# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2004

data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'Dr Gotz Bucher'
_publ_contact_author_address     
;
Lehrstuhl OC II
Ruhr-Universitat Bochum
Universitatsstr. 150
Bochum
44801
GERMANY
;

_publ_contact_author_phone       '049 234 32-24187'
_publ_contact_author_fax         '049 234 32-14378'
_publ_contact_author_email       GOETZ.BUCHER@RUB.DE
_publ_requested_coeditor_name    ?

_publ_section_title              
;
Azidocryptands - Synthesis, Structure, and Complexation
Properties
;
loop_
_publ_author_name
'Gotz Bucher'
'Klaus Merz'
'Christina Tonshoff'
###########################################

data_30sec1
_database_code_depnum_ccdc_archive 'CCDC 210559'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H31 Br K N5 O4'
_chemical_formula_weight         524.51

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'
Br Br -0.2901 2.4595 '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'
K K 0.2009 0.2494 '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                   10.70(4)
_cell_length_b                   13.81(5)
_cell_length_c                   15.55(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2298(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    -
_cell_measurement_theta_min      -
_cell_measurement_theta_max      -

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    2.006
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_T_max  0.82

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      203(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 axs CCD 1000'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean -
_diffrn_standards_number         -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_decay_%        -
_diffrn_reflns_number            11794
_diffrn_reflns_av_R_equivalents  0.0808
_diffrn_reflns_av_sigmaI/netI    0.0747
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.12
_reflns_number_total             4099
_reflns_number_gt                3021
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Siemens, 1996)'
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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 w=1/[\s^2^(Fo^2^)+(0.0983P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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   0.013(16)
_refine_ls_number_reflns         4099
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1558
_refine_ls_wR_factor_gt          0.1436
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.003

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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.75988(6) 0.93160(5) 0.72509(5) 0.0504(2) Uani 1 d . . .
K1 K 1.20419(18) 0.64351(14) 0.74479(12) 0.0638(5) Uani 1 d . . .
O3 O 1.4503(4) 0.6490(3) 0.7402(3) 0.0355(10) Uani 1 d . . .
N1 N 1.0989(4) 0.8257(3) 0.7786(3) 0.0288(11) Uani 1 d . . .
C1 C 1.1996(5) 0.8657(4) 0.7270(4) 0.0222(11) Uani 1 d . . .
C5 C 1.2626(7) 0.9121(4) 0.5869(4) 0.0364(15) Uani 1 d . . .
H5A H 1.2458 0.9195 0.5279 0.044 Uiso 1 calc R . .
C6 C 1.1741(5) 0.8710(4) 0.6386(4) 0.0253(13) Uani 1 d . . .
O1 O 1.1056(5) 0.6658(3) 0.8981(3) 0.0433(12) Uani 1 d . . .
O2 O 0.9653(4) 0.6206(3) 0.7510(3) 0.0351(11) Uani 1 d . . .
C2 C 1.3162(5) 0.8886(4) 0.7612(4) 0.0270(13) Uani 1 d . . .
N5 N 1.0681(4) 0.7199(4) 0.6003(3) 0.0277(11) Uani 1 d . . .
C3 C 1.4031(6) 0.9293(5) 0.7055(4) 0.0401(16) Uani 1 d . . .
H3A H 1.4817 0.9479 0.7268 0.048 Uiso 1 calc R . .
N2 N 1.0673(5) 0.8711(4) 0.8430(4) 0.0340(13) Uani 1 d . . .
C12 C 1.2206(7) 0.6046(5) 0.5370(4) 0.0421(17) Uani 1 d . . .
H12A H 1.1735 0.5502 0.5613 0.050 Uiso 1 calc R . .
H12B H 1.2597 0.5837 0.4831 0.050 Uiso 1 calc R . .
C18 C 1.2063(8) 0.6507(5) 0.9558(4) 0.049(2) Uani 1 d . . .
H18A H 1.2601 0.5980 0.9354 0.059 Uiso 1 calc R . .
H18B H 1.1750 0.6340 1.0131 0.059 Uiso 1 calc R . .
C19 C 1.2771(7) 0.7438(5) 0.9585(4) 0.0460(18) Uani 1 d . . .
H19A H 1.2192 0.7969 0.9710 0.055 Uiso 1 calc R . .
H19B H 1.3389 0.7411 1.0049 0.055 Uiso 1 calc R . .
C17 C 1.0129(7) 0.5920(5) 0.8970(5) 0.0440(18) Uani 1 d . . .
H17A H 0.9761 0.5842 0.9543 0.053 Uiso 1 calc R . .
H17B H 1.0498 0.5301 0.8796 0.053 Uiso 1 calc R . .
C11 C 1.4123(6) 0.5750(5) 0.6074(4) 0.0383(15) Uani 1 d . . .
H11A H 1.4481 0.5565 0.5518 0.046 Uiso 1 calc R . .
H11B H 1.3851 0.5162 0.6373 0.046 Uiso 1 calc R . .
C14 C 0.9461(6) 0.6693(5) 0.6045(5) 0.0394(17) Uani 1 d . . .
H14A H 0.9579 0.6018 0.5867 0.047 Uiso 1 calc R . .
H14B H 0.8887 0.6996 0.5634 0.047 Uiso 1 calc R . .
N4 N 1.3414(5) 0.7632(4) 0.8763(3) 0.0339(13) Uani 1 d . . .
C15 C 0.8878(6) 0.6708(5) 0.6911(5) 0.0418(18) Uani 1 d . . .
H15A H 0.8763 0.7379 0.7100 0.050 Uiso 1 calc R . .
H15B H 0.8055 0.6398 0.6887 0.050 Uiso 1 calc R . .
C13 C 1.1350(6) 0.6924(5) 0.5219(4) 0.0341(15) Uani 1 d . . .
H13A H 1.1854 0.7473 0.5021 0.041 Uiso 1 calc R . .
H13B H 1.0744 0.6769 0.4767 0.041 Uiso 1 calc R . .
C7 C 1.3488(7) 0.8680(5) 0.8534(4) 0.0388(16) Uani 1 d . . .
H7A H 1.4338 0.8911 0.8646 0.047 Uiso 1 calc R . .
H7B H 1.2919 0.9044 0.8907 0.047 Uiso 1 calc R . .
C16 C 0.9174(6) 0.6221(5) 0.8352(4) 0.0415(17) Uani 1 d . . .
H16A H 0.8454 0.5784 0.8390 0.050 Uiso 1 calc R . .
H16B H 0.8888 0.6876 0.8492 0.050 Uiso 1 calc R . .
C8 C 1.4658(6) 0.7163(6) 0.8777(5) 0.050(2) Uani 1 d . . .
H8A H 1.5207 0.7534 0.9159 0.060 Uiso 1 calc R . .
H8B H 1.4569 0.6512 0.9022 0.060 Uiso 1 calc R . .
O4 O 1.3112(5) 0.6385(3) 0.5957(3) 0.0455(12) Uani 1 d . . .
N3 N 1.0279(6) 0.9031(4) 0.9025(4) 0.0534(17) Uani 1 d . . .
C9 C 1.5263(6) 0.7080(6) 0.7932(5) 0.0469(19) Uani 1 d . . .
H9A H 1.5360 0.7722 0.7674 0.056 Uiso 1 calc R . .
H9B H 1.6093 0.6789 0.7995 0.056 Uiso 1 calc R . .
C20 C 1.0533(6) 0.8277(4) 0.6049(4) 0.0288(14) Uani 1 d . . .
H20A H 0.9840 0.8443 0.6434 0.035 Uiso 1 calc R . .
H20B H 1.0348 0.8537 0.5477 0.035 Uiso 1 calc R . .
C10 C 1.5048(6) 0.6276(5) 0.6593(5) 0.0430(18) Uani 1 d . . .
H10A H 1.5798 0.5878 0.6671 0.052 Uiso 1 calc R . .
H10B H 1.5291 0.6876 0.6301 0.052 Uiso 1 calc R . .
C4 C 1.3761(6) 0.9430(5) 0.6189(5) 0.0389(16) Uani 1 d . . .
H4A H 1.4346 0.9730 0.5826 0.047 Uiso 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0362(3) 0.0437(4) 0.0713(5) -0.0095(4) 0.0162(4) 0.0030(3)
K1 0.0632(10) 0.0636(11) 0.0647(13) -0.0007(9) 0.0041(9) 0.0010(9)
O3 0.029(2) 0.040(2) 0.038(3) 0.000(2) 0.0069(19) -0.0044(18)
N1 0.027(2) 0.029(3) 0.030(3) -0.002(3) 0.006(2) -0.007(2)
C1 0.030(3) 0.015(2) 0.021(3) -0.002(2) 0.008(3) 0.001(2)
C5 0.058(4) 0.027(3) 0.025(3) -0.003(2) 0.017(3) 0.002(3)
C6 0.033(3) 0.019(3) 0.024(3) -0.001(2) 0.006(2) 0.009(3)
O1 0.059(3) 0.037(3) 0.034(3) 0.010(2) -0.008(2) -0.004(2)
O2 0.029(2) 0.034(2) 0.043(3) -0.001(2) 0.0117(19) 0.0034(18)
C2 0.029(3) 0.024(3) 0.029(3) -0.007(3) 0.000(3) -0.007(2)
N5 0.026(3) 0.031(3) 0.026(3) -0.002(2) -0.007(2) 0.004(2)
C3 0.029(3) 0.034(3) 0.057(5) -0.011(4) 0.007(3) -0.003(3)
N2 0.036(3) 0.029(3) 0.036(3) 0.005(3) 0.009(3) 0.001(2)
C12 0.064(5) 0.037(3) 0.026(3) -0.006(3) 0.004(3) 0.012(3)
C18 0.074(5) 0.045(4) 0.029(4) 0.010(3) 0.012(4) 0.007(4)
C19 0.070(5) 0.042(4) 0.026(3) -0.001(3) -0.014(3) 0.006(4)
C17 0.060(4) 0.034(4) 0.038(4) 0.007(3) 0.029(3) -0.005(3)
C11 0.043(3) 0.042(4) 0.030(3) 0.012(3) 0.016(3) 0.020(3)
C14 0.030(3) 0.036(4) 0.052(4) -0.001(3) -0.013(3) -0.002(3)
N4 0.040(3) 0.030(3) 0.031(3) -0.001(2) -0.014(2) 0.001(2)
C15 0.020(3) 0.043(4) 0.062(5) -0.002(4) -0.003(3) -0.002(3)
C13 0.042(4) 0.034(4) 0.026(3) 0.000(3) -0.008(3) 0.005(3)
C7 0.046(4) 0.034(4) 0.037(4) -0.009(3) -0.012(3) -0.004(3)
C16 0.039(4) 0.035(4) 0.050(4) 0.007(3) 0.023(3) 0.002(3)
C8 0.039(4) 0.049(4) 0.061(5) -0.014(4) -0.033(4) 0.006(3)
O4 0.054(3) 0.044(3) 0.039(3) -0.012(2) -0.012(2) 0.027(2)
N3 0.068(4) 0.048(4) 0.045(4) -0.003(3) 0.025(3) 0.015(3)
C9 0.026(3) 0.047(4) 0.068(6) 0.000(4) -0.010(3) -0.001(3)
C20 0.037(3) 0.028(3) 0.021(3) 0.002(3) -0.006(3) 0.007(3)
C10 0.039(4) 0.044(4) 0.045(4) 0.007(4) 0.022(3) 0.006(3)
C4 0.042(4) 0.031(4) 0.043(4) -0.004(3) 0.020(3) -0.004(3)

_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
Br1 K1 2.988(11) 3_756 ?
K1 O2 2.577(9) . ?
K1 O4 2.586(10) . ?
K1 O1 2.626(10) . ?
K1 O3 2.636(10) . ?
K1 N1 2.806(10) . ?
K1 N5 2.878(9) . ?
K1 Br1 2.988(11) 3_746 ?
K1 N4 3.012(9) . ?
K1 C1 3.081(12) . ?
K1 C17 3.210(10) . ?
K1 C11 3.228(10) . ?
K1 C12 3.281(14) . ?
O3 C9 1.415(9) . ?
O3 C10 1.419(9) . ?
N1 N2 1.229(8) . ?
N1 C1 1.452(8) . ?
C1 C2 1.393(9) . ?
C1 C6 1.403(10) . ?
C5 C6 1.367(9) . ?
C5 C4 1.380(10) . ?
C6 C20 1.517(9) . ?
O1 C18 1.417(10) . ?
O1 C17 1.423(9) . ?
O2 C16 1.408(9) . ?
O2 C15 1.426(9) . ?
C2 C3 1.389(9) . ?
C2 C7 1.503(11) . ?
N5 C13 1.464(9) . ?
N5 C14 1.482(9) . ?
N5 C20 1.498(9) . ?
C3 C4 1.390(11) . ?
N2 N3 1.109(8) . ?
C12 O4 1.412(9) . ?
C12 C13 1.537(10) . ?
C18 C19 1.492(11) . ?
C19 N4 1.477(10) . ?
C17 C16 1.463(11) . ?
C11 O4 1.405(8) . ?
C11 C10 1.469(11) . ?
C14 C15 1.486(11) . ?
N4 C8 1.481(9) . ?
N4 C7 1.492(10) . ?
C8 C9 1.469(12) . ?

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
O2 K1 O4 117.97(19) . . ?
O2 K1 O1 65.31(18) . . ?
O4 K1 O1 174.26(19) . . ?
O2 K1 O3 174.58(16) . . ?
O4 K1 O3 62.24(19) . . ?
O1 K1 O3 114.99(19) . . ?
O2 K1 N1 72.82(19) . . ?
O4 K1 N1 111.70(18) . . ?
O1 K1 N1 64.11(16) . . ?
O3 K1 N1 112.35(18) . . ?
O2 K1 N5 64.7(2) . . ?
O4 K1 N5 62.2(3) . . ?
O1 K1 N5 117.6(3) . . ?
O3 K1 N5 118.3(2) . . ?
N1 K1 N5 67.3(2) . . ?
O2 K1 Br1 90.10(13) . 3_746 ?
O4 K1 Br1 93.27(14) . 3_746 ?
O1 K1 Br1 91.39(14) . 3_746 ?
O3 K1 Br1 84.49(12) . 3_746 ?
N1 K1 Br1 154.18(16) . 3_746 ?
N5 K1 Br1 123.12(13) . 3_746 ?
O2 K1 N4 121.71(19) . . ?
O4 K1 N4 114.1(3) . . ?
O1 K1 N4 61.0(3) . . ?
O3 K1 N4 61.00(18) . . ?
N1 K1 N4 65.0(2) . . ?
N5 K1 N4 125.2(3) . . ?
Br1 K1 N4 111.6(2) 3_746 . ?
O2 K1 C1 96.29(15) . . ?
O4 K1 C1 87.34(17) . . ?
O1 K1 C1 87.60(17) . . ?
O3 K1 C1 89.12(14) . . ?
N1 K1 C1 28.07(18) . . ?
N5 K1 C1 63.70(17) . . ?
Br1 K1 C1 172.42(13) 3_746 . ?
N4 K1 C1 61.5(2) . . ?
O2 K1 C17 46.6(2) . . ?
O4 K1 C17 159.6(2) . . ?
O1 K1 C17 25.84(18) . . ?
O3 K1 C17 131.6(2) . . ?
N1 K1 C17 78.7(2) . . ?
N5 K1 C17 109.5(3) . . ?
Br1 K1 C17 75.49(14) 3_746 . ?
N4 K1 C17 86.1(3) . . ?
C1 K1 C17 106.07(17) . . ?
O2 K1 C11 132.3(2) . . ?
O4 K1 C11 24.97(15) . . ?
O1 K1 C11 155.87(18) . . ?
O3 K1 C11 45.7(2) . . ?
N1 K1 C11 131.59(18) . . ?
N5 K1 C11 86.5(3) . . ?
Br1 K1 C11 74.21(16) 3_746 . ?
N4 K1 C11 105.9(3) . . ?
C1 K1 C11 104.10(19) . . ?
C17 K1 C11 149.7(2) . . ?
O2 K1 C12 93.99(17) . . ?
O4 K1 C12 24.4(2) . . ?
O1 K1 C12 159.3(2) . . ?
O3 K1 C12 85.69(17) . . ?
N1 K1 C12 110.66(17) . . ?
N5 K1 C12 47.0(2) . . ?
Br1 K1 C12 89.26(16) 3_746 . ?
N4 K1 C12 137.1(2) . . ?
C1 K1 C12 94.33(18) . . ?
C17 K1 C12 136.4(2) . . ?
C11 K1 C12 42.5(2) . . ?
C9 O3 C10 113.6(5) . . ?
C9 O3 K1 125.1(4) . . ?
C10 O3 K1 115.4(4) . . ?
N2 N1 C1 117.4(5) . . ?
N2 N1 K1 136.1(4) . . ?
C1 N1 K1 86.5(4) . . ?
C2 C1 C6 122.4(5) . . ?
C2 C1 N1 122.7(6) . . ?
C6 C1 N1 114.6(5) . . ?
C2 C1 K1 100.3(3) . . ?
C6 C1 K1 98.2(3) . . ?
N1 C1 K1 65.4(3) . . ?
C6 C5 C4 121.7(6) . . ?
C5 C6 C1 117.6(6) . . ?
C5 C6 C20 123.4(6) . . ?
C1 C6 C20 118.9(5) . . ?
C18 O1 C17 115.6(6) . . ?
C18 O1 K1 104.6(5) . . ?
C17 O1 K1 100.7(4) . . ?
C16 O2 C15 112.8(5) . . ?
C16 O2 K1 113.2(4) . . ?
C15 O2 K1 119.6(4) . . ?
C1 C2 C3 117.0(6) . . ?
C1 C2 C7 121.9(5) . . ?
C3 C2 C7 121.0(6) . . ?
C13 N5 C14 110.2(5) . . ?
C13 N5 C20 110.5(5) . . ?
C14 N5 C20 111.9(5) . . ?
C13 N5 K1 107.9(4) . . ?
C14 N5 K1 103.8(4) . . ?
C20 N5 K1 112.3(4) . . ?
C2 C3 C4 121.3(6) . . ?
N3 N2 N1 171.1(7) . . ?
O4 C12 C13 104.3(5) . . ?
O4 C12 K1 49.1(3) . . ?
C13 C12 K1 89.4(4) . . ?
O1 C18 C19 106.0(6) . . ?
O1 C18 K1 50.7(3) . . ?
C19 C18 K1 93.3(4) . . ?
N4 C19 C18 111.6(5) . . ?
O1 C17 C16 107.0(6) . . ?
O1 C17 K1 53.5(3) . . ?
C16 C17 K1 84.1(5) . . ?
O4 C11 C10 106.4(6) . . ?
O4 C11 K1 51.0(3) . . ?
C10 C11 K1 87.5(4) . . ?
N5 C14 C15 113.8(6) . . ?
N5 C14 K1 52.2(3) . . ?
C15 C14 K1 76.7(4) . . ?
C19 N4 C8 109.1(5) . . ?
C19 N4 C7 114.0(5) . . ?
C8 N4 C7 112.3(6) . . ?
C19 N4 K1 105.1(4) . . ?
C8 N4 K1 102.0(4) . . ?
C7 N4 K1 113.3(4) . . ?
O2 C15 C14 109.9(6) . . ?
O2 C15 K1 39.7(2) . . ?
C14 C15 K1 79.0(4) . . ?
N5 C13 C12 111.6(5) . . ?
N4 C7 C2 113.5(5) . . ?
O2 C16 C17 110.7(6) . . ?
O2 C16 K1 44.3(3) . . ?
C17 C16 K1 70.4(4) . . ?
C9 C8 N4 114.7(6) . . ?
C12 O4 C11 114.0(5) . . ?
C12 O4 K1 106.6(5) . . ?
C11 O4 K1 104.0(4) . . ?
O3 C9 C8 108.2(6) . . ?
N5 C20 C6 108.6(5) . . ?
O3 C10 C11 108.3(6) . . ?
O3 C10 K1 43.1(3) . . ?
C11 C10 K1 67.6(4) . . ?
C5 C4 C3 119.4(6) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.12
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.164
_refine_diff_density_min         -1.150
_refine_diff_density_rms         0.125
################################################

#############################################

data_md1326t
_database_code_depnum_ccdc_archive 'CCDC 242472'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 N5 O S2'
_chemical_formula_weight         392.56

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.321(7)
_cell_length_b                   9.079(7)
_cell_length_c                   14.321(12)
_cell_angle_alpha                101.75(2)
_cell_angle_beta                 101.706(16)
_cell_angle_gamma                103.15(2)
_cell_volume                     995.5(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    -
_cell_measurement_theta_min      -
_cell_measurement_theta_max      -

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             418
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      213(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 axs CCD 1000'
_diffrn_measurement_method       phi-scan
_diffrn_detector_area_resol_mean -
_diffrn_standards_number         -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_decay_%        -
_diffrn_reflns_number            3575
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         25.11
_reflns_number_total             2649
_reflns_number_gt                2088
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Siemens, 1996)'
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0674P)^2^+0.9510P] where P=(Fo^2^+2Fc^2^)/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_number_reflns         2649
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1444
_refine_ls_wR_factor_gt          0.1360
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
S1 S 0.42853(11) 0.79276(12) 0.57018(8) 0.0435(3) Uani 1 1 d . . .
S2 S 0.38351(14) 0.46362(14) 0.75666(9) 0.0568(4) Uani 1 1 d . . .
C1 C 0.9778(4) 0.9278(4) 0.8429(2) 0.0308(8) Uani 1 1 d . . .
N1 N 0.7977(4) 0.9098(3) 0.8283(2) 0.0352(7) Uani 1 1 d . . .
N4 N 0.8669(3) 0.9053(3) 0.6259(2) 0.0315(7) Uani 1 1 d . . .
N5 N 0.8276(4) 0.6047(3) 0.8742(2) 0.0352(7) Uani 1 1 d . . .
N2 N 0.7408(4) 1.0167(4) 0.8077(2) 0.0383(8) Uani 1 1 d . . .
C2 C 1.0488(4) 0.8549(4) 0.9110(2) 0.0343(8) Uani 1 1 d . . .
C14 C 0.9340(5) 0.7456(4) 0.9520(3) 0.0401(9) Uani 1 1 d . . .
H14A H 1.0040 0.7147 1.0042 0.048 Uiso 1 1 calc R . .
H14B H 0.8600 0.8003 0.9813 0.048 Uiso 1 1 calc R . .
C7 C 0.9934(4) 1.0459(4) 0.6963(3) 0.0360(9) Uani 1 1 d . . .
H7A H 0.9368 1.1270 0.7142 0.043 Uiso 1 1 calc R . .
H7B H 1.0818 1.0877 0.6651 0.043 Uiso 1 1 calc R . .
C8 C 0.7517(4) 0.9478(5) 0.5493(3) 0.0403(9) Uani 1 1 d . . .
H8A H 0.8109 0.9704 0.4991 0.048 Uiso 1 1 calc R . .
H8B H 0.7262 1.0437 0.5798 0.048 Uiso 1 1 calc R . .
C10 C 0.4847(4) 0.6533(4) 0.6371(3) 0.0371(9) Uani 1 1 d . . .
H10A H 0.4867 0.5586 0.5907 0.045 Uiso 1 1 calc R . .
H10B H 0.5985 0.6997 0.6832 0.045 Uiso 1 1 calc R . .
C5 C 1.2528(4) 1.0257(5) 0.8148(3) 0.0416(10) Uani 1 1 d . . .
H5A H 1.3217 1.0811 0.7816 0.050 Uiso 1 1 calc R . .
C9 C 0.5844(4) 0.8207(4) 0.4991(3) 0.0406(9) Uani 1 1 d . . .
H9A H 0.5629 0.7596 0.4341 0.049 Uiso 1 1 calc R . .
C3 C 1.2244(5) 0.8766(5) 0.9337(3) 0.0410(9) Uani 1 1 d . . .
H3A H 1.2745 0.8298 0.9803 0.049 Uiso 1 1 calc R . .
C12 C 0.5243(5) 0.5749(5) 0.8776(3) 0.0493(10) Uani 1 1 d . . .
H12A H 0.5596 0.6858 0.8783 0.059 Uiso 1 1 calc R . .
H12B H 0.4608 0.5658 0.9277 0.059 Uiso 1 1 calc R . .
C6 C 1.0754(4) 1.0046(4) 0.7887(3) 0.0330(8) Uani 1 1 d . . .
C13 C 0.6838(5) 0.5195(5) 0.9047(3) 0.0469(10) Uani 1 1 d . . .
H13A H 0.7173 0.5341 0.9764 0.056 Uiso 1 1 calc R . .
H13B H 0.6566 0.4073 0.8730 0.056 Uiso 1 1 calc R . .
C4 C 1.3275(5) 0.9661(5) 0.8887(3) 0.0442(10) Uani 1 1 d . . .
H4A H 1.4470 0.9861 0.9083 0.053 Uiso 1 1 calc R . .
C11 C 0.3526(5) 0.6126(5) 0.6931(3) 0.0520(11) Uani 1 1 d . . .
H11A H 0.2388 0.5756 0.6468 0.062 Uiso 1 1 calc R . .
H11B H 0.3567 0.7076 0.7417 0.062 Uiso 1 1 calc R . .
O1 O 0.9345(3) 0.6308(3) 0.69625(17) 0.0349(6) Uani 1 1 d . . .
C18 C 0.9494(4) 0.7904(4) 0.5826(2) 0.0339(8) Uani 1 1 d . . .
H18A H 1.0729 0.8297 0.6127 0.041 Uiso 1 1 calc R . .
H18B H 0.9305 0.7830 0.5118 0.041 Uiso 1 1 calc R . .
C17 C 0.8867(4) 0.6270(4) 0.5955(2) 0.0329(8) Uani 1 1 d . . .
H17A H 0.7620 0.5889 0.5705 0.039 Uiso 1 1 calc R . .
H17B H 0.9363 0.5551 0.5577 0.039 Uiso 1 1 calc R . .
N3 N 0.6703(4) 1.1060(4) 0.7906(3) 0.0544(10) Uani 1 1 d . . .
C16 C 0.8767(5) 0.4828(4) 0.7164(3) 0.0373(9) Uani 1 1 d . . .
H16B H 0.9310 0.4078 0.6856 0.045 Uiso 1 1 calc R . .
H16C H 0.7525 0.4408 0.6897 0.045 Uiso 1 1 calc R . .
C15 C 0.9243(5) 0.5085(4) 0.8273(3) 0.0395(9) Uani 1 1 d . . .
H15B H 0.9010 0.4069 0.8431 0.047 Uiso 1 1 calc R . .
H15C H 1.0470 0.5608 0.8538 0.047 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0352(5) 0.0430(6) 0.0540(6) 0.0209(5) 0.0069(4) 0.0111(4)
S2 0.0523(6) 0.0495(7) 0.0646(7) 0.0273(6) 0.0087(5) 0.0012(5)
C1 0.0320(17) 0.0264(18) 0.0285(17) 0.0012(16) 0.0087(15) 0.0019(15)
N1 0.0368(15) 0.0289(16) 0.0402(17) 0.0097(15) 0.0109(14) 0.0084(14)
N4 0.0332(14) 0.0322(16) 0.0307(15) 0.0120(14) 0.0067(13) 0.0101(13)
N5 0.0417(16) 0.0341(17) 0.0343(15) 0.0156(15) 0.0143(14) 0.0099(14)
N2 0.0348(16) 0.0343(18) 0.0394(18) 0.0012(16) 0.0105(14) 0.0038(16)
C2 0.046(2) 0.032(2) 0.0204(16) 0.0022(16) 0.0068(16) 0.0073(17)
C14 0.053(2) 0.043(2) 0.0283(18) 0.0149(18) 0.0110(17) 0.0145(19)
C7 0.0336(18) 0.033(2) 0.041(2) 0.0138(18) 0.0121(16) 0.0032(16)
C8 0.043(2) 0.042(2) 0.043(2) 0.024(2) 0.0109(18) 0.0126(18)
C10 0.0363(18) 0.0300(19) 0.040(2) 0.0064(17) 0.0052(17) 0.0066(16)
C5 0.0345(18) 0.043(2) 0.039(2) 0.0100(19) 0.0047(17) -0.0011(17)
C9 0.044(2) 0.044(2) 0.0277(17) 0.0068(17) 0.0018(16) 0.0093(18)
C3 0.044(2) 0.041(2) 0.0272(17) 0.0054(18) -0.0059(16) 0.0077(18)
C12 0.051(2) 0.058(3) 0.049(2) 0.024(2) 0.027(2) 0.014(2)
C6 0.0346(17) 0.0270(19) 0.0340(18) 0.0068(17) 0.0071(16) 0.0047(16)
C13 0.047(2) 0.051(2) 0.049(2) 0.029(2) 0.0150(19) 0.010(2)
C4 0.0322(18) 0.052(3) 0.037(2) 0.007(2) -0.0004(16) 0.0014(18)
C11 0.045(2) 0.064(3) 0.058(3) 0.032(2) 0.017(2) 0.021(2)
O1 0.0462(13) 0.0303(13) 0.0287(12) 0.0104(11) 0.0089(11) 0.0102(11)
C18 0.0372(18) 0.048(2) 0.0250(17) 0.0164(17) 0.0147(16) 0.0160(18)
C17 0.0381(18) 0.034(2) 0.0277(17) 0.0055(16) 0.0093(15) 0.0147(17)
N3 0.0437(19) 0.042(2) 0.079(3) 0.014(2) 0.0161(19) 0.0184(18)
C16 0.045(2) 0.0278(19) 0.040(2) 0.0072(17) 0.0122(17) 0.0117(17)
C15 0.044(2) 0.031(2) 0.047(2) 0.0181(18) 0.0104(18) 0.0115(17)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C9 1.810(4) . ?
S1 C10 1.823(4) . ?
S2 C11 1.814(4) . ?
S2 C12 1.821(4) . ?
C1 C2 1.396(5) . ?
C1 C6 1.402(5) . ?
C1 N1 1.436(4) . ?
N1 N2 1.234(4) . ?
N4 C18 1.476(4) . ?
N4 C8 1.477(4) . ?
N4 C7 1.479(4) . ?
N5 C13 1.466(5) . ?
N5 C15 1.470(5) . ?
N5 C14 1.472(5) . ?
N2 N3 1.140(4) . ?
C2 C3 1.389(5) . ?
C2 C14 1.509(5) . ?
C7 C6 1.520(5) . ?
C8 C9 1.520(5) . ?
C10 C11 1.511(5) . ?
C5 C4 1.386(5) . ?
C5 C6 1.404(5) . ?
C3 C4 1.390(5) . ?
C12 C13 1.529(5) . ?
O1 C17 1.408(4) . ?
O1 C16 1.428(4) . ?
C18 C17 1.518(5) . ?
C16 C15 1.512(5) . ?

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
C9 S1 C10 104.26(17) . . ?
C11 S2 C12 103.9(2) . . ?
C2 C1 C6 121.5(3) . . ?
C2 C1 N1 115.3(3) . . ?
C6 C1 N1 123.1(3) . . ?
N2 N1 C1 118.6(3) . . ?
C18 N4 C8 112.1(3) . . ?
C18 N4 C7 112.0(3) . . ?
C8 N4 C7 111.5(3) . . ?
C13 N5 C15 115.9(3) . . ?
C13 N5 C14 111.9(3) . . ?
C15 N5 C14 114.6(3) . . ?
N3 N2 N1 171.7(4) . . ?
C3 C2 C1 118.3(3) . . ?
C3 C2 C14 121.6(3) . . ?
C1 C2 C14 119.9(3) . . ?
N5 C14 C2 111.1(3) . . ?
N4 C7 C6 110.2(3) . . ?
N4 C8 C9 113.6(3) . . ?
C11 C10 S1 108.2(3) . . ?
C4 C5 C6 120.9(4) . . ?
C8 C9 S1 116.9(3) . . ?
C2 C3 C4 121.3(3) . . ?
C13 C12 S2 113.0(3) . . ?
C1 C6 C5 117.9(3) . . ?
C1 C6 C7 122.0(3) . . ?
C5 C6 C7 119.6(3) . . ?
N5 C13 C12 112.3(3) . . ?
C5 C4 C3 119.4(3) . . ?
C10 C11 S2 113.2(3) . . ?
C17 O1 C16 113.9(3) . . ?
N4 C18 C17 114.9(3) . . ?
O1 C17 C18 109.7(3) . . ?
O1 C16 C15 107.6(3) . . ?
N5 C15 C16 111.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.749
_diffrn_reflns_theta_full        25.11
_diffrn_measured_fraction_theta_full 0.749
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.053

data_md1308t
_database_code_depnum_ccdc_archive 'CCDC 242473'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H31 N5 O4'
_chemical_formula_weight         405.50

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/N

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

_cell_length_a                   9.572(2)
_cell_length_b                   23.209(5)
_cell_length_c                   10.117(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.214(4)
_cell_angle_gamma                90.00
_cell_volume                     2080.7(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      203(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 axs CCD 1000'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7852
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_sigmaI/netI    0.0969
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.07
_reflns_number_total             3501
_reflns_number_gt                1958
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Siemens, 1996)'
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0483P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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       0.0105(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3501
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1216
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_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
O1 O 0.4675(2) 0.12910(8) 0.4856(2) 0.0389(6) Uani 1 1 d . . .
O3 O 0.8350(2) 0.00981(8) 0.6053(2) 0.0422(6) Uani 1 1 d . . .
O2 O 0.3982(2) 0.12563(8) 0.7569(2) 0.0402(6) Uani 1 1 d . . .
O4 O 0.6845(2) -0.00127(8) 0.8810(2) 0.0390(5) Uani 1 1 d . . .
N4 N 0.6704(3) 0.11257(9) 1.0257(2) 0.0306(6) Uani 1 1 d . . .
N2 N 0.5940(3) 0.22837(10) 0.8210(2) 0.0348(7) Uani 1 1 d . . .
C1 C 0.8248(3) 0.18568(10) 0.8560(3) 0.0254(7) Uani 1 1 d . . .
N1 N 0.6715(3) 0.20076(10) 0.7701(2) 0.0341(6) Uani 1 1 d . . .
N5 N 0.7805(3) 0.14600(9) 0.5420(2) 0.0308(6) Uani 1 1 d . . .
C5 C 1.0256(4) 0.15912(11) 1.0714(3) 0.0335(8) Uani 1 1 d . . .
H5A H 1.0624 0.1503 1.1693 0.040 Uiso 1 1 calc R . .
C6 C 0.8730(3) 0.17090(10) 1.0014(3) 0.0256(7) Uani 1 1 d . . .
N3 N 0.5079(3) 0.25377(11) 0.8495(3) 0.0500(8) Uani 1 1 d . . .
C2 C 0.9214(3) 0.18455(10) 0.7821(3) 0.0281(7) Uani 1 1 d . . .
C3 C 1.0727(3) 0.17220(11) 0.8578(3) 0.0352(8) Uani 1 1 d . . .
H3A H 1.1406 0.1721 0.8107 0.042 Uiso 1 1 calc R . .
C7 C 0.7657(3) 0.16325(11) 1.0780(3) 0.0318(8) Uani 1 1 d . . .
H7A H 0.8238 0.1592 1.1807 0.038 Uiso 1 1 calc R . .
H7B H 0.7020 0.1976 1.0634 0.038 Uiso 1 1 calc R . .
C9 C 0.4085(4) 0.08900(12) 0.8735(3) 0.0403(8) Uani 1 1 d . . .
H9A H 0.4479 0.0512 0.8616 0.048 Uiso 1 1 calc R . .
H9B H 0.3084 0.0836 0.8768 0.048 Uiso 1 1 calc R . .
C4 C 1.1242(4) 0.16001(11) 1.0026(3) 0.0360(8) Uani 1 1 d . . .
H4A H 1.2271 0.1523 1.0536 0.043 Uiso 1 1 calc R . .
C16 C 0.8224(4) 0.04393(12) 0.4846(3) 0.0432(9) Uani 1 1 d . . .
H16A H 0.7157 0.0466 0.4216 0.052 Uiso 1 1 calc R . .
H16B H 0.8758 0.0245 0.4315 0.052 Uiso 1 1 calc R . .
C10 C 0.3238(4) 0.09960(13) 0.6219(3) 0.0433(9) Uani 1 1 d . . .
H10A H 0.2181 0.0921 0.6067 0.052 Uiso 1 1 calc R . .
H10B H 0.3721 0.0628 0.6178 0.052 Uiso 1 1 calc R . .
C20 C 0.7439(3) 0.05858(11) 1.0884(3) 0.0380(8) Uani 1 1 d . . .
H20A H 0.6711 0.0346 1.1104 0.046 Uiso 1 1 calc R . .
H20B H 0.8271 0.0672 1.1788 0.046 Uiso 1 1 calc R . .
C11 C 0.3322(4) 0.13921(13) 0.5082(3) 0.0446(9) Uani 1 1 d . . .
H11A H 0.2452 0.1327 0.4192 0.053 Uiso 1 1 calc R . .
H11B H 0.3293 0.1793 0.5373 0.053 Uiso 1 1 calc R . .
C8 C 0.5126(3) 0.11661(12) 1.0096(3) 0.0376(8) Uani 1 1 d . . .
H8A H 0.4852 0.1573 1.0102 0.045 Uiso 1 1 calc R . .
H8B H 0.5000 0.0977 1.0910 0.045 Uiso 1 1 calc R . .
C17 C 0.7343(4) 0.02628(12) 0.6710(3) 0.0485(9) Uani 1 1 d . . .
H17A H 0.6330 0.0323 0.5986 0.058 Uiso 1 1 calc R . .
H17B H 0.7682 0.0623 0.7241 0.058 Uiso 1 1 calc R . .
C13 C 0.6592(4) 0.16173(12) 0.4073(3) 0.0389(8) Uani 1 1 d . . .
H13A H 0.6405 0.1294 0.3404 0.047 Uiso 1 1 calc R . .
H13B H 0.6917 0.1948 0.3657 0.047 Uiso 1 1 calc R . .
C14 C 0.8613(3) 0.19648(11) 0.6233(3) 0.0349(8) Uani 1 1 d . . .
H14A H 0.7927 0.2296 0.6018 0.042 Uiso 1 1 calc R . .
H14B H 0.9452 0.2062 0.5944 0.042 Uiso 1 1 calc R . .
C12 C 0.5138(4) 0.17690(12) 0.4255(3) 0.0387(9) Uani 1 1 d . . .
H12A H 0.5295 0.2104 0.4883 0.046 Uiso 1 1 calc R . .
H12B H 0.4356 0.1865 0.3327 0.046 Uiso 1 1 calc R . .
C18 C 0.7317(4) -0.02150(12) 0.7715(3) 0.0429(9) Uani 1 1 d . . .
H18A H 0.6628 -0.0519 0.7171 0.052 Uiso 1 1 calc R . .
H18B H 0.8328 -0.0383 0.8151 0.052 Uiso 1 1 calc R . .
C15 C 0.8854(3) 0.10439(12) 0.5219(3) 0.0395(8) Uani 1 1 d . . .
H15A H 0.9759 0.1026 0.6098 0.047 Uiso 1 1 calc R . .
H15B H 0.9162 0.1183 0.4456 0.047 Uiso 1 1 calc R . .
C19 C 0.8053(3) 0.02419(12) 0.9959(3) 0.0411(8) Uani 1 1 d . . .
H19A H 0.8635 0.0495 0.9582 0.049 Uiso 1 1 calc R . .
H19B H 0.8729 -0.0060 1.0531 0.049 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0397(15) 0.0359(11) 0.0429(13) 0.0018(9) 0.0177(11) 0.0071(10)
O3 0.0533(16) 0.0401(12) 0.0385(13) 0.0040(10) 0.0234(11) 0.0130(11)
O2 0.0488(15) 0.0368(11) 0.0321(12) -0.0022(9) 0.0119(10) -0.0085(10)
O4 0.0454(14) 0.0370(11) 0.0397(12) -0.0039(10) 0.0220(11) -0.0040(10)
N4 0.0339(17) 0.0260(12) 0.0347(15) -0.0012(10) 0.0163(12) -0.0042(11)
N2 0.0402(19) 0.0359(15) 0.0275(15) 0.0042(12) 0.0120(13) 0.0038(13)
C1 0.0283(19) 0.0220(14) 0.0262(17) -0.0036(12) 0.0107(14) -0.0041(13)
N1 0.0335(17) 0.0451(15) 0.0264(15) -0.0027(11) 0.0143(13) 0.0055(13)
N5 0.0373(16) 0.0314(13) 0.0244(14) -0.0013(10) 0.0123(12) 0.0036(11)
C5 0.040(2) 0.0326(16) 0.0237(17) -0.0006(13) 0.0071(16) -0.0048(15)
C6 0.034(2) 0.0232(14) 0.0220(17) -0.0046(11) 0.0135(15) -0.0043(13)
N3 0.056(2) 0.0504(17) 0.0493(18) 0.0052(13) 0.0264(15) 0.0202(16)
C2 0.038(2) 0.0242(14) 0.0262(17) -0.0004(12) 0.0170(16) -0.0042(14)
C3 0.035(2) 0.0355(17) 0.040(2) -0.0032(14) 0.0203(16) -0.0055(15)
C7 0.041(2) 0.0298(15) 0.0254(17) -0.0004(12) 0.0136(15) 0.0003(14)
C9 0.040(2) 0.0366(17) 0.048(2) -0.0007(15) 0.0212(17) -0.0073(15)
C4 0.032(2) 0.0376(17) 0.035(2) -0.0025(14) 0.0080(16) -0.0003(15)
C16 0.064(2) 0.0389(17) 0.0330(19) -0.0010(14) 0.0253(17) 0.0075(17)
C10 0.034(2) 0.053(2) 0.039(2) -0.0125(16) 0.0086(16) -0.0055(16)
C20 0.049(2) 0.0315(16) 0.0375(19) 0.0003(13) 0.0208(16) -0.0045(15)
C11 0.033(2) 0.058(2) 0.035(2) -0.0062(16) 0.0042(16) 0.0047(17)
C8 0.044(2) 0.0417(17) 0.0348(19) -0.0017(14) 0.0234(16) -0.0040(16)
C17 0.066(3) 0.0397(18) 0.049(2) 0.0069(15) 0.0325(19) 0.0092(18)
C13 0.052(2) 0.0395(17) 0.0262(18) 0.0023(13) 0.0165(16) 0.0076(16)
C14 0.044(2) 0.0309(16) 0.0352(18) 0.0023(13) 0.0213(15) -0.0004(14)
C12 0.050(2) 0.0343(17) 0.0261(18) 0.0019(13) 0.0075(15) 0.0064(16)
C18 0.066(2) 0.0317(16) 0.0395(19) -0.0046(14) 0.0301(18) 0.0054(16)
C15 0.045(2) 0.0438(18) 0.0351(18) -0.0024(14) 0.0218(16) 0.0060(16)
C19 0.043(2) 0.0345(16) 0.046(2) -0.0022(15) 0.0171(17) -0.0002(16)

_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
O1 C12 1.414(3) . ?
O1 C11 1.418(4) . ?
O3 C17 1.414(3) . ?
O3 C16 1.422(3) . ?
O2 C10 1.415(3) . ?
O2 C9 1.427(3) . ?
O4 C19 1.422(3) . ?
O4 C18 1.425(3) . ?
N4 C8 1.460(4) . ?
N4 C20 1.460(3) . ?
N4 C7 1.460(3) . ?
N2 N3 1.136(3) . ?
N2 N1 1.231(3) . ?
C1 C2 1.392(4) . ?
C1 C6 1.407(3) . ?
C1 N1 1.437(3) . ?
N5 C15 1.462(3) . ?
N5 C13 1.463(3) . ?
N5 C14 1.472(3) . ?
C5 C4 1.368(4) . ?
C5 C6 1.389(4) . ?
C6 C7 1.513(4) . ?
C2 C3 1.389(4) . ?
C2 C14 1.513(4) . ?
C3 C4 1.387(4) . ?
C9 C8 1.504(4) . ?
C16 C15 1.518(4) . ?
C10 C11 1.498(4) . ?
C20 C19 1.508(4) . ?
C17 C18 1.511(4) . ?
C13 C12 1.513(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
C12 O1 C11 113.1(2) . . ?
C17 O3 C16 113.7(2) . . ?
C10 O2 C9 113.3(2) . . ?
C19 O4 C18 111.9(2) . . ?
C8 N4 C20 114.3(2) . . ?
C8 N4 C7 117.8(2) . . ?
C20 N4 C7 113.7(2) . . ?
N3 N2 N1 170.6(3) . . ?
C2 C1 C6 122.4(3) . . ?
C2 C1 N1 114.4(2) . . ?
C6 C1 N1 123.2(3) . . ?
N2 N1 C1 120.8(2) . . ?
C15 N5 C13 112.3(2) . . ?
C15 N5 C14 111.1(2) . . ?
C13 N5 C14 112.7(2) . . ?
C4 C5 C6 122.1(3) . . ?
C5 C6 C1 116.6(3) . . ?
C5 C6 C7 120.1(3) . . ?
C1 C6 C7 123.1(3) . . ?
C3 C2 C1 118.3(3) . . ?
C3 C2 C14 121.5(3) . . ?
C1 C2 C14 120.3(3) . . ?
C4 C3 C2 120.4(3) . . ?
N4 C7 C6 111.2(2) . . ?
O2 C9 C8 108.5(2) . . ?
C5 C4 C3 120.1(3) . . ?
O3 C16 C15 113.9(2) . . ?
O2 C10 C11 109.0(2) . . ?
N4 C20 C19 114.9(2) . . ?
O1 C11 C10 109.9(2) . . ?
N4 C8 C9 112.0(2) . . ?
O3 C17 C18 107.8(2) . . ?
N5 C13 C12 112.7(2) . . ?
N5 C14 C2 110.9(2) . . ?
O1 C12 C13 108.8(2) . . ?
O4 C18 C17 111.8(2) . . ?
N5 C15 C16 114.6(3) . . ?
O4 C19 C20 109.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.948
_diffrn_reflns_theta_full        25.07
_diffrn_measured_fraction_theta_full 0.948
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.049
####################################################

data_md1309t
_database_code_depnum_ccdc_archive 'CCDC 242474'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H27 N5 O3'
_chemical_formula_weight         361.45

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   8.324(4)
_cell_length_b                   17.781(9)
_cell_length_c                   13.033(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.797(13)
_cell_angle_gamma                90.00
_cell_volume                     1873.1(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    -
_cell_measurement_theta_min      -
_cell_measurement_theta_max      -

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      203(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 axs CCD 1000'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean -
_diffrn_standards_number         -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_decay_%        -
_diffrn_reflns_number            6912
_diffrn_reflns_av_R_equivalents  0.0815
_diffrn_reflns_av_sigmaI/netI    0.1294
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         25.08
_reflns_number_total             2857
_reflns_number_gt                1663
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Siemens, 1996)'
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0761P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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       0.030(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2857
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1343
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.1860
_refine_ls_wR_factor_gt          0.1572
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
O2 O 0.8023(3) 0.20692(17) 0.79977(18) 0.0458(8) Uani 1 1 d . . .
O1 O 0.8198(3) 0.04699(16) 0.86063(19) 0.0440(8) Uani 1 1 d . . .
O3 O 1.2696(3) 0.09680(15) 0.84959(19) 0.0403(8) Uani 1 1 d . . .
N5 N 1.0905(4) 0.23355(18) 0.7266(2) 0.0367(8) Uani 1 1 d . . .
N2 N 0.8247(4) 0.1397(2) 0.5943(2) 0.0379(9) Uani 1 1 d . . .
N1 N 0.9190(4) 0.08986(19) 0.6384(2) 0.0393(9) Uani 1 1 d . . .
N3 N 0.7224(4) 0.1809(2) 0.5576(3) 0.0523(11) Uani 1 1 d . . .
N4 N 1.0667(4) -0.03522(18) 0.7769(2) 0.0386(9) Uani 1 1 d . . .
C15 C 1.2409(5) 0.2273(2) 0.8130(3) 0.0424(11) Uani 1 1 d . . .
H15A H 1.2586 0.2753 0.8512 0.051 Uiso 1 1 calc R . .
H15B H 1.3360 0.2189 0.7823 0.051 Uiso 1 1 calc R . .
C3 C 1.3230(5) 0.1354(3) 0.5760(3) 0.0411(11) Uani 1 1 d . . .
H3A H 1.3860 0.1765 0.5627 0.049 Uiso 1 1 calc R . .
C1 C 1.0798(4) 0.0856(2) 0.6177(2) 0.0323(10) Uani 1 1 d . . .
C2 C 1.1715(4) 0.1487(2) 0.6014(3) 0.0351(10) Uani 1 1 d . . .
C6 C 1.1436(5) 0.0129(2) 0.6224(3) 0.0365(10) Uani 1 1 d . . .
C4 C 1.3826(5) 0.0639(3) 0.5699(3) 0.0435(11) Uani 1 1 d . . .
H4A H 1.4819 0.0563 0.5489 0.052 Uiso 1 1 calc R . .
C13 C 0.9785(5) 0.2929(2) 0.7417(3) 0.0435(11) Uani 1 1 d . . .
H13A H 0.8951 0.3009 0.6755 0.052 Uiso 1 1 calc R . .
H13B H 1.0408 0.3398 0.7594 0.052 Uiso 1 1 calc R . .
C14 C 1.1220(4) 0.2278(2) 0.6215(3) 0.0368(10) Uani 1 1 d . . .
H14A H 1.2107 0.2627 0.6157 0.044 Uiso 1 1 calc R . .
H14B H 1.0222 0.2419 0.5683 0.044 Uiso 1 1 calc R . .
C5 C 1.2946(5) 0.0025(3) 0.5953(3) 0.0450(11) Uani 1 1 d . . .
H5A H 1.3375 -0.0463 0.5940 0.054 Uiso 1 1 calc R . .
C12 C 0.8927(5) 0.2743(2) 0.8284(3) 0.0446(11) Uani 1 1 d . . .
H12A H 0.9744 0.2676 0.8956 0.054 Uiso 1 1 calc R . .
H12B H 0.8179 0.3152 0.8365 0.054 Uiso 1 1 calc R . .
C9 C 0.7837(5) -0.0207(2) 0.8031(3) 0.0472(12) Uani 1 1 d . . .
H9A H 0.7442 -0.0096 0.7276 0.057 Uiso 1 1 calc R . .
H9B H 0.6966 -0.0481 0.8263 0.057 Uiso 1 1 calc R . .
C16 C 1.2348(5) 0.1649(2) 0.8911(3) 0.0455(11) Uani 1 1 d . . .
H16A H 1.3160 0.1748 0.9577 0.055 Uiso 1 1 calc R . .
H16B H 1.1247 0.1630 0.9057 0.055 Uiso 1 1 calc R . .
C10 C 0.6818(5) 0.0958(2) 0.8472(3) 0.0480(12) Uani 1 1 d . . .
H10A H 0.6069 0.0777 0.8895 0.058 Uiso 1 1 calc R . .
H10B H 0.6213 0.0961 0.7729 0.058 Uiso 1 1 calc R . .
C17 C 1.2569(5) 0.0347(2) 0.9146(3) 0.0429(11) Uani 1 1 d . . .
H17A H 1.1630 0.0415 0.9470 0.052 Uiso 1 1 calc R . .
H17B H 1.3578 0.0301 0.9711 0.052 Uiso 1 1 calc R . .
C11 C 0.7381(5) 0.1731(3) 0.8807(3) 0.0487(12) Uani 1 1 d . . .
H11A H 0.6452 0.2028 0.8927 0.058 Uiso 1 1 calc R . .
H11B H 0.8240 0.1713 0.9468 0.058 Uiso 1 1 calc R . .
C8 C 0.9388(5) -0.0680(2) 0.8216(3) 0.0472(12) Uani 1 1 d . . .
H8A H 0.9825 -0.0746 0.8978 0.057 Uiso 1 1 calc R . .
H8B H 0.9104 -0.1178 0.7905 0.057 Uiso 1 1 calc R . .
C18 C 1.2323(5) -0.0351(2) 0.8468(3) 0.0423(11) Uani 1 1 d . . .
H18A H 1.3152 -0.0367 0.8047 0.051 Uiso 1 1 calc R . .
H18B H 1.2467 -0.0799 0.8920 0.051 Uiso 1 1 calc R . .
C7 C 1.0587(5) -0.0499(2) 0.6663(3) 0.0436(11) Uani 1 1 d . . .
H7A H 0.9429 -0.0534 0.6268 0.052 Uiso 1 1 calc R . .
H7B H 1.1130 -0.0978 0.6590 0.052 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O2 0.0448(17) 0.064(2) 0.0308(14) -0.0022(14) 0.0123(12) -0.0035(15)
O1 0.0307(16) 0.059(2) 0.0397(15) 0.0021(14) 0.0036(11) 0.0017(13)
O3 0.0407(17) 0.040(2) 0.0424(15) 0.0010(14) 0.0151(12) 0.0013(13)
N5 0.0353(19) 0.045(2) 0.0298(15) 0.0009(15) 0.0070(13) 0.0024(16)
N2 0.0259(18) 0.057(3) 0.0300(16) 0.0032(16) 0.0041(14) 0.0020(17)
N1 0.0265(18) 0.051(3) 0.0395(18) 0.0074(16) 0.0053(14) 0.0046(15)
N3 0.035(2) 0.070(3) 0.047(2) 0.0124(19) 0.0025(16) 0.0053(18)
N4 0.0298(18) 0.049(3) 0.0370(17) 0.0021(16) 0.0072(14) -0.0031(15)
C15 0.035(2) 0.048(3) 0.041(2) -0.006(2) 0.0021(17) -0.0048(19)
C3 0.037(2) 0.056(3) 0.032(2) 0.003(2) 0.0116(17) 0.000(2)
C1 0.031(2) 0.047(3) 0.0204(17) -0.0018(17) 0.0087(15) 0.000(2)
C2 0.034(2) 0.046(3) 0.0263(18) 0.0044(18) 0.0078(16) 0.004(2)
C6 0.037(2) 0.047(3) 0.0237(18) -0.0025(18) 0.0042(16) 0.000(2)
C4 0.034(2) 0.063(4) 0.036(2) -0.007(2) 0.0134(18) 0.001(2)
C13 0.045(3) 0.044(3) 0.042(2) -0.002(2) 0.0099(18) 0.008(2)
C14 0.033(2) 0.040(3) 0.038(2) 0.0065(19) 0.0088(16) -0.0023(18)
C5 0.045(3) 0.060(3) 0.029(2) -0.009(2) 0.0087(18) 0.008(2)
C12 0.044(3) 0.045(3) 0.043(2) -0.007(2) 0.0064(18) 0.009(2)
C9 0.036(2) 0.058(3) 0.048(2) 0.000(2) 0.0105(19) -0.014(2)
C16 0.053(3) 0.047(3) 0.033(2) -0.004(2) 0.0028(18) 0.008(2)
C10 0.029(2) 0.075(4) 0.041(2) 0.012(2) 0.0106(17) 0.002(2)
C17 0.037(2) 0.056(3) 0.033(2) 0.003(2) 0.0021(17) -0.002(2)
C11 0.035(2) 0.081(4) 0.032(2) 0.005(2) 0.0116(17) 0.012(2)
C8 0.048(3) 0.044(3) 0.048(2) 0.008(2) 0.010(2) -0.008(2)
C18 0.037(2) 0.047(3) 0.042(2) 0.010(2) 0.0078(18) 0.0086(19)
C7 0.045(3) 0.043(3) 0.041(2) -0.004(2) 0.0064(18) 0.002(2)

_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
O2 C12 1.416(5) . ?
O2 C11 1.424(4) . ?
O1 C9 1.412(5) . ?
O1 C10 1.416(5) . ?
O3 C16 1.385(4) . ?
O3 C17 1.411(4) . ?
N5 C13 1.453(5) . ?
N5 C14 1.457(4) . ?
N5 C15 1.474(4) . ?
N2 N3 1.139(4) . ?
N2 N1 1.231(4) . ?
N1 C1 1.429(5) . ?
N4 C7 1.451(5) . ?
N4 C8 1.452(5) . ?
N4 C18 1.460(5) . ?
C15 C16 1.515(5) . ?
C3 C4 1.373(6) . ?
C3 C2 1.399(5) . ?
C1 C6 1.394(5) . ?
C1 C2 1.401(5) . ?
C2 C14 1.506(5) . ?
C6 C5 1.397(5) . ?
C6 C7 1.506(5) . ?
C4 C5 1.396(6) . ?
C13 C12 1.510(5) . ?
C9 C8 1.511(6) . ?
C10 C11 1.484(6) . ?
C17 C18 1.509(5) . ?

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
C12 O2 C11 115.6(3) . . ?
C9 O1 C10 113.1(3) . . ?
C16 O3 C17 113.4(3) . . ?
C13 N5 C14 116.3(3) . . ?
C13 N5 C15 114.0(3) . . ?
C14 N5 C15 113.7(3) . . ?
N3 N2 N1 171.4(4) . . ?
N2 N1 C1 118.1(3) . . ?
C7 N4 C8 117.5(3) . . ?
C7 N4 C18 115.7(3) . . ?
C8 N4 C18 115.0(3) . . ?
N5 C15 C16 114.2(3) . . ?
C4 C3 C2 122.0(4) . . ?
C6 C1 C2 122.3(4) . . ?
C6 C1 N1 113.9(3) . . ?
C2 C1 N1 123.7(4) . . ?
C3 C2 C1 117.0(4) . . ?
C3 C2 C14 119.9(4) . . ?
C1 C2 C14 122.7(3) . . ?
C1 C6 C5 117.9(4) . . ?
C1 C6 C7 119.7(3) . . ?
C5 C6 C7 122.1(4) . . ?
C3 C4 C5 119.5(4) . . ?
N5 C13 C12 112.0(3) . . ?
N5 C14 C2 110.3(3) . . ?
C4 C5 C6 120.7(4) . . ?
O2 C12 C13 107.8(3) . . ?
O1 C9 C8 108.9(3) . . ?
O3 C16 C15 109.6(3) . . ?
O1 C10 C11 110.0(3) . . ?
O3 C17 C18 108.1(3) . . ?
O2 C11 C10 108.8(3) . . ?
N4 C8 C9 113.1(3) . . ?
N4 C18 C17 110.0(3) . . ?
N4 C7 C6 109.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.860
_diffrn_reflns_theta_full        25.08
_diffrn_measured_fraction_theta_full 0.860
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.078
################################################

data_md1321t
_database_code_depnum_ccdc_archive 'CCDC 242475'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H56 N10 S6'
_chemical_formula_weight         821.27

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   12.683(6)
_cell_length_b                   14.165(6)
_cell_length_c                   23.626(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.430(10)
_cell_angle_gamma                90.00
_cell_volume                     4199(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    -
_cell_measurement_theta_min      -
_cell_measurement_theta_max      -

_exptl_crystal_description       neelde
_exptl_crystal_colour            0.2
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1752
_exptl_absorpt_coefficient_mu    0.366
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0
_exptl_absorpt_correction_T_max  0
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      203(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 axs CCD 1000'
_diffrn_measurement_method       phi-scan
_diffrn_detector_area_resol_mean -
_diffrn_standards_number         -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_decay_%        -
_diffrn_reflns_number            15159
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0879
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.02
_reflns_number_total             6636
_reflns_number_gt                4019
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Siemens, 1996)'
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_structure_solution    'SHELXTL (Siemens, 1996)'
_computing_structure_refinement  'SHELXTL (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1996)'
_computing_publication_material  'SHELXTL (Siemens, 1996)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0798P)^2^+3.9282P] where P=(Fo^2^+2Fc^2^)/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_number_reflns         6636
_refine_ls_number_parameters     479
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1224
_refine_ls_R_factor_gt           0.0683
_refine_ls_wR_factor_ref         0.1807
_refine_ls_wR_factor_gt          0.1551
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002

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
S4 S 0.02192(10) 0.29519(8) 0.20412(5) 0.0370(3) Uani 1 1 d . . .
S5 S 0.12039(12) -0.07901(9) 0.22559(7) 0.0567(4) Uani 1 1 d . . .
S6 S 0.16224(12) 0.01489(10) 0.05155(7) 0.0569(4) Uani 1 1 d . . .
S2 S -0.51324(12) 0.12428(11) 0.35884(7) 0.0582(4) Uani 1 1 d . . .
S3 S -0.53165(15) 0.06635(11) 0.17333(7) 0.0747(6) Uani 1 1 d . . .
N5 N -0.2597(3) 0.3068(2) 0.38069(17) 0.0354(10) Uani 1 1 d . . .
N6 N 0.0213(3) 0.2706(2) 0.07235(16) 0.0316(9) Uani 1 1 d . . .
N2 N -0.1850(3) 0.1844(3) 0.1021(2) 0.0426(11) Uani 1 1 d . . .
C19 C 0.0675(4) 0.3569(3) 0.1007(2) 0.0382(12) Uani 1 1 d . . .
H19A H 0.0113 0.4048 0.0991 0.046 Uiso 1 1 calc R . .
H19B H 0.1219 0.3813 0.0791 0.046 Uiso 1 1 calc R . .
N7 N 0.1222(3) 0.1591(3) 0.32192(19) 0.0407(11) Uani 1 1 d . . .
N4 N -0.3855(3) 0.3098(3) 0.13049(18) 0.0406(11) Uani 1 1 d . . .
C1 C -0.2255(4) 0.3141(3) 0.0428(2) 0.0321(11) Uani 1 1 d . . .
C30 C 0.0856(4) 0.2361(3) 0.4100(2) 0.0362(12) Uani 1 1 d . . .
N8 N -0.0813(3) 0.1466(3) 0.3893(2) 0.0431(11) Uani 1 1 d . . .
C2 C -0.1379(4) 0.3523(3) 0.02082(19) 0.0329(11) Uani 1 1 d . . .
C6 C -0.3184(4) 0.3656(3) 0.04451(19) 0.0336(12) Uani 1 1 d . . .
C20 C 0.1173(4) 0.3444(3) 0.1625(2) 0.0385(12) Uani 1 1 d . . .
H20A H 0.1423 0.4056 0.1785 0.046 Uiso 1 1 calc R . .
H20B H 0.1790 0.3022 0.1644 0.046 Uiso 1 1 calc R . .
N1 N -0.2259(3) 0.2144(2) 0.05552(19) 0.0407(11) Uani 1 1 d . . .
C5 C -0.3225(4) 0.4589(3) 0.0247(2) 0.0375(12) Uani 1 1 d . . .
H5A H -0.3835 0.4956 0.0269 0.045 Uiso 1 1 calc R . .
N9 N -0.1152(3) 0.1444(3) 0.3371(3) 0.0408(11) Uani 1 1 d . . .
C7 C -0.4104(4) 0.3230(3) 0.0692(2) 0.0397(13) Uani 1 1 d . . .
H7A H -0.4726 0.3644 0.0608 0.048 Uiso 1 1 calc R . .
H7B H -0.4286 0.2619 0.0509 0.048 Uiso 1 1 calc R . .
C34 C -0.0795(4) 0.2997(3) 0.4367(2) 0.0390(13) Uani 1 1 d . . .
C31 C 0.1391(4) 0.3140(4) 0.4355(2) 0.0435(13) Uani 1 1 d . . .
H31A H 0.2130 0.3193 0.4355 0.052 Uiso 1 1 calc R . .
C29 C 0.1425(4) 0.1588(3) 0.3843(2) 0.0491(15) Uani 1 1 d . . .
H29A H 0.2193 0.1653 0.3968 0.059 Uiso 1 1 calc R . .
H29B H 0.1201 0.0980 0.3983 0.059 Uiso 1 1 calc R . .
C3 C -0.1467(4) 0.4444(3) 0.0003(2) 0.0358(12) Uani 1 1 d . . .
H3A H -0.0895 0.4713 -0.0152 0.043 Uiso 1 1 calc R . .
C11 C -0.2559(4) 0.4075(3) 0.3655(2) 0.0434(13) Uani 1 1 d . C .
H11A H -0.1822 0.4298 0.3747 0.052 Uiso 1 1 calc R . .
H11B H -0.2992 0.4433 0.3892 0.052 Uiso 1 1 calc R . .
C4 C -0.2377(4) 0.4974(3) 0.0021(2) 0.0410(13) Uani 1 1 d . . .
H4A H -0.2419 0.5595 -0.0120 0.049 Uiso 1 1 calc R . .
C21 C 0.0911(4) 0.3176(3) 0.2754(2) 0.0397(13) Uani 1 1 d . . .
H21A H 0.1288 0.3780 0.2753 0.048 Uiso 1 1 calc R . .
H21B H 0.0384 0.3237 0.3017 0.048 Uiso 1 1 calc R . .
C25 C 0.0994(4) -0.0620(3) 0.1493(2) 0.0515(15) Uani 1 1 d . . .
H25A H 0.0933 -0.1239 0.1305 0.062 Uiso 1 1 calc R . .
H25B H 0.0318 -0.0287 0.1384 0.062 Uiso 1 1 calc R . .
C8 C -0.3676(4) 0.4015(4) 0.1607(2) 0.0488(14) Uani 1 1 d . C .
H8B H -0.4178 0.4071 0.1884 0.059 Uiso 1 1 calc R . .
H8C H -0.3829 0.4527 0.1329 0.059 Uiso 1 1 calc R . .
C26 C 0.1877(4) -0.0067(3) 0.1276(2) 0.0502(15) Uani 1 1 d . . .
H26A H 0.2547 -0.0417 0.1366 0.060 Uiso 1 1 calc R . .
H26B H 0.1964 0.0539 0.1477 0.060 Uiso 1 1 calc R . .
C36 C -0.1975(4) 0.2904(4) 0.4374(2) 0.0440(13) Uani 1 1 d . . .
H36A H -0.2129 0.2270 0.4506 0.053 Uiso 1 1 calc R . .
H36B H -0.2194 0.3361 0.4646 0.053 Uiso 1 1 calc R . .
C28 C 0.1040(4) 0.2010(3) 0.0666(2) 0.0393(12) Uani 1 1 d . . .
H28A H 0.1501 0.1945 0.1035 0.047 Uiso 1 1 calc R . .
H28B H 0.1480 0.2241 0.0388 0.047 Uiso 1 1 calc R . .
C10 C -0.2949(4) 0.4283(3) 0.3038(2) 0.0412(13) Uani 1 1 d . . .
H10A H -0.3186 0.4940 0.2990 0.049 Uiso 1 1 calc R A 1
H10B H -0.3546 0.3868 0.2893 0.049 Uiso 1 1 calc R A 1
C9 C -0.2576(5) 0.4133(4) 0.1913(2) 0.0551(16) Uani 1 1 d . . .
H9A H -0.2369 0.4755 0.1785 0.066 Uiso 1 1 calc R B 1
H9B H -0.2166 0.3679 0.1721 0.066 Uiso 1 1 calc R B 1
C17 C -0.4634(4) 0.2491(4) 0.1534(2) 0.0521(15) Uani 1 1 d . . .
H17A H -0.5354 0.2654 0.1349 0.062 Uiso 1 1 calc R . .
H17B H -0.4598 0.2608 0.1946 0.062 Uiso 1 1 calc R . .
C33 C -0.0213(5) 0.3765(4) 0.4616(2) 0.0447(13) Uani 1 1 d . . .
H33A H -0.0566 0.4241 0.4793 0.054 Uiso 1 1 calc R . .
N10 N -0.1507(4) 0.1320(3) 0.2915(2) 0.0537(13) Uani 1 1 d . . .
C18 C -0.0407(4) 0.2939(3) 0.0168(2) 0.0371(12) Uani 1 1 d . . .
H18A H -0.0627 0.2351 -0.0034 0.045 Uiso 1 1 calc R . .
H18B H 0.0052 0.3282 -0.0061 0.045 Uiso 1 1 calc R . .
C35 C -0.0245(4) 0.2308(3) 0.4105(2) 0.0360(12) Uani 1 1 d . . .
C12 C -0.3691(4) 0.2730(3) 0.3777(2) 0.0399(12) Uani 1 1 d . . .
H12A H -0.4125 0.3006 0.3440 0.048 Uiso 1 1 calc R . .
H12B H -0.3981 0.2946 0.4116 0.048 Uiso 1 1 calc R . .
N3 N -0.1524(4) 0.1429(3) 0.1417(2) 0.0726(17) Uani 1 1 d . . .
C22 C 0.1710(4) 0.2413(4) 0.2981(2) 0.0435(13) Uani 1 1 d . . .
H22A H 0.2083 0.2201 0.2669 0.052 Uiso 1 1 calc R . .
H22B H 0.2241 0.2687 0.3279 0.052 Uiso 1 1 calc R . .
C27 C 0.0597(4) 0.1048(3) 0.0477(3) 0.0536(16) Uani 1 1 d . . .
H27A H 0.0233 0.1091 0.0082 0.064 Uiso 1 1 calc R . .
H27B H 0.0069 0.0860 0.0720 0.064 Uiso 1 1 calc R . .
C32 C 0.0865(5) 0.3839(4) 0.4608(2) 0.0491(14) Uani 1 1 d . . .
H32A H 0.1242 0.4365 0.4774 0.059 Uiso 1 1 calc R . .
C16 C -0.4428(5) 0.1462(4) 0.1437(3) 0.0626(17) Uani 1 1 d . . .
H16A H -0.3693 0.1315 0.1605 0.075 Uiso 1 1 calc R . .
H16B H -0.4490 0.1349 0.1024 0.075 Uiso 1 1 calc R . .
C13 C -0.3774(4) 0.1657(3) 0.3740(2) 0.0509(15) Uani 1 1 d . . .
H13A H -0.3438 0.1384 0.4104 0.061 Uiso 1 1 calc R . .
H13B H -0.3379 0.1433 0.3440 0.061 Uiso 1 1 calc R . .
C24 C 0.0885(5) 0.0389(4) 0.2482(3) 0.082(2) Uani 1 1 d . . .
H24A H 0.0994 0.0841 0.2182 0.098 Uiso 1 1 calc R . .
H24B H 0.0131 0.0411 0.2531 0.098 Uiso 1 1 calc R . .
C23 C 0.1513(5) 0.0663(4) 0.3000(3) 0.0669(19) Uani 1 1 d . . .
H23A H 0.2262 0.0682 0.2942 0.080 Uiso 1 1 calc R . .
H23B H 0.1447 0.0182 0.3291 0.080 Uiso 1 1 calc R . .
C14 C -0.5413(4) 0.1383(4) 0.2821(2) 0.0555(16) Uani 1 1 d . . .
H14A H -0.6181 0.1301 0.2701 0.067 Uiso 1 1 calc R . .
H14B H -0.5230 0.2030 0.2724 0.067 Uiso 1 1 calc R . .
C15 C -0.4824(5) 0.0706(4) 0.2488(2) 0.0603(17) Uani 1 1 d . . .
H15A H -0.4870 0.0072 0.2649 0.072 Uiso 1 1 calc R . .
H15B H -0.4070 0.0886 0.2539 0.072 Uiso 1 1 calc R . .
S1B S -0.1898(7) 0.4084(8) 0.2686(4) 0.040(4) Uani 0.152(6) 1 d P C 1
S1A S -0.23110(15) 0.34781(13) 0.25702(7) 0.0421(7) Uani 0.848(6) 1 d P C 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S4 0.0374(8) 0.0423(6) 0.0299(8) 0.0044(5) 0.0006(6) -0.0033(5)
S5 0.0627(10) 0.0423(7) 0.0646(12) -0.0141(7) 0.0078(8) 0.0103(7)
S6 0.0606(10) 0.0501(8) 0.0574(11) -0.0119(7) 0.0003(8) 0.0171(7)
S2 0.0616(10) 0.0680(9) 0.0470(10) 0.0067(7) 0.0143(8) -0.0238(8)
S3 0.1038(14) 0.0700(10) 0.0494(12) 0.0004(8) 0.0088(10) -0.0475(10)
N5 0.036(2) 0.039(2) 0.031(3) 0.0057(18) 0.003(2) -0.0025(18)
N6 0.038(2) 0.0343(19) 0.022(2) -0.0023(16) 0.0013(19) 0.0036(17)
N2 0.050(3) 0.033(2) 0.043(3) 0.006(2) 0.003(3) -0.0108(19)
C19 0.049(3) 0.040(2) 0.026(3) 0.003(2) 0.006(3) -0.003(2)
N7 0.043(3) 0.035(2) 0.041(3) -0.0060(18) -0.003(2) 0.0086(18)
N4 0.050(3) 0.047(2) 0.026(3) 0.0010(19) 0.009(2) -0.014(2)
C1 0.043(3) 0.029(2) 0.023(3) 0.0016(19) 0.001(2) -0.002(2)
C30 0.046(3) 0.038(2) 0.021(3) 0.012(2) -0.007(3) -0.006(2)
N8 0.055(3) 0.036(2) 0.036(3) 0.008(2) 0.000(2) -0.0104(19)
C2 0.041(3) 0.040(2) 0.017(3) 0.000(2) 0.002(2) 0.003(2)
C6 0.043(3) 0.037(2) 0.018(3) -0.001(2) -0.001(2) -0.003(2)
C20 0.043(3) 0.041(2) 0.030(3) -0.002(2) 0.001(3) -0.002(2)
N1 0.056(3) 0.0293(19) 0.034(3) 0.0008(18) -0.003(2) -0.0031(19)
C5 0.043(3) 0.037(2) 0.033(3) 0.003(2) 0.005(3) 0.005(2)
N9 0.045(3) 0.029(2) 0.049(4) 0.000(2) 0.010(3) -0.0010(18)
C7 0.042(3) 0.041(2) 0.036(4) 0.003(2) 0.003(3) -0.005(2)
C34 0.044(3) 0.046(3) 0.024(3) 0.011(2) -0.005(3) -0.006(2)
C31 0.037(3) 0.056(3) 0.034(3) 0.011(2) -0.006(3) -0.009(2)
C29 0.049(3) 0.040(3) 0.053(4) 0.008(3) -0.008(3) 0.003(2)
C3 0.042(3) 0.038(2) 0.026(3) 0.004(2) 0.004(2) -0.006(2)
C11 0.061(4) 0.038(3) 0.032(3) 0.003(2) 0.008(3) -0.007(2)
C4 0.061(4) 0.031(2) 0.031(3) 0.003(2) 0.006(3) -0.002(2)
C21 0.046(3) 0.046(3) 0.026(3) -0.001(2) 0.002(3) -0.001(2)
C25 0.044(3) 0.041(3) 0.065(4) -0.010(3) -0.007(3) -0.001(2)
C8 0.058(4) 0.055(3) 0.035(4) -0.009(3) 0.008(3) -0.015(3)
C26 0.038(3) 0.042(3) 0.068(4) -0.002(3) -0.001(3) 0.004(2)
C36 0.048(3) 0.052(3) 0.031(3) 0.011(2) 0.000(3) 0.003(2)
C28 0.037(3) 0.045(3) 0.035(3) -0.001(2) 0.002(3) 0.005(2)
C10 0.063(4) 0.033(2) 0.028(3) 0.003(2) 0.008(3) 0.008(2)
C9 0.068(4) 0.040(3) 0.059(4) 0.006(3) 0.018(3) 0.001(3)
C17 0.057(4) 0.063(3) 0.037(4) 0.004(3) 0.009(3) -0.013(3)
C33 0.058(4) 0.050(3) 0.025(3) -0.004(2) 0.000(3) -0.001(3)
N10 0.073(4) 0.042(2) 0.045(3) -0.011(2) 0.006(3) -0.002(2)
C18 0.043(3) 0.050(3) 0.018(3) 0.000(2) 0.002(2) 0.003(2)
C35 0.041(3) 0.034(2) 0.031(3) 0.012(2) -0.004(3) -0.009(2)
C12 0.043(3) 0.043(3) 0.034(3) 0.004(2) 0.008(3) 0.002(2)
N3 0.092(4) 0.057(3) 0.058(4) 0.032(3) -0.025(3) -0.027(3)
C22 0.036(3) 0.062(3) 0.032(3) -0.004(3) 0.002(3) 0.008(2)
C27 0.055(4) 0.042(3) 0.058(4) -0.007(3) -0.011(3) 0.007(3)
C32 0.057(4) 0.045(3) 0.044(4) 0.000(3) 0.000(3) -0.011(3)
C16 0.075(4) 0.052(3) 0.064(5) 0.007(3) 0.023(4) -0.008(3)
C13 0.055(4) 0.044(3) 0.051(4) 0.007(3) -0.004(3) 0.000(3)
C24 0.065(4) 0.065(4) 0.107(6) -0.046(4) -0.016(4) 0.024(3)
C23 0.058(4) 0.057(3) 0.079(5) -0.031(3) -0.015(4) 0.022(3)
C14 0.038(3) 0.065(3) 0.064(4) 0.009(3) 0.007(3) -0.008(3)
C15 0.075(4) 0.044(3) 0.062(5) 0.009(3) 0.012(4) -0.014(3)
S1B 0.040(6) 0.048(7) 0.036(6) -0.004(4) 0.016(4) -0.013(5)
S1A 0.0521(13) 0.0359(11) 0.0390(11) 0.0036(7) 0.0084(9) 0.0120(9)

_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
S4 C20 1.807(5) . ?
S4 C21 1.810(5) . ?
S5 C25 1.800(6) . ?
S5 C24 1.817(5) . ?
S6 C26 1.804(6) . ?
S6 C27 1.813(5) . ?
S2 C13 1.806(5) . ?
S2 C14 1.806(6) . ?
S3 C15 1.803(6) . ?
S3 C16 1.809(6) . ?
N5 C12 1.460(6) . ?
N5 C36 1.471(6) . ?
N5 C11 1.473(6) . ?
N6 C28 1.459(6) . ?
N6 C18 1.466(6) . ?
N6 C19 1.475(5) . ?
N2 N3 1.131(6) . ?
N2 N1 1.223(6) . ?
C19 C20 1.513(6) . ?
N7 C29 1.458(6) . ?
N7 C22 1.469(6) . ?
N7 C23 1.479(6) . ?
N4 C7 1.449(6) . ?
N4 C17 1.472(6) . ?
N4 C8 1.484(6) . ?
C1 C6 1.391(6) . ?
C1 C2 1.402(6) . ?
C1 N1 1.444(5) . ?
C30 C31 1.386(6) . ?
C30 C35 1.400(7) . ?
C30 C29 1.490(7) . ?
N8 N9 1.246(6) . ?
N8 C35 1.444(6) . ?
C2 C3 1.391(6) . ?
C2 C18 1.500(6) . ?
C6 C5 1.400(6) . ?
C6 C7 1.505(6) . ?
C5 C4 1.381(7) . ?
N9 N10 1.118(6) . ?
C34 C33 1.395(7) . ?
C34 C35 1.397(7) . ?
C34 C36 1.505(7) . ?
C31 C32 1.379(7) . ?
C3 C4 1.382(7) . ?
C11 C10 1.497(6) . ?
C21 C22 1.523(6) . ?
C25 C26 1.517(7) . ?
C8 C9 1.483(7) . ?
C28 C27 1.517(6) . ?
C10 S1B 1.695(10) . ?
C10 S1A 1.855(5) . ?
C9 S1A 1.797(6) . ?
C9 S1B 1.903(11) . ?
C17 C16 1.505(7) . ?
C33 C32 1.374(7) . ?
C12 C13 1.525(6) . ?
C24 C23 1.412(8) . ?
C14 C15 1.506(8) . ?

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
C20 S4 C21 99.6(2) . . ?
C25 S5 C24 99.5(3) . . ?
C26 S6 C27 101.0(3) . . ?
C13 S2 C14 101.9(3) . . ?
C15 S3 C16 102.5(3) . . ?
C12 N5 C36 111.8(4) . . ?
C12 N5 C11 111.7(4) . . ?
C36 N5 C11 110.0(4) . . ?
C28 N6 C18 111.6(4) . . ?
C28 N6 C19 111.1(4) . . ?
C18 N6 C19 110.2(3) . . ?
N3 N2 N1 168.9(5) . . ?
N6 C19 C20 115.0(4) . . ?
C29 N7 C22 111.6(4) . . ?
C29 N7 C23 109.6(4) . . ?
C22 N7 C23 115.5(5) . . ?
C7 N4 C17 112.6(4) . . ?
C7 N4 C8 111.4(4) . . ?
C17 N4 C8 113.4(4) . . ?
C6 C1 C2 121.9(4) . . ?
C6 C1 N1 118.5(4) . . ?
C2 C1 N1 118.8(4) . . ?
C31 C30 C35 117.7(5) . . ?
C31 C30 C29 121.8(5) . . ?
C35 C30 C29 120.5(4) . . ?
N9 N8 C35 116.5(4) . . ?
C3 C2 C1 117.6(4) . . ?
C3 C2 C18 121.3(4) . . ?
C1 C2 C18 120.9(4) . . ?
C1 C6 C5 118.4(4) . . ?
C1 C6 C7 120.6(4) . . ?
C5 C6 C7 121.0(4) . . ?
C19 C20 S4 110.6(3) . . ?
N2 N1 C1 120.9(4) . . ?
C4 C5 C6 120.6(5) . . ?
N10 N9 N8 171.6(5) . . ?
N4 C7 C6 111.8(4) . . ?
C33 C34 C35 117.7(5) . . ?
C33 C34 C36 121.9(5) . . ?
C35 C34 C36 120.4(4) . . ?
C32 C31 C30 121.6(5) . . ?
N7 C29 C30 112.7(4) . . ?
C4 C3 C2 121.5(5) . . ?
N5 C11 C10 114.2(4) . . ?
C5 C4 C3 119.9(4) . . ?
C22 C21 S4 114.2(3) . . ?
C26 C25 S5 113.6(4) . . ?
N4 C8 C9 113.6(5) . . ?
C25 C26 S6 113.0(4) . . ?
N5 C36 C34 112.2(4) . . ?
N6 C28 C27 113.2(4) . . ?
C11 C10 S1B 105.9(5) . . ?
C11 C10 S1A 110.4(3) . . ?
S1B C10 S1A 33.1(4) . . ?
C8 C9 S1A 114.0(4) . . ?
C8 C9 S1B 136.4(5) . . ?
S1A C9 S1B 31.9(3) . . ?
N4 C17 C16 111.6(4) . . ?
C32 C33 C34 121.3(5) . . ?
N6 C18 C2 113.9(4) . . ?
C34 C35 C30 122.0(4) . . ?
C34 C35 N8 118.4(4) . . ?
C30 C35 N8 119.2(4) . . ?
N5 C12 C13 112.8(4) . . ?
N7 C22 C21 113.7(4) . . ?
C28 C27 S6 112.6(4) . . ?
C33 C32 C31 119.8(5) . . ?
C17 C16 S3 114.5(4) . . ?
C12 C13 S2 113.0(4) . . ?
C23 C24 S5 112.7(4) . . ?
C24 C23 N7 114.2(5) . . ?
C15 C14 S2 114.4(4) . . ?
C14 C15 S3 114.3(4) . . ?
C10 S1B C9 100.8(5) . . ?
C9 S1A C10 98.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.897
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.897
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.069