# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_new

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H42 N4 O8 S'
_chemical_formula_sum            'C22 H42 N4 O8 S'
_chemical_formula_weight         522.67

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   15.675(2)
_cell_length_b                   18.849(5)
_cell_length_c                   19.855(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5867(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2256
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9619
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_process_details   'SADABS (Bruker,2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'Phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7962
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_sigmaI/netI    0.0644
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.66
_diffrn_reflns_theta_max         17.04
_reflns_number_total             3199
_reflns_number_gt                2461
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       APEXII,Bruker,2004
_computing_cell_refinement       APEXII,Bruker,2004
_computing_data_reduction        SAINT,Bruker,2004
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'


_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0642P)²+4.1588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(18)
_refine_ls_number_reflns         3199
_refine_ls_number_parameters     651
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1297
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
S1B S 0.6778(2) 0.61042(13) 0.82589(16) 0.0464(9) Uani 1 1 d . . .
S1A S 0.3237(2) 0.58789(14) 0.33483(17) 0.0531(9) Uani 1 1 d . . .
O5B O 0.7570(5) 0.6402(3) 0.8044(4) 0.059(2) Uani 1 1 d . . .
N2B N 0.6715(6) 0.5314(4) 0.7926(4) 0.037(2) Uani 1 1 d . . .
H2B H 0.7127 0.5020 0.7990 0.044 Uiso 1 1 calc R . .
N3A N 0.3192(6) 0.5845(4) 0.2529(4) 0.053(2) Uani 1 1 d . . .
H3A H 0.3603 0.6004 0.2285 0.064 Uiso 1 1 calc R . .
O4A O 0.4037(5) 0.6213(4) 0.3509(4) 0.066(2) Uani 1 1 d . . .
O6A O 0.3355(6) 0.4565(4) 0.1954(4) 0.066(3) Uani 1 1 d . . .
N4A N 0.1947(6) 0.4379(5) 0.1911(4) 0.041(2) Uani 1 1 d . . .
H4A H 0.1451 0.4548 0.2004 0.049 Uiso 1 1 calc R . .
N1A N 0.4746(6) 0.4540(4) 0.3000(7) 0.048(3) Uani 1 1 d . . .
H1A H 0.4248 0.4461 0.2835 0.058 Uiso 1 1 calc R . .
C10B C 0.5571(8) 0.4266(6) 0.6576(7) 0.085(4) Uani 1 1 d . . .
H10A H 0.5051 0.4138 0.6801 0.128 Uiso 1 1 calc R . .
H10B H 0.5759 0.3876 0.6302 0.128 Uiso 1 1 calc R . .
H10C H 0.5472 0.4673 0.6296 0.128 Uiso 1 1 calc R . .
N2A N 0.3280(6) 0.5065(4) 0.3639(4) 0.045(2) Uani 1 1 d . . .
H2A H 0.2872 0.4772 0.3557 0.054 Uiso 1 1 calc R . .
C17A C 0.2001(7) 0.3660(6) 0.1628(8) 0.049(3) Uani 1 1 d . . .
H17A H 0.2598 0.3507 0.1657 0.059 Uiso 1 1 calc R . .
C22A C 0.1677(8) 0.2981(5) -0.0096(7) 0.074(4) Uani 1 1 d . . .
H22A H 0.1249 0.3322 -0.0214 0.110 Uiso 1 1 calc R . .
H22B H 0.1470 0.2512 -0.0188 0.110 Uiso 1 1 calc R . .
H22C H 0.2184 0.3067 -0.0355 0.110 Uiso 1 1 calc R . .
O8A O 0.1875(5) 0.3043(5) 0.0616(5) 0.059(2) Uani 1 1 d . . .
O7A O 0.1525(7) 0.4184(5) 0.0589(5) 0.102(4) Uani 1 1 d . . .
O7B O 0.8391(7) 0.4222(5) 1.0976(5) 0.105(4) Uani 1 1 d . . .
C1A C 0.5468(9) 0.6343(8) 0.1986(8) 0.130(6) Uani 1 1 d . . .
H1A1 H 0.5903 0.6326 0.1646 0.195 Uiso 1 1 calc R . .
H1A2 H 0.5681 0.6592 0.2373 0.195 Uiso 1 1 calc R . .
H1A3 H 0.4976 0.6585 0.1813 0.195 Uiso 1 1 calc R . .
O8B O 0.8018(5) 0.3107(5) 1.0852(4) 0.064(2) Uani 1 1 d . . .
N3B N 0.6832(6) 0.6013(4) 0.9073(4) 0.048(2) Uani 1 1 d . . .
H3B H 0.6417 0.6155 0.9323 0.058 Uiso 1 1 calc R . .
O5A O 0.2438(5) 0.6171(3) 0.3582(4) 0.060(2) Uani 1 1 d . . .
O4B O 0.5983(5) 0.6441(3) 0.8116(4) 0.053(2) Uani 1 1 d . . .
O6B O 0.6649(5) 0.4707(3) 0.9601(4) 0.061(2) Uani 1 1 d . . .
C11A C 0.3597(9) 0.3536(7) 0.4032(7) 0.107(5) Uani 1 1 d . . .
H11A H 0.3179 0.3640 0.3693 0.160 Uiso 1 1 calc R . .
H11B H 0.3393 0.3159 0.4315 0.160 Uiso 1 1 calc R . .
H11C H 0.4120 0.3392 0.3820 0.160 Uiso 1 1 calc R . .
C15B C 0.7205(9) 0.6138(7) 1.0543(6) 0.093(5) Uani 1 1 d . . .
H15A H 0.7427 0.6372 1.0935 0.139 Uiso 1 1 calc R . .
H15B H 0.7034 0.5664 1.0659 0.139 Uiso 1 1 calc R . .
H15C H 0.6721 0.6396 1.0377 0.139 Uiso 1 1 calc R . .
C19B C 0.8289(10) 0.3275(6) 0.8742(7) 0.103(5) Uani 1 1 d . . .
H19A H 0.8538 0.3683 0.8529 0.155 Uiso 1 1 calc R . .
H19B H 0.7679 0.3299 0.8704 0.155 Uiso 1 1 calc R . .
H19C H 0.8491 0.2852 0.8525 0.155 Uiso 1 1 calc R . .
C4A C 0.5302(8) 0.4008(8) 0.1958(7) 0.078(4) Uani 1 1 d . . .
H4X H 0.4799 0.4207 0.1733 0.093 Uiso 1 1 calc R . .
O3A O 0.5508(6) 0.4796(4) 0.3928(4) 0.066(3) Uani 1 1 d . . .
C14B C 0.8166(9) 0.6844(6) 0.9795(7) 0.104(5) Uani 1 1 d . . .
H14A H 0.7707 0.7074 0.9561 0.155 Uiso 1 1 calc R . .
H14B H 0.8654 0.6814 0.9504 0.155 Uiso 1 1 calc R . .
H14C H 0.8311 0.7112 1.0189 0.155 Uiso 1 1 calc R . .
C3A C 0.5490(8) 0.4463(7) 0.2567(7) 0.055(4) Uani 1 1 d . . .
H3X H 0.5931 0.4220 0.2830 0.066 Uiso 1 1 calc R . .
C13A C 0.2120(7) 0.5994(6) 0.1621(7) 0.066(4) Uani 1 1 d . . .
H13A H 0.1632 0.5747 0.1421 0.080 Uiso 1 1 calc R . .
02A O 0.6591(7) 0.5342(4) 0.2387(5) 0.093(3) Uani 1 1 d . . .
01A O 0.5235(6) 0.5626(5) 0.2179(5) 0.084(3) Uani 1 1 d . . .
C8B C 0.5998(8) 0.5092(5) 0.7529(6) 0.037(3) Uani 1 1 d . . .
H8B H 0.5874 0.5481 0.7215 0.045 Uiso 1 1 calc R . .
C11B C 0.6455(8) 0.3798(6) 0.7529(6) 0.082(4) Uani 1 1 d . . .
H11D H 0.5960 0.3666 0.7785 0.123 Uiso 1 1 calc R . .
H11E H 0.6912 0.3917 0.7831 0.123 Uiso 1 1 calc R . .
H11F H 0.6625 0.3409 0.7248 0.123 Uiso 1 1 calc R . .
C12B C 0.7575(7) 0.5695(5) 0.9378(6) 0.040(3) Uani 1 1 d . . .
H12B H 0.8033 0.5700 0.9042 0.047 Uiso 1 1 calc R . .
C13B C 0.7895(7) 0.6110(5) 0.9998(6) 0.059(4) Uani 1 1 d . . .
H13B H 0.8392 0.5861 1.0183 0.071 Uiso 1 1 calc R . .
C8A C 0.4010(8) 0.4840(6) 0.4035(6) 0.043(3) Uani 1 1 d . . .
H8A H 0.4127 0.5222 0.4356 0.052 Uiso 1 1 calc R . .
C12A C 0.2435(6) 0.5537(6) 0.2224(6) 0.037(3) Uani 1 1 d . . .
H12A H 0.1982 0.5532 0.2565 0.045 Uiso 1 1 calc R . .
C15A C 0.2796(9) 0.6059(6) 0.1081(6) 0.087(4) Uani 1 1 d . . .
H15X H 0.2574 0.6329 0.0710 0.130 Uiso 1 1 calc R . .
H15Y H 0.2955 0.5595 0.0928 0.130 Uiso 1 1 calc R . .
H15Z H 0.3288 0.6295 0.1263 0.130 Uiso 1 1 calc R . .
C10A C 0.4371(8) 0.4031(7) 0.5025(7) 0.110(5) Uani 1 1 d . . .
H10Z H 0.4911 0.3888 0.4842 0.165 Uiso 1 1 calc R . .
H10X H 0.4145 0.3657 0.5299 0.165 Uiso 1 1 calc R . .
H10Y H 0.4446 0.4450 0.5294 0.165 Uiso 1 1 calc R . .
C9A C 0.3755(8) 0.4189(9) 0.4453(7) 0.082(5) Uani 1 1 d . . .
H9A H 0.3208 0.4306 0.4665 0.098 Uiso 1 1 calc R . .
C14A C 0.1805(8) 0.6713(5) 0.1855(6) 0.085(4) Uani 1 1 d . . .
H14Z H 0.2272 0.6976 0.2044 0.128 Uiso 1 1 calc R . .
H14X H 0.1370 0.6651 0.2189 0.128 Uiso 1 1 calc R . .
H14Y H 0.1575 0.6969 0.1478 0.128 Uiso 1 1 calc R . .
C21A C 0.1760(8) 0.3682(8) 0.0892(7) 0.045(3) Uani 1 1 d . . .
C16A C 0.2621(10) 0.4777(7) 0.2028(5) 0.042(3) Uani 1 1 d . . .
C18A C 0.1463(10) 0.3118(6) 0.2004(7) 0.069(4) Uani 1 1 d . . .
H18A H 0.1599 0.2649 0.1819 0.083 Uiso 1 1 calc R . .
N4B N 0.8060(6) 0.4516(5) 0.9653(4) 0.057(3) Uani 1 1 d . . .
H4B H 0.8560 0.4687 0.9579 0.068 Uiso 1 1 calc R . .
C16B C 0.7378(9) 0.4923(6) 0.9542(5) 0.038(3) Uani 1 1 d U . .
O3B O 0.4480(6) 0.5027(4) 0.7659(4) 0.062(3) Uani 1 1 d . . .
C17B C 0.7981(7) 0.3795(6) 0.9893(7) 0.049(3) Uani 1 1 d . . .
H17B H 0.7385 0.3652 0.9828 0.058 Uiso 1 1 calc R . .
C7B C 0.5191(9) 0.4966(5) 0.7930(9) 0.038(3) Uani 1 1 d . . .
C18B C 0.8543(9) 0.3262(7) 0.9492(7) 0.069(4) Uani 1 1 d . . .
H18B H 0.8417 0.2786 0.9664 0.083 Uiso 1 1 calc R . .
C22B C 0.8152(9) 0.2963(5) 1.1568(7) 0.084(4) Uani 1 1 d . . .
H22D H 0.8721 0.3100 1.1692 0.126 Uiso 1 1 calc R . .
H22E H 0.8075 0.2466 1.1653 0.126 Uiso 1 1 calc R . .
H22F H 0.7748 0.3230 1.1829 0.126 Uiso 1 1 calc R . .
C20B C 0.9459(10) 0.3388(7) 0.9590(8) 0.109(5) Uani 1 1 d . . .
H20A H 0.9772 0.2971 0.9464 0.163 Uiso 1 1 calc R . .
H20B H 0.9567 0.3495 1.0055 0.163 Uiso 1 1 calc R . .
H20C H 0.9637 0.3780 0.9315 0.163 Uiso 1 1 calc R . .
C6A C 0.6046(9) 0.4033(7) 0.1457(7) 0.113(5) Uani 1 1 d . . .
H6A1 H 0.6535 0.3805 0.1651 0.170 Uiso 1 1 calc R . .
H6A2 H 0.6182 0.4518 0.1356 0.170 Uiso 1 1 calc R . .
H6A3 H 0.5886 0.3792 0.1050 0.170 Uiso 1 1 calc R . .
C5A C 0.5092(10) 0.3269(7) 0.2166(9) 0.135(7) Uani 1 1 d . . .
H5A1 H 0.5573 0.3064 0.2394 0.203 Uiso 1 1 calc R . .
H5A2 H 0.4960 0.2991 0.1774 0.203 Uiso 1 1 calc R . .
H5A3 H 0.4609 0.3275 0.2463 0.203 Uiso 1 1 calc R . .
C9B C 0.6244(7) 0.4438(6) 0.7091(6) 0.050(3) Uani 1 1 d . . .
H9B H 0.6764 0.4563 0.6844 0.060 Uiso 1 1 calc R . .
C20A C 0.0532(9) 0.3233(6) 0.1914(8) 0.121(7) Uani 1 1 d . . .
H20Z H 0.0437 0.3686 0.1708 0.182 Uiso 1 1 calc R . .
H20X H 0.0255 0.3219 0.2345 0.182 Uiso 1 1 calc R . .
H20Y H 0.0302 0.2866 0.1631 0.182 Uiso 1 1 calc R . .
O2B O 0.4767(5) 0.5827(5) 0.9402(5) 0.077(3) Uani 1 1 d . . .
C2B C 0.4702(7) 0.4202(7) 0.9610(6) 0.056(3) Uani 1 1 d . . .
H2X H 0.5177 0.4411 0.9862 0.067 Uiso 1 1 calc R . .
N1B N 0.5258(6) 0.4748(4) 0.8571(7) 0.046(3) Uani 1 1 d . . .
H1B H 0.5754 0.4650 0.8733 0.055 Uiso 1 1 calc R . .
C4B C 0.4509(8) 0.4672(7) 0.8998(7) 0.046(3) Uani 1 1 d . . .
H4Y H 0.4068 0.4433 0.8732 0.056 Uiso 1 1 calc R . .
C5B C 0.4168(12) 0.5388(8) 0.9194(6) 0.060(4) Uani 1 1 d . . .
C6B C 0.4506(9) 0.6533(7) 0.9580(8) 0.111(6) Uani 1 1 d . . .
H6B1 H 0.4363 0.6792 0.9179 0.167 Uiso 1 1 calc R . .
H6B2 H 0.4964 0.6769 0.9810 0.167 Uiso 1 1 calc R . .
H6B3 H 0.4017 0.6510 0.9870 0.167 Uiso 1 1 calc R . .
C3B C 0.4962(8) 0.3463(6) 0.9374(8) 0.105(5) Uani 1 1 d . . .
H3B1 H 0.4479 0.3231 0.9174 0.158 Uiso 1 1 calc R . .
H3B2 H 0.5159 0.3191 0.9752 0.158 Uiso 1 1 calc R . .
H3B3 H 0.5411 0.3502 0.9047 0.158 Uiso 1 1 calc R . .
C21B C 0.8167(7) 0.3746(8) 1.0634(8) 0.051(3) Uani 1 1 d . . .
C7A C 0.4813(10) 0.4730(6) 0.3643(9) 0.044(3) Uani 1 1 d U . .
C2A C 0.5832(11) 0.5179(9) 0.2384(6) 0.060(4) Uani 1 1 d . . .
O1B O 0.3415(7) 0.5556(4) 0.9174(5) 0.085(3) Uani 1 1 d . . .
C1B C 0.3914(8) 0.4174(7) 1.0070(7) 0.094(5) Uani 1 1 d . . .
H1B1 H 0.3801 0.4639 1.0246 0.141 Uiso 1 1 calc R . .
H1B2 H 0.4018 0.3851 1.0435 0.141 Uiso 1 1 calc R . .
H1B3 H 0.3430 0.4014 0.9815 0.141 Uiso 1 1 calc R . .
C19A C 0.1775(12) 0.3128(6) 0.2744(8) 0.147(7) Uani 1 1 d . . .
H19Z H 0.1627 0.3573 0.2947 0.221 Uiso 1 1 calc R . .
H19Y H 0.2383 0.3067 0.2755 0.221 Uiso 1 1 calc R . .
H19X H 0.1507 0.2749 0.2989 0.221 Uiso 1 1 calc R . .


_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
S1B O4B 1.426(7) . ?
S1B O5B 1.428(7) . ?
S1B N3B 1.628(9) . ?
S1B N2B 1.633(8) . ?
S1A O4A 1.439(7) . ?
S1A O5A 1.445(7) . ?
S1A N3A 1.629(9) . ?
S1A N2A 1.641(8) . ?
N2B C8B 1.436(11) . ?
N2B H2B 0.8600 . ?
N3A C12A 1.453(11) . ?
N3A H3A 0.8600 . ?
O6A C16A 1.227(12) . ?
N4A C16A 1.315(12) . ?
N4A C17A 1.469(12) . ?
N4A H4A 0.8600 . ?
N1A C7A 1.329(14) . ?
N1A C3A 1.456(13) . ?
N1A H1A 0.8600 . ?
C10B C9B 1.505(15) . ?
C10B H10A 0.9600 . ?
C10B H10B 0.9600 . ?
C10B H10C 0.9600 . ?
N2A C8A 1.452(12) . ?
N2A H2A 0.8600 . ?
C17A C21A 1.510(15) . ?
C17A C18A 1.521(15) . ?
C17A H17A 0.9800 . ?
C22A O8A 1.452(13) . ?
C22A H22A 0.9600 . ?
C22A H22B 0.9600 . ?
C22A H22C 0.9600 . ?
O8A C21A 1.335(12) . ?
O7A C21A 1.180(12) . ?
O7B C21B 1.178(12) . ?
C1A 01A 1.450(13) . ?
C1A H1A1 0.9600 . ?
C1A H1A2 0.9600 . ?
C1A H1A3 0.9600 . ?
O8B C21B 1.302(12) . ?
O8B C22B 1.462(12) . ?
N3B C12B 1.442(11) . ?
N3B H3B 0.8600 . ?
O6B C16B 1.218(12) . ?
C11A C9A 1.509(16) . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
C15B C13B 1.530(15) . ?
C15B H15A 0.9600 . ?
C15B H15B 0.9600 . ?
C15B H15C 0.9600 . ?
C19B C18B 1.542(16) . ?
C19B H19A 0.9600 . ?
C19B H19B 0.9600 . ?
C19B H19C 0.9600 . ?
C4A C5A 1.490(16) . ?
C4A C3A 1.511(15) . ?
C4A C6A 1.533(16) . ?
C4A H4X 0.9800 . ?
O3A C7A 1.235(13) . ?
C14B C13B 1.503(13) . ?
C14B H14A 0.9600 . ?
C14B H14B 0.9600 . ?
C14B H14C 0.9600 . ?
C3A C2A 1.499(16) . ?
C3A H3X 0.9800 . ?
C13A C15A 1.513(15) . ?
C13A C14A 1.515(13) . ?
C13A C12A 1.555(14) . ?
C13A H13A 0.9800 . ?
02A C2A 1.229(14) . ?
01A C2A 1.324(13) . ?
C8B C7B 1.514(15) . ?
C8B C9B 1.557(13) . ?
C8B H8B 0.9800 . ?
C11B C9B 1.525(13) . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
C12B C16B 1.523(13) . ?
C12B C13B 1.542(14) . ?
C12B H12B 0.9800 . ?
C13B H13B 0.9800 . ?
C8A C7A 1.494(15) . ?
C8A C9A 1.535(15) . ?
C8A H8A 0.9800 . ?
C12A C16A 1.514(13) . ?
C12A H12A 0.9800 . ?
C15A H15X 0.9600 . ?
C15A H15Y 0.9600 . ?
C15A H15Z 0.9600 . ?
C10A C9A 1.519(17) . ?
C10A H10Z 0.9600 . ?
C10A H10X 0.9600 . ?
C10A H10Y 0.9600 . ?
C9A H9A 0.9800 . ?
C14A H14Z 0.9600 . ?
C14A H14X 0.9600 . ?
C14A H14Y 0.9600 . ?
C18A C20A 1.487(16) . ?
C18A C19A 1.548(17) . ?
C18A H18A 0.9800 . ?
N4B C16B 1.336(12) . ?
N4B C17B 1.445(11) . ?
N4B H4B 0.8600 . ?
O3B C7B 1.242(12) . ?
C17B C21B 1.504(15) . ?
C17B C18B 1.555(14) . ?
C17B H17B 0.9800 . ?
C7B N1B 1.342(13) . ?
C18B C20B 1.469(15) . ?
C18B H18B 0.9800 . ?
C22B H22D 0.9600 . ?
C22B H22E 0.9600 . ?
C22B H22F 0.9600 . ?
C20B H20A 0.9600 . ?
C20B H20B 0.9600 . ?
C20B H20C 0.9600 . ?
C6A H6A1 0.9600 . ?
C6A H6A2 0.9600 . ?
C6A H6A3 0.9600 . ?
C5A H5A1 0.9600 . ?
C5A H5A2 0.9600 . ?
C5A H5A3 0.9600 . ?
C9B H9B 0.9800 . ?
C20A H20Z 0.9600 . ?
C20A H20X 0.9600 . ?
C20A H20Y 0.9600 . ?
O2B C5B 1.319(15) . ?
O2B C6B 1.436(12) . ?
C2B C3B 1.525(14) . ?
C2B C4B 1.533(14) . ?
C2B C1B 1.537(15) . ?
C2B H2X 0.9800 . ?
N1B C4B 1.455(12) . ?
N1B H1B 0.8600 . ?
C4B C5B 1.503(15) . ?
C4B H4Y 0.9800 . ?
C5B O1B 1.223(14) . ?
C6B H6B1 0.9600 . ?
C6B H6B2 0.9600 . ?
C6B H6B3 0.9600 . ?
C3B H3B1 0.9600 . ?
C3B H3B2 0.9600 . ?
C3B H3B3 0.9600 . ?
C1B H1B1 0.9600 . ?
C1B H1B2 0.9600 . ?
C1B H1B3 0.9600 . ?
C19A H19Z 0.9600 . ?
C19A H19Y 0.9600 . ?
C19A H19X 0.9600 . ?

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
O4B S1B O5B 121.7(4) . . ?
O4B S1B N3B 106.9(5) . . ?
O5B S1B N3B 107.0(5) . . ?
O4B S1B N2B 105.8(4) . . ?
O5B S1B N2B 106.9(4) . . ?
N3B S1B N2B 108.0(4) . . ?
O4A S1A O5A 121.2(4) . . ?
O4A S1A N3A 106.1(5) . . ?
O5A S1A N3A 107.3(5) . . ?
O4A S1A N2A 107.1(5) . . ?
O5A S1A N2A 106.2(4) . . ?
N3A S1A N2A 108.4(4) . . ?
C8B N2B S1B 122.4(7) . . ?
C8B N2B H2B 118.8 . . ?
S1B N2B H2B 118.8 . . ?
C12A N3A S1A 117.9(7) . . ?
C12A N3A H3A 121.1 . . ?
S1A N3A H3A 121.1 . . ?
C16A N4A C17A 123.2(8) . . ?
C16A N4A H4A 118.4 . . ?
C17A N4A H4A 118.4 . . ?
C7A N1A C3A 122.1(10) . . ?
C7A N1A H1A 119.0 . . ?
C3A N1A H1A 119.0 . . ?
C9B C10B H10A 109.5 . . ?
C9B C10B H10B 109.5 . . ?
H10A C10B H10B 109.5 . . ?
C9B C10B H10C 109.5 . . ?
H10A C10B H10C 109.5 . . ?
H10B C10B H10C 109.5 . . ?
C8A N2A S1A 119.7(7) . . ?
C8A N2A H2A 120.1 . . ?
S1A N2A H2A 120.1 . . ?
N4A C17A C21A 109.2(11) . . ?
N4A C17A C18A 113.6(10) . . ?
C21A C17A C18A 110.8(10) . . ?
N4A C17A H17A 107.7 . . ?
C21A C17A H17A 107.7 . . ?
C18A C17A H17A 107.7 . . ?
O8A C22A H22A 109.5 . . ?
O8A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
O8A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C21A O8A C22A 116.4(9) . . ?
01A C1A H1A1 109.5 . . ?
01A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
01A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C21B O8B C22B 117.9(9) . . ?
C12B N3B S1B 120.2(7) . . ?
C12B N3B H3B 119.9 . . ?
S1B N3B H3B 119.9 . . ?
C9A C11A H11A 109.5 . . ?
C9A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C9A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C13B C15B H15A 109.5 . . ?
C13B C15B H15B 109.5 . . ?
H15A C15B H15B 109.5 . . ?
C13B C15B H15C 109.5 . . ?
H15A C15B H15C 109.5 . . ?
H15B C15B H15C 109.5 . . ?
C18B C19B H19A 109.5 . . ?
C18B C19B H19B 109.5 . . ?
H19A C19B H19B 109.5 . . ?
C18B C19B H19C 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B H19C 109.5 . . ?
C5A C4A C3A 110.5(12) . . ?
C5A C4A C6A 112.1(11) . . ?
C3A C4A C6A 110.8(11) . . ?
C5A C4A H4X 107.7 . . ?
C3A C4A H4X 107.7 . . ?
C6A C4A H4X 107.7 . . ?
C13B C14B H14A 109.5 . . ?
C13B C14B H14B 109.5 . . ?
H14A C14B H14B 109.5 . . ?
C13B C14B H14C 109.5 . . ?
H14A C14B H14C 109.5 . . ?
H14B C14B H14C 109.5 . . ?
N1A C3A C2A 109.9(11) . . ?
N1A C3A C4A 112.0(10) . . ?
C2A C3A C4A 112.7(12) . . ?
N1A C3A H3X 107.4 . . ?
C2A C3A H3X 107.4 . . ?
C4A C3A H3X 107.4 . . ?
C15A C13A C14A 111.9(10) . . ?
C15A C13A C12A 111.6(9) . . ?
C14A C13A C12A 111.3(10) . . ?
C15A C13A H13A 107.2 . . ?
C14A C13A H13A 107.2 . . ?
C12A C13A H13A 107.2 . . ?
C2A 01A C1A 119.6(11) . . ?
N2B C8B C7B 114.3(10) . . ?
N2B C8B C9B 110.1(8) . . ?
C7B C8B C9B 112.1(9) . . ?
N2B C8B H8B 106.6 . . ?
C7B C8B H8B 106.6 . . ?
C9B C8B H8B 106.6 . . ?
C9B C11B H11D 109.5 . . ?
C9B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C9B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
N3B C12B C16B 108.8(9) . . ?
N3B C12B C13B 112.8(8) . . ?
C16B C12B C13B 112.3(9) . . ?
N3B C12B H12B 107.6 . . ?
C16B C12B H12B 107.6 . . ?
C13B C12B H12B 107.6 . . ?
C14B C13B C15B 111.0(10) . . ?
C14B C13B C12B 110.1(9) . . ?
C15B C13B C12B 110.7(9) . . ?
C14B C13B H13B 108.3 . . ?
C15B C13B H13B 108.3 . . ?
C12B C13B H13B 108.3 . . ?
N2A C8A C7A 114.9(11) . . ?
N2A C8A C9A 108.7(9) . . ?
C7A C8A C9A 113.0(9) . . ?
N2A C8A H8A 106.5 . . ?
C7A C8A H8A 106.5 . . ?
C9A C8A H8A 106.5 . . ?
N3A C12A C16A 109.2(9) . . ?
N3A C12A C13A 111.0(8) . . ?
C16A C12A C13A 112.8(9) . . ?
N3A C12A H12A 107.9 . . ?
C16A C12A H12A 107.9 . . ?
C13A C12A H12A 107.9 . . ?
C13A C15A H15X 109.5 . . ?
C13A C15A H15Y 109.5 . . ?
H15X C15A H15Y 109.5 . . ?
C13A C15A H15Z 109.5 . . ?
H15X C15A H15Z 109.5 . . ?
H15Y C15A H15Z 109.5 . . ?
C9A C10A H10Z 109.5 . . ?
C9A C10A H10X 109.5 . . ?
H10Z C10A H10X 109.5 . . ?
C9A C10A H10Y 109.5 . . ?
H10Z C10A H10Y 109.5 . . ?
H10X C10A H10Y 109.5 . . ?
C11A C9A C10A 111.0(12) . . ?
C11A C9A C8A 113.3(11) . . ?
C10A C9A C8A 113.2(12) . . ?
C11A C9A H9A 106.2 . . ?
C10A C9A H9A 106.2 . . ?
C8A C9A H9A 106.2 . . ?
C13A C14A H14Z 109.5 . . ?
C13A C14A H14X 109.5 . . ?
H14Z C14A H14X 109.5 . . ?
C13A C14A H14Y 109.5 . . ?
H14Z C14A H14Y 109.5 . . ?
H14X C14A H14Y 109.5 . . ?
O7A C21A O8A 123.7(12) . . ?
O7A C21A C17A 126.5(12) . . ?
O8A C21A C17A 109.8(12) . . ?
O6A C16A N4A 123.1(11) . . ?
O6A C16A C12A 121.2(11) . . ?
N4A C16A C12A 115.5(11) . . ?
C20A C18A C17A 112.8(10) . . ?
C20A C18A C19A 115.0(14) . . ?
C17A C18A C19A 106.4(12) . . ?
C20A C18A H18A 107.4 . . ?
C17A C18A H18A 107.4 . . ?
C19A C18A H18A 107.4 . . ?
C16B N4B C17B 121.7(9) . . ?
C16B N4B H4B 119.1 . . ?
C17B N4B H4B 119.1 . . ?
O6B C16B N4B 122.9(10) . . ?
O6B C16B C12B 122.1(11) . . ?
N4B C16B C12B 115.0(11) . . ?
N4B C17B C21B 111.3(11) . . ?
N4B C17B C18B 112.9(10) . . ?
C21B C17B C18B 110.6(10) . . ?
N4B C17B H17B 107.2 . . ?
C21B C17B H17B 107.2 . . ?
C18B C17B H17B 107.2 . . ?
O3B C7B N1B 120.7(12) . . ?
O3B C7B C8B 120.4(14) . . ?
N1B C7B C8B 118.8(13) . . ?
C20B C18B C19B 112.2(12) . . ?
C20B C18B C17B 112.5(11) . . ?
C19B C18B C17B 109.7(11) . . ?
C20B C18B H18B 107.4 . . ?
C19B C18B H18B 107.4 . . ?
C17B C18B H18B 107.4 . . ?
O8B C22B H22D 109.5 . . ?
O8B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
O8B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C18B C20B H20A 109.5 . . ?
C18B C20B H20B 109.5 . . ?
H20A C20B H20B 109.5 . . ?
C18B C20B H20C 109.5 . . ?
H20A C20B H20C 109.5 . . ?
H20B C20B H20C 109.5 . . ?
C4A C6A H6A1 109.5 . . ?
C4A C6A H6A2 109.5 . . ?
H6A1 C6A H6A2 109.5 . . ?
C4A C6A H6A3 109.5 . . ?
H6A1 C6A H6A3 109.5 . . ?
H6A2 C6A H6A3 109.5 . . ?
C4A C5A H5A1 109.5 . . ?
C4A C5A H5A2 109.5 . . ?
H5A1 C5A H5A2 109.5 . . ?
C4A C5A H5A3 109.5 . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?
C10B C9B C11B 111.7(9) . . ?
C10B C9B C8B 112.1(9) . . ?
C11B C9B C8B 111.2(9) . . ?
C10B C9B H9B 107.2 . . ?
C11B C9B H9B 107.2 . . ?
C8B C9B H9B 107.2 . . ?
C18A C20A H20Z 109.5 . . ?
C18A C20A H20X 109.5 . . ?
H20Z C20A H20X 109.5 . . ?
C18A C20A H20Y 109.5 . . ?
H20Z C20A H20Y 109.5 . . ?
H20X C20A H20Y 109.5 . . ?
C5B O2B C6B 117.1(10) . . ?
C3B C2B C4B 109.7(10) . . ?
C3B C2B C1B 111.4(10) . . ?
C4B C2B C1B 109.4(10) . . ?
C3B C2B H2X 108.8 . . ?
C4B C2B H2X 108.8 . . ?
C1B C2B H2X 108.8 . . ?
C7B N1B C4B 121.3(10) . . ?
C7B N1B H1B 119.3 . . ?
C4B N1B H1B 119.3 . . ?
N1B C4B C5B 110.5(10) . . ?
N1B C4B C2B 111.1(10) . . ?
C5B C4B C2B 112.6(11) . . ?
N1B C4B H4Y 107.5 . . ?
C5B C4B H4Y 107.5 . . ?
C2B C4B H4Y 107.5 . . ?
O1B C5B O2B 122.4(12) . . ?
O1B C5B C4B 124.6(15) . . ?
O2B C5B C4B 113.0(13) . . ?
O2B C6B H6B1 109.5 . . ?
O2B C6B H6B2 109.5 . . ?
H6B1 C6B H6B2 109.5 . . ?
O2B C6B H6B3 109.5 . . ?
H6B1 C6B H6B3 109.5 . . ?
H6B2 C6B H6B3 109.5 . . ?
C2B C3B H3B1 109.5 . . ?
C2B C3B H3B2 109.5 . . ?
H3B1 C3B H3B2 109.5 . . ?
C2B C3B H3B3 109.5 . . ?
H3B1 C3B H3B3 109.5 . . ?
H3B2 C3B H3B3 109.5 . . ?
O7B C21B O8B 124.5(13) . . ?
O7B C21B C17B 125.2(13) . . ?
O8B C21B C17B 110.3(12) . . ?
O3A C7A N1A 122.5(13) . . ?
O3A C7A C8A 119.3(14) . . ?
N1A C7A C8A 118.1(13) . . ?
02A C2A 01A 121.9(14) . . ?
02A C2A C3A 124.8(14) . . ?
01A C2A C3A 113.3(14) . . ?
C2B C1B H1B1 109.5 . . ?
C2B C1B H1B2 109.5 . . ?
H1B1 C1B H1B2 109.5 . . ?
C2B C1B H1B3 109.5 . . ?
H1B1 C1B H1B3 109.5 . . ?
H1B2 C1B H1B3 109.5 . . ?
C18A C19A H19Z 109.5 . . ?
C18A C19A H19Y 109.5 . . ?
H19Z C19A H19Y 109.5 . . ?
C18A C19A H19X 109.5 . . ?
H19Z C19A H19X 109.5 . . ?
H19Y C19A H19X 109.5 . . ?

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
O4B S1B N2B C8B 4.8(8) . . . . ?
O5B S1B N2B C8B -126.1(8) . . . . ?
N3B S1B N2B C8B 119.0(8) . . . . ?
O4A S1A N3A C12A -179.2(7) . . . . ?
O5A S1A N3A C12A -48.4(8) . . . . ?
N2A S1A N3A C12A 66.0(8) . . . . ?
O4A S1A N2A C8A 5.5(9) . . . . ?
O5A S1A N2A C8A -125.3(8) . . . . ?
N3A S1A N2A C8A 119.6(8) . . . . ?
C16A N4A C17A C21A -102.8(10) . . . . ?
C16A N4A C17A C18A 132.9(11) . . . . ?
O4B S1B N3B C12B -179.1(7) . . . . ?
O5B S1B N3B C12B -47.3(8) . . . . ?
N2B S1B N3B C12B 67.4(8) . . . . ?
C7A N1A C3A C2A -74.2(13) . . . . ?
C7A N1A C3A C4A 159.9(10) . . . . ?
C5A C4A C3A N1A -64.2(14) . . . . ?
C6A C4A C3A N1A 170.9(11) . . . . ?
C5A C4A C3A C2A 171.3(12) . . . . ?
C6A C4A C3A C2A 46.5(15) . . . . ?
S1B N2B C8B C7B -71.8(10) . . . . ?
S1B N2B C8B C9B 161.0(7) . . . . ?
S1B N3B C12B C16B -99.9(8) . . . . ?
S1B N3B C12B C13B 134.9(8) . . . . ?
N3B C12B C13B C14B -62.6(12) . . . . ?
C16B C12B C13B C14B 174.1(10) . . . . ?
N3B C12B C13B C15B 60.5(11) . . . . ?
C16B C12B C13B C15B -62.8(12) . . . . ?
S1A N2A C8A C7A -73.1(10) . . . . ?
S1A N2A C8A C9A 159.0(8) . . . . ?
S1A N3A C12A C16A -99.1(9) . . . . ?
S1A N3A C12A C13A 135.9(8) . . . . ?
C15A C13A C12A N3A 59.5(12) . . . . ?
C14A C13A C12A N3A -66.3(12) . . . . ?
C15A C13A C12A C16A -63.4(12) . . . . ?
C14A C13A C12A C16A 170.8(10) . . . . ?
N2A C8A C9A C11A 68.6(12) . . . . ?
C7A C8A C9A C11A -60.3(14) . . . . ?
N2A C8A C9A C10A -163.9(10) . . . . ?
C7A C8A C9A C10A 67.2(15) . . . . ?
C22A O8A C21A O7A -1.0(17) . . . . ?
C22A O8A C21A C17A -179.4(9) . . . . ?
N4A C17A C21A O7A -3.4(16) . . . . ?
C18A C17A C21A O7A 122.5(14) . . . . ?
N4A C17A C21A O8A 174.9(8) . . . . ?
C18A C17A C21A O8A -59.2(12) . . . . ?
C17A N4A C16A O6A -5.1(16) . . . . ?
C17A N4A C16A C12A 171.6(10) . . . . ?
N3A C12A C16A O6A -20.3(14) . . . . ?
C13A C12A C16A O6A 103.6(12) . . . . ?
N3A C12A C16A N4A 163.0(9) . . . . ?
C13A C12A C16A N4A -73.1(11) . . . . ?
N4A C17A C18A C20A 69.1(14) . . . . ?
C21A C17A C18A C20A -54.2(14) . . . . ?
N4A C17A C18A C19A -57.8(14) . . . . ?
C21A C17A C18A C19A 178.8(11) . . . . ?
C17B N4B C16B O6B -4.0(16) . . . . ?
C17B N4B C16B C12B 172.5(10) . . . . ?
N3B C12B C16B O6B -21.0(14) . . . . ?
C13B C12B C16B O6B 104.5(12) . . . . ?
N3B C12B C16B N4B 162.5(9) . . . . ?
C13B C12B C16B N4B -72.0(11) . . . . ?
C16B N4B C17B C21B -101.6(11) . . . . ?
C16B N4B C17B C18B 133.2(11) . . . . ?
N2B C8B C7B O3B 153.7(9) . . . . ?
C9B C8B C7B O3B -80.1(11) . . . . ?
N2B C8B C7B N1B -30.1(12) . . . . ?
C9B C8B C7B N1B 96.1(11) . . . . ?
N4B C17B C18B C20B 66.4(13) . . . . ?
C21B C17B C18B C20B -59.1(14) . . . . ?
N4B C17B C18B C19B -59.3(14) . . . . ?
C21B C17B C18B C19B 175.2(11) . . . . ?
N2B C8B C9B C10B -169.7(9) . . . . ?
C7B C8B C9B C10B 61.9(13) . . . . ?
N2B C8B C9B C11B 64.5(11) . . . . ?
C7B C8B C9B C11B -63.9(13) . . . . ?
O3B C7B N1B C4B -8.8(14) . . . . ?
C8B C7B N1B C4B 175.0(9) . . . . ?
C7B N1B C4B C5B -72.6(13) . . . . ?
C7B N1B C4B C2B 161.8(9) . . . . ?
C3B C2B C4B N1B -61.0(12) . . . . ?
C1B C2B C4B N1B 176.5(9) . . . . ?
C3B C2B C4B C5B 174.5(12) . . . . ?
C1B C2B C4B C5B 52.0(15) . . . . ?
C6B O2B C5B O1B -2.7(18) . . . . ?
C6B O2B C5B C4B 178.0(11) . . . . ?
N1B C4B C5B O1B 134.0(13) . . . . ?
C2B C4B C5B O1B -101.2(14) . . . . ?
N1B C4B C5B O2B -46.7(14) . . . . ?
C2B C4B C5B O2B 78.1(13) . . . . ?
C22B O8B C21B O7B -1.0(17) . . . . ?
C22B O8B C21B C17B -179.1(10) . . . . ?
N4B C17B C21B O7B -3.7(17) . . . . ?
C18B C17B C21B O7B 122.7(14) . . . . ?
N4B C17B C21B O8B 174.3(8) . . . . ?
C18B C17B C21B O8B -59.3(12) . . . . ?
C3A N1A C7A O3A -6.1(16) . . . . ?
C3A N1A C7A C8A 176.2(10) . . . . ?
N2A C8A C7A O3A 153.7(10) . . . . ?
C9A C8A C7A O3A -80.7(13) . . . . ?
N2A C8A C7A N1A -28.6(14) . . . . ?
C9A C8A C7A N1A 97.0(12) . . . . ?
C1A 01A C2A 02A -3.3(17) . . . . ?
C1A 01A C2A C3A 179.7(11) . . . . ?
N1A C3A C2A 02A 135.7(13) . . . . ?
C4A C3A C2A 02A -98.7(14) . . . . ?
N1A C3A C2A 01A -47.5(13) . . . . ?
C4A C3A C2A 01A 78.1(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.951
_diffrn_reflns_theta_full        17.04
_diffrn_measured_fraction_theta_full 0.951
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.037

_vrf_THETM01_new                 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE:  Even though crystal data was collected up to 0.73 \%A 
resolution, the crystal (the largest available) still 
diffracted quite weakly at high angle. On repeated recrystallisation
we could get only small sized crystals.

;
_vrf_PLAT023_new                 
;
PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6]..      17.04 Deg. 
RESPONSE:  Even though crystal data was collected up to 0.73 \%A 
resolution, the crystal (the largest available) still 
diffracted quite weakly at high angle. On repeated recrystallisation
we could get only small sized crystals.

;
_vrf_PLAT089_new                 
;
PROBLEM: Poor Data / Parameter Ratio (Zmax  <   18) .....       3.03      
RESPONSE: Even though crystal data was collected up to 0.73 \%A 
resolution, the crystal (the largest available) still 
diffracted quite weakly at high angle. On repeated recrystallisation
we could get only small sized crystals.
 
;
# end Validation Reply Form
_database_code_depnum_ccdc_archive 'CCDC 980490'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            
'C24 H46 N4 O8 S'

_chemical_formula_weight         550.71



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'



_symmetry_cell_setting           Orthorhombic

_symmetry_space_group_name_H-M   P2(1)2(1)2(1)
_symmetry_space_group_name_Hall  'P 2ac 2ab '


loop_

_symmetry_equiv_pos_as_xyz




'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'



_cell_length_a                   9.1689(4)

_cell_length_b                   15.8240(5)

_cell_length_c                   21.6607(10)

_cell_angle_alpha                90.00

_cell_angle_beta                 90.00

_cell_angle_gamma                90.00

_cell_volume                     3142.7(2)

_cell_formula_units_Z            4

_cell_measurement_temperature    273(2)

_cell_measurement_reflns_used    2232

_cell_measurement_theta_min      2.28

_cell_measurement_theta_max      21.08



_exptl_crystal_description       Rectangular

_exptl_crystal_colour            colourless

_exptl_crystal_size_max          0.25

_exptl_crystal_size_mid          0.15

_exptl_crystal_size_min          0.10

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.164

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1192

_exptl_absorpt_coefficient_mu    0.150

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.9636

_exptl_absorpt_correction_T_max  0.9852

_exptl_absorpt_process_details   ' SADABS (Bruker,2004)'



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      273(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            11534

_diffrn_reflns_av_R_equivalents  0.0341

_diffrn_reflns_av_sigmaI/netI    0.0722

_diffrn_reflns_limit_h_min       -8

_diffrn_reflns_limit_h_max       10

_diffrn_reflns_limit_k_min       -15

_diffrn_reflns_limit_k_max       20

_diffrn_reflns_limit_l_min       -18

_diffrn_reflns_limit_l_max       28

_diffrn_reflns_theta_min         1.88

_diffrn_reflns_theta_max         28.31

_reflns_number_total             6066

_reflns_number_gt                3473

_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       APEXII,Bruker,2004
_computing_cell_refinement       APEXII,Bruker,2004
_computing_data_reduction        SAINT,Bruker,2004
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'




_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1307P)²+0.0000P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     SHELXL

_refine_ls_extinction_coef       0.0009(8)

_refine_ls_extinction_expression 
Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^

_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881'

_refine_ls_abs_structure_Flack   0.05(15)

_refine_ls_number_reflns         6066

_refine_ls_number_parameters     345

_refine_ls_number_restraints     2

_refine_ls_R_factor_all          0.1329

_refine_ls_R_factor_gt           0.0743

_refine_ls_wR_factor_ref         0.2296

_refine_ls_wR_factor_gt          0.1899

_refine_ls_goodness_of_fit_ref   1.034

_refine_ls_restrained_S_all      1.034

_refine_ls_shift/su_max          0.095

_refine_ls_shift/su_mean         0.068



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



















































































C1 C 0.728(3) 0.7946(12) 0.4534(5) 0.301(14) Uani 1 1 d . . .
H1A H 0.7706 0.8132 0.4915 0.451 Uiso 1 1 calc R . .
H1B H 0.6584 0.7505 0.4617 0.451 Uiso 1 1 calc R . .
H1C H 0.6789 0.8412 0.4339 0.451 Uiso 1 1 calc R . .
C2 C 0.8373(9) 0.7636(6) 0.4142(3) 0.102(3) Uani 1 1 d . . .
H2 H 0.9016 0.8122 0.4073 0.122 Uiso 1 1 calc R . .
C3 C 0.924(3) 0.7049(10) 0.4399(6) 0.351(17) Uani 1 1 d . . .
H3A H 0.9814 0.7304 0.4719 0.526 Uiso 1 1 calc R . .
H3B H 0.9874 0.6817 0.4089 0.526 Uiso 1 1 calc R . .
H3C H 0.8651 0.6607 0.4571 0.526 Uiso 1 1 calc R . .
C4 C 0.7791(7) 0.7418(3) 0.3502(2) 0.0612(15) Uani 1 1 d . . .
H4A H 0.7224 0.6902 0.3534 0.073 Uiso 1 1 calc R . .
H4B H 0.7132 0.7864 0.3374 0.073 Uiso 1 1 calc R . .
C5 C 0.8923(6) 0.7297(3) 0.3003(2) 0.0487(13) Uani 1 1 d . . .
H5 H 0.9589 0.6850 0.3139 0.058 Uiso 1 1 calc R . .
C6 C 0.8186(6) 0.6996(3) 0.2408(2) 0.0538(14) Uani 1 1 d . . .
C7 C 0.6797(10) 0.7400(4) 0.1546(3) 0.101(3) Uani 1 1 d . . .
H7A H 0.7305 0.6960 0.1330 0.152 Uiso 1 1 calc R . .
H7B H 0.6727 0.7890 0.1287 0.152 Uiso 1 1 calc R . .
H7C H 0.5835 0.7208 0.1652 0.152 Uiso 1 1 calc R . .
C8 C 1.1122(6) 0.8013(3) 0.2697(2) 0.0477(13) Uani 1 1 d . . .
C9 C 1.1956(6) 0.8840(3) 0.2597(2) 0.0535(13) Uani 1 1 d . . .
H9 H 1.2665 0.8746 0.2266 0.064 Uiso 1 1 calc R . .
C10 C 1.2798(6) 0.9126(3) 0.3172(3) 0.0682(17) Uani 1 1 d . . .
H10 H 1.3295 0.9652 0.3058 0.082 Uiso 1 1 calc R . .
C11 C 1.1859(8) 0.9332(5) 0.3723(3) 0.085(2) Uani 1 1 d . . .
H11A H 1.1339 0.8835 0.3850 0.128 Uiso 1 1 calc R . .
H11B H 1.1176 0.9767 0.3615 0.128 Uiso 1 1 calc R . .
H11C H 1.2465 0.9525 0.4056 0.128 Uiso 1 1 calc R . .
C12 C 1.4000(8) 0.8490(4) 0.3337(4) 0.107(3) Uani 1 1 d . . .
H12A H 1.4536 0.8693 0.3688 0.161 Uiso 1 1 calc R . .
H12B H 1.4650 0.8426 0.2993 0.161 Uiso 1 1 calc R . .
H12C H 1.3567 0.7955 0.3435 0.161 Uiso 1 1 calc R . .
C13 C 0.7798(5) 1.0249(3) 0.2118(2) 0.0455(12) Uani 1 1 d . . .
H13 H 0.8283 1.0773 0.1993 0.055 Uiso 1 1 calc R . .
C14 C 0.6094(12) 1.0234(8) 0.1878(2) 0.175(7) Uani 1 1 d D . .
H14 H 0.5655 0.9669 0.1891 0.209 Uiso 1 1 calc R . .
C16 C 0.6240(13) 1.0581(12) 0.1225(3) 0.277(12) Uani 1 1 d D . .
H16A H 0.5536 1.0314 0.0962 0.416 Uiso 1 1 calc R . .
H16B H 0.7204 1.0469 0.1073 0.416 Uiso 1 1 calc R . .
H16C H 0.6073 1.1180 0.1229 0.416 Uiso 1 1 calc R . .
C17 C 0.7839(5) 1.0145(3) 0.2816(2) 0.0410(11) Uani 1 1 d . . .
C18 C 0.8100(7) 1.0806(3) 0.3811(2) 0.0530(14) Uani 1 1 d . . .
H18 H 0.8763 1.0350 0.3932 0.064 Uiso 1 1 calc R . .
C19 C 0.6595(8) 1.0629(3) 0.4084(2) 0.0593(15) Uani 1 1 d . . .
C20 C 0.5385(9) 1.0067(4) 0.4951(3) 0.094(2) Uani 1 1 d . . .
H20A H 0.4953 1.0591 0.5079 0.141 Uiso 1 1 calc R . .
H20B H 0.5600 0.9729 0.5308 0.141 Uiso 1 1 calc R . .
H20C H 0.4718 0.9768 0.4689 0.141 Uiso 1 1 calc R . .
C21 C 0.8707(8) 1.1651(3) 0.4057(2) 0.0661(16) Uani 1 1 d . . .
H21A H 0.9567 1.1796 0.3819 0.079 Uiso 1 1 calc R . .
H21B H 0.7985 1.2088 0.3983 0.079 Uiso 1 1 calc R . .
C22 C 0.9105(9) 1.1666(4) 0.4732(3) 0.082(2) Uani 1 1 d . . .
H22 H 0.8238 1.1527 0.4976 0.098 Uiso 1 1 calc R . .
C23 C 1.0297(12) 1.1057(5) 0.4893(4) 0.126(3) Uani 1 1 d . . .
H23A H 0.9960 1.0489 0.4828 0.189 Uiso 1 1 calc R . .
H23B H 1.0564 1.1128 0.5318 0.189 Uiso 1 1 calc R . .
H23C H 1.1130 1.1162 0.4635 0.189 Uiso 1 1 calc R . .
C24 C 0.9601(14) 1.2570(5) 0.4897(3) 0.131(4) Uani 1 1 d . . .
H24A H 0.9765 1.2609 0.5333 0.196 Uiso 1 1 calc R . .
H24B H 0.8858 1.2965 0.4778 0.196 Uiso 1 1 calc R . .
H24C H 1.0489 1.2698 0.4681 0.196 Uiso 1 1 calc R . .
N1 N 0.9769(5) 0.8045(2) 0.29047(17) 0.0467(10) Uani 1 1 d . . .
H1 H 0.9385 0.8529 0.2983 0.056 Uiso 1 1 calc R . .
N2 N 1.0989(4) 0.9525(2) 0.24040(17) 0.0487(10) Uani 1 1 d . . .
H2A H 1.0821 0.9938 0.2652 0.058 Uiso 1 1 calc R . .
N3 N 0.8466(5) 0.9519(2) 0.18179(16) 0.0531(11) Uani 1 1 d . . .
H3 H 0.7941 0.9102 0.1693 0.064 Uiso 1 1 calc R . .
N4 N 0.8029(5) 1.0838(2) 0.31441(17) 0.0501(11) Uani 1 1 d . . .
H4 H 0.8112 1.1317 0.2959 0.060 Uiso 1 1 calc R . .
O1 O 0.8149(6) 0.6276(2) 0.2242(2) 0.0887(16) Uani 1 1 d . . .
O2 O 0.7584(5) 0.7612(2) 0.21026(18) 0.0744(13) Uani 1 1 d . . .
O3 O 1.1766(4) 0.73310(19) 0.26080(17) 0.0601(10) Uani 1 1 d . . .
O4 O 1.0566(5) 0.8723(2) 0.14461(17) 0.0747(12) Uani 1 1 d . . .
O5 O 1.0589(5) 1.0287(2) 0.14256(16) 0.0715(11) Uani 1 1 d . . .
O6 O 0.7708(4) 0.94393(18) 0.30572(15) 0.0536(9) Uani 1 1 d . . .
O7 O 0.5479(7) 1.0818(3) 0.3858(2) 0.1023(17) Uani 1 1 d . . .
O8 O 0.6723(5) 1.0237(3) 0.46159(16) 0.0761(12) Uani 1 1 d . . .
S1 S 1.02257(16) 0.95135(7) 0.17246(5) 0.0522(4) Uani 1 1 d . . .
C15 C 0.5243(15) 1.0885(7) 0.2245(5) 0.261(11) Uani 1 1 d D . .
H15A H 0.5625 1.1438 0.2163 0.391 Uiso 1 1 calc R . .
H15B H 0.5331 1.0764 0.2678 0.391 Uiso 1 1 calc R . .
H15C H 0.4234 1.0864 0.2128 0.391 Uiso 1 1 calc R . .






_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


















































































C1 C2 1.405(17) . ?
C1 H1A 0.9787 . ?
C1 H1B 0.9782 . ?
C1 H1C 0.9788 . ?
C2 C3 1.343(14) . ?
C2 C4 1.524(9) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9635 . ?
C3 H3B 0.9636 . ?
C3 H3C 0.9634 . ?
C4 C5 1.511(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.430(6) . ?
C5 C6 1.530(7) . ?
C5 H5 0.9800 . ?
C6 O1 1.195(6) . ?
C6 O2 1.302(6) . ?
C7 O2 1.444(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 O3 1.246(6) . ?
C8 N1 1.321(6) . ?
C8 C9 1.531(7) . ?
C9 N2 1.461(6) . ?
C9 C10 1.532(8) . ?
C9 H9 0.9800 . ?
C10 C11 1.508(9) . ?
C10 C12 1.535(9) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N3 1.460(6) . ?
C13 C17 1.520(6) . ?
C13 C14 1.647(12) . ?
C13 H13 0.9800 . ?
C14 C15 1.518(2) . ?
C14 C16 1.523(2) . ?
C14 H14 0.9800 . ?
C16 H16A 0.9697 . ?
C16 H16B 0.9697 . ?
C16 H16C 0.9699 . ?
C17 O6 1.239(5) . ?
C17 N4 1.319(5) . ?
C18 N4 1.447(6) . ?
C18 C19 1.527(9) . ?
C18 C21 1.544(7) . ?
C18 H18 0.9800 . ?
C19 O7 1.173(7) . ?
C19 O8 1.313(6) . ?
C20 O8 1.451(8) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.507(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.498(11) . ?
C22 C24 1.543(9) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N1 H1 0.8600 . ?
N2 S1 1.630(4) . ?
N2 H2A 0.8600 . ?
N3 S1 1.626(5) . ?
N3 H3 0.8600 . ?
N4 H4 0.8600 . ?
O4 S1 1.424(3) . ?
O5 S1 1.425(4) . ?
C15 H15A 0.9602 . ?
C15 H15B 0.9602 . ?
C15 H15C 0.9602 . ?



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
























































































































































C2 C1 H1A 111.6 . . ?
C2 C1 H1B 111.2 . . ?
H1A C1 H1B 107.3 . . ?
C2 C1 H1C 111.6 . . ?
H1A C1 H1C 107.4 . . ?
H1B C1 H1C 107.4 . . ?
C3 C2 C1 114.4(13) . . ?
C3 C2 C4 115.3(8) . . ?
C1 C2 C4 112.2(9) . . ?
C3 C2 H2 104.3 . . ?
C1 C2 H2 104.5 . . ?
C4 C2 H2 104.6 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 110.2 . . ?
H3A C3 H3B 109.1 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.1 . . ?
H3B C3 H3C 109.0 . . ?
C5 C4 C2 116.0(5) . . ?
C5 C4 H4A 108.3 . . ?
C2 C4 H4A 108.2 . . ?
C5 C4 H4B 108.3 . . ?
C2 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
N1 C5 C4 112.0(4) . . ?
N1 C5 C6 111.8(4) . . ?
C4 C5 C6 109.8(4) . . ?
N1 C5 H5 107.7 . . ?
C4 C5 H5 107.7 . . ?
C6 C5 H5 107.7 . . ?
O1 C6 O2 123.2(5) . . ?
O1 C6 C5 124.3(5) . . ?
O2 C6 C5 112.4(4) . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 N1 122.1(4) . . ?
O3 C8 C9 118.8(5) . . ?
N1 C8 C9 119.0(4) . . ?
N2 C9 C8 111.8(4) . . ?
N2 C9 C10 108.6(4) . . ?
C8 C9 C10 112.9(4) . . ?
N2 C9 H9 107.8 . . ?
C8 C9 H9 107.8 . . ?
C10 C9 H9 107.8 . . ?
C11 C10 C9 114.8(5) . . ?
C11 C10 C12 111.5(6) . . ?
C9 C10 C12 111.0(5) . . ?
C11 C10 H10 106.3 . . ?
C9 C10 H10 106.3 . . ?
C12 C10 H10 106.3 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.4 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C17 110.3(4) . . ?
N3 C13 C14 104.2(5) . . ?
C17 C13 C14 109.7(4) . . ?
N3 C13 H13 110.9 . . ?
C17 C13 H13 110.8 . . ?
C14 C13 H13 110.8 . . ?
C15 C14 C16 106.7(9) . . ?
C15 C14 C13 108.2(9) . . ?
C16 C14 C13 101.8(7) . . ?
C15 C14 H14 113.0 . . ?
C16 C14 H14 113.3 . . ?
C13 C14 H14 113.1 . . ?
C14 C16 H16A 110.4 . . ?
C14 C16 H16B 110.3 . . ?
H16A C16 H16B 108.5 . . ?
C14 C16 H16C 110.6 . . ?
H16A C16 H16C 108.5 . . ?
H16B C16 H16C 108.5 . . ?
O6 C17 N4 122.4(4) . . ?
O6 C17 C13 120.9(4) . . ?
N4 C17 C13 116.7(4) . . ?
N4 C18 C19 110.7(5) . . ?
N4 C18 C21 109.3(4) . . ?
C19 C18 C21 110.5(4) . . ?
N4 C18 H18 108.8 . . ?
C19 C18 H18 108.8 . . ?
C21 C18 H18 108.7 . . ?
O7 C19 O8 124.4(6) . . ?
O7 C19 C18 125.4(5) . . ?
O8 C19 C18 110.2(6) . . ?
O8 C20 H20A 109.4 . . ?
O8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C18 115.8(5) . . ?
C22 C21 H21A 108.4 . . ?
C18 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
C18 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C23 C22 C21 113.1(6) . . ?
C23 C22 C24 109.2(8) . . ?
C21 C22 C24 108.0(5) . . ?
C23 C22 H22 108.8 . . ?
C21 C22 H22 108.9 . . ?
C24 C22 H22 108.8 . . ?
C22 C23 H23A 109.4 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.4 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.4 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C8 N1 C5 121.9(4) . . ?
C8 N1 H1 119.0 . . ?
C5 N1 H1 119.1 . . ?
C9 N2 S1 120.8(3) . . ?
C9 N2 H2A 119.6 . . ?
S1 N2 H2A 119.6 . . ?
C13 N3 S1 118.4(3) . . ?
C13 N3 H3 120.8 . . ?
S1 N3 H3 120.8 . . ?
C17 N4 C18 121.0(4) . . ?
C17 N4 H4 119.5 . . ?
C18 N4 H4 119.5 . . ?
C6 O2 C7 117.5(4) . . ?
C19 O8 C20 116.8(6) . . ?
O4 S1 O5 120.8(2) . . ?
O4 S1 N3 106.0(3) . . ?
O5 S1 N3 106.5(2) . . ?
O4 S1 N2 107.3(2) . . ?
O5 S1 N2 107.5(2) . . ?
N3 S1 N2 108.3(2) . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.4 . . ?
H15B C15 H15C 109.5 . . ?



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






















































C3 C2 C4 C5 -61.8(17) . . . . ?
C1 C2 C4 C5 164.8(11) . . . . ?
C2 C4 C5 N1 -60.8(7) . . . . ?
C2 C4 C5 C6 174.4(5) . . . . ?
N1 C5 C6 O1 135.7(6) . . . . ?
C4 C5 C6 O1 -99.3(7) . . . . ?
N1 C5 C6 O2 -44.9(6) . . . . ?
C4 C5 C6 O2 80.0(6) . . . . ?
O3 C8 C9 N2 150.3(4) . . . . ?
N1 C8 C9 N2 -33.1(6) . . . . ?
O3 C8 C9 C10 -86.8(6) . . . . ?
N1 C8 C9 C10 89.7(6) . . . . ?
N2 C9 C10 C11 61.3(6) . . . . ?
C8 C9 C10 C11 -63.3(6) . . . . ?
N2 C9 C10 C12 -171.2(5) . . . . ?
C8 C9 C10 C12 64.2(7) . . . . ?
N3 C13 C14 C15 171.0(8) . . . . ?
C17 C13 C14 C15 52.9(10) . . . . ?
N3 C13 C14 C16 -76.9(8) . . . . ?
C17 C13 C14 C16 165.1(7) . . . . ?
N3 C13 C17 O6 -34.5(6) . . . . ?
C14 C13 C17 O6 79.7(7) . . . . ?
N3 C13 C17 N4 145.1(5) . . . . ?
C14 C13 C17 N4 -100.7(6) . . . . ?
N4 C18 C19 O7 -28.6(7) . . . . ?
C21 C18 C19 O7 92.5(7) . . . . ?
N4 C18 C19 O8 151.9(4) . . . . ?
C21 C18 C19 O8 -86.9(5) . . . . ?
N4 C18 C21 C22 -169.3(6) . . . . ?
C19 C18 C21 C22 68.7(7) . . . . ?
C18 C21 C22 C23 62.2(9) . . . . ?
C18 C21 C22 C24 -176.8(7) . . . . ?
O3 C8 N1 C5 -4.1(7) . . . . ?
C9 C8 N1 C5 179.4(4) . . . . ?
C4 C5 N1 C8 152.1(5) . . . . ?
C6 C5 N1 C8 -84.1(6) . . . . ?
C8 C9 N2 S1 -69.0(5) . . . . ?
C10 C9 N2 S1 165.7(4) . . . . ?
C17 C13 N3 S1 -85.3(4) . . . . ?
C14 C13 N3 S1 157.0(5) . . . . ?
O6 C17 N4 C18 0.3(8) . . . . ?
C13 C17 N4 C18 -179.3(5) . . . . ?
C19 C18 N4 C17 -72.3(6) . . . . ?
C21 C18 N4 C17 165.8(5) . . . . ?
O1 C6 O2 C7 2.0(10) . . . . ?
C5 C6 O2 C7 -177.3(6) . . . . ?
O7 C19 O8 C20 -2.9(8) . . . . ?
C18 C19 O8 C20 176.6(4) . . . . ?
C13 N3 S1 O4 177.8(3) . . . . ?
C13 N3 S1 O5 -52.4(4) . . . . ?
C13 N3 S1 N2 62.9(4) . . . . ?
C9 N2 S1 O4 6.2(5) . . . . ?
C9 N2 S1 O5 -125.1(4) . . . . ?
C9 N2 S1 N3 120.2(4) . . . . ?



_diffrn_measured_fraction_theta_max 0.839

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 0.920

_refine_diff_density_max         0.573

_refine_diff_density_min         -0.527

_refine_diff_density_rms         0.061

_vrf_PLAT029_new                 
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.920      
RESPONSE:  Even though crystal data was collected up to 0.73 \%A 
resolution, the crystal (the largest available) still 
diffracted quite weakly at high angle. On repeated recrystallisation
we could get only small sized crystals.

;
# end Validation Reply Form
_database_code_depnum_ccdc_archive 'CCDC 980491'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C26 H50 N4 O8 S'

_chemical_formula_sum            
'C26 H50 N4 O8 S'

_chemical_formula_weight         578.76



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'



_symmetry_cell_setting           Orthorhombic

_symmetry_space_group_name_H-M   P2(1)2(1)2(1)



loop_

_symmetry_equiv_pos_as_xyz




'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'



_cell_length_a                   10.551(3)

_cell_length_b                   15.765(5)

_cell_length_c                   20.395(5)

_cell_angle_alpha                90.00

_cell_angle_beta                 90.00

_cell_angle_gamma                90.00

_cell_volume                     3392.4(16)

_cell_formula_units_Z            4

_cell_measurement_temperature    298(2)

_cell_measurement_reflns_used    1357

_cell_measurement_theta_min      2.53

_cell_measurement_theta_max      18.53



_exptl_crystal_description       Block

_exptl_crystal_colour            colourless

_exptl_crystal_size_max          0.25

_exptl_crystal_size_mid          0.18

_exptl_crystal_size_min          0.10

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.133

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1256

_exptl_absorpt_coefficient_mu    0.142

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.9655

_exptl_absorpt_correction_T_max  0.9860

_exptl_absorpt_process_details   ' SADABS (Bruker,2004)'



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      298(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            5719

_diffrn_reflns_av_R_equivalents  0.0306

_diffrn_reflns_av_sigmaI/netI    0.0399

_diffrn_reflns_limit_h_min       -8

_diffrn_reflns_limit_h_max       9

_diffrn_reflns_limit_k_min       -13

_diffrn_reflns_limit_k_max       14

_diffrn_reflns_limit_l_min       -18

_diffrn_reflns_limit_l_max       18

_diffrn_reflns_theta_min         2.00

_diffrn_reflns_theta_max         18.84

_reflns_number_total             2538

_reflns_number_gt                2100

_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'APEX-II (Bruker, 2004)'
_computing_cell_refinement       'APEX-II (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'




_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0681P)²+2.4237P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     direct

_atom_sites_solution_secondary   difmap

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     SHELXL

_refine_ls_extinction_coef       0.0007(4)

_refine_ls_extinction_expression 
Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^

_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881'

_refine_ls_abs_structure_Flack   0.1(2)

_refine_ls_number_reflns         2538

_refine_ls_number_parameters     363

_refine_ls_number_restraints     4

_refine_ls_R_factor_all          0.0691

_refine_ls_R_factor_gt           0.0536

_refine_ls_wR_factor_ref         0.1423

_refine_ls_wR_factor_gt          0.1299

_refine_ls_goodness_of_fit_ref   1.036

_refine_ls_restrained_S_all      1.036

_refine_ls_shift/su_max          0.014

_refine_ls_shift/su_mean         0.037



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

























































































C1 C 0.962(2) 0.3541(19) 0.034(2) 0.55(3) Uani 1 1 d D . .
H1A H 1.0103 0.3119 0.0572 0.822 Uiso 1 1 calc R . .
H1B H 0.9592 0.4052 0.0596 0.822 Uiso 1 1 calc R . .
H1C H 1.0020 0.3656 -0.0074 0.822 Uiso 1 1 calc R . .
C2 C 0.832(2) 0.3226(13) 0.0229(6) 0.341(17) Uani 1 1 d D . .
H2A H 0.7808 0.3604 -0.0038 0.409 Uiso 1 1 calc R . .
H2B H 0.8291 0.2653 0.0056 0.409 Uiso 1 1 calc R . .
C3 C 0.8029(12) 0.3275(7) 0.0922(7) 0.152(5) Uani 1 1 d . . .
H3 H 0.8779 0.3071 0.1158 0.182 Uiso 1 1 calc R . .
C4 C 0.6947(17) 0.2674(7) 0.1092(7) 0.224(8) Uani 1 1 d . . .
H4A H 0.6154 0.2967 0.1049 0.335 Uiso 1 1 calc R . .
H4B H 0.7044 0.2479 0.1535 0.335 Uiso 1 1 calc R . .
H4C H 0.6962 0.2197 0.0799 0.335 Uiso 1 1 calc R . .
C5 C 0.7687(8) 0.4165(5) 0.1220(5) 0.094(2) Uani 1 1 d . . .
H5 H 0.8234 0.4591 0.1014 0.113 Uiso 1 1 calc R . .
C6 C 0.6324(13) 0.4382(7) 0.1059(5) 0.117(3) Uani 1 1 d . . .
C7 C 0.4920(16) 0.4799(13) 0.0252(6) 0.303(12) Uani 1 1 d . . .
H7A H 0.4446 0.4280 0.0224 0.455 Uiso 1 1 calc R . .
H7B H 0.4949 0.5064 -0.0172 0.455 Uiso 1 1 calc R . .
H7C H 0.4518 0.5174 0.0559 0.455 Uiso 1 1 calc R . .
C8 C 0.7987(7) 0.4912(6) 0.2229(4) 0.076(2) Uani 1 1 d . . .
C9 C 0.8084(7) 0.4828(4) 0.2953(4) 0.078(2) Uani 1 1 d . . .
H9 H 0.8639 0.4344 0.3046 0.093 Uiso 1 1 calc R . .
C10 C 0.6808(9) 0.4652(5) 0.3277(5) 0.102(3) Uani 1 1 d . . .
H10 H 0.6410 0.4190 0.3031 0.122 Uiso 1 1 calc R . .
C11 C 0.5963(8) 0.5389(7) 0.3226(5) 0.135(3) Uani 1 1 d D . .
H11A H 0.6023 0.5613 0.2785 0.162 Uiso 1 1 calc R . .
H11B H 0.6268 0.5824 0.3523 0.162 Uiso 1 1 calc R . .
C12 C 0.4610(8) 0.5227(9) 0.3374(7) 0.214(6) Uani 1 1 d D . .
H12A H 0.4317 0.4755 0.3119 0.321 Uiso 1 1 calc R . .
H12B H 0.4120 0.5722 0.3267 0.321 Uiso 1 1 calc R . .
H12C H 0.4515 0.5101 0.3832 0.321 Uiso 1 1 calc R . .
C13 C 0.6990(11) 0.4334(7) 0.3987(5) 0.151(4) Uani 1 1 d . . .
H13A H 0.7439 0.4755 0.4236 0.227 Uiso 1 1 calc R . .
H13B H 0.7468 0.3816 0.3983 0.227 Uiso 1 1 calc R . .
H13C H 0.6177 0.4234 0.4183 0.227 Uiso 1 1 calc R . .
C14 C 1.1618(7) 0.6261(4) 0.2352(4) 0.083(2) Uani 1 1 d . . .
H14 H 1.2262 0.6389 0.2684 0.099 Uiso 1 1 calc R . .
C15 C 1.2318(8) 0.5953(5) 0.1721(6) 0.112(3) Uani 1 1 d . . .
H15 H 1.2824 0.5458 0.1849 0.134 Uiso 1 1 calc R . .
C16 C 1.3231(13) 0.6596(7) 0.1446(6) 0.202(7) Uani 1 1 d D . .
H16A H 1.3561 0.6379 0.1035 0.242 Uiso 1 1 calc R . .
H16B H 1.2763 0.7110 0.1348 0.242 Uiso 1 1 calc R . .
C17 C 1.4314(14) 0.6821(11) 0.1872(10) 0.304(13) Uani 1 1 d D . .
H17A H 1.4004 0.7051 0.2277 0.456 Uiso 1 1 calc R . .
H17B H 1.4833 0.7235 0.1656 0.456 Uiso 1 1 calc R . .
H17C H 1.4807 0.6322 0.1961 0.456 Uiso 1 1 calc R . .
C18 C 1.1412(12) 0.5655(7) 0.1197(5) 0.151(4) Uani 1 1 d . . .
H18A H 1.0965 0.6134 0.1019 0.226 Uiso 1 1 calc R . .
H18B H 1.0815 0.5264 0.1384 0.226 Uiso 1 1 calc R . .
H18C H 1.1878 0.5378 0.0854 0.226 Uiso 1 1 calc R . .
C19 C 1.0876(9) 0.7082(5) 0.2215(4) 0.073(2) Uani 1 1 d . . .
C20 C 0.8937(7) 0.7760(4) 0.1894(4) 0.073(2) Uani 1 1 d . . .
H20 H 0.9490 0.8196 0.1707 0.087 Uiso 1 1 calc R . .
C21 C 0.8360(8) 0.8102(6) 0.2524(5) 0.091(3) Uani 1 1 d . . .
C22 C 0.7172(13) 0.7802(6) 0.3463(6) 0.200(6) Uani 1 1 d . . .
H22A H 0.7787 0.8035 0.3760 0.300 Uiso 1 1 calc R . .
H22B H 0.6757 0.7328 0.3667 0.300 Uiso 1 1 calc R . .
H22C H 0.6555 0.8228 0.3356 0.300 Uiso 1 1 calc R . .
C23 C 0.7874(9) 0.7557(5) 0.1391(5) 0.103(3) Uani 1 1 d . . .
H23 H 0.7347 0.7116 0.1592 0.124 Uiso 1 1 calc R . .
C24 C 0.7015(9) 0.8318(6) 0.1289(6) 0.166(5) Uani 1 1 d . . .
H24A H 0.7520 0.8807 0.1186 0.250 Uiso 1 1 calc R . .
H24B H 0.6541 0.8424 0.1683 0.250 Uiso 1 1 calc R . .
H24C H 0.6441 0.8206 0.0935 0.250 Uiso 1 1 calc R . .
C25 C 0.8358(14) 0.7184(8) 0.0741(7) 0.188(5) Uani 1 1 d D . .
H25A H 0.8649 0.6609 0.0820 0.225 Uiso 1 1 calc R . .
H25B H 0.7655 0.7153 0.0435 0.225 Uiso 1 1 calc R . .
C26 C 0.9399(15) 0.7668(10) 0.0430(7) 0.255(8) Uani 1 1 d D . .
H26A H 0.9174 0.8258 0.0413 0.382 Uiso 1 1 calc R . .
H26B H 0.9537 0.7460 -0.0006 0.382 Uiso 1 1 calc R . .
H26C H 1.0159 0.7601 0.0683 0.382 Uiso 1 1 calc R . .
N2 N 0.8684(5) 0.5592(3) 0.3233(2) 0.0705(15) Uani 1 1 d . . .
H2 H 0.8225 0.6018 0.3346 0.085 Uiso 1 1 calc R . .
N3 N 1.0829(5) 0.5578(3) 0.2605(2) 0.0710(15) Uani 1 1 d . . .
H3A H 1.0698 0.5138 0.2366 0.085 Uiso 1 1 calc R . .
O2 O 0.5488(7) 0.4366(6) 0.1449(4) 0.161(3) Uani 1 1 d . . .
O1 O 0.6179(9) 0.4618(5) 0.0467(4) 0.180(4) Uani 1 1 d . . .
N1 N 0.7894(6) 0.4191(4) 0.1913(3) 0.0887(19) Uani 1 1 d . . .
H1 H 0.7960 0.3723 0.2127 0.106 Uiso 1 1 calc R . .
O3 O 0.7929(5) 0.5608(3) 0.1953(2) 0.0888(15) Uani 1 1 d . . .
O4 O 1.0543(5) 0.4877(3) 0.3670(2) 0.0943(16) Uani 1 1 d . . .
O5 O 1.0456(5) 0.6449(3) 0.3579(2) 0.0976(16) Uani 1 1 d . . .
O6 O 1.1418(5) 0.7775(3) 0.2281(3) 0.0951(17) Uani 1 1 d . . .
N4 N 0.9688(7) 0.7017(3) 0.2030(3) 0.0715(16) Uani 1 1 d . . .
H4 H 0.9352 0.6523 0.1990 0.086 Uiso 1 1 calc R . .
O7 O 0.8379(7) 0.8820(4) 0.2685(3) 0.136(3) Uani 1 1 d . . .
O8 O 0.7809(6) 0.7519(3) 0.2861(3) 0.115(2) Uani 1 1 d . . .
S1 S 1.01927(18) 0.56265(13) 0.33276(9) 0.0780(6) Uani 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
























































































C1 C2 1.480(2) . ?
C1 H1A 1.0551 . ?
C1 H1B 1.0518 . ?
C1 H1C 1.0548 . ?
C2 C3 1.450(16) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.524(18) . ?
C3 C5 1.570(12) . ?
C3 H3 0.9800 . ?
C4 H4A 0.9601 . ?
C4 H4B 0.9601 . ?
C4 H4C 0.9601 . ?
C5 N1 1.432(10) . ?
C5 C6 1.513(13) . ?
C5 H5 0.9800 . ?
C6 O2 1.188(10) . ?
C6 O1 1.274(10) . ?
C7 O1 1.427(14) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 O3 1.235(8) . ?
C8 N1 1.309(8) . ?
C8 C9 1.486(10) . ?
C9 N2 1.476(8) . ?
C9 C10 1.525(10) . ?
C9 H9 0.9800 . ?
C10 C11 1.468(11) . ?
C10 C13 1.545(11) . ?
C10 H10 0.9800 . ?
C11 C12 1.481(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N3 1.455(8) . ?
C14 C19 1.538(10) . ?
C14 C15 1.561(11) . ?
C14 H14 0.9800 . ?
C15 C16 1.507(13) . ?
C15 C18 1.510(12) . ?
C15 H15 0.9800 . ?
C16 C17 1.479(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 O6 1.239(8) . ?
C19 N4 1.313(8) . ?
C20 N4 1.441(8) . ?
C20 C21 1.520(10) . ?
C20 C23 1.552(10) . ?
C20 H20 0.9800 . ?
C21 O7 1.179(8) . ?
C21 O8 1.287(9) . ?
C22 O8 1.469(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.519(11) . ?
C23 C25 1.538(14) . ?
C23 H23 0.9800 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.479(2) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N2 S1 1.604(5) . ?
N2 H2 0.8600 . ?
N3 S1 1.621(5) . ?
N3 H3A 0.8600 . ?
N1 H1 0.8600 . ?
O4 S1 1.421(5) . ?
O5 S1 1.422(5) . ?
N4 H4 0.8600 . ?



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




































































































































































C2 C1 H1A 119.2 . . ?
C2 C1 H1B 118.7 . . ?
H1A C1 H1B 98.4 . . ?
C2 C1 H1C 119.3 . . ?
H1A C1 H1C 98.3 . . ?
H1B C1 H1C 98.6 . . ?
C3 C2 C1 91.6(18) . . ?
C3 C2 H2A 113.4 . . ?
C1 C2 H2A 113.2 . . ?
C3 C2 H2B 113.4 . . ?
C1 C2 H2B 113.4 . . ?
H2A C2 H2B 110.7 . . ?
C2 C3 C4 110.3(13) . . ?
C2 C3 C5 118.2(12) . . ?
C4 C3 C5 107.2(10) . . ?
C2 C3 H3 106.9 . . ?
C4 C3 H3 106.8 . . ?
C5 C3 H3 106.8 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 110.6(7) . . ?
N1 C5 C3 111.8(8) . . ?
C6 C5 C3 109.7(8) . . ?
N1 C5 H5 108.2 . . ?
C6 C5 H5 108.2 . . ?
C3 C5 H5 108.2 . . ?
O2 C6 O1 123.4(12) . . ?
O2 C6 C5 123.8(9) . . ?
O1 C6 C5 112.7(11) . . ?
O1 C7 H7A 109.4 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 N1 123.0(7) . . ?
O3 C8 C9 122.3(7) . . ?
N1 C8 C9 114.6(7) . . ?
N2 C9 C8 110.0(6) . . ?
N2 C9 C10 111.0(6) . . ?
C8 C9 C10 112.7(7) . . ?
N2 C9 H9 107.6 . . ?
C8 C9 H9 107.6 . . ?
C10 C9 H9 107.6 . . ?
C11 C10 C9 111.2(7) . . ?
C11 C10 C13 113.4(9) . . ?
C9 C10 C13 110.8(8) . . ?
C11 C10 H10 107.0 . . ?
C9 C10 H10 107.0 . . ?
C13 C10 H10 107.0 . . ?
C10 C11 C12 115.8(9) . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.4 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C19 113.3(6) . . ?
N3 C14 C15 109.4(6) . . ?
C19 C14 C15 110.7(6) . . ?
N3 C14 H14 107.7 . . ?
C19 C14 H14 107.7 . . ?
C15 C14 H14 107.7 . . ?
C16 C15 C18 110.5(10) . . ?
C16 C15 C14 113.6(8) . . ?
C18 C15 C14 112.4(7) . . ?
C16 C15 H15 106.6 . . ?
C18 C15 H15 106.6 . . ?
C14 C15 H15 106.6 . . ?
C17 C16 C15 115.9(11) . . ?
C17 C16 H16A 108.3 . . ?
C15 C16 H16A 108.3 . . ?
C17 C16 H16B 108.4 . . ?
C15 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.4 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O6 C19 N4 122.7(7) . . ?
O6 C19 C14 119.2(8) . . ?
N4 C19 C14 118.2(8) . . ?
N4 C20 C21 110.2(6) . . ?
N4 C20 C23 110.9(6) . . ?
C21 C20 C23 110.0(7) . . ?
N4 C20 H20 108.5 . . ?
C21 C20 H20 108.6 . . ?
C23 C20 H20 108.5 . . ?
O7 C21 O8 123.0(9) . . ?
O7 C21 C20 124.7(8) . . ?
O8 C21 C20 112.3(8) . . ?
O8 C22 H22A 109.5 . . ?
O8 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O8 C22 H22C 109.4 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C25 112.5(9) . . ?
C24 C23 C20 111.0(7) . . ?
C25 C23 C20 114.1(8) . . ?
C24 C23 H23 106.2 . . ?
C25 C23 H23 106.2 . . ?
C20 C23 H23 106.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C23 114.7(12) . . ?
C26 C25 H25A 108.6 . . ?
C23 C25 H25A 108.6 . . ?
C26 C25 H25B 108.5 . . ?
C23 C25 H25B 108.6 . . ?
H25A C25 H25B 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.4 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C9 N2 S1 120.0(5) . . ?
C9 N2 H2 120.0 . . ?
S1 N2 H2 120.0 . . ?
C14 N3 S1 121.7(5) . . ?
C14 N3 H3A 119.2 . . ?
S1 N3 H3A 119.2 . . ?
C6 O1 C7 117.5(10) . . ?
C8 N1 C5 121.5(7) . . ?
C8 N1 H1 119.3 . . ?
C5 N1 H1 119.3 . . ?
C19 N4 C20 121.1(6) . . ?
C19 N4 H4 119.4 . . ?
C20 N4 H4 119.4 . . ?
C21 O8 C22 115.9(6) . . ?
O4 S1 O5 122.0(3) . . ?
O4 S1 N2 106.8(3) . . ?
O5 S1 N2 105.6(3) . . ?
O4 S1 N3 107.5(3) . . ?
O5 S1 N3 106.8(3) . . ?
N2 S1 N3 107.5(3) . . ?



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






























































C1 C2 C3 C4 -156.6(15) . . . . ?
C1 C2 C3 C5 79.6(18) . . . . ?
C2 C3 C5 N1 -157.8(13) . . . . ?
C4 C3 C5 N1 76.9(10) . . . . ?
C2 C3 C5 C6 79.1(15) . . . . ?
C4 C3 C5 C6 -46.3(12) . . . . ?
N1 C5 C6 O2 -17.3(14) . . . . ?
C3 C5 C6 O2 106.5(13) . . . . ?
N1 C5 C6 O1 159.9(8) . . . . ?
C3 C5 C6 O1 -76.2(11) . . . . ?
O3 C8 C9 N2 -26.5(10) . . . . ?
N1 C8 C9 N2 157.3(6) . . . . ?
O3 C8 C9 C10 98.0(8) . . . . ?
N1 C8 C9 C10 -78.2(8) . . . . ?
N2 C9 C10 C11 55.9(10) . . . . ?
C8 C9 C10 C11 -68.0(10) . . . . ?
N2 C9 C10 C13 -71.3(8) . . . . ?
C8 C9 C10 C13 164.8(7) . . . . ?
C9 C10 C11 C12 165.5(9) . . . . ?
C13 C10 C11 C12 -68.7(13) . . . . ?
N3 C14 C15 C16 -176.0(8) . . . . ?
C19 C14 C15 C16 58.4(11) . . . . ?
N3 C14 C15 C18 57.6(9) . . . . ?
C19 C14 C15 C18 -68.0(10) . . . . ?
C18 C15 C16 C17 -169.1(11) . . . . ?
C14 C15 C16 C17 63.5(14) . . . . ?
N3 C14 C19 O6 148.6(6) . . . . ?
C15 C14 C19 O6 -88.1(9) . . . . ?
N3 C14 C19 N4 -31.7(10) . . . . ?
C15 C14 C19 N4 91.6(8) . . . . ?
N4 C20 C21 O7 132.4(9) . . . . ?
C23 C20 C21 O7 -104.9(9) . . . . ?
N4 C20 C21 O8 -49.4(9) . . . . ?
C23 C20 C21 O8 73.3(8) . . . . ?
N4 C20 C23 C24 175.3(7) . . . . ?
C21 C20 C23 C24 53.1(10) . . . . ?
N4 C20 C23 C25 -56.3(9) . . . . ?
C21 C20 C23 C25 -178.5(8) . . . . ?
C24 C23 C25 C26 77.3(13) . . . . ?
C20 C23 C25 C26 -50.2(13) . . . . ?
C8 C9 N2 S1 -90.9(7) . . . . ?
C10 C9 N2 S1 143.6(6) . . . . ?
C19 C14 N3 S1 -68.0(8) . . . . ?
C15 C14 N3 S1 168.0(5) . . . . ?
O2 C6 O1 C7 -5.8(18) . . . . ?
C5 C6 O1 C7 177.0(11) . . . . ?
O3 C8 N1 C5 -1.5(12) . . . . ?
C9 C8 N1 C5 174.7(7) . . . . ?
C6 C5 N1 C8 -75.3(9) . . . . ?
C3 C5 N1 C8 162.1(8) . . . . ?
O6 C19 N4 C20 -0.3(11) . . . . ?
C14 C19 N4 C20 180.0(6) . . . . ?
C21 C20 N4 C19 -85.2(8) . . . . ?
C23 C20 N4 C19 152.7(7) . . . . ?
O7 C21 O8 C22 1.1(14) . . . . ?
C20 C21 O8 C22 -177.1(9) . . . . ?
C9 N2 S1 O4 -51.2(6) . . . . ?
C9 N2 S1 O5 177.7(5) . . . . ?
C9 N2 S1 N3 63.9(6) . . . . ?
C14 N3 S1 O4 -126.5(5) . . . . ?
C14 N3 S1 O5 6.0(6) . . . . ?
C14 N3 S1 N2 118.9(5) . . . . ?



_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        18.84

_diffrn_measured_fraction_theta_full 0.992

_refine_diff_density_max         0.227

_refine_diff_density_min         -0.177

_refine_diff_density_rms         0.036

_database_code_depnum_ccdc_archive 'CCDC 980493'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H26 N4 O8 S'
_chemical_formula_sum            'C14 H26 N4 O8 S'
_chemical_formula_weight         410.45
_chemical_absolute_configuration .

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P1
_symmetry_space_group_name_Hall  'P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   4.9125(2)
_cell_length_b                   9.3729(4)
_cell_length_c                   12.3508(5)
_cell_angle_alpha                110.316(2)
_cell_angle_beta                 90.313(2)
_cell_angle_gamma                100.2330(10)
_cell_volume                     523.43(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5351
_cell_measurement_theta_min      0.00
_cell_measurement_theta_max      0.00

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             218
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9332
_exptl_absorpt_correction_T_max  0.9706
_exptl_absorpt_process_details   'SADABS (Bruker,2004)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6100
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2992
_reflns_number_gt                2944
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       APEXII,Bruker,2004
_computing_cell_refinement       APEXII,Bruker,2004
_computing_data_reduction        SAINT,Bruker,2004
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0554P)²+0.0890P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(6)
_refine_ls_number_reflns         2992
_refine_ls_number_parameters     250
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0877
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.9015(16) 0.8909(6) 0.4797(4) 0.150(3) Uani 1 1 d . . .
H1A H 0.9592 0.9928 0.4769 0.225 Uiso 1 1 calc R . .
H1B H 1.0538 0.8614 0.5103 0.225 Uiso 1 1 calc R . .
H1C H 0.7502 0.8909 0.5286 0.225 Uiso 1 1 calc R . .
C2 C 0.6571(8) 0.6521(3) 0.3538(3) 0.0698(9) Uani 1 1 d . . .
C3 C 0.5724(5) 0.5508(3) 0.2300(2) 0.0497(6) Uani 1 1 d . . .
H3 H 0.7406 0.5398 0.1880 0.060 Uiso 1 1 calc R . .
C4 C 0.3891(8) 0.6211(3) 0.1725(3) 0.0678(8) Uani 1 1 d . . .
H4A H 0.3230 0.5487 0.0965 0.102 Uiso 1 1 calc R . .
H4B H 0.4935 0.7144 0.1664 0.102 Uiso 1 1 calc R . .
H4C H 0.2342 0.6447 0.2179 0.102 Uiso 1 1 calc R . .
C5 C 0.5719(5) 0.2895(3) 0.2248(3) 0.0525(6) Uani 1 1 d . . .
C6 C 0.3980(5) 0.1405(2) 0.2307(2) 0.0439(5) Uani 1 1 d . . .
H6 H 0.2036 0.1518 0.2372 0.053 Uiso 1 1 calc R . .
C7 C 0.4954(9) 0.1068(4) 0.3337(3) 0.0736(9) Uani 1 1 d . . .
H7A H 0.3790 0.0149 0.3372 0.110 Uiso 1 1 calc R . .
H7B H 0.4859 0.1926 0.4033 0.110 Uiso 1 1 calc R . .
H7C H 0.6835 0.0914 0.3263 0.110 Uiso 1 1 calc R . .
C8 C 0.2567(6) 0.0575(3) -0.1080(2) 0.0516(6) Uani 1 1 d . . .
H8 H 0.4465 0.0806 -0.0732 0.062 Uiso 1 1 calc R . .
C9 C 0.2354(13) -0.0700(5) -0.2268(3) 0.1018(15) Uani 1 1 d . . .
H9A H 0.2777 -0.1619 -0.2183 0.153 Uiso 1 1 calc R . .
H9B H 0.3646 -0.0362 -0.2750 0.153 Uiso 1 1 calc R . .
H9C H 0.0505 -0.0922 -0.2618 0.153 Uiso 1 1 calc R . .
C10 C 0.1900(5) 0.2030(3) -0.1225(2) 0.0478(6) Uani 1 1 d . . .
C11 C 0.3671(5) 0.4257(3) -0.1773(2) 0.0425(5) Uani 1 1 d . . .
H11 H 0.2263 0.4763 -0.1313 0.051 Uiso 1 1 calc R . .
C12 C 0.6357(6) 0.5428(3) -0.1533(3) 0.0630(8) Uani 1 1 d . . .
H12A H 0.6950 0.5777 -0.0727 0.094 Uiso 1 1 calc R . .
H12B H 0.6073 0.6295 -0.1734 0.094 Uiso 1 1 calc R . .
H12C H 0.7753 0.4954 -0.1988 0.094 Uiso 1 1 calc R . .
C13 C 0.2668(6) 0.3681(3) -0.3037(2) 0.0522(6) Uani 1 1 d . . .
C14 C 0.0700(11) 0.4412(6) -0.4480(4) 0.1071(15) Uani 1 1 d . . .
H14A H 0.2140 0.4182 -0.4999 0.161 Uiso 1 1 calc R . .
H14B H 0.0008 0.5278 -0.4542 0.161 Uiso 1 1 calc R . .
H14C H -0.0782 0.3526 -0.4679 0.161 Uiso 1 1 calc R . .
N1 N 0.4344(4) 0.3979(2) 0.2249(2) 0.0509(5) Uani 1 1 d . . .
H1 H 0.2561 0.3774 0.2218 0.061 Uiso 1 1 calc R . .
N2 N 0.4209(4) 0.0136(2) 0.12342(18) 0.0462(5) Uani 1 1 d . . .
H2 H 0.5818 -0.0063 0.1041 0.055 Uiso 1 1 calc R . .
N3 N 0.0641(4) 0.0138(2) -0.03037(19) 0.0472(5) Uani 1 1 d . . .
H3A H -0.0937 0.0425 -0.0226 0.057 Uiso 1 1 calc R . .
N4 N 0.4015(4) 0.2963(2) -0.14359(18) 0.0473(5) Uani 1 1 d . . .
H4 H 0.5661 0.2794 -0.1370 0.057 Uiso 1 1 calc R . .
O1 O 0.8130(7) 0.7820(3) 0.3644(2) 0.0999(10) Uani 1 1 d . . .
O2 O 0.5908(12) 0.6178(5) 0.4350(3) 0.165(2) Uani 1 1 d . . .
O3 O 0.8221(5) 0.3031(3) 0.2202(4) 0.1134(12) Uani 1 1 d . . .
O4 O -0.0794(4) -0.1083(2) 0.10911(17) 0.0528(4) Uani 1 1 d . . .
O5 O 0.2396(4) -0.2219(2) -0.03570(16) 0.0525(4) Uani 1 1 d . . .
O6 O -0.0463(4) 0.2272(3) -0.1164(3) 0.0788(7) Uani 1 1 d . . .
O7 O 0.2697(9) 0.2434(3) -0.3721(2) 0.1113(12) Uani 1 1 d . . .
O8 O 0.1816(5) 0.4792(3) -0.32924(18) 0.0714(6) Uani 1 1 d . . .
S1 S 0.15016(7) -0.08917(5) 0.04103(4) 0.03925(15) Uani 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
C1 O1 1.444(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 O2 1.185(4) . ?
C2 O1 1.282(4) . ?
C2 C3 1.502(4) . ?
C3 N1 1.452(3) . ?
C3 C4 1.510(4) . ?
C3 H3 0.9800 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 O3 1.216(3) . ?
C5 N1 1.316(3) . ?
C5 C6 1.528(3) . ?
C6 N2 1.462(3) . ?
C6 C7 1.507(4) . ?
C6 H6 0.9800 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 N3 1.459(3) . ?
C8 C9 1.526(5) . ?
C8 C10 1.525(3) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 O6 1.219(3) . ?
C10 N4 1.323(3) . ?
C11 N4 1.447(3) . ?
C11 C13 1.511(4) . ?
C11 C12 1.513(4) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O7 1.184(4) . ?
C13 O8 1.319(3) . ?
C14 O8 1.462(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
N1 H1 0.8600 . ?
N2 S1 1.607(2) . ?
N2 H2 0.8600 . ?
N3 S1 1.619(2) . ?
N3 H3A 0.8600 . ?
N4 H4 0.8600 . ?
O4 S1 1.4332(18) . ?
O5 S1 1.4206(18) . ?

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
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 O1 122.1(3) . . ?
O2 C2 C3 124.6(3) . . ?
O1 C2 C3 113.3(2) . . ?
N1 C3 C2 109.6(2) . . ?
N1 C3 C4 110.8(2) . . ?
C2 C3 C4 111.7(2) . . ?
N1 C3 H3 108.2 . . ?
C2 C3 H3 108.2 . . ?
C4 C3 H3 108.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O3 C5 N1 123.7(2) . . ?
O3 C5 C6 120.4(2) . . ?
N1 C5 C6 116.0(2) . . ?
N2 C6 C7 110.3(2) . . ?
N2 C6 C5 108.2(2) . . ?
C7 C6 C5 111.0(2) . . ?
N2 C6 H6 109.1 . . ?
C7 C6 H6 109.1 . . ?
C5 C6 H6 109.1 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 C9 112.3(3) . . ?
N3 C8 C10 108.1(2) . . ?
C9 C8 C10 109.1(2) . . ?
N3 C8 H8 109.1 . . ?
C9 C8 H8 109.1 . . ?
C10 C8 H8 109.1 . . ?
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 . . ?
O6 C10 N4 123.6(2) . . ?
O6 C10 C8 120.6(2) . . ?
N4 C10 C8 115.7(2) . . ?
N4 C11 C13 109.96(19) . . ?
N4 C11 C12 110.6(2) . . ?
C13 C11 C12 111.0(2) . . ?
N4 C11 H11 108.4 . . ?
C13 C11 H11 108.4 . . ?
C12 C11 H11 108.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O7 C13 O8 123.9(3) . . ?
O7 C13 C11 125.8(2) . . ?
O8 C13 C11 110.2(2) . . ?
O8 C14 H14A 109.5 . . ?
O8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 N1 C3 122.4(2) . . ?
C5 N1 H1 118.8 . . ?
C3 N1 H1 118.8 . . ?
C6 N2 S1 121.01(17) . . ?
C6 N2 H2 119.5 . . ?
S1 N2 H2 119.5 . . ?
C8 N3 S1 119.39(16) . . ?
C8 N3 H3A 120.3 . . ?
S1 N3 H3A 120.3 . . ?
C10 N4 C11 122.7(2) . . ?
C10 N4 H4 118.7 . . ?
C11 N4 H4 118.7 . . ?
C2 O1 C1 118.3(3) . . ?
C13 O8 C14 117.3(3) . . ?
O5 S1 O4 119.69(11) . . ?
O5 S1 N2 105.20(11) . . ?
O4 S1 N2 110.31(12) . . ?
O5 S1 N3 109.89(11) . . ?
O4 S1 N3 104.93(11) . . ?
N2 S1 N3 106.13(11) . . ?

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
O2 C2 C3 N1 -8.5(6) . . . . ?
O1 C2 C3 N1 171.1(3) . . . . ?
O2 C2 C3 C4 114.8(5) . . . . ?
O1 C2 C3 C4 -65.7(4) . . . . ?
O3 C5 C6 N2 -63.8(4) . . . . ?
N1 C5 C6 N2 116.1(3) . . . . ?
O3 C5 C6 C7 57.4(4) . . . . ?
N1 C5 C6 C7 -122.7(3) . . . . ?
N3 C8 C10 O6 -30.4(4) . . . . ?
C9 C8 C10 O6 92.0(4) . . . . ?
N3 C8 C10 N4 150.8(2) . . . . ?
C9 C8 C10 N4 -86.7(4) . . . . ?
N4 C11 C13 O7 -14.7(4) . . . . ?
C12 C11 C13 O7 108.0(4) . . . . ?
N4 C11 C13 O8 167.3(2) . . . . ?
C12 C11 C13 O8 -70.0(3) . . . . ?
O3 C5 N1 C3 -5.7(5) . . . . ?
C6 C5 N1 C3 174.4(2) . . . . ?
C2 C3 N1 C5 -83.9(3) . . . . ?
C4 C3 N1 C5 152.3(3) . . . . ?
C7 C6 N2 S1 116.2(2) . . . . ?
C5 C6 N2 S1 -122.2(2) . . . . ?
C9 C8 N3 S1 83.5(3) . . . . ?
C10 C8 N3 S1 -156.09(18) . . . . ?
O6 C10 N4 C11 -8.7(4) . . . . ?
C8 C10 N4 C11 170.0(2) . . . . ?
C13 C11 N4 C10 -77.8(3) . . . . ?
C12 C11 N4 C10 159.3(3) . . . . ?
O2 C2 O1 C1 -2.1(8) . . . . ?
C3 C2 O1 C1 178.3(5) . . . . ?
O7 C13 O8 C14 3.7(5) . . . . ?
C11 C13 O8 C14 -178.3(3) . . . . ?
C6 N2 S1 O5 -165.26(18) . . . . ?
C6 N2 S1 O4 -34.9(2) . . . . ?
C6 N2 S1 N3 78.3(2) . . . . ?
C8 N3 S1 O5 -51.1(2) . . . . ?
C8 N3 S1 O4 179.0(2) . . . . ?
C8 N3 S1 N2 62.2(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.034
_database_code_depnum_ccdc_archive 'CCDC 1009176'
