# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1482787'
_audit_update_record             
;
2016-05-31 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9.50 H14.50 Cl1.50 N2.50 O Rh0.50'
_chemical_formula_weight         284.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 '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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

_cell_length_a                   20.7982(6)
_cell_length_b                   10.8952(4)
_cell_length_c                   10.9832(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2488.80(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1975
_cell_measurement_theta_min      4.2730
_cell_measurement_theta_max      28.7610

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_F_000             1160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.456
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.152
_exptl_absorpt_coefficient_mu    1.032
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3280
_diffrn_reflns_number            7072
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.282
_diffrn_reflns_theta_max         29.072
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.861
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.861
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2867
_reflns_number_gt                2220
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    
'Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²+2.3704P] 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         2867
_refine_ls_number_parameters     161
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0734
_refine_ls_wR_factor_gt          0.0677
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.5000 0.74428(2) 0.7500 0.02428(9) Uani 1 2 d S T P . .
Cl2 Cl 0.40825(3) 0.74193(7) 0.62867(7) 0.03897(18) Uani 1 1 d . . . . .
Cl1 Cl 0.5000 0.96172(9) 0.7500 0.0499(3) Uani 1 2 d S T P . .
N2 N 0.55836(10) 0.7089(2) 0.6056(2) 0.0283(5) Uani 1 1 d . . . . .
N1 N 0.5000 0.5637(3) 0.7500 0.0267(6) Uani 1 2 d S T P . .
N3 N 0.59931(11) 0.7708(2) 0.5332(2) 0.0322(5) Uani 1 1 d . . . . .
C1 C 0.53520(12) 0.5045(2) 0.6655(2) 0.0268(6) Uani 1 1 d . . . . .
C3 C 0.61845(14) 0.5756(3) 0.5009(3) 0.0336(6) Uani 1 1 d . . . . .
C2 C 0.57034(12) 0.5890(2) 0.5874(2) 0.0280(6) Uani 1 1 d . . . . .
O1W O 0.39952(18) 1.0196(2) 0.9572(3) 0.0766(9) Uani 1 1 d D . . . .
C4 C 0.63670(13) 0.6926(3) 0.4686(3) 0.0329(6) Uani 1 1 d . . . . .
C9 C 0.53535(14) 0.3775(3) 0.6635(3) 0.0341(7) Uani 1 1 d . . . . .
C5 C 0.69040(14) 0.7395(3) 0.3887(3) 0.0417(7) Uani 1 1 d . . . . .
C10 C 0.5000 0.3150(4) 0.7500 0.0383(9) Uani 1 2 d S T P . .
H10 H 0.5000 0.2345 0.7500 0.046 Uiso 1 2 d R U P . .
C7 C 0.66588(17) 0.8352(3) 0.2984(3) 0.0567(9) Uani 1 1 d . . . . .
H7A H 0.6346 0.7983 0.2455 0.085 Uiso 1 1 calc R U . . .
H7B H 0.7012 0.8656 0.2508 0.085 Uiso 1 1 calc R U . . .
H7C H 0.6464 0.9019 0.3420 0.085 Uiso 1 1 calc R U . . .
C6 C 0.74069(16) 0.7992(4) 0.4704(3) 0.0703(12) Uani 1 1 d . . . . .
H6A H 0.7221 0.8687 0.5109 0.105 Uiso 1 1 calc R U . . .
H6B H 0.7765 0.8255 0.4219 0.105 Uiso 1 1 calc R U . . .
H6C H 0.7551 0.7408 0.5299 0.105 Uiso 1 1 calc R U . . .
C8 C 0.7199(2) 0.6320(4) 0.3200(4) 0.0813(14) Uani 1 1 d . . . . .
H8A H 0.7361 0.5730 0.3772 0.122 Uiso 1 1 calc R U . . .
H8B H 0.7545 0.6610 0.2698 0.122 Uiso 1 1 calc R U . . .
H8C H 0.6877 0.5943 0.2698 0.122 Uiso 1 1 calc R U . . .
H3A H 0.6335(13) 0.507(3) 0.471(2) 0.030(8) Uiso 1 1 d . . . . .
H9 H 0.5552(13) 0.340(3) 0.605(3) 0.034(8) Uiso 1 1 d . . . . .
H3 H 0.5994(14) 0.858(3) 0.534(3) 0.042(9) Uiso 1 1 d . . . . .
H1W H 0.414(2) 1.066(4) 1.017(3) 0.109(19) Uiso 1 1 d D . . . .
H2W H 0.4325(16) 1.031(4) 0.907(4) 0.107(19) 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 N1 1.968(3) . ?
Rh1 N2 2.034(2) 3_656 ?
Rh1 N2 2.034(2) . ?
Rh1 Cl2 2.3275(7) 3_656 ?
Rh1 Cl2 2.3276(7) . ?
Rh1 Cl1 2.3690(10) . ?
N2 C2 1.346(3) . ?
N2 N3 1.346(3) . ?
N1 C1 1.346(3) 3_656 ?
N1 C1 1.346(3) . ?
N3 C4 1.354(3) . ?
N3 H3 0.95(3) . ?
C1 C9 1.384(4) . ?
C1 C2 1.455(4) . ?
C3 C4 1.376(4) . ?
C3 C2 1.387(4) . ?
C3 H3A 0.88(3) . ?
O1W H1W 0.882(19) . ?
O1W H2W 0.886(19) . ?
C4 C5 1.510(4) . ?
C9 C10 1.381(3) . ?
C9 H9 0.87(3) . ?
C5 C8 1.522(5) . ?
C5 C6 1.524(5) . ?
C5 C7 1.526(4) . ?
C10 C9 1.381(3) 3_656 ?
C10 H10 0.8777 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Rh1 N2 79.09(6) . 3_656 ?
N1 Rh1 N2 79.09(6) . . ?
N2 Rh1 N2 158.17(12) 3_656 . ?
N1 Rh1 Cl2 89.37(2) . 3_656 ?
N2 Rh1 Cl2 92.33(6) 3_656 3_656 ?
N2 Rh1 Cl2 87.43(6) . 3_656 ?
N1 Rh1 Cl2 89.37(2) . . ?
N2 Rh1 Cl2 87.43(6) 3_656 . ?
N2 Rh1 Cl2 92.34(6) . . ?
Cl2 Rh1 Cl2 178.74(4) 3_656 . ?
N1 Rh1 Cl1 180.0 . . ?
N2 Rh1 Cl1 100.91(6) 3_656 . ?
N2 Rh1 Cl1 100.91(6) . . ?
Cl2 Rh1 Cl1 90.63(2) 3_656 . ?
Cl2 Rh1 Cl1 90.63(2) . . ?
C2 N2 N3 106.3(2) . . ?
C2 N2 Rh1 114.23(17) . . ?
N3 N2 Rh1 138.03(18) . . ?
C1 N1 C1 122.8(3) 3_656 . ?
C1 N1 Rh1 118.59(16) 3_656 . ?
C1 N1 Rh1 118.59(16) . . ?
N2 N3 C4 111.0(2) . . ?
N2 N3 H3 119.8(19) . . ?
C4 N3 H3 129.3(19) . . ?
N1 C1 C9 119.4(3) . . ?
N1 C1 C2 112.2(2) . . ?
C9 C1 C2 128.5(2) . . ?
C4 C3 C2 106.1(3) . . ?
C4 C3 H3A 126.8(18) . . ?
C2 C3 H3A 127.1(18) . . ?
N2 C2 C3 109.7(2) . . ?
N2 C2 C1 115.7(2) . . ?
C3 C2 C1 134.4(3) . . ?
H1W O1W H2W 96(4) . . ?
N3 C4 C3 106.8(2) . . ?
N3 C4 C5 121.1(3) . . ?
C3 C4 C5 131.8(3) . . ?
C10 C9 C1 118.7(3) . . ?
C10 C9 H9 121.9(19) . . ?
C1 C9 H9 119.2(19) . . ?
C4 C5 C8 109.0(3) . . ?
C4 C5 C6 108.0(3) . . ?
C8 C5 C6 110.1(3) . . ?
C4 C5 C7 111.2(2) . . ?
C8 C5 C7 109.8(3) . . ?
C6 C5 C7 108.7(3) . . ?
C9 C10 C9 120.9(4) . 3_656 ?
C9 C10 H10 119.5 . . ?
C9 C10 H10 119.5 3_656 . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 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 N2 N3 C4 0.5(3) . . . . ?
Rh1 N2 N3 C4 165.4(2) . . . . ?
C1 N1 C1 C9 0.52(19) 3_656 . . . ?
Rh1 N1 C1 C9 -179.48(19) . . . . ?
C1 N1 C1 C2 -178.2(2) 3_656 . . . ?
Rh1 N1 C1 C2 1.8(2) . . . . ?
N3 N2 C2 C3 -1.2(3) . . . . ?
Rh1 N2 C2 C3 -170.14(18) . . . . ?
N3 N2 C2 C1 174.6(2) . . . . ?
Rh1 N2 C2 C1 5.6(3) . . . . ?
C4 C3 C2 N2 1.4(3) . . . . ?
C4 C3 C2 C1 -173.2(3) . . . . ?
N1 C1 C2 N2 -4.9(3) . . . . ?
C9 C1 C2 N2 176.6(3) . . . . ?
N1 C1 C2 C3 169.5(3) . . . . ?
C9 C1 C2 C3 -9.1(5) . . . . ?
N2 N3 C4 C3 0.4(3) . . . . ?
N2 N3 C4 C5 -174.8(2) . . . . ?
C2 C3 C4 N3 -1.1(3) . . . . ?
C2 C3 C4 C5 173.4(3) . . . . ?
N1 C1 C9 C10 -1.0(4) . . . . ?
C2 C1 C9 C10 177.5(2) . . . . ?
N3 C4 C5 C8 -175.3(3) . . . . ?
C3 C4 C5 C8 11.0(5) . . . . ?
N3 C4 C5 C6 65.1(4) . . . . ?
C3 C4 C5 C6 -108.6(4) . . . . ?
N3 C4 C5 C7 -54.1(4) . . . . ?
C3 C4 C5 C7 132.1(4) . . . . ?
C1 C9 C10 C9 0.51(19) . . . 3_656 ?

_refine_diff_density_max         0.310
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.066

_shelxl_version_number           2014/6

