# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Partha  Mukherjee'
_publ_contact_author_email       psm@ipc.iisc.ernet.in
_publ_author_name                'Partha  Mukherjee'

data_complex-1
_database_code_depnum_ccdc_archive 'CCDC 817019'
#TrackingRef '- complex-1-2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H9 O4, C4 H9 N O'
_chemical_formula_sum            'C21 H18 N O5'
_chemical_formula_weight         364.36

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   6.6344(12)
_cell_length_b                   14.612(3)
_cell_length_c                   19.350(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.758(4)
_cell_angle_gamma                90.00
_cell_volume                     1871.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'block shape'
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1142
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_correction_T_min  0.658
_exptl_absorpt_correction_T_max  0.709
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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 scan'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16040
_diffrn_reflns_av_R_equivalents  0.1261
_diffrn_reflns_av_sigmaI/netI    0.1574
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         28.12
_reflns_number_total             4430
_reflns_number_gt                1740
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1035P)^2^+0.4352P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4430
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.2765
_refine_ls_R_factor_gt           0.1349
_refine_ls_wR_factor_ref         0.3020
_refine_ls_wR_factor_gt          0.2389
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.003

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 0.1411(8) 0.3726(4) 0.8646(3) 0.0405(13) Uani 1 1 d . . .
C2 C 0.9312(7) 0.4176(3) 1.0292(2) 0.0344(12) Uani 1 1 d . . .
O4 O -0.3458(6) 0.3205(3) 0.7804(2) 0.0640(13) Uani 1 1 d . . .
C4 C -0.0356(7) 0.3264(3) 0.8471(3) 0.0374(12) Uani 1 1 d . . .
C5 C 0.2491(7) 0.2543(4) 0.9431(3) 0.0435(14) Uani 1 1 d . . .
C6 C 1.1260(7) 0.4538(3) 1.0515(3) 0.0373(13) Uani 1 1 d . . .
C7 C 0.4685(7) 0.3865(3) 0.9335(3) 0.0398(13) Uani 1 1 d . . .
C8 C 0.6209(8) 0.4235(3) 0.9537(3) 0.0420(13) Uani 1 1 d . . .
C9 C -0.0696(8) 0.2431(4) 0.8776(3) 0.0432(14) Uani 1 1 d . . .
C10 C 0.8095(7) 0.4634(3) 0.9778(2) 0.0345(12) Uani 1 1 d . . .
O1 O 0.1755(6) 0.0837(3) 0.9984(3) 0.0845(16) Uani 1 1 d . . .
C12 C 0.0733(7) 0.2062(3) 0.9256(3) 0.0447(14) Uani 1 1 d . . .
O2 O -0.1295(6) 0.0772(3) 0.9448(3) 0.0966(19) Uani 1 1 d . . .
C14 C 1.2472(10) 0.4042(4) 1.1012(3) 0.0547(16) Uani 1 1 d . . .
C15 C 0.0386(9) 0.1167(4) 0.9591(3) 0.0610(18) Uani 1 1 d . . .
C16 C 0.2862(7) 0.3380(3) 0.9132(3) 0.0385(13) Uani 1 1 d . . .
C17 C -0.1860(9) 0.3697(4) 0.7960(3) 0.0511(15) Uani 1 1 d . . .
O3 O -0.1597(6) 0.4450(3) 0.7729(2) 0.0790(15) Uani 1 1 d . . .
C19 C 0.8707(9) 0.3353(4) 1.0608(3) 0.0508(16) Uani 1 1 d . . .
C20 C 1.1841(11) 0.3262(5) 1.1288(4) 0.070(2) Uani 1 1 d . . .
C21 C 0.9910(10) 0.2910(5) 1.1090(3) 0.068(2) Uani 1 1 d . . .
H5 H 0.941(8) 0.231(4) 1.131(3) 0.079(19) Uiso 1 1 d . . .
H1 H -0.187(6) 0.214(3) 0.8675(19) 0.016(11) Uiso 1 1 d . . .
H4 H 0.748(7) 0.314(3) 1.046(3) 0.052(16) Uiso 1 1 d . . .
H2 H 0.342(6) 0.227(3) 0.977(2) 0.036(13) Uiso 1 1 d . . .
H6 H 1.259(8) 0.297(4) 1.163(3) 0.064(18) Uiso 1 1 d . . .
H8 H -0.411(11) 0.357(5) 0.747(4) 0.12(3) Uiso 1 1 d . . .
O10 O 0.8758(8) 0.0985(4) 0.1965(3) 0.1030(19) Uani 1 1 d . . .
C51 C 0.8929(12) -0.0638(6) 0.2506(4) 0.111(3) Uani 1 1 d . . .
H51A H 0.8728 -0.1264 0.2636 0.167 Uiso 1 1 calc R . .
H51B H 0.8872 -0.0253 0.2906 0.167 Uiso 1 1 calc R . .
H51C H 1.0226 -0.0576 0.2318 0.167 Uiso 1 1 calc R . .
C50 C 0.5437(11) -0.0948(5) 0.1782(5) 0.119(3) Uani 1 1 d . . .
H50A H 0.5723 -0.1526 0.2002 0.179 Uiso 1 1 calc R . .
H50B H 0.5208 -0.1037 0.1291 0.179 Uiso 1 1 calc R . .
H50C H 0.4253 -0.0685 0.1962 0.179 Uiso 1 1 calc R . .
C53 C 0.5658(13) 0.0750(7) 0.1209(5) 0.131(4) Uani 1 1 d D . .
H53A H 0.5895 0.1376 0.1087 0.197 Uiso 1 1 calc R . .
H53B H 0.4366 0.0700 0.1402 0.197 Uiso 1 1 calc R . .
H53C H 0.5677 0.0374 0.0803 0.197 Uiso 1 1 calc R . .
N1 N 0.7146(14) -0.0333(7) 0.1918(6) 0.168(5) Uani 1 1 d . . .
C52 C 0.7521(19) 0.0393(8) 0.1811(6) 0.145(5) Uani 1 1 d D . .
H11 H 0.163(7) 0.424(3) 0.847(2) 0.030(14) Uiso 1 1 d . . .
H9 H 1.370(8) 0.431(4) 1.114(3) 0.069(19) Uiso 1 1 d . . .
H10 H -0.156(13) 0.004(7) 0.972(5) 0.19(4) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.041(3) 0.032(3) 0.048(4) -0.001(3) 0.003(3) -0.007(3)
C2 0.029(3) 0.039(3) 0.035(3) -0.007(2) 0.006(2) -0.012(2)
O4 0.059(3) 0.067(3) 0.063(3) 0.003(2) -0.027(2) -0.008(2)
C4 0.033(3) 0.038(3) 0.041(3) -0.003(3) 0.001(2) -0.006(2)
C5 0.033(3) 0.049(4) 0.047(4) 0.001(3) -0.011(3) -0.001(3)
C6 0.036(3) 0.037(3) 0.039(3) -0.005(2) 0.002(2) -0.007(2)
C7 0.034(3) 0.038(3) 0.047(3) -0.006(3) 0.003(2) -0.007(2)
C8 0.038(3) 0.040(3) 0.048(3) -0.004(3) 0.003(2) -0.005(2)
C9 0.031(3) 0.044(3) 0.053(4) -0.005(3) -0.008(3) -0.013(3)
C10 0.030(3) 0.039(3) 0.035(3) -0.008(2) 0.002(2) -0.009(2)
O1 0.065(3) 0.071(3) 0.111(4) 0.046(3) -0.045(3) -0.025(2)
C12 0.035(3) 0.043(3) 0.055(4) 0.003(3) -0.005(3) -0.009(2)
O2 0.068(3) 0.075(3) 0.139(5) 0.054(3) -0.051(3) -0.046(3)
C14 0.055(4) 0.056(4) 0.051(4) 0.004(3) -0.011(3) -0.010(3)
C15 0.054(4) 0.058(4) 0.069(4) 0.013(3) -0.016(3) -0.024(3)
C16 0.033(3) 0.035(3) 0.048(3) -0.009(3) 0.001(2) -0.011(2)
C17 0.056(4) 0.048(4) 0.048(4) -0.007(3) -0.006(3) 0.000(3)
O3 0.070(3) 0.064(3) 0.099(4) 0.028(3) -0.025(3) -0.004(2)
C19 0.050(4) 0.051(4) 0.051(4) 0.009(3) -0.004(3) -0.022(3)
C20 0.086(5) 0.057(4) 0.064(5) 0.022(4) -0.027(4) -0.010(4)
C21 0.082(5) 0.056(4) 0.064(4) 0.022(4) -0.006(4) -0.026(4)
O10 0.098(4) 0.093(4) 0.112(4) 0.028(3) -0.041(3) -0.045(3)
C51 0.107(7) 0.128(8) 0.094(6) -0.004(5) -0.030(5) 0.038(6)
C50 0.080(5) 0.105(6) 0.174(9) -0.075(6) 0.021(5) -0.047(5)
C53 0.115(7) 0.157(9) 0.116(8) 0.011(7) -0.043(6) -0.026(6)
N1 0.138(8) 0.161(9) 0.214(11) -0.112(9) 0.091(8) -0.087(7)
C52 0.185(12) 0.106(8) 0.153(10) -0.046(8) 0.084(9) -0.076(9)

_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C4 1.375(7) . ?
C1 C16 1.396(7) . ?
C2 C10 1.409(6) . ?
C2 C19 1.418(7) . ?
C2 C6 1.436(6) . ?
O4 C17 1.301(6) . ?
C4 C9 1.377(7) . ?
C4 C17 1.499(7) . ?
C5 C12 1.385(7) . ?
C5 C16 1.381(7) . ?
C6 C14 1.412(7) . ?
C6 C10 1.415(7) 3_767 ?
C7 C8 1.190(6) . ?
C7 C16 1.434(6) . ?
C8 C10 1.431(6) . ?
C9 C12 1.392(7) . ?
C10 C6 1.415(7) 3_767 ?
O1 C15 1.244(6) . ?
C12 C15 1.483(7) . ?
O2 C15 1.270(6) . ?
C14 C20 1.338(8) . ?
C17 O3 1.204(6) . ?
C19 C21 1.352(8) . ?
C20 C21 1.410(9) . ?
O10 C52 1.215(10) . ?
C51 N1 1.649(12) . ?
C50 N1 1.457(9) . ?
C53 C52 1.723(14) . ?
N1 C52 1.112(12) . ?

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 C1 C16 121.8(5) . . ?
C10 C2 C19 122.8(4) . . ?
C10 C2 C6 120.0(4) . . ?
C19 C2 C6 117.3(5) . . ?
C9 C4 C1 119.3(5) . . ?
C9 C4 C17 122.3(5) . . ?
C1 C4 C17 118.3(5) . . ?
C12 C5 C16 121.2(5) . . ?
C14 C6 C10 122.6(5) . 3_767 ?
C14 C6 C2 118.4(5) . . ?
C10 C6 C2 119.0(5) 3_767 . ?
C8 C7 C16 176.1(6) . . ?
C7 C8 C10 176.9(6) . . ?
C4 C9 C12 120.3(5) . . ?
C6 C10 C2 121.0(4) 3_767 . ?
C6 C10 C8 119.9(5) 3_767 . ?
C2 C10 C8 119.0(4) . . ?
C5 C12 C9 119.5(5) . . ?
C5 C12 C15 119.5(5) . . ?
C9 C12 C15 121.0(5) . . ?
C20 C14 C6 122.0(6) . . ?
O1 C15 O2 123.5(6) . . ?
O1 C15 C12 118.8(5) . . ?
O2 C15 C12 117.7(6) . . ?
C5 C16 C1 118.0(5) . . ?
C5 C16 C7 119.5(5) . . ?
C1 C16 C7 122.5(5) . . ?
O3 C17 O4 123.7(6) . . ?
O3 C17 C4 121.6(5) . . ?
O4 C17 C4 114.7(6) . . ?
C21 C19 C2 122.1(5) . . ?
C14 C20 C21 120.3(7) . . ?
C19 C21 C20 119.9(6) . . ?
C52 N1 C50 137.4(15) . . ?
C52 N1 C51 103.1(11) . . ?
C50 N1 C51 118.2(10) . . ?
N1 C52 O10 142.0(16) . . ?
N1 C52 C53 104.8(12) . . ?
O10 C52 C53 113.2(9) . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        28.12
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.055
#==== END

data_complex-2
_database_code_depnum_ccdc_archive 'CCDC 817020'
#TrackingRef '- complex-1-2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H34 O8, 2(C H Cl3)'
_chemical_formula_sum            'C44 H36 Cl6 O8'
_chemical_formula_weight         905.47

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'
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           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                   9.0622(6)
_cell_length_b                   10.4386(6)
_cell_length_c                   13.4203(13)
_cell_angle_alpha                96.907(7)
_cell_angle_beta                 106.550(7)
_cell_angle_gamma                114.877(4)
_cell_volume                     1061.10(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'block shape'
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             459
_exptl_absorpt_coefficient_mu    0.458
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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 scan'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19456
_diffrn_reflns_av_R_equivalents  0.1059
_diffrn_reflns_av_sigmaI/netI    0.2502
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.65
_diffrn_reflns_theta_max         30.00
_reflns_number_total             6239
_reflns_number_gt                1515
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0393P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6239
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2434
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1247
_refine_ls_wR_factor_gt          0.0921
_refine_ls_goodness_of_fit_ref   0.686
_refine_ls_restrained_S_all      0.686
_refine_ls_shift/su_max          0.176
_refine_ls_shift/su_mean         0.007

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 0.20310(13) 0.11033(12) 0.31756(9) 0.0953(4) Uani 1 1 d . . .
Cl2 Cl 0.39612(13) 0.10527(12) 0.52519(8) 0.0970(4) Uani 1 1 d . . .
C3 C 0.3730(3) -0.0097(3) 0.9041(3) 0.0401(8) Uani 1 1 d . . .
C4 C 0.4832(3) -0.0745(3) 0.8982(3) 0.0411(8) Uani 1 1 d . . .
O4 O -0.3848(2) 0.3505(2) 0.88021(16) 0.0567(6) Uani 1 1 d . . .
C6 C 0.3912(3) 0.0630(3) 1.0055(3) 0.0394(8) Uani 1 1 d . . .
C7 C 0.0767(3) 0.2404(3) 1.0287(3) 0.0413(8) Uani 1 1 d . . .
C8 C 0.0196(4) 0.4441(3) 1.2556(3) 0.0538(9) Uani 1 1 d . . .
C9 C -0.0544(4) 0.2344(4) 0.9408(3) 0.0490(9) Uani 1 1 d . . .
C10 C -0.1603(3) 0.2949(3) 0.9537(3) 0.0425(8) Uani 1 1 d . . .
O6 O 0.1501(3) 0.4437(2) 1.33322(19) 0.0708(7) Uani 1 1 d . . .
C12 C -0.2970(4) 0.2845(3) 0.8547(3) 0.0498(9) Uani 1 1 d . . .
C13 C -0.1362(4) 0.3613(3) 1.0561(3) 0.0454(9) Uani 1 1 d . . .
C14 C -0.0043(4) 0.3704(3) 1.1458(3) 0.0445(8) Uani 1 1 d . . .
O5 O -0.0682(3) 0.4963(3) 1.27368(18) 0.0811(8) Uani 1 1 d . . .
C16 C 0.1848(4) 0.1761(3) 1.0164(2) 0.0460(8) Uani 1 1 d . . .
C17 C 0.0999(4) 0.3086(3) 1.1311(3) 0.0439(8) Uani 1 1 d . . .
C18 C 0.2783(4) 0.1255(3) 1.0110(2) 0.0452(8) Uani 1 1 d . . .
O3 O -0.3218(3) 0.2288(3) 0.7647(2) 0.0736(8) Uani 1 1 d . . .
C20 C 0.2325(4) -0.0925(4) 0.7096(3) 0.0626(11) Uani 1 1 d . . .
C21 C 0.2478(4) -0.0239(4) 0.8060(3) 0.0525(9) Uani 1 1 d . . .
C22 C 0.4602(4) -0.1479(4) 0.7949(3) 0.0554(10) Uani 1 1 d . . .
C24 C 0.3403(5) -0.1565(4) 0.7038(3) 0.0668(11) Uani 1 1 d . . .
C25 C -0.5196(5) 0.3515(5) 0.7893(3) 0.0615(11) Uani 1 1 d . . .
C26 C 0.1753(10) 0.5081(9) 1.4429(4) 0.124(3) Uani 1 1 d . . .
Cl3 Cl 0.07239(19) -0.14421(14) 0.38885(11) 0.1539(6) Uani 1 1 d . . .
C1S C 0.2597(5) 0.0031(4) 0.3929(3) 0.0713(11) Uani 1 1 d . . .
C50 C -0.5995(7) 0.4286(6) 0.8373(4) 0.0804(14) Uani 1 1 d . . .
C51 C 0.2711(8) 0.4685(6) 1.5184(4) 0.155(2) Uani 1 1 d . . .
H51A H 0.2874 0.5167 1.5893 0.232 Uiso 1 1 calc R . .
H51B H 0.3832 0.4970 1.5128 0.232 Uiso 1 1 calc R . .
H51C H 0.2102 0.3640 1.5065 0.232 Uiso 1 1 calc R . .
H2 H -0.204(3) 0.399(3) 1.0691(19) 0.040(8) Uiso 1 1 d . . .
H5 H 0.530(3) -0.186(3) 0.7911(19) 0.039(8) Uiso 1 1 d . . .
H3 H -0.074(3) 0.194(3) 0.874(2) 0.029(9) Uiso 1 1 d . . .
H4 H 0.181(3) 0.020(3) 0.809(2) 0.049(8) Uiso 1 1 d . . .
H1 H 0.190(3) 0.316(2) 1.1952(19) 0.038(7) Uiso 1 1 d . . .
H16 H -0.457(3) 0.408(3) 0.748(2) 0.057(10) Uiso 1 1 d . . .
H15 H -0.509(4) 0.537(4) 0.877(3) 0.100(15) Uiso 1 1 d . . .
H13 H -0.663(5) 0.363(4) 0.874(3) 0.14(2) Uiso 1 1 d . . .
H10 H 0.322(4) -0.037(4) 0.357(3) 0.109(13) Uiso 1 1 d . . .
H12 H 0.330(3) -0.208(3) 0.635(2) 0.062(10) Uiso 1 1 d . . .
H14 H -0.685(4) 0.434(4) 0.783(3) 0.097(12) Uiso 1 1 d . . .
H11 H 0.148(4) -0.103(3) 0.649(2) 0.059(10) Uiso 1 1 d . . .
H17 H -0.601(4) 0.246(4) 0.749(3) 0.096(14) Uiso 1 1 d . . .
H21 H 0.298(7) 0.586(6) 1.458(5) 0.20(4) Uiso 1 1 d . . .
H26 H 0.155(6) 0.587(5) 1.449(4) 0.16(2) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0926(7) 0.1290(10) 0.0997(9) 0.0597(8) 0.0378(6) 0.0753(7)
Cl2 0.1049(8) 0.1134(9) 0.0643(7) 0.0057(6) 0.0068(6) 0.0657(7)
C3 0.0402(18) 0.040(2) 0.046(2) 0.0124(17) 0.0193(16) 0.0223(16)
C4 0.0395(18) 0.041(2) 0.050(2) 0.0123(18) 0.0216(17) 0.0226(17)
O4 0.0533(13) 0.0676(16) 0.0608(16) 0.0162(13) 0.0127(11) 0.0450(13)
C6 0.0358(17) 0.0388(19) 0.054(2) 0.0139(17) 0.0212(16) 0.0233(16)
C7 0.0446(19) 0.042(2) 0.049(2) 0.0143(18) 0.0220(17) 0.0277(17)
C8 0.054(2) 0.056(2) 0.065(3) 0.017(2) 0.025(2) 0.036(2)
C9 0.055(2) 0.051(2) 0.052(3) 0.011(2) 0.025(2) 0.033(2)
C10 0.0407(18) 0.041(2) 0.054(2) 0.0147(18) 0.0186(17) 0.0252(17)
O6 0.0859(17) 0.0949(19) 0.0495(16) 0.0063(14) 0.0157(13) 0.0685(16)
C12 0.045(2) 0.044(2) 0.063(3) 0.013(2) 0.016(2) 0.0261(18)
C13 0.045(2) 0.045(2) 0.065(3) 0.022(2) 0.0255(19) 0.0323(18)
C14 0.0495(19) 0.046(2) 0.051(2) 0.0150(18) 0.0233(17) 0.0311(18)
O5 0.0859(17) 0.112(2) 0.0786(19) 0.0107(15) 0.0331(14) 0.0781(17)
C16 0.0455(18) 0.053(2) 0.055(2) 0.0169(17) 0.0238(16) 0.0335(18)
C17 0.0428(19) 0.053(2) 0.050(2) 0.0186(19) 0.0176(17) 0.0332(18)
C18 0.0477(19) 0.046(2) 0.055(2) 0.0139(17) 0.0244(16) 0.0302(18)
O3 0.0803(17) 0.093(2) 0.0583(18) 0.0066(16) 0.0157(15) 0.0609(16)
C20 0.057(2) 0.082(3) 0.052(3) 0.018(2) 0.012(2) 0.041(2)
C21 0.049(2) 0.066(3) 0.054(3) 0.017(2) 0.0177(19) 0.038(2)
C22 0.062(2) 0.060(3) 0.060(3) 0.012(2) 0.030(2) 0.040(2)
C24 0.082(3) 0.080(3) 0.045(3) 0.005(2) 0.024(2) 0.047(2)
C25 0.055(2) 0.068(3) 0.065(3) 0.020(3) 0.009(2) 0.040(3)
C26 0.177(7) 0.177(6) 0.045(3) -0.008(4) 0.010(3) 0.137(7)
Cl3 0.1550(12) 0.0977(10) 0.1227(12) 0.0314(9) 0.0206(9) 0.0048(9)
C1S 0.085(3) 0.076(3) 0.057(3) 0.007(2) 0.010(2) 0.055(3)
C50 0.072(3) 0.093(4) 0.092(4) 0.024(3) 0.016(3) 0.063(3)
C51 0.273(7) 0.186(6) 0.058(3) 0.032(4) 0.048(4) 0.164(6)

_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1S 1.732(3) . ?
Cl2 C1S 1.733(4) . ?
C3 C6 1.405(4) . ?
C3 C21 1.415(4) . ?
C3 C4 1.435(3) . ?
C4 C6 1.410(4) 2_657 ?
C4 C22 1.413(4) . ?
O4 C12 1.336(3) . ?
O4 C25 1.465(3) . ?
C6 C4 1.410(4) 2_657 ?
C6 C18 1.440(3) . ?
C7 C17 1.383(4) . ?
C7 C9 1.388(4) . ?
C7 C16 1.434(3) . ?
C8 O5 1.198(3) . ?
C8 O6 1.336(3) . ?
C8 C14 1.488(4) . ?
C9 C10 1.388(4) . ?
C10 C13 1.374(4) . ?
C10 C12 1.491(4) . ?
O6 C26 1.453(5) . ?
C12 O3 1.189(3) . ?
C13 C14 1.395(4) . ?
C14 C17 1.391(3) . ?
C16 C18 1.185(3) . ?
C20 C21 1.342(4) . ?
C20 C24 1.409(4) . ?
C22 C24 1.349(4) . ?
C25 C50 1.490(5) . ?
C26 C51 1.361(6) . ?
Cl3 C1S 1.726(4) . ?

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
C6 C3 C21 122.6(3) . . ?
C6 C3 C4 119.5(3) . . ?
C21 C3 C4 117.9(3) . . ?
C6 C4 C22 122.7(3) 2_657 . ?
C6 C4 C3 119.3(3) 2_657 . ?
C22 C4 C3 117.9(3) . . ?
C12 O4 C25 116.1(3) . . ?
C3 C6 C4 121.2(2) . 2_657 ?
C3 C6 C18 119.3(3) . . ?
C4 C6 C18 119.5(3) 2_657 . ?
C17 C7 C9 118.2(3) . . ?
C17 C7 C16 119.6(3) . . ?
C9 C7 C16 122.1(3) . . ?
O5 C8 O6 123.2(3) . . ?
O5 C8 C14 124.6(3) . . ?
O6 C8 C14 112.2(3) . . ?
C7 C9 C10 121.7(3) . . ?
C13 C10 C9 119.3(3) . . ?
C13 C10 C12 122.6(3) . . ?
C9 C10 C12 118.1(3) . . ?
C8 O6 C26 115.0(3) . . ?
O3 C12 O4 124.2(3) . . ?
O3 C12 C10 124.8(3) . . ?
O4 C12 C10 111.0(3) . . ?
C10 C13 C14 120.3(3) . . ?
C13 C14 C17 119.5(3) . . ?
C13 C14 C8 119.0(3) . . ?
C17 C14 C8 121.5(3) . . ?
C18 C16 C7 177.1(3) . . ?
C7 C17 C14 121.0(3) . . ?
C16 C18 C6 179.2(3) . . ?
C21 C20 C24 120.0(4) . . ?
C20 C21 C3 122.1(3) . . ?
C24 C22 C4 121.8(3) . . ?
C22 C24 C20 120.3(4) . . ?
O4 C25 C50 106.3(3) . . ?
C51 C26 O6 112.9(4) . . ?
Cl3 C1S Cl2 110.8(2) . . ?
Cl3 C1S Cl1 109.65(19) . . ?
Cl2 C1S Cl1 111.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.928
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.928
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.043