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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_(RS)-1b

#=====================================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H27 N O'
_chemical_formula_weight         249.39

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/c

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

_cell_length_a                   15.4268(18)
_cell_length_b                   9.5663(11)
_cell_length_c                   11.1965(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.9770(10)
_cell_angle_gamma                90.00
_cell_volume                     1588.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9689
_exptl_absorpt_correction_T_max  0.9937
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7388
_diffrn_reflns_av_R_equivalents  0.1447
_diffrn_reflns_av_sigmaI/netI    0.0957
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.37
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2789
_reflns_number_gt                2366
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX II (Bruker, 2005)'
_computing_cell_refinement       'APEX II (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury Version 3.1'
_computing_publication_material  'Mercury Version 3.1'

_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)+(0.0925P)²+0.5908P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2789
_refine_ls_number_parameters     179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.2147
_refine_ls_wR_factor_gt          0.2066
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.003
_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 0.27012(13) 0.03796(18) 0.36020(15) 0.0346(5) Uani 1 1 d . . .
O1 O 0.39712(12) 0.07312(18) 0.27998(15) 0.0580(5) Uani 1 1 d . . .
H25 H 0.4105 0.1258 0.2277 0.087 Uiso 1 1 calc R . .
C3 C 0.19729(13) 0.09757(19) 0.39149(15) 0.0335(5) Uani 1 1 d . . .
H1 H 0.1610 0.0392 0.4266 0.040 Uiso 1 1 calc R . .
C4 C 0.17458(13) 0.23942(19) 0.37396(16) 0.0338(5) Uani 1 1 d . . .
C5 C 0.32356(13) 0.1251(2) 0.30980(17) 0.0372(5) Uani 1 1 d . . .
C6 C 0.22818(13) 0.32023(19) 0.32133(17) 0.0357(5) Uani 1 1 d . . .
H2 H 0.2137 0.4164 0.3069 0.043 Uiso 1 1 calc R . .
C7 C 0.30159(13) 0.2685(2) 0.28860(18) 0.0372(5) Uani 1 1 d . . .
C8 C 0.09442(14) 0.3040(2) 0.40992(19) 0.0443(6) Uani 1 1 d . . .
C9 C 0.38376(18) -0.1418(2) 0.4688(2) 0.0585(7) Uani 1 1 d . . .
H3 H 0.4290 -0.0926 0.4378 0.088 Uiso 1 1 calc R . .
H4 H 0.3978 -0.2419 0.4756 0.088 Uiso 1 1 calc R . .
H5 H 0.3844 -0.1049 0.5507 0.088 Uiso 1 1 calc R . .
C10 C 0.29017(17) -0.1198(2) 0.37839(19) 0.0477(6) Uani 1 1 d . . .
C11 C 0.35931(15) 0.3668(3) 0.2369(2) 0.0572(7) Uani 1 1 d . . .
H6 H 0.3210 0.4469 0.1958 0.069 Uiso 1 1 calc R . .
C12 C 0.2212(2) -0.1935(2) 0.4324(3) 0.0706(9) Uani 1 1 d . . .
H7 H 0.2362 -0.2931 0.4437 0.106 Uiso 1 1 calc R . .
H8 H 0.1608 -0.1828 0.3753 0.106 Uiso 1 1 calc R . .
H9 H 0.2226 -0.1518 0.5129 0.106 Uiso 1 1 calc R . .
N1 N 0.3945(2) 0.2949(4) 0.1431(3) 0.0834(10) Uani 1 1 d . . .
C14 C 0.2851(3) -0.1860(2) 0.2514(2) 0.0792(10) Uani 1 1 d . . .
H10 H 0.3317 -0.1449 0.2178 0.119 Uiso 1 1 calc R . .
H11 H 0.2255 -0.1681 0.1941 0.119 Uiso 1 1 calc R . .
H12 H 0.2948 -0.2870 0.2614 0.119 Uiso 1 1 calc R . .
C15 C 0.12916(18) 0.4109(3) 0.5126(2) 0.0632(7) Uani 1 1 d . . .
H13 H 0.1621 0.4846 0.4827 0.095 Uiso 1 1 calc R . .
H14 H 0.1696 0.3649 0.5849 0.095 Uiso 1 1 calc R . .
H15 H 0.0782 0.4521 0.5364 0.095 Uiso 1 1 calc R . .
C16 C 0.43613(19) 0.4240(4) 0.3425(4) 0.0900(11) Uani 1 1 d . . .
H22 H 0.4781 0.3483 0.3779 0.135 Uiso 1 1 calc R . .
H23 H 0.4115 0.4634 0.4071 0.135 Uiso 1 1 calc R . .
H24 H 0.4681 0.4971 0.3103 0.135 Uiso 1 1 calc R . .
C17 C 0.0422(2) 0.1962(4) 0.4626(3) 0.0844(10) Uani 1 1 d . . .
H16 H -0.0047 0.2434 0.4916 0.127 Uiso 1 1 calc R . .
H17 H 0.0835 0.1474 0.5324 0.127 Uiso 1 1 calc R . .
H18 H 0.0141 0.1286 0.3978 0.127 Uiso 1 1 calc R . .
C18 C 0.0314(2) 0.3718(5) 0.2979(3) 0.1031(15) Uani 1 1 d . . .
H19 H 0.0613 0.4522 0.2723 0.155 Uiso 1 1 calc R . .
H20 H -0.0231 0.4032 0.3187 0.155 Uiso 1 1 calc R . .
H21 H 0.0150 0.3040 0.2297 0.155 Uiso 1 1 calc R . .
H26 H 0.445(2) 0.352(4) 0.142(3) 0.088(10) Uiso 1 1 d . . .
H27 H 0.366(4) 0.299(7) 0.073(6) 0.18(3) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.388(3) . ?
C1 C5 1.396(3) . ?
C1 C10 1.543(3) . ?
O1 C5 1.362(2) . ?
O1 H25 0.8400 . ?
C3 C4 1.402(3) . ?
C3 H1 0.9500 . ?
C4 C6 1.377(3) . ?
C4 C8 1.532(3) . ?
C5 C7 1.417(3) . ?
C6 C7 1.375(3) . ?
C6 H2 0.9500 . ?
C7 C11 1.515(3) . ?
C8 C18 1.506(3) . ?
C8 C15 1.522(3) . ?
C8 C17 1.524(4) . ?
C9 C10 1.532(3) . ?
C9 H3 0.9800 . ?
C9 H4 0.9800 . ?
C9 H5 0.9800 . ?
C10 C12 1.532(4) . ?
C10 C14 1.539(3) . ?
C11 N1 1.478(4) . ?
C11 C16 1.527(4) . ?
C11 H6 1.0000 . ?
C12 H7 0.9800 . ?
C12 H8 0.9800 . ?
C12 H9 0.9800 . ?
N1 H26 0.95(4) . ?
N1 H27 0.79(6) . ?
C14 H10 0.9800 . ?
C14 H11 0.9800 . ?
C14 H12 0.9800 . ?
C15 H13 0.9800 . ?
C15 H14 0.9800 . ?
C15 H15 0.9800 . ?
C16 H22 0.9800 . ?
C16 H23 0.9800 . ?
C16 H24 0.9800 . ?
C17 H16 0.9800 . ?
C17 H17 0.9800 . ?
C17 H18 0.9800 . ?
C18 H19 0.9800 . ?
C18 H20 0.9800 . ?
C18 H21 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 C5 117.76(16) . . ?
C3 C1 C10 121.02(18) . . ?
C5 C1 C10 121.21(18) . . ?
C5 O1 H25 109.5 . . ?
C1 C3 C4 123.43(17) . . ?
C1 C3 H1 118.3 . . ?
C4 C3 H1 118.3 . . ?
C6 C4 C3 116.54(17) . . ?
C6 C4 C8 120.62(17) . . ?
C3 C4 C8 122.84(18) . . ?
O1 C5 C1 120.38(17) . . ?
O1 C5 C7 119.30(18) . . ?
C1 C5 C7 120.32(17) . . ?
C7 C6 C4 123.20(17) . . ?
C7 C6 H2 118.4 . . ?
C4 C6 H2 118.4 . . ?
C6 C7 C5 118.72(17) . . ?
C6 C7 C11 119.48(18) . . ?
C5 C7 C11 121.73(18) . . ?
C18 C8 C15 110.6(3) . . ?
C18 C8 C17 108.9(3) . . ?
C15 C8 C17 106.0(2) . . ?
C18 C8 C4 109.71(17) . . ?
C15 C8 C4 109.13(18) . . ?
C17 C8 C4 112.3(2) . . ?
C10 C9 H3 109.5 . . ?
C10 C9 H4 109.5 . . ?
H3 C9 H4 109.5 . . ?
C10 C9 H5 109.5 . . ?
H3 C9 H5 109.5 . . ?
H4 C9 H5 109.5 . . ?
C9 C10 C12 107.84(18) . . ?
C9 C10 C14 110.7(2) . . ?
C12 C10 C14 108.1(2) . . ?
C9 C10 C1 109.85(17) . . ?
C12 C10 C1 111.5(2) . . ?
C14 C10 C1 108.85(16) . . ?
N1 C11 C7 110.6(2) . . ?
N1 C11 C16 111.0(3) . . ?
C7 C11 C16 109.9(2) . . ?
N1 C11 H6 108.4 . . ?
C7 C11 H6 108.4 . . ?
C16 C11 H6 108.4 . . ?
C10 C12 H7 109.5 . . ?
C10 C12 H8 109.5 . . ?
H7 C12 H8 109.5 . . ?
C10 C12 H9 109.5 . . ?
H7 C12 H9 109.5 . . ?
H8 C12 H9 109.5 . . ?
C11 N1 H26 102(2) . . ?
C11 N1 H27 118(4) . . ?
H26 N1 H27 101(5) . . ?
C10 C14 H10 109.5 . . ?
C10 C14 H11 109.5 . . ?
H10 C14 H11 109.5 . . ?
C10 C14 H12 109.5 . . ?
H10 C14 H12 109.5 . . ?
H11 C14 H12 109.5 . . ?
C8 C15 H13 109.5 . . ?
C8 C15 H14 109.5 . . ?
H13 C15 H14 109.5 . . ?
C8 C15 H15 109.5 . . ?
H13 C15 H15 109.5 . . ?
H14 C15 H15 109.5 . . ?
C11 C16 H22 109.5 . . ?
C11 C16 H23 109.5 . . ?
H22 C16 H23 109.5 . . ?
C11 C16 H24 109.5 . . ?
H22 C16 H24 109.5 . . ?
H23 C16 H24 109.5 . . ?
C8 C17 H16 109.5 . . ?
C8 C17 H17 109.5 . . ?
H16 C17 H17 109.5 . . ?
C8 C17 H18 109.5 . . ?
H16 C17 H18 109.5 . . ?
H17 C17 H18 109.5 . . ?
C8 C18 H19 109.5 . . ?
C8 C18 H20 109.5 . . ?
H19 C18 H20 109.5 . . ?
C8 C18 H21 109.5 . . ?
H19 C18 H21 109.5 . . ?
H20 C18 H21 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
C5 C1 C3 C4 0.6(3) . . . . ?
C10 C1 C3 C4 -178.29(16) . . . . ?
C1 C3 C4 C6 0.8(3) . . . . ?
C1 C3 C4 C8 -179.49(16) . . . . ?
C3 C1 C5 O1 178.49(17) . . . . ?
C10 C1 C5 O1 -2.6(3) . . . . ?
C3 C1 C5 C7 -1.8(3) . . . . ?
C10 C1 C5 C7 177.12(17) . . . . ?
C3 C4 C6 C7 -1.1(3) . . . . ?
C8 C4 C6 C7 179.17(18) . . . . ?
C4 C6 C7 C5 0.0(3) . . . . ?
C4 C6 C7 C11 -177.06(19) . . . . ?
O1 C5 C7 C6 -178.76(18) . . . . ?
C1 C5 C7 C6 1.5(3) . . . . ?
O1 C5 C7 C11 -1.8(3) . . . . ?
C1 C5 C7 C11 178.52(19) . . . . ?
C6 C4 C8 C18 56.8(3) . . . . ?
C3 C4 C8 C18 -122.9(3) . . . . ?
C6 C4 C8 C15 -64.6(3) . . . . ?
C3 C4 C8 C15 115.7(2) . . . . ?
C6 C4 C8 C17 178.1(2) . . . . ?
C3 C4 C8 C17 -1.6(3) . . . . ?
C3 C1 C10 C9 -119.4(2) . . . . ?
C5 C1 C10 C9 61.7(2) . . . . ?
C3 C1 C10 C12 0.1(3) . . . . ?
C5 C1 C10 C12 -178.79(18) . . . . ?
C3 C1 C10 C14 119.3(2) . . . . ?
C5 C1 C10 C14 -59.6(3) . . . . ?
C6 C7 C11 N1 -145.9(2) . . . . ?
C5 C7 C11 N1 37.2(3) . . . . ?
C6 C7 C11 C16 91.3(3) . . . . ?
C5 C7 C11 C16 -85.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.062
_database_code_depnum_ccdc_archive 'CCDC 970253'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_(S)-1a_6_0.5H2O

#=====================================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 N O4.50'
_chemical_formula_weight         376.44

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

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

_cell_length_a                   23.818(8)
_cell_length_b                   5.5862(18)
_cell_length_c                   15.671(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.803(4)
_cell_angle_gamma                90.00
_cell_volume                     1907.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(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          0.37
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             804
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9670
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_process_details   ?
_chemical_absolute_configuration rm

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4478
_diffrn_reflns_av_R_equivalents  0.0979
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.42
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2980
_reflns_number_gt                2690
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX II (Bruker, 2005)'
_computing_cell_refinement       'APEX II (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury Version 3.1'
_computing_publication_material  'Mercury Version 3.1'

_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)+(0.0934P)²+2.2486P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.0(19)
_refine_ls_number_reflns         2980
_refine_ls_number_parameters     257
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1646
_refine_ls_wR_factor_gt          0.1577
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.071
_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 0.50957(11) 0.4346(5) 0.12467(16) 0.0286(6) Uani 1 1 d . . .
O2 O 0.59589(11) 1.0083(5) -0.07422(18) 0.0303(6) Uani 1 1 d . . .
H1 H 0.5781 1.0985 -0.1202 0.046 Uiso 1 1 calc R . .
O3 O 0.5000 1.0696(7) 0.0000 0.0329(8) Uani 1 2 d S . .
C1 C 0.52842(16) 0.6417(7) 0.2669(2) 0.0296(8) Uani 1 1 d . . .
H2 H 0.5097 0.7926 0.2330 0.036 Uiso 1 1 calc R . .
O4 O 0.88916(12) 0.5497(7) 0.4353(2) 0.0527(9) Uani 1 1 d . . .
C2 C 0.49960(15) 0.4353(7) 0.1990(2) 0.0250(7) Uani 1 1 d . . .
N1 N 0.57657(12) 0.6598(5) 0.03218(19) 0.0240(6) Uani 1 1 d . . .
H23 H 0.5588 0.8108 -0.0077 0.036 Uiso 1 1 calc R . .
H24 H 0.5702 0.6713 0.0935 0.036 Uiso 1 1 calc R . .
H25 H 0.5544 0.5098 -0.0045 0.036 Uiso 1 1 calc R . .
O5 O 0.46795(13) 0.2836(5) 0.21653(19) 0.0377(7) Uani 1 1 d . . .
C3 C 0.82666(16) 0.5571(8) 0.4093(2) 0.0318(8) Uani 1 1 d . . .
C4 C 0.64408(15) 0.6415(7) 0.0544(2) 0.0293(8) Uani 1 1 d . . .
H3 H 0.6648 0.7832 0.0933 0.035 Uiso 1 1 calc R . .
C5 C 0.70196(17) 0.5096(7) 0.3678(2) 0.0311(8) Uani 1 1 d . . .
C6 C 0.68892(15) 0.4828(7) -0.0575(3) 0.0291(8) Uani 1 1 d . . .
H4 H 0.7061 0.3520 -0.0164 0.035 Uiso 1 1 calc R . .
C7 C 0.69889(17) 0.4998(7) -0.1384(3) 0.0344(9) Uani 1 1 d . . .
H5 H 0.7230 0.3828 -0.1520 0.041 Uiso 1 1 calc R . .
C8 C 0.59665(16) 0.6584(7) 0.2914(2) 0.0293(8) Uani 1 1 d . . .
C9 C 0.72220(18) 0.7105(7) 0.3342(2) 0.0298(8) Uani 1 1 d . . .
C10 C 0.63910(17) 0.8598(7) -0.1787(3) 0.0315(8) Uani 1 1 d . . .
H6 H 0.6220 0.9893 -0.2205 0.038 Uiso 1 1 calc R . .
C11 C 0.66816(18) 0.4199(8) 0.1127(3) 0.0366(9) Uani 1 1 d . . .
H7 H 0.6583 0.4267 0.1676 0.055 Uiso 1 1 calc R . .
H8 H 0.7128 0.4112 0.1328 0.055 Uiso 1 1 calc R . .
H9 H 0.6491 0.2779 0.0757 0.055 Uiso 1 1 calc R . .
C12 C 0.62971(15) 0.8419(7) -0.0966(2) 0.0267(8) Uani 1 1 d . . .
C13 C 0.80423(19) 0.3611(7) 0.4424(3) 0.0370(9) Uani 1 1 d . . .
H10 H 0.8321 0.2429 0.4795 0.044 Uiso 1 1 calc R . .
C14 C 0.67382(17) 0.6860(7) -0.1988(3) 0.0327(9) Uani 1 1 d . . .
H11 H 0.6802 0.6965 -0.2548 0.039 Uiso 1 1 calc R . .
C15 C 0.61905(19) 0.8624(7) 0.2593(3) 0.0344(9) Uani 1 1 d . . .
H12 H 0.5913 0.9821 0.2232 0.041 Uiso 1 1 calc R . .
C16 C 0.65425(15) 0.6531(6) -0.0348(2) 0.0267(8) Uani 1 1 d . . .
C17 C 0.68110(19) 0.8849(7) 0.2809(3) 0.0346(9) Uani 1 1 d . . .
H13 H 0.6958 1.0199 0.2593 0.042 Uiso 1 1 calc R . .
C18 C 0.63677(17) 0.4915(7) 0.3434(3) 0.0330(8) Uani 1 1 d . . .
H14 H 0.6216 0.3572 0.3648 0.040 Uiso 1 1 calc R . .
C19 C 0.78834(19) 0.7314(7) 0.3582(3) 0.0356(9) Uani 1 1 d . . .
H15 H 0.8041 0.8662 0.3381 0.043 Uiso 1 1 calc R . .
C20 C 0.74305(18) 0.3375(7) 0.4223(3) 0.0346(9) Uani 1 1 d . . .
H16 H 0.7286 0.2043 0.4453 0.041 Uiso 1 1 calc R . .
C21 C 0.51398(18) 0.6323(10) 0.3535(3) 0.0443(11) Uani 1 1 d . . .
H17 H 0.5303 0.4836 0.3877 0.067 Uiso 1 1 calc R . .
H18 H 0.4694 0.6375 0.3345 0.067 Uiso 1 1 calc R . .
H19 H 0.5330 0.7696 0.3937 0.067 Uiso 1 1 calc R . .
C22 C 0.9155(2) 0.7478(11) 0.4060(3) 0.0588(14) Uani 1 1 d . . .
H20 H 0.8950 0.7653 0.3382 0.088 Uiso 1 1 calc R . .
H21 H 0.9593 0.7186 0.4239 0.088 Uiso 1 1 calc R . .
H22 H 0.9101 0.8948 0.4361 0.088 Uiso 1 1 calc R . .
H26 H 0.498(2) 1.197(9) -0.047(3) 0.055(14) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.279(4) . ?
O2 C12 1.365(4) . ?
C1 C8 1.514(5) . ?
C1 C21 1.530(5) . ?
C1 C2 1.531(5) . ?
O4 C3 1.376(4) . ?
O4 C22 1.436(6) . ?
C2 O5 1.237(4) . ?
N1 C4 1.505(4) . ?
C3 C19 1.353(6) . ?
C3 C13 1.407(6) . ?
C4 C16 1.513(5) . ?
C4 C11 1.508(6) . ?
C5 C20 1.392(6) . ?
C5 C9 1.404(5) . ?
C5 C18 1.445(5) . ?
C6 C7 1.384(5) . ?
C6 C16 1.397(5) . ?
C7 C14 1.370(6) . ?
C8 C18 1.348(5) . ?
C8 C15 1.433(6) . ?
C9 C17 1.395(5) . ?
C9 C19 1.469(5) . ?
C10 C12 1.396(5) . ?
C10 C14 1.391(5) . ?
C12 C16 1.391(5) . ?
C13 C20 1.367(6) . ?
C15 C17 1.382(6) . ?

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
C8 C1 C21 112.3(3) . . ?
C8 C1 C2 110.9(3) . . ?
C21 C1 C2 113.1(3) . . ?
C3 O4 C22 116.2(4) . . ?
O5 C2 O1 123.6(3) . . ?
O5 C2 C1 120.3(3) . . ?
O1 C2 C1 116.0(3) . . ?
C19 C3 O4 126.0(4) . . ?
C19 C3 C13 120.8(3) . . ?
O4 C3 C13 113.2(3) . . ?
N1 C4 C16 109.8(3) . . ?
N1 C4 C11 107.8(3) . . ?
C16 C4 C11 115.6(3) . . ?
C20 C5 C9 121.3(3) . . ?
C20 C5 C18 121.9(3) . . ?
C9 C5 C18 116.8(3) . . ?
C7 C6 C16 121.6(3) . . ?
C14 C7 C6 119.8(3) . . ?
C18 C8 C15 119.2(3) . . ?
C18 C8 C1 122.5(3) . . ?
C15 C8 C1 118.2(3) . . ?
C17 C9 C5 121.2(4) . . ?
C17 C9 C19 121.2(4) . . ?
C5 C9 C19 117.5(3) . . ?
C12 C10 C14 119.3(4) . . ?
O2 C12 C16 117.6(3) . . ?
O2 C12 C10 121.2(3) . . ?
C16 C12 C10 121.2(3) . . ?
C20 C13 C3 121.2(4) . . ?
C7 C14 C10 120.4(3) . . ?
C17 C15 C8 119.9(4) . . ?
C12 C16 C6 117.7(3) . . ?
C12 C16 C4 119.8(3) . . ?
C6 C16 C4 122.5(3) . . ?
C15 C17 C9 120.4(4) . . ?
C8 C18 C5 122.4(4) . . ?
C3 C19 C9 119.5(4) . . ?
C13 C20 C5 119.7(4) . . ?

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
C8 C1 C2 O5 127.7(3) . . . . ?
C21 C1 C2 O5 0.5(5) . . . . ?
C8 C1 C2 O1 -53.5(4) . . . . ?
C21 C1 C2 O1 179.4(3) . . . . ?
C22 O4 C3 C19 0.7(6) . . . . ?
C22 O4 C3 C13 -178.4(4) . . . . ?
C16 C6 C7 C14 -0.8(5) . . . . ?
C21 C1 C8 C18 58.7(5) . . . . ?
C2 C1 C8 C18 -68.9(4) . . . . ?
C21 C1 C8 C15 -120.1(4) . . . . ?
C2 C1 C8 C15 112.3(4) . . . . ?
C20 C5 C9 C17 -178.9(4) . . . . ?
C18 C5 C9 C17 0.7(5) . . . . ?
C20 C5 C9 C19 0.4(5) . . . . ?
C18 C5 C9 C19 -179.9(3) . . . . ?
C14 C10 C12 O2 -179.9(3) . . . . ?
C14 C10 C12 C16 -0.2(5) . . . . ?
C19 C3 C13 C20 1.7(6) . . . . ?
O4 C3 C13 C20 -179.2(3) . . . . ?
C6 C7 C14 C10 0.9(6) . . . . ?
C12 C10 C14 C7 -0.4(6) . . . . ?
C18 C8 C15 C17 0.7(5) . . . . ?
C1 C8 C15 C17 179.5(3) . . . . ?
O2 C12 C16 C6 -179.9(3) . . . . ?
C10 C12 C16 C6 0.4(5) . . . . ?
O2 C12 C16 C4 -1.3(5) . . . . ?
C10 C12 C16 C4 179.0(3) . . . . ?
C7 C6 C16 C12 0.1(5) . . . . ?
C7 C6 C16 C4 -178.4(3) . . . . ?
N1 C4 C16 C12 53.2(4) . . . . ?
C11 C4 C16 C12 175.3(3) . . . . ?
N1 C4 C16 C6 -128.3(3) . . . . ?
C11 C4 C16 C6 -6.2(5) . . . . ?
C8 C15 C17 C9 -0.3(6) . . . . ?
C5 C9 C17 C15 -0.5(5) . . . . ?
C19 C9 C17 C15 -179.8(3) . . . . ?
C15 C8 C18 C5 -0.4(5) . . . . ?
C1 C8 C18 C5 -179.2(3) . . . . ?
C20 C5 C18 C8 179.3(3) . . . . ?
C9 C5 C18 C8 -0.3(5) . . . . ?
O4 C3 C19 C9 178.6(3) . . . . ?
C13 C3 C19 C9 -2.4(5) . . . . ?
C17 C9 C19 C3 -179.3(4) . . . . ?
C5 C9 C19 C3 1.4(5) . . . . ?
C3 C13 C20 C5 0.2(6) . . . . ?
C9 C5 C20 C13 -1.2(5) . . . . ?
C18 C5 C20 C13 179.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.060
_database_code_depnum_ccdc_archive 'CCDC 970254'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1b_7

#=====================================================================  

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H34 N2 O4'
_chemical_formula_weight         378.50

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   16.749(4)
_cell_length_b                   8.124(2)
_cell_length_c                   17.552(4)
_cell_angle_alpha                90
_cell_angle_beta                 116.504(3)
_cell_angle_gamma                90
_cell_volume                     2137.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9937
_diffrn_reflns_av_unetI/netI     0.0858
_diffrn_reflns_av_R_equivalents  0.1078
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.296
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.717
_diffrn_reflns_point_group_measured_fraction_full 0.699
_reflns_number_total             5394
_reflns_number_gt                4024
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.340
_reflns_Friedel_fraction_max     0.395
_reflns_Friedel_fraction_full    0.385

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX II (Bruker, 2005)'
_computing_cell_refinement       'APEX II (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury Version 3.1'
_computing_publication_material  'Mercury Version 3.1'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1169P)²+2.7790P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 830 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   10.0(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         5394
_refine_ls_number_parameters     588
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1133
_refine_ls_R_factor_gt           0.0814
_refine_ls_wR_factor_ref         0.2435
_refine_ls_wR_factor_gt          0.2084
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.005
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.3395(3) -0.7954(8) -0.0261(3) 0.0398(14) Uani 1 1 d . . . . .
O2 O -0.4663(3) -0.2313(7) -0.0700(3) 0.0387(13) Uani 1 1 d . . . . .
O3 O -0.3508(3) -0.6296(7) 0.0687(3) 0.0393(13) Uani 1 1 d . . . . .
C1 C -0.5214(4) 0.1328(10) -0.3190(4) 0.0299(16) Uani 1 1 d . . . . .
O4 O -0.6907(4) -0.1076(8) -0.2364(3) 0.0441(14) Uani 1 1 d . . . . .
H1 H -0.6783 -0.0815 -0.1861 0.066 Uiso 1 1 calc R U . . .
C2 C -0.6304(5) -0.0844(10) -0.3348(5) 0.0337(18) Uani 1 1 d . . . . .
N1 N -0.1808(4) -0.9225(9) 0.0855(4) 0.0338(15) Uani 1 1 d . . . . .
H2 H -0.201(4) -1.020(9) 0.065(4) 0.003(14) Uiso 1 1 d . . . . .
C3 C -0.5740(5) -0.0030(10) -0.3612(4) 0.0316(17) Uani 1 1 d . . . . .
H3 H -0.5711 -0.0420 -0.4109 0.038 Uiso 1 1 calc R U . . .
N2 N -0.3554(4) -0.3945(9) -0.0703(4) 0.0382(15) Uani 1 1 d . . . . .
H4 H -0.3644 -0.4774 -0.0427 0.046 Uiso 1 1 calc R U . . .
N3 N -0.5150(4) 0.1104(8) -0.0629(3) 0.0291(13) Uani 1 1 d . . . . .
H5 H -0.5179 0.1546 -0.0090 0.044 Uiso 1 1 calc R U . . .
H6 H -0.4555 0.1461 -0.0623 0.044 Uiso 1 1 calc R U . . .
H7 H -0.5188 -0.0166 -0.0638 0.044 Uiso 1 1 calc R U . . .
C4 C -0.4065(4) -0.2604(10) -0.0917(4) 0.0293(16) Uani 1 1 d . . . . .
C5 C -0.6345(4) -0.0261(10) -0.2615(4) 0.0324(17) Uani 1 1 d . . . . .
C6 C -0.4572(5) 0.2100(11) -0.3494(5) 0.0389(19) Uani 1 1 d . . . . .
C7 C -0.3137(4) -0.7413(10) 0.0480(4) 0.0290(16) Uani 1 1 d . . . . .
N4 N 0.0181(5) -1.1832(10) 0.0550(4) 0.0470(19) Uani 1 1 d . . . . .
H86 H -0.0347 -1.1158 0.0538 0.070 Uiso 1 1 calc R U . A 1
H87 H -0.0059 -1.2777 0.0112 0.070 Uiso 1 1 calc R U . A 1
H88 H 0.0586 -1.1076 0.0400 0.070 Uiso 1 1 calc R U . A 1
C8 C 0.0545(5) -0.9953(10) 0.3449(5) 0.0358(18) Uani 1 1 d . . . . .
H8 H 0.0510 -0.9465 0.3926 0.043 Uiso 1 1 calc R U . . .
C9 C -0.5921(5) 0.1792(11) -0.1412(4) 0.0345(18) Uani 1 1 d . . . . .
H9 H -0.6486 0.1367 -0.1422 0.041 Uiso 1 1 calc R U . . .
O5 O -0.0689(4) -0.8939(9) 0.0459(4) 0.0532(16) Uani 1 1 d . . . . .
C10 C -0.5865(5) 0.1141(10) -0.2203(4) 0.0321(17) Uani 1 1 d . . . . .
C11 C -0.2298(4) -0.8209(10) 0.1186(4) 0.0291(16) Uani 1 1 d . . . . .
H10 H -0.2472 -0.8889 0.1563 0.035 Uiso 1 1 calc R U . . .
C12 C -0.3802(5) -0.1521(11) -0.1455(5) 0.0395(19) Uani 1 1 d . . . . .
H11 H -0.3513 -0.0501 -0.1147 0.047 Uiso 1 1 calc R U . . .
H12 H -0.4328 -0.1221 -0.1991 0.047 Uiso 1 1 calc R U . . .
O6 O -0.1881(4) -0.2710(8) 0.0390(4) 0.0564(17) Uani 1 1 d . . . . .
C13 C -0.3145(5) -0.2571(12) -0.1637(5) 0.043(2) Uani 1 1 d . . . . .
H13 H -0.2629 -0.1905 -0.1585 0.051 Uiso 1 1 calc R U . . .
H14 H -0.3441 -0.3047 -0.2216 0.051 Uiso 1 1 calc R U . . .
C14 C -0.1585(5) -0.6948(11) 0.1729(5) 0.042(2) Uani 1 1 d . . . . .
H15 H -0.1856 -0.5861 0.1720 0.050 Uiso 1 1 calc R U . . .
H16 H -0.1256 -0.7325 0.2326 0.050 Uiso 1 1 calc R U . . .
C15 C 0.0046(5) -1.1947(10) 0.2345(4) 0.0394(19) Uani 1 1 d . . . . .
C16 C -0.5296(5) 0.1885(10) -0.2486(4) 0.0323(17) Uani 1 1 d . . . . .
H17 H -0.4953 0.2809 -0.2183 0.039 Uiso 1 1 calc R U . . .
O7 O -0.1269(4) -0.4035(10) -0.0319(5) 0.072(2) Uani 1 1 d . . . . .
C17 C -0.5934(6) 0.3648(11) -0.1358(5) 0.042(2) Uani 1 1 d . . . . .
H18 H -0.5352 0.4087 -0.1264 0.064 Uiso 1 1 calc R U . . .
H19 H -0.6059 0.3969 -0.0884 0.064 Uiso 1 1 calc R U . . .
H20 H -0.6398 0.4090 -0.1891 0.064 Uiso 1 1 calc R U . . .
C18 C -0.0018(5) -1.1275(11) 0.3051(4) 0.0381(19) Uani 1 1 d . . . . .
C19 C 0.1160(5) -0.9298(11) 0.3188(5) 0.0379(19) Uani 1 1 d . . . . .
C20 C -0.2846(5) -0.3944(11) -0.0954(5) 0.0364(17) Uani 1 1 d . . . . .
H21 H -0.2826 -0.5026 -0.1217 0.044 Uiso 1 1 calc R U . . .
C21 C -0.6839(5) -0.2382(11) -0.3837(5) 0.044(2) Uani 1 1 d . . . . .
C22 C -0.0981(5) -0.6872(12) 0.1300(6) 0.050(2) Uani 1 1 d . . . . .
H22 H -0.1138 -0.5925 0.0904 0.060 Uiso 1 1 calc R U . . .
H23 H -0.0349 -0.6764 0.1726 0.060 Uiso 1 1 calc R U . . .
C23 C -0.1130(5) -0.8457(10) 0.0827(5) 0.0356(19) Uani 1 1 d . . . . .
C24 C -0.3937(6) 0.0768(15) -0.3523(6) 0.044(3) Uani 0.809(16) 1 d . . P B 4
H24 H -0.3533 0.1251 -0.3729 0.066 Uiso 0.809(16) 1 calc R U P B 4
H25 H -0.4285 -0.0115 -0.3908 0.066 Uiso 0.809(16) 1 calc R U P B 4
H26 H -0.3589 0.0319 -0.2950 0.066 Uiso 0.809(16) 1 calc R U P B 4
C25 C -0.1915(5) -0.3537(11) -0.0223(5) 0.042(2) Uani 1 1 d . . . . .
C26 C 0.1218(5) -1.0031(12) 0.2502(5) 0.046(2) Uani 1 1 d . . . . .
C27 C 0.0677(5) -1.1380(12) 0.2086(5) 0.044(2) Uani 1 1 d . . . . .
C28 C 0.1752(6) -0.7822(12) 0.3661(6) 0.053(2) Uani 1 1 d . . . . .
C29 C -0.6674(7) -0.2832(14) -0.4604(5) 0.060(3) Uani 1 1 d . . . . .
H27 H -0.6905 -0.1955 -0.5031 0.091 Uiso 1 1 calc R U . . .
H28 H -0.6980 -0.3867 -0.4853 0.091 Uiso 1 1 calc R U . . .
H29 H -0.6032 -0.2962 -0.4418 0.091 Uiso 1 1 calc R U . . .
C30 C -0.0640(5) -1.1980(13) 0.3383(5) 0.046(2) Uani 1 1 d . . . . .
C31 C -0.7847(6) -0.2132(14) -0.4157(6) 0.063(3) Uani 1 1 d . . . . .
H30 H -0.7968 -0.1833 -0.3678 0.094 Uiso 1 1 calc R U . . .
H31 H -0.8162 -0.3154 -0.4416 0.094 Uiso 1 1 calc R U . . .
H32 H -0.8055 -0.1248 -0.4582 0.094 Uiso 1 1 calc R U . . .
C32 C -0.5115(7) 0.2783(18) -0.4406(7) 0.053(4) Uani 0.809(16) 1 d . . P B 4
H33 H -0.5586 0.3513 -0.4417 0.079 Uiso 0.809(16) 1 calc R U P B 4
H34 H -0.5385 0.1868 -0.4802 0.079 Uiso 0.809(16) 1 calc R U P B 4
H35 H -0.4719 0.3401 -0.4576 0.079 Uiso 0.809(16) 1 calc R U P B 4
C33 C -0.0429(8) -1.3753(15) 0.3646(7) 0.079(4) Uani 1 1 d . . . . .
H36 H -0.0476 -1.4406 0.3158 0.118 Uiso 1 1 calc R U . . .
H37 H -0.0854 -1.4172 0.3843 0.118 Uiso 1 1 calc R U . . .
H38 H 0.0178 -1.3835 0.4108 0.118 Uiso 1 1 calc R U . . .
C34 C -0.6548(8) -0.3885(13) -0.3238(6) 0.066(3) Uani 1 1 d . . . . .
H39 H -0.5905 -0.4057 -0.3023 0.098 Uiso 1 1 calc R U . . .
H40 H -0.6869 -0.4865 -0.3551 0.098 Uiso 1 1 calc R U . . .
H41 H -0.6686 -0.3688 -0.2758 0.098 Uiso 1 1 calc R U . . .
C35 C -0.0582(7) -1.1020(19) 0.4175(7) 0.078(4) Uani 1 1 d . . . . .
H42 H 0.0021 -1.1125 0.4642 0.117 Uiso 1 1 calc R U . . .
H43 H -0.1015 -1.1476 0.4352 0.117 Uiso 1 1 calc R U . . .
H44 H -0.0716 -0.9855 0.4028 0.117 Uiso 1 1 calc R U . . .
C36 C -0.1625(6) -1.1881(19) 0.2694(7) 0.089(4) Uani 1 1 d . . . . .
H45 H -0.1806 -1.0724 0.2581 0.134 Uiso 1 1 calc R U . . .
H46 H -0.2009 -1.2452 0.2897 0.134 Uiso 1 1 calc R U . . .
H47 H -0.1682 -1.2403 0.2169 0.134 Uiso 1 1 calc R U . . .
C37 C -0.4034(9) 0.349(2) -0.2917(9) 0.067(5) Uani 0.809(16) 1 d . . P B 4
H48 H -0.3713 0.3085 -0.2331 0.101 Uiso 0.809(16) 1 calc R U P B 4
H49 H -0.4436 0.4384 -0.2937 0.101 Uiso 0.809(16) 1 calc R U P B 4
H50 H -0.3604 0.3902 -0.3109 0.101 Uiso 0.809(16) 1 calc R U P B 4
C38 C 0.1487(13) -0.634(2) 0.3016(12) 0.079(6) Uani 0.636(18) 1 d . . P C 2
H51 H 0.0871 -0.6011 0.2859 0.119 Uiso 0.636(18) 1 calc R U P C 2
H52 H 0.1540 -0.6679 0.2504 0.119 Uiso 0.636(18) 1 calc R U P C 2
H53 H 0.1887 -0.5409 0.3282 0.119 Uiso 0.636(18) 1 calc R U P C 2
C39 C 0.121(2) -1.388(4) 0.1624(17) 0.061(8) Uani 0.50(5) 1 d . . P D 5
H54 H 0.1727 -1.3935 0.2187 0.092 Uiso 0.50(5) 1 calc R U P D 5
H55 H 0.1373 -1.4354 0.1199 0.092 Uiso 0.50(5) 1 calc R U P D 5
H56 H 0.0713 -1.4491 0.1631 0.092 Uiso 0.50(5) 1 calc R U P D 5
C40 C 0.2743(13) -0.832(3) 0.3885(15) 0.102(8) Uani 0.636(18) 1 d . . P C 2
H57 H 0.3139 -0.7378 0.4150 0.152 Uiso 0.636(18) 1 calc R U P C 2
H58 H 0.2781 -0.8629 0.3363 0.152 Uiso 0.636(18) 1 calc R U P C 2
H59 H 0.2926 -0.9248 0.4281 0.152 Uiso 0.636(18) 1 calc R U P C 2
C41 C 0.1690(17) -0.735(3) 0.4428(12) 0.088(8) Uani 0.636(18) 1 d . . P C 2
H60 H 0.1072 -0.7056 0.4286 0.132 Uiso 0.636(18) 1 calc R U P C 2
H61 H 0.2077 -0.6394 0.4685 0.132 Uiso 0.636(18) 1 calc R U P C 2
H62 H 0.1881 -0.8265 0.4832 0.132 Uiso 0.636(18) 1 calc R U P C 2
O8 O -0.0529(6) -1.3253(10) 0.1925(5) 0.062(3) Uani 0.726(14) 1 d . . P . .
H63 H -0.0435 -1.3567 0.1516 0.093 Uiso 0.726(14) 1 calc R U P . .
O9 O 0.1759(14) -0.922(3) 0.2181(14) 0.057(8) Uani 0.274(14) 1 d . . P . .
H64 H 0.1756 -0.9755 0.1772 0.085 Uiso 0.274(14) 1 calc R U P . .
C42 C 0.1121(13) -0.626(3) 0.3642(14) 0.040(7) Uani 0.364(18) 1 d . . P C 1
H65 H 0.1494 -0.5395 0.4024 0.060 Uiso 0.364(18) 1 calc R U P C 1
H66 H 0.0680 -0.6626 0.3830 0.060 Uiso 0.364(18) 1 calc R U P C 1
H67 H 0.0814 -0.5829 0.3061 0.060 Uiso 0.364(18) 1 calc R U P C 1
C43 C 0.2389(18) -0.731(4) 0.342(2) 0.070(9) Uani 0.364(18) 1 d . . P C 1
H68 H 0.2774 -0.8239 0.3449 0.104 Uiso 0.364(18) 1 calc R U P C 1
H69 H 0.2751 -0.6435 0.3805 0.104 Uiso 0.364(18) 1 calc R U P C 1
H70 H 0.2097 -0.6886 0.2837 0.104 Uiso 0.364(18) 1 calc R U P C 1
C44 C 0.2271(17) -0.821(4) 0.4690(15) 0.051(8) Uani 0.364(18) 1 d . . P C 1
H71 H 0.2723 -0.9067 0.4798 0.077 Uiso 0.364(18) 1 calc R U P C 1
H72 H 0.1839 -0.8599 0.4885 0.077 Uiso 0.364(18) 1 calc R U P C 1
H73 H 0.2561 -0.7209 0.4998 0.077 Uiso 0.364(18) 1 calc R U P C 1
C45 C -0.462(3) 0.127(9) -0.430(3) 0.06(2) Uani 0.191(16) 1 d . . P B 3
H74 H -0.4334 0.1973 -0.4554 0.093 Uiso 0.191(16) 1 calc R U P B 3
H75 H -0.5251 0.1109 -0.4704 0.093 Uiso 0.191(16) 1 calc R U P B 3
H76 H -0.4322 0.0203 -0.4148 0.093 Uiso 0.191(16) 1 calc R U P B 3
C46 C -0.487(5) 0.396(7) -0.378(3) 0.08(2) Uani 0.191(16) 1 d . . P B 3
H77 H -0.4860 0.4583 -0.3296 0.113 Uiso 0.191(16) 1 calc R U P B 3
H78 H -0.5471 0.3978 -0.4249 0.113 Uiso 0.191(16) 1 calc R U P B 3
H79 H -0.4451 0.4470 -0.3962 0.113 Uiso 0.191(16) 1 calc R U P B 3
C47 C -0.358(4) 0.222(13) -0.278(4) 0.11(3) Uani 0.191(16) 1 d . . P B 3
H80 H -0.3574 0.2277 -0.2221 0.159 Uiso 0.191(16) 1 calc R U P B 3
H81 H -0.3300 0.3215 -0.2871 0.159 Uiso 0.191(16) 1 calc R U P B 3
H82 H -0.3246 0.1249 -0.2807 0.159 Uiso 0.191(16) 1 calc R U P B 3
C48 C 0.160(3) -1.308(6) 0.1602(13) 0.065(11) Uani 0.50(5) 1 d . . P D 1
H83 H 0.1570 -1.3873 0.1168 0.097 Uiso 0.50(5) 1 calc R U P D 1
H84 H 0.1868 -1.3615 0.2163 0.097 Uiso 0.50(5) 1 calc R U P D 1
H85 H 0.1964 -1.2137 0.1606 0.097 Uiso 0.50(5) 1 calc R U P D 1
C51 C 0.0701(18) -1.253(4) 0.1409(10) 0.041(6) Uiso 0.50(5) 1 d . . P D 1
H89 H 0.0370 -1.3538 0.1430 0.049 Uiso 0.50(5) 1 calc R U P D 1
C52 C 0.0936(16) -1.204(3) 0.1395(9) 0.031(5) Uiso 0.50(5) 1 d . . P D 5
H90 H 0.1459 -1.1403 0.1421 0.037 Uiso 0.50(5) 1 calc R U P D 5


_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 C7 1.253(8) . ?
O2 C4 1.242(8) . ?
O3 C7 1.242(9) . ?
C1 C16 1.379(9) . ?
C1 C3 1.400(11) . ?
C1 C6 1.531(10) . ?
O4 C5 1.374(9) . ?
O4 H1 0.8400 . ?
C2 C3 1.390(11) . ?
C2 C5 1.401(10) . ?
C2 C21 1.554(12) . ?
N1 C23 1.315(10) . ?
N1 C11 1.456(9) . ?
N1 H2 0.87(7) . ?
C3 H3 0.9500 . ?
N2 C4 1.331(10) . ?
N2 C20 1.439(9) . ?
N2 H4 0.8800 . ?
N3 C9 1.512(8) . ?
N3 H5 1.0330 . ?
N3 H6 1.0330 . ?
N3 H7 1.0330 . ?
C4 C12 1.495(10) . ?
C5 C10 1.395(11) . ?
C6 C37 1.516(14) . ?
C6 C45 1.53(4) . ?
C6 C24 1.533(14) . ?
C6 C32 1.550(12) . ?
C6 C47 1.58(5) . ?
C6 C46 1.60(5) . ?
C7 C11 1.541(9) . ?
N4 C51 1.48(2) . ?
N4 C52 1.467(17) . ?
N4 H86 1.0330 . ?
N4 H87 1.0330 . ?
N4 H88 1.0330 . ?
C8 C18 1.394(11) . ?
C8 C19 1.406(11) . ?
C8 H8 0.9500 . ?
C9 C17 1.511(12) . ?
C9 C10 1.526(10) . ?
C9 H9 1.0000 . ?
O5 C23 1.242(9) . ?
C10 C16 1.394(10) . ?
C11 C14 1.538(10) . ?
C11 H10 1.0000 . ?
C12 C13 1.534(11) . ?
C12 H11 0.9900 . ?
C12 H12 0.9900 . ?
O6 C25 1.248(10) . ?
C13 C20 1.547(12) . ?
C13 H13 0.9900 . ?
C13 H14 0.9900 . ?
C14 C22 1.509(11) . ?
C14 H15 0.9900 . ?
C14 H16 0.9900 . ?
C15 C18 1.401(11) . ?
C15 O8 1.402(11) . ?
C15 C27 1.403(12) . ?
C16 H17 0.9500 . ?
O7 C25 1.236(10) . ?
C17 H18 0.9800 . ?
C17 H19 0.9800 . ?
C17 H20 0.9800 . ?
C18 C30 1.514(11) . ?
C19 C26 1.385(12) . ?
C19 C28 1.541(12) . ?
C20 C25 1.550(10) . ?
C20 H21 1.0000 . ?
C21 C29 1.534(12) . ?
C21 C31 1.537(13) . ?
C21 C34 1.542(13) . ?
C22 C23 1.491(12) . ?
C22 H22 0.9900 . ?
C22 H23 0.9900 . ?
C24 H24 0.9800 . ?
C24 H25 0.9800 . ?
C24 H26 0.9800 . ?
C26 C27 1.401(13) . ?
C26 O9 1.43(2) . ?
C27 C52 1.553(18) . ?
C27 C51 1.52(2) . ?
C28 C43 1.38(3) . ?
C28 C41 1.45(2) . ?
C28 C38 1.58(2) . ?
C28 C40 1.58(2) . ?
C28 C42 1.64(2) . ?
C28 C44 1.65(3) . ?
C29 H27 0.9800 . ?
C29 H28 0.9800 . ?
C29 H29 0.9800 . ?
C30 C33 1.506(16) . ?
C30 C36 1.552(12) . ?
C30 C35 1.559(14) . ?
C31 H30 0.9800 . ?
C31 H31 0.9800 . ?
C31 H32 0.9800 . ?
C32 H33 0.9800 . ?
C32 H34 0.9800 . ?
C32 H35 0.9800 . ?
C33 H36 0.9800 . ?
C33 H37 0.9800 . ?
C33 H38 0.9800 . ?
C34 H39 0.9800 . ?
C34 H40 0.9800 . ?
C34 H41 0.9800 . ?
C35 H42 0.9800 . ?
C35 H43 0.9800 . ?
C35 H44 0.9800 . ?
C36 H45 0.9800 . ?
C36 H46 0.9800 . ?
C36 H47 0.9800 . ?
C37 H48 0.9800 . ?
C37 H49 0.9800 . ?
C37 H50 0.9800 . ?
C38 H51 0.9800 . ?
C38 H52 0.9800 . ?
C38 H53 0.9800 . ?
C39 C52 1.56(4) . ?
C39 H54 0.9800 . ?
C39 H55 0.9800 . ?
C39 H56 0.9800 . ?
C40 H57 0.9800 . ?
C40 H58 0.9800 . ?
C40 H59 0.9800 . ?
C41 H60 0.9800 . ?
C41 H61 0.9800 . ?
C41 H62 0.9800 . ?
O8 H63 0.8400 . ?
O9 H64 0.8400 . ?
C42 H65 0.9800 . ?
C42 H66 0.9800 . ?
C42 H67 0.9800 . ?
C43 H68 0.9800 . ?
C43 H69 0.9800 . ?
C43 H70 0.9800 . ?
C44 H71 0.9800 . ?
C44 H72 0.9800 . ?
C44 H73 0.9800 . ?
C45 H74 0.9800 . ?
C45 H75 0.9800 . ?
C45 H76 0.9800 . ?
C46 H77 0.9800 . ?
C46 H78 0.9800 . ?
C46 H79 0.9800 . ?
C47 H80 0.9800 . ?
C47 H81 0.9800 . ?
C47 H82 0.9800 . ?
C48 C51 1.46(4) . ?
C48 H83 0.9800 . ?
C48 H84 0.9800 . ?
C48 H85 0.9800 . ?
C51 H89 1.0000 . ?
C52 H90 1.0000 . ?

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
C16 C1 C3 116.2(6) . . ?
C16 C1 C6 122.9(7) . . ?
C3 C1 C6 120.9(6) . . ?
C5 O4 H1 109.5 . . ?
C3 C2 C5 117.6(7) . . ?
C3 C2 C21 120.5(7) . . ?
C5 C2 C21 121.8(7) . . ?
C23 N1 C11 113.3(7) . . ?
C23 N1 H2 127(4) . . ?
C11 N1 H2 120(4) . . ?
C2 C3 C1 124.0(7) . . ?
C2 C3 H3 118.0 . . ?
C1 C3 H3 118.0 . . ?
C4 N2 C20 115.2(6) . . ?
C4 N2 H4 122.4 . . ?
C20 N2 H4 122.4 . . ?
C9 N3 H5 109.5 . . ?
C9 N3 H6 109.5 . . ?
H5 N3 H6 109.5 . . ?
C9 N3 H7 109.5 . . ?
H5 N3 H7 109.5 . . ?
H6 N3 H7 109.5 . . ?
O2 C4 N2 125.0(7) . . ?
O2 C4 C12 125.9(7) . . ?
N2 C4 C12 109.1(6) . . ?
O4 C5 C10 123.0(6) . . ?
O4 C5 C2 116.9(7) . . ?
C10 C5 C2 120.0(7) . . ?
C37 C6 C1 111.9(7) . . ?
C45 C6 C1 112.4(19) . . ?
C37 C6 C24 109.5(8) . . ?
C1 C6 C24 109.1(7) . . ?
C37 C6 C32 108.8(10) . . ?
C1 C6 C32 109.1(7) . . ?
C24 C6 C32 108.3(7) . . ?
C45 C6 C47 111(4) . . ?
C1 C6 C47 114(3) . . ?
C45 C6 C46 104(3) . . ?
C1 C6 C46 109(3) . . ?
C47 C6 C46 105(5) . . ?
O3 C7 O1 125.1(6) . . ?
O3 C7 C11 117.8(6) . . ?
O1 C7 C11 117.1(6) . . ?
C51 N4 H86 109.5 . . ?
C51 N4 H87 109.5 . . ?
H86 N4 H87 109.5 . . ?
C51 N4 H88 109.5 . . ?
H86 N4 H88 109.5 . . ?
H87 N4 H88 109.5 . . ?
C18 C8 C19 123.9(7) . . ?
C18 C8 H8 118.0 . . ?
C19 C8 H8 118.0 . . ?
C17 C9 N3 110.0(7) . . ?
C17 C9 C10 114.3(7) . . ?
N3 C9 C10 108.9(6) . . ?
C17 C9 H9 107.8 . . ?
N3 C9 H9 107.8 . . ?
C10 C9 H9 107.8 . . ?
C16 C10 C5 119.7(6) . . ?
C16 C10 C9 120.2(7) . . ?
C5 C10 C9 120.0(7) . . ?
N1 C11 C14 101.8(5) . . ?
N1 C11 C7 113.0(5) . . ?
C14 C11 C7 113.3(7) . . ?
N1 C11 H10 109.5 . . ?
C14 C11 H10 109.5 . . ?
C7 C11 H10 109.5 . . ?
C4 C12 C13 104.1(7) . . ?
C4 C12 H11 110.9 . . ?
C13 C12 H11 110.9 . . ?
C4 C12 H12 110.9 . . ?
C13 C12 H12 110.9 . . ?
H11 C12 H12 108.9 . . ?
C12 C13 C20 104.8(6) . . ?
C12 C13 H13 110.8 . . ?
C20 C13 H13 110.8 . . ?
C12 C13 H14 110.8 . . ?
C20 C13 H14 110.8 . . ?
H13 C13 H14 108.9 . . ?
C22 C14 C11 103.1(6) . . ?
C22 C14 H15 111.1 . . ?
C11 C14 H15 111.1 . . ?
C22 C14 H16 111.1 . . ?
C11 C14 H16 111.1 . . ?
H15 C14 H16 109.1 . . ?
C18 C15 O8 117.0(8) . . ?
C18 C15 C27 121.7(8) . . ?
O8 C15 C27 121.2(8) . . ?
C1 C16 C10 122.3(7) . . ?
C1 C16 H17 118.8 . . ?
C10 C16 H17 118.8 . . ?
C9 C17 H18 109.5 . . ?
C9 C17 H19 109.5 . . ?
H18 C17 H19 109.5 . . ?
C9 C17 H20 109.5 . . ?
H18 C17 H20 109.5 . . ?
H19 C17 H20 109.5 . . ?
C8 C18 C15 116.2(7) . . ?
C8 C18 C30 121.7(7) . . ?
C15 C18 C30 122.0(7) . . ?
C26 C19 C8 117.8(7) . . ?
C26 C19 C28 121.7(7) . . ?
C8 C19 C28 120.5(7) . . ?
N2 C20 C13 102.2(6) . . ?
N2 C20 C25 114.1(6) . . ?
C13 C20 C25 110.3(7) . . ?
N2 C20 H21 110.0 . . ?
C13 C20 H21 110.0 . . ?
C25 C20 H21 110.0 . . ?
C29 C21 C31 108.0(7) . . ?
C29 C21 C34 106.5(8) . . ?
C31 C21 C34 108.4(8) . . ?
C29 C21 C2 113.1(7) . . ?
C31 C21 C2 111.3(8) . . ?
C34 C21 C2 109.3(7) . . ?
C23 C22 C14 105.0(7) . . ?
C23 C22 H22 110.7 . . ?
C14 C22 H22 110.7 . . ?
C23 C22 H23 110.7 . . ?
C14 C22 H23 110.7 . . ?
H22 C22 H23 108.8 . . ?
O5 C23 N1 126.4(8) . . ?
O5 C23 C22 124.8(8) . . ?
N1 C23 C22 108.8(7) . . ?
C6 C24 H24 109.5 . . ?
C6 C24 H25 109.5 . . ?
H24 C24 H25 109.5 . . ?
C6 C24 H26 109.5 . . ?
H24 C24 H26 109.5 . . ?
H25 C24 H26 109.5 . . ?
O7 C25 O6 126.0(8) . . ?
O7 C25 C20 115.8(7) . . ?
O6 C25 C20 118.1(7) . . ?
C19 C26 C27 120.7(8) . . ?
C19 C26 O9 116.5(11) . . ?
C27 C26 O9 122.3(11) . . ?
C26 C27 C15 119.5(8) . . ?
C26 C27 C52 109.7(13) . . ?
C15 C27 C52 130.8(14) . . ?
C26 C27 C51 130.5(15) . . ?
C15 C27 C51 109.7(16) . . ?
C43 C28 C19 118.1(15) . . ?
C41 C28 C19 114.4(9) . . ?
C41 C28 C38 110.6(15) . . ?
C19 C28 C38 107.5(8) . . ?
C41 C28 C40 109.9(15) . . ?
C19 C28 C40 106.7(11) . . ?
C38 C28 C40 107.5(13) . . ?
C43 C28 C42 109.8(18) . . ?
C19 C28 C42 109.7(10) . . ?
C43 C28 C44 106.9(18) . . ?
C19 C28 C44 109.8(12) . . ?
C42 C28 C44 101.1(15) . . ?
C21 C29 H27 109.5 . . ?
C21 C29 H28 109.5 . . ?
H27 C29 H28 109.5 . . ?
C21 C29 H29 109.5 . . ?
H27 C29 H29 109.5 . . ?
H28 C29 H29 109.5 . . ?
C33 C30 C18 111.9(9) . . ?
C33 C30 C36 108.1(9) . . ?
C18 C30 C36 110.8(7) . . ?
C33 C30 C35 107.0(9) . . ?
C18 C30 C35 112.0(8) . . ?
C36 C30 C35 106.9(9) . . ?
C21 C31 H30 109.5 . . ?
C21 C31 H31 109.5 . . ?
H30 C31 H31 109.5 . . ?
C21 C31 H32 109.5 . . ?
H30 C31 H32 109.5 . . ?
H31 C31 H32 109.5 . . ?
C6 C32 H33 109.5 . . ?
C6 C32 H34 109.5 . . ?
H33 C32 H34 109.5 . . ?
C6 C32 H35 109.5 . . ?
H33 C32 H35 109.5 . . ?
H34 C32 H35 109.5 . . ?
C30 C33 H36 109.5 . . ?
C30 C33 H37 109.5 . . ?
H36 C33 H37 109.5 . . ?
C30 C33 H38 109.5 . . ?
H36 C33 H38 109.5 . . ?
H37 C33 H38 109.5 . . ?
C21 C34 H39 109.5 . . ?
C21 C34 H40 109.5 . . ?
H39 C34 H40 109.5 . . ?
C21 C34 H41 109.5 . . ?
H39 C34 H41 109.5 . . ?
H40 C34 H41 109.5 . . ?
C30 C35 H42 109.5 . . ?
C30 C35 H43 109.5 . . ?
H42 C35 H43 109.5 . . ?
C30 C35 H44 109.5 . . ?
H42 C35 H44 109.5 . . ?
H43 C35 H44 109.5 . . ?
C30 C36 H45 109.5 . . ?
C30 C36 H46 109.5 . . ?
H45 C36 H46 109.5 . . ?
C30 C36 H47 109.5 . . ?
H45 C36 H47 109.5 . . ?
H46 C36 H47 109.5 . . ?
C6 C37 H48 109.5 . . ?
C6 C37 H49 109.5 . . ?
H48 C37 H49 109.5 . . ?
C6 C37 H50 109.5 . . ?
H48 C37 H50 109.5 . . ?
H49 C37 H50 109.5 . . ?
C28 C38 H51 109.5 . . ?
C28 C38 H52 109.5 . . ?
H51 C38 H52 109.5 . . ?
C28 C38 H53 109.5 . . ?
H51 C38 H53 109.5 . . ?
H52 C38 H53 109.5 . . ?
C52 C39 H54 109.5 . . ?
C52 C39 H55 109.5 . . ?
H54 C39 H55 109.5 . . ?
C52 C39 H56 109.5 . . ?
H54 C39 H56 109.5 . . ?
H55 C39 H56 109.5 . . ?
C28 C40 H57 109.5 . . ?
C28 C40 H58 109.5 . . ?
H57 C40 H58 109.5 . . ?
C28 C40 H59 109.5 . . ?
H57 C40 H59 109.5 . . ?
H58 C40 H59 109.5 . . ?
C28 C41 H60 109.5 . . ?
C28 C41 H61 109.5 . . ?
H60 C41 H61 109.5 . . ?
C28 C41 H62 109.5 . . ?
H60 C41 H62 109.5 . . ?
H61 C41 H62 109.5 . . ?
C15 O8 H63 109.5 . . ?
C26 O9 H64 109.5 . . ?
C28 C42 H65 109.5 . . ?
C28 C42 H66 109.5 . . ?
H65 C42 H66 109.5 . . ?
C28 C42 H67 109.5 . . ?
H65 C42 H67 109.5 . . ?
H66 C42 H67 109.5 . . ?
C28 C43 H68 109.5 . . ?
C28 C43 H69 109.5 . . ?
H68 C43 H69 109.5 . . ?
C28 C43 H70 109.5 . . ?
H68 C43 H70 109.5 . . ?
H69 C43 H70 109.5 . . ?
C28 C44 H71 109.5 . . ?
C28 C44 H72 109.5 . . ?
H71 C44 H72 109.5 . . ?
C28 C44 H73 109.5 . . ?
H71 C44 H73 109.5 . . ?
H72 C44 H73 109.5 . . ?
C6 C45 H74 109.5 . . ?
C6 C45 H75 109.5 . . ?
H74 C45 H75 109.5 . . ?
C6 C45 H76 109.5 . . ?
H74 C45 H76 109.5 . . ?
H75 C45 H76 109.5 . . ?
C6 C46 H77 109.5 . . ?
C6 C46 H78 109.5 . . ?
H77 C46 H78 109.5 . . ?
C6 C46 H79 109.5 . . ?
H77 C46 H79 109.5 . . ?
H78 C46 H79 109.5 . . ?
C6 C47 H80 109.5 . . ?
C6 C47 H81 109.5 . . ?
H80 C47 H81 109.5 . . ?
C6 C47 H82 109.5 . . ?
H80 C47 H82 109.5 . . ?
H81 C47 H82 109.5 . . ?
C51 C48 H83 109.5 . . ?
C51 C48 H84 109.5 . . ?
H83 C48 H84 109.5 . . ?
C51 C48 H85 109.5 . . ?
H83 C48 H85 109.5 . . ?
H84 C48 H85 109.5 . . ?
N4 C51 C48 116(2) . . ?
N4 C51 C27 110.7(14) . . ?
C48 C51 C27 113(2) . . ?
N4 C51 H89 105.5 . . ?
C48 C51 H89 105.5 . . ?
C27 C51 H89 105.5 . . ?
C27 C52 C39 106(2) . . ?
C27 C52 N4 109.6(12) . . ?
C39 C52 N4 113(2) . . ?
C27 C52 H90 109.2 . . ?
C39 C52 H90 109.2 . . ?
N4 C52 H90 109.2 . . ?

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
C5 C2 C3 C1 0.1(11) . . . . ?
C21 C2 C3 C1 -177.8(7) . . . . ?
C16 C1 C3 C2 -1.9(11) . . . . ?
C6 C1 C3 C2 176.7(7) . . . . ?
C20 N2 C4 O2 -174.0(6) . . . . ?
C20 N2 C4 C12 6.0(9) . . . . ?
C3 C2 C5 O4 179.8(6) . . . . ?
C21 C2 C5 O4 -2.3(10) . . . . ?
C3 C2 C5 C10 3.2(10) . . . . ?
C21 C2 C5 C10 -178.9(7) . . . . ?
C16 C1 C6 C37 1.6(12) . . . . ?
C3 C1 C6 C37 -176.8(9) . . . . ?
C16 C1 C6 C45 -179(3) . . . . ?
C3 C1 C6 C45 3(3) . . . . ?
C16 C1 C6 C24 122.9(8) . . . . ?
C3 C1 C6 C24 -55.5(9) . . . . ?
C16 C1 C6 C32 -118.9(9) . . . . ?
C3 C1 C6 C32 62.7(10) . . . . ?
C16 C1 C6 C47 53(4) . . . . ?
C3 C1 C6 C47 -125(4) . . . . ?
C16 C1 C6 C46 -64(3) . . . . ?
C3 C1 C6 C46 118(2) . . . . ?
O4 C5 C10 C16 178.9(7) . . . . ?
C2 C5 C10 C16 -4.7(10) . . . . ?
O4 C5 C10 C9 2.6(10) . . . . ?
C2 C5 C10 C9 179.1(6) . . . . ?
C17 C9 C10 C16 42.0(10) . . . . ?
N3 C9 C10 C16 -81.5(9) . . . . ?
C17 C9 C10 C5 -141.8(7) . . . . ?
N3 C9 C10 C5 94.8(8) . . . . ?
C23 N1 C11 C14 -24.5(8) . . . . ?
C23 N1 C11 C7 97.4(7) . . . . ?
O3 C7 C11 N1 -167.0(6) . . . . ?
O1 C7 C11 N1 13.2(9) . . . . ?
O3 C7 C11 C14 -51.9(9) . . . . ?
O1 C7 C11 C14 128.4(7) . . . . ?
O2 C4 C12 C13 -171.6(7) . . . . ?
N2 C4 C12 C13 8.3(8) . . . . ?
C4 C12 C13 C20 -18.0(8) . . . . ?
N1 C11 C14 C22 27.4(8) . . . . ?
C7 C11 C14 C22 -94.2(7) . . . . ?
C3 C1 C16 C10 0.3(11) . . . . ?
C6 C1 C16 C10 -178.1(7) . . . . ?
C5 C10 C16 C1 2.9(11) . . . . ?
C9 C10 C16 C1 179.1(7) . . . . ?
C19 C8 C18 C15 -0.7(12) . . . . ?
C19 C8 C18 C30 177.2(8) . . . . ?
O8 C15 C18 C8 -178.6(7) . . . . ?
C27 C15 C18 C8 3.5(11) . . . . ?
O8 C15 C18 C30 3.5(11) . . . . ?
C27 C15 C18 C30 -174.4(7) . . . . ?
C18 C8 C19 C26 -1.0(12) . . . . ?
C18 C8 C19 C28 179.4(8) . . . . ?
C4 N2 C20 C13 -17.4(8) . . . . ?
C4 N2 C20 C25 101.7(8) . . . . ?
C12 C13 C20 N2 20.9(8) . . . . ?
C12 C13 C20 C25 -100.8(7) . . . . ?
C3 C2 C21 C29 -0.5(11) . . . . ?
C5 C2 C21 C29 -178.3(8) . . . . ?
C3 C2 C21 C31 -122.3(8) . . . . ?
C5 C2 C21 C31 59.9(10) . . . . ?
C3 C2 C21 C34 118.0(9) . . . . ?
C5 C2 C21 C34 -59.8(10) . . . . ?
C11 C14 C22 C23 -22.5(8) . . . . ?
C11 N1 C23 O5 -168.4(7) . . . . ?
C11 N1 C23 C22 10.5(8) . . . . ?
C14 C22 C23 O5 -172.5(7) . . . . ?
C14 C22 C23 N1 8.6(9) . . . . ?
N2 C20 C25 O7 157.0(8) . . . . ?
C13 C20 C25 O7 -88.7(9) . . . . ?
N2 C20 C25 O6 -25.0(11) . . . . ?
C13 C20 C25 O6 89.4(9) . . . . ?
C8 C19 C26 C27 0.0(12) . . . . ?
C28 C19 C26 C27 179.6(8) . . . . ?
C8 C19 C26 O9 172.0(13) . . . . ?
C28 C19 C26 O9 -8.4(16) . . . . ?
C19 C26 C27 C15 2.7(12) . . . . ?
O9 C26 C27 C15 -168.9(14) . . . . ?
C19 C26 C27 C52 -175.3(9) . . . . ?
O9 C26 C27 C52 13.1(17) . . . . ?
C19 C26 C27 C51 -170.6(12) . . . . ?
O9 C26 C27 C51 18(2) . . . . ?
C18 C15 C27 C26 -4.5(12) . . . . ?
O8 C15 C27 C26 177.6(7) . . . . ?
C18 C15 C27 C52 172.9(10) . . . . ?
O8 C15 C27 C52 -4.9(15) . . . . ?
C18 C15 C27 C51 170.1(10) . . . . ?
O8 C15 C27 C51 -7.7(12) . . . . ?
C26 C19 C28 C43 -4(2) . . . . ?
C8 C19 C28 C43 175.2(19) . . . . ?
C26 C19 C28 C41 -172.3(15) . . . . ?
C8 C19 C28 C41 7.3(17) . . . . ?
C26 C19 C28 C38 64.5(13) . . . . ?
C8 C19 C28 C38 -115.9(11) . . . . ?
C26 C19 C28 C40 -50.5(14) . . . . ?
C8 C19 C28 C40 129.0(12) . . . . ?
C26 C19 C28 C42 122.5(12) . . . . ?
C8 C19 C28 C42 -57.9(13) . . . . ?
C26 C19 C28 C44 -127.2(14) . . . . ?
C8 C19 C28 C44 52.3(16) . . . . ?
C8 C18 C30 C33 -118.3(9) . . . . ?
C15 C18 C30 C33 59.5(10) . . . . ?
C8 C18 C30 C36 121.0(10) . . . . ?
C15 C18 C30 C36 -61.2(12) . . . . ?
C8 C18 C30 C35 1.8(12) . . . . ?
C15 C18 C30 C35 179.6(8) . . . . ?
C52 N4 C51 C48 -53(4) . . . . ?
C52 N4 C51 C27 77(3) . . . . ?
C26 C27 C51 N4 -86(2) . . . . ?
C15 C27 C51 N4 100(2) . . . . ?
C52 C27 C51 N4 -74(3) . . . . ?
C26 C27 C51 C48 45(4) . . . . ?
C15 C27 C51 C48 -129(4) . . . . ?
C52 C27 C51 C48 58(4) . . . . ?
C26 C27 C52 C39 121(3) . . . . ?
C15 C27 C52 C39 -56(3) . . . . ?
C51 C27 C52 C39 -49(3) . . . . ?
C26 C27 C52 N4 -116.0(17) . . . . ?
C15 C27 C52 N4 66(2) . . . . ?
C51 C27 C52 N4 74(3) . . . . ?
C51 N4 C52 C27 -72(3) . . . . ?
C51 N4 C52 C39 47(3) . . . . ?

_refine_diff_density_max         0.399
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.092

_shelxl_version_number           2013-4



# start Validation Reply Form
_vrf_PLAT223_1b_7                
;
PROBLEM: A Large Solvent/Anion  H     Ueq(max)/Ueq(min) ...       10.0 Ratio
RESPONSE: This is due to the disorder in the structure of 1b.
;
# end Validation Reply Form
_database_code_depnum_ccdc_archive 'CCDC 970255'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_(R)-1b_5

#=====================================================================  

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H41 N O9'
_chemical_formula_weight         607.68

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

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

_cell_length_a                   29.287(5)
_cell_length_b                   7.6383(12)
_cell_length_c                   18.538(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 126.490(4)
_cell_angle_gamma                90.00
_cell_volume                     3333.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(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          0.25
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9785
_exptl_absorpt_correction_T_max  0.9956
_exptl_absorpt_process_details   ?
_chemical_absolute_configuration rm

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7961
_diffrn_reflns_av_R_equivalents  0.1093
_diffrn_reflns_av_sigmaI/netI    0.0862
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5298
_reflns_number_gt                4235
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX II (Bruker, 2005)'
_computing_cell_refinement       'APEX II (Bruker, 2005)'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury Version 3.1'
_computing_publication_material  'Mercury Version 3.1'

_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)+(0.0536P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.4(10)
_refine_ls_number_reflns         5298
_refine_ls_number_parameters     420
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1075
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_restrained_S_all      0.927
_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 0.61336(8) 0.4477(2) 0.25239(12) 0.0262(5) Uani 1 1 d . . .
H43 H 0.6132 0.5488 0.2343 0.039 Uiso 1 1 calc R . .
O2 O 0.48719(9) -0.5453(3) 0.20242(15) 0.0302(5) Uani 1 1 d . . .
H2 H 0.5074(15) -0.585(5) 0.251(3) 0.056(13) Uiso 1 1 d . . .
O3 O 0.61735(7) 0.1199(2) 0.30066(11) 0.0235(4) Uani 1 1 d . . .
O4 O 0.65106(7) 0.0759(2) 0.20221(12) 0.0247(4) Uani 1 1 d . . .
O5 O 0.62397(8) -0.2504(2) 0.22083(14) 0.0327(5) Uani 1 1 d . . .
O6 O 0.55862(9) 0.2157(3) 0.33173(13) 0.0361(5) Uani 1 1 d . . .
O7 O 0.55377(9) 0.3885(3) 0.10515(13) 0.0312(5) Uani 1 1 d . . .
O8 O 0.65427(8) -0.0891(3) 0.10493(14) 0.0348(5) Uani 1 1 d . . .
O9 O 0.53078(8) -0.1969(3) 0.12494(15) 0.0372(5) Uani 1 1 d . . .
N1 N 0.43290(11) -0.3798(4) -0.00293(18) 0.0263(6) Uani 1 1 d . . .
C1 C 0.58102(11) -0.1529(4) 0.16861(18) 0.0229(6) Uani 1 1 d . . .
C2 C 0.40821(11) -0.3738(4) 0.10152(18) 0.0231(6) Uani 1 1 d . . .
C3 C 0.67755(12) 0.0023(4) 0.17112(19) 0.0252(7) Uani 1 1 d . . .
C4 C 0.37836(12) -0.1306(4) 0.14758(19) 0.0261(7) Uani 1 1 d . . .
C5 C 0.42538(12) -0.1646(4) 0.23557(19) 0.0274(7) Uani 1 1 d . . .
H3 H 0.4313 -0.0908 0.2817 0.033 Uiso 1 1 calc R . .
C6 C 0.60441(12) 0.1619(4) 0.35602(18) 0.0247(6) Uani 1 1 d . . .
C7 C 0.45391(11) -0.4074(4) 0.19076(18) 0.0230(6) Uani 1 1 d . . .
C8 C 0.58113(11) 0.3483(4) 0.18524(18) 0.0231(6) Uani 1 1 d . . .
C9 C 0.46404(11) -0.2986(4) 0.26026(18) 0.0243(6) Uani 1 1 d . . .
C10 C 0.73856(12) 0.0521(4) 0.22781(18) 0.0247(6) Uani 1 1 d . . .
C11 C 0.59238(11) 0.0362(4) 0.15973(17) 0.0224(6) Uani 1 1 d . . .
H4 H 0.5698 0.0676 0.0947 0.027 Uiso 1 1 calc R . .
C12 C 0.37109(11) -0.2384(4) 0.08140(19) 0.0239(6) Uani 1 1 d . . .
H5 H 0.3398 -0.2189 0.0207 0.029 Uiso 1 1 calc R . .
C13 C 0.57657(11) 0.1592(4) 0.20615(16) 0.0221(6) Uani 1 1 d . . .
H6 H 0.5372 0.1339 0.1863 0.027 Uiso 1 1 calc R . .
C14 C 0.65328(12) 0.1362(4) 0.45168(18) 0.0278(7) Uani 1 1 d . . .
C15 C 0.52135(13) -0.1649(5) 0.41695(19) 0.0412(8) Uani 1 1 d . . .
H7 H 0.5212 -0.0549 0.3896 0.062 Uiso 1 1 calc R . .
H8 H 0.5570 -0.1751 0.4774 0.062 Uiso 1 1 calc R . .
H9 H 0.4893 -0.1660 0.4206 0.062 Uiso 1 1 calc R . .
C16 C 0.50964(13) -0.4872(5) 0.3980(2) 0.0385(8) Uani 1 1 d . . .
H10 H 0.4762 -0.4771 0.3977 0.058 Uiso 1 1 calc R . .
H11 H 0.5436 -0.5032 0.4597 0.058 Uiso 1 1 calc R . .
H12 H 0.5051 -0.5881 0.3616 0.058 Uiso 1 1 calc R . .
C17 C 0.34011(12) 0.0254(4) 0.12875(19) 0.0318(7) Uani 1 1 d . . .
C18 C 0.77329(13) -0.0088(4) 0.2057(2) 0.0321(7) Uani 1 1 d . . .
H13 H 0.7580 -0.0822 0.1548 0.038 Uiso 1 1 calc R . .
C19 C 0.34442(12) -0.5258(4) -0.0520(2) 0.0366(8) Uani 1 1 d . . .
H14 H 0.3232 -0.4181 -0.0820 0.055 Uiso 1 1 calc R . .
H15 H 0.3251 -0.5920 -0.0322 0.055 Uiso 1 1 calc R . .
H16 H 0.3465 -0.5971 -0.0940 0.055 Uiso 1 1 calc R . .
C20 C 0.51587(12) -0.3208(4) 0.35890(18) 0.0308(7) Uani 1 1 d . . .
C21 C 0.76134(12) 0.1567(4) 0.30309(19) 0.0331(7) Uani 1 1 d . . .
H17 H 0.7377 0.1983 0.3188 0.040 Uiso 1 1 calc R . .
C22 C 0.40368(11) -0.4799(4) 0.02817(18) 0.0236(6) Uani 1 1 d . . .
H18 H 0.4249 -0.5918 0.0555 0.028 Uiso 1 1 calc R . .
C23 C 0.28969(14) 0.0378(5) 0.0285(2) 0.0488(9) Uani 1 1 d . . .
H19 H 0.3040 0.0516 -0.0073 0.073 Uiso 1 1 calc R . .
H20 H 0.2661 0.1390 0.0190 0.073 Uiso 1 1 calc R . .
H21 H 0.2669 -0.0692 0.0102 0.073 Uiso 1 1 calc R . .
C24 C 0.64822(15) 0.1943(4) 0.5170(2) 0.0406(8) Uani 1 1 d . . .
H22 H 0.6135 0.2445 0.5004 0.049 Uiso 1 1 calc R . .
C25 C 0.85244(13) 0.1401(4) 0.3319(2) 0.0388(8) Uani 1 1 d . . .
H23 H 0.8916 0.1704 0.3676 0.047 Uiso 1 1 calc R . .
C26 C 0.83032(13) 0.0365(5) 0.2575(2) 0.0404(8) Uani 1 1 d . . .
H24 H 0.8539 -0.0038 0.2415 0.048 Uiso 1 1 calc R . .
C27 C 0.57152(12) -0.3212(5) 0.3667(2) 0.0371(8) Uani 1 1 d . . .
H25 H 0.5726 -0.4254 0.3368 0.056 Uiso 1 1 calc R . .
H26 H 0.6042 -0.3226 0.4301 0.056 Uiso 1 1 calc R . .
H27 H 0.5731 -0.2159 0.3380 0.056 Uiso 1 1 calc R . .
C28 C 0.81862(13) 0.2010(4) 0.3556(2) 0.0375(8) Uani 1 1 d . . .
H28 H 0.8343 0.2723 0.4073 0.045 Uiso 1 1 calc R . .
C29 C 0.37425(16) 0.1949(5) 0.1534(2) 0.0485(9) Uani 1 1 d . . .
H29 H 0.4042 0.1976 0.2182 0.073 Uiso 1 1 calc R . .
H30 H 0.3490 0.2956 0.1363 0.073 Uiso 1 1 calc R . .
H31 H 0.3914 0.2002 0.1214 0.073 Uiso 1 1 calc R . .
C30 C 0.70347(12) 0.0586(5) 0.4757(2) 0.0444(9) Uani 1 1 d . . .
H32 H 0.7070 0.0160 0.4311 0.053 Uiso 1 1 calc R . .
C31 C 0.31649(16) 0.0104(5) 0.1834(3) 0.0547(10) Uani 1 1 d . . .
H33 H 0.2942 -0.0974 0.1668 0.082 Uiso 1 1 calc R . .
H34 H 0.2922 0.1116 0.1709 0.082 Uiso 1 1 calc R . .
H35 H 0.3480 0.0075 0.2475 0.082 Uiso 1 1 calc R . .
C32 C 0.69383(16) 0.1796(5) 0.6072(2) 0.0508(10) Uani 1 1 d . . .
H36 H 0.6904 0.2195 0.6523 0.061 Uiso 1 1 calc R . .
C33 C 0.74381(15) 0.1071(5) 0.6307(2) 0.0538(10) Uani 1 1 d . . .
H37 H 0.7754 0.1007 0.6922 0.065 Uiso 1 1 calc R . .
C34 C 0.74863(14) 0.0441(6) 0.5666(2) 0.0572(11) Uani 1 1 d . . .
H38 H 0.7830 -0.0100 0.5840 0.069 Uiso 1 1 calc R . .
H39 H 0.4647(12) -0.346(4) 0.039(2) 0.023(8) Uiso 1 1 d . . .
H40 H 0.4089(15) -0.270(5) -0.039(2) 0.065(12) Uiso 1 1 d . . .
H42 H 0.4396(15) -0.462(5) -0.038(2) 0.062(11) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.272(3) . ?
O1 H43 0.8400 . ?
O2 C7 1.363(3) . ?
O2 H2 0.79(4) . ?
O3 C6 1.327(3) . ?
O3 C13 1.448(3) . ?
O4 C3 1.335(3) . ?
O4 C11 1.434(3) . ?
O5 C1 1.275(3) . ?
O6 C6 1.205(3) . ?
O7 C8 1.235(3) . ?
O8 C3 1.209(3) . ?
O9 C1 1.231(3) . ?
N1 C22 1.495(4) . ?
N1 H39 0.82(3) . ?
N1 H40 1.04(4) . ?
N1 H42 1.00(4) . ?
C1 C11 1.513(4) . ?
C2 C12 1.381(4) . ?
C2 C7 1.400(4) . ?
C2 C22 1.520(4) . ?
C3 C10 1.486(4) . ?
C4 C12 1.385(4) . ?
C4 C5 1.398(4) . ?
C4 C17 1.527(4) . ?
C5 C9 1.387(4) . ?
C5 H3 0.9500 . ?
C6 C14 1.488(4) . ?
C7 C9 1.408(4) . ?
C8 C13 1.522(4) . ?
C9 C20 1.541(4) . ?
C10 C18 1.383(4) . ?
C10 C21 1.387(4) . ?
C11 C13 1.520(4) . ?
C11 H4 1.0000 . ?
C12 H5 0.9500 . ?
C13 H6 1.0000 . ?
C14 C24 1.378(4) . ?
C14 C30 1.390(4) . ?
C15 C20 1.548(4) . ?
C15 H7 0.9800 . ?
C15 H8 0.9800 . ?
C15 H9 0.9800 . ?
C16 C20 1.526(5) . ?
C16 H10 0.9800 . ?
C16 H11 0.9800 . ?
C16 H12 0.9800 . ?
C17 C31 1.534(4) . ?
C17 C29 1.530(5) . ?
C17 C23 1.542(4) . ?
C18 C26 1.387(4) . ?
C18 H13 0.9500 . ?
C19 C22 1.509(4) . ?
C19 H14 0.9800 . ?
C19 H15 0.9800 . ?
C19 H16 0.9800 . ?
C20 C27 1.548(4) . ?
C21 C28 1.390(4) . ?
C21 H17 0.9500 . ?
C22 H18 1.0000 . ?
C23 H19 0.9800 . ?
C23 H20 0.9800 . ?
C23 H21 0.9800 . ?
C24 C32 1.392(4) . ?
C24 H22 0.9500 . ?
C25 C26 1.374(4) . ?
C25 C28 1.381(4) . ?
C25 H23 0.9500 . ?
C26 H24 0.9500 . ?
C27 H25 0.9800 . ?
C27 H26 0.9800 . ?
C27 H27 0.9800 . ?
C28 H28 0.9500 . ?
C29 H29 0.9800 . ?
C29 H30 0.9800 . ?
C29 H31 0.9800 . ?
C30 C34 1.396(4) . ?
C30 H32 0.9500 . ?
C31 H33 0.9800 . ?
C31 H34 0.9800 . ?
C31 H35 0.9800 . ?
C32 C33 1.371(5) . ?
C32 H36 0.9500 . ?
C33 C34 1.365(5) . ?
C33 H37 0.9500 . ?
C34 H38 0.9500 . ?

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
C8 O1 H43 109.5 . . ?
C7 O2 H2 117(3) . . ?
C6 O3 C13 118.4(2) . . ?
C3 O4 C11 119.2(2) . . ?
C22 N1 H39 113(2) . . ?
C22 N1 H40 109(2) . . ?
H39 N1 H40 108(3) . . ?
C22 N1 H42 108(2) . . ?
H39 N1 H42 105(3) . . ?
H40 N1 H42 115(3) . . ?
O9 C1 O5 126.4(3) . . ?
O9 C1 C11 116.3(2) . . ?
O5 C1 C11 117.3(2) . . ?
C12 C2 C7 120.2(3) . . ?
C12 C2 C22 121.5(2) . . ?
C7 C2 C22 118.2(2) . . ?
O8 C3 O4 124.0(3) . . ?
O8 C3 C10 125.5(3) . . ?
O4 C3 C10 110.5(2) . . ?
C12 C4 C5 116.7(3) . . ?
C12 C4 C17 123.8(3) . . ?
C5 C4 C17 119.5(3) . . ?
C9 C5 C4 124.5(3) . . ?
C9 C5 H3 117.7 . . ?
C4 C5 H3 117.7 . . ?
O6 C6 O3 124.0(2) . . ?
O6 C6 C14 123.9(3) . . ?
O3 C6 C14 112.0(2) . . ?
O2 C7 C2 114.9(2) . . ?
O2 C7 C9 124.7(2) . . ?
C2 C7 C9 120.4(2) . . ?
O7 C8 O1 126.9(3) . . ?
O7 C8 C13 116.7(2) . . ?
O1 C8 C13 116.3(2) . . ?
C5 C9 C7 116.5(2) . . ?
C5 C9 C20 120.5(2) . . ?
C7 C9 C20 122.9(2) . . ?
C18 C10 C21 119.5(3) . . ?
C18 C10 C3 119.4(2) . . ?
C21 C10 C3 121.0(2) . . ?
O4 C11 C1 114.3(2) . . ?
O4 C11 C13 103.1(2) . . ?
C1 C11 C13 111.6(2) . . ?
O4 C11 H4 109.2 . . ?
C1 C11 H4 109.2 . . ?
C13 C11 H4 109.2 . . ?
C4 C12 C2 121.6(3) . . ?
C4 C12 H5 119.2 . . ?
C2 C12 H5 119.2 . . ?
O3 C13 C11 104.3(2) . . ?
O3 C13 C8 111.8(2) . . ?
C11 C13 C8 109.9(2) . . ?
O3 C13 H6 110.3 . . ?
C11 C13 H6 110.3 . . ?
C8 C13 H6 110.3 . . ?
C24 C14 C30 120.1(3) . . ?
C24 C14 C6 118.4(3) . . ?
C30 C14 C6 121.5(3) . . ?
C20 C15 H7 109.5 . . ?
C20 C15 H8 109.5 . . ?
H7 C15 H8 109.5 . . ?
C20 C15 H9 109.5 . . ?
H7 C15 H9 109.5 . . ?
H8 C15 H9 109.5 . . ?
C20 C16 H10 109.5 . . ?
C20 C16 H11 109.5 . . ?
H10 C16 H11 109.5 . . ?
C20 C16 H12 109.5 . . ?
H10 C16 H12 109.5 . . ?
H11 C16 H12 109.5 . . ?
C4 C17 C31 110.4(3) . . ?
C4 C17 C29 109.4(2) . . ?
C31 C17 C29 109.7(3) . . ?
C4 C17 C23 111.7(3) . . ?
C31 C17 C23 108.4(3) . . ?
C29 C17 C23 107.2(3) . . ?
C10 C18 C26 120.4(3) . . ?
C10 C18 H13 119.8 . . ?
C26 C18 H13 119.8 . . ?
C22 C19 H14 109.5 . . ?
C22 C19 H15 109.5 . . ?
H14 C19 H15 109.5 . . ?
C22 C19 H16 109.5 . . ?
H14 C19 H16 109.5 . . ?
H15 C19 H16 109.5 . . ?
C16 C20 C9 110.1(2) . . ?
C16 C20 C27 111.7(3) . . ?
C9 C20 C27 110.5(2) . . ?
C16 C20 C15 107.6(2) . . ?
C9 C20 C15 111.2(2) . . ?
C27 C20 C15 105.6(3) . . ?
C10 C21 C28 120.2(3) . . ?
C10 C21 H17 119.9 . . ?
C28 C21 H17 119.9 . . ?
N1 C22 C19 109.0(2) . . ?
N1 C22 C2 107.9(2) . . ?
C19 C22 C2 116.3(2) . . ?
N1 C22 H18 107.8 . . ?
C19 C22 H18 107.8 . . ?
C2 C22 H18 107.8 . . ?
C17 C23 H19 109.5 . . ?
C17 C23 H20 109.5 . . ?
H19 C23 H20 109.5 . . ?
C17 C23 H21 109.5 . . ?
H19 C23 H21 109.5 . . ?
H20 C23 H21 109.5 . . ?
C14 C24 C32 120.1(3) . . ?
C14 C24 H22 119.9 . . ?
C32 C24 H22 119.9 . . ?
C26 C25 C28 120.9(3) . . ?
C26 C25 H23 119.5 . . ?
C28 C25 H23 119.5 . . ?
C25 C26 C18 119.6(3) . . ?
C25 C26 H24 120.2 . . ?
C18 C26 H24 120.2 . . ?
C20 C27 H25 109.5 . . ?
C20 C27 H26 109.5 . . ?
H25 C27 H26 109.5 . . ?
C20 C27 H27 109.5 . . ?
H25 C27 H27 109.5 . . ?
H26 C27 H27 109.5 . . ?
C25 C28 C21 119.4(3) . . ?
C25 C28 H28 120.3 . . ?
C21 C28 H28 120.3 . . ?
C17 C29 H29 109.5 . . ?
C17 C29 H30 109.5 . . ?
H29 C29 H30 109.5 . . ?
C17 C29 H31 109.5 . . ?
H29 C29 H31 109.5 . . ?
H30 C29 H31 109.5 . . ?
C14 C30 C34 118.9(3) . . ?
C14 C30 H32 120.6 . . ?
C34 C30 H32 120.6 . . ?
C17 C31 H33 109.5 . . ?
C17 C31 H34 109.5 . . ?
H33 C31 H34 109.5 . . ?
C17 C31 H35 109.5 . . ?
H33 C31 H35 109.5 . . ?
H34 C31 H35 109.5 . . ?
C33 C32 C24 119.6(3) . . ?
C33 C32 H36 120.2 . . ?
C24 C32 H36 120.2 . . ?
C34 C33 C32 120.6(3) . . ?
C34 C33 H37 119.7 . . ?
C32 C33 H37 119.7 . . ?
C33 C34 C30 120.6(4) . . ?
C33 C34 H38 119.7 . . ?
C30 C34 H38 119.7 . . ?

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
C11 O4 C3 O8 4.9(4) . . . . ?
C11 O4 C3 C10 -176.5(2) . . . . ?
C12 C4 C5 C9 -0.8(4) . . . . ?
C17 C4 C5 C9 -177.8(3) . . . . ?
C13 O3 C6 O6 7.3(4) . . . . ?
C13 O3 C6 C14 -172.1(2) . . . . ?
C12 C2 C7 O2 179.2(2) . . . . ?
C22 C2 C7 O2 -5.6(3) . . . . ?
C12 C2 C7 C9 -3.1(4) . . . . ?
C22 C2 C7 C9 172.1(2) . . . . ?
C4 C5 C9 C7 -0.8(4) . . . . ?
C4 C5 C9 C20 177.6(3) . . . . ?
O2 C7 C9 C5 -179.8(2) . . . . ?
C2 C7 C9 C5 2.7(4) . . . . ?
O2 C7 C9 C20 1.8(4) . . . . ?
C2 C7 C9 C20 -175.7(2) . . . . ?
O8 C3 C10 C18 -0.3(4) . . . . ?
O4 C3 C10 C18 -178.9(2) . . . . ?
O8 C3 C10 C21 -179.5(3) . . . . ?
O4 C3 C10 C21 1.9(4) . . . . ?
C3 O4 C11 C1 65.1(3) . . . . ?
C3 O4 C11 C13 -173.6(2) . . . . ?
O9 C1 C11 O4 -172.3(2) . . . . ?
O5 C1 C11 O4 8.4(3) . . . . ?
O9 C1 C11 C13 71.2(3) . . . . ?
O5 C1 C11 C13 -108.2(3) . . . . ?
C5 C4 C12 C2 0.5(4) . . . . ?
C17 C4 C12 C2 177.3(2) . . . . ?
C7 C2 C12 C4 1.4(4) . . . . ?
C22 C2 C12 C4 -173.6(3) . . . . ?
C6 O3 C13 C11 -158.4(2) . . . . ?
C6 O3 C13 C8 82.9(3) . . . . ?
O4 C11 C13 O3 -55.6(2) . . . . ?
C1 C11 C13 O3 67.6(3) . . . . ?
O4 C11 C13 C8 64.4(3) . . . . ?
C1 C11 C13 C8 -172.5(2) . . . . ?
O7 C8 C13 O3 170.3(2) . . . . ?
O1 C8 C13 O3 -8.9(3) . . . . ?
O7 C8 C13 C11 55.0(3) . . . . ?
O1 C8 C13 C11 -124.2(2) . . . . ?
O6 C6 C14 C24 -7.1(4) . . . . ?
O3 C6 C14 C24 172.3(3) . . . . ?
O6 C6 C14 C30 173.9(3) . . . . ?
O3 C6 C14 C30 -6.6(4) . . . . ?
C12 C4 C17 C31 125.7(3) . . . . ?
C5 C4 C17 C31 -57.6(4) . . . . ?
C12 C4 C17 C29 -113.5(3) . . . . ?
C5 C4 C17 C29 63.3(3) . . . . ?
C12 C4 C17 C23 5.0(4) . . . . ?
C5 C4 C17 C23 -178.2(3) . . . . ?
C21 C10 C18 C26 -1.1(5) . . . . ?
C3 C10 C18 C26 179.7(3) . . . . ?
C5 C9 C20 C16 111.2(3) . . . . ?
C7 C9 C20 C16 -70.5(3) . . . . ?
C5 C9 C20 C27 -124.9(3) . . . . ?
C7 C9 C20 C27 53.4(4) . . . . ?
C5 C9 C20 C15 -8.0(4) . . . . ?
C7 C9 C20 C15 170.3(3) . . . . ?
C18 C10 C21 C28 0.4(5) . . . . ?
C3 C10 C21 C28 179.6(3) . . . . ?
C12 C2 C22 N1 82.4(3) . . . . ?
C7 C2 C22 N1 -92.7(3) . . . . ?
C12 C2 C22 C19 -40.4(4) . . . . ?
C7 C2 C22 C19 144.5(3) . . . . ?
C30 C14 C24 C32 1.7(5) . . . . ?
C6 C14 C24 C32 -177.2(3) . . . . ?
C28 C25 C26 C18 -0.5(5) . . . . ?
C10 C18 C26 C25 1.1(5) . . . . ?
C26 C25 C28 C21 -0.1(5) . . . . ?
C10 C21 C28 C25 0.2(5) . . . . ?
C24 C14 C30 C34 -1.3(5) . . . . ?
C6 C14 C30 C34 177.6(3) . . . . ?
C14 C24 C32 C33 0.0(5) . . . . ?
C24 C32 C33 C34 -2.1(6) . . . . ?
C32 C33 C34 C30 2.5(6) . . . . ?
C14 C30 C34 C33 -0.8(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.041
_database_code_depnum_ccdc_archive 'CCDC 970256'
