# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1402231'
_audit_update_record             
;
2015-06-21 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H36 Cl4 N5 O3 Pr S6'
_chemical_formula_weight         977.70

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'
Pr Pr -0.2180 2.8214 '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'
H H 0.0000 0.0000 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.8590(4)
_cell_length_b                   10.2274(3)
_cell_length_c                   27.1517(7)
_cell_angle_alpha                90
_cell_angle_beta                 128.037(2)
_cell_angle_gamma                90
_cell_volume                     3906.00(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8149
_cell_measurement_theta_min      2.4230
_cell_measurement_theta_max      28.9060

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_F_000             1968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.880
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33541
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.462
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8482
_reflns_number_gt                6540
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0604P)²+5.3427P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8482
_refine_ls_number_parameters     519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1305
_refine_ls_wR_factor_gt          0.1209
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.4461(4) 0.6183(6) 0.7875(3) 0.0478(14) Uani 1 1 d . . . . .
H1 H 0.3999 0.6830 0.7716 0.057 Uiso 1 1 calc R U . . .
C2 C 0.5355(5) 0.6554(7) 0.8072(3) 0.0538(16) Uani 1 1 d . . . . .
H2 H 0.5484 0.7423 0.8050 0.065 Uiso 1 1 calc R U . . .
C3 C 0.6032(4) 0.5632(7) 0.8296(3) 0.0546(17) Uani 1 1 d . . . . .
H3 H 0.6638 0.5865 0.8435 0.066 Uiso 1 1 calc R U . . .
C4 C 0.5821(4) 0.4309(6) 0.8320(3) 0.0453(14) Uani 1 1 d . . . . .
C5 C 0.4898(3) 0.4033(5) 0.8117(2) 0.0332(11) Uani 1 1 d . . . . .
C6 C 0.6495(4) 0.3278(8) 0.8529(3) 0.0609(18) Uani 1 1 d . . . . .
H6 H 0.7101 0.3472 0.8659 0.073 Uiso 1 1 calc R U . . .
C7 C 0.6269(4) 0.2044(7) 0.8541(3) 0.0589(18) Uani 1 1 d . . . . .
H7 H 0.6719 0.1389 0.8675 0.071 Uiso 1 1 calc R U . . .
C8 C 0.5340(4) 0.1704(6) 0.8349(3) 0.0434(13) Uani 1 1 d . . . . .
C9 C 0.4663(4) 0.2702(5) 0.8140(2) 0.0343(11) Uani 1 1 d . . . . .
C10 C 0.5084(5) 0.0422(6) 0.8349(3) 0.0546(16) Uani 1 1 d . . . . .
H10 H 0.5524 -0.0251 0.8491 0.066 Uiso 1 1 calc R U . . .
C11 C 0.4197(5) 0.0163(6) 0.8140(3) 0.0577(17) Uani 1 1 d . . . . .
H11 H 0.4010 -0.0694 0.8124 0.069 Uiso 1 1 calc R U . . .
C12 C 0.3560(4) 0.1188(6) 0.7948(3) 0.0527(15) Uani 1 1 d . . . . .
H12 H 0.2951 0.0987 0.7811 0.063 Uiso 1 1 calc R U . . .
C13 C 0.1146(4) 0.2025(7) 0.7583(3) 0.0608(19) Uani 1 1 d . . . . .
C14A C 0.0361(13) 0.152(2) 0.8092(7) 0.060(6) Uani 0.422(17) 1 d . . P A 1
H14A H 0.0936 0.1038 0.8401 0.072 Uiso 0.422(17) 1 calc R U P A 1
H14B H 0.0403 0.2358 0.8276 0.072 Uiso 0.422(17) 1 calc R U P A 1
C15A C 0.0242(17) 0.599(2) 0.7001(12) 0.053(6) Uani 0.422(17) 1 d . . P A 1
H15A H 0.0582 0.6643 0.6950 0.063 Uiso 0.422(17) 1 calc R U P A 1
H15B H -0.0043 0.5411 0.6644 0.063 Uiso 0.422(17) 1 calc R U P A 1
C16A C -0.0620(9) 0.1547(18) 0.6964(6) 0.047(5) Uani 0.422(17) 1 d . . P A 1
H16A H -0.1014 0.2293 0.6887 0.056 Uiso 0.422(17) 1 calc R U P A 1
H16B H -0.0581 0.1500 0.6623 0.056 Uiso 0.422(17) 1 calc R U P A 1
C17A C 0.105(10) 0.542(13) 0.804(6) 0.090(12) Uani 0.422(17) 1 d . . P A 1
H17A H 0.1717 0.5453 0.8398 0.108 Uiso 0.422(17) 1 calc R U P A 1
H17B H 0.0770 0.4682 0.8093 0.108 Uiso 0.422(17) 1 calc R U P A 1
N4A N 0.0337(11) 0.176(2) 0.7550(7) 0.046(4) Uani 0.422(17) 1 d . . P A 1
C14B C 0.0682(9) 0.062(2) 0.8108(6) 0.071(5) Uani 0.578(17) 1 d . . P A 2
H14C H 0.1116 -0.0119 0.8282 0.085 Uiso 0.578(17) 1 calc R U P A 2
H14D H 0.0986 0.1309 0.8419 0.085 Uiso 0.578(17) 1 calc R U P A 2
C15B C 0.0030(12) 0.528(3) 0.6950(8) 0.077(7) Uani 0.578(17) 1 d . . P A 2
H15C H 0.0060 0.5859 0.6679 0.092 Uiso 0.578(17) 1 calc R U P A 2
H15D H -0.0114 0.4420 0.6763 0.092 Uiso 0.578(17) 1 calc R U P A 2
C16B C -0.0278(8) 0.0512(16) 0.6976(5) 0.060(4) Uani 0.578(17) 1 d . . P A 2
H16C H -0.0376 0.0903 0.6615 0.072 Uiso 0.578(17) 1 calc R U P A 2
H16D H -0.0176 -0.0418 0.6970 0.072 Uiso 0.578(17) 1 calc R U P A 2
C17B C 0.107(7) 0.568(9) 0.807(5) 0.090(12) Uani 0.578(17) 1 d . . P A 2
H17C H 0.1590 0.5228 0.8446 0.108 Uiso 0.578(17) 1 calc R U P A 2
H17D H 0.1223 0.6603 0.8130 0.108 Uiso 0.578(17) 1 calc R U P A 2
N4B N 0.0587(8) 0.1086(17) 0.7551(5) 0.054(3) Uani 0.578(17) 1 d . . P A 2
C18 C 0.1808(4) 0.4874(6) 0.6103(3) 0.0387(12) Uani 1 1 d . . . . .
C19 C 0.1611(7) 0.4098(8) 0.5166(4) 0.084(3) Uani 1 1 d . . . . .
H19A H 0.2083 0.3458 0.5454 0.101 Uiso 1 1 calc R U . . .
H19B H 0.1014 0.3643 0.4872 0.101 Uiso 1 1 calc R U . . .
C20 C 0.1897(8) 0.4698(11) 0.4837(4) 0.107(3) Uani 1 1 d . . . . .
H20A H 0.2545 0.5007 0.5138 0.128 Uiso 1 1 calc R U . . .
H20B H 0.1899 0.4041 0.4580 0.128 Uiso 1 1 calc R U . . .
C21 C 0.1260(7) 0.6683(10) 0.4790(4) 0.090(3) Uani 1 1 d . . . . .
H21A H 0.0833 0.7367 0.4507 0.108 Uiso 1 1 calc R U . . .
H21B H 0.1881 0.7074 0.5091 0.108 Uiso 1 1 calc R U . . .
C22 C 0.0920(6) 0.6194(8) 0.5125(4) 0.076(2) Uani 1 1 d . . . . .
H22A H 0.0258 0.5938 0.4828 0.091 Uiso 1 1 calc R U . . .
H22B H 0.0962 0.6882 0.5388 0.091 Uiso 1 1 calc R U . . .
C23 C 0.3421(4) 0.6667(6) 0.8748(3) 0.0461(14) Uani 1 1 d . . . . .
C24A C 0.4461(18) 0.725(3) 0.9851(9) 0.069(7) Uani 0.455(19) 1 d . . P B 1
H24A H 0.4295 0.6488 0.9980 0.082 Uiso 0.455(19) 1 calc R U P B 1
H24B H 0.5009 0.7012 0.9875 0.082 Uiso 0.455(19) 1 calc R U P B 1
C25A C 0.4710(14) 0.8159(16) 1.0245(7) 0.062(5) Uani 0.455(19) 1 d . . P B 1
H25A H 0.5359 0.8373 1.0418 0.074 Uiso 0.455(19) 1 calc R U P B 1
H25B H 0.4745 0.7755 1.0582 0.074 Uiso 0.455(19) 1 calc R U P B 1
C26A C 0.3803(15) 0.9739(16) 0.9489(8) 0.061(5) Uani 0.455(19) 1 d . . P B 1
H26A H 0.3223 1.0210 0.9330 0.073 Uiso 0.455(19) 1 calc R U P B 1
H26B H 0.4224 1.0360 0.9501 0.073 Uiso 0.455(19) 1 calc R U P B 1
C27A C 0.3595(18) 0.894(2) 0.9093(10) 0.056(5) Uani 0.455(19) 1 d . . P B 1
H27A H 0.3980 0.9139 0.8963 0.067 Uiso 0.455(19) 1 calc R U P B 1
H27B H 0.2941 0.9117 0.8736 0.067 Uiso 0.455(19) 1 calc R U P B 1
O3A O 0.4236(15) 0.942(3) 1.0131(12) 0.068(5) Uani 0.455(19) 1 d . . P B 1
C24B C 0.4033(17) 0.720(2) 0.9864(9) 0.070(5) Uani 0.545(19) 1 d . . P B 2
H24C H 0.3716 0.6393 0.9828 0.084 Uiso 0.545(19) 1 calc R U P B 2
H24D H 0.4698 0.6977 1.0089 0.084 Uiso 0.545(19) 1 calc R U P B 2
C25B C 0.4011(18) 0.7761(18) 1.0153(8) 0.086(7) Uani 0.545(19) 1 d . . P B 2
H25C H 0.4616 0.7653 1.0564 0.103 Uiso 0.545(19) 1 calc R U P B 2
H25D H 0.3532 0.7388 1.0174 0.103 Uiso 0.545(19) 1 calc R U P B 2
C26B C 0.3183(16) 0.9334(18) 0.9409(7) 0.073(6) Uani 0.545(19) 1 d . . P B 2
H26C H 0.2559 0.9328 0.9309 0.088 Uiso 0.545(19) 1 calc R U P B 2
H26D H 0.3295 1.0228 0.9351 0.088 Uiso 0.545(19) 1 calc R U P B 2
C27B C 0.3111(16) 0.8805(18) 0.9061(8) 0.072(6) Uani 0.545(19) 1 d . . P B 2
H27C H 0.3267 0.9392 0.8855 0.086 Uiso 0.545(19) 1 calc R U P B 2
H27D H 0.2440 0.8599 0.8756 0.086 Uiso 0.545(19) 1 calc R U P B 2
O3B O 0.3834(16) 0.910(2) 1.0062(10) 0.087(6) Uani 0.545(19) 1 d . . P B 2
C31 C 0.6366(8) 0.6105(10) 0.9806(5) 0.112(3) Uani 1 1 d . . . . .
H31A H 0.5879 0.5531 0.9477 0.134 Uiso 1 1 calc R U . . .
H31B H 0.6361 0.6006 1.0159 0.134 Uiso 1 1 calc R U . . .
C32 C 0.1104(13) 0.5655(13) 0.1393(12) 0.263(13) Uani 1 1 d . . . . .
H32A H 0.1302 0.5033 0.1723 0.316 Uiso 1 1 calc R U . . .
H32B H 0.1464 0.6459 0.1573 0.316 Uiso 1 1 calc R U . . .
N1 N 0.4219(3) 0.4970(4) 0.7898(2) 0.0342(9) Uani 1 1 d . . . . .
N2 N 0.3765(3) 0.2431(4) 0.7947(2) 0.0375(10) Uani 1 1 d . . . . .
N3 N 0.1491(4) 0.5062(5) 0.5516(2) 0.0542(13) Uani 1 1 d . . . . .
N5 N 0.3659(5) 0.7526(6) 0.9188(2) 0.083(2) Uani 1 1 d . . . . .
O1 O 0.1330(4) 0.5751(7) 0.4452(2) 0.0932(19) Uani 1 1 d . . . . .
O2 O 0.0996(3) 0.5199(5) 0.75250(19) 0.0564(11) Uani 1 1 d . . . . .
Cl4 Cl 0.7455(2) 0.5597(4) 1.00285(17) 0.1421(12) Uani 1 1 d . . . . .
Cl3 Cl 0.6068(2) 0.7685(3) 0.95457(12) 0.1073(8) Uani 1 1 d . . . . .
Cl1 Cl 0.1192(3) 0.4930(6) 0.0766(4) 0.275(4) Uani 1 1 d . . . . .
Cl2 Cl -0.0178(4) 0.5942(5) 0.0883(3) 0.247(3) Uani 1 1 d . . . . .
Pr1 Pr 0.25171(2) 0.43589(3) 0.75968(2) 0.03214(10) Uani 1 1 d . . . . .
S1 S 0.10151(11) 0.23973(18) 0.69205(7) 0.0567(4) Uani 1 1 d . . . . .
S2 S 0.21584(10) 0.25289(17) 0.82928(7) 0.0506(4) Uani 1 1 d . . . . .
S3 S 0.24725(11) 0.35387(15) 0.65264(7) 0.0480(4) Uani 1 1 d . . . . .
S4 S 0.15648(12) 0.59944(16) 0.64600(7) 0.0514(4) Uani 1 1 d . . . . .
S5 S 0.37914(10) 0.50663(15) 0.89367(7) 0.0447(3) Uani 1 1 d . . . . .
S6 S 0.27350(11) 0.71406(14) 0.79787(7) 0.0459(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.327(7) . ?
C1 C2 1.387(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.347(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.417(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.407(7) . ?
C4 C6 1.429(9) . ?
C5 N1 1.362(6) . ?
C5 C9 1.437(7) . ?
C6 C7 1.331(10) . ?
C6 H6 0.9300 . ?
C7 C8 1.443(8) . ?
C7 H7 0.9300 . ?
C8 C10 1.389(9) . ?
C8 C9 1.407(7) . ?
C9 N2 1.374(6) . ?
C10 C11 1.339(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.391(9) . ?
C11 H11 0.9300 . ?
C12 N2 1.323(7) . ?
C12 H12 0.9300 . ?
C13 N4B 1.349(14) . ?
C13 N4A 1.418(15) . ?
C13 S1 1.708(6) . ?
C13 S2 1.718(6) . ?
C14A C15A 1.09(3) 2_546 ?
C14A N4A 1.47(2) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C15A C14A 1.09(3) 2_556 ?
C15A O2 1.46(3) . ?
C15A H15A 0.9700 . ?
C15A H15B 0.9700 . ?
C16A C17A 1.38(15) 2_546 ?
C16A N4A 1.465(19) . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C17A O2 1.35(15) . ?
C17A C16A 1.38(15) 2_556 ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C14B C15B 1.23(2) 2_546 ?
C14B N4B 1.493(17) . ?
C14B H14C 0.9700 . ?
C14B H14D 0.9700 . ?
C15B C14B 1.23(2) 2_556 ?
C15B O2 1.449(16) . ?
C15B H15C 0.9700 . ?
C15B H15D 0.9700 . ?
C16B C17B 1.34(10) 2_546 ?
C16B N4B 1.482(16) . ?
C16B H16C 0.9700 . ?
C16B H16D 0.9700 . ?
C17B C16B 1.34(10) 2_556 ?
C17B O2 1.50(10) . ?
C17B H17C 0.9700 . ?
C17B H17D 0.9700 . ?
C18 N3 1.337(7) . ?
C18 S3 1.707(6) . ?
C18 S4 1.721(6) . ?
C19 C20 1.413(12) . ?
C19 N3 1.473(9) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 O1 1.405(10) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 O1 1.382(10) . ?
C21 C22 1.458(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 N3 1.474(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 N5 1.324(8) . ?
C23 S6 1.716(6) . ?
C23 S5 1.722(6) . ?
C24A C25A 1.27(3) . ?
C24A N5 1.48(2) . ?
C24A H24A 0.9700 . ?
C24A H24B 0.9700 . ?
C25A O3A 1.47(3) . ?
C25A H25A 0.9700 . ?
C25A H25B 0.9700 . ?
C26A C27A 1.21(2) . ?
C26A O3A 1.44(3) . ?
C26A H26A 0.9700 . ?
C26A H26B 0.9700 . ?
C27A N5 1.46(2) . ?
C27A H27A 0.9700 . ?
C27A H27B 0.9700 . ?
C24B C25B 0.99(2) . ?
C24B N5 1.55(2) . ?
C24B H24C 0.9700 . ?
C24B H24D 0.9700 . ?
C25B O3B 1.39(3) . ?
C25B H25C 0.9700 . ?
C25B H25D 0.9700 . ?
C26B C27B 1.03(2) . ?
C26B O3B 1.42(3) . ?
C26B H26C 0.9700 . ?
C26B H26D 0.9700 . ?
C27B N5 1.539(18) . ?
C27B H27C 0.9700 . ?
C27B H27D 0.9700 . ?
C31 Cl3 1.712(11) . ?
C31 Cl4 1.723(11) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 Cl2 1.827(18) . ?
C32 Cl1 1.95(2) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
N1 Pr1 2.690(4) . ?
N2 Pr1 2.674(4) . ?
O2 Pr1 2.739(4) . ?
Pr1 S1 2.9192(16) . ?
Pr1 S5 2.9554(15) . ?
Pr1 S4 2.9578(16) . ?
Pr1 S6 2.9704(15) . ?
Pr1 S3 2.9785(15) . ?
Pr1 S2 2.9960(15) . ?

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 124.6(6) . . ?
N1 C1 H1 117.7 . . ?
C2 C1 H1 117.7 . . ?
C3 C2 C1 118.9(6) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 117.0(5) . . ?
C5 C4 C6 120.3(6) . . ?
C3 C4 C6 122.7(6) . . ?
N1 C5 C4 122.9(5) . . ?
N1 C5 C9 118.7(4) . . ?
C4 C5 C9 118.4(5) . . ?
C7 C6 C4 121.0(6) . . ?
C7 C6 H6 119.5 . . ?
C4 C6 H6 119.5 . . ?
C6 C7 C8 121.2(6) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C10 C8 C9 119.0(5) . . ?
C10 C8 C7 122.2(6) . . ?
C9 C8 C7 118.8(6) . . ?
N2 C9 C8 121.2(5) . . ?
N2 C9 C5 118.6(4) . . ?
C8 C9 C5 120.2(5) . . ?
C11 C10 C8 119.3(6) . . ?
C11 C10 H10 120.3 . . ?
C8 C10 H10 120.3 . . ?
C10 C11 C12 119.4(6) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
N2 C12 C11 124.1(6) . . ?
N2 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
N4B C13 S1 118.4(7) . . ?
N4A C13 S1 120.2(7) . . ?
N4B C13 S2 120.7(6) . . ?
N4A C13 S2 117.1(8) . . ?
S1 C13 S2 118.8(3) . . ?
C15A C14A N4A 115.9(19) 2_546 . ?
C15A C14A H14A 108.3 2_546 . ?
N4A C14A H14A 108.3 . . ?
C15A C14A H14B 108.3 2_546 . ?
N4A C14A H14B 108.3 . . ?
H14A C14A H14B 107.4 . . ?
C14A C15A O2 134(2) 2_556 . ?
C14A C15A H15A 103.8 2_556 . ?
O2 C15A H15A 103.8 . . ?
C14A C15A H15B 103.8 2_556 . ?
O2 C15A H15B 103.8 . . ?
H15A C15A H15B 105.4 . . ?
C17A C16A N4A 114(6) 2_546 . ?
C17A C16A H16A 108.9 2_546 . ?
N4A C16A H16A 108.9 . . ?
C17A C16A H16B 108.8 2_546 . ?
N4A C16A H16B 108.9 . . ?
H16A C16A H16B 107.7 . . ?
O2 C17A C16A 117(10) . 2_556 ?
O2 C17A H17A 108.0 . . ?
C16A C17A H17A 108.1 2_556 . ?
O2 C17A H17B 108.0 . . ?
C16A C17A H17B 108.1 2_556 . ?
H17A C17A H17B 107.3 . . ?
C13 N4A C16A 123.9(12) . . ?
C13 N4A C14A 124.7(12) . . ?
C16A N4A C14A 111.1(12) . . ?
C15B C14B N4B 119.8(13) 2_546 . ?
C15B C14B H14C 107.4 2_546 . ?
N4B C14B H14C 107.4 . . ?
C15B C14B H14D 107.4 2_546 . ?
N4B C14B H14D 107.4 . . ?
H14C C14B H14D 106.9 . . ?
C14B C15B O2 127.3(14) 2_556 . ?
C14B C15B H15C 105.5 2_556 . ?
O2 C15B H15C 105.5 . . ?
C14B C15B H15D 105.5 2_556 . ?
O2 C15B H15D 105.5 . . ?
H15C C15B H15D 106.1 . . ?
C17B C16B N4B 114(4) 2_546 . ?
C17B C16B H16C 108.8 2_546 . ?
N4B C16B H16C 108.8 . . ?
C17B C16B H16D 108.7 2_546 . ?
N4B C16B H16D 108.8 . . ?
H16C C16B H16D 107.7 . . ?
C16B C17B O2 115(6) 2_556 . ?
C16B C17B H17C 108.7 2_556 . ?
O2 C17B H17C 108.7 . . ?
C16B C17B H17D 108.5 2_556 . ?
O2 C17B H17D 108.6 . . ?
H17C C17B H17D 107.6 . . ?
C13 N4B C16B 126.9(10) . . ?
C13 N4B C14B 123.1(11) . . ?
C16B N4B C14B 109.5(10) . . ?
N3 C18 S3 121.7(4) . . ?
N3 C18 S4 120.5(4) . . ?
S3 C18 S4 117.7(3) . . ?
C20 C19 N3 111.7(8) . . ?
C20 C19 H19A 109.3 . . ?
N3 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
N3 C19 H19B 109.3 . . ?
H19A C19 H19B 107.9 . . ?
O1 C20 C19 115.3(8) . . ?
O1 C20 H20A 108.4 . . ?
C19 C20 H20A 108.4 . . ?
O1 C20 H20B 108.4 . . ?
C19 C20 H20B 108.4 . . ?
H20A C20 H20B 107.5 . . ?
O1 C21 C22 115.0(8) . . ?
O1 C21 H21A 108.5 . . ?
C22 C21 H21A 108.5 . . ?
O1 C21 H21B 108.5 . . ?
C22 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 N3 110.3(7) . . ?
C21 C22 H22A 109.6 . . ?
N3 C22 H22A 109.6 . . ?
C21 C22 H22B 109.6 . . ?
N3 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
N5 C23 S6 120.2(5) . . ?
N5 C23 S5 120.8(5) . . ?
S6 C23 S5 119.0(3) . . ?
C25A C24A N5 117.0(18) . . ?
C25A C24A H24A 108.0 . . ?
N5 C24A H24A 108.0 . . ?
C25A C24A H24B 108.0 . . ?
N5 C24A H24B 108.0 . . ?
H24A C24A H24B 107.3 . . ?
C24A C25A O3A 127.4(17) . . ?
C24A C25A H25A 105.4 . . ?
O3A C25A H25A 105.4 . . ?
C24A C25A H25B 105.4 . . ?
O3A C25A H25B 105.4 . . ?
H25A C25A H25B 106.0 . . ?
C27A C26A O3A 124.1(19) . . ?
C27A C26A H26A 106.3 . . ?
O3A C26A H26A 106.3 . . ?
C27A C26A H26B 106.3 . . ?
O3A C26A H26B 106.3 . . ?
H26A C26A H26B 106.4 . . ?
C26A C27A N5 124.3(18) . . ?
C26A C27A H27A 106.3 . . ?
N5 C27A H27A 106.3 . . ?
C26A C27A H27B 106.3 . . ?
N5 C27A H27B 106.3 . . ?
H27A C27A H27B 106.4 . . ?
C26A O3A C25A 105.4(19) . . ?
C25B C24B N5 128(2) . . ?
C25B C24B H24C 105.4 . . ?
N5 C24B H24C 105.4 . . ?
C25B C24B H24D 105.4 . . ?
N5 C24B H24D 105.4 . . ?
H24C C24B H24D 106.0 . . ?
C24B C25B O3B 123(2) . . ?
C24B C25B H25C 106.6 . . ?
O3B C25B H25C 106.6 . . ?
C24B C25B H25D 106.6 . . ?
O3B C25B H25D 106.6 . . ?
H25C C25B H25D 106.6 . . ?
C27B C26B O3B 127.1(17) . . ?
C27B C26B H26C 105.5 . . ?
O3B C26B H26C 105.5 . . ?
C27B C26B H26D 105.5 . . ?
O3B C26B H26D 105.5 . . ?
H26C C26B H26D 106.1 . . ?
C26B C27B N5 122.6(17) . . ?
C26B C27B H27C 106.7 . . ?
N5 C27B H27C 106.7 . . ?
C26B C27B H27D 106.7 . . ?
N5 C27B H27D 106.7 . . ?
H27C C27B H27D 106.6 . . ?
C25B O3B C26B 108.0(16) . . ?
Cl3 C31 Cl4 115.2(6) . . ?
Cl3 C31 H31A 108.5 . . ?
Cl4 C31 H31A 108.5 . . ?
Cl3 C31 H31B 108.5 . . ?
Cl4 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
Cl2 C32 Cl1 97.8(12) . . ?
Cl2 C32 H32A 112.2 . . ?
Cl1 C32 H32A 112.2 . . ?
Cl2 C32 H32B 112.2 . . ?
Cl1 C32 H32B 112.2 . . ?
H32A C32 H32B 109.8 . . ?
C1 N1 C5 116.8(5) . . ?
C1 N1 Pr1 122.8(4) . . ?
C5 N1 Pr1 120.3(3) . . ?
C12 N2 C9 117.0(5) . . ?
C12 N2 Pr1 122.5(4) . . ?
C9 N2 Pr1 120.5(3) . . ?
C18 N3 C19 123.4(6) . . ?
C18 N3 C22 124.6(6) . . ?
C19 N3 C22 111.9(6) . . ?
C23 N5 C27A 123.4(9) . . ?
C23 N5 C24A 120.0(10) . . ?
C27A N5 C24A 108.5(16) . . ?
C23 N5 C27B 123.7(8) . . ?
C23 N5 C24B 126.0(9) . . ?
C27B N5 C24B 101.5(13) . . ?
C21 O1 C20 110.6(6) . . ?
C17A O2 C15A 110(6) . . ?
C15B O2 C17B 112(4) . . ?
C17A O2 Pr1 123(6) . . ?
C15B O2 Pr1 124.4(7) . . ?
C15A O2 Pr1 121.5(9) . . ?
C17B O2 Pr1 124(4) . . ?
N2 Pr1 N1 61.65(13) . . ?
N2 Pr1 O2 146.05(14) . . ?
N1 Pr1 O2 146.51(14) . . ?
N2 Pr1 S1 87.62(10) . . ?
N1 Pr1 S1 141.19(10) . . ?
O2 Pr1 S1 71.59(11) . . ?
N2 Pr1 S5 84.36(10) . . ?
N1 Pr1 S5 72.55(9) . . ?
O2 Pr1 S5 89.34(9) . . ?
S1 Pr1 S5 130.90(4) . . ?
N2 Pr1 S4 127.28(10) . . ?
N1 Pr1 S4 90.06(10) . . ?
O2 Pr1 S4 80.85(10) . . ?
S1 Pr1 S4 91.00(5) . . ?
S5 Pr1 S4 131.12(4) . . ?
N2 Pr1 S6 132.92(10) . . ?
N1 Pr1 S6 77.92(10) . . ?
O2 Pr1 S6 68.61(11) . . ?
S1 Pr1 S6 138.57(5) . . ?
S5 Pr1 S6 60.00(4) . . ?
S4 Pr1 S6 71.94(4) . . ?
N2 Pr1 S3 69.80(10) . . ?
N1 Pr1 S3 73.02(9) . . ?
O2 Pr1 S3 126.14(9) . . ?
S1 Pr1 S3 74.39(5) . . ?
S5 Pr1 S3 143.84(4) . . ?
S4 Pr1 S3 59.24(4) . . ?
S6 Pr1 S3 121.96(4) . . ?
N2 Pr1 S2 76.72(10) . . ?
N1 Pr1 S2 126.46(10) . . ?
O2 Pr1 S2 69.68(11) . . ?
S1 Pr1 S2 59.79(4) . . ?
S5 Pr1 S2 71.23(4) . . ?
S4 Pr1 S2 143.38(5) . . ?
S6 Pr1 S2 114.27(5) . . ?
S3 Pr1 S2 123.50(5) . . ?
C13 S1 Pr1 90.8(2) . . ?
C13 S2 Pr1 88.1(2) . . ?
C18 S3 Pr1 91.23(19) . . ?
C18 S4 Pr1 91.7(2) . . ?
C23 S5 Pr1 90.2(2) . . ?
C23 S6 Pr1 89.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 1.0(10) . . . . ?
C1 C2 C3 C4 0.7(9) . . . . ?
C2 C3 C4 C5 -1.5(9) . . . . ?
C2 C3 C4 C6 177.5(6) . . . . ?
C3 C4 C5 N1 0.8(8) . . . . ?
C6 C4 C5 N1 -178.3(5) . . . . ?
C3 C4 C5 C9 -179.5(5) . . . . ?
C6 C4 C5 C9 1.4(8) . . . . ?
C5 C4 C6 C7 -0.5(10) . . . . ?
C3 C4 C6 C7 -179.5(6) . . . . ?
C4 C6 C7 C8 -0.6(11) . . . . ?
C6 C7 C8 C10 179.0(7) . . . . ?
C6 C7 C8 C9 0.8(9) . . . . ?
C10 C8 C9 N2 1.3(8) . . . . ?
C7 C8 C9 N2 179.5(5) . . . . ?
C10 C8 C9 C5 -178.1(5) . . . . ?
C7 C8 C9 C5 0.1(8) . . . . ?
N1 C5 C9 N2 -0.9(7) . . . . ?
C4 C5 C9 N2 179.4(5) . . . . ?
N1 C5 C9 C8 178.5(5) . . . . ?
C4 C5 C9 C8 -1.2(7) . . . . ?
C9 C8 C10 C11 1.0(9) . . . . ?
C7 C8 C10 C11 -177.2(6) . . . . ?
C8 C10 C11 C12 -2.1(10) . . . . ?
C10 C11 C12 N2 1.0(10) . . . . ?
S1 C13 N4A C16A 11(2) . . . . ?
S2 C13 N4A C16A 168.8(14) . . . . ?
S1 C13 N4A C14A -175.4(15) . . . . ?
S2 C13 N4A C14A -18(2) . . . . ?
C17A C16A N4A C13 129(6) 2_546 . . . ?
C17A C16A N4A C14A -45(7) 2_546 . . . ?
C15A C14A N4A C13 -158(2) 2_546 . . . ?
C15A C14A N4A C16A 16(3) 2_546 . . . ?
S1 C13 N4B C16B -13.8(18) . . . . ?
S2 C13 N4B C16B -177.1(11) . . . . ?
S1 C13 N4B C14B 175.9(11) . . . . ?
S2 C13 N4B C14B 12.6(18) . . . . ?
C17B C16B N4B C13 -120(5) 2_546 . . . ?
C17B C16B N4B C14B 52(5) 2_546 . . . ?
C15B C14B N4B C13 146(2) 2_546 . . . ?
C15B C14B N4B C16B -26(3) 2_546 . . . ?
N3 C19 C20 O1 -52.2(12) . . . . ?
O1 C21 C22 N3 52.6(10) . . . . ?
N5 C24A C25A O3A 7(4) . . . . ?
O3A C26A C27A N5 7(4) . . . . ?
C27A C26A O3A C25A 24(3) . . . . ?
C24A C25A O3A C26A -31(3) . . . . ?
N5 C24B C25B O3B -16(5) . . . . ?
O3B C26B C27B N5 6(5) . . . . ?
C24B C25B O3B C26B 35(4) . . . . ?
C27B C26B O3B C25B -30(4) . . . . ?
C2 C1 N1 C5 -1.7(8) . . . . ?
C2 C1 N1 Pr1 174.7(5) . . . . ?
C4 C5 N1 C1 0.8(7) . . . . ?
C9 C5 N1 C1 -178.9(5) . . . . ?
C4 C5 N1 Pr1 -175.8(4) . . . . ?
C9 C5 N1 Pr1 4.5(6) . . . . ?
C11 C12 N2 C9 1.2(9) . . . . ?
C11 C12 N2 Pr1 -178.5(5) . . . . ?
C8 C9 N2 C12 -2.3(8) . . . . ?
C5 C9 N2 C12 177.1(5) . . . . ?
C8 C9 N2 Pr1 177.4(4) . . . . ?
C5 C9 N2 Pr1 -3.2(6) . . . . ?
S3 C18 N3 C19 5.5(9) . . . . ?
S4 C18 N3 C19 -175.2(6) . . . . ?
S3 C18 N3 C22 -179.7(6) . . . . ?
S4 C18 N3 C22 -0.4(9) . . . . ?
C20 C19 N3 C18 -136.3(8) . . . . ?
C20 C19 N3 C22 48.3(10) . . . . ?
C21 C22 N3 C18 136.8(7) . . . . ?
C21 C22 N3 C19 -47.8(10) . . . . ?
S6 C23 N5 C27A -17.0(15) . . . . ?
S5 C23 N5 C27A 163.1(13) . . . . ?
S6 C23 N5 C24A -162.0(15) . . . . ?
S5 C23 N5 C24A 18.0(17) . . . . ?
S6 C23 N5 C27B 21.4(17) . . . . ?
S5 C23 N5 C27B -158.6(14) . . . . ?
S6 C23 N5 C24B 162.7(13) . . . . ?
S5 C23 N5 C24B -17.2(16) . . . . ?
C26A C27A N5 C23 179.5(19) . . . . ?
C26A C27A N5 C24A -32(3) . . . . ?
C25A C24A N5 C23 173.9(18) . . . . ?
C25A C24A N5 C27A 24(3) . . . . ?
C26B C27B N5 C23 163(2) . . . . ?
C26B C27B N5 C24B 14(3) . . . . ?
C25B C24B N5 C23 -157(3) . . . . ?
C25B C24B N5 C27B -9(4) . . . . ?
C22 C21 O1 C20 -54.8(11) . . . . ?
C19 C20 O1 C21 54.8(12) . . . . ?
C16A C17A O2 C15A -18(11) 2_556 . . . ?
C16A C17A O2 Pr1 136(7) 2_556 . . . ?
C14B C15B O2 C17B -4(5) 2_556 . . . ?
C14B C15B O2 Pr1 178(2) 2_556 . . . ?
C14A C15A O2 C17A -16(7) 2_556 . . . ?
C14A C15A O2 Pr1 -171(3) 2_556 . . . ?
C16B C17B O2 C15B 30(8) 2_556 . . . ?
C16B C17B O2 Pr1 -152(5) 2_556 . . . ?
N4B C13 S1 Pr1 -179.7(10) . . . . ?
N4A C13 S1 Pr1 140.9(12) . . . . ?
S2 C13 S1 Pr1 -16.1(5) . . . . ?
N4B C13 S2 Pr1 178.9(10) . . . . ?
N4A C13 S2 Pr1 -142.0(11) . . . . ?
S1 C13 S2 Pr1 15.7(5) . . . . ?
N3 C18 S3 Pr1 -177.0(5) . . . . ?
S4 C18 S3 Pr1 3.7(3) . . . . ?
N3 C18 S4 Pr1 177.0(4) . . . . ?
S3 C18 S4 Pr1 -3.7(3) . . . . ?
N5 C23 S5 Pr1 170.3(6) . . . . ?
S6 C23 S5 Pr1 -9.7(4) . . . . ?
N5 C23 S6 Pr1 -170.3(6) . . . . ?
S5 C23 S6 Pr1 9.7(4) . . . . ?

_refine_diff_density_max         1.103
_refine_diff_density_min         -0.827
_refine_diff_density_rms         0.111



####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1402232'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H34 Cl2 N5 Nd O3 S6'
_chemical_formula_weight         896.10

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'
Nd Nd -0.1943 3.0179 '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'
H H 0.0000 0.0000 '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                   10.7830(7)
_cell_length_b                   10.9220(8)
_cell_length_c                   17.2820(13)
_cell_angle_alpha                78.322(7)
_cell_angle_beta                 88.233(6)
_cell_angle_gamma                65.392(7)
_cell_volume                     1808.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8145
_cell_measurement_theta_min      3.0568
_cell_measurement_theta_max      28.7729

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_F_000             902
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.967
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27064
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.063
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7829
_reflns_number_gt                6267
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7829
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0835
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 -0.0812(4) 0.4493(4) 0.1215(2) 0.0355(8) Uani 1 1 d . . . . .
C2 C -0.1788(4) 0.4621(4) -0.0097(2) 0.0494(11) Uani 1 1 d . . . . .
H2A H -0.1207 0.3641 0.0012 0.059 Uiso 1 1 calc R U . . .
H2B H -0.1497 0.5048 -0.0572 0.059 Uiso 1 1 calc R U . . .
C3 C -0.3237(5) 0.4857(5) -0.0223(3) 0.0589(12) Uani 1 1 d . . . . .
H3A H -0.3325 0.4497 -0.0677 0.071 Uiso 1 1 calc R U . . .
H3B H -0.3498 0.4363 0.0237 0.071 Uiso 1 1 calc R U . . .
C4 C -0.4020(5) 0.6851(5) 0.0290(3) 0.0703(14) Uani 1 1 d . . . . .
H4A H -0.4317 0.6417 0.0760 0.084 Uiso 1 1 calc R U . . .
H4B H -0.4624 0.7825 0.0177 0.084 Uiso 1 1 calc R U . . .
C5 C -0.2586(4) 0.6674(4) 0.0453(3) 0.0559(12) Uani 1 1 d . . . . .
H5A H -0.2317 0.7196 0.0010 0.067 Uiso 1 1 calc R U . . .
H5B H -0.2543 0.7019 0.0922 0.067 Uiso 1 1 calc R U . . .
C6 C 0.2662(4) 0.3049(4) 0.4391(2) 0.0373(9) Uani 1 1 d . . . . .
C7 C 0.4773(5) 0.2548(6) 0.5151(4) 0.094(2) Uani 1 1 d . . . . .
H7A H 0.5024 0.1616 0.5082 0.113 Uiso 1 1 calc R U . . .
H7B H 0.5320 0.2919 0.4810 0.113 Uiso 1 1 calc R U . . .
C8 C 0.5086(7) 0.2495(8) 0.5888(5) 0.188(5) Uani 1 1 d . . . . .
H8A H 0.6073 0.2054 0.5975 0.226 Uiso 1 1 calc R U . . .
H8B H 0.4726 0.1916 0.6231 0.226 Uiso 1 1 calc R U . . .
C9 C 0.3139(7) 0.4469(8) 0.5965(5) 0.180(5) Uani 1 1 d . . . . .
H9A H 0.2726 0.3930 0.6297 0.216 Uiso 1 1 calc R U . . .
H9B H 0.2797 0.5364 0.6106 0.216 Uiso 1 1 calc R U . . .
C10 C 0.2747(5) 0.4643(5) 0.5188(3) 0.088(2) Uani 1 1 d . . . . .
H10A H 0.3021 0.5315 0.4866 0.106 Uiso 1 1 calc R U . . .
H10B H 0.1758 0.5012 0.5134 0.106 Uiso 1 1 calc R U . . .
C11 C 0.0078(4) 0.0397(4) 0.3611(2) 0.0382(9) Uani 1 1 d . . . . .
C12 C 0.0080(5) -0.1913(4) 0.3873(3) 0.0640(13) Uani 1 1 d . . . . .
H12A H 0.0226 -0.2544 0.4380 0.077 Uiso 1 1 calc R U . . .
H12B H 0.0938 -0.2173 0.3616 0.077 Uiso 1 1 calc R U . . .
C13 C -0.0995(5) -0.1973(5) 0.3365(3) 0.0714(14) Uani 1 1 d . . . . .
H13A H -0.1109 -0.1363 0.2854 0.086 Uiso 1 1 calc R U . . .
H13B H -0.0698 -0.2902 0.3280 0.086 Uiso 1 1 calc R U . . .
C14 C -0.2721(5) -0.0237(5) 0.3884(3) 0.0585(12) Uani 1 1 d . . . . .
H14A H -0.3569 -0.0024 0.4150 0.070 Uiso 1 1 calc R U . . .
H14B H -0.2908 0.0428 0.3388 0.070 Uiso 1 1 calc R U . . .
C15 C -0.1690(5) -0.0107(5) 0.4393(3) 0.0564(12) Uani 1 1 d . . . . .
H15A H -0.2010 0.0833 0.4463 0.068 Uiso 1 1 calc R U . . .
H15B H -0.1553 -0.0707 0.4910 0.068 Uiso 1 1 calc R U . . .
C16 C 0.2710(5) 0.5158(5) 0.2532(2) 0.0551(12) Uani 1 1 d . . . . .
H16 H 0.1812 0.5692 0.2628 0.066 Uiso 1 1 calc R U . . .
C17 C 0.3675(6) 0.5695(5) 0.2553(3) 0.0653(14) Uani 1 1 d . . . . .
H17 H 0.3427 0.6552 0.2677 0.078 Uiso 1 1 calc R U . . .
C18 C 0.4972(6) 0.4951(6) 0.2390(3) 0.0635(14) Uani 1 1 d . . . . .
H18 H 0.5628 0.5290 0.2410 0.076 Uiso 1 1 calc R U . . .
C19 C 0.5335(4) 0.3670(5) 0.2190(2) 0.0481(11) Uani 1 1 d . . . . .
C20 C 0.4309(4) 0.3183(4) 0.2210(2) 0.0392(9) Uani 1 1 d . . . . .
C21 C 0.6673(5) 0.2860(6) 0.1971(3) 0.0622(14) Uani 1 1 d . . . . .
H21 H 0.7352 0.3176 0.1973 0.075 Uiso 1 1 calc R U . . .
C22 C 0.6966(4) 0.1661(6) 0.1764(2) 0.0600(13) Uani 1 1 d . . . . .
H22 H 0.7828 0.1177 0.1596 0.072 Uiso 1 1 calc R U . . .
C23 C 0.5960(4) 0.1116(5) 0.1799(2) 0.0520(11) Uani 1 1 d . . . . .
C24 C 0.4647(4) 0.1844(4) 0.2034(2) 0.0395(9) Uani 1 1 d . . . . .
C25 C 0.6241(5) -0.0186(6) 0.1638(3) 0.0687(14) Uani 1 1 d . . . . .
H25 H 0.7100 -0.0714 0.1483 0.082 Uiso 1 1 calc R U . . .
C26 C 0.5265(5) -0.0670(6) 0.1709(3) 0.0783(16) Uani 1 1 d . . . . .
H26 H 0.5443 -0.1527 0.1603 0.094 Uiso 1 1 calc R U . . .
C27 C 0.3991(5) 0.0141(5) 0.1943(3) 0.0620(13) Uani 1 1 d . . . . .
H27 H 0.3323 -0.0194 0.1982 0.074 Uiso 1 1 calc R U . . .
C28 C 0.0888(6) 0.9395(6) 0.1039(3) 0.0806(16) Uani 1 1 d . . . . .
H28A H 0.0214 1.0278 0.0760 0.097 Uiso 1 1 calc R U . . .
H28B H 0.1111 0.9505 0.1553 0.097 Uiso 1 1 calc R U . . .
N3 N -0.1651(3) 0.5211(3) 0.05725(19) 0.0432(8) Uani 1 1 d . . . . .
N4 N 0.3327(4) 0.3376(4) 0.4888(2) 0.0599(11) Uani 1 1 d . . . . .
N5 N -0.0400(3) -0.0502(3) 0.3988(2) 0.0485(9) Uani 1 1 d . . . . .
N1 N 0.3009(3) 0.3926(3) 0.23828(18) 0.0407(8) Uani 1 1 d . . . . .
N2 N 0.3671(3) 0.1354(3) 0.21129(18) 0.0414(8) Uani 1 1 d . . . . .
Nd1 Nd 0.13891(2) 0.26405(2) 0.28050(2) 0.03246(7) Uani 1 1 d . . . . .
O1 O -0.4128(3) 0.6278(4) -0.03499(17) 0.0667(9) Uani 1 1 d . . . . .
O2 O 0.4592(5) 0.3798(5) 0.6122(3) 0.165(3) Uani 1 1 d . . . . .
O3 O -0.2257(3) -0.1583(3) 0.3725(2) 0.0707(9) Uani 1 1 d . . . . .
S1 S -0.07748(11) 0.52556(11) 0.19900(6) 0.0475(3) Uani 1 1 d . . . . .
S2 S 0.02541(11) 0.27905(10) 0.12771(6) 0.0456(3) Uani 1 1 d . . . . .
S3 S 0.10082(10) 0.41508(10) 0.40514(6) 0.0428(2) Uani 1 1 d . . . . .
S4 S 0.34545(10) 0.15370(10) 0.40616(6) 0.0393(2) Uani 1 1 d . . . . .
S5 S -0.07177(12) 0.20979(11) 0.36683(7) 0.0528(3) Uani 1 1 d . . . . .
S6 S 0.15079(11) -0.01293(11) 0.30759(6) 0.0470(3) Uani 1 1 d . . . . .
Cl1 Cl 0.01840(15) 0.81984(15) 0.11734(9) 0.0841(4) Uani 1 1 d . . . . .
Cl2 Cl 0.23481(18) 0.8911(2) 0.05106(11) 0.1157(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N3 1.335(4) . ?
C1 S2 1.714(4) . ?
C1 S1 1.725(4) . ?
C2 N3 1.472(5) . ?
C2 C3 1.490(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O1 1.419(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O1 1.405(5) . ?
C4 C5 1.505(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N3 1.466(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N4 1.325(5) . ?
C6 S4 1.720(4) . ?
C6 S3 1.721(4) . ?
C7 C8 1.312(8) . ?
C7 N4 1.470(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O2 1.436(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.371(8) . ?
C9 O2 1.434(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N4 1.458(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N5 1.341(5) . ?
C11 S5 1.714(4) . ?
C11 S6 1.718(4) . ?
C12 N5 1.461(5) . ?
C12 C13 1.506(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 O3 1.411(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 O3 1.425(5) . ?
C14 C15 1.508(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N5 1.475(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N1 1.326(5) . ?
C16 C17 1.395(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.348(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.401(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.410(5) . ?
C19 C21 1.431(6) . ?
C20 N1 1.355(5) . ?
C20 C24 1.447(6) . ?
C21 C22 1.334(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.434(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.399(5) . ?
C23 C25 1.410(6) . ?
C24 N2 1.358(5) . ?
C25 C26 1.354(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.391(6) . ?
C26 H26 0.9300 . ?
C27 N2 1.316(5) . ?
C27 H27 0.9300 . ?
C28 Cl2 1.734(6) . ?
C28 Cl1 1.740(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
N1 Nd1 2.665(3) . ?
N2 Nd1 2.660(3) . ?
Nd1 S4 2.8516(10) . ?
Nd1 S5 2.8796(11) . ?
Nd1 S3 2.8895(10) . ?
Nd1 S2 2.8904(10) . ?
Nd1 S6 2.9145(11) . ?
Nd1 S1 2.9343(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 C1 S2 120.2(3) . . ?
N3 C1 S1 120.9(3) . . ?
S2 C1 S1 118.9(2) . . ?
N3 C2 C3 109.9(3) . . ?
N3 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
N3 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
O1 C3 C2 111.4(4) . . ?
O1 C3 H3A 109.3 . . ?
C2 C3 H3A 109.3 . . ?
O1 C3 H3B 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
O1 C4 C5 112.5(4) . . ?
O1 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
O1 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N3 C5 C4 109.5(4) . . ?
N3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
N3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
N4 C6 S4 120.3(3) . . ?
N4 C6 S3 120.3(3) . . ?
S4 C6 S3 119.3(2) . . ?
C8 C7 N4 115.2(5) . . ?
C8 C7 H7A 108.5 . . ?
N4 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
N4 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C7 C8 O2 115.5(7) . . ?
C7 C8 H8A 108.4 . . ?
O2 C8 H8A 108.4 . . ?
C7 C8 H8B 108.4 . . ?
O2 C8 H8B 108.4 . . ?
H8A C8 H8B 107.5 . . ?
C10 C9 O2 113.2(7) . . ?
C10 C9 H9A 108.9 . . ?
O2 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
O2 C9 H9B 108.9 . . ?
H9A C9 H9B 107.8 . . ?
C9 C10 N4 113.5(5) . . ?
C9 C10 H10A 108.9 . . ?
N4 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
N4 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
N5 C11 S5 120.3(3) . . ?
N5 C11 S6 121.0(3) . . ?
S5 C11 S6 118.7(2) . . ?
N5 C12 C13 107.9(4) . . ?
N5 C12 H12A 110.1 . . ?
C13 C12 H12A 110.1 . . ?
N5 C12 H12B 110.1 . . ?
C13 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
O3 C13 C12 111.1(4) . . ?
O3 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
O3 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
O3 C14 C15 112.2(4) . . ?
O3 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
O3 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
N5 C15 C14 107.5(4) . . ?
N5 C15 H15A 110.2 . . ?
C14 C15 H15A 110.2 . . ?
N5 C15 H15B 110.2 . . ?
C14 C15 H15B 110.2 . . ?
H15A C15 H15B 108.5 . . ?
N1 C16 C17 123.3(5) . . ?
N1 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C18 C17 C16 119.0(5) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C20 117.0(4) . . ?
C18 C19 C21 123.2(4) . . ?
C20 C19 C21 119.8(4) . . ?
N1 C20 C19 122.5(4) . . ?
N1 C20 C24 118.5(3) . . ?
C19 C20 C24 119.0(4) . . ?
C22 C21 C19 121.2(4) . . ?
C22 C21 H21 119.4 . . ?
C19 C21 H21 119.4 . . ?
C21 C22 C23 120.4(4) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C25 116.5(4) . . ?
C24 C23 C22 120.6(4) . . ?
C25 C23 C22 122.8(4) . . ?
N2 C24 C23 123.4(4) . . ?
N2 C24 C20 117.9(3) . . ?
C23 C24 C20 118.7(4) . . ?
C26 C25 C23 120.2(4) . . ?
C26 C25 H25 119.9 . . ?
C23 C25 H25 119.9 . . ?
C25 C26 C27 118.6(5) . . ?
C25 C26 H26 120.7 . . ?
C27 C26 H26 120.7 . . ?
N2 C27 C26 124.1(4) . . ?
N2 C27 H27 117.9 . . ?
C26 C27 H27 117.9 . . ?
Cl2 C28 Cl1 112.5(3) . . ?
Cl2 C28 H28A 109.1 . . ?
Cl1 C28 H28A 109.1 . . ?
Cl2 C28 H28B 109.1 . . ?
Cl1 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
C1 N3 C5 124.6(3) . . ?
C1 N3 C2 124.2(3) . . ?
C5 N3 C2 111.2(3) . . ?
C6 N4 C10 124.2(4) . . ?
C6 N4 C7 123.5(4) . . ?
C10 N4 C7 112.2(3) . . ?
C11 N5 C12 123.7(4) . . ?
C11 N5 C15 124.0(3) . . ?
C12 N5 C15 110.5(3) . . ?
C16 N1 C20 117.8(4) . . ?
C16 N1 Nd1 121.1(3) . . ?
C20 N1 Nd1 118.8(2) . . ?
C27 N2 C24 117.2(4) . . ?
C27 N2 Nd1 122.3(3) . . ?
C24 N2 Nd1 119.8(2) . . ?
N2 Nd1 N1 61.68(10) . . ?
N2 Nd1 S4 76.32(7) . . ?
N1 Nd1 S4 75.51(7) . . ?
N2 Nd1 S5 140.41(7) . . ?
N1 Nd1 S5 155.89(7) . . ?
S4 Nd1 S5 98.33(3) . . ?
N2 Nd1 S3 128.71(7) . . ?
N1 Nd1 S3 78.92(7) . . ?
S4 Nd1 S3 62.29(3) . . ?
S5 Nd1 S3 77.65(3) . . ?
N2 Nd1 S2 79.84(7) . . ?
N1 Nd1 S2 100.98(7) . . ?
S4 Nd1 S2 154.48(3) . . ?
S5 Nd1 S2 94.23(3) . . ?
S3 Nd1 S2 142.68(3) . . ?
N2 Nd1 S6 79.15(7) . . ?
N1 Nd1 S6 139.29(8) . . ?
S4 Nd1 S6 85.34(3) . . ?
S5 Nd1 S6 61.27(3) . . ?
S3 Nd1 S6 123.02(3) . . ?
S2 Nd1 S6 81.36(3) . . ?
N2 Nd1 S1 121.59(7) . . ?
N1 Nd1 S1 83.91(7) . . ?
S4 Nd1 S1 141.31(3) . . ?
S5 Nd1 S1 87.26(3) . . ?
S3 Nd1 S1 81.98(3) . . ?
S2 Nd1 S1 61.11(3) . . ?
S6 Nd1 S1 129.27(3) . . ?
C4 O1 C3 111.4(3) . . ?
C9 O2 C8 108.2(5) . . ?
C13 O3 C14 111.8(4) . . ?
C1 S1 Nd1 89.15(13) . . ?
C1 S2 Nd1 90.82(13) . . ?
C6 S3 Nd1 87.24(13) . . ?
C6 S4 Nd1 88.51(12) . . ?
C11 S5 Nd1 90.52(13) . . ?
C11 S6 Nd1 89.29(13) . . ?

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
N3 C2 C3 O1 56.8(5) . . . . ?
O1 C4 C5 N3 -55.1(5) . . . . ?
N4 C7 C8 O2 -49.1(11) . . . . ?
O2 C9 C10 N4 52.7(10) . . . . ?
N5 C12 C13 O3 -59.1(5) . . . . ?
O3 C14 C15 N5 56.2(5) . . . . ?
N1 C16 C17 C18 2.1(7) . . . . ?
C16 C17 C18 C19 1.1(7) . . . . ?
C17 C18 C19 C20 -3.2(6) . . . . ?
C17 C18 C19 C21 176.7(4) . . . . ?
C18 C19 C20 N1 2.5(5) . . . . ?
C21 C19 C20 N1 -177.4(3) . . . . ?
C18 C19 C20 C24 -177.9(3) . . . . ?
C21 C19 C20 C24 2.1(5) . . . . ?
C18 C19 C21 C22 -178.2(4) . . . . ?
C20 C19 C21 C22 1.8(6) . . . . ?
C19 C21 C22 C23 -3.5(7) . . . . ?
C21 C22 C23 C24 1.4(6) . . . . ?
C21 C22 C23 C25 -175.7(4) . . . . ?
C25 C23 C24 N2 0.3(6) . . . . ?
C22 C23 C24 N2 -177.0(4) . . . . ?
C25 C23 C24 C20 179.7(4) . . . . ?
C22 C23 C24 C20 2.5(6) . . . . ?
N1 C20 C24 N2 -5.1(5) . . . . ?
C19 C20 C24 N2 175.3(3) . . . . ?
N1 C20 C24 C23 175.4(3) . . . . ?
C19 C20 C24 C23 -4.2(5) . . . . ?
C24 C23 C25 C26 0.4(7) . . . . ?
C22 C23 C25 C26 177.6(5) . . . . ?
C23 C25 C26 C27 -0.1(8) . . . . ?
C25 C26 C27 N2 -1.0(8) . . . . ?
S2 C1 N3 C5 -179.0(3) . . . . ?
S1 C1 N3 C5 0.8(5) . . . . ?
S2 C1 N3 C2 3.2(5) . . . . ?
S1 C1 N3 C2 -177.1(3) . . . . ?
C4 C5 N3 C1 -124.2(4) . . . . ?
C4 C5 N3 C2 53.9(5) . . . . ?
C3 C2 N3 C1 122.7(4) . . . . ?
C3 C2 N3 C5 -55.4(5) . . . . ?
S4 C6 N4 C10 178.9(4) . . . . ?
S3 C6 N4 C10 0.4(7) . . . . ?
S4 C6 N4 C7 3.9(7) . . . . ?
S3 C6 N4 C7 -174.6(4) . . . . ?
C9 C10 N4 C6 142.4(6) . . . . ?
C9 C10 N4 C7 -42.1(8) . . . . ?
C8 C7 N4 C6 -143.9(7) . . . . ?
C8 C7 N4 C10 40.5(9) . . . . ?
S5 C11 N5 C12 170.2(3) . . . . ?
S6 C11 N5 C12 -10.8(6) . . . . ?
S5 C11 N5 C15 7.1(6) . . . . ?
S6 C11 N5 C15 -173.9(3) . . . . ?
C13 C12 N5 C11 -104.2(5) . . . . ?
C13 C12 N5 C15 60.9(5) . . . . ?
C14 C15 N5 C11 105.7(5) . . . . ?
C14 C15 N5 C12 -59.3(5) . . . . ?
C17 C16 N1 C20 -2.8(6) . . . . ?
C17 C16 N1 Nd1 159.8(3) . . . . ?
C19 C20 N1 C16 0.4(5) . . . . ?
C24 C20 N1 C16 -179.1(3) . . . . ?
C19 C20 N1 Nd1 -162.6(3) . . . . ?
C24 C20 N1 Nd1 17.9(4) . . . . ?
C26 C27 N2 C24 1.6(7) . . . . ?
C26 C27 N2 Nd1 -168.5(4) . . . . ?
C23 C24 N2 C27 -1.2(6) . . . . ?
C20 C24 N2 C27 179.3(4) . . . . ?
C23 C24 N2 Nd1 169.1(3) . . . . ?
C20 C24 N2 Nd1 -10.3(4) . . . . ?
C5 C4 O1 C3 57.4(5) . . . . ?
C2 C3 O1 C4 -58.1(5) . . . . ?
C10 C9 O2 C8 -57.0(10) . . . . ?
C7 C8 O2 C9 56.0(11) . . . . ?
C12 C13 O3 C14 57.4(5) . . . . ?
C15 C14 O3 C13 -56.5(5) . . . . ?
N3 C1 S1 Nd1 -178.5(3) . . . . ?
S2 C1 S1 Nd1 1.2(2) . . . . ?
N3 C1 S2 Nd1 178.5(3) . . . . ?
S1 C1 S2 Nd1 -1.2(2) . . . . ?
N4 C6 S3 Nd1 162.6(4) . . . . ?
S4 C6 S3 Nd1 -15.9(2) . . . . ?
N4 C6 S4 Nd1 -162.4(3) . . . . ?
S3 C6 S4 Nd1 16.1(2) . . . . ?
N5 C11 S5 Nd1 174.8(3) . . . . ?
S6 C11 S5 Nd1 -4.2(2) . . . . ?
N5 C11 S6 Nd1 -174.8(3) . . . . ?
S5 C11 S6 Nd1 4.2(2) . . . . ?

_refine_diff_density_max         0.857
_refine_diff_density_min         -0.766
_refine_diff_density_rms         0.090

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1402233'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H34 Cl2 Eu N5 O3 S6'
_chemical_formula_weight         903.82

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'
Eu Eu -0.1578 3.6682 '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                   10.6899(5)
_cell_length_b                   10.7180(5)
_cell_length_c                   16.9914(8)
_cell_angle_alpha                78.016(2)
_cell_angle_beta                 88.254(2)
_cell_angle_gamma                65.530(2)
_cell_volume                     1729.92(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    28817
_cell_measurement_theta_min      2.225
_cell_measurement_theta_max      25.308

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_F_000             908
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    2.369
_shelx_estimated_absorpt_T_min   0.557
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28817
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.225
_diffrn_reflns_theta_max         25.308
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6276
_reflns_number_gt                5944
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0228P)²+2.0238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6276
_refine_ls_number_parameters     461
_refine_ls_number_restraints     252
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0188
_refine_ls_wR_factor_ref         0.0489
_refine_ls_wR_factor_gt          0.0480
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_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_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
Eu1 Eu 0.63828(2) 0.26738(2) 0.27846(2) 0.01067(4) Uani 1 1 d . . . . .
N1 N 0.7960(2) 0.3982(2) 0.23644(11) 0.0142(4) Uani 1 1 d . . . . .
C2 C 0.9281(2) 0.3226(2) 0.22006(13) 0.0135(5) Uani 1 1 d . . . . .
C3 C 0.9629(2) 0.1859(2) 0.20305(13) 0.0126(5) Uani 1 1 d . . . . .
N2 N 0.8631(2) 0.1366(2) 0.20964(11) 0.0142(4) Uani 1 1 d . . . . .
C5 C 0.8957(3) 0.0123(3) 0.19136(15) 0.0194(5) Uani 1 1 d . . . . .
H5 H 0.8266 -0.0221 0.1940 0.023 Uiso 1 1 calc R U . . .
C6 C 1.0248(3) -0.0701(3) 0.16870(17) 0.0244(6) Uani 1 1 d . . . . .
H6 H 1.0427 -0.1586 0.1569 0.029 Uiso 1 1 calc R U . . .
C7 C 1.1262(3) -0.0221(3) 0.16351(16) 0.0218(6) Uani 1 1 d . . . . .
H7 H 1.2155 -0.0774 0.1489 0.026 Uiso 1 1 calc R U . . .
C8 C 1.0959(2) 0.1101(3) 0.18016(14) 0.0162(5) Uani 1 1 d . . . . .
C9 C 1.1971(3) 0.1664(3) 0.17741(15) 0.0196(5) Uani 1 1 d . . . . .
H9 H 1.2867 0.1151 0.1615 0.024 Uiso 1 1 calc R U . . .
C10 C 1.1671(3) 0.2907(3) 0.19699(14) 0.0181(5) Uani 1 1 d . . . . .
H10 H 1.2367 0.3242 0.1968 0.022 Uiso 1 1 calc R U . . .
C11 C 1.0312(3) 0.3730(3) 0.21815(14) 0.0157(5) Uani 1 1 d . . . . .
C12 C 0.9943(3) 0.5049(3) 0.23751(15) 0.0198(5) Uani 1 1 d . . . . .
H12 H 1.0618 0.5404 0.2399 0.024 Uiso 1 1 calc R U . . .
C13 C 0.8610(3) 0.5816(3) 0.25284(15) 0.0208(5) Uani 1 1 d . . . . .
H13 H 0.8343 0.6715 0.2649 0.025 Uiso 1 1 calc R U . . .
C14 C 0.7646(3) 0.5249(3) 0.25046(14) 0.0179(5) Uani 1 1 d . . . . .
H14 H 0.6716 0.5802 0.2594 0.021 Uiso 1 1 calc R U . . .
S1 S 0.42252(6) 0.53103(6) 0.19774(3) 0.01503(12) Uani 1 1 d . . . . .
S2 S 0.52523(6) 0.27882(6) 0.12703(3) 0.01456(12) Uani 1 1 d . . . . .
C15 C 0.4182(2) 0.4539(2) 0.11915(14) 0.0114(4) Uani 1 1 d . . . . .
N3 N 0.3343(2) 0.5265(2) 0.05329(12) 0.0139(4) Uani 1 1 d . . . . .
C17 C 0.3202(3) 0.4644(3) -0.01350(14) 0.0158(5) Uani 1 1 d . . . . .
H17A H 0.3824 0.3631 -0.0022 0.019 Uiso 1 1 calc R U . . .
H17B H 0.3462 0.5104 -0.0640 0.019 Uiso 1 1 calc R U . . .
C18 C 0.1724(3) 0.4841(3) -0.02291(15) 0.0182(5) Uani 1 1 d . . . . .
H18A H 0.1618 0.4450 -0.0689 0.022 Uiso 1 1 calc R U . . .
H18B H 0.1493 0.4321 0.0263 0.022 Uiso 1 1 calc R U . . .
O19 O 0.07975(18) 0.62935(18) -0.03633(10) 0.0198(4) Uani 1 1 d . . . . .
C20 C 0.0927(3) 0.6896(3) 0.02806(15) 0.0197(5) Uani 1 1 d . . . . .
H20A H 0.0660 0.6432 0.0782 0.024 Uiso 1 1 calc R U . . .
H20B H 0.0288 0.7903 0.0165 0.024 Uiso 1 1 calc R U . . .
C21 C 0.2383(2) 0.6750(2) 0.04099(15) 0.0159(5) Uani 1 1 d . . . . .
H21A H 0.2623 0.7299 -0.0066 0.019 Uiso 1 1 calc R U . . .
H21B H 0.2449 0.7120 0.0887 0.019 Uiso 1 1 calc R U . . .
S3 S 0.42935(6) 0.21463(6) 0.36647(4) 0.01776(13) Uani 1 1 d . . . . .
S4 S 0.65119(6) -0.01181(6) 0.30563(4) 0.01760(13) Uani 1 1 d . . . . .
C22 C 0.5081(3) 0.0409(3) 0.36176(14) 0.0159(5) Uani 1 1 d . . . . .
N4 N 0.4630(2) -0.0517(2) 0.40136(13) 0.0193(5) Uani 1 1 d . . . . .
C24 C 0.3337(3) -0.0118(3) 0.44256(15) 0.0205(5) Uani 1 1 d . . . . .
H24A H 0.3035 0.0844 0.4519 0.025 Uiso 1 1 calc R U . . .
H24B H 0.3470 -0.0771 0.4954 0.025 Uiso 1 1 calc R U . . .
C25 C 0.2264(3) -0.0180(3) 0.38924(16) 0.0231(6) Uani 1 1 d . . . . .
H25A H 0.1394 0.0045 0.4169 0.028 Uiso 1 1 calc R U . . .
H25B H 0.2084 0.0536 0.3386 0.028 Uiso 1 1 calc R U . . .
O26 O 0.2699(2) -0.1534(2) 0.37055(12) 0.0261(4) Uani 1 1 d . . . . .
C27 C 0.3990(3) -0.1949(3) 0.33451(17) 0.0263(6) Uani 1 1 d . . . . .
H27A H 0.3893 -0.1296 0.2821 0.032 Uiso 1 1 calc R U . . .
H27B H 0.4270 -0.2901 0.3242 0.032 Uiso 1 1 calc R U . . .
C28 C 0.5092(3) -0.1948(3) 0.38826(17) 0.0239(6) Uani 1 1 d . . . . .
H28A H 0.5222 -0.2620 0.4403 0.029 Uiso 1 1 calc R U . . .
H28B H 0.5979 -0.2227 0.3621 0.029 Uiso 1 1 calc R U . . .
S5 S 0.84351(6) 0.15254(6) 0.40386(3) 0.01373(12) Uani 1 1 d . . . . .
S6 S 0.59988(6) 0.42015(6) 0.40282(3) 0.01507(12) Uani 1 1 d . . . . .
C29 C 0.7646(3) 0.3049(2) 0.43904(14) 0.0161(5) Uani 1 1 d . . . . .
N5A N 0.8262(11) 0.3273(10) 0.4975(6) 0.0223(16) Uani 0.65 1 d . U P A 1
C31 C 0.9814(8) 0.2532(8) 0.5116(4) 0.0360(17) Uani 0.65 1 d . U P A 1
H31A H 1.0260 0.3121 0.4821 0.043 Uiso 0.65 1 calc R U P A 1
H31B H 1.0178 0.1624 0.4945 0.043 Uiso 0.65 1 calc R U P A 1
C32 C 1.0040(5) 0.2314(5) 0.6024(3) 0.0348(11) Uani 0.65 1 d . U P A 1
H32A H 0.9557 0.1750 0.6302 0.042 Uiso 0.65 1 calc R U P A 1
H32B H 1.1035 0.1782 0.6180 0.042 Uiso 0.65 1 calc R U P A 1
O33 O 0.9546(3) 0.3619(3) 0.6278(2) 0.0374(8) Uani 0.65 1 d . U P A 1
C34 C 0.8103(5) 0.4345(5) 0.6082(3) 0.0349(11) Uani 0.65 1 d . U P A 1
H34A H 0.7643 0.3838 0.6444 0.042 Uiso 0.65 1 calc R U P A 1
H34B H 0.7793 0.5285 0.6207 0.042 Uiso 0.65 1 calc R U P A 1
C35 C 0.7655(7) 0.4517(7) 0.5333(4) 0.0284(13) Uani 0.65 1 d . U P A 1
H35A H 0.7838 0.5284 0.4991 0.034 Uiso 0.65 1 calc R U P A 1
H35B H 0.6644 0.4825 0.5321 0.034 Uiso 0.65 1 calc R U P A 1
N5B N 0.841(2) 0.345(2) 0.4833(12) 0.026(3) Uani 0.35 1 d . U P A 2
C31A C 0.9686(15) 0.2304(15) 0.5385(8) 0.025(2) Uani 0.35 1 d . U P A 2
H31C H 0.9447 0.2058 0.5946 0.030 Uiso 0.35 1 calc R U P A 2
H31D H 1.0137 0.1445 0.5167 0.030 Uiso 0.35 1 calc R U P A 2
C32A C 1.0511(8) 0.3111(9) 0.5317(6) 0.0321(16) Uani 0.35 1 d . U P A 2
H32C H 1.1457 0.2490 0.5550 0.039 Uiso 0.35 1 calc R U P A 2
H32D H 1.0567 0.3496 0.4741 0.039 Uiso 0.35 1 calc R U P A 2
O33A O 0.9910(6) 0.4242(6) 0.5734(4) 0.0337(12) Uani 0.35 1 d . U P A 2
C34A C 0.8555(9) 0.5184(9) 0.5348(6) 0.0316(15) Uani 0.35 1 d . U P A 2
H34C H 0.8025 0.5727 0.5744 0.038 Uiso 0.35 1 calc R U P A 2
H34D H 0.8688 0.5862 0.4898 0.038 Uiso 0.35 1 calc R U P A 2
C35A C 0.7881(14) 0.4759(13) 0.5099(7) 0.027(2) Uani 0.35 1 d . U P A 2
H35C H 0.7318 0.5493 0.4635 0.032 Uiso 0.35 1 calc R U P A 2
H35D H 0.7235 0.4688 0.5517 0.032 Uiso 0.35 1 calc R U P A 2
C100 C 0.5801(3) 0.9483(3) 0.10019(16) 0.0216(5) Uani 1 1 d . . . . .
H10A H 0.5995 0.9654 0.1526 0.026 Uiso 1 1 calc R U . . .
H10B H 0.5111 1.0376 0.0682 0.026 Uiso 1 1 calc R U . . .
Cl1 Cl 0.51235(7) 0.82049(6) 0.11677(4) 0.02219(13) Uani 1 1 d . . . . .
Cl2 Cl 0.73335(7) 0.89287(8) 0.04850(4) 0.03148(16) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 N1 2.605(2) . ?
Eu1 N2 2.613(2) . ?
Eu1 S5 2.7977(6) . ?
Eu1 S2 2.8340(6) . ?
Eu1 S3 2.8348(6) . ?
Eu1 S6 2.8533(6) . ?
Eu1 S4 2.8766(6) . ?
Eu1 S1 2.8930(6) . ?
Eu1 C29 3.250(2) . ?
N1 C14 1.329(3) . ?
N1 C2 1.360(3) . ?
C2 C11 1.410(3) . ?
C2 C3 1.445(3) . ?
C3 N2 1.365(3) . ?
C3 C8 1.405(3) . ?
N2 C5 1.331(3) . ?
C5 C6 1.390(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.372(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.405(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.436(4) . ?
C9 C10 1.346(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.435(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.409(4) . ?
C12 C13 1.367(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.401(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
S1 C15 1.722(2) . ?
S2 C15 1.725(2) . ?
C15 N3 1.335(3) . ?
N3 C21 1.467(3) . ?
N3 C17 1.469(3) . ?
C17 C18 1.514(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 O19 1.431(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
O19 C20 1.417(3) . ?
C20 C21 1.516(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
S3 C22 1.715(2) . ?
S4 C22 1.729(2) . ?
C22 N4 1.330(3) . ?
N4 C28 1.468(3) . ?
N4 C24 1.470(3) . ?
C24 C25 1.513(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 O26 1.431(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
O26 C27 1.425(3) . ?
C27 C28 1.513(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
S5 C29 1.723(2) . ?
S6 C29 1.719(2) . ?
C29 N5A 1.321(12) . ?
C29 N5B 1.38(2) . ?
N5A C35 1.472(11) . ?
N5A C31 1.514(15) . ?
C31 C32 1.522(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 O33 1.431(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
O33 C34 1.423(5) . ?
C34 C35 1.322(8) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
N5B C35A 1.44(2) . ?
N5B C31A 1.57(3) . ?
C31A C32A 1.457(17) . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?
C32A O33A 1.437(10) . ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
O33A C34A 1.455(10) . ?
C34A C35A 1.130(16) . ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?
C35A H35C 0.9900 . ?
C35A H35D 0.9900 . ?
C100 Cl1 1.769(3) . ?
C100 Cl2 1.770(3) . ?
C100 H10A 0.9900 . ?
C100 H10B 0.9900 . ?

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 Eu1 N2 62.96(6) . . ?
N1 Eu1 S5 76.26(4) . . ?
N2 Eu1 S5 76.04(4) . . ?
N1 Eu1 S2 101.86(4) . . ?
N2 Eu1 S2 79.65(4) . . ?
S5 Eu1 S2 153.500(17) . . ?
N1 Eu1 S3 154.64(4) . . ?
N2 Eu1 S3 140.31(5) . . ?
S5 Eu1 S3 97.755(19) . . ?
S2 Eu1 S3 94.199(19) . . ?
N1 Eu1 S6 78.44(4) . . ?
N2 Eu1 S6 129.35(4) . . ?
S5 Eu1 S6 63.334(17) . . ?
S2 Eu1 S6 142.872(17) . . ?
S3 Eu1 S6 76.924(18) . . ?
N1 Eu1 S4 139.55(5) . . ?
N2 Eu1 S4 78.11(4) . . ?
S5 Eu1 S4 84.453(18) . . ?
S2 Eu1 S4 80.351(18) . . ?
S3 Eu1 S4 62.212(17) . . ?
S6 Eu1 S4 123.511(18) . . ?
N1 Eu1 S1 83.54(5) . . ?
N2 Eu1 S1 122.42(4) . . ?
S5 Eu1 S1 141.763(17) . . ?
S2 Eu1 S1 62.251(16) . . ?
S3 Eu1 S1 86.819(18) . . ?
S6 Eu1 S1 81.127(17) . . ?
S4 Eu1 S1 129.579(18) . . ?
N1 Eu1 C29 70.66(6) . . ?
N2 Eu1 C29 101.08(6) . . ?
S5 Eu1 C29 32.01(4) . . ?
S2 Eu1 C29 170.66(4) . . ?
S3 Eu1 C29 91.07(5) . . ?
S6 Eu1 C29 31.88(4) . . ?
S4 Eu1 C29 108.95(4) . . ?
S1 Eu1 C29 110.45(4) . . ?
C14 N1 C2 117.6(2) . . ?
C14 N1 Eu1 121.52(16) . . ?
C2 N1 Eu1 118.57(15) . . ?
N1 C2 C11 122.8(2) . . ?
N1 C2 C3 118.1(2) . . ?
C11 C2 C3 119.1(2) . . ?
N2 C3 C8 122.9(2) . . ?
N2 C3 C2 117.8(2) . . ?
C8 C3 C2 119.3(2) . . ?
C5 N2 C3 116.9(2) . . ?
C5 N2 Eu1 123.47(16) . . ?
C3 N2 Eu1 118.80(15) . . ?
N2 C5 C6 124.0(2) . . ?
N2 C5 H5 118.0 . . ?
C6 C5 H5 118.0 . . ?
C7 C6 C5 119.2(2) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C6 C7 C8 119.0(2) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C7 C8 C3 117.9(2) . . ?
C7 C8 C9 122.3(2) . . ?
C3 C8 C9 119.8(2) . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C2 117.4(2) . . ?
C12 C11 C10 122.6(2) . . ?
C2 C11 C10 120.0(2) . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 118.7(2) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
N1 C14 C13 123.7(2) . . ?
N1 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
C15 S1 Eu1 88.68(8) . . ?
C15 S2 Eu1 90.57(8) . . ?
N3 C15 S1 121.45(17) . . ?
N3 C15 S2 120.10(17) . . ?
S1 C15 S2 118.45(13) . . ?
C15 N3 C21 124.42(19) . . ?
C15 N3 C17 123.86(19) . . ?
C21 N3 C17 111.60(18) . . ?
N3 C17 C18 109.12(19) . . ?
N3 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
N3 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
O19 C18 C17 111.1(2) . . ?
O19 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
O19 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C20 O19 C18 111.16(18) . . ?
O19 C20 C21 112.1(2) . . ?
O19 C20 H20A 109.2 . . ?
C21 C20 H20A 109.2 . . ?
O19 C20 H20B 109.2 . . ?
C21 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
N3 C21 C20 109.3(2) . . ?
N3 C21 H21A 109.8 . . ?
C20 C21 H21A 109.8 . . ?
N3 C21 H21B 109.8 . . ?
C20 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
C22 S3 Eu1 90.64(9) . . ?
C22 S4 Eu1 88.98(8) . . ?
N4 C22 S3 121.42(19) . . ?
N4 C22 S4 120.63(18) . . ?
S3 C22 S4 117.93(14) . . ?
C22 N4 C28 123.7(2) . . ?
C22 N4 C24 123.3(2) . . ?
C28 N4 C24 110.4(2) . . ?
N4 C24 C25 107.8(2) . . ?
N4 C24 H24A 110.1 . . ?
C25 C24 H24A 110.1 . . ?
N4 C24 H24B 110.1 . . ?
C25 C24 H24B 110.1 . . ?
H24A C24 H24B 108.5 . . ?
O26 C25 C24 111.8(2) . . ?
O26 C25 H25A 109.3 . . ?
C24 C25 H25A 109.3 . . ?
O26 C25 H25B 109.3 . . ?
C24 C25 H25B 109.3 . . ?
H25A C25 H25B 107.9 . . ?
C27 O26 C25 111.8(2) . . ?
O26 C27 C28 111.3(2) . . ?
O26 C27 H27A 109.4 . . ?
C28 C27 H27A 109.4 . . ?
O26 C27 H27B 109.4 . . ?
C28 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
N4 C28 C27 107.2(2) . . ?
N4 C28 H28A 110.3 . . ?
C27 C28 H28A 110.3 . . ?
N4 C28 H28B 110.3 . . ?
C27 C28 H28B 110.3 . . ?
H28A C28 H28B 108.5 . . ?
C29 S5 Eu1 88.60(8) . . ?
C29 S6 Eu1 86.88(8) . . ?
N5A C29 S6 120.5(5) . . ?
N5B C29 S6 120.2(9) . . ?
N5A C29 S5 120.2(5) . . ?
N5B C29 S5 119.6(9) . . ?
S6 C29 S5 119.08(14) . . ?
N5A C29 Eu1 172.0(4) . . ?
N5B C29 Eu1 157.2(8) . . ?
S6 C29 Eu1 61.24(7) . . ?
S5 C29 Eu1 59.38(7) . . ?
C29 N5A C35 124.2(8) . . ?
C29 N5A C31 119.7(9) . . ?
C35 N5A C31 112.9(8) . . ?
N5A C31 C32 103.3(6) . . ?
N5A C31 H31A 111.1 . . ?
C32 C31 H31A 111.1 . . ?
N5A C31 H31B 111.1 . . ?
C32 C31 H31B 111.1 . . ?
H31A C31 H31B 109.1 . . ?
O33 C32 C31 111.8(5) . . ?
O33 C32 H32A 109.3 . . ?
C31 C32 H32A 109.3 . . ?
O33 C32 H32B 109.3 . . ?
C31 C32 H32B 109.3 . . ?
H32A C32 H32B 107.9 . . ?
C34 O33 C32 108.7(3) . . ?
C35 C34 O33 117.9(5) . . ?
C35 C34 H34A 107.8 . . ?
O33 C34 H34A 107.8 . . ?
C35 C34 H34B 107.8 . . ?
O33 C34 H34B 107.8 . . ?
H34A C34 H34B 107.2 . . ?
C34 C35 N5A 115.7(6) . . ?
C34 C35 H35A 108.3 . . ?
N5A C35 H35A 108.3 . . ?
C34 C35 H35B 108.3 . . ?
N5A C35 H35B 108.3 . . ?
H35A C35 H35B 107.4 . . ?
C29 N5B C35A 124.0(15) . . ?
C29 N5B C31A 119.5(16) . . ?
C35A N5B C31A 111.7(16) . . ?
C32A C31A N5B 97.1(12) . . ?
C32A C31A H31C 112.3 . . ?
N5B C31A H31C 112.3 . . ?
C32A C31A H31D 112.3 . . ?
N5B C31A H31D 112.3 . . ?
H31C C31A H31D 109.9 . . ?
O33A C32A C31A 110.4(8) . . ?
O33A C32A H32C 109.6 . . ?
C31A C32A H32C 109.6 . . ?
O33A C32A H32D 109.6 . . ?
C31A C32A H32D 109.6 . . ?
H32C C32A H32D 108.1 . . ?
C32A O33A C34A 108.4(6) . . ?
C35A C34A O33A 120.7(9) . . ?
C35A C34A H34C 107.1 . . ?
O33A C34A H34C 107.1 . . ?
C35A C34A H34D 107.2 . . ?
O33A C34A H34D 107.1 . . ?
H34C C34A H34D 106.8 . . ?
C34A C35A N5B 123.4(13) . . ?
C34A C35A H35C 106.5 . . ?
N5B C35A H35C 106.5 . . ?
C34A C35A H35D 106.5 . . ?
N5B C35A H35D 106.5 . . ?
H35C C35A H35D 106.5 . . ?
Cl1 C100 Cl2 111.00(14) . . ?
Cl1 C100 H10A 109.4 . . ?
Cl2 C100 H10A 109.4 . . ?
Cl1 C100 H10B 109.4 . . ?
Cl2 C100 H10B 109.4 . . ?
H10A C100 H10B 108.0 . . ?

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
C14 N1 C2 C11 0.5(3) . . . . ?
Eu1 N1 C2 C11 -162.50(17) . . . . ?
C14 N1 C2 C3 -178.7(2) . . . . ?
Eu1 N1 C2 C3 18.3(3) . . . . ?
N1 C2 C3 N2 -4.2(3) . . . . ?
C11 C2 C3 N2 176.5(2) . . . . ?
N1 C2 C3 C8 175.4(2) . . . . ?
C11 C2 C3 C8 -3.9(3) . . . . ?
C8 C3 N2 C5 -1.6(3) . . . . ?
C2 C3 N2 C5 178.0(2) . . . . ?
C8 C3 N2 Eu1 168.58(17) . . . . ?
C2 C3 N2 Eu1 -11.8(3) . . . . ?
C3 N2 C5 C6 2.0(4) . . . . ?
Eu1 N2 C5 C6 -167.7(2) . . . . ?
N2 C5 C6 C7 -0.8(4) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C6 C7 C8 C3 1.2(4) . . . . ?
C6 C7 C8 C9 178.9(2) . . . . ?
N2 C3 C8 C7 0.0(3) . . . . ?
C2 C3 C8 C7 -179.6(2) . . . . ?
N2 C3 C8 C9 -177.7(2) . . . . ?
C2 C3 C8 C9 2.7(3) . . . . ?
C7 C8 C9 C10 -177.1(2) . . . . ?
C3 C8 C9 C10 0.5(4) . . . . ?
C8 C9 C10 C11 -2.5(4) . . . . ?
N1 C2 C11 C12 2.7(3) . . . . ?
C3 C2 C11 C12 -178.1(2) . . . . ?
N1 C2 C11 C10 -177.3(2) . . . . ?
C3 C2 C11 C10 2.0(3) . . . . ?
C9 C10 C11 C12 -178.7(2) . . . . ?
C9 C10 C11 C2 1.2(3) . . . . ?
C2 C11 C12 C13 -3.5(3) . . . . ?
C10 C11 C12 C13 176.4(2) . . . . ?
C11 C12 C13 C14 1.3(4) . . . . ?
C2 N1 C14 C13 -3.0(3) . . . . ?
Eu1 N1 C14 C13 159.50(19) . . . . ?
C12 C13 C14 N1 2.1(4) . . . . ?
Eu1 S1 C15 N3 -177.95(19) . . . . ?
Eu1 S1 C15 S2 2.12(13) . . . . ?
Eu1 S2 C15 N3 177.91(18) . . . . ?
Eu1 S2 C15 S1 -2.17(13) . . . . ?
S1 C15 N3 C21 -0.6(3) . . . . ?
S2 C15 N3 C21 179.28(18) . . . . ?
S1 C15 N3 C17 -176.30(17) . . . . ?
S2 C15 N3 C17 3.6(3) . . . . ?
C15 N3 C17 C18 119.7(2) . . . . ?
C21 N3 C17 C18 -56.4(3) . . . . ?
N3 C17 C18 O19 57.4(2) . . . . ?
C17 C18 O19 C20 -58.6(3) . . . . ?
C18 O19 C20 C21 57.7(3) . . . . ?
C15 N3 C21 C20 -121.0(2) . . . . ?
C17 N3 C21 C20 55.1(3) . . . . ?
O19 C20 C21 N3 -55.5(3) . . . . ?
Eu1 S3 C22 N4 173.7(2) . . . . ?
Eu1 S3 C22 S4 -4.81(14) . . . . ?
Eu1 S4 C22 N4 -173.8(2) . . . . ?
Eu1 S4 C22 S3 4.74(14) . . . . ?
S3 C22 N4 C28 168.42(19) . . . . ?
S4 C22 N4 C28 -13.1(3) . . . . ?
S3 C22 N4 C24 8.6(3) . . . . ?
S4 C22 N4 C24 -172.91(19) . . . . ?
C22 N4 C24 C25 101.6(3) . . . . ?
C28 N4 C24 C25 -60.5(3) . . . . ?
N4 C24 C25 O26 56.5(3) . . . . ?
C24 C25 O26 C27 -55.7(3) . . . . ?
C25 O26 C27 C28 57.1(3) . . . . ?
C22 N4 C28 C27 -100.3(3) . . . . ?
C24 N4 C28 C27 61.7(3) . . . . ?
O26 C27 C28 N4 -59.2(3) . . . . ?
Eu1 S6 C29 N5A 171.1(4) . . . . ?
Eu1 S6 C29 N5B 153.7(9) . . . . ?
Eu1 S6 C29 S5 -14.09(14) . . . . ?
Eu1 S5 C29 N5A -170.8(4) . . . . ?
Eu1 S5 C29 N5B -153.5(9) . . . . ?
Eu1 S5 C29 S6 14.36(14) . . . . ?
S6 C29 N5A C35 -3.2(9) . . . . ?
S5 C29 N5A C35 -177.9(5) . . . . ?
S6 C29 N5A C31 -161.6(6) . . . . ?
S5 C29 N5A C31 23.7(9) . . . . ?
C29 N5A C31 C32 -147.4(6) . . . . ?
C35 N5A C31 C32 51.9(8) . . . . ?
N5A C31 C32 O33 -62.1(8) . . . . ?
C31 C32 O33 C34 61.5(6) . . . . ?
C32 O33 C34 C35 -51.8(7) . . . . ?
O33 C34 C35 N5A 44.7(8) . . . . ?
C29 N5A C35 C34 154.1(7) . . . . ?
C31 N5A C35 C34 -46.2(8) . . . . ?
S6 C29 N5B C35A 7.0(18) . . . . ?
S5 C29 N5B C35A 174.8(10) . . . . ?
Eu1 C29 N5B C35A 94(3) . . . . ?
S6 C29 N5B C31A 160.5(11) . . . . ?
S5 C29 N5B C31A -31.8(18) . . . . ?
Eu1 C29 N5B C31A -112.6(19) . . . . ?
C29 N5B C31A C32A 148.9(13) . . . . ?
C35A N5B C31A C32A -54.6(15) . . . . ?
N5B C31A C32A O33A 69.9(13) . . . . ?
C31A C32A O33A C34A -62.7(10) . . . . ?
C32A O33A C34A C35A 36.1(14) . . . . ?
O33A C34A C35A N5B -26.2(19) . . . . ?
C29 N5B C35A C34A -167.0(14) . . . . ?
C31A N5B C35A C34A 38(2) . . . . ?

_refine_diff_density_max         0.665
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.084



