# 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_compound9
_database_code_depnum_ccdc_archive 'CCDC 1491760'
_audit_update_record             
;
2016-08-06 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_date             2016-08-05T11:36:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#==========================================================

# CHEMICAL DATA
_chemical_name_systematic        
'dicarbonyl-(8,12,13,17-tetraethyl-21,24-dihydro-7,18-dimethyl-21-carbabenzo(b)porphyrinato)-rhodium(i) chloroform solvate'
# Note name reflects presence of solvent which was present, but not modeled,
# rather treated via SQUEEZE 

_chemical_formula_moiety         'C37 H36 N3 O2 Rh'
_chemical_formula_sum            'C37 H36 N3 O2 Rh'
_chemical_formula_weight         657.6

#==========================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_symmetry_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_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.7176(8)
_cell_length_b                   12.3793(8)
_cell_length_c                   13.4720(9)
_cell_angle_alpha                104.215(3)
_cell_angle_beta                 96.743(3)
_cell_angle_gamma                106.479(3)
_cell_volume                     1779.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9646
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      32.02
_cell_measurement_temperature    100(2)
_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.085
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6677
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'Apex2 v2014.7-1 (Bruker, 2014)'
_shelx_estimated_absorpt_T_min   0.677
_shelx_estimated_absorpt_T_max   0.94

#==========================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_details      
;
A total of 3672 frames were collected.  
The total exposure time was 5.10 hours.
;
_diffrn_reflns_number            71454
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_theta_min         1.592
_diffrn_reflns_theta_max         32.284
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==========================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#==========================================================

# REFINEMENT DATA

_refine_special_details          
;PLATON SQUEEZE was used to correct for the presence of
one disordered chloroform molecule per main residue.
109 electrons in the unit cell is consistent with one
CHCl3 (58 electrons each; 116 electrons in a unit cell) 
per main residue with perhaps some solvent loss having 
occurred.
All non-H atoms were refined anisotropically.  All
non-solvent H 
atoms were identifiable in the difference Fourier; however, 
all H atoms were included in the refinement in the 
riding-model approximation  
(C--H = 0.95, 0.98, and 0.99 Å for 
Ar--H, CH₃, and CH₂; 
Uiso(H) = 1.2Ueq(C) 
except for methyl groups, where 
Uiso(H) = 1.5Ueq(C))., SQUEEZE
;

_reflns_number_total             11961
_reflns_number_gt                11047
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0552
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_restrained_S_all      1.06
_refine_ls_number_reflns         11961
_refine_ls_number_parameters     398
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²+0.7528P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
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 0 '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 0.006 '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'

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 & SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis,2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#==========================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Rh1 0.35463(2) 0.37935(2) 0.23306(2) 0.01198(2) Uani d 1 . . Rh
C21 0.46018(9) 0.34153(9) 0.02509(8) 0.01431(17) Uani d 1 . . C
N22 0.53923(8) 0.39900(7) 0.26147(6) 0.01301(15) Uani d 1 . . N
N23 0.40957(8) 0.56335(8) 0.28729(6) 0.01349(15) Uani d 1 . . N
N24 0.31032(9) 0.50148(8) 0.05202(7) 0.01543(16) Uani d 1 . . N
C25 0.31185(10) 0.21565(10) 0.18999(9) 0.0197(2) Uani d 1 . . C
O26 0.28419(9) 0.11576(8) 0.16522(9) 0.0343(2) Uani d 1 . . O
C27 0.19188(10) 0.36639(9) 0.22286(8) 0.01719(19) Uani d 1 . . C
O28 0.09194(8) 0.35621(9) 0.22042(7) 0.02696(18) Uani d 1 . . O
C1 0.39681(10) 0.31725(9) -0.07734(8) 0.01475(17) Uani d 1 . . C
C2 0.41783(9) 0.21135(9) -0.13991(8) 0.01487(17) Uani d 1 . . C
C2A 0.38294(10) 0.15221(10) -0.24623(8) 0.01865(19) Uani d 1 . . C
H2A 0.338 0.1794 -0.2923 0.022 Uiso calc 1 . . H
C2B 0.41553(11) 0.05171(10) -0.28387(8) 0.0212(2) Uani d 1 . . C
H2B 0.3922 0.0102 -0.3563 0.025 Uiso calc 1 . . H
C3 0.48630(9) 0.17148(9) -0.07193(8) 0.01447(17) Uani d 1 . . C
C3A 0.51760(10) 0.07102(9) -0.10975(8) 0.01754(19) Uani d 1 . . C
H3A 0.5624 0.0433 -0.064 0.021 Uiso calc 1 . . H
C3B 0.48158(11) 0.01163(10) -0.21682(8) 0.0204(2) Uani d 1 . . C
H3B 0.5025 -0.057 -0.2441 0.024 Uiso calc 1 . . H
C4 0.51241(9) 0.25392(9) 0.03389(8) 0.01396(17) Uani d 1 . . C
C5 0.57834(9) 0.24667(9) 0.12382(8) 0.01420(17) Uani d 1 . . C
H5 0.6129 0.185 0.1147 0.017 Uiso calc 1 . . H
C6 0.59940(9) 0.32044(9) 0.22635(8) 0.01334(17) Uani d 1 . . C
C7 0.69795(9) 0.33440(9) 0.30890(8) 0.01412(17) Uani d 1 . . C
C7A 0.78654(10) 0.26791(10) 0.29846(9) 0.01849(19) Uani d 1 . . C
H7A1 0.8367 0.2909 0.249 0.028 Uiso calc 1 . . H
H7A2 0.7422 0.1832 0.2727 0.028 Uiso calc 1 . . H
H7A3 0.8387 0.2861 0.3668 0.028 Uiso calc 1 . . H
C8 0.69938(9) 0.42543(9) 0.39235(8) 0.01370(17) Uani d 1 . . C
C8A 0.78849(10) 0.48142(10) 0.49444(8) 0.01720(19) Uani d 1 . . C
H8A1 0.8256 0.4234 0.51 0.021 Uiso calc 1 . . H
H8A2 0.7446 0.5029 0.5507 0.021 Uiso calc 1 . . H
C8B 0.88901(11) 0.59133(11) 0.49445(10) 0.0271(2) Uani d 1 . . C
H8B1 0.9445 0.6242 0.5628 0.041 Uiso calc 1 . . H
H8B2 0.9341 0.5704 0.44 0.041 Uiso calc 1 . . H
H8B3 0.853 0.6499 0.4807 0.041 Uiso calc 1 . . H
C9 0.60050(9) 0.46518(9) 0.36124(7) 0.01284(16) Uani d 1 . . C
C10 0.57101(9) 0.55983(9) 0.42001(7) 0.01387(17) Uani d 1 . . C
H10 0.6122 0.5939 0.491 0.017 Uiso calc 1 . . H
C11 0.48699(9) 0.60893(9) 0.38438(7) 0.01362(17) Uani d 1 . . C
C12 0.47078(10) 0.71669(9) 0.44148(8) 0.01472(17) Uani d 1 . . C
C12A 0.54179(11) 0.79212(10) 0.54825(8) 0.01864(19) Uani d 1 . . C
H12A 0.5427 0.7413 0.5945 0.022 Uiso calc 1 . . H
H12B 0.5 0.8482 0.5774 0.022 Uiso calc 1 . . H
C12B 0.67261(12) 0.86136(10) 0.54887(9) 0.0243(2) Uani d 1 . . C
H12C 0.7138 0.9086 0.6205 0.036 Uiso calc 1 . . H
H12D 0.7153 0.8064 0.5218 0.036 Uiso calc 1 . . H
H12E 0.6726 0.9135 0.5046 0.036 Uiso calc 1 . . H
C13 0.38416(10) 0.73683(9) 0.37762(8) 0.01496(17) Uani d 1 . . C
C13A 0.33742(10) 0.83967(9) 0.39884(8) 0.01790(19) Uani d 1 . . C
H13A 0.3291 0.8649 0.3349 0.021 Uiso calc 1 . . H
H13B 0.3975 0.9063 0.4545 0.021 Uiso calc 1 . . H
C13B 0.21501(13) 0.81117(11) 0.43249(11) 0.0289(3) Uani d 1 . . C
H13C 0.1888 0.881 0.4453 0.043 Uiso calc 1 . . H
H13D 0.1546 0.7465 0.3771 0.043 Uiso calc 1 . . H
H13E 0.223 0.7878 0.4967 0.043 Uiso calc 1 . . H
C14 0.34708(9) 0.64154(9) 0.28101(8) 0.01434(17) Uani d 1 . . C
C15 0.26738(10) 0.64013(9) 0.19406(8) 0.01553(18) Uani d 1 . . C
H15 0.2187 0.6895 0.2087 0.019 Uiso calc 1 . . H
C16 0.24930(9) 0.57680(9) 0.08955(8) 0.01460(17) Uani d 1 . . C
C17 0.16876(9) 0.57816(9) 0.00101(8) 0.01492(17) Uani d 1 . . C
C17A 0.08546(10) 0.65062(10) 0.00719(9) 0.01840(19) Uani d 1 . . C
H17A 0.0546 0.6545 0.0729 0.022 Uiso calc 1 . . H
H17B 0.0149 0.6114 -0.0519 0.022 Uiso calc 1 . . H
C17B 0.14753(13) 0.77574(11) 0.00389(12) 0.0291(3) Uani d 1 . . C
H17C 0.0893 0.8192 0.0082 0.044 Uiso calc 1 . . H
H17D 0.2164 0.8157 0.0631 0.044 Uiso calc 1 . . H
H17E 0.1767 0.7726 -0.0617 0.044 Uiso calc 1 . . H
C18 0.18451(10) 0.50273(9) -0.08665(8) 0.01533(18) Uani d 1 . . C
C18A 0.11736(11) 0.46951(10) -0.19706(8) 0.0209(2) Uani d 1 . . C
H18A 0.0613 0.5146 -0.2008 0.031 Uiso calc 1 . . H
H18B 0.0714 0.3851 -0.2204 0.031 Uiso calc 1 . . H
H18C 0.1755 0.487 -0.2423 0.031 Uiso calc 1 . . H
C19 0.27535(10) 0.45408(9) -0.05461(8) 0.01488(17) Uani d 1 . . C
C20 0.31799(10) 0.37153(9) -0.11496(8) 0.01598(18) Uani d 1 . . C
H20 0.2913 0.3498 -0.1886 0.019 Uiso calc 1 . . H
H21 0.4781(12) 0.4090(12) 0.0790(11) 0.018(3) Uiso d 1 . . H
H24 0.3585(13) 0.4910(14) 0.0889(14) 0.031(4) Uiso d 1 . . H



#==========================================================

# MOLECULAR GEOMETRY

_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Rh1 C27 . 1.8536(11) ?
Rh1 C25 . 1.8635(11) ?
Rh1 N22 . 2.0846(9) ?
Rh1 N23 . 2.0920(9) ?
C21 C1 . 1.4053(14) ?
C21 C4 . 1.4098(14) ?
C21 H21 . 0.914(14) ?
N22 C9 . 1.3756(12) ?
N22 C6 . 1.3814(13) ?
N23 C14 . 1.3814(13) ?
N23 C11 . 1.3859(12) ?
N24 C16 . 1.3666(13) ?
N24 C19 . 1.3738(12) ?
N24 H24 . 0.768(14) ?
C25 O26 . 1.1358(14) ?
C27 O28 . 1.1372(14) ?
C1 C20 . 1.4038(15) ?
C1 C2 . 1.4762(14) ?
C2 C2A . 1.3900(14) ?
C2 C3 . 1.4143(14) ?
C2A C2B . 1.3986(16) ?
C2A H2A . 0.95 ?
C2B C3B . 1.3910(16) ?
C2B H2B . 0.95 ?
C3 C3A . 1.3901(14) ?
C3 C4 . 1.4743(13) ?
C3A C3B . 1.3998(14) ?
C3A H3A . 0.95 ?
C3B H3B . 0.95 ?
C4 C5 . 1.3948(14) ?
C5 C6 . 1.4055(13) ?
C5 H5 . 0.95 ?
C6 C7 . 1.4460(13) ?
C7 C8 . 1.3772(14) ?
C7 C7A . 1.4957(14) ?
C7A H7A1 . 0.98 ?
C7A H7A2 . 0.98 ?
C7A H7A3 . 0.98 ?
C8 C9 . 1.4389(14) ?
C8 C8A . 1.4988(14) ?
C8A C8B . 1.5262(17) ?
C8A H8A1 . 0.99 ?
C8A H8A2 . 0.99 ?
C8B H8B1 . 0.98 ?
C8B H8B2 . 0.98 ?
C8B H8B3 . 0.98 ?
C9 C10 . 1.3991(14) ?
C10 C11 . 1.3931(14) ?
C10 H10 . 0.95 ?
C11 C12 . 1.4427(14) ?
C12 C13 . 1.3698(14) ?
C12 C12A . 1.5007(14) ?
C12A C12B . 1.5273(17) ?
C12A H12A . 0.99 ?
C12A H12B . 0.99 ?
C12B H12C . 0.98 ?
C12B H12D . 0.98 ?
C12B H12E . 0.98 ?
C13 C14 . 1.4480(14) ?
C13 C13A . 1.5020(14) ?
C13A C13B . 1.5270(17) ?
C13A H13A . 0.99 ?
C13A H13B . 0.99 ?
C13B H13C . 0.98 ?
C13B H13D . 0.98 ?
C13B H13E . 0.98 ?
C14 C15 . 1.4029(14) ?
C15 C16 . 1.3912(14) ?
C15 H15 . 0.95 ?
C16 C17 . 1.4382(14) ?
C17 C18 . 1.3813(14) ?
C17 C17A . 1.4977(15) ?
C17A C17B . 1.5271(17) ?
C17A H17A . 0.99 ?
C17A H17B . 0.99 ?
C17B H17C . 0.98 ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C18 C19 . 1.4371(14) ?
C18 C18A . 1.4973(14) ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19 C20 . 1.3899(14) ?
C20 H20 . 0.95 ?

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
C27 Rh1 C25 89.79(5) . . ?
C27 Rh1 N22 173.99(4) . . ?
C25 Rh1 N22 91.86(4) . . ?
C27 Rh1 N23 92.25(4) . . ?
C25 Rh1 N23 177.11(4) . . ?
N22 Rh1 N23 85.90(3) . . ?
C1 C21 C4 111.24(9) . . ?
C1 C21 H21 127.5(8) . . ?
C4 C21 H21 120.6(8) . . ?
C9 N22 C6 106.74(8) . . ?
C9 N22 Rh1 114.38(6) . . ?
C6 N22 Rh1 130.33(7) . . ?
C14 N23 C11 106.33(8) . . ?
C14 N23 Rh1 131.39(7) . . ?
C11 N23 Rh1 112.86(6) . . ?
C16 N24 C19 111.42(9) . . ?
C16 N24 H24 120.8(11) . . ?
C19 N24 H24 127.7(11) . . ?
O26 C25 Rh1 178.55(11) . . ?
O28 C27 Rh1 176.78(10) . . ?
C20 C1 C21 129.03(9) . . ?
C20 C1 C2 124.45(9) . . ?
C21 C1 C2 106.21(9) . . ?
C2A C2 C3 120.55(10) . . ?
C2A C2 C1 131.28(10) . . ?
C3 C2 C1 108.17(8) . . ?
C2 C2A C2B 118.49(10) . . ?
C2 C2A H2A 120.8 . . ?
C2B C2A H2A 120.8 . . ?
C3B C2B C2A 120.98(10) . . ?
C3B C2B H2B 119.5 . . ?
C2A C2B H2B 119.5 . . ?
C3A C3 C2 120.65(9) . . ?
C3A C3 C4 131.64(10) . . ?
C2 C3 C4 107.70(9) . . ?
C3 C3A C3B 118.43(10) . . ?
C3 C3A H3A 120.8 . . ?
C3B C3A H3A 120.8 . . ?
C2B C3B C3A 120.90(10) . . ?
C2B C3B H3B 119.6 . . ?
C3A C3B H3B 119.6 . . ?
C5 C4 C21 127.41(9) . . ?
C5 C4 C3 126.08(9) . . ?
C21 C4 C3 106.50(9) . . ?
C4 C5 C6 127.25(9) . . ?
C4 C5 H5 116.4 . . ?
C6 C5 H5 116.4 . . ?
N22 C6 C5 126.20(9) . . ?
N22 C6 C7 109.34(8) . . ?
C5 C6 C7 124.13(9) . . ?
C8 C7 C6 107.06(9) . . ?
C8 C7 C7A 127.95(9) . . ?
C6 C7 C7A 124.76(9) . . ?
C7 C7A H7A1 109.5 . . ?
C7 C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C7 C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
C7 C8 C9 106.59(8) . . ?
C7 C8 C8A 128.86(9) . . ?
C9 C8 C8A 124.43(9) . . ?
C8 C8A C8B 112.86(9) . . ?
C8 C8A H8A1 109 . . ?
C8B C8A H8A1 109 . . ?
C8 C8A H8A2 109 . . ?
C8B C8A H8A2 109 . . ?
H8A1 C8A H8A2 107.8 . . ?
C8A C8B H8B1 109.5 . . ?
C8A C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C8A C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
N22 C9 C10 123.39(9) . . ?
N22 C9 C8 110.18(8) . . ?
C10 C9 C8 126.38(9) . . ?
C11 C10 C9 126.20(9) . . ?
C11 C10 H10 116.9 . . ?
C9 C10 H10 116.9 . . ?
N23 C11 C10 124.84(9) . . ?
N23 C11 C12 110.06(9) . . ?
C10 C11 C12 125.06(9) . . ?
C13 C12 C11 106.72(9) . . ?
C13 C12 C12A 128.32(9) . . ?
C11 C12 C12A 124.91(9) . . ?
C12 C12A C12B 113.53(9) . . ?
C12 C12A H12A 108.9 . . ?
C12B C12A H12A 108.9 . . ?
C12 C12A H12B 108.9 . . ?
C12B C12A H12B 108.9 . . ?
H12A C12A H12B 107.7 . . ?
C12A C12B H12C 109.5 . . ?
C12A C12B H12D 109.5 . . ?
H12C C12B H12D 109.5 . . ?
C12A C12B H12E 109.5 . . ?
H12C C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C12 C13 C14 107.28(9) . . ?
C12 C13 C13A 127.86(9) . . ?
C14 C13 C13A 124.81(9) . . ?
C13 C13A C13B 112.82(9) . . ?
C13 C13A H13A 109 . . ?
C13B C13A H13A 109 . . ?
C13 C13A H13B 109 . . ?
C13B C13A H13B 109 . . ?
H13A C13A H13B 107.8 . . ?
C13A C13B H13C 109.5 . . ?
C13A C13B H13D 109.5 . . ?
H13C C13B H13D 109.5 . . ?
C13A C13B H13E 109.5 . . ?
H13C C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
N23 C14 C15 127.76(9) . . ?
N23 C14 C13 109.59(8) . . ?
C15 C14 C13 122.42(9) . . ?
C16 C15 C14 129.33(10) . . ?
C16 C15 H15 115.3 . . ?
C14 C15 H15 115.3 . . ?
N24 C16 C15 124.62(9) . . ?
N24 C16 C17 106.78(9) . . ?
C15 C16 C17 128.58(10) . . ?
C18 C17 C16 107.40(9) . . ?
C18 C17 C17A 128.21(9) . . ?
C16 C17 C17A 124.39(9) . . ?
C17 C17A C17B 112.77(9) . . ?
C17 C17A H17A 109 . . ?
C17B C17A H17A 109 . . ?
C17 C17A H17B 109 . . ?
C17B C17A H17B 109 . . ?
H17A C17A H17B 107.8 . . ?
C17A C17B H17C 109.5 . . ?
C17A C17B H17D 109.5 . . ?
H17C C17B H17D 109.5 . . ?
C17A C17B H17E 109.5 . . ?
H17C C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C17 C18 C19 108.36(9) . . ?
C17 C18 C18A 127.93(10) . . ?
C19 C18 C18A 123.66(10) . . ?
C18 C18A H18A 109.5 . . ?
C18 C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C18 C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
N24 C19 C20 124.98(9) . . ?
N24 C19 C18 106.04(9) . . ?
C20 C19 C18 128.91(9) . . ?
C19 C20 C1 126.13(9) . . ?
C19 C20 H20 116.9 . . ?
C1 C20 H20 116.9 . . ?

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
C4 C21 C1 C20 169.43(10) . . . . ?
C4 C21 C1 C2 -4.38(12) . . . . ?
C20 C1 C2 C2A 9.77(18) . . . . ?
C21 C1 C2 C2A -176.06(11) . . . . ?
C20 C1 C2 C3 -170.51(10) . . . . ?
C21 C1 C2 C3 3.66(11) . . . . ?
C3 C2 C2A C2B 0.94(16) . . . . ?
C1 C2 C2A C2B -179.37(11) . . . . ?
C2 C2A C2B C3B -0.14(17) . . . . ?
C2A C2 C3 C3A -1.44(16) . . . . ?
C1 C2 C3 C3A 178.80(9) . . . . ?
C2A C2 C3 C4 178.09(9) . . . . ?
C1 C2 C3 C4 -1.66(11) . . . . ?
C2 C3 C3A C3B 1.10(16) . . . . ?
C4 C3 C3A C3B -178.31(11) . . . . ?
C2A C2B C3B C3A -0.18(18) . . . . ?
C3 C3A C3B C2B -0.30(17) . . . . ?
C1 C21 C4 C5 -177.90(10) . . . . ?
C1 C21 C4 C3 3.39(12) . . . . ?
C3A C3 C4 C5 -0.22(18) . . . . ?
C2 C3 C4 C5 -179.69(10) . . . . ?
C3A C3 C4 C21 178.51(11) . . . . ?
C2 C3 C4 C21 -0.95(11) . . . . ?
C21 C4 C5 C6 4.98(18) . . . . ?
C3 C4 C5 C6 -176.55(10) . . . . ?
C9 N22 C6 C5 -170.87(10) . . . . ?
Rh1 N22 C6 C5 43.97(15) . . . . ?
C9 N22 C6 C7 2.83(11) . . . . ?
Rh1 N22 C6 C7 -142.34(8) . . . . ?
C4 C5 C6 N22 14.08(17) . . . . ?
C4 C5 C6 C7 -158.73(10) . . . . ?
N22 C6 C7 C8 -2.45(12) . . . . ?
C5 C6 C7 C8 171.40(10) . . . . ?
N22 C6 C7 C7A -177.34(10) . . . . ?
C5 C6 C7 C7A -3.49(16) . . . . ?
C6 C7 C8 C9 1.06(11) . . . . ?
C7A C7 C8 C9 175.74(10) . . . . ?
C6 C7 C8 C8A -175.14(10) . . . . ?
C7A C7 C8 C8A -0.47(18) . . . . ?
C7 C8 C8A C8B 94.82(13) . . . . ?
C9 C8 C8A C8B -80.77(13) . . . . ?
C6 N22 C9 C10 175.56(9) . . . . ?
Rh1 N22 C9 C10 -33.00(12) . . . . ?
C6 N22 C9 C8 -2.17(11) . . . . ?
Rh1 N22 C9 C8 149.26(7) . . . . ?
C7 C8 C9 N22 0.66(12) . . . . ?
C8A C8 C9 N22 177.08(9) . . . . ?
C7 C8 C9 C10 -176.99(10) . . . . ?
C8A C8 C9 C10 -0.57(16) . . . . ?
N22 C9 C10 C11 -7.39(17) . . . . ?
C8 C9 C10 C11 169.97(10) . . . . ?
C14 N23 C11 C10 -176.56(10) . . . . ?
Rh1 N23 C11 C10 32.83(12) . . . . ?
C14 N23 C11 C12 1.42(11) . . . . ?
Rh1 N23 C11 C12 -149.19(7) . . . . ?
C9 C10 C11 N23 7.19(17) . . . . ?
C9 C10 C11 C12 -170.49(10) . . . . ?
N23 C11 C12 C13 -0.82(12) . . . . ?
C10 C11 C12 C13 177.16(10) . . . . ?
N23 C11 C12 C12A -178.21(10) . . . . ?
C10 C11 C12 C12A -0.24(17) . . . . ?
C13 C12 C12A C12B -103.72(13) . . . . ?
C11 C12 C12A C12B 73.10(13) . . . . ?
C11 C12 C13 C14 -0.10(12) . . . . ?
C12A C12 C13 C14 177.17(10) . . . . ?
C11 C12 C13 C13A -177.79(10) . . . . ?
C12A C12 C13 C13A -0.51(19) . . . . ?
C12 C13 C13A C13B -100.86(14) . . . . ?
C14 C13 C13A C13B 81.82(13) . . . . ?
C11 N23 C14 C15 173.06(10) . . . . ?
Rh1 N23 C14 C15 -44.01(15) . . . . ?
C11 N23 C14 C13 -1.47(11) . . . . ?
Rh1 N23 C14 C13 141.46(8) . . . . ?
C12 C13 C14 N23 0.99(12) . . . . ?
C13A C13 C14 N23 178.77(10) . . . . ?
C12 C13 C14 C15 -173.89(10) . . . . ?
C13A C13 C14 C15 3.89(16) . . . . ?
N23 C14 C15 C16 -14.06(19) . . . . ?
C13 C14 C15 C16 159.84(11) . . . . ?
C19 N24 C16 C15 -178.44(10) . . . . ?
C19 N24 C16 C17 0.15(12) . . . . ?
C14 C15 C16 N24 -0.39(18) . . . . ?
C14 C15 C16 C17 -178.66(11) . . . . ?
N24 C16 C17 C18 0.22(12) . . . . ?
C15 C16 C17 C18 178.73(11) . . . . ?
N24 C16 C17 C17A -179.40(10) . . . . ?
C15 C16 C17 C17A -0.88(17) . . . . ?
C18 C17 C17A C17B -93.83(14) . . . . ?
C16 C17 C17A C17B 85.70(13) . . . . ?
C16 C17 C18 C19 -0.48(12) . . . . ?
C17A C17 C18 C19 179.11(10) . . . . ?
C16 C17 C18 C18A 176.85(10) . . . . ?
C17A C17 C18 C18A -3.55(18) . . . . ?
C16 N24 C19 C20 -177.67(10) . . . . ?
C16 N24 C19 C18 -0.44(12) . . . . ?
C17 C18 C19 N24 0.57(12) . . . . ?
C18A C18 C19 N24 -176.91(10) . . . . ?
C17 C18 C19 C20 177.65(10) . . . . ?
C18A C18 C19 C20 0.18(17) . . . . ?
N24 C19 C20 C1 4.46(17) . . . . ?
C18 C19 C20 C1 -172.12(10) . . . . ?
C21 C1 C20 C19 -7.69(18) . . . . ?
C2 C1 C20 C19 165.10(10) . . . . ?

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
N24 H24 N23 0.768(14) 2.539(17) 3.0695(12) 127.7(12) .



# start Validation Reply Form
_vrf_PLAT414_compound9           
;
PROBLEM:  Short Intra D-H..H-X  ... H21 .. H24 .. 1.95 Ang. 
RESPONSE: H21 and H24 were located in the difference 
Fourier then refined with the bond length restraint
DFIX 1.950 0.002 H24 H21.  Free refinement resulted in a
shorter 1.87 Ang. intra D-H..H-X distance, and applying a 
typical riding model resulted in an even shorter intra 
D-H..H-X distance.  Restraining the distance to longer than 
1.950 Ang resulted in generation of other bond distance 
errors.  The internal core of the macrocycle is quite
crowded, so the unusually short distance seems plausible.
The final refinement was chosen since the others generated
Level A or Level B alerts.
;
# end Validation Reply Form 

# END of CIF

####################################################################### 
# 
# 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_compound10a
_database_code_depnum_ccdc_archive 'CCDC 1491761'
_audit_update_record             
;
2016-08-06 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_date             2016-07-08T13:25:41-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#==========================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
(8,12,13,17-tetraethyl-7,18-dimethyl-21-carbabenzo(b)porphyrinato)-
dipyridyl-rhodium(iii) chloroform solvate
;
_chemical_formula_moiety         'C45 H44 N5 Rh, C H Cl3'
_chemical_formula_sum            'C46 H45 Cl3 N5 Rh'
_chemical_formula_weight         877.13

#==========================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_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_
_symmetry_equiv_pos_as_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                   26.5254(13)
_cell_length_b                   15.7840(8)
_cell_length_c                   23.0842(12)
_cell_angle_alpha                90
_cell_angle_beta                 123.490(3)
_cell_angle_gamma                90
_cell_volume                     8060.3(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      27.49
_cell_measurement_temperature    100(2)
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.015
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3616
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'Apex2 v2014.7-1 (Bruker, 2014)'
_shelx_estimated_absorpt_T_min   0.916
_shelx_estimated_absorpt_T_max   0.99

#==========================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_details      
;
A total of 3672 frames were collected.  
The total exposure time was 61.2 hours.
;
_diffrn_reflns_number            155324
_diffrn_reflns_av_R_equivalents  0.1173
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_theta_min         1.585
_diffrn_reflns_theta_max         30.786
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==========================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#==========================================================

# REFINEMENT DATA

_refine_special_details          
;
All non-H atoms were refined anisotropically. All H atoms were included in the
refinement in the riding-model approximation (C--H = 0.95, 0.98, 0.99 and 1.00
 Å for Ar--H, CH₃, CH₂ and CH; Uiso(H) = 1.2Ueq(C)
except for methyl groups, where Uiso(H) = 1.5Ueq(C)).
;
_reflns_number_total             12544
_reflns_number_gt                9020
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.0947
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_number_reflns         12544
_refine_ls_number_parameters     498
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+21.9365P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.689
_refine_diff_density_min         -1.046
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
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 0 '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'

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 & SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis,2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#==========================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Rh1 0.22598(2) 0.34213(2) 0.17018(2) 0.00902(4) Uani d 1 . . Rh
C21 0.15627(10) 0.31707(15) 0.07442(12) 0.0114(4) Uani d 1 . . C
N22 0.27762(8) 0.37401(13) 0.13307(10) 0.0109(4) Uani d 1 . . N
N23 0.29986(8) 0.36866(12) 0.27175(10) 0.0107(4) Uani d 1 . . N
N24 0.17571(8) 0.30962(12) 0.20952(10) 0.0110(4) Uani d 1 . . N
N25 0.25495(9) 0.21885(12) 0.17977(10) 0.0111(4) Uani d 1 . . N
N31 0.19620(9) 0.46552(12) 0.15767(10) 0.0119(4) Uani d 1 . . N
C1 0.09804(10) 0.28999(15) 0.05583(12) 0.0121(4) Uani d 1 . . C
C2 0.05931(10) 0.28112(15) -0.02016(12) 0.0131(4) Uani d 1 . . C
C2A -0.00122(11) 0.25982(16) -0.06445(13) 0.0155(5) Uani d 1 . . C
H2A -0.025 0.2462 -0.0465 0.019 Uiso calc 1 . . H
C2B -0.02647(11) 0.25874(17) -0.13578(13) 0.0187(5) Uani d 1 . . C
H2B -0.0681 0.2455 -0.1668 0.022 Uiso calc 1 . . H
C3 0.09474(10) 0.30014(15) -0.04681(12) 0.0135(4) Uani d 1 . . C
C3A 0.06964(12) 0.29732(18) -0.11761(13) 0.0201(5) Uani d 1 . . C
H3A 0.0934 0.3091 -0.1358 0.024 Uiso calc 1 . . H
C3B 0.00818(12) 0.27665(19) -0.16183(13) 0.0224(6) Uani d 1 . . C
H3B -0.0098 0.275 -0.2106 0.027 Uiso calc 1 . . H
C4 0.15599(10) 0.32275(15) 0.01301(12) 0.0123(4) Uani d 1 . . C
C5 0.20454(10) 0.34503(16) 0.00881(12) 0.0143(4) Uani d 1 . . C
H5 0.1985 0.3442 -0.0357 0.017 Uiso calc 1 . . H
C6 0.26136(10) 0.36846(15) 0.06522(12) 0.0126(4) Uani d 1 . . C
C7 0.31224(11) 0.39036(16) 0.06153(12) 0.0149(5) Uani d 1 . . C
C7A 0.31113(12) 0.39303(18) -0.00392(13) 0.0198(5) Uani d 1 . . C
H7A1 0.2874 0.442 -0.0318 0.03 Uiso calc 1 . . H
H7A2 0.2927 0.3409 -0.0305 0.03 Uiso calc 1 . . H
H7A3 0.3525 0.398 0.0076 0.03 Uiso calc 1 . . H
C8 0.35949(10) 0.40853(15) 0.12754(12) 0.0135(4) Uani d 1 . . C
C8A 0.42263(11) 0.43279(17) 0.15111(13) 0.0184(5) Uani d 1 . . C
H8A1 0.4317 0.4091 0.1181 0.022 Uiso calc 1 . . H
H8A2 0.4511 0.4069 0.1971 0.022 Uiso calc 1 . . H
C8B 0.43316(13) 0.52795(19) 0.15645(16) 0.0282(6) Uani d 1 . . C
H8B1 0.4751 0.5394 0.1721 0.042 Uiso calc 1 . . H
H8B2 0.4059 0.554 0.1108 0.042 Uiso calc 1 . . H
H8B3 0.4253 0.5518 0.1899 0.042 Uiso calc 1 . . H
C9 0.33743(10) 0.39901(15) 0.17217(12) 0.0130(4) Uani d 1 . . C
C10 0.37207(10) 0.41275(15) 0.24380(12) 0.0130(4) Uani d 1 . . C
H10 0.412 0.433 0.2631 0.016 Uiso calc 1 . . H
C11 0.35491(10) 0.40017(14) 0.29014(12) 0.0113(4) Uani d 1 . . C
C12 0.39214(10) 0.41483(15) 0.36463(12) 0.0129(4) Uani d 1 . . C
C12A 0.45265(10) 0.45763(16) 0.40200(12) 0.0156(5) Uani d 1 . . C
H12A 0.4755 0.4388 0.382 0.019 Uiso calc 1 . . H
H12B 0.4759 0.4412 0.4516 0.019 Uiso calc 1 . . H
C12B 0.44547(12) 0.55417(17) 0.39593(15) 0.0241(6) Uani d 1 . . C
H12C 0.4855 0.5808 0.4207 0.036 Uiso calc 1 . . H
H12D 0.423 0.5705 0.3468 0.036 Uiso calc 1 . . H
H12E 0.4234 0.5729 0.4164 0.036 Uiso calc 1 . . H
C13 0.35902(10) 0.39020(14) 0.39068(12) 0.0128(4) Uani d 1 . . C
C13A 0.37495(11) 0.39415(16) 0.46397(12) 0.0157(5) Uani d 1 . . C
H13A 0.3406 0.4195 0.4636 0.019 Uiso calc 1 . . H
H13B 0.4102 0.4321 0.4912 0.019 Uiso calc 1 . . H
C13B 0.38981(12) 0.30822(18) 0.50042(14) 0.0219(5) Uani d 1 . . C
H13C 0.3997 0.3159 0.5477 0.033 Uiso calc 1 . . H
H13D 0.3548 0.2706 0.4746 0.033 Uiso calc 1 . . H
H13E 0.4245 0.2831 0.5023 0.033 Uiso calc 1 . . H
C14 0.30082(10) 0.36164(14) 0.33155(12) 0.0118(4) Uani d 1 . . C
C15 0.25256(10) 0.33430(15) 0.33420(12) 0.0123(4) Uani d 1 . . C
H15 0.2591 0.3319 0.379 0.015 Uiso calc 1 . . H
C16 0.19535(10) 0.30986(15) 0.27860(12) 0.0115(4) Uani d 1 . . C
C17 0.14739(11) 0.28123(16) 0.28594(12) 0.0144(5) Uani d 1 . . C
C17A 0.15287(12) 0.27111(18) 0.35393(13) 0.0213(5) Uani d 1 . . C
H17A 0.1119 0.2646 0.3445 0.026 Uiso calc 1 . . H
H17B 0.1706 0.3235 0.3815 0.026 Uiso calc 1 . . H
C17B 0.19155(13) 0.1955(2) 0.39733(15) 0.0294(7) Uani d 1 . . C
H17C 0.193 0.193 0.4407 0.044 Uiso calc 1 . . H
H17D 0.1738 0.143 0.371 0.044 Uiso calc 1 . . H
H17E 0.2326 0.202 0.4081 0.044 Uiso calc 1 . . H
C18 0.09839(11) 0.26520(15) 0.22052(12) 0.0141(5) Uani d 1 . . C
C18A 0.03672(11) 0.23644(18) 0.19977(14) 0.0209(5) Uani d 1 . . C
H18A 0.0399 0.2039 0.2378 0.031 Uiso calc 1 . . H
H18B 0.0192 0.2006 0.1583 0.031 Uiso calc 1 . . H
H18C 0.0108 0.2859 0.1896 0.031 Uiso calc 1 . . H
C19 0.11628(10) 0.28295(15) 0.17294(12) 0.0123(4) Uani d 1 . . C
C20 0.07988(10) 0.27432(15) 0.10088(12) 0.0132(4) Uani d 1 . . C
H20 0.0394 0.2562 0.081 0.016 Uiso calc 1 . . H
C26 0.21752(10) 0.15318(16) 0.16588(12) 0.0143(4) Uani d 1 . . C
H26 0.1771 0.1645 0.1517 0.017 Uiso calc 1 . . H
C27 0.23572(11) 0.06961(15) 0.17144(13) 0.0165(5) Uani d 1 . . C
H27 0.2083 0.0248 0.1619 0.02 Uiso calc 1 . . H
C28 0.29406(12) 0.05213(16) 0.19099(13) 0.0183(5) Uani d 1 . . C
H28 0.3073 -0.0047 0.1946 0.022 Uiso calc 1 . . H
C29 0.33277(11) 0.11933(17) 0.20526(13) 0.0182(5) Uani d 1 . . C
H29 0.3732 0.1091 0.2189 0.022 Uiso calc 1 . . H
C30 0.31229(11) 0.20121(16) 0.19954(12) 0.0147(5) Uani d 1 . . C
H30 0.3394 0.2468 0.2099 0.018 Uiso calc 1 . . H
C32 0.13779(10) 0.48364(16) 0.13305(12) 0.0151(5) Uani d 1 . . C
H32 0.1103 0.4383 0.1217 0.018 Uiso calc 1 . . H
C33 0.11679(11) 0.56602(16) 0.12386(13) 0.0184(5) Uani d 1 . . C
H33 0.0755 0.5768 0.1065 0.022 Uiso calc 1 . . H
C34 0.15656(12) 0.63277(16) 0.14032(13) 0.0184(5) Uani d 1 . . C
H34 0.1432 0.6898 0.1344 0.022 Uiso calc 1 . . H
C35 0.21622(11) 0.61412(15) 0.16562(13) 0.0161(5) Uani d 1 . . C
H35 0.2446 0.6585 0.1776 0.019 Uiso calc 1 . . H
C36 0.23430(11) 0.53029(15) 0.17339(12) 0.0146(5) Uani d 1 . . C
H36 0.2753 0.5183 0.1906 0.018 Uiso calc 1 . . H
C1S 0.08470(16) 0.5215(2) -0.07462(18) 0.0401(8) Uani d 1 . . C
H1S 0.0867 0.4606 -0.0617 0.048 Uiso calc 1 . . H
Cl1S 0.15465(4) 0.56871(6) -0.01541(4) 0.0431(2) Uani d 1 . . Cl
Cl2S 0.06872(6) 0.52679(7) -0.15984(5) 0.0598(3) Uani d 1 . . Cl
Cl3S 0.02709(5) 0.57093(7) -0.07082(6) 0.0579(3) Uani d 1 . . Cl



#==========================================================

# MOLECULAR GEOMETRY

_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Rh1 C21 . 1.988(2) ?
Rh1 N22 . 2.0392(19) ?
Rh1 N24 . 2.0499(19) ?
Rh1 N25 . 2.059(2) ?
Rh1 N31 . 2.061(2) ?
Rh1 N23 . 2.1076(19) ?
C21 C4 . 1.416(3) ?
C21 C1 . 1.422(3) ?
N22 C6 . 1.379(3) ?
N22 C9 . 1.381(3) ?
N23 C11 . 1.370(3) ?
N23 C14 . 1.371(3) ?
N24 C16 . 1.378(3) ?
N24 C19 . 1.381(3) ?
N25 C26 . 1.346(3) ?
N25 C30 . 1.354(3) ?
N31 C36 . 1.339(3) ?
N31 C32 . 1.354(3) ?
C1 C20 . 1.388(3) ?
C1 C2 . 1.471(3) ?
C2 C2A . 1.387(3) ?
C2 C3 . 1.411(3) ?
C2A C2B . 1.394(3) ?
C2A H2A . 0.95 ?
C2B C3B . 1.377(4) ?
C2B H2B . 0.95 ?
C3 C3A . 1.384(3) ?
C3 C4 . 1.483(3) ?
C3A C3B . 1.403(3) ?
C3A H3A . 0.95 ?
C3B H3B . 0.95 ?
C4 C5 . 1.389(3) ?
C5 C6 . 1.392(3) ?
C5 H5 . 0.95 ?
C6 C7 . 1.441(3) ?
C7 C8 . 1.367(3) ?
C7 C7A . 1.495(3) ?
C7A H7A1 . 0.98 ?
C7A H7A2 . 0.98 ?
C7A H7A3 . 0.98 ?
C8 C9 . 1.446(3) ?
C8 C8A . 1.497(3) ?
C8A C8B . 1.520(4) ?
C8A H8A1 . 0.99 ?
C8A H8A2 . 0.99 ?
C8B H8B1 . 0.98 ?
C8B H8B2 . 0.98 ?
C8B H8B3 . 0.98 ?
C9 C10 . 1.396(3) ?
C10 C11 . 1.389(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.453(3) ?
C12 C13 . 1.367(3) ?
C12 C12A . 1.500(3) ?
C12A C12B . 1.532(4) ?
C12A H12A . 0.99 ?
C12A H12B . 0.99 ?
C12B H12C . 0.98 ?
C12B H12D . 0.98 ?
C12B H12E . 0.98 ?
C13 C14 . 1.457(3) ?
C13 C13A . 1.502(3) ?
C13A C13B . 1.529(4) ?
C13A H13A . 0.99 ?
C13A H13B . 0.99 ?
C13B H13C . 0.98 ?
C13B H13D . 0.98 ?
C13B H13E . 0.98 ?
C14 C15 . 1.384(3) ?
C15 C16 . 1.396(3) ?
C15 H15 . 0.95 ?
C16 C17 . 1.445(3) ?
C17 C18 . 1.367(3) ?
C17 C17A . 1.503(3) ?
C17A C17B . 1.532(4) ?
C17A H17A . 0.99 ?
C17A H17B . 0.99 ?
C17B H17C . 0.98 ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C18 C19 . 1.444(3) ?
C18 C18A . 1.499(3) ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19 C20 . 1.395(3) ?
C20 H20 . 0.95 ?
C26 C27 . 1.386(3) ?
C26 H26 . 0.95 ?
C27 C28 . 1.380(4) ?
C27 H27 . 0.95 ?
C28 C29 . 1.384(4) ?
C28 H28 . 0.95 ?
C29 C30 . 1.380(3) ?
C29 H29 . 0.95 ?
C30 H30 . 0.95 ?
C32 C33 . 1.384(3) ?
C32 H32 . 0.95 ?
C33 C34 . 1.387(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.383(3) ?
C34 H34 . 0.95 ?
C35 C36 . 1.385(3) ?
C35 H35 . 0.95 ?
C36 H36 . 0.95 ?
C1S Cl1S . 1.751(4) ?
C1S Cl3S . 1.760(4) ?
C1S Cl2S . 1.771(4) ?
C1S H1S . 1 ?

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
C21 Rh1 N22 90.58(8) . . ?
C21 Rh1 N24 90.55(8) . . ?
N22 Rh1 N24 178.78(8) . . ?
C21 Rh1 N25 89.68(8) . . ?
N22 Rh1 N25 88.91(8) . . ?
N24 Rh1 N25 90.65(8) . . ?
C21 Rh1 N31 89.01(9) . . ?
N22 Rh1 N31 90.13(8) . . ?
N24 Rh1 N31 90.34(8) . . ?
N25 Rh1 N31 178.37(8) . . ?
C21 Rh1 N23 179.96(11) . . ?
N22 Rh1 N23 89.46(7) . . ?
N24 Rh1 N23 89.41(7) . . ?
N25 Rh1 N23 90.31(7) . . ?
N31 Rh1 N23 91.00(8) . . ?
C4 C21 C1 108.19(19) . . ?
C4 C21 Rh1 126.04(17) . . ?
C1 C21 Rh1 125.77(17) . . ?
C6 N22 C9 106.68(18) . . ?
C6 N22 Rh1 126.87(15) . . ?
C9 N22 Rh1 126.28(15) . . ?
C11 N23 C14 107.03(19) . . ?
C11 N23 Rh1 126.50(15) . . ?
C14 N23 Rh1 126.40(15) . . ?
C16 N24 C19 106.48(19) . . ?
C16 N24 Rh1 126.10(15) . . ?
C19 N24 Rh1 127.42(15) . . ?
C26 N25 C30 117.8(2) . . ?
C26 N25 Rh1 121.31(16) . . ?
C30 N25 Rh1 120.92(16) . . ?
C36 N31 C32 118.0(2) . . ?
C36 N31 Rh1 120.65(16) . . ?
C32 N31 Rh1 121.31(16) . . ?
C20 C1 C21 126.6(2) . . ?
C20 C1 C2 125.0(2) . . ?
C21 C1 C2 108.4(2) . . ?
C2A C2 C3 120.6(2) . . ?
C2A C2 C1 131.7(2) . . ?
C3 C2 C1 107.7(2) . . ?
C2 C2A C2B 118.7(2) . . ?
C2 C2A H2A 120.7 . . ?
C2B C2A H2A 120.7 . . ?
C3B C2B C2A 120.8(2) . . ?
C3B C2B H2B 119.6 . . ?
C2A C2B H2B 119.6 . . ?
C3A C3 C2 120.4(2) . . ?
C3A C3 C4 132.3(2) . . ?
C2 C3 C4 107.3(2) . . ?
C3 C3A C3B 118.4(2) . . ?
C3 C3A H3A 120.8 . . ?
C3B C3A H3A 120.8 . . ?
C2B C3B C3A 121.2(2) . . ?
C2B C3B H3B 119.4 . . ?
C3A C3B H3B 119.4 . . ?
C5 C4 C21 126.4(2) . . ?
C5 C4 C3 125.3(2) . . ?
C21 C4 C3 108.3(2) . . ?
C4 C5 C6 124.7(2) . . ?
C4 C5 H5 117.7 . . ?
C6 C5 H5 117.7 . . ?
N22 C6 C5 125.3(2) . . ?
N22 C6 C7 109.6(2) . . ?
C5 C6 C7 125.1(2) . . ?
C8 C7 C6 107.3(2) . . ?
C8 C7 C7A 128.0(2) . . ?
C6 C7 C7A 124.7(2) . . ?
C7 C7A H7A1 109.5 . . ?
C7 C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C7 C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
C7 C8 C9 106.8(2) . . ?
C7 C8 C8A 127.8(2) . . ?
C9 C8 C8A 125.4(2) . . ?
C8 C8A C8B 113.6(2) . . ?
C8 C8A H8A1 108.8 . . ?
C8B C8A H8A1 108.8 . . ?
C8 C8A H8A2 108.8 . . ?
C8B C8A H8A2 108.8 . . ?
H8A1 C8A H8A2 107.7 . . ?
C8A C8B H8B1 109.5 . . ?
C8A C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C8A C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
N22 C9 C10 125.9(2) . . ?
N22 C9 C8 109.6(2) . . ?
C10 C9 C8 124.5(2) . . ?
C11 C10 C9 127.5(2) . . ?
C11 C10 H10 116.2 . . ?
C9 C10 H10 116.2 . . ?
N23 C11 C10 124.0(2) . . ?
N23 C11 C12 109.7(2) . . ?
C10 C11 C12 126.2(2) . . ?
C13 C12 C11 107.1(2) . . ?
C13 C12 C12A 128.2(2) . . ?
C11 C12 C12A 124.4(2) . . ?
C12 C12A C12B 110.8(2) . . ?
C12 C12A H12A 109.5 . . ?
C12B C12A H12A 109.5 . . ?
C12 C12A H12B 109.5 . . ?
C12B C12A H12B 109.5 . . ?
H12A C12A H12B 108.1 . . ?
C12A C12B H12C 109.5 . . ?
C12A C12B H12D 109.5 . . ?
H12C C12B H12D 109.5 . . ?
C12A C12B H12E 109.5 . . ?
H12C C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C12 C13 C14 106.4(2) . . ?
C12 C13 C13A 129.4(2) . . ?
C14 C13 C13A 124.2(2) . . ?
C13 C13A C13B 114.2(2) . . ?
C13 C13A H13A 108.7 . . ?
C13B C13A H13A 108.7 . . ?
C13 C13A H13B 108.7 . . ?
C13B C13A H13B 108.7 . . ?
H13A C13A H13B 107.6 . . ?
C13A C13B H13C 109.5 . . ?
C13A C13B H13D 109.5 . . ?
H13C C13B H13D 109.5 . . ?
C13A C13B H13E 109.5 . . ?
H13C C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
N23 C14 C15 124.5(2) . . ?
N23 C14 C13 109.9(2) . . ?
C15 C14 C13 125.6(2) . . ?
C14 C15 C16 127.5(2) . . ?
C14 C15 H15 116.3 . . ?
C16 C15 H15 116.3 . . ?
N24 C16 C15 126.1(2) . . ?
N24 C16 C17 109.9(2) . . ?
C15 C16 C17 124.0(2) . . ?
C18 C17 C16 106.9(2) . . ?
C18 C17 C17A 128.3(2) . . ?
C16 C17 C17A 124.9(2) . . ?
C17 C17A C17B 114.2(2) . . ?
C17 C17A H17A 108.7 . . ?
C17B C17A H17A 108.7 . . ?
C17 C17A H17B 108.7 . . ?
C17B C17A H17B 108.7 . . ?
H17A C17A H17B 107.6 . . ?
C17A C17B H17C 109.5 . . ?
C17A C17B H17D 109.5 . . ?
H17C C17B H17D 109.5 . . ?
C17A C17B H17E 109.5 . . ?
H17C C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C17 C18 C19 107.1(2) . . ?
C17 C18 C18A 127.9(2) . . ?
C19 C18 C18A 125.1(2) . . ?
C18 C18A H18A 109.5 . . ?
C18 C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C18 C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
N24 C19 C20 124.4(2) . . ?
N24 C19 C18 109.7(2) . . ?
C20 C19 C18 125.9(2) . . ?
C1 C20 C19 125.3(2) . . ?
C1 C20 H20 117.3 . . ?
C19 C20 H20 117.3 . . ?
N25 C26 C27 122.5(2) . . ?
N25 C26 H26 118.8 . . ?
C27 C26 H26 118.8 . . ?
C28 C27 C26 119.4(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 118.4(2) . . ?
C27 C28 H28 120.8 . . ?
C29 C28 H28 120.8 . . ?
C30 C29 C28 119.6(2) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
N25 C30 C29 122.3(2) . . ?
N25 C30 H30 118.8 . . ?
C29 C30 H30 118.8 . . ?
N31 C32 C33 122.2(2) . . ?
N31 C32 H32 118.9 . . ?
C33 C32 H32 118.9 . . ?
C32 C33 C34 119.4(2) . . ?
C32 C33 H33 120.3 . . ?
C34 C33 H33 120.3 . . ?
C35 C34 C33 118.3(2) . . ?
C35 C34 H34 120.9 . . ?
C33 C34 H34 120.9 . . ?
C34 C35 C36 119.5(2) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
N31 C36 C35 122.6(2) . . ?
N31 C36 H36 118.7 . . ?
C35 C36 H36 118.7 . . ?
Cl1S C1S Cl3S 110.35(19) . . ?
Cl1S C1S Cl2S 110.4(2) . . ?
Cl3S C1S Cl2S 110.62(19) . . ?
Cl1S C1S H1S 108.5 . . ?
Cl3S C1S H1S 108.5 . . ?
Cl2S C1S H1S 108.5 . . ?

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
C4 C21 C1 C20 178.1(2) . . . . ?
Rh1 C21 C1 C20 -1.7(4) . . . . ?
C4 C21 C1 C2 -1.9(3) . . . . ?
Rh1 C21 C1 C2 178.29(16) . . . . ?
C20 C1 C2 C2A 2.7(4) . . . . ?
C21 C1 C2 C2A -177.3(3) . . . . ?
C20 C1 C2 C3 -178.2(2) . . . . ?
C21 C1 C2 C3 1.9(3) . . . . ?
C3 C2 C2A C2B -0.9(4) . . . . ?
C1 C2 C2A C2B 178.2(2) . . . . ?
C2 C2A C2B C3B 1.4(4) . . . . ?
C2A C2 C3 C3A -0.4(4) . . . . ?
C1 C2 C3 C3A -179.6(2) . . . . ?
C2A C2 C3 C4 178.2(2) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C3A C3B 1.1(4) . . . . ?
C4 C3 C3A C3B -177.1(3) . . . . ?
C2A C2B C3B C3A -0.6(4) . . . . ?
C3 C3A C3B C2B -0.6(4) . . . . ?
C1 C21 C4 C5 -178.3(2) . . . . ?
Rh1 C21 C4 C5 1.4(4) . . . . ?
C1 C21 C4 C3 1.3(3) . . . . ?
Rh1 C21 C4 C3 -178.95(16) . . . . ?
C3A C3 C4 C5 -2.1(4) . . . . ?
C2 C3 C4 C5 179.5(2) . . . . ?
C3A C3 C4 C21 178.2(3) . . . . ?
C2 C3 C4 C21 -0.1(3) . . . . ?
C21 C4 C5 C6 -2.4(4) . . . . ?
C3 C4 C5 C6 178.1(2) . . . . ?
C9 N22 C6 C5 179.9(2) . . . . ?
Rh1 N22 C6 C5 4.6(4) . . . . ?
C9 N22 C6 C7 0.1(3) . . . . ?
Rh1 N22 C6 C7 -175.23(16) . . . . ?
C4 C5 C6 N22 -0.8(4) . . . . ?
C4 C5 C6 C7 179.0(2) . . . . ?
N22 C6 C7 C8 0.5(3) . . . . ?
C5 C6 C7 C8 -179.3(2) . . . . ?
N22 C6 C7 C7A -178.7(2) . . . . ?
C5 C6 C7 C7A 1.4(4) . . . . ?
C6 C7 C8 C9 -0.8(3) . . . . ?
C7A C7 C8 C9 178.4(2) . . . . ?
C6 C7 C8 C8A 178.5(2) . . . . ?
C7A C7 C8 C8A -2.3(4) . . . . ?
C7 C8 C8A C8B 95.3(3) . . . . ?
C9 C8 C8A C8B -85.5(3) . . . . ?
C6 N22 C9 C10 179.8(2) . . . . ?
Rh1 N22 C9 C10 -4.9(3) . . . . ?
C6 N22 C9 C8 -0.6(3) . . . . ?
Rh1 N22 C9 C8 174.75(16) . . . . ?
C7 C8 C9 N22 0.9(3) . . . . ?
C8A C8 C9 N22 -178.4(2) . . . . ?
C7 C8 C9 C10 -179.4(2) . . . . ?
C8A C8 C9 C10 1.2(4) . . . . ?
N22 C9 C10 C11 3.6(4) . . . . ?
C8 C9 C10 C11 -176.0(2) . . . . ?
C14 N23 C11 C10 177.2(2) . . . . ?
Rh1 N23 C11 C10 -5.8(3) . . . . ?
C14 N23 C11 C12 -0.8(3) . . . . ?
Rh1 N23 C11 C12 176.26(15) . . . . ?
C9 C10 C11 N23 2.2(4) . . . . ?
C9 C10 C11 C12 179.8(2) . . . . ?
N23 C11 C12 C13 1.1(3) . . . . ?
C10 C11 C12 C13 -176.8(2) . . . . ?
N23 C11 C12 C12A -173.2(2) . . . . ?
C10 C11 C12 C12A 9.0(4) . . . . ?
C13 C12 C12A C12B -92.0(3) . . . . ?
C11 C12 C12A C12B 81.1(3) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C12A C12 C13 C14 173.1(2) . . . . ?
C11 C12 C13 C13A -177.9(2) . . . . ?
C12A C12 C13 C13A -3.9(4) . . . . ?
C12 C13 C13A C13B -106.6(3) . . . . ?
C14 C13 C13A C13B 76.9(3) . . . . ?
C11 N23 C14 C15 178.0(2) . . . . ?
Rh1 N23 C14 C15 1.0(3) . . . . ?
C11 N23 C14 C13 0.2(3) . . . . ?
Rh1 N23 C14 C13 -176.85(15) . . . . ?
C12 C13 C14 N23 0.5(3) . . . . ?
C13A C13 C14 N23 177.7(2) . . . . ?
C12 C13 C14 C15 -177.3(2) . . . . ?
C13A C13 C14 C15 -0.1(4) . . . . ?
N23 C14 C15 C16 -0.4(4) . . . . ?
C13 C14 C15 C16 177.1(2) . . . . ?
C19 N24 C16 C15 -178.6(2) . . . . ?
Rh1 N24 C16 C15 1.7(3) . . . . ?
C19 N24 C16 C17 1.0(3) . . . . ?
Rh1 N24 C16 C17 -178.69(16) . . . . ?
C14 C15 C16 N24 -1.1(4) . . . . ?
C14 C15 C16 C17 179.4(2) . . . . ?
N24 C16 C17 C18 -1.0(3) . . . . ?
C15 C16 C17 C18 178.6(2) . . . . ?
N24 C16 C17 C17A 178.3(2) . . . . ?
C15 C16 C17 C17A -2.1(4) . . . . ?
C18 C17 C17A C17B 107.0(3) . . . . ?
C16 C17 C17A C17B -72.2(3) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
C17A C17 C18 C19 -178.7(2) . . . . ?
C16 C17 C18 C18A -178.1(2) . . . . ?
C17A C17 C18 C18A 2.5(4) . . . . ?
C16 N24 C19 C20 179.8(2) . . . . ?
Rh1 N24 C19 C20 -0.5(3) . . . . ?
C16 N24 C19 C18 -0.6(3) . . . . ?
Rh1 N24 C19 C18 179.10(16) . . . . ?
C17 C18 C19 N24 -0.1(3) . . . . ?
C18A C18 C19 N24 178.8(2) . . . . ?
C17 C18 C19 C20 179.5(2) . . . . ?
C18A C18 C19 C20 -1.6(4) . . . . ?
C21 C1 C20 C19 0.2(4) . . . . ?
C2 C1 C20 C19 -179.7(2) . . . . ?
N24 C19 C20 C1 0.9(4) . . . . ?
C18 C19 C20 C1 -178.6(2) . . . . ?
C30 N25 C26 C27 0.3(3) . . . . ?
Rh1 N25 C26 C27 179.55(18) . . . . ?
N25 C26 C27 C28 -0.9(4) . . . . ?
C26 C27 C28 C29 0.8(4) . . . . ?
C27 C28 C29 C30 -0.1(4) . . . . ?
C26 N25 C30 C29 0.4(3) . . . . ?
Rh1 N25 C30 C29 -178.83(18) . . . . ?
C28 C29 C30 N25 -0.5(4) . . . . ?
C36 N31 C32 C33 0.0(3) . . . . ?
Rh1 N31 C32 C33 -179.60(18) . . . . ?
N31 C32 C33 C34 0.0(4) . . . . ?
C32 C33 C34 C35 -0.1(4) . . . . ?
C33 C34 C35 C36 0.3(4) . . . . ?
C32 N31 C36 C35 0.2(3) . . . . ?
Rh1 N31 C36 C35 179.82(18) . . . . ?
C34 C35 C36 N31 -0.4(4) . . . . ?

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

data_compound10b
_database_code_depnum_ccdc_archive 'CCDC 1491762'
_audit_update_record             
;
2016-08-06 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;

_audit_creation_date             2016-08-05T19:25:08-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#==========================================================

# CHEMICAL DATA

_chemical_name_systematic        
'(8,12,13,17-tetraethyl-7,18-dimethyl-21-carbabenzo(b)porphyrinato)-dipyridyl-iridium(iii) chloroform solvate'

# Note name reflects presence of solvent which was present, but not modeled,
# rather treated via SQUEEZE 


_chemical_formula_moiety         'C45 H44 Ir N5'
_chemical_formula_sum            'C45 H44 Ir N5'
_chemical_formula_weight         847.05

#==========================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_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_
_symmetry_equiv_pos_as_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                   26.5093(10)
_cell_length_b                   15.8108(6)
_cell_length_c                   23.0204(9)
_cell_angle_alpha                90
_cell_angle_beta                 123.126(2)
_cell_angle_gamma                90
_cell_volume                     8080.4(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9815
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      27.49
_cell_measurement_temperature    100(2)
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.015
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3408
_exptl_absorpt_coefficient_mu    3.341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6281
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'Apex2 v2014.7-1 (Bruker, 2014)'
_shelx_estimated_absorpt_T_min   0.577
_shelx_estimated_absorpt_T_max   0.952

#==========================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_details      
;
A total of 3672 frames were collected.  
The total exposure time was 10.20 hours.
;
_diffrn_reflns_number            159684
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_theta_min         1.599
_diffrn_reflns_theta_max         32.353
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==========================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   iterative
_atom_sites_solution_hydrogens   geom

#==========================================================

# REFINEMENT DATA

_refine_special_details          
;PLATON SQUEEZE was used to correct for the presence of
one disordered chloroform molecule per main residue.
430 electrons in the unit cell is consistent with one
CHCl3 (58 electrons each; 464 electrons in a unit cell) 
per main residue with perhaps some solvent loss having 
occurred.
All non-H atoms were refined anisotropically.  Most H 
atoms were identifiable in the difference Fourier; however, 
all H atoms were included in the refinement in the 
riding-model approximation  
(C--H = 0.95, 0.98, and 0.99 Å for 
Ar--H, CH₃, and CH₂; 
Uiso(H) = 1.2Ueq(C) 
except for methyl groups, where 
Uiso(H) = 1.5Ueq(C))., SQUEEZE
;

_reflns_number_total             13947
_reflns_number_gt                10958
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1478
_refine_ls_goodness_of_fit_ref   1.09
_refine_ls_restrained_S_all      1.09
_refine_ls_number_reflns         13947
_refine_ls_number_parameters     462
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0823P)²+56.1660P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.439
_refine_diff_density_min         -7.738
_refine_diff_density_rms         0.253
_refine_ls_extinction_method     none
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 0 '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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 & SAINT (Bruker, 2013)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis,2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#==========================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ir1 0.22679(2) 0.33959(2) 0.17098(2) 0.01016(6) Uani d 1 . . Ir
C21 0.1572(2) 0.3141(3) 0.0749(2) 0.0115(8) Uani d 1 . . C
N22 0.27848(17) 0.3715(3) 0.1334(2) 0.0119(7) Uani d 1 . . N
N23 0.29948(17) 0.3662(2) 0.2717(2) 0.0116(7) Uani d 1 . . N
N24 0.17597(17) 0.3074(2) 0.2100(2) 0.0113(7) Uani d 1 . . N
N25 0.25593(18) 0.2162(3) 0.1816(2) 0.0130(7) Uani d 1 . . N
N31 0.19755(18) 0.4636(2) 0.1586(2) 0.0132(7) Uani d 1 . . N
C1 0.0988(2) 0.2874(3) 0.0559(2) 0.0136(8) Uani d 1 . . C
C2 0.0603(2) 0.2802(3) -0.0201(2) 0.0135(8) Uani d 1 . . C
C2A -0.0004(2) 0.2615(3) -0.0640(3) 0.0178(9) Uani d 1 . . C
H2A -0.0245 0.2499 -0.0459 0.021 Uiso calc 1 . . H
C2B -0.0253(2) 0.2600(4) -0.1350(3) 0.0219(10) Uani d 1 . . C
H2B -0.0667 0.2468 -0.1657 0.026 Uiso calc 1 . . H
C3 0.0963(2) 0.2992(3) -0.0462(2) 0.0159(9) Uani d 1 . . C
C3A 0.0711(2) 0.2973(4) -0.1174(3) 0.0244(11) Uani d 1 . . C
H3A 0.0949 0.309 -0.1356 0.029 Uiso calc 1 . . H
C3B 0.0095(3) 0.2776(4) -0.1617(3) 0.0298(13) Uani d 1 . . C
H3B -0.0084 0.2762 -0.2105 0.036 Uiso calc 1 . . H
C4 0.1565(2) 0.3210(3) 0.0126(3) 0.0138(8) Uani d 1 . . C
C5 0.2053(2) 0.3441(3) 0.0090(2) 0.0147(8) Uani d 1 . . C
H5 0.1995 0.3443 -0.0356 0.018 Uiso calc 1 . . H
C6 0.2622(2) 0.3671(3) 0.0652(2) 0.0122(8) Uani d 1 . . C
C7 0.3127(2) 0.3901(3) 0.0615(3) 0.0156(9) Uani d 1 . . C
C7A 0.3121(2) 0.3936(4) -0.0038(3) 0.0206(10) Uani d 1 . . C
H7A1 0.2894 0.4434 -0.0308 0.031 Uiso calc 1 . . H
H7A2 0.2931 0.3424 -0.0311 0.031 Uiso calc 1 . . H
H7A3 0.3536 0.3974 0.0079 0.031 Uiso calc 1 . . H
C8 0.3599(2) 0.4070(3) 0.1272(2) 0.0153(9) Uani d 1 . . C
C8A 0.4226(2) 0.4339(4) 0.1508(3) 0.0217(10) Uani d 1 . . C
H8A1 0.4323 0.411 0.118 0.026 Uiso calc 1 . . H
H8A2 0.4511 0.4083 0.1967 0.026 Uiso calc 1 . . H
C8B 0.4326(3) 0.5281(4) 0.1563(4) 0.0344(14) Uani d 1 . . C
H8B1 0.4745 0.54 0.172 0.052 Uiso calc 1 . . H
H8B2 0.4055 0.5541 0.1108 0.052 Uiso calc 1 . . H
H8B3 0.4243 0.5514 0.1897 0.052 Uiso calc 1 . . H
C9 0.3382(2) 0.3964(3) 0.1722(2) 0.0128(8) Uani d 1 . . C
C10 0.3725(2) 0.4101(3) 0.2442(2) 0.0146(8) Uani d 1 . . C
H10 0.4123 0.4305 0.2635 0.017 Uiso calc 1 . . H
C11 0.3547(2) 0.3970(3) 0.2903(2) 0.0134(8) Uani d 1 . . C
C12 0.3911(2) 0.4121(3) 0.3642(2) 0.0135(8) Uani d 1 . . C
C12A 0.4515(2) 0.4543(3) 0.4016(3) 0.0167(9) Uani d 1 . . C
H12A 0.4742 0.4361 0.3811 0.02 Uiso calc 1 . . H
H12B 0.4746 0.4372 0.451 0.02 Uiso calc 1 . . H
C12B 0.4442(2) 0.5521(3) 0.3964(3) 0.0241(11) Uani d 1 . . C
H12C 0.4841 0.5786 0.4211 0.036 Uiso calc 1 . . H
H12D 0.4218 0.569 0.3475 0.036 Uiso calc 1 . . H
H12E 0.4222 0.5702 0.4173 0.036 Uiso calc 1 . . H
C13 0.3577(2) 0.3875(3) 0.3900(2) 0.0139(8) Uani d 1 . . C
C13A 0.3739(2) 0.3914(3) 0.4637(3) 0.0181(9) Uani d 1 . . C
H13A 0.3399 0.4171 0.4637 0.022 Uiso calc 1 . . H
H13B 0.4091 0.4292 0.4905 0.022 Uiso calc 1 . . H
C13B 0.3887(3) 0.3060(4) 0.5010(3) 0.0264(12) Uani d 1 . . C
H13C 0.3987 0.3144 0.5483 0.04 Uiso calc 1 . . H
H13D 0.3538 0.2684 0.4758 0.04 Uiso calc 1 . . H
H13E 0.4232 0.2805 0.5026 0.04 Uiso calc 1 . . H
C14 0.3003(2) 0.3589(3) 0.3317(2) 0.0128(8) Uani d 1 . . C
C15 0.2513(2) 0.3315(3) 0.3338(3) 0.0149(9) Uani d 1 . . C
H15 0.2574 0.3291 0.3785 0.018 Uiso calc 1 . . H
C16 0.1951(2) 0.3076(3) 0.2790(2) 0.0139(8) Uani d 1 . . C
C17 0.1466(2) 0.2791(3) 0.2856(3) 0.0167(9) Uani d 1 . . C
C17A 0.1511(3) 0.2711(4) 0.3538(3) 0.0288(12) Uani d 1 . . C
H17A 0.1101 0.2658 0.3445 0.035 Uiso calc 1 . . H
H17B 0.1694 0.3232 0.3813 0.035 Uiso calc 1 . . H
C17B 0.1903(4) 0.1915(7) 0.3980(5) 0.059(2) Uani d 1 . . C
H17C 0.1919 0.189 0.4415 0.089 Uiso calc 1 . . H
H17D 0.1718 0.1396 0.3714 0.089 Uiso calc 1 . . H
H17E 0.2312 0.197 0.4082 0.089 Uiso calc 1 . . H
C18 0.0985(2) 0.2628(3) 0.2205(3) 0.0174(9) Uani d 1 . . C
C18A 0.0369(2) 0.2338(4) 0.1996(3) 0.0228(11) Uani d 1 . . C
H18A 0.0387 0.2098 0.2399 0.034 Uiso calc 1 . . H
H18B 0.0227 0.1905 0.1634 0.034 Uiso calc 1 . . H
H18C 0.0091 0.2819 0.1817 0.034 Uiso calc 1 . . H
C19 0.1167(2) 0.2808(3) 0.1730(3) 0.0144(8) Uani d 1 . . C
C20 0.0805(2) 0.2713(3) 0.1009(2) 0.0134(8) Uani d 1 . . C
H20 0.0404 0.2524 0.0812 0.016 Uiso calc 1 . . H
C26 0.2183(2) 0.1507(3) 0.1670(3) 0.0161(9) Uani d 1 . . C
H26 0.1777 0.1625 0.1515 0.019 Uiso calc 1 . . H
C27 0.2361(2) 0.0672(3) 0.1734(3) 0.0195(10) Uani d 1 . . C
H27 0.2086 0.0227 0.1644 0.023 Uiso calc 1 . . H
C28 0.2954(2) 0.0493(3) 0.1935(3) 0.0217(10) Uani d 1 . . C
H28 0.3088 -0.0073 0.1974 0.026 Uiso calc 1 . . H
C29 0.3336(2) 0.1165(3) 0.2076(3) 0.0211(10) Uani d 1 . . C
H29 0.374 0.1065 0.2214 0.025 Uiso calc 1 . . H
C30 0.3129(2) 0.1984(3) 0.2015(3) 0.0164(9) Uani d 1 . . C
H30 0.34 0.2439 0.2119 0.02 Uiso calc 1 . . H
C32 0.1390(2) 0.4813(3) 0.1342(3) 0.0189(9) Uani d 1 . . C
H32 0.1118 0.436 0.1241 0.023 Uiso calc 1 . . H
C33 0.1180(3) 0.5640(3) 0.1237(3) 0.0232(11) Uani d 1 . . C
H33 0.077 0.5751 0.1069 0.028 Uiso calc 1 . . H
C34 0.1576(3) 0.6301(3) 0.1381(3) 0.0241(11) Uani d 1 . . C
H34 0.1441 0.6871 0.1312 0.029 Uiso calc 1 . . H
C35 0.2165(3) 0.6115(3) 0.1626(3) 0.0226(11) Uani d 1 . . C
H35 0.2443 0.656 0.1728 0.027 Uiso calc 1 . . H
C36 0.2358(2) 0.5277(3) 0.1724(3) 0.0176(9) Uani d 1 . . C
H36 0.2767 0.5157 0.1892 0.021 Uiso calc 1 . . H



#==========================================================

# MOLECULAR GEOMETRY

_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 C21 . 1.999(4) ?
Ir1 N22 . 2.043(4) ?
Ir1 N24 . 2.050(4) ?
Ir1 N25 . 2.063(4) ?
Ir1 N31 . 2.070(4) ?
Ir1 N23 . 2.094(4) ?
C21 C1 . 1.426(6) ?
C21 C4 . 1.428(7) ?
N22 C9 . 1.383(6) ?
N22 C6 . 1.385(6) ?
N23 C11 . 1.371(6) ?
N23 C14 . 1.373(6) ?
N24 C16 . 1.378(6) ?
N24 C19 . 1.382(6) ?
N25 C30 . 1.346(6) ?
N25 C26 . 1.346(6) ?
N31 C36 . 1.343(6) ?
N31 C32 . 1.359(6) ?
C1 C20 . 1.383(6) ?
C1 C2 . 1.471(6) ?
C2 C2A . 1.386(6) ?
C2 C3 . 1.411(7) ?
C2A C2B . 1.388(7) ?
C2A H2A . 0.95 ?
C2B C3B . 1.388(8) ?
C2B H2B . 0.95 ?
C3 C3A . 1.391(7) ?
C3 C4 . 1.461(6) ?
C3A C3B . 1.408(7) ?
C3A H3A . 0.95 ?
C3B H3B . 0.95 ?
C4 C5 . 1.391(7) ?
C5 C6 . 1.395(7) ?
C5 H5 . 0.95 ?
C6 C7 . 1.435(6) ?
C7 C8 . 1.362(7) ?
C7 C7A . 1.495(7) ?
C7A H7A1 . 0.98 ?
C7A H7A2 . 0.98 ?
C7A H7A3 . 0.98 ?
C8 C9 . 1.445(6) ?
C8 C8A . 1.500(7) ?
C8A C8B . 1.506(8) ?
C8A H8A1 . 0.99 ?
C8A H8A2 . 0.99 ?
C8B H8B1 . 0.98 ?
C8B H8B2 . 0.98 ?
C8B H8B3 . 0.98 ?
C9 C10 . 1.404(6) ?
C10 C11 . 1.394(7) ?
C10 H10 . 0.95 ?
C11 C12 . 1.445(6) ?
C12 C13 . 1.365(7) ?
C12 C12A . 1.498(7) ?
C12A C12B . 1.554(7) ?
C12A H12A . 0.99 ?
C12A H12B . 0.99 ?
C12B H12C . 0.98 ?
C12B H12D . 0.98 ?
C12B H12E . 0.98 ?
C13 C14 . 1.445(6) ?
C13 C13A . 1.507(7) ?
C13A C13B . 1.531(8) ?
C13A H13A . 0.99 ?
C13A H13B . 0.99 ?
C13B H13C . 0.98 ?
C13B H13D . 0.98 ?
C13B H13E . 0.98 ?
C14 C15 . 1.395(7) ?
C15 C16 . 1.380(7) ?
C15 H15 . 0.95 ?
C16 C17 . 1.448(7) ?
C17 C18 . 1.360(7) ?
C17 C17A . 1.512(7) ?
C17A C17B . 1.595(12) ?
C17A H17A . 0.99 ?
C17A H17B . 0.99 ?
C17B H17C . 0.98 ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C18 C19 . 1.443(7) ?
C18 C18A . 1.499(7) ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19 C20 . 1.400(7) ?
C20 H20 . 0.95 ?
C26 C27 . 1.383(7) ?
C26 H26 . 0.95 ?
C27 C28 . 1.403(8) ?
C27 H27 . 0.95 ?
C28 C29 . 1.378(8) ?
C28 H28 . 0.95 ?
C29 C30 . 1.384(7) ?
C29 H29 . 0.95 ?
C30 H30 . 0.95 ?
C32 C33 . 1.390(7) ?
C32 H32 . 0.95 ?
C33 C34 . 1.387(8) ?
C33 H33 . 0.95 ?
C34 C35 . 1.373(8) ?
C34 H34 . 0.95 ?
C35 C36 . 1.393(7) ?
C35 H35 . 0.95 ?
C36 H36 . 0.95 ?

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
C21 Ir1 N22 90.47(17) . . ?
C21 Ir1 N24 90.29(17) . . ?
N22 Ir1 N24 179.21(15) . . ?
C21 Ir1 N25 90.00(17) . . ?
N22 Ir1 N25 89.37(16) . . ?
N24 Ir1 N25 90.38(15) . . ?
C21 Ir1 N31 89.36(17) . . ?
N22 Ir1 N31 89.75(16) . . ?
N24 Ir1 N31 90.50(16) . . ?
N25 Ir1 N31 178.91(15) . . ?
C21 Ir1 N23 179.81(17) . . ?
N22 Ir1 N23 89.72(15) . . ?
N24 Ir1 N23 89.53(15) . . ?
N25 Ir1 N23 90.02(15) . . ?
N31 Ir1 N23 90.62(15) . . ?
C1 C21 C4 107.4(4) . . ?
C1 C21 Ir1 126.2(3) . . ?
C4 C21 Ir1 126.5(3) . . ?
C9 N22 C6 106.5(4) . . ?
C9 N22 Ir1 126.3(3) . . ?
C6 N22 Ir1 127.0(3) . . ?
C11 N23 C14 106.8(4) . . ?
C11 N23 Ir1 126.6(3) . . ?
C14 N23 Ir1 126.6(3) . . ?
C16 N24 C19 106.7(4) . . ?
C16 N24 Ir1 126.1(3) . . ?
C19 N24 Ir1 127.2(3) . . ?
C30 N25 C26 117.7(4) . . ?
C30 N25 Ir1 121.0(3) . . ?
C26 N25 Ir1 121.3(3) . . ?
C36 N31 C32 119.1(4) . . ?
C36 N31 Ir1 120.3(3) . . ?
C32 N31 Ir1 120.6(3) . . ?
C20 C1 C21 126.2(4) . . ?
C20 C1 C2 125.2(4) . . ?
C21 C1 C2 108.6(4) . . ?
C2A C2 C3 121.4(4) . . ?
C2A C2 C1 131.2(4) . . ?
C3 C2 C1 107.4(4) . . ?
C2 C2A C2B 118.5(5) . . ?
C2 C2A H2A 120.7 . . ?
C2B C2A H2A 120.7 . . ?
C3B C2B C2A 121.1(5) . . ?
C3B C2B H2B 119.5 . . ?
C2A C2B H2B 119.5 . . ?
C3A C3 C2 119.7(4) . . ?
C3A C3 C4 132.4(5) . . ?
C2 C3 C4 107.8(4) . . ?
C3 C3A C3B 118.7(5) . . ?
C3 C3A H3A 120.7 . . ?
C3B C3A H3A 120.7 . . ?
C2B C3B C3A 120.6(5) . . ?
C2B C3B H3B 119.7 . . ?
C3A C3B H3B 119.7 . . ?
C5 C4 C21 125.2(4) . . ?
C5 C4 C3 126.0(4) . . ?
C21 C4 C3 108.7(4) . . ?
C4 C5 C6 125.7(4) . . ?
C4 C5 H5 117.2 . . ?
C6 C5 H5 117.2 . . ?
N22 C6 C5 125.0(4) . . ?
N22 C6 C7 109.4(4) . . ?
C5 C6 C7 125.6(4) . . ?
C8 C7 C6 107.7(4) . . ?
C8 C7 C7A 127.4(4) . . ?
C6 C7 C7A 124.9(4) . . ?
C7 C7A H7A1 109.5 . . ?
C7 C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C7 C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
C7 C8 C9 106.8(4) . . ?
C7 C8 C8A 128.4(4) . . ?
C9 C8 C8A 124.7(4) . . ?
C8 C8A C8B 114.8(5) . . ?
C8 C8A H8A1 108.6 . . ?
C8B C8A H8A1 108.6 . . ?
C8 C8A H8A2 108.6 . . ?
C8B C8A H8A2 108.6 . . ?
H8A1 C8A H8A2 107.5 . . ?
C8A C8B H8B1 109.5 . . ?
C8A C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C8A C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
N22 C9 C10 125.6(4) . . ?
N22 C9 C8 109.5(4) . . ?
C10 C9 C8 124.9(4) . . ?
C11 C10 C9 127.2(4) . . ?
C11 C10 H10 116.4 . . ?
C9 C10 H10 116.4 . . ?
N23 C11 C10 124.3(4) . . ?
N23 C11 C12 109.7(4) . . ?
C10 C11 C12 126.0(4) . . ?
C13 C12 C11 106.9(4) . . ?
C13 C12 C12A 128.4(4) . . ?
C11 C12 C12A 124.4(4) . . ?
C12 C12A C12B 110.5(4) . . ?
C12 C12A H12A 109.5 . . ?
C12B C12A H12A 109.5 . . ?
C12 C12A H12B 109.5 . . ?
C12B C12A H12B 109.5 . . ?
H12A C12A H12B 108.1 . . ?
C12A C12B H12C 109.5 . . ?
C12A C12B H12D 109.5 . . ?
H12C C12B H12D 109.5 . . ?
C12A C12B H12E 109.5 . . ?
H12C C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C12 C13 C14 106.8(4) . . ?
C12 C13 C13A 128.6(4) . . ?
C14 C13 C13A 124.6(4) . . ?
C13 C13A C13B 114.9(4) . . ?
C13 C13A H13A 108.5 . . ?
C13B C13A H13A 108.5 . . ?
C13 C13A H13B 108.5 . . ?
C13B C13A H13B 108.5 . . ?
H13A C13A H13B 107.5 . . ?
C13A C13B H13C 109.5 . . ?
C13A C13B H13D 109.5 . . ?
H13C C13B H13D 109.5 . . ?
C13A C13B H13E 109.5 . . ?
H13C C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
N23 C14 C15 123.9(4) . . ?
N23 C14 C13 109.8(4) . . ?
C15 C14 C13 126.2(5) . . ?
C16 C15 C14 127.8(5) . . ?
C16 C15 H15 116.1 . . ?
C14 C15 H15 116.1 . . ?
N24 C16 C15 126.0(4) . . ?
N24 C16 C17 109.5(4) . . ?
C15 C16 C17 124.5(4) . . ?
C18 C17 C16 107.1(4) . . ?
C18 C17 C17A 128.5(5) . . ?
C16 C17 C17A 124.4(5) . . ?
C17 C17A C17B 112.5(6) . . ?
C17 C17A H17A 109.1 . . ?
C17B C17A H17A 109.1 . . ?
C17 C17A H17B 109.1 . . ?
C17B C17A H17B 109.1 . . ?
H17A C17A H17B 107.8 . . ?
C17A C17B H17C 109.5 . . ?
C17A C17B H17D 109.5 . . ?
H17C C17B H17D 109.5 . . ?
C17A C17B H17E 109.5 . . ?
H17C C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C17 C18 C19 107.3(4) . . ?
C17 C18 C18A 127.8(5) . . ?
C19 C18 C18A 124.9(5) . . ?
C18 C18A H18A 109.5 . . ?
C18 C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C18 C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
N24 C19 C20 125.0(4) . . ?
N24 C19 C18 109.4(4) . . ?
C20 C19 C18 125.6(4) . . ?
C1 C20 C19 125.2(4) . . ?
C1 C20 H20 117.4 . . ?
C19 C20 H20 117.4 . . ?
N25 C26 C27 123.0(5) . . ?
N25 C26 H26 118.5 . . ?
C27 C26 H26 118.5 . . ?
C26 C27 C28 118.8(5) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C29 C28 C27 118.0(5) . . ?
C29 C28 H28 121 . . ?
C27 C28 H28 121 . . ?
C28 C29 C30 119.8(5) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
N25 C30 C29 122.6(5) . . ?
N25 C30 H30 118.7 . . ?
C29 C30 H30 118.7 . . ?
N31 C32 C33 121.6(5) . . ?
N31 C32 H32 119.2 . . ?
C33 C32 H32 119.2 . . ?
C34 C33 C32 119.3(5) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C35 C34 C33 118.6(5) . . ?
C35 C34 H34 120.7 . . ?
C33 C34 H34 120.7 . . ?
C34 C35 C36 120.3(5) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
N31 C36 C35 121.1(5) . . ?
N31 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C21 C1 C20 178.6(5) . . . . ?
Ir1 C21 C1 C20 -2.6(7) . . . . ?
C4 C21 C1 C2 -1.9(5) . . . . ?
Ir1 C21 C1 C2 176.9(3) . . . . ?
C20 C1 C2 C2A 3.7(8) . . . . ?
C21 C1 C2 C2A -175.8(5) . . . . ?
C20 C1 C2 C3 -178.1(5) . . . . ?
C21 C1 C2 C3 2.3(5) . . . . ?
C3 C2 C2A C2B 1.3(8) . . . . ?
C1 C2 C2A C2B 179.2(5) . . . . ?
C2 C2A C2B C3B -0.6(9) . . . . ?
C2A C2 C3 C3A -1.6(8) . . . . ?
C1 C2 C3 C3A -180.0(5) . . . . ?
C2A C2 C3 C4 176.5(4) . . . . ?
C1 C2 C3 C4 -1.9(5) . . . . ?
C2 C3 C3A C3B 1.1(9) . . . . ?
C4 C3 C3A C3B -176.5(6) . . . . ?
C2A C2B C3B C3A 0.0(10) . . . . ?
C3 C3A C3B C2B -0.3(10) . . . . ?
C1 C21 C4 C5 -178.9(5) . . . . ?
Ir1 C21 C4 C5 2.3(7) . . . . ?
C1 C21 C4 C3 0.7(5) . . . . ?
Ir1 C21 C4 C3 -178.1(3) . . . . ?
C3A C3 C4 C5 -1.9(9) . . . . ?
C2 C3 C4 C5 -179.7(5) . . . . ?
C3A C3 C4 C21 178.5(6) . . . . ?
C2 C3 C4 C21 0.8(6) . . . . ?
C21 C4 C5 C6 -2.4(8) . . . . ?
C3 C4 C5 C6 178.2(5) . . . . ?
C9 N22 C6 C5 180.0(5) . . . . ?
Ir1 N22 C6 C5 3.9(7) . . . . ?
C9 N22 C6 C7 -0.3(5) . . . . ?
Ir1 N22 C6 C7 -176.4(3) . . . . ?
C4 C5 C6 N22 -0.9(8) . . . . ?
C4 C5 C6 C7 179.3(5) . . . . ?
N22 C6 C7 C8 1.0(6) . . . . ?
C5 C6 C7 C8 -179.2(5) . . . . ?
N22 C6 C7 C7A -179.3(5) . . . . ?
C5 C6 C7 C7A 0.4(8) . . . . ?
C6 C7 C8 C9 -1.3(6) . . . . ?
C7A C7 C8 C9 179.0(5) . . . . ?
C6 C7 C8 C8A -179.9(5) . . . . ?
C7A C7 C8 C8A 0.4(9) . . . . ?
C7 C8 C8A C8B 93.2(7) . . . . ?
C9 C8 C8A C8B -85.2(7) . . . . ?
C6 N22 C9 C10 178.9(4) . . . . ?
Ir1 N22 C9 C10 -5.0(7) . . . . ?
C6 N22 C9 C8 -0.5(5) . . . . ?
Ir1 N22 C9 C8 175.6(3) . . . . ?
C7 C8 C9 N22 1.2(5) . . . . ?
C8A C8 C9 N22 179.8(5) . . . . ?
C7 C8 C9 C10 -178.3(5) . . . . ?
C8A C8 C9 C10 0.4(8) . . . . ?
N22 C9 C10 C11 3.9(8) . . . . ?
C8 C9 C10 C11 -176.8(5) . . . . ?
C14 N23 C11 C10 177.3(4) . . . . ?
Ir1 N23 C11 C10 -4.7(7) . . . . ?
C14 N23 C11 C12 -1.8(5) . . . . ?
Ir1 N23 C11 C12 176.2(3) . . . . ?
C9 C10 C11 N23 1.4(8) . . . . ?
C9 C10 C11 C12 -179.7(5) . . . . ?
N23 C11 C12 C13 1.9(5) . . . . ?
C10 C11 C12 C13 -177.2(5) . . . . ?
N23 C11 C12 C12A -173.2(4) . . . . ?
C10 C11 C12 C12A 7.8(8) . . . . ?
C13 C12 C12A C12B -91.4(6) . . . . ?
C11 C12 C12A C12B 82.5(6) . . . . ?
C11 C12 C13 C14 -1.2(5) . . . . ?
C12A C12 C13 C14 173.6(5) . . . . ?
C11 C12 C13 C13A -178.7(5) . . . . ?
C12A C12 C13 C13A -3.9(8) . . . . ?
C12 C13 C13A C13B -106.6(6) . . . . ?
C14 C13 C13A C13B 76.3(6) . . . . ?
C11 N23 C14 C15 178.2(4) . . . . ?
Ir1 N23 C14 C15 0.3(7) . . . . ?
C11 N23 C14 C13 1.1(5) . . . . ?
Ir1 N23 C14 C13 -176.9(3) . . . . ?
C12 C13 C14 N23 0.1(5) . . . . ?
C13A C13 C14 N23 177.8(4) . . . . ?
C12 C13 C14 C15 -177.0(5) . . . . ?
C13A C13 C14 C15 0.6(8) . . . . ?
N23 C14 C15 C16 0.0(8) . . . . ?
C13 C14 C15 C16 176.7(5) . . . . ?
C19 N24 C16 C15 -178.8(5) . . . . ?
Ir1 N24 C16 C15 1.8(7) . . . . ?
C19 N24 C16 C17 0.8(5) . . . . ?
Ir1 N24 C16 C17 -178.6(3) . . . . ?
C14 C15 C16 N24 -1.1(8) . . . . ?
C14 C15 C16 C17 179.4(5) . . . . ?
N24 C16 C17 C18 -0.6(6) . . . . ?
C15 C16 C17 C18 178.9(5) . . . . ?
N24 C16 C17 C17A -180.0(5) . . . . ?
C15 C16 C17 C17A -0.5(8) . . . . ?
C18 C17 C17A C17B 106.7(7) . . . . ?
C16 C17 C17A C17B -74.0(8) . . . . ?
C16 C17 C18 C19 0.2(6) . . . . ?
C17A C17 C18 C19 179.5(5) . . . . ?
C16 C17 C18 C18A -178.5(5) . . . . ?
C17A C17 C18 C18A 0.9(9) . . . . ?
C16 N24 C19 C20 -179.6(5) . . . . ?
Ir1 N24 C19 C20 -0.2(7) . . . . ?
C16 N24 C19 C18 -0.6(5) . . . . ?
Ir1 N24 C19 C18 178.7(3) . . . . ?
C17 C18 C19 N24 0.3(6) . . . . ?
C18A C18 C19 N24 179.0(5) . . . . ?
C17 C18 C19 C20 179.2(5) . . . . ?
C18A C18 C19 C20 -2.1(8) . . . . ?
C21 C1 C20 C19 1.6(8) . . . . ?
C2 C1 C20 C19 -177.9(5) . . . . ?
N24 C19 C20 C1 -0.1(8) . . . . ?
C18 C19 C20 C1 -178.9(5) . . . . ?
C30 N25 C26 C27 1.9(7) . . . . ?
Ir1 N25 C26 C27 -180.0(4) . . . . ?
N25 C26 C27 C28 -2.5(8) . . . . ?
C26 C27 C28 C29 1.6(8) . . . . ?
C27 C28 C29 C30 -0.1(8) . . . . ?
C26 N25 C30 C29 -0.3(7) . . . . ?
Ir1 N25 C30 C29 -178.4(4) . . . . ?
C28 C29 C30 N25 -0.6(8) . . . . ?
C36 N31 C32 C33 -0.5(7) . . . . ?
Ir1 N31 C32 C33 -178.2(4) . . . . ?
N31 C32 C33 C34 0.4(8) . . . . ?
C32 C33 C34 C35 -0.2(9) . . . . ?
C33 C34 C35 C36 0.2(8) . . . . ?
C32 N31 C36 C35 0.4(7) . . . . ?
Ir1 N31 C36 C35 178.2(4) . . . . ?
C34 C35 C36 N31 -0.3(8) . . . . ?







# start Validation Reply Form

_vrf_DIFMN02_compound10b         
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
            _refine_diff_density_min given =     -7.738
            Test value =     -7.700
RESPONSE: After application of the SQUEEZE algorithm, the 
'void' containing the disordered solvent contains large 
magnitute residuals. 
The Q1 peak is -7.74 and is located 3.06 Ang. from H32 
and 3.28 Ang. from H33.  
The Q2 peak, which is positive, is 2.44 and is located 
0.90 Ang. from H17B and 1.55 Ang. from H33.
The Q3 peak is -2.22 and is located 2.98 Ang. from H17B 
and 3.38 Ang. from H17A.
All other residual electron density magnitudes are <2.0  
;

_vrf_DIFMN03_compound10b         
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*0.75
            The relevant atom site should be identified.
RESPONSE: See response to DIFMN02.
;

_vrf_PLAT098_compound10b         
;
PROBLEM: Large Reported Min.  (Negative) Residual Density
         -7.74 eA-3 
RESPONSE: See response to DIFMN02.
;

# end Validation Reply Form 

# END of CIF
