.8(5) 2_667 . ?
C32 C33 C34 105.0(4) . . ?
C35 C33 C34 73.4(7) 2_667 2_667 ?
O5 C33 C34 134.3(7) 2_667 2_667 ?
C32 C33 C34 6.3(5) . 2_667 ?
C34 C33 C34 99.5(4) . 2_667 ?
C35 C33 C32 166.6(9) 2_667 2_667 ?
O5 C33 C32 62.8(4) 2_667 2_667 ?
C32 C33 C32 99.9(4) . 2_667 ?
C34 C33 C32 5.9(6) . 2_667 ?
C34 C33 C32 94.2(5) 2_667 2_667 ?
C35 C33 C33 120.8(8) 2_667 2_667 ?
O5 C33 C33 100.8(5) 2_667 2_667 ?
C32 C33 C33 53.5(3) . 2_667 ?
C34 C33 C33 51.5(3) . 2_667 ?
C34 C33 C33 47.9(3) 2_667 2_667 ?
C32 C33 C33 46.3(3) 2_667 2_667 ?
C35 C33 H33A 65.3 2_667 . ?
O5 C33 H33A 110.4 2_667 . ?
C32 C33 H33A 109.8 . . ?
C34 C33 H33A 112.6 . . ?
C34 C33 H33A 115.3 2_667 . ?
C32 C33 H33A 117.7 2_667 . ?
C33 C33 H33A 129.0 2_667 . ?
C35 C33 H33B 80.2 2_667 . ?
O5 C33 H33B 52.8 2_667 . ?
C32 C33 H33B 110.5 . . ?
C34 C33 H33B 109.9 . . ?
C34 C33 H33B 110.3 2_667 . ?
C32 C33 H33B 109.6 2_667 . ?
C33 C33 H33B 122.1 2_667 . ?
H33A C33 H33B 109.0 . . ?
C32 C34 O5 128(6) 2_667 2_667 ?
C32 C34 C33 125(4) 2_667 . ?
O5 C34 C33 38.1(3) 2_667 . ?
C32 C34 C35 31(3) 2_667 . ?
O5 C34 C35 126.5(8) 2_667 . ?
C33 C34 C35 104.0(4) . . ?
C32 C34 C33 52(3) 2_667 2_667 ?
O5 C34 C33 107.9(6) 2_667 2_667 ?
C33 C34 C33 80.5(4) . 2_667 ?
C35 C34 C33 23.7(2) . 2_667 ?
C32 C34 H34A 83.3 2_667 . ?
O5 C34 H34A 74.7 2_667 . ?
C33 C34 H34A 112.2 . . ?
C35 C34 H34A 112.7 . . ?
C33 C34 H34A 126.3 2_667 . ?
C32 C34 H34B 113.7 2_667 . ?
O5 C34 H34B 118.4 2_667 . ?
C33 C34 H34B 109.7 . . ?
C35 C34 H34B 108.8 . . ?
C33 C34 H34B 114.6 2_667 . ?
H34A C34 H34B 109.2 . . ?
C33 C35 C32 86.6(8) 2_667 2_667 ?
C33 C35 O5 30.1(6) 2_667 . ?
C32 C35 O5 108.3(4) 2_667 . ?
C33 C35 C34 82.9(8) 2_667 . ?
C32 C35 C34 4.4(6) 2_667 . ?
O5 C35 C34 104.0(4) . . ?
C33 C35 H35A 98.4 2_667 . ?
C32 C35 H35A 105.8 2_667 . ?
O5 C35 H35A 110.9 . . ?
C34 C35 H35A 108.7 . . ?
C33 C35 H35B 140.4 2_667 . ?
C32 C35 H35B 111.7 2_667 . ?
O5 C35 H35B 111.0 . . ?
C34 C35 H35B 113.2 . . ?
H35A C35 H35B 109.0 . . ?
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 C3 1.7476(14) . ?
S1 C1 1.8606(14) . ?
O1 C12 1.2077(18) . ?
O2 C12 1.3358(18) . ?
O2 C13 1.4477(18) . ?
O3 C22 1.2008(19) . ?
O4 C22 1.3258(18) . ?
O4 C23 1.453(2) . ?
N1 C2 1.3917(19) . ?
N1 C1 1.4458(17) . ?
N1 C8 1.4655(18) . ?
N2 C25 1.3988(17) . ?
N2 C10 1.4075(17) . ?
N2 C15 1.4357(16) . ?
N3 C25 1.2682(18) . ?
N3 C26 1.4190(17) . ?
C1 C10 1.5249(18) . ?
C1 C21 1.5924(19) . ?
C2 C7 1.391(2) . ?
C2 C3 1.404(2) . ?
C3 C4 1.377(2) . ?
C4 C5 1.397(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.400(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.527(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.3427(19) . ?
C11 C12 1.488(2) . ?
C11 C14 1.5099(19) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C20 1.385(2) . ?
C15 C16 1.388(2) . ?
C16 C17 1.389(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.377(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C24 1.5293(19) . ?
C21 C25 1.5326(18) . ?
C21 C22 1.5455(19) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 C27 1.393(2) . ?
C26 C31 1.396(2) . ?
C27 C28 1.390(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.383(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.388(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(2) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
O5 C33 0.956(5) 2_667 ?
O5 C34 1.353(10) 2_667 ?
O5 C35 1.463(4) . ?
O5 C32 1.490(6) . ?
C32 C34 0.210(15) 2_667 ?
C32 C35 1.382(9) 2_667 ?
C32 C33 1.493(6) . ?
C32 C33 1.660(8) 2_667 ?
C32 H32A 0.9601 . ?
C32 H32B 0.9600 . ?
C33 C35 0.654(5) 2_667 ?
C33 O5 0.956(5) 2_667 ?
C33 C34 1.531(7) . ?
C33 C34 1.614(10) 2_667 ?
C33 C32 1.660(8) 2_667 ?
C33 C33 2.034(9) 2_667 ?
C33 H33A 0.9600 . ?
C33 H33B 0.9599 . ?
C34 C32 0.210(15) 2_667 ?
C34 O5 1.353(9) 2_667 ?
C34 C35 1.558(7) . ?
C34 C33 1.614(10) 2_667 ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C35 C33 0.654(5) 2_667 ?
C35 C32 1.382(9) 2_667 ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
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
C2 N1 C1 C10 -118.45(14) . . . . ?
C8 N1 C1 C10 51.14(18) . . . . ?
C2 N1 C1 C21 118.56(13) . . . . ?
C8 N1 C1 C21 -71.85(16) . . . . ?
C2 N1 C1 S1 -0.63(14) . . . . ?
C8 N1 C1 S1 168.96(10) . . . . ?
C3 S1 C1 N1 0.38(10) . . . . ?
C3 S1 C1 C10 127.95(9) . . . . ?
C3 S1 C1 C21 -123.60(9) . . . . ?
C1 N1 C2 C7 178.56(13) . . . . ?
C8 N1 C2 C7 8.8(2) . . . . ?
C1 N1 C2 C3 0.63(18) . . . . ?
C8 N1 C2 C3 -169.17(12) . . . . ?
C7 C2 C3 C4 -0.6(2) . . . . ?
N1 C2 C3 C4 177.46(13) . . . . ?
C7 C2 C3 S1 -178.39(11) . . . . ?
N1 C2 C3 S1 -0.30(16) . . . . ?
C1 S1 C3 C4 -177.72(13) . . . . ?
C1 S1 C3 C2 -0.06(11) . . . . ?
C2 C3 C4 C5 1.2(2) . . . . ?
S1 C3 C4 C5 178.62(11) . . . . ?
C3 C4 C5 C6 -0.9(2) . . . . ?
C4 C5 C6 C7 0.2(2) . . . . ?
N1 C2 C7 C6 -178.02(14) . . . . ?
C3 C2 C7 C6 -0.2(2) . . . . ?
C5 C6 C7 C2 0.4(2) . . . . ?
C2 N1 C8 C9 -76.57(17) . . . . ?
C1 N1 C8 C9 114.42(15) . . . . ?
C25 N2 C10 C11 -169.37(13) . . . . ?
C15 N2 C10 C11 26.1(2) . . . . ?
C25 N2 C10 C1 11.50(15) . . . . ?
C15 N2 C10 C1 -153.02(12) . . . . ?
N1 C1 C10 C11 21.8(2) . . . . ?
C21 C1 C10 C11 150.79(14) . . . . ?
S1 C1 C10 C11 -96.98(15) . . . . ?
N1 C1 C10 N2 -159.09(11) . . . . ?
C21 C1 C10 N2 -30.13(13) . . . . ?
S1 C1 C10 N2 82.10(10) . . . . ?
N2 C10 C11 C12 -168.66(13) . . . . ?
C1 C10 C11 C12 10.2(2) . . . . ?
N2 C10 C11 C14 10.4(2) . . . . ?
C1 C10 C11 C14 -170.70(14) . . . . ?
C13 O2 C12 O1 3.5(2) . . . . ?
C13 O2 C12 C11 178.47(12) . . . . ?
C10 C11 C12 O1 -134.44(16) . . . . ?
C14 C11 C12 O1 46.40(19) . . . . ?
C10 C11 C12 O2 50.67(18) . . . . ?
C14 C11 C12 O2 -128.49(13) . . . . ?
C25 N2 C15 C20 67.65(17) . . . . ?
C10 N2 C15 C20 -128.72(15) . . . . ?
C25 N2 C15 C16 -110.08(15) . . . . ?
C10 N2 C15 C16 53.55(18) . . . . ?
C20 C15 C16 C17 -1.2(2) . . . . ?
N2 C15 C16 C17 176.48(13) . . . . ?
C15 C16 C17 C18 -0.5(2) . . . . ?
C16 C17 C18 C19 1.5(2) . . . . ?
C17 C18 C19 C20 -0.7(2) . . . . ?
C16 C15 C20 C19 2.0(2) . . . . ?
N2 C15 C20 C19 -175.71(13) . . . . ?
C18 C19 C20 C15 -1.0(2) . . . . ?
N1 C1 C21 C24 -67.83(15) . . . . ?
C10 C1 C21 C24 160.39(11) . . . . ?
S1 C1 C21 C24 50.61(12) . . . . ?
N1 C1 C21 C25 167.94(11) . . . . ?
C10 C1 C21 C25 36.17(12) . . . . ?
S1 C1 C21 C25 -73.61(10) . . . . ?
N1 C1 C21 C22 59.40(15) . . . . ?
C10 C1 C21 C22 -72.37(13) . . . . ?
S1 C1 C21 C22 177.85(9) . . . . ?
C23 O4 C22 O3 0.9(2) . . . . ?
C23 O4 C22 C21 -176.44(15) . . . . ?
C24 C21 C22 O3 -175.25(14) . . . . ?
C25 C21 C22 O3 -46.88(18) . . . . ?
C1 C21 C22 O3 58.46(19) . . . . ?
C24 C21 C22 O4 2.09(17) . . . . ?
C25 C21 C22 O4 130.46(13) . . . . ?
C1 C21 C22 O4 -124.20(13) . . . . ?
C26 N3 C25 N2 -177.79(12) . . . . ?
C26 N3 C25 C21 4.5(2) . . . . ?
C10 N2 C25 N3 -164.98(13) . . . . ?
C15 N2 C25 N3 0.32(19) . . . . ?
C10 N2 C25 C21 13.26(15) . . . . ?
C15 N2 C25 C21 178.57(11) . . . . ?
C24 C21 C25 N3 27.8(2) . . . . ?
C22 C21 C25 N3 -97.80(17) . . . . ?
C1 C21 C25 N3 147.59(15) . . . . ?
C24 C21 C25 N2 -150.14(12) . . . . ?
C22 C21 C25 N2 84.24(12) . . . . ?
C1 C21 C25 N2 -30.37(13) . . . . ?
C25 N3 C26 C27 66.33(19) . . . . ?
C25 N3 C26 C31 -117.89(15) . . . . ?
C31 C26 C27 C28 2.8(2) . . . . ?
N3 C26 C27 C28 178.48(13) . . . . ?
C26 C27 C28 C29 -1.2(2) . . . . ?
C27 C28 C29 C30 -0.6(2) . . . . ?
C28 C29 C30 C31 0.7(2) . . . . ?
C29 C30 C31 C26 0.8(2) . . . . ?
C27 C26 C31 C30 -2.6(2) . . . . ?
N3 C26 C31 C30 -178.49(13) . . . . ?
C33 O5 C32 C34 -78(4) 2_667 . . 2_667 ?
C35 O5 C32 C34 -80(5) . . . 2_667 ?
C33 O5 C32 C35 55.0(8) 2_667 . . 2_667 ?
C34 O5 C32 C35 133(5) 2_667 . . 2_667 ?
C35 O5 C32 C35 52.9(9) . . . 2_667 ?
C33 O5 C32 C33 40.1(7) 2_667 . . . ?
C34 O5 C32 C33 118(5) 2_667 . . . ?
C35 O5 C32 C33 38.1(6) . . . . ?
C34 O5 C32 C33 78(4) 2_667 . . 2_667 ?
C35 O5 C32 C33 -2.0(5) . . . 2_667 ?
C34 C32 C33 C35 -158(7) 2_667 . . 2_667 ?
O5 C32 C33 C35 153.3(9) . . . 2_667 ?
C33 C32 C33 C35 175.2(11) 2_667 . . 2_667 ?
C34 C32 C33 O5 -33(7) 2_667 . . 2_667 ?
C35 C32 C33 O5 125.6(14) 2_667 . . 2_667 ?
O5 C32 C33 O5 -81.1(10) . . . 2_667 ?
C33 C32 C33 O5 -59.2(8) 2_667 . . 2_667 ?
C34 C32 C33 C34 30(7) 2_667 . . . ?
C35 C32 C33 C34 -172.1(11) 2_667 . . . ?
O5 C32 C33 C34 -18.8(11) . . . . ?
C33 C32 C33 C34 3.1(9) 2_667 . . . ?
C35 C32 C33 C34 158(7) 2_667 . . 2_667 ?
O5 C32 C33 C34 -49(6) . . . 2_667 ?
C33 C32 C33 C34 -27(7) 2_667 . . 2_667 ?
C34 C32 C33 C32 27(7) 2_667 . . 2_667 ?
C35 C32 C33 C32 -175.2(11) 2_667 . . 2_667 ?
O5 C32 C33 C32 -21.9(4) . . . 2_667 ?
C33 C32 C33 C32 0.0 2_667 . . 2_667 ?
C34 C32 C33 C33 27(7) 2_667 . . 2_667 ?
C35 C32 C33 C33 -175.2(11) 2_667 . . 2_667 ?
O5 C32 C33 C33 -21.9(4) . . . 2_667 ?
C35 C33 C34 C32 -74(10) 2_667 . . 2_667 ?
O5 C33 C34 C32 108(7) 2_667 . . 2_667 ?
C32 C33 C34 C32 -31(7) . . . 2_667 ?
C34 C33 C34 C32 -28(6) 2_667 . . 2_667 ?
C33 C33 C34 C32 -28(6) 2_667 . . 2_667 ?
C35 C33 C34 O5 178(6) 2_667 . . 2_667 ?
C32 C33 C34 O5 -139.0(7) . . . 2_667 ?
C34 C33 C34 O5 -135.8(9) 2_667 . . 2_667 ?
C32 C33 C34 O5 -108(7) 2_667 . . 2_667 ?
C33 C33 C34 O5 -135.8(9) 2_667 . . 2_667 ?
C35 C33 C34 C35 -50(6) 2_667 . . . ?
O5 C33 C34 C35 132.5(10) 2_667 . . . ?
C32 C33 C34 C35 -6.5(12) . . . . ?
C34 C33 C34 C35 -3.3(5) 2_667 . . . ?
C32 C33 C34 C35 25(6) 2_667 . . . ?
C33 C33 C34 C35 -3.3(5) 2_667 . . . ?
C35 C33 C34 C33 -47(5) 2_667 . . 2_667 ?
O5 C33 C34 C33 135.8(9) 2_667 . . 2_667 ?
C32 C33 C34 C33 -3.2(9) . . . 2_667 ?
C34 C33 C34 C33 0.0 2_667 . . 2_667 ?
C32 C33 C34 C33 28(6) 2_667 . . 2_667 ?
C34 O5 C35 C33 -0.6(14) 2_667 . . 2_667 ?
C32 O5 C35 C33 5.8(14) . . . 2_667 ?
C33 O5 C35 C32 -46.0(13) 2_667 . . 2_667 ?
C34 O5 C35 C32 -46.6(5) 2_667 . . 2_667 ?
C32 O5 C35 C32 -40.2(8) . . . 2_667 ?
C33 O5 C35 C34 -47.0(14) 2_667 . . . ?
C34 O5 C35 C34 -47.6(10) 2_667 . . . ?
C32 O5 C35 C34 -41.1(5) . . . . ?
C32 C34 C35 C33 146(10) 2_667 . . 2_667 ?
O5 C34 C35 C33 42.6(12) 2_667 . . 2_667 ?
C33 C34 C35 C33 8.1(12) . . . 2_667 ?
O5 C34 C35 C32 -104(10) 2_667 . . 2_667 ?
C33 C34 C35 C32 -138(10) . . . 2_667 ?
C33 C34 C35 C32 -146(10) 2_667 . . 2_667 ?
C32 C34 C35 O5 168(10) 2_667 . . . ?
O5 C34 C35 O5 64.3(11) 2_667 . . . ?
C33 C34 C35 O5 29.8(9) . . . . ?
C33 C34 C35 O5 21.7(7) 2_667 . . . ?
