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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  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_nPrOH

_audit_creation_date             2014-02-18T11:32:43-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C54 H58 N2 O10, 4(C3 H8 O)'
_chemical_formula_sum            'C66 H90 N2 O14'
_chemical_formula_weight         1135.39

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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                   35.683(11)
_cell_length_b                   9.557(3)
_cell_length_c                   17.733(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.261(4)
_cell_angle_gamma                90
_cell_volume                     5969(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3911
_cell_measurement_theta_min      2.208
_cell_measurement_theta_max      22.386

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.005
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             2448
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_number            10028
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.208
_diffrn_reflns_theta_max         22.386
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.73
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             3836
_reflns_number_gt                3090
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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.
The intensities of the diffraction data were weak, precluding the collection
of a satisfactory number of the reflectons. However, the parameters were well
converged, and the crystal structure is correct.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0406P)²+7.5542P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3836
_refine_ls_number_parameters     375
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0937
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.05022(6) 0.3053(2) 0.09852(12) 0.0202(5) Uani 1 d . .
C2 C 0.06205(6) 0.2574(2) 0.17262(12) 0.0198(5) Uani 1 d . .
C3 C 0.09562(6) 0.3059(2) 0.21618(12) 0.0196(5) Uani 1 d . .
C4 C 0.11913(6) 0.3944(2) 0.18267(12) 0.0203(5) Uani 1 d . .
H4 H 0.1425 0.4252 0.2113 0.024 Uiso 1 calc . .
C5 C 0.10859(6) 0.4378(2) 0.10756(12) 0.0208(5) Uani 1 d . .
C6 C 0.07383(6) 0.3952(2) 0.06672(12) 0.0210(5) Uani 1 d . .
H6 H 0.0662 0.4284 0.0161 0.025 Uiso 1 calc . .
C7 C 0.01045(6) 0.2711(2) 0.05860(12) 0.0221(5) Uani 1 d . .
H7A H 0.0058 0.1693 0.062 0.027 Uiso 1 calc . .
H7B H 0.0078 0.2968 0.0039 0.027 Uiso 1 calc . .
C8 C 0.01840(6) 0.3513(2) 0.40410(11) 0.0196(5) Uani 1 d . .
C9 C 0.01348(6) 0.4922(2) 0.38869(12) 0.0232(6) Uani 1 d . .
H9 H -0.0075 0.5394 0.4041 0.028 Uiso 1 calc . .
C10 C 0.03818(6) 0.5663(2) 0.35151(12) 0.0261(6) Uani 1 d . .
H10 H 0.0349 0.6641 0.3434 0.031 Uiso 1 calc . .
C11 C 0.06778(6) 0.4970(2) 0.32619(12) 0.0239(6) Uani 1 d . .
H11 H 0.0845 0.5476 0.2997 0.029 Uiso 1 calc . .
C12 C 0.07340(6) 0.3553(2) 0.33872(11) 0.0194(5) Uani 1 d . .
C13 C 0.04921(6) 0.2839(2) 0.37984(11) 0.0188(5) Uani 1 d . .
C14 C 0.10321(6) 0.2789(2) 0.30143(12) 0.0210(5) Uani 1 d . .
H14A H 0.1289 0.3128 0.3233 0.025 Uiso 1 calc . .
H14B H 0.102 0.1772 0.3114 0.025 Uiso 1 calc . .
C15 C 0.15967(6) 0.6121(2) 0.09537(13) 0.0220(5) Uani 1 d . .
C16 C 0.17876(6) 0.6881(2) 0.03818(12) 0.0214(5) Uani 1 d . .
C17 C 0.18088(6) 0.6380(2) -0.03508(12) 0.0208(5) Uani 1 d . .
C18 C 0.20065(6) 0.7145(2) -0.08347(12) 0.0220(5) Uani 1 d . .
C19 C 0.21675(6) 0.8411(2) -0.05999(12) 0.0245(6) Uani 1 d . .
H19 H 0.2296 0.8938 -0.0934 0.029 Uiso 1 calc . .
C20 C 0.21426(6) 0.8921(3) 0.01208(13) 0.0266(6) Uani 1 d . .
H20 H 0.2253 0.9797 0.028 0.032 Uiso 1 calc . .
C21 C 0.19572(6) 0.8159(2) 0.06073(13) 0.0245(6) Uani 1 d . .
H21 H 0.1945 0.851 0.1104 0.029 Uiso 1 calc . .
C22 C 0.08356(6) 0.1150(2) 0.45839(12) 0.0243(5) Uani 1 d . .
H22A H 0.0776 0.1639 0.5042 0.029 Uiso 1 calc . .
H22B H 0.1083 0.1502 0.4477 0.029 Uiso 1 calc . .
C23 C 0.08590(6) -0.0400(2) 0.47267(13) 0.0271(6) Uani 1 d . .
H23A H 0.0891 -0.089 0.4249 0.032 Uiso 1 calc . .
H23B H 0.0619 -0.0729 0.4881 0.032 Uiso 1 calc . .
C24 C 0.11899(7) -0.0753(3) 0.53493(15) 0.0412(7) Uani 1 d . .
H24A H 0.1428 -0.0456 0.5189 0.062 Uiso 1 calc . .
H24B H 0.1197 -0.1765 0.5439 0.062 Uiso 1 calc . .
H24C H 0.1159 -0.0265 0.5821 0.062 Uiso 1 calc . .
C25 C 0.04983(7) 0.0290(2) 0.21632(13) 0.0289(6) Uani 1 d . .
H25A H 0.0391 -0.0105 0.2598 0.035 Uiso 1 calc . .
H25B H 0.0778 0.0262 0.2298 0.035 Uiso 1 calc . .
C26 C 0.03790(7) -0.0614(3) 0.14692(13) 0.0306(6) Uani 1 d . .
H26A H 0.047 -0.0186 0.1023 0.037 Uiso 1 calc . .
H26B H 0.0098 -0.0657 0.1358 0.037 Uiso 1 calc . .
C27 C 0.05363(8) -0.2084(3) 0.15849(15) 0.0403(7) Uani 1 d . .
H27A H 0.0814 -0.2044 0.1706 0.06 Uiso 1 calc . .
H27B H 0.0462 -0.2628 0.1117 0.06 Uiso 1 calc . .
H27C H 0.0435 -0.253 0.2007 0.06 Uiso 1 calc . .
N1 N 0.13154(5) 0.5240(2) 0.06790(10) 0.0234(5) Uani 1 d . .
H1 H 0.1265 0.5185 0.0178 0.028 Uiso 1 calc . .
O1 O 0.16980(4) 0.63431(17) 0.16473(8) 0.0292(4) Uani 1 d . .
O2 O 0.16432(4) 0.51360(17) -0.05856(8) 0.0269(4) Uani 1 d . .
H2 H 0.1682 0.4959 -0.103 0.04 Uiso 1 calc . .
O3 O 0.20283(4) 0.65373(17) -0.15222(8) 0.0280(4) Uani 1 d . .
H3 H 0.2188 0.6967 -0.1735 0.042 Uiso 1 calc . .
O4 O 0.03790(4) 0.17193(16) 0.20537(8) 0.0242(4) Uani 1 d . .
O5 O 0.05443(4) 0.14198(15) 0.39428(8) 0.0207(4) Uani 1 d . .
C28 C 0.33217(8) 0.4519(3) 0.22942(15) 0.0450(7) Uani 1 d . .
H28A H 0.3161 0.3856 0.2517 0.067 Uiso 1 calc . .
H28B H 0.3191 0.5421 0.2211 0.067 Uiso 1 calc . .
H28C H 0.3561 0.4645 0.2644 0.067 Uiso 1 calc . .
C29 C 0.34021(8) 0.3954(3) 0.15369(15) 0.0432(7) Uani 1 d . .
H29A H 0.3158 0.3821 0.1192 0.052 Uiso 1 calc . .
H29B H 0.3549 0.4664 0.1301 0.052 Uiso 1 calc . .
C30 C 0.36154(8) 0.2607(3) 0.15914(15) 0.0399(7) Uani 1 d . .
H30A H 0.3687 0.2394 0.1087 0.048 Uiso 1 calc . .
H30B H 0.3852 0.2719 0.1962 0.048 Uiso 1 calc . .
O6 O 0.34086(5) 0.14627(17) 0.18197(9) 0.0320(4) Uani 1 d . .
H6A H 0.3404 0.1514 0.2291 0.048 Uiso 1 calc . .
C31A C 0.22146(15) 0.2957(6) 0.0714(3) 0.0391(6) Uani 0.550(3) d A 1
H31A H 0.2444 0.2623 0.0533 0.059 Uiso 0.550(3) calc A 1
H31B H 0.214 0.3866 0.0481 0.059 Uiso 0.550(3) calc A 1
H31C H 0.2009 0.2282 0.0571 0.059 Uiso 0.550(3) calc A 1
C32A C 0.22951(15) 0.3114(6) 0.1602(3) 0.0391(6) Uani 0.550(3) d A 1
H32A H 0.2488 0.385 0.1746 0.047 Uiso 0.550(3) calc A 1
H32B H 0.206 0.3398 0.1789 0.047 Uiso 0.550(3) calc A 1
C33A C 0.2434(2) 0.1758(8) 0.1961(4) 0.0391(6) Uani 0.550(3) d A 1
H33A H 0.2238 0.1027 0.1829 0.047 Uiso 0.550(3) calc A 1
H33B H 0.2666 0.146 0.1763 0.047 Uiso 0.550(3) calc A 1
O7A O 0.2517(3) 0.1923(9) 0.2773(7) 0.0391(6) Uani 0.550(3) d A 1
H7A1 H 0.2753 0.1985 0.291 0.059 Uiso 0.550(3) calc A 1
C32B C 0.21273(17) 0.2053(7) 0.1536(3) 0.0391(6) Uani 0.450(3) d A 2
H32C H 0.2022 0.1378 0.1134 0.047 Uiso 0.450(3) calc A 2
H32D H 0.1925 0.2279 0.1839 0.047 Uiso 0.450(3) calc A 2
C31B C 0.22415(17) 0.3339(7) 0.1175(4) 0.0391(6) Uani 0.450(3) d A 2
H31D H 0.2301 0.407 0.1564 0.059 Uiso 0.450(3) calc A 2
H31E H 0.2033 0.3653 0.0783 0.059 Uiso 0.450(3) calc A 2
H31F H 0.2466 0.3148 0.094 0.059 Uiso 0.450(3) calc A 2
C33B C 0.2458(3) 0.1394(10) 0.2048(5) 0.0391(6) Uani 0.450(3) d A 2
H33C H 0.2397 0.0409 0.2152 0.047 Uiso 0.450(3) calc A 2
H33D H 0.2684 0.1402 0.1792 0.047 Uiso 0.450(3) calc A 2
O7B O 0.2535(4) 0.2147(11) 0.2745(9) 0.0391(6) Uani 0.450(3) d A 2
H7B1 H 0.2717 0.1771 0.3032 0.059 Uiso 0.450(3) calc A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.385(3) . ?
C1 C2 1.391(3) . ?
C1 C7 1.516(3) . ?
C2 O4 1.381(3) . ?
C2 C3 1.396(3) . ?
C3 C4 1.390(3) . ?
C3 C14 1.515(3) . ?
C4 C5 1.388(3) . ?
C4 H4 0.95 . ?
C5 C6 1.393(3) . ?
C5 N1 1.425(3) . ?
C6 H6 0.95 . ?
C7 C8 1.518(3) 2 ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 C9 1.379(3) . ?
C8 C13 1.400(3) . ?
C8 C7 1.518(3) 2 ?
C9 C10 1.378(3) . ?
C9 H9 0.95 . ?
C10 C11 1.381(3) . ?
C10 H10 0.95 . ?
C11 C12 1.382(3) . ?
C11 H11 0.95 . ?
C12 C13 1.395(3) . ?
C12 C14 1.526(3) . ?
C13 O5 1.387(3) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 O1 1.243(3) . ?
C15 N1 1.340(3) . ?
C15 C16 1.498(3) . ?
C16 C21 1.392(3) . ?
C16 C17 1.398(3) . ?
C17 O2 1.363(3) . ?
C17 C18 1.401(3) . ?
C18 O3 1.364(3) . ?
C18 C19 1.375(3) . ?
C19 C20 1.384(3) . ?
C19 H19 0.95 . ?
C20 C21 1.377(3) . ?
C20 H20 0.95 . ?
C21 H21 0.95 . ?
C22 O5 1.435(3) . ?
C22 C23 1.503(3) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.519(3) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 O4 1.435(3) . ?
C25 C26 1.508(3) . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
C26 C27 1.514(4) . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
N1 H1 0.88 . ?
O2 H2 0.84 . ?
O3 H3 0.84 . ?
C28 C29 1.517(4) . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
C29 C30 1.491(4) . ?
C29 H29A 0.99 . ?
C29 H29B 0.99 . ?
C30 O6 1.415(3) . ?
C30 H30A 0.99 . ?
C30 H30B 0.99 . ?
O6 H6A 0.84 . ?
C31A C32A 1.562(7) . ?
C31A H31A 0.98 . ?
C31A H31B 0.98 . ?
C31A H31C 0.98 . ?
C32A C33A 1.493(8) . ?
C32A H32A 0.99 . ?
C32A H32B 0.99 . ?
C33A O7A 1.432(18) . ?
C33A H33A 0.99 . ?
C33A H33B 0.99 . ?
O7A H7A1 0.84 . ?
C32B C31B 1.472(9) . ?
C32B C33B 1.506(10) . ?
C32B H32C 0.99 . ?
C32B H32D 0.99 . ?
C31B H31D 0.98 . ?
C31B H31E 0.98 . ?
C31B H31F 0.98 . ?
C33B O7B 1.42(2) . ?
C33B H33C 0.99 . ?
C33B H33D 0.99 . ?
O7B H7B1 0.84 . ?

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 118.45(19) . . ?
C6 C1 C7 121.91(19) . . ?
C2 C1 C7 119.28(19) . . ?
O4 C2 C1 118.46(18) . . ?
O4 C2 C3 120.11(18) . . ?
C1 C2 C3 121.1(2) . . ?
C4 C3 C2 119.26(19) . . ?
C4 C3 C14 120.48(19) . . ?
C2 C3 C14 119.69(19) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 N1 123.92(19) . . ?
C6 C5 N1 116.55(19) . . ?
C1 C6 C5 121.3(2) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C1 C7 C8 109.70(17) . 2 ?
C1 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 2 . ?
C1 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 2 . ?
H7A C7 H7B 108.2 . . ?
C9 C8 C13 118.0(2) . . ?
C9 C8 C7 120.38(19) . 2 ?
C13 C8 C7 121.5(2) . 2 ?
C10 C9 C8 121.7(2) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.4(2) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C12 121.1(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C13 118.5(2) . . ?
C11 C12 C14 119.52(19) . . ?
C13 C12 C14 121.7(2) . . ?
O5 C13 C12 119.93(19) . . ?
O5 C13 C8 118.83(18) . . ?
C12 C13 C8 121.2(2) . . ?
C3 C14 C12 109.00(17) . . ?
C3 C14 H14A 109.9 . . ?
C12 C14 H14A 109.9 . . ?
C3 C14 H14B 109.9 . . ?
C12 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
O1 C15 N1 123.3(2) . . ?
O1 C15 C16 119.7(2) . . ?
N1 C15 C16 117.02(19) . . ?
C21 C16 C17 118.8(2) . . ?
C21 C16 C15 117.06(19) . . ?
C17 C16 C15 124.2(2) . . ?
O2 C17 C16 119.81(19) . . ?
O2 C17 C18 120.29(19) . . ?
C16 C17 C18 119.9(2) . . ?
O3 C18 C19 124.36(19) . . ?
O3 C18 C17 115.6(2) . . ?
C19 C18 C17 120.0(2) . . ?
C18 C19 C20 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 H20 120 . . ?
C19 C20 H20 120 . . ?
C20 C21 C16 120.9(2) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
O5 C22 C23 108.89(18) . . ?
O5 C22 H22A 109.9 . . ?
C23 C22 H22A 109.9 . . ?
O5 C22 H22B 109.9 . . ?
C23 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
C22 C23 C24 110.9(2) . . ?
C22 C23 H23A 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 108 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O4 C25 C26 113.35(18) . . ?
O4 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
O4 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 C27 111.8(2) . . ?
C25 C26 H26A 109.3 . . ?
C27 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
C27 C26 H26B 109.3 . . ?
H26A C26 H26B 107.9 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C15 N1 C5 129.81(18) . . ?
C15 N1 H1 115.1 . . ?
C5 N1 H1 115.1 . . ?
C17 O2 H2 109.5 . . ?
C18 O3 H3 109.5 . . ?
C2 O4 C25 115.35(17) . . ?
C13 O5 C22 112.35(16) . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C29 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C28 114.6(2) . . ?
C30 C29 H29A 108.6 . . ?
C28 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C28 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
O6 C30 C29 113.7(2) . . ?
O6 C30 H30A 108.8 . . ?
C29 C30 H30A 108.8 . . ?
O6 C30 H30B 108.8 . . ?
C29 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C30 O6 H6A 109.5 . . ?
C32A C31A H31A 109.5 . . ?
C32A C31A H31B 109.5 . . ?
H31A C31A H31B 109.5 . . ?
C32A C31A H31C 109.5 . . ?
H31A C31A H31C 109.5 . . ?
H31B C31A H31C 109.5 . . ?
C33A C32A C31A 109.9(5) . . ?
C33A C32A H32A 109.7 . . ?
C31A C32A H32A 109.7 . . ?
C33A C32A H32B 109.7 . . ?
C31A C32A H32B 109.7 . . ?
H32A C32A H32B 108.2 . . ?
O7A C33A C32A 109.5(7) . . ?
O7A C33A H33A 109.8 . . ?
C32A C33A H33A 109.8 . . ?
O7A C33A H33B 109.8 . . ?
C32A C33A H33B 109.8 . . ?
H33A C33A H33B 108.2 . . ?
C33A O7A H7A1 109.5 . . ?
C31B C32B C33B 111.5(6) . . ?
C31B C32B H32C 109.3 . . ?
C33B C32B H32C 109.3 . . ?
C31B C32B H32D 109.3 . . ?
C33B C32B H32D 109.3 . . ?
H32C C32B H32D 108 . . ?
C32B C31B H31D 109.5 . . ?
C32B C31B H31E 109.5 . . ?
H31D C31B H31E 109.5 . . ?
C32B C31B H31F 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 109.5 . . ?
O7B C33B C32B 109.7(9) . . ?
O7B C33B H33C 109.7 . . ?
C32B C33B H33C 109.7 . . ?
O7B C33B H33D 109.7 . . ?
C32B C33B H33D 109.7 . . ?
H33C C33B H33D 108.2 . . ?
C33B O7B H7B1 109.5 . . ?

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 987474'
#######################################################################
#
#                 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_AcOH

_audit_creation_date             2014-02-18T13:00:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C54 H58 N2 O10, 4(C2 H4 O2)'
_chemical_formula_sum            'C62 H74 N2 O18'
_chemical_formula_weight         1135.23

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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                   35.711(3)
_cell_length_b                   9.0453(7)
_cell_length_c                   19.2477(15)
_cell_angle_alpha                90
_cell_angle_beta                 109.0630(10)
_cell_angle_gamma                90
_cell_volume                     5876.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7359
_cell_measurement_theta_min      2.169
_cell_measurement_theta_max      29.046

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             2416
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.018
_diffrn_reflns_number            17080
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.169
_diffrn_reflns_theta_max         29.046
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.926
_reflns_number_total             7270
_reflns_number_gt                5748
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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     
;
 w=1/[σ²(Fo²)+(0.0790P)²+8.3781P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7270
_refine_ls_number_parameters     377
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1627
_refine_ls_wR_factor_gt          0.149
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.06

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C15 C 0.83252(5) 0.59409(19) -0.05493(9) 0.0224(3) Uani 1 d . .
C10 C 0.88963(5) 0.43166(19) 0.00683(9) 0.0219(3) Uani 1 d . .
C11 C 0.92654(5) 0.3919(2) 0.00166(9) 0.0244(3) Uani 1 d . .
H11 H 0.9337 0.4241 -0.0393 0.029 Uiso 1 calc . .
C12 C 0.95270(5) 0.3063(2) 0.05549(9) 0.0244(3) Uani 1 d . .
C13 C 0.94085(5) 0.2549(2) 0.11401(9) 0.0241(3) Uani 1 d . .
C8 C 0.90553(5) 0.30351(19) 0.12285(9) 0.0223(3) Uani 1 d . .
C9 C 0.87987(5) 0.39166(19) 0.06875(9) 0.0223(3) Uani 1 d . .
H9 H 0.8557 0.4246 0.074 0.027 Uiso 1 calc . .
C14 C 0.99515(5) 0.2835(2) 0.05699(9) 0.0291(4) Uani 1 d . .
H14A H 1.0015 0.1766 0.0601 0.035 Uiso 1 calc . .
H14B H 0.9984 0.3228 0.0113 0.035 Uiso 1 calc . .
C7 C 0.89700(5) 0.2711(2) 0.19357(9) 0.0239(3) Uani 1 d . .
H7A H 0.9 0.1638 0.2043 0.029 Uiso 1 calc . .
H7B H 0.8694 0.2991 0.1878 0.029 Uiso 1 calc . .
C28 C 0.82663(11) 0.8455(4) 0.22492(16) 0.0726(9) Uani 1 d . .
H28A H 0.7993 0.8813 0.2108 0.109 Uiso 1 calc . .
H28B H 0.8446 0.9294 0.2292 0.109 Uiso 1 calc . .
H28C H 0.8333 0.7943 0.2723 0.109 Uiso 1 calc . .
C29 C 0.83073(6) 0.7407(3) 0.16767(11) 0.0373(4) Uani 1 d . .
C30 C 0.80407(7) -0.1150(3) 0.51690(15) 0.0483(6) Uani 1 d . .
H30A H 0.8209 -0.1706 0.5594 0.072 Uiso 1 calc . .
H30B H 0.8182 -0.0263 0.5098 0.072 Uiso 1 calc . .
H30C H 0.7977 -0.1771 0.4728 0.072 Uiso 1 calc . .
C31 C 0.76669(6) -0.0710(2) 0.53013(11) 0.0342(4) Uani 1 d . .
N1 N 0.86392(4) 0.51229(16) -0.05344(7) 0.0234(3) Uani 1 d . .
H1 H 0.8694 0.5077 -0.0948 0.028 Uiso 1 calc . .
O3 O 0.79678(4) 0.68500(16) -0.31937(7) 0.0349(3) Uani 1 d . .
H3 H 0.7841 0.7435 -0.3526 0.052 Uiso 1 calc . .
O1 O 0.82235(4) 0.61002(15) 0.00088(7) 0.0283(3) Uani 1 d . .
O5 O 0.96575(4) 0.16481(15) 0.16708(7) 0.0288(3) Uani 1 d . .
O6 O 0.83525(4) 0.60940(17) 0.17495(7) 0.0382(3) Uani 1 d . .
O7 O 0.82767(6) 0.80942(18) 0.10530(9) 0.0509(4) Uani 1 d . .
H7 H 0.8298 0.7477 0.0743 0.076 Uiso 1 calc . .
O8 O 0.74595(4) 0.02725(19) 0.48314(8) 0.0438(4) Uani 1 d . .
H8 H 0.7257 0.05 0.4939 0.066 Uiso 1 calc . .
O9 O 0.75549(5) -0.12139(18) 0.57818(8) 0.0440(4) Uani 1 d . .
C6 C 0.98176(5) 0.5134(2) 0.36686(10) 0.0302(4) Uani 1 d . .
H6 H 1.0015 0.5667 0.4034 0.036 Uiso 1 calc . .
C1 C 0.97694(5) 0.3633(2) 0.37685(9) 0.0251(4) Uani 1 d . .
C2 C 0.94763(5) 0.28747(19) 0.32191(9) 0.0220(3) Uani 1 d . .
C3 C 0.92528(5) 0.35702(19) 0.25701(9) 0.0224(3) Uani 1 d . .
C4 C 0.93065(5) 0.5080(2) 0.24999(10) 0.0293(4) Uani 1 d . .
H4 H 0.915 0.5578 0.2068 0.035 Uiso 1 calc . .
C5 C 0.95841(6) 0.5870(2) 0.30488(11) 0.0334(4) Uani 1 d . .
H5 H 0.9613 0.6905 0.2999 0.04 Uiso 1 calc . .
C16 C 0.81009(5) 0.67127(19) -0.12443(9) 0.0234(3) Uani 1 d . .
C21 C 0.78404(5) 0.7828(2) -0.11873(10) 0.0304(4) Uani 1 d . .
H21 H 0.781 0.8027 -0.0724 0.036 Uiso 1 calc . .
C20 C 0.76272(6) 0.8641(2) -0.17916(11) 0.0355(4) Uani 1 d . .
H20 H 0.7456 0.9408 -0.1742 0.043 Uiso 1 calc . .
C19 C 0.76629(6) 0.8336(2) -0.24741(11) 0.0335(4) Uani 1 d . .
H19 H 0.7513 0.8886 -0.2893 0.04 Uiso 1 calc . .
C18 C 0.79157(5) 0.7235(2) -0.25476(10) 0.0270(4) Uani 1 d . .
C17 C 0.81383(5) 0.64098(19) -0.19313(9) 0.0232(3) Uani 1 d . .
C22 C 0.91009(6) 0.1226(2) 0.36438(11) 0.0325(4) Uani 1 d . .
H22A H 0.8842 0.144 0.3267 0.039 Uiso 1 calc . .
H22B H 0.9141 0.1941 0.4051 0.039 Uiso 1 calc . .
C23 C 0.90999(7) -0.0295(3) 0.39237(16) 0.0524(6) Uani 1 d . .
H23B H 0.9356 -0.0499 0.4311 0.063 Uiso 1 calc . .
H23A H 0.9068 -0.1012 0.3519 0.063 Uiso 1 calc . .
C24 C 0.87614(7) -0.0482(3) 0.42375(15) 0.0533(6) Uani 1 d . .
H24B H 0.8795 0.022 0.4641 0.08 Uiso 1 calc . .
H24C H 0.8763 -0.1493 0.4422 0.08 Uiso 1 calc . .
H24A H 0.8508 -0.0293 0.3851 0.08 Uiso 1 calc . .
O2 O 0.83893(4) 0.53304(15) -0.19978(7) 0.0306(3) Uani 1 d . .
H2 H 0.8349 0.5158 -0.2445 0.046 Uiso 1 calc . .
O4 O 0.94139(3) 0.13909(14) 0.33264(7) 0.0263(3) Uani 1 d . .
C25A C 0.96718(8) 0.0152(3) 0.14336(15) 0.0405(4) Uani 0.846(3) d A 1
H25A H 0.9906 -0.0347 0.1778 0.049 Uiso 0.846(3) calc A 1
H25B H 0.9704 0.0157 0.0942 0.049 Uiso 0.846(3) calc A 1
C26A C 0.93056(8) -0.0709(3) 0.13964(15) 0.0405(4) Uani 0.846(3) d A 1
H26A H 0.9068 -0.0162 0.1095 0.049 Uiso 0.846(3) calc A 1
H26B H 0.9289 -0.0821 0.1897 0.049 Uiso 0.846(3) calc A 1
C27A C 0.93130(9) -0.2232(3) 0.10616(17) 0.0405(4) Uani 0.846(3) d A 1
H27A H 0.9337 -0.2121 0.0572 0.061 Uiso 0.846(3) calc A 1
H27B H 0.9067 -0.2759 0.1022 0.061 Uiso 0.846(3) calc A 1
H27C H 0.9539 -0.2795 0.1376 0.061 Uiso 0.846(3) calc A 1
C25B C 0.9491(5) 0.0058(16) 0.1644(9) 0.0405(4) Uani 0.154(3) d A 2
H25C H 0.9203 0.0089 0.1561 0.049 Uiso 0.154(3) calc A 2
H25D H 0.9623 -0.0458 0.2114 0.049 Uiso 0.154(3) calc A 2
C26B C 0.9576(4) -0.0765(16) 0.0998(8) 0.0405(4) Uani 0.154(3) d A 2
H26C H 0.9488 -0.0132 0.0554 0.049 Uiso 0.154(3) calc A 2
H26D H 0.9866 -0.0908 0.1126 0.049 Uiso 0.154(3) calc A 2
C27B C 0.9378(5) -0.2221(18) 0.0819(9) 0.0405(4) Uani 0.154(3) d A 2
H27D H 0.9455 -0.2843 0.1261 0.061 Uiso 0.154(3) calc A 2
H27E H 0.9459 -0.2701 0.0435 0.061 Uiso 0.154(3) calc A 2
H27F H 0.909 -0.2083 0.0645 0.061 Uiso 0.154(3) calc A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C15 O1 1.249(2) . ?
C15 N1 1.336(2) . ?
C15 C16 1.489(2) . ?
C10 C9 1.394(2) . ?
C10 C11 1.401(2) . ?
C10 N1 1.423(2) . ?
C11 C12 1.383(2) . ?
C11 H11 0.95 . ?
C12 C13 1.406(2) . ?
C12 C14 1.521(2) . ?
C13 O5 1.380(2) . ?
C13 C8 1.398(2) . ?
C8 C9 1.392(2) . ?
C8 C7 1.517(2) . ?
C9 H9 0.95 . ?
C14 C1 1.519(2) 2_755 ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C7 C3 1.520(2) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C28 C29 1.496(3) . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
C29 O6 1.200(3) . ?
C29 O7 1.325(3) . ?
C30 C31 1.493(3) . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 O9 1.210(2) . ?
C31 O8 1.311(2) . ?
N1 H1 0.88 . ?
O3 C18 1.362(2) . ?
O3 H3 0.84 . ?
O5 C25A 1.435(3) . ?
O5 C25B 1.550(16) . ?
O7 H7 0.84 . ?
O8 H8 0.84 . ?
C6 C5 1.382(3) . ?
C6 C1 1.390(3) . ?
C6 H6 0.95 . ?
C1 C2 1.401(2) . ?
C1 C14 1.519(2) 2_755 ?
C2 O4 1.387(2) . ?
C2 C3 1.394(2) . ?
C3 C4 1.391(3) . ?
C4 C5 1.388(3) . ?
C4 H4 0.95 . ?
C5 H5 0.95 . ?
C16 C17 1.399(2) . ?
C16 C21 1.401(2) . ?
C21 C20 1.376(3) . ?
C21 H21 0.95 . ?
C20 C19 1.388(3) . ?
C20 H20 0.95 . ?
C19 C18 1.382(3) . ?
C19 H19 0.95 . ?
C18 C17 1.407(2) . ?
C17 O2 1.359(2) . ?
C22 O4 1.446(2) . ?
C22 C23 1.479(3) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.527(3) . ?
C23 H23B 0.99 . ?
C23 H23A 0.99 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C24 H24A 0.98 . ?
O2 H2 0.84 . ?
C25A C26A 1.504(4) . ?
C25A H25A 0.99 . ?
C25A H25B 0.99 . ?
C26A C27A 1.525(4) . ?
C26A H26A 0.99 . ?
C26A H26B 0.99 . ?
C27A H27A 0.98 . ?
C27A H27B 0.98 . ?
C27A H27C 0.98 . ?
C25B C26B 1.56(2) . ?
C25B H25C 0.99 . ?
C25B H25D 0.99 . ?
C26B C27B 1.48(2) . ?
C26B H26C 0.99 . ?
C26B H26D 0.99 . ?
C27B H27D 0.98 . ?
C27B H27E 0.98 . ?
C27B H27F 0.98 . ?

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 C15 N1 121.53(15) . . ?
O1 C15 C16 119.74(15) . . ?
N1 C15 C16 118.71(15) . . ?
C9 C10 C11 119.87(15) . . ?
C9 C10 N1 123.70(14) . . ?
C11 C10 N1 116.43(14) . . ?
C12 C11 C10 120.75(15) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 118.62(15) . . ?
C11 C12 C14 121.01(15) . . ?
C13 C12 C14 119.95(15) . . ?
O5 C13 C8 118.99(15) . . ?
O5 C13 C12 119.90(14) . . ?
C8 C13 C12 120.89(15) . . ?
C9 C8 C13 119.28(15) . . ?
C9 C8 C7 120.40(14) . . ?
C13 C8 C7 120.12(14) . . ?
C8 C9 C10 120.05(15) . . ?
C8 C9 H9 120 . . ?
C10 C9 H9 120 . . ?
C1 C14 C12 109.17(14) 2_755 . ?
C1 C14 H14A 109.8 2_755 . ?
C12 C14 H14A 109.8 . . ?
C1 C14 H14B 109.8 2_755 . ?
C12 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C8 C7 C3 110.26(13) . . ?
C8 C7 H7A 109.6 . . ?
C3 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
C3 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C29 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O6 C29 O7 122.57(19) . . ?
O6 C29 C28 125.6(2) . . ?
O7 C29 C28 111.8(2) . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O9 C31 O8 121.96(18) . . ?
O9 C31 C30 124.54(19) . . ?
O8 C31 C30 113.48(18) . . ?
C15 N1 C10 127.95(14) . . ?
C15 N1 H1 116 . . ?
C10 N1 H1 116 . . ?
C18 O3 H3 109.5 . . ?
C13 O5 C25A 113.75(15) . . ?
C13 O5 C25B 112.1(6) . . ?
C29 O7 H7 109.5 . . ?
C31 O8 H8 109.5 . . ?
C5 C6 C1 121.50(17) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
C6 C1 C2 118.02(16) . . ?
C6 C1 C14 120.22(16) . 2_755 ?
C2 C1 C14 121.61(17) . 2_755 ?
O4 C2 C3 119.83(14) . . ?
O4 C2 C1 118.58(15) . . ?
C3 C2 C1 121.58(16) . . ?
C4 C3 C2 118.24(16) . . ?
C4 C3 C7 120.04(15) . . ?
C2 C3 C7 121.66(16) . . ?
C5 C4 C3 121.23(17) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C6 C5 C4 119.24(18) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C17 C16 C21 119.07(16) . . ?
C17 C16 C15 124.60(15) . . ?
C21 C16 C15 116.33(15) . . ?
C20 C21 C16 121.13(17) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?
C21 C20 C19 119.79(18) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C18 C19 C20 120.34(17) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
O3 C18 C19 124.50(16) . . ?
O3 C18 C17 115.23(16) . . ?
C19 C18 C17 120.26(17) . . ?
O2 C17 C16 119.94(15) . . ?
O2 C17 C18 120.66(15) . . ?
C16 C17 C18 119.40(16) . . ?
O4 C22 C23 110.13(17) . . ?
O4 C22 H22A 109.6 . . ?
C23 C22 H22A 109.6 . . ?
O4 C22 H22B 109.6 . . ?
C23 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C22 C23 C24 110.1(2) . . ?
C22 C23 H23B 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23A 109.6 . . ?
H23B C23 H23A 108.2 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
H24B C24 H24A 109.5 . . ?
H24C C24 H24A 109.5 . . ?
C17 O2 H2 109.5 . . ?
C2 O4 C22 110.28(13) . . ?
O5 C25A C26A 112.5(2) . . ?
O5 C25A H25A 109.1 . . ?
C26A C25A H25A 109.1 . . ?
O5 C25A H25B 109.1 . . ?
C26A C25A H25B 109.1 . . ?
H25A C25A H25B 107.8 . . ?
C25A C26A C27A 110.7(2) . . ?
C25A C26A H26A 109.5 . . ?
C27A C26A H26A 109.5 . . ?
C25A C26A H26B 109.5 . . ?
C27A C26A H26B 109.5 . . ?
H26A C26A H26B 108.1 . . ?
C26A C27A H27A 109.5 . . ?
C26A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C26A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
O5 C25B C26B 107.3(11) . . ?
O5 C25B H25C 110.3 . . ?
C26B C25B H25C 110.3 . . ?
O5 C25B H25D 110.3 . . ?
C26B C25B H25D 110.3 . . ?
H25C C25B H25D 108.5 . . ?
C27B C26B C25B 114.0(13) . . ?
C27B C26B H26C 108.7 . . ?
C25B C26B H26C 108.7 . . ?
C27B C26B H26D 108.7 . . ?
C25B C26B H26D 108.7 . . ?
H26C C26B H26D 107.6 . . ?
C26B C27B H27D 109.5 . . ?
C26B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C26B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 987475'
#######################################################################
#
#                 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_AcOEt

_audit_creation_date             2014-02-18T13:24:42-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C54 H58 N2 O10, C4 H8 O2'
_chemical_formula_sum            'C58 H66 N2 O12'
_chemical_formula_weight         983.12

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_space_group_IT_number           14
_cell_length_a                   15.4024(18)
_cell_length_b                   18.320(2)
_cell_length_c                   18.450(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.842(2)
_cell_angle_gamma                90
_cell_volume                     5076.0(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3179
_cell_measurement_theta_min      1.753
_cell_measurement_theta_max      26.361

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             2096
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.09
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_number            26473
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.753
_diffrn_reflns_theta_max         26.361
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_reflns_number_total             10321
_reflns_number_gt                5278
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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     
;
 w=1/[σ²(Fo²)+(0.0576P)²+2.8614P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         10321
_refine_ls_number_parameters     659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1627
_refine_ls_R_factor_gt           0.0744
_refine_ls_wR_factor_ref         0.174
_refine_ls_wR_factor_gt          0.1411
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.056

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C58 C 0.1296(3) 0.1631(2) 0.3312(2) 0.0526(12) Uani 1 d . .
H58A H 0.112 0.1207 0.357 0.079 Uiso 1 calc . .
H58B H 0.1797 0.1879 0.3639 0.079 Uiso 1 calc . .
H58C H 0.1474 0.1469 0.286 0.079 Uiso 1 calc . .
C1 C 0.34112(19) 0.31108(16) 0.09065(18) 0.0194(8) Uani 1 d . .
C2 C 0.27324(18) 0.26711(16) 0.05008(18) 0.0206(8) Uani 1 d . .
H2 H 0.2743 0.2528 0.0008 0.025 Uiso 1 calc . .
C3 C 0.20477(19) 0.24462(16) 0.08192(19) 0.0208(8) Uani 1 d . .
C4 C 0.20476(19) 0.26301(16) 0.15521(18) 0.0207(8) Uani 1 d . .
H4 H 0.1585 0.2456 0.1772 0.025 Uiso 1 calc . .
C5 C 0.27157(18) 0.30648(16) 0.19651(18) 0.0186(8) Uani 1 d . .
C6 C 0.33761(18) 0.33284(16) 0.16244(18) 0.0179(7) Uani 1 d . .
C7 C 0.27805(18) 0.31697(16) 0.27910(17) 0.0188(7) Uani 1 d . .
H7A H 0.2243 0.2966 0.2927 0.023 Uiso 1 calc . .
H7B H 0.281 0.3697 0.291 0.023 Uiso 1 calc . .
C8 C 0.36053(18) 0.27896(16) 0.32370(18) 0.0173(7) Uani 1 d . .
C9 C 0.3697(2) 0.20405(16) 0.31598(18) 0.0226(8) Uani 1 d . .
H9 H 0.3223 0.1767 0.2866 0.027 Uiso 1 calc . .
C10 C 0.4475(2) 0.16889(17) 0.35077(19) 0.0249(8) Uani 1 d . .
H10 H 0.4526 0.1175 0.3463 0.03 Uiso 1 calc . .
C11 C 0.5175(2) 0.20870(16) 0.39201(19) 0.0225(8) Uani 1 d . .
H11 H 0.5712 0.1844 0.4147 0.027 Uiso 1 calc . .
C12 C 0.51074(18) 0.28359(16) 0.40087(17) 0.0175(7) Uani 1 d . .
C13 C 0.43102(18) 0.31735(15) 0.36743(17) 0.0164(7) Uani 1 d . .
C14 C 0.59111(18) 0.32634(16) 0.44240(17) 0.0187(7) Uani 1 d . .
H14A H 0.5784 0.3793 0.4372 0.022 Uiso 1 calc . .
H14B H 0.603 0.314 0.4959 0.022 Uiso 1 calc . .
C15 C 0.67198(19) 0.30873(16) 0.41217(18) 0.0200(8) Uani 1 d . .
C16 C 0.74046(19) 0.26498(16) 0.45263(19) 0.0231(8) Uani 1 d . .
H16 H 0.7397 0.2505 0.5019 0.028 Uiso 1 calc . .
C17 C 0.8091(2) 0.24295(17) 0.42051(19) 0.0245(8) Uani 1 d . .
C18 C 0.80839(19) 0.26178(17) 0.34769(19) 0.0240(8) Uani 1 d . .
H18 H 0.8548 0.2446 0.3258 0.029 Uiso 1 calc . .
C19 C 0.74144(19) 0.30515(16) 0.30575(18) 0.0205(8) Uani 1 d . .
C20 C 0.67594(19) 0.33069(16) 0.34021(18) 0.0194(8) Uani 1 d . .
C21 C 0.73550(19) 0.31627(17) 0.22326(18) 0.0220(8) Uani 1 d . .
H21A H 0.7335 0.3691 0.2119 0.026 Uiso 1 calc . .
H21B H 0.7889 0.2954 0.2095 0.026 Uiso 1 calc . .
C22 C 0.65255(19) 0.27946(17) 0.17856(18) 0.0196(7) Uani 1 d . .
C23 C 0.6417(2) 0.20443(16) 0.18580(19) 0.0248(8) Uani 1 d . .
H23 H 0.6887 0.1765 0.215 0.03 Uiso 1 calc . .
C24 C 0.5636(2) 0.17017(17) 0.15118(19) 0.0271(8) Uani 1 d . .
H24 H 0.5578 0.1188 0.1551 0.033 Uiso 1 calc . .
C25 C 0.4941(2) 0.21093(16) 0.11088(19) 0.0247(8) Uani 1 d . .
H25 H 0.4396 0.1874 0.089 0.03 Uiso 1 calc . .
C26 C 0.50204(18) 0.28587(16) 0.10152(17) 0.0188(7) Uani 1 d . .
C27 C 0.58271(19) 0.31873(16) 0.13479(17) 0.0183(7) Uani 1 d . .
C28 C 0.42211(18) 0.32929(16) 0.06062(18) 0.0196(7) Uani 1 d . .
H28A H 0.435 0.3821 0.0667 0.024 Uiso 1 calc . .
H28B H 0.4102 0.3177 0.0069 0.024 Uiso 1 calc . .
C29 C 0.1197(2) 0.16637(18) -0.0212(2) 0.0251(8) Uani 1 d . .
C30 C 0.0373(2) 0.12281(17) -0.04754(19) 0.0253(8) Uani 1 d . .
C31 C 0.0220(2) 0.09288(18) -0.1192(2) 0.0291(9) Uani 1 d . .
C32 C -0.0555(2) 0.05354(19) -0.1478(2) 0.0377(10) Uani 1 d . .
C33 C -0.1146(2) 0.0411(2) -0.1035(2) 0.0440(11) Uani 1 d . .
H33 H -0.1667 0.0132 -0.1223 0.053 Uiso 1 calc . .
C34 C -0.0994(2) 0.0684(2) -0.0323(2) 0.0491(12) Uani 1 d . .
H34 H -0.1406 0.0587 -0.0021 0.059 Uiso 1 calc . .
C35 C -0.0249(2) 0.1096(2) -0.0051(2) 0.0413(10) Uani 1 d . .
H35 H -0.0158 0.1294 0.0436 0.05 Uiso 1 calc . .
C36 C 0.9045(2) 0.1747(2) 0.5267(2) 0.0318(9) Uani 1 d . .
C37 C 0.9848(2) 0.12674(19) 0.5456(2) 0.0324(9) Uani 1 d . .
C38 C 1.0142(2) 0.10401(18) 0.6191(2) 0.0324(9) Uani 1 d . .
C39 C 1.0894(2) 0.05916(19) 0.6393(2) 0.0345(10) Uani 1 d . .
C40 C 1.1320(2) 0.0365(2) 0.5862(2) 0.0468(12) Uani 1 d . .
H40 H 1.1819 0.0049 0.5996 0.056 Uiso 1 calc . .
C41 C 1.1043(3) 0.0582(3) 0.5140(3) 0.0684(15) Uani 1 d . .
H41 H 1.1356 0.0425 0.4778 0.082 Uiso 1 calc . .
C42 C 1.0310(3) 0.1028(2) 0.4935(2) 0.0547(13) Uani 1 d . .
H42 H 1.0118 0.1174 0.4431 0.066 Uiso 1 calc . .
C43 C 0.6201(3) 0.41114(19) 0.0596(2) 0.0371(10) Uani 1 d . .
H43A H 0.5738 0.3956 0.016 0.044 Uiso 1 calc . .
H43B H 0.6761 0.3854 0.0581 0.044 Uiso 1 calc . .
C44 C 0.6338(3) 0.4926(2) 0.0574(2) 0.0513(12) Uani 1 d . .
H44A H 0.6438 0.5059 0.0079 0.062 Uiso 1 calc . .
H44B H 0.5786 0.5173 0.0634 0.062 Uiso 1 calc . .
C45 C 0.7101(3) 0.5205(2) 0.1156(3) 0.0579(13) Uani 1 d . .
H45A H 0.6974 0.5133 0.1649 0.087 Uiso 1 calc . .
H45B H 0.7185 0.5726 0.1075 0.087 Uiso 1 calc . .
H45C H 0.7644 0.4939 0.1126 0.087 Uiso 1 calc . .
C46 C 0.6319(2) 0.44788(17) 0.2900(2) 0.0277(9) Uani 1 d . .
H46A H 0.5882 0.469 0.2477 0.033 Uiso 1 calc . .
H46B H 0.6909 0.4483 0.277 0.033 Uiso 1 calc . .
C47 C 0.6358(2) 0.49465(17) 0.3578(2) 0.0291(9) Uani 1 d . .
H47A H 0.6789 0.4733 0.4005 0.035 Uiso 1 calc . .
H47B H 0.5766 0.4953 0.3704 0.035 Uiso 1 calc . .
C48 C 0.6639(2) 0.57304(17) 0.3450(2) 0.0380(10) Uani 1 d . .
H48A H 0.7198 0.5722 0.3279 0.057 Uiso 1 calc . .
H48B H 0.6725 0.6005 0.3916 0.057 Uiso 1 calc . .
H48C H 0.6174 0.5965 0.3073 0.057 Uiso 1 calc . .
C49 C 0.3987(2) 0.40995(16) 0.44513(18) 0.0236(8) Uani 1 d . .
H49A H 0.4476 0.3953 0.4872 0.028 Uiso 1 calc . .
H49B H 0.344 0.3837 0.4495 0.028 Uiso 1 calc . .
C50 C 0.3840(2) 0.49116(16) 0.4469(2) 0.0280(9) Uani 1 d . .
H50A H 0.4351 0.5162 0.4334 0.034 Uiso 1 calc . .
H50B H 0.3828 0.5056 0.4984 0.034 Uiso 1 calc . .
C51 C 0.2992(2) 0.51734(18) 0.3956(2) 0.0376(10) Uani 1 d . .
H51A H 0.3016 0.5068 0.344 0.056 Uiso 1 calc . .
H51B H 0.293 0.5701 0.4017 0.056 Uiso 1 calc . .
H51C H 0.2481 0.4922 0.4077 0.056 Uiso 1 calc . .
C52 C 0.3800(2) 0.44963(16) 0.21396(19) 0.0253(8) Uani 1 d . .
H52A H 0.4244 0.471 0.2557 0.03 Uiso 1 calc . .
H52B H 0.3217 0.4491 0.2282 0.03 Uiso 1 calc . .
C53 C 0.3734(2) 0.49669(17) 0.14618(19) 0.0274(9) Uani 1 d . .
H53A H 0.3323 0.4738 0.1033 0.033 Uiso 1 calc . .
H53B H 0.4327 0.5007 0.1341 0.033 Uiso 1 calc . .
C54 C 0.3394(2) 0.57276(17) 0.1595(2) 0.0347(10) Uani 1 d . .
H54A H 0.2871 0.5684 0.1813 0.052 Uiso 1 calc . .
H54B H 0.3229 0.5989 0.1121 0.052 Uiso 1 calc . .
H54C H 0.3863 0.5998 0.1936 0.052 Uiso 1 calc . .
N1 N 0.88092(17) 0.19784(15) 0.45640(16) 0.0325(8) Uani 1 d . .
H1 H 0.9156 0.1826 0.4275 0.039 Uiso 1 calc . .
N2 N 0.13186(16) 0.19976(14) 0.04506(15) 0.0246(7) Uani 1 d . .
H2A H 0.0892 0.1932 0.0692 0.03 Uiso 1 calc . .
O1 O 0.17567(16) 0.17206(13) -0.06108(14) 0.0390(7) Uani 1 d . .
O2 O 0.08063(16) 0.10065(14) -0.16407(14) 0.0407(7) Uani 1 d . .
H2B H 0.1253 0.1243 -0.1415 0.061 Uiso 1 calc . .
O3 O -0.0730(2) 0.02547(16) -0.21812(16) 0.0598(9) Uani 1 d . .
H3 H -0.0555 0.0548 -0.2468 0.09 Uiso 1 calc . .
O4 O 0.86250(17) 0.19121(16) 0.57438(15) 0.0527(8) Uani 1 d . .
O5 O 0.97246(17) 0.12297(15) 0.67376(14) 0.0480(8) Uani 1 d . .
H5 H 0.9226 0.1414 0.6548 0.072 Uiso 1 calc . .
O6 O 1.12052(18) 0.03723(15) 0.71080(15) 0.0504(8) Uani 1 d . .
H6 H 1.0879 0.0543 0.7376 0.076 Uiso 1 calc . .
O7 O 0.60710(12) 0.37335(11) 0.30114(12) 0.0220(5) Uani 1 d . .
O8 O 0.59297(13) 0.39353(10) 0.12657(12) 0.0199(5) Uani 1 d . .
O9 O 0.40583(12) 0.37530(11) 0.20167(12) 0.0214(5) Uani 1 d . .
O10 O 0.42134(12) 0.39224(10) 0.37604(12) 0.0179(5) Uani 1 d . .
C55 C 0.0523(2) 0.2148(2) 0.3107(2) 0.0443(11) Uani 1 d . .
H55A H 0.0416 0.2384 0.3561 0.053 Uiso 1 calc . .
H55B H 0.0665 0.2534 0.2776 0.053 Uiso 1 calc . .
C56 C -0.0331(3) 0.1627(2) 0.2006(3) 0.0498(12) Uani 1 d . .
C57 C -0.1166(3) 0.1224(3) 0.1679(3) 0.0695(15) Uani 1 d . .
H57A H -0.1573 0.1547 0.1339 0.104 Uiso 1 calc . .
H57B H -0.1449 0.1063 0.2077 0.104 Uiso 1 calc . .
H57C H -0.1025 0.0798 0.1405 0.104 Uiso 1 calc . .
O11 O -0.02628(16) 0.17661(15) 0.27374(18) 0.0520(8) Uani 1 d . .
O12 O 0.02118(17) 0.18200(16) 0.16736(17) 0.0557(8) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C58 C55 1.502(5) . ?
C58 H58A 0.98 . ?
C58 H58B 0.98 . ?
C58 H58C 0.98 . ?
C1 C6 1.396(4) . ?
C1 C2 1.398(4) . ?
C1 C28 1.511(4) . ?
C2 C3 1.379(4) . ?
C2 H2 0.95 . ?
C3 C4 1.394(4) . ?
C3 N2 1.435(4) . ?
C4 C5 1.388(4) . ?
C4 H4 0.95 . ?
C5 C6 1.395(4) . ?
C5 C7 1.517(4) . ?
C6 O9 1.376(3) . ?
C7 C8 1.520(4) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 C9 1.390(4) . ?
C8 C13 1.391(4) . ?
C9 C10 1.385(4) . ?
C9 H9 0.95 . ?
C10 C11 1.382(4) . ?
C10 H10 0.95 . ?
C11 C12 1.388(4) . ?
C11 H11 0.95 . ?
C12 C13 1.391(4) . ?
C12 C14 1.520(4) . ?
C13 O10 1.393(3) . ?
C14 C15 1.508(4) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.401(4) . ?
C15 C20 1.402(4) . ?
C16 C17 1.381(5) . ?
C16 H16 0.95 . ?
C17 C18 1.385(5) . ?
C17 N1 1.422(4) . ?
C18 C19 1.392(4) . ?
C18 H18 0.95 . ?
C19 C20 1.388(4) . ?
C19 C21 1.518(4) . ?
C20 O7 1.384(3) . ?
C21 C22 1.516(4) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C22 C27 1.393(4) . ?
C22 C23 1.395(4) . ?
C23 C24 1.381(4) . ?
C23 H23 0.95 . ?
C24 C25 1.379(4) . ?
C24 H24 0.95 . ?
C25 C26 1.392(4) . ?
C25 H25 0.95 . ?
C26 C27 1.394(4) . ?
C26 C28 1.518(4) . ?
C27 O8 1.392(3) . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C29 O1 1.256(4) . ?
C29 N2 1.342(4) . ?
C29 C30 1.486(4) . ?
C30 C35 1.387(5) . ?
C30 C31 1.402(5) . ?
C31 O2 1.361(4) . ?
C31 C32 1.394(4) . ?
C32 O3 1.366(4) . ?
C32 C33 1.370(6) . ?
C33 C34 1.377(6) . ?
C33 H33 0.95 . ?
C34 C35 1.372(5) . ?
C34 H34 0.95 . ?
C35 H35 0.95 . ?
C36 O4 1.240(4) . ?
C36 N1 1.336(4) . ?
C36 C37 1.494(5) . ?
C37 C42 1.388(5) . ?
C37 C38 1.395(5) . ?
C38 O5 1.356(4) . ?
C38 C39 1.401(5) . ?
C39 O6 1.360(4) . ?
C39 C40 1.360(5) . ?
C40 C41 1.366(6) . ?
C40 H40 0.95 . ?
C41 C42 1.377(5) . ?
C41 H41 0.95 . ?
C42 H42 0.95 . ?
C43 O8 1.426(4) . ?
C43 C44 1.508(5) . ?
C43 H43A 0.99 . ?
C43 H43B 0.99 . ?
C44 C45 1.496(5) . ?
C44 H44A 0.99 . ?
C44 H44B 0.99 . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C45 H45C 0.98 . ?
C46 O7 1.445(4) . ?
C46 C47 1.507(5) . ?
C46 H46A 0.99 . ?
C46 H46B 0.99 . ?
C47 C48 1.533(4) . ?
C47 H47A 0.99 . ?
C47 H47B 0.99 . ?
C48 H48A 0.98 . ?
C48 H48B 0.98 . ?
C48 H48C 0.98 . ?
C49 O10 1.431(4) . ?
C49 C50 1.506(4) . ?
C49 H49A 0.99 . ?
C49 H49B 0.99 . ?
C50 C51 1.511(4) . ?
C50 H50A 0.99 . ?
C50 H50B 0.99 . ?
C51 H51A 0.98 . ?
C51 H51B 0.98 . ?
C51 H51C 0.98 . ?
C52 O9 1.450(4) . ?
C52 C53 1.504(5) . ?
C52 H52A 0.99 . ?
C52 H52B 0.99 . ?
C53 C54 1.528(4) . ?
C53 H53A 0.99 . ?
C53 H53B 0.99 . ?
C54 H54A 0.98 . ?
C54 H54B 0.98 . ?
C54 H54C 0.98 . ?
N1 H1 0.88 . ?
N2 H2A 0.88 . ?
O2 H2B 0.84 . ?
O3 H3 0.84 . ?
O5 H5 0.84 . ?
O6 H6 0.84 . ?
C55 O11 1.432(4) . ?
C55 H55A 0.99 . ?
C55 H55B 0.99 . ?
C56 O12 1.196(5) . ?
C56 O11 1.354(5) . ?
C56 C57 1.488(5) . ?
C57 H57A 0.98 . ?
C57 H57B 0.98 . ?
C57 H57C 0.98 . ?

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
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C6 C1 C2 119.4(3) . . ?
C6 C1 C28 119.6(3) . . ?
C2 C1 C28 120.7(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 N2 124.1(3) . . ?
C4 C3 N2 115.4(3) . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 118.5(3) . . ?
C4 C5 C7 120.0(3) . . ?
C6 C5 C7 121.1(3) . . ?
O9 C6 C5 120.4(3) . . ?
O9 C6 C1 118.3(3) . . ?
C5 C6 C1 121.0(3) . . ?
C5 C7 C8 110.3(2) . . ?
C5 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C5 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 C13 118.3(3) . . ?
C9 C8 C7 119.2(3) . . ?
C13 C8 C7 122.2(3) . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C13 118.0(3) . . ?
C11 C12 C14 119.6(3) . . ?
C13 C12 C14 122.3(3) . . ?
C12 C13 C8 122.1(3) . . ?
C12 C13 O10 119.6(2) . . ?
C8 C13 O10 118.3(2) . . ?
C15 C14 C12 110.5(3) . . ?
C15 C14 H14A 109.6 . . ?
C12 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C12 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C20 118.9(3) . . ?
C16 C15 C14 120.7(3) . . ?
C20 C15 C14 120.2(3) . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.1(3) . . ?
C16 C17 N1 124.1(3) . . ?
C18 C17 N1 115.7(3) . . ?
C17 C18 C19 121.7(3) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C20 C19 C18 117.5(3) . . ?
C20 C19 C21 121.7(3) . . ?
C18 C19 C21 120.4(3) . . ?
O7 C20 C19 120.2(3) . . ?
O7 C20 C15 117.8(3) . . ?
C19 C20 C15 121.8(3) . . ?
C22 C21 C19 110.0(3) . . ?
C22 C21 H21A 109.7 . . ?
C19 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C19 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C27 C22 C23 118.1(3) . . ?
C27 C22 C21 122.3(3) . . ?
C23 C22 C21 119.4(3) . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 119.7(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 121.4(3) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C25 C26 C27 117.7(3) . . ?
C25 C26 C28 119.6(3) . . ?
C27 C26 C28 122.5(3) . . ?
O8 C27 C22 118.7(3) . . ?
O8 C27 C26 119.3(3) . . ?
C22 C27 C26 122.0(3) . . ?
C1 C28 C26 110.3(3) . . ?
C1 C28 H28A 109.6 . . ?
C26 C28 H28A 109.6 . . ?
C1 C28 H28B 109.6 . . ?
C26 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
O1 C29 N2 121.4(3) . . ?
O1 C29 C30 120.0(3) . . ?
N2 C29 C30 118.6(3) . . ?
C35 C30 C31 118.2(3) . . ?
C35 C30 C29 123.8(3) . . ?
C31 C30 C29 118.1(3) . . ?
O2 C31 C32 116.9(3) . . ?
O2 C31 C30 122.5(3) . . ?
C32 C31 C30 120.6(4) . . ?
O3 C32 C33 119.1(3) . . ?
O3 C32 C31 121.7(4) . . ?
C33 C32 C31 119.2(4) . . ?
C32 C33 C34 120.9(3) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C35 C34 C33 120.0(4) . . ?
C35 C34 H34 120 . . ?
C33 C34 H34 120 . . ?
C34 C35 C30 121.0(4) . . ?
C34 C35 H35 119.5 . . ?
C30 C35 H35 119.5 . . ?
O4 C36 N1 122.6(3) . . ?
O4 C36 C37 120.9(3) . . ?
N1 C36 C37 116.5(4) . . ?
C42 C37 C38 118.2(3) . . ?
C42 C37 C36 123.4(3) . . ?
C38 C37 C36 118.4(4) . . ?
O5 C38 C37 122.8(3) . . ?
O5 C38 C39 116.9(3) . . ?
C37 C38 C39 120.3(4) . . ?
O6 C39 C40 119.1(3) . . ?
O6 C39 C38 121.6(4) . . ?
C40 C39 C38 119.3(4) . . ?
C39 C40 C41 121.3(4) . . ?
C39 C40 H40 119.4 . . ?
C41 C40 H40 119.4 . . ?
C40 C41 C42 119.9(4) . . ?
C40 C41 H41 120 . . ?
C42 C41 H41 120 . . ?
C41 C42 C37 120.9(4) . . ?
C41 C42 H42 119.5 . . ?
C37 C42 H42 119.5 . . ?
O8 C43 C44 108.5(3) . . ?
O8 C43 H43A 110 . . ?
C44 C43 H43A 110 . . ?
O8 C43 H43B 110 . . ?
C44 C43 H43B 110 . . ?
H43A C43 H43B 108.4 . . ?
C45 C44 C43 114.3(3) . . ?
C45 C44 H44A 108.7 . . ?
C43 C44 H44A 108.7 . . ?
C45 C44 H44B 108.7 . . ?
C43 C44 H44B 108.7 . . ?
H44A C44 H44B 107.6 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O7 C46 C47 112.5(3) . . ?
O7 C46 H46A 109.1 . . ?
C47 C46 H46A 109.1 . . ?
O7 C46 H46B 109.1 . . ?
C47 C46 H46B 109.1 . . ?
H46A C46 H46B 107.8 . . ?
C46 C47 C48 111.4(3) . . ?
C46 C47 H47A 109.3 . . ?
C48 C47 H47A 109.3 . . ?
C46 C47 H47B 109.3 . . ?
C48 C47 H47B 109.3 . . ?
H47A C47 H47B 108 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O10 C49 C50 108.1(3) . . ?
O10 C49 H49A 110.1 . . ?
C50 C49 H49A 110.1 . . ?
O10 C49 H49B 110.1 . . ?
C50 C49 H49B 110.1 . . ?
H49A C49 H49B 108.4 . . ?
C49 C50 C51 114.4(3) . . ?
C49 C50 H50A 108.7 . . ?
C51 C50 H50A 108.7 . . ?
C49 C50 H50B 108.7 . . ?
C51 C50 H50B 108.7 . . ?
H50A C50 H50B 107.6 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O9 C52 C53 112.2(3) . . ?
O9 C52 H52A 109.2 . . ?
C53 C52 H52A 109.2 . . ?
O9 C52 H52B 109.2 . . ?
C53 C52 H52B 109.2 . . ?
H52A C52 H52B 107.9 . . ?
C52 C53 C54 110.6(3) . . ?
C52 C53 H53A 109.5 . . ?
C54 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C54 C53 H53B 109.5 . . ?
H53A C53 H53B 108.1 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C36 N1 C17 130.7(3) . . ?
C36 N1 H1 114.6 . . ?
C17 N1 H1 114.6 . . ?
C29 N2 C3 128.9(3) . . ?
C29 N2 H2A 115.5 . . ?
C3 N2 H2A 115.5 . . ?
C31 O2 H2B 109.5 . . ?
C32 O3 H3 109.5 . . ?
C38 O5 H5 109.5 . . ?
C39 O6 H6 109.5 . . ?
C20 O7 C46 114.3(2) . . ?
C27 O8 C43 112.3(2) . . ?
C6 O9 C52 114.2(2) . . ?
C13 O10 C49 112.2(2) . . ?
O11 C55 C58 110.5(3) . . ?
O11 C55 H55A 109.5 . . ?
C58 C55 H55A 109.5 . . ?
O11 C55 H55B 109.5 . . ?
C58 C55 H55B 109.5 . . ?
H55A C55 H55B 108.1 . . ?
O12 C56 O11 123.1(4) . . ?
O12 C56 C57 125.3(4) . . ?
O11 C56 C57 111.5(4) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 O11 C55 115.9(3) . . ?

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 987476'
#######################################################################
#
#                 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_CH3CN

_audit_creation_date             2014-02-18T13:50:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C54 H58 N2 O10, 2(C2 H3 N)'
_chemical_formula_sum            'C58 H64 N4 O10'
_chemical_formula_weight         977.13

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1552(9)
_cell_length_b                   15.3084(15)
_cell_length_c                   18.3015(18)
_cell_angle_alpha                96.3490(10)
_cell_angle_beta                 94.7850(10)
_cell_angle_gamma                92.2800(10)
_cell_volume                     2537.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5169
_cell_measurement_theta_min      2.235
_cell_measurement_theta_max      25.26

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_F_000             1040
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_number            11973
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.235
_diffrn_reflns_theta_max         25.26
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.951
_reflns_number_total             8720
_reflns_number_gt                6338
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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     
;
 w=1/[σ²(Fo²)+(0.0540P)²+1.8790P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8720
_refine_ls_number_parameters     658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1442
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.056

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C20 C 0.7482(3) 0.84190(16) 0.32846(14) 0.0282(6) Uani 1 d . .
C19 C 0.8080(3) 0.86672(16) 0.40094(14) 0.0311(6) Uani 1 d . .
C18 C 0.8973(3) 0.80878(17) 0.43489(15) 0.0320(6) Uani 1 d . .
H18 H 0.9378 0.8241 0.4844 0.038 Uiso 1 calc . .
C17 C 0.9276(3) 0.72921(16) 0.39732(14) 0.0301(6) Uani 1 d . .
C16 C 0.8765(3) 0.70883(16) 0.32364(14) 0.0283(6) Uani 1 d . .
H16 H 0.9031 0.6557 0.2973 0.034 Uiso 1 calc . .
C15 C 0.7867(3) 0.76520(15) 0.28770(14) 0.0273(6) Uani 1 d . .
C14 C 0.7400(3) 0.74824(15) 0.20608(13) 0.0279(6) Uani 1 d . .
H14A H 0.6322 0.7519 0.198 0.033 Uiso 1 calc . .
H14B H 0.7651 0.6881 0.1873 0.033 Uiso 1 calc . .
C12 C 0.8146(3) 0.81443(15) 0.16362(13) 0.0244(5) Uani 1 d . .
C11 C 0.9668(3) 0.82310(16) 0.16900(14) 0.0284(6) Uani 1 d . .
H11 H 1.0225 0.7843 0.1959 0.034 Uiso 1 calc . .
C10 C 1.0388(3) 0.88723(16) 0.13593(14) 0.0299(6) Uani 1 d . .
H10 H 1.143 0.8916 0.1393 0.036 Uiso 1 calc . .
C9 C 0.9581(3) 0.94489(16) 0.09795(14) 0.0281(6) Uani 1 d . .
H9 H 1.0078 0.9901 0.0766 0.034 Uiso 1 calc . .
C8 C 0.8058(3) 0.93800(15) 0.09043(13) 0.0236(5) Uani 1 d . .
C13 C 0.7353(3) 0.87083(14) 0.12218(13) 0.0220(5) Uani 1 d . .
C7 C 0.7223(3) 1.00651(15) 0.05177(14) 0.0263(6) Uani 1 d . .
H7A H 0.7476 1.0041 0.0001 0.032 Uiso 1 calc . .
H7B H 0.6155 0.9931 0.051 0.032 Uiso 1 calc . .
C5 C 0.7599(3) 1.09797(15) 0.09085(13) 0.0241(5) Uani 1 d . .
C4 C 0.8473(3) 1.15733(15) 0.05927(14) 0.0245(5) Uani 1 d . .
H4 H 0.8746 1.1426 0.0106 0.029 Uiso 1 calc . .
C3 C 0.8952(2) 1.23777(15) 0.09794(13) 0.0224(5) Uani 1 d . .
C2 C 0.8636(3) 1.25833(15) 0.17057(13) 0.0238(5) Uani 1 d . .
H2 H 0.901 1.3122 0.1976 0.029 Uiso 1 calc . .
C1 C 0.7767(3) 1.19982(15) 0.20388(13) 0.0248(5) Uani 1 d . .
C6 C 0.7203(3) 1.12231(15) 0.16213(14) 0.0237(5) Uani 1 d . .
C28 C 0.7561(3) 1.21474(16) 0.28511(14) 0.0279(6) Uani 1 d . .
H28A H 0.6514 1.2046 0.2929 0.033 Uiso 1 calc . .
H28B H 0.7865 1.2762 0.3047 0.033 Uiso 1 calc . .
C26 C 0.8487(3) 1.15165(15) 0.32529(13) 0.0258(6) Uani 1 d . .
C25 C 0.9953(3) 1.14292(17) 0.31293(15) 0.0337(6) Uani 1 d . .
H25 H 1.0412 1.1829 0.2847 0.04 Uiso 1 calc . .
C24 C 1.0760(3) 1.07804(18) 0.34045(16) 0.0386(7) Uani 1 d . .
H24 H 1.1767 1.0741 0.3322 0.046 Uiso 1 calc . .
C23 C 1.0090(3) 1.01869(17) 0.38027(15) 0.0350(6) Uani 1 d . .
H23 H 1.063 0.9718 0.3968 0.042 Uiso 1 calc . .
C22 C 0.8643(3) 1.02627(16) 0.39662(13) 0.0292(6) Uani 1 d . .
C27 C 0.7870(3) 1.09484(15) 0.37005(14) 0.0264(6) Uani 1 d . .
C21 C 0.7916(3) 0.95894(16) 0.43834(14) 0.0348(6) Uani 1 d . .
H21A H 0.6861 0.9703 0.44 0.042 Uiso 1 calc . .
H21B H 0.8373 0.9641 0.4897 0.042 Uiso 1 calc . .
C36 C 1.0150(3) 0.64964(16) 0.50127(15) 0.0295(6) Uani 1 d . .
C37 C 1.1220(3) 0.58699(16) 0.52837(14) 0.0288(6) Uani 1 d . .
C38 C 1.1237(3) 0.57096(16) 0.60248(14) 0.0283(6) Uani 1 d . .
C39 C 1.2291(3) 0.51745(16) 0.63141(14) 0.0311(6) Uani 1 d . .
C40 C 1.3243(3) 0.47637(18) 0.58727(16) 0.0385(7) Uani 1 d . .
H40 H 1.3943 0.4391 0.6071 0.046 Uiso 1 calc . .
C41 C 1.3185(3) 0.48927(19) 0.51320(16) 0.0416(7) Uani 1 d . .
H41 H 1.383 0.4594 0.4821 0.05 Uiso 1 calc . .
C42 C 1.2205(3) 0.54470(18) 0.48440(16) 0.0365(7) Uani 1 d . .
H42 H 1.2201 0.5543 0.434 0.044 Uiso 1 calc . .
C29 C 0.9450(3) 1.32282(15) -0.00285(14) 0.0242(5) Uani 1 d . .
C30 C 1.0415(3) 1.38780(15) -0.03298(14) 0.0249(5) Uani 1 d . .
C35 C 1.1753(3) 1.42300(16) 0.00265(15) 0.0298(6) Uani 1 d . .
H35 H 1.2099 1.4049 0.0487 0.036 Uiso 1 calc . .
C34 C 1.2575(3) 1.48409(17) -0.02899(15) 0.0329(6) Uani 1 d . .
H34 H 1.3479 1.5081 -0.0042 0.039 Uiso 1 calc . .
C33 C 1.2091(3) 1.51069(16) -0.09666(15) 0.0317(6) Uani 1 d . .
H33 H 1.267 1.5519 -0.1185 0.038 Uiso 1 calc . .
C32 C 1.0778(3) 1.47717(16) -0.13172(14) 0.0286(6) Uani 1 d . .
C31 C 0.9935(3) 1.41492(15) -0.10100(14) 0.0259(6) Uani 1 d . .
C43 C 0.5135(3) 0.9022(2) 0.31703(17) 0.0455(8) Uani 1 d . .
H43A H 0.4704 0.9569 0.3029 0.055 Uiso 1 calc . .
H43B H 0.5199 0.9053 0.3715 0.055 Uiso 1 calc . .
C44 C 0.4138(3) 0.8258(2) 0.28526(17) 0.0470(8) Uani 1 d . .
H44A H 0.4581 0.7705 0.2969 0.056 Uiso 1 calc . .
H44B H 0.4007 0.8245 0.2309 0.056 Uiso 1 calc . .
C45 C 0.2634(4) 0.8323(3) 0.31699(19) 0.0604(10) Uani 1 d . .
H45A H 0.2776 0.8413 0.371 0.091 Uiso 1 calc . .
H45B H 0.2041 0.7778 0.3012 0.091 Uiso 1 calc . .
H45C H 0.2129 0.882 0.2989 0.091 Uiso 1 calc . .
C46 C 0.4801(3) 1.05869(18) 0.16708(16) 0.0374(7) Uani 1 d . .
H46A H 0.4344 1.0027 0.1786 0.045 Uiso 1 calc . .
H46B H 0.4736 1.0576 0.1127 0.045 Uiso 1 calc . .
C47 C 0.3961(3) 1.13363(18) 0.19882(17) 0.0395(7) Uani 1 d . .
H47A H 0.4443 1.1902 0.1903 0.047 Uiso 1 calc . .
H47B H 0.3946 1.1324 0.2527 0.047 Uiso 1 calc . .
C48 C 0.2390(3) 1.1259(2) 0.16214(18) 0.0474(8) Uani 1 d . .
H48A H 0.2412 1.1242 0.1086 0.071 Uiso 1 calc . .
H48B H 0.1856 1.1768 0.1807 0.071 Uiso 1 calc . .
H48C H 0.1895 1.0718 0.1736 0.071 Uiso 1 calc . .
C49 C 0.6348(3) 1.17467(19) 0.44587(16) 0.0398(7) Uani 1 d . .
H49A H 0.6776 1.2303 0.4321 0.048 Uiso 1 calc . .
H49B H 0.6917 1.1603 0.491 0.048 Uiso 1 calc . .
C50 C 0.4793(3) 1.18555(19) 0.46042(19) 0.0473(8) Uani 1 d . .
H50A H 0.4402 1.1323 0.4798 0.057 Uiso 1 calc . .
H50B H 0.4204 1.1926 0.4137 0.057 Uiso 1 calc . .
C51 C 0.4656(4) 1.2659(2) 0.5162(2) 0.0599(10) Uani 1 d . .
H51A H 0.5165 1.2566 0.5638 0.09 Uiso 1 calc . .
H51B H 0.3617 1.2747 0.5223 0.09 Uiso 1 calc . .
H51C H 0.5098 1.318 0.4984 0.09 Uiso 1 calc . .
N2 N 1.0200(2) 0.66917(13) 0.43123(12) 0.0318(5) Uani 1 d . .
H2A H 1.0849 0.643 0.4046 0.038 Uiso 1 calc . .
N1 N 0.9829(2) 1.29879(13) 0.06426(11) 0.0255(5) Uani 1 d . .
H1 H 1.0652 1.3215 0.0885 0.031 Uiso 1 calc . .
O1 O 0.82908(19) 1.29288(11) -0.03923(10) 0.0313(4) Uani 1 d . .
O2 O 0.8653(2) 1.38569(12) -0.13971(10) 0.0358(4) Uani 1 d . .
H2B H 0.8247 1.3468 -0.1182 0.054 Uiso 1 calc . .
O3 O 1.0271(2) 1.50523(13) -0.19767(10) 0.0392(5) Uani 1 d . .
H3 H 0.9448 1.4802 -0.2121 0.059 Uiso 1 calc . .
O4 O 0.9264(2) 0.68316(12) 0.54251(10) 0.0392(5) Uani 1 d . .
O5 O 1.0279(2) 0.60527(12) 0.64877(10) 0.0369(5) Uani 1 d . .
H5 H 0.9711 0.6372 0.6264 0.055 Uiso 1 calc . .
O6 O 1.2391(2) 0.50642(13) 0.70486(10) 0.0420(5) Uani 1 d . .
H6 H 1.1591 0.5179 0.7222 0.063 Uiso 1 calc . .
O7 O 0.6583(2) 0.89792(11) 0.29336(10) 0.0327(4) Uani 1 d . .
O8 O 0.58295(17) 0.86186(10) 0.11438(9) 0.0256(4) Uani 1 d . .
O9 O 0.63344(18) 1.06460(10) 0.19528(9) 0.0276(4) Uani 1 d . .
O10 O 0.64334(19) 1.10481(11) 0.38671(9) 0.0301(4) Uani 1 d . .
C52A C 0.5206(4) 0.8229(3) 0.0432(2) 0.0308(5) Uani 0.703(4) d A 1
H52A H 0.5639 0.8536 0.0047 0.037 Uiso 0.703(4) calc A 1
H52B H 0.4137 0.8313 0.0391 0.037 Uiso 0.703(4) calc A 1
C53A C 0.5460(4) 0.7263(2) 0.0293(2) 0.0308(5) Uani 0.703(4) d A 1
H53A H 0.4892 0.694 0.0624 0.037 Uiso 0.703(4) calc A 1
H53B H 0.6513 0.7167 0.041 0.037 Uiso 0.703(4) calc A 1
C54A C 0.5010(7) 0.6906(4) -0.0496(3) 0.0308(5) Uani 0.703(4) d A 1
H54A H 0.401 0.7073 -0.0633 0.046 Uiso 0.703(4) calc A 1
H54B H 0.5041 0.6263 -0.0551 0.046 Uiso 0.703(4) calc A 1
H54C H 0.5685 0.715 -0.0818 0.046 Uiso 0.703(4) calc A 1
C52B C 0.5293(10) 0.7821(7) 0.0635(6) 0.0308(5) Uani 0.297(4) d A 2
H52C H 0.5689 0.7298 0.0842 0.037 Uiso 0.297(4) calc A 2
H52D H 0.4211 0.7766 0.063 0.037 Uiso 0.297(4) calc A 2
C53B C 0.5674(10) 0.7796(6) -0.0138(5) 0.0308(5) Uani 0.297(4) d A 2
H53C H 0.6746 0.7743 -0.015 0.037 Uiso 0.297(4) calc A 2
H53D H 0.5416 0.8356 -0.0329 0.037 Uiso 0.297(4) calc A 2
C54B C 0.4871(16) 0.7028(9) -0.0638(8) 0.0308(5) Uani 0.297(4) d A 2
H54D H 0.5296 0.6475 -0.0526 0.046 Uiso 0.297(4) calc A 2
H54E H 0.4974 0.7107 -0.1155 0.046 Uiso 0.297(4) calc A 2
H54F H 0.3829 0.7009 -0.0551 0.046 Uiso 0.297(4) calc A 2
C57 C 0.2824(4) 0.35836(19) 0.24786(19) 0.0444(7) Uani 1 d . .
C58 C 0.3429(5) 0.3524(3) 0.3229(2) 0.0751(12) Uani 1 d . .
H58A H 0.4503 0.3543 0.3248 0.113 Uiso 1 calc . .
H58B H 0.3075 0.297 0.339 0.113 Uiso 1 calc . .
H58C H 0.3117 0.4019 0.3557 0.113 Uiso 1 calc . .
N4 N 0.2344(3) 0.36348(17) 0.18920(15) 0.0483(7) Uani 1 d . .
C55 C 0.3395(4) 0.5799(2) 0.2673(2) 0.0485(8) Uani 1 d . .
C56 C 0.4497(4) 0.5706(2) 0.2137(2) 0.0598(9) Uani 1 d . .
H56A H 0.4205 0.5206 0.1765 0.09 Uiso 1 calc . .
H56B H 0.545 0.5605 0.2392 0.09 Uiso 1 calc . .
H56C H 0.4574 0.6245 0.1896 0.09 Uiso 1 calc . .
N3 N 0.2503(4) 0.58660(19) 0.30758(15) 0.0559(7) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C20 O7 1.384(3) . ?
C20 C15 1.393(3) . ?
C20 C19 1.398(4) . ?
C19 C18 1.391(4) . ?
C19 C21 1.518(3) . ?
C18 C17 1.381(4) . ?
C18 H18 0.95 . ?
C17 C16 1.387(4) . ?
C17 N2 1.431(3) . ?
C16 C15 1.395(3) . ?
C16 H16 0.95 . ?
C15 C14 1.510(3) . ?
C14 C12 1.518(3) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C12 C11 1.389(3) . ?
C12 C13 1.396(3) . ?
C11 C10 1.383(4) . ?
C11 H11 0.95 . ?
C10 C9 1.382(4) . ?
C10 H10 0.95 . ?
C9 C8 1.388(3) . ?
C9 H9 0.95 . ?
C8 C13 1.398(3) . ?
C8 C7 1.524(3) . ?
C13 O8 1.390(3) . ?
C7 C5 1.513(3) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C5 C4 1.391(3) . ?
C5 C6 1.398(3) . ?
C4 C3 1.386(3) . ?
C4 H4 0.95 . ?
C3 C2 1.389(3) . ?
C3 N1 1.431(3) . ?
C2 C1 1.397(3) . ?
C2 H2 0.95 . ?
C1 C6 1.394(3) . ?
C1 C28 1.508(3) . ?
C6 O9 1.387(3) . ?
C28 C26 1.520(3) . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C26 C25 1.389(4) . ?
C26 C27 1.394(4) . ?
C25 C24 1.376(4) . ?
C25 H25 0.95 . ?
C24 C23 1.382(4) . ?
C24 H24 0.95 . ?
C23 C22 1.389(4) . ?
C23 H23 0.95 . ?
C22 C27 1.398(3) . ?
C22 C21 1.514(4) . ?
C27 O10 1.385(3) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C36 O4 1.241(3) . ?
C36 N2 1.352(3) . ?
C36 C37 1.492(3) . ?
C37 C42 1.390(4) . ?
C37 C38 1.404(4) . ?
C38 O5 1.351(3) . ?
C38 C39 1.398(4) . ?
C39 C40 1.363(4) . ?
C39 O6 1.369(3) . ?
C40 C41 1.388(4) . ?
C40 H40 0.95 . ?
C41 C42 1.372(4) . ?
C41 H41 0.95 . ?
C42 H42 0.95 . ?
C29 O1 1.247(3) . ?
C29 N1 1.343(3) . ?
C29 C30 1.485(3) . ?
C30 C31 1.397(3) . ?
C30 C35 1.397(3) . ?
C35 C34 1.383(4) . ?
C35 H35 0.95 . ?
C34 C33 1.389(4) . ?
C34 H34 0.95 . ?
C33 C32 1.368(4) . ?
C33 H33 0.95 . ?
C32 O3 1.376(3) . ?
C32 C31 1.397(4) . ?
C31 O2 1.353(3) . ?
C43 O7 1.431(3) . ?
C43 C44 1.488(4) . ?
C43 H43A 0.99 . ?
C43 H43B 0.99 . ?
C44 C45 1.541(4) . ?
C44 H44A 0.99 . ?
C44 H44B 0.99 . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C45 H45C 0.98 . ?
C46 O9 1.450(3) . ?
C46 C47 1.498(4) . ?
C46 H46A 0.99 . ?
C46 H46B 0.99 . ?
C47 C48 1.530(4) . ?
C47 H47A 0.99 . ?
C47 H47B 0.99 . ?
C48 H48A 0.98 . ?
C48 H48B 0.98 . ?
C48 H48C 0.98 . ?
C49 O10 1.445(3) . ?
C49 C50 1.483(4) . ?
C49 H49A 0.99 . ?
C49 H49B 0.99 . ?
C50 C51 1.526(4) . ?
C50 H50A 0.99 . ?
C50 H50B 0.99 . ?
C51 H51A 0.98 . ?
C51 H51B 0.98 . ?
C51 H51C 0.98 . ?
N2 H2A 0.88 . ?
N1 H1 0.88 . ?
O2 H2B 0.84 . ?
O3 H3 0.84 . ?
O5 H5 0.84 . ?
O6 H6 0.84 . ?
O8 C52A 1.434(4) . ?
O8 C52B 1.491(10) . ?
C52A C53A 1.504(5) . ?
C52A H52A 0.99 . ?
C52A H52B 0.99 . ?
C53A C54A 1.505(7) . ?
C53A H53A 0.99 . ?
C53A H53B 0.99 . ?
C54A H54A 0.98 . ?
C54A H54B 0.98 . ?
C54A H54C 0.98 . ?
C52B C53B 1.483(14) . ?
C52B H52C 0.99 . ?
C52B H52D 0.99 . ?
C53B C54B 1.530(17) . ?
C53B H53C 0.99 . ?
C53B H53D 0.99 . ?
C54B H54D 0.98 . ?
C54B H54E 0.98 . ?
C54B H54F 0.98 . ?
C57 N4 1.138(4) . ?
C57 C58 1.452(5) . ?
C58 H58A 0.98 . ?
C58 H58B 0.98 . ?
C58 H58C 0.98 . ?
C55 N3 1.146(4) . ?
C55 C56 1.464(5) . ?
C56 H56A 0.98 . ?
C56 H56B 0.98 . ?
C56 H56C 0.98 . ?

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
O7 C20 C15 118.3(2) . . ?
O7 C20 C19 119.8(2) . . ?
C15 C20 C19 121.7(2) . . ?
C18 C19 C20 118.4(2) . . ?
C18 C19 C21 120.4(2) . . ?
C20 C19 C21 120.7(2) . . ?
C17 C18 C19 120.6(2) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 N2 121.3(2) . . ?
C16 C17 N2 118.5(2) . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C20 C15 C16 117.9(2) . . ?
C20 C15 C14 120.1(2) . . ?
C16 C15 C14 121.9(2) . . ?
C15 C14 C12 111.3(2) . . ?
C15 C14 H14A 109.4 . . ?
C12 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
C12 C14 H14B 109.4 . . ?
H14A C14 H14B 108 . . ?
C11 C12 C13 118.3(2) . . ?
C11 C12 C14 119.4(2) . . ?
C13 C12 C14 122.2(2) . . ?
C10 C11 C12 121.2(2) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C9 C10 C11 119.5(2) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C9 C8 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C8 C13 118.3(2) . . ?
C9 C8 C7 119.0(2) . . ?
C13 C8 C7 122.6(2) . . ?
O8 C13 C12 119.3(2) . . ?
O8 C13 C8 119.3(2) . . ?
C12 C13 C8 121.3(2) . . ?
C5 C7 C8 110.83(19) . . ?
C5 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C4 C5 C6 118.1(2) . . ?
C4 C5 C7 120.3(2) . . ?
C6 C5 C7 121.3(2) . . ?
C3 C4 C5 120.8(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 N1 120.1(2) . . ?
C2 C3 N1 119.5(2) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120 . . ?
C1 C2 H2 120 . . ?
C6 C1 C2 118.6(2) . . ?
C6 C1 C28 119.9(2) . . ?
C2 C1 C28 121.2(2) . . ?
O9 C6 C1 118.4(2) . . ?
O9 C6 C5 119.6(2) . . ?
C1 C6 C5 121.7(2) . . ?
C1 C28 C26 108.96(19) . . ?
C1 C28 H28A 109.9 . . ?
C26 C28 H28A 109.9 . . ?
C1 C28 H28B 109.9 . . ?
C26 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
C25 C26 C27 117.6(2) . . ?
C25 C26 C28 120.7(2) . . ?
C27 C26 C28 121.5(2) . . ?
C24 C25 C26 121.8(3) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C24 C23 119.3(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C23 C22 121.3(2) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C22 C27 117.9(2) . . ?
C23 C22 C21 120.4(2) . . ?
C27 C22 C21 121.6(2) . . ?
O10 C27 C26 119.1(2) . . ?
O10 C27 C22 119.0(2) . . ?
C26 C27 C22 121.9(2) . . ?
C22 C21 C19 110.2(2) . . ?
C22 C21 H21A 109.6 . . ?
C19 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
C19 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
O4 C36 N2 121.8(2) . . ?
O4 C36 C37 120.5(2) . . ?
N2 C36 C37 117.7(2) . . ?
C42 C37 C38 118.6(2) . . ?
C42 C37 C36 123.5(2) . . ?
C38 C37 C36 117.9(2) . . ?
O5 C38 C39 117.1(2) . . ?
O5 C38 C37 123.2(2) . . ?
C39 C38 C37 119.7(2) . . ?
C40 C39 O6 119.0(2) . . ?
C40 C39 C38 120.6(2) . . ?
O6 C39 C38 120.4(2) . . ?
C39 C40 C41 119.6(2) . . ?
C39 C40 H40 120.2 . . ?
C41 C40 H40 120.2 . . ?
C42 C41 C40 120.8(3) . . ?
C42 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C41 C42 C37 120.6(3) . . ?
C41 C42 H42 119.7 . . ?
C37 C42 H42 119.7 . . ?
O1 C29 N1 121.0(2) . . ?
O1 C29 C30 119.9(2) . . ?
N1 C29 C30 119.1(2) . . ?
C31 C30 C35 118.8(2) . . ?
C31 C30 C29 117.2(2) . . ?
C35 C30 C29 124.0(2) . . ?
C34 C35 C30 120.2(2) . . ?
C34 C35 H35 119.9 . . ?
C30 C35 H35 119.9 . . ?
C35 C34 C33 120.6(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C32 C33 C34 119.6(2) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C33 C32 O3 119.9(2) . . ?
C33 C32 C31 120.6(2) . . ?
O3 C32 C31 119.4(2) . . ?
O2 C31 C32 116.3(2) . . ?
O2 C31 C30 123.6(2) . . ?
C32 C31 C30 120.1(2) . . ?
O7 C43 C44 113.6(2) . . ?
O7 C43 H43A 108.8 . . ?
C44 C43 H43A 108.8 . . ?
O7 C43 H43B 108.8 . . ?
C44 C43 H43B 108.8 . . ?
H43A C43 H43B 107.7 . . ?
C43 C44 C45 110.4(3) . . ?
C43 C44 H44A 109.6 . . ?
C45 C44 H44A 109.6 . . ?
C43 C44 H44B 109.6 . . ?
C45 C44 H44B 109.6 . . ?
H44A C44 H44B 108.1 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O9 C46 C47 112.9(2) . . ?
O9 C46 H46A 109 . . ?
C47 C46 H46A 109 . . ?
O9 C46 H46B 109 . . ?
C47 C46 H46B 109 . . ?
H46A C46 H46B 107.8 . . ?
C46 C47 C48 109.5(2) . . ?
C46 C47 H47A 109.8 . . ?
C48 C47 H47A 109.8 . . ?
C46 C47 H47B 109.8 . . ?
C48 C47 H47B 109.8 . . ?
H47A C47 H47B 108.2 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O10 C49 C50 109.6(2) . . ?
O10 C49 H49A 109.8 . . ?
C50 C49 H49A 109.8 . . ?
O10 C49 H49B 109.8 . . ?
C50 C49 H49B 109.8 . . ?
H49A C49 H49B 108.2 . . ?
C49 C50 C51 110.6(3) . . ?
C49 C50 H50A 109.5 . . ?
C51 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C51 C50 H50B 109.5 . . ?
H50A C50 H50B 108.1 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C36 N2 C17 124.7(2) . . ?
C36 N2 H2A 117.6 . . ?
C17 N2 H2A 117.6 . . ?
C29 N1 C3 122.7(2) . . ?
C29 N1 H1 118.6 . . ?
C3 N1 H1 118.6 . . ?
C31 O2 H2B 109.5 . . ?
C32 O3 H3 109.5 . . ?
C38 O5 H5 109.5 . . ?
C39 O6 H6 109.5 . . ?
C20 O7 C43 115.0(2) . . ?
C13 O8 C52A 114.9(2) . . ?
C13 O8 C52B 111.7(4) . . ?
C6 O9 C46 114.15(19) . . ?
C27 O10 C49 111.06(19) . . ?
O8 C52A C53A 112.8(3) . . ?
O8 C52A H52A 109 . . ?
C53A C52A H52A 109 . . ?
O8 C52A H52B 109 . . ?
C53A C52A H52B 109 . . ?
H52A C52A H52B 107.8 . . ?
C52A C53A C54A 111.4(3) . . ?
C52A C53A H53A 109.3 . . ?
C54A C53A H53A 109.3 . . ?
C52A C53A H53B 109.3 . . ?
C54A C53A H53B 109.3 . . ?
H53A C53A H53B 108 . . ?
C53A C54A H54A 109.5 . . ?
C53A C54A H54B 109.5 . . ?
H54A C54A H54B 109.5 . . ?
C53A C54A H54C 109.5 . . ?
H54A C54A H54C 109.5 . . ?
H54B C54A H54C 109.5 . . ?
C53B C52B O8 116.3(8) . . ?
C53B C52B H52C 108.2 . . ?
O8 C52B H52C 108.2 . . ?
C53B C52B H52D 108.2 . . ?
O8 C52B H52D 108.2 . . ?
H52C C52B H52D 107.4 . . ?
C52B C53B C54B 112.0(9) . . ?
C52B C53B H53C 109.2 . . ?
C54B C53B H53C 109.2 . . ?
C52B C53B H53D 109.2 . . ?
C54B C53B H53D 109.2 . . ?
H53C C53B H53D 107.9 . . ?
C53B C54B H54D 109.5 . . ?
C53B C54B H54E 109.5 . . ?
H54D C54B H54E 109.5 . . ?
C53B C54B H54F 109.5 . . ?
H54D C54B H54F 109.5 . . ?
H54E C54B H54F 109.5 . . ?
N4 C57 C58 179.5(4) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
N3 C55 C56 178.1(4) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 987477'
#######################################################################
#
#                 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_water

_audit_creation_date             2014-02-18T14:14:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C54 H58 N2 O10, 2(H2 O) '
_chemical_formula_sum            'C54 H62 N2 O12'
_chemical_formula_weight         931.05

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   24.293(3)
_cell_length_b                   10.7595(13)
_cell_length_c                   18.361(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.247(2)
_cell_angle_gamma                90
_cell_volume                     4770.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7975
_cell_measurement_theta_min      2.072
_cell_measurement_theta_max      25.262

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#


_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_crystal_density_diffrn    1.30
_exptl_crystal_F_000             1984
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_number            22349
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.072
_diffrn_reflns_theta_max         25.262
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             8607
_reflns_number_gt                6726
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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     
;
 w=1/[σ²(Fo²)+(0.0853P)²+6.5765P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8607
_refine_ls_number_parameters     617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_ref         0.1808
_refine_ls_wR_factor_gt          0.1656
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.06

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
O12 O 0.64886(8) 0.96380(19) 0.54181(11) 0.0384(5) Uani 1 d . .
O11 O 0.35414(11) 0.3857(2) 0.39792(15) 0.0637(7) Uani 1 d . .
C1 C 0.25410(11) 0.8141(2) 0.32780(14) 0.0249(5) Uani 1 d . .
C2 C 0.30905(11) 0.7787(2) 0.34332(15) 0.0278(6) Uani 1 d . .
H2 H 0.3366 0.8152 0.3172 0.033 Uiso 1 calc . .
C3 C 0.32387(11) 0.6903(2) 0.39677(15) 0.0287(6) Uani 1 d . .
C4 C 0.28449(11) 0.6356(2) 0.43400(14) 0.0293(6) Uani 1 d . .
H4 H 0.2951 0.5726 0.469 0.035 Uiso 1 calc . .
C5 C 0.22907(11) 0.6705(2) 0.42144(14) 0.0277(6) Uani 1 d . .
C6 C 0.21468(10) 0.7619(2) 0.36861(14) 0.0255(6) Uani 1 d . .
C7 C 0.23821(11) 0.8976(2) 0.26173(14) 0.0275(6) Uani 1 d . .
H7A H 0.1977 0.9119 0.2558 0.033 Uiso 1 calc . .
H7B H 0.257 0.9791 0.269 0.033 Uiso 1 calc . .
C8 C 0.25559(10) 0.8345(2) 0.19366(14) 0.0246(5) Uani 1 d . .
C9 C 0.30291(11) 0.8719(2) 0.16319(15) 0.0287(6) Uani 1 d . .
H9 H 0.3217 0.9455 0.1804 0.034 Uiso 1 calc . .
C10 C 0.32297(11) 0.8030(3) 0.10797(15) 0.0302(6) Uani 1 d . .
H10 H 0.3544 0.8312 0.0862 0.036 Uiso 1 calc . .
C11 C 0.29715(11) 0.6930(2) 0.08449(14) 0.0277(6) Uani 1 d . .
H11 H 0.3121 0.6444 0.0482 0.033 Uiso 1 calc . .
C12 C 0.24966(10) 0.6530(2) 0.11336(13) 0.0236(5) Uani 1 d . .
C13 C 0.22800(10) 0.7274(2) 0.16575(13) 0.0229(5) Uani 1 d . .
C14 C 0.22511(11) 0.5268(2) 0.09278(14) 0.0275(6) Uani 1 d . .
H14A H 0.2376 0.4999 0.0457 0.033 Uiso 1 calc . .
H14B H 0.1842 0.5334 0.086 0.033 Uiso 1 calc . .
C15 C 0.24222(10) 0.4299(2) 0.15135(13) 0.0219(5) Uani 1 d . .
C16 C 0.29807(10) 0.4013(2) 0.16760(13) 0.0225(5) Uani 1 d . .
H16 H 0.3247 0.4417 0.1417 0.027 Uiso 1 calc . .
C17 C 0.31539(10) 0.3143(2) 0.22134(14) 0.0230(5) Uani 1 d . .
C18 C 0.27665(10) 0.2605(2) 0.26184(14) 0.0250(5) Uani 1 d . .
H18 H 0.2886 0.2038 0.3 0.03 Uiso 1 calc . .
C19 C 0.22065(10) 0.2883(2) 0.24725(14) 0.0236(5) Uani 1 d . .
C20 C 0.20351(10) 0.3688(2) 0.18944(14) 0.0233(5) Uani 1 d . .
C21 C 0.18040(11) 0.2343(2) 0.29643(15) 0.0281(6) Uani 1 d . .
H21A H 0.1838 0.1426 0.2975 0.034 Uiso 1 calc . .
H21B H 0.142 0.2556 0.2768 0.034 Uiso 1 calc . .
C22 C 0.19264(10) 0.2857(2) 0.37359(15) 0.0264(6) Uani 1 d . .
C23 C 0.22458(11) 0.2210(3) 0.42857(16) 0.0315(6) Uani 1 d . .
H23 H 0.2361 0.1386 0.4195 0.038 Uiso 1 calc . .
C24 C 0.23989(12) 0.2746(3) 0.49633(17) 0.0367(7) Uani 1 d . .
H24 H 0.2604 0.2278 0.5339 0.044 Uiso 1 calc . .
C25 C 0.22534(12) 0.3962(3) 0.50925(15) 0.0352(7) Uani 1 d . .
H25 H 0.2367 0.4331 0.5554 0.042 Uiso 1 calc . .
C26 C 0.19417(11) 0.4653(3) 0.45538(15) 0.0302(6) Uani 1 d . .
C27 C 0.17694(11) 0.4070(2) 0.38909(14) 0.0269(6) Uani 1 d . .
C28 C 0.18694(13) 0.6043(3) 0.46270(15) 0.0348(7) Uani 1 d . .
H28A H 0.1922 0.6283 0.515 0.042 Uiso 1 calc . .
H28B H 0.149 0.6286 0.4424 0.042 Uiso 1 calc . .
C29 C 0.39986(11) 0.2009(2) 0.27519(14) 0.0270(6) Uani 1 d . .
C30 C 0.46117(10) 0.1959(2) 0.27913(14) 0.0250(5) Uani 1 d . .
C31 C 0.48910(11) 0.1022(2) 0.32225(14) 0.0255(5) Uani 1 d . .
C32 C 0.54666(11) 0.0910(2) 0.32524(14) 0.0267(6) Uani 1 d . .
C33 C 0.57638(11) 0.1692(3) 0.28559(15) 0.0293(6) Uani 1 d . .
H33 H 0.6152 0.1586 0.2861 0.035 Uiso 1 calc . .
C34 C 0.54946(11) 0.2640(3) 0.24472(15) 0.0305(6) Uani 1 d . .
H34 H 0.5702 0.32 0.2185 0.037 Uiso 1 calc . .
C35 C 0.49294(11) 0.2777(2) 0.24183(14) 0.0282(6) Uani 1 d . .
H35 H 0.4752 0.3438 0.2141 0.034 Uiso 1 calc . .
C36 C 0.42383(11) 0.7149(2) 0.43121(14) 0.0265(6) Uani 1 d . .
C37 C 0.47950(11) 0.6596(2) 0.42979(14) 0.0264(6) Uani 1 d . .
C38 C 0.52603(11) 0.7338(2) 0.44980(14) 0.0261(6) Uani 1 d . .
C39 C 0.57899(11) 0.6867(3) 0.44548(15) 0.0293(6) Uani 1 d . .
C40 C 0.58553(12) 0.5668(3) 0.42095(16) 0.0357(7) Uani 1 d . .
H40 H 0.6217 0.5346 0.4183 0.043 Uiso 1 calc . .
C41 C 0.53961(12) 0.4931(3) 0.40025(17) 0.0388(7) Uani 1 d . .
H41 H 0.5444 0.411 0.383 0.047 Uiso 1 calc . .
C42 C 0.48752(12) 0.5383(3) 0.40452(16) 0.0354(7) Uani 1 d . .
H42 H 0.4563 0.4872 0.3902 0.042 Uiso 1 calc . .
N1 N 0.37317(9) 0.2895(2) 0.23287(12) 0.0260(5) Uani 1 d . .
H1 H 0.3943 0.3383 0.2093 0.031 Uiso 1 calc . .
N2 N 0.37969(9) 0.6457(2) 0.40897(14) 0.0346(6) Uani 1 d . .
H2A H 0.3853 0.5663 0.4012 0.042 Uiso 1 calc . .
O1 O 0.14598(9) 0.47401(19) 0.33484(10) 0.0400(5) Uani 1 d . .
O2 O 0.15983(7) 0.79812(17) 0.35462(10) 0.0300(4) Uani 1 d . .
O3 O 0.18027(7) 0.69152(17) 0.19401(10) 0.0299(4) Uani 1 d . .
O4 O 0.14728(7) 0.39033(17) 0.17144(10) 0.0288(4) Uani 1 d . .
O5 O 0.37390(8) 0.12301(18) 0.30936(12) 0.0374(5) Uani 1 d . .
O6 O 0.46353(8) 0.01781(18) 0.36128(11) 0.0344(5) Uani 1 d . .
H6 H 0.4292 0.0303 0.3555 0.052 Uiso 1 calc . .
O7 O 0.57336(8) -0.00189(18) 0.36662(11) 0.0322(4) Uani 1 d . .
H7 H 0.5526 -0.0287 0.3968 0.048 Uiso 1 calc . .
O8 O 0.41831(8) 0.82547(18) 0.45067(12) 0.0386(5) Uani 1 d . .
O9 O 0.52314(8) 0.85419(16) 0.47212(11) 0.0313(4) Uani 1 d . .
H9A H 0.4898 0.8742 0.4733 0.047 Uiso 1 calc . .
O10 O 0.62558(8) 0.75504(19) 0.46509(13) 0.0405(5) Uani 1 d . .
H10A H 0.6172 0.8195 0.4872 0.061 Uiso 1 calc . .
C46A C 0.1323(4) 0.7747(9) 0.1690(5) 0.039(2) Uiso 0.371(9) d A 1
H46A H 0.1085 0.7848 0.2091 0.047 Uiso 0.371(9) calc A 1
H46B H 0.1462 0.8577 0.1568 0.047 Uiso 0.371(9) calc A 1
C47A C 0.0991(5) 0.7216(10) 0.1037(6) 0.061(3) Uiso 0.371(9) d A 1
H47A H 0.1205 0.7289 0.061 0.073 Uiso 0.371(9) calc A 1
H47B H 0.093 0.632 0.1123 0.073 Uiso 0.371(9) calc A 1
C48A C 0.0459(9) 0.781(2) 0.0864(13) 0.130(7) Uiso 0.371(9) d A 1
H48A H 0.0255 0.7799 0.1295 0.195 Uiso 0.371(9) calc A 1
H48B H 0.0247 0.737 0.046 0.195 Uiso 0.371(9) calc A 1
H48C H 0.0516 0.8677 0.0719 0.195 Uiso 0.371(9) calc A 1
C46B C 0.1314(2) 0.7083(5) 0.1443(3) 0.0397(15) Uiso 0.629(9) d A 2
H46C H 0.1035 0.6455 0.1547 0.048 Uiso 0.629(9) calc A 2
H46D H 0.1403 0.6949 0.0936 0.048 Uiso 0.629(9) calc A 2
C47B C 0.1075(3) 0.8347(6) 0.1503(3) 0.0524(18) Uiso 0.629(9) d A 2
H47C H 0.1349 0.898 0.1391 0.063 Uiso 0.629(9) calc A 2
H47D H 0.0985 0.8488 0.2009 0.063 Uiso 0.629(9) calc A 2
C48B C 0.0547(4) 0.8475(10) 0.0963(5) 0.086(3) Uiso 0.629(9) d A 2
H48D H 0.0619 0.8164 0.0481 0.129 Uiso 0.629(9) calc A 2
H48E H 0.0439 0.9352 0.0923 0.129 Uiso 0.629(9) calc A 2
H48F H 0.0248 0.7991 0.1142 0.129 Uiso 0.629(9) calc A 2
C49C C 0.0814(3) 0.4337(7) 0.3355(4) 0.0483(17) Uiso 0.563(8) d B 3
H49A H 0.0675 0.4386 0.3841 0.058 Uiso 0.563(8) calc B 3
H49B H 0.0715 0.3536 0.3109 0.058 Uiso 0.563(8) calc B 3
C50C C 0.0671(2) 0.5661(6) 0.2797(3) 0.0421(17) Uiso 0.563(8) d B 3
H50A H 0.087 0.6404 0.3007 0.05 Uiso 0.563(8) calc B 3
H50B H 0.0766 0.5522 0.2292 0.05 Uiso 0.563(8) calc B 3
C51C C 0.0041(4) 0.5775(8) 0.2817(5) 0.072(2) Uiso 0.563(8) d B 3
H51A H -0.0122 0.4943 0.2825 0.107 Uiso 0.563(8) calc B 3
H51B H -0.0121 0.6223 0.2381 0.107 Uiso 0.563(8) calc B 3
H51C H -0.0033 0.6231 0.3258 0.107 Uiso 0.563(8) calc B 3
C49D C 0.0936(2) 0.4888(7) 0.3392(3) 0.0214(15) Uiso 0.437(8) d B 4
H49C H 0.0907 0.5692 0.3648 0.026 Uiso 0.437(8) calc B 4
H49D H 0.084 0.4242 0.3741 0.026 Uiso 0.437(8) calc B 4
C50D C 0.0446(3) 0.4891(8) 0.2773(5) 0.052(3) Uiso 0.437(8) d B 4
H50C H 0.0554 0.4667 0.2285 0.062 Uiso 0.437(8) calc B 4
H50D H 0.0123 0.4395 0.2889 0.062 Uiso 0.437(8) calc B 4
C51D C 0.0379(4) 0.6289(10) 0.2884(5) 0.064(3) Uiso 0.437(8) d B 4
H51D H 0.0265 0.6443 0.3372 0.097 Uiso 0.437(8) calc B 4
H51E H 0.0096 0.6613 0.2511 0.097 Uiso 0.437(8) calc B 4
H51F H 0.0732 0.6706 0.2841 0.097 Uiso 0.437(8) calc B 4
C52E C 0.1244(3) 0.2996(7) 0.1158(4) 0.0334(17) Uiso 0.542(7) d C 5
H52A H 0.0895 0.3386 0.094 0.04 Uiso 0.542(7) calc C 5
H52B H 0.1499 0.3042 0.0774 0.04 Uiso 0.542(7) calc C 5
C53E C 0.1136(3) 0.1955(6) 0.1184(4) 0.0486(18) Uiso 0.542(7) d C 5
H53A H 0.0908 0.182 0.1593 0.058 Uiso 0.542(7) calc C 5
H53B H 0.1484 0.1477 0.1295 0.058 Uiso 0.542(7) calc C 5
C54E C 0.0816(3) 0.1437(7) 0.0463(4) 0.066(2) Uiso 0.542(7) d C 5
H54A H 0.0434 0.174 0.0417 0.099 Uiso 0.542(7) calc C 5
H54B H 0.0817 0.0526 0.0478 0.099 Uiso 0.542(7) calc C 5
H54C H 0.0998 0.1719 0.0041 0.099 Uiso 0.542(7) calc C 5
C52F C 0.1229(3) 0.3377(8) 0.1061(4) 0.0281(18) Uiso 0.458(7) d C 6
H52C H 0.1347 0.387 0.0649 0.034 Uiso 0.458(7) calc C 6
H52D H 0.1382 0.253 0.1022 0.034 Uiso 0.458(7) calc C 6
C53F C 0.0660(4) 0.3289(10) 0.0963(6) 0.081(3) Uiso 0.458(7) d C 6
H53C H 0.0508 0.4131 0.0853 0.097 Uiso 0.458(7) calc C 6
H53D H 0.0533 0.3022 0.1432 0.097 Uiso 0.458(7) calc C 6
C54F C 0.0412(6) 0.2406(13) 0.0361(8) 0.112(5) Uiso 0.458(7) d C 6
H54D H 0.0593 0.2538 -0.0084 0.168 Uiso 0.458(7) calc C 6
H54E H 0.0014 0.2571 0.0256 0.168 Uiso 0.458(7) calc C 6
H54F H 0.0468 0.1545 0.0526 0.168 Uiso 0.458(7) calc C 6
C43G C 0.1385(6) 0.8875(14) 0.4001(8) 0.024(4) Uiso 0.279(9) d D 7
H43A H 0.1693 0.943 0.4188 0.029 Uiso 0.279(9) calc D 7
H43B H 0.1264 0.8433 0.4429 0.029 Uiso 0.279(9) calc D 7
C44G C 0.0935(5) 0.9645(12) 0.3704(6) 0.028(3) Uiso 0.279(9) d D 7
H44A H 0.0905 0.9715 0.3164 0.033 Uiso 0.279(9) calc D 7
H44B H 0.0936 1.0478 0.3933 0.033 Uiso 0.279(9) calc D 7
C45G C 0.0521(7) 0.8792(16) 0.3966(10) 0.076(5) Uiso 0.279(9) d D 7
H45A H 0.0648 0.7932 0.3931 0.113 Uiso 0.279(9) calc D 7
H45B H 0.0166 0.8894 0.3663 0.113 Uiso 0.279(9) calc D 7
H45C H 0.0474 0.8984 0.4477 0.113 Uiso 0.279(9) calc D 7
C43H C 0.1484(3) 0.9012(6) 0.4005(4) 0.038(2) Uiso 0.721(9) d D 8
H43C H 0.1714 0.9741 0.3911 0.045 Uiso 0.721(9) calc D 8
H43D H 0.1552 0.8787 0.453 0.045 Uiso 0.721(9) calc D 8
C44H C 0.0855(3) 0.9281(8) 0.3779(4) 0.068(2) Uiso 0.721(9) d D 8
H44C H 0.0798 0.9473 0.3248 0.082 Uiso 0.721(9) calc D 8
H44D H 0.0637 0.8529 0.3865 0.082 Uiso 0.721(9) calc D 8
C45H C 0.0651(2) 1.0347(6) 0.4201(3) 0.0693(19) Uiso 0.721(9) d D 8
H45D H 0.0626 1.0089 0.4708 0.104 Uiso 0.721(9) calc D 8
H45E H 0.0284 1.0603 0.3975 0.104 Uiso 0.721(9) calc D 8
H45F H 0.0909 1.1046 0.4195 0.104 Uiso 0.721(9) calc D 8



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.388(4) . ?
C1 C6 1.396(4) . ?
C1 C7 1.525(4) . ?
C2 C3 1.386(4) . ?
C2 H2 0.95 . ?
C3 C4 1.368(4) . ?
C3 N2 1.433(3) . ?
C4 C5 1.393(4) . ?
C4 H4 0.95 . ?
C5 C6 1.399(4) . ?
C5 C28 1.516(4) . ?
C6 O2 1.385(3) . ?
C7 C8 1.522(4) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 C9 1.391(4) . ?
C8 C13 1.402(4) . ?
C9 C10 1.386(4) . ?
C9 H9 0.95 . ?
C10 C11 1.386(4) . ?
C10 H10 0.95 . ?
C11 C12 1.389(4) . ?
C11 H11 0.95 . ?
C12 C13 1.398(4) . ?
C12 C14 1.514(4) . ?
C13 O3 1.376(3) . ?
C14 C15 1.523(3) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.391(3) . ?
C15 C20 1.396(4) . ?
C16 C17 1.392(3) . ?
C16 H16 0.95 . ?
C17 C18 1.388(4) . ?
C17 N1 1.422(3) . ?
C18 C19 1.390(3) . ?
C18 H18 0.95 . ?
C19 C20 1.398(4) . ?
C19 C21 1.517(4) . ?
C20 O4 1.389(3) . ?
C21 C22 1.520(4) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C22 C23 1.391(4) . ?
C22 C27 1.398(4) . ?
C23 C24 1.385(4) . ?
C23 H23 0.95 . ?
C24 C25 1.382(4) . ?
C24 H24 0.95 . ?
C25 C26 1.393(4) . ?
C25 H25 0.95 . ?
C26 C27 1.392(4) . ?
C26 C28 1.514(4) . ?
C27 O1 1.383(3) . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C29 O5 1.257(3) . ?
C29 N1 1.350(3) . ?
C29 C30 1.484(4) . ?
C30 C35 1.398(4) . ?
C30 C31 1.409(4) . ?
C31 O6 1.350(3) . ?
C31 C32 1.399(4) . ?
C32 C33 1.369(4) . ?
C32 O7 1.374(3) . ?
C33 C34 1.387(4) . ?
C33 H33 0.95 . ?
C34 C35 1.376(4) . ?
C34 H34 0.95 . ?
C35 H35 0.95 . ?
C36 O8 1.253(3) . ?
C36 N2 1.333(3) . ?
C36 C37 1.481(4) . ?
C37 C38 1.400(4) . ?
C37 C42 1.405(4) . ?
C38 O9 1.363(3) . ?
C38 C39 1.393(4) . ?
C39 O10 1.365(3) . ?
C39 C40 1.382(4) . ?
C40 C41 1.387(4) . ?
C40 H40 0.95 . ?
C41 C42 1.366(4) . ?
C41 H41 0.95 . ?
C42 H42 0.95 . ?
N1 H1 0.88 . ?
N2 H2A 0.88 . ?
O1 C49D 1.294(6) . ?
O1 C49C 1.628(7) . ?
O2 C43G 1.410(14) . ?
O2 C43H 1.438(7) . ?
O3 C46B 1.428(5) . ?
O3 C46A 1.501(9) . ?
O4 C52F 1.399(7) . ?
O4 C52E 1.478(7) . ?
O6 H6 0.84 . ?
O7 H7 0.84 . ?
O9 H9A 0.84 . ?
O10 H10A 0.84 . ?
C46A C47A 1.484(15) . ?
C46A H46A 0.99 . ?
C46A H46B 0.99 . ?
C47A C48A 1.45(2) . ?
C47A H47A 0.99 . ?
C47A H47B 0.99 . ?
C48A H48A 0.98 . ?
C48A H48B 0.98 . ?
C48A H48C 0.98 . ?
C46B C47B 1.487(9) . ?
C46B H46C 0.99 . ?
C46B H46D 0.99 . ?
C47B C48B 1.539(11) . ?
C47B H47C 0.99 . ?
C47B H47D 0.99 . ?
C48B H48D 0.98 . ?
C48B H48E 0.98 . ?
C48B H48F 0.98 . ?
C49C C50C 1.767(9) . ?
C49C H49A 0.99 . ?
C49C H49B 0.99 . ?
C50C C51C 1.539(11) . ?
C50C H50A 0.99 . ?
C50C H50B 0.99 . ?
C51C H51A 0.98 . ?
C51C H51B 0.98 . ?
C51C H51C 0.98 . ?
C49D C50D 1.556(10) . ?
C49D H49C 0.99 . ?
C49D H49D 0.99 . ?
C50D C51D 1.529(14) . ?
C50D H50C 0.99 . ?
C50D H50D 0.99 . ?
C51D H51D 0.98 . ?
C51D H51E 0.98 . ?
C51D H51F 0.98 . ?
C52E C53E 1.152(9) . ?
C52E H52A 0.99 . ?
C52E H52B 0.99 . ?
C53E C54E 1.564(10) . ?
C53E H53A 0.99 . ?
C53E H53B 0.99 . ?
C54E H54A 0.98 . ?
C54E H54B 0.98 . ?
C54E H54C 0.98 . ?
C52F C53F 1.376(12) . ?
C52F H52C 0.99 . ?
C52F H52D 0.99 . ?
C53F C54F 1.531(16) . ?
C53F H53C 0.99 . ?
C53F H53D 0.99 . ?
C54F H54D 0.98 . ?
C54F H54E 0.98 . ?
C54F H54F 0.98 . ?
C43G C44G 1.431(18) . ?
C43G H43A 0.99 . ?
C43G H43B 0.99 . ?
C44G C45G 1.48(2) . ?
C44G H44A 0.99 . ?
C44G H44B 0.99 . ?
C45G H45A 0.98 . ?
C45G H45B 0.98 . ?
C45G H45C 0.98 . ?
C43H C44H 1.566(10) . ?
C43H H43C 0.99 . ?
C43H H43D 0.99 . ?
C44H C45H 1.499(9) . ?
C44H H44C 0.99 . ?
C44H H44D 0.99 . ?
C45H H45D 0.98 . ?
C45H H45E 0.98 . ?
C45H H45F 0.98 . ?

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 C6 118.7(2) . . ?
C2 C1 C7 118.7(2) . . ?
C6 C1 C7 122.3(2) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 N2 118.6(2) . . ?
C2 C3 N2 120.6(2) . . ?
C3 C4 C5 121.1(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 118.0(2) . . ?
C4 C5 C28 118.9(2) . . ?
C6 C5 C28 123.1(2) . . ?
O2 C6 C1 119.3(2) . . ?
O2 C6 C5 119.3(2) . . ?
C1 C6 C5 121.4(2) . . ?
C8 C7 C1 108.8(2) . . ?
C8 C7 H7A 109.9 . . ?
C1 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
C1 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C9 C8 C13 118.3(2) . . ?
C9 C8 C7 121.1(2) . . ?
C13 C8 C7 120.2(2) . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 120 . . ?
C9 C10 H10 120 . . ?
C10 C11 C12 120.8(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 118.4(2) . . ?
C11 C12 C14 120.2(2) . . ?
C13 C12 C14 121.2(2) . . ?
O3 C13 C12 119.7(2) . . ?
O3 C13 C8 118.8(2) . . ?
C12 C13 C8 121.4(2) . . ?
C12 C14 C15 111.6(2) . . ?
C12 C14 H14A 109.3 . . ?
C15 C14 H14A 109.3 . . ?
C12 C14 H14B 109.3 . . ?
C15 C14 H14B 109.3 . . ?
H14A C14 H14B 108 . . ?
C16 C15 C20 118.9(2) . . ?
C16 C15 C14 119.2(2) . . ?
C20 C15 C14 122.0(2) . . ?
C15 C16 C17 120.9(2) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 119.3(2) . . ?
C18 C17 N1 123.9(2) . . ?
C16 C17 N1 116.7(2) . . ?
C17 C18 C19 120.9(2) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 118.9(2) . . ?
C18 C19 C21 118.9(2) . . ?
C20 C19 C21 122.1(2) . . ?
O4 C20 C15 120.0(2) . . ?
O4 C20 C19 119.2(2) . . ?
C15 C20 C19 120.7(2) . . ?
C19 C21 C22 110.0(2) . . ?
C19 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C19 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C23 C22 C27 117.6(3) . . ?
C23 C22 C21 122.1(2) . . ?
C27 C22 C21 120.0(2) . . ?
C24 C23 C22 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C25 C24 C23 120.0(3) . . ?
C25 C24 H24 120 . . ?
C23 C24 H24 120 . . ?
C24 C25 C26 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C27 C26 C25 118.0(3) . . ?
C27 C26 C28 119.7(2) . . ?
C25 C26 C28 121.6(3) . . ?
O1 C27 C26 118.9(2) . . ?
O1 C27 C22 118.6(2) . . ?
C26 C27 C22 122.4(2) . . ?
C26 C28 C5 109.2(2) . . ?
C26 C28 H28A 109.8 . . ?
C5 C28 H28A 109.8 . . ?
C26 C28 H28B 109.8 . . ?
C5 C28 H28B 109.8 . . ?
H28A C28 H28B 108.3 . . ?
O5 C29 N1 121.5(2) . . ?
O5 C29 C30 120.4(2) . . ?
N1 C29 C30 118.0(2) . . ?
C35 C30 C31 117.9(2) . . ?
C35 C30 C29 123.9(2) . . ?
C31 C30 C29 118.2(2) . . ?
O6 C31 C32 115.9(2) . . ?
O6 C31 C30 123.9(2) . . ?
C32 C31 C30 120.2(2) . . ?
C33 C32 O7 119.8(2) . . ?
C33 C32 C31 120.6(2) . . ?
O7 C32 C31 119.6(2) . . ?
C32 C33 C34 119.6(2) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C35 C34 C33 120.6(3) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C30 121.0(2) . . ?
C34 C35 H35 119.5 . . ?
C30 C35 H35 119.5 . . ?
O8 C36 N2 120.7(2) . . ?
O8 C36 C37 120.9(2) . . ?
N2 C36 C37 118.4(2) . . ?
C38 C37 C42 118.6(2) . . ?
C38 C37 C36 118.6(2) . . ?
C42 C37 C36 122.6(2) . . ?
O9 C38 C39 116.2(2) . . ?
O9 C38 C37 123.7(2) . . ?
C39 C38 C37 120.1(2) . . ?
O10 C39 C40 117.9(2) . . ?
O10 C39 C38 122.3(2) . . ?
C40 C39 C38 119.9(3) . . ?
C39 C40 C41 120.3(3) . . ?
C39 C40 H40 119.8 . . ?
C41 C40 H40 119.8 . . ?
C42 C41 C40 120.2(3) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C41 C42 C37 120.8(3) . . ?
C41 C42 H42 119.6 . . ?
C37 C42 H42 119.6 . . ?
C29 N1 C17 128.5(2) . . ?
C29 N1 H1 115.8 . . ?
C17 N1 H1 115.8 . . ?
C36 N2 C3 125.3(2) . . ?
C36 N2 H2A 117.4 . . ?
C3 N2 H2A 117.4 . . ?
C49D O1 C27 118.7(3) . . ?
C27 O1 C49C 107.7(3) . . ?
C6 O2 C43G 119.4(6) . . ?
C6 O2 C43H 110.6(3) . . ?
C13 O3 C46B 113.6(3) . . ?
C13 O3 C46A 112.1(4) . . ?
C20 O4 C52F 116.8(3) . . ?
C20 O4 C52E 109.9(3) . . ?
C31 O6 H6 109.5 . . ?
C32 O7 H7 109.5 . . ?
C38 O9 H9A 109.5 . . ?
C39 O10 H10A 109.5 . . ?
C47A C46A O3 110.7(8) . . ?
C47A C46A H46A 109.5 . . ?
O3 C46A H46A 109.5 . . ?
C47A C46A H46B 109.5 . . ?
O3 C46A H46B 109.5 . . ?
H46A C46A H46B 108.1 . . ?
C48A C47A C46A 113.5(13) . . ?
C48A C47A H47A 108.9 . . ?
C46A C47A H47A 108.9 . . ?
C48A C47A H47B 108.9 . . ?
C46A C47A H47B 108.9 . . ?
H47A C47A H47B 107.7 . . ?
C47A C48A H48A 109.5 . . ?
C47A C48A H48B 109.5 . . ?
H48A C48A H48B 109.5 . . ?
C47A C48A H48C 109.5 . . ?
H48A C48A H48C 109.5 . . ?
H48B C48A H48C 109.5 . . ?
O3 C46B C47B 111.8(4) . . ?
O3 C46B H46C 109.2 . . ?
C47B C46B H46C 109.2 . . ?
O3 C46B H46D 109.2 . . ?
C47B C46B H46D 109.2 . . ?
H46C C46B H46D 107.9 . . ?
C46B C47B C48B 109.8(6) . . ?
C46B C47B H47C 109.7 . . ?
C48B C47B H47C 109.7 . . ?
C46B C47B H47D 109.7 . . ?
C48B C47B H47D 109.7 . . ?
H47C C47B H47D 108.2 . . ?
C47B C48B H48D 109.5 . . ?
C47B C48B H48E 109.5 . . ?
H48D C48B H48E 109.5 . . ?
C47B C48B H48F 109.5 . . ?
H48D C48B H48F 109.5 . . ?
H48E C48B H48F 109.5 . . ?
O1 C49C C50C 84.8(4) . . ?
O1 C49C H49A 114.5 . . ?
C50C C49C H49A 114.5 . . ?
O1 C49C H49B 114.5 . . ?
C50C C49C H49B 114.5 . . ?
H49A C49C H49B 111.6 . . ?
C51C C50C C49C 100.6(5) . . ?
C51C C50C H50A 111.7 . . ?
C49C C50C H50A 111.7 . . ?
C51C C50C H50B 111.7 . . ?
C49C C50C H50B 111.7 . . ?
H50A C50C H50B 109.4 . . ?
C50C C51C H51A 109.5 . . ?
C50C C51C H51B 109.5 . . ?
H51A C51C H51B 109.5 . . ?
C50C C51C H51C 109.5 . . ?
H51A C51C H51C 109.5 . . ?
H51B C51C H51C 109.5 . . ?
O1 C49D C50D 129.4(5) . . ?
O1 C49D H49C 104.9 . . ?
C50D C49D H49C 104.9 . . ?
O1 C49D H49D 104.9 . . ?
C50D C49D H49D 104.9 . . ?
H49C C49D H49D 105.8 . . ?
C51D C50D C49D 89.3(7) . . ?
C51D C50D H50C 113.8 . . ?
C49D C50D H50C 113.8 . . ?
C51D C50D H50D 113.8 . . ?
C49D C50D H50D 113.8 . . ?
H50C C50D H50D 111 . . ?
C50D C51D H51D 109.5 . . ?
C50D C51D H51E 109.5 . . ?
H51D C51D H51E 109.5 . . ?
C50D C51D H51F 109.5 . . ?
H51D C51D H51F 109.5 . . ?
H51E C51D H51F 109.5 . . ?
C53E C52E O4 133.1(7) . . ?
C53E C52E H52A 104 . . ?
O4 C52E H52A 104 . . ?
C53E C52E H52B 104 . . ?
O4 C52E H52B 104 . . ?
H52A C52E H52B 105.4 . . ?
C52E C53E C54E 113.9(7) . . ?
C52E C53E H53A 108.8 . . ?
C54E C53E H53A 108.8 . . ?
C52E C53E H53B 108.8 . . ?
C54E C53E H53B 108.8 . . ?
H53A C53E H53B 107.7 . . ?
C53E C54E H54A 109.5 . . ?
C53E C54E H54B 109.5 . . ?
H54A C54E H54B 109.5 . . ?
C53E C54E H54C 109.5 . . ?
H54A C54E H54C 109.5 . . ?
H54B C54E H54C 109.5 . . ?
C53F C52F O4 117.7(7) . . ?
C53F C52F H52C 107.9 . . ?
O4 C52F H52C 107.9 . . ?
C53F C52F H52D 107.9 . . ?
O4 C52F H52D 107.9 . . ?
H52C C52F H52D 107.2 . . ?
C52F C53F C54F 116.7(10) . . ?
C52F C53F H53C 108.1 . . ?
C54F C53F H53C 108.1 . . ?
C52F C53F H53D 108.1 . . ?
C54F C53F H53D 108.1 . . ?
H53C C53F H53D 107.3 . . ?
C53F C54F H54D 109.5 . . ?
C53F C54F H54E 109.5 . . ?
H54D C54F H54E 109.5 . . ?
C53F C54F H54F 109.5 . . ?
H54D C54F H54F 109.5 . . ?
H54E C54F H54F 109.5 . . ?
O2 C43G C44G 119.0(11) . . ?
O2 C43G H43A 107.6 . . ?
C44G C43G H43A 107.6 . . ?
O2 C43G H43B 107.6 . . ?
C44G C43G H43B 107.6 . . ?
H43A C43G H43B 107 . . ?
C43G C44G C45G 92.0(12) . . ?
C43G C44G H44A 113.3 . . ?
C45G C44G H44A 113.3 . . ?
C43G C44G H44B 113.3 . . ?
C45G C44G H44B 113.3 . . ?
H44A C44G H44B 110.6 . . ?
C44G C45G H45A 109.5 . . ?
C44G C45G H45B 109.5 . . ?
H45A C45G H45B 109.5 . . ?
C44G C45G H45C 109.5 . . ?
H45A C45G H45C 109.5 . . ?
H45B C45G H45C 109.5 . . ?
O2 C43H C44H 103.4(5) . . ?
O2 C43H H43C 111.1 . . ?
C44H C43H H43C 111.1 . . ?
O2 C43H H43D 111.1 . . ?
C44H C43H H43D 111.1 . . ?
H43C C43H H43D 109 . . ?
C45H C44H C43H 111.9(6) . . ?
C45H C44H H44C 109.2 . . ?
C43H C44H H44C 109.2 . . ?
C45H C44H H44D 109.2 . . ?
C43H C44H H44D 109.2 . . ?
H44C C44H H44D 107.9 . . ?
C44H C45H H45D 109.5 . . ?
C44H C45H H45E 109.5 . . ?
H45D C45H H45E 109.5 . . ?
C44H C45H H45F 109.5 . . ?
H45D C45H H45F 109.5 . . ?
H45E C45H H45F 109.5 . . ?

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 987478'
