# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_Compound1
_database_code_depnum_ccdc_archive 'CCDC 1020784'
_audit_update_record             
;
2014-08-22 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H76 K2 La2 N16 O42 S4'
_chemical_formula_sum            'C56 H76 K2 La2 N16 O42 S4'
_chemical_formula_weight         2129.58

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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   35.033(5)
_cell_length_b                   12.727(6)
_cell_length_c                   25.692(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.914(5)
_cell_angle_gamma                90
_cell_volume                     10770(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    846
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      16.90

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             4304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.192
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.084
_exptl_absorpt_coefficient_mu    1.018
_shelx_estimated_absorpt_T_min   0.829
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_T_max  0.918
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'SEALED TUBE'
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42725
_diffrn_reflns_av_unetI/netI     0.3147
_diffrn_reflns_av_R_equivalents  0.2137
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.715
_diffrn_reflns_theta_max         25.744
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9958
_reflns_number_gt                3802
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.

 The quality of the data was poor due to the crystal quality
 and also the crystal is thin and very weakly diffracting, 
 so that a large proportion of essentially "unobserved" reflections
 were used in the refinement. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 The relatively large residual density on La ion is believed to be
 due to anomalous dispersion effects.
 None of the hydrogen atoms at the hetero atoms were located from
 the difference Fourier map and thus were inserted in calculated
 positions and refined by using a riding model (AFIX).
 The O60, O70 and O80 hydrogen atoms were inserted in calculated
 positions by means of the CALC-OH routine of WinGX and their
 positions had to be fixed to avoid their displacement thus giving
 quite unreasonable results. 
 The atomic position of the potassium cation appears to be disordered over
 two orientations and was refined with the use of PART instruction. The 
 occupancy of "K1" and "K1b" components were refined to a ratio of 78% and 22%.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1050P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00059(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9958
_refine_ls_number_parameters     557
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.2057
_refine_ls_R_factor_gt           0.0902
_refine_ls_wR_factor_ref         0.2420
_refine_ls_wR_factor_gt          0.2058
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_restrained_S_all      0.886
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.020 0.000 1356 579 ' '
2 0.500 -0.006 0.272 1356 579 ' '
_platon_squeeze_details          
;
;

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1071(3) 0.2823(6) 0.5585(3) 0.051(4) Uani 1 1 d G . . . .
C2 C 0.1047(3) 0.2158(5) 0.5145(4) 0.051(4) Uani 1 1 d G . . . .
C3 C 0.0987(3) 0.2574(8) 0.4623(3) 0.057(4) Uani 1 1 d G . . . .
H3 H 0.0971 0.2129 0.4329 0.068 Uiso 1 1 calc R U . . .
C4 C 0.0951(4) 0.3654(8) 0.4540(3) 0.075(5) Uani 1 1 d G . . . .
C5 C 0.0975(3) 0.4318(5) 0.4980(4) 0.070(5) Uani 1 1 d G . . . .
H5 H 0.0951 0.5041 0.4924 0.085 Uiso 1 1 calc R U . . .
C6 C 0.1035(3) 0.3903(5) 0.5502(3) 0.051(4) Uani 1 1 d G . . . .
C7 C 0.1159(8) 0.7565(16) 0.5713(10) 0.137(9) Uani 1 1 d . U . . .
H11A H 0.1165 0.6938 0.5508 0.205 Uiso 1 1 calc R U . . .
H11B H 0.1386 0.8001 0.5730 0.205 Uiso 1 1 calc R U . . .
H11C H 0.0911 0.7941 0.5532 0.205 Uiso 1 1 calc R U . . .
C8 C 0.1180(8) 0.7291(15) 0.6263(11) 0.121(8) Uani 1 1 d . U . . .
C9 C 0.1143(6) 0.6174(10) 0.6373(8) 0.079(6) Uani 1 1 d D U . . .
C10 C 0.1176(7) 0.5707(16) 0.6914(7) 0.093(7) Uani 1 1 d D . . . .
C11 C 0.1276(8) 0.6478(16) 0.7415(9) 0.155(10) Uani 1 1 d . U . . .
H61A H 0.1448 0.7032 0.7369 0.233 Uiso 1 1 calc R U . . .
H61B H 0.1414 0.6104 0.7752 0.233 Uiso 1 1 calc R U . . .
H61C H 0.1029 0.6773 0.7434 0.233 Uiso 1 1 calc R U . . .
C21 C 0.2072(4) 0.3042(8) 0.5948(5) 0.033(3) Uani 1 1 d . . . . .
C22 C 0.2033(4) 0.3034(9) 0.5371(4) 0.035(3) Uani 1 1 d . . . . .
C23 C 0.1976(5) 0.3898(9) 0.5066(5) 0.043(4) Uani 1 1 d . . . . .
H23 H 0.1947 0.3848 0.4693 0.052 Uiso 1 1 calc R U . . .
C24 C 0.1960(5) 0.4860(8) 0.5291(5) 0.042(4) Uani 1 1 d . . . . .
C25 C 0.2008(4) 0.4955(9) 0.5831(6) 0.045(4) Uani 1 1 d . . . . .
H25 H 0.2010 0.5621 0.5980 0.054 Uiso 1 1 calc R U . . .
C26 C 0.2057(4) 0.4070(9) 0.6176(5) 0.034(3) Uani 1 1 d . . . . .
C27 C 0.2050(6) -0.1128(10) 0.4552(6) 0.088(6) Uani 1 1 d . U . . .
H27A H 0.1777 -0.1245 0.4307 0.132 Uiso 1 1 calc R U . . .
H27B H 0.2116 -0.1635 0.4846 0.132 Uiso 1 1 calc R U . . .
H27C H 0.2234 -0.1199 0.4350 0.132 Uiso 1 1 calc R U . . .
C28 C 0.2083(5) -0.0068(10) 0.4785(5) 0.050(4) Uani 1 1 d . . . . .
C29 C 0.1972(5) 0.0841(9) 0.4457(4) 0.043(4) Uani 1 1 d . . . . .
C30 C 0.1862(4) 0.0840(10) 0.3847(5) 0.039(3) Uani 1 1 d . . . . .
C31 C 0.1814(5) 0.1889(9) 0.3535(5) 0.045(4) Uani 1 1 d . . . . .
H31A H 0.2060 0.2291 0.3683 0.068 Uiso 1 1 calc R U . . .
H31B H 0.1592 0.2277 0.3578 0.068 Uiso 1 1 calc R U . . .
H31C H 0.1762 0.1756 0.3149 0.068 Uiso 1 1 calc R U . . .
C41 C 0.2238(8) -0.0870(14) 0.6480(6) 0.089(7) Uani 1 1 d . . . . .
H41 H 0.2036 -0.1366 0.6326 0.107 Uiso 1 1 calc R U . . .
C42 C 0.2902(7) -0.0358(17) 0.6650(7) 0.121(9) Uani 1 1 d . . . . .
H42A H 0.3079 -0.0442 0.6438 0.182 Uiso 1 1 calc R U . . .
H42B H 0.3056 -0.0430 0.7037 0.182 Uiso 1 1 calc R U . . .
H42C H 0.2779 0.0326 0.6582 0.182 Uiso 1 1 calc R U . . .
C43 C 0.2682(7) -0.2080(13) 0.6276(8) 0.116(8) Uani 1 1 d . . . . .
H43A H 0.2832 -0.1945 0.6033 0.175 Uiso 1 1 calc R U . . .
H43B H 0.2430 -0.2418 0.6073 0.175 Uiso 1 1 calc R U . . .
H43C H 0.2838 -0.2529 0.6573 0.175 Uiso 1 1 calc R U . . .
C50 C 0.1149(6) 0.2634(12) 0.7436(7) 0.087(7) Uani 1 1 d . . . . .
H40 H 0.1055 0.3093 0.7138 0.105 Uiso 1 1 calc R U . . .
C51 C 0.1195(7) 0.2355(19) 0.8398(8) 0.144(10) Uani 1 1 d . . . . .
H51A H 0.0983 0.1999 0.8485 0.216 Uiso 1 1 calc R U . . .
H51B H 0.1315 0.2879 0.8675 0.216 Uiso 1 1 calc R U . . .
H51C H 0.1399 0.1857 0.8391 0.216 Uiso 1 1 calc R U . . .
C52 C 0.0778(10) 0.372(2) 0.7923(11) 0.190(12) Uani 1 1 d . U . . .
H52A H 0.0617 0.3513 0.8143 0.285 Uiso 1 1 calc R U . . .
H52B H 0.0603 0.3910 0.7559 0.285 Uiso 1 1 calc R U . . .
H52C H 0.0947 0.4302 0.8094 0.285 Uiso 1 1 calc R U . . .
N1 N 0.1069(5) 0.4556(8) 0.5979(5) 0.074(5) Uani 1 1 d . . . . .
H1 H 0.1075 0.4273 0.6286 0.089 Uiso 1 1 calc R U . . .
N2 N 0.1088(5) 0.5570(9) 0.5939(6) 0.086(5) Uani 1 1 d . . . . .
N3 N 0.0898(6) 0.4095(16) 0.4008(8) 0.120(7) Uani 1 1 d . U . . .
N4 N 0.2045(3) 0.2001(7) 0.5168(4) 0.034(2) Uani 1 1 d . U . . .
H4 H 0.2103 0.1484 0.5397 0.041 Uiso 1 1 calc R U . . .
N5 N 0.1969(3) 0.1818(7) 0.4646(4) 0.036(3) Uani 1 1 d . U . . .
N6 N 0.1873(5) 0.5800(9) 0.4956(5) 0.071(5) Uani 1 1 d . . . . .
N40 N 0.2602(5) -0.1120(10) 0.6496(5) 0.058(4) Uani 1 1 d . . . . .
N50 N 0.1035(6) 0.2834(13) 0.7883(7) 0.109(6) Uani 1 1 d . U . . .
O1 O 0.1106(3) 0.2445(6) 0.6079(3) 0.043(2) Uani 1 1 d . . . . .
O2 O 0.1071(5) 0.4831(9) 0.6947(5) 0.097(5) Uani 1 1 d . . . . .
K1B K 0.0403(4) -0.0404(8) 0.6060(4) 0.028(4) Uani 0.215(6) 1 d . U P A 2
O3 O 0.1230(6) 0.7925(10) 0.6632(7) 0.158(7) Uani 1 1 d . U . . .
O4 O 0.0824(6) 0.5023(13) 0.3944(7) 0.160(7) Uani 1 1 d . U . . .
O5 O 0.0913(6) 0.3476(12) 0.3629(6) 0.133(6) Uani 1 1 d . . . . .
O6 O 0.2111(3) 0.2203(5) 0.6226(3) 0.033(2) Uani 1 1 d . . . . .
O7 O 0.1822(3) 0.0010(7) 0.3591(3) 0.062(3) Uani 1 1 d . . . . .
O8 O 0.2203(3) 0.0020(6) 0.5302(4) 0.053(3) Uani 1 1 d . . . . .
O9 O 0.1781(4) 0.5706(8) 0.4456(5) 0.088(4) Uani 1 1 d . . . . .
O10 O 0.1871(5) 0.6653(7) 0.5170(4) 0.100(5) Uani 1 1 d . . . . .
O11 O 0.1448(3) 0.0631(6) 0.5722(3) 0.053(3) Uani 1 1 d . . . . .
O12 O 0.0721(3) 0.0411(7) 0.5342(4) 0.059(3) Uani 1 1 d . . . . .
O13 O 0.1118(3) 0.0334(7) 0.4723(3) 0.064(3) Uani 1 1 d . . . . .
O21 O 0.1805(3) 0.3450(5) 0.6929(3) 0.033(2) Uani 1 1 d . . . . .
O22 O 0.2053(3) 0.5227(5) 0.6979(3) 0.040(2) Uani 1 1 d . . . . .
O23 O 0.2522(3) 0.3783(5) 0.7186(3) 0.037(2) Uani 1 1 d . . . . .
O40 O 0.2131(3) -0.0049(7) 0.6646(3) 0.053(3) Uani 1 1 d . . . . .
O50 O 0.1355(3) 0.1939(7) 0.7392(4) 0.053(3) Uani 1 1 d . . . . .
O60 O 0.2375(3) 0.1765(5) 0.7504(3) 0.040(2) Uani 1 1 d . . . . .
O70 O 0.1805(3) 0.0051(5) 0.7509(3) 0.041(2) Uani 1 1 d . . . . .
O80 O 0.1093(3) 0.0128(6) 0.6533(3) 0.056(3) Uani 1 1 d . . . . .
S1 S 0.10930(13) 0.0774(3) 0.52339(14) 0.0508(11) Uani 1 1 d . . . . .
S2 S 0.21157(12) 0.4139(2) 0.68690(12) 0.0344(9) Uani 1 1 d . . . . .
La1 La 0.16964(3) 0.14190(5) 0.67198(3) 0.0295(3) Uani 1 1 d . . . . .
K1 K -0.00414(11) 0.0668(2) 0.50694(13) 0.0341(11) Uani 0.785(6) 1 d . U P A 1
H60A H 0.2587 0.1354 0.7437 0.051 Uiso 1 1 d . U . . .
H60C H 0.2445 0.2500 0.7501 0.051 Uiso 1 1 d . U . . .
H70A H 0.2012 -0.0446 0.7500 0.051 Uiso 1 1 d . U . . .
H70C H 0.1907 0.0416 0.7866 0.051 Uiso 1 1 d . U . . .
H80A H 0.1223 -0.0507 0.6477 0.041 Uiso 1 1 d . U . . .
H80B H 0.1090 0.0062 0.6909 0.041 Uiso 1 1 d . U . . .


_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 O1 1.324(9) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 C3 1.3900 . ?
C2 S1 1.776(7) . ?
C3 C4 1.3900 . ?
C3 H3 0.9300 . ?
C4 C5 1.3900 . ?
C4 N3 1.431(17) . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 N1 1.452(13) . ?
C7 C8 1.43(3) . ?
C7 H11A 0.9600 . ?
C7 H11B 0.9600 . ?
C7 H11C 0.9600 . ?
C8 O3 1.21(2) . ?
C8 C9 1.46(2) . ?
C9 N2 1.313(19) . ?
C9 C10 1.479(16) . ?
C10 O2 1.19(2) . ?
C10 C11 1.56(2) . ?
C11 H61A 0.9600 . ?
C11 H61B 0.9600 . ?
C11 H61C 0.9600 . ?
C21 O6 1.266(12) . ?
C21 C22 1.441(15) . ?
C21 C26 1.442(15) . ?
C22 C23 1.325(15) . ?
C22 N4 1.420(13) . ?
C23 C24 1.364(15) . ?
C23 H23 0.9300 . ?
C24 C25 1.343(16) . ?
C24 N6 1.445(14) . ?
C25 C26 1.407(15) . ?
C25 H25 0.9300 . ?
C26 S2 1.725(12) . ?
C27 C28 1.465(16) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 O8 1.254(13) . ?
C28 C29 1.405(16) . ?
C29 N5 1.335(13) . ?
C29 C30 1.480(15) . ?
C30 O7 1.227(13) . ?
C30 C31 1.538(16) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C41 O40 1.23(2) . ?
C41 N40 1.30(2) . ?
C41 H41 0.9300 . ?
C42 N40 1.39(2) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 N40 1.414(18) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C50 O50 1.170(17) . ?
C50 N50 1.365(19) . ?
C50 H40 0.9300 . ?
C51 N50 1.39(2) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 N50 1.46(3) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
N1 N2 1.298(14) . ?
N1 H1 0.8600 . ?
N3 O4 1.21(2) . ?
N3 O5 1.27(2) . ?
N4 N5 1.297(11) . ?
N4 H4 0.8600 . ?
N6 O9 1.219(14) . ?
N6 O10 1.219(14) . ?
O1 La1 2.525(8) . ?
K1B O80 2.402(16) . ?
K1B O12 2.667(15) . ?
K1B H80A 2.705(13) . ?
K1B H80B 2.705(12) . ?
O6 La1 2.442(8) . ?
O11 S1 1.447(9) . ?
O11 La1 2.610(8) . ?
O12 S1 1.497(11) . ?
O12 K1 2.540(11) . ?
O12 K1 2.636(11) 5_556 ?
O13 S1 1.456(9) . ?
O21 S2 1.446(9) . ?
O21 La1 2.641(7) . ?
O22 S2 1.445(7) . ?
O23 S2 1.451(9) . ?
O40 La1 2.458(9) . ?
O50 La1 2.502(9) . ?
O60 La1 2.579(8) . ?
O60 H60A 0.970 . ?
O60 H60C 0.970 . ?
O70 La1 2.600(7) . ?
O70 H70A 0.970 . ?
O70 H70C 0.980 . ?
O80 La1 2.590(9) . ?
O80 H80A 0.960 . ?
O80 H80B 0.970 . ?
K1 K1 1.782(6) 5_556 ?
K1 O12 2.636(11) 5_556 ?

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
O1 C1 C2 121.2(6) . . ?
O1 C1 C6 118.6(6) . . ?
C2 C1 C6 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 S1 121.4(5) . . ?
C3 C2 S1 118.6(5) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 N3 119.3(12) . . ?
C3 C4 N3 120.6(12) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 N1 122.6(7) . . ?
C1 C6 N1 117.4(7) . . ?
C8 C7 H11A 109.5 . . ?
C8 C7 H11B 109.5 . . ?
H11A C7 H11B 109.5 . . ?
C8 C7 H11C 109.5 . . ?
H11A C7 H11C 109.5 . . ?
H11B C7 H11C 109.5 . . ?
O3 C8 C7 124(2) . . ?
O3 C8 C9 120(2) . . ?
C7 C8 C9 116.7(18) . . ?
N2 C9 C8 113.7(17) . . ?
N2 C9 C10 120.3(13) . . ?
C8 C9 C10 126.0(18) . . ?
O2 C10 C9 121.2(16) . . ?
O2 C10 C11 121.3(18) . . ?
C9 C10 C11 116.5(18) . . ?
C10 C11 H61A 109.5 . . ?
C10 C11 H61B 109.5 . . ?
H61A C11 H61B 109.5 . . ?
C10 C11 H61C 109.5 . . ?
H61A C11 H61C 109.5 . . ?
H61B C11 H61C 109.5 . . ?
O6 C21 C22 122.0(10) . . ?
O6 C21 C26 123.2(10) . . ?
C22 C21 C26 114.8(10) . . ?
C23 C22 N4 124.6(10) . . ?
C23 C22 C21 123.1(11) . . ?
N4 C22 C21 112.3(9) . . ?
C22 C23 C24 120.8(11) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 120.7(10) . . ?
C25 C24 N6 117.9(11) . . ?
C23 C24 N6 121.4(11) . . ?
C24 C25 C26 121.5(11) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C25 C26 C21 119.0(11) . . ?
C25 C26 S2 123.7(9) . . ?
C21 C26 S2 117.3(8) . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O8 C28 C29 119.1(10) . . ?
O8 C28 C27 117.8(12) . . ?
C29 C28 C27 123.1(12) . . ?
N5 C29 C28 125.7(10) . . ?
N5 C29 C30 110.7(10) . . ?
C28 C29 C30 123.6(10) . . ?
O7 C30 C29 120.6(11) . . ?
O7 C30 C31 119.7(10) . . ?
C29 C30 C31 119.6(10) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O40 C41 N40 127(2) . . ?
O40 C41 H41 116.4 . . ?
N40 C41 H41 116.4 . . ?
N40 C42 H42A 109.5 . . ?
N40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N40 C43 H43A 109.5 . . ?
N40 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
N40 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O50 C50 N50 126.2(16) . . ?
O50 C50 H40 116.9 . . ?
N50 C50 H40 116.9 . . ?
N50 C51 H51A 109.5 . . ?
N50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
N50 C52 H52A 109.5 . . ?
N50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N2 N1 C6 119.7(12) . . ?
N2 N1 H1 120.2 . . ?
C6 N1 H1 120.2 . . ?
N1 N2 C9 120.8(14) . . ?
O4 N3 O5 124.5(19) . . ?
O4 N3 C4 118(2) . . ?
O5 N3 C4 117.7(17) . . ?
N5 N4 C22 121.7(9) . . ?
N5 N4 H4 119.2 . . ?
C22 N4 H4 119.2 . . ?
N4 N5 C29 121.3(9) . . ?
O9 N6 O10 121.6(11) . . ?
O9 N6 C24 118.3(12) . . ?
O10 N6 C24 120.1(11) . . ?
C41 N40 C42 118.6(16) . . ?
C41 N40 C43 121.6(18) . . ?
C42 N40 C43 119.0(18) . . ?
C50 N50 C51 125.5(19) . . ?
C50 N50 C52 124(2) . . ?
C51 N50 C52 109.2(17) . . ?
C1 O1 La1 126.9(7) . . ?
O80 K1B O12 69.9(4) . . ?
O80 K1B H80A 20.7(2) . . ?
O12 K1B H80A 69.9(4) . . ?
O80 K1B H80B 20.9(2) . . ?
O12 K1B H80B 90.4(4) . . ?
H80A K1B H80B 32.78(15) . . ?
C21 O6 La1 132.1(8) . . ?
S1 O11 La1 134.7(6) . . ?
S1 O12 K1 144.1(6) . . ?
S1 O12 K1 144.2(5) . 5_556 ?
S1 O12 K1B 147.5(7) . . ?
S2 O21 La1 129.3(4) . . ?
C41 O40 La1 159.9(13) . . ?
C50 O50 La1 136.2(10) . . ?
La1 O60 H60A 109.00 . . ?
La1 O60 H60C 109.00 . . ?
H60A O60 H60C 108.00 . . ?
La1 O70 H70A 109.00 . . ?
La1 O70 H70C 109.00 . . ?
H70A O70 H70C 107.00 . . ?
K1B O80 La1 152.8(5) . . ?
K1B O80 H80A 97.7(6) . . ?
La1 O80 H80A 99.00 . . ?
K1B O80 H80B 97.3(7) . . ?
La1 O80 H80B 99.00 . . ?
H80A O80 H80B 104.00 . . ?
O11 S1 O13 115.8(6) . . ?
O11 S1 O12 110.3(6) . . ?
O13 S1 O12 111.8(6) . . ?
O11 S1 C2 104.4(5) . . ?
O13 S1 C2 107.3(5) . . ?
O12 S1 C2 106.5(6) . . ?
O22 S2 O21 113.0(5) . . ?
O22 S2 O23 112.1(5) . . ?
O21 S2 O23 112.3(5) . . ?
O22 S2 C26 106.2(5) . . ?
O21 S2 C26 104.5(5) . . ?
O23 S2 C26 108.2(6) . . ?
O6 La1 O40 77.1(3) . . ?
O6 La1 O50 139.4(3) . . ?
O40 La1 O50 135.1(3) . . ?
O6 La1 O1 87.1(3) . . ?
O40 La1 O1 137.3(3) . . ?
O50 La1 O1 80.5(3) . . ?
O6 La1 O60 77.5(3) . . ?
O40 La1 O60 76.1(3) . . ?
O50 La1 O60 86.9(3) . . ?
O1 La1 O60 138.9(2) . . ?
O6 La1 O80 139.0(2) . . ?
O40 La1 O80 89.5(3) . . ?
O50 La1 O80 75.1(3) . . ?
O1 La1 O80 76.8(3) . . ?
O60 La1 O80 136.9(3) . . ?
O6 La1 O70 136.4(3) . . ?
O40 La1 O70 67.8(3) . . ?
O50 La1 O70 67.4(3) . . ?
O1 La1 O70 136.4(3) . . ?
O60 La1 O70 69.8(3) . . ?
O80 La1 O70 67.2(3) . . ?
O6 La1 O11 72.8(3) . . ?
O40 La1 O11 68.9(3) . . ?
O50 La1 O11 134.6(3) . . ?
O1 La1 O11 68.5(3) . . ?
O60 La1 O11 138.0(3) . . ?
O80 La1 O11 66.2(3) . . ?
O70 La1 O11 114.8(2) . . ?
O6 La1 O21 68.7(2) . . ?
O40 La1 O21 135.2(3) . . ?
O50 La1 O21 70.8(3) . . ?
O1 La1 O21 69.9(2) . . ?
O60 La1 O21 69.1(2) . . ?
O80 La1 O21 135.3(3) . . ?
O70 La1 O21 121.6(2) . . ?
O11 La1 O21 123.5(2) . . ?
K1 K1 O12 72.8(3) 5_556 . ?
K1 K1 O12 67.0(3) 5_556 5_556 ?
O12 K1 O12 139.8(2) . 5_556 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H11A N2 0.96 2.13 2.64(2) 111.5 .
C11 H61A O3 0.96 2.12 2.69(3) 117.1 .
C27 H27A O7 0.96 2.48 2.735(17) 94.9 .
C27 H27B O10 0.96 2.58 3.401(17) 143.3 1_545
C31 H31C O23 0.96 3.00 3.537(16) 117.0 7_556
C42 H42A O9 0.96 2.53 3.41(2) 153.2 7_556
C43 H43A O9 0.96 2.66 3.54(2) 153.5 7_556
C50 H40 O2 0.93 2.27 3.040(19) 139.6 .
C52 H52C O4 0.96 2.52 3.03(3) 113.7 6_566
N1 H1 O2 0.86 1.85 2.509(16) 132.6 .
N4 H4 O8 0.86 1.93 2.579(12) 131.6 .
O60 H60A O22 0.970 2.150 2.792(11) 122.5(5) 4_546
O60 H60C O23 0.970 1.880 2.794(10) 156.00 .
O60 H60C S2 0.970 2.650 3.407(8) 135.00 .
O70 H70A O23 0.970 1.840 2.744(12) 153.9(5) 4_546
O70 H70A S2 0.970 2.980 3.753(10) 137.8(5) 4_546
O70 H70C O7 0.980 2.060 2.762(11) 127.0(5) 6_556

_refine_diff_density_max         1.947
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.197

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_Compound2
_database_code_depnum_ccdc_archive 'CCDC 1020785'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '3(C16 H12 Cl N2 O6 S), H18 O9 Sm, 2(H2 O)'
_chemical_formula_sum            'C48 H58 Cl3 N6 O29 S3 Sm'
_chemical_formula_weight         1535.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.2987(5)
_cell_length_b                   12.1861(5)
_cell_length_c                   23.7103(10)
_cell_angle_alpha                76.866(2)
_cell_angle_beta                 77.383(2)
_cell_angle_gamma                87.504(2)
_cell_volume                     3102.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9976
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      22.31

_exptl_crystal_description       PLATE
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_F_000             1562
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.269
_shelx_estimated_absorpt_T_min   0.768
_shelx_estimated_absorpt_T_max   0.894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            63896
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.616
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11370
_reflns_number_gt                7779
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 All non-hydrogen atoms were refined anisotropically. 
 All hydrogen atoms bonded to carbon were included in the
 model at  geometrically calculated positions and refined using
 a riding model. The coordinated water  hydrogen atoms were
 located in the difference Fourier synthesis and refined with
 the help of distance restraints. The oxygen atoms of the S1-
 and S2- containing sulfonate groups are disordered over two
 orientations and were refined with the use of PART instruction.
 The occupancies of O11a, O12a, O13a and O11b, O12b, O13b from S1
 refined to a ratio of 50-50%, as well as the ratio of O21a, O22a,
 O23a and O21b, O22b, O23b from the S2-sulfonate.
 Reliable H positions of the water molecules O1w and O2w could not
 be determined from Fourier maps, most probably due to disorder, but
 the structure was refined with the H atoms of the uncoordinated
 water molecules.  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1435P)²+7.0688P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11370
_refine_ls_number_parameters     870
_refine_ls_number_restraints     96
_refine_ls_R_factor_all          0.1198
_refine_ls_R_factor_gt           0.0827
_refine_ls_wR_factor_ref         0.2354
_refine_ls_wR_factor_gt          0.2135
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.500 27 12 ' '
_platon_squeeze_details          
;
 Although data resulting from the use of Platon Squeeze
 are indicated the corrected hkl file did not improve the final
 R factor and electrons could not be removed from the model.
 Electron density close to O6 could not be acertained.
;

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3711(8) 0.3081(7) 0.3132(4) 0.042(2) Uani 1 1 d . . . . .
C2 C 0.4355(8) 0.2666(7) 0.2668(4) 0.044(2) Uani 1 1 d . . . . .
H2 H 0.4457 0.1893 0.2706 0.053 Uiso 1 1 calc R U . . .
C3 C 0.4847(8) 0.3390(7) 0.2151(4) 0.040(2) Uani 1 1 d . . . . .
C4 C 0.4699(7) 0.4554(7) 0.2089(4) 0.039(2) Uani 1 1 d . . . . .
H4 H 0.5040 0.5046 0.1734 0.047 Uiso 1 1 calc R U . . .
C5 C 0.4053(7) 0.4958(7) 0.2552(4) 0.0378(19) Uani 1 1 d . . . . .
C6 C 0.3507(8) 0.4225(8) 0.3080(4) 0.046(2) Uani 1 1 d . . . . .
C7 C 0.3598(14) 0.9613(10) 0.2554(7) 0.092(4) Uani 1 1 d . . . . .
H7A H 0.2845 0.9774 0.2800 0.138 Uiso 1 1 calc R U . . .
H7B H 0.3624 0.9999 0.2151 0.138 Uiso 1 1 calc R U . . .
H7C H 0.4261 0.9864 0.2687 0.138 Uiso 1 1 calc R U . . .
C8 C 0.3693(10) 0.8389(9) 0.2593(5) 0.055(3) Uani 1 1 d . . . . .
C9 C 0.4299(8) 0.7949(7) 0.2076(4) 0.042(2) Uani 1 1 d . . . . .
C10 C 0.5001(9) 0.8671(8) 0.1528(4) 0.049(2) Uani 1 1 d . . . . .
C11 C 0.5073(8) 0.8398(7) 0.0939(4) 0.048(2) Uani 1 1 d . . . . .
C12 C 0.4231(9) 0.7732(9) 0.0817(5) 0.057(3) Uani 1 1 d . . . . .
H12 H 0.3627 0.7358 0.1125 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4280(12) 0.7622(10) 0.0251(6) 0.076(3) Uani 1 1 d . . . . .
H13 H 0.3702 0.7190 0.0173 0.092 Uiso 1 1 calc R U . . .
C14 C 0.5186(16) 0.8152(12) -0.0199(6) 0.093(5) Uani 1 1 d . . . . .
H14 H 0.5216 0.8080 -0.0584 0.112 Uiso 1 1 calc R U . . .
C15 C 0.6038(14) 0.8778(12) -0.0094(7) 0.096(5) Uani 1 1 d . . . . .
H15 H 0.6664 0.9117 -0.0402 0.115 Uiso 1 1 calc R U . . .
C16 C 0.5964(10) 0.8911(10) 0.0486(6) 0.072(3) Uani 1 1 d . . . . .
H16 H 0.6535 0.9357 0.0560 0.086 Uiso 1 1 calc R U . . .
C21 C 0.0044(7) 0.7989(7) 0.2969(4) 0.039(2) Uani 1 1 d . . . . .
C22 C 0.0490(8) 0.8783(7) 0.2462(4) 0.043(2) Uani 1 1 d . . . . .
H22 H 0.0428 0.9546 0.2463 0.052 Uiso 1 1 calc R U . . .
C23 C 0.1028(8) 0.8438(7) 0.1957(4) 0.039(2) Uani 1 1 d . . . . .
C24 C 0.1125(7) 0.7326(7) 0.1941(4) 0.0368(19) Uani 1 1 d . . . . .
H24 H 0.1484 0.7111 0.1590 0.044 Uiso 1 1 calc R U . . .
C25 C 0.0685(7) 0.6523(6) 0.2449(4) 0.0325(18) Uani 1 1 d . . . . .
C26 C 0.0134(7) 0.6832(7) 0.2968(4) 0.0373(19) Uani 1 1 d . . . . .
C27 C 0.1201(11) 0.1809(7) 0.2552(5) 0.063(3) Uani 1 1 d . . . . .
H27A H 0.0508 0.1380 0.2796 0.094 Uiso 1 1 calc R U . . .
H27B H 0.1911 0.1547 0.2702 0.094 Uiso 1 1 calc R U . . .
H27C H 0.1306 0.1718 0.2153 0.094 Uiso 1 1 calc R U . . .
C28 C 0.1010(8) 0.3027(6) 0.2562(4) 0.0369(19) Uani 1 1 d . . . . .
C29 C 0.1498(7) 0.3923(6) 0.2028(3) 0.0320(17) Uani 1 1 d . . . . .
C30 C 0.2248(7) 0.3635(7) 0.1479(4) 0.0376(19) Uani 1 1 d . . . . .
C31 C 0.2227(8) 0.4374(7) 0.0892(4) 0.039(2) Uani 1 1 d . . . . .
C32 C 0.3188(10) 0.4335(9) 0.0431(5) 0.060(3) Uani 1 1 d . . . . .
H32 H 0.3861 0.3909 0.0508 0.072 Uiso 1 1 calc R U . . .
C33 C 0.3190(14) 0.4893(11) -0.0131(5) 0.086(4) Uani 1 1 d . . . . .
H33 H 0.3871 0.4871 -0.0430 0.103 Uiso 1 1 calc R U . . .
C34 C 0.2182(14) 0.5498(10) -0.0261(5) 0.080(4) Uani 1 1 d . . . . .
H34 H 0.2158 0.5846 -0.0651 0.096 Uiso 1 1 calc R U . . .
C35 C 0.1238(12) 0.5572(9) 0.0186(5) 0.069(3) Uani 1 1 d . . . . .
H35 H 0.0573 0.6006 0.0104 0.083 Uiso 1 1 calc R U . . .
C36 C 0.1231(8) 0.5009(7) 0.0774(4) 0.043(2) Uani 1 1 d . . . . .
H36 H 0.0568 0.5063 0.1078 0.052 Uiso 1 1 calc R U . . .
C41 C 0.6520(7) 0.6636(7) 0.3072(3) 0.0349(18) Uani 1 1 d . . . . .
C42 C 0.7070(8) 0.6156(7) 0.2608(4) 0.038(2) Uani 1 1 d . . . . .
H42 H 0.7047 0.5379 0.2650 0.046 Uiso 1 1 calc R U . . .
C43 C 0.7650(8) 0.6833(7) 0.2084(4) 0.0378(19) Uani 1 1 d . . . . .
C44 C 0.7750(7) 0.7986(7) 0.2020(3) 0.0337(18) Uani 1 1 d . . . . .
H44 H 0.8182 0.8432 0.1670 0.040 Uiso 1 1 calc R U . . .
C45 C 0.7202(7) 0.8453(6) 0.2481(3) 0.0259(16) Uani 1 1 d . . . . .
C46 C 0.6534(7) 0.7810(6) 0.3004(3) 0.0305(17) Uani 1 1 d . . . . .
C47 C 0.7620(10) 1.3050(8) 0.2555(5) 0.058(3) Uani 1 1 d . . . . .
H47A H 0.6976 1.3245 0.2853 0.088 Uiso 1 1 calc R U . . .
H47B H 0.7552 1.3489 0.2172 0.088 Uiso 1 1 calc R U . . .
H47C H 0.8387 1.3203 0.2633 0.088 Uiso 1 1 calc R U . . .
C48 C 0.7533(9) 1.1827(7) 0.2564(4) 0.043(2) Uani 1 1 d . . . . .
C49 C 0.8091(7) 1.1346(6) 0.2066(4) 0.0359(19) Uani 1 1 d . . . . .
C50 C 0.9006(8) 1.1999(7) 0.1553(4) 0.044(2) Uani 1 1 d . . . . .
C51 C 0.9234(8) 1.1740(6) 0.0961(4) 0.0370(19) Uani 1 1 d . . . . .
C52 C 0.8363(8) 1.1317(7) 0.0734(4) 0.044(2) Uani 1 1 d . . . . .
H52 H 0.7601 1.1112 0.0972 0.053 Uiso 1 1 calc R U . . .
C53 C 0.8626(10) 1.1202(8) 0.0159(4) 0.055(3) Uani 1 1 d . . . . .
H53 H 0.8030 1.0945 0.0005 0.066 Uiso 1 1 calc R U . . .
C54 C 0.9765(11) 1.1463(9) -0.0194(5) 0.066(3) Uani 1 1 d . . . . .
H54 H 0.9941 1.1364 -0.0581 0.079 Uiso 1 1 calc R U . . .
C55 C 1.0629(10) 1.1867(9) 0.0027(5) 0.059(3) Uani 1 1 d . . . . .
H55 H 1.1395 1.2052 -0.0211 0.071 Uiso 1 1 calc R U . . .
C56 C 1.0375(8) 1.2001(8) 0.0592(4) 0.049(2) Uani 1 1 d . . . . .
H56 H 1.0977 1.2274 0.0737 0.059 Uiso 1 1 calc R U . . .
N1 N 0.3888(7) 0.6120(6) 0.2541(3) 0.0444(18) Uani 1 1 d . . . . .
H1 H 0.3467 0.6336 0.2844 0.053 Uiso 1 1 calc R U . . .
N2 N 0.4376(7) 0.6850(6) 0.2071(3) 0.0441(18) Uani 1 1 d . . . . .
N3 N 0.0790(6) 0.5366(5) 0.2470(3) 0.0354(16) Uani 1 1 d . . . . .
H3 H 0.0472 0.4892 0.2791 0.042 Uiso 1 1 calc R U . . .
N4 N 0.1360(6) 0.5001(5) 0.2012(3) 0.0331(15) Uani 1 1 d . . . . .
N5 N 0.7288(6) 0.9612(5) 0.2472(3) 0.0338(15) Uani 1 1 d . . . . .
H5 H 0.6885 0.9869 0.2766 0.041 Uiso 1 1 calc R U . . .
N6 N 0.7955(6) 1.0288(5) 0.2035(3) 0.0310(14) Uani 1 1 d . . . . .
O1 O 0.3198(7) 0.7746(6) 0.3054(4) 0.069(2) Uani 1 1 d . . . . .
O2 O 0.5501(8) 0.9516(6) 0.1560(4) 0.077(2) Uani 1 1 d . . . . .
O1W O 0.6389(7) 0.8418(8) 0.4629(3) 0.076(2) Uani 1 1 d . . . . .
O3 O 0.2827(7) 0.4701(6) 0.3506(3) 0.068(2) Uani 1 1 d . . . . .
H3O H 0.3232 0.4760 0.3746 0.102 Uiso 1 1 calc R U . . .
O4 O 0.0398(6) 0.3274(5) 0.3002(3) 0.0477(15) Uani 1 1 d . . . . .
O5 O 0.2863(6) 0.2796(6) 0.1519(3) 0.0579(18) Uani 1 1 d . . . . .
O6 O -0.0299(7) 0.6001(5) 0.3443(3) 0.065(2) Uani 1 1 d . . . . .
H6O H -0.0369 0.6236 0.3746 0.097 Uiso 1 1 calc R U . . .
O7 O 0.6877(7) 1.1220(5) 0.3011(3) 0.0591(18) Uani 1 1 d . . . . .
O8 O 0.9555(7) 1.2757(6) 0.1636(3) 0.074(2) Uani 1 1 d . . . . .
O9 O 0.5928(6) 0.8355(5) 0.3406(3) 0.0459(15) Uani 1 1 d . . . . .
H9O H 0.6159 0.8140 0.3718 0.069 Uiso 1 1 calc R U . . .
O10 O 0.9836(8) 0.2089(10) 0.4873(4) 0.107(3) Uani 1 1 d . . . . .
O11A O 0.3994(13) 0.2368(13) 0.4190(6) 0.062(4) Uani 0.519(10) 1 d . U P A 1
O12A O 0.2021(13) 0.2505(13) 0.4047(7) 0.064(4) Uani 0.519(10) 1 d . U P A 1
O13A O 0.3404(15) 0.1005(13) 0.3699(7) 0.076(5) Uani 0.519(10) 1 d . U P A 1
O11B O 0.301(3) 0.282(3) 0.4319(15) 0.166(12) Uani 0.481(10) 1 d . U P A 2
O13B O 0.4067(18) 0.1414(18) 0.4021(9) 0.095(6) Uani 0.481(10) 1 d . U P A 2
O12B O 0.2095(19) 0.176(2) 0.3871(9) 0.098(6) Uani 0.481(10) 1 d . U P A 2
O20 O 0.9074(6) 0.1543(6) 0.3901(3) 0.0613(19) Uani 1 1 d . . . . .
O30 O 0.8384(8) 0.3680(6) 0.4168(4) 0.091(3) Uani 1 1 d . . . . .
O31 O 0.6908(8) 0.5627(7) 0.4087(3) 0.081(2) Uani 1 1 d . . . . .
O32 O 0.5612(8) 0.4712(6) 0.3696(4) 0.080(2) Uani 1 1 d . . . . .
O33 O 0.4961(8) 0.6360(7) 0.4044(4) 0.084(2) Uani 1 1 d . U . . .
O40 O 0.5966(8) 0.3136(7) 0.4822(4) 0.083(3) Uani 1 1 d . . . . .
O50 O 0.6463(10) 0.1566(9) 0.4134(5) 0.107(3) Uani 1 1 d . U . . .
O60 O 0.5870(7) 0.0938(7) 0.5482(3) 0.077(2) Uani 1 1 d . . . . .
O70 O 0.7962(10) -0.0165(7) 0.4791(5) 0.114(4) Uani 1 1 d . . . . .
O80 O 0.8199(12) 0.0657(11) 0.5719(6) 0.135(4) Uani 1 1 d . U . . .
O90 O 0.7667(9) 0.2910(8) 0.5581(4) 0.094(3) Uani 1 1 d . . . . .
S1 S 0.3199(3) 0.2131(2) 0.38257(12) 0.0614(7) Uani 1 1 d . . . . .
S2 S -0.0592(2) 0.8441(2) 0.36270(11) 0.0463(6) Uani 1 1 d . . . . .
S3 S 0.5937(2) 0.57645(17) 0.37768(9) 0.0424(5) Uani 1 1 d . . . . .
Cl1 Cl 0.5681(3) 0.2884(2) 0.15617(12) 0.0641(7) Uani 1 1 d . . . . .
Cl2 Cl 0.1576(3) 0.9471(2) 0.13208(12) 0.0756(9) Uani 1 1 d . . . . .
Cl4 Cl 0.8303(3) 0.6225(2) 0.14959(12) 0.0739(9) Uani 1 1 d . . . . .
Sm1 Sm 0.77041(4) 0.18583(4) 0.48110(2) 0.04086(19) Uani 1 1 d . . . . .
O21A O -0.1634(14) 0.7738(13) 0.3890(7) 0.069(4) Uani 0.519(10) 1 d . U P A 1
O22A O 0.030(2) 0.833(2) 0.3917(10) 0.118(7) Uani 0.519(10) 1 d . U P A 1
O23A O -0.0979(13) 0.9612(12) 0.3442(6) 0.064(4) Uani 0.519(10) 1 d . U P A 1
O21B O -0.0563(13) 0.7501(12) 0.4147(6) 0.056(4) Uani 0.481(10) 1 d . U P A 2
O22B O 0.0053(13) 0.9357(12) 0.3661(6) 0.053(4) Uani 0.481(10) 1 d . U P A 2
O23B O -0.1873(17) 0.8683(17) 0.3627(8) 0.084(6) Uani 0.481(10) 1 d . U P A 2
O2W O 0.2755(14) 0.4671(14) 0.4752(7) 0.171(6) Uani 1 1 d . U . . .
H110 H 1.0486 0.2286 0.4612 0.256 Uiso 1 1 d . U . . .
H210 H 0.9801 0.2452 0.5140 0.256 Uiso 1 1 d . U . . .
H120 H 0.9573 0.1845 0.4048 0.256 Uiso 1 1 d . U . . .
H220 H 0.9010 0.0848 0.4083 0.256 Uiso 1 1 d . U . . .
H130 H 0.8614 0.4292 0.4218 0.256 Uiso 1 1 d . U . . .
H230 H 0.8588 0.3702 0.3792 0.256 Uiso 1 1 d . U . . .
H140 H 0.5664 0.3456 0.4523 0.256 Uiso 1 1 d . U . . .
H240 H 0.5525 0.3337 0.5123 0.256 Uiso 1 1 d . U . . .
H150 H 0.7103 0.1771 0.3876 0.256 Uiso 1 1 d . U . . .
H250 H 0.5805 0.1983 0.4201 0.256 Uiso 1 1 d . U . . .
H160 H 0.5273 0.0524 0.5500 0.256 Uiso 1 1 d . U . . .
H260 H 0.5733 0.1170 0.5807 0.256 Uiso 1 1 d . U . . .
H170 H 0.7320 -0.0509 0.4771 0.256 Uiso 1 1 d . U . . .
H270 H 0.8540 -0.0614 0.4757 0.256 Uiso 1 1 d . U . . .
H180 H 0.7838 0.0002 0.5844 0.256 Uiso 1 1 d . U . . .
H280 H 0.8631 0.0695 0.5963 0.256 Uiso 1 1 d . U . . .
H190 H 0.7409 0.2724 0.5958 0.256 Uiso 1 1 d . U . . .
H290 H 0.7706 0.3630 0.5488 0.256 Uiso 1 1 d . U . . .


_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 C2 1.366(13) . ?
C1 C6 1.385(13) . ?
C1 S1 1.776(9) . ?
C2 C3 1.358(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(12) . ?
C3 Cl1 1.728(9) . ?
C4 C5 1.359(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(12) . ?
C5 N1 1.415(11) . ?
C6 O3 1.355(11) . ?
C7 C8 1.475(15) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 O1 1.226(13) . ?
C8 C9 1.468(14) . ?
C9 N2 1.342(11) . ?
C9 C10 1.478(13) . ?
C10 O2 1.220(11) . ?
C10 C11 1.492(14) . ?
C11 C16 1.355(14) . ?
C11 C12 1.393(13) . ?
C12 C13 1.369(16) . ?
C12 H12 0.9300 . ?
C13 C14 1.368(19) . ?
C13 H13 0.9300 . ?
C14 C15 1.35(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.41(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.372(12) . ?
C21 C26 1.410(11) . ?
C21 S2 1.766(8) . ?
C22 C23 1.367(12) . ?
C22 H22 0.9300 . ?
C23 C24 1.365(11) . ?
C23 Cl2 1.744(8) . ?
C24 C25 1.379(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(11) . ?
C25 N3 1.399(10) . ?
C26 O6 1.348(10) . ?
C27 C28 1.495(12) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 O4 1.210(10) . ?
C28 C29 1.490(11) . ?
C29 N4 1.309(10) . ?
C29 C30 1.495(11) . ?
C30 O5 1.208(10) . ?
C30 C31 1.480(12) . ?
C31 C32 1.369(13) . ?
C31 C36 1.381(12) . ?
C32 C33 1.352(16) . ?
C32 H32 0.9300 . ?
C33 C34 1.383(18) . ?
C33 H33 0.9300 . ?
C34 C35 1.346(17) . ?
C34 H34 0.9300 . ?
C35 C36 1.407(14) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C41 C42 1.379(11) . ?
C41 C46 1.404(11) . ?
C41 S3 1.768(8) . ?
C42 C43 1.371(11) . ?
C42 H42 0.9300 . ?
C43 C44 1.385(11) . ?
C43 Cl4 1.735(8) . ?
C44 C45 1.363(11) . ?
C44 H44 0.9300 . ?
C45 C46 1.387(10) . ?
C45 N5 1.415(9) . ?
C46 O9 1.335(9) . ?
C47 C48 1.493(12) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 O7 1.252(11) . ?
C48 C49 1.447(12) . ?
C49 N6 1.326(10) . ?
C49 C50 1.506(12) . ?
C50 O8 1.209(10) . ?
C50 C51 1.472(13) . ?
C51 C52 1.388(12) . ?
C51 C56 1.396(12) . ?
C52 C53 1.369(13) . ?
C52 H52 0.9300 . ?
C53 C54 1.379(15) . ?
C53 H53 0.9300 . ?
C54 C55 1.362(15) . ?
C54 H54 0.9300 . ?
C55 C56 1.352(14) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
N1 N2 1.289(10) . ?
N1 H1 0.8600 . ?
N3 N4 1.296(9) . ?
N3 H3 0.8600 . ?
N5 N6 1.283(9) . ?
N5 H5 0.8600 . ?
O3 H3O 0.8200 . ?
O6 H6O 0.8200 . ?
O9 H9O 0.8200 . ?
O10 Sm1 2.477(8) . ?
O10 H110 0.853(9) . ?
O10 H210 0.845(10) . ?
O11A S1 1.452(14) . ?
O12A S1 1.417(15) . ?
O13A S1 1.469(16) . ?
O11B S1 1.56(3) . ?
O13B S1 1.37(2) . ?
O12B S1 1.32(2) . ?
O20 Sm1 2.463(6) . ?
O20 H120 0.857(7) . ?
O20 H220 0.857(7) . ?
O30 Sm1 2.437(7) . ?
O30 H130 0.843(8) . ?
O30 H230 0.865(10) . ?
O31 S3 1.433(8) . ?
O32 S3 1.415(8) . ?
O33 S3 1.407(9) . ?
O40 Sm1 2.452(8) . ?
O40 H140 0.862(9) . ?
O40 H240 0.855(8) . ?
O50 Sm1 2.440(10) . ?
O50 H150 0.845(11) . ?
O50 H250 0.887(11) . ?
O60 Sm1 2.457(7) . ?
O60 H160 0.848(8) . ?
O60 H260 0.861(9) . ?
O70 Sm1 2.480(9) . ?
O70 H170 0.868(11) . ?
O70 H270 0.836(11) . ?
O80 Sm1 2.472(13) . ?
O80 H180 0.871(13) . ?
O80 H280 0.845(13) . ?
O90 Sm1 2.451(8) . ?
O90 H190 0.857(9) . ?
O90 H290 0.855(10) . ?
S2 O22A 1.32(2) . ?
S2 O22B 1.386(13) . ?
S2 O21A 1.426(14) . ?
S2 O23B 1.465(19) . ?
S2 O23A 1.472(14) . ?
S2 O21B 1.485(14) . ?
Sm1 H120 2.4647(4) . ?
Sm1 H220 2.5237(5) . ?
Sm1 H150 2.4823(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
C2 C1 C6 121.4(8) . . ?
C2 C1 S1 118.8(7) . . ?
C6 C1 S1 119.7(7) . . ?
C3 C2 C1 119.6(8) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.7(8) . . ?
C2 C3 Cl1 120.3(7) . . ?
C4 C3 Cl1 119.0(7) . . ?
C5 C4 C3 119.3(8) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.8(8) . . ?
C4 C5 N1 123.6(7) . . ?
C6 C5 N1 115.6(8) . . ?
O3 C6 C1 125.2(8) . . ?
O3 C6 C5 116.7(8) . . ?
C1 C6 C5 118.1(9) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 C9 120.5(9) . . ?
O1 C8 C7 118.7(11) . . ?
C9 C8 C7 120.7(11) . . ?
N2 C9 C8 124.0(9) . . ?
N2 C9 C10 112.8(8) . . ?
C8 C9 C10 122.9(8) . . ?
O2 C10 C9 119.1(9) . . ?
O2 C10 C11 120.0(9) . . ?
C9 C10 C11 120.9(8) . . ?
C16 C11 C12 118.5(11) . . ?
C16 C11 C10 117.0(10) . . ?
C12 C11 C10 124.3(9) . . ?
C13 C12 C11 120.9(10) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 119.5(13) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C15 C14 C13 121.1(14) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 119.1(13) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C11 C16 C15 120.8(12) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C22 C21 C26 120.4(8) . . ?
C22 C21 S2 118.9(6) . . ?
C26 C21 S2 120.7(7) . . ?
C23 C22 C21 119.2(8) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C24 C23 C22 121.9(8) . . ?
C24 C23 Cl2 120.2(7) . . ?
C22 C23 Cl2 117.9(6) . . ?
C23 C24 C25 119.3(7) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C24 C25 C26 120.8(7) . . ?
C24 C25 N3 122.4(7) . . ?
C26 C25 N3 116.7(7) . . ?
O6 C26 C25 117.5(7) . . ?
O6 C26 C21 124.1(7) . . ?
C25 C26 C21 118.4(8) . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 C29 120.3(7) . . ?
O4 C28 C27 118.9(8) . . ?
C29 C28 C27 120.8(8) . . ?
N4 C29 C28 123.3(7) . . ?
N4 C29 C30 115.5(7) . . ?
C28 C29 C30 121.1(7) . . ?
O5 C30 C31 120.6(7) . . ?
O5 C30 C29 119.6(8) . . ?
C31 C30 C29 119.8(7) . . ?
C32 C31 C36 118.4(9) . . ?
C32 C31 C30 118.3(8) . . ?
C36 C31 C30 122.9(8) . . ?
C33 C32 C31 122.3(11) . . ?
C33 C32 H32 118.9 . . ?
C31 C32 H32 118.9 . . ?
C32 C33 C34 120.1(11) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 118.7(11) . . ?
C35 C34 H34 120.6 . . ?
C33 C34 H34 120.6 . . ?
C34 C35 C36 121.7(11) . . ?
C34 C35 H35 119.2 . . ?
C36 C35 H35 119.2 . . ?
C31 C36 C35 118.7(9) . . ?
C31 C36 H36 120.6 . . ?
C35 C36 H36 120.6 . . ?
C42 C41 C46 120.2(7) . . ?
C42 C41 S3 119.8(6) . . ?
C46 C41 S3 119.7(6) . . ?
C43 C42 C41 119.5(7) . . ?
C43 C42 H42 120.3 . . ?
C41 C42 H42 120.3 . . ?
C42 C43 C44 121.4(7) . . ?
C42 C43 Cl4 119.1(6) . . ?
C44 C43 Cl4 119.5(6) . . ?
C45 C44 C43 118.7(7) . . ?
C45 C44 H44 120.7 . . ?
C43 C44 H44 120.7 . . ?
C44 C45 C46 121.8(7) . . ?
C44 C45 N5 123.3(7) . . ?
C46 C45 N5 114.8(6) . . ?
O9 C46 C45 117.5(6) . . ?
O9 C46 C41 124.3(7) . . ?
C45 C46 C41 118.1(7) . . ?
C48 C47 H47A 109.5 . . ?
C48 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C48 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
O7 C48 C49 119.5(7) . . ?
O7 C48 C47 117.4(9) . . ?
C49 C48 C47 122.9(9) . . ?
N6 C49 C48 125.0(7) . . ?
N6 C49 C50 113.3(7) . . ?
C48 C49 C50 121.4(7) . . ?
O8 C50 C51 120.1(8) . . ?
O8 C50 C49 118.1(8) . . ?
C51 C50 C49 121.7(7) . . ?
C52 C51 C56 117.8(8) . . ?
C52 C51 C50 124.2(8) . . ?
C56 C51 C50 117.9(8) . . ?
C53 C52 C51 120.0(9) . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C52 C53 C54 120.8(10) . . ?
C52 C53 H53 119.6 . . ?
C54 C53 H53 119.6 . . ?
C55 C54 C53 119.6(10) . . ?
C55 C54 H54 120.2 . . ?
C53 C54 H54 120.2 . . ?
C56 C55 C54 120.2(10) . . ?
C56 C55 H55 119.9 . . ?
C54 C55 H55 119.9 . . ?
C55 C56 C51 121.6(9) . . ?
C55 C56 H56 119.2 . . ?
C51 C56 H56 119.2 . . ?
N2 N1 C5 119.3(7) . . ?
N2 N1 H1 120.4 . . ?
C5 N1 H1 120.4 . . ?
N1 N2 C9 119.2(8) . . ?
N4 N3 C25 120.8(6) . . ?
N4 N3 H3 119.6 . . ?
C25 N3 H3 119.6 . . ?
N3 N4 C29 121.8(7) . . ?
N6 N5 C45 121.4(6) . . ?
N6 N5 H5 119.3 . . ?
C45 N5 H5 119.3 . . ?
N5 N6 C49 119.4(7) . . ?
C6 O3 H3O 109.5 . . ?
C26 O6 H6O 109.5 . . ?
C46 O9 H9O 109.5 . . ?
Sm1 O10 H110 133.2(8) . . ?
Sm1 O10 H210 105.4(7) . . ?
H110 O10 H210 107.9(10) . . ?
Sm1 O20 H120 80.1(4) . . ?
Sm1 O20 H220 84.1(4) . . ?
H120 O20 H220 106.4(8) . . ?
Sm1 O30 H130 135.3(9) . . ?
Sm1 O30 H230 116.3(6) . . ?
H130 O30 H230 107.0(8) . . ?
Sm1 O40 H140 126.5(7) . . ?
Sm1 O40 H240 127.3(7) . . ?
H140 O40 H240 106.2(8) . . ?
Sm1 O50 H150 82.9(7) . . ?
Sm1 O50 H250 106.2(8) . . ?
H150 O50 H250 125.6(13) . . ?
Sm1 O60 H160 143.0(7) . . ?
Sm1 O60 H260 109.8(6) . . ?
H160 O60 H260 106.8(7) . . ?
Sm1 O70 H170 115.7(8) . . ?
Sm1 O70 H270 136.5(9) . . ?
H170 O70 H270 107.2(10) . . ?
Sm1 O80 H180 115.9(10) . . ?
Sm1 O80 H280 138.0(11) . . ?
H180 O80 H280 106.2(14) . . ?
Sm1 O90 H190 131.0(8) . . ?
Sm1 O90 H290 119.6(8) . . ?
H190 O90 H290 106.6(9) . . ?
O12B S1 O13B 120.5(13) . . ?
O12A S1 O11A 107.9(9) . . ?
O12A S1 O13A 121.5(9) . . ?
O11A S1 O13A 112.1(9) . . ?
O12B S1 O11B 102.9(16) . . ?
O13B S1 O11B 97.2(16) . . ?
O12B S1 C1 111.0(9) . . ?
O13B S1 C1 114.9(9) . . ?
O12A S1 C1 105.0(7) . . ?
O11A S1 C1 103.6(6) . . ?
O13A S1 C1 104.9(7) . . ?
O11B S1 C1 107.7(12) . . ?
O22A S2 O21A 117.2(12) . . ?
O22B S2 O23B 113.4(10) . . ?
O22A S2 O23A 114.3(12) . . ?
O21A S2 O23A 109.4(9) . . ?
O22B S2 O21B 109.9(8) . . ?
O23B S2 O21B 106.5(10) . . ?
O22A S2 C21 104.1(10) . . ?
O22B S2 C21 110.1(6) . . ?
O21A S2 C21 104.3(6) . . ?
O23B S2 C21 107.3(8) . . ?
O23A S2 C21 106.4(6) . . ?
O21B S2 C21 109.4(6) . . ?
O33 S3 O32 114.3(5) . . ?
O33 S3 O31 111.8(6) . . ?
O32 S3 O31 110.2(5) . . ?
O33 S3 C41 105.7(5) . . ?
O32 S3 C41 108.4(4) . . ?
O31 S3 C41 105.8(4) . . ?
O30 Sm1 O50 90.5(4) . . ?
O30 Sm1 O40 71.4(3) . . ?
O50 Sm1 O40 68.4(3) . . ?
O30 Sm1 O90 81.7(3) . . ?
O50 Sm1 O90 139.8(4) . . ?
O40 Sm1 O90 71.7(3) . . ?
O30 Sm1 O60 140.1(3) . . ?
O50 Sm1 O60 76.8(3) . . ?
O40 Sm1 O60 68.7(3) . . ?
O90 Sm1 O60 84.3(3) . . ?
O30 Sm1 O20 71.2(3) . . ?
O50 Sm1 O20 72.0(3) . . ?
O40 Sm1 O20 124.2(3) . . ?
O90 Sm1 O20 139.1(3) . . ?
O60 Sm1 O20 135.6(3) . . ?
O30 Sm1 O80 135.9(4) . . ?
O50 Sm1 O80 133.2(4) . . ?
O40 Sm1 O80 123.3(4) . . ?
O90 Sm1 O80 67.8(4) . . ?
O60 Sm1 O80 69.2(4) . . ?
O20 Sm1 O80 112.5(4) . . ?
O30 Sm1 O10 73.7(4) . . ?
O50 Sm1 O10 142.1(3) . . ?
O40 Sm1 O10 133.0(4) . . ?
O90 Sm1 O10 72.9(3) . . ?
O60 Sm1 O10 136.1(3) . . ?
O20 Sm1 O10 70.4(3) . . ?
O80 Sm1 O10 67.5(4) . . ?
O30 Sm1 O70 138.2(3) . . ?
O50 Sm1 O70 75.6(4) . . ?
O40 Sm1 O70 133.6(3) . . ?
O90 Sm1 O70 133.2(4) . . ?
O60 Sm1 O70 75.4(3) . . ?
O20 Sm1 O70 67.0(3) . . ?
O80 Sm1 O70 65.6(4) . . ?
O10 Sm1 O70 93.3(4) . . ?
O30 Sm1 H120 64.00(19) . . ?
O50 Sm1 H120 91.1(3) . . ?
O40 Sm1 H120 130.55(17) . . ?
O90 Sm1 H120 119.5(2) . . ?
O60 Sm1 H120 151.7(2) . . ?
O20 Sm1 H120 20.04(17) . . ?
O80 Sm1 H120 103.9(3) . . ?
O10 Sm1 H120 51.0(2) . . ?
O70 Sm1 H120 76.8(2) . . ?
O30 Sm1 H220 90.8(2) . . ?
O50 Sm1 H220 73.1(3) . . ?
O40 Sm1 H220 137.0(2) . . ?
O90 Sm1 H220 145.8(2) . . ?
O60 Sm1 H220 120.0(2) . . ?
O20 Sm1 H220 19.73(16) . . ?
O80 Sm1 H220 97.0(3) . . ?
O10 Sm1 H220 73.0(2) . . ?
O70 Sm1 H220 47.5(2) . . ?
H120 Sm1 H220 31.916(6) . . ?
O30 Sm1 H150 77.3(3) . . ?
O50 Sm1 H150 19.7(3) . . ?
O40 Sm1 H150 78.3(2) . . ?
O90 Sm1 H150 147.6(2) . . ?
O60 Sm1 H150 96.3(2) . . ?
O20 Sm1 H150 53.99(18) . . ?
O80 Sm1 H150 142.4(3) . . ?
O10 Sm1 H150 123.0(2) . . ?
O70 Sm1 H150 77.3(3) . . ?
H120 Sm1 H150 72.204(13) . . ?
H220 Sm1 H150 59.382(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C27 H27C O5 0.96 2.29 2.798(12) 112.5 .
C47 H47C O4 0.96 2.62 3.565(12) 169.3 1_665
N1 H1 O1 0.86 1.89 2.562(10) 134.0 .
N3 H3 O4 0.86 1.92 2.584(8) 132.8 .
N5 H5 O7 0.86 1.87 2.548(9) 135.0 .
O3 H3O O2W 0.82 2.31 2.928(18) 133.2 .
O6 H6O S2 0.82 2.64 3.094(7) 116.3 .
O6 H6O O21B 0.82 1.97 2.708(14) 150.0 .
O6 H6O O21A 0.82 2.31 2.814(16) 120.0 .
O9 H9O O1W 0.82 2.33 3.073(10) 150.8 .
O9 H9O O21A 0.82 2.62 3.205(18) 129.5 1_655
O9 H9O O23B 0.82 2.30 2.713(19) 111.9 1_655
O10 H110 O12A 0.853(9) 1.933(14) 2.780(16) 171.7(10) 1_655
O10 H110 O12B 0.853(9) 2.41(2) 3.16(2) 147.2(10) 1_655
O10 H210 O90 0.845(10) 2.503(9) 2.930(13) 112.3(6) .
O10 H210 O21B 0.845(10) 2.071(14) 2.779(16) 141.1(8) 2_666
O10 H210 O22A 0.845(10) 2.20(2) 2.77(2) 124.6(10) 2_666
O20 H120 O10 0.857(7) 2.129(9) 2.848(12) 141.1(5) .
O20 H220 O70 0.857(7) 2.016(9) 2.727(11) 139.9(5) .
O20 H220 O23A 0.857(7) 2.367(13) 2.815(15) 113.0(6) 1_645
O20 H220 O22B 0.857(7) 2.411(14) 2.966(15) 123.0(5) 1_645
O30 H130 O6 0.843(8) 2.593(6) 3.196(9) 129.6(6) 1_655
O30 H230 O4 0.865(10) 2.577(6) 3.293(11) 140.8(6) 1_655
O40 H140 O32 0.862(9) 2.206(8) 3.009(11) 154.9(6) .
O40 H140 S3 0.862(9) 2.952(2) 3.581(8) 131.5(6) .
O40 H240 O33 0.855(8) 2.043(9) 2.857(12) 158.7(7) 2_666
O50 H150 O20 0.845(11) 2.245(8) 2.881(13) 132.2(7) .
O50 H250 O11A 0.887(11) 2.084(15) 2.901(19) 152.6(8) .
O50 H250 O40 0.887(11) 2.293(9) 2.749(14) 111.8(7) .
O50 H250 O13B 0.887(11) 2.27(2) 2.80(2) 118.1(9) .
O60 H160 O1W 0.848(8) 2.268(8) 2.688(11) 110.8(6) 2_666
O60 H260 O9 0.861(9) 2.489(6) 3.218(10) 142.8(5) 2_666
O70 H170 O1W 0.868(11) 1.845(8) 2.675(13) 159.2(7) 1_545
O70 H270 O10 0.836(11) 2.658(11) 3.440(16) 156.3(8) 2_756
O80 H180 O13A 0.871(13) 1.879(15) 2.692(19) 154.4(10) 2_656
O80 H180 S1 0.871(13) 2.772(3) 3.641(13) 175.9(9) 2_656
O80 H180 O12B 0.871(13) 2.10(2) 2.89(3) 150.6(10) 2_656
O80 H280 S2 0.845(13) 2.927(2) 3.714(13) 155.7(9) 2_666
O80 H280 O22B 0.845(13) 1.885(14) 2.706(19) 163.2(10) 2_666
O80 H280 O22A 0.845(13) 1.84(2) 2.55(3) 139.4(12) 2_666
O90 H190 O1 0.857(9) 2.238(8) 3.095(13) 177.8(7) 2_666
O90 H290 O2W 0.855(10) 2.093(16) 2.919(19) 162.4(8) 2_666

_refine_diff_density_max         3.699
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.173

_shelxl_version_number           2013-4

