# Electronic Supplementary Material (ESI) for Molecular Systems Design & Engineering.
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1498038'
_audit_update_record             
;
2016-08-08 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;

_audit_creation_date             2012-04-11T13:21:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C41 H33 Cl1 N4 O11'
_chemical_formula_sum            'C41 H33 Cl N4 O11'
_chemical_formula_analytical     ?
_chemical_formula_weight         793.16

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

# CRYSTAL DATA

_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                   10.676(5)
_cell_length_b                   12.903(6)
_cell_length_c                   14.232(7)
_cell_angle_alpha                109.594(5)
_cell_angle_beta                 94.193(5)
_cell_angle_gamma                100.114(4)
_cell_volume                     1799.8(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3648
_cell_measurement_theta_min      2.5862
_cell_measurement_theta_max      27.4894
_cell_measurement_temperature    120(2)
_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8997
_exptl_absorpt_correction_T_max  1

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

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
        Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            10936
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_reduction_process 'Lp corrections applied'

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

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

# REFINEMENT DATA

_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 > 2σ(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.
;
_reflns_number_total             6154
_reflns_number_gt                4561
_reflns_threshold_expression     >2σ(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.08
_refine_ls_R_factor_gt           0.0657
_refine_ls_wR_factor_ref         0.1966
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_number_reflns         6154
_refine_ls_number_parameters     525
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0880P)²+2.9263P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.44
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;
        ????
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 1.0593(4) 0.1998(3) 0.2833(3) 0.0260(8) Uani d . 1 . . C
C2 0.9599(4) 0.1346(3) 0.3142(3) 0.0284(9) Uani d . 1 . . C
H2 0.9605 0.0596 0.3037 0.034 Uiso calc R 1 . . H
C3 0.8648(4) 0.1798(3) 0.3586(3) 0.0270(8) Uani d . 1 . . C
H3 0.8018 0.1354 0.3786 0.032 Uiso calc R 1 . . H
C4 0.8588(3) 0.2945(3) 0.3756(3) 0.0231(8) Uani d . 1 . . C
C5 0.9586(3) 0.3573(3) 0.3431(3) 0.0227(8) Uani d . 1 . . C
C6 1.0561(4) 0.3127(3) 0.2981(3) 0.0253(8) Uani d . 1 . . C
H6 1.1193 0.3566 0.2777 0.03 Uiso calc R 1 . . H
C7 0.8026(4) 0.6947(3) 0.4758(3) 0.0257(8) Uani d . 1 . . C
C8 0.7000(4) 0.6369(3) 0.5103(3) 0.0264(8) Uani d . 1 . . C
H8 0.6423 0.6761 0.5449 0.032 Uiso calc R 1 . . H
C9 0.6858(4) 0.5251(3) 0.4932(3) 0.0256(8) Uani d . 1 . . C
H9 0.6178 0.4888 0.5158 0.031 Uiso calc R 1 . . H
C10 0.7730(3) 0.4621(3) 0.4414(3) 0.0239(8) Uani d . 1 . . C
C11 0.8735(4) 0.5216(3) 0.4079(3) 0.0236(8) Uani d . 1 . . C
C12 0.8896(4) 0.6349(3) 0.4233(3) 0.0247(8) Uani d . 1 . . C
H12 0.9564 0.6709 0.3995 0.03 Uiso calc R 1 . . H
C13 0.7641(3) 0.3464(3) 0.4220(3) 0.0223(8) Uani d . 1 . . C
C14 0.6608(3) 0.2807(3) 0.4576(3) 0.0226(8) Uani d . 1 . . C
C15 0.5605(3) 0.1968(3) 0.3916(3) 0.0221(8) Uani d . 1 . . C
C16 0.4769(4) 0.1283(3) 0.4282(3) 0.0240(8) Uani d . 1 . . C
H16 0.4121 0.071 0.384 0.029 Uiso calc R 1 . . H
C17 0.4902(4) 0.1454(3) 0.5301(3) 0.0264(8) Uani d . 1 . . C
H17 0.4351 0.0989 0.5541 0.032 Uiso calc R 1 . . H
C18 0.5841(4) 0.2306(3) 0.5956(3) 0.0293(9) Uani d . 1 . . C
H18 0.5909 0.2434 0.6643 0.035 Uiso calc R 1 . . H
C19 0.6702(4) 0.2988(3) 0.5597(3) 0.0278(8) Uani d . 1 . . C
H19 0.7339 0.3564 0.6047 0.033 Uiso calc R 1 . . H
C20 0.5375(3) 0.1848(3) 0.2825(3) 0.0215(8) Uani d . 1 . . C
N1 1.1547(3) 0.1540(3) 0.2424(3) 0.0323(8) Uani d . 1 . . N
H1NA 1.2154 0.1936 0.2247 0.039 Uiso calc R 1 . . H
H1NB 1.1553 0.0848 0.2339 0.039 Uiso calc R 1 . . H
N2 0.8170(3) 0.8057(3) 0.4931(2) 0.0284(7) Uani d . 1 . . N
H2NA 0.8791 0.8398 0.4721 0.034 Uiso calc R 1 . . H
H2NB 0.764 0.8423 0.5252 0.034 Uiso calc R 1 . . H
O1 0.9625(2) 0.4682(2) 0.35806(19) 0.0244(6) Uani d . 1 . . O
O2 0.5967(3) 0.2517(2) 0.24945(19) 0.0272(6) Uani d . 1 . . O
O3 0.4471(3) 0.0982(2) 0.22812(19) 0.0281(6) Uani d . 1 . . O
H3O 0.4389 0.0957 0.1696 0.042 Uiso calc R 1 . . H
C21 -0.1933(4) 0.1788(3) 0.0486(3) 0.0262(8) Uani d . 1 . . C
C22 -0.1213(4) 0.1063(3) -0.0150(3) 0.0276(8) Uani d . 1 . . C
H22 -0.1541 0.0291 -0.042 0.033 Uiso calc R 1 . . H
C23 -0.0060(4) 0.1496(3) -0.0359(3) 0.0273(8) Uani d . 1 . . C
H23 0.0384 0.1014 -0.0778 0.033 Uiso calc R 1 . . H
C24 0.0486(4) 0.2675(3) 0.0050(3) 0.0253(8) Uani d . 1 . . C
C25 -0.0240(3) 0.3360(3) 0.0700(3) 0.0235(8) Uani d . 1 . . C
C26 -0.1400(4) 0.2940(3) 0.0919(3) 0.0251(8) Uani d . 1 . . C
H26 -0.1834 0.3418 0.1354 0.03 Uiso calc R 1 . . H
C27 0.2766(4) 0.6739(3) 0.1137(3) 0.0273(8) Uani d . 1 . . C
C28 0.3534(4) 0.6119(3) 0.0479(3) 0.0304(9) Uani d . 1 . . C
H28 0.4275 0.6499 0.0334 0.036 Uiso calc R 1 . . H
C29 0.3198(4) 0.4979(3) 0.0061(3) 0.0292(9) Uani d . 1 . . C
H29 0.3722 0.4594 -0.0358 0.035 Uiso calc R 1 . . H
C30 0.2062(4) 0.4357(3) 0.0248(3) 0.0251(8) Uani d . 1 . . C
C31 0.1319(4) 0.5007(3) 0.0901(3) 0.0252(8) Uani d . 1 . . C
C32 0.1646(4) 0.6154(3) 0.1334(3) 0.0253(8) Uani d . 1 . . C
H32 0.1126 0.6542 0.1757 0.03 Uiso calc R 1 . . H
C33 0.1656(4) 0.3179(3) -0.0151(3) 0.0243(8) Uani d . 1 . . C
C34 0.2396(4) 0.2469(3) -0.0874(3) 0.0253(8) Uani d . 1 . . C
C35 0.3166(3) 0.1800(3) -0.0607(3) 0.0224(8) Uani d . 1 . . C
C36 0.3747(3) 0.1118(3) -0.1348(3) 0.0251(8) Uani d . 1 . . C
H36 0.4239 0.0661 -0.1181 0.03 Uiso calc R 1 . . H
C37 0.3610(4) 0.1103(3) -0.2326(3) 0.0315(9) Uani d . 1 . . C
H37 0.4015 0.0648 -0.2808 0.038 Uiso calc R 1 . . H
C38 0.2864(4) 0.1769(4) -0.2583(3) 0.0350(10) Uani d . 1 . . C
H38 0.2763 0.1761 -0.324 0.042 Uiso calc R 1 . . H
C39 0.2266(4) 0.2450(4) -0.1860(3) 0.0326(9) Uani d . 1 . . C
H39 0.1772 0.29 -0.2037 0.039 Uiso calc R 1 . . H
C40 0.3370(3) 0.1798(3) 0.0447(3) 0.0229(8) Uani d . 1 . . C
N3 -0.3094(3) 0.1345(3) 0.0631(3) 0.0309(8) Uani d . 1 . . N
H3NA -0.3539 0.1771 0.1 0.037 Uiso calc R 1 . . H
H3NB -0.3398 0.0632 0.0355 0.037 Uiso calc R 1 . . H
N4 0.3110(3) 0.7871(3) 0.1551(3) 0.0309(8) Uani d . 1 . . N
H4NA 0.2637 0.8242 0.1941 0.037 Uiso calc R 1 . . H
H4NB 0.3802 0.8222 0.1424 0.037 Uiso calc R 1 . . H
O4 0.0201(2) 0.4496(2) 0.11226(19) 0.0266(6) Uani d . 1 . . O
O5 0.3037(3) 0.2530(2) 0.11487(19) 0.0281(6) Uani d . 1 . . O
O6 0.3873(3) 0.1003(2) 0.05524(19) 0.0274(6) Uani d . 1 . . O
Cl1 0.87474(9) 0.09951(7) 0.62797(7) 0.0277(3) Uani d . 1 . . Cl
O7 0.9985(3) 0.0756(2) 0.6089(2) 0.0354(7) Uani d . 1 . . O
O8 0.8825(3) 0.2184(2) 0.6598(2) 0.0357(7) Uani d . 1 . . O
O9 0.8334(3) 0.0602(3) 0.7066(3) 0.0474(9) Uani d . 1 . . O
O10 0.7828(3) 0.0431(2) 0.5380(2) 0.0432(8) Uani d . 1 . . O
O11 0.4000(6) 0.4615(4) 0.2719(4) 0.099(3) Uani d P 0.890(10) A 1 O
H11 0.3635 0.4064 0.223 0.148 Uiso calc PR 0.890(10) A 1 H
C41 0.5161(7) 0.5069(6) 0.2506(5) 0.0480(16) Uani d P 0.890(10) A 1 C
H41A 0.5472 0.5819 0.2983 0.072 Uiso calc PR 0.890(10) A 1 H
H41B 0.5053 0.509 0.1838 0.072 Uiso calc PR 0.890(10) A 1 H
H41C 0.5769 0.4614 0.255 0.072 Uiso calc PR 0.890(10) A 1 H
C41B 0.515(12) 0.540(9) 0.232(9) 0.11(4) Uiso d P 0.110(10) A 2 C
O11B 0.577(4) 0.442(3) 0.185(3) 0.069(13) Uiso d P 0.110(10) A 2 O



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

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.339(5) ?
C1 C6 . 1.407(5) ?
C1 C2 . 1.425(5) ?
C2 C3 . 1.350(5) ?
C2 H2 . 0.93 ?
C3 C4 . 1.431(5) ?
C3 H3 . 0.93 ?
C4 C13 . 1.395(5) ?
C4 C5 . 1.424(5) ?
C5 O1 . 1.367(4) ?
C5 C6 . 1.373(5) ?
C6 H6 . 0.93 ?
C7 N2 . 1.347(5) ?
C7 C12 . 1.408(5) ?
C7 C8 . 1.426(5) ?
C8 C9 . 1.358(5) ?
C8 H8 . 0.93 ?
C9 C10 . 1.427(5) ?
C9 H9 . 0.93 ?
C10 C13 . 1.409(5) ?
C10 C11 . 1.414(5) ?
C11 O1 . 1.372(4) ?
C11 C12 . 1.380(5) ?
C12 H12 . 0.93 ?
C13 C14 . 1.494(5) ?
C14 C19 . 1.385(5) ?
C14 C15 . 1.402(5) ?
C15 C16 . 1.396(5) ?
C15 C20 . 1.505(5) ?
C16 C17 . 1.385(5) ?
C16 H16 . 0.93 ?
C17 C18 . 1.369(6) ?
C17 H17 . 0.93 ?
C18 C19 . 1.402(5) ?
C18 H18 . 0.93 ?
C19 H19 . 0.93 ?
C20 O2 . 1.221(4) ?
C20 O3 . 1.308(4) ?
N1 H1NA . 0.86 ?
N1 H1NB . 0.86 ?
N2 H2NA . 0.86 ?
N2 H2NB . 0.86 ?
O3 H3O . 0.82 ?
C21 N3 . 1.331(5) ?
C21 C26 . 1.397(5) ?
C21 C22 . 1.439(5) ?
C22 C23 . 1.356(5) ?
C22 H22 . 0.93 ?
C23 C24 . 1.427(5) ?
C23 H23 . 0.93 ?
C24 C33 . 1.398(5) ?
C24 C25 . 1.426(5) ?
C25 O4 . 1.363(4) ?
C25 C26 . 1.363(5) ?
C26 H26 . 0.93 ?
C27 N4 . 1.348(5) ?
C27 C32 . 1.398(5) ?
C27 C28 . 1.424(6) ?
C28 C29 . 1.357(6) ?
C28 H28 . 0.93 ?
C29 C30 . 1.426(5) ?
C29 H29 . 0.93 ?
C30 C33 . 1.406(5) ?
C30 C31 . 1.420(5) ?
C31 C32 . 1.366(5) ?
C31 O4 . 1.369(4) ?
C32 H32 . 0.93 ?
C33 C34 . 1.504(5) ?
C34 C39 . 1.392(5) ?
C34 C35 . 1.410(5) ?
C35 C36 . 1.391(5) ?
C35 C40 . 1.502(5) ?
C36 C37 . 1.382(6) ?
C36 H36 . 0.93 ?
C37 C38 . 1.384(6) ?
C37 H37 . 0.93 ?
C38 C39 . 1.387(6) ?
C38 H38 . 0.93 ?
C39 H39 . 0.93 ?
C40 O5 . 1.246(4) ?
C40 O6 . 1.284(4) ?
N3 H3NA . 0.86 ?
N3 H3NB . 0.86 ?
N4 H4NA . 0.86 ?
N4 H4NB . 0.86 ?
Cl1 O8 . 1.431(3) ?
Cl1 O7 . 1.433(3) ?
Cl1 O10 . 1.440(3) ?
Cl1 O9 . 1.442(3) ?
O11 C41 . 1.375(9) ?
O11 H11 . 0.82 ?
C41 H41A . 0.96 ?
C41 H41B . 0.96 ?
C41 H41C . 0.96 ?
C41B O11B . 1.51(11) ?

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
N1 C1 C6 121.1(3) . . ?
N1 C1 C2 120.0(3) . . ?
C6 C1 C2 118.9(3) . . ?
C3 C2 C1 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 121.6(4) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C13 C4 C5 119.7(3) . . ?
C13 C4 C3 124.3(3) . . ?
C5 C4 C3 116.0(3) . . ?
O1 C5 C6 116.6(3) . . ?
O1 C5 C4 120.3(3) . . ?
C6 C5 C4 123.1(3) . . ?
C5 C6 C1 119.2(3) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
N2 C7 C12 119.9(3) . . ?
N2 C7 C8 120.6(3) . . ?
C12 C7 C8 119.5(3) . . ?
C9 C8 C7 120.7(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 121.4(4) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C13 C10 C11 119.2(3) . . ?
C13 C10 C9 124.1(3) . . ?
C11 C10 C9 116.6(3) . . ?
O1 C11 C12 116.0(3) . . ?
O1 C11 C10 120.8(3) . . ?
C12 C11 C10 123.2(3) . . ?
C11 C12 C7 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
C7 C12 H12 120.7 . . ?
C4 C13 C10 119.3(3) . . ?
C4 C13 C14 119.5(3) . . ?
C10 C13 C14 121.0(3) . . ?
C19 C14 C15 119.0(3) . . ?
C19 C14 C13 118.1(3) . . ?
C15 C14 C13 122.7(3) . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 C20 119.7(3) . . ?
C14 C15 C20 120.2(3) . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C14 C19 C18 120.3(4) . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
O2 C20 O3 123.9(3) . . ?
O2 C20 C15 122.4(3) . . ?
O3 C20 C15 113.7(3) . . ?
C1 N1 H1NA 120 . . ?
C1 N1 H1NB 120 . . ?
H1NA N1 H1NB 120 . . ?
C7 N2 H2NA 120 . . ?
C7 N2 H2NB 120 . . ?
H2NA N2 H2NB 120 . . ?
C5 O1 C11 120.6(3) . . ?
C20 O3 H3O 109.5 . . ?
N3 C21 C26 122.0(3) . . ?
N3 C21 C22 119.2(3) . . ?
C26 C21 C22 118.8(3) . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 121.6(3) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C33 C24 C25 119.4(3) . . ?
C33 C24 C23 124.5(3) . . ?
C25 C24 C23 116.1(3) . . ?
O4 C25 C26 116.4(3) . . ?
O4 C25 C24 120.4(3) . . ?
C26 C25 C24 123.2(3) . . ?
C25 C26 C21 119.7(3) . . ?
C25 C26 H26 120.2 . . ?
C21 C26 H26 120.2 . . ?
N4 C27 C32 120.8(4) . . ?
N4 C27 C28 120.4(3) . . ?
C32 C27 C28 118.7(3) . . ?
C29 C28 C27 120.9(4) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 121.8(4) . . ?
C28 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C33 C30 C31 119.3(3) . . ?
C33 C30 C29 125.1(3) . . ?
C31 C30 C29 115.6(3) . . ?
C32 C31 O4 116.1(3) . . ?
C32 C31 C30 123.4(3) . . ?
O4 C31 C30 120.5(3) . . ?
C31 C32 C27 119.5(3) . . ?
C31 C32 H32 120.2 . . ?
C27 C32 H32 120.2 . . ?
C24 C33 C30 119.4(3) . . ?
C24 C33 C34 119.7(3) . . ?
C30 C33 C34 120.6(3) . . ?
C39 C34 C35 119.2(3) . . ?
C39 C34 C33 117.6(3) . . ?
C35 C34 C33 123.1(3) . . ?
C36 C35 C34 118.7(3) . . ?
C36 C35 C40 119.3(3) . . ?
C34 C35 C40 122.0(3) . . ?
C37 C36 C35 121.6(4) . . ?
C37 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
C36 C37 C38 119.5(4) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
C37 C38 C39 120.0(4) . . ?
C37 C38 H38 120 . . ?
C39 C38 H38 120 . . ?
C38 C39 C34 120.9(4) . . ?
C38 C39 H39 119.5 . . ?
C34 C39 H39 119.5 . . ?
O5 C40 O6 124.4(3) . . ?
O5 C40 C35 119.8(3) . . ?
O6 C40 C35 115.8(3) . . ?
C21 N3 H3NA 120 . . ?
C21 N3 H3NB 120 . . ?
H3NA N3 H3NB 120 . . ?
C27 N4 H4NA 120 . . ?
C27 N4 H4NB 120 . . ?
H4NA N4 H4NB 120 . . ?
C25 O4 C31 120.9(3) . . ?
O8 Cl1 O7 109.75(18) . . ?
O8 Cl1 O10 109.68(18) . . ?
O7 Cl1 O10 109.92(19) . . ?
O8 Cl1 O9 109.01(18) . . ?
O7 Cl1 O9 109.32(18) . . ?
O10 Cl1 O9 109.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 177.9(4) . . . . ?
C6 C1 C2 C3 -1.1(6) . . . . ?
C1 C2 C3 C4 0.6(6) . . . . ?
C2 C3 C4 C13 -179.2(4) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C13 C4 C5 O1 0.6(5) . . . . ?
C3 C4 C5 O1 -178.6(3) . . . . ?
C13 C4 C5 C6 179.1(3) . . . . ?
C3 C4 C5 C6 -0.1(5) . . . . ?
O1 C5 C6 C1 178.2(3) . . . . ?
C4 C5 C6 C1 -0.3(6) . . . . ?
N1 C1 C6 C5 -178.0(4) . . . . ?
C2 C1 C6 C5 0.9(5) . . . . ?
N2 C7 C8 C9 -179.8(4) . . . . ?
C12 C7 C8 C9 0.2(6) . . . . ?
C7 C8 C9 C10 0.6(6) . . . . ?
C8 C9 C10 C13 179.5(4) . . . . ?
C8 C9 C10 C11 -0.7(5) . . . . ?
C13 C10 C11 O1 -0.7(5) . . . . ?
C9 C10 C11 O1 179.5(3) . . . . ?
C13 C10 C11 C12 179.9(3) . . . . ?
C9 C10 C11 C12 0.1(5) . . . . ?
O1 C11 C12 C7 -178.7(3) . . . . ?
C10 C11 C12 C7 0.7(6) . . . . ?
N2 C7 C12 C11 179.1(3) . . . . ?
C8 C7 C12 C11 -0.9(5) . . . . ?
C5 C4 C13 C10 -3.7(5) . . . . ?
C3 C4 C13 C10 175.4(4) . . . . ?
C5 C4 C13 C14 -178.9(3) . . . . ?
C3 C4 C13 C14 0.2(6) . . . . ?
C11 C10 C13 C4 3.8(5) . . . . ?
C9 C10 C13 C4 -176.4(3) . . . . ?
C11 C10 C13 C14 178.9(3) . . . . ?
C9 C10 C13 C14 -1.3(6) . . . . ?
C4 C13 C14 C19 102.5(4) . . . . ?
C10 C13 C14 C19 -72.6(5) . . . . ?
C4 C13 C14 C15 -73.0(5) . . . . ?
C10 C13 C14 C15 111.8(4) . . . . ?
C19 C14 C15 C16 -4.0(5) . . . . ?
C13 C14 C15 C16 171.4(3) . . . . ?
C19 C14 C15 C20 172.2(3) . . . . ?
C13 C14 C15 C20 -12.3(5) . . . . ?
C14 C15 C16 C17 2.1(5) . . . . ?
C20 C15 C16 C17 -174.2(3) . . . . ?
C15 C16 C17 C18 1.0(5) . . . . ?
C16 C17 C18 C19 -2.1(6) . . . . ?
C15 C14 C19 C18 2.9(5) . . . . ?
C13 C14 C19 C18 -172.8(3) . . . . ?
C17 C18 C19 C14 0.1(6) . . . . ?
C16 C15 C20 O2 170.1(3) . . . . ?
C14 C15 C20 O2 -6.1(5) . . . . ?
C16 C15 C20 O3 -8.4(5) . . . . ?
C14 C15 C20 O3 175.3(3) . . . . ?
C6 C5 O1 C11 -176.1(3) . . . . ?
C4 C5 O1 C11 2.6(5) . . . . ?
C12 C11 O1 C5 177.0(3) . . . . ?
C10 C11 O1 C5 -2.5(5) . . . . ?
N3 C21 C22 C23 176.2(4) . . . . ?
C26 C21 C22 C23 -2.6(6) . . . . ?
C21 C22 C23 C24 0.8(6) . . . . ?
C22 C23 C24 C33 -178.6(4) . . . . ?
C22 C23 C24 C25 1.0(5) . . . . ?
C33 C24 C25 O4 0.0(5) . . . . ?
C23 C24 C25 O4 -179.7(3) . . . . ?
C33 C24 C25 C26 178.6(4) . . . . ?
C23 C24 C25 C26 -1.0(5) . . . . ?
O4 C25 C26 C21 177.9(3) . . . . ?
C24 C25 C26 C21 -0.8(6) . . . . ?
N3 C21 C26 C25 -176.2(4) . . . . ?
C22 C21 C26 C25 2.6(5) . . . . ?
N4 C27 C28 C29 179.9(4) . . . . ?
C32 C27 C28 C29 -1.0(6) . . . . ?
C27 C28 C29 C30 0.9(6) . . . . ?
C28 C29 C30 C33 -179.5(4) . . . . ?
C28 C29 C30 C31 -0.4(6) . . . . ?
C33 C30 C31 C32 179.2(4) . . . . ?
C29 C30 C31 C32 0.0(6) . . . . ?
C33 C30 C31 O4 -1.6(5) . . . . ?
C29 C30 C31 O4 179.3(3) . . . . ?
O4 C31 C32 C27 -179.4(3) . . . . ?
C30 C31 C32 C27 -0.1(6) . . . . ?
N4 C27 C32 C31 179.7(3) . . . . ?
C28 C27 C32 C31 0.6(5) . . . . ?
C25 C24 C33 C30 -3.4(5) . . . . ?
C23 C24 C33 C30 176.2(4) . . . . ?
C25 C24 C33 C34 -177.1(3) . . . . ?
C23 C24 C33 C34 2.6(6) . . . . ?
C31 C30 C33 C24 4.2(5) . . . . ?
C29 C30 C33 C24 -176.7(4) . . . . ?
C31 C30 C33 C34 177.8(3) . . . . ?
C29 C30 C33 C34 -3.1(6) . . . . ?
C24 C33 C34 C39 98.2(4) . . . . ?
C30 C33 C34 C39 -75.4(5) . . . . ?
C24 C33 C34 C35 -79.4(5) . . . . ?
C30 C33 C34 C35 107.0(4) . . . . ?
C39 C34 C35 C36 -1.6(5) . . . . ?
C33 C34 C35 C36 175.9(3) . . . . ?
C39 C34 C35 C40 178.7(3) . . . . ?
C33 C34 C35 C40 -3.7(5) . . . . ?
C34 C35 C36 C37 1.5(5) . . . . ?
C40 C35 C36 C37 -178.8(3) . . . . ?
C35 C36 C37 C38 -0.9(6) . . . . ?
C36 C37 C38 C39 0.3(6) . . . . ?
C37 C38 C39 C34 -0.5(6) . . . . ?
C35 C34 C39 C38 1.2(6) . . . . ?
C33 C34 C39 C38 -176.5(4) . . . . ?
C36 C35 C40 O5 168.3(3) . . . . ?
C34 C35 C40 O5 -12.0(5) . . . . ?
C36 C35 C40 O6 -12.8(5) . . . . ?
C34 C35 C40 O6 166.8(3) . . . . ?
C26 C25 O4 C31 -176.1(3) . . . . ?
C24 C25 O4 C31 2.7(5) . . . . ?
C32 C31 O4 C25 177.4(3) . . . . ?
C30 C31 O4 C25 -1.9(5) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1498039'
_audit_update_record             
;
2016-08-08 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;

_audit_creation_date             2012-02-28T15:17:47-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C27 H29 N2 O3, Cl O4'
_chemical_formula_sum            'C27 H29 Cl N2 O7'
_chemical_formula_analytical     ?
_chemical_formula_weight         528.97

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

# CRYSTAL DATA

_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                   9.494(5)
_cell_length_b                   11.509(6)
_cell_length_c                   11.755(6)
_cell_angle_alpha                98.007(6)
_cell_angle_beta                 99.366(10)
_cell_angle_gamma                94.805(7)
_cell_volume                     1247.5(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3238
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      32.9
_cell_measurement_temperature    120(2)
_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             556
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'Higashi, 1995'
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.984

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

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Sealed Tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
        Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            10399
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_theta_min         1.8
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15

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

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

# REFINEMENT DATA

_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 > 2σ(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.
;
_reflns_number_total             5648
_reflns_number_gt                4730
_reflns_threshold_expression     >2σ(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.1888
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         5648
_refine_ls_number_parameters     339
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1009P)²+0.9557P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
        CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_cell_refinement       
;
        CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_data_reduction        
;
        CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.3979(2) 0.12524(19) -0.12111(19) 0.0228(4) Uani d . 1 . . C
C2 0.3645(2) 0.10048(19) -0.01020(19) 0.0227(4) Uani d . 1 . . C
C3 0.4242(2) 0.17618(19) 0.08942(18) 0.0219(4) Uani d . 1 . . C
H3 0.4041 0.1586 0.1603 0.026 Uiso calc R 1 . . H
C4 0.5160(2) 0.28111(19) 0.08953(18) 0.0210(4) Uani d . 1 . . C
C5 0.5407(2) 0.30339(18) -0.02177(18) 0.0211(4) Uani d . 1 . . C
C6 0.4878(2) 0.22796(19) -0.12386(18) 0.0228(4) Uani d . 1 . . C
H6 0.5113 0.2446 -0.1941 0.027 Uiso calc R 1 . . H
C7 0.2669(2) -0.00903(19) -0.0080(2) 0.0256(4) Uani d . 1 . . C
H7A 0.1775 -0.0086 -0.0595 0.038 Uiso calc R 1 . . H
H7B 0.2494 -0.0107 0.0699 0.038 Uiso calc R 1 . . H
H7C 0.3116 -0.0776 -0.0331 0.038 Uiso calc R 1 . . H
C8 0.3846(3) 0.0570(2) -0.3330(2) 0.0296(5) Uani d . 1 . . C
H8A 0.3861 0.1378 -0.3479 0.035 Uiso calc R 1 . . H
H8B 0.3143 0.0084 -0.3939 0.035 Uiso calc R 1 . . H
C9 0.5326(3) 0.0155(2) -0.3371(2) 0.0324(5) Uani d . 1 . . C
H9A 0.563 0.0312 -0.408 0.049 Uiso calc R 1 . . H
H9B 0.5276 -0.0678 -0.3346 0.049 Uiso calc R 1 . . H
H9C 0.6002 0.0569 -0.2714 0.049 Uiso calc R 1 . . H
C10 0.8389(2) 0.66153(19) 0.1360(2) 0.0278(5) Uani d . 1 . . C
C11 0.8236(2) 0.6466(2) 0.2541(2) 0.0297(5) Uani d . 1 . . C
C12 0.7408(2) 0.54941(19) 0.2710(2) 0.0266(5) Uani d . 1 . . C
H12 0.7323 0.5397 0.3469 0.032 Uiso calc R 1 . . H
C13 0.6669(2) 0.46223(19) 0.17668(19) 0.0234(4) Uani d . 1 . . C
C14 0.6856(2) 0.48181(18) 0.06314(19) 0.0220(4) Uani d . 1 . . C
C15 0.7689(2) 0.57697(19) 0.0417(2) 0.0258(5) Uani d . 1 . . C
H15 0.7788 0.5853 -0.0342 0.031 Uiso calc R 1 . . H
C16 0.9008(3) 0.7367(2) 0.3553(3) 0.0400(6) Uani d . 1 . . C
H16A 0.8702 0.8129 0.3465 0.06 Uiso calc R 1 . . H
H16B 1.0025 0.7397 0.357 0.06 Uiso calc R 1 . . H
H16C 0.8788 0.715 0.4269 0.06 Uiso calc R 1 . . H
C17 0.9516(3) 0.7780(2) 0.0046(3) 0.0366(6) Uani d . 1 . . C
H17A 0.9812 0.8615 0.0085 0.044 Uiso calc R 1 . . H
H17B 0.8646 0.7576 -0.0534 0.044 Uiso calc R 1 . . H
C18 1.0687(3) 0.7074(3) -0.0342(3) 0.0504(8) Uani d . 1 . . C
H18A 1.0849 0.7246 -0.1089 0.076 Uiso calc R 1 . . H
H18B 1.0392 0.6247 -0.0401 0.076 Uiso calc R 1 . . H
H18C 1.1558 0.7285 0.0219 0.076 Uiso calc R 1 . . H
C19 0.5819(2) 0.36072(18) 0.18929(19) 0.0219(4) Uani d . 1 . . C
C20 0.5823(2) 0.33033(19) 0.31028(19) 0.0250(4) Uani d . 1 . . C
C21 0.4769(3) 0.35269(19) 0.3791(2) 0.0280(5) Uani d . 1 . . C
C22 0.4959(3) 0.3237(2) 0.4927(2) 0.0367(6) Uani d . 1 . . C
H22 0.4267 0.3383 0.5389 0.044 Uiso calc R 1 . . H
C23 0.6164(3) 0.2736(2) 0.5358(2) 0.0392(6) Uani d . 1 . . C
H23 0.629 0.2565 0.6116 0.047 Uiso calc R 1 . . H
C24 0.7187(3) 0.2486(2) 0.4671(2) 0.0366(6) Uani d . 1 . . C
H24 0.7983 0.2126 0.4958 0.044 Uiso calc R 1 . . H
C25 0.7020(3) 0.2775(2) 0.3550(2) 0.0308(5) Uani d . 1 . . C
H25 0.7715 0.2614 0.3093 0.037 Uiso calc R 1 . . H
C26 0.3459(3) 0.4040(2) 0.3315(2) 0.0301(5) Uani d . 1 . . C
C27 0.1192(3) 0.4565(3) 0.3617(3) 0.0502(7) Uani d . 1 . . C
H27A 0.0634 0.4686 0.4227 0.075 Uiso calc R 1 . . H
H27B 0.0684 0.3967 0.3002 0.075 Uiso calc R 1 . . H
H27C 0.135 0.5289 0.3315 0.075 Uiso calc R 1 . . H
N1 0.3419(2) 0.05014(17) -0.21969(16) 0.0266(4) Uani d . 1 . . N
H1 0.2771 -0.0053 -0.2158 0.032 Uiso calc R 1 . . H
N2 0.9203(2) 0.75670(18) 0.1183(2) 0.0339(5) Uani d . 1 . . N
H2 0.9566 0.8087 0.1781 0.041 Uiso calc R 1 . . H
O1 0.62187(16) 0.40319(13) -0.03322(13) 0.0225(3) Uani d . 1 . . O
O2 0.3225(2) 0.43079(18) 0.23471(16) 0.0383(4) Uani d . 1 . . O
O3 0.2557(2) 0.41935(17) 0.40798(16) 0.0398(4) Uani d . 1 . . O
Cl1 0.08406(6) 0.07839(5) 0.30858(5) 0.02999(18) Uani d . 1 . . Cl
O4 0.1733(3) 0.1643(2) 0.2708(4) 0.0890(11) Uani d . 1 . . O
O5 0.1431(4) 0.0678(5) 0.4204(2) 0.139(2) Uani d . 1 . . O
O6 -0.0587(2) 0.1105(2) 0.3060(2) 0.0634(7) Uani d . 1 . . O
O7 0.0813(3) -0.0283(2) 0.2325(3) 0.0933(12) Uani d . 1 . . O



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

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.348(3) ?
C1 C6 . 1.406(3) ?
C1 C2 . 1.451(3) ?
C2 C3 . 1.367(3) ?
C2 C7 . 1.506(3) ?
C3 C4 . 1.428(3) ?
C3 H3 . 0.93 ?
C4 C19 . 1.404(3) ?
C4 C5 . 1.420(3) ?
C5 O1 . 1.364(2) ?
C5 C6 . 1.373(3) ?
C6 H6 . 0.93 ?
C7 H7A . 0.96 ?
C7 H7B . 0.96 ?
C7 H7C . 0.96 ?
C8 N1 . 1.464(3) ?
C8 C9 . 1.528(3) ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 N2 . 1.347(3) ?
C10 C15 . 1.403(3) ?
C10 C11 . 1.450(4) ?
C11 C12 . 1.370(3) ?
C11 C16 . 1.508(3) ?
C12 C13 . 1.431(3) ?
C12 H12 . 0.93 ?
C13 C19 . 1.402(3) ?
C13 C14 . 1.421(3) ?
C14 O1 . 1.367(3) ?
C14 C15 . 1.373(3) ?
C15 H15 . 0.93 ?
C16 H16A . 0.96 ?
C16 H16B . 0.96 ?
C16 H16C . 0.96 ?
C17 N2 . 1.464(4) ?
C17 C18 . 1.522(4) ?
C17 H17A . 0.97 ?
C17 H17B . 0.97 ?
C18 H18A . 0.96 ?
C18 H18B . 0.96 ?
C18 H18C . 0.96 ?
C19 C20 . 1.511(3) ?
C20 C25 . 1.396(3) ?
C20 C21 . 1.404(3) ?
C21 C22 . 1.408(3) ?
C21 C26 . 1.482(4) ?
C22 C23 . 1.378(4) ?
C22 H22 . 0.93 ?
C23 C24 . 1.384(4) ?
C23 H23 . 0.93 ?
C24 C25 . 1.391(3) ?
C24 H24 . 0.93 ?
C25 H25 . 0.93 ?
C26 O2 . 1.211(3) ?
C26 O3 . 1.343(3) ?
C27 O3 . 1.445(4) ?
C27 H27A . 0.96 ?
C27 H27B . 0.96 ?
C27 H27C . 0.96 ?
N1 H1 . 0.86 ?
N2 H2 . 0.86 ?
Cl1 O5 . 1.369(3) ?
Cl1 O7 . 1.411(2) ?
Cl1 O4 . 1.413(3) ?
Cl1 O6 . 1.431(2) ?

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
N1 C1 C6 121.1(2) . . ?
N1 C1 C2 119.68(19) . . ?
C6 C1 C2 119.24(19) . . ?
C3 C2 C1 119.10(19) . . ?
C3 C2 C7 121.9(2) . . ?
C1 C2 C7 118.97(19) . . ?
C2 C3 C4 122.98(19) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C19 C4 C5 119.11(19) . . ?
C19 C4 C3 125.31(19) . . ?
C5 C4 C3 115.58(19) . . ?
O1 C5 C6 115.38(18) . . ?
O1 C5 C4 120.95(19) . . ?
C6 C5 C4 123.67(19) . . ?
C5 C6 C1 119.34(19) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 111.57(19) . . ?
N1 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 108 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C15 120.8(2) . . ?
N2 C10 C11 119.4(2) . . ?
C15 C10 C11 119.8(2) . . ?
C12 C11 C10 118.9(2) . . ?
C12 C11 C16 121.4(2) . . ?
C10 C11 C16 119.6(2) . . ?
C11 C12 C13 122.7(2) . . ?
C11 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
C19 C13 C14 119.25(19) . . ?
C19 C13 C12 124.9(2) . . ?
C14 C13 C12 115.8(2) . . ?
O1 C14 C15 115.47(19) . . ?
O1 C14 C13 120.78(18) . . ?
C15 C14 C13 123.7(2) . . ?
C14 C15 C10 119.1(2) . . ?
C14 C15 H15 120.5 . . ?
C10 C15 H15 120.5 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 C18 112.8(2) . . ?
N2 C17 H17A 109 . . ?
C18 C17 H17A 109 . . ?
N2 C17 H17B 109 . . ?
C18 C17 H17B 109 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C19 C4 119.43(19) . . ?
C13 C19 C20 118.73(19) . . ?
C4 C19 C20 121.16(19) . . ?
C25 C20 C21 119.3(2) . . ?
C25 C20 C19 114.7(2) . . ?
C21 C20 C19 126.0(2) . . ?
C20 C21 C22 119.2(2) . . ?
C20 C21 C26 120.2(2) . . ?
C22 C21 C26 120.6(2) . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C25 119.7(3) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C20 120.8(2) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
O2 C26 O3 123.2(2) . . ?
O2 C26 C21 124.0(2) . . ?
O3 C26 C21 112.8(2) . . ?
O3 C27 H27A 109.5 . . ?
O3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 N1 C8 124.12(19) . . ?
C1 N1 H1 117.9 . . ?
C8 N1 H1 117.9 . . ?
C10 N2 C17 124.7(2) . . ?
C10 N2 H2 117.6 . . ?
C17 N2 H2 117.6 . . ?
C5 O1 C14 120.42(17) . . ?
C26 O3 C27 115.0(2) . . ?
O5 Cl1 O7 110.8(3) . . ?
O5 Cl1 O4 108.0(3) . . ?
O7 Cl1 O4 106.95(19) . . ?
O5 Cl1 O6 109.44(19) . . ?
O7 Cl1 O6 109.89(17) . . ?
O4 Cl1 O6 111.75(17) . . ?

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
N1 C1 C2 C3 178.77(19) . . . . ?
C6 C1 C2 C3 -1.6(3) . . . . ?
N1 C1 C2 C7 -0.3(3) . . . . ?
C6 C1 C2 C7 179.37(19) . . . . ?
C1 C2 C3 C4 1.6(3) . . . . ?
C7 C2 C3 C4 -179.41(19) . . . . ?
C2 C3 C4 C19 -178.8(2) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C19 C4 C5 O1 -3.0(3) . . . . ?
C3 C4 C5 O1 177.40(18) . . . . ?
C19 C4 C5 C6 176.3(2) . . . . ?
C3 C4 C5 C6 -3.3(3) . . . . ?
O1 C5 C6 C1 -177.31(18) . . . . ?
C4 C5 C6 C1 3.4(3) . . . . ?
N1 C1 C6 C5 178.83(19) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
N2 C10 C11 C12 -179.8(2) . . . . ?
C15 C10 C11 C12 0.1(3) . . . . ?
N2 C10 C11 C16 -0.9(3) . . . . ?
C15 C10 C11 C16 179.1(2) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C16 C11 C12 C13 -179.7(2) . . . . ?
C11 C12 C13 C19 179.4(2) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C19 C13 C14 O1 0.1(3) . . . . ?
C12 C13 C14 O1 178.94(18) . . . . ?
C19 C13 C14 C15 -178.6(2) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
O1 C14 C15 C10 -179.65(18) . . . . ?
C13 C14 C15 C10 -0.9(3) . . . . ?
N2 C10 C15 C14 -179.3(2) . . . . ?
C11 C10 C15 C14 0.7(3) . . . . ?
C14 C13 C19 C4 -0.6(3) . . . . ?
C12 C13 C19 C4 -179.4(2) . . . . ?
C14 C13 C19 C20 170.03(19) . . . . ?
C12 C13 C19 C20 -8.7(3) . . . . ?
C5 C4 C19 C13 2.0(3) . . . . ?
C3 C4 C19 C13 -178.39(19) . . . . ?
C5 C4 C19 C20 -168.41(19) . . . . ?
C3 C4 C19 C20 11.2(3) . . . . ?
C13 C19 C20 C25 -78.5(3) . . . . ?
C4 C19 C20 C25 92.0(2) . . . . ?
C13 C19 C20 C21 100.2(3) . . . . ?
C4 C19 C20 C21 -89.3(3) . . . . ?
C25 C20 C21 C22 1.4(3) . . . . ?
C19 C20 C21 C22 -177.2(2) . . . . ?
C25 C20 C21 C26 -177.4(2) . . . . ?
C19 C20 C21 C26 4.0(3) . . . . ?
C20 C21 C22 C23 -0.2(4) . . . . ?
C26 C21 C22 C23 178.6(2) . . . . ?
C21 C22 C23 C24 -1.5(4) . . . . ?
C22 C23 C24 C25 2.0(4) . . . . ?
C23 C24 C25 C20 -0.7(4) . . . . ?
C21 C20 C25 C24 -1.0(3) . . . . ?
C19 C20 C25 C24 177.8(2) . . . . ?
C20 C21 C26 O2 -1.1(4) . . . . ?
C22 C21 C26 O2 -179.8(2) . . . . ?
C20 C21 C26 O3 179.7(2) . . . . ?
C22 C21 C26 O3 0.9(3) . . . . ?
C6 C1 N1 C8 9.7(3) . . . . ?
C2 C1 N1 C8 -170.7(2) . . . . ?
C9 C8 N1 C1 73.7(3) . . . . ?
C15 C10 N2 C17 -4.0(3) . . . . ?
C11 C10 N2 C17 175.9(2) . . . . ?
C18 C17 N2 C10 -79.0(3) . . . . ?
C6 C5 O1 C14 -176.87(17) . . . . ?
C4 C5 O1 C14 2.5(3) . . . . ?
C15 C14 O1 C5 177.79(18) . . . . ?
C13 C14 O1 C5 -1.0(3) . . . . ?
O2 C26 O3 C27 7.5(4) . . . . ?
C21 C26 O3 C27 -173.3(2) . . . . ?


# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1498040'
_audit_update_record             
;
2016-08-08 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;

_audit_creation_date             2012-04-11T15:58:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H31 N2 O3, Cl1 O4, C2 H6 O'
_chemical_formula_sum            'C34 H37 Cl N2 O8'
_chemical_formula_analytical     ?
_chemical_formula_weight         637.11

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

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/a'
_symmetry_space_group_name_Hall  '-P 2yab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   12.411(5)
_cell_length_b                   21.348(8)
_cell_length_c                   12.558(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.284(6)
_cell_angle_gamma                90
_cell_volume                     2957(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7019
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      33
_cell_measurement_temperature    120(2)
_exptl_crystal_description       Plate
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_T_max  0.991

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

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Sealed Tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
        Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            13001
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_reduction_process 
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

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

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

# REFINEMENT DATA

_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 > 2σ(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.
;
_reflns_number_total             5156
_reflns_number_gt                3993
_reflns_threshold_expression     >2σ(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.067
_refine_ls_wR_factor_ref         0.1661
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.117
_refine_ls_number_reflns         5156
_refine_ls_number_parameters     437
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0573P)²+3.2086P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
        CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_cell_refinement       
;
        CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_data_reduction        
;
        CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cl1 0.54035(8) 0.15283(4) 1.00043(8) 0.0419(3) Uani d . 1 . . Cl
O4 0.5022(3) 0.21675(13) 0.9931(3) 0.0650(9) Uani d . 1 . . O
O5 0.6575(3) 0.14847(16) 1.0064(3) 0.0708(9) Uani d . 1 . . O
O6 0.5446(2) 0.12543(13) 1.1078(2) 0.0512(7) Uani d . 1 . . O
O7 0.4554(3) 0.11968(14) 0.8971(2) 0.0598(8) Uani d . 1 . . O
C1 0.4492(3) 0.54993(14) 0.1515(3) 0.0288(7) Uani d . 1 . . C
C2 0.5780(3) 0.56151(15) 0.2152(3) 0.0305(7) Uani d . 1 . . C
C3 0.6466(3) 0.52916(14) 0.3173(3) 0.0297(7) Uani d . 1 . . C
H3 0.7297 0.5366 0.3564 0.036 Uiso calc R 1 . . H
C4 0.5975(3) 0.48444(14) 0.3672(3) 0.0271(7) Uani d . 1 . . C
C5 0.4705(3) 0.47650(14) 0.3050(3) 0.0277(7) Uani d . 1 A . C
C6 0.3951(3) 0.50720(14) 0.2005(3) 0.0279(7) Uani d . 1 . . C
C7 0.6320(3) 0.61073(16) 0.1674(3) 0.0361(8) Uani d . 1 . . C
H7A 0.6291 0.6512 0.2011 0.043 Uiso calc R 1 . . H
H7B 0.7163 0.6007 0.1915 0.043 Uiso calc R 1 . . H
C8 0.5634(3) 0.61395(18) 0.0326(3) 0.0422(9) Uani d . 1 . . C
H8A 0.5956 0.6476 0.0037 0.051 Uiso calc R 1 . . H
H8B 0.5736 0.575 -0.0015 0.051 Uiso calc R 1 . . H
C9 0.4307(3) 0.62512(17) -0.0068(3) 0.0376(8) Uani d . 1 . . C
H9A 0.4197 0.667 0.0168 0.045 Uiso calc R 1 . . H
H9B 0.3865 0.6225 -0.0934 0.045 Uiso calc R 1 . . H
C10 0.2605(3) 0.49654(17) 0.1386(3) 0.0354(8) Uani d . 1 . . C
H10A 0.2224 0.524 0.173 0.042 Uiso calc R 1 . . H
H10B 0.2435 0.4536 0.1515 0.042 Uiso calc R 1 . . H
C11 0.2075(3) 0.50900(17) 0.0054(3) 0.0381(8) Uani d . 1 . . C
H11A 0.2345 0.477 -0.0319 0.046 Uiso calc R 1 . . H
H11B 0.1197 0.5076 -0.0309 0.046 Uiso calc R 1 . . H
C12 0.2482(3) 0.57276(17) -0.0146(3) 0.0371(8) Uani d . 1 . . C
H12A 0.2187 0.5794 -0.0999 0.045 Uiso calc R 1 . . H
H12B 0.2131 0.6048 0.0147 0.045 Uiso calc R 1 . . H
C13 0.4797(3) 0.31928(15) 0.5806(3) 0.0293(7) Uani d . 1 A . C
C14 0.6074(3) 0.32906(14) 0.6545(3) 0.0279(7) Uani d . 1 . . C
C15 0.6672(3) 0.37150(14) 0.6197(3) 0.0279(7) Uani d . 1 . . C
H15 0.7501 0.3767 0.667 0.034 Uiso calc R 1 . . H
C16 0.6073(3) 0.40803(14) 0.5140(3) 0.0268(7) Uani d . 1 . . C
C17 0.4799(3) 0.40007(15) 0.4485(3) 0.0292(7) Uani d . 1 A . C
C18 0.4153(3) 0.35645(15) 0.4768(3) 0.0297(7) Uani d . 1 . . C
C19 0.6710(3) 0.29139(16) 0.7680(3) 0.0361(8) Uani d . 1 . . C
H19A 0.6626 0.3121 0.8326 0.043 Uiso calc R 1 . . H
H19B 0.7567 0.2885 0.7902 0.043 Uiso calc R 1 . . H
C20 0.6161(3) 0.22572(16) 0.7489(3) 0.0386(8) Uani d . 1 . . C
H20A 0.6284 0.2041 0.6874 0.046 Uiso calc R 1 . . H
H20B 0.6554 0.2018 0.8225 0.046 Uiso calc R 1 . . H
C21 0.4827(3) 0.23117(16) 0.7114(3) 0.0373(8) Uani d . 1 A . C
H21A 0.4458 0.19 0.6896 0.045 Uiso calc R 1 . . H
H21B 0.4716 0.2461 0.7787 0.045 Uiso calc R 1 . . H
C22 0.2809(16) 0.3520(6) 0.4036(16) 0.028(2) Uani d P 0.667(10) A 1 C
H22A 0.2577 0.363 0.3209 0.034 Uiso calc PR 0.667(10) A 1 H
H22B 0.2411 0.3807 0.4342 0.034 Uiso calc PR 0.667(10) A 1 H
C23 0.2428(5) 0.2836(3) 0.4113(5) 0.0391(18) Uani d P 0.667(10) A 1 C
H23A 0.1553 0.2797 0.367 0.047 Uiso calc PR 0.667(10) A 1 H
H23B 0.2788 0.2554 0.3759 0.047 Uiso calc PR 0.667(10) A 1 H
C24 0.285(2) 0.2665(11) 0.541(2) 0.039(5) Uani d P 0.667(10) A 1 C
H24A 0.2625 0.2235 0.5466 0.046 Uiso calc PR 0.667(10) A 1 H
H24B 0.2458 0.2935 0.5752 0.046 Uiso calc PR 0.667(10) A 1 H
C22B 0.283(3) 0.3343(11) 0.391(3) 0.027(5) Uani d P 0.333(10) A 2 C
H22C 0.2379 0.3671 0.3347 0.033 Uiso calc PR 0.333(10) A 2 H
H22D 0.2836 0.2973 0.347 0.033 Uiso calc PR 0.333(10) A 2 H
C23B 0.2278(10) 0.3203(5) 0.4718(10) 0.040(4) Uani d P 0.333(10) A 2 C
H23C 0.1431 0.309 0.4257 0.048 Uiso calc PR 0.333(10) A 2 H
H23D 0.2335 0.3564 0.5212 0.048 Uiso calc PR 0.333(10) A 2 H
C24B 0.301(4) 0.265(2) 0.550(4) 0.041(11) Uani d PU 0.333(10) A 2 C
H24C 0.2714 0.2557 0.6069 0.049 Uiso calc PR 0.333(10) A 2 H
H24D 0.2861 0.2288 0.4985 0.049 Uiso calc PR 0.333(10) A 2 H
C25 0.6659(3) 0.44950(14) 0.4704(3) 0.0271(7) Uani d . 1 . . C
C26 0.8001(3) 0.45821(14) 0.5396(3) 0.0268(7) Uani d . 1 . . C
C27 0.8868(3) 0.42693(15) 0.5164(3) 0.0292(7) Uani d . 1 . . C
C28 1.0099(3) 0.43839(16) 0.5914(3) 0.0334(7) Uani d . 1 . . C
H28 1.0679 0.4173 0.5776 0.04 Uiso calc R 1 . . H
C29 1.0470(3) 0.48020(16) 0.6853(3) 0.0345(8) Uani d . 1 . . C
H29 1.1292 0.4874 0.7338 0.041 Uiso calc R 1 . . H
C30 0.9614(3) 0.51141(16) 0.7068(3) 0.0344(8) Uani d . 1 . . C
H30 0.986 0.54 0.7694 0.041 Uiso calc R 1 . . H
C31 0.8397(3) 0.50023(15) 0.6358(3) 0.0312(7) Uani d . 1 . . C
H31 0.7829 0.5209 0.652 0.037 Uiso calc R 1 . . H
C32 0.8495(3) 0.38453(15) 0.4108(3) 0.0344(8) Uani d . 1 . . C
N1 0.4210(3) 0.27391(12) 0.6098(2) 0.0325(6) Uani d . 1 . . N
N2 0.3809(2) 0.57888(13) 0.0465(2) 0.0313(6) Uani d . 1 . . N
O1 0.41453(18) 0.43501(10) 0.34720(19) 0.0324(5) Uani d . 1 . . O
O2 0.7463(2) 0.37674(13) 0.3360(2) 0.0496(7) Uani d . 1 . . O
O3 0.9442(2) 0.35649(13) 0.4085(2) 0.0487(7) Uani d . 1 . . O
H3A 0.9234 0.341 0.3422 0.073 Uiso calc R 1 . . H
C33 0.8580(4) 0.2521(2) 0.1596(4) 0.0583(11) Uani d . 1 . . C
H33A 0.8324 0.2505 0.0741 0.07 Uiso calc R 1 . . H
H33B 0.7872 0.245 0.1717 0.07 Uiso calc R 1 . . H
O8 0.9046(3) 0.31116(13) 0.2025(3) 0.0578(8) Uani d . 1 . . O
H8 0.9481 0.3224 0.1728 0.087 Uiso calc R 1 . . H
C34 0.9477(5) 0.2016(2) 0.2199(4) 0.0704(14) Uani d . 1 . . C
H34A 1.0161 0.2072 0.2045 0.106 Uiso calc R 1 . . H
H34B 0.9109 0.1617 0.1896 0.106 Uiso calc R 1 . . H
H34C 0.9743 0.2034 0.3047 0.106 Uiso calc R 1 . . H



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

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 O5 . 1.424(3) ?
Cl1 O7 . 1.429(3) ?
Cl1 O4 . 1.433(3) ?
Cl1 O6 . 1.449(3) ?
C1 N2 . 1.347(4) ?
C1 C6 . 1.429(4) ?
C1 C2 . 1.443(4) ?
C2 C3 . 1.358(4) ?
C2 C7 . 1.511(4) ?
C3 C4 . 1.424(4) ?
C3 H3 . 0.93 ?
C4 C25 . 1.396(4) ?
C4 C5 . 1.412(4) ?
C5 O1 . 1.373(4) ?
C5 C6 . 1.379(4) ?
C6 C10 . 1.502(4) ?
C7 C8 . 1.508(5) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C9 . 1.506(5) ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C9 N2 . 1.478(4) ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C11 . 1.514(5) ?
C10 H10A . 0.97 ?
C10 H10B . 0.97 ?
C11 C12 . 1.513(5) ?
C11 H11A . 0.97 ?
C11 H11B . 0.97 ?
C12 N2 . 1.469(4) ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C13 N1 . 1.359(4) ?
C13 C18 . 1.419(4) ?
C13 C14 . 1.437(4) ?
C14 C15 . 1.364(4) ?
C14 C19 . 1.507(4) ?
C15 C16 . 1.420(4) ?
C15 H15 . 0.93 ?
C16 C25 . 1.406(4) ?
C16 C17 . 1.419(4) ?
C17 O1 . 1.374(4) ?
C17 C18 . 1.378(4) ?
C18 C22 . 1.493(18) ?
C18 C22B . 1.57(4) ?
C19 C20 . 1.529(5) ?
C19 H19A . 0.97 ?
C19 H19B . 0.97 ?
C20 C21 . 1.504(5) ?
C20 H20A . 0.97 ?
C20 H20B . 0.97 ?
C21 N1 . 1.466(4) ?
C21 H21A . 0.97 ?
C21 H21B . 0.97 ?
C22 C23 . 1.551(14) ?
C22 H22A . 0.97 ?
C22 H22B . 0.97 ?
C23 C24 . 1.51(2) ?
C23 H23A . 0.97 ?
C23 H23B . 0.97 ?
C24 N1 . 1.51(2) ?
C24 H24A . 0.97 ?
C24 H24B . 0.97 ?
C22B C23B . 1.49(4) ?
C22B H22C . 0.97 ?
C22B H22D . 0.97 ?
C23B C24B . 1.53(5) ?
C23B H23C . 0.97 ?
C23B H23D . 0.97 ?
C24B N1 . 1.34(5) ?
C24B H24C . 0.97 ?
C24B H24D . 0.97 ?
C25 C26 . 1.496(4) ?
C26 C31 . 1.400(4) ?
C26 C27 . 1.406(4) ?
C27 C28 . 1.400(4) ?
C27 C32 . 1.493(5) ?
C28 C29 . 1.379(5) ?
C28 H28 . 0.93 ?
C29 C30 . 1.382(5) ?
C29 H29 . 0.93 ?
C30 C31 . 1.378(4) ?
C30 H30 . 0.93 ?
C31 H31 . 0.93 ?
C32 O2 . 1.203(4) ?
C32 O3 . 1.331(4) ?
O3 H3A . 0.82 ?
C33 O8 . 1.389(5) ?
C33 C34 . 1.484(6) ?
C33 H33A . 0.97 ?
C33 H33B . 0.97 ?
O8 H8 . 0.82 ?
C34 H34A . 0.96 ?
C34 H34B . 0.96 ?
C34 H34C . 0.96 ?

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
O5 Cl1 O7 109.0(2) . . ?
O5 Cl1 O4 111.4(2) . . ?
O7 Cl1 O4 109.18(18) . . ?
O5 Cl1 O6 108.91(17) . . ?
O7 Cl1 O6 110.00(18) . . ?
O4 Cl1 O6 108.31(18) . . ?
N2 C1 C6 120.3(3) . . ?
N2 C1 C2 120.3(3) . . ?
C6 C1 C2 119.4(3) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 C7 121.8(3) . . ?
C1 C2 C7 118.6(3) . . ?
C2 C3 C4 123.1(3) . . ?
C2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C25 C4 C5 119.9(3) . . ?
C25 C4 C3 124.5(3) . . ?
C5 C4 C3 115.6(3) . . ?
O1 C5 C6 115.6(3) . . ?
O1 C5 C4 119.9(3) . . ?
C6 C5 C4 124.6(3) . . ?
C5 C6 C1 117.7(3) . . ?
C5 C6 C10 121.9(3) . . ?
C1 C6 C10 120.4(3) . . ?
C8 C7 C2 110.6(3) . . ?
C8 C7 H7A 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 C7 110.2(3) . . ?
C9 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
N2 C9 C8 111.5(3) . . ?
N2 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
N2 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108 . . ?
C6 C10 C11 111.2(3) . . ?
C6 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C6 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108 . . ?
C12 C11 C10 109.5(3) . . ?
C12 C11 H11A 109.8 . . ?
C10 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
C10 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
N2 C12 C11 111.9(3) . . ?
N2 C12 H12A 109.2 . . ?
C11 C12 H12A 109.2 . . ?
N2 C12 H12B 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
N1 C13 C18 120.0(3) . . ?
N1 C13 C14 119.9(3) . . ?
C18 C13 C14 120.1(3) . . ?
C15 C14 C13 119.4(3) . . ?
C15 C14 C19 122.1(3) . . ?
C13 C14 C19 118.5(3) . . ?
C14 C15 C16 122.4(3) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 H15 118.8 . . ?
C25 C16 C17 119.2(3) . . ?
C25 C16 C15 124.6(3) . . ?
C17 C16 C15 116.2(3) . . ?
O1 C17 C18 116.1(3) . . ?
O1 C17 C16 120.0(3) . . ?
C18 C17 C16 123.9(3) . . ?
C17 C18 C13 117.7(3) . . ?
C17 C18 C22 120.1(7) . . ?
C13 C18 C22 122.0(7) . . ?
C17 C18 C22B 125.3(13) . . ?
C13 C18 C22B 115.7(13) . . ?
C14 C19 C20 109.8(3) . . ?
C14 C19 H19A 109.7 . . ?
C20 C19 H19A 109.7 . . ?
C14 C19 H19B 109.7 . . ?
C20 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C21 C20 C19 109.0(3) . . ?
C21 C20 H20A 109.9 . . ?
C19 C20 H20A 109.9 . . ?
C21 C20 H20B 109.9 . . ?
C19 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
N1 C21 C20 112.4(3) . . ?
N1 C21 H21A 109.1 . . ?
C20 C21 H21A 109.1 . . ?
N1 C21 H21B 109.1 . . ?
C20 C21 H21B 109.1 . . ?
H21A C21 H21B 107.9 . . ?
C18 C22 C23 107.9(10) . . ?
C18 C22 H22A 110.1 . . ?
C23 C22 H22A 110.1 . . ?
C18 C22 H22B 110.1 . . ?
C23 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
C24 C23 C22 109.3(12) . . ?
C24 C23 H23A 109.8 . . ?
C22 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
C22 C23 H23B 109.8 . . ?
H23A C23 H23B 108.3 . . ?
C23 C24 N1 109.5(15) . . ?
C23 C24 H24A 109.8 . . ?
N1 C24 H24A 109.8 . . ?
C23 C24 H24B 109.8 . . ?
N1 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?
C23B C22B C18 105(2) . . ?
C23B C22B H22C 110.8 . . ?
C18 C22B H22C 110.8 . . ?
C23B C22B H22D 110.8 . . ?
C18 C22B H22D 110.8 . . ?
H22C C22B H22D 108.8 . . ?
C22B C23B C24B 105(2) . . ?
C22B C23B H23C 110.7 . . ?
C24B C23B H23C 110.7 . . ?
C22B C23B H23D 110.7 . . ?
C24B C23B H23D 110.7 . . ?
H23C C23B H23D 108.8 . . ?
N1 C24B C23B 116(3) . . ?
N1 C24B H24C 108.3 . . ?
C23B C24B H24C 108.3 . . ?
N1 C24B H24D 108.3 . . ?
C23B C24B H24D 108.3 . . ?
H24C C24B H24D 107.4 . . ?
C4 C25 C16 119.7(3) . . ?
C4 C25 C26 120.9(3) . . ?
C16 C25 C26 119.3(3) . . ?
C31 C26 C27 119.0(3) . . ?
C31 C26 C25 115.9(3) . . ?
C27 C26 C25 125.1(3) . . ?
C28 C27 C26 118.7(3) . . ?
C28 C27 C32 120.2(3) . . ?
C26 C27 C32 121.1(3) . . ?
C29 C28 C27 121.5(3) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C28 C29 C30 119.6(3) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C26 121.1(3) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
O2 C32 O3 123.8(3) . . ?
O2 C32 C27 124.3(3) . . ?
O3 C32 C27 112.0(3) . . ?
C24B N1 C13 123(2) . . ?
C24B N1 C21 114(2) . . ?
C13 N1 C21 123.2(3) . . ?
C13 N1 C24 121.1(9) . . ?
C21 N1 C24 115.6(9) . . ?
C1 N2 C12 121.5(3) . . ?
C1 N2 C9 122.9(3) . . ?
C12 N2 C9 115.1(2) . . ?
C5 O1 C17 121.3(2) . . ?
C32 O3 H3A 109.5 . . ?
O8 C33 C34 112.3(4) . . ?
O8 C33 H33A 109.1 . . ?
C34 C33 H33A 109.1 . . ?
O8 C33 H33B 109.1 . . ?
C34 C33 H33B 109.1 . . ?
H33A C33 H33B 107.9 . . ?
C33 O8 H8 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
N2 C1 C2 C3 -176.1(3) . . . . ?
C6 C1 C2 C3 3.5(5) . . . . ?
N2 C1 C2 C7 5.3(5) . . . . ?
C6 C1 C2 C7 -175.1(3) . . . . ?
C1 C2 C3 C4 -1.3(5) . . . . ?
C7 C2 C3 C4 177.3(3) . . . . ?
C2 C3 C4 C25 178.6(3) . . . . ?
C2 C3 C4 C5 -1.5(5) . . . . ?
C25 C4 C5 O1 0.8(4) . . . . ?
C3 C4 C5 O1 -179.1(3) . . . . ?
C25 C4 C5 C6 -178.0(3) . . . . ?
C3 C4 C5 C6 2.1(5) . . . . ?
O1 C5 C6 C1 -178.7(3) . . . . ?
C4 C5 C6 C1 0.1(5) . . . . ?
O1 C5 C6 C10 1.1(4) . . . . ?
C4 C5 C6 C10 179.9(3) . . . . ?
N2 C1 C6 C5 176.7(3) . . . . ?
C2 C1 C6 C5 -2.9(4) . . . . ?
N2 C1 C6 C10 -3.1(5) . . . . ?
C2 C1 C6 C10 177.3(3) . . . . ?
C3 C2 C7 C8 149.3(3) . . . . ?
C1 C2 C7 C8 -32.1(4) . . . . ?
C2 C7 C8 C9 55.3(4) . . . . ?
C7 C8 C9 N2 -52.8(4) . . . . ?
C5 C6 C10 C11 -153.0(3) . . . . ?
C1 C6 C10 C11 26.7(4) . . . . ?
C6 C10 C11 C12 -51.5(4) . . . . ?
C10 C11 C12 N2 55.1(4) . . . . ?
N1 C13 C14 C15 175.2(3) . . . . ?
C18 C13 C14 C15 -4.1(4) . . . . ?
N1 C13 C14 C19 -4.3(4) . . . . ?
C18 C13 C14 C19 176.3(3) . . . . ?
C13 C14 C15 C16 1.7(5) . . . . ?
C19 C14 C15 C16 -178.8(3) . . . . ?
C14 C15 C16 C25 -175.9(3) . . . . ?
C14 C15 C16 C17 2.7(4) . . . . ?
C25 C16 C17 O1 -3.3(4) . . . . ?
C15 C16 C17 O1 178.0(3) . . . . ?
C25 C16 C17 C18 173.6(3) . . . . ?
C15 C16 C17 C18 -5.1(5) . . . . ?
O1 C17 C18 C13 179.8(3) . . . . ?
C16 C17 C18 C13 2.8(5) . . . . ?
O1 C17 C18 C22 -3.9(7) . . . . ?
C16 C17 C18 C22 179.2(6) . . . . ?
O1 C17 C18 C22B 13.2(11) . . . . ?
C16 C17 C18 C22B -163.8(10) . . . . ?
N1 C13 C18 C17 -177.4(3) . . . . ?
C14 C13 C18 C17 1.9(4) . . . . ?
N1 C13 C18 C22 6.3(7) . . . . ?
C14 C13 C18 C22 -174.4(6) . . . . ?
N1 C13 C18 C22B -9.6(11) . . . . ?
C14 C13 C18 C22B 169.8(10) . . . . ?
C15 C14 C19 C20 -144.4(3) . . . . ?
C13 C14 C19 C20 35.1(4) . . . . ?
C14 C19 C20 C21 -57.9(4) . . . . ?
C19 C20 C21 N1 51.8(4) . . . . ?
C17 C18 C22 C23 152.2(7) . . . . ?
C13 C18 C22 C23 -31.6(11) . . . . ?
C22B C18 C22 C23 38(7) . . . . ?
C18 C22 C23 C24 57.2(14) . . . . ?
C22 C23 C24 N1 -58.4(17) . . . . ?
C17 C18 C22B C23B -147.5(11) . . . . ?
C13 C18 C22B C23B 45.7(15) . . . . ?
C22 C18 C22B C23B -73(7) . . . . ?
C18 C22B C23B C24B -64(2) . . . . ?
C22B C23B C24B N1 55(4) . . . . ?
C5 C4 C25 C16 -2.1(4) . . . . ?
C3 C4 C25 C16 177.9(3) . . . . ?
C5 C4 C25 C26 -178.4(3) . . . . ?
C3 C4 C25 C26 1.5(5) . . . . ?
C17 C16 C25 C4 3.3(4) . . . . ?
C15 C16 C25 C4 -178.2(3) . . . . ?
C17 C16 C25 C26 179.7(3) . . . . ?
C15 C16 C25 C26 -1.7(5) . . . . ?
C4 C25 C26 C31 94.2(4) . . . . ?
C16 C25 C26 C31 -82.1(4) . . . . ?
C4 C25 C26 C27 -87.0(4) . . . . ?
C16 C25 C26 C27 96.6(4) . . . . ?
C31 C26 C27 C28 0.8(4) . . . . ?
C25 C26 C27 C28 -178.0(3) . . . . ?
C31 C26 C27 C32 -176.4(3) . . . . ?
C25 C26 C27 C32 4.9(5) . . . . ?
C26 C27 C28 C29 -1.2(5) . . . . ?
C32 C27 C28 C29 176.0(3) . . . . ?
C27 C28 C29 C30 0.4(5) . . . . ?
C28 C29 C30 C31 0.8(5) . . . . ?
C29 C30 C31 C26 -1.2(5) . . . . ?
C27 C26 C31 C30 0.4(5) . . . . ?
C25 C26 C31 C30 179.2(3) . . . . ?
C28 C27 C32 O2 -172.9(3) . . . . ?
C26 C27 C32 O2 4.3(5) . . . . ?
C28 C27 C32 O3 6.7(4) . . . . ?
C26 C27 C32 O3 -176.2(3) . . . . ?
C23B C24B N1 C13 -18(4) . . . . ?
C23B C24B N1 C21 160(2) . . . . ?
C18 C13 N1 C24B -5(2) . . . . ?
C14 C13 N1 C24B 175(2) . . . . ?
C18 C13 N1 C21 176.2(3) . . . . ?
C14 C13 N1 C21 -3.1(5) . . . . ?
C18 C13 N1 C24 -6.6(12) . . . . ?
C14 C13 N1 C24 174.1(11) . . . . ?
C20 C21 N1 C24B 159(2) . . . . ?
C20 C21 N1 C13 -21.9(4) . . . . ?
C20 C21 N1 C24 160.8(11) . . . . ?
C23 C24 N1 C13 33.5(19) . . . . ?
C23 C24 N1 C21 -149.1(10) . . . . ?
C6 C1 N2 C12 6.3(5) . . . . ?
C2 C1 N2 C12 -174.0(3) . . . . ?
C6 C1 N2 C9 177.9(3) . . . . ?
C2 C1 N2 C9 -2.5(5) . . . . ?
C11 C12 N2 C1 -33.2(4) . . . . ?
C11 C12 N2 C9 154.6(3) . . . . ?
C8 C9 N2 C1 26.9(4) . . . . ?
C8 C9 N2 C12 -161.1(3) . . . . ?
C6 C5 O1 C17 178.0(3) . . . . ?
C4 C5 O1 C17 -0.9(4) . . . . ?
C18 C17 O1 C5 -175.0(3) . . . . ?
C16 C17 O1 C5 2.1(4) . . . . ?

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
O3 H3A O8 0.82 1.78 2.589(4) 169.7 .
O8 H8 O6 0.82 2.06 2.856(4) 164.3 4_664

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
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# END of CIF
