# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

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

data_ap1
_database_code_depnum_ccdc_archive 'CCDC 1447358'
_audit_update_record             
;
2016-01-14 deposited with the CCDC.
2016-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H35 N3 O6'
_chemical_formula_weight         449.54
_chemical_absolute_configuration syn
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '

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

_cell_length_a                   9.152(3)
_cell_length_b                   9.804(4)
_cell_length_c                   27.360(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2454.8(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3665
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      22.34

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.425
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.124
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18114
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         26.54
_reflns_number_total             5001
_reflns_number_gt                3705
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0642P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.002(12)
_refine_ls_number_reflns         5001
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.1232
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O6 O 1.0556(2) 0.2463(2) 0.08547(7) 0.0760(6) Uani 1 1 d . . .
O1 O 0.23222(15) 0.6605(2) 0.12460(5) 0.0459(4) Uani 1 1 d . . .
O2 O 0.44679(16) 0.58305(18) 0.15623(5) 0.0471(4) Uani 1 1 d . . .
O3 O 0.50836(16) 0.80364(17) 0.23831(6) 0.0432(4) Uani 1 1 d . . .
O4 O 0.94647(18) 0.7163(2) 0.22116(6) 0.0691(6) Uani 1 1 d . . .
O5 O 0.8982(3) 0.3336(3) 0.03277(7) 0.0871(7) Uani 1 1 d . . .
N2 N 0.59431(17) 0.59960(19) 0.26401(6) 0.0328(4) Uani 1 1 d . . .
H19 H 0.5700 0.5165 0.2700 0.039 Uiso 1 1 calc R . .
N3 N 0.75516(19) 0.6277(2) 0.18076(6) 0.0447(5) Uani 1 1 d . . .
H26 H 0.6754 0.5819 0.1835 0.054 Uiso 1 1 calc R . .
N1 N 0.25998(18) 0.6508(2) 0.20437(6) 0.0382(5) Uani 1 1 d . . .
H10 H 0.1725 0.6827 0.2050 0.046 Uiso 1 1 calc R . .
C11 C 0.3887(4) 0.5854(4) 0.43574(10) 0.0703(9) Uani 1 1 d . . .
H16 H 0.4174 0.5638 0.4674 0.084 Uiso 1 1 calc R . .
C12 C 0.4494(3) 0.6941(4) 0.41236(10) 0.0664(8) Uani 1 1 d . . .
H17 H 0.5216 0.7452 0.4277 0.080 Uiso 1 1 calc R . .
C13 C 0.4035(3) 0.7288(3) 0.36544(8) 0.0511(7) Uani 1 1 d . . .
H18 H 0.4430 0.8047 0.3499 0.061 Uiso 1 1 calc R . .
C8 C 0.2999(2) 0.6512(3) 0.34198(7) 0.0407(6) Uani 1 1 d . . .
C7 C 0.2468(2) 0.6882(3) 0.29155(7) 0.0448(6) Uani 1 1 d . . .
H13 H 0.2503 0.7865 0.2879 0.054 Uiso 1 1 calc R . .
H12 H 0.1456 0.6602 0.2884 0.054 Uiso 1 1 calc R . .
C6 C 0.3355(2) 0.6230(2) 0.25037(7) 0.0331(5) Uani 1 1 d . . .
H11 H 0.3419 0.5242 0.2556 0.040 Uiso 1 1 calc R . .
C14 C 0.4883(2) 0.6844(2) 0.24976(7) 0.0328(5) Uani 1 1 d . . .
C17 C 0.7493(2) 0.6362(3) 0.27041(8) 0.0376(5) Uani 1 1 d . . .
C18 C 0.8245(2) 0.6649(3) 0.22131(8) 0.0430(6) Uani 1 1 d . . .
C19 C 0.8074(3) 0.6603(3) 0.13202(8) 0.0538(7) Uani 1 1 d . . .
H28 H 0.9053 0.6977 0.1345 0.065 Uiso 1 1 calc R . .
H27 H 0.7450 0.7303 0.1181 0.065 Uiso 1 1 calc R . .
C20 C 0.8105(3) 0.5404(3) 0.09809(8) 0.0520(7) Uani 1 1 d . . .
H30 H 0.8297 0.5725 0.0652 0.062 Uiso 1 1 calc R . .
H29 H 0.7150 0.4974 0.0981 0.062 Uiso 1 1 calc R . .
C21 C 0.9237(3) 0.4359(3) 0.11160(8) 0.0482(6) Uani 1 1 d . . .
H32 H 1.0139 0.4825 0.1198 0.058 Uiso 1 1 calc R . .
H31 H 0.8911 0.3875 0.1406 0.058 Uiso 1 1 calc R . .
C22 C 0.9540(3) 0.3349(3) 0.07234(9) 0.0535(7) Uani 1 1 d . . .
C23 C 1.0993(5) 0.1478(4) 0.04984(13) 0.0998(13) Uani 1 1 d . . .
H33 H 1.0142 0.1059 0.0359 0.150 Uiso 1 1 calc R . .
H35 H 1.1586 0.0793 0.0652 0.150 Uiso 1 1 calc R . .
H34 H 1.1545 0.1921 0.0246 0.150 Uiso 1 1 calc R . .
C2 C 0.1526(3) 0.7216(4) 0.04745(10) 0.0763(10) Uani 1 1 d . . .
H4 H 0.0838 0.6478 0.0462 0.114 Uiso 1 1 calc R . .
H5 H 0.1789 0.7480 0.0148 0.114 Uiso 1 1 calc R . .
H6 H 0.1092 0.7979 0.0640 0.114 Uiso 1 1 calc R . .
C4 C 0.2878(3) 0.6763(3) 0.07477(8) 0.0529(7) Uani 1 1 d . . .
C5 C 0.3243(2) 0.6275(2) 0.16158(7) 0.0361(5) Uani 1 1 d . . .
C10 C 0.2875(4) 0.5096(3) 0.41311(9) 0.0707(9) Uani 1 1 d . . .
H15 H 0.2472 0.4348 0.4291 0.085 Uiso 1 1 calc R . .
C9 C 0.2421(3) 0.5411(3) 0.36615(8) 0.0569(7) Uani 1 1 d . . .
H14 H 0.1719 0.4873 0.3509 0.068 Uiso 1 1 calc R . .
C15 C 0.7674(3) 0.7576(3) 0.30396(9) 0.0552(7) Uani 1 1 d . . .
H20 H 0.7125 0.8332 0.2914 0.083 Uiso 1 1 calc R . .
H22 H 0.8689 0.7819 0.3058 0.083 Uiso 1 1 calc R . .
H21 H 0.7324 0.7346 0.3360 0.083 Uiso 1 1 calc R . .
C16 C 0.8244(3) 0.5126(3) 0.29301(10) 0.0585(7) Uani 1 1 d . . .
H25 H 0.7786 0.4910 0.3236 0.088 Uiso 1 1 calc R . .
H24 H 0.9257 0.5329 0.2984 0.088 Uiso 1 1 calc R . .
H23 H 0.8160 0.4362 0.2713 0.088 Uiso 1 1 calc R . .
C1 C 0.3439(4) 0.5433(4) 0.05542(10) 0.0896(12) Uani 1 1 d . . .
H1 H 0.4246 0.5132 0.0751 0.134 Uiso 1 1 calc R . .
H3 H 0.3756 0.5551 0.0222 0.134 Uiso 1 1 calc R . .
H2 H 0.2674 0.4764 0.0566 0.134 Uiso 1 1 calc R . .
C3 C 0.4018(4) 0.7876(5) 0.07461(12) 0.0942(13) Uani 1 1 d . . .
H8 H 0.3606 0.8697 0.0879 0.141 Uiso 1 1 calc R . .
H7 H 0.4336 0.8040 0.0417 0.141 Uiso 1 1 calc R . .
H9 H 0.4837 0.7598 0.0942 0.141 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O6 C22 1.322(3) . ?
O6 C23 1.429(4) . ?
O1 C5 1.356(2) . ?
O1 C4 1.463(3) . ?
O2 C5 1.212(3) . ?
O3 C14 1.225(3) . ?
O4 C18 1.224(3) . ?
O5 C22 1.197(3) . ?
N2 C14 1.336(3) . ?
N2 C17 1.474(3) . ?
N2 H19 0.8600 . ?
N3 C18 1.329(3) . ?
N3 C19 1.452(3) . ?
N3 H26 0.8600 . ?
N1 C5 1.330(3) . ?
N1 C6 1.461(2) . ?
N1 H10 0.8600 . ?
C11 C10 1.339(4) . ?
C11 C12 1.362(4) . ?
C11 H16 0.9300 . ?
C12 C13 1.393(4) . ?
C12 H17 0.9300 . ?
C13 C8 1.375(3) . ?
C13 H18 0.9300 . ?
C8 C9 1.372(4) . ?
C8 C7 1.507(3) . ?
C7 C6 1.529(3) . ?
C7 H13 0.9700 . ?
C7 H12 0.9700 . ?
C6 C14 1.522(3) . ?
C6 H11 0.9800 . ?
C17 C15 1.512(3) . ?
C17 C16 1.524(3) . ?
C17 C18 1.535(3) . ?
C19 C20 1.498(4) . ?
C19 H28 0.9700 . ?
C19 H27 0.9700 . ?
C20 C21 1.504(4) . ?
C20 H30 0.9700 . ?
C20 H29 0.9700 . ?
C21 C22 1.487(4) . ?
C21 H32 0.9700 . ?
C21 H31 0.9700 . ?
C23 H33 0.9600 . ?
C23 H35 0.9600 . ?
C23 H34 0.9600 . ?
C2 C4 1.512(4) . ?
C2 H4 0.9600 . ?
C2 H5 0.9600 . ?
C2 H6 0.9600 . ?
C4 C1 1.498(5) . ?
C4 C3 1.509(4) . ?
C10 C9 1.385(4) . ?
C10 H15 0.9300 . ?
C9 H14 0.9300 . ?
C15 H20 0.9600 . ?
C15 H22 0.9600 . ?
C15 H21 0.9600 . ?
C16 H25 0.9600 . ?
C16 H24 0.9600 . ?
C16 H23 0.9600 . ?
C1 H1 0.9600 . ?
C1 H3 0.9600 . ?
C1 H2 0.9600 . ?
C3 H8 0.9600 . ?
C3 H7 0.9600 . ?
C3 H9 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 O6 C23 117.1(2) . . ?
C5 O1 C4 120.32(16) . . ?
C14 N2 C17 125.63(19) . . ?
C14 N2 H19 117.2 . . ?
C17 N2 H19 117.2 . . ?
C18 N3 C19 123.3(2) . . ?
C18 N3 H26 118.4 . . ?
C19 N3 H26 118.4 . . ?
C5 N1 C6 121.13(16) . . ?
C5 N1 H10 119.4 . . ?
C6 N1 H10 119.4 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H16 120.0 . . ?
C12 C11 H16 120.0 . . ?
C11 C12 C13 120.1(3) . . ?
C11 C12 H17 120.0 . . ?
C13 C12 H17 120.0 . . ?
C8 C13 C12 120.2(3) . . ?
C8 C13 H18 119.9 . . ?
C12 C13 H18 119.9 . . ?
C9 C8 C13 118.5(2) . . ?
C9 C8 C7 120.4(2) . . ?
C13 C8 C7 121.1(2) . . ?
C8 C7 C6 113.76(19) . . ?
C8 C7 H13 108.8 . . ?
C6 C7 H13 108.8 . . ?
C8 C7 H12 108.8 . . ?
C6 C7 H12 108.8 . . ?
H13 C7 H12 107.7 . . ?
N1 C6 C14 110.56(17) . . ?
N1 C6 C7 107.79(17) . . ?
C14 C6 C7 109.30(18) . . ?
N1 C6 H11 109.7 . . ?
C14 C6 H11 109.7 . . ?
C7 C6 H11 109.7 . . ?
O3 C14 N2 124.04(19) . . ?
O3 C14 C6 121.21(19) . . ?
N2 C14 C6 114.7(2) . . ?
N2 C17 C15 111.67(18) . . ?
N2 C17 C16 106.78(19) . . ?
C15 C17 C16 109.25(19) . . ?
N2 C17 C18 111.86(17) . . ?
C15 C17 C18 109.7(2) . . ?
C16 C17 C18 107.38(19) . . ?
O4 C18 N3 123.1(2) . . ?
O4 C18 C17 119.1(2) . . ?
N3 C18 C17 117.76(19) . . ?
N3 C19 C20 113.7(2) . . ?
N3 C19 H28 108.8 . . ?
C20 C19 H28 108.8 . . ?
N3 C19 H27 108.8 . . ?
C20 C19 H27 108.8 . . ?
H28 C19 H27 107.7 . . ?
C19 C20 C21 113.3(2) . . ?
C19 C20 H30 108.9 . . ?
C21 C20 H30 108.9 . . ?
C19 C20 H29 108.9 . . ?
C21 C20 H29 108.9 . . ?
H30 C20 H29 107.7 . . ?
C22 C21 C20 113.9(2) . . ?
C22 C21 H32 108.8 . . ?
C20 C21 H32 108.8 . . ?
C22 C21 H31 108.8 . . ?
C20 C21 H31 108.8 . . ?
H32 C21 H31 107.7 . . ?
O5 C22 O6 122.6(3) . . ?
O5 C22 C21 125.5(3) . . ?
O6 C22 C21 111.8(2) . . ?
O6 C23 H33 109.5 . . ?
O6 C23 H35 109.5 . . ?
H33 C23 H35 109.5 . . ?
O6 C23 H34 109.5 . . ?
H33 C23 H34 109.5 . . ?
H35 C23 H34 109.5 . . ?
C4 C2 H4 109.5 . . ?
C4 C2 H5 109.5 . . ?
H4 C2 H5 109.5 . . ?
C4 C2 H6 109.5 . . ?
H4 C2 H6 109.5 . . ?
H5 C2 H6 109.5 . . ?
O1 C4 C1 110.8(2) . . ?
O1 C4 C3 108.7(2) . . ?
C1 C4 C3 113.0(3) . . ?
O1 C4 C2 101.97(19) . . ?
C1 C4 C2 111.2(3) . . ?
C3 C4 C2 110.6(3) . . ?
O2 C5 N1 125.25(18) . . ?
O2 C5 O1 124.77(19) . . ?
N1 C5 O1 109.98(18) . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H15 119.6 . . ?
C9 C10 H15 119.6 . . ?
C8 C9 C10 120.5(3) . . ?
C8 C9 H14 119.8 . . ?
C10 C9 H14 119.8 . . ?
C17 C15 H20 109.5 . . ?
C17 C15 H22 109.5 . . ?
H20 C15 H22 109.5 . . ?
C17 C15 H21 109.5 . . ?
H20 C15 H21 109.5 . . ?
H22 C15 H21 109.5 . . ?
C17 C16 H25 109.5 . . ?
C17 C16 H24 109.5 . . ?
H25 C16 H24 109.5 . . ?
C17 C16 H23 109.5 . . ?
H25 C16 H23 109.5 . . ?
H24 C16 H23 109.5 . . ?
C4 C1 H1 109.5 . . ?
C4 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
C4 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
H3 C1 H2 109.5 . . ?
C4 C3 H8 109.5 . . ?
C4 C3 H7 109.5 . . ?
H8 C3 H7 109.5 . . ?
C4 C3 H9 109.5 . . ?
H8 C3 H9 109.5 . . ?
H7 C3 H9 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        26.54
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.085
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tagome_1
_database_code_depnum_ccdc_archive 'CCDC 1447364'
_audit_update_record             
;
2016-01-14 deposited with the CCDC.
2016-04-04 downloaded from the CCDC.
;
_audit_creation_date             2014-09-02
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C46 H70 N6 O14'
_chemical_formula_sum            'C46 H70 N6 O14'
_chemical_formula_weight         931.09
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C23H35N3O7
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   8.31575(11)
_cell_length_b                   20.7760(2)
_cell_length_c                   29.5002(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5096.70(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16660
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      66.2320
_cell_measurement_theta_min      2.5510
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.124
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            25157
_diffrn_reflns_theta_full        66.28
_diffrn_reflns_theta_max         66.28
_diffrn_reflns_theta_min         2.60
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9813
_diffrn_measured_fraction_theta_max 0.9813
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   34.00  142.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680   61.0000  -30.0000 108

#__ type_ start__ end____ width___ exp.time_
  2 omega  101.00  146.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000   30.0000 45

#__ type_ start__ end____ width___ exp.time_
  3 omega  107.00  133.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega  100.00  138.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000  -30.0000 38

#__ type_ start__ end____ width___ exp.time_
  5 omega  133.00  174.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 41

#__ type_ start__ end____ width___ exp.time_
  6 omega  152.00  178.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   70.0000  -13.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega  148.00  174.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega  105.00  177.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   11.0000 -120.0000 72

#__ type_ start__ end____ width___ exp.time_
  9 omega  145.00  173.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
 10 omega  111.00  139.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
 11 omega  107.00  151.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000 -150.0000 44

#__ type_ start__ end____ width___ exp.time_
 12 omega   83.00  117.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000 -180.0000 34

#__ type_ start__ end____ width___ exp.time_
 13 omega   68.00  116.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000 -150.0000 48

#__ type_ start__ end____ width___ exp.time_
 14 omega   64.00  119.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   43.0000  -60.0000 55

#__ type_ start__ end____ width___ exp.time_
 15 omega   97.00  139.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   70.0000  -13.0000 42

#__ type_ start__ end____ width___ exp.time_
 16 omega   95.00  128.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
 17 omega   67.00  105.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 38

#__ type_ start__ end____ width___ exp.time_
 18 omega   61.00  145.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  178.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
 19 omega   72.00  119.00   1.0000    3.4300
omega____ theta____ kappa____ phi______ frames
    -       26.9359  178.0000  -30.0000 47

#__ type_ start__ end____ width___ exp.time_
 20 omega   62.00  110.00   1.0000    3.4300
omega____ theta____ kappa____ phi______ frames
    -       26.9359  178.0000   90.0000 48

#__ type_ start__ end____ width___ exp.time_
 21 omega   91.00  118.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -       67.4680  178.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 22 omega   54.00   79.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   11.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 23 omega   45.00   91.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -32.0000 -120.0000 46

#__ type_ start__ end____ width___ exp.time_
 24 omega   68.00  147.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -70.0000 -145.0000 79

#__ type_ start__ end____ width___ exp.time_
 25 omega  115.00  157.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -89.0000  -60.0000 42

#__ type_ start__ end____ width___ exp.time_
 26 omega   81.00  107.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -89.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 27 omega   56.00   81.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -43.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
 28 omega   47.00   73.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -21.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 29 omega   33.00   91.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -32.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 30 omega   72.00  111.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000   90.0000 39

#__ type_ start__ end____ width___ exp.time_
 31 omega   53.00  104.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -54.0000  150.0000 51

#__ type_ start__ end____ width___ exp.time_
 32 omega   26.00  110.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
 33 omega   56.00   88.00   1.0000    3.4300
omega____ theta____ kappa____ phi______ frames
    -       26.9359 -178.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
 34 omega   43.00   68.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -21.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 35 omega   25.00   51.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   11.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 36 omega   24.00   53.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -89.0000  -60.0000 29

#__ type_ start__ end____ width___ exp.time_
 37 omega   23.00   60.00   1.0000   13.7100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000  -60.0000 37

#__ type_ start__ end____ width___ exp.time_
 38 omega  -11.00   94.00   1.0000    3.4300
omega____ theta____ kappa____ phi______ frames
    -       26.9359   57.0000 -180.0000 105

#__ type_ start__ end____ width___ exp.time_
 39 omega   19.00   44.00   1.0000    3.4300
omega____ theta____ kappa____ phi______ frames
    -       26.9359   80.0000 -135.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0268462000
_diffrn_orient_matrix_UB_12      -0.0409972000
_diffrn_orient_matrix_UB_13      0.0428714000
_diffrn_orient_matrix_UB_21      0.1434263000
_diffrn_orient_matrix_UB_22      -0.0430093000
_diffrn_orient_matrix_UB_23      -0.0132823000
_diffrn_orient_matrix_UB_31      0.1141630000
_diffrn_orient_matrix_UB_32      0.0443225000
_diffrn_orient_matrix_UB_33      0.0267229000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                8456
_reflns_number_total             8699
_reflns_odcompleteness_completeness 98.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     609
_refine_ls_number_reflns         8699
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0445P)²+1.2116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0880
_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. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O18 O -1.07206(17) -0.86384(7) -0.42650(5) 0.0337(3) Uani 1 1 d . . .
O20 O -1.31786(17) -0.83341(8) -0.40635(5) 0.0376(3) Uani 1 1 d . . .
O21 O -1.18817(15) -0.64369(6) -0.27881(4) 0.0281(3) Uani 1 1 d . . .
O24 O -0.60079(17) -0.88732(6) -0.32401(4) 0.0269(3) Uani 1 1 d . . .
O29 O -0.73140(16) -0.80512(6) -0.28869(4) 0.0267(3) Uani 1 1 d . . .
O32 O -0.87752(15) -0.69935(6) -0.36869(4) 0.0229(3) Uani 1 1 d . . .
O33 O -0.48412(14) -0.42133(6) -0.38522(5) 0.0257(3) Uani 1 1 d . . .
H33 H -0.3916 -0.4107 -0.3792 0.039 Uiso 1 1 calc R . .
O51 O -1.01710(18) -0.64312(6) -0.47405(5) 0.0363(3) Uani 1 1 d . . .
O53 O -1.2701(2) -0.66698(8) -0.49012(9) 0.0722(7) Uani 1 1 d . . .
O54 O -1.18023(15) -0.38326(7) -0.37461(5) 0.0313(3) Uani 1 1 d . . .
O57 O -0.64048(17) -0.36518(5) -0.55966(4) 0.0258(3) Uani 1 1 d . . .
O62 O -0.72099(16) -0.39913(6) -0.48961(4) 0.0240(3) Uani 1 1 d . . .
O65 O -0.87702(16) -0.26507(6) -0.44504(4) 0.0258(3) Uani 1 1 d . . .
O66 O -0.52441(15) -0.17143(7) -0.25383(4) 0.0277(3) Uani 1 1 d . . .
H66 H -0.6141 -0.1609 -0.2450 0.042 Uiso 1 1 calc R . .
N10 N -0.76591(17) -0.65669(6) -0.30510(5) 0.0192(3) Uani 1 1 d . . .
H10 H -0.6804 -0.6546 -0.2888 0.023 Uiso 1 1 calc R . .
N13 N -1.01926(17) -0.72946(7) -0.27611(5) 0.0217(3) Uani 1 1 d . . .
H13 H -0.9204 -0.7414 -0.2744 0.026 Uiso 1 1 calc R . .
N22 N -0.60696(19) -0.79162(7) -0.35693(5) 0.0239(3) Uani 1 1 d . . .
H22 H -0.5827 -0.8108 -0.3818 0.029 Uiso 1 1 calc R . .
N43 N -0.76789(16) -0.33445(6) -0.39427(5) 0.0162(3) Uani 1 1 d . . .
H43 H -0.6817 -0.3547 -0.3868 0.019 Uiso 1 1 calc R . .
N46 N -1.01005(17) -0.40515(7) -0.43274(5) 0.0215(3) Uani 1 1 d . . .
H46 H -0.9150 -0.3988 -0.4433 0.026 Uiso 1 1 calc R . .
N55 N -0.6020(2) -0.30209(7) -0.49999(5) 0.0263(3) Uani 1 1 d . . .
H55 H -0.5709 -0.2735 -0.5192 0.032 Uiso 1 1 calc R . .
C1 C -0.5206(2) -0.62108(8) -0.39633(6) 0.0210(3) Uani 1 1 d . . .
C2 C -0.3919(2) -0.59345(8) -0.37345(6) 0.0248(4) Uani 1 1 d . . .
H2 H -0.3134 -0.6199 -0.3609 0.030 Uiso 1 1 calc R . .
C3 C -0.3781(2) -0.52708(9) -0.36903(6) 0.0252(4) Uani 1 1 d . . .
H3 H -0.2923 -0.5095 -0.3531 0.030 Uiso 1 1 calc R . .
C4 C -0.4928(2) -0.48708(8) -0.38848(6) 0.0211(3) Uani 1 1 d . . .
C5 C -0.6217(2) -0.51388(8) -0.41179(6) 0.0217(3) Uani 1 1 d . . .
H5 H -0.6985 -0.4874 -0.4251 0.026 Uiso 1 1 calc R . .
C6 C -0.6355(2) -0.58027(8) -0.41516(6) 0.0214(3) Uani 1 1 d . . .
H6 H -0.7232 -0.5979 -0.4303 0.026 Uiso 1 1 calc R . .
C7 C -0.5373(2) -0.69362(8) -0.39905(6) 0.0226(4) Uani 1 1 d . . .
H7A H -0.4340 -0.7125 -0.4064 0.027 Uiso 1 1 calc R . .
H7B H -0.6123 -0.7047 -0.4230 0.027 Uiso 1 1 calc R . .
C8 C -0.5979(2) -0.72136(8) -0.35389(6) 0.0202(3) Uani 1 1 d . . .
H8 H -0.5225 -0.7096 -0.3297 0.024 Uiso 1 1 calc R . .
C9 C -0.7621(2) -0.69222(7) -0.34352(5) 0.0180(3) Uani 1 1 d . . .
C11 C -0.9085(2) -0.62169(8) -0.29011(6) 0.0209(3) Uani 1 1 d . . .
C12 C -1.0509(2) -0.66732(8) -0.28165(5) 0.0215(3) Uani 1 1 d . . .
C14 C -1.1443(2) -0.77840(9) -0.27288(6) 0.0250(4) Uani 1 1 d . . .
H14A H -1.2284 -0.7631 -0.2528 0.030 Uiso 1 1 calc R . .
H14B H -1.0989 -0.8171 -0.2596 0.030 Uiso 1 1 calc R . .
C15 C -1.2181(2) -0.79502(9) -0.31879(6) 0.0258(4) Uani 1 1 d . . .
H15A H -1.3098 -0.8231 -0.3139 0.031 Uiso 1 1 calc R . .
H15B H -1.2574 -0.7558 -0.3327 0.031 Uiso 1 1 calc R . .
C16 C -1.1023(2) -0.82785(9) -0.35148(6) 0.0263(4) Uani 1 1 d . . .
H16A H -1.0092 -0.8005 -0.3560 0.032 Uiso 1 1 calc R . .
H16B H -1.0655 -0.8679 -0.3382 0.032 Uiso 1 1 calc R . .
C17 C -1.1788(2) -0.84159(8) -0.39672(6) 0.0245(4) Uani 1 1 d . . .
C19 C -1.1324(3) -0.87464(10) -0.47189(7) 0.0357(4) Uani 1 1 d . . .
H19A H -1.0459 -0.8885 -0.4911 0.053 Uiso 1 1 calc R . .
H19B H -1.1772 -0.8354 -0.4835 0.053 Uiso 1 1 calc R . .
H19C H -1.2142 -0.9072 -0.4711 0.053 Uiso 1 1 calc R . .
C23 C -0.6538(2) -0.82622(8) -0.32029(6) 0.0221(3) Uani 1 1 d . . .
C25 C -0.6222(2) -0.93372(8) -0.28657(7) 0.0297(4) Uani 1 1 d . . .
C26 C -0.5441(3) -0.90924(10) -0.24364(8) 0.0439(5) Uani 1 1 d . . .
H26A H -0.4355 -0.8964 -0.2500 0.066 Uiso 1 1 calc R . .
H26B H -0.5437 -0.9428 -0.2213 0.066 Uiso 1 1 calc R . .
H26C H -0.6034 -0.8730 -0.2324 0.066 Uiso 1 1 calc R . .
C27 C -0.7983(3) -0.94864(11) -0.28040(9) 0.0480(6) Uani 1 1 d . . .
H27A H -0.8530 -0.9110 -0.2695 0.072 Uiso 1 1 calc R . .
H27B H -0.8103 -0.9829 -0.2588 0.072 Uiso 1 1 calc R . .
H27C H -0.8437 -0.9615 -0.3089 0.072 Uiso 1 1 calc R . .
C28 C -0.5320(3) -0.99192(9) -0.30434(9) 0.0463(6) Uani 1 1 d . . .
H28A H -0.5767 -1.0047 -0.3329 0.070 Uiso 1 1 calc R . .
H28B H -0.5415 -1.0267 -0.2831 0.070 Uiso 1 1 calc R . .
H28C H -0.4206 -0.9812 -0.3082 0.070 Uiso 1 1 calc R . .
C30 C -0.8663(3) -0.59021(10) -0.24478(7) 0.0357(5) Uani 1 1 d . . .
H30A H -0.8318 -0.6227 -0.2237 0.054 Uiso 1 1 calc R . .
H30B H -0.9592 -0.5686 -0.2329 0.054 Uiso 1 1 calc R . .
H30C H -0.7812 -0.5596 -0.2492 0.054 Uiso 1 1 calc R . .
C31 C -0.9562(2) -0.57043(8) -0.32485(7) 0.0268(4) Uani 1 1 d . . .
H31A H -0.8655 -0.5432 -0.3310 0.040 Uiso 1 1 calc R . .
H31B H -1.0427 -0.5449 -0.3129 0.040 Uiso 1 1 calc R . .
H31C H -0.9903 -0.5910 -0.3524 0.040 Uiso 1 1 calc R . .
C34 C -0.5251(2) -0.20578(8) -0.39321(6) 0.0229(4) Uani 1 1 d . . .
C35 C -0.4089(2) -0.23247(9) -0.36495(6) 0.0266(4) Uani 1 1 d . . .
H35 H -0.3288 -0.2583 -0.3774 0.032 Uiso 1 1 calc R . .
C36 C -0.4104(2) -0.22126(9) -0.31843(6) 0.0261(4) Uani 1 1 d . . .
H36 H -0.3321 -0.2396 -0.3000 0.031 Uiso 1 1 calc R . .
C37 C -0.5291(2) -0.18250(8) -0.29964(6) 0.0208(3) Uani 1 1 d . . .
C38 C -0.6463(2) -0.15570(8) -0.32726(6) 0.0232(4) Uani 1 1 d . . .
H38 H -0.7263 -0.1299 -0.3148 0.028 Uiso 1 1 calc R . .
C39 C -0.6438(2) -0.16758(8) -0.37360(6) 0.0244(4) Uani 1 1 d . . .
H39 H -0.7231 -0.1497 -0.3919 0.029 Uiso 1 1 calc R . .
C40 C -0.5293(2) -0.22099(8) -0.44332(6) 0.0272(4) Uani 1 1 d . . .
H40A H -0.4218 -0.2174 -0.4558 0.033 Uiso 1 1 calc R . .
H40B H -0.5975 -0.1901 -0.4587 0.033 Uiso 1 1 calc R . .
C41 C -0.5939(2) -0.28942(8) -0.45164(5) 0.0212(3) Uani 1 1 d . . .
H41 H -0.5215 -0.3207 -0.4374 0.025 Uiso 1 1 calc R . .
C42 C -0.7602(2) -0.29531(7) -0.43053(5) 0.0183(3) Uani 1 1 d . . .
C44 C -0.91161(19) -0.34521(8) -0.36662(5) 0.0179(3) Uani 1 1 d . . .
C45 C -1.0465(2) -0.37909(8) -0.39288(6) 0.0207(3) Uani 1 1 d . . .
C47 C -1.1208(2) -0.44381(8) -0.45961(6) 0.0239(4) Uani 1 1 d . . .
H47A H -1.1186 -0.4292 -0.4908 0.029 Uiso 1 1 calc R . .
H47B H -1.2293 -0.4381 -0.4482 0.029 Uiso 1 1 calc R . .
C48 C -1.0760(2) -0.51515(8) -0.45780(6) 0.0249(4) Uani 1 1 d . . .
H48A H -0.9690 -0.5210 -0.4702 0.030 Uiso 1 1 calc R . .
H48B H -1.0747 -0.5294 -0.4265 0.030 Uiso 1 1 calc R . .
C49 C -1.1959(2) -0.55573(9) -0.48471(7) 0.0317(4) Uani 1 1 d . . .
H49A H -1.3030 -0.5472 -0.4731 0.038 Uiso 1 1 calc R . .
H49B H -1.1935 -0.5417 -0.5161 0.038 Uiso 1 1 calc R . .
C50 C -1.1677(2) -0.62755(10) -0.48360(7) 0.0322(4) Uani 1 1 d . . .
C52 C -0.9829(3) -0.71160(9) -0.47375(8) 0.0435(5) Uani 1 1 d . . .
H52A H -0.9889 -0.7281 -0.5041 0.065 Uiso 1 1 calc R . .
H52B H -1.0602 -0.7333 -0.4551 0.065 Uiso 1 1 calc R . .
H52C H -0.8768 -0.7187 -0.4619 0.065 Uiso 1 1 calc R . .
C56 C -0.6590(2) -0.35911(8) -0.51430(6) 0.0222(4) Uani 1 1 d . . .
C58 C -0.6459(2) -0.42970(8) -0.58016(6) 0.0272(4) Uani 1 1 d . . .
C59 C -0.8103(3) -0.46035(9) -0.57507(7) 0.0337(4) Uani 1 1 d . . .
H59A H -0.8290 -0.4704 -0.5438 0.051 Uiso 1 1 calc R . .
H59B H -0.8147 -0.4991 -0.5927 0.051 Uiso 1 1 calc R . .
H59C H -0.8912 -0.4309 -0.5855 0.051 Uiso 1 1 calc R . .
C60 C -0.6124(3) -0.41475(10) -0.62985(6) 0.0397(5) Uani 1 1 d . . .
H60A H -0.6956 -0.3873 -0.6415 0.060 Uiso 1 1 calc R . .
H60B H -0.6102 -0.4541 -0.6469 0.060 Uiso 1 1 calc R . .
H60C H -0.5104 -0.3935 -0.6325 0.060 Uiso 1 1 calc R . .
C61 C -0.5108(3) -0.46984(10) -0.56000(7) 0.0365(5) Uani 1 1 d . . .
H61A H -0.4108 -0.4471 -0.5631 0.055 Uiso 1 1 calc R . .
H61B H -0.5041 -0.5102 -0.5757 0.055 Uiso 1 1 calc R . .
H61C H -0.5321 -0.4775 -0.5285 0.055 Uiso 1 1 calc R . .
C63 C -0.8604(2) -0.39128(8) -0.32866(6) 0.0228(4) Uani 1 1 d . . .
H63A H -0.8212 -0.4306 -0.3417 0.034 Uiso 1 1 calc R . .
H63B H -0.9510 -0.4004 -0.3096 0.034 Uiso 1 1 calc R . .
H63C H -0.7768 -0.3717 -0.3110 0.034 Uiso 1 1 calc R . .
C64 C -0.9743(2) -0.28203(8) -0.34643(6) 0.0228(3) Uani 1 1 d . . .
H64A H -0.8910 -0.2622 -0.3287 0.034 Uiso 1 1 calc R . .
H64B H -1.0655 -0.2908 -0.3275 0.034 Uiso 1 1 calc R . .
H64C H -1.0055 -0.2535 -0.3705 0.034 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O18 C17 1.332(2) . ?
O18 C19 1.448(2) . ?
O20 C17 1.203(2) . ?
O21 C12 1.245(2) . ?
O24 C23 1.348(2) . ?
O24 C25 1.477(2) . ?
O29 C23 1.216(2) . ?
O32 C9 1.223(2) . ?
O33 C4 1.371(2) . ?
O51 C50 1.323(3) . ?
O51 C52 1.451(2) . ?
O53 C50 1.197(3) . ?
O54 C45 1.239(2) . ?
O57 C56 1.353(2) . ?
O57 C58 1.471(2) . ?
O62 C56 1.220(2) . ?
O65 C42 1.233(2) . ?
O66 C37 1.371(2) . ?
N10 C9 1.353(2) . ?
N10 C11 1.460(2) . ?
N13 C12 1.328(2) . ?
N13 C14 1.458(2) . ?
N22 C8 1.464(2) . ?
N22 C23 1.355(2) . ?
N43 C42 1.345(2) . ?
N43 C44 1.464(2) . ?
N46 C45 1.329(2) . ?
N46 C47 1.457(2) . ?
N55 C41 1.452(2) . ?
N55 C56 1.344(2) . ?
C1 C2 1.389(3) . ?
C1 C6 1.393(2) . ?
C1 C7 1.516(2) . ?
C2 C3 1.390(3) . ?
C3 C4 1.389(2) . ?
C4 C5 1.390(2) . ?
C5 C6 1.388(2) . ?
C7 C8 1.536(2) . ?
C8 C9 1.525(2) . ?
C11 C12 1.537(2) . ?
C11 C30 1.530(2) . ?
C11 C31 1.530(2) . ?
C14 C15 1.527(2) . ?
C15 C16 1.524(2) . ?
C16 C17 1.506(3) . ?
C25 C26 1.512(3) . ?
C25 C27 1.508(3) . ?
C25 C28 1.517(3) . ?
C34 C35 1.391(3) . ?
C34 C39 1.392(3) . ?
C34 C40 1.512(2) . ?
C35 C36 1.392(3) . ?
C36 C37 1.390(2) . ?
C37 C38 1.387(3) . ?
C38 C39 1.389(2) . ?
C40 C41 1.539(2) . ?
C41 C42 1.522(2) . ?
C44 C45 1.534(2) . ?
C44 C63 1.534(2) . ?
C44 C64 1.533(2) . ?
C47 C48 1.529(2) . ?
C48 C49 1.528(2) . ?
C49 C50 1.511(3) . ?
C58 C59 1.516(3) . ?
C58 C60 1.524(3) . ?
C58 C61 1.520(3) . ?

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
C17 O18 C19 115.65(16) . . ?
C23 O24 C25 120.94(14) . . ?
C50 O51 C52 115.25(16) . . ?
C56 O57 C58 119.22(13) . . ?
C9 N10 C11 123.00(14) . . ?
C12 N13 C14 123.03(15) . . ?
C23 N22 C8 119.64(14) . . ?
C42 N43 C44 125.02(14) . . ?
C45 N46 C47 124.15(15) . . ?
C56 N55 C41 118.99(14) . . ?
C2 C1 C6 118.08(16) . . ?
C2 C1 C7 120.49(16) . . ?
C6 C1 C7 121.39(16) . . ?
C1 C2 C3 121.26(17) . . ?
C4 C3 C2 119.89(17) . . ?
O33 C4 C3 122.06(16) . . ?
O33 C4 C5 118.31(15) . . ?
C3 C4 C5 119.62(15) . . ?
C6 C5 C4 119.81(16) . . ?
C5 C6 C1 121.32(16) . . ?
C1 C7 C8 110.93(14) . . ?
N22 C8 C7 109.74(13) . . ?
N22 C8 C9 111.22(14) . . ?
C9 C8 C7 108.56(13) . . ?
O32 C9 N10 123.81(15) . . ?
O32 C9 C8 122.22(14) . . ?
N10 C9 C8 113.94(14) . . ?
N10 C11 C12 111.58(13) . . ?
N10 C11 C30 106.93(14) . . ?
N10 C11 C31 110.75(14) . . ?
C30 C11 C12 107.38(15) . . ?
C30 C11 C31 110.33(15) . . ?
C31 C11 C12 109.78(14) . . ?
O21 C12 N13 123.82(16) . . ?
O21 C12 C11 118.29(15) . . ?
N13 C12 C11 117.84(15) . . ?
N13 C14 C15 112.74(14) . . ?
C16 C15 C14 114.10(15) . . ?
C17 C16 C15 112.23(16) . . ?
O18 C17 C16 111.64(16) . . ?
O20 C17 O18 122.28(18) . . ?
O20 C17 C16 126.08(17) . . ?
O24 C23 N22 109.90(15) . . ?
O29 C23 O24 125.15(16) . . ?
O29 C23 N22 124.94(16) . . ?
O24 C25 C26 110.80(15) . . ?
O24 C25 C27 109.98(16) . . ?
O24 C25 C28 101.66(16) . . ?
C26 C25 C28 110.17(18) . . ?
C27 C25 C26 112.7(2) . . ?
C27 C25 C28 111.00(19) . . ?
C35 C34 C39 118.07(16) . . ?
C35 C34 C40 121.24(16) . . ?
C39 C34 C40 120.58(17) . . ?
C34 C35 C36 121.20(16) . . ?
C37 C36 C35 119.77(17) . . ?
O66 C37 C36 118.04(16) . . ?
O66 C37 C38 122.12(16) . . ?
C38 C37 C36 119.83(16) . . ?
C37 C38 C39 119.76(16) . . ?
C38 C39 C34 121.37(16) . . ?
C34 C40 C41 110.91(14) . . ?
N55 C41 C40 109.89(14) . . ?
N55 C41 C42 110.20(14) . . ?
C42 C41 C40 109.04(14) . . ?
O65 C42 N43 123.14(16) . . ?
O65 C42 C41 122.18(15) . . ?
N43 C42 C41 114.65(14) . . ?
N43 C44 C45 112.69(13) . . ?
N43 C44 C63 105.98(13) . . ?
N43 C44 C64 111.30(13) . . ?
C63 C44 C45 106.60(13) . . ?
C64 C44 C45 109.91(13) . . ?
C64 C44 C63 110.18(14) . . ?
O54 C45 N46 124.15(16) . . ?
O54 C45 C44 117.94(15) . . ?
N46 C45 C44 117.80(15) . . ?
N46 C47 C48 111.18(14) . . ?
C49 C48 C47 110.97(15) . . ?
C50 C49 C48 115.61(16) . . ?
O51 C50 C49 113.14(16) . . ?
O53 C50 O51 122.7(2) . . ?
O53 C50 C49 124.2(2) . . ?
O62 C56 O57 125.09(16) . . ?
O62 C56 N55 124.23(16) . . ?
N55 C56 O57 110.66(14) . . ?
O57 C58 C59 111.68(15) . . ?
O57 C58 C60 101.78(14) . . ?
O57 C58 C61 108.45(15) . . ?
C59 C58 C60 110.21(17) . . ?
C59 C58 C61 113.41(16) . . ?
C61 C58 C60 110.69(18) . . ?

