# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 1912850'
loop_
_audit_author_name
_audit_author_address
'Ana Rodriguez Fdez-Pacheco'
;University of Castilla La Mancha
Spain
;
_audit_update_record             
;
2019-04-29 deposited with the CCDC.	2019-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H30 N4 S'
_chemical_formula_sum            'C46 H30 N4 S'
_chemical_formula_weight         670.80

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'
S S 0.1246 0.1234 '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                   8.2931(15)
_cell_length_b                   9.7165(18)
_cell_length_c                   11.6820(16)
_cell_angle_alpha                76.505(5)
_cell_angle_beta                 83.078(5)
_cell_angle_gamma                75.073(5)
_cell_volume                     882.6(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    1090
_cell_measurement_theta_min      2.547
_cell_measurement_theta_max      20.011

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             350
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.131
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector, APEX'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10421
_diffrn_reflns_av_unetI/netI     0.0779
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.219
_diffrn_reflns_theta_max         24.985
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             3071
_reflns_number_gt                1409
_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 APEX'
_computing_cell_refinement       'Bruker SAINT V8.37 (Bruker AXS Inc. 2016)'
_computing_data_reduction        'Bruker SAINT V8.37 (Bruker AXS Inc. 2016)'
_computing_structure_solution    'SHELXS-2013/4 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013/4 (Sheldrick, 2013)'
_computing_molecular_graphics    'WINGX v2014.1 (Farrugia, 2012)'
_computing_publication_material  'WINGX v2014.1 (Farrugia, 2012)'

_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)+(0.1033P)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     SHELXL
_refine_ls_extinction_coef       0.038(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3071
_refine_ls_number_parameters     425
_refine_ls_number_restraints     399
_refine_ls_R_factor_all          0.1522
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.2048
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.926
_refine_ls_shift/su_max          0.004
_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
S1 S 0.8744(3) 1.2300(3) 1.1447(2) 0.1073(10) Uani 0.5 1 d . U P A 1
N1 N 0.7794(8) 1.1919(7) 1.0486(6) 0.0694(19) Uani 0.5 1 d . U P A 1
N2 N 1.0498(13) 1.1178(12) 1.1370(10) 0.077(3) Uani 0.5 1 d . U P A 1
N3 N -0.080(3) 1.376(3) 0.678(2) 0.055(3) Uani 0.5 1 d . U P A 1
C1 C 0.8807(12) 1.0844(10) 1.0072(9) 0.049(2) Uani 0.5 1 d . U P A 1
C2 C 1.0440(12) 1.0399(11) 1.0574(7) 0.057(2) Uani 0.5 1 d . U P A 1
C3 C 1.1709(11) 0.9358(11) 1.0251(11) 0.055(3) Uani 0.5 1 d . U P A 1
C4 C 1.1361(11) 0.8734(11) 0.9376(9) 0.066(3) Uani 0.5 1 d . U P A 1
H4 H 1.2193 0.8014 0.9107 0.079 Uiso 0.5 1 calc R U P A 1
C5 C 0.9818(14) 0.9151(13) 0.8894(13) 0.062(3) Uani 0.5 1 d . U P A 1
H5 H 0.9673 0.8692 0.8312 0.075 Uiso 0.5 1 calc R U P A 1
C6 C 0.8546(11) 1.0146(10) 0.9199(7) 0.055(2) Uani 0.5 1 d . U P A 1
C7 C 0.6924(10) 1.0632(10) 0.8721(8) 0.061(3) Uani 0.5 1 d . U P A 1
C8 C 0.5570(12) 1.1126(12) 0.8351(9) 0.057(3) Uani 0.5 1 d . U P A 1
C9 C 0.3911(15) 1.1745(14) 0.7912(11) 0.051(3) Uani 0.5 1 d . U P A 1
C10 C 0.3458(18) 1.1564(17) 0.6858(11) 0.064(3) Uani 0.5 1 d . U P A 1
H10 H 0.4257 1.1022 0.6403 0.077 Uiso 0.5 1 calc R U P A 1
C11 C 0.193(2) 1.213(2) 0.6472(14) 0.061(4) Uani 0.5 1 d . U P A 1
H11 H 0.1671 1.1966 0.5771 0.074 Uiso 0.5 1 calc R U P A 1
C12 C 0.077(2) 1.294(2) 0.7112(16) 0.054(4) Uani 0.5 1 d . U P A 1
C13 C 0.115(2) 1.317(2) 0.8176(18) 0.061(4) Uani 0.5 1 d . U P A 1
H13 H 0.0341 1.3722 0.8618 0.074 Uiso 0.5 1 calc R U P A 1
C14 C 0.2783(10) 1.2564(8) 0.8574(7) 0.064(4) Uani 0.5 1 d . U P A 1
H14 H 0.3071 1.2722 0.9270 0.076 Uiso 0.5 1 calc R U P A 1
C15 C -0.1496(10) 1.3206(8) 0.5939(7) 0.053(4) Uani 0.5 1 d R U P A 1
C16 C -0.1375(10) 1.1753(8) 0.5937(7) 0.081(8) Uani 0.5 1 d R U P A 1
H16 H -0.0765 1.1020 0.6495 0.098 Uiso 0.5 1 calc R U P A 1
C17 C -0.2167(10) 1.1395(8) 0.5102(7) 0.084(5) Uani 0.5 1 d R U P A 1
H17 H -0.2086 1.0423 0.5102 0.100 Uiso 0.5 1 calc R U P A 1
C18 C -0.3078(10) 1.2491(8) 0.4269(7) 0.072(4) Uani 0.5 1 d R U P A 1
H18 H -0.3608 1.2252 0.3710 0.086 Uiso 0.5 1 calc R U P A 1
C19 C -0.3199(10) 1.3944(8) 0.4270(7) 0.067(4) Uani 0.5 1 d R U P A 1
H19 H -0.3809 1.4677 0.3713 0.081 Uiso 0.5 1 calc R U P A 1
C20 C -0.2407(10) 1.4302(8) 0.5105(7) 0.062(4) Uani 0.5 1 d R U P A 1
H20 H -0.2488 1.5274 0.5106 0.074 Uiso 0.5 1 calc R U P A 1
C21 C -0.1947(10) 1.4921(8) 0.7197(7) 0.051(4) Uani 0.5 1 d R U P A 1
C22 C -0.3335(10) 1.4854(8) 0.7985(7) 0.064(6) Uani 0.5 1 d R U P A 1
H22 H -0.3640 1.3973 0.8268 0.077 Uiso 0.5 1 calc R U P A 1
C23 C -0.4267(10) 1.6103(8) 0.8350(7) 0.065(5) Uani 0.5 1 d R U P A 1
H23 H -0.5195 1.6059 0.8878 0.078 Uiso 0.5 1 calc R U P A 1
C24 C -0.3811(10) 1.7420(8) 0.7927(7) 0.069(4) Uani 0.5 1 d R U P A 1
H24 H -0.4434 1.8256 0.8172 0.083 Uiso 0.5 1 calc R U P A 1
C25 C -0.2423(10) 1.7487(8) 0.7139(7) 0.067(4) Uani 0.5 1 d R U P A 1
H25 H -0.2118 1.8367 0.6856 0.080 Uiso 0.5 1 calc R U P A 1
C26 C -0.1491(10) 1.6237(8) 0.6774(7) 0.061(3) Uani 0.5 1 d R U P A 1
H26 H -0.0562 1.6282 0.6247 0.073 Uiso 0.5 1 calc R U P A 1
C27 C 0.6682(10) 1.1077(10) 0.9268(7) 0.060(2) Uani 0.5 1 d . U P B 2
C28 C 0.5374(12) 1.1462(14) 0.8858(9) 0.067(3) Uani 0.5 1 d . U P B 2
C29 C 0.3823(16) 1.1992(16) 0.8317(10) 0.056(3) Uani 0.5 1 d . U P B 2
C30 C 0.3558(15) 1.1682(16) 0.7259(12) 0.065(4) Uani 0.5 1 d . U P B 2
H30 H 0.4401 1.1084 0.6875 0.078 Uiso 0.5 1 calc R U P B 2
C31 C 0.199(2) 1.229(2) 0.6786(13) 0.062(4) Uani 0.5 1 d . U P B 2
H31 H 0.1821 1.2106 0.6070 0.074 Uiso 0.5 1 calc R U P B 2
C32 C 0.068(2) 1.317(2) 0.7354(16) 0.047(4) Uani 0.5 1 d . U P B 2
N4 N -0.097(3) 1.362(3) 0.682(3) 0.070(5) Uani 0.5 1 d . U P B 2
C33 C 0.095(2) 1.348(3) 0.8391(18) 0.062(4) Uani 0.5 1 d . U P B 2
H33 H 0.0108 1.4074 0.8775 0.075 Uiso 0.5 1 calc R U P B 2
C34 C 0.2479(11) 1.2902(12) 0.8854(9) 0.059(3) Uani 0.5 1 d . U P B 2
H34 H 0.2642 1.3120 0.9559 0.071 Uiso 0.5 1 calc R U P B 2
C35 C -0.1623(16) 1.3162(13) 0.5985(10) 0.067(5) Uani 0.5 1 d . U P B 2
C36 C -0.1272(15) 1.1707(13) 0.6039(11) 0.075(6) Uani 0.5 1 d . U P B 2
H36 H -0.0606 1.1087 0.6625 0.090 Uiso 0.5 1 calc R U P B 2
C37 C -0.1839(17) 1.1126(16) 0.5291(11) 0.086(4) Uani 0.5 1 d . U P B 2
H37 H -0.1558 1.0122 0.5356 0.103 Uiso 0.5 1 calc R U P B 2
C38 C -0.2823(17) 1.1998(14) 0.4436(11) 0.081(4) Uani 0.5 1 d . U P B 2
H38 H -0.3214 1.1594 0.3909 0.097 Uiso 0.5 1 calc R U P B 2
C39 C -0.3239(16) 1.3454(15) 0.4348(11) 0.081(4) Uani 0.5 1 d . U P B 2
H39 H -0.3936 1.4050 0.3770 0.098 Uiso 0.5 1 calc R U P B 2
C40 C -0.2634(15) 1.4057(13) 0.5109(11) 0.070(4) Uani 0.5 1 d . U P B 2
H40 H -0.2901 1.5063 0.5037 0.084 Uiso 0.5 1 calc R U P B 2
C41 C -0.1898(14) 1.4958(13) 0.7257(11) 0.064(5) Uani 0.5 1 d . U P B 2
C42 C -0.3297(13) 1.4686(14) 0.7934(10) 0.066(5) Uani 0.5 1 d . U P B 2
H42 H -0.3520 1.3768 0.8075 0.079 Uiso 0.5 1 calc R U P B 2
C43 C -0.4366(16) 1.5780(15) 0.8403(11) 0.069(4) Uani 0.5 1 d . U P B 2
H43 H -0.5305 1.5593 0.8875 0.083 Uiso 0.5 1 calc R U P B 2
C44 C -0.4071(13) 1.7124(14) 0.8187(10) 0.056(3) Uani 0.5 1 d . U P B 2
H44 H -0.4785 1.7852 0.8525 0.068 Uiso 0.5 1 calc R U P B 2
C45 C -0.2740(15) 1.7400(12) 0.7482(11) 0.061(3) Uani 0.5 1 d . U P B 2
H45 H -0.2586 1.8344 0.7290 0.074 Uiso 0.5 1 calc R U P B 2
C46 C -0.1574(15) 1.6300(15) 0.7029(11) 0.069(3) Uani 0.5 1 d . U P B 2
H46 H -0.0613 1.6483 0.6587 0.083 Uiso 0.5 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.567(11) 2_777 ?
S1 N2 1.584(10) . ?
S1 N1 1.606(7) . ?
S1 C5 1.689(12) 2_777 ?
N1 C4 0.819(8) 2_777 ?
N1 C1 1.310(11) . ?
N1 C3 1.613(13) 2_777 ?
N2 C5 0.613(12) 2_777 ?
N2 C2 1.341(12) . ?
N2 C6 1.572(13) 2_777 ?
N2 C4 1.834(11) 2_777 ?
N3 C12 1.39(3) . ?
N3 C21 1.42(3) . ?
N3 C15 1.45(2) . ?
C1 C3 0.693(9) 2_777 ?
C1 C4 0.823(9) 2_777 ?
C1 C6 1.414(12) . ?
C1 C2 1.462(11) . ?
C1 C2 1.530(13) 2_777 ?
C1 C5 1.760(16) 2_777 ?
C2 C5 0.818(10) 2_777 ?
C2 C6 0.904(10) 2_777 ?
C2 C3 1.344(13) . ?
C2 C4 1.516(15) 2_777 ?
C2 C1 1.530(13) 2_777 ?
C2 C2 1.986(17) 2_777 ?
C2 C3 2.062(12) 2_777 ?
C2 C3 19.983(16) 2_757 ?
C3 C1 0.693(9) 2_777 ?
C3 C6 0.866(10) 2_777 ?
C3 C4 1.396(14) . ?
C3 N1 1.613(13) 2_777 ?
C3 C7 1.751(13) 2_777 ?
C4 C5 1.385(13) . ?
C5 C6 1.310(14) . ?
C6 C3 0.866(10) 2_777 ?
C6 C2 0.904(10) 2_777 ?
C6 C7 1.441(11) . ?
C6 N2 1.572(13) 2_777 ?
C7 C8 1.192(10) . ?
C7 C3 1.751(13) 2_777 ?
C8 C9 1.455(14) . ?
C9 C14 1.355(11) . ?
C9 C10 1.390(12) . ?
C10 C11 1.330(17) . ?
C11 C12 1.349(18) . ?
C12 C13 1.398(16) . ?
C13 C14 1.416(18) . ?
C15 C16 1.3900 . ?
C15 C20 1.3901 . ?
C16 C17 1.3901 . ?
C17 C18 1.3900 . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?
C21 C26 1.3900 . ?
C21 C22 1.3901 . ?
C22 C23 1.3899 . ?
C23 C24 1.3900 . ?
C24 C25 1.3900 . ?
C25 C26 1.3900 . ?
C27 C28 1.174(10) . ?
C28 C29 1.422(13) . ?
C29 C30 1.393(12) . ?
C29 C34 1.415(14) . ?
C30 C31 1.401(16) . ?
C31 C32 1.406(16) . ?
C32 C33 1.371(17) . ?
C32 N4 1.49(3) . ?
N4 C35 1.38(3) . ?
N4 C41 1.49(3) . ?
C33 C34 1.366(17) . ?
C35 C36 1.356(11) . ?
C35 C40 1.386(10) . ?
C36 C37 1.329(12) . ?
C37 C38 1.351(14) . ?
C38 C39 1.349(14) . ?
C39 C40 1.375(12) . ?
C41 C46 1.359(11) . ?
C41 C42 1.371(11) . ?
C42 C43 1.373(11) . ?
C43 C44 1.351(14) . ?
C44 C45 1.341(13) . ?
C45 C46 1.402(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
C4 S1 N2 71.2(4) 2_777 . ?
C4 S1 N1 29.9(3) 2_777 . ?
N2 S1 N1 100.3(4) . . ?
C4 S1 C5 50.2(5) 2_777 2_777 ?
N2 S1 C5 21.3(4) . 2_777 ?
N1 S1 C5 79.7(4) . 2_777 ?
C4 N1 C1 37.1(8) 2_777 . ?
C4 N1 S1 72.5(10) 2_777 . ?
C1 N1 S1 107.9(7) . . ?
C4 N1 C3 59.9(9) 2_777 2_777 ?
C1 N1 C3 24.8(5) . 2_777 ?
S1 N1 C3 132.2(6) . 2_777 ?
C5 N2 C2 23.7(18) 2_777 . ?
C5 N2 S1 89.0(19) 2_777 . ?
C2 N2 S1 108.1(8) . . ?
C5 N2 C6 54.1(17) 2_777 2_777 ?
C2 N2 C6 35.0(5) . 2_777 ?
S1 N2 C6 142.7(6) . 2_777 ?
C5 N2 C4 35.9(16) 2_777 2_777 ?
C2 N2 C4 54.4(7) . 2_777 ?
S1 N2 C4 54.0(4) . 2_777 ?
C6 N2 C4 88.8(6) 2_777 2_777 ?
C12 N3 C21 132.2(19) . . ?
C12 N3 C15 113.8(19) . . ?
C21 N3 C15 113.5(16) . . ?
C3 C1 C4 134(2) 2_777 2_777 ?
C3 C1 N1 102.8(16) 2_777 . ?
C4 C1 N1 36.9(8) 2_777 . ?
C3 C1 C6 28.0(13) 2_777 . ?
C4 C1 C6 161.7(16) 2_777 . ?
N1 C1 C6 129.0(10) . . ?
C3 C1 C2 143.7(17) 2_777 . ?
C4 C1 C2 77.6(13) 2_777 . ?
N1 C1 C2 112.5(11) . . ?
C6 C1 C2 118.4(8) . . ?
C3 C1 C2 61.4(13) 2_777 2_777 ?
C4 C1 C2 156.3(13) 2_777 2_777 ?
N1 C1 C2 164.2(11) . 2_777 ?
C6 C1 C2 35.5(4) . 2_777 ?
C2 C1 C2 83.2(7) . 2_777 ?
C3 C1 C5 163.9(16) 2_777 2_777 ?
C4 C1 C5 50.2(11) 2_777 2_777 ?
N1 C1 C5 85.6(9) . 2_777 ?
C6 C1 C5 145.3(8) . 2_777 ?
C2 C1 C5 27.5(5) . 2_777 ?
C2 C1 C5 109.8(8) 2_777 2_777 ?
C5 C2 C6 99.0(14) 2_777 2_777 ?
C5 C2 C3 138.5(15) 2_777 . ?
C6 C2 C3 39.5(7) 2_777 . ?
C5 C2 N2 17.5(13) 2_777 . ?
C6 C2 N2 86.6(10) 2_777 . ?
C3 C2 N2 125.4(10) . . ?
C5 C2 C1 97.0(14) 2_777 . ?
C6 C2 C1 160.9(13) 2_777 . ?
C3 C2 C1 123.5(8) . . ?
N2 C2 C1 111.2(10) . . ?
C5 C2 C4 65.0(12) 2_777 2_777 ?
C6 C2 C4 161.2(12) 2_777 2_777 ?
C3 C2 C4 154.7(9) . 2_777 ?
N2 C2 C4 79.6(9) . 2_777 ?
C1 C2 C4 32.0(4) . 2_777 ?
C5 C2 C1 160.4(14) 2_777 2_777 ?
C6 C2 C1 65.2(9) 2_777 2_777 ?
C3 C2 C1 26.9(4) . 2_777 ?
N2 C2 C1 151.8(10) . 2_777 ?
C1 C2 C1 96.8(7) . 2_777 ?
C4 C2 C1 127.7(8) 2_777 2_777 ?
C5 C2 C2 144.6(16) 2_777 2_777 ?
C6 C2 C2 111.9(12) 2_777 2_777 ?
C3 C2 C2 73.7(7) . 2_777 ?
N2 C2 C2 160.9(11) . 2_777 ?
C1 C2 C2 49.9(6) . 2_777 ?
C4 C2 C2 81.2(7) 2_777 2_777 ?
C1 C2 C2 46.9(5) 2_777 2_777 ?
C5 C2 C3 107.3(14) 2_777 2_777 ?
C6 C2 C3 149.5(11) 2_777 2_777 ?
C3 C2 C3 112.4(6) . 2_777 ?
N2 C2 C3 122.2(9) . 2_777 ?
C1 C2 C3 11.5(5) . 2_777 ?
C4 C2 C3 42.6(6) 2_777 2_777 ?
C1 C2 C3 85.6(5) 2_777 2_777 ?
C2 C2 C3 38.7(4) 2_777 2_777 ?
C5 C2 C3 131.1(12) 2_777 2_757 ?
C6 C2 C3 79.6(9) 2_777 2_757 ?
C3 C2 C3 55.9(6) . 2_757 ?
N2 C2 C3 140.4(7) . 2_757 ?
C1 C2 C3 82.1(6) . 2_757 ?
C4 C2 C3 103.1(5) 2_777 2_757 ?
C1 C2 C3 38.3(5) 2_777 2_757 ?
C2 C2 C3 45.1(5) 2_777 2_757 ?
C3 C2 C3 71.7(4) 2_777 2_757 ?
C1 C3 C6 130(2) 2_777 2_777 ?
C1 C3 C2 91.7(14) 2_777 . ?
C6 C3 C2 41.7(8) 2_777 . ?
C1 C3 C4 25.1(13) 2_777 . ?
C6 C3 C4 154.9(13) 2_777 . ?
C2 C3 C4 114.7(9) . . ?
C1 C3 N1 52.4(13) 2_777 2_777 ?
C6 C3 N1 165.0(12) 2_777 2_777 ?
C2 C3 N1 144.0(9) . 2_777 ?
C4 C3 N1 30.5(4) . 2_777 ?
C1 C3 C7 164.1(16) 2_777 2_777 ?
C6 C3 C7 55.0(9) 2_777 2_777 ?
C2 C3 C7 96.2(9) . 2_777 ?
C4 C3 C7 148.9(8) . 2_777 ?
N1 C3 C7 118.5(6) 2_777 2_777 ?
C3 C4 C5 122.1(10) . . ?
C6 C5 C4 124.8(11) . . ?
C3 C6 C2 98.8(13) 2_777 2_777 ?
C3 C6 C5 136.8(13) 2_777 . ?
C2 C6 C5 38.1(7) 2_777 . ?
C3 C6 C1 22.1(9) 2_777 . ?
C2 C6 C1 79.3(9) 2_777 . ?
C5 C6 C1 116.5(9) . . ?
C3 C6 C7 95.6(11) 2_777 . ?
C2 C6 C7 163.1(12) 2_777 . ?
C5 C6 C7 127.2(9) . . ?
C1 C6 C7 116.3(9) . . ?
C3 C6 N2 155.2(12) 2_777 2_777 ?
C2 C6 N2 58.4(8) 2_777 2_777 ?
C5 C6 N2 22.3(5) . 2_777 ?
C1 C6 N2 137.7(8) . 2_777 ?
C7 C6 N2 105.7(7) . 2_777 ?
C8 C7 C6 175.3(10) . . ?
C8 C7 C3 146.4(9) . 2_777 ?
C6 C7 C3 29.5(4) . 2_777 ?
C7 C8 C9 179.1(10) . . ?
C14 C9 C10 119.6(10) . . ?
C14 C9 C8 116.6(10) . . ?
C10 C9 C8 123.7(10) . . ?
C11 C10 C9 123.0(12) . . ?
C10 C11 C12 119.1(11) . . ?
C11 C12 C13 120.7(14) . . ?
C11 C12 N3 126.8(16) . . ?
C13 C12 N3 112.1(16) . . ?
C12 C13 C14 119.5(11) . . ?
C9 C14 C13 118.1(9) . . ?
C16 C15 C20 120.0 . . ?
C16 C15 N3 126.8(11) . . ?
C20 C15 N3 113.2(11) . . ?
C15 C16 C17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C17 C18 C19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C19 C20 C15 120.0 . . ?
C26 C21 C22 120.0 . . ?
C26 C21 N3 111.9(11) . . ?
C22 C21 N3 128.0(11) . . ?
C23 C22 C21 120.0 . . ?
C22 C23 C24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C26 C25 C24 120.0 . . ?
C21 C26 C25 120.0 . . ?
C27 C28 C29 176.9(14) . . ?
C30 C29 C34 117.5(9) . . ?
C30 C29 C28 123.2(10) . . ?
C34 C29 C28 119.3(9) . . ?
C29 C30 C31 118.6(10) . . ?
C30 C31 C32 122.4(10) . . ?
C33 C32 C31 118.5(13) . . ?
C33 C32 N4 124.3(15) . . ?
C31 C32 N4 117.0(16) . . ?
C35 N4 C32 133(2) . . ?
C35 N4 C41 120.3(17) . . ?
C32 N4 C41 105.7(18) . . ?
C34 C33 C32 119.5(12) . . ?
C33 C34 C29 123.4(10) . . ?
C36 C35 N4 117.1(14) . . ?
C36 C35 C40 117.2(8) . . ?
N4 C35 C40 125.7(14) . . ?
C37 C36 C35 123.0(10) . . ?
C36 C37 C38 119.9(11) . . ?
C39 C38 C37 120.0(10) . . ?
C38 C39 C40 120.2(9) . . ?
C39 C40 C35 119.8(9) . . ?
C46 C41 C42 120.8(9) . . ?
C46 C41 N4 129.7(15) . . ?
C42 C41 N4 109.4(14) . . ?
C41 C42 C43 119.5(10) . . ?
C44 C43 C42 120.8(10) . . ?
C45 C44 C43 119.5(9) . . ?
C44 C45 C46 121.6(10) . . ?
C41 C46 C45 117.7(9) . . ?

_refine_diff_density_max         0.199
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.059

_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_3c
_database_code_depnum_ccdc_archive 'CCDC 1912851'
loop_
_audit_author_name
_audit_author_address
'Ana Rodriguez Fdez-Pacheco'
;University of Castilla La Mancha
Spain
;
_audit_update_record             
;
2019-04-29 deposited with the CCDC.	2019-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H26 N4 S, 2(C H Cl3)'
_chemical_formula_sum            'C48 H28 Cl6 N4 S'
_chemical_formula_weight         905.50

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'
Cl Cl 0.1484 0.1585 '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'

_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                   11.8955(16)
_cell_length_b                   17.813(2)
_cell_length_c                   20.278(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.537(3)
_cell_angle_gamma                90
_cell_volume                     4276.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    1880
_cell_measurement_theta_min      2.370
_cell_measurement_theta_max      29.57

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_F_000             1848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.491
_shelx_estimated_absorpt_T_min   0.943
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector, APEX'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23480
_diffrn_reflns_av_unetI/netI     0.1464
_diffrn_reflns_av_R_equivalents  0.1165
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.225
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             7454
_reflns_number_gt                2759
_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 APEX'
_computing_cell_refinement       'Bruker SAINT V8.37 (Bruker AXS Inc. 2016)'
_computing_data_reduction        'Bruker SAINT V8.37 (Bruker AXS Inc. 2016)'
_computing_structure_solution    'SHELXS-2013/4 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013/4 (Sheldrick, 2013)'
_computing_molecular_graphics    'WINGX v2014.1 (Farrugia, 2012)'
_computing_publication_material  'WINGX v2014.1 (Farrugia, 2012)'


_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)+(0.1428P)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         7454
_refine_ls_number_parameters     532
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2317
_refine_ls_R_factor_gt           0.0898
_refine_ls_wR_factor_ref         0.2921
_refine_ls_wR_factor_gt          0.2264
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_restrained_S_all      0.945
_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
S1 S 0.76035(15) 0.32995(11) 0.23710(11) 0.0849(7) Uani 1 1 d . . . . .
Cl1 Cl 1.4425(3) 0.29365(17) 0.30115(13) 0.1447(11) Uani 1 1 d . . . . .
Cl2 Cl 1.4520(2) 0.28421(15) 0.44320(12) 0.1170(9) Uani 1 1 d . . . . .
Cl5 Cl 0.9547(3) 0.2406(2) 0.92420(19) 0.1889(16) Uani 1 1 d . . . . .
Cl4 Cl 1.0130(3) 0.27030(18) 0.79531(15) 0.1661(14) Uani 1 1 d . . . . .
Cl6 Cl 1.1556(3) 0.1813(2) 0.8844(2) 0.220(2) Uani 1 1 d . . . . .
N3 N 1.5305(4) 0.5966(3) 0.3859(3) 0.0568(14) Uani 1 1 d . . . . .
N4 N -0.0606(4) 0.4404(3) 0.1028(2) 0.0578(14) Uani 1 1 d . . . . .
N1 N 0.8538(4) 0.3931(3) 0.2607(3) 0.0701(16) Uani 1 1 d . . . . .
C15 C 1.5806(4) 0.6675(4) 0.3922(3) 0.0503(16) Uani 1 1 d . . . . .
C7 C 0.9677(5) 0.5377(4) 0.2949(3) 0.0639(18) Uani 1 1 d . . . . .
C1 C 0.8016(5) 0.4594(4) 0.2562(3) 0.0569(17) Uani 1 1 d . . . . .
C11 C 1.3601(5) 0.6164(4) 0.3108(3) 0.0597(17) Uani 1 1 d . . . . .
H11 H 1.4009 0.6471 0.2846 0.072 Uiso 1 1 calc R U . . .
C12 C 1.4131(4) 0.5825(4) 0.3663(3) 0.0556(17) Uani 1 1 d . . . . .
C29 C 0.2810(5) 0.4864(4) 0.1628(3) 0.0579(17) Uani 1 1 d . . . . .
C10 C 1.2459(5) 0.6048(4) 0.2938(3) 0.0622(18) Uani 1 1 d . . . . .
H10 H 1.2104 0.6293 0.2571 0.075 Uiso 1 1 calc R U . . .
N2 N 0.6508(4) 0.3815(3) 0.2201(3) 0.0717(16) Uani 1 1 d . . . . .
C32 C 0.0544(5) 0.4577(4) 0.1248(3) 0.0559(16) Uani 1 1 d . . . . .
C30 C 0.2268(5) 0.5219(4) 0.1076(3) 0.0605(18) Uani 1 1 d . . . . .
H30 H 0.2663 0.5555 0.0835 0.073 Uiso 1 1 calc R U . . .
C42 C -0.1040(5) 0.3689(4) 0.0927(3) 0.0588(18) Uani 1 1 d . . . . .
C5 C 0.7781(5) 0.5917(4) 0.2635(3) 0.0647(18) Uani 1 1 d . . . . .
H5 H 0.8074 0.6392 0.2736 0.078 Uiso 1 1 calc R U . . .
C3 C 0.6130(5) 0.5168(4) 0.2236(3) 0.0575(17) Uani 1 1 d . . . . .
C16 C 1.5328(5) 0.7382(4) 0.3796(3) 0.0609(18) Uani 1 1 d . . . . .
H16 H 1.4569 0.7437 0.3647 0.073 Uiso 1 1 calc R U . . .
C9 C 1.1836(5) 0.5578(4) 0.3301(3) 0.0609(18) Uani 1 1 d . . . . .
C2 C 0.6839(5) 0.4526(4) 0.2325(3) 0.0534(17) Uani 1 1 d . . . . .
C22 C 1.6127(5) 0.5422(4) 0.4047(3) 0.0575(17) Uani 1 1 d . . . . .
C21 C 1.7151(5) 0.5799(4) 0.4225(3) 0.0605(18) Uani 1 1 d . . . . .
C8 C 1.0650(5) 0.5466(4) 0.3120(3) 0.0662(19) Uani 1 1 d . . . . .
C13 C 1.3515(5) 0.5354(4) 0.4045(3) 0.0655(18) Uani 1 1 d . . . . .
H13 H 1.3865 0.5120 0.4420 0.079 Uiso 1 1 calc R U . . .
C43 C -0.0493(6) 0.2997(4) 0.1028(4) 0.074(2) Uani 1 1 d . . . . .
H43 H 0.0263 0.2968 0.1191 0.089 Uiso 1 1 calc R U . . .
C40 C -0.2457(5) 0.4522(4) 0.0654(3) 0.0582(17) Uani 1 1 d . . . . .
C33 C 0.1070(5) 0.4245(4) 0.1809(3) 0.0588(17) Uani 1 1 d . . . . .
H33 H 0.0663 0.3926 0.2061 0.071 Uiso 1 1 calc R U . . .
C4 C 0.6623(5) 0.5854(4) 0.2404(3) 0.0601(17) Uani 1 1 d . . . . .
H4 H 0.6181 0.6285 0.2364 0.072 Uiso 1 1 calc R U . . .
C34 C 0.2188(5) 0.4381(4) 0.1998(3) 0.0641(18) Uani 1 1 d . . . . .
H34 H 0.2536 0.4151 0.2376 0.077 Uiso 1 1 calc R U . . .
C20 C 1.6940(5) 0.6588(4) 0.4161(3) 0.0532(16) Uani 1 1 d . . . . .
C41 C -0.2189(5) 0.3744(4) 0.0692(3) 0.0624(19) Uani 1 1 d . . . . .
C28 C 0.3986(5) 0.4984(4) 0.1834(3) 0.070(2) Uani 1 1 d . . . . .
C27 C 0.4961(5) 0.5065(4) 0.2006(3) 0.0664(19) Uani 1 1 d . . . . .
C14 C 1.2390(5) 0.5238(4) 0.3861(3) 0.0670(19) Uani 1 1 d . . . . .
H14 H 1.1983 0.4924 0.4116 0.080 Uiso 1 1 calc R U . . .
C31 C 0.1156(5) 0.5075(4) 0.0887(3) 0.0600(17) Uani 1 1 d . . . . .
H31 H 0.0802 0.5310 0.0513 0.072 Uiso 1 1 calc R U . . .
C6 C 0.8484(5) 0.5315(4) 0.2717(3) 0.0577(17) Uani 1 1 d . . . . .
C17 C 1.6032(6) 0.7996(4) 0.3903(4) 0.0713(19) Uani 1 1 d . . . . .
H17 H 1.5739 0.8474 0.3818 0.086 Uiso 1 1 calc R U . . .
C35 C -0.1475(4) 0.4938(4) 0.0859(3) 0.0537(17) Uani 1 1 d . . . . .
C26 C 1.8117(5) 0.5365(5) 0.4417(3) 0.073(2) Uani 1 1 d . . . . .
H26 H 1.8801 0.5597 0.4550 0.088 Uiso 1 1 calc R U . . .
C38 C -0.3455(6) 0.5694(5) 0.0480(4) 0.086(2) Uani 1 1 d . . . . .
H38 H -0.4108 0.5960 0.0341 0.103 Uiso 1 1 calc R U . . .
C36 C -0.1467(5) 0.5704(4) 0.0888(3) 0.0684(19) Uani 1 1 d . . . . .
H36 H -0.0812 0.5963 0.1035 0.082 Uiso 1 1 calc R U . . .
C19 C 1.7625(6) 0.7224(5) 0.4268(4) 0.077(2) Uani 1 1 d . . . . .
H19 H 1.8381 0.7175 0.4428 0.093 Uiso 1 1 calc R U . . .
C37 C -0.2459(7) 0.6085(5) 0.0695(4) 0.088(2) Uani 1 1 d . . . . .
H37 H -0.2467 0.6607 0.0708 0.106 Uiso 1 1 calc R U . . .
C39 C -0.3471(5) 0.4931(5) 0.0472(3) 0.076(2) Uani 1 1 d . . . . .
H39 H -0.4141 0.4676 0.0349 0.091 Uiso 1 1 calc R U . . .
C23 C 1.6060(6) 0.4651(5) 0.4022(4) 0.079(2) Uani 1 1 d . . . . .
H23 H 1.5384 0.4412 0.3883 0.095 Uiso 1 1 calc R U . . .
C18 C 1.7164(6) 0.7922(5) 0.4133(4) 0.081(2) Uani 1 1 d . . . . .
H18 H 1.7614 0.8347 0.4196 0.098 Uiso 1 1 calc R U . . .
C46 C -0.2799(6) 0.3086(5) 0.0547(4) 0.076(2) Uani 1 1 d . . . . .
H46 H -0.3561 0.3109 0.0393 0.092 Uiso 1 1 calc R U . . .
C25 C 1.8041(7) 0.4599(6) 0.4408(4) 0.092(3) Uani 1 1 d . . . . .
H25 H 1.8676 0.4311 0.4537 0.110 Uiso 1 1 calc R U . . .
C48 C 1.0186(7) 0.2035(5) 0.8590(4) 0.105(3) Uani 1 1 d . . . . .
H48 H 0.9782 0.1581 0.8429 0.127 Uiso 1 1 calc R U . . .
C24 C 1.7021(7) 0.4246(5) 0.4207(4) 0.088(2) Uani 1 1 d . . . . .
H24 H 1.6990 0.3725 0.4197 0.106 Uiso 1 1 calc R U . . .
C45 C -0.2268(7) 0.2407(5) 0.0631(4) 0.090(2) Uani 1 1 d . . . . .
H45 H -0.2671 0.1969 0.0526 0.108 Uiso 1 1 calc R U . . .
C47 C 1.4762(9) 0.2414(6) 0.3714(5) 0.136(4) Uani 1 1 d . . . . .
H47 H 1.4252 0.1981 0.3675 0.163 Uiso 1 1 calc R U . . .
C44 C -0.1122(7) 0.2361(4) 0.0874(4) 0.084(2) Uani 1 1 d . . . . .
H44 H -0.0783 0.1892 0.0933 0.101 Uiso 1 1 calc R U . . .
Cl3 Cl 1.6089(3) 0.20498(18) 0.37171(17) 0.1745(14) 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
S1 N2 1.605(5) . ?
S1 N1 1.621(5) . ?
Cl1 C47 1.717(10) . ?
Cl2 C47 1.693(11) . ?
Cl5 C48 1.720(10) . ?
Cl4 C48 1.752(9) . ?
Cl6 C48 1.708(9) . ?
N3 C15 1.398(7) . ?
N3 C22 1.403(8) . ?
N3 C12 1.436(7) . ?
N4 C42 1.382(7) . ?
N4 C35 1.423(7) . ?
N4 C32 1.431(7) . ?
N1 C1 1.334(8) . ?
C15 C16 1.394(8) . ?
C15 C20 1.397(7) . ?
C7 C8 1.186(7) . ?
C7 C6 1.455(8) . ?
C1 C6 1.422(8) . ?
C1 C2 1.440(8) . ?
C11 C12 1.376(8) . ?
C11 C10 1.383(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.397(8) . ?
C29 C30 1.388(8) . ?
C29 C34 1.400(8) . ?
C29 C28 1.437(8) . ?
C10 C9 1.377(8) . ?
C10 H10 0.9300 . ?
N2 C2 1.343(8) . ?
C32 C33 1.378(8) . ?
C32 C31 1.398(8) . ?
C30 C31 1.366(7) . ?
C30 H30 0.9300 . ?
C42 C43 1.399(9) . ?
C42 C41 1.407(8) . ?
C5 C6 1.361(9) . ?
C5 C4 1.416(8) . ?
C5 H5 0.9300 . ?
C3 C4 1.384(8) . ?
C3 C2 1.421(8) . ?
C3 C27 1.436(8) . ?
C16 C17 1.383(8) . ?
C16 H16 0.9300 . ?
C9 C14 1.394(9) . ?
C9 C8 1.437(8) . ?
C22 C23 1.377(9) . ?
C22 C21 1.407(8) . ?
C21 C26 1.409(9) . ?
C21 C20 1.431(8) . ?
C13 C14 1.370(8) . ?
C13 H13 0.9300 . ?
C43 C44 1.377(9) . ?
C43 H43 0.9300 . ?
C40 C35 1.412(8) . ?
C40 C39 1.427(9) . ?
C40 C41 1.423(9) . ?
C33 C34 1.370(7) . ?
C33 H33 0.9300 . ?
C4 H4 0.9300 . ?
C34 H34 0.9300 . ?
C20 C19 1.400(9) . ?
C41 C46 1.396(9) . ?
C28 C27 1.186(8) . ?
C14 H14 0.9300 . ?
C31 H31 0.9300 . ?
C17 C18 1.388(9) . ?
C17 H17 0.9300 . ?
C35 C36 1.364(8) . ?
C26 C25 1.367(10) . ?
C26 H26 0.9300 . ?
C38 C39 1.359(9) . ?
C38 C37 1.407(10) . ?
C38 H38 0.9300 . ?
C36 C37 1.384(9) . ?
C36 H36 0.9300 . ?
C19 C18 1.376(9) . ?
C19 H19 0.9300 . ?
C37 H37 0.9300 . ?
C39 H39 0.9300 . ?
C23 C24 1.373(9) . ?
C23 H23 0.9300 . ?
C18 H18 0.9300 . ?
C46 C45 1.368(10) . ?
C46 H46 0.9300 . ?
C25 C24 1.392(10) . ?
C25 H25 0.9300 . ?
C48 H48 0.9800 . ?
C24 H24 0.9300 . ?
C45 C44 1.407(10) . ?
C45 H45 0.9300 . ?
C47 Cl3 1.705(11) . ?
C47 H47 0.9800 . ?
C44 H44 0.9300 . ?

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
N2 S1 N1 100.7(3) . . ?
C15 N3 C22 108.6(5) . . ?
C15 N3 C12 125.3(5) . . ?
C22 N3 C12 126.0(5) . . ?
C42 N4 C35 109.2(5) . . ?
C42 N4 C32 125.3(5) . . ?
C35 N4 C32 125.5(5) . . ?
C1 N1 S1 107.1(4) . . ?
C16 C15 N3 129.5(5) . . ?
C16 C15 C20 121.8(5) . . ?
N3 C15 C20 108.7(5) . . ?
C8 C7 C6 176.3(7) . . ?
N1 C1 C6 127.9(6) . . ?
N1 C1 C2 112.3(6) . . ?
C6 C1 C2 119.8(6) . . ?
C12 C11 C10 119.9(6) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 119.6(5) . . ?
C11 C12 N3 120.4(6) . . ?
C13 C12 N3 120.0(6) . . ?
C30 C29 C34 118.9(5) . . ?
C30 C29 C28 122.0(6) . . ?
C34 C29 C28 119.0(6) . . ?
C9 C10 C11 121.7(6) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C2 N2 S1 106.4(4) . . ?
C33 C32 C31 119.1(5) . . ?
C33 C32 N4 120.6(6) . . ?
C31 C32 N4 120.2(6) . . ?
C31 C30 C29 120.2(6) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
N4 C42 C43 128.9(6) . . ?
N4 C42 C41 108.8(6) . . ?
C43 C42 C41 122.3(6) . . ?
C6 C5 C4 123.0(6) . . ?
C6 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C4 C3 C2 116.5(5) . . ?
C4 C3 C27 124.5(6) . . ?
C2 C3 C27 119.0(6) . . ?
C17 C16 C15 117.2(6) . . ?
C17 C16 H16 121.4 . . ?
C15 C16 H16 121.4 . . ?
C10 C9 C14 117.5(6) . . ?
C10 C9 C8 120.9(6) . . ?
C14 C9 C8 121.5(6) . . ?
N2 C2 C3 125.1(5) . . ?
N2 C2 C1 113.6(6) . . ?
C3 C2 C1 121.4(6) . . ?
C23 C22 N3 129.9(6) . . ?
C23 C22 C21 122.1(6) . . ?
N3 C22 C21 107.7(6) . . ?
C22 C21 C26 118.1(7) . . ?
C22 C21 C20 107.8(5) . . ?
C26 C21 C20 134.1(6) . . ?
C7 C8 C9 177.7(7) . . ?
C14 C13 C12 119.4(6) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C44 C43 C42 117.2(7) . . ?
C44 C43 H43 121.4 . . ?
C42 C43 H43 121.4 . . ?
C35 C40 C39 117.6(7) . . ?
C35 C40 C41 108.7(5) . . ?
C39 C40 C41 133.7(6) . . ?
C34 C33 C32 120.4(6) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C3 C4 C5 121.8(6) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C33 C34 C29 120.5(6) . . ?
C33 C34 H34 119.7 . . ?
C29 C34 H34 119.7 . . ?
C19 C20 C15 119.4(6) . . ?
C19 C20 C21 133.3(6) . . ?
C15 C20 C21 107.2(5) . . ?
C46 C41 C42 118.8(7) . . ?
C46 C41 C40 134.2(6) . . ?
C42 C41 C40 107.0(5) . . ?
C27 C28 C29 178.5(7) . . ?
C28 C27 C3 178.0(7) . . ?
C13 C14 C9 121.9(6) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
C30 C31 C32 120.7(6) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C5 C6 C1 117.5(6) . . ?
C5 C6 C7 123.2(6) . . ?
C1 C6 C7 119.3(6) . . ?
C16 C17 C18 122.0(7) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C36 C35 C40 122.6(6) . . ?
C36 C35 N4 131.1(5) . . ?
C40 C35 N4 106.3(6) . . ?
C25 C26 C21 119.6(7) . . ?
C25 C26 H26 120.2 . . ?
C21 C26 H26 120.2 . . ?
C39 C38 C37 120.6(7) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C35 C36 C37 118.4(6) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 H36 120.8 . . ?
C18 C19 C20 119.0(6) . . ?
C18 C19 H19 120.5 . . ?
C20 C19 H19 120.5 . . ?
C36 C37 C38 120.9(8) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C38 C39 C40 119.7(6) . . ?
C38 C39 H39 120.1 . . ?
C40 C39 H39 120.1 . . ?
C22 C23 C24 118.1(7) . . ?
C22 C23 H23 121.0 . . ?
C24 C23 H23 121.0 . . ?
C19 C18 C17 120.6(6) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C45 C46 C41 119.5(7) . . ?
C45 C46 H46 120.3 . . ?
C41 C46 H46 120.3 . . ?
C26 C25 C24 120.6(7) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
Cl6 C48 Cl5 109.6(5) . . ?
Cl6 C48 Cl4 110.3(5) . . ?
Cl5 C48 Cl4 108.5(5) . . ?
Cl6 C48 H48 109.5 . . ?
Cl5 C48 H48 109.5 . . ?
Cl4 C48 H48 109.5 . . ?
C23 C24 C25 121.4(8) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C46 C45 C44 121.0(7) . . ?
C46 C45 H45 119.5 . . ?
C44 C45 H45 119.5 . . ?
Cl2 C47 Cl3 113.7(6) . . ?
Cl2 C47 Cl1 115.1(7) . . ?
Cl3 C47 Cl1 110.6(6) . . ?
Cl2 C47 H47 105.5 . . ?
Cl3 C47 H47 105.5 . . ?
Cl1 C47 H47 105.5 . . ?
C43 C44 C45 121.2(7) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 S1 N1 C1 0.2(5) . . . . ?
C22 N3 C15 C16 -179.7(6) . . . . ?
C12 N3 C15 C16 -2.4(10) . . . . ?
C22 N3 C15 C20 -1.0(7) . . . . ?
C12 N3 C15 C20 176.3(6) . . . . ?
S1 N1 C1 C6 179.8(5) . . . . ?
S1 N1 C1 C2 -0.3(6) . . . . ?
C10 C11 C12 C13 1.2(9) . . . . ?
C10 C11 C12 N3 -177.4(5) . . . . ?
C15 N3 C12 C11 49.6(9) . . . . ?
C22 N3 C12 C11 -133.6(7) . . . . ?
C15 N3 C12 C13 -129.1(7) . . . . ?
C22 N3 C12 C13 47.7(9) . . . . ?
C12 C11 C10 C9 -2.1(10) . . . . ?
N1 S1 N2 C2 0.0(5) . . . . ?
C42 N4 C32 C33 -51.7(9) . . . . ?
C35 N4 C32 C33 130.2(6) . . . . ?
C42 N4 C32 C31 126.8(7) . . . . ?
C35 N4 C32 C31 -51.3(8) . . . . ?
C34 C29 C30 C31 -2.3(9) . . . . ?
C28 C29 C30 C31 178.3(6) . . . . ?
C35 N4 C42 C43 -180.0(7) . . . . ?
C32 N4 C42 C43 1.6(11) . . . . ?
C35 N4 C42 C41 0.1(7) . . . . ?
C32 N4 C42 C41 -178.3(6) . . . . ?
N3 C15 C16 C17 -179.9(6) . . . . ?
C20 C15 C16 C17 1.5(9) . . . . ?
C11 C10 C9 C14 1.9(10) . . . . ?
C11 C10 C9 C8 179.8(6) . . . . ?
S1 N2 C2 C3 179.6(5) . . . . ?
S1 N2 C2 C1 -0.2(6) . . . . ?
C4 C3 C2 N2 178.7(6) . . . . ?
C27 C3 C2 N2 0.9(9) . . . . ?
C4 C3 C2 C1 -1.4(9) . . . . ?
C27 C3 C2 C1 -179.2(6) . . . . ?
N1 C1 C2 N2 0.3(8) . . . . ?
C6 C1 C2 N2 -179.8(5) . . . . ?
N1 C1 C2 C3 -179.5(5) . . . . ?
C6 C1 C2 C3 0.4(9) . . . . ?
C15 N3 C22 C23 -174.6(7) . . . . ?
C12 N3 C22 C23 8.2(11) . . . . ?
C15 N3 C22 C21 -0.4(7) . . . . ?
C12 N3 C22 C21 -177.7(6) . . . . ?
C23 C22 C21 C26 -3.6(9) . . . . ?
N3 C22 C21 C26 -178.3(6) . . . . ?
C23 C22 C21 C20 176.3(6) . . . . ?
N3 C22 C21 C20 1.6(7) . . . . ?
C11 C12 C13 C14 -0.2(10) . . . . ?
N3 C12 C13 C14 178.5(6) . . . . ?
N4 C42 C43 C44 -178.7(6) . . . . ?
C41 C42 C43 C44 1.2(10) . . . . ?
C31 C32 C33 C34 -2.1(9) . . . . ?
N4 C32 C33 C34 176.4(5) . . . . ?
C2 C3 C4 C5 1.7(9) . . . . ?
C27 C3 C4 C5 179.3(6) . . . . ?
C6 C5 C4 C3 -0.9(10) . . . . ?
C32 C33 C34 C29 0.5(9) . . . . ?
C30 C29 C34 C33 1.7(9) . . . . ?
C28 C29 C34 C33 -178.9(6) . . . . ?
C16 C15 C20 C19 -1.1(9) . . . . ?
N3 C15 C20 C19 -179.9(6) . . . . ?
C16 C15 C20 C21 -179.2(6) . . . . ?
N3 C15 C20 C21 2.0(7) . . . . ?
C22 C21 C20 C19 -180.0(7) . . . . ?
C26 C21 C20 C19 0.0(13) . . . . ?
C22 C21 C20 C15 -2.2(7) . . . . ?
C26 C21 C20 C15 177.7(7) . . . . ?
N4 C42 C41 C46 179.1(6) . . . . ?
C43 C42 C41 C46 -0.8(10) . . . . ?
N4 C42 C41 C40 -0.4(7) . . . . ?
C43 C42 C41 C40 179.7(6) . . . . ?
C35 C40 C41 C46 -178.8(7) . . . . ?
C39 C40 C41 C46 2.6(13) . . . . ?
C35 C40 C41 C42 0.5(7) . . . . ?
C39 C40 C41 C42 -178.1(7) . . . . ?
C12 C13 C14 C9 0.0(10) . . . . ?
C10 C9 C14 C13 -0.8(10) . . . . ?
C8 C9 C14 C13 -178.7(6) . . . . ?
C29 C30 C31 C32 0.8(9) . . . . ?
C33 C32 C31 C30 1.4(10) . . . . ?
N4 C32 C31 C30 -177.1(5) . . . . ?
C4 C5 C6 C1 -0.3(9) . . . . ?
C4 C5 C6 C7 179.4(6) . . . . ?
N1 C1 C6 C5 -179.7(6) . . . . ?
C2 C1 C6 C5 0.5(9) . . . . ?
N1 C1 C6 C7 0.6(10) . . . . ?
C2 C1 C6 C7 -179.2(6) . . . . ?
C15 C16 C17 C18 -0.8(10) . . . . ?
C39 C40 C35 C36 0.1(9) . . . . ?
C41 C40 C35 C36 -178.7(6) . . . . ?
C39 C40 C35 N4 178.4(5) . . . . ?
C41 C40 C35 N4 -0.5(7) . . . . ?
C42 N4 C35 C36 178.3(7) . . . . ?
C32 N4 C35 C36 -3.4(10) . . . . ?
C42 N4 C35 C40 0.2(7) . . . . ?
C32 N4 C35 C40 178.6(5) . . . . ?
C22 C21 C26 C25 1.8(10) . . . . ?
C20 C21 C26 C25 -178.1(7) . . . . ?
C40 C35 C36 C37 -1.5(10) . . . . ?
N4 C35 C36 C37 -179.3(7) . . . . ?
C15 C20 C19 C18 -0.1(10) . . . . ?
C21 C20 C19 C18 177.4(7) . . . . ?
C35 C36 C37 C38 0.7(11) . . . . ?
C39 C38 C37 C36 1.6(12) . . . . ?
C37 C38 C39 C40 -3.0(11) . . . . ?
C35 C40 C39 C38 2.2(10) . . . . ?
C41 C40 C39 C38 -179.3(7) . . . . ?
N3 C22 C23 C24 176.5(7) . . . . ?
C21 C22 C23 C24 3.0(10) . . . . ?
C20 C19 C18 C17 0.9(11) . . . . ?
C16 C17 C18 C19 -0.4(11) . . . . ?
C42 C41 C46 C45 -0.4(10) . . . . ?
C40 C41 C46 C45 178.9(7) . . . . ?
C21 C26 C25 C24 0.3(11) . . . . ?
C22 C23 C24 C25 -0.7(11) . . . . ?
C26 C25 C24 C23 -0.9(12) . . . . ?
C41 C46 C45 C44 1.2(11) . . . . ?
C42 C43 C44 C45 -0.4(11) . . . . ?
C46 C45 C44 C43 -0.8(12) . . . . ?

_refine_diff_density_max         0.791
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.063

_shelxl_version_number           2013-4

