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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_d4rhp1_p-1
_database_code_depnum_ccdc_archive 'CCDC 1915580'
loop_
_audit_author_name
_audit_author_address
'Tilo Soehnel'
;University of Auckland
New Zealand
;
_audit_update_record             
;
2019-05-13 deposited with the CCDC.	2019-08-23 downloaded from the CCDC.
;
_audit_creation_date             2019-03-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H48 Cl2 N2 O4 Rh2, 4(H2 O)'
_chemical_formula_sum            'C36 H56 Cl2 N2 O8 Rh2'
_chemical_formula_weight         921.54
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3327(3)
_cell_length_b                   8.6240(4)
_cell_length_c                   14.4874(6)
_cell_angle_alpha                75.400(2)
_cell_angle_beta                 76.174(2)
_cell_angle_gamma                76.504(2)
_cell_volume                     961.52(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    100
_cell_measurement_theta_max      32.904
_cell_measurement_theta_min      2.483
_shelx_estimated_absorpt_T_max   0.884
_shelx_estimated_absorpt_T_min   0.704
_exptl_absorpt_coefficient_mu    1.049
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.6293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0796 before and 0.0577 after correction.
The Ratio of minimum to maximum transmission is 0.8429.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             474
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22123
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.561
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4271
_reflns_number_total             4737
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.32B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.32B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         2.007
_refine_diff_density_min         -0.785
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4737
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0323P)²+1.6466P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0787
_refine_ls_wR_factor_ref         0.0819
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H1(0.5) H3B(0.5)
3.a Riding coordinates:
 C1'(H1'A,H1'B), C2'(H2'A,H2'B), C6(H6)
3.b Free rotating group:
 O3(H3A,H3B), O4(H4A,H4B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C),
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.73426(2) 0.71352(2) 0.32019(2) 0.01753(7) Uani 1 1 d . . . . .
Cl1 Cl 0.61858(8) 0.52575(9) 0.26466(5) 0.02329(14) Uani 1 1 d . . . . .
O1 O 0.7613(3) 0.8512(3) 0.17855(14) 0.0243(4) Uani 1 1 d . . . . .
H1 H 0.856(10) 0.783(9) 0.148(5) 0.036 Uiso 0.5 1 d R . P . .
O2 O 0.4961(2) 0.8679(2) 0.32692(14) 0.0241(4) Uani 1 1 d . . . . .
O3 O 0.9963(3) 0.6486(3) 0.06993(18) 0.0403(6) Uani 1 1 d . . . . .
H3A H 0.993498 0.547941 0.092020 0.060 Uiso 1 1 d G . . . .
H3B H 0.917450 0.697103 0.107808 0.060 Uiso 0.5 1 d G . P . .
N1 N 0.4704(3) 1.1843(3) 0.06553(16) 0.0194(4) Uani 1 1 d . . . . .
C1' C 0.4536(4) 1.3045(3) -0.0261(2) 0.0255(6) Uani 1 1 d . . . . .
H1'A H 0.334095 1.346879 -0.022284 0.031 Uiso 1 1 d R . . . .
H1'B H 0.493675 1.255409 -0.082474 0.031 Uiso 1 1 d R . . . .
C2 C 0.6136(3) 1.0704(3) 0.07625(19) 0.0205(5) Uani 1 1 d . . . . .
C2' C 0.5387(4) 1.4502(3) -0.0389(2) 0.0246(6) Uani 1 1 d . . . . .
H2'A H 0.656391 1.408619 -0.036096 0.029 Uiso 1 1 d R . . . .
H2'B H 0.532021 1.519879 -0.102416 0.029 Uiso 1 1 d R . . . .
C3 C 0.6219(3) 0.9633(3) 0.16579(19) 0.0179(5) Uani 1 1 d . . . . .
C4 C 0.4843(3) 0.9698(3) 0.2449(2) 0.0217(5) Uani 1 1 d . . . . .
C5 C 0.3398(3) 1.0894(3) 0.2295(2) 0.0225(5) Uani 1 1 d . . . . .
H5 H 0.244818 1.097944 0.280735 0.027 Uiso 1 1 calc R . . . .
C6 C 0.3364(3) 1.1922(3) 0.1414(2) 0.0238(6) Uani 1 1 d . . . . .
H6 H 0.239281 1.268040 0.132706 0.029 Uiso 1 1 d R . . . .
C7 C 0.7565(4) 1.0605(4) -0.0077(2) 0.0271(6) Uani 1 1 d . . . . .
H7A H 0.714508 1.059189 -0.065116 0.041 Uiso 1 1 calc GR . . . .
H7B H 0.838360 0.960463 0.007726 0.041 Uiso 1 1 calc GR . . . .
H7C H 0.810658 1.155263 -0.020911 0.041 Uiso 1 1 calc GR . . . .
C8 C 0.7544(3) 0.7137(3) 0.46463(18) 0.0194(5) Uani 1 1 d . . . . .
C9 C 0.6097(3) 0.7785(4) 0.5369(2) 0.0258(6) Uani 1 1 d . . . . .
H9A H 0.518178 0.841540 0.503655 0.039 Uiso 1 1 calc GR . . . .
H9B H 0.646220 0.849034 0.568333 0.039 Uiso 1 1 calc GR . . . .
H9C H 0.570169 0.687498 0.586214 0.039 Uiso 1 1 calc GR . . . .
C10 C 0.8020(3) 0.5499(3) 0.44947(18) 0.0180(5) Uani 1 1 d . . . . .
C11 C 0.7251(4) 0.4059(3) 0.5052(2) 0.0241(6) Uani 1 1 d . . . . .
H11A H 0.626157 0.440695 0.552668 0.036 Uiso 1 1 calc GR . . . .
H11B H 0.807336 0.325504 0.539204 0.036 Uiso 1 1 calc GR . . . .
H11C H 0.691368 0.356997 0.460356 0.036 Uiso 1 1 calc GR . . . .
C12 C 0.9447(3) 0.5453(3) 0.36953(18) 0.0187(5) Uani 1 1 d . . . . .
C13 C 1.0361(4) 0.3954(4) 0.3321(2) 0.0289(6) Uani 1 1 d . . . . .
H13A H 1.116344 0.425795 0.272133 0.043 Uiso 1 1 calc GR . . . .
H13B H 0.955150 0.341674 0.318805 0.043 Uiso 1 1 calc GR . . . .
H13C H 1.096717 0.320599 0.380976 0.043 Uiso 1 1 calc GR . . . .
C14 C 0.9850(3) 0.7042(4) 0.33642(19) 0.0218(5) Uani 1 1 d . . . . .
C15 C 1.1228(4) 0.7544(4) 0.2547(2) 0.0300(6) Uani 1 1 d . . . . .
H15A H 1.087729 0.867543 0.222105 0.045 Uiso 1 1 calc GR . . . .
H15B H 1.147040 0.683191 0.208095 0.045 Uiso 1 1 calc GR . . . .
H15C H 1.224070 0.745551 0.280299 0.045 Uiso 1 1 calc GR . . . .
C16 C 0.8648(3) 0.8109(3) 0.3933(2) 0.0220(5) Uani 1 1 d . . . . .
C17 C 0.8629(4) 0.9889(4) 0.3836(3) 0.0343(7) Uani 1 1 d . . . . .
H17A H 0.936619 1.001365 0.423790 0.051 Uiso 1 1 calc GR . . . .
H17B H 0.747923 1.043969 0.405300 0.051 Uiso 1 1 calc GR . . . .
H17C H 0.902788 1.037588 0.315510 0.051 Uiso 1 1 calc GR . . . .
O4 O 0.9338(3) 1.3215(4) 0.1319(2) 0.0463(6) Uani 1 1 d . . . . .
H4A H 0.929071 1.327317 0.073097 0.069 Uiso 1 1 d G . . . .
H4B H 0.868284 1.256611 0.164726 0.069 Uiso 1 1 d G . . . .


_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 Cl1 2.4402(7) . ?
Rh1 O1 2.0850(19) . ?
Rh1 O2 2.1118(19) . ?
Rh1 C8 2.139(3) . ?
Rh1 C10 2.149(2) . ?
Rh1 C12 2.140(2) . ?
Rh1 C14 2.138(3) . ?
Rh1 C16 2.107(3) . ?
O1 H1 0.95(8) . ?
O1 C3 1.344(3) . ?
O2 C4 1.296(3) . ?
O3 H3A 0.8500 . ?
O3 H3B 0.8502 . ?
N1 C1' 1.478(3) . ?
N1 C2 1.370(4) . ?
N1 C6 1.370(4) . ?
C1' H1'A 0.9703 . ?
C1' H1'B 0.9673 . ?
C1' C2' 1.534(4) . ?
C2 C3 1.396(4) . ?
C2 C7 1.489(4) . ?
C2' C2' 1.519(6) 2_685 ?
C2' H2'A 0.9693 . ?
C2' H2'B 0.9701 . ?
C3 C4 1.416(4) . ?
C4 C5 1.413(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.361(4) . ?
C6 H6 0.9263 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.497(4) . ?
C8 C10 1.433(4) . ?
C8 C16 1.445(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.491(4) . ?
C10 C12 1.449(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.497(4) . ?
C12 C14 1.424(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.494(4) . ?
C14 C16 1.444(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.503(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
O4 H4A 0.8499 . ?
O4 H4B 0.8497 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Rh1 Cl1 87.93(6) . . ?
O1 Rh1 O2 79.90(8) . . ?
O1 Rh1 C8 142.78(10) . . ?
O1 Rh1 C10 159.41(9) . . ?
O1 Rh1 C12 120.16(9) . . ?
O1 Rh1 C14 95.55(9) . . ?
O1 Rh1 C16 105.57(10) . . ?
O2 Rh1 Cl1 88.03(6) . . ?
O2 Rh1 C8 94.59(9) . . ?
O2 Rh1 C10 119.99(9) . . ?
O2 Rh1 C12 158.99(9) . . ?
O2 Rh1 C14 141.38(10) . . ?
C8 Rh1 Cl1 128.92(8) . . ?
C8 Rh1 C10 39.04(10) . . ?
C8 Rh1 C12 65.87(10) . . ?
C10 Rh1 Cl1 97.45(7) . . ?
C12 Rh1 Cl1 98.27(8) . . ?
C12 Rh1 C10 39.49(10) . . ?
C14 Rh1 Cl1 130.37(8) . . ?
C14 Rh1 C8 66.13(10) . . ?
C14 Rh1 C10 65.87(10) . . ?
C14 Rh1 C12 38.89(11) . . ?
C16 Rh1 Cl1 163.05(8) . . ?
C16 Rh1 O2 104.17(10) . . ?
C16 Rh1 C8 39.77(10) . . ?
C16 Rh1 C10 66.36(10) . . ?
C16 Rh1 C12 66.25(11) . . ?
C16 Rh1 C14 39.77(11) . . ?
Rh1 O1 H1 99(4) . . ?
C3 O1 Rh1 110.87(16) . . ?
C3 O1 H1 146(4) . . ?
C4 O2 Rh1 111.31(17) . . ?
H3A O3 H3B 104.5 . . ?
C2 N1 C1' 122.4(2) . . ?
C6 N1 C1' 117.1(2) . . ?
C6 N1 C2 120.5(2) . . ?
N1 C1' H1'A 106.1 . . ?
N1 C1' H1'B 112.3 . . ?
N1 C1' C2' 113.2(2) . . ?
H1'A C1' H1'B 107.9 . . ?
C2' C1' H1'A 107.0 . . ?
C2' C1' H1'B 110.0 . . ?
N1 C2 C3 119.2(2) . . ?
N1 C2 C7 119.8(2) . . ?
C3 C2 C7 121.0(2) . . ?
C1' C2' H2'A 108.0 . . ?
C1' C2' H2'B 109.5 . . ?
C2' C2' C1' 112.8(3) 2_685 . ?
C2' C2' H2'A 109.0 2_685 . ?
C2' C2' H2'B 109.3 2_685 . ?
H2'A C2' H2'B 108.1 . . ?
O1 C3 C2 120.4(2) . . ?
O1 C3 C4 118.5(2) . . ?
C2 C3 C4 121.0(2) . . ?
O2 C4 C3 119.4(2) . . ?
O2 C4 C5 123.4(2) . . ?
C5 C4 C3 117.2(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
N1 C6 H6 119.6 . . ?
C5 C6 N1 121.9(2) . . ?
C5 C6 H6 118.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 Rh1 123.08(18) . . ?
C10 C8 Rh1 70.86(14) . . ?
C10 C8 C9 127.0(3) . . ?
C10 C8 C16 108.1(2) . . ?
C16 C8 Rh1 68.92(15) . . ?
C16 C8 C9 124.8(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 Rh1 70.10(14) . . ?
C8 C10 C11 127.8(2) . . ?
C8 C10 C12 107.6(2) . . ?
C11 C10 Rh1 126.35(18) . . ?
C12 C10 Rh1 69.92(14) . . ?
C12 C10 C11 124.5(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 Rh1 70.59(14) . . ?
C10 C12 C13 124.8(3) . . ?
C13 C12 Rh1 126.50(19) . . ?
C14 C12 Rh1 70.49(15) . . ?
C14 C12 C10 108.4(2) . . ?
C14 C12 C13 126.8(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 Rh1 70.62(15) . . ?
C12 C14 C15 126.3(3) . . ?
C12 C14 C16 108.0(2) . . ?
C15 C14 Rh1 124.27(19) . . ?
C16 C14 Rh1 68.93(15) . . ?
C16 C14 C15 125.6(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C16 Rh1 71.31(15) . . ?
C8 C16 C17 126.4(3) . . ?
C14 C16 Rh1 71.29(15) . . ?
C14 C16 C8 107.8(2) . . ?
C14 C16 C17 125.7(3) . . ?
C17 C16 Rh1 125.7(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H4A O4 H4B 104.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_d4_ir2a_0m
_database_code_depnum_ccdc_archive 'CCDC 1915581'
loop_
_audit_author_name
_audit_author_address
'Tilo Soehnel'
;University of Auckland
New Zealand
;
_audit_update_record             
;
2019-05-13 deposited with the CCDC.	2019-08-23 downloaded from the CCDC.
;
_audit_creation_date             2019-03-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H48 Cl2 Ir2 N2 O4, 2(C H4 O)'
_chemical_formula_sum            'C38 H56 Cl2 Ir2 N2 O6'
_chemical_formula_weight         1092.14
_chemical_melting_point          ?
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'
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'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.8857(2)
_cell_length_b                   14.3838(3)
_cell_length_c                   17.7206(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.4552(14)
_cell_angle_gamma                90
_cell_volume                     1992.99(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.831
_cell_measurement_theta_min      2.711
_shelx_estimated_absorpt_T_max   0.290
_shelx_estimated_absorpt_T_min   0.218
_exptl_absorpt_coefficient_mu    6.850
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0890 before and 0.0663 after correction.
The Ratio of minimum to maximum transmission is 0.7388.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1068
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25662
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.573
_diffrn_reflns_theta_min         2.710
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4651
_reflns_number_total             5579
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.32B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.32B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.500
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.154
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         5579
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0276P)²+0.7512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C18-O3 \\sim C19-O4
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C18) = Uanis(C19)
Uanis(O3) = Uanis(O4)
4. Others
 Sof(O4)=Sof(H4)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=1-FVAR(1)
 Sof(O3)=Sof(H3)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C1'(H1'A,H1'B), C2'(H2'A,H2'B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6)
5.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C),
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
5.d Idealised tetrahedral OH refined as rotating group:
 O3(H3), O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.62059(2) 0.12895(2) 0.35902(2) 0.02370(5) Uani 1 1 d . . . . .
Cl1 Cl 0.32630(12) 0.08161(7) 0.32291(6) 0.0338(2) Uani 1 1 d . . . . .
O1 O 0.5301(3) 0.21088(16) 0.44284(14) 0.0288(6) Uani 1 1 d . . . . .
O2 O 0.5450(3) 0.25115(17) 0.29669(14) 0.0294(6) Uani 1 1 d . . . . .
N1 N 0.3231(4) 0.43464(19) 0.42878(17) 0.0245(6) Uani 1 1 d . . . . .
C1' C 0.2305(5) 0.4993(2) 0.4742(2) 0.0275(8) Uani 1 1 d . . . . .
H1'A H 0.226072 0.561728 0.450506 0.033 Uiso 1 1 calc R . . . .
H1'B H 0.293079 0.504628 0.526138 0.033 Uiso 1 1 calc R . . . .
C2 C 0.3938(5) 0.3540(2) 0.4609(2) 0.0241(7) Uani 1 1 d . . . . .
C2' C 0.0494(4) 0.4655(2) 0.4789(2) 0.0247(7) Uani 1 1 d . . . . .
H2'A H -0.010811 0.456254 0.426837 0.030 Uiso 1 1 calc R . . . .
H2'B H 0.053980 0.404790 0.505469 0.030 Uiso 1 1 calc R . . . .
C3 C 0.4639(4) 0.2901(2) 0.41535(19) 0.0227(7) Uani 1 1 d . . . . .
C4 C 0.4688(5) 0.3104(2) 0.3370(2) 0.0249(7) Uani 1 1 d . . . . .
C5 C 0.3953(5) 0.3938(2) 0.3071(2) 0.0273(8) Uani 1 1 d . . . . .
H5 H 0.396621 0.408889 0.254989 0.033 Uiso 1 1 calc R . . . .
C6 C 0.3215(5) 0.4532(2) 0.3541(2) 0.0279(8) Uani 1 1 d . . . . .
H6 H 0.268177 0.508470 0.333586 0.033 Uiso 1 1 calc R . . . .
C7 C 0.3975(5) 0.3369(3) 0.5446(2) 0.0289(8) Uani 1 1 d . . . . .
H7A H 0.280553 0.328174 0.556350 0.043 Uiso 1 1 calc GR . . . .
H7B H 0.449410 0.390467 0.573019 0.043 Uiso 1 1 calc GR . . . .
H7C H 0.465089 0.281053 0.559078 0.043 Uiso 1 1 calc GR . . . .
C8 C 0.7489(5) 0.0217(3) 0.3049(2) 0.0369(10) Uani 1 1 d . . . . .
C9 C 0.6814(6) -0.0294(4) 0.2332(3) 0.0602(15) Uani 1 1 d . . . . .
H9A H 0.756044 -0.082263 0.226252 0.090 Uiso 1 1 calc GR . . . .
H9B H 0.678455 0.012777 0.189638 0.090 Uiso 1 1 calc GR . . . .
H9C H 0.565518 -0.051864 0.237150 0.090 Uiso 1 1 calc GR . . . .
C10 C 0.8500(5) 0.1045(3) 0.3110(2) 0.0293(8) Uani 1 1 d . . . . .
C11 C 0.9025(6) 0.1605(4) 0.2466(2) 0.0452(11) Uani 1 1 d . . . . .
H11A H 1.013200 0.138237 0.234393 0.068 Uiso 1 1 calc GR . . . .
H11B H 0.912222 0.226156 0.261393 0.068 Uiso 1 1 calc GR . . . .
H11C H 0.816357 0.153865 0.201789 0.068 Uiso 1 1 calc GR . . . .
C12 C 0.8901(5) 0.1284(2) 0.3905(2) 0.0245(7) Uani 1 1 d . . . . .
C13 C 1.0044(5) 0.2059(3) 0.4224(2) 0.0382(9) Uani 1 1 d . . . . .
H13A H 0.965328 0.229226 0.469149 0.057 Uiso 1 1 calc GR . . . .
H13B H 1.000801 0.256368 0.385026 0.057 Uiso 1 1 calc GR . . . .
H13C H 1.121920 0.182931 0.433810 0.057 Uiso 1 1 calc GR . . . .
C14 C 0.8109(5) 0.0582(2) 0.4329(2) 0.0283(8) Uani 1 1 d . . . . .
C15 C 0.8138(6) 0.0586(3) 0.5179(2) 0.0439(11) Uani 1 1 d . . . . .
H15A H 0.752812 0.113442 0.533044 0.066 Uiso 1 1 calc GR . . . .
H15B H 0.932570 0.060258 0.542385 0.066 Uiso 1 1 calc GR . . . .
H15C H 0.757980 0.002218 0.533636 0.066 Uiso 1 1 calc GR . . . .
C16 C 0.7252(5) -0.0072(2) 0.3812(3) 0.0343(9) Uani 1 1 d . . . . .
C17 C 0.6323(6) -0.0926(3) 0.4006(4) 0.0592(15) Uani 1 1 d . . . . .
H17A H 0.522515 -0.096591 0.367736 0.089 Uiso 1 1 calc GR . . . .
H17B H 0.612072 -0.089769 0.453923 0.089 Uiso 1 1 calc GR . . . .
H17C H 0.701360 -0.147583 0.392735 0.089 Uiso 1 1 calc GR . . . .
O3 O 0.0637(10) 0.6494(4) 0.3474(4) 0.073(2) Uani 0.744(7) 1 d D . P A 1
H3 H 0.033322 0.650794 0.300238 0.110 Uiso 0.744(7) 1 calc GR . P A 1
C18 C 0.1496(9) 0.7364(4) 0.3717(3) 0.0410(16) Uani 0.744(7) 1 d D . P A 1
H18A H 0.064083 0.785284 0.374379 0.062 Uiso 0.744(7) 1 calc GR . P A 1
H18B H 0.226651 0.754269 0.335015 0.062 Uiso 0.744(7) 1 calc GR . P A 1
H18C H 0.215766 0.727949 0.422001 0.062 Uiso 0.744(7) 1 calc GR . P A 1
O4 O 0.142(2) 0.6593(15) 0.3482(15) 0.073(2) Uani 0.256(7) 1 d D . P A 2
H4 H 0.238159 0.684757 0.350336 0.110 Uiso 0.256(7) 1 calc GR . P A 2
C19 C 0.015(3) 0.7281(11) 0.3636(9) 0.0410(16) Uani 0.256(7) 1 d D . P A 2
H19A H -0.016820 0.766058 0.318003 0.062 Uiso 0.256(7) 1 calc GR . P A 2
H19B H 0.063277 0.768150 0.405717 0.062 Uiso 0.256(7) 1 calc GR . P A 2
H19C H -0.086646 0.696423 0.377309 0.062 Uiso 0.256(7) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 Cl1 2.4235(10) . ?
Ir1 O1 2.093(2) . ?
Ir1 O2 2.120(2) . ?
Ir1 C8 2.139(3) . ?
Ir1 C10 2.126(4) . ?
Ir1 C12 2.126(4) . ?
Ir1 C14 2.120(3) . ?
Ir1 C16 2.141(3) . ?
O1 C3 1.320(4) . ?
O2 C4 1.307(4) . ?
N1 C1' 1.482(4) . ?
N1 C2 1.378(4) . ?
N1 C6 1.348(5) . ?
C1' C2' 1.521(5) . ?
C2 C3 1.385(5) . ?
C2 C7 1.499(5) . ?
C2' C2' 1.519(6) 3_566 ?
C3 C4 1.425(5) . ?
C4 C5 1.405(5) . ?
C5 C6 1.375(5) . ?
C8 C9 1.503(5) . ?
C8 C10 1.430(6) . ?
C8 C16 1.450(6) . ?
C10 C11 1.500(6) . ?
C10 C12 1.445(5) . ?
C12 C13 1.498(5) . ?
C12 C14 1.448(5) . ?
C14 C15 1.503(5) . ?
C14 C16 1.421(5) . ?
C16 C17 1.493(6) . ?
O3 C18 1.461(7) . ?
O4 C19 1.458(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
O1 Ir1 Cl1 86.72(8) . . ?
O1 Ir1 O2 78.71(9) . . ?
O1 Ir1 C8 161.65(14) . . ?
O1 Ir1 C10 139.76(13) . . ?
O1 Ir1 C12 103.70(12) . . ?
O1 Ir1 C14 96.38(12) . . ?
O1 Ir1 C16 122.91(14) . . ?
O2 Ir1 Cl1 84.29(8) . . ?
O2 Ir1 C8 118.79(14) . . ?
O2 Ir1 C10 97.19(12) . . ?
O2 Ir1 C12 110.11(12) . . ?
O2 Ir1 C16 158.34(14) . . ?
C8 Ir1 Cl1 99.86(11) . . ?
C8 Ir1 C16 39.60(16) . . ?
C10 Ir1 Cl1 133.10(11) . . ?
C10 Ir1 C8 39.16(15) . . ?
C10 Ir1 C12 39.72(14) . . ?
C10 Ir1 C16 66.08(15) . . ?
C12 Ir1 Cl1 163.45(9) . . ?
C12 Ir1 C8 66.44(14) . . ?
C12 Ir1 C16 66.44(14) . . ?
C14 Ir1 Cl1 127.24(11) . . ?
C14 Ir1 O2 148.07(13) . . ?
C14 Ir1 C8 65.96(15) . . ?
C14 Ir1 C10 66.20(14) . . ?
C14 Ir1 C12 39.87(14) . . ?
C14 Ir1 C16 38.97(15) . . ?
C16 Ir1 Cl1 97.14(11) . . ?
C3 O1 Ir1 112.3(2) . . ?
C4 O2 Ir1 112.0(2) . . ?
C2 N1 C1' 120.3(3) . . ?
C6 N1 C1' 117.8(3) . . ?
C6 N1 C2 121.6(3) . . ?
N1 C1' C2' 111.2(3) . . ?
N1 C2 C3 119.2(3) . . ?
N1 C2 C7 120.1(3) . . ?
C3 C2 C7 120.7(3) . . ?
C2' C2' C1' 111.3(3) 3_566 . ?
O1 C3 C2 121.7(3) . . ?
O1 C3 C4 118.5(3) . . ?
C2 C3 C4 119.7(3) . . ?
O2 C4 C3 118.1(3) . . ?
O2 C4 C5 123.2(3) . . ?
C5 C4 C3 118.7(3) . . ?
C6 C5 C4 119.2(3) . . ?
N1 C6 C5 121.4(3) . . ?
C9 C8 Ir1 126.5(3) . . ?
C10 C8 Ir1 69.9(2) . . ?
C10 C8 C9 127.2(4) . . ?
C10 C8 C16 107.8(3) . . ?
C16 C8 Ir1 70.26(19) . . ?
C16 C8 C9 125.0(4) . . ?
C8 C10 Ir1 70.9(2) . . ?
C8 C10 C11 126.6(4) . . ?
C8 C10 C12 108.8(3) . . ?
C11 C10 Ir1 123.3(3) . . ?
C12 C10 Ir1 70.1(2) . . ?
C12 C10 C11 124.6(4) . . ?
C10 C12 Ir1 70.1(2) . . ?
C10 C12 C13 126.1(3) . . ?
C10 C12 C14 106.6(3) . . ?
C13 C12 Ir1 128.9(2) . . ?
C14 C12 Ir1 69.8(2) . . ?
C14 C12 C13 127.1(3) . . ?
C12 C14 Ir1 70.3(2) . . ?
C12 C14 C15 124.5(4) . . ?
C15 C14 Ir1 122.3(3) . . ?
C16 C14 Ir1 71.3(2) . . ?
C16 C14 C12 109.1(3) . . ?
C16 C14 C15 126.3(4) . . ?
C8 C16 Ir1 70.1(2) . . ?
C8 C16 C17 125.2(4) . . ?
C14 C16 Ir1 69.72(19) . . ?
C14 C16 C8 107.7(3) . . ?
C14 C16 C17 127.1(4) . . ?
C17 C16 Ir1 127.3(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
