# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 812939'
_audit_update_record             
;
2011-02-14 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;
#TrackingRef 'Crystal_Data__2_.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H54 O12'
_chemical_formula_weight         726.83

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2/n

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

_cell_length_a                   13.5771(4)
_cell_length_b                   7.9566(3)
_cell_length_c                   18.3912(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.146(2)
_cell_angle_gamma                90.00
_cell_volume                     1934.69(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4079
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      25.0

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             780
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_process_details   'SADABS (Bruker, 19990'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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 kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            17344
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3407
_reflns_number_gt                2576
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_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)+(0.1008P)²+0.5444P] 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       0.014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3407
_refine_ls_number_parameters     256
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1682
_refine_ls_wR_factor_gt          0.1450
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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 0.22561(15) 0.2063(3) 0.44477(11) 0.0342(5) Uani 1 1 d . . .
C2 C 0.31719(16) 0.1247(3) 0.45437(12) 0.0380(5) Uani 1 1 d . . .
H2 H 0.3245 0.0166 0.4741 0.046 Uiso 1 1 calc R . .
C3 C 0.39796(15) 0.2031(3) 0.43482(11) 0.0321(5) Uani 1 1 d . . .
C4 C 0.38954(14) 0.3629(3) 0.40409(10) 0.0286(5) Uani 1 1 d . . .
C5 C 0.29509(14) 0.4386(3) 0.39324(10) 0.0303(5) Uani 1 1 d . . .
H5 H 0.2869 0.5444 0.3712 0.036 Uiso 1 1 calc R . .
C6 C 0.21210(14) 0.3655(3) 0.41339(10) 0.0296(5) Uani 1 1 d . . .
C7 C 0.10957(15) 0.4517(3) 0.39912(11) 0.0323(5) Uani 1 1 d . . .
H7 H 0.0774 0.4158 0.4391 0.039 Uiso 1 1 calc R . .
C8 C 0.11508(17) 0.6432(3) 0.40244(14) 0.0422(6) Uani 1 1 d . . .
H8A H 0.1607 0.6766 0.4488 0.051 Uiso 1 1 calc R . .
H8B H 0.1431 0.6836 0.3616 0.051 Uiso 1 1 calc R . .
C9 C 0.0138(2) 0.7256(4) 0.3977(2) 0.0722(9) Uani 1 1 d . . .
H9A H -0.0292 0.7048 0.3493 0.108 Uiso 1 1 calc R . .
H9B H 0.0229 0.8445 0.4051 0.108 Uiso 1 1 calc R . .
H9C H -0.0169 0.6798 0.4355 0.108 Uiso 1 1 calc R . .
C10 C 0.04322(14) 0.3862(3) 0.32606(11) 0.0298(5) Uani 1 1 d . . .
C11 C -0.03170(15) 0.2677(3) 0.32547(11) 0.0339(5) Uani 1 1 d . . .
C13 C 0.48007(15) 0.4484(3) 0.38385(11) 0.0307(5) Uani 1 1 d . . .
H13 H 0.5395 0.4174 0.4227 0.037 Uiso 1 1 calc R . .
C14 C 0.47416(16) 0.6398(3) 0.38408(12) 0.0371(5) Uani 1 1 d . . .
H14A H 0.4161 0.6756 0.3461 0.044 Uiso 1 1 calc R . .
H14B H 0.4641 0.6771 0.4321 0.044 Uiso 1 1 calc R . .
C15 C 0.5684(2) 0.7228(3) 0.36960(16) 0.0554(7) Uani 1 1 d . . .
H15A H 0.6271 0.6771 0.4030 0.083 Uiso 1 1 calc R . .
H15B H 0.5653 0.8417 0.3777 0.083 Uiso 1 1 calc R . .
H15C H 0.5725 0.7022 0.3189 0.083 Uiso 1 1 calc R . .
C16 C 0.49871(14) 0.3821(3) 0.31015(11) 0.0288(5) Uani 1 1 d . . .
C17 C 0.57357(15) 0.2647(3) 0.30788(11) 0.0327(5) Uani 1 1 d . . .
C18 C -0.09042(15) 0.2072(3) 0.25916(12) 0.0363(5) Uani 1 1 d . . .
H18 H -0.1409 0.1285 0.2597 0.044 Uiso 1 1 calc R . .
C19 C 0.05855(14) 0.4383(3) 0.25760(11) 0.0281(5) Uani 1 1 d . . .
H19 H 0.1100 0.5151 0.2571 0.034 Uiso 1 1 calc R . .
C20 C 0.7500 0.6118(7) 0.2500 0.0989(18) Uani 1 2 d S . .
C21 C 0.2500 0.9136(5) 0.2500 0.0527(9) Uani 1 2 d S . .
C22 C 0.1578(3) 1.0062(5) 0.2557(2) 0.1043(15) Uani 1 1 d . . .
H22A H 0.1051 0.9277 0.2587 0.157 Uiso 1 1 calc R . .
H22B H 0.1362 1.0761 0.2125 0.157 Uiso 1 1 calc R . .
H22C H 0.1720 1.0751 0.2997 0.157 Uiso 1 1 calc R . .
O1 O 0.15099(11) 0.1211(2) 0.46919(9) 0.0480(5) Uani 1 1 d . . .
H1 H 0.0993 0.1781 0.4613 0.072 Uiso 1 1 calc R . .
O2 O 0.48850(12) 0.1176(2) 0.44714(9) 0.0441(5) Uani 1 1 d D . .
O3 O 0.63181(12) 0.2025(2) 0.37391(9) 0.0461(5) Uani 1 1 d D . .
O4 O -0.04466(12) 0.2097(2) 0.39310(8) 0.0482(5) Uani 1 1 d . . .
H4 H -0.0907 0.1407 0.3861 0.072 Uiso 1 1 calc R . .
O5 O 0.7500 0.7931(4) 0.2500 0.0861(10) Uani 1 2 d S . .
O6 O -0.20480(13) -0.0056(2) 0.38104(9) 0.0480(5) Uani 1 1 d D . .
O7 O 0.2500 0.7618(3) 0.2500 0.0666(8) Uani 1 2 d S . .
H6A H -0.194(4) -0.040(6) 0.4241(12) 0.165(17) Uiso 1 1 d D . .
H3A H 0.684(3) 0.130(6) 0.369(3) 0.17(2) Uiso 1 1 d D . .
H2A H 0.540(3) 0.152(8) 0.424(3) 0.18(2) Uiso 1 1 d D . .
H6B H -0.233(4) -0.066(6) 0.3467(18) 0.165(17) Uiso 1 1 d 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 1.377(3) . ?
C1 C2 1.378(3) . ?
C1 C6 1.387(3) . ?
C2 C3 1.378(3) . ?
C2 H2 0.9300 . ?
C3 O2 1.378(2) . ?
C3 C4 1.386(3) . ?
C4 C5 1.390(3) . ?
C4 C13 1.523(3) . ?
C5 C6 1.391(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.520(3) . ?
C7 C8 1.526(3) . ?
C7 C10 1.529(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.508(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.385(3) . ?
C10 C19 1.386(3) . ?
C11 O4 1.375(3) . ?
C11 C18 1.383(3) . ?
C13 C14 1.525(3) . ?
C13 C16 1.528(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.516(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C19 1.384(3) 2 ?
C16 C17 1.388(3) . ?
C17 O3 1.381(2) . ?
C17 C18 1.382(3) 2 ?
C18 C17 1.382(3) 2 ?
C18 H18 0.9300 . ?
C19 C16 1.384(3) 2 ?
C19 H19 0.9300 . ?
C20 O5 1.442(6) . ?
C21 O7 1.207(4) . ?
C21 C22 1.478(4) 2 ?
C21 C22 1.478(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O1 H1 0.8200 . ?
O2 H2A 0.937(10) . ?
O3 H3A 0.932(10) . ?
O4 H4 0.8200 . ?
O6 H6A 0.818(19) . ?
O6 H6B 0.817(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 C2 115.84(19) . . ?
O1 C1 C6 123.24(19) . . ?
C2 C1 C6 120.91(19) . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
O2 C3 C2 117.85(19) . . ?
O2 C3 C4 120.51(18) . . ?
C2 C3 C4 121.65(19) . . ?
C3 C4 C5 116.38(18) . . ?
C3 C4 C13 120.89(17) . . ?
C5 C4 C13 122.73(18) . . ?
C4 C5 C6 123.9(2) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C1 C6 C5 117.01(19) . . ?
C1 C6 C7 120.86(18) . . ?
C5 C6 C7 122.09(19) . . ?
C6 C7 C8 114.12(18) . . ?
C6 C7 C10 109.37(16) . . ?
C8 C7 C10 112.89(18) . . ?
C6 C7 H7 106.7 . . ?
C8 C7 H7 106.7 . . ?
C10 C7 H7 106.7 . . ?
C9 C8 C7 113.3(2) . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C19 117.28(18) . . ?
C11 C10 C7 121.58(18) . . ?
C19 C10 C7 121.09(18) . . ?
O4 C11 C18 120.95(19) . . ?
O4 C11 C10 117.78(18) . . ?
C18 C11 C10 121.26(19) . . ?
C4 C13 C14 113.56(17) . . ?
C4 C13 C16 111.58(16) . . ?
C14 C13 C16 111.52(17) . . ?
C4 C13 H13 106.6 . . ?
C14 C13 H13 106.6 . . ?
C16 C13 H13 106.6 . . ?
C15 C14 C13 112.79(19) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C19 C16 C17 117.10(18) 2 . ?
C19 C16 C13 120.95(18) 2 . ?
C17 C16 C13 121.96(17) . . ?
O3 C17 C18 119.22(19) . 2 ?
O3 C17 C16 119.42(18) . . ?
C18 C17 C16 121.36(18) 2 . ?
C17 C18 C11 119.5(2) 2 . ?
C17 C18 H18 120.2 2 . ?
C11 C18 H18 120.2 . . ?
C16 C19 C10 123.47(19) 2 . ?
C16 C19 H19 118.3 2 . ?
C10 C19 H19 118.3 . . ?
O7 C21 C22 119.9(2) . 2 ?
O7 C21 C22 119.9(2) . . ?
C22 C21 C22 120.1(5) 2 . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 O1 H1 109.5 . . ?
C3 O2 H2A 121(4) . . ?
C17 O3 H3A 116(3) . . ?
C11 O4 H4 109.5 . . ?
H6A O6 H6B 120(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
O1 C1 C2 C3 -177.03(19) . . . . ?
C6 C1 C2 C3 2.0(3) . . . . ?
C1 C2 C3 O2 178.52(19) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
O2 C3 C4 C5 179.55(17) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
O2 C3 C4 C13 -0.5(3) . . . . ?
C2 C3 C4 C13 179.12(18) . . . . ?
C3 C4 C5 C6 2.1(3) . . . . ?
C13 C4 C5 C6 -177.87(18) . . . . ?
O1 C1 C6 C5 178.13(18) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
O1 C1 C6 C7 -4.3(3) . . . . ?
C2 C1 C6 C7 176.80(19) . . . . ?
C4 C5 C6 C1 -1.3(3) . . . . ?
C4 C5 C6 C7 -178.83(17) . . . . ?
C1 C6 C7 C8 151.0(2) . . . . ?
C5 C6 C7 C8 -31.6(3) . . . . ?
C1 C6 C7 C10 -81.5(2) . . . . ?
C5 C6 C7 C10 96.0(2) . . . . ?
C6 C7 C8 C9 -172.9(2) . . . . ?
C10 C7 C8 C9 61.4(3) . . . . ?
C6 C7 C10 C11 101.7(2) . . . . ?
C8 C7 C10 C11 -130.1(2) . . . . ?
C6 C7 C10 C19 -75.6(2) . . . . ?
C8 C7 C10 C19 52.6(3) . . . . ?
C19 C10 C11 O4 177.27(18) . . . . ?
C7 C10 C11 O4 -0.2(3) . . . . ?
C19 C10 C11 C18 -1.6(3) . . . . ?
C7 C10 C11 C18 -179.03(19) . . . . ?
C3 C4 C13 C14 -154.43(19) . . . . ?
C5 C4 C13 C14 25.5(3) . . . . ?
C3 C4 C13 C16 78.5(2) . . . . ?
C5 C4 C13 C16 -101.6(2) . . . . ?
C4 C13 C14 C15 175.64(18) . . . . ?
C16 C13 C14 C15 -57.3(2) . . . . ?
C4 C13 C16 C19 79.6(2) . . . 2 ?
C14 C13 C16 C19 -48.6(2) . . . 2 ?
C4 C13 C16 C17 -100.9(2) . . . . ?
C14 C13 C16 C17 131.0(2) . . . . ?
C19 C16 C17 O3 -179.00(18) 2 . . . ?
C13 C16 C17 O3 1.5(3) . . . . ?
C19 C16 C17 C18 0.3(3) 2 . . 2 ?
C13 C16 C17 C18 -179.2(2) . . . 2 ?
O4 C11 C18 C17 -178.2(2) . . . 2 ?
C10 C11 C18 C17 0.6(3) . . . 2 ?
C11 C10 C19 C16 2.0(3) . . . 2 ?
C7 C10 C19 C16 179.47(18) . . . 2 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O4 0.82 2.08 2.797(2) 145.2 .
O4 H4 O6 0.82 1.92 2.737(2) 172.0 .
O6 H6A O1 0.818(19) 2.023(19) 2.837(2) 174(5) 3_556
O3 H3A O6 0.932(10) 1.829(15) 2.747(2) 168(5) 1_655
O2 H2A O3 0.937(10) 1.758(12) 2.692(2) 175(6) .
O6 H6B O5 0.817(18) 2.07(3) 2.842(3) 158(5) 1_445

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.076


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 836167'
_audit_update_record             
;
2011-07-22 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;
#TrackingRef 'CIF.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C76 H96 N8 O16'
_chemical_formula_weight         1377.61

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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.9710(8)
_cell_length_b                   12.7057(9)
_cell_length_c                   13.8570(9)
_cell_angle_alpha                94.731(2)
_cell_angle_beta                 108.558(2)
_cell_angle_gamma                106.657(2)
_cell_volume                     1878.9(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5511
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      20.1

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_process_details   'SADABS (Bruker, 1999)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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 kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18569
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         21.60
_reflns_number_total             4250
_reflns_number_gt                2937
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_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)+(0.0851P)²+1.0750P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4250
_refine_ls_number_parameters     460
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1722
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.133
_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 0.2542(3) 0.1449(3) 0.4262(3) 0.0555(11) Uani 1 1 d . . .
H1 H 0.2279 0.1874 0.3778 0.067 Uiso 1 1 calc R . .
C2 C 0.1697(4) 0.0793(4) 0.4643(4) 0.0728(13) Uani 1 1 d . . .
H2 H 0.0877 0.0790 0.4415 0.087 Uiso 1 1 calc R . .
C3 C 0.2059(5) 0.0153(4) 0.5348(4) 0.0736(13) Uani 1 1 d . . .
H3 H 0.1486 -0.0293 0.5593 0.088 Uiso 1 1 calc R . .
C4 C 0.3272(5) 0.0175(3) 0.5690(3) 0.0671(12) Uani 1 1 d . . .
H4 H 0.3528 -0.0254 0.6174 0.081 Uiso 1 1 calc R . .
C5 C 0.4111(4) 0.0830(3) 0.5322(3) 0.0531(10) Uani 1 1 d . . .
H5 H 0.4935 0.0843 0.5566 0.064 Uiso 1 1 calc R . .
C6 C 0.3762(3) 0.1477(3) 0.4591(3) 0.0396(9) Uani 1 1 d . . .
C7 C 0.4719(3) 0.2142(3) 0.4167(2) 0.0374(9) Uani 1 1 d . . .
H7 H 0.5073 0.1604 0.3941 0.045 Uiso 1 1 calc R . .
C8 C 0.5813(3) 0.3032(3) 0.5006(3) 0.0351(8) Uani 1 1 d . . .
C9 C 0.5704(3) 0.3576(3) 0.5860(3) 0.0384(9) Uani 1 1 d . . .
H9 H 0.4908 0.3433 0.5886 0.046 Uiso 1 1 calc R . .
C10 C 0.6703(3) 0.4323(3) 0.6685(3) 0.0370(9) Uani 1 1 d . . .
C11 C 0.7879(3) 0.4554(3) 0.6597(3) 0.0395(9) Uani 1 1 d . . .
C12 C 0.8027(3) 0.4037(3) 0.5752(3) 0.0433(9) Uani 1 1 d . . .
H12 H 0.8815 0.4205 0.5705 0.052 Uiso 1 1 calc R . .
C13 C 0.7010(3) 0.3271(3) 0.4976(3) 0.0387(9) Uani 1 1 d . . .
C14 C 0.6598(3) 0.4835(3) 0.7663(3) 0.0410(9) Uani 1 1 d . . .
H14 H 0.7380 0.4903 0.8218 0.049 Uiso 1 1 calc R . .
C15 C 0.5563(3) 0.4080(3) 0.7970(3) 0.0439(9) Uani 1 1 d . . .
C16 C 0.5347(4) 0.2944(3) 0.7873(3) 0.0613(11) Uani 1 1 d . . .
H16 H 0.5820 0.2633 0.7596 0.074 Uiso 1 1 calc R . .
C17 C 0.4451(5) 0.2254(4) 0.8176(4) 0.0786(14) Uani 1 1 d . . .
H17 H 0.4317 0.1489 0.8090 0.094 Uiso 1 1 calc R . .
C18 C 0.3763(4) 0.2691(4) 0.8598(4) 0.0787(14) Uani 1 1 d . . .
H18 H 0.3157 0.2225 0.8799 0.094 Uiso 1 1 calc R . .
C19 C 0.3963(4) 0.3815(4) 0.8726(4) 0.0750(14) Uani 1 1 d . . .
H19 H 0.3506 0.4119 0.9029 0.090 Uiso 1 1 calc R . .
C20 C 0.4849(4) 0.4503(3) 0.8404(3) 0.0575(11) Uani 1 1 d . . .
H20 H 0.4966 0.5265 0.8481 0.069 Uiso 1 1 calc R . .
C21 C 0.6565(3) 0.6021(3) 0.7675(3) 0.0387(9) Uani 1 1 d . . .
C22 C 0.7148(3) 0.6813(3) 0.8594(3) 0.0441(9) Uani 1 1 d . . .
C23 C 0.7086(3) 0.7881(3) 0.8631(3) 0.0484(10) Uani 1 1 d . . .
H23 H 0.7475 0.8394 0.9255 0.058 Uiso 1 1 calc R . .
C24 C 0.6445(3) 0.8190(3) 0.7743(3) 0.0440(9) Uani 1 1 d . . .
C25 C 0.5870(3) 0.7445(3) 0.6797(3) 0.0369(9) Uani 1 1 d . . .
C26 C 0.5946(3) 0.6377(3) 0.6801(3) 0.0390(9) Uani 1 1 d . . .
H26 H 0.5557 0.5865 0.6177 0.047 Uiso 1 1 calc R . .
C27 C 0.2186(4) -0.1564(4) 0.2881(4) 0.0848(15) Uani 1 1 d . . .
H27A H 0.2859 -0.1439 0.2622 0.127 Uiso 1 1 calc R . .
H27B H 0.2236 -0.2102 0.3327 0.127 Uiso 1 1 calc R . .
H27C H 0.2247 -0.0873 0.3264 0.127 Uiso 1 1 calc R . .
C28 C 0.0665(6) -0.3084(4) 0.1411(4) 0.110(2) Uani 1 1 d . . .
H28A H 0.0339 -0.3643 0.1767 0.165 Uiso 1 1 calc R . .
H28B H 0.1391 -0.3184 0.1315 0.165 Uiso 1 1 calc R . .
H28C H 0.0042 -0.3155 0.0747 0.165 Uiso 1 1 calc R . .
C29 C 0.0254(5) -0.1409(4) 0.1762(4) 0.0727(13) Uani 1 1 d . . .
H29 H 0.0519 -0.0700 0.2165 0.087 Uiso 1 1 calc R . .
C30 C 0.0795(5) 0.2669(5) -0.3705(4) 0.1033(18) Uani 1 1 d . . .
H30A H -0.0084 0.2271 -0.4025 0.155 Uiso 1 1 calc R . .
H30B H 0.0945 0.3221 -0.3121 0.155 Uiso 1 1 calc R . .
H30C H 0.1226 0.2153 -0.3477 0.155 Uiso 1 1 calc R . .
C31 C 0.2563(4) 0.3829(5) -0.4146(4) 0.0981(17) Uani 1 1 d . . .
H31A H 0.2739 0.4062 -0.4739 0.147 Uiso 1 1 calc R . .
H31B H 0.3038 0.3358 -0.3873 0.147 Uiso 1 1 calc R . .
H31C H 0.2787 0.4476 -0.3625 0.147 Uiso 1 1 calc R . .
C32 C 0.0488(5) 0.3133(4) -0.5385(4) 0.0689(13) Uani 1 1 d . . .
H32 H 0.0830 0.3496 -0.5832 0.083 Uiso 1 1 calc R . .
C33 C -0.3988(5) 0.2698(6) 0.1162(6) 0.142(3) Uani 1 1 d . . .
H33A H -0.4177 0.2631 0.1783 0.214 Uiso 1 1 calc R . .
H33B H -0.4007 0.1985 0.0855 0.214 Uiso 1 1 calc R . .
H33C H -0.4597 0.2939 0.0682 0.214 Uiso 1 1 calc R . .
C34 C -0.2089(5) 0.4009(5) 0.2364(4) 0.0789(14) Uani 1 1 d . . .
H34 H -0.2430 0.3804 0.2865 0.095 Uiso 1 1 calc R . .
C35 C -0.2309(6) 0.3777(6) 0.0592(4) 0.128(2) Uani 1 1 d . . .
H35A H -0.2724 0.4244 0.0218 0.192 Uiso 1 1 calc R . .
H35B H -0.2473 0.3101 0.0129 0.192 Uiso 1 1 calc R . .
H35C H -0.1425 0.4168 0.0880 0.192 Uiso 1 1 calc R . .
C36 C 0.1991(10) -0.0663(7) -0.1969(7) 0.199(4) Uani 1 1 d . . .
H36A H 0.2880 -0.0363 -0.1614 0.299 Uiso 1 1 calc R . .
H36B H 0.1693 -0.0086 -0.2248 0.299 Uiso 1 1 calc R . .
H36C H 0.1796 -0.1268 -0.2524 0.299 Uiso 1 1 calc R . .
C37 C 0.0164(8) -0.1752(7) -0.1668(9) 0.213(5) Uani 1 1 d . . .
H37A H 0.0107 -0.2465 -0.2009 0.320 Uiso 1 1 calc R . .
H37B H -0.0318 -0.1412 -0.2158 0.320 Uiso 1 1 calc R . .
H37C H -0.0154 -0.1855 -0.1116 0.320 Uiso 1 1 calc R . .
C38 C 0.1959(11) -0.0768(8) -0.0248(8) 0.194(5) Uani 1 1 d DU . .
H38 H 0.1364 -0.0908 0.0066 0.233 Uiso 1 1 calc R . .
N1 N 0.1003(3) -0.1986(3) 0.2017(3) 0.0589(9) Uani 1 1 d . . .
N2 N 0.1247(3) 0.3216(3) -0.4450(3) 0.0684(10) Uani 1 1 d . . .
N3 N -0.2764(3) 0.3506(3) 0.1415(3) 0.0764(11) Uani 1 1 d . . .
N4 N 0.1408(5) -0.1061(4) -0.1264(4) 0.0954(14) Uani 1 1 d D . .
O1 O 0.6362(3) 0.9243(2) 0.7754(2) 0.0686(8) Uani 1 1 d . . .
H1A H 0.6594 0.9567 0.8356 0.103 Uiso 1 1 calc R . .
O2 O 0.7123(2) 0.2710(2) 0.41458(19) 0.0536(7) Uani 1 1 d . . .
H2A H 0.7858 0.2905 0.4200 0.080 Uiso 1 1 calc R . .
O3 O 0.8868(2) 0.5307(2) 0.7389(2) 0.0576(7) Uani 1 1 d . . .
H3A H 0.9511 0.5382 0.7268 0.086 Uiso 1 1 calc R . .
O4 O 0.7778(2) 0.6483(2) 0.94681(19) 0.0620(8) Uani 1 1 d . . .
H4A H 0.8077 0.7007 0.9963 0.093 Uiso 1 1 calc R . .
O5 O -0.0764(3) -0.1689(3) 0.1053(3) 0.0878(11) Uani 1 1 d . . .
O6 O -0.0642(3) 0.2618(3) -0.5735(3) 0.0897(11) Uani 1 1 d . . .
O7 O -0.1063(3) 0.4717(3) 0.2671(3) 0.1067(12) Uani 1 1 d . . .
O8 O 0.2840(8) -0.0434(6) 0.0305(5) 0.214(3) Uani 1 1 d U . .


_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 C6 1.374(5) . ?
C1 C2 1.386(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.525(5) . ?
C7 C25 1.513(5) 2_666 ?
C7 C8 1.520(4) . ?
C7 H7 0.9800 . ?
C8 C9 1.383(5) . ?
C8 C13 1.391(4) . ?
C9 C10 1.392(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.401(5) . ?
C10 C14 1.511(5) . ?
C11 O3 1.368(4) . ?
C11 C12 1.381(5) . ?
C12 C13 1.378(5) . ?
C12 H12 0.9300 . ?
C13 O2 1.368(4) . ?
C14 C21 1.518(5) . ?
C14 C15 1.536(5) . ?
C14 H14 0.9800 . ?
C15 C16 1.379(5) . ?
C15 C20 1.385(5) . ?
C16 C17 1.379(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.357(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.366(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.386(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C26 1.390(5) . ?
C21 C22 1.393(5) . ?
C22 O4 1.377(4) . ?
C22 C23 1.378(5) . ?
C23 C24 1.382(5) . ?
C23 H23 0.9300 . ?
C24 O1 1.368(4) . ?
C24 C25 1.392(5) . ?
C25 C26 1.385(4) . ?
C25 C7 1.512(5) 2_666 ?
C26 H26 0.9300 . ?
C27 N1 1.451(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 N1 1.443(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 O5 1.229(5) . ?
C29 N1 1.298(5) . ?
C29 H29 0.9300 . ?
C30 N2 1.448(6) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 N2 1.445(5) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 O6 1.231(5) . ?
C32 N2 1.300(6) . ?
C32 H32 0.9300 . ?
C33 N3 1.441(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 O7 1.213(5) . ?
C34 N3 1.296(6) . ?
C34 H34 0.9300 . ?
C35 N3 1.438(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 N4 1.419(8) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 N4 1.393(8) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 O8 1.027(10) . ?
C38 N4 1.317(8) . ?
C38 H38 0.9300 . ?
O1 H1A 0.8200 . ?
O2 H2A 0.8200 . ?
O3 H3A 0.8200 . ?
O4 H4A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.9(4) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 119.4(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 121.8(4) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 117.3(3) . . ?
C1 C6 C7 123.2(3) . . ?
C5 C6 C7 119.5(3) . . ?
C25 C7 C8 114.7(3) 2_666 . ?
C25 C7 C6 112.8(3) 2_666 . ?
C8 C7 C6 112.3(3) . . ?
C25 C7 H7 105.3 2_666 . ?
C8 C7 H7 105.3 . . ?
C6 C7 H7 105.3 . . ?
C9 C8 C13 116.8(3) . . ?
C9 C8 C7 123.1(3) . . ?
C13 C8 C7 119.9(3) . . ?
C8 C9 C10 124.5(3) . . ?
C8 C9 H9 117.8 . . ?
C10 C9 H9 117.8 . . ?
C9 C10 C11 116.1(3) . . ?
C9 C10 C14 124.4(3) . . ?
C11 C10 C14 119.5(3) . . ?
O3 C11 C12 121.9(3) . . ?
O3 C11 C10 116.8(3) . . ?
C12 C11 C10 121.2(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
O2 C13 C12 122.0(3) . . ?
O2 C13 C8 116.8(3) . . ?
C12 C13 C8 121.2(3) . . ?
C10 C14 C21 113.6(3) . . ?
C10 C14 C15 114.0(3) . . ?
C21 C14 C15 112.8(3) . . ?
C10 C14 H14 105.1 . . ?
C21 C14 H14 105.1 . . ?
C15 C14 H14 105.1 . . ?
C16 C15 C20 116.7(4) . . ?
C16 C15 C14 120.8(3) . . ?
C20 C15 C14 122.4(3) . . ?
C15 C16 C17 121.9(4) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C18 C17 C16 120.1(4) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 119.9(4) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C20 119.8(4) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C15 C20 C19 121.5(4) . . ?
C15 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C26 C21 C22 116.3(3) . . ?
C26 C21 C14 123.2(3) . . ?
C22 C21 C14 120.5(3) . . ?
O4 C22 C23 121.1(3) . . ?
O4 C22 C21 117.4(3) . . ?
C23 C22 C21 121.5(3) . . ?
C22 C23 C24 120.0(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
O1 C24 C23 121.5(3) . . ?
O1 C24 C25 117.3(3) . . ?
C23 C24 C25 121.1(3) . . ?
C26 C25 C24 116.7(3) . . ?
C26 C25 C7 124.3(3) . 2_666 ?
C24 C25 C7 118.9(3) . 2_666 ?
C25 C26 C21 124.3(3) . . ?
C25 C26 H26 117.8 . . ?
C21 C26 H26 117.8 . . ?
N1 C27 H27A 109.5 . . ?
N1 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N1 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N1 C28 H28A 109.5 . . ?
N1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O5 C29 N1 127.7(4) . . ?
O5 C29 H29 116.1 . . ?
N1 C29 H29 116.1 . . ?
N2 C30 H30A 109.5 . . ?
N2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N2 C31 H31A 109.5 . . ?
N2 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N2 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O6 C32 N2 126.0(5) . . ?
O6 C32 H32 117.0 . . ?
N2 C32 H32 117.0 . . ?
N3 C33 H33A 109.5 . . ?
N3 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N3 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O7 C34 N3 127.1(5) . . ?
O7 C34 H34 116.4 . . ?
N3 C34 H34 116.4 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 C36 H36A 109.5 . . ?
N4 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N4 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N4 C37 H37A 109.5 . . ?
N4 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N4 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O8 C38 N4 139.8(14) . . ?
O8 C38 H38 110.1 . . ?
N4 C38 H38 110.1 . . ?
C29 N1 C28 119.1(4) . . ?
C29 N1 C27 122.6(4) . . ?
C28 N1 C27 118.2(4) . . ?
C32 N2 C31 120.4(4) . . ?
C32 N2 C30 120.7(4) . . ?
C31 N2 C30 118.9(4) . . ?
C34 N3 C35 120.0(4) . . ?
C34 N3 C33 120.9(5) . . ?
C35 N3 C33 119.0(5) . . ?
C38 N4 C37 118.2(8) . . ?
C38 N4 C36 123.6(8) . . ?
C37 N4 C36 118.1(7) . . ?
C24 O1 H1A 109.5 . . ?
C13 O2 H2A 109.5 . . ?
C11 O3 H3A 109.5 . . ?
C22 O4 H4A 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
C6 C1 C2 C3 -0.5(6) . . . . ?
C1 C2 C3 C4 0.9(7) . . . . ?
C2 C3 C4 C5 -0.4(7) . . . . ?
C3 C4 C5 C6 -0.6(6) . . . . ?
C2 C1 C6 C5 -0.4(5) . . . . ?
C2 C1 C6 C7 177.3(3) . . . . ?
C4 C5 C6 C1 1.0(5) . . . . ?
C4 C5 C6 C7 -176.9(3) . . . . ?
C1 C6 C7 C25 -12.3(5) . . . 2_666 ?
C5 C6 C7 C25 165.4(3) . . . 2_666 ?
C1 C6 C7 C8 119.1(4) . . . . ?
C5 C6 C7 C8 -63.2(4) . . . . ?
C25 C7 C8 C9 99.3(4) 2_666 . . . ?
C6 C7 C8 C9 -31.2(4) . . . . ?
C25 C7 C8 C13 -85.7(4) 2_666 . . . ?
C6 C7 C8 C13 143.8(3) . . . . ?
C13 C8 C9 C10 -0.9(5) . . . . ?
C7 C8 C9 C10 174.3(3) . . . . ?
C8 C9 C10 C11 2.7(5) . . . . ?
C8 C9 C10 C14 -174.1(3) . . . . ?
C9 C10 C11 O3 178.5(3) . . . . ?
C14 C10 C11 O3 -4.6(5) . . . . ?
C9 C10 C11 C12 -1.9(5) . . . . ?
C14 C10 C11 C12 175.0(3) . . . . ?
O3 C11 C12 C13 179.1(3) . . . . ?
C10 C11 C12 C13 -0.4(5) . . . . ?
C11 C12 C13 O2 -177.5(3) . . . . ?
C11 C12 C13 C8 2.3(5) . . . . ?
C9 C8 C13 O2 178.2(3) . . . . ?
C7 C8 C13 O2 2.9(4) . . . . ?
C9 C8 C13 C12 -1.7(5) . . . . ?
C7 C8 C13 C12 -177.0(3) . . . . ?
C9 C10 C14 C21 -100.2(4) . . . . ?
C11 C10 C14 C21 83.1(4) . . . . ?
C9 C10 C14 C15 30.8(5) . . . . ?
C11 C10 C14 C15 -145.8(3) . . . . ?
C10 C14 C15 C16 40.1(4) . . . . ?
C21 C14 C15 C16 171.5(3) . . . . ?
C10 C14 C15 C20 -143.3(3) . . . . ?
C21 C14 C15 C20 -11.9(5) . . . . ?
C20 C15 C16 C17 1.1(6) . . . . ?
C14 C15 C16 C17 177.8(4) . . . . ?
C15 C16 C17 C18 -1.1(7) . . . . ?
C16 C17 C18 C19 -0.2(7) . . . . ?
C17 C18 C19 C20 1.4(7) . . . . ?
C16 C15 C20 C19 0.1(6) . . . . ?
C14 C15 C20 C19 -176.6(4) . . . . ?
C18 C19 C20 C15 -1.3(7) . . . . ?
C10 C14 C21 C26 37.7(4) . . . . ?
C15 C14 C21 C26 -93.9(4) . . . . ?
C10 C14 C21 C22 -143.7(3) . . . . ?
C15 C14 C21 C22 84.7(4) . . . . ?
C26 C21 C22 O4 -179.3(3) . . . . ?
C14 C21 C22 O4 2.0(5) . . . . ?
C26 C21 C22 C23 1.4(5) . . . . ?
C14 C21 C22 C23 -177.3(3) . . . . ?
O4 C22 C23 C24 -179.9(3) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
C22 C23 C24 O1 179.8(3) . . . . ?
C22 C23 C24 C25 -1.0(5) . . . . ?
O1 C24 C25 C26 -179.1(3) . . . . ?
C23 C24 C25 C26 1.6(5) . . . . ?
O1 C24 C25 C7 4.7(5) . . . 2_666 ?
C23 C24 C25 C7 -174.6(3) . . . 2_666 ?
C24 C25 C26 C21 -0.8(5) . . . . ?
C7 C25 C26 C21 175.2(3) 2_666 . . . ?
C22 C21 C26 C25 -0.7(5) . . . . ?
C14 C21 C26 C25 178.0(3) . . . . ?
O5 C29 N1 C28 1.5(8) . . . . ?
O5 C29 N1 C27 -179.7(5) . . . . ?
O6 C32 N2 C31 178.7(4) . . . . ?
O6 C32 N2 C30 0.5(7) . . . . ?
O7 C34 N3 C35 -0.3(8) . . . . ?
O7 C34 N3 C33 -178.4(5) . . . . ?
O8 C38 N4 C37 164.1(15) . . . . ?
O8 C38 N4 C36 -20(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O8 0.82 1.88 2.702(7) 174.9 2_666
O2 H2A O6 0.82 1.91 2.664(4) 152.9 1_656
O3 H3A O7 0.82 1.87 2.664(4) 161.5 2_666
O4 H4A O5 0.82 1.97 2.767(4) 163.3 1_666

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        21.60
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.061
_vrf_THETM01_I                   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal was very poorly diffracting at higher Bragg
angles. Recrystallisation and fresh data collection did not improve
the data beyond what is reported.

;
_vrf_PLAT023_I                   
;
PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6].. 21.60 Deg.
RESPONSE: The crystal was very poorly diffracting at higher Bragg
angles. Recrystallisation and fresh data collection did not improve
the data beyond what is reported.
;
# end Validation Reply Form



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_trsc
_database_code_depnum_ccdc_archive 'CCDC 847907'
_audit_update_record             
;
2011-10-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;
#TrackingRef 'trsc.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C77 H97 N7 O15'
_chemical_formula_weight         1360.62

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   C2/c

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

_cell_length_a                   26.076(3)
_cell_length_b                   20.056(2)
_cell_length_c                   16.0193(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.056(3)
_cell_angle_gamma                90.00
_cell_volume                     7526.3(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5542
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      21.2

_exptl_crystal_description       block
_exptl_crystal_colour            'reddish orange'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2912
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SADABS (Bruker, 1999)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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 kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            28108
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.34
_diffrn_reflns_theta_max         23.26
_reflns_number_total             5409
_reflns_number_gt                3626
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SIR92 (Altornare et al., 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_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)+(0.1036P)²+2.6370P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5409
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1790
_refine_ls_wR_factor_gt          0.1392
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_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 0.56799(10) 0.21476(13) 0.99369(17) 0.0361(6) Uani 1 1 d . . .
H1 H 0.5849 0.2390 1.0528 0.043 Uiso 1 1 calc R . .
C2 C 0.59751(11) 0.14724(13) 1.01342(18) 0.0401(7) Uani 1 1 d . . .
C3 C 0.56974(15) 0.08746(15) 1.0037(2) 0.0590(9) Uani 1 1 d . . .
H3 H 0.5305 0.0874 0.9847 0.071 Uiso 1 1 calc R . .
C4 C 0.59870(18) 0.02737(17) 1.0214(3) 0.0777(11) Uani 1 1 d . . .
H4 H 0.5784 -0.0121 1.0137 0.093 Uiso 1 1 calc R . .
C5 C 0.65680(18) 0.02449(18) 1.0503(3) 0.0734(11) Uani 1 1 d . . .
C6 C 0.68475(15) 0.08436(18) 1.0620(2) 0.0641(9) Uani 1 1 d . . .
H6 H 0.7241 0.0843 1.0823 0.077 Uiso 1 1 calc R . .
C7 C 0.65633(12) 0.14424(15) 1.0445(2) 0.0502(8) Uani 1 1 d . . .
H7 H 0.6769 0.1837 1.0538 0.060 Uiso 1 1 calc R . .
C8 C 0.6879(2) -0.0412(2) 1.0666(4) 0.1214(19) Uani 1 1 d . . .
H8A H 0.7281 -0.0340 1.1034 0.182 Uiso 1 1 calc R . .
H8B H 0.6816 -0.0604 1.0080 0.182 Uiso 1 1 calc R . .
H8C H 0.6739 -0.0710 1.0988 0.182 Uiso 1 1 calc R . .
C9 C 0.58101(10) 0.25666(13) 0.92590(16) 0.0330(6) Uani 1 1 d . . .
C10 C 0.60014(10) 0.22970(13) 0.86493(16) 0.0335(6) Uani 1 1 d . . .
H10 H 0.6029 0.1836 0.8628 0.040 Uiso 1 1 calc R . .
C11 C 0.61540(10) 0.26789(12) 0.80678(17) 0.0330(6) Uani 1 1 d . . .
C12 C 0.60958(11) 0.33635(13) 0.80896(18) 0.0382(6) Uani 1 1 d . . .
C13 C 0.58942(12) 0.36522(13) 0.86761(19) 0.0428(7) Uani 1 1 d . . .
H13 H 0.5849 0.4112 0.8676 0.051 Uiso 1 1 calc R . .
C14 C 0.57599(11) 0.32565(13) 0.92613(18) 0.0386(7) Uani 1 1 d . . .
C15 C 0.50439(11) 0.21048(12) 0.96724(17) 0.0360(6) Uani 1 1 d . . .
C16 C 0.46277(11) 0.22084(12) 0.87712(17) 0.0357(6) Uani 1 1 d . . .
H16 H 0.4746 0.2288 0.8310 0.043 Uiso 1 1 calc R . .
C17 C 0.40442(10) 0.21993(13) 0.85186(17) 0.0346(6) Uani 1 1 d . . .
C18 C 0.38793(11) 0.20754(13) 0.92255(18) 0.0383(6) Uani 1 1 d . . .
C19 C 0.42799(11) 0.19562(14) 1.01250(18) 0.0433(7) Uani 1 1 d . . .
H19 H 0.4163 0.1863 1.0583 0.052 Uiso 1 1 calc R . .
C20 C 0.48554(11) 0.19757(13) 1.03468(18) 0.0405(7) Uani 1 1 d . . .
C21 C 0.64011(10) 0.23596(13) 0.74597(17) 0.0357(6) Uani 1 1 d . . .
H21 H 0.6651 0.2697 0.7389 0.043 Uiso 1 1 calc R . .
C22 C 0.67883(11) 0.17796(14) 0.79743(18) 0.0397(7) Uani 1 1 d . . .
C23 C 0.72729(12) 0.19075(16) 0.8798(2) 0.0532(8) Uani 1 1 d . . .
H23 H 0.7358 0.2345 0.9005 0.064 Uiso 1 1 calc R . .
C24 C 0.76270(14) 0.1405(2) 0.9312(2) 0.0677(10) Uani 1 1 d . . .
H24 H 0.7947 0.1509 0.9859 0.081 Uiso 1 1 calc R . .
C25 C 0.75162(14) 0.0748(2) 0.9033(3) 0.0677(10) Uani 1 1 d . . .
C26 C 0.70394(15) 0.06208(17) 0.8220(3) 0.0699(10) Uani 1 1 d . . .
H26 H 0.6955 0.0183 0.8015 0.084 Uiso 1 1 calc R . .
C27 C 0.66783(13) 0.11292(15) 0.7694(2) 0.0543(8) Uani 1 1 d . . .
H27 H 0.6359 0.1025 0.7147 0.065 Uiso 1 1 calc R . .
C28 C 0.42372(18) 0.38026(19) 0.9703(3) 0.0916(13) Uani 1 1 d . . .
H28A H 0.3982 0.3506 0.9809 0.137 Uiso 1 1 calc R . .
H28B H 0.4455 0.3556 0.9455 0.137 Uiso 1 1 calc R . .
H28C H 0.4020 0.4142 0.9269 0.137 Uiso 1 1 calc R . .
C29 C 0.79065(18) 0.0192(2) 0.9602(3) 0.1003(15) Uani 1 1 d . . .
H29A H 0.7999 0.0256 1.0246 0.150 Uiso 1 1 calc R . .
H29B H 0.8250 0.0196 0.9522 0.150 Uiso 1 1 calc R . .
H29C H 0.7717 -0.0229 0.9398 0.150 Uiso 1 1 calc R . .
C30 C 0.49833(18) 0.3658(2) 1.1295(3) 0.0843(12) Uani 1 1 d . . .
H30A H 0.5220 0.3911 1.1837 0.127 Uiso 1 1 calc R . .
H30B H 0.5220 0.3411 1.1085 0.127 Uiso 1 1 calc R . .
H30C H 0.4752 0.3355 1.1446 0.127 Uiso 1 1 calc R . .
C31 C 0.46538(16) 0.4757(2) 1.0652(3) 0.0698(10) Uani 1 1 d . . .
H31 H 0.4916 0.4934 1.1215 0.084 Uiso 1 1 calc R . .
C32 C 0.6766(2) 0.3446(2) 0.2278(4) 0.1222(18) Uani 1 1 d . . .
H32A H 0.6795 0.3663 0.1767 0.183 Uiso 1 1 calc R . .
H32B H 0.6512 0.3072 0.2053 0.183 Uiso 1 1 calc R . .
H32C H 0.7137 0.3294 0.2715 0.183 Uiso 1 1 calc R . .
C33 C 0.6532(2) 0.3691(2) 0.3562(4) 0.1209(18) Uani 1 1 d . . .
H33A H 0.6913 0.3592 0.4018 0.181 Uiso 1 1 calc R . .
H33B H 0.6301 0.3297 0.3438 0.181 Uiso 1 1 calc R . .
H33C H 0.6373 0.4035 0.3793 0.181 Uiso 1 1 calc R . .
C34 C 0.63839(19) 0.4508(2) 0.2423(3) 0.0865(12) Uani 1 1 d . . .
H34 H 0.6418 0.4639 0.1893 0.104 Uiso 1 1 calc R . .
C35 C 0.65172(15) 0.8609(2) 0.7743(3) 0.0970(14) Uani 1 1 d . . .
H35A H 0.6324 0.8243 0.7340 0.146 Uiso 1 1 calc R . .
H35B H 0.6520 0.8986 0.7376 0.146 Uiso 1 1 calc R . .
H35C H 0.6322 0.8724 0.8109 0.146 Uiso 1 1 calc R . .
C36 C 0.75234(16) 0.8508(2) 0.8003(3) 0.0881(13) Uani 1 1 d . . .
H36A H 0.7889 0.8368 0.8469 0.132 Uiso 1 1 calc R . .
H36B H 0.7541 0.8970 0.7861 0.132 Uiso 1 1 calc R . .
H36C H 0.7422 0.8246 0.7451 0.132 Uiso 1 1 calc R . .
C37 C 0.72179(15) 0.81518(18) 0.9156(2) 0.0654(9) Uani 1 1 d . . .
H37 H 0.7596 0.8035 0.9523 0.078 Uiso 1 1 calc R . .
C38 C 0.4867(4) 0.0616(5) 0.2661(6) 0.081(2) Uani 0.50 1 d P . .
C39 C 0.5000 -0.0615(4) 0.2500 0.239(7) Uani 1 2 d S . .
C40 C 0.4601(5) 0.0090(7) 0.3031(11) 0.165(6) Uani 0.50 1 d P . .
N1 N 0.46181(11) 0.41076(14) 1.05663(19) 0.0611(7) Uani 1 1 d . . .
N2 N 0.65467(12) 0.39093(14) 0.2730(2) 0.0655(8) Uani 1 1 d . . .
N3 N 0.70960(10) 0.84173(14) 0.83480(17) 0.0568(7) Uani 1 1 d . . .
N4 N 0.5000 0.0060(3) 0.2500 0.0895(15) Uani 1 2 d S . .
O1 O 0.62542(10) 0.37430(10) 0.75336(14) 0.0597(6) Uani 1 1 d . . .
H1A H 0.6244 0.4139 0.7655 0.097(14) Uiso 1 1 calc R . .
O2 O 0.55870(9) 0.35293(11) 0.98777(14) 0.0574(6) Uani 1 1 d . . .
H2A H 0.5580 0.3937 0.9830 0.072(12) Uiso 1 1 calc R . .
O3 O 0.52663(8) 0.18866(11) 1.12394(13) 0.0585(6) Uani 1 1 d . . .
H3A H 0.5120 0.1728 1.1556 0.081(12) Uiso 1 1 calc R . .
O4 O 0.33067(7) 0.20976(10) 0.89917(13) 0.0497(5) Uani 1 1 d . . .
H4A H 0.3255 0.2000 0.9446 0.076(12) Uiso 1 1 calc R . .
O5 O 0.43590(12) 0.51534(12) 1.0026(2) 0.0823(8) Uani 1 1 d . . .
O6 O 0.61884(16) 0.49165(13) 0.2780(2) 0.1141(11) Uani 1 1 d . . .
O7 O 0.68782(11) 0.80442(14) 0.94706(18) 0.0897(9) Uani 1 1 d . . .
O8 O 0.5000 0.11853(19) 0.2500 0.0785(10) Uani 1 2 d S . .


_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 1.521(4) . ?
C1 C15 1.523(4) . ?
C1 C9 1.525(3) . ?
C1 H1 0.9800 . ?
C2 C3 1.374(4) . ?
C2 C7 1.390(4) . ?
C3 C4 1.384(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(5) . ?
C5 C8 1.509(5) . ?
C6 C7 1.374(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.387(3) . ?
C9 C14 1.390(4) . ?
C10 C11 1.392(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(4) . ?
C11 C21 1.525(3) . ?
C12 O1 1.366(3) . ?
C12 C13 1.389(4) . ?
C13 C14 1.385(4) . ?
C13 H13 0.9300 . ?
C14 O2 1.367(3) . ?
C15 C16 1.389(4) . ?
C15 C20 1.394(4) . ?
C16 C17 1.392(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.399(3) . ?
C17 C21 1.520(3) 2_656 ?
C18 O4 1.371(3) . ?
C18 C19 1.379(4) . ?
C19 C20 1.383(4) . ?
C19 H19 0.9300 . ?
C20 O3 1.371(3) . ?
C21 C17 1.520(3) 2_656 ?
C21 C22 1.524(4) . ?
C21 H21 0.9800 . ?
C22 C27 1.368(4) . ?
C22 C23 1.393(4) . ?
C23 C24 1.370(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.381(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.372(5) . ?
C25 C29 1.516(5) . ?
C26 C27 1.393(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 N1 1.437(4) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 N1 1.451(4) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 O5 1.245(4) . ?
C31 N1 1.309(4) . ?
C31 H31 0.9300 . ?
C32 N2 1.442(5) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 N2 1.420(5) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 O6 1.230(5) . ?
C34 N2 1.296(5) . ?
C34 H34 0.9300 . ?
C35 N3 1.442(4) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 N3 1.457(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 O7 1.215(4) . ?
C37 N3 1.304(4) . ?
C37 H37 0.9300 . ?
C38 C38 1.029(14) 2_655 ?
C38 N4 1.228(9) . ?
C38 O8 1.253(8) . ?
C38 C40 1.520(12) . ?
C39 N4 1.353(10) . ?
C40 N4 1.609(11) . ?
N4 C38 1.228(9) 2_655 ?
N4 C40 1.609(11) 2_655 ?
O1 H1A 0.8200 . ?
O2 H2A 0.8200 . ?
O3 H3A 0.8200 . ?
O4 H4A 0.8200 . ?
O8 C38 1.253(8) 2_655 ?

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 C15 113.4(2) . . ?
C2 C1 C9 112.8(2) . . ?
C15 C1 C9 112.9(2) . . ?
C2 C1 H1 105.6 . . ?
C15 C1 H1 105.6 . . ?
C9 C1 H1 105.6 . . ?
C3 C2 C7 116.5(3) . . ?
C3 C2 C1 124.1(3) . . ?
C7 C2 C1 119.4(2) . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.7(3) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C6 C5 C4 116.6(3) . . ?
C6 C5 C8 121.8(4) . . ?
C4 C5 C8 121.6(4) . . ?
C5 C6 C7 122.0(3) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C2 121.5(3) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 117.0(2) . . ?
C10 C9 C1 123.2(2) . . ?
C14 C9 C1 119.7(2) . . ?
C9 C10 C11 123.6(2) . . ?
C9 C10 H10 118.2 . . ?
C11 C10 H10 118.2 . . ?
C12 C11 C10 117.5(2) . . ?
C12 C11 C21 121.0(2) . . ?
C10 C11 C21 121.4(2) . . ?
O1 C12 C11 117.9(2) . . ?
O1 C12 C13 121.4(2) . . ?
C11 C12 C13 120.6(2) . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
O2 C14 C13 121.4(2) . . ?
O2 C14 C9 117.5(2) . . ?
C13 C14 C9 121.1(2) . . ?
C16 C15 C20 116.9(2) . . ?
C16 C15 C1 122.6(2) . . ?
C20 C15 C1 120.4(2) . . ?
C15 C16 C17 123.7(2) . . ?
C15 C16 H16 118.1 . . ?
C17 C16 H16 118.1 . . ?
C16 C17 C18 116.9(2) . . ?
C16 C17 C21 122.6(2) . 2_656 ?
C18 C17 C21 120.4(2) . 2_656 ?
O4 C18 C19 121.7(2) . . ?
O4 C18 C17 117.3(2) . . ?
C19 C18 C17 121.0(2) . . ?
C18 C19 C20 120.1(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
O3 C20 C19 121.8(2) . . ?
O3 C20 C15 116.9(2) . . ?
C19 C20 C15 121.2(2) . . ?
C17 C21 C22 114.9(2) 2_656 . ?
C17 C21 C11 113.7(2) 2_656 . ?
C22 C21 C11 109.9(2) . . ?
C17 C21 H21 105.8 2_656 . ?
C22 C21 H21 105.8 . . ?
C11 C21 H21 105.8 . . ?
C27 C22 C23 117.3(3) . . ?
C27 C22 C21 123.8(2) . . ?
C23 C22 C21 118.8(2) . . ?
C24 C23 C22 121.7(3) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C23 C24 C25 121.1(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C26 C25 C24 117.3(3) . . ?
C26 C25 C29 121.5(4) . . ?
C24 C25 C29 121.2(4) . . ?
C25 C26 C27 121.9(3) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 H26 119.1 . . ?
C22 C27 C26 120.7(3) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
N1 C28 H28A 109.5 . . ?
N1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C29 H29A 109.5 . . ?
C25 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C25 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N1 C30 H30A 109.5 . . ?
N1 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N1 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O5 C31 N1 124.1(4) . . ?
O5 C31 H31 117.9 . . ?
N1 C31 H31 117.9 . . ?
N2 C32 H32A 109.5 . . ?
N2 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N2 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N2 C33 H33A 109.5 . . ?
N2 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N2 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O6 C34 N2 125.1(4) . . ?
O6 C34 H34 117.5 . . ?
N2 C34 H34 117.5 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 H36A 109.5 . . ?
N3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O7 C37 N3 125.5(3) . . ?
O7 C37 H37 117.3 . . ?
N3 C37 H37 117.3 . . ?
C38 C38 N4 65.2(4) 2_655 . ?
C38 C38 O8 65.8(4) 2_655 . ?
N4 C38 O8 131.0(6) . . ?
C38 C38 C40 136.0(6) 2_655 . ?
N4 C38 C40 70.8(7) . . ?
O8 C38 C40 158.2(9) . . ?
C38 C40 N4 46.1(4) . . ?
C31 N1 C28 120.8(3) . . ?
C31 N1 C30 122.9(3) . . ?
C28 N1 C30 116.2(3) . . ?
C34 N2 C33 120.2(3) . . ?
C34 N2 C32 122.9(4) . . ?
C33 N2 C32 116.9(4) . . ?
C37 N3 C35 120.2(3) . . ?
C37 N3 C36 122.3(3) . . ?
C35 N3 C36 117.4(3) . . ?
C38 N4 C38 49.5(7) . 2_655 ?
C38 N4 C39 155.2(4) . . ?
C38 N4 C39 155.2(4) 2_655 . ?
C38 N4 C40 112.6(7) . 2_655 ?
C38 N4 C40 63.1(6) 2_655 2_655 ?
C39 N4 C40 92.1(5) . 2_655 ?
C38 N4 C40 63.1(6) . . ?
C38 N4 C40 112.6(7) 2_655 . ?
C39 N4 C40 92.1(5) . . ?
C40 N4 C40 175.7(10) 2_655 . ?
C12 O1 H1A 109.5 . . ?
C14 O2 H2A 109.5 . . ?
C20 O3 H3A 109.5 . . ?
C18 O4 H4A 109.5 . . ?
C38 O8 C38 48.5(7) . 2_655 ?

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
C15 C1 C2 C3 3.5(4) . . . . ?
C9 C1 C2 C3 -126.5(3) . . . . ?
C15 C1 C2 C7 -175.6(2) . . . . ?
C9 C1 C2 C7 54.4(3) . . . . ?
C7 C2 C3 C4 -1.8(5) . . . . ?
C1 C2 C3 C4 179.1(3) . . . . ?
C2 C3 C4 C5 0.4(6) . . . . ?
C3 C4 C5 C6 1.0(6) . . . . ?
C3 C4 C5 C8 -178.0(4) . . . . ?
C4 C5 C6 C7 -1.0(5) . . . . ?
C8 C5 C6 C7 178.1(4) . . . . ?
C5 C6 C7 C2 -0.5(5) . . . . ?
C3 C2 C7 C6 1.8(4) . . . . ?
C1 C2 C7 C6 -179.0(3) . . . . ?
C2 C1 C9 C10 21.0(3) . . . . ?
C15 C1 C9 C10 -109.2(3) . . . . ?
C2 C1 C9 C14 -156.4(2) . . . . ?
C15 C1 C9 C14 73.4(3) . . . . ?
C14 C9 C10 C11 1.5(4) . . . . ?
C1 C9 C10 C11 -176.0(2) . . . . ?
C9 C10 C11 C12 -1.7(4) . . . . ?
C9 C10 C11 C21 175.7(2) . . . . ?
C10 C11 C12 O1 178.8(2) . . . . ?
C21 C11 C12 O1 1.5(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C21 C11 C12 C13 -177.1(2) . . . . ?
O1 C12 C13 C14 -177.2(2) . . . . ?
C11 C12 C13 C14 1.3(4) . . . . ?
C12 C13 C14 O2 176.8(2) . . . . ?
C12 C13 C14 C9 -1.6(4) . . . . ?
C10 C9 C14 O2 -178.2(2) . . . . ?
C1 C9 C14 O2 -0.7(3) . . . . ?
C10 C9 C14 C13 0.2(4) . . . . ?
C1 C9 C14 C13 177.7(2) . . . . ?
C2 C1 C15 C16 -107.2(3) . . . . ?
C9 C1 C15 C16 22.8(3) . . . . ?
C2 C1 C15 C20 74.7(3) . . . . ?
C9 C1 C15 C20 -155.4(2) . . . . ?
C20 C15 C16 C17 1.0(4) . . . . ?
C1 C15 C16 C17 -177.3(2) . . . . ?
C15 C16 C17 C18 -0.2(4) . . . . ?
C15 C16 C17 C21 175.8(2) . . . 2_656 ?
C16 C17 C18 O4 176.9(2) . . . . ?
C21 C17 C18 O4 0.8(4) 2_656 . . . ?
C16 C17 C18 C19 -1.2(4) . . . . ?
C21 C17 C18 C19 -177.3(2) 2_656 . . . ?
O4 C18 C19 C20 -176.2(2) . . . . ?
C17 C18 C19 C20 1.8(4) . . . . ?
C18 C19 C20 O3 177.3(3) . . . . ?
C18 C19 C20 C15 -1.0(4) . . . . ?
C16 C15 C20 O3 -178.7(2) . . . . ?
C1 C15 C20 O3 -0.5(4) . . . . ?
C16 C15 C20 C19 -0.4(4) . . . . ?
C1 C15 C20 C19 177.9(2) . . . . ?
C12 C11 C21 C17 -89.0(3) . . . 2_656 ?
C10 C11 C21 C17 93.7(3) . . . 2_656 ?
C12 C11 C21 C22 140.6(2) . . . . ?
C10 C11 C21 C22 -36.7(3) . . . . ?
C17 C21 C22 C27 -14.5(3) 2_656 . . . ?
C11 C21 C22 C27 115.3(3) . . . . ?
C17 C21 C22 C23 168.1(2) 2_656 . . . ?
C11 C21 C22 C23 -62.2(3) . . . . ?
C27 C22 C23 C24 -0.1(4) . . . . ?
C21 C22 C23 C24 177.5(3) . . . . ?
C22 C23 C24 C25 -0.1(5) . . . . ?
C23 C24 C25 C26 0.2(5) . . . . ?
C23 C24 C25 C29 -179.9(3) . . . . ?
C24 C25 C26 C27 -0.1(5) . . . . ?
C29 C25 C26 C27 179.9(3) . . . . ?
C23 C22 C27 C26 0.2(4) . . . . ?
C21 C22 C27 C26 -177.3(3) . . . . ?
C25 C26 C27 C22 0.0(5) . . . . ?
C38 C38 C40 N4 -2.5(17) 2_655 . . . ?
O8 C38 C40 N4 -176(3) . . . . ?
O5 C31 N1 C28 2.3(5) . . . . ?
O5 C31 N1 C30 177.5(3) . . . . ?
O6 C34 N2 C33 -3.0(7) . . . . ?
O6 C34 N2 C32 179.1(4) . . . . ?
O7 C37 N3 C35 -0.2(6) . . . . ?
O7 C37 N3 C36 -177.6(4) . . . . ?
O8 C38 N4 C38 0.005(4) . . . 2_655 ?
C40 C38 N4 C38 -178.1(13) . . . 2_655 ?
C38 C38 N4 C39 179.995(4) 2_655 . . . ?
O8 C38 N4 C39 180.000(1) . . . . ?
C40 C38 N4 C39 1.9(13) . . . . ?
C38 C38 N4 C40 -1.8(12) 2_655 . . 2_655 ?
O8 C38 N4 C40 -1.8(12) . . . 2_655 ?
C40 C38 N4 C40 -179.94(5) . . . 2_655 ?
C38 C38 N4 C40 178.1(13) 2_655 . . . ?
O8 C38 N4 C40 178.1(13) . . . . ?
C38 C40 N4 C38 1.6(10) . . . 2_655 ?
C38 C40 N4 C39 -179.2(5) . . . . ?
C38 C40 N4 C40 0.8(5) . . . 2_655 ?
N4 C38 O8 C38 -0.005(4) . . . 2_655 ?
C40 C38 O8 C38 175(3) . . . 2_655 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O6 0.82 1.92 2.734(3) 172.9 6_566
O2 H2A O5 0.82 1.84 2.647(3) 168.7 5_667
O3 H3A O8 0.82 2.00 2.788(3) 161.7 1_556
O4 H4A O7 0.82 1.92 2.725(3) 168.8 5_667

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        23.26
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.057


