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

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

data_1-(NO3)2
_database_code_depnum_ccdc_archive 'CCDC 1053190'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H62 Ir2 N12 O12 S4'
_chemical_formula_weight         1463.69

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'
Ir Ir -1.4442 7.9887 '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                   10.7834(7)
_cell_length_b                   11.3480(7)
_cell_length_c                   11.3793(7)
_cell_angle_alpha                70.6920(10)
_cell_angle_beta                 75.0870(10)
_cell_angle_gamma                82.5810(10)
_cell_volume                     1268.42(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7290
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      27.53

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_F_000             724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    5.479
_shelx_estimated_absorpt_T_min   0.353
_shelx_estimated_absorpt_T_max   0.439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.622
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6333
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_av_R_equivalents  0.0123
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.948
_diffrn_reflns_theta_max         25.599
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             4668
_reflns_number_gt                4480
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0454P)²+11.1203P] 
 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         4668
_refine_ls_number_parameters     341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.1049
_refine_ls_wR_factor_gt          0.0674
_refine_ls_goodness_of_fit_ref   1.229
_refine_ls_restrained_S_all      1.229
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Ir1 Ir 0.75066(2) 0.73381(2) 0.68168(2) 0.01493(10) Uani 1 1 d . . . . .
S1 S 0.92924(16) 0.67367(16) 0.53556(16) 0.0208(3) Uani 1 1 d . . . . .
S2 S 0.89664(16) 0.86947(16) 0.68947(16) 0.0212(3) Uani 1 1 d . . . . .
N1 N 1.1474(6) 0.5673(5) 0.6261(6) 0.0211(12) Uani 1 1 d . . . . .
N2 N 0.9720(6) 0.4678(5) 0.7292(6) 0.0203(12) Uani 1 1 d . . . . .
N3 N 0.7737(5) 0.8021(5) 0.9483(5) 0.0192(12) Uani 1 1 d . . . . .
N4 N 0.8583(6) 0.9817(6) 0.8746(6) 0.0233(13) Uani 1 1 d . . . . .
N5 N 0.1375(6) 0.7680(6) 0.8757(6) 0.0254(13) Uani 1 1 d . . . . .
N6 N 0.4373(6) 0.7265(6) 0.2127(6) 0.0251(13) Uani 1 1 d . . . . .
O1 O 0.1280(7) 0.6577(6) 0.8773(8) 0.0487(17) Uani 1 1 d . . . . .
O2 O 0.2066(7) 0.8401(7) 0.7832(6) 0.0496(17) Uani 1 1 d . . . . .
O3 O 0.0790(6) 0.8019(6) 0.9685(6) 0.0402(14) Uani 1 1 d . . . . .
O4 O 0.5214(8) 0.7046(9) 0.2691(8) 0.076(3) Uani 1 1 d . . . . .
O5 O 0.4348(7) 0.6761(6) 0.1331(6) 0.0436(15) Uani 1 1 d . . . . .
O6 O 0.3480(10) 0.8042(8) 0.2334(9) 0.078(3) Uani 1 1 d . . . . .
C1 C 1.0193(6) 0.5691(6) 0.6308(7) 0.0188(13) Uani 1 1 d . . . . .
C2 C 1.1788(7) 0.4655(7) 0.7195(7) 0.0246(15) Uani 1 1 d . . . . .
H2 H 1.2621 0.4428 0.7359 0.030 Uiso 1 1 calc R U . . .
C3 C 1.0719(7) 0.4025(6) 0.7847(7) 0.0214(14) Uani 1 1 d . . . . .
H3 H 1.0657 0.3278 0.8551 0.026 Uiso 1 1 calc R U . . .
C4 C 0.8403(7) 0.4396(6) 0.7714(7) 0.0226(14) Uani 1 1 d . . . . .
H4A H 0.8301 0.3592 0.8416 0.027 Uiso 1 1 calc R U . . .
H4B H 0.8098 0.4303 0.7001 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7591(7) 0.5430(6) 0.8185(7) 0.0209(14) Uani 1 1 d . . . . .
H5 H 0.6731 0.5153 0.8740 0.025 Uiso 1 1 calc R U . . .
C6 C 0.8117(6) 0.6259(6) 0.8569(6) 0.0174(13) Uani 1 1 d . . . . .
H6 H 0.9069 0.6149 0.8473 0.021 Uiso 1 1 calc R U . . .
C7 C 0.7402(7) 0.6718(6) 0.9676(6) 0.0194(13) Uani 1 1 d . . . . .
H7A H 0.6466 0.6700 0.9767 0.023 Uiso 1 1 calc R U . . .
H7B H 0.7618 0.6150 1.0476 0.023 Uiso 1 1 calc R U . . .
C8 C 0.8408(7) 0.8808(6) 0.8419(7) 0.0213(14) Uani 1 1 d . . . . .
C9 C 0.8032(7) 0.9637(7) 1.0014(7) 0.0262(15) Uani 1 1 d . . . . .
H9 H 0.8016 1.0200 1.0478 0.031 Uiso 1 1 calc R U . . .
C10 C 0.7508(8) 0.8493(7) 1.0486(7) 0.0271(16) Uani 1 1 d . . . . .
H10 H 0.7069 0.8101 1.1343 0.033 Uiso 1 1 calc R U . . .
C11 C 1.2296(7) 0.6716(7) 0.5465(8) 0.0277(16) Uani 1 1 d . . . . .
H11A H 1.1758 0.7470 0.5180 0.042 Uiso 1 1 calc R U . . .
H11B H 1.2839 0.6509 0.4718 0.042 Uiso 1 1 calc R U . . .
H11C H 1.2841 0.6866 0.5966 0.042 Uiso 1 1 calc R U . . .
C12 C 0.9364(9) 1.0861(7) 0.7893(9) 0.0365(19) Uani 1 1 d . . . . .
H12A H 0.9251 1.1524 0.8291 0.055 Uiso 1 1 calc R U . . .
H12B H 0.9094 1.1185 0.7081 0.055 Uiso 1 1 calc R U . . .
H12C H 1.0270 1.0573 0.7734 0.055 Uiso 1 1 calc R U . . .
C13 C 0.5372(6) 0.7202(6) 0.7278(6) 0.0176(13) Uani 1 1 d . . . . .
C14 C 0.5649(6) 0.8400(7) 0.7232(6) 0.0186(13) Uani 1 1 d . . . . .
C15 C 0.6300(7) 0.9041(6) 0.5947(6) 0.0187(13) Uani 1 1 d . . . . .
C16 C 0.6512(6) 0.8169(6) 0.5212(6) 0.0144(12) Uani 1 1 d . . . . .
C17 C 0.5960(6) 0.7022(7) 0.6044(7) 0.0198(14) Uani 1 1 d . . . . .
C18 C 0.4531(7) 0.6280(7) 0.8365(7) 0.0258(15) Uani 1 1 d . . . . .
H18A H 0.4739 0.6222 0.9172 0.039 Uiso 1 1 calc R U . . .
H18B H 0.4679 0.5457 0.8234 0.039 Uiso 1 1 calc R U . . .
H18C H 0.3628 0.6558 0.8398 0.039 Uiso 1 1 calc R U . . .
C19 C 0.5076(7) 0.9021(7) 0.8276(7) 0.0251(15) Uani 1 1 d . . . . .
H19A H 0.4243 0.9436 0.8152 0.038 Uiso 1 1 calc R U . . .
H19B H 0.5659 0.9640 0.8224 0.038 Uiso 1 1 calc R U . . .
H19C H 0.4960 0.8384 0.9118 0.038 Uiso 1 1 calc R U . . .
C20 C 0.6687(8) 1.0369(7) 0.5424(8) 0.0291(17) Uani 1 1 d . . . . .
H20A H 0.6131 1.0867 0.4862 0.044 Uiso 1 1 calc R U . . .
H20B H 0.7582 1.0402 0.4937 0.044 Uiso 1 1 calc R U . . .
H20C H 0.6603 1.0706 0.6132 0.044 Uiso 1 1 calc R U . . .
C21 C 0.7056(8) 0.8463(7) 0.3808(6) 0.0253(15) Uani 1 1 d . . . . .
H21A H 0.7799 0.7893 0.3653 0.038 Uiso 1 1 calc R U . . .
H21B H 0.7326 0.9327 0.3453 0.038 Uiso 1 1 calc R U . . .
H21C H 0.6401 0.8363 0.3395 0.038 Uiso 1 1 calc R U . . .
C22 C 0.5871(7) 0.5916(7) 0.5649(7) 0.0239(15) Uani 1 1 d . . . . .
H22A H 0.5341 0.6144 0.5018 0.036 Uiso 1 1 calc R U . . .
H22B H 0.5480 0.5240 0.6399 0.036 Uiso 1 1 calc R U . . .
H22C H 0.6734 0.5636 0.5271 0.036 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C6 2.182(6) . ?
Ir1 C17 2.191(7) . ?
Ir1 C5 2.217(6) . ?
Ir1 C14 2.226(6) . ?
Ir1 C16 2.232(6) . ?
Ir1 C13 2.240(6) . ?
Ir1 C15 2.270(6) . ?
Ir1 S2 2.3756(17) . ?
Ir1 S1 2.3878(17) . ?
S1 C1 1.709(7) . ?
S2 C8 1.725(7) . ?
N1 C2 1.360(10) . ?
N1 C1 1.366(9) . ?
N1 C11 1.468(9) . ?
N2 C1 1.357(9) . ?
N2 C3 1.394(9) . ?
N2 C4 1.420(9) . ?
N3 C8 1.337(9) . ?
N3 C10 1.370(9) . ?
N3 C7 1.499(9) . ?
N4 C8 1.364(9) . ?
N4 C9 1.368(10) . ?
N4 C12 1.459(10) . ?
N5 O2 1.232(9) . ?
N5 O3 1.235(9) . ?
N5 O1 1.263(9) . ?
N6 O4 1.197(10) . ?
N6 O5 1.227(9) . ?
N6 O6 1.250(11) . ?
C2 C3 1.347(10) . ?
C4 C5 1.530(10) . ?
C5 C6 1.392(10) . ?
C6 C7 1.510(9) . ?
C9 C10 1.366(11) . ?
C13 C14 1.411(10) . ?
C13 C17 1.454(10) . ?
C13 C18 1.503(9) . ?
C14 C15 1.435(10) . ?
C14 C19 1.534(9) . ?
C15 C16 1.456(9) . ?
C15 C20 1.497(9) . ?
C16 C17 1.428(10) . ?
C16 C21 1.491(9) . ?
C17 C22 1.487(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Ir1 C17 129.8(3) . . ?
C6 Ir1 C5 36.9(3) . . ?
C17 Ir1 C5 96.2(3) . . ?
C6 Ir1 C14 111.5(2) . . ?
C17 Ir1 C14 63.6(2) . . ?
C5 Ir1 C14 113.8(3) . . ?
C6 Ir1 C16 167.3(2) . . ?
C17 Ir1 C16 37.7(3) . . ?
C5 Ir1 C16 132.6(3) . . ?
C14 Ir1 C16 63.2(2) . . ?
C6 Ir1 C13 105.8(2) . . ?
C17 Ir1 C13 38.3(2) . . ?
C5 Ir1 C13 87.5(2) . . ?
C14 Ir1 C13 36.8(2) . . ?
C16 Ir1 C13 62.6(2) . . ?
C6 Ir1 C15 143.6(2) . . ?
C17 Ir1 C15 62.9(2) . . ?
C5 Ir1 C15 148.6(3) . . ?
C14 Ir1 C15 37.2(2) . . ?
C16 Ir1 C15 37.7(2) . . ?
C13 Ir1 C15 61.5(2) . . ?
C6 Ir1 S2 78.75(18) . . ?
C17 Ir1 S2 150.09(19) . . ?
C5 Ir1 S2 113.67(19) . . ?
C14 Ir1 S2 100.75(18) . . ?
C16 Ir1 S2 113.17(18) . . ?
C13 Ir1 S2 136.83(18) . . ?
C15 Ir1 S2 88.99(17) . . ?
C6 Ir1 S1 97.12(18) . . ?
C17 Ir1 S1 98.51(18) . . ?
C5 Ir1 S1 89.03(19) . . ?
C14 Ir1 S1 151.42(18) . . ?
C16 Ir1 S1 88.87(16) . . ?
C13 Ir1 S1 135.67(18) . . ?
C15 Ir1 S1 115.76(18) . . ?
S2 Ir1 S1 84.12(6) . . ?
C1 S1 Ir1 104.6(2) . . ?
C8 S2 Ir1 102.5(2) . . ?
C2 N1 C1 109.3(6) . . ?
C2 N1 C11 126.4(6) . . ?
C1 N1 C11 123.5(6) . . ?
C1 N2 C3 108.8(6) . . ?
C1 N2 C4 124.5(6) . . ?
C3 N2 C4 126.6(6) . . ?
C8 N3 C10 110.7(6) . . ?
C8 N3 C7 127.4(6) . . ?
C10 N3 C7 121.4(6) . . ?
C8 N4 C9 109.8(6) . . ?
C8 N4 C12 124.2(6) . . ?
C9 N4 C12 125.7(6) . . ?
O2 N5 O3 120.4(7) . . ?
O2 N5 O1 120.1(7) . . ?
O3 N5 O1 119.4(7) . . ?
O4 N6 O5 122.7(9) . . ?
O4 N6 O6 119.7(9) . . ?
O5 N6 O6 117.6(8) . . ?
N2 C1 N1 106.5(6) . . ?
N2 C1 S1 124.1(5) . . ?
N1 C1 S1 129.3(5) . . ?
C3 C2 N1 108.4(6) . . ?
C2 C3 N2 106.9(6) . . ?
N2 C4 C5 110.8(6) . . ?
C6 C5 C4 122.3(6) . . ?
C6 C5 Ir1 70.2(4) . . ?
C4 C5 Ir1 119.0(5) . . ?
C5 C6 C7 122.0(6) . . ?
C5 C6 Ir1 72.9(4) . . ?
C7 C6 Ir1 111.1(4) . . ?
N3 C7 C6 111.5(5) . . ?
N3 C8 N4 105.9(6) . . ?
N3 C8 S2 130.8(5) . . ?
N4 C8 S2 123.3(6) . . ?
C10 C9 N4 106.9(6) . . ?
C9 C10 N3 106.6(6) . . ?
C14 C13 C17 108.6(6) . . ?
C14 C13 C18 127.1(6) . . ?
C17 C13 C18 124.2(6) . . ?
C14 C13 Ir1 71.0(4) . . ?
C17 C13 Ir1 69.0(4) . . ?
C18 C13 Ir1 129.2(5) . . ?
C13 C14 C15 108.3(6) . . ?
C13 C14 C19 125.3(6) . . ?
C15 C14 C19 125.0(6) . . ?
C13 C14 Ir1 72.1(4) . . ?
C15 C14 Ir1 73.1(4) . . ?
C19 C14 Ir1 131.6(5) . . ?
C14 C15 C16 107.8(6) . . ?
C14 C15 C20 127.2(6) . . ?
C16 C15 C20 125.1(6) . . ?
C14 C15 Ir1 69.7(4) . . ?
C16 C15 Ir1 69.7(3) . . ?
C20 C15 Ir1 126.6(5) . . ?
C17 C16 C15 107.6(6) . . ?
C17 C16 C21 125.7(6) . . ?
C15 C16 C21 126.3(6) . . ?
C17 C16 Ir1 69.6(4) . . ?
C15 C16 Ir1 72.5(4) . . ?
C21 C16 Ir1 129.0(5) . . ?
C16 C17 C13 107.4(6) . . ?
C16 C17 C22 125.2(6) . . ?
C13 C17 C22 127.0(6) . . ?
C16 C17 Ir1 72.7(4) . . ?
C13 C17 Ir1 72.7(4) . . ?
C22 C17 Ir1 125.9(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C1 N1 -0.6(7) . . . . ?
C4 N2 C1 N1 176.0(6) . . . . ?
C3 N2 C1 S1 179.2(5) . . . . ?
C4 N2 C1 S1 -4.2(10) . . . . ?
C2 N1 C1 N2 0.7(8) . . . . ?
C11 N1 C1 N2 -169.7(6) . . . . ?
C2 N1 C1 S1 -179.1(6) . . . . ?
C11 N1 C1 S1 10.5(10) . . . . ?
Ir1 S1 C1 N2 51.7(6) . . . . ?
Ir1 S1 C1 N1 -128.5(6) . . . . ?
C1 N1 C2 C3 -0.5(8) . . . . ?
C11 N1 C2 C3 169.6(7) . . . . ?
N1 C2 C3 N2 0.1(8) . . . . ?
C1 N2 C3 C2 0.3(8) . . . . ?
C4 N2 C3 C2 -176.2(6) . . . . ?
C1 N2 C4 C5 -61.8(9) . . . . ?
C3 N2 C4 C5 114.2(7) . . . . ?
N2 C4 C5 C6 -21.2(9) . . . . ?
N2 C4 C5 Ir1 62.6(7) . . . . ?
C4 C5 C6 C7 -142.9(7) . . . . ?
Ir1 C5 C6 C7 104.6(6) . . . . ?
C4 C5 C6 Ir1 112.5(6) . . . . ?
C8 N3 C7 C6 10.1(9) . . . . ?
C10 N3 C7 C6 -161.2(6) . . . . ?
C5 C6 C7 N3 -148.4(6) . . . . ?
Ir1 C6 C7 N3 -65.9(6) . . . . ?
C10 N3 C8 N4 -1.4(8) . . . . ?
C7 N3 C8 N4 -173.5(6) . . . . ?
C10 N3 C8 S2 179.6(6) . . . . ?
C7 N3 C8 S2 7.6(11) . . . . ?
C9 N4 C8 N3 0.8(8) . . . . ?
C12 N4 C8 N3 174.7(7) . . . . ?
C9 N4 C8 S2 179.8(5) . . . . ?
C12 N4 C8 S2 -6.3(11) . . . . ?
Ir1 S2 C8 N3 25.7(7) . . . . ?
Ir1 S2 C8 N4 -153.1(6) . . . . ?
C8 N4 C9 C10 0.2(9) . . . . ?
C12 N4 C9 C10 -173.6(8) . . . . ?
N4 C9 C10 N3 -1.1(9) . . . . ?
C8 N3 C10 C9 1.6(9) . . . . ?
C7 N3 C10 C9 174.2(6) . . . . ?
C17 C13 C14 C15 5.6(7) . . . . ?
C18 C13 C14 C15 -170.1(6) . . . . ?
Ir1 C13 C14 C15 64.6(4) . . . . ?
C17 C13 C14 C19 172.2(6) . . . . ?
C18 C13 C14 C19 -3.5(11) . . . . ?
Ir1 C13 C14 C19 -128.8(7) . . . . ?
C17 C13 C14 Ir1 -59.0(4) . . . . ?
C18 C13 C14 Ir1 125.3(7) . . . . ?
C13 C14 C15 C16 -4.4(7) . . . . ?
C19 C14 C15 C16 -171.1(6) . . . . ?
Ir1 C14 C15 C16 59.6(4) . . . . ?
C13 C14 C15 C20 174.8(7) . . . . ?
C19 C14 C15 C20 8.2(11) . . . . ?
Ir1 C14 C15 C20 -121.2(7) . . . . ?
C13 C14 C15 Ir1 -64.0(4) . . . . ?
C19 C14 C15 Ir1 129.4(7) . . . . ?
C14 C15 C16 C17 1.5(7) . . . . ?
C20 C15 C16 C17 -177.7(7) . . . . ?
Ir1 C15 C16 C17 61.1(4) . . . . ?
C14 C15 C16 C21 174.5(6) . . . . ?
C20 C15 C16 C21 -4.8(11) . . . . ?
Ir1 C15 C16 C21 -126.0(7) . . . . ?
C14 C15 C16 Ir1 -59.6(4) . . . . ?
C20 C15 C16 Ir1 121.2(7) . . . . ?
C15 C16 C17 C13 1.9(7) . . . . ?
C21 C16 C17 C13 -171.1(6) . . . . ?
Ir1 C16 C17 C13 64.8(4) . . . . ?
C15 C16 C17 C22 174.8(6) . . . . ?
C21 C16 C17 C22 1.9(10) . . . . ?
Ir1 C16 C17 C22 -122.2(7) . . . . ?
C15 C16 C17 Ir1 -63.0(4) . . . . ?
C21 C16 C17 Ir1 124.0(6) . . . . ?
C14 C13 C17 C16 -4.6(7) . . . . ?
C18 C13 C17 C16 171.2(6) . . . . ?
Ir1 C13 C17 C16 -64.9(4) . . . . ?
C14 C13 C17 C22 -177.5(6) . . . . ?
C18 C13 C17 C22 -1.6(11) . . . . ?
Ir1 C13 C17 C22 122.3(7) . . . . ?
C14 C13 C17 Ir1 60.3(5) . . . . ?
C18 C13 C17 Ir1 -123.9(6) . . . . ?

_refine_diff_density_max         2.895
_refine_diff_density_min         -1.311
_refine_diff_density_rms         0.245

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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-(OTf)2
_database_code_depnum_ccdc_archive 'CCDC 1053191'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H33 Cl2 F6 Ir N4 O6 S4'
_chemical_formula_weight         990.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Ir Ir -1.4442 7.9887 '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'

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

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

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

_cell_length_a                   11.944(3)
_cell_length_b                   12.599(3)
_cell_length_c                   12.787(3)
_cell_angle_alpha                106.941(3)
_cell_angle_beta                 91.963(3)
_cell_angle_gamma                93.828(3)
_cell_volume                     1833.7(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2248
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      25.41

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.087
_shelx_estimated_absorpt_T_min   0.640
_shelx_estimated_absorpt_T_max   0.736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.638
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8325
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.667
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.931
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.931
_reflns_number_total             6182
_reflns_number_gt                4691
_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. 
  
 6 ISOR and 3 DFIX instructions were used to restrain anions 
 so that there were 39 restraints in the data. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0667P)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         6182
_refine_ls_number_parameters     413
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1168
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.006 0.000 0.500 327.1 61.8
_platon_squeeze_details          
; 
 In asymmetric unit of this data, there were one disordered 
 dichloromethane molecule which could not be restrained 
 properly. Therefore, SQUEEZE algorithm was used to omit it. 
;

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
Ir1 Ir 0.25739(3) 0.22854(3) 0.09071(3) 0.03383(14) Uani 1 1 d . . . . .
S1 S 0.1075(2) 0.1356(2) 0.1558(2) 0.0501(6) Uani 1 1 d . . . . .
S2 S 0.3200(2) 0.0447(2) 0.01633(19) 0.0466(6) Uani 1 1 d . . . . .
S3 S 0.6772(2) 0.2862(2) 0.5629(2) 0.0511(6) Uani 1 1 d . . . . .
S4 S 0.7490(2) 0.4221(2) 0.1488(2) 0.0598(7) Uani 1 1 d D . . . .
N1 N -0.0257(6) 0.2358(6) 0.3173(7) 0.048(2) Uani 1 1 d . . . . .
N2 N 0.1417(6) 0.3198(7) 0.3428(6) 0.0461(19) Uani 1 1 d . . . . .
N3 N 0.4697(5) 0.0893(6) 0.1909(6) 0.0432(18) Uani 1 1 d . . . . .
N4 N 0.3722(6) -0.0680(6) 0.1636(6) 0.0427(18) Uani 1 1 d . . . . .
O1 O 0.6902(7) 0.1983(7) 0.4645(7) 0.093(3) Uani 1 1 d . . . . .
O2 O 0.7537(6) 0.3805(6) 0.5780(7) 0.081(2) Uani 1 1 d . . . . .
O3 O 0.6617(9) 0.2514(8) 0.6570(7) 0.103(3) Uani 1 1 d . . . . .
O4 O 0.6338(6) 0.4180(9) 0.1331(7) 0.103(3) Uani 1 1 d . . . . .
O5 O 0.8120(7) 0.4611(9) 0.0713(7) 0.107(3) Uani 1 1 d . . . . .
O6 O 0.7937(11) 0.3313(8) 0.1712(10) 0.137(4) Uani 1 1 d . . . . .
F1 F 0.5221(7) 0.4249(8) 0.6181(7) 0.130(3) Uani 1 1 d . U . . .
F2 F 0.5393(12) 0.3621(14) 0.4484(9) 0.213(7) Uani 1 1 d . U . . .
F3 F 0.4624(7) 0.2617(11) 0.5206(12) 0.197(6) Uani 1 1 d . U . . .
F4 F 0.8892(7) 0.5490(10) 0.3012(6) 0.148(4) Uani 1 1 d . U . . .
F5 F 0.7429(13) 0.6259(8) 0.2691(9) 0.186(5) Uani 1 1 d D U . . .
F6 F 0.7326(8) 0.5139(11) 0.3553(7) 0.160(4) Uani 1 1 d . U . . .
C1 C 0.0749(7) 0.2349(8) 0.2771(7) 0.042(2) Uani 1 1 d . . . . .
C2 C -0.0257(9) 0.3224(9) 0.4116(9) 0.060(3) Uani 1 1 d . . . . .
H2 H -0.0857 0.3412 0.4561 0.072 Uiso 1 1 calc R U . . .
C3 C 0.0785(9) 0.3751(9) 0.4275(9) 0.062(3) Uani 1 1 d . . . . .
H3 H 0.1033 0.4375 0.4852 0.074 Uiso 1 1 calc R U . . .
C4 C 0.2602(7) 0.3494(8) 0.3370(8) 0.048(2) Uani 1 1 d . . . . .
H4A H 0.2965 0.3677 0.4097 0.058 Uiso 1 1 calc R U . . .
H4B H 0.2684 0.4152 0.3123 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3174(7) 0.2589(7) 0.2621(6) 0.040(2) Uani 1 1 d . . . . .
H5 H 0.3180 0.1913 0.2851 0.048 Uiso 1 1 calc R U . . .
C6 C 0.4104(6) 0.2762(7) 0.2026(7) 0.039(2) Uani 1 1 d . . . . .
H6 H 0.4370 0.3548 0.2185 0.046 Uiso 1 1 calc R U . . .
C7 C 0.5050(7) 0.1983(7) 0.1804(7) 0.040(2) Uani 1 1 d . . . . .
H7A H 0.5292 0.1899 0.1070 0.049 Uiso 1 1 calc R U . . .
H7B H 0.5685 0.2311 0.2316 0.049 Uiso 1 1 calc R U . . .
C8 C 0.3892(7) 0.0188(7) 0.1264(7) 0.038(2) Uani 1 1 d . . . . .
C9 C 0.4434(8) -0.0570(8) 0.2526(8) 0.054(3) Uani 1 1 d . . . . .
H9 H 0.4499 -0.1085 0.2913 0.065 Uiso 1 1 calc R U . . .
C10 C 0.5035(8) 0.0445(8) 0.2743(7) 0.049(2) Uani 1 1 d . . . . .
H10 H 0.5558 0.0769 0.3323 0.059 Uiso 1 1 calc R U . . .
C11 C -0.1209(9) 0.1571(10) 0.2710(11) 0.079(4) Uani 1 1 d . . . . .
H11A H -0.1083 0.0868 0.2824 0.119 Uiso 1 1 calc R U . . .
H11B H -0.1301 0.1479 0.1939 0.119 Uiso 1 1 calc R U . . .
H11C H -0.1875 0.1844 0.3059 0.119 Uiso 1 1 calc R U . . .
C12 C 0.2907(9) -0.1628(8) 0.1195(9) 0.063(3) Uani 1 1 d . . . . .
H12A H 0.2161 -0.1391 0.1304 0.094 Uiso 1 1 calc R U . . .
H12B H 0.3022 -0.2179 0.1563 0.094 Uiso 1 1 calc R U . . .
H12C H 0.2998 -0.1941 0.0426 0.094 Uiso 1 1 calc R U . . .
C13 C 0.1694(7) 0.3750(7) 0.0700(7) 0.036(2) Uani 1 1 d . . . . .
C14 C 0.2876(8) 0.3951(8) 0.0593(9) 0.052(3) Uani 1 1 d . . . . .
C15 C 0.3231(7) 0.3066(7) -0.0313(6) 0.036(2) Uani 1 1 d . . . . .
C16 C 0.2235(8) 0.2379(8) -0.0794(7) 0.047(2) Uani 1 1 d D . . . .
C17 C 0.1298(7) 0.2764(8) -0.0183(7) 0.044(2) Uani 1 1 d . . . . .
C18 C 0.0953(9) 0.4477(8) 0.1469(8) 0.060(3) Uani 1 1 d . . . . .
H18A H 0.1400 0.4942 0.2093 0.091 Uiso 1 1 calc R U . . .
H18B H 0.0400 0.4021 0.1705 0.091 Uiso 1 1 calc R U . . .
H18C H 0.0584 0.4934 0.1103 0.091 Uiso 1 1 calc R U . . .
C19 C 0.3555(8) 0.4974(7) 0.1235(7) 0.049(2) Uani 1 1 d . . . . .
H19A H 0.3472 0.5552 0.0893 0.073 Uiso 1 1 calc R U . . .
H19B H 0.4332 0.4825 0.1262 0.073 Uiso 1 1 calc R U . . .
H19C H 0.3301 0.5210 0.1965 0.073 Uiso 1 1 calc R U . . .
C20 C 0.4350(8) 0.3026(8) -0.0741(7) 0.052(3) Uani 1 1 d . . . . .
H20A H 0.4459 0.2276 -0.1159 0.078 Uiso 1 1 calc R U . . .
H20B H 0.4906 0.3270 -0.0143 0.078 Uiso 1 1 calc R U . . .
H20C H 0.4421 0.3505 -0.1201 0.078 Uiso 1 1 calc R U . . .
C21 C 0.2183(11) 0.1418(9) -0.1838(8) 0.079(4) Uani 1 1 d D . . . .
H21A H 0.1452 0.1024 -0.1946 0.119 Uiso 1 1 calc R U . . .
H21B H 0.2743 0.0922 -0.1783 0.119 Uiso 1 1 calc R U . . .
H21C H 0.2321 0.1699 -0.2447 0.119 Uiso 1 1 calc R U . . .
C22 C 0.0087(8) 0.2334(10) -0.0424(9) 0.076(3) Uani 1 1 d . . . . .
H22A H -0.0352 0.2923 -0.0496 0.114 Uiso 1 1 calc R U . . .
H22B H -0.0175 0.2070 0.0164 0.114 Uiso 1 1 calc R U . . .
H22C H 0.0012 0.1735 -0.1094 0.114 Uiso 1 1 calc R U . . .
C23 C 0.5445(12) 0.3396(14) 0.5424(13) 0.101(5) Uani 1 1 d . . . . .
C24 C 0.7808(11) 0.5309(12) 0.2703(10) 0.090(4) Uani 1 1 d 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
Ir1 C5 2.197(8) . ?
Ir1 C15 2.212(8) . ?
Ir1 C6 2.218(7) . ?
Ir1 C16 2.237(8) . ?
Ir1 C14 2.257(8) . ?
Ir1 C17 2.258(8) . ?
Ir1 C13 2.259(8) . ?
Ir1 S1 2.378(2) . ?
Ir1 S2 2.413(2) . ?
S1 C1 1.759(10) . ?
S2 C8 1.731(9) . ?
S3 O3 1.410(8) . ?
S3 O2 1.412(7) . ?
S3 O1 1.434(8) . ?
S3 C23 1.802(14) . ?
S4 O4 1.380(8) . ?
S4 O6 1.392(10) . ?
S4 O5 1.440(8) . ?
S4 C24 1.757(11) . ?
N1 C1 1.322(11) . ?
N1 C2 1.370(12) . ?
N1 C11 1.445(12) . ?
N2 C1 1.343(11) . ?
N2 C3 1.385(12) . ?
N2 C4 1.450(11) . ?
N3 C8 1.341(10) . ?
N3 C10 1.404(11) . ?
N3 C7 1.454(10) . ?
N4 C8 1.321(11) . ?
N4 C9 1.365(12) . ?
N4 C12 1.452(11) . ?
F1 C23 1.270(14) . ?
F2 C23 1.314(19) . ?
F3 C23 1.303(17) . ?
F4 C24 1.326(14) . ?
F5 C24 1.312(13) . ?
F6 C24 1.312(15) . ?
C2 C3 1.351(14) . ?
C4 C5 1.482(12) . ?
C5 C6 1.407(12) . ?
C6 C7 1.526(12) . ?
C9 C10 1.372(13) . ?
C13 C14 1.436(12) . ?
C13 C17 1.452(12) . ?
C13 C18 1.493(12) . ?
C14 C15 1.452(13) . ?
C14 C19 1.481(12) . ?
C15 C16 1.430(11) . ?
C15 C20 1.460(12) . ?
C16 C17 1.418(12) . ?
C16 C21 1.515(11) . ?
C17 C22 1.499(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Ir1 C15 128.4(3) . . ?
C5 Ir1 C6 37.2(3) . . ?
C15 Ir1 C6 95.1(3) . . ?
C5 Ir1 C16 165.3(3) . . ?
C15 Ir1 C16 37.5(3) . . ?
C6 Ir1 C16 131.6(3) . . ?
C5 Ir1 C14 104.5(3) . . ?
C15 Ir1 C14 37.9(3) . . ?
C6 Ir1 C14 86.8(3) . . ?
C16 Ir1 C14 61.7(3) . . ?
C5 Ir1 C17 143.5(4) . . ?
C15 Ir1 C17 63.0(3) . . ?
C6 Ir1 C17 148.6(3) . . ?
C16 Ir1 C17 36.8(3) . . ?
C14 Ir1 C17 62.0(3) . . ?
C5 Ir1 C13 110.7(3) . . ?
C15 Ir1 C13 63.4(3) . . ?
C6 Ir1 C13 113.9(3) . . ?
C16 Ir1 C13 62.0(3) . . ?
C14 Ir1 C13 37.1(3) . . ?
C17 Ir1 C13 37.5(3) . . ?
C5 Ir1 S1 79.4(2) . . ?
C15 Ir1 S1 150.2(2) . . ?
C6 Ir1 S1 114.5(2) . . ?
C16 Ir1 S1 113.6(2) . . ?
C14 Ir1 S1 135.6(3) . . ?
C17 Ir1 S1 88.4(2) . . ?
C13 Ir1 S1 99.5(2) . . ?
C5 Ir1 S2 98.6(2) . . ?
C15 Ir1 S2 99.2(2) . . ?
C6 Ir1 S2 89.8(2) . . ?
C16 Ir1 S2 89.7(2) . . ?
C14 Ir1 S2 136.1(3) . . ?
C17 Ir1 S2 114.5(2) . . ?
C13 Ir1 S2 150.7(2) . . ?
S1 Ir1 S2 84.80(9) . . ?
C1 S1 Ir1 103.5(3) . . ?
C8 S2 Ir1 104.3(3) . . ?
O3 S3 O2 115.1(6) . . ?
O3 S3 O1 114.9(6) . . ?
O2 S3 O1 114.1(5) . . ?
O3 S3 C23 102.8(7) . . ?
O2 S3 C23 102.4(7) . . ?
O1 S3 C23 105.5(6) . . ?
O4 S4 O6 117.3(7) . . ?
O4 S4 O5 115.1(6) . . ?
O6 S4 O5 112.5(7) . . ?
O4 S4 C24 104.3(6) . . ?
O6 S4 C24 103.4(7) . . ?
O5 S4 C24 101.8(7) . . ?
C1 N1 C2 109.4(8) . . ?
C1 N1 C11 125.8(9) . . ?
C2 N1 C11 124.7(9) . . ?
C1 N2 C3 107.4(8) . . ?
C1 N2 C4 129.5(8) . . ?
C3 N2 C4 123.0(8) . . ?
C8 N3 C10 108.3(7) . . ?
C8 N3 C7 124.2(7) . . ?
C10 N3 C7 127.1(7) . . ?
C8 N4 C9 110.1(7) . . ?
C8 N4 C12 126.7(8) . . ?
C9 N4 C12 123.2(8) . . ?
N1 C1 N2 108.8(8) . . ?
N1 C1 S1 122.8(7) . . ?
N2 C1 S1 128.5(7) . . ?
C3 C2 N1 106.6(9) . . ?
C2 C3 N2 107.8(9) . . ?
N2 C4 C5 112.7(7) . . ?
C6 C5 C4 124.3(8) . . ?
C6 C5 Ir1 72.2(4) . . ?
C4 C5 Ir1 111.7(6) . . ?
C5 C6 C7 122.6(8) . . ?
C5 C6 Ir1 70.6(4) . . ?
C7 C6 Ir1 117.5(6) . . ?
N3 C7 C6 111.8(7) . . ?
N4 C8 N3 108.5(7) . . ?
N4 C8 S2 127.9(6) . . ?
N3 C8 S2 123.5(7) . . ?
N4 C9 C10 107.2(8) . . ?
C9 C10 N3 105.8(8) . . ?
C14 C13 C17 107.2(8) . . ?
C14 C13 C18 127.7(8) . . ?
C17 C13 C18 124.7(8) . . ?
C14 C13 Ir1 71.4(5) . . ?
C17 C13 Ir1 71.2(5) . . ?
C18 C13 Ir1 128.5(6) . . ?
C13 C14 C15 108.8(8) . . ?
C13 C14 C19 123.7(10) . . ?
C15 C14 C19 127.2(8) . . ?
C13 C14 Ir1 71.6(4) . . ?
C15 C14 Ir1 69.4(5) . . ?
C19 C14 Ir1 130.6(6) . . ?
C16 C15 C14 106.2(7) . . ?
C16 C15 C20 127.8(8) . . ?
C14 C15 C20 125.2(8) . . ?
C16 C15 Ir1 72.2(5) . . ?
C14 C15 Ir1 72.7(5) . . ?
C20 C15 Ir1 128.0(6) . . ?
C17 C16 C15 110.1(7) . . ?
C17 C16 C21 125.1(9) . . ?
C15 C16 C21 124.7(9) . . ?
C17 C16 Ir1 72.4(5) . . ?
C15 C16 Ir1 70.3(4) . . ?
C21 C16 Ir1 126.4(7) . . ?
C16 C17 C13 107.6(7) . . ?
C16 C17 C22 128.2(9) . . ?
C13 C17 C22 124.0(9) . . ?
C16 C17 Ir1 70.8(5) . . ?
C13 C17 Ir1 71.3(4) . . ?
C22 C17 Ir1 127.5(7) . . ?
F1 C23 F3 111.8(15) . . ?
F1 C23 F2 109.1(16) . . ?
F3 C23 F2 97.6(13) . . ?
F1 C23 S3 114.9(9) . . ?
F3 C23 S3 111.6(12) . . ?
F2 C23 S3 110.5(12) . . ?
F5 C24 F6 101.3(12) . . ?
F5 C24 F4 108.3(14) . . ?
F6 C24 F4 104.1(11) . . ?
F5 C24 S4 114.2(10) . . ?
F6 C24 S4 113.4(11) . . ?
F4 C24 S4 114.3(9) . . ?

_refine_diff_density_max         1.621
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.162

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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-Cl2
_database_code_depnum_ccdc_archive 'CCDC 1053192'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H37 Cl2 Ir N4 O3 S2'
_chemical_formula_weight         732.77

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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'

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

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

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

_cell_length_a                   12.2789(8)
_cell_length_b                   23.1197(16)
_cell_length_c                   19.1348(13)
_cell_angle_alpha                90
_cell_angle_beta                 90.0720(10)
_cell_angle_gamma                90
_cell_volume                     5432.1(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      27.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_F_000             2912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.340
_exptl_absorpt_coefficient_mu    5.298
_shelx_estimated_absorpt_T_min   0.238
_shelx_estimated_absorpt_T_max   0.266
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      203(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19418
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.878
_diffrn_reflns_theta_max         27.362
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6117
_reflns_number_gt                5547
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0243P)²+23.8224P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6117
_refine_ls_number_parameters     295
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0210
_refine_ls_wR_factor_ref         0.0620
_refine_ls_wR_factor_gt          0.0598
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.026 0.788 0.250 201.2 71.6
2 -0.021 0.288 0.250 201.2 71.6
3 -0.026 0.212 0.750 201.3 65.5
4 -0.016 0.712 0.750 201.3 65.5
_platon_squeeze_details          
; 
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.29928(2) 0.96727(2) 0.89015(2) 0.01780(5) Uani 1 1 d . . . . .
S1 S 0.47242(7) 0.92469(4) 0.91629(5) 0.02394(17) Uani 1 1 d . . . . .
S2 S 0.40689(7) 1.05015(4) 0.86523(5) 0.02577(18) Uani 1 1 d . . . . .
Cl1 Cl 0.96038(9) 0.87219(4) 0.41789(6) 0.0400(2) Uani 1 1 d . . . . .
Cl2 Cl 0.16186(9) 0.15616(5) 0.13777(5) 0.0383(2) Uani 1 1 d . . . . .
N1 N 0.4691(2) 0.80846(13) 0.94819(17) 0.0287(6) Uani 1 1 d . . . . .
N2 N 0.3619(2) 0.86088(13) 1.01238(16) 0.0263(6) Uani 1 1 d . . . . .
N3 N 0.2625(2) 1.11052(12) 0.95166(15) 0.0241(6) Uani 1 1 d . . . . .
N4 N 0.3624(3) 1.16330(13) 0.88387(16) 0.0276(6) Uani 1 1 d . . . . .
C1 C 0.4344(3) 0.86262(15) 0.95950(18) 0.0233(7) Uani 1 1 d . . . . .
C2 C 0.4174(4) 0.77224(17) 0.9951(2) 0.0364(9) Uani 1 1 d . . . . .
H2 H 0.4275 0.7320 0.9986 0.044 Uiso 1 1 calc R U . . .
C3 C 0.3508(3) 0.80401(17) 1.0347(2) 0.0337(8) Uani 1 1 d . . . . .
H3 H 0.3054 0.7905 1.0707 0.040 Uiso 1 1 calc R U . . .
C4 C 0.3188(3) 0.91246(16) 1.04555(18) 0.0276(7) Uani 1 1 d . . . . .
H4A H 0.3800 0.9344 1.0651 0.033 Uiso 1 1 calc R U . . .
H4B H 0.2727 0.9004 1.0847 0.033 Uiso 1 1 calc R U . . .
C5 C 0.2527(3) 0.95290(15) 0.99921(17) 0.0221(6) Uani 1 1 d D . . . .
H5 H 0.175(3) 0.9462(19) 0.996(2) 0.030(11) Uiso 1 1 d D . . . .
C6 C 0.2871(3) 1.01075(15) 0.99105(18) 0.0234(7) Uani 1 1 d D . . . .
H6 H 0.360(3) 1.0204(16) 1.006(2) 0.018(9) Uiso 1 1 d D . . . .
C7 C 0.2135(3) 1.06206(15) 0.98983(19) 0.0265(7) Uani 1 1 d . . . . .
H7A H 0.1444 1.0514 0.9676 0.032 Uiso 1 1 calc R U . . .
H7B H 0.1979 1.0741 1.0379 0.032 Uiso 1 1 calc R U . . .
C8 C 0.3416(3) 1.10854(15) 0.90266(18) 0.0243(7) Uani 1 1 d . . . . .
C9 C 0.2963(3) 1.20094(16) 0.9213(2) 0.0324(8) Uani 1 1 d . . . . .
H9 H 0.2952 1.2415 0.9181 0.039 Uiso 1 1 calc R U . . .
C10 C 0.2336(3) 1.16747(16) 0.9634(2) 0.0310(8) Uani 1 1 d . . . . .
H10 H 0.1802 1.1806 0.9948 0.037 Uiso 1 1 calc R U . . .
C11 C 0.5498(3) 0.79084(18) 0.8967(2) 0.0364(9) Uani 1 1 d . . . . .
H11A H 0.5245 0.8012 0.8503 0.055 Uiso 1 1 calc R U . . .
H11B H 0.5603 0.7493 0.8993 0.055 Uiso 1 1 calc R U . . .
H11C H 0.6182 0.8103 0.9061 0.055 Uiso 1 1 calc R U . . .
C12 C 0.4400(4) 1.18040(19) 0.8301(2) 0.0416(10) Uani 1 1 d . . . . .
H12A H 0.5122 1.1668 0.8427 0.062 Uiso 1 1 calc R U . . .
H12B H 0.4408 1.2222 0.8260 0.062 Uiso 1 1 calc R U . . .
H12C H 0.4188 1.1635 0.7857 0.062 Uiso 1 1 calc R U . . .
C13 C 0.1819(3) 0.89917(15) 0.85825(18) 0.0246(7) Uani 1 1 d . . . . .
C14 C 0.1252(3) 0.95436(15) 0.85852(19) 0.0233(7) Uani 1 1 d . . . . .
C15 C 0.1780(3) 0.99096(15) 0.80894(18) 0.0236(7) Uani 1 1 d . . . . .
C16 C 0.2649(3) 0.95775(16) 0.77616(18) 0.0264(7) Uani 1 1 d . . . . .
C17 C 0.2643(3) 0.90127(16) 0.80544(18) 0.0255(7) Uani 1 1 d . . . . .
C18 C 0.1474(3) 0.84681(16) 0.8976(2) 0.0332(8) Uani 1 1 d . . . . .
H18A H 0.1217 0.8581 0.9436 0.050 Uiso 1 1 calc R U . . .
H18B H 0.2088 0.8207 0.9026 0.050 Uiso 1 1 calc R U . . .
H18C H 0.0892 0.8275 0.8725 0.050 Uiso 1 1 calc R U . . .
C19 C 0.0230(3) 0.96680(16) 0.8971(2) 0.0308(8) Uani 1 1 d . . . . .
H19A H 0.0284 0.9513 0.9441 0.046 Uiso 1 1 calc R U . . .
H19B H -0.0379 0.9489 0.8731 0.046 Uiso 1 1 calc R U . . .
H19C H 0.0119 1.0083 0.8994 0.046 Uiso 1 1 calc R U . . .
C20 C 0.1444(3) 1.05021(17) 0.7872(2) 0.0336(8) Uani 1 1 d . . . . .
H20A H 0.2086 1.0739 0.7801 0.050 Uiso 1 1 calc R U . . .
H20B H 0.0994 1.0673 0.8233 0.050 Uiso 1 1 calc R U . . .
H20C H 0.1032 1.0480 0.7439 0.050 Uiso 1 1 calc R U . . .
C21 C 0.3320(4) 0.9771(2) 0.7155(2) 0.0392(9) Uani 1 1 d . . . . .
H21A H 0.3461 1.0182 0.7193 0.059 Uiso 1 1 calc R U . . .
H21B H 0.2930 0.9693 0.6724 0.059 Uiso 1 1 calc R U . . .
H21C H 0.4006 0.9562 0.7153 0.059 Uiso 1 1 calc R U . . .
C22 C 0.3351(4) 0.85303(18) 0.7830(2) 0.0384(9) Uani 1 1 d . . . . .
H22A H 0.3059 0.8359 0.7406 0.058 Uiso 1 1 calc R U . . .
H22B H 0.3380 0.8240 0.8195 0.058 Uiso 1 1 calc R U . . .
H22C H 0.4079 0.8675 0.7740 0.058 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C6 2.182(3) . ?
Ir1 C5 2.190(3) . ?
Ir1 C13 2.219(3) . ?
Ir1 C15 2.220(3) . ?
Ir1 C16 2.232(3) . ?
Ir1 C14 2.241(3) . ?
Ir1 C17 2.267(3) . ?
Ir1 S2 2.3764(9) . ?
Ir1 S1 2.3950(8) . ?
S1 C1 1.721(3) . ?
S2 C8 1.726(4) . ?
N1 C1 1.341(5) . ?
N1 C2 1.383(5) . ?
N1 C11 1.456(5) . ?
N2 C1 1.349(4) . ?
N2 C3 1.389(5) . ?
N2 C4 1.451(5) . ?
N3 C8 1.351(4) . ?
N3 C10 1.382(4) . ?
N3 C7 1.467(4) . ?
N4 C8 1.341(4) . ?
N4 C9 1.390(5) . ?
N4 C12 1.459(5) . ?
C2 C3 1.336(6) . ?
C2 H2 0.9400 . ?
C3 H3 0.9400 . ?
C4 C5 1.522(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C6 1.411(5) . ?
C5 H5 0.96(3) . ?
C6 C7 1.492(5) . ?
C6 H6 0.97(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C9 C10 1.356(5) . ?
C9 H9 0.9400 . ?
C10 H10 0.9400 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 C17 1.432(5) . ?
C13 C14 1.454(5) . ?
C13 C18 1.488(5) . ?
C14 C15 1.428(5) . ?
C14 C19 1.484(5) . ?
C15 C16 1.457(5) . ?
C15 C20 1.490(5) . ?
C16 C17 1.421(5) . ?
C16 C21 1.493(5) . ?
C17 C22 1.478(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Ir1 C5 37.67(12) . . ?
C6 Ir1 C13 121.68(13) . . ?
C5 Ir1 C13 89.10(13) . . ?
C6 Ir1 C15 117.34(13) . . ?
C5 Ir1 C15 121.93(13) . . ?
C13 Ir1 C15 63.10(13) . . ?
C6 Ir1 C16 153.78(13) . . ?
C5 Ir1 C16 150.12(14) . . ?
C13 Ir1 C16 62.57(13) . . ?
C15 Ir1 C16 38.22(13) . . ?
C6 Ir1 C14 103.54(13) . . ?
C5 Ir1 C14 89.26(13) . . ?
C13 Ir1 C14 38.04(12) . . ?
C15 Ir1 C14 37.32(13) . . ?
C16 Ir1 C14 62.86(13) . . ?
C6 Ir1 C17 158.39(13) . . ?
C5 Ir1 C17 122.00(13) . . ?
C13 Ir1 C17 37.20(13) . . ?
C15 Ir1 C17 62.56(13) . . ?
C16 Ir1 C17 36.81(13) . . ?
C14 Ir1 C17 62.45(13) . . ?
C6 Ir1 S2 81.07(9) . . ?
C5 Ir1 S2 117.35(9) . . ?
C13 Ir1 S2 151.38(9) . . ?
C15 Ir1 S2 91.91(9) . . ?
C16 Ir1 S2 89.31(10) . . ?
C14 Ir1 S2 125.71(9) . . ?
C17 Ir1 S2 120.28(10) . . ?
C6 Ir1 S1 93.80(10) . . ?
C5 Ir1 S1 88.36(10) . . ?
C13 Ir1 S1 109.98(9) . . ?
C15 Ir1 S1 147.38(9) . . ?
C16 Ir1 S1 109.28(9) . . ?
C14 Ir1 S1 147.98(9) . . ?
C17 Ir1 S1 92.29(9) . . ?
S2 Ir1 S1 83.09(3) . . ?
C1 S1 Ir1 101.63(12) . . ?
C8 S2 Ir1 106.77(12) . . ?
C1 N1 C2 108.3(3) . . ?
C1 N1 C11 126.0(3) . . ?
C2 N1 C11 125.7(3) . . ?
C1 N2 C3 108.9(3) . . ?
C1 N2 C4 123.0(3) . . ?
C3 N2 C4 127.4(3) . . ?
C8 N3 C10 109.2(3) . . ?
C8 N3 C7 128.0(3) . . ?
C10 N3 C7 122.8(3) . . ?
C8 N4 C9 110.0(3) . . ?
C8 N4 C12 124.7(3) . . ?
C9 N4 C12 125.2(3) . . ?
N1 C1 N2 107.7(3) . . ?
N1 C1 S1 127.9(3) . . ?
N2 C1 S1 124.4(3) . . ?
C3 C2 N1 108.5(3) . . ?
C3 C2 H2 125.7 . . ?
N1 C2 H2 125.7 . . ?
C2 C3 N2 106.6(3) . . ?
C2 C3 H3 126.7 . . ?
N2 C3 H3 126.7 . . ?
N2 C4 C5 116.4(3) . . ?
N2 C4 H4A 108.2 . . ?
C5 C4 H4A 108.2 . . ?
N2 C4 H4B 108.2 . . ?
C5 C4 H4B 108.2 . . ?
H4A C4 H4B 107.3 . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 Ir1 70.86(19) . . ?
C4 C5 Ir1 120.6(2) . . ?
C6 C5 H5 116(3) . . ?
C4 C5 H5 118(3) . . ?
Ir1 C5 H5 103(3) . . ?
C5 C6 C7 125.0(3) . . ?
C5 C6 Ir1 71.47(19) . . ?
C7 C6 Ir1 113.2(2) . . ?
C5 C6 H6 118(2) . . ?
C7 C6 H6 112(2) . . ?
Ir1 C6 H6 108(2) . . ?
N3 C7 C6 111.5(3) . . ?
N3 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
N3 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N4 C8 N3 106.9(3) . . ?
N4 C8 S2 122.6(3) . . ?
N3 C8 S2 130.5(3) . . ?
C10 C9 N4 106.3(3) . . ?
C10 C9 H9 126.9 . . ?
N4 C9 H9 126.9 . . ?
C9 C10 N3 107.6(3) . . ?
C9 C10 H10 126.2 . . ?
N3 C10 H10 126.2 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C17 C13 C14 108.2(3) . . ?
C17 C13 C18 126.0(3) . . ?
C14 C13 C18 125.1(3) . . ?
C17 C13 Ir1 73.2(2) . . ?
C14 C13 Ir1 71.80(19) . . ?
C18 C13 Ir1 128.6(2) . . ?
C15 C14 C13 107.4(3) . . ?
C15 C14 C19 126.9(3) . . ?
C13 C14 C19 125.3(3) . . ?
C15 C14 Ir1 70.52(19) . . ?
C13 C14 Ir1 70.16(19) . . ?
C19 C14 Ir1 130.2(3) . . ?
C14 C15 C16 107.9(3) . . ?
C14 C15 C20 127.2(3) . . ?
C16 C15 C20 124.5(3) . . ?
C14 C15 Ir1 72.16(19) . . ?
C16 C15 Ir1 71.34(19) . . ?
C20 C15 Ir1 127.4(3) . . ?
C17 C16 C15 108.1(3) . . ?
C17 C16 C21 125.8(3) . . ?
C15 C16 C21 125.6(3) . . ?
C17 C16 Ir1 72.9(2) . . ?
C15 C16 Ir1 70.44(19) . . ?
C21 C16 Ir1 128.8(3) . . ?
C16 C17 C13 108.3(3) . . ?
C16 C17 C22 125.1(4) . . ?
C13 C17 C22 126.6(4) . . ?
C16 C17 Ir1 70.3(2) . . ?
C13 C17 Ir1 69.60(19) . . ?
C22 C17 Ir1 127.2(3) . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 -0.2(4) . . . . ?
C11 N1 C1 N2 -178.6(3) . . . . ?
C2 N1 C1 S1 179.7(3) . . . . ?
C11 N1 C1 S1 1.3(6) . . . . ?
C3 N2 C1 N1 -0.1(4) . . . . ?
C4 N2 C1 N1 171.0(3) . . . . ?
C3 N2 C1 S1 180.0(3) . . . . ?
C4 N2 C1 S1 -8.9(5) . . . . ?
Ir1 S1 C1 N1 131.2(3) . . . . ?
Ir1 S1 C1 N2 -48.9(3) . . . . ?
C1 N1 C2 C3 0.4(5) . . . . ?
C11 N1 C2 C3 178.8(4) . . . . ?
N1 C2 C3 N2 -0.4(5) . . . . ?
C1 N2 C3 C2 0.3(4) . . . . ?
C4 N2 C3 C2 -170.3(4) . . . . ?
C1 N2 C4 C5 62.6(5) . . . . ?
C3 N2 C4 C5 -128.1(4) . . . . ?
N2 C4 C5 C6 -121.1(4) . . . . ?
N2 C4 C5 Ir1 -37.2(4) . . . . ?
C4 C5 C6 C7 -139.1(4) . . . . ?
Ir1 C5 C6 C7 105.9(3) . . . . ?
C4 C5 C6 Ir1 115.0(3) . . . . ?
C8 N3 C7 C6 22.6(5) . . . . ?
C10 N3 C7 C6 -155.6(3) . . . . ?
C5 C6 C7 N3 -155.2(3) . . . . ?
Ir1 C6 C7 N3 -72.2(3) . . . . ?
C9 N4 C8 N3 0.2(4) . . . . ?
C12 N4 C8 N3 -177.6(4) . . . . ?
C9 N4 C8 S2 178.6(3) . . . . ?
C12 N4 C8 S2 0.7(5) . . . . ?
C10 N3 C8 N4 0.1(4) . . . . ?
C7 N3 C8 N4 -178.3(3) . . . . ?
C10 N3 C8 S2 -178.1(3) . . . . ?
C7 N3 C8 S2 3.5(6) . . . . ?
Ir1 S2 C8 N4 -161.7(3) . . . . ?
Ir1 S2 C8 N3 16.2(4) . . . . ?
C8 N4 C9 C10 -0.4(5) . . . . ?
C12 N4 C9 C10 177.4(4) . . . . ?
N4 C9 C10 N3 0.5(4) . . . . ?
C8 N3 C10 C9 -0.4(4) . . . . ?
C7 N3 C10 C9 178.1(3) . . . . ?
C17 C13 C14 C15 -3.7(4) . . . . ?
C18 C13 C14 C15 -174.2(3) . . . . ?
Ir1 C13 C14 C15 61.0(2) . . . . ?
C17 C13 C14 C19 169.5(3) . . . . ?
C18 C13 C14 C19 -1.1(6) . . . . ?
Ir1 C13 C14 C19 -125.9(4) . . . . ?
C17 C13 C14 Ir1 -64.7(2) . . . . ?
C18 C13 C14 Ir1 124.8(3) . . . . ?
C13 C14 C15 C16 2.0(4) . . . . ?
C19 C14 C15 C16 -171.0(3) . . . . ?
Ir1 C14 C15 C16 62.8(2) . . . . ?
C13 C14 C15 C20 175.3(3) . . . . ?
C19 C14 C15 C20 2.4(6) . . . . ?
Ir1 C14 C15 C20 -123.9(4) . . . . ?
C13 C14 C15 Ir1 -60.8(2) . . . . ?
C19 C14 C15 Ir1 126.3(4) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C20 C15 C16 C17 -173.2(3) . . . . ?
Ir1 C15 C16 C17 63.7(2) . . . . ?
C14 C15 C16 C21 172.4(4) . . . . ?
C20 C15 C16 C21 -1.2(6) . . . . ?
Ir1 C15 C16 C21 -124.3(4) . . . . ?
C14 C15 C16 Ir1 -63.3(2) . . . . ?
C20 C15 C16 Ir1 123.1(4) . . . . ?
C15 C16 C17 C13 -2.6(4) . . . . ?
C21 C16 C17 C13 -174.6(4) . . . . ?
Ir1 C16 C17 C13 59.4(2) . . . . ?
C15 C16 C17 C22 175.7(3) . . . . ?
C21 C16 C17 C22 3.7(6) . . . . ?
Ir1 C16 C17 C22 -122.2(4) . . . . ?
C15 C16 C17 Ir1 -62.1(2) . . . . ?
C21 C16 C17 Ir1 125.9(4) . . . . ?
C14 C13 C17 C16 3.9(4) . . . . ?
C18 C13 C17 C16 174.3(3) . . . . ?
Ir1 C13 C17 C16 -59.8(2) . . . . ?
C14 C13 C17 C22 -174.4(3) . . . . ?
C18 C13 C17 C22 -4.0(6) . . . . ?
Ir1 C13 C17 C22 121.8(4) . . . . ?
C14 C13 C17 Ir1 63.7(2) . . . . ?
C18 C13 C17 Ir1 -125.8(4) . . . . ?

_refine_diff_density_max         1.012
_refine_diff_density_min         -1.483
_refine_diff_density_rms         0.259

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_4-(OTf)2
_database_code_depnum_ccdc_archive 'CCDC 1053193'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 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 H39 F6 N4 O8 Rh S4'
_chemical_formula_weight         904.78

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'
F F 0.0171 0.0103 '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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.3390(15)
_cell_length_b                   13.3112(18)
_cell_length_c                   14.488(3)
_cell_angle_alpha                105.937(3)
_cell_angle_beta                 107.966(3)
_cell_angle_gamma                106.131(2)
_cell_volume                     1836.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3249
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      27.25

_exptl_crystal_description       sheet
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_F_000             924
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.775
_shelx_estimated_absorpt_T_min   0.836
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.687
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13482
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.608
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             8262
_reflns_number_gt                6218
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 In asymmetric unit of this data, one methanol molecule was 
 disordered and it was divided into two parts (79:51). 1 
 ISOR and 4 DFIX instructions were used to restrain ligands 
 and solvents so that there were 10 restraints in the data. 
 Hydrogen of one methanol molecule could not be found. 
 Hydrogen of another methanol and H5-6 were found in 
 difference Fourier map and others were put in calculated 
 positions. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0573P)²+4.1693P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8262
_refine_ls_number_parameters     477
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1420
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.068
_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
Rh1 Rh 0.75967(4) 0.27858(3) 0.61874(3) 0.01633(11) Uani 1 1 d . . . . .
S1 S 0.70810(13) 0.17644(10) 0.43764(9) 0.0237(3) Uani 1 1 d . . . . .
S2 S 0.53045(12) 0.17335(10) 0.57867(9) 0.0232(2) Uani 1 1 d . . . . .
S3 S 0.20163(13) 0.26019(11) 0.45438(10) 0.0284(3) Uani 1 1 d . . . . .
S4 S 0.21229(14) 0.30354(13) 0.98050(10) 0.0340(3) Uani 1 1 d . . . . .
N1 N 0.5530(4) 0.2045(3) 0.2665(3) 0.0240(8) Uani 1 1 d . . . . .
N2 N 0.6960(4) 0.3631(3) 0.4002(3) 0.0221(8) Uani 1 1 d . . . . .
N3 N 0.5471(4) 0.3754(3) 0.7115(3) 0.0216(8) Uani 1 1 d . . . . .
N4 N 0.4073(4) 0.2253(3) 0.7091(3) 0.0220(8) Uani 1 1 d . . . . .
O1 O 0.2017(4) 0.1640(4) 0.4804(3) 0.0410(10) Uani 1 1 d . . . . .
O2 O 0.3192(4) 0.3644(4) 0.5199(3) 0.0496(11) Uani 1 1 d . . . . .
O3 O 0.0756(4) 0.2757(3) 0.4315(3) 0.0367(9) Uani 1 1 d . . . . .
O4 O 0.1713(4) 0.2883(4) 0.8724(3) 0.0505(12) Uani 1 1 d . . . . .
O5 O 0.1825(7) 0.3884(5) 1.0406(5) 0.087(2) Uani 1 1 d . . . . .
O6 O 0.3445(4) 0.3078(5) 1.0282(4) 0.0640(14) Uani 1 1 d . . . . .
F1 F 0.3251(4) 0.2103(4) 0.3335(3) 0.0623(11) Uani 1 1 d . . . . .
F2 F 0.1098(4) 0.1269(3) 0.2565(3) 0.0494(9) Uani 1 1 d . . . . .
F3 F 0.2046(5) 0.3049(3) 0.2912(3) 0.0607(11) Uani 1 1 d . . . . .
F4 F -0.0223(5) 0.1573(6) 0.9396(5) 0.106(2) Uani 1 1 d . . . . .
F5 F 0.1174(6) 0.0840(4) 0.9179(4) 0.0963(18) Uani 1 1 d . . . . .
F6 F 0.1365(6) 0.1676(5) 1.0699(4) 0.0962(18) Uani 1 1 d . . . . .
C1 C 0.6491(5) 0.2488(4) 0.3671(4) 0.0218(9) Uani 1 1 d . . . . .
C2 C 0.5377(6) 0.2936(5) 0.2380(4) 0.0351(13) Uani 1 1 d . . . . .
H2 H 0.4768 0.2868 0.1723 0.042 Uiso 1 1 calc R U . . .
C3 C 0.6239(5) 0.3893(5) 0.3197(4) 0.0288(11) Uani 1 1 d . . . . .
H3 H 0.6349 0.4638 0.3231 0.035 Uiso 1 1 calc R U . . .
C4 C 0.8142(4) 0.4398(4) 0.4971(4) 0.0216(9) Uani 1 1 d . . . . .
H4A H 0.8399 0.5177 0.4982 0.026 Uiso 1 1 calc R U . . .
H4B H 0.8902 0.4167 0.4981 0.026 Uiso 1 1 calc R U . . .
C5 C 0.7921(5) 0.4416(4) 0.5948(4) 0.0207(9) Uani 1 1 d D . . . .
C6 C 0.6672(5) 0.4031(4) 0.5957(4) 0.0211(9) Uani 1 1 d D . . . .
C7 C 0.6420(5) 0.4561(4) 0.6893(4) 0.0243(10) Uani 1 1 d . . . . .
H7A H 0.7293 0.4964 0.7524 0.029 Uiso 1 1 calc R U . . .
H7B H 0.6063 0.5137 0.6778 0.029 Uiso 1 1 calc R U . . .
C8 C 0.4963(5) 0.2626(4) 0.6680(4) 0.0229(10) Uani 1 1 d . . . . .
C9 C 0.4036(5) 0.3187(4) 0.7779(4) 0.0292(11) Uani 1 1 d . . . . .
H9 H 0.3489 0.3170 0.8162 0.035 Uiso 1 1 calc R U . . .
C10 C 0.4920(5) 0.4122(4) 0.7806(4) 0.0256(10) Uani 1 1 d . . . . .
H10 H 0.5126 0.4889 0.8220 0.031 Uiso 1 1 calc R U . . .
C11 C 0.4839(6) 0.0870(5) 0.2030(4) 0.0353(12) Uani 1 1 d . . . . .
H11 H 0.4957 0.0352 0.2354 0.042 Uiso 1 1 calc R U . . .
C12 C 0.4045(8) 0.0447(6) 0.1020(5) 0.068(2) Uani 1 1 d . . . . .
H12A H 0.3906 0.0943 0.0673 0.082 Uiso 1 1 calc R U . . .
H12B H 0.3608 -0.0354 0.0636 0.082 Uiso 1 1 calc R U . . .
C13 C 0.3308(5) 0.1095(4) 0.6826(4) 0.0311(11) Uani 1 1 d . . . . .
H13 H 0.3360 0.0541 0.6282 0.037 Uiso 1 1 calc R U . . .
C14 C 0.2540(6) 0.0730(5) 0.7268(5) 0.0409(14) Uani 1 1 d . . . . .
H14A H 0.2461 0.1256 0.7816 0.049 Uiso 1 1 calc R U . . .
H14B H 0.2058 -0.0064 0.7044 0.049 Uiso 1 1 calc R U . . .
C15 C 0.9317(5) 0.3737(4) 0.7776(4) 0.0232(10) Uani 1 1 d . . . . .
C16 C 0.8358(4) 0.2793(4) 0.7785(4) 0.0219(9) Uani 1 1 d . . . . .
C17 C 0.8267(5) 0.1764(4) 0.7044(4) 0.0227(10) Uani 1 1 d . . . . .
C18 C 0.9180(4) 0.2081(4) 0.6585(3) 0.0185(9) Uani 1 1 d . . . . .
C19 C 0.9788(4) 0.3305(4) 0.6996(3) 0.0185(9) Uani 1 1 d . . . . .
C20 C 0.9880(6) 0.4935(4) 0.8539(4) 0.0310(11) Uani 1 1 d . . . . .
H20A H 0.9177 0.5093 0.8737 0.047 Uiso 1 1 calc R U . . .
H20B H 1.0195 0.5448 0.8214 0.047 Uiso 1 1 calc R U . . .
H20C H 1.0638 0.5057 0.9171 0.047 Uiso 1 1 calc R U . . .
C21 C 0.7693(6) 0.2837(5) 0.8537(4) 0.0348(12) Uani 1 1 d . . . . .
H21A H 0.8255 0.2775 0.9168 0.052 Uiso 1 1 calc R U . . .
H21B H 0.6804 0.2205 0.8193 0.052 Uiso 1 1 calc R U . . .
H21C H 0.7585 0.3560 0.8741 0.052 Uiso 1 1 calc R U . . .
C22 C 0.7460(6) 0.0572(5) 0.6863(4) 0.0322(11) Uani 1 1 d . . . . .
H22A H 0.7380 0.0043 0.6203 0.048 Uiso 1 1 calc R U . . .
H22B H 0.6558 0.0502 0.6816 0.048 Uiso 1 1 calc R U . . .
H22C H 0.7914 0.0391 0.7451 0.048 Uiso 1 1 calc R U . . .
C23 C 0.9528(5) 0.1307(4) 0.5863(4) 0.0276(11) Uani 1 1 d . . . . .
H23A H 1.0380 0.1278 0.6267 0.041 Uiso 1 1 calc R U . . .
H23B H 0.9627 0.1589 0.5322 0.041 Uiso 1 1 calc R U . . .
H23C H 0.8808 0.0542 0.5524 0.041 Uiso 1 1 calc R U . . .
C24 C 1.0898(5) 0.3988(4) 0.6798(4) 0.0276(11) Uani 1 1 d . . . . .
H24A H 1.0906 0.4752 0.6926 0.041 Uiso 1 1 calc R U . . .
H24B H 1.0753 0.3616 0.6064 0.041 Uiso 1 1 calc R U . . .
H24C H 1.1765 0.4044 0.7273 0.041 Uiso 1 1 calc R U . . .
C25 C 0.2114(6) 0.2240(4) 0.3287(4) 0.0329(12) Uani 1 1 d . . . . .
C26 C 0.1047(7) 0.1726(7) 0.9784(5) 0.0505(16) Uani 1 1 d . . . . .
C27 C 0.8252(7) 0.2244(6) 0.1863(6) 0.061(2) Uani 1 1 d . . . . .
H27A H 0.7625 0.2407 0.1346 0.092 Uiso 1 1 calc R U . . .
H27B H 0.7746 0.1594 0.1973 0.092 Uiso 1 1 calc R U . . .
H27C H 0.8899 0.2064 0.1600 0.092 Uiso 1 1 calc R U . . .
O7 O 0.8950(5) 0.3199(4) 0.2823(4) 0.0530(12) Uani 1 1 d D . . . .
C28 C 0.3656(10) 0.6114(10) -0.0428(8) 0.120(5) Uani 0.79(5) 1 d D U P . .
O8 O 0.4409(9) 0.7352(8) 0.0159(6) 0.111(4) Uani 0.79(5) 1 d D . P . .
O8' O 0.3656(10) 0.6114(10) -0.0428(8) 0.120(5) Uani 0.21(5) 1 d . . P . .
C28' C 0.4409(9) 0.7352(8) 0.0159(6) 0.111(4) Uani 0.21(5) 1 d . . P . .
H5 H 0.858(8) 0.501(6) 0.660(4) 0.133 Uiso 1 1 d D U . . .
H6 H 0.584(6) 0.373(8) 0.534(5) 0.133 Uiso 1 1 d D U . . .
H7 H 0.957(6) 0.291(6) 0.299(6) 0.07(2) Uiso 1 1 d 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
Rh1 C19 2.198(4) . ?
Rh1 C16 2.203(4) . ?
Rh1 C17 2.211(4) . ?
Rh1 C15 2.228(5) . ?
Rh1 C6 2.238(4) . ?
Rh1 C5 2.239(4) . ?
Rh1 C18 2.242(4) . ?
Rh1 S2 2.3778(13) . ?
Rh1 S1 2.3932(13) . ?
S1 C1 1.702(5) . ?
S2 C8 1.720(5) . ?
S3 O1 1.430(4) . ?
S3 O2 1.439(5) . ?
S3 O3 1.450(4) . ?
S3 C25 1.798(5) . ?
S4 O5 1.415(5) . ?
S4 O6 1.421(4) . ?
S4 O4 1.426(4) . ?
S4 C26 1.815(8) . ?
N1 C1 1.360(6) . ?
N1 C2 1.395(6) . ?
N1 C11 1.412(7) . ?
N2 C1 1.349(6) . ?
N2 C3 1.394(6) . ?
N2 C4 1.450(6) . ?
N3 C8 1.326(6) . ?
N3 C10 1.385(6) . ?
N3 C7 1.474(6) . ?
N4 C8 1.368(6) . ?
N4 C9 1.385(6) . ?
N4 C13 1.415(6) . ?
F1 C25 1.335(7) . ?
F2 C25 1.334(6) . ?
F3 C25 1.342(6) . ?
F4 C26 1.305(8) . ?
F5 C26 1.336(8) . ?
F6 C26 1.288(7) . ?
C2 C3 1.320(8) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.507(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.371(7) . ?
C5 H5 0.95(2) . ?
C6 C7 1.499(6) . ?
C6 H6 0.96(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.347(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.313(8) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9500 . ?
C12 H12B 0.9500 . ?
C13 C14 1.298(7) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 C16 1.421(7) . ?
C15 C19 1.443(6) . ?
C15 C20 1.485(7) . ?
C16 C17 1.443(7) . ?
C16 C21 1.502(7) . ?
C17 C18 1.425(6) . ?
C17 C22 1.497(7) . ?
C18 C19 1.440(6) . ?
C18 C23 1.484(6) . ?
C19 C24 1.490(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C27 O7 1.402(9) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O7 H7 0.90(4) . ?
C28 O8 1.473(8) . ?

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
C19 Rh1 C16 63.50(16) . . ?
C19 Rh1 C17 63.48(17) . . ?
C16 Rh1 C17 38.17(17) . . ?
C19 Rh1 C15 38.05(16) . . ?
C16 Rh1 C15 37.41(17) . . ?
C17 Rh1 C15 63.08(18) . . ?
C19 Rh1 C6 122.29(17) . . ?
C16 Rh1 C6 117.44(17) . . ?
C17 Rh1 C6 153.30(17) . . ?
C15 Rh1 C6 104.30(18) . . ?
C19 Rh1 C5 90.69(17) . . ?
C16 Rh1 C5 120.92(17) . . ?
C17 Rh1 C5 151.50(18) . . ?
C15 Rh1 C5 89.34(17) . . ?
C6 Rh1 C5 35.67(17) . . ?
C19 Rh1 C18 37.83(16) . . ?
C16 Rh1 C18 62.88(16) . . ?
C17 Rh1 C18 37.32(16) . . ?
C15 Rh1 C18 62.74(16) . . ?
C6 Rh1 C18 159.62(17) . . ?
C5 Rh1 C18 124.81(17) . . ?
C19 Rh1 S2 153.99(12) . . ?
C16 Rh1 S2 93.89(12) . . ?
C17 Rh1 S2 90.92(13) . . ?
C15 Rh1 S2 127.49(13) . . ?
C6 Rh1 S2 78.45(13) . . ?
C5 Rh1 S2 113.05(13) . . ?
C18 Rh1 S2 121.81(12) . . ?
C19 Rh1 S1 103.82(12) . . ?
C16 Rh1 S1 144.20(13) . . ?
C17 Rh1 S1 106.07(13) . . ?
C15 Rh1 S1 141.86(12) . . ?
C6 Rh1 S1 97.82(13) . . ?
C5 Rh1 S1 91.01(12) . . ?
C18 Rh1 S1 86.40(11) . . ?
S2 Rh1 S1 86.94(4) . . ?
C1 S1 Rh1 107.93(16) . . ?
C8 S2 Rh1 103.49(17) . . ?
O1 S3 O2 116.2(3) . . ?
O1 S3 O3 114.8(2) . . ?
O2 S3 O3 113.5(2) . . ?
O1 S3 C25 104.2(2) . . ?
O2 S3 C25 102.9(3) . . ?
O3 S3 C25 103.0(2) . . ?
O5 S4 O6 115.5(4) . . ?
O5 S4 O4 113.8(3) . . ?
O6 S4 O4 113.6(3) . . ?
O5 S4 C26 103.8(4) . . ?
O6 S4 C26 103.4(3) . . ?
O4 S4 C26 105.0(3) . . ?
C1 N1 C2 108.8(4) . . ?
C1 N1 C11 124.2(4) . . ?
C2 N1 C11 127.0(4) . . ?
C1 N2 C3 108.1(4) . . ?
C1 N2 C4 123.3(4) . . ?
C3 N2 C4 128.1(4) . . ?
C8 N3 C10 110.2(4) . . ?
C8 N3 C7 127.9(4) . . ?
C10 N3 C7 121.7(4) . . ?
C8 N4 C9 108.9(4) . . ?
C8 N4 C13 124.7(4) . . ?
C9 N4 C13 126.4(4) . . ?
N2 C1 N1 107.1(4) . . ?
N2 C1 S1 125.3(4) . . ?
N1 C1 S1 127.5(4) . . ?
C3 C2 N1 107.0(4) . . ?
C3 C2 H2 126.5 . . ?
N1 C2 H2 126.5 . . ?
C2 C3 N2 108.9(5) . . ?
C2 C3 H3 125.5 . . ?
N2 C3 H3 125.5 . . ?
N2 C4 C5 113.1(4) . . ?
N2 C4 H4A 109.0 . . ?
C5 C4 H4A 109.0 . . ?
N2 C4 H4B 109.0 . . ?
C5 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 123.9(4) . . ?
C6 C5 Rh1 72.2(3) . . ?
C4 C5 Rh1 114.8(3) . . ?
C6 C5 H5 112(7) . . ?
C4 C5 H5 117(7) . . ?
Rh1 C5 H5 107(6) . . ?
C5 C6 C7 121.7(4) . . ?
C5 C6 Rh1 72.2(3) . . ?
C7 C6 Rh1 111.1(3) . . ?
C5 C6 H6 123(6) . . ?
C7 C6 H6 108(6) . . ?
Rh1 C6 H6 116(6) . . ?
N3 C7 C6 114.8(4) . . ?
N3 C7 H7A 108.6 . . ?
C6 C7 H7A 108.6 . . ?
N3 C7 H7B 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.5 . . ?
N3 C8 N4 106.7(4) . . ?
N3 C8 S2 129.6(4) . . ?
N4 C8 S2 123.7(4) . . ?
C10 C9 N4 107.1(4) . . ?
C10 C9 H9 126.4 . . ?
N4 C9 H9 126.4 . . ?
C9 C10 N3 107.1(4) . . ?
C9 C10 H10 126.4 . . ?
N3 C10 H10 126.4 . . ?
C12 C11 N1 124.1(6) . . ?
C12 C11 H11 118.0 . . ?
N1 C11 H11 118.0 . . ?
C11 C12 H12A 120.0 . . ?
C11 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C14 C13 N4 125.2(5) . . ?
C14 C13 H13 117.4 . . ?
N4 C13 H13 117.4 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C16 C15 C19 107.9(4) . . ?
C16 C15 C20 125.8(4) . . ?
C19 C15 C20 125.7(4) . . ?
C16 C15 Rh1 70.4(3) . . ?
C19 C15 Rh1 69.9(2) . . ?
C20 C15 Rh1 131.9(3) . . ?
C15 C16 C17 108.3(4) . . ?
C15 C16 C21 126.2(5) . . ?
C17 C16 C21 125.0(4) . . ?
C15 C16 Rh1 72.2(3) . . ?
C17 C16 Rh1 71.2(2) . . ?
C21 C16 Rh1 128.7(3) . . ?
C18 C17 C16 107.9(4) . . ?
C18 C17 C22 125.6(4) . . ?
C16 C17 C22 126.3(4) . . ?
C18 C17 Rh1 72.5(2) . . ?
C16 C17 Rh1 70.6(2) . . ?
C22 C17 Rh1 126.8(3) . . ?
C17 C18 C19 108.1(4) . . ?
C17 C18 C23 126.8(4) . . ?
C19 C18 C23 125.0(4) . . ?
C17 C18 Rh1 70.1(2) . . ?
C19 C18 Rh1 69.4(2) . . ?
C23 C18 Rh1 129.0(3) . . ?
C18 C19 C15 107.6(4) . . ?
C18 C19 C24 125.4(4) . . ?
C15 C19 C24 126.0(4) . . ?
C18 C19 Rh1 72.8(2) . . ?
C15 C19 Rh1 72.1(2) . . ?
C24 C19 Rh1 129.4(3) . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F2 C25 F1 106.5(5) . . ?
F2 C25 F3 106.9(5) . . ?
F1 C25 F3 108.0(4) . . ?
F2 C25 S3 111.8(4) . . ?
F1 C25 S3 112.6(4) . . ?
F3 C25 S3 110.9(4) . . ?
F6 C26 F4 108.8(6) . . ?
F6 C26 F5 105.4(7) . . ?
F4 C26 F5 107.8(7) . . ?
F6 C26 S4 113.3(5) . . ?
F4 C26 S4 111.5(5) . . ?
F5 C26 S4 109.7(5) . . ?
O7 C27 H27A 109.5 . . ?
O7 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O7 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C27 O7 H7 87(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C1 N1 2.1(5) . . . . ?
C4 N2 C1 N1 -169.9(4) . . . . ?
C3 N2 C1 S1 178.9(4) . . . . ?
C4 N2 C1 S1 6.9(6) . . . . ?
C2 N1 C1 N2 -1.6(5) . . . . ?
C11 N1 C1 N2 177.2(4) . . . . ?
C2 N1 C1 S1 -178.4(4) . . . . ?
C11 N1 C1 S1 0.5(7) . . . . ?
Rh1 S1 C1 N2 38.1(4) . . . . ?
Rh1 S1 C1 N1 -145.7(4) . . . . ?
C1 N1 C2 C3 0.5(6) . . . . ?
C11 N1 C2 C3 -178.3(5) . . . . ?
N1 C2 C3 N2 0.8(6) . . . . ?
C1 N2 C3 C2 -1.8(6) . . . . ?
C4 N2 C3 C2 169.6(5) . . . . ?
C1 N2 C4 C5 -69.7(6) . . . . ?
C3 N2 C4 C5 120.0(5) . . . . ?
N2 C4 C5 C6 -18.1(6) . . . . ?
N2 C4 C5 Rh1 66.4(4) . . . . ?
C4 C5 C6 C7 -147.4(4) . . . . ?
Rh1 C5 C6 C7 104.3(4) . . . . ?
C4 C5 C6 Rh1 108.3(4) . . . . ?
C8 N3 C7 C6 9.5(7) . . . . ?
C10 N3 C7 C6 -166.6(4) . . . . ?
C5 C6 C7 N3 -143.2(4) . . . . ?
Rh1 C6 C7 N3 -61.6(4) . . . . ?
C10 N3 C8 N4 -0.1(5) . . . . ?
C7 N3 C8 N4 -176.5(4) . . . . ?
C10 N3 C8 S2 -179.2(4) . . . . ?
C7 N3 C8 S2 4.4(7) . . . . ?
C9 N4 C8 N3 0.9(5) . . . . ?
C13 N4 C8 N3 179.8(4) . . . . ?
C9 N4 C8 S2 -179.9(3) . . . . ?
C13 N4 C8 S2 -1.1(6) . . . . ?
Rh1 S2 C8 N3 30.4(5) . . . . ?
Rh1 S2 C8 N4 -148.5(4) . . . . ?
C8 N4 C9 C10 -1.4(5) . . . . ?
C13 N4 C9 C10 179.8(5) . . . . ?
N4 C9 C10 N3 1.3(5) . . . . ?
C8 N3 C10 C9 -0.8(6) . . . . ?
C7 N3 C10 C9 175.9(4) . . . . ?
C1 N1 C11 C12 -170.7(7) . . . . ?
C2 N1 C11 C12 8.0(10) . . . . ?
C8 N4 C13 C14 174.5(5) . . . . ?
C9 N4 C13 C14 -6.9(9) . . . . ?
C19 C15 C16 C17 2.4(5) . . . . ?
C20 C15 C16 C17 -169.4(4) . . . . ?
Rh1 C15 C16 C17 62.5(3) . . . . ?
C19 C15 C16 C21 174.6(4) . . . . ?
C20 C15 C16 C21 2.7(7) . . . . ?
Rh1 C15 C16 C21 -125.4(5) . . . . ?
C19 C15 C16 Rh1 -60.0(3) . . . . ?
C20 C15 C16 Rh1 128.1(5) . . . . ?
C15 C16 C17 C18 0.3(5) . . . . ?
C21 C16 C17 C18 -172.0(4) . . . . ?
Rh1 C16 C17 C18 63.4(3) . . . . ?
C15 C16 C17 C22 174.9(4) . . . . ?
C21 C16 C17 C22 2.7(7) . . . . ?
Rh1 C16 C17 C22 -121.9(5) . . . . ?
C15 C16 C17 Rh1 -63.1(3) . . . . ?
C21 C16 C17 Rh1 124.6(5) . . . . ?
C16 C17 C18 C19 -2.9(5) . . . . ?
C22 C17 C18 C19 -177.6(4) . . . . ?
Rh1 C17 C18 C19 59.3(3) . . . . ?
C16 C17 C18 C23 173.4(4) . . . . ?
C22 C17 C18 C23 -1.3(7) . . . . ?
Rh1 C17 C18 C23 -124.5(4) . . . . ?
C16 C17 C18 Rh1 -62.2(3) . . . . ?
C22 C17 C18 Rh1 123.1(5) . . . . ?
C17 C18 C19 C15 4.4(5) . . . . ?
C23 C18 C19 C15 -172.0(4) . . . . ?
Rh1 C18 C19 C15 64.1(3) . . . . ?
C17 C18 C19 C24 173.8(4) . . . . ?
C23 C18 C19 C24 -2.5(7) . . . . ?
Rh1 C18 C19 C24 -126.5(4) . . . . ?
C17 C18 C19 Rh1 -59.7(3) . . . . ?
C23 C18 C19 Rh1 123.9(4) . . . . ?
C16 C15 C19 C18 -4.2(5) . . . . ?
C20 C15 C19 C18 167.7(4) . . . . ?
Rh1 C15 C19 C18 -64.6(3) . . . . ?
C16 C15 C19 C24 -173.6(4) . . . . ?
C20 C15 C19 C24 -1.7(7) . . . . ?
Rh1 C15 C19 C24 126.1(4) . . . . ?
C16 C15 C19 Rh1 60.3(3) . . . . ?
C20 C15 C19 Rh1 -127.8(5) . . . . ?
O1 S3 C25 F2 57.5(4) . . . . ?
O2 S3 C25 F2 179.1(4) . . . . ?
O3 S3 C25 F2 -62.7(4) . . . . ?
O1 S3 C25 F1 -62.4(4) . . . . ?
O2 S3 C25 F1 59.3(4) . . . . ?
O3 S3 C25 F1 177.5(4) . . . . ?
O1 S3 C25 F3 176.6(4) . . . . ?
O2 S3 C25 F3 -61.8(5) . . . . ?
O3 S3 C25 F3 56.4(5) . . . . ?
O5 S4 C26 F6 -66.2(6) . . . . ?
O6 S4 C26 F6 54.7(6) . . . . ?
O4 S4 C26 F6 174.0(5) . . . . ?
O5 S4 C26 F4 56.9(6) . . . . ?
O6 S4 C26 F4 177.8(5) . . . . ?
O4 S4 C26 F4 -62.9(6) . . . . ?
O5 S4 C26 F5 176.3(5) . . . . ?
O6 S4 C26 F5 -62.8(6) . . . . ?
O4 S4 C26 F5 56.5(6) . . . . ?

_refine_diff_density_max         0.748
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.133

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1053194'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H46 Cl4 N4 Rh2 S2'
_chemical_formula_weight         898.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 '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                   8.7048(16)
_cell_length_b                   8.8755(16)
_cell_length_c                   14.672(3)
_cell_angle_alpha                72.896(3)
_cell_angle_beta                 82.099(3)
_cell_angle_gamma                74.103(3)
_cell_volume                     1039.9(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3406
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.46

_exptl_crystal_description       rod
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.176
_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7495
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.437
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             4692
_reflns_number_gt                3780
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 In asymmetric unit of this data, 4 ISOR and 1 DFIX 
 instructions were used to restrain ligand and Cp* fragment 
 so that there were 25 restraints in the data. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.1115P)²+0.4146P] 
 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         4692
_refine_ls_number_parameters     205
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1660
_refine_ls_wR_factor_gt          0.1551
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.017 0.500 0.500 205.0 8.1
_platon_squeeze_details          
; 
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.69753(4) 0.85892(4) 0.73927(2) 0.03426(16) Uani 1 1 d . . . . .
S1 S 0.68873(16) 0.94788(15) 0.88005(9) 0.0396(3) Uani 1 1 d . . . . .
Cl1 Cl 0.71640(15) 0.57883(15) 0.82575(8) 0.0421(3) Uani 1 1 d . . . . .
Cl2 Cl 0.98844(14) 0.80005(18) 0.72509(9) 0.0469(3) Uani 1 1 d . . . . .
N1 N 0.6370(6) 0.6899(5) 1.0280(3) 0.0419(9) Uani 1 1 d . . . . .
N2 N 0.8771(5) 0.7162(5) 1.0149(3) 0.0406(9) Uani 1 1 d . . . . .
C1 C 0.7374(6) 0.7812(6) 0.9753(3) 0.0372(10) Uani 1 1 d . . . . .
C2 C 0.7188(9) 0.5680(7) 1.0981(4) 0.0596(16) Uani 1 1 d . . . . .
H2 H 0.6767 0.4858 1.1434 0.071 Uiso 1 1 calc R U . . .
C3 C 0.8658(8) 0.5837(7) 1.0923(4) 0.0536(14) Uani 1 1 d . . . . .
H3 H 0.9484 0.5173 1.1332 0.064 Uiso 1 1 calc R U . . .
C4 C 1.0156(6) 0.7837(7) 0.9852(4) 0.0441(11) Uani 1 1 d . . . . .
H4A H 1.0246 0.8213 0.9146 0.053 Uiso 1 1 calc R U . . .
H4B H 1.1131 0.6972 1.0061 0.053 Uiso 1 1 calc R U . . .
C5 C 1.0077(6) 0.9242(6) 1.0255(4) 0.0401(10) Uani 1 1 d D . . . .
H5 H 1.0142 0.9013 1.0925 0.048 Uiso 1 1 calc R U . . .
C6 C 0.4685(7) 0.7176(8) 1.0059(5) 0.0524(13) Uani 1 1 d . . . . .
H6A H 0.4660 0.6702 0.9538 0.079 Uiso 1 1 calc R U . . .
H6B H 0.4194 0.8347 0.9865 0.079 Uiso 1 1 calc R U . . .
H6C H 0.4089 0.6661 1.0627 0.079 Uiso 1 1 calc R U . . .
C7 C 0.4548(6) 0.9644(7) 0.7019(4) 0.0450(12) Uani 1 1 d . . . . .
C8 C 0.5391(8) 1.0888(7) 0.6785(5) 0.0587(16) Uani 1 1 d . . . . .
C9 C 0.6668(8) 1.0582(11) 0.6122(6) 0.075(2) Uani 1 1 d . . . . .
C10 C 0.6634(8) 0.9151(12) 0.5897(4) 0.082(3) Uani 1 1 d . . . . .
C11 C 0.5299(8) 0.8546(8) 0.6448(5) 0.0586(16) Uani 1 1 d . . . . .
C12 C 0.3104(8) 0.9577(12) 0.7665(6) 0.082(2) Uani 1 1 d . . . . .
H12A H 0.3078 1.0175 0.8134 0.123 Uiso 1 1 calc R U . . .
H12B H 0.3119 0.8441 0.7997 0.123 Uiso 1 1 calc R U . . .
H12C H 0.2152 1.0071 0.7294 0.123 Uiso 1 1 calc R U . . .
C13 C 0.4891(13) 1.2323(9) 0.7219(9) 0.110(4) Uani 1 1 d . U . . .
H13A H 0.5759 1.2315 0.7582 0.165 Uiso 1 1 calc R U . . .
H13B H 0.3930 1.2240 0.7646 0.165 Uiso 1 1 calc R U . . .
H13C H 0.4660 1.3340 0.6708 0.165 Uiso 1 1 calc R U . . .
C14 C 0.7795(14) 1.1656(19) 0.5699(11) 0.182(8) Uani 1 1 d . U . . .
H14A H 0.7203 1.2709 0.5316 0.273 Uiso 1 1 calc R U . . .
H14B H 0.8634 1.1139 0.5291 0.273 Uiso 1 1 calc R U . . .
H14C H 0.8284 1.1823 0.6213 0.273 Uiso 1 1 calc R U . . .
C15 C 0.7715(11) 0.8398(17) 0.5184(6) 0.131(5) Uani 1 1 d . U . . .
H15A H 0.7237 0.7630 0.5029 0.197 Uiso 1 1 calc R U . . .
H15B H 0.8754 0.7819 0.5452 0.197 Uiso 1 1 calc R U . . .
H15C H 0.7864 0.9249 0.4602 0.197 Uiso 1 1 calc R U . . .
C16 C 0.4739(14) 0.7127(11) 0.6412(8) 0.118(4) Uani 1 1 d . U . . .
H16A H 0.5149 0.6844 0.5811 0.176 Uiso 1 1 calc R U . . .
H16B H 0.3567 0.7402 0.6449 0.176 Uiso 1 1 calc R U . . .
H16C H 0.5134 0.6197 0.6951 0.176 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Rh1 C7 2.139(5) . ?
Rh1 C8 2.142(6) . ?
Rh1 C10 2.146(6) . ?
Rh1 C9 2.148(7) . ?
Rh1 C11 2.161(5) . ?
Rh1 S1 2.4038(13) . ?
Rh1 Cl1 2.4073(13) . ?
Rh1 Cl2 2.4338(13) . ?
S1 C1 1.710(5) . ?
N1 C1 1.361(6) . ?
N1 C2 1.364(8) . ?
N1 C6 1.484(7) . ?
N2 C1 1.327(7) . ?
N2 C3 1.389(7) . ?
N2 C4 1.450(7) . ?
C2 C3 1.313(10) . ?
C4 C5 1.511(7) . ?
C5 C5 1.313(10) 2_777 ?
C7 C8 1.424(8) . ?
C7 C11 1.436(9) . ?
C7 C12 1.470(9) . ?
C8 C9 1.396(11) . ?
C8 C13 1.521(11) . ?
C9 C10 1.411(13) . ?
C9 C14 1.501(12) . ?
C10 C11 1.456(11) . ?
C10 C15 1.491(10) . ?
C11 C16 1.487(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
C7 Rh1 C8 38.9(2) . . ?
C7 Rh1 C10 65.5(2) . . ?
C8 Rh1 C10 63.7(3) . . ?
C7 Rh1 C9 65.4(2) . . ?
C8 Rh1 C9 38.0(3) . . ?
C10 Rh1 C9 38.4(3) . . ?
C7 Rh1 C11 39.0(2) . . ?
C8 Rh1 C11 64.6(2) . . ?
C10 Rh1 C11 39.5(3) . . ?
C9 Rh1 C11 65.5(3) . . ?
C7 Rh1 S1 99.62(16) . . ?
C8 Rh1 S1 87.9(2) . . ?
C10 Rh1 S1 149.8(3) . . ?
C9 Rh1 S1 112.1(3) . . ?
C11 Rh1 S1 137.70(19) . . ?
C7 Rh1 Cl1 107.17(16) . . ?
C8 Rh1 Cl1 145.47(18) . . ?
C10 Rh1 Cl1 114.7(3) . . ?
C9 Rh1 Cl1 153.1(3) . . ?
C11 Rh1 Cl1 92.18(18) . . ?
S1 Rh1 Cl1 94.45(4) . . ?
C7 Rh1 Cl2 159.56(16) . . ?
C8 Rh1 Cl2 125.39(18) . . ?
C10 Rh1 Cl2 96.77(19) . . ?
C9 Rh1 Cl2 94.51(18) . . ?
C11 Rh1 Cl2 130.7(2) . . ?
S1 Rh1 Cl2 91.20(5) . . ?
Cl1 Rh1 Cl2 89.05(5) . . ?
C1 S1 Rh1 109.04(17) . . ?
C1 N1 C2 109.3(5) . . ?
C1 N1 C6 123.5(4) . . ?
C2 N1 C6 127.2(5) . . ?
C1 N2 C3 110.0(5) . . ?
C1 N2 C4 124.0(4) . . ?
C3 N2 C4 125.8(5) . . ?
N2 C1 N1 105.6(4) . . ?
N2 C1 S1 128.1(4) . . ?
N1 C1 S1 126.3(4) . . ?
C3 C2 N1 108.3(5) . . ?
C2 C3 N2 106.8(5) . . ?
N2 C4 C5 112.9(4) . . ?
C5 C5 C4 124.7(6) 2_777 . ?
C8 C7 C11 106.9(6) . . ?
C8 C7 C12 126.3(7) . . ?
C11 C7 C12 126.7(7) . . ?
C8 C7 Rh1 70.7(3) . . ?
C11 C7 Rh1 71.3(3) . . ?
C12 C7 Rh1 126.8(4) . . ?
C9 C8 C7 110.4(7) . . ?
C9 C8 C13 127.4(8) . . ?
C7 C8 C13 122.2(7) . . ?
C9 C8 Rh1 71.3(4) . . ?
C7 C8 Rh1 70.5(3) . . ?
C13 C8 Rh1 125.4(5) . . ?
C8 C9 C10 107.5(6) . . ?
C8 C9 C14 125.0(11) . . ?
C10 C9 C14 127.4(11) . . ?
C8 C9 Rh1 70.8(4) . . ?
C10 C9 Rh1 70.7(4) . . ?
C14 C9 Rh1 126.4(6) . . ?
C9 C10 C11 108.7(6) . . ?
C9 C10 C15 126.9(10) . . ?
C11 C10 C15 124.4(11) . . ?
C9 C10 Rh1 70.9(4) . . ?
C11 C10 Rh1 70.8(3) . . ?
C15 C10 Rh1 126.5(5) . . ?
C7 C11 C10 106.4(6) . . ?
C7 C11 C16 125.3(8) . . ?
C10 C11 C16 128.1(8) . . ?
C7 C11 Rh1 69.7(3) . . ?
C10 C11 Rh1 69.7(3) . . ?
C16 C11 Rh1 127.6(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C1 N1 0.2(6) . . . . ?
C4 N2 C1 N1 -175.3(4) . . . . ?
C3 N2 C1 S1 178.6(4) . . . . ?
C4 N2 C1 S1 3.2(7) . . . . ?
C2 N1 C1 N2 -1.2(6) . . . . ?
C6 N1 C1 N2 -177.8(5) . . . . ?
C2 N1 C1 S1 -179.7(4) . . . . ?
C6 N1 C1 S1 3.8(7) . . . . ?
Rh1 S1 C1 N2 99.9(4) . . . . ?
Rh1 S1 C1 N1 -82.0(4) . . . . ?
C1 N1 C2 C3 1.8(6) . . . . ?
C6 N1 C2 C3 178.2(5) . . . . ?
N1 C2 C3 N2 -1.6(7) . . . . ?
C1 N2 C3 C2 0.9(6) . . . . ?
C4 N2 C3 C2 176.3(5) . . . . ?
C1 N2 C4 C5 80.0(6) . . . . ?
C3 N2 C4 C5 -94.7(6) . . . . ?
N2 C4 C5 C5 -112.5(7) . . . 2_777 ?
C11 C7 C8 C9 -2.2(6) . . . . ?
C12 C7 C8 C9 -177.7(6) . . . . ?
Rh1 C7 C8 C9 60.3(4) . . . . ?
C11 C7 C8 C13 177.2(6) . . . . ?
C12 C7 C8 C13 1.7(10) . . . . ?
Rh1 C7 C8 C13 -120.3(6) . . . . ?
C11 C7 C8 Rh1 -62.5(4) . . . . ?
C12 C7 C8 Rh1 122.0(6) . . . . ?
C7 C8 C9 C10 1.7(7) . . . . ?
C13 C8 C9 C10 -177.7(7) . . . . ?
Rh1 C8 C9 C10 61.5(4) . . . . ?
C7 C8 C9 C14 178.7(7) . . . . ?
C13 C8 C9 C14 -0.7(11) . . . . ?
Rh1 C8 C9 C14 -121.5(8) . . . . ?
C7 C8 C9 Rh1 -59.8(4) . . . . ?
C13 C8 C9 Rh1 120.8(7) . . . . ?
C8 C9 C10 C11 -0.6(7) . . . . ?
C14 C9 C10 C11 -177.4(7) . . . . ?
Rh1 C9 C10 C11 61.0(4) . . . . ?
C8 C9 C10 C15 176.6(6) . . . . ?
C14 C9 C10 C15 -0.2(11) . . . . ?
Rh1 C9 C10 C15 -121.8(6) . . . . ?
C8 C9 C10 Rh1 -61.6(4) . . . . ?
C14 C9 C10 Rh1 121.6(8) . . . . ?
C8 C7 C11 C10 1.8(6) . . . . ?
C12 C7 C11 C10 177.3(6) . . . . ?
Rh1 C7 C11 C10 -60.3(4) . . . . ?
C8 C7 C11 C16 -175.6(6) . . . . ?
C12 C7 C11 C16 -0.1(9) . . . . ?
Rh1 C7 C11 C16 122.3(6) . . . . ?
C8 C7 C11 Rh1 62.1(4) . . . . ?
C12 C7 C11 Rh1 -122.5(6) . . . . ?
C9 C10 C11 C7 -0.8(6) . . . . ?
C15 C10 C11 C7 -178.1(6) . . . . ?
Rh1 C10 C11 C7 60.3(4) . . . . ?
C9 C10 C11 C16 176.5(6) . . . . ?
C15 C10 C11 C16 -0.8(10) . . . . ?
Rh1 C10 C11 C16 -122.4(7) . . . . ?
C9 C10 C11 Rh1 -61.1(4) . . . . ?
C15 C10 C11 Rh1 121.6(6) . . . . ?

_refine_diff_density_max         0.847
_refine_diff_density_min         -0.963
_refine_diff_density_rms         0.147

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_7-Cl
_database_code_depnum_ccdc_archive 'CCDC 1053195'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H28 Cl2 N4 O3 Pd S2'
_chemical_formula_weight         553.83

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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'

_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                   15.409(2)
_cell_length_b                   7.4204(10)
_cell_length_c                   20.302(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.341(2)
_cell_angle_gamma                90
_cell_volume                     2283.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8162
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      27.42

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.252
_shelx_estimated_absorpt_T_min   0.745
_shelx_estimated_absorpt_T_max   0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.584
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15757
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.232
_diffrn_reflns_theta_max         27.442
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5176
_reflns_number_gt                4575
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0415P)²+5.4720P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5176
_refine_ls_number_parameters     238
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0925
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.337 -0.115 0.182 62.5 11.5
2 0.663 0.115 0.818 62.5 11.9
3 0.663 0.384 0.318 62.4 11.9
4 0.337 0.615 0.682 62.4 11.6
_platon_squeeze_details          
; 
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.08990(2) 0.23962(3) 0.21993(2) 0.01891(8) Uani 1 1 d . . . . .
Cl1 Cl -0.02103(5) 0.18126(12) 0.12695(4) 0.02493(17) Uani 1 1 d . . . . .
Cl2 Cl 0.39148(6) 0.82437(15) 0.37621(5) 0.0401(2) Uani 1 1 d . . . . .
S1 S -0.01968(5) 0.16738(12) 0.28050(4) 0.02347(17) Uani 1 1 d . . . . .
S2 S 0.17643(5) 0.31415(13) 0.14075(4) 0.02758(19) Uani 1 1 d . . . . .
N1 N -0.0053(2) 0.2084(4) 0.41632(15) 0.0295(6) Uani 1 1 d . . . . .
N2 N 0.11128(18) 0.0932(4) 0.38671(13) 0.0251(6) Uani 1 1 d . . . . .
N3 N 0.30291(17) 0.4326(4) 0.24487(14) 0.0235(6) Uani 1 1 d . . . . .
N4 N 0.35524(19) 0.3516(5) 0.15686(15) 0.0302(6) Uani 1 1 d . . . . .
C1 C 0.0293(2) 0.1567(5) 0.36275(15) 0.0224(6) Uani 1 1 d . . . . .
C2 C 0.0545(3) 0.1743(6) 0.47314(18) 0.0371(9) Uani 1 1 d . . . . .
H2A H 0.0461 0.1968 0.5176 0.045 Uiso 1 1 calc R U . . .
C3 C 0.1277(3) 0.1031(6) 0.45544(17) 0.0359(9) Uani 1 1 d . . . . .
H3 H 0.1801 0.0672 0.4847 0.043 Uiso 1 1 calc R U . . .
C4 C 0.1694(2) 0.0220(5) 0.34423(16) 0.0252(7) Uani 1 1 d . . . . .
H4A H 0.1388 -0.0760 0.3161 0.030 Uiso 1 1 calc R U . . .
H4B H 0.2224 -0.0302 0.3727 0.030 Uiso 1 1 calc R U . . .
C5 C 0.1979(2) 0.1647(5) 0.29940(15) 0.0217(6) Uani 1 1 d . . . . .
H5 H 0.2542 0.1364 0.2836 0.026 Uiso 1 1 calc R U . . .
C6 C 0.1817(2) 0.3473(5) 0.30457(15) 0.0223(6) Uani 1 1 d . . . . .
H6 H 0.1534 0.3787 0.3437 0.027 Uiso 1 1 calc R U . . .
C7 C 0.2407(2) 0.4938(5) 0.28595(16) 0.0242(7) Uani 1 1 d . . . . .
H7A H 0.2033 0.5896 0.2615 0.029 Uiso 1 1 calc R U . . .
H7B H 0.2740 0.5477 0.3275 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2801(2) 0.3686(5) 0.18199(16) 0.0241(6) Uani 1 1 d . . . . .
C9 C 0.4257(2) 0.4061(6) 0.20472(19) 0.0338(8) Uani 1 1 d . . . . .
H9 H 0.4859 0.4084 0.1997 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3938(2) 0.4556(6) 0.26007(18) 0.0309(8) Uani 1 1 d . . . . .
H10 H 0.4270 0.4978 0.3011 0.037 Uiso 1 1 calc R U . . .
C11 C -0.0930(3) 0.2867(6) 0.4134(2) 0.0382(9) Uani 1 1 d . . . . .
H11A H -0.1122 0.3434 0.3696 0.057 Uiso 1 1 calc R U . . .
H11B H -0.0907 0.3776 0.4487 0.057 Uiso 1 1 calc R U . . .
H11C H -0.1348 0.1917 0.4200 0.057 Uiso 1 1 calc R U . . .
C12 C 0.3608(3) 0.2997(7) 0.0886(2) 0.0417(10) Uani 1 1 d . . . . .
H12A H 0.3415 0.4003 0.0583 0.063 Uiso 1 1 calc R U . . .
H12B H 0.3228 0.1951 0.0755 0.063 Uiso 1 1 calc R U . . .
H12C H 0.4220 0.2686 0.0861 0.063 Uiso 1 1 calc R U . . .
O1 O 0.3747(3) 0.2409(6) 0.4101(3) 0.0764(13) Uani 1 1 d D . . . .
H1 H 0.378(3) 0.114(6) 0.397(3) 0.055(15) Uiso 1 1 d D . . . .
C13 C 0.4616(4) 0.2951(9) 0.4361(3) 0.0673(15) Uani 1 1 d . . . . .
H13A H 0.4618 0.4227 0.4486 0.101 Uiso 1 1 calc R U . . .
H13B H 0.4986 0.2777 0.4021 0.101 Uiso 1 1 calc R U . . .
H13C H 0.4847 0.2227 0.4757 0.101 Uiso 1 1 calc R U . . .
C14 C 0.7498(4) 0.3946(10) 0.5231(3) 0.0702(18) Uani 1 1 d . . . . .
H14A H 0.7075 0.4789 0.5369 0.105 Uiso 1 1 calc R U . . .
H14B H 0.7739 0.4463 0.4858 0.105 Uiso 1 1 calc R U . . .
H14C H 0.7979 0.3723 0.5609 0.105 Uiso 1 1 calc R U . . .
H2 H 0.673(4) 0.194(9) 0.529(3) 0.08(2) Uiso 1 1 d D . . . .
O2 O 0.7058(3) 0.2264(9) 0.5022(2) 0.0942(18) Uani 1 1 d 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
Pd1 C5 2.172(3) . ?
Pd1 C6 2.172(3) . ?
Pd1 S1 2.3229(8) . ?
Pd1 S2 2.3318(9) . ?
Pd1 Cl1 2.3482(8) . ?
S1 C1 1.707(3) . ?
S2 C8 1.713(3) . ?
N1 C1 1.350(4) . ?
N1 C2 1.365(5) . ?
N1 C11 1.462(5) . ?
N2 C1 1.354(4) . ?
N2 C3 1.375(4) . ?
N2 C4 1.450(4) . ?
N3 C8 1.348(4) . ?
N3 C10 1.389(4) . ?
N3 C7 1.452(4) . ?
N4 C8 1.353(4) . ?
N4 C9 1.381(5) . ?
N4 C12 1.456(5) . ?
C2 C3 1.352(6) . ?
C2 H2A 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.512(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.385(5) . ?
C5 H5 1.0000 . ?
C6 C7 1.508(4) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.356(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
O1 C13 1.407(7) . ?
O1 H1 0.98(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 O2 1.447(9) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O2 H2 0.84(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Pd1 C6 37.17(13) . . ?
C5 Pd1 S1 94.63(9) . . ?
C6 Pd1 S1 95.63(8) . . ?
C5 Pd1 S2 96.66(9) . . ?
C6 Pd1 S2 94.96(9) . . ?
S1 Pd1 S2 168.41(3) . . ?
C5 Pd1 Cl1 154.17(9) . . ?
C6 Pd1 Cl1 168.63(9) . . ?
S1 Pd1 Cl1 83.66(3) . . ?
S2 Pd1 Cl1 85.03(3) . . ?
C1 S1 Pd1 107.03(11) . . ?
C8 S2 Pd1 108.50(11) . . ?
C1 N1 C2 108.9(3) . . ?
C1 N1 C11 125.2(3) . . ?
C2 N1 C11 125.9(3) . . ?
C1 N2 C3 109.6(3) . . ?
C1 N2 C4 123.3(3) . . ?
C3 N2 C4 127.0(3) . . ?
C8 N3 C10 109.6(3) . . ?
C8 N3 C7 124.5(3) . . ?
C10 N3 C7 125.2(3) . . ?
C8 N4 C9 109.0(3) . . ?
C8 N4 C12 125.8(3) . . ?
C9 N4 C12 125.0(3) . . ?
N1 C1 N2 106.7(3) . . ?
N1 C1 S1 127.3(3) . . ?
N2 C1 S1 126.0(2) . . ?
C3 C2 N1 108.5(3) . . ?
C3 C2 H2A 125.8 . . ?
N1 C2 H2A 125.8 . . ?
C2 C3 N2 106.3(3) . . ?
C2 C3 H3 126.9 . . ?
N2 C3 H3 126.9 . . ?
N2 C4 C5 112.3(3) . . ?
N2 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 124.3(3) . . ?
C6 C5 Pd1 71.42(17) . . ?
C4 C5 Pd1 111.1(2) . . ?
C6 C5 H5 114.1 . . ?
C4 C5 H5 114.1 . . ?
Pd1 C5 H5 114.1 . . ?
C5 C6 C7 124.1(3) . . ?
C5 C6 Pd1 71.41(18) . . ?
C7 C6 Pd1 113.8(2) . . ?
C5 C6 H6 113.5 . . ?
C7 C6 H6 113.5 . . ?
Pd1 C6 H6 113.5 . . ?
N3 C7 C6 114.1(3) . . ?
N3 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N3 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N3 C8 N4 107.1(3) . . ?
N3 C8 S2 127.4(2) . . ?
N4 C8 S2 125.4(3) . . ?
C10 C9 N4 107.8(3) . . ?
C10 C9 H9 126.1 . . ?
N4 C9 H9 126.1 . . ?
C9 C10 N3 106.5(3) . . ?
C9 C10 H10 126.8 . . ?
N3 C10 H10 126.8 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 O1 H1 106(3) . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C14 O2 H2 111(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 -0.9(4) . . . . ?
C11 N1 C1 N2 179.5(3) . . . . ?
C2 N1 C1 S1 178.8(3) . . . . ?
C11 N1 C1 S1 -0.7(5) . . . . ?
C3 N2 C1 N1 0.7(4) . . . . ?
C4 N2 C1 N1 179.1(3) . . . . ?
C3 N2 C1 S1 -179.1(3) . . . . ?
C4 N2 C1 S1 -0.7(5) . . . . ?
Pd1 S1 C1 N1 143.7(3) . . . . ?
Pd1 S1 C1 N2 -36.5(3) . . . . ?
C1 N1 C2 C3 0.9(4) . . . . ?
C11 N1 C2 C3 -179.6(4) . . . . ?
N1 C2 C3 N2 -0.4(5) . . . . ?
C1 N2 C3 C2 -0.2(4) . . . . ?
C4 N2 C3 C2 -178.5(3) . . . . ?
C1 N2 C4 C5 65.9(4) . . . . ?
C3 N2 C4 C5 -116.0(4) . . . . ?
N2 C4 C5 C6 9.0(4) . . . . ?
N2 C4 C5 Pd1 -72.4(3) . . . . ?
C4 C5 C6 C7 150.1(3) . . . . ?
Pd1 C5 C6 C7 -106.6(3) . . . . ?
C4 C5 C6 Pd1 -103.3(3) . . . . ?
C8 N3 C7 C6 65.3(4) . . . . ?
C10 N3 C7 C6 -124.9(4) . . . . ?
C5 C6 C7 N3 16.3(4) . . . . ?
Pd1 C6 C7 N3 -66.7(3) . . . . ?
C10 N3 C8 N4 -0.3(4) . . . . ?
C7 N3 C8 N4 170.9(3) . . . . ?
C10 N3 C8 S2 178.6(3) . . . . ?
C7 N3 C8 S2 -10.2(5) . . . . ?
C9 N4 C8 N3 -0.1(4) . . . . ?
C12 N4 C8 N3 -175.1(4) . . . . ?
C9 N4 C8 S2 -179.1(3) . . . . ?
C12 N4 C8 S2 5.9(6) . . . . ?
Pd1 S2 C8 N3 -25.8(4) . . . . ?
Pd1 S2 C8 N4 153.0(3) . . . . ?
C8 N4 C9 C10 0.5(5) . . . . ?
C12 N4 C9 C10 175.6(4) . . . . ?
N4 C9 C10 N3 -0.7(5) . . . . ?
C8 N3 C10 C9 0.6(4) . . . . ?
C7 N3 C10 C9 -170.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 Cl2 0.84(4) 2.33(5) 3.132(5) 161(7) 3_666
O1 H1 Cl2 0.98(4) 2.21(4) 3.187(4) 175(4) 1_545

_refine_diff_density_max         0.651
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.133

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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_L1
_database_code_depnum_ccdc_archive 'CCDC 1053196'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16 N4 S2'
_chemical_formula_weight         280.41

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                   7.0196(16)
_cell_length_b                   7.2219(17)
_cell_length_c                   7.4813(18)
_cell_angle_alpha                87.479(4)
_cell_angle_beta                 65.560(3)
_cell_angle_gamma                78.797(3)
_cell_volume                     338.42(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1352
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      28.25

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_F_000             148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.381
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.690
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2370
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0167
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.878
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             1445
_reflns_number_gt                1255
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1606P)²+0.0452P] 
 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         1445
_refine_ls_number_parameters     83
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.2158
_refine_ls_wR_factor_gt          0.1533
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.002

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 0.31833(10) 0.19989(9) 0.78829(10) 0.0294(4) Uani 1 1 d . . . . .
N1 N 0.4472(4) 0.5383(3) 0.7556(3) 0.0248(6) Uani 1 1 d . . . . .
N2 N 0.6852(4) 0.3014(3) 0.7610(3) 0.0232(5) Uani 1 1 d . . . . .
C1 C 0.4840(4) 0.3466(4) 0.7691(4) 0.0217(6) Uani 1 1 d . . . . .
C5 C 0.8961(4) 0.0190(4) 0.5553(4) 0.0239(6) Uani 1 1 d . . . . .
H5 H 0.8030 -0.0119 0.5032 0.029 Uiso 1 1 calc R U . . .
C4 C 0.8001(4) 0.1081(4) 0.7584(4) 0.0277(6) Uani 1 1 d . . . . .
H4A H 0.7006 0.0320 0.8502 0.033 Uiso 1 1 calc R U . . .
H4B H 0.9143 0.1104 0.8029 0.033 Uiso 1 1 calc R U . . .
C3 C 0.7706(5) 0.4622(4) 0.7419(4) 0.0304(7) Uani 1 1 d . . . . .
H3 H 0.9085 0.4673 0.7329 0.037 Uiso 1 1 calc R U . . .
C2 C 0.6229(5) 0.6095(4) 0.7386(4) 0.0324(7) Uani 1 1 d . . . . .
H2 H 0.6364 0.7383 0.7269 0.039 Uiso 1 1 calc R U . . .
C6 C 0.2491(5) 0.6511(4) 0.7598(4) 0.0330(7) Uani 1 1 d . . . . .
H6A H 0.2254 0.6125 0.6478 0.049 Uiso 1 1 calc R U . . .
H6B H 0.2586 0.7850 0.7519 0.049 Uiso 1 1 calc R U . . .
H6C H 0.1300 0.6315 0.8824 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.680(3) . ?
N1 C1 1.365(3) . ?
N1 C2 1.383(4) . ?
N1 C6 1.457(4) . ?
N2 C1 1.363(3) . ?
N2 C3 1.383(3) . ?
N2 C4 1.467(4) . ?
C5 C5 1.325(5) 2_756 ?
C5 C4 1.499(4) . ?
C3 C2 1.341(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 110.6(2) . . ?
C1 N1 C6 124.3(2) . . ?
C2 N1 C6 125.1(3) . . ?
C1 N2 C3 110.4(2) . . ?
C1 N2 C4 124.6(2) . . ?
C3 N2 C4 124.9(2) . . ?
N2 C1 N1 104.6(2) . . ?
N2 C1 S1 128.0(2) . . ?
N1 C1 S1 127.4(2) . . ?
C5 C5 C4 123.3(3) 2_756 . ?
N2 C4 C5 110.5(2) . . ?
C2 C3 N2 107.4(3) . . ?
C3 C2 N1 107.0(2) . . ?

_refine_diff_density_max         0.599
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.148

_shelxl_version_number           2013-2

