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

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

data_w1
_database_code_depnum_ccdc_archive 'CCDC 1044458'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H18 Cl2 N2 O8'
_chemical_formula_weight         341.14

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pnma '

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

_cell_length_a                   15.5417(14)
_cell_length_b                   13.3677(12)
_cell_length_c                   20.7728(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4315.7(7)
_cell_formula_units_Z            12
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7167
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      23.56
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2136
_exptl_absorpt_coefficient_mu    0.489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8672
_exptl_absorpt_correction_T_max  0.9085
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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_decay_%        ?
_diffrn_reflns_number            32689
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         25.68
_reflns_number_total             4284
_reflns_number_gt                3016
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0701P)²+11.6493P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4284
_refine_ls_number_parameters     471
_refine_ls_number_restraints     278
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0787
_refine_ls_wR_factor_ref         0.2117
_refine_ls_wR_factor_gt          0.1863
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.010
_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
Cl1 Cl 0.23163(9) 0.53421(13) 0.48008(9) 0.0819(5) Uani 1 1 d DU . .
Cl2 Cl 0.48709(9) 0.46638(10) 0.67244(6) 0.0639(4) Uani 1 1 d . . .
Cl3 Cl 0.05490(11) 0.2500 0.61051(9) 0.0616(5) Uani 1 2 d SU . .
Cl4 Cl 0.76080(11) 0.2500 0.23581(9) 0.0614(5) Uani 1 2 d SU . .
N1 N 0.3961(3) 0.2500 0.4911(2) 0.0534(13) Uani 1 2 d S . .
N2 N 0.5448(3) 0.2500 0.4403(2) 0.0472(12) Uani 1 2 d S . .
N3 N 0.2603(3) 0.3439(3) 0.7768(3) 0.0706(13) Uani 1 1 d . . .
N4 N 0.9922(3) 0.1555(3) 0.38352(18) 0.0576(10) Uani 1 1 d . . .
O1 O 0.1498(8) 0.5090(11) 0.4960(7) 0.164(5) Uani 0.658(11) 1 d PU A 1
O2 O 0.2430(5) 0.4609(6) 0.4297(4) 0.114(3) Uani 0.658(11) 1 d PU A 1
O3 O 0.2353(8) 0.6353(9) 0.4717(6) 0.143(4) Uani 0.658(11) 1 d PU A 1
O4 O 0.2767(9) 0.5150(9) 0.5328(6) 0.141(4) Uani 0.658(11) 1 d PU A 1
O1' O 0.1435(10) 0.5605(14) 0.4694(8) 0.101(5) Uani 0.342(11) 1 d PU A 2
O2' O 0.3146(15) 0.5034(18) 0.4761(12) 0.163(9) Uani 0.342(11) 1 d PU A 2
O3' O 0.2751(10) 0.6221(12) 0.4486(7) 0.086(4) Uani 0.342(11) 1 d PU A 2
O4' O 0.2282(15) 0.5162(17) 0.5502(8) 0.135(8) Uani 0.342(11) 1 d PDU A 2
O5 O 0.4066(6) 0.5031(10) 0.6485(6) 0.105(4) Uani 0.512(17) 1 d PU B 1
O6 O 0.4777(8) 0.3612(8) 0.6814(6) 0.090(3) Uani 0.512(17) 1 d PU B 1
O7 O 0.5343(9) 0.4722(11) 0.6138(6) 0.081(4) Uani 0.512(17) 1 d PU B 1
O8 O 0.5445(11) 0.5050(12) 0.7200(7) 0.140(5) Uani 0.512(17) 1 d PU B 1
O5' O 0.4302(8) 0.5497(9) 0.6843(7) 0.102(4) Uani 0.488(17) 1 d PU B 2
O6' O 0.4473(13) 0.3735(16) 0.6635(9) 0.151(7) Uani 0.488(17) 1 d PU B 2
O7' O 0.5526(10) 0.4906(12) 0.6293(8) 0.090(4) Uani 0.488(17) 1 d PU B 2
O8' O 0.5093(11) 0.4596(13) 0.7342(7) 0.135(5) Uani 0.488(17) 1 d PU B 2
O9 O 0.0260(17) 0.1607(19) 0.6036(13) 0.119(5) Uani 0.25 1 d PU C 1
O10 O -0.0097(14) 0.1838(15) 0.5721(10) 0.082(5) Uani 0.25 1 d PU . 1
O11 O 0.0480(10) 0.1826(11) 0.6668(8) 0.062(3) Uani 0.25 1 d PU . 1
O12 O 0.1173(12) 0.1854(13) 0.5831(9) 0.085(5) Uani 0.25 1 d PU . 1
O9' O 0.0864(15) 0.1576(16) 0.6412(11) 0.104(5) Uani 0.25 1 d PU C 2
O10' O -0.0231(10) 0.2249(13) 0.5819(8) 0.073(5) Uani 0.25 1 d PU . 2
O11' O 0.0467(10) 0.2500 0.6752(7) 0.104(4) Uani 0.50 2 d SPU . 2
O12' O 0.1283(8) 0.2500 0.5750(7) 0.084(4) Uani 0.50 2 d SPU C 2
O13 O 0.6926(19) 0.2015(19) 0.2645(12) 0.102(7) Uani 0.25 1 d PU . 1
O14 O 0.8388(5) 0.2049(7) 0.2233(4) 0.099(3) Uani 0.50 1 d PU . 1
O15 O 0.7328(6) 0.3095(7) 0.1814(5) 0.101(3) Uani 0.50 1 d PU . 1
O13' O 0.698(2) 0.177(2) 0.2414(14) 0.112(9) Uani 0.25 1 d PU . 2
O16 O 0.7714(8) 0.1803(8) 0.2890(5) 0.118(3) Uani 0.50 1 d PU . 2
C1 C 0.3071(5) 0.2500 0.5217(5) 0.094(3) Uani 1 2 d S . .
H1A H 0.2820 0.1846 0.5178 0.142 Uiso 0.50 1 d PR . .
H1B H 0.2713 0.2980 0.5001 0.142 Uiso 0.50 1 d PR . .
H1C H 0.3117 0.2674 0.5664 0.142 Uiso 0.50 1 d PR . .
C2 C 0.3881(5) 0.2500 0.4217(4) 0.084(3) Uani 1 2 d S . .
H2A H 0.3562 0.3087 0.4082 0.101 Uiso 0.50 1 calc PR . .
H2B H 0.3562 0.1913 0.4082 0.101 Uiso 0.50 1 calc PR . .
C3 C 0.4490(7) 0.3167(9) 0.5244(5) 0.058(3) Uani 0.50 1 d PU . 1
H3A H 0.4660 0.2880 0.5654 0.070 Uiso 0.50 1 d PR . 1
H3B H 0.4178 0.3782 0.5327 0.070 Uiso 0.50 1 d PR . 1
C3' C 0.4397(7) 0.3595(7) 0.4950(5) 0.056(2) Uani 0.50 1 d PU . 2
H3'1 H 0.4154 0.4035 0.4626 0.067 Uiso 0.50 1 d PR . 2
H3'2 H 0.4314 0.3893 0.5371 0.067 Uiso 0.50 1 d PR . 2
C4 C 0.4750(5) 0.2500 0.3895(3) 0.0552(16) Uani 1 2 d S . .
H4A H 0.4807 0.3088 0.3625 0.066 Uiso 0.50 1 d PR . .
H4B H 0.4807 0.1912 0.3625 0.066 Uiso 0.50 1 d PR . .
C5 C 0.5330(3) 0.3410(4) 0.4813(3) 0.0621(13) Uani 1 1 d . . .
H5A H 0.5238 0.3998 0.4550 0.074 Uiso 0.50 1 calc PR . 1
H5B H 0.5830 0.3520 0.5085 0.074 Uiso 0.50 1 calc PR . 1
H5C H 0.5572 0.3986 0.4595 0.074 Uiso 0.50 1 calc PR . 2
H5D H 0.5637 0.3321 0.5216 0.074 Uiso 0.50 1 calc PR . 2
C6 C 0.6325(5) 0.2500 0.4098(4) 0.080(2) Uani 1 2 d S . .
H6A H 0.6401 0.3099 0.3850 0.120 Uiso 0.50 1 d PR . .
H6B H 0.6384 0.1928 0.3822 0.120 Uiso 0.50 1 d PR . .
H6C H 0.6752 0.2500 0.4431 0.120 Uiso 1 2 d SR . .
C7 C 0.2601(4) 0.3043(5) 0.7100(3) 0.094(2) Uani 1 1 d . . .
H7A H 0.2096 0.3285 0.6875 0.112 Uiso 1 1 calc R . .
H7B H 0.3106 0.3285 0.6873 0.112 Uiso 1 1 calc R . .
C8 C 0.1821(3) 0.3047(4) 0.8100(4) 0.097(2) Uani 1 1 d . . .
H8A H 0.1809 0.3290 0.8540 0.116 Uiso 1 1 calc R . .
H8B H 0.1310 0.3290 0.7883 0.116 Uiso 1 1 calc R . .
C9 C 0.3390(3) 0.3070(4) 0.8104(3) 0.0664(14) Uani 1 1 d . . .
H9A H 0.3398 0.3316 0.8544 0.080 Uiso 1 1 calc R . .
H9B H 0.3900 0.3316 0.7887 0.080 Uiso 1 1 calc R . .
C10 C 0.2595(5) 0.4574(5) 0.7763(5) 0.135(4) Uani 1 1 d . . .
H10A H 0.2096 0.4807 0.7536 0.203 Uiso 1 1 calc R . .
H10B H 0.3104 0.4816 0.7552 0.203 Uiso 1 1 calc R . .
H10C H 0.2581 0.4818 0.8197 0.203 Uiso 1 1 calc R . .
C11 C 1.0034(6) 0.1952(7) 0.3159(4) 0.056(2) Uani 0.708(17) 1 d PU . 1
H11A H 1.0572 0.1710 0.2982 0.067 Uiso 0.708(17) 1 calc PR . 1
H11B H 0.9570 0.1710 0.2889 0.067 Uiso 0.708(17) 1 calc PR . 1
C12 C 0.9128(6) 0.1963(7) 0.4107(6) 0.079(3) Uani 0.708(17) 1 d PU . 1
H12A H 0.8642 0.1724 0.3858 0.095 Uiso 0.708(17) 1 calc PR . 1
H12B H 0.9062 0.1724 0.4545 0.095 Uiso 0.708(17) 1 calc PR . 1
C13 C 1.0699(7) 0.1967(6) 0.4213(5) 0.074(3) Uani 0.708(17) 1 d PU . 1
H13A H 1.0677 0.1726 0.4653 0.088 Uiso 0.708(17) 1 calc PR . 1
H13B H 1.1228 0.1726 0.4020 0.088 Uiso 0.708(17) 1 calc PR . 1
C12' C 0.8985(16) 0.189(2) 0.3727(16) 0.085(8) Uani 0.292(17) 1 d PU . 2
H12C H 0.8619 0.1635 0.4068 0.102 Uiso 0.292(17) 1 calc PR . 2
H12D H 0.8774 0.1635 0.3319 0.102 Uiso 0.292(17) 1 calc PR . 2
C13' C 1.0171(19) 0.1891(16) 0.4470(11) 0.075(7) Uani 0.292(17) 1 d PU . 2
H13C H 1.0740 0.1642 0.4575 0.090 Uiso 0.292(17) 1 calc PR . 2
H13D H 0.9769 0.1642 0.4789 0.090 Uiso 0.292(17) 1 calc PR . 2
C11' C 1.039(2) 0.190(2) 0.3323(15) 0.088(9) Uani 0.292(17) 1 d PU . 2
H11C H 1.0144 0.1658 0.2924 0.106 Uiso 0.292(17) 1 calc PR . 2
H11D H 1.0978 0.1658 0.3352 0.106 Uiso 0.292(17) 1 calc PR . 2
C14 C 0.9913(5) 0.0431(4) 0.3836(4) 0.103(2) Uani 1 1 d . . .
H14A H 0.9815 0.0193 0.4265 0.154 Uiso 1 1 calc R . .
H14B H 1.0456 0.0185 0.3683 0.154 Uiso 1 1 calc R . .
H14C H 0.9461 0.0196 0.3559 0.154 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
Cl1 O4 1.324(10) . ?
Cl1 O1 1.357(12) . ?
Cl1 O2' 1.36(2) . ?
Cl1 O3 1.364(12) . ?
Cl1 O1' 1.431(16) . ?
Cl1 O2 1.445(7) . ?
Cl1 O4' 1.477(16) . ?
Cl1 O3' 1.505(15) . ?
Cl2 O8' 1.332(14) . ?
Cl2 O7' 1.395(14) . ?
Cl2 O6' 1.40(2) . ?
Cl2 O7 1.425(13) . ?
Cl2 O6 1.426(11) . ?
Cl2 O8 1.428(14) . ?
Cl2 O5 1.433(10) . ?
Cl2 O5' 1.443(10) . ?
Cl3 O9 1.28(3) . ?
Cl3 O9 1.28(3) 8_565 ?
Cl3 O11' 1.349(15) . ?
Cl3 O12' 1.359(13) . ?
Cl3 O10' 1.391(17) 8_565 ?
Cl3 O10' 1.391(17) . ?
Cl3 O12 1.418(16) . ?
Cl3 O12 1.418(16) 8_565 ?
Cl3 O9' 1.47(2) 8_565 ?
Cl3 O9' 1.47(2) . ?
Cl3 O11 1.479(14) 8_565 ?
Cl3 O11 1.479(14) . ?
Cl4 O13 1.38(3) 8_565 ?
Cl4 O13 1.38(3) . ?
Cl4 O14 1.379(8) 8_565 ?
Cl4 O14 1.379(8) . ?
Cl4 O13' 1.39(3) . ?
Cl4 O13' 1.39(3) 8_565 ?
Cl4 O15 1.449(8) 8_565 ?
Cl4 O15 1.449(8) . ?
Cl4 O16 1.454(10) 8_565 ?
Cl4 O16 1.454(10) . ?
N1 C3 1.396(11) . ?
N1 C3 1.396(11) 8_565 ?
N1 C2 1.447(9) . ?
N1 C1 1.524(9) . ?
N1 C3' 1.614(10) . ?
N1 C3' 1.614(10) 8_565 ?
N2 C5 1.496(5) 8_565 ?
N2 C5 1.496(5) . ?
N2 C6 1.503(8) . ?
N2 C4 1.514(8) . ?
N3 C7 1.485(7) . ?
N3 C8 1.492(7) . ?
N3 C9 1.493(6) . ?
N3 C10 1.519(7) . ?
N4 C11' 1.37(3) . ?
N4 C13' 1.45(2) . ?
N4 C12 1.461(9) . ?
N4 C14 1.503(7) . ?
N4 C11 1.511(9) . ?
N4 C12' 1.54(2) . ?
N4 C13 1.543(9) . ?
O10 O10 1.77(4) 8_565 ?
O11 O11 1.80(3) 8_565 ?
O12 O12 1.73(4) 8_565 ?
O10' O10' 0.67(4) 8_565 ?
O11' O9' 1.55(3) 8_565 ?
O13 O13 1.30(5) 8_565 ?
O14 O14 1.205(18) 8_565 ?
O15 O15 1.59(2) 8_565 ?
O13' O16 1.51(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9599 . ?
C2 C4 1.506(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C5 1.615(12) . ?
C3 C3 1.78(2) 8_565 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3'2 1.0431 . ?
C3' C5 1.499(12) . ?
C3' H3B 0.8903 . ?
C3' H3'1 0.9700 . ?
C3' H3'2 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C6 H6A 0.9599 . ?
C6 H6B 0.9599 . ?
C6 H6C 0.9593 . ?
C7 C7 1.452(14) 8_565 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C8 1.463(12) 8_565 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C9 1.523(11) 8_565 ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C11 1.464(19) 8_565 ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C12 1.436(19) 8_565 ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C13 1.424(17) 8_565 ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C12' C12' 1.64(5) 8_565 ?
C12' H12C 0.9700 . ?
C12' H12D 0.9700 . ?
C13' C13' 1.63(4) 8_565 ?
C13' H13C 0.9700 . ?
C13' H13D 0.9700 . ?
C11' C11' 1.60(6) 8_565 ?
C11' H11C 0.9700 . ?
C11' H11D 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
O4 Cl1 O1 104.2(8) . . ?
O4 Cl1 O2' 59.3(10) . . ?
O1 Cl1 O2' 146.2(13) . . ?
O4 Cl1 O3 105.9(7) . . ?
O1 Cl1 O3 108.5(7) . . ?
O2' Cl1 O3 104.6(12) . . ?
O4 Cl1 O1' 133.0(9) . . ?
O1 Cl1 O1' 37.0(7) . . ?
O2' Cl1 O1' 167.1(12) . . ?
O3 Cl1 O1' 77.1(8) . . ?
O4 Cl1 O2 113.8(7) . . ?
O1 Cl1 O2 97.1(6) . . ?
O2' Cl1 O2 68.5(10) . . ?
O3 Cl1 O2 125.1(7) . . ?
O1' Cl1 O2 99.8(7) . . ?
O4 Cl1 O4' 34.2(8) . . ?
O1 Cl1 O4' 71.6(10) . . ?
O2' Cl1 O4' 92.6(13) . . ?
O3 Cl1 O4' 106.8(11) . . ?
O1' Cl1 O4' 99.1(11) . . ?
O2 Cl1 O4' 127.5(10) . . ?
O4 Cl1 O3' 105.8(8) . . ?
O1 Cl1 O3' 136.1(8) . . ?
O2' Cl1 O3' 77.5(12) . . ?
O3 Cl1 O3' 32.0(6) . . ?
O1' Cl1 O3' 99.8(9) . . ?
O2 Cl1 O3' 99.2(7) . . ?
O4' Cl1 O3' 124.9(11) . . ?
O8' Cl2 O7' 116.5(9) . . ?
O8' Cl2 O6' 100.5(10) . . ?
O7' Cl2 O6' 116.3(11) . . ?
O8' Cl2 O7 134.0(8) . . ?
O7' Cl2 O7 20.2(9) . . ?
O6' Cl2 O7 99.4(9) . . ?
O8' Cl2 O6 80.4(9) . . ?
O7' Cl2 O6 112.8(8) . . ?
O6' Cl2 O6 25.5(9) . . ?
O7 Cl2 O6 102.6(8) . . ?
O8' Cl2 O8 36.5(7) . . ?
O7' Cl2 O8 84.6(9) . . ?
O6' Cl2 O8 133.5(10) . . ?
O7 Cl2 O8 104.5(8) . . ?
O6 Cl2 O8 109.3(8) . . ?
O8' Cl2 O5 125.8(9) . . ?
O7' Cl2 O5 109.5(8) . . ?
O6' Cl2 O5 82.6(9) . . ?
O7 Cl2 O5 97.7(8) . . ?
O6 Cl2 O5 107.1(7) . . ?
O8 Cl2 O5 131.5(9) . . ?
O8' Cl2 O5' 92.7(8) . . ?
O7' Cl2 O5' 112.2(8) . . ?
O6' Cl2 O5' 115.9(9) . . ?
O7 Cl2 O5' 114.8(7) . . ?
O6 Cl2 O5' 132.5(7) . . ?
O8 Cl2 O5' 89.1(9) . . ?
O5 Cl2 O5' 42.3(5) . . ?
O9 Cl3 O9 137(3) . 8_565 ?
O9 Cl3 O11' 94.5(12) . . ?
O9 Cl3 O11' 94.5(12) 8_565 . ?
O9 Cl3 O12' 103.5(11) . . ?
O9 Cl3 O12' 103.5(11) 8_565 . ?
O11' Cl3 O12' 128.3(9) . . ?
O9 Cl3 O10' 82.7(15) . 8_565 ?
O9 Cl3 O10' 54.8(14) 8_565 8_565 ?
O11' Cl3 O10' 110.1(10) . 8_565 ?
O12' Cl3 O10' 120.0(9) . 8_565 ?
O9 Cl3 O10' 54.8(14) . . ?
O9 Cl3 O10' 82.7(15) 8_565 . ?
O11' Cl3 O10' 110.1(10) . . ?
O12' Cl3 O10' 120.0(9) . . ?
O10' Cl3 O10' 27.9(14) 8_565 . ?
O9 Cl3 O12 68.1(13) . . ?
O9 Cl3 O12 139.5(14) 8_565 . ?
O11' Cl3 O12 117.7(9) . . ?
O12' Cl3 O12 37.6(8) . . ?
O10' Cl3 O12 124.8(11) 8_565 . ?
O10' Cl3 O12 106.1(11) . . ?
O9 Cl3 O12 139.5(14) . 8_565 ?
O9 Cl3 O12 68.1(13) 8_565 8_565 ?
O11' Cl3 O12 117.7(9) . 8_565 ?
O12' Cl3 O12 37.6(8) . 8_565 ?
O10' Cl3 O12 106.1(11) 8_565 8_565 ?
O10' Cl3 O12 124.8(11) . 8_565 ?
O12 Cl3 O12 75.0(16) . 8_565 ?
O9 Cl3 O9' 160.8(16) . 8_565 ?
O9 Cl3 O9' 52.0(13) 8_565 8_565 ?
O11' Cl3 O9' 66.5(10) . 8_565 ?
O12' Cl3 O9' 87.5(10) . 8_565 ?
O10' Cl3 O9' 105.8(11) 8_565 8_565 ?
O10' Cl3 O9' 132.6(11) . 8_565 ?
O12 Cl3 O9' 117.2(12) . 8_565 ?
O12 Cl3 O9' 55.7(11) 8_565 8_565 ?
O9 Cl3 O9' 52.0(13) . . ?
O9 Cl3 O9' 160.8(16) 8_565 . ?
O11' Cl3 O9' 66.5(10) . . ?
O12' Cl3 O9' 87.5(10) . . ?
O10' Cl3 O9' 132.6(12) 8_565 . ?
O10' Cl3 O9' 105.8(11) . . ?
O12 Cl3 O9' 55.7(11) . . ?
O12 Cl3 O9' 117.2(12) 8_565 . ?
O9' Cl3 O9' 113.9(17) 8_565 . ?
O9 Cl3 O11 129.0(13) . 8_565 ?
O9 Cl3 O11 59.8(13) 8_565 8_565 ?
O11' Cl3 O11 37.5(6) . 8_565 ?
O12' Cl3 O11 119.3(8) . 8_565 ?
O10' Cl3 O11 97.3(10) 8_565 8_565 ?
O10' Cl3 O11 114.9(9) . 8_565 ?
O12 Cl3 O11 137.6(10) . 8_565 ?
O12 Cl3 O11 89.8(10) 8_565 8_565 ?
O9' Cl3 O11 34.1(9) 8_565 8_565 ?
O9' Cl3 O11 101.1(11) . 8_565 ?
O9 Cl3 O11 59.8(13) . . ?
O9 Cl3 O11 129.0(13) 8_565 . ?
O11' Cl3 O11 37.5(6) . . ?
O12' Cl3 O11 119.3(8) . . ?
O10' Cl3 O11 114.9(9) 8_565 . ?
O10' Cl3 O11 97.3(10) . . ?
O12 Cl3 O11 89.8(10) . . ?
O12 Cl3 O11 137.6(10) 8_565 . ?
O9' Cl3 O11 101.1(11) 8_565 . ?
O9' Cl3 O11 34.1(9) . . ?
O11 Cl3 O11 75.0(13) 8_565 . ?
O13 Cl4 O13 56(2) 8_565 . ?
O13 Cl4 O14 123.5(12) 8_565 8_565 ?
O13 Cl4 O14 164.5(12) . 8_565 ?
O13 Cl4 O14 164.5(12) 8_565 . ?
O13 Cl4 O14 123.5(12) . . ?
O14 Cl4 O14 51.8(8) 8_565 . ?
O13 Cl4 O13' 75.8(13) 8_565 . ?
O13 Cl4 O13' 24.6(15) . . ?
O14 Cl4 O13' 160.6(13) 8_565 . ?
O14 Cl4 O13' 109.0(13) . . ?
O13 Cl4 O13' 24.6(15) 8_565 8_565 ?
O13 Cl4 O13' 75.8(13) . 8_565 ?
O14 Cl4 O13' 109.0(13) 8_565 8_565 ?
O14 Cl4 O13' 160.6(13) . 8_565 ?
O13' Cl4 O13' 90(3) . 8_565 ?
O13 Cl4 O15 111.4(13) 8_565 8_565 ?
O13 Cl4 O15 81.3(11) . 8_565 ?
O14 Cl4 O15 110.9(5) 8_565 8_565 ?
O14 Cl4 O15 82.9(5) . 8_565 ?
O13' Cl4 O15 57.8(12) . 8_565 ?
O13' Cl4 O15 104.0(13) 8_565 8_565 ?
O13 Cl4 O15 81.3(11) 8_565 . ?
O13 Cl4 O15 111.4(13) . . ?
O14 Cl4 O15 82.9(5) 8_565 . ?
O14 Cl4 O15 110.9(5) . . ?
O13' Cl4 O15 104.0(13) . . ?
O13' Cl4 O15 57.8(12) 8_565 . ?
O15 Cl4 O15 66.6(8) 8_565 . ?
O13 Cl4 O16 57.1(12) 8_565 8_565 ?
O13 Cl4 O16 93.5(11) . 8_565 ?
O14 Cl4 O16 76.3(6) 8_565 8_565 ?
O14 Cl4 O16 108.9(6) . 8_565 ?
O13' Cl4 O16 117.9(13) . 8_565 ?
O13' Cl4 O16 64.2(13) 8_565 8_565 ?
O15 Cl4 O16 168.0(6) 8_565 8_565 ?
O15 Cl4 O16 105.9(6) . 8_565 ?
O13 Cl4 O16 93.5(11) 8_565 . ?
O13 Cl4 O16 57.1(12) . . ?
O14 Cl4 O16 108.9(6) 8_565 . ?
O14 Cl4 O16 76.3(6) . . ?
O13' Cl4 O16 64.2(13) . . ?
O13' Cl4 O16 117.9(13) 8_565 . ?
O15 Cl4 O16 105.9(6) 8_565 . ?
O15 Cl4 O16 168.0(6) . . ?
O16 Cl4 O16 79.7(9) 8_565 . ?
C3 N1 C3 79.3(10) . 8_565 ?
C3 N1 C2 123.0(6) . . ?
C3 N1 C2 123.0(6) 8_565 . ?
C3 N1 C1 109.1(6) . . ?
C3 N1 C1 109.1(6) 8_565 . ?
C2 N1 C1 109.8(6) . . ?
C3 N1 C3' 31.7(5) . . ?
C3 N1 C3' 107.9(8) 8_565 . ?
C2 N1 C3' 95.0(5) . . ?
C1 N1 C3' 111.1(4) . . ?
C3 N1 C3' 107.9(8) . 8_565 ?
C3 N1 C3' 31.7(5) 8_565 8_565 ?
C2 N1 C3' 95.0(5) . 8_565 ?
C1 N1 C3' 111.1(4) . 8_565 ?
C3' N1 C3' 130.1(9) . 8_565 ?
C5 N2 C5 108.7(5) 8_565 . ?
C5 N2 C6 110.6(3) 8_565 . ?
C5 N2 C6 110.6(3) . . ?
C5 N2 C4 108.0(3) 8_565 . ?
C5 N2 C4 108.0(3) . . ?
C6 N2 C4 110.8(5) . . ?
C7 N3 C8 107.9(5) . . ?
C7 N3 C9 108.7(4) . . ?
C8 N3 C9 109.6(5) . . ?
C7 N3 C10 110.4(6) . . ?
C8 N3 C10 110.3(5) . . ?
C9 N3 C10 109.9(5) . . ?
C11' N4 C13' 117.4(16) . . ?
C11' N4 C12 128.4(14) . . ?
C13' N4 C12 76.0(11) . . ?
C11' N4 C14 110.1(13) . . ?
C13' N4 C14 108.2(9) . . ?
C12 N4 C14 111.4(5) . . ?
C11' N4 C11 25.7(14) . . ?
C13' N4 C11 135.0(11) . . ?
C12 N4 C11 108.9(6) . . ?
C14 N4 C11 110.7(5) . . ?
C11' N4 C12' 107.0(16) . . ?
C13' N4 C12' 107.3(14) . . ?
C12 N4 C12' 31.8(10) . . ?
C14 N4 C12' 106.2(11) . . ?
C11 N4 C12' 82.6(11) . . ?
C11' N4 C13 81.8(14) . . ?
C13' N4 C13 38.3(10) . . ?
C12 N4 C13 109.3(6) . . ?
C14 N4 C13 111.4(5) . . ?
C11 N4 C13 104.9(6) . . ?
C12' N4 C13 135.4(12) . . ?
Cl3 O10 O10 55.4(8) . 8_565 ?
Cl3 O11 O11 52.5(6) . 8_565 ?
Cl3 O12 O12 52.5(8) . 8_565 ?
O10' O10' Cl3 76.0(7) 8_565 . ?
Cl3 O11' O9' 60.6(9) . 8_565 ?
O13 O13 Cl4 61.9(11) 8_565 . ?
O14 O14 Cl4 64.1(4) 8_565 . ?
Cl4 O15 O15 56.7(4) . 8_565 ?
Cl4 O13' O16 60.0(12) . . ?
Cl4 O16 O13' 55.8(11) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.3 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.7 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C4 111.4(6) . . ?
N1 C2 H2A 109.4 . . ?
C4 C2 H2A 109.4 . . ?
N1 C2 H2B 109.4 . . ?
C4 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
N1 C3 C5 109.2(7) . . ?
N1 C3 C3 50.3(5) . 8_565 ?
C5 C3 C3 101.6(4) . 8_565 ?
N1 C3 H3A 110.1 . . ?
C5 C3 H3A 110.2 . . ?
C3 C3 H3A 66.7 8_565 . ?
N1 C3 H3B 109.6 . . ?
C5 C3 H3B 109.4 . . ?
C3 C3 H3B 147.9 8_565 . ?
H3A C3 H3B 108.3 . . ?
N1 C3 H3'2 124.4 . . ?
C5 C3 H3'2 99.5 . . ?
C3 C3 H3'2 158.6 8_565 . ?
H3A C3 H3'2 102.5 . . ?
H3B C3 H3'2 15.1 . . ?
C5 C3' N1 104.3(6) . . ?
C5 C3' H3B 125.6 . . ?
N1 C3' H3B 98.0 . . ?
C5 C3' H3'1 110.2 . . ?
N1 C3' H3'1 110.6 . . ?
H3B C3' H3'1 107.0 . . ?
C5 C3' H3'2 111.5 . . ?
N1 C3' H3'2 111.3 . . ?
H3B C3' H3'2 16.2 . . ?
H3'1 C3' H3'2 109.0 . . ?
C2 C4 N2 109.5(5) . . ?
C2 C4 H4A 109.8 . . ?
N2 C4 H4A 109.8 . . ?
C2 C4 H4B 109.8 . . ?
N2 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N2 C5 C3' 111.1(5) . . ?
N2 C5 C3 104.5(5) . . ?
C3' C5 C3 31.4(5) . . ?
N2 C5 H5A 110.8 . . ?
C3' C5 H5A 80.2 . . ?
C3 C5 H5A 110.8 . . ?
N2 C5 H5B 110.8 . . ?
C3' C5 H5B 129.8 . . ?
C3 C5 H5B 110.8 . . ?
H5A C5 H5B 108.9 . . ?
N2 C5 H5C 109.4 . . ?
C3' C5 H5C 109.4 . . ?
C3 C5 H5C 137.0 . . ?
H5A C5 H5C 31.6 . . ?
H5B C5 H5C 80.8 . . ?
N2 C5 H5D 109.4 . . ?
C3' C5 H5D 109.4 . . ?
C3 C5 H5D 84.0 . . ?
H5A C5 H5D 131.2 . . ?
H5B C5 H5D 28.9 . . ?
H5C C5 H5D 108.0 . . ?
N2 C6 H6A 109.8 . . ?
N2 C6 H6B 109.8 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 108.9 . . ?
H6A C6 H6C 107.6 . . ?
H6B C6 H6C 111.3 . . ?
C7 C7 N3 110.9(3) 8_565 . ?
C7 C7 H7A 109.5 8_565 . ?
N3 C7 H7A 109.5 . . ?
C7 C7 H7B 109.5 8_565 . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C8 C8 N3 110.5(3) 8_565 . ?
C8 C8 H8A 109.5 8_565 . ?
N3 C8 H8A 109.5 . . ?
C8 C8 H8B 109.5 8_565 . ?
N3 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N3 C9 C9 109.3(3) . 8_565 ?
N3 C9 H9A 109.8 . . ?
C9 C9 H9A 109.8 8_565 . ?
N3 C9 H9B 109.8 . . ?
C9 C9 H9B 109.8 8_565 . ?
H9A C9 H9B 108.3 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C11 N4 110.6(4) 8_565 . ?
C11 C11 H11A 109.5 8_565 . ?
N4 C11 H11A 109.5 . . ?
C11 C11 H11B 109.5 8_565 . ?
N4 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C12 C12 N4 111.9(4) 8_565 . ?
C12 C12 H12A 109.2 8_565 . ?
N4 C12 H12A 109.2 . . ?
C12 C12 H12B 109.2 8_565 . ?
N4 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C13 C13 N4 110.9(3) 8_565 . ?
C13 C13 H13A 109.5 8_565 . ?
N4 C13 H13A 109.5 . . ?
C13 C13 H13B 109.5 8_565 . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 108.0 . . ?
N4 C12' C12' 106.8(10) . 8_565 ?
N4 C12' H12C 110.4 . . ?
C12' C12' H12C 110.4 8_565 . ?
N4 C12' H12D 110.4 . . ?
C12' C12' H12D 110.4 8_565 . ?
H12C C12' H12D 108.6 . . ?
N4 C13' C13' 108.1(8) . 8_565 ?
N4 C13' H13C 110.1 . . ?
C13' C13' H13C 110.1 8_565 . ?
N4 C13' H13D 110.1 . . ?
C13' C13' H13D 110.1 8_565 . ?
H13C C13' H13D 108.4 . . ?
N4 C11' C11' 109.8(12) . 8_565 ?
N4 C11' H11C 109.7 . . ?
C11' C11' H11C 109.7 8_565 . ?
N4 C11' H11D 109.7 . . ?
C11' C11' H11D 109.7 8_565 . ?
H11C C11' H11D 108.2 . . ?
N4 C14 H14A 109.5 . . ?
N4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
O9 Cl3 O10 O10 167(2) . . . 8_565 ?
O9 Cl3 O10 O10 7.7(13) 8_565 . . 8_565 ?
O11' Cl3 O10 O10 110.3(9) . . . 8_565 ?
O12' Cl3 O10 O10 -100.9(8) . . . 8_565 ?
O10' Cl3 O10 O10 15.7(18) 8_565 . . 8_565 ?
O10' Cl3 O10 O10 31(4) . . . 8_565 ?
O12 Cl3 O10 O10 -131.9(9) . . . 8_565 ?
O12 Cl3 O10 O10 -65.4(12) 8_565 . . 8_565 ?
O9' Cl3 O10 O10 19(3) 8_565 . . 8_565 ?
O9' Cl3 O10 O10 172.4(11) . . . 8_565 ?
O11 Cl3 O10 O10 69.1(12) 8_565 . . 8_565 ?
O11 Cl3 O10 O10 138.4(9) . . . 8_565 ?
O9 Cl3 O11 O11 -155.5(14) . . . 8_565 ?
O9 Cl3 O11 O11 -27.4(17) 8_565 . . 8_565 ?
O11' Cl3 O11 O11 0(2) . . . 8_565 ?
O12' Cl3 O11 O11 115.5(9) . . . 8_565 ?
O10' Cl3 O11 O11 -91.2(10) 8_565 . . 8_565 ?
O10' Cl3 O11 O11 -113.9(9) . . . 8_565 ?
O12 Cl3 O11 O11 139.9(9) . . . 8_565 ?
O12 Cl3 O11 O11 72.6(14) 8_565 . . 8_565 ?
O9' Cl3 O11 O11 22.2(10) 8_565 . . 8_565 ?
O9' Cl3 O11 O11 138.7(18) . . . 8_565 ?
O9 Cl3 O12 O12 162.9(14) . . . 8_565 ?
O9 Cl3 O12 O12 25(2) 8_565 . . 8_565 ?
O11' Cl3 O12 O12 -113.8(10) . . . 8_565 ?
O12' Cl3 O12 O12 4(2) . . . 8_565 ?
O10' Cl3 O12 O12 99.4(12) 8_565 . . 8_565 ?
O10' Cl3 O12 O12 122.5(11) . . . 8_565 ?
O9' Cl3 O12 O12 -37.5(11) 8_565 . . 8_565 ?
O9' Cl3 O12 O12 -139.1(11) . . . 8_565 ?
O11 Cl3 O12 O12 -72.7(13) 8_565 . . 8_565 ?
O11 Cl3 O12 O12 -139.9(9) . . . 8_565 ?
O9 Cl3 O10' O10' 176.2(14) . . . 8_565 ?
O9 Cl3 O10' O10' 3.1(12) 8_565 . . 8_565 ?
O11' Cl3 O10' O10' 95.2(4) . . . 8_565 ?
O12' Cl3 O10' O10' -98.2(5) . . . 8_565 ?
O12 Cl3 O10' O10' -136.4(9) . . . 8_565 ?
O12 Cl3 O10' O10' -53.7(10) 8_565 . . 8_565 ?
O9' Cl3 O10' O10' 19.2(14) 8_565 . . 8_565 ?
O9' Cl3 O10' O10' 165.4(11) . . . 8_565 ?
O11 Cl3 O10' O10' 54.8(8) 8_565 . . 8_565 ?
O11 Cl3 O10' O10' 131.6(7) . . . 8_565 ?
O9 Cl3 O11' O9' 177.2(17) . . . 8_565 ?
O9 Cl3 O11' O9' -45.0(14) 8_565 . . 8_565 ?
O12' Cl3 O11' O9' 66.1(10) . . . 8_565 ?
O10' Cl3 O11' O9' -99.0(13) 8_565 . . 8_565 ?
O10' Cl3 O11' O9' -128.8(13) . . . 8_565 ?
O12 Cl3 O11' O9' 109.6(13) . . . 8_565 ?
O12 Cl3 O11' O9' 22.6(14) 8_565 . . 8_565 ?
O9' Cl3 O11' O9' 132(2) . . . 8_565 ?
O11 Cl3 O11' O9' -23.7(17) 8_565 . . 8_565 ?
O11 Cl3 O11' O9' 156(2) . . . 8_565 ?
O14 Cl4 O13 O13 94(4) 8_565 . . 8_565 ?
O14 Cl4 O13 O13 161.3(14) . . . 8_565 ?
O13' Cl4 O13 O13 -139(5) . . . 8_565 ?
O13' Cl4 O13 O13 -16.3(18) 8_565 . . 8_565 ?
O15 Cl4 O13 O13 -123.2(7) 8_565 . . 8_565 ?
O15 Cl4 O13 O13 -62.7(7) . . . 8_565 ?
O16 Cl4 O13 O13 45.9(7) 8_565 . . 8_565 ?
O16 Cl4 O13 O13 121.3(9) . . . 8_565 ?
O13 Cl4 O14 O14 -78(4) 8_565 . . 8_565 ?
O13 Cl4 O14 O14 -161.7(14) . . . 8_565 ?
O13' Cl4 O14 O14 176.0(13) . . . 8_565 ?
O13' Cl4 O14 O14 11(4) 8_565 . . 8_565 ?
O15 Cl4 O14 O14 123.7(4) 8_565 . . 8_565 ?
O15 Cl4 O14 O14 62.1(5) . . . 8_565 ?
O16 Cl4 O14 O14 -54.1(5) 8_565 . . 8_565 ?
O16 Cl4 O14 O14 -127.9(5) . . . 8_565 ?
O13 Cl4 O15 O15 -118.0(12) 8_565 . . 8_565 ?
O13 Cl4 O15 O15 -69.7(12) . . . 8_565 ?
O14 Cl4 O15 O15 116.5(5) 8_565 . . 8_565 ?
O14 Cl4 O15 O15 72.0(5) . . . 8_565 ?
O13' Cl4 O15 O15 -45.0(13) . . . 8_565 ?
O13' Cl4 O15 O15 -125.7(16) 8_565 . . 8_565 ?
O16 Cl4 O15 O15 -170.0(6) 8_565 . . 8_565 ?
O16 Cl4 O15 O15 -53(3) . . . 8_565 ?
O13 Cl4 O13' O16 -101.0(13) 8_565 . . . ?
O13 Cl4 O13' O16 -67(5) . . . . ?
O14 Cl4 O13' O16 73(4) 8_565 . . . ?
O14 Cl4 O13' O16 63.6(11) . . . . ?
O13' Cl4 O13' O16 -121.5(12) 8_565 . . . ?
O15 Cl4 O13' O16 131.8(16) 8_565 . . . ?
O15 Cl4 O13' O16 -178.1(7) . . . . ?
O16 Cl4 O13' O16 -61.2(14) 8_565 . . . ?
O13 Cl4 O16 O13' 72.4(14) 8_565 . . . ?
O13 Cl4 O16 O13' 27.1(19) . . . . ?
O14 Cl4 O16 O13' -160.3(15) 8_565 . . . ?
O14 Cl4 O16 O13' -119.4(15) . . . . ?
O13' Cl4 O16 O13' 75(3) 8_565 . . . ?
O15 Cl4 O16 O13' -41.0(15) 8_565 . . . ?
O15 Cl4 O16 O13' 9(3) . . . . ?
O16 Cl4 O16 O13' 128.1(14) 8_565 . . . ?
C3 N1 C2 C4 49.6(6) . . . . ?
C3 N1 C2 C4 -49.6(6) 8_565 . . . ?
C1 N1 C2 C4 180.0 . . . . ?
C3' N1 C2 C4 65.5(4) . . . . ?
C3' N1 C2 C4 -65.5(4) 8_565 . . . ?
C3 N1 C3 C5 89.3(8) 8_565 . . . ?
C2 N1 C3 C5 -33.3(10) . . . . ?
C1 N1 C3 C5 -164.0(6) . . . . ?
C3' N1 C3 C5 -64.7(11) . . . . ?
C3' N1 C3 C5 75.2(10) 8_565 . . . ?
C2 N1 C3 C3 -122.6(8) . . . 8_565 ?
C1 N1 C3 C3 106.7(6) . . . 8_565 ?
C3' N1 C3 C3 -153.9(9) . . . 8_565 ?
C3' N1 C3 C3 -14.1(5) 8_565 . . 8_565 ?
C3 N1 C3' C5 71.6(12) . . . . ?
C3 N1 C3' C5 44.6(10) 8_565 . . . ?
C2 N1 C3' C5 -82.5(7) . . . . ?
C1 N1 C3' C5 164.1(6) . . . . ?
C3' N1 C3' C5 18.3(15) 8_565 . . . ?
N1 C2 C4 N2 0.000(1) . . . . ?
C5 N2 C4 C2 58.7(3) 8_565 . . . ?
C5 N2 C4 C2 -58.7(3) . . . . ?
C6 N2 C4 C2 180.0 . . . . ?
C5 N2 C5 C3' -76.4(7) 8_565 . . . ?
C6 N2 C5 C3' 162.0(7) . . . . ?
C4 N2 C5 C3' 40.6(7) . . . . ?
C5 N2 C5 C3 -44.1(7) 8_565 . . . ?
C6 N2 C5 C3 -165.7(6) . . . . ?
C4 N2 C5 C3 72.8(6) . . . . ?
N1 C3' C5 N2 27.3(8) . . . . ?
N1 C3' C5 C3 -55.9(9) . . . . ?
N1 C3 C5 N2 -27.3(9) . . . . ?
C3 C3 C5 N2 24.4(4) 8_565 . . . ?
N1 C3 C5 C3' 79.5(11) . . . . ?
C3 C3 C5 C3' 131.3(11) 8_565 . . . ?
C8 N3 C7 C7 -58.9(4) . . . 8_565 ?
C9 N3 C7 C7 59.8(4) . . . 8_565 ?
C10 N3 C7 C7 -179.5(4) . . . 8_565 ?
C7 N3 C8 C8 58.7(4) . . . 8_565 ?
C9 N3 C8 C8 -59.5(4) . . . 8_565 ?
C10 N3 C8 C8 179.4(5) . . . 8_565 ?
C7 N3 C9 C9 -58.9(4) . . . 8_565 ?
C8 N3 C9 C9 58.8(4) . . . 8_565 ?
C10 N3 C9 C9 -179.9(5) . . . 8_565 ?
C11' N4 C11 C11 -87(3) . . . 8_565 ?
C13' N4 C11 C11 -32.3(16) . . . 8_565 ?
C12 N4 C11 C11 56.6(5) . . . 8_565 ?
C14 N4 C11 C11 179.4(4) . . . 8_565 ?
C12' N4 C11 C11 74.8(11) . . . 8_565 ?
C13 N4 C11 C11 -60.3(4) . . . 8_565 ?
C11' N4 C12 C12 -38.2(17) . . . 8_565 ?
C13' N4 C12 C12 75.8(9) . . . 8_565 ?
C14 N4 C12 C12 -179.8(4) . . . 8_565 ?
C11 N4 C12 C12 -57.4(5) . . . 8_565 ?
C12' N4 C12 C12 -93(2) . . . 8_565 ?
C13 N4 C12 C12 56.7(5) . . . 8_565 ?
C11' N4 C13 C13 71.8(13) . . . 8_565 ?
C13' N4 C13 C13 -87.0(15) . . . 8_565 ?
C12 N4 C13 C13 -56.1(5) . . . 8_565 ?
C14 N4 C13 C13 -179.7(4) . . . 8_565 ?
C11 N4 C13 C13 60.6(5) . . . 8_565 ?
C12' N4 C13 C13 -34.1(16) . . . 8_565 ?
C11' N4 C12' C12' -62.5(14) . . . 8_565 ?
C13' N4 C12' C12' 64.3(10) . . . 8_565 ?
C12 N4 C12' C12' 75.3(19) . . . 8_565 ?
C14 N4 C12' C12' 179.9(3) . . . 8_565 ?
C11 N4 C12' C12' -70.7(5) . . . 8_565 ?
C13 N4 C12' C12' 33.1(14) . . . 8_565 ?
C11' N4 C13' C13' 55.2(16) . . . 8_565 ?
C12 N4 C13' C13' -71.2(5) . . . 8_565 ?
C14 N4 C13' C13' -179.4(4) . . . 8_565 ?
C11 N4 C13' C13' 31.8(15) . . . 8_565 ?
C12' N4 C13' C13' -65.2(11) . . . 8_565 ?
C13 N4 C13' C13' 78.9(12) . . . 8_565 ?
C13' N4 C11' C11' -56.1(14) . . . 8_565 ?
C12 N4 C11' C11' 37.6(16) . . . 8_565 ?
C14 N4 C11' C11' 179.5(4) . . . 8_565 ?
C11 N4 C11' C11' 84(3) . . . 8_565 ?
C12' N4 C11' C11' 64.5(13) . . . 8_565 ?
C13 N4 C11' C11' -70.6(6) . . . 8_565 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.076
####################################################################### 
# 
# 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_111
_database_code_depnum_ccdc_archive 'CCDC 1044459'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H54 Cl6 N6 O24'
_chemical_formula_weight         1023.43

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '

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

_cell_length_a                   13.365(3)
_cell_length_b                   15.240(3)
_cell_length_c                   20.431(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.719(2)
_cell_angle_gamma                90.00
_cell_volume                     4161.2(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2136
_exptl_absorpt_coefficient_mu    0.507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8627
_exptl_absorpt_correction_T_max  0.9054
_exptl_absorpt_process_details   sadabs

_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_decay_%        ?
_diffrn_reflns_number            31453
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.00
_diffrn_reflns_theta_max         25.60
_reflns_number_total             7776
_reflns_number_gt                6897
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0585P)²+15.3589P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7776
_refine_ls_number_parameters     613
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_ref         0.1639
_refine_ls_wR_factor_gt          0.1542
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.002
_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
C1 C 0.0428(4) 0.7499(4) 0.2497(3) 0.0409(13) Uani 1 1 d . . .
H1A H 0.0060 0.7490 0.2091 0.061 Uiso 1 1 calc R . .
H1B H 0.0289 0.8035 0.2726 0.061 Uiso 1 1 calc R . .
H1C H 0.0233 0.7008 0.2761 0.061 Uiso 1 1 calc R . .
C2 C 0.4491(4) 0.7357(4) 0.2023(4) 0.0470(15) Uani 1 1 d . . .
H2A H 0.4811 0.7867 0.2206 0.070 Uiso 1 1 calc R . .
H2B H 0.4603 0.7338 0.1560 0.070 Uiso 1 1 calc R . .
H2C H 0.4766 0.6839 0.2224 0.070 Uiso 1 1 calc R . .
C3 C 0.1851(4) 0.8258(3) 0.2002(3) 0.0265(11) Uani 1 1 d . . .
H3A H 0.1404 0.8368 0.1634 0.032 Uiso 1 1 calc R . .
H3B H 0.1828 0.8761 0.2292 0.032 Uiso 1 1 calc R . .
C4 C 0.2905(4) 0.8128(3) 0.1761(3) 0.0351(13) Uani 1 1 d . . .
H4A H 0.2891 0.7981 0.1299 0.042 Uiso 1 1 calc R . .
H4B H 0.3285 0.8666 0.1817 0.042 Uiso 1 1 calc R . .
C5 C 0.2112(4) 0.7381(3) 0.2995(3) 0.0306(11) Uani 1 1 d . . .
H5A H 0.2027 0.6803 0.3186 0.037 Uiso 1 1 calc R . .
H5B H 0.1874 0.7814 0.3304 0.037 Uiso 1 1 calc R . .
C6 C 0.3210(4) 0.7540(3) 0.2855(3) 0.0341(12) Uani 1 1 d . . .
H6A H 0.3389 0.8136 0.2975 0.041 Uiso 1 1 calc R . .
H6B H 0.3620 0.7141 0.3113 0.041 Uiso 1 1 calc R . .
C7 C 0.1767(4) 0.6655(3) 0.1955(2) 0.0261(11) Uani 1 1 d . . .
H7A H 0.1495 0.6727 0.1516 0.031 Uiso 1 1 calc R . .
H7B H 0.1473 0.6134 0.2146 0.031 Uiso 1 1 calc R . .
C8 C 0.2897(4) 0.6555(3) 0.1929(3) 0.0290(11) Uani 1 1 d . . .
H8A H 0.3110 0.6078 0.2212 0.035 Uiso 1 1 calc R . .
H8B H 0.3095 0.6415 0.1485 0.035 Uiso 1 1 calc R . .
C9 C 0.5514(4) 0.5124(4) 0.1133(3) 0.0376(13) Uani 1 1 d . . .
H9A H 0.5280 0.5085 0.0688 0.056 Uiso 1 1 calc R . .
H9B H 0.5321 0.5680 0.1314 0.056 Uiso 1 1 calc R . .
H9C H 0.5223 0.4659 0.1385 0.056 Uiso 1 1 calc R . .
C10 C 0.9631(4) 0.4829(5) 0.1193(3) 0.0467(16) Uani 1 1 d . . .
H10A H 0.9861 0.4669 0.0766 0.070 Uiso 1 1 calc R . .
H10B H 0.9822 0.4384 0.1502 0.070 Uiso 1 1 calc R . .
H10C H 0.9924 0.5379 0.1320 0.070 Uiso 1 1 calc R . .
C11 C 0.7092(4) 0.5786(4) 0.0784(3) 0.0348(13) Uani 1 1 d . . .
H11A H 0.6789 0.5830 0.0352 0.042 Uiso 1 1 calc R . .
H11B H 0.6977 0.6335 0.1013 0.042 Uiso 1 1 calc R . .
C12 C 0.8196(4) 0.5628(5) 0.0726(3) 0.0505(18) Uani 1 1 d . . .
H12A H 0.8349 0.5467 0.0279 0.061 Uiso 1 1 calc R . .
H12B H 0.8557 0.6162 0.0831 0.061 Uiso 1 1 calc R . .
C13 C 0.6943(4) 0.4193(3) 0.0849(3) 0.0319(12) Uani 1 1 d . . .
H13A H 0.6585 0.3709 0.1048 0.038 Uiso 1 1 calc R . .
H13B H 0.6782 0.4198 0.0385 0.038 Uiso 1 1 calc R . .
C14 C 0.8042(4) 0.4066(4) 0.0946(4) 0.0462(16) Uani 1 1 d . . .
H14A H 0.8340 0.3884 0.0537 0.055 Uiso 1 1 calc R . .
H14B H 0.8162 0.3609 0.1268 0.055 Uiso 1 1 calc R . .
C15 C 0.7022(4) 0.5064(3) 0.1842(2) 0.0283(11) Uani 1 1 d . . .
H15A H 0.6803 0.4544 0.2074 0.034 Uiso 1 1 calc R . .
H15B H 0.6762 0.5574 0.2067 0.034 Uiso 1 1 calc R . .
C16 C 0.8146(4) 0.5099(3) 0.1845(2) 0.0289(11) Uani 1 1 d . . .
H16A H 0.8369 0.5675 0.1986 0.035 Uiso 1 1 calc R . .
H16B H 0.8412 0.4668 0.2151 0.035 Uiso 1 1 calc R . .
C17 C 0.7656(5) 0.8087(3) -0.0216(3) 0.0390(13) Uani 1 1 d . . .
H17A H 0.8185 0.7757 -0.0012 0.058 Uiso 1 1 calc R . .
H17B H 0.7784 0.8145 -0.0676 0.058 Uiso 1 1 calc R . .
H17C H 0.7031 0.7788 -0.0157 0.058 Uiso 1 1 calc R . .
C18 C 0.7518(4) 1.1416(3) 0.0892(2) 0.0276(10) Uani 1 1 d . . .
H18A H 0.8073 1.1483 0.1191 0.041 Uiso 1 1 calc R . .
H18B H 0.6903 1.1489 0.1124 0.041 Uiso 1 1 calc R . .
H18C H 0.7559 1.1851 0.0554 0.041 Uiso 1 1 calc R . .
C19 C 0.8602(6) 0.9442(4) 0.0012(4) 0.061(2) Uani 1 1 d . . .
H19A H 0.8827 0.9386 -0.0435 0.074 Uiso 1 1 calc R . .
H19B H 0.9100 0.9176 0.0300 0.074 Uiso 1 1 calc R . .
C20 C 0.8466(4) 1.0412(3) 0.0188(3) 0.0268(11) Uani 1 1 d . . .
H20A H 0.9047 1.0620 0.0431 0.032 Uiso 1 1 calc R . .
H20B H 0.8402 1.0758 -0.0209 0.032 Uiso 1 1 calc R . .
C21 C 0.7484(6) 0.8923(3) 0.0799(2) 0.0464(16) Uani 1 1 d . . .
H21A H 0.7994 0.8537 0.0980 0.056 Uiso 1 1 calc R . .
H21B H 0.6835 0.8672 0.0894 0.056 Uiso 1 1 calc R . .
C22 C 0.7571(4) 0.9823(3) 0.1115(2) 0.0213(9) Uani 1 1 d . . .
H22A H 0.7022 0.9912 0.1414 0.026 Uiso 1 1 calc R . .
H22B H 0.8194 0.9863 0.1363 0.026 Uiso 1 1 calc R . .
C23 C 0.6827(6) 0.9518(4) -0.0236(4) 0.066(2) Uani 1 1 d U . .
H23A H 0.6211 0.9183 -0.0271 0.079 Uiso 1 1 calc R . .
H23B H 0.7038 0.9669 -0.0674 0.079 Uiso 1 1 calc R . .
C24 C 0.6643(4) 1.0365(3) 0.0162(3) 0.0291(11) Uani 1 1 d . . .
H24A H 0.6543 1.0859 -0.0131 0.035 Uiso 1 1 calc R . .
H24B H 0.6050 1.0301 0.0427 0.035 Uiso 1 1 calc R . .
Cl1 Cl 0.47529(8) 0.00312(7) 0.17245(6) 0.0251(3) Uani 1 1 d . . .
Cl2 Cl 0.04182(9) 0.02154(8) 0.17063(6) 0.0264(3) Uani 1 1 d . . .
Cl3 Cl 0.04131(9) 0.73068(8) 0.02914(6) 0.0284(3) Uani 1 1 d . . .
Cl4 Cl 0.51510(10) 0.26702(8) 0.99454(7) 0.0358(3) Uani 1 1 d . . .
Cl5 Cl 0.25532(11) 0.45195(7) 0.10968(6) 0.0297(3) Uani 1 1 d . . .
Cl6 Cl 0.75088(9) 0.76363(7) 0.23791(5) 0.0231(2) Uani 1 1 d . . .
N1 N 0.1519(3) 0.7444(2) 0.2363(2) 0.0238(9) Uani 1 1 d . . .
N2 N 0.3394(3) 0.7398(3) 0.2146(2) 0.0273(9) Uani 1 1 d . . .
N3 N 0.6621(3) 0.5044(2) 0.11542(19) 0.0212(8) Uani 1 1 d . . .
N4 N 0.8521(3) 0.4914(3) 0.1177(2) 0.0251(9) Uani 1 1 d . . .
N5 N 0.7546(3) 1.0518(2) 0.05925(17) 0.0180(7) Uani 1 1 d . . .
N6 N 0.7603(3) 0.8988(2) 0.00911(18) 0.0223(8) Uani 1 1 d . . .
O1 O 0.4810(4) -0.0543(3) 0.2276(2) 0.0630(15) Uani 1 1 d . . .
O2 O 0.4859(3) -0.0463(3) 0.1135(2) 0.0435(10) Uani 1 1 d . . .
O3 O 0.5534(3) 0.0675(3) 0.1786(2) 0.0446(10) Uani 1 1 d . . .
O4 O 0.3800(3) 0.0443(3) 0.1717(3) 0.0625(14) Uani 1 1 d . . .
O5 O 0.1468(3) 0.0369(3) 0.1715(3) 0.0544(12) Uani 1 1 d . . .
O6 O 0.0194(3) -0.0419(3) 0.1212(2) 0.0433(10) Uani 1 1 d . . .
O7 O 0.0142(5) -0.0093(4) 0.2324(3) 0.0824(19) Uani 1 1 d . . .
O8 O -0.0099(4) 0.1011(3) 0.1552(3) 0.0705(17) Uani 1 1 d . . .
O9 O 0.0359(5) 0.6398(3) 0.0177(4) 0.103(3) Uani 1 1 d . . .
O10 O 0.1419(3) 0.7543(3) 0.0462(2) 0.0500(12) Uani 1 1 d . . .
O11 O 0.0146(4) 0.7740(5) -0.0294(3) 0.088(2) Uani 1 1 d . . .
O12 O -0.0247(3) 0.7498(3) 0.0811(2) 0.0526(12) Uani 1 1 d . . .
O13 O 0.4946(4) 0.3518(3) 1.0190(3) 0.0791(19) Uani 1 1 d . . .
O14 O 0.6152(3) 0.2653(3) 0.9717(3) 0.0580(13) Uani 1 1 d . . .
O15 O 0.5035(4) 0.2012(4) 1.0418(3) 0.0824(19) Uani 1 1 d . . .
O16 O 0.4459(4) 0.2513(3) 0.9403(2) 0.0528(12) Uani 1 1 d U . .
O17 O 0.2255(4) 0.3734(2) 0.07706(19) 0.0523(12) Uani 1 1 d U A .
O18 O 0.3446(5) 0.4289(5) 0.1517(4) 0.065(3) Uani 0.662(10) 1 d PU A 1
O19 O 0.1857(7) 0.4728(6) 0.1579(5) 0.071(3) Uani 0.662(10) 1 d PU A 1
O20 O 0.2906(9) 0.5185(5) 0.0688(3) 0.068(3) Uani 0.662(10) 1 d PU A 1
O18' O 0.2430(17) 0.4572(9) 0.1734(7) 0.056(4) Uani 0.338(10) 1 d PU A 2
O19' O 0.1834(11) 0.5203(8) 0.0770(6) 0.047(4) Uani 0.338(10) 1 d PU A 2
O20' O 0.3411(13) 0.4764(15) 0.0865(11) 0.082(6) Uani 0.338(10) 1 d PU A 2
O21 O 0.8095(4) 0.7322(3) 0.1833(2) 0.0354(12) Uani 0.823(6) 1 d P B 1
O22 O 0.8184(4) 0.7774(3) 0.2932(2) 0.0378(12) Uani 0.823(6) 1 d P B 1
O23 O 0.6792(4) 0.6991(3) 0.2548(3) 0.0465(14) Uani 0.823(6) 1 d P B 1
O24 O 0.7048(4) 0.8445(3) 0.2200(2) 0.0412(14) Uani 0.823(6) 1 d P B 1
O21' O 0.6811(15) 0.7389(15) 0.1822(10) 0.033(6) Uani 0.177(6) 1 d P B 2
O22' O 0.6759(18) 0.7792(14) 0.2924(11) 0.041(6) Uani 0.177(6) 1 d P B 2
O23' O 0.7936(17) 0.8469(14) 0.2243(10) 0.033(6) Uani 0.177(6) 1 d P B 2
O24' O 0.8079(17) 0.6966(16) 0.2552(13) 0.046(7) Uani 0.177(6) 1 d P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.488(7) . ?
C2 N2 1.493(7) . ?
C3 C4 1.511(7) . ?
C3 N1 1.512(6) . ?
C4 N2 1.508(6) . ?
C5 N1 1.510(6) . ?
C5 C6 1.517(8) . ?
C6 N2 1.488(7) . ?
C7 N1 1.503(6) . ?
C7 C8 1.520(7) . ?
C8 N2 1.510(6) . ?
C9 N3 1.485(7) . ?
C10 N4 1.489(7) . ?
C11 C12 1.501(8) . ?
C11 N3 1.503(6) . ?
C12 N4 1.487(7) . ?
C13 C14 1.492(8) . ?
C13 N3 1.504(6) . ?
C14 N4 1.515(7) . ?
C15 N3 1.499(6) . ?
C15 C16 1.502(7) . ?
C16 N4 1.487(6) . ?
C17 N6 1.512(6) . ?
C18 N5 1.499(5) . ?
C19 N6 1.514(7) . ?
C19 C20 1.532(7) . ?
C20 N5 1.500(6) . ?
C21 N6 1.460(6) . ?
C21 C22 1.521(7) . ?
C22 N5 1.505(5) . ?
C23 N6 1.469(7) . ?
C23 C24 1.546(8) . ?
C24 N5 1.503(6) . ?
Cl1 O4 1.419(4) . ?
Cl1 O1 1.428(4) . ?
Cl1 O2 1.429(4) . ?
Cl1 O3 1.437(4) . ?
Cl2 O7 1.401(5) . ?
Cl2 O5 1.423(4) . ?
Cl2 O6 1.427(4) . ?
Cl2 O8 1.429(4) . ?
Cl3 O9 1.406(5) . ?
Cl3 O11 1.409(5) . ?
Cl3 O12 1.420(4) . ?
Cl3 O10 1.431(4) . ?
Cl4 O15 1.403(6) . ?
Cl4 O13 1.414(5) . ?
Cl4 O14 1.422(5) . ?
Cl4 O16 1.454(5) . ?
Cl5 O20' 1.301(18) . ?
Cl5 O18' 1.318(14) . ?
Cl5 O20 1.399(7) . ?
Cl5 O19 1.400(8) . ?
Cl5 O17 1.424(4) . ?
Cl5 O18 1.502(7) . ?
Cl5 O19' 1.562(11) . ?
Cl6 O24' 1.32(2) . ?
Cl6 O23 1.418(5) . ?
Cl6 O23' 1.42(2) . ?
Cl6 O24 1.424(5) . ?
Cl6 O21 1.452(4) . ?
Cl6 O22 1.452(5) . ?
Cl6 O21' 1.510(19) . ?
Cl6 O22' 1.527(19) . ?

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 C3 N1 109.4(4) . . ?
N2 C4 C3 109.0(4) . . ?
N1 C5 C6 109.1(4) . . ?
N2 C6 C5 109.4(4) . . ?
N1 C7 C8 109.1(4) . . ?
N2 C8 C7 109.7(4) . . ?
C12 C11 N3 109.7(4) . . ?
N4 C12 C11 110.4(4) . . ?
C14 C13 N3 110.1(4) . . ?
C13 C14 N4 110.0(5) . . ?
N3 C15 C16 110.6(4) . . ?
N4 C16 C15 109.7(4) . . ?
N6 C19 C20 107.9(5) . . ?
N5 C20 C19 109.5(4) . . ?
N6 C21 C22 110.5(4) . . ?
N5 C22 C21 109.4(3) . . ?
N6 C23 C24 109.6(5) . . ?
N5 C24 C23 107.8(4) . . ?
O4 Cl1 O1 108.6(4) . . ?
O4 Cl1 O2 108.8(3) . . ?
O1 Cl1 O2 109.7(3) . . ?
O4 Cl1 O3 110.4(3) . . ?
O1 Cl1 O3 108.5(3) . . ?
O2 Cl1 O3 110.8(3) . . ?
O7 Cl2 O5 108.3(4) . . ?
O7 Cl2 O6 110.8(4) . . ?
O5 Cl2 O6 108.6(3) . . ?
O7 Cl2 O8 110.6(4) . . ?
O5 Cl2 O8 109.7(3) . . ?
O6 Cl2 O8 108.8(3) . . ?
O9 Cl3 O11 108.0(5) . . ?
O9 Cl3 O12 107.2(3) . . ?
O11 Cl3 O12 112.7(4) . . ?
O9 Cl3 O10 109.5(4) . . ?
O11 Cl3 O10 108.4(3) . . ?
O12 Cl3 O10 110.9(3) . . ?
O15 Cl4 O13 112.8(4) . . ?
O15 Cl4 O14 109.0(3) . . ?
O13 Cl4 O14 108.7(3) . . ?
O15 Cl4 O16 109.4(4) . . ?
O13 Cl4 O16 107.2(3) . . ?
O14 Cl4 O16 109.7(3) . . ?
O20' Cl5 O18' 117.7(13) . . ?
O20' Cl5 O20 43.1(10) . . ?
O18' Cl5 O20 126.4(7) . . ?
O20' Cl5 O19 142.0(9) . . ?
O18' Cl5 O19 36.7(8) . . ?
O20 Cl5 O19 119.1(6) . . ?
O20' Cl5 O17 108.3(9) . . ?
O18' Cl5 O17 118.4(7) . . ?
O20 Cl5 O17 115.1(3) . . ?
O19 Cl5 O17 109.6(4) . . ?
O20' Cl5 O18 65.0(11) . . ?
O18' Cl5 O18 63.8(10) . . ?
O20 Cl5 O18 103.8(5) . . ?
O19 Cl5 O18 100.5(6) . . ?
O17 Cl5 O18 106.6(4) . . ?
O20' Cl5 O19' 101.2(12) . . ?
O18' Cl5 O19' 107.4(10) . . ?
O20 Cl5 O19' 58.1(7) . . ?
O19 Cl5 O19' 74.8(7) . . ?
O17 Cl5 O19' 101.1(5) . . ?
O18 Cl5 O19' 151.7(6) . . ?
O24' Cl6 O23 77.7(11) . . ?
O24' Cl6 O23' 120.8(15) . . ?
O23 Cl6 O23' 160.3(10) . . ?
O24' Cl6 O24 170.2(11) . . ?
O23 Cl6 O24 111.8(3) . . ?
O23' Cl6 O24 49.5(9) . . ?
O24' Cl6 O21 68.6(11) . . ?
O23 Cl6 O21 109.3(3) . . ?
O23' Cl6 O21 85.5(9) . . ?
O24 Cl6 O21 108.9(3) . . ?
O24' Cl6 O22 63.4(12) . . ?
O23 Cl6 O22 109.0(3) . . ?
O23' Cl6 O22 77.0(9) . . ?
O24 Cl6 O22 109.7(3) . . ?
O21 Cl6 O22 108.0(3) . . ?
O24' Cl6 O21' 111.0(14) . . ?
O23 Cl6 O21' 66.3(9) . . ?
O23' Cl6 O21' 108.7(13) . . ?
O24 Cl6 O21' 76.2(8) . . ?
O21 Cl6 O21' 70.9(8) . . ?
O22 Cl6 O21' 173.8(9) . . ?
O24' Cl6 O22' 107.9(14) . . ?
O23 Cl6 O22' 58.6(9) . . ?
O23' Cl6 O22' 105.8(12) . . ?
O24 Cl6 O22' 76.5(8) . . ?
O21 Cl6 O22' 167.8(10) . . ?
O22 Cl6 O22' 79.5(10) . . ?
O21' Cl6 O22' 100.6(13) . . ?
C1 N1 C7 111.7(4) . . ?
C1 N1 C5 110.6(4) . . ?
C7 N1 C5 107.7(4) . . ?
C1 N1 C3 109.7(4) . . ?
C7 N1 C3 108.5(4) . . ?
C5 N1 C3 108.4(4) . . ?
C6 N2 C2 110.2(5) . . ?
C6 N2 C4 108.9(4) . . ?
C2 N2 C4 111.3(4) . . ?
C6 N2 C8 109.5(4) . . ?
C2 N2 C8 110.1(4) . . ?
C4 N2 C8 106.8(4) . . ?
C9 N3 C15 111.7(4) . . ?
C9 N3 C11 110.3(4) . . ?
C15 N3 C11 108.0(4) . . ?
C9 N3 C13 110.5(4) . . ?
C15 N3 C13 107.8(4) . . ?
C11 N3 C13 108.5(4) . . ?
C12 N4 C16 109.4(5) . . ?
C12 N4 C10 111.1(4) . . ?
C16 N4 C10 110.1(4) . . ?
C12 N4 C14 108.2(5) . . ?
C16 N4 C14 107.6(4) . . ?
C10 N4 C14 110.4(5) . . ?
C18 N5 C20 110.4(4) . . ?
C18 N5 C24 110.9(4) . . ?
C20 N5 C24 108.6(4) . . ?
C18 N5 C22 110.7(3) . . ?
C20 N5 C22 107.7(4) . . ?
C24 N5 C22 108.5(4) . . ?
C21 N6 C23 113.7(5) . . ?
C21 N6 C17 110.8(4) . . ?
C23 N6 C17 110.3(4) . . ?
C21 N6 C19 104.1(5) . . ?
C23 N6 C19 108.6(5) . . ?
C17 N6 C19 109.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.478
_refine_diff_density_min         -0.768
_refine_diff_density_rms         0.089
####################################################################### 
# 
# 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_111
_database_code_depnum_ccdc_archive 'CCDC 1044460'
_audit_update_record             
;
2015-01-20 deposited with the CCDC.
2015-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H18 N2, 2(Cl O4)'
_chemical_formula_sum            'C8 H18 Cl2 N2 O8'
_chemical_formula_weight         341.14

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '

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

_cell_length_a                   13.331(3)
_cell_length_b                   15.185(4)
_cell_length_c                   20.477(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.895(3)
_cell_angle_gamma                90.00
_cell_volume                     4144.8(17)
_cell_formula_units_Z            12
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5901
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      22.1

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2136
_exptl_absorpt_coefficient_mu    0.509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8623
_exptl_absorpt_correction_T_max  0.9050
_exptl_absorpt_process_details   sadabs

_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_decay_%        ?
_diffrn_reflns_number            31339
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         0.99
_diffrn_reflns_theta_max         25.68
_reflns_number_total             7783
_reflns_number_gt                6803
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0782P)²+31.3036P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7783
_refine_ls_number_parameters     613
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.2039
_refine_ls_wR_factor_gt          0.1834
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.003
_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
C1 C 0.1859(7) 0.0476(5) -0.0258(4) 0.043(2) Uani 1 1 d . . .
H1A H 0.2101 0.0313 -0.0686 0.052 Uiso 1 1 calc R . .
H1B H 0.1245 0.0812 -0.0316 0.052 Uiso 1 1 calc R . .
C2 C 0.1652(5) -0.0369(4) 0.0155(3) 0.0255(14) Uani 1 1 d . . .
H2A H 0.1061 -0.0287 0.0417 0.031 Uiso 1 1 calc R . .
H2B H 0.1540 -0.0870 -0.0131 0.031 Uiso 1 1 calc R . .
C3 C 0.2467(7) 0.1078(4) 0.0802(3) 0.0369(18) Uani 1 1 d . . .
H3A H 0.1801 0.1305 0.0885 0.044 Uiso 1 1 calc R . .
H3B H 0.2953 0.1483 0.0992 0.044 Uiso 1 1 calc R . .
C4 C 0.2589(5) 0.0165(4) 0.1117(3) 0.0177(12) Uani 1 1 d . . .
H4A H 0.3221 0.0136 0.1357 0.021 Uiso 1 1 calc R . .
H4B H 0.2051 0.0063 0.1421 0.021 Uiso 1 1 calc R . .
C5 C 0.3648(6) 0.0561(5) 0.0032(4) 0.0365(17) Uani 1 1 d . . .
H5A H 0.4127 0.0817 0.0338 0.044 Uiso 1 1 calc R . .
H5B H 0.3901 0.0630 -0.0407 0.044 Uiso 1 1 calc R . .
C6 C 0.3485(5) -0.0424(4) 0.0188(3) 0.0226(13) Uani 1 1 d . . .
H6A H 0.3408 -0.0754 -0.0216 0.027 Uiso 1 1 calc R . .
H6B H 0.4064 -0.0654 0.0424 0.027 Uiso 1 1 calc R . .
C7 C 0.2685(6) 0.1919(4) -0.0213(3) 0.0327(16) Uani 1 1 d . . .
H7A H 0.2069 0.2230 -0.0144 0.049 Uiso 1 1 calc R . .
H7B H 0.2796 0.1862 -0.0673 0.049 Uiso 1 1 calc R . .
H7C H 0.3231 0.2238 -0.0014 0.049 Uiso 1 1 calc R . .
C8 C 0.2533(5) -0.1438(4) 0.0885(3) 0.0228(13) Uani 1 1 d . . .
H8A H 0.2585 -0.1870 0.0545 0.034 Uiso 1 1 calc R . .
H8B H 0.1911 -0.1517 0.1108 0.034 Uiso 1 1 calc R . .
H8C H 0.3082 -0.1507 0.1190 0.034 Uiso 1 1 calc R . .
C9 C 0.1927(5) 0.5821(4) 0.0851(3) 0.0260(14) Uani 1 1 d . . .
H9A H 0.1792 0.5809 0.0384 0.031 Uiso 1 1 calc R . .
H9B H 0.1537 0.6293 0.1040 0.031 Uiso 1 1 calc R . .
C10 C 0.3031(5) 0.5983(5) 0.0978(4) 0.0351(17) Uani 1 1 d . . .
H10A H 0.3116 0.6416 0.1323 0.042 Uiso 1 1 calc R . .
H10B H 0.3337 0.6212 0.0586 0.042 Uiso 1 1 calc R . .
C11 C 0.2127(5) 0.4222(4) 0.0771(3) 0.0272(15) Uani 1 1 d . . .
H11A H 0.1807 0.4167 0.0345 0.033 Uiso 1 1 calc R . .
H11B H 0.2054 0.3667 0.1000 0.033 Uiso 1 1 calc R . .
C12 C 0.3235(5) 0.4434(6) 0.0694(4) 0.043(2) Uani 1 1 d . . .
H12A H 0.3632 0.3907 0.0766 0.051 Uiso 1 1 calc R . .
H12B H 0.3354 0.4643 0.0255 0.051 Uiso 1 1 calc R . .
C13 C 0.2039(5) 0.4928(4) 0.1834(3) 0.0243(14) Uani 1 1 d . . .
H13A H 0.1775 0.4419 0.2059 0.029 Uiso 1 1 calc R . .
H13B H 0.1824 0.5451 0.2064 0.029 Uiso 1 1 calc R . .
C14 C 0.3174(5) 0.4887(4) 0.1841(3) 0.0232(13) Uani 1 1 d . . .
H14A H 0.3445 0.5294 0.2163 0.028 Uiso 1 1 calc R . .
H14B H 0.3396 0.4297 0.1956 0.028 Uiso 1 1 calc R . .
C15 C 0.0529(5) 0.4840(5) 0.1127(4) 0.0303(15) Uani 1 1 d . . .
H15A H 0.0356 0.4273 0.1299 0.045 Uiso 1 1 calc R . .
H15B H 0.0295 0.4884 0.0683 0.045 Uiso 1 1 calc R . .
H15C H 0.0223 0.5292 0.1384 0.045 Uiso 1 1 calc R . .
C16 C 0.4648(5) 0.5241(6) 0.1193(4) 0.0393(18) Uani 1 1 d . . .
H16A H 0.4875 0.5380 0.0762 0.059 Uiso 1 1 calc R . .
H16B H 0.4961 0.4707 0.1341 0.059 Uiso 1 1 calc R . .
H16C H 0.4822 0.5713 0.1486 0.059 Uiso 1 1 calc R . .
C17 C 0.6758(5) 0.3346(4) 0.1965(3) 0.0217(13) Uani 1 1 d . . .
H17A H 0.6458 0.3868 0.2152 0.026 Uiso 1 1 calc R . .
H17B H 0.6485 0.3267 0.1527 0.026 Uiso 1 1 calc R . .
C18 C 0.7894(5) 0.3453(4) 0.1941(3) 0.0230(13) Uani 1 1 d . . .
H18A H 0.8090 0.3605 0.1501 0.028 Uiso 1 1 calc R . .
H18B H 0.8104 0.3927 0.2230 0.028 Uiso 1 1 calc R . .
C19 C 0.6849(5) 0.1733(4) 0.2019(3) 0.0212(13) Uani 1 1 d . . .
H19A H 0.6391 0.1618 0.1656 0.025 Uiso 1 1 calc R . .
H19B H 0.6837 0.1229 0.2310 0.025 Uiso 1 1 calc R . .
C20 C 0.7905(5) 0.1867(4) 0.1767(4) 0.0267(14) Uani 1 1 d . . .
H20A H 0.8290 0.1328 0.1818 0.032 Uiso 1 1 calc R . .
H20B H 0.7878 0.2016 0.1306 0.032 Uiso 1 1 calc R . .
C21 C 0.7129(5) 0.2622(4) 0.3008(3) 0.0235(13) Uani 1 1 d . . .
H21A H 0.6891 0.2195 0.3322 0.028 Uiso 1 1 calc R . .
H21B H 0.7051 0.3206 0.3194 0.028 Uiso 1 1 calc R . .
C22 C 0.8235(5) 0.2451(4) 0.2862(3) 0.0256(14) Uani 1 1 d . . .
H22A H 0.8656 0.2844 0.3119 0.031 Uiso 1 1 calc R . .
H22B H 0.8409 0.1849 0.2976 0.031 Uiso 1 1 calc R . .
C23 C 0.9504(5) 0.2647(5) 0.2022(4) 0.0342(16) Uani 1 1 d . . .
H23A H 0.9778 0.3171 0.2217 0.051 Uiso 1 1 calc R . .
H23B H 0.9611 0.2660 0.1560 0.051 Uiso 1 1 calc R . .
H23C H 0.9830 0.2140 0.2208 0.051 Uiso 1 1 calc R . .
C24 C 0.5429(5) 0.2485(5) 0.2521(4) 0.0313(15) Uani 1 1 d . . .
H24A H 0.5050 0.2509 0.2119 0.047 Uiso 1 1 calc R . .
H24B H 0.5237 0.2967 0.2796 0.047 Uiso 1 1 calc R . .
H24C H 0.5297 0.1939 0.2738 0.047 Uiso 1 1 calc R . .
Cl1 Cl 0.25239(12) 0.23586(9) 0.23786(7) 0.0188(3) Uani 1 1 d . . .
Cl2 Cl 0.54413(11) 0.97675(9) 0.16980(8) 0.0212(3) Uani 1 1 d . . .
Cl3 Cl 0.97777(11) 0.99692(9) 0.17231(8) 0.0210(3) Uani 1 1 d . . .
Cl4 Cl 0.75883(13) 0.54831(9) 0.11054(7) 0.0261(4) Uani 1 1 d . . .
Cl5 Cl 0.54410(12) 0.27162(10) 0.03092(7) 0.0235(3) Uani 1 1 d . . .
Cl6 Cl 0.98772(12) 0.26739(10) 0.00564(8) 0.0263(4) Uani 1 1 d . . .
N1 N 0.2620(4) 0.1012(3) 0.0092(2) 0.0205(11) Uani 1 1 d . . .
N2 N 0.2565(4) -0.0531(3) 0.0592(2) 0.0166(10) Uani 1 1 d . . .
N3 N 0.1631(4) 0.4949(3) 0.1152(3) 0.0189(11) Uani 1 1 d . . .
N4 N 0.3538(4) 0.5125(4) 0.1177(3) 0.0226(11) Uani 1 1 d . . .
N5 N 0.6523(4) 0.2550(3) 0.2380(3) 0.0197(11) Uani 1 1 d . . .
N6 N 0.8403(4) 0.2602(3) 0.2149(3) 0.0227(12) Uani 1 1 d . . .
O1 O 0.5151(5) 1.0027(5) 0.2324(3) 0.0598(18) Uani 1 1 d . . .
O2 O 0.5188(4) 1.0431(3) 0.1222(3) 0.0332(12) Uani 1 1 d . . .
O3 O 0.4948(4) 0.8956(3) 0.1518(3) 0.0427(14) Uani 1 1 d . . .
O4 O 0.6505(4) 0.9633(3) 0.1702(3) 0.0390(13) Uani 1 1 d . . .
O5 O 0.9831(5) 1.0551(4) 0.2276(3) 0.0448(14) Uani 1 1 d . . .
O6 O 0.8822(4) 0.9541(4) 0.1713(3) 0.0479(15) Uani 1 1 d . . .
O7 O 0.9874(4) 1.0467(3) 0.1130(2) 0.0348(12) Uani 1 1 d . . .
O8 O 1.0568(4) 0.9326(3) 0.1784(3) 0.0319(11) Uani 1 1 d . . .
O9 O 1.0091(4) 0.3516(4) -0.0219(3) 0.0483(15) Uani 1 1 d . . .
O10 O 0.9979(5) 0.1993(4) -0.0420(3) 0.0529(16) Uani 1 1 d . . .
O11 O 1.0577(4) 0.2521(3) 0.0597(3) 0.0349(12) Uani 1 1 d . . .
O12 O 0.8870(4) 0.2668(4) 0.0291(3) 0.0404(13) Uani 1 1 d . . .
O13 O 0.7258(5) 0.6260(3) 0.0765(2) 0.0396(14) Uani 1 1 d . A .
O14 O 0.7918(7) 0.4804(5) 0.0686(3) 0.044(2) Uani 0.759(12) 1 d PU A 1
O15 O 0.8480(5) 0.5730(5) 0.1515(4) 0.041(2) Uani 0.759(12) 1 d PU A 1
O16 O 0.6863(6) 0.5230(5) 0.1566(4) 0.044(2) Uani 0.759(12) 1 d PU A 1
O14' O 0.6831(18) 0.4771(15) 0.0746(11) 0.042(7) Uani 0.241(12) 1 d PU A 2
O15' O 0.845(3) 0.523(2) 0.0881(18) 0.078(11) Uani 0.241(12) 1 d PU A 2
O16' O 0.736(2) 0.5417(17) 0.1723(13) 0.048(7) Uani 0.241(12) 1 d PU A 2
O17 O 0.6437(4) 0.2426(4) 0.0490(3) 0.0382(13) Uani 1 1 d . . .
O18 O 0.5182(5) 0.2357(5) -0.0307(3) 0.0578(18) Uani 1 1 d . . .
O19 O 0.4748(4) 0.2507(4) 0.0812(3) 0.0386(13) Uani 1 1 d . . .
O20 O 0.5467(6) 0.3657(4) 0.0245(4) 0.074(3) Uani 1 1 d . . .
O21 O 0.3212(4) 0.2214(3) 0.2928(2) 0.0262(12) Uani 0.891(7) 1 d PU B 1
O22 O 0.2055(4) 0.1541(3) 0.2200(3) 0.0303(14) Uani 0.891(7) 1 d PU B 1
O23 O 0.1793(4) 0.3003(4) 0.2559(3) 0.0348(14) Uani 0.891(7) 1 d PU B 1
O24 O 0.3089(4) 0.2688(3) 0.1829(3) 0.0266(12) Uani 0.891(7) 1 d PU B 1
O21' O 0.175(3) 0.219(2) 0.2923(18) 0.016(9) Uani 0.109(7) 1 d PU B 2
O22' O 0.311(3) 0.302(2) 0.2556(18) 0.018(9) Uani 0.109(7) 1 d PU B 2
O23' O 0.288(3) 0.151(2) 0.2229(18) 0.016(9) Uani 0.109(7) 1 d PU B 2
O24' O 0.179(2) 0.258(2) 0.1820(15) 0.008(7) Uani 0.109(7) 1 d PU B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.477(9) . ?
C1 C2 1.564(9) . ?
C2 N2 1.519(8) . ?
C3 N1 1.475(8) . ?
C3 C4 1.537(8) . ?
C4 N2 1.506(7) . ?
C5 N1 1.538(9) . ?
C5 C6 1.546(9) . ?
C6 N2 1.499(8) . ?
C7 N1 1.514(7) . ?
C8 N2 1.504(7) . ?
C9 C10 1.510(10) . ?
C9 N3 1.516(7) . ?
C10 N4 1.521(8) . ?
C11 N3 1.508(8) . ?
C11 C12 1.522(11) . ?
C12 N4 1.494(9) . ?
C13 N3 1.491(8) . ?
C13 C14 1.514(9) . ?
C14 N4 1.495(8) . ?
C15 N3 1.478(9) . ?
C16 N4 1.490(9) . ?
C17 N5 1.512(8) . ?
C17 C18 1.525(9) . ?
C18 N6 1.518(7) . ?
C19 N5 1.512(7) . ?
C19 C20 1.521(9) . ?
C20 N6 1.511(8) . ?
C21 N5 1.513(8) . ?
C21 C22 1.532(9) . ?
C22 N6 1.499(9) . ?
C23 N6 1.497(9) . ?
C24 N5 1.495(9) . ?
Cl1 O22' 1.32(4) . ?
Cl1 O23' 1.42(4) . ?
Cl1 O23 1.433(6) . ?
Cl1 O22 1.434(5) . ?
Cl1 O24 1.452(5) . ?
Cl1 O21 1.457(5) . ?
Cl1 O24' 1.53(3) . ?
Cl1 O21' 1.55(4) . ?
Cl2 O1 1.401(6) . ?
Cl2 O4 1.433(5) . ?
Cl2 O2 1.439(5) . ?
Cl2 O3 1.442(5) . ?
Cl3 O6 1.431(5) . ?
Cl3 O5 1.438(5) . ?
Cl3 O7 1.439(5) . ?
Cl3 O8 1.441(5) . ?
Cl4 O15' 1.30(4) . ?
Cl4 O16' 1.31(3) . ?
Cl4 O16 1.414(7) . ?
Cl4 O14 1.417(7) . ?
Cl4 O13 1.435(5) . ?
Cl4 O15 1.492(7) . ?
Cl4 O14' 1.65(2) . ?
Cl5 O18 1.413(6) . ?
Cl5 O19 1.431(5) . ?
Cl5 O20 1.436(6) . ?
Cl5 O17 1.441(5) . ?
Cl6 O9 1.428(5) . ?
Cl6 O10 1.429(6) . ?
Cl6 O12 1.433(6) . ?
Cl6 O11 1.456(5) . ?

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 C2 108.4(6) . . ?
N2 C2 C1 107.7(5) . . ?
N1 C3 C4 109.7(5) . . ?
N2 C4 C3 109.4(5) . . ?
N1 C5 C6 106.6(5) . . ?
N2 C6 C5 109.7(5) . . ?
C10 C9 N3 109.4(5) . . ?
C9 C10 N4 109.5(6) . . ?
N3 C11 C12 109.5(5) . . ?
N4 C12 C11 109.4(6) . . ?
N3 C13 C14 111.1(5) . . ?
N4 C14 C13 108.6(5) . . ?
N5 C17 C18 108.6(5) . . ?
N6 C18 C17 109.8(5) . . ?
N5 C19 C20 109.3(5) . . ?
N6 C20 C19 108.9(5) . . ?
N5 C21 C22 108.9(5) . . ?
N6 C22 C21 108.9(5) . . ?
O22' Cl1 O23' 124(2) . . ?
O22' Cl1 O23 79.0(16) . . ?
O23' Cl1 O23 155.9(16) . . ?
O22' Cl1 O22 169.3(17) . . ?
O23' Cl1 O22 45.5(15) . . ?
O23 Cl1 O22 111.2(4) . . ?
O22' Cl1 O24 68.8(16) . . ?
O23' Cl1 O24 88.2(15) . . ?
O23 Cl1 O24 109.1(3) . . ?
O22 Cl1 O24 109.3(3) . . ?
O22' Cl1 O21 62.7(17) . . ?
O23' Cl1 O21 79.5(15) . . ?
O23 Cl1 O21 109.1(3) . . ?
O22 Cl1 O21 109.4(3) . . ?
O24 Cl1 O21 108.7(3) . . ?
O22' Cl1 O24' 114(2) . . ?
O23' Cl1 O24' 104.6(19) . . ?
O23 Cl1 O24' 67.3(12) . . ?
O22 Cl1 O24' 74.1(12) . . ?
O24 Cl1 O24' 71.4(12) . . ?
O21 Cl1 O24' 175.9(12) . . ?
O22' Cl1 O21' 109(2) . . ?
O23' Cl1 O21' 104(2) . . ?
O23 Cl1 O21' 57.6(14) . . ?
O22 Cl1 O21' 75.6(14) . . ?
O24 Cl1 O21' 166.3(14) . . ?
O21 Cl1 O21' 80.7(14) . . ?
O24' Cl1 O21' 98.4(18) . . ?
O1 Cl2 O4 108.8(4) . . ?
O1 Cl2 O2 111.0(4) . . ?
O4 Cl2 O2 109.0(3) . . ?
O1 Cl2 O3 110.1(4) . . ?
O4 Cl2 O3 109.1(3) . . ?
O2 Cl2 O3 108.9(3) . . ?
O6 Cl3 O5 108.9(4) . . ?
O6 Cl3 O7 108.5(3) . . ?
O5 Cl3 O7 109.8(3) . . ?
O6 Cl3 O8 110.1(3) . . ?
O5 Cl3 O8 108.8(3) . . ?
O7 Cl3 O8 110.8(3) . . ?
O15' Cl4 O16' 122(2) . . ?
O15' Cl4 O16 140.5(16) . . ?
O16' Cl4 O16 33.4(12) . . ?
O15' Cl4 O14 44.6(17) . . ?
O16' Cl4 O14 127.4(12) . . ?
O16 Cl4 O14 115.4(5) . . ?
O15' Cl4 O13 109.6(16) . . ?
O16' Cl4 O13 117.4(12) . . ?
O16 Cl4 O13 109.8(4) . . ?
O14 Cl4 O13 113.5(4) . . ?
O15' Cl4 O15 64.7(17) . . ?
O16' Cl4 O15 70.7(14) . . ?
O16 Cl4 O15 103.9(5) . . ?
O14 Cl4 O15 105.8(5) . . ?
O13 Cl4 O15 107.5(4) . . ?
O15' Cl4 O14' 101(2) . . ?
O16' Cl4 O14' 103.5(16) . . ?
O16 Cl4 O14' 72.4(9) . . ?
O14 Cl4 O14' 56.2(9) . . ?
O13 Cl4 O14' 98.2(9) . . ?
O15 Cl4 O14' 153.5(9) . . ?
O18 Cl5 O19 114.0(4) . . ?
O18 Cl5 O20 108.0(5) . . ?
O19 Cl5 O20 107.7(3) . . ?
O18 Cl5 O17 108.8(3) . . ?
O19 Cl5 O17 110.4(3) . . ?
O20 Cl5 O17 107.7(4) . . ?
O9 Cl6 O10 110.9(4) . . ?
O9 Cl6 O12 109.4(3) . . ?
O10 Cl6 O12 108.9(4) . . ?
O9 Cl6 O11 108.3(3) . . ?
O10 Cl6 O11 109.7(4) . . ?
O12 Cl6 O11 109.7(3) . . ?
C3 N1 C1 114.3(6) . . ?
C3 N1 C7 110.7(5) . . ?
C1 N1 C7 110.1(5) . . ?
C3 N1 C5 104.2(6) . . ?
C1 N1 C5 108.8(6) . . ?
C7 N1 C5 108.4(5) . . ?
C6 N2 C8 110.3(5) . . ?
C6 N2 C4 108.1(4) . . ?
C8 N2 C4 111.0(4) . . ?
C6 N2 C2 108.2(5) . . ?
C8 N2 C2 110.8(5) . . ?
C4 N2 C2 108.4(5) . . ?
C15 N3 C13 112.2(5) . . ?
C15 N3 C11 110.1(5) . . ?
C13 N3 C11 108.2(5) . . ?
C15 N3 C9 110.4(5) . . ?
C13 N3 C9 107.7(5) . . ?
C11 N3 C9 108.1(5) . . ?
C16 N4 C12 110.9(5) . . ?
C16 N4 C14 110.2(5) . . ?
C12 N4 C14 110.1(6) . . ?
C16 N4 C10 109.9(6) . . ?
C12 N4 C10 108.0(6) . . ?
C14 N4 C10 107.6(5) . . ?
C24 N5 C17 111.9(5) . . ?
C24 N5 C19 109.2(5) . . ?
C17 N5 C19 108.6(5) . . ?
C24 N5 C21 110.5(5) . . ?
C17 N5 C21 107.9(5) . . ?
C19 N5 C21 108.7(5) . . ?
C23 N6 C22 109.8(5) . . ?
C23 N6 C20 111.6(5) . . ?
C22 N6 C20 108.7(5) . . ?
C23 N6 C18 110.3(5) . . ?
C22 N6 C18 109.3(5) . . ?
C20 N6 C18 107.1(5) . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         1.428
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.111
