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

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

data_mo_wb_wlx_4_0m
_database_code_depnum_ccdc_archive 'CCDC 980256'
_audit_update_record             
;
2014-01-07 deposited with the CCDC.
2015-05-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H41 N3 O12'
_chemical_formula_sum            'C40 H41 N3 O12'
_chemical_formula_weight         755.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.8958(12)
_cell_length_b                   17.3981(19)
_cell_length_c                   19.868(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.143(2)
_cell_angle_gamma                90.00
_cell_volume                     3765.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9969
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      30.07

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1592
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9576
_exptl_absorpt_correction_T_max  0.9661
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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            38954
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         30.10
_reflns_number_total             10572
_reflns_number_gt                8454
_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)+(0.0674P)²+1.1520P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10572
_refine_ls_number_parameters     504
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1276
_refine_ls_wR_factor_gt          0.1174
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.22171(9) 0.59324(5) 0.85636(5) 0.0231(2) Uani 1 1 d . . .
O2 O 0.22842(8) 0.94365(5) 1.01265(5) 0.01924(19) Uani 1 1 d . . .
C39 C 0.14162(13) 0.87194(8) 1.13717(7) 0.0247(3) Uani 1 1 d . . .
H39 H 0.2278 0.8664 1.1437 0.030 Uiso 1 1 calc R . .
C38 C 0.06270(15) 0.81695(9) 1.16256(8) 0.0312(3) Uani 1 1 d . . .
H38 H 0.0946 0.7739 1.1866 0.037 Uiso 1 1 calc R . .
C40 C 0.18573(16) 0.46118(9) 0.81530(8) 0.0347(4) Uani 1 1 d . . .
H40A H 0.2111 0.4782 0.7707 0.052 Uiso 1 1 calc R . .
H40B H 0.1240 0.4205 0.8104 0.052 Uiso 1 1 calc R . .
H40C H 0.2572 0.4414 0.8405 0.052 Uiso 1 1 calc R . .
O6 O 0.36815(10) 0.52821(5) 0.91617(6) 0.0276(2) Uani 1 1 d . . .
O7 O 0.29553(8) 0.72835(5) 0.80608(4) 0.01862(18) Uani 1 1 d . . .
O8 O 0.39175(8) 0.81292(5) 1.05461(4) 0.01813(18) Uani 1 1 d . . .
O9 O 0.10069(9) 0.65526(6) 1.05660(5) 0.0233(2) Uani 1 1 d . . .
O10 O 0.29692(9) 0.67752(5) 1.09221(5) 0.02117(19) Uani 1 1 d . . .
O11 O 0.34201(9) 1.01246(5) 0.81848(5) 0.0221(2) Uani 1 1 d . . .
O12 O 0.54325(9) 1.03726(6) 0.83577(5) 0.0264(2) Uani 1 1 d . . .
O3 O 0.58510(9) 0.76789(5) 0.78726(5) 0.0226(2) Uani 1 1 d . . .
O4 O 0.67645(9) 0.87772(6) 0.82062(5) 0.0267(2) Uani 1 1 d . . .
O5 O 0.36301(9) 1.03588(5) 0.97929(5) 0.01954(19) Uani 1 1 d . . .
N1 N 0.38932(10) 0.65630(6) 0.89251(5) 0.0166(2) Uani 1 1 d . . .
N2 N 0.36442(10) 0.91450(6) 0.93593(5) 0.0157(2) Uani 1 1 d . . .
N3 N 0.21532(9) 0.75167(6) 1.01114(5) 0.0152(2) Uani 1 1 d . . .
C1 C 0.02567(15) 0.56474(10) 0.81342(9) 0.0353(4) Uani 1 1 d . . .
H1A H -0.0018 0.6112 0.8365 0.053 Uiso 1 1 calc R . .
H1B H -0.0424 0.5281 0.8099 0.053 Uiso 1 1 calc R . .
H1C H 0.0531 0.5782 0.7682 0.053 Uiso 1 1 calc R . .
C2 C 0.13113(13) 0.52871(8) 0.85311(7) 0.0224(3) Uani 1 1 d . . .
C3 C 0.32702(12) 0.58512(7) 0.88946(6) 0.0184(2) Uani 1 1 d . . .
C4 C 0.35663(11) 0.72392(7) 0.85663(6) 0.0148(2) Uani 1 1 d . . .
C5 C 0.41826(11) 0.79129(6) 0.89464(6) 0.0129(2) Uani 1 1 d . . .
C6 C 0.31924(11) 0.83608(6) 0.93799(6) 0.0131(2) Uani 1 1 d . . .
C7 C 0.32240(11) 0.97103(7) 0.97720(6) 0.0157(2) Uani 1 1 d . . .
C8 C 0.18225(13) 0.98930(8) 1.06832(7) 0.0218(3) Uani 1 1 d . . .
H8A H 0.1393 1.0359 1.0516 0.026 Uiso 1 1 calc R . .
H8B H 0.2498 1.0048 1.0995 0.026 Uiso 1 1 calc R . .
C9 C 0.09488(12) 0.93548(8) 1.10206(6) 0.0199(2) Uani 1 1 d . . .
C10 C -0.06286(16) 0.82516(10) 1.15261(9) 0.0361(4) Uani 1 1 d . . .
H10 H -0.1168 0.7868 1.1688 0.043 Uiso 1 1 calc R . .
C11 C 0.09278(14) 0.50859(8) 0.92375(7) 0.0259(3) Uani 1 1 d . . .
H11A H 0.1638 0.4888 0.9494 0.039 Uiso 1 1 calc R . .
H11B H 0.0284 0.4692 0.9217 0.039 Uiso 1 1 calc R . .
H11C H 0.0613 0.5547 0.9459 0.039 Uiso 1 1 calc R . .
C12 C 0.49096(11) 0.67213(7) 0.93717(6) 0.0162(2) Uani 1 1 d . . .
C13 C 0.51490(11) 0.75113(7) 0.93722(6) 0.0146(2) Uani 1 1 d . . .
C14 C 0.18717(11) 0.82516(7) 0.91576(6) 0.0146(2) Uani 1 1 d . . .
C15 C 0.12086(12) 0.86119(7) 0.86467(6) 0.0180(2) Uani 1 1 d . . .
H15 H 0.1592 0.8970 0.8357 0.022 Uiso 1 1 calc R . .
C16 C -0.00334(12) 0.84375(8) 0.85660(7) 0.0223(3) Uani 1 1 d . . .
H16 H -0.0504 0.8676 0.8217 0.027 Uiso 1 1 calc R . .
C17 C -0.05874(12) 0.79153(9) 0.89946(7) 0.0244(3) Uani 1 1 d . . .
H17 H -0.1434 0.7801 0.8930 0.029 Uiso 1 1 calc R . .
C18 C 0.00661(12) 0.75551(8) 0.95165(7) 0.0210(3) Uani 1 1 d . . .
H18 H -0.0318 0.7201 0.9809 0.025 Uiso 1 1 calc R . .
C19 C 0.13013(11) 0.77372(7) 0.95897(6) 0.0152(2) Uani 1 1 d . . .
C20 C 0.31933(11) 0.80077(7) 1.01000(6) 0.0143(2) Uani 1 1 d . . .
C21 C 0.19591(12) 0.69032(7) 1.05581(6) 0.0169(2) Uani 1 1 d . . .
C22 C 0.30612(13) 0.60920(7) 1.13681(6) 0.0206(3) Uani 1 1 d . . .
C23 C 0.43810(14) 0.61490(9) 1.16254(7) 0.0290(3) Uani 1 1 d . . .
H23A H 0.4938 0.6109 1.1246 0.044 Uiso 1 1 calc R . .
H23B H 0.4550 0.5731 1.1945 0.044 Uiso 1 1 calc R . .
H23C H 0.4506 0.6644 1.1852 0.044 Uiso 1 1 calc R . .
C24 C 0.21592(13) 0.61657(8) 1.19392(6) 0.0223(3) Uani 1 1 d . . .
H24A H 0.2316 0.6646 1.2184 0.033 Uiso 1 1 calc R . .
H24B H 0.2261 0.5729 1.2247 0.033 Uiso 1 1 calc R . .
H24C H 0.1319 0.6169 1.1754 0.033 Uiso 1 1 calc R . .
C25 C 0.28631(16) 0.53618(8) 1.09577(7) 0.0292(3) Uani 1 1 d . . .
H25A H 0.1994 0.5318 1.0826 0.044 Uiso 1 1 calc R . .
H25B H 0.3105 0.4915 1.1230 0.044 Uiso 1 1 calc R . .
H25C H 0.3362 0.5383 1.0553 0.044 Uiso 1 1 calc R . .
C26 C 0.46463(11) 0.92860(6) 0.88995(6) 0.0139(2) Uani 1 1 d . . .
H26 H 0.5443 0.9346 0.9153 0.017 Uiso 1 1 calc R . .
C27 C 0.43959(11) 0.99827(7) 0.84495(6) 0.0164(2) Uani 1 1 d . . .
C28 C 0.53481(16) 1.10286(10) 0.79078(9) 0.0374(4) Uani 1 1 d . . .
H28A H 0.4798 1.0905 0.7527 0.056 Uiso 1 1 calc R . .
H28B H 0.6166 1.1152 0.7742 0.056 Uiso 1 1 calc R . .
H28C H 0.5023 1.1472 0.8151 0.056 Uiso 1 1 calc R . .
C29 C 0.46429(11) 0.85462(7) 0.84760(6) 0.0142(2) Uani 1 1 d . . .
H29 H 0.4031 0.8609 0.8098 0.017 Uiso 1 1 calc R . .
C30 C 0.58810(11) 0.83661(7) 0.81786(6) 0.0169(2) Uani 1 1 d . . .
C31 C 0.69710(14) 0.74621(10) 0.75394(9) 0.0319(3) Uani 1 1 d . . .
H31A H 0.7104 0.7806 0.7157 0.048 Uiso 1 1 calc R . .
H31B H 0.6900 0.6932 0.7377 0.048 Uiso 1 1 calc R . .
H31C H 0.7666 0.7502 0.7858 0.048 Uiso 1 1 calc R . .
C32 C -0.03122(13) 0.94353(9) 1.09416(8) 0.0261(3) Uani 1 1 d . . .
H32 H -0.0640 0.9871 1.0713 0.031 Uiso 1 1 calc R . .
C33 C -0.11006(14) 0.88805(10) 1.11964(9) 0.0358(4) Uani 1 1 d . . .
H33 H -0.1964 0.8938 1.1142 0.043 Uiso 1 1 calc R . .
C34 C 0.61152(11) 0.78109(7) 0.97508(6) 0.0176(2) Uani 1 1 d . . .
H34 H 0.6278 0.8347 0.9751 0.021 Uiso 1 1 calc R . .
C35 C 0.68458(12) 0.73069(8) 1.01320(7) 0.0214(3) Uani 1 1 d . . .
H35 H 0.7523 0.7499 1.0389 0.026 Uiso 1 1 calc R . .
C36 C 0.65844(13) 0.65261(8) 1.01362(7) 0.0238(3) Uani 1 1 d . . .
H36 H 0.7082 0.6193 1.0404 0.029 Uiso 1 1 calc R . .
C37 C 0.56109(12) 0.62164(7) 0.97578(7) 0.0216(3) Uani 1 1 d . . .
H37 H 0.5436 0.5681 0.9765 0.026 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
O1 C3 1.3186(16) . ?
O1 C2 1.4953(15) . ?
O2 C7 1.3418(15) . ?
O2 C8 1.4592(15) . ?
C39 C38 1.388(2) . ?
C39 C9 1.3978(19) . ?
C39 H39 0.9500 . ?
C38 C10 1.386(2) . ?
C38 H38 0.9500 . ?
C40 C2 1.522(2) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
O6 C3 1.2056(16) . ?
O7 C4 1.1963(15) . ?
O8 C20 1.1937(15) . ?
O9 C21 1.2039(16) . ?
O10 C21 1.3237(15) . ?
O10 C22 1.4849(15) . ?
O11 C27 1.2023(16) . ?
O12 C27 1.3331(15) . ?
O12 C28 1.4515(16) . ?
O3 C30 1.3415(15) . ?
O3 C31 1.4498(16) . ?
O4 C30 1.1996(16) . ?
O5 C7 1.2123(15) . ?
N1 C3 1.4130(15) . ?
N1 C4 1.4173(15) . ?
N1 C12 1.4320(16) . ?
N2 C7 1.3654(15) . ?
N2 C6 1.4514(14) . ?
N2 C26 1.4582(15) . ?
N3 C21 1.4069(15) . ?
N3 C20 1.4196(15) . ?
N3 C19 1.4299(16) . ?
C1 C2 1.516(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C11 1.5133(19) . ?
C4 C5 1.5411(16) . ?
C5 C13 1.5089(16) . ?
C5 C29 1.5356(16) . ?
C5 C6 1.5969(16) . ?
C6 C14 1.5089(16) . ?
C6 C20 1.5571(16) . ?
C8 C9 1.5026(19) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C32 1.3868(19) . ?
C10 C33 1.370(3) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C37 1.3859(18) . ?
C12 C13 1.3990(16) . ?
C13 C34 1.3835(17) . ?
C14 C15 1.3841(17) . ?
C14 C19 1.3948(16) . ?
C15 C16 1.3930(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.3913(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.3948(19) . ?
C17 H17 0.9500 . ?
C18 C19 1.3875(17) . ?
C18 H18 0.9500 . ?
C22 C23 1.520(2) . ?
C22 C24 1.5212(18) . ?
C22 C25 1.5228(19) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.5276(16) . ?
C26 C29 1.5377(16) . ?
C26 H26 1.0000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.5162(17) . ?
C29 H29 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.394(2) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.3972(18) . ?
C34 H34 0.9500 . ?
C35 C36 1.3880(19) . ?
C35 H35 0.9500 . ?
C36 C37 1.396(2) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C2 120.53(10) . . ?
C7 O2 C8 118.87(10) . . ?
C38 C39 C9 120.29(13) . . ?
C38 C39 H39 119.9 . . ?
C9 C39 H39 119.9 . . ?
C10 C38 C39 119.61(14) . . ?
C10 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C2 C40 H40A 109.5 . . ?
C2 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C2 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C21 O10 C22 120.41(10) . . ?
C27 O12 C28 116.16(11) . . ?
C30 O3 C31 115.20(11) . . ?
C3 N1 C4 126.17(11) . . ?
C3 N1 C12 124.06(10) . . ?
C4 N1 C12 109.60(10) . . ?
C7 N2 C6 122.83(10) . . ?
C7 N2 C26 121.29(10) . . ?
C6 N2 C26 115.75(9) . . ?
C21 N3 C20 126.63(10) . . ?
C21 N3 C19 123.87(10) . . ?
C20 N3 C19 109.50(10) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C11 109.14(11) . . ?
O1 C2 C1 101.82(11) . . ?
C11 C2 C1 110.94(13) . . ?
O1 C2 C40 109.68(11) . . ?
C11 C2 C40 113.39(12) . . ?
C1 C2 C40 111.23(13) . . ?
O6 C3 O1 128.30(12) . . ?
O6 C3 N1 121.79(12) . . ?
O1 C3 N1 109.87(10) . . ?
O7 C4 N1 127.29(11) . . ?
O7 C4 C5 126.31(11) . . ?
N1 C4 C5 106.39(10) . . ?
C13 C5 C29 116.15(10) . . ?
C13 C5 C4 102.41(9) . . ?
C29 C5 C4 113.07(9) . . ?
C13 C5 C6 113.27(9) . . ?
C29 C5 C6 102.15(9) . . ?
C4 C5 C6 110.06(9) . . ?
N2 C6 C14 115.60(10) . . ?
N2 C6 C20 113.75(9) . . ?
C14 C6 C20 101.68(9) . . ?
N2 C6 C5 102.14(9) . . ?
C14 C6 C5 115.56(9) . . ?
C20 C6 C5 108.36(9) . . ?
O5 C7 O2 126.46(11) . . ?
O5 C7 N2 124.36(11) . . ?
O2 C7 N2 109.16(10) . . ?
O2 C8 C9 103.30(10) . . ?
O2 C8 H8A 111.1 . . ?
C9 C8 H8A 111.1 . . ?
O2 C8 H8B 111.1 . . ?
C9 C8 H8B 111.1 . . ?
H8A C8 H8B 109.1 . . ?
C32 C9 C39 119.11(13) . . ?
C32 C9 C8 121.44(13) . . ?
C39 C9 C8 119.19(12) . . ?
C33 C10 C38 120.70(15) . . ?
C33 C10 H10 119.6 . . ?
C38 C10 H10 119.6 . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C37 C12 C13 121.44(12) . . ?
C37 C12 N1 129.21(11) . . ?
C13 C12 N1 109.34(10) . . ?
C34 C13 C12 120.68(11) . . ?
C34 C13 C5 130.19(11) . . ?
C12 C13 C5 109.06(10) . . ?
C15 C14 C19 120.63(11) . . ?
C15 C14 C6 129.68(11) . . ?
C19 C14 C6 109.55(10) . . ?
C14 C15 C16 118.52(12) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C17 C16 C15 120.28(12) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 121.82(12) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C19 C18 C17 117.06(12) . . ?
C19 C18 H18 121.5 . . ?
C17 C18 H18 121.5 . . ?
C18 C19 C14 121.68(11) . . ?
C18 C19 N3 128.97(11) . . ?
C14 C19 N3 109.12(10) . . ?
O8 C20 N3 127.65(11) . . ?
O8 C20 C6 126.92(11) . . ?
N3 C20 C6 105.44(9) . . ?
O9 C21 O10 127.96(12) . . ?
O9 C21 N3 122.22(12) . . ?
O10 C21 N3 109.78(10) . . ?
O10 C22 C23 101.57(10) . . ?
O10 C22 C24 109.93(10) . . ?
C23 C22 C24 111.39(11) . . ?
O10 C22 C25 109.95(10) . . ?
C23 C22 C25 110.95(12) . . ?
C24 C22 C25 112.51(12) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C26 C27 111.89(10) . . ?
N2 C26 C29 102.03(9) . . ?
C27 C26 C29 110.20(9) . . ?
N2 C26 H26 110.8 . . ?
C27 C26 H26 110.8 . . ?
C29 C26 H26 110.8 . . ?
O11 C27 O12 125.44(12) . . ?
O11 C27 C26 124.41(11) . . ?
O12 C27 C26 109.99(10) . . ?
O12 C28 H28A 109.5 . . ?
O12 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O12 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C5 113.13(10) . . ?
C30 C29 C26 113.19(10) . . ?
C5 C29 C26 105.35(9) . . ?
C30 C29 H29 108.3 . . ?
C5 C29 H29 108.3 . . ?
C26 C29 H29 108.3 . . ?
O4 C30 O3 124.35(12) . . ?
O4 C30 C29 125.34(11) . . ?
O3 C30 C29 110.31(10) . . ?
O3 C31 H31A 109.5 . . ?
O3 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O3 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C9 C32 C33 120.35(14) . . ?
C9 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C10 C33 C32 119.90(15) . . ?
C10 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C13 C34 C35 118.52(12) . . ?
C13 C34 H34 120.7 . . ?
C35 C34 H34 120.7 . . ?
C36 C35 C34 120.17(12) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 121.90(12) . . ?
C35 C36 H36 119.1 . . ?
C37 C36 H36 119.1 . . ?
C12 C37 C36 117.26(12) . . ?
C12 C37 H37 121.4 . . ?
C36 C37 H37 121.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C39 C38 C10 0.3(2) . . . . ?
C3 O1 C2 C11 60.54(16) . . . . ?
C3 O1 C2 C1 177.88(12) . . . . ?
C3 O1 C2 C40 -64.24(16) . . . . ?
C2 O1 C3 O6 5.2(2) . . . . ?
C2 O1 C3 N1 -172.59(10) . . . . ?
C4 N1 C3 O6 172.11(12) . . . . ?
C12 N1 C3 O6 -12.99(19) . . . . ?
C4 N1 C3 O1 -9.91(17) . . . . ?
C12 N1 C3 O1 164.99(11) . . . . ?
C3 N1 C4 O7 -21.9(2) . . . . ?
C12 N1 C4 O7 162.58(12) . . . . ?
C3 N1 C4 C5 159.50(11) . . . . ?
C12 N1 C4 C5 -16.02(12) . . . . ?
O7 C4 C5 C13 -160.90(12) . . . . ?
N1 C4 C5 C13 17.73(11) . . . . ?
O7 C4 C5 C29 -35.14(16) . . . . ?
N1 C4 C5 C29 143.48(10) . . . . ?
O7 C4 C5 C6 78.38(14) . . . . ?
N1 C4 C5 C6 -103.00(11) . . . . ?
C7 N2 C6 C14 66.91(15) . . . . ?
C26 N2 C6 C14 -117.23(11) . . . . ?
C7 N2 C6 C20 -50.23(15) . . . . ?
C26 N2 C6 C20 125.63(11) . . . . ?
C7 N2 C6 C5 -166.76(11) . . . . ?
C26 N2 C6 C5 9.09(13) . . . . ?
C13 C5 C6 N2 98.63(11) . . . . ?
C29 C5 C6 N2 -27.06(11) . . . . ?
C4 C5 C6 N2 -147.42(9) . . . . ?
C13 C5 C6 C14 -135.02(10) . . . . ?
C29 C5 C6 C14 99.30(11) . . . . ?
C4 C5 C6 C14 -21.06(13) . . . . ?
C13 C5 C6 C20 -21.74(13) . . . . ?
C29 C5 C6 C20 -147.43(9) . . . . ?
C4 C5 C6 C20 92.22(11) . . . . ?
C8 O2 C7 O5 -12.21(19) . . . . ?
C8 O2 C7 N2 169.60(11) . . . . ?
C6 N2 C7 O5 175.71(12) . . . . ?
C26 N2 C7 O5 0.08(19) . . . . ?
C6 N2 C7 O2 -6.05(16) . . . . ?
C26 N2 C7 O2 178.32(10) . . . . ?
C7 O2 C8 C9 -170.81(11) . . . . ?
C38 C39 C9 C32 1.3(2) . . . . ?
C38 C39 C9 C8 -173.04(13) . . . . ?
O2 C8 C9 C32 -104.28(14) . . . . ?
O2 C8 C9 C39 69.88(15) . . . . ?
C39 C38 C10 C33 -1.9(2) . . . . ?
C3 N1 C12 C37 12.4(2) . . . . ?
C4 N1 C12 C37 -171.92(12) . . . . ?
C3 N1 C12 C13 -168.15(11) . . . . ?
C4 N1 C12 C13 7.48(13) . . . . ?
C37 C12 C13 C34 1.31(19) . . . . ?
N1 C12 C13 C34 -178.15(11) . . . . ?
C37 C12 C13 C5 -175.91(11) . . . . ?
N1 C12 C13 C5 4.63(13) . . . . ?
C29 C5 C13 C34 45.81(17) . . . . ?
C4 C5 C13 C34 169.52(12) . . . . ?
C6 C5 C13 C34 -71.99(16) . . . . ?
C29 C5 C13 C12 -137.33(11) . . . . ?
C4 C5 C13 C12 -13.61(12) . . . . ?
C6 C5 C13 C12 104.87(11) . . . . ?
N2 C6 C14 C15 37.60(17) . . . . ?
C20 C6 C14 C15 161.32(12) . . . . ?
C5 C6 C14 C15 -81.59(15) . . . . ?
N2 C6 C14 C19 -137.99(10) . . . . ?
C20 C6 C14 C19 -14.27(12) . . . . ?
C5 C6 C14 C19 102.82(11) . . . . ?
C19 C14 C15 C16 -1.25(18) . . . . ?
C6 C14 C15 C16 -176.42(12) . . . . ?
C14 C15 C16 C17 0.3(2) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C16 C17 C18 C19 -0.3(2) . . . . ?
C17 C18 C19 C14 -0.63(19) . . . . ?
C17 C18 C19 N3 173.33(12) . . . . ?
C15 C14 C19 C18 1.43(19) . . . . ?
C6 C14 C19 C18 177.49(11) . . . . ?
C15 C14 C19 N3 -173.60(11) . . . . ?
C6 C14 C19 N3 2.45(13) . . . . ?
C21 N3 C19 C18 17.6(2) . . . . ?
C20 N3 C19 C18 -162.45(13) . . . . ?
C21 N3 C19 C14 -167.86(11) . . . . ?
C20 N3 C19 C14 12.11(13) . . . . ?
C21 N3 C20 O8 -21.0(2) . . . . ?
C19 N3 C20 O8 158.98(12) . . . . ?
C21 N3 C20 C6 159.14(11) . . . . ?
C19 N3 C20 C6 -20.83(12) . . . . ?
N2 C6 C20 O8 -33.95(17) . . . . ?
C14 C6 C20 O8 -158.91(12) . . . . ?
C5 C6 C20 O8 78.89(14) . . . . ?
N2 C6 C20 N3 145.86(10) . . . . ?
C14 C6 C20 N3 20.89(11) . . . . ?
C5 C6 C20 N3 -101.30(10) . . . . ?
C22 O10 C21 O9 5.6(2) . . . . ?
C22 O10 C21 N3 -171.87(10) . . . . ?
C20 N3 C21 O9 174.12(12) . . . . ?
C19 N3 C21 O9 -5.91(19) . . . . ?
C20 N3 C21 O10 -8.25(17) . . . . ?
C19 N3 C21 O10 171.72(10) . . . . ?
C21 O10 C22 C23 175.32(11) . . . . ?
C21 O10 C22 C24 -66.63(14) . . . . ?
C21 O10 C22 C25 57.77(15) . . . . ?
C7 N2 C26 C27 -53.49(15) . . . . ?
C6 N2 C26 C27 130.59(11) . . . . ?
C7 N2 C26 C29 -171.27(11) . . . . ?
C6 N2 C26 C29 12.80(13) . . . . ?
C28 O12 C27 O11 1.1(2) . . . . ?
C28 O12 C27 C26 176.69(12) . . . . ?
N2 C26 C27 O11 -42.01(16) . . . . ?
C29 C26 C27 O11 70.77(15) . . . . ?
N2 C26 C27 O12 142.39(11) . . . . ?
C29 C26 C27 O12 -104.83(12) . . . . ?
C13 C5 C29 C30 36.13(14) . . . . ?
C4 C5 C29 C30 -81.87(12) . . . . ?
C6 C5 C29 C30 159.90(10) . . . . ?
C13 C5 C29 C26 -88.01(11) . . . . ?
C4 C5 C29 C26 153.99(10) . . . . ?
C6 C5 C29 C26 35.76(11) . . . . ?
N2 C26 C29 C30 -154.34(10) . . . . ?
C27 C26 C29 C30 86.67(12) . . . . ?
N2 C26 C29 C5 -30.24(11) . . . . ?
C27 C26 C29 C5 -149.23(10) . . . . ?
C31 O3 C30 O4 -2.49(19) . . . . ?
C31 O3 C30 C29 177.05(12) . . . . ?
C5 C29 C30 O4 -126.32(14) . . . . ?
C26 C29 C30 O4 -6.58(18) . . . . ?
C5 C29 C30 O3 54.14(13) . . . . ?
C26 C29 C30 O3 173.88(10) . . . . ?
C39 C9 C32 C33 -1.4(2) . . . . ?
C8 C9 C32 C33 172.78(13) . . . . ?
C38 C10 C33 C32 1.7(3) . . . . ?
C9 C32 C33 C10 -0.1(2) . . . . ?
C12 C13 C34 C35 0.01(18) . . . . ?
C5 C13 C34 C35 176.57(12) . . . . ?
C13 C34 C35 C36 -1.17(19) . . . . ?
C34 C35 C36 C37 1.1(2) . . . . ?
C13 C12 C37 C36 -1.40(19) . . . . ?
N1 C12 C37 C36 177.94(12) . . . . ?
C35 C36 C37 C12 0.2(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        30.10
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.056
####################################################################### 
# 
# 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_mo_wlx_wql_1_0m
_database_code_depnum_ccdc_archive 'CCDC 980257'
_audit_update_record             
;
2014-01-07 deposited with the CCDC.
2015-05-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H24 N2 O7'
_chemical_formula_sum            'C24 H24 N2 O7'
_chemical_formula_weight         452.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   6.647(8)
_cell_length_b                   12.469(15)
_cell_length_c                   14.173(16)
_cell_angle_alpha                87.147(15)
_cell_angle_beta                 79.429(16)
_cell_angle_gamma                89.310(15)
_cell_volume                     1153(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1919
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      28.70

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          1.36
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             476
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8797
_exptl_absorpt_correction_T_max  0.9933
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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            13439
_diffrn_reflns_av_R_equivalents  0.1587
_diffrn_reflns_av_sigmaI/netI    0.2079
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         27.99
_reflns_number_total             5478
_reflns_number_gt                2419
_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)+(0.1847P)²+6.0367P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5478
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2708
_refine_ls_R_factor_gt           0.1679
_refine_ls_wR_factor_ref         0.4605
_refine_ls_wR_factor_gt          0.4117
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
O1 O 0.7631(11) -0.2577(4) 0.8312(4) 0.0508(18) Uani 1 1 d . . .
O2 O 1.0111(11) 0.1483(5) 0.5789(4) 0.0488(17) Uani 1 1 d . . .
O3 O 1.1866(10) 0.0460(5) 0.6748(4) 0.0469(16) Uani 1 1 d . . .
O4 O 0.6603(10) 0.3344(5) 0.7970(5) 0.0453(16) Uani 1 1 d . . .
O5 O 0.3802(9) 0.2492(4) 0.7669(4) 0.0362(14) Uani 1 1 d . . .
O6 O 0.7805(10) -0.0786(5) 0.7215(4) 0.0434(16) Uani 1 1 d . . .
O7 O 0.7132(10) -0.2447(4) 0.9932(4) 0.0406(15) Uani 1 1 d . . .
N1 N 0.7532(9) -0.0921(5) 0.8909(4) 0.0237(13) Uani 1 1 d . . .
C1 C 0.5361(16) -0.4111(9) 0.8818(13) 0.098(6) Uani 1 1 d . . .
H1A H 0.5088 -0.3869 0.9477 0.147 Uiso 1 1 calc R . .
H1B H 0.5270 -0.4896 0.8832 0.147 Uiso 1 1 calc R . .
H1C H 0.4348 -0.3794 0.8463 0.147 Uiso 1 1 calc R . .
C2 C 0.7462(13) -0.3766(7) 0.8333(7) 0.039(2) Uani 1 1 d . . .
C3 C 0.7409(10) -0.2056(6) 0.9121(6) 0.0260(17) Uani 1 1 d . . .
C4 C 0.7728(11) -0.0404(6) 0.7991(6) 0.0290(17) Uani 1 1 d . . .
C5 C 0.7799(12) 0.0809(6) 0.8145(6) 0.0303(18) Uani 1 1 d . . .
N2 N 0.9055(10) 0.1491(5) 0.7397(5) 0.0325(16) Uani 1 1 d . . .
C7 C 1.0429(14) 0.1050(7) 0.6635(6) 0.0356(19) Uani 1 1 d . . .
C8 C 1.1654(16) 0.1208(7) 0.4951(7) 0.048(2) Uani 1 1 d . . .
H8A H 1.1052 0.1296 0.4362 0.057 Uiso 1 1 calc R . .
H8B H 1.2061 0.0446 0.5023 0.057 Uiso 1 1 calc R . .
C9 C 1.3541(17) 0.1917(7) 0.4845(7) 0.048(2) Uani 1 1 d . . .
C10 C 1.3585(18) 0.2874(8) 0.5324(8) 0.056(3) Uani 1 1 d . . .
H10 H 1.2393 0.3096 0.5748 0.067 Uiso 1 1 calc R . .
C11 C 1.5329(19) 0.3500(8) 0.5190(8) 0.061(3) Uani 1 1 d . . .
H11 H 1.5326 0.4128 0.5542 0.074 Uiso 1 1 calc R . .
C12 C 1.705(2) 0.3232(10) 0.4562(9) 0.071(3) Uani 1 1 d . . .
H12 H 1.8238 0.3670 0.4474 0.085 Uiso 1 1 calc R . .
C13 C 0.6870(13) 0.1518(6) 0.7432(6) 0.0335(19) Uani 1 1 d . . .
H13 H 0.6368 0.1139 0.6915 0.040 Uiso 1 1 calc R . .
C14 C 0.5785(14) 0.2556(7) 0.7723(6) 0.037(2) Uani 1 1 d . . .
C15 C 0.2575(14) 0.3441(6) 0.7934(7) 0.041(2) Uani 1 1 d . . .
H15A H 0.2601 0.3586 0.8605 0.061 Uiso 1 1 calc R . .
H15B H 0.1160 0.3317 0.7859 0.061 Uiso 1 1 calc R . .
H15C H 0.3136 0.4057 0.7517 0.061 Uiso 1 1 calc R . .
C16 C 0.9077(18) -0.4288(10) 0.8763(12) 0.090(5) Uani 1 1 d . . .
H16A H 1.0388 -0.3937 0.8505 0.136 Uiso 1 1 calc R . .
H16B H 0.9164 -0.5047 0.8611 0.136 Uiso 1 1 calc R . .
H16C H 0.8763 -0.4231 0.9462 0.136 Uiso 1 1 calc R . .
C17 C 0.7522(10) -0.0131(6) 0.9632(5) 0.0246(16) Uani 1 1 d . . .
C18 C 0.7725(10) 0.0908(5) 0.9196(5) 0.0240(16) Uani 1 1 d . . .
C19 C 0.7833(11) 0.1802(6) 0.9734(6) 0.0287(17) Uani 1 1 d . . .
H19 H 0.7992 0.2503 0.9436 0.034 Uiso 1 1 calc R . .
C20 C 0.7700(10) 0.1636(6) 1.0727(6) 0.0275(17) Uani 1 1 d . . .
H20 H 0.7764 0.2231 1.1114 0.033 Uiso 1 1 calc R . .
C21 C 0.7475(11) 0.0600(6) 1.1150(6) 0.0292(17) Uani 1 1 d . . .
H21 H 0.7370 0.0509 1.1827 0.035 Uiso 1 1 calc R . .
C22 C 0.7398(10) -0.0291(6) 1.0635(5) 0.0248(16) Uani 1 1 d . . .
H22 H 0.7265 -0.0990 1.0939 0.030 Uiso 1 1 calc R . .
C23 C 1.5307(18) 0.1644(9) 0.4200(7) 0.056(3) Uani 1 1 d . . .
H23 H 1.5321 0.1004 0.3862 0.068 Uiso 1 1 calc R . .
C24 C 1.704(2) 0.2287(10) 0.4041(9) 0.068(3) Uani 1 1 d . . .
H24 H 1.8212 0.2097 0.3588 0.082 Uiso 1 1 calc R . .
C6 C 0.773(4) -0.3989(10) 0.7267(9) 0.157(11) Uani 1 1 d . . .
H6A H 0.9052 -0.3709 0.6930 0.236 Uiso 1 1 calc R . .
H6B H 0.6625 -0.3636 0.6994 0.236 Uiso 1 1 calc R . .
H6C H 0.7679 -0.4765 0.7194 0.236 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
O1 C3 1.330(10) . ?
O1 C2 1.486(10) . ?
O2 C7 1.342(10) . ?
O2 C8 1.472(12) . ?
O3 C7 1.227(10) . ?
O4 C14 1.224(10) . ?
O5 C14 1.338(10) . ?
O5 C15 1.454(10) . ?
O6 C4 1.212(10) . ?
O7 C3 1.209(9) . ?
N1 C4 1.407(10) . ?
N1 C3 1.433(10) . ?
N1 C17 1.455(10) . ?
C1 C2 1.497(13) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C16 1.460(14) . ?
C2 C6 1.527(16) . ?
C4 C5 1.542(11) . ?
C5 N2 1.465(10) . ?
C5 C18 1.492(11) . ?
C5 C13 1.521(11) . ?
N2 C7 1.410(11) . ?
N2 C13 1.444(11) . ?
C8 C9 1.524(14) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C23 1.399(15) . ?
C9 C10 1.405(14) . ?
C10 C11 1.383(15) . ?
C10 H10 0.9500 . ?
C11 C12 1.364(17) . ?
C11 H11 0.9500 . ?
C12 C24 1.422(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.512(12) . ?
C13 H13 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.404(10) . ?
C17 C22 1.413(11) . ?
C18 C19 1.391(11) . ?
C19 C20 1.400(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(11) . ?
C20 H20 0.9500 . ?
C21 C22 1.365(11) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.390(16) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C2 121.0(7) . . ?
C7 O2 C8 115.1(8) . . ?
C14 O5 C15 115.8(6) . . ?
C4 N1 C3 126.1(6) . . ?
C4 N1 C17 110.1(6) . . ?
C3 N1 C17 123.8(6) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 C2 O1 111.4(8) . . ?
C16 C2 C1 112.9(11) . . ?
O1 C2 C1 110.2(8) . . ?
C16 C2 C6 110.8(13) . . ?
O1 C2 C6 102.4(8) . . ?
C1 C2 C6 108.6(13) . . ?
O7 C3 O1 127.0(7) . . ?
O7 C3 N1 122.8(7) . . ?
O1 C3 N1 110.2(7) . . ?
O6 C4 N1 129.6(7) . . ?
O6 C4 C5 124.3(7) . . ?
N1 C4 C5 106.1(6) . . ?
N2 C5 C18 123.9(6) . . ?
N2 C5 C13 57.8(5) . . ?
C18 C5 C13 130.3(7) . . ?
N2 C5 C4 118.1(7) . . ?
C18 C5 C4 106.0(6) . . ?
C13 C5 C4 114.6(6) . . ?
C7 N2 C13 122.6(7) . . ?
C7 N2 C5 121.7(7) . . ?
C13 N2 C5 63.0(5) . . ?
O3 C7 O2 125.2(8) . . ?
O3 C7 N2 123.8(8) . . ?
O2 C7 N2 110.4(8) . . ?
O2 C8 C9 111.3(7) . . ?
O2 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
O2 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C23 C9 C10 117.3(9) . . ?
C23 C9 C8 119.0(9) . . ?
C10 C9 C8 123.6(10) . . ?
C11 C10 C9 121.3(11) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C12 C11 C10 121.4(10) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C24 118.8(11) . . ?
C11 C12 H12 120.6 . . ?
C24 C12 H12 120.6 . . ?
N2 C13 C14 116.6(6) . . ?
N2 C13 C5 59.2(5) . . ?
C14 C13 C5 121.3(7) . . ?
N2 C13 H13 115.9 . . ?
C14 C13 H13 115.9 . . ?
C5 C13 H13 115.9 . . ?
O4 C14 O5 124.8(8) . . ?
O4 C14 C13 125.0(8) . . ?
O5 C14 C13 110.2(6) . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 120.5(7) . . ?
C18 C17 N1 110.2(6) . . ?
C22 C17 N1 129.3(6) . . ?
C19 C18 C17 121.2(7) . . ?
C19 C18 C5 131.2(7) . . ?
C17 C18 C5 107.6(6) . . ?
C18 C19 C20 117.9(7) . . ?
C18 C19 H19 121.0 . . ?
C20 C19 H19 121.0 . . ?
C21 C20 C19 120.2(7) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 122.9(7) . . ?
C22 C21 H21 118.5 . . ?
C20 C21 H21 118.5 . . ?
C21 C22 C17 117.3(7) . . ?
C21 C22 H22 121.4 . . ?
C17 C22 H22 121.4 . . ?
C24 C23 C9 121.5(10) . . ?
C24 C23 H23 119.2 . . ?
C9 C23 H23 119.2 . . ?
C23 C24 C12 119.6(12) . . ?
C23 C24 H24 120.2 . . ?
C12 C24 H24 120.2 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 O1 C2 C16 -63.8(12) . . . . ?
C3 O1 C2 C1 62.3(12) . . . . ?
C3 O1 C2 C6 177.7(12) . . . . ?
C2 O1 C3 O7 2.8(12) . . . . ?
C2 O1 C3 N1 -176.9(7) . . . . ?
C4 N1 C3 O7 -176.0(7) . . . . ?
C17 N1 C3 O7 5.7(10) . . . . ?
C4 N1 C3 O1 3.8(10) . . . . ?
C17 N1 C3 O1 -174.6(6) . . . . ?
C3 N1 C4 O6 1.0(13) . . . . ?
C17 N1 C4 O6 179.6(8) . . . . ?
C3 N1 C4 C5 -179.9(6) . . . . ?
C17 N1 C4 C5 -1.4(8) . . . . ?
O6 C4 C5 N2 -34.2(11) . . . . ?
N1 C4 C5 N2 146.7(6) . . . . ?
O6 C4 C5 C18 -178.4(7) . . . . ?
N1 C4 C5 C18 2.5(8) . . . . ?
O6 C4 C5 C13 31.0(11) . . . . ?
N1 C4 C5 C13 -148.1(7) . . . . ?
C18 C5 N2 C7 126.9(8) . . . . ?
C13 C5 N2 C7 -113.3(8) . . . . ?
C4 C5 N2 C7 -10.5(10) . . . . ?
C18 C5 N2 C13 -119.8(9) . . . . ?
C4 C5 N2 C13 102.8(7) . . . . ?
C8 O2 C7 O3 -0.2(12) . . . . ?
C8 O2 C7 N2 171.1(6) . . . . ?
C13 N2 C7 O3 -136.2(8) . . . . ?
C5 N2 C7 O3 -60.0(11) . . . . ?
C13 N2 C7 O2 52.3(9) . . . . ?
C5 N2 C7 O2 128.5(7) . . . . ?
C7 O2 C8 C9 -81.8(9) . . . . ?
O2 C8 C9 C23 168.4(9) . . . . ?
O2 C8 C9 C10 -15.2(13) . . . . ?
C23 C9 C10 C11 -2.4(15) . . . . ?
C8 C9 C10 C11 -178.9(10) . . . . ?
C9 C10 C11 C12 2.4(17) . . . . ?
C10 C11 C12 C24 -0.3(18) . . . . ?
C7 N2 C13 C14 -135.8(8) . . . . ?
C5 N2 C13 C14 112.3(8) . . . . ?
C7 N2 C13 C5 112.0(8) . . . . ?
C18 C5 C13 N2 109.3(8) . . . . ?
C4 C5 C13 N2 -108.9(7) . . . . ?
N2 C5 C13 C14 -104.2(8) . . . . ?
C18 C5 C13 C14 5.1(12) . . . . ?
C4 C5 C13 C14 146.9(7) . . . . ?
C15 O5 C14 O4 -0.4(12) . . . . ?
C15 O5 C14 C13 179.8(7) . . . . ?
N2 C13 C14 O4 -3.5(12) . . . . ?
C5 C13 C14 O4 65.0(11) . . . . ?
N2 C13 C14 O5 176.3(7) . . . . ?
C5 C13 C14 O5 -115.2(8) . . . . ?
C4 N1 C17 C18 -0.4(8) . . . . ?
C3 N1 C17 C18 178.2(6) . . . . ?
C4 N1 C17 C22 -178.6(7) . . . . ?
C3 N1 C17 C22 0.0(10) . . . . ?
C22 C17 C18 C19 0.8(10) . . . . ?
N1 C17 C18 C19 -177.6(6) . . . . ?
C22 C17 C18 C5 -179.6(6) . . . . ?
N1 C17 C18 C5 2.0(8) . . . . ?
N2 C5 C18 C19 35.3(12) . . . . ?
C13 C5 C18 C19 -39.0(13) . . . . ?
C4 C5 C18 C19 176.8(7) . . . . ?
N2 C5 C18 C17 -144.3(7) . . . . ?
C13 C5 C18 C17 141.5(8) . . . . ?
C4 C5 C18 C17 -2.8(8) . . . . ?
C17 C18 C19 C20 -1.0(10) . . . . ?
C5 C18 C19 C20 179.5(7) . . . . ?
C18 C19 C20 C21 0.2(10) . . . . ?
C19 C20 C21 C22 0.8(11) . . . . ?
C20 C21 C22 C17 -1.0(10) . . . . ?
C18 C17 C22 C21 0.2(10) . . . . ?
N1 C17 C22 C21 178.3(6) . . . . ?
C10 C9 C23 C24 0.4(15) . . . . ?
C8 C9 C23 C24 177.0(9) . . . . ?
C9 C23 C24 C12 1.6(17) . . . . ?
C11 C12 C24 C23 -1.7(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        27.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.127
