# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 962702'
_audit_update_record             
;
2013-09-23 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6.75 H6 F0.75 N0.25 O S0.25'
_chemical_formula_weight         128.88

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.8259(13)
_cell_length_b                   14.640(2)
_cell_length_c                   19.755(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2552.5(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       bulk
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13852
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4500
_reflns_number_gt                3832
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0594P)²+0.2194P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.94(8)
_refine_ls_number_reflns         4500
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.1020
_refine_ls_wR_factor_gt          0.0961
_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

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
S1 S 0.82404(7) 0.54194(4) 0.23947(3) 0.05198(17) Uani 1 1 d . . .
N1 N 1.0850(2) 0.30408(13) 0.33013(9) 0.0482(5) Uani 1 1 d . . .
H1A H 1.1134 0.2488 0.3226 0.058 Uiso 1 1 calc R . .
C15 C 1.0347(3) 0.45107(16) 0.31457(11) 0.0447(5) Uani 1 1 d . . .
F3 F 1.0799(2) 0.30660(12) 0.50411(7) 0.0764(5) Uani 1 1 d . . .
F2 F 1.0894(2) 0.19354(12) 0.43551(8) 0.0850(5) Uani 1 1 d . . .
C8 C 1.0049(3) 0.54307(16) 0.28374(11) 0.0473(5) Uani 1 1 d . . .
H8A H 0.9912 0.5848 0.3220 0.057 Uiso 1 1 calc R . .
O2 O 0.8188(2) 0.46680(12) 0.19306(8) 0.0674(5) Uani 1 1 d . . .
H2A H 0.7369 0.4666 0.1734 0.101 Uiso 1 1 calc R . .
F1 F 0.87640(19) 0.25000(12) 0.46466(8) 0.0770(5) Uani 1 1 d . . .
O1 O 0.7995(2) 0.63290(12) 0.21439(9) 0.0672(5) Uani 1 1 d . . .
H1B H 0.7189 0.6348 0.1938 0.101 Uiso 1 1 calc R . .
O4 O 0.8635(2) 0.44639(13) 0.48234(8) 0.0667(5) Uani 1 1 d . . .
C17 C 1.0291(3) 0.33516(16) 0.39011(10) 0.0439(5) Uani 1 1 d . . .
O3 O 0.9741(3) 0.56989(13) 0.43794(9) 0.0731(6) Uani 1 1 d . . .
C19 C 0.9448(3) 0.48987(18) 0.43573(11) 0.0496(6) Uani 1 1 d . . .
C6 C 0.6413(3) 0.43526(18) 0.31823(15) 0.0644(7) Uani 1 1 d . . .
H6A H 0.6738 0.3859 0.2923 0.077 Uiso 1 1 calc R . .
C9 C 1.1317(3) 0.58430(16) 0.24132(13) 0.0513(6) Uani 1 1 d . . .
C18 C 1.0897(3) 0.37275(16) 0.28366(11) 0.0458(5) Uani 1 1 d . . .
C16 C 0.9972(2) 0.42646(16) 0.38274(11) 0.0429(5) Uani 1 1 d . . .
C22 C 1.1543(3) 0.35439(16) 0.21557(12) 0.0557(6) Uani 1 1 d . . .
C21 C 1.0174(3) 0.27165(18) 0.44841(11) 0.0543(6) Uani 1 1 d . . .
C20 C 0.8141(4) 0.4981(3) 0.54077(14) 0.0875(10) Uani 1 1 d . . .
H20A H 0.7565 0.4593 0.5703 0.131 Uiso 1 1 calc R . .
H20B H 0.7522 0.5483 0.5262 0.131 Uiso 1 1 calc R . .
H20C H 0.9010 0.5211 0.5646 0.131 Uiso 1 1 calc R . .
C4 C 0.4890(3) 0.4943(2) 0.40997(15) 0.0634(7) Uani 1 1 d . . .
C1 C 0.6934(3) 0.52233(16) 0.30500(12) 0.0520(6) Uani 1 1 d . . .
C27 C 1.0675(4) 0.3176(2) 0.16441(13) 0.0791(9) Uani 1 1 d . . .
H27A H 0.9662 0.3035 0.1719 0.095 Uiso 1 1 calc R . .
C10 C 1.2381(3) 0.63718(19) 0.27391(15) 0.0685(7) Uani 1 1 d . . .
H10A H 1.2275 0.6490 0.3199 0.082 Uiso 1 1 calc R . .
C13 C 1.2722(4) 0.6039(2) 0.13852(16) 0.0770(9) Uani 1 1 d . . .
H13A H 1.2835 0.5925 0.0925 0.092 Uiso 1 1 calc R . .
C2 C 0.6463(3) 0.59504(18) 0.34432(15) 0.0658(7) Uani 1 1 d . . .
H2B H 0.6823 0.6536 0.3357 0.079 Uiso 1 1 calc R . .
C5 C 0.5390(4) 0.4228(2) 0.37131(16) 0.0745(8) Uani 1 1 d . . .
H5A H 0.5038 0.3643 0.3807 0.089 Uiso 1 1 calc R . .
C14 C 1.1497(3) 0.56876(18) 0.17251(13) 0.0629(7) Uani 1 1 d . . .
H14A H 1.0782 0.5342 0.1492 0.075 Uiso 1 1 calc R . .
C25 C 1.2857(8) 0.3241(3) 0.0912(2) 0.128(2) Uani 1 1 d . . .
H25A H 1.3298 0.3159 0.0489 0.154 Uiso 1 1 calc R . .
C11 C 1.3602(4) 0.6730(2) 0.2392(2) 0.0869(10) Uani 1 1 d . . .
H11A H 1.4308 0.7090 0.2618 0.104 Uiso 1 1 calc R . .
C12 C 1.3775(4) 0.6556(2) 0.17170(19) 0.0851(10) Uani 1 1 d . . .
H12A H 1.4606 0.6788 0.1484 0.102 Uiso 1 1 calc R . .
C23 C 1.3060(4) 0.3729(2) 0.20413(17) 0.0813(9) Uani 1 1 d . . .
H23A H 1.3653 0.3962 0.2390 0.098 Uiso 1 1 calc R . .
C3 C 0.5459(3) 0.5800(2) 0.39622(15) 0.0715(8) Uani 1 1 d . . .
H3A H 0.5154 0.6291 0.4229 0.086 Uiso 1 1 calc R . .
C7 C 0.3779(4) 0.4790(3) 0.46666(18) 0.0935(11) Uani 1 1 d . . .
H7A H 0.3515 0.4155 0.4687 0.140 Uiso 1 1 calc R . .
H7B H 0.2883 0.5146 0.4586 0.140 Uiso 1 1 calc R . .
H7C H 0.4229 0.4972 0.5088 0.140 Uiso 1 1 calc R . .
C26 C 1.1337(7) 0.3015(3) 0.10061(17) 0.1123(15) Uani 1 1 d . . .
H26A H 1.0772 0.2763 0.0655 0.135 Uiso 1 1 calc R . .
C24 C 1.3693(6) 0.3575(3) 0.1424(2) 0.1125(15) Uani 1 1 d . . .
H24A H 1.4714 0.3702 0.1356 0.135 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
S1 O2 1.4328(18) . ?
S1 O1 1.4373(18) . ?
S1 C1 1.757(2) . ?
S1 C8 1.820(2) . ?
N1 C17 1.362(3) . ?
N1 C18 1.362(3) . ?
N1 H1A 0.8600 . ?
C15 C18 1.387(3) . ?
C15 C16 1.433(3) . ?
C15 C8 1.501(3) . ?
F3 C21 1.333(3) . ?
F2 C21 1.333(3) . ?
C8 C9 1.523(3) . ?
C8 H8A 0.9800 . ?
O2 H2A 0.8200 . ?
F1 C21 1.324(3) . ?
O1 H1B 0.8200 . ?
O4 C19 1.329(3) . ?
O4 C20 1.448(3) . ?
C17 C16 1.374(3) . ?
C17 C21 1.484(3) . ?
O3 C19 1.201(3) . ?
C19 C16 1.474(3) . ?
C6 C1 1.380(3) . ?
C6 C5 1.396(4) . ?
C6 H6A 0.9300 . ?
C9 C10 1.377(4) . ?
C9 C14 1.387(4) . ?
C18 C22 1.486(3) . ?
C22 C27 1.378(4) . ?
C22 C23 1.385(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C4 C5 1.369(4) . ?
C4 C3 1.379(4) . ?
C4 C7 1.505(4) . ?
C1 C2 1.382(4) . ?
C27 C26 1.409(5) . ?
C27 H27A 0.9300 . ?
C10 C11 1.381(4) . ?
C10 H10A 0.9300 . ?
C13 C12 1.366(5) . ?
C13 C14 1.373(4) . ?
C13 H13A 0.9300 . ?
C2 C3 1.373(4) . ?
C2 H2B 0.9300 . ?
C5 H5A 0.9300 . ?
C14 H14A 0.9300 . ?
C25 C24 1.345(7) . ?
C25 C26 1.394(7) . ?
C25 H25A 0.9300 . ?
C11 C12 1.367(5) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C23 C24 1.359(5) . ?
C23 H23A 0.9300 . ?
C3 H3A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C26 H26A 0.9300 . ?
C24 H24A 0.9300 . ?

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
O2 S1 O1 119.07(11) . . ?
O2 S1 C1 108.94(11) . . ?
O1 S1 C1 107.84(12) . . ?
O2 S1 C8 110.05(11) . . ?
O1 S1 C8 106.82(11) . . ?
C1 S1 C8 102.90(11) . . ?
C17 N1 C18 110.54(19) . . ?
C17 N1 H1A 124.7 . . ?
C18 N1 H1A 124.7 . . ?
C18 C15 C16 106.7(2) . . ?
C18 C15 C8 128.6(2) . . ?
C16 C15 C8 124.5(2) . . ?
C15 C8 C9 116.76(19) . . ?
C15 C8 S1 109.89(15) . . ?
C9 C8 S1 112.56(15) . . ?
C15 C8 H8A 105.6 . . ?
C9 C8 H8A 105.6 . . ?
S1 C8 H8A 105.6 . . ?
S1 O2 H2A 109.5 . . ?
S1 O1 H1B 109.5 . . ?
C19 O4 C20 117.7(2) . . ?
N1 C17 C16 107.89(19) . . ?
N1 C17 C21 119.4(2) . . ?
C16 C17 C21 132.7(2) . . ?
O3 C19 O4 123.9(2) . . ?
O3 C19 C16 125.0(2) . . ?
O4 C19 C16 111.1(2) . . ?
C1 C6 C5 118.6(3) . . ?
C1 C6 H6A 120.7 . . ?
C5 C6 H6A 120.7 . . ?
C10 C9 C14 118.2(2) . . ?
C10 C9 C8 117.8(2) . . ?
C14 C9 C8 123.9(2) . . ?
N1 C18 C15 107.63(18) . . ?
N1 C18 C22 119.24(19) . . ?
C15 C18 C22 133.1(2) . . ?
C17 C16 C15 107.3(2) . . ?
C17 C16 C19 127.0(2) . . ?
C15 C16 C19 125.6(2) . . ?
C27 C22 C23 119.6(3) . . ?
C27 C22 C18 121.4(3) . . ?
C23 C22 C18 118.9(3) . . ?
F1 C21 F3 106.3(2) . . ?
F1 C21 F2 106.8(2) . . ?
F3 C21 F2 106.9(2) . . ?
F1 C21 C17 113.8(2) . . ?
F3 C21 C17 111.8(2) . . ?
F2 C21 C17 110.9(2) . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 C7 120.8(3) . . ?
C3 C4 C7 121.3(3) . . ?
C6 C1 C2 120.3(2) . . ?
C6 C1 S1 120.6(2) . . ?
C2 C1 S1 119.04(18) . . ?
C22 C27 C26 119.4(4) . . ?
C22 C27 H27A 120.3 . . ?
C26 C27 H27A 120.3 . . ?
C9 C10 C11 120.9(3) . . ?
C9 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C12 C13 C14 120.6(3) . . ?
C12 C13 H13A 119.7 . . ?
C14 C13 H13A 119.7 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2B 120.3 . . ?
C1 C2 H2B 120.3 . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 H5A 119.1 . . ?
C6 C5 H5A 119.1 . . ?
C13 C14 C9 120.5(3) . . ?
C13 C14 H14A 119.7 . . ?
C9 C14 H14A 119.7 . . ?
C24 C25 C26 120.9(4) . . ?
C24 C25 H25A 119.5 . . ?
C26 C25 H25A 119.5 . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12A 120.2 . . ?
C11 C12 H12A 120.2 . . ?
C24 C23 C22 120.7(4) . . ?
C24 C23 H23A 119.6 . . ?
C22 C23 H23A 119.6 . . ?
C2 C3 C4 121.9(3) . . ?
C2 C3 H3A 119.1 . . ?
C4 C3 H3A 119.1 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C25 C26 C27 118.6(4) . . ?
C25 C26 H26A 120.7 . . ?
C27 C26 H26A 120.7 . . ?
C25 C24 C23 120.6(5) . . ?
C25 C24 H24A 119.7 . . ?
C23 C24 H24A 119.7 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.034
####################################################################### 
# 
# 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_cd213751
_database_code_depnum_ccdc_archive 'CCDC 978572'
_audit_update_record             
;
2013-12-24 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 N O4'
_chemical_formula_weight         313.34

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.7634(11)
_cell_length_b                   12.5816(16)
_cell_length_c                   17.744(2)
_cell_angle_alpha                74.284(3)
_cell_angle_beta                 88.867(3)
_cell_angle_gamma                82.156(3)
_cell_volume                     1652.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2988
_cell_measurement_theta_min      4.647
_cell_measurement_theta_max      52.370

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.123
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.0924
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9620
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6101
_reflns_number_gt                4562
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0979P)²+0.1105P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6101
_refine_ls_number_parameters     430
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1732
_refine_ls_wR_factor_gt          0.1561
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
N1 N 0.2385(2) 0.39590(14) 0.21335(10) 0.0444(4) Uani 1 1 d . . .
N2 N 0.2545(2) 0.36656(14) 0.48820(10) 0.0470(4) Uani 1 1 d . . .
O1 O 0.2214(2) 0.51593(12) 0.32639(8) 0.0599(4) Uani 1 1 d . . .
O2 O 0.2234(2) 0.67231(12) 0.23075(9) 0.0663(5) Uani 1 1 d . . .
O3 O 0.3704(2) 0.71232(13) 0.06891(9) 0.0665(5) Uani 1 1 d . . .
O4 O 0.10557(19) 0.70995(12) 0.02637(9) 0.0603(4) Uani 1 1 d . . .
O5 O 0.2389(3) 0.24295(12) 0.37604(8) 0.0669(5) Uani 1 1 d . . .
O6 O 0.2106(3) 0.09422(12) 0.47540(9) 0.0670(5) Uani 1 1 d . . .
O7 O 0.0820(2) 0.07713(12) 0.65649(9) 0.0623(4) Uani 1 1 d . . .
O8 O 0.3668(2) 0.03220(12) 0.64725(10) 0.0637(4) Uani 1 1 d . . .
C1 C 0.2357(3) 0.50841(16) 0.19578(11) 0.0431(4) Uani 1 1 d . . .
C2 C 0.2383(2) 0.54820(16) 0.11518(11) 0.0419(4) Uani 1 1 d . . .
C3 C 0.2405(2) 0.45666(16) 0.08338(11) 0.0426(4) Uani 1 1 d . . .
C4 C 0.2445(2) 0.36229(16) 0.14663(11) 0.0427(4) Uani 1 1 d . . .
C5 C 0.2611(3) 0.24501(16) 0.14705(11) 0.0443(5) Uani 1 1 d . . .
C6 C 0.3566(3) 0.20820(18) 0.08931(13) 0.0534(5) Uani 1 1 d . . .
H6 H 0.4091 0.2587 0.0506 0.064 Uiso 1 1 calc R . .
C7 C 0.3740(3) 0.09807(19) 0.08909(14) 0.0624(6) Uani 1 1 d . . .
H7 H 0.4383 0.0747 0.0503 0.075 Uiso 1 1 calc R . .
C8 C 0.2973(3) 0.02228(19) 0.14565(14) 0.0643(6) Uani 1 1 d . . .
H8 H 0.3088 -0.0521 0.1451 0.077 Uiso 1 1 calc R . .
C9 C 0.2029(3) 0.05724(18) 0.20334(14) 0.0612(6) Uani 1 1 d . . .
H9 H 0.1508 0.0062 0.2418 0.073 Uiso 1 1 calc R . .
C10 C 0.1857(3) 0.16674(16) 0.20416(12) 0.0497(5) Uani 1 1 d . . .
H10 H 0.1224 0.1891 0.2436 0.060 Uiso 1 1 calc R . .
C11 C 0.2292(3) 0.45930(17) 0.00050(11) 0.0475(5) Uani 1 1 d . . .
H11 H 0.1635 0.4095 -0.0117 0.057 Uiso 1 1 calc R . .
C12 C 0.3016(3) 0.52412(18) -0.05782(12) 0.0519(5) Uani 1 1 d . . .
H12 H 0.3748 0.5701 -0.0458 0.062 Uiso 1 1 calc R . .
C13 C 0.2769(3) 0.5308(2) -0.14247(12) 0.0672(7) Uani 1 1 d . . .
H13A H 0.3823 0.4964 -0.1614 0.081 Uiso 1 1 calc R . .
H13B H 0.1834 0.4894 -0.1479 0.081 Uiso 1 1 calc R . .
C14 C 0.2352(4) 0.6474(3) -0.19063(16) 0.0933(10) Uani 1 1 d . . .
H14A H 0.1414 0.6849 -0.1674 0.140 Uiso 1 1 calc R . .
H14B H 0.2014 0.6480 -0.2425 0.140 Uiso 1 1 calc R . .
H14C H 0.3357 0.6849 -0.1932 0.140 Uiso 1 1 calc R . .
C15 C 0.2265(3) 0.56355(16) 0.25786(11) 0.0448(5) Uani 1 1 d . . .
C16 C 0.2207(4) 0.73420(19) 0.28767(16) 0.0735(8) Uani 1 1 d . . .
H16A H 0.1121 0.7316 0.3145 0.110 Uiso 1 1 calc R . .
H16B H 0.2335 0.8103 0.2619 0.110 Uiso 1 1 calc R . .
H16C H 0.3147 0.7023 0.3247 0.110 Uiso 1 1 calc R . .
C17 C 0.2477(3) 0.66517(16) 0.06984(11) 0.0446(5) Uani 1 1 d . . .
C18 C 0.1151(4) 0.8171(2) -0.02729(16) 0.0765(8) Uani 1 1 d . . .
H18A H 0.1398 0.8683 0.0012 0.115 Uiso 1 1 calc R . .
H18B H 0.0060 0.8441 -0.0550 0.115 Uiso 1 1 calc R . .
H18C H 0.2058 0.8106 -0.0640 0.115 Uiso 1 1 calc R . .
C19 C 0.2459(3) 0.25562(16) 0.50611(11) 0.0455(5) Uani 1 1 d . . .
C20 C 0.2460(3) 0.21596(15) 0.58658(11) 0.0428(5) Uani 1 1 d . . .
C21 C 0.2551(3) 0.30664(16) 0.61806(11) 0.0428(4) Uani 1 1 d . . .
C22 C 0.2611(3) 0.39979(16) 0.55436(11) 0.0430(4) Uani 1 1 d . . .
C23 C 0.2726(3) 0.51518(16) 0.55334(11) 0.0450(5) Uani 1 1 d . . .
C24 C 0.3640(3) 0.53840(18) 0.61196(13) 0.0532(5) Uani 1 1 d . . .
H24 H 0.4171 0.4801 0.6523 0.064 Uiso 1 1 calc R . .
C25 C 0.3771(3) 0.64651(19) 0.61107(14) 0.0620(6) Uani 1 1 d . . .
H25 H 0.4387 0.6610 0.6508 0.074 Uiso 1 1 calc R . .
C26 C 0.2995(3) 0.73324(19) 0.55172(15) 0.0650(6) Uani 1 1 d . . .
H26 H 0.3084 0.8064 0.5511 0.078 Uiso 1 1 calc R . .
C27 C 0.2086(3) 0.71127(18) 0.49333(14) 0.0648(6) Uani 1 1 d . . .
H27 H 0.1565 0.7699 0.4529 0.078 Uiso 1 1 calc R . .
C28 C 0.1940(3) 0.60324(17) 0.49420(13) 0.0559(6) Uani 1 1 d . . .
H28 H 0.1308 0.5893 0.4547 0.067 Uiso 1 1 calc R . .
C29 C 0.2436(3) 0.30436(17) 0.70077(12) 0.0490(5) Uani 1 1 d . . .
H29 H 0.1879 0.3678 0.7128 0.059 Uiso 1 1 calc R . .
C30 C 0.3058(3) 0.21976(19) 0.75973(12) 0.0564(6) Uani 1 1 d . . .
H30 H 0.3742 0.1606 0.7471 0.068 Uiso 1 1 calc R . .
C31 C 0.2778(4) 0.2094(2) 0.84449(13) 0.0741(7) Uani 1 1 d . . .
H31A H 0.2071 0.2762 0.8506 0.089 Uiso 1 1 calc R . .
H31B H 0.3890 0.2026 0.8705 0.089 Uiso 1 1 calc R . .
C32 C 0.1897(5) 0.1100(3) 0.88227(16) 0.0915(9) Uani 1 1 d . . .
H32A H 0.0752 0.1198 0.8598 0.137 Uiso 1 1 calc R . .
H32B H 0.1811 0.1024 0.9375 0.137 Uiso 1 1 calc R . .
H32C H 0.2561 0.0443 0.8738 0.137 Uiso 1 1 calc R . .
C33 C 0.2323(3) 0.19990(17) 0.44508(12) 0.0498(5) Uani 1 1 d . . .
C34 C 0.1880(5) 0.0310(2) 0.42115(16) 0.0924(10) Uani 1 1 d . . .
H34A H 0.1028 0.0725 0.3820 0.139 Uiso 1 1 calc R . .
H34B H 0.1496 -0.0383 0.4485 0.139 Uiso 1 1 calc R . .
H34C H 0.2967 0.0164 0.3966 0.139 Uiso 1 1 calc R . .
C35 C 0.2189(3) 0.10222(16) 0.63291(11) 0.0447(5) Uani 1 1 d . . .
C36 C 0.3529(4) -0.0780(2) 0.69609(18) 0.0857(9) Uani 1 1 d . . .
H36A H 0.3177 -0.0738 0.7475 0.129 Uiso 1 1 calc R . .
H36B H 0.4636 -0.1237 0.6996 0.129 Uiso 1 1 calc R . .
H36C H 0.2680 -0.1100 0.6738 0.129 Uiso 1 1 calc R . .
H1 H 0.242(2) 0.3527(16) 0.2596(12) 0.034(5) Uiso 1 1 d . . .
H2 H 0.257(3) 0.4109(18) 0.4408(13) 0.047(6) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C4 1.359(3) . ?
N1 C1 1.362(2) . ?
N1 H1 0.85(2) . ?
N2 C22 1.353(3) . ?
N2 C19 1.356(2) . ?
N2 H2 0.88(2) . ?
O1 C15 1.204(2) . ?
O2 C15 1.319(2) . ?
O2 C16 1.431(3) . ?
O3 C17 1.187(2) . ?
O4 C17 1.326(2) . ?
O4 C18 1.435(3) . ?
O5 C33 1.201(2) . ?
O6 C33 1.325(2) . ?
O6 C34 1.432(3) . ?
O7 C35 1.186(2) . ?
O8 C35 1.331(3) . ?
O8 C36 1.439(3) . ?
C1 C2 1.382(3) . ?
C1 C15 1.448(3) . ?
C2 C3 1.411(3) . ?
C2 C17 1.485(3) . ?
C3 C4 1.393(3) . ?
C3 C11 1.466(3) . ?
C4 C5 1.462(3) . ?
C5 C10 1.390(3) . ?
C5 C6 1.395(3) . ?
C6 C7 1.375(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.373(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.380(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.370(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.303(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.496(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.480(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.379(3) . ?
C19 C33 1.453(3) . ?
C20 C21 1.410(3) . ?
C20 C35 1.485(3) . ?
C21 C22 1.396(3) . ?
C21 C29 1.461(3) . ?
C22 C23 1.462(3) . ?
C23 C28 1.383(3) . ?
C23 C24 1.386(3) . ?
C24 C25 1.373(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.373(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.373(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.375(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.318(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.488(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.497(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 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
C4 N1 C1 110.18(16) . . ?
C4 N1 H1 125.1(13) . . ?
C1 N1 H1 124.6(13) . . ?
C22 N2 C19 110.31(16) . . ?
C22 N2 H2 124.2(14) . . ?
C19 N2 H2 125.5(14) . . ?
C15 O2 C16 116.65(17) . . ?
C17 O4 C18 115.13(17) . . ?
C33 O6 C34 116.67(17) . . ?
C35 O8 C36 115.70(19) . . ?
N1 C1 C2 107.52(17) . . ?
N1 C1 C15 120.07(17) . . ?
C2 C1 C15 132.39(18) . . ?
C1 C2 C3 107.84(17) . . ?
C1 C2 C17 126.36(18) . . ?
C3 C2 C17 125.71(17) . . ?
C4 C3 C2 106.51(17) . . ?
C4 C3 C11 125.93(18) . . ?
C2 C3 C11 127.45(17) . . ?
N1 C4 C3 107.91(17) . . ?
N1 C4 C5 122.73(16) . . ?
C3 C4 C5 129.29(18) . . ?
C10 C5 C6 117.85(19) . . ?
C10 C5 C4 122.14(18) . . ?
C6 C5 C4 120.01(18) . . ?
C7 C6 C5 120.7(2) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 119.5(2) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C10 C9 C8 120.3(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C5 121.1(2) . . ?
C9 C10 H10 119.4 . . ?
C5 C10 H10 119.4 . . ?
C12 C11 C3 126.8(2) . . ?
C12 C11 H11 116.6 . . ?
C3 C11 H11 116.6 . . ?
C11 C12 C13 125.5(2) . . ?
C11 C12 H12 117.3 . . ?
C13 C12 H12 117.3 . . ?
C14 C13 C12 111.8(2) . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 O2 123.68(19) . . ?
O1 C15 C1 124.04(18) . . ?
O2 C15 C1 112.27(16) . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O3 C17 O4 123.17(19) . . ?
O3 C17 C2 124.63(19) . . ?
O4 C17 C2 112.09(16) . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 C20 107.76(17) . . ?
N2 C19 C33 121.10(17) . . ?
C20 C19 C33 131.09(18) . . ?
C19 C20 C21 107.70(17) . . ?
C19 C20 C35 126.97(17) . . ?
C21 C20 C35 124.92(17) . . ?
C22 C21 C20 106.37(17) . . ?
C22 C21 C29 127.19(18) . . ?
C20 C21 C29 126.21(17) . . ?
N2 C22 C21 107.86(16) . . ?
N2 C22 C23 122.67(17) . . ?
C21 C22 C23 129.47(18) . . ?
C28 C23 C24 118.55(19) . . ?
C28 C23 C22 121.16(19) . . ?
C24 C23 C22 120.28(18) . . ?
C25 C24 C23 120.7(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 119.6(2) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C28 120.5(2) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C27 C28 C23 120.5(2) . . ?
C27 C28 H28 119.8 . . ?
C23 C28 H28 119.8 . . ?
C30 C29 C21 125.4(2) . . ?
C30 C29 H29 117.3 . . ?
C21 C29 H29 117.3 . . ?
C29 C30 C31 126.6(2) . . ?
C29 C30 H30 116.7 . . ?
C31 C30 H30 116.7 . . ?
C30 C31 C32 111.4(2) . . ?
C30 C31 H31A 109.3 . . ?
C32 C31 H31A 109.3 . . ?
C30 C31 H31B 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O5 C33 O6 123.79(19) . . ?
O5 C33 C19 125.13(19) . . ?
O6 C33 C19 111.09(16) . . ?
O6 C34 H34A 109.5 . . ?
O6 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O6 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O7 C35 O8 123.63(18) . . ?
O7 C35 C20 123.96(19) . . ?
O8 C35 C20 112.38(18) . . ?
O8 C36 H36A 109.5 . . ?
O8 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O8 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 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
C4 N1 C1 C2 0.5(2) . . . . ?
C4 N1 C1 C15 179.03(18) . . . . ?
N1 C1 C2 C3 0.8(2) . . . . ?
C15 C1 C2 C3 -177.4(2) . . . . ?
N1 C1 C2 C17 -175.95(18) . . . . ?
C15 C1 C2 C17 5.8(4) . . . . ?
C1 C2 C3 C4 -1.8(2) . . . . ?
C17 C2 C3 C4 174.99(18) . . . . ?
C1 C2 C3 C11 174.54(19) . . . . ?
C17 C2 C3 C11 -8.7(3) . . . . ?
C1 N1 C4 C3 -1.7(2) . . . . ?
C1 N1 C4 C5 175.54(17) . . . . ?
C2 C3 C4 N1 2.1(2) . . . . ?
C11 C3 C4 N1 -174.30(18) . . . . ?
C2 C3 C4 C5 -174.86(19) . . . . ?
C11 C3 C4 C5 8.7(3) . . . . ?
N1 C4 C5 C10 34.3(3) . . . . ?
C3 C4 C5 C10 -149.1(2) . . . . ?
N1 C4 C5 C6 -145.1(2) . . . . ?
C3 C4 C5 C6 31.5(3) . . . . ?
C10 C5 C6 C7 0.4(3) . . . . ?
C4 C5 C6 C7 179.8(2) . . . . ?
C5 C6 C7 C8 0.2(4) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C8 C9 C10 C5 0.4(4) . . . . ?
C6 C5 C10 C9 -0.7(3) . . . . ?
C4 C5 C10 C9 180.0(2) . . . . ?
C4 C3 C11 C12 -145.5(2) . . . . ?
C2 C3 C11 C12 38.8(3) . . . . ?
C3 C11 C12 C13 -175.2(2) . . . . ?
C11 C12 C13 C14 131.0(3) . . . . ?
C16 O2 C15 O1 2.6(3) . . . . ?
C16 O2 C15 C1 -177.8(2) . . . . ?
N1 C1 C15 O1 0.2(3) . . . . ?
C2 C1 C15 O1 178.2(2) . . . . ?
N1 C1 C15 O2 -179.44(18) . . . . ?
C2 C1 C15 O2 -1.4(3) . . . . ?
C18 O4 C17 O3 4.9(3) . . . . ?
C18 O4 C17 C2 -171.60(19) . . . . ?
C1 C2 C17 O3 68.1(3) . . . . ?
C3 C2 C17 O3 -108.1(3) . . . . ?
C1 C2 C17 O4 -115.5(2) . . . . ?
C3 C2 C17 O4 68.3(2) . . . . ?
C22 N2 C19 C20 0.4(2) . . . . ?
C22 N2 C19 C33 178.1(2) . . . . ?
N2 C19 C20 C21 -0.1(2) . . . . ?
C33 C19 C20 C21 -177.5(2) . . . . ?
N2 C19 C20 C35 172.81(19) . . . . ?
C33 C19 C20 C35 -4.6(4) . . . . ?
C19 C20 C21 C22 -0.2(2) . . . . ?
C35 C20 C21 C22 -173.31(19) . . . . ?
C19 C20 C21 C29 174.5(2) . . . . ?
C35 C20 C21 C29 1.5(3) . . . . ?
C19 N2 C22 C21 -0.5(2) . . . . ?
C19 N2 C22 C23 179.44(18) . . . . ?
C20 C21 C22 N2 0.5(2) . . . . ?
C29 C21 C22 N2 -174.2(2) . . . . ?
C20 C21 C22 C23 -179.5(2) . . . . ?
C29 C21 C22 C23 5.8(3) . . . . ?
N2 C22 C23 C28 32.9(3) . . . . ?
C21 C22 C23 C28 -147.1(2) . . . . ?
N2 C22 C23 C24 -146.8(2) . . . . ?
C21 C22 C23 C24 33.2(3) . . . . ?
C28 C23 C24 C25 -0.4(3) . . . . ?
C22 C23 C24 C25 179.3(2) . . . . ?
C23 C24 C25 C26 -0.1(4) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C25 C26 C27 C28 0.4(4) . . . . ?
C26 C27 C28 C23 -0.9(4) . . . . ?
C24 C23 C28 C27 0.8(3) . . . . ?
C22 C23 C28 C27 -178.8(2) . . . . ?
C22 C21 C29 C30 -151.0(2) . . . . ?
C20 C21 C29 C30 35.3(3) . . . . ?
C21 C29 C30 C31 -172.0(2) . . . . ?
C29 C30 C31 C32 119.8(3) . . . . ?
C34 O6 C33 O5 -2.2(4) . . . . ?
C34 O6 C33 C19 177.5(2) . . . . ?
N2 C19 C33 O5 5.1(4) . . . . ?
C20 C19 C33 O5 -177.7(2) . . . . ?
N2 C19 C33 O6 -174.58(19) . . . . ?
C20 C19 C33 O6 2.6(3) . . . . ?
C36 O8 C35 O7 -1.7(3) . . . . ?
C36 O8 C35 C20 176.3(2) . . . . ?
C19 C20 C35 O7 -93.6(3) . . . . ?
C21 C20 C35 O7 78.1(3) . . . . ?
C19 C20 C35 O8 88.4(3) . . . . ?
C21 C20 C35 O8 -99.9(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.88(2) 2.10(2) 2.969(2) 171.1(19) .
N1 H1 O5 0.85(2) 2.15(2) 3.004(2) 177.7(17) .

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.075
