# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_tm02d
_database_code_depnum_ccdc_archive 'CCDC 1583986'
_audit_update_record             
;
2017-11-04 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_tm02d               
;
PROBLEM: Check Calcd Residual Density 0.67A From Ir2 6.86 eA-3
RESPONSE: The high residual density appears to arise from poorly 
applied absorption correction. Despite our best efforts no better 
correction could be applied.The overall refinement of the structure 
is very good.
;
_vrf_PLAT973_tm02d               
;
PROBLEM: Check Calcd Positive Residual Density on Ir1 2.26 eA-3
RESPONSE: Similar to atom Ir2, the large residual density observed 
must be due to poorly applied absorption correction. 
Despite our best efforts no other absorption correction method 
gives any better refinement. The overall refinement of the structure
is very good. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C23 H29 Ir N3), 2(Cl), 3(O)'
_chemical_formula_sum            'C23 H29 Cl Ir N3 O1.50'
_chemical_formula_weight         599.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

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

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

_cell_length_a                   9.5235(2)
_cell_length_b                   15.9622(4)
_cell_length_c                   16.7580(4)
_cell_angle_alpha                114.387(2)
_cell_angle_beta                 97.829(1)
_cell_angle_gamma                99.861(1)
_cell_volume                     2224.30(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9175
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      33.31

_exptl_crystal_description       rectangular
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.344
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    6.145
_shelx_estimated_absorpt_T_min   0.226
_shelx_estimated_absorpt_T_max   0.536
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4852
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_process_details   'Bruker SAINT'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            62580
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.447
_diffrn_reflns_theta_max         33.727
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             17670
_reflns_number_gt                14202
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0414P)²+5.6923P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         17670
_refine_ls_number_parameters     551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0951
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.94155(2) 0.37982(2) 0.12438(2) 0.01805(3) Uani 1 1 d . . . . .
N1 N 1.0057(3) 0.5353(2) 0.17712(19) 0.0203(5) Uani 1 1 d . . . . .
N2 N 0.8988(3) 0.4161(2) 0.25293(19) 0.0213(5) Uani 1 1 d . . . . .
N3 N 0.7266(3) 0.4262(2) 0.11592(19) 0.0191(5) Uani 1 1 d . . . . .
C16 C 1.0835(4) 0.2963(3) 0.1333(3) 0.0274(7) Uani 1 1 d . . . . .
H16A H 1.1314 0.3115 0.1963 0.033 Uiso 1 1 calc R U . . .
C17 C 0.9304(4) 0.2416(3) 0.1036(3) 0.0268(7) Uani 1 1 d . . . . .
H17A H 0.8929 0.2262 0.1501 0.032 Uiso 1 1 calc R U . . .
C20 C 0.9065(4) 0.3111(3) -0.0190(2) 0.0259(7) Uani 1 1 d . . . . .
H20A H 0.8330 0.3319 -0.0504 0.031 Uiso 1 1 calc R U . . .
C21 C 1.0441(4) 0.3756(3) 0.0179(2) 0.0244(7) Uani 1 1 d . . . . .
H21A H 1.0503 0.4333 0.0075 0.029 Uiso 1 1 calc R U . . .
C1 C 0.7675(4) 0.5105(2) 0.2060(2) 0.0212(6) Uani 1 1 d . . . . .
H1A H 0.6850 0.5417 0.2180 0.025 Uiso 1 1 calc R U . . .
C2 C 0.9012(4) 0.5778(2) 0.2079(2) 0.0204(6) Uani 1 1 d . . . . .
C3 C 0.9189(4) 0.6751(3) 0.2419(2) 0.0256(7) Uani 1 1 d . . . . .
H3A H 0.8412 0.7029 0.2606 0.031 Uiso 1 1 calc R U . . .
C4 C 1.0526(4) 0.7310(3) 0.2481(3) 0.0291(7) Uani 1 1 d . . . . .
H4A H 1.0682 0.7980 0.2711 0.035 Uiso 1 1 calc R U . . .
C5 C 1.1625(4) 0.6876(3) 0.2202(2) 0.0282(7) Uani 1 1 d . . . . .
H5A H 1.2561 0.7246 0.2259 0.034 Uiso 1 1 calc R U . . .
C6 C 1.1350(4) 0.5897(3) 0.1841(2) 0.0239(6) Uani 1 1 d . . . . .
H6A H 1.2102 0.5602 0.1636 0.029 Uiso 1 1 calc R U . . .
C7 C 0.8095(4) 0.4754(2) 0.2742(2) 0.0206(6) Uani 1 1 d . . . . .
C8 C 0.7619(4) 0.5020(3) 0.3543(2) 0.0273(7) Uani 1 1 d . . . . .
H8A H 0.6981 0.5431 0.3679 0.033 Uiso 1 1 calc R U . . .
C9 C 0.8093(5) 0.4674(3) 0.4135(3) 0.0327(8) Uani 1 1 d . . . . .
H9A H 0.7778 0.4839 0.4682 0.039 Uiso 1 1 calc R U . . .
C10 C 0.9027(5) 0.4089(3) 0.3922(3) 0.0316(8) Uani 1 1 d . . . . .
H10A H 0.9382 0.3858 0.4328 0.038 Uiso 1 1 calc R U . . .
C11 C 0.9448(4) 0.3837(3) 0.3114(2) 0.0261(7) Uani 1 1 d . . . . .
H11A H 1.0080 0.3423 0.2968 0.031 Uiso 1 1 calc R U . . .
C12 C 0.5983(4) 0.3531(3) 0.1087(2) 0.0241(6) Uani 1 1 d . . . . .
H12A H 0.5212 0.3827 0.1340 0.029 Uiso 1 1 calc R U . . .
H12B H 0.6276 0.3160 0.1400 0.029 Uiso 1 1 calc R U . . .
C13 C 0.5464(4) 0.2914(3) 0.0080(3) 0.0288(8) Uani 1 1 d . . . . .
H13A H 0.4432 0.2550 -0.0082 0.035 Uiso 1 1 calc R U . . .
H13B H 0.6082 0.2465 -0.0141 0.035 Uiso 1 1 calc R U . . .
C14 C 0.5628(4) 0.3637(3) -0.0306(3) 0.0327(8) Uani 1 1 d . . . . .
H14A H 0.4678 0.3781 -0.0442 0.039 Uiso 1 1 calc R U . . .
H14B H 0.5989 0.3390 -0.0865 0.039 Uiso 1 1 calc R U . . .
C15 C 0.6746(4) 0.4528(3) 0.0434(3) 0.0278(7) Uani 1 1 d . . . . .
H15A H 0.7574 0.4719 0.0196 0.033 Uiso 1 1 calc R U . . .
H15B H 0.6281 0.5063 0.0670 0.033 Uiso 1 1 calc R U . . .
C18 C 0.8654(5) 0.1650(3) 0.0076(3) 0.0347(9) Uani 1 1 d . . . . .
H18A H 0.7596 0.1396 0.0006 0.042 Uiso 1 1 calc R U . . .
H18B H 0.9134 0.1121 -0.0042 0.042 Uiso 1 1 calc R U . . .
C19 C 0.8849(5) 0.2033(3) -0.0607(3) 0.0344(9) Uani 1 1 d . . . . .
H19A H 0.7976 0.1725 -0.1115 0.041 Uiso 1 1 calc R U . . .
H19B H 0.9710 0.1869 -0.0848 0.041 Uiso 1 1 calc R U . . .
C22 C 1.1877(4) 0.3475(3) 0.0253(3) 0.0292(8) Uani 1 1 d . . . . .
H22A H 1.2684 0.4053 0.0618 0.035 Uiso 1 1 calc R U . . .
H22B H 1.2065 0.3162 -0.0355 0.035 Uiso 1 1 calc R U . . .
C23 C 1.1854(5) 0.2795(3) 0.0690(3) 0.0337(9) Uani 1 1 d . . . . .
H23A H 1.1525 0.2130 0.0215 0.040 Uiso 1 1 calc R U . . .
H23B H 1.2857 0.2893 0.1023 0.040 Uiso 1 1 calc R U . . .
Ir2 Ir 0.64886(2) 0.04733(2) 0.29683(2) 0.02747(4) Uani 1 1 d . . . . .
N4 N 0.4823(4) 0.0006(2) 0.3580(2) 0.0308(7) Uani 1 1 d . . . . .
N5 N 0.7053(3) 0.1755(2) 0.4184(2) 0.0231(6) Uani 1 1 d . . . . .
N6 N 0.4609(4) 0.1228(3) 0.2876(3) 0.0408(9) Uani 1 1 d . . . . .
C39 C 0.8566(5) 0.0253(4) 0.3192(4) 0.0443(11) Uani 1 1 d . . . . .
H39A H 0.9140 0.0647 0.3827 0.053 Uiso 1 1 calc R U . . .
C40 C 0.8518(6) 0.0788(4) 0.2664(4) 0.0466(12) Uani 1 1 d . . . . .
H40A H 0.9071 0.1471 0.2998 0.056 Uiso 1 1 calc R U . . .
C43 C 0.5881(7) -0.0421(4) 0.1561(3) 0.0486(13) Uani 1 1 d . . . . .
H43A H 0.4833 -0.0516 0.1282 0.058 Uiso 1 1 calc R U . . .
C44 C 0.6081(6) -0.0981(3) 0.1992(3) 0.0435(11) Uani 1 1 d . . . . .
H44A H 0.5147 -0.1395 0.1971 0.052 Uiso 1 1 calc R U . . .
C24 C 0.4431(4) 0.1518(3) 0.3810(3) 0.0372(10) Uani 1 1 d . . . . .
H24A H 0.3668 0.1885 0.3931 0.045 Uiso 1 1 calc R U . . .
C25 C 0.4012(4) 0.0625(3) 0.3925(3) 0.0335(9) Uani 1 1 d . . . . .
C26 C 0.2923(5) 0.0466(4) 0.4353(4) 0.0463(12) Uani 1 1 d . . . . .
H26A H 0.2368 0.0917 0.4581 0.056 Uiso 1 1 calc R U . . .
C27 C 0.2666(6) -0.0368(4) 0.4440(4) 0.0485(12) Uani 1 1 d . . . . .
H27A H 0.1923 -0.0503 0.4727 0.058 Uiso 1 1 calc R U . . .
C28 C 0.3492(5) -0.0993(3) 0.4110(3) 0.0407(10) Uani 1 1 d . . . . .
H28A H 0.3335 -0.1566 0.4170 0.049 Uiso 1 1 calc R U . . .
C29 C 0.4557(5) -0.0795(3) 0.3687(3) 0.0343(9) Uani 1 1 d . . . . .
H29A H 0.5125 -0.1239 0.3464 0.041 Uiso 1 1 calc R U . . .
C30 C 0.5900(4) 0.2114(3) 0.4422(3) 0.0291(8) Uani 1 1 d . . . . .
C31 C 0.6093(5) 0.2956(3) 0.5176(3) 0.0356(9) Uani 1 1 d . . . . .
H31A H 0.5269 0.3196 0.5324 0.043 Uiso 1 1 calc R U . . .
C32 C 0.7458(5) 0.3455(3) 0.5717(3) 0.0360(9) Uani 1 1 d . . . . .
H32A H 0.7594 0.4040 0.6236 0.043 Uiso 1 1 calc R U . . .
C33 C 0.8631(5) 0.3083(3) 0.5488(3) 0.0315(8) Uani 1 1 d . . . . .
H33A H 0.9591 0.3400 0.5857 0.038 Uiso 1 1 calc R U . . .
C34 C 0.8389(4) 0.2236(3) 0.4708(3) 0.0260(7) Uani 1 1 d . . . . .
H34A H 0.9203 0.1992 0.4543 0.031 Uiso 1 1 calc R U . . .
C35 C 0.5015(7) 0.2073(4) 0.2708(4) 0.0544(15) Uani 1 1 d . . . . .
H35A H 0.4527 0.2570 0.3032 0.065 Uiso 1 1 calc R U . A 1
H35B H 0.6088 0.2346 0.2891 0.065 Uiso 1 1 calc R U . A 1
C36 C 0.4475(8) 0.1672(5) 0.1718(5) 0.037(2) Uani 0.629(15) 1 d . . P B 1
H36A H 0.5200 0.1381 0.1401 0.045 Uiso 1 1 calc R U . B 1
H36B H 0.4291 0.2174 0.1547 0.045 Uiso 1 1 calc R U . B 1
C37 C 0.3069(10) 0.0929(6) 0.1482(6) 0.041(2) Uani 0.629(15) 1 d . . P B 1
H37A H 0.2211 0.1186 0.1411 0.050 Uiso 1 1 calc R U . B 1
H37B H 0.2999 0.0363 0.0914 0.050 Uiso 1 1 calc R U . B 1
C36A C 0.4001(19) 0.2257(15) 0.2235(15) 0.067(6) Uani 0.371(15) 1 d . . P B 2
C37A C 0.2712(19) 0.1385(17) 0.1906(16) 0.066(6) Uani 0.371(15) 1 d . . P B 2
C38 C 0.3131(6) 0.0684(4) 0.2235(4) 0.0530(15) Uani 1 1 d . . . . .
H38A H 0.3015 -0.0008 0.2015 0.064 Uiso 1 1 calc R U . B 1
H38B H 0.2336 0.0863 0.2543 0.064 Uiso 1 1 calc R U . B 1
C41 C 0.8573(8) 0.0310(4) 0.1680(4) 0.0647(18) Uani 1 1 d . . . . .
H41A H 0.9107 -0.0191 0.1579 0.078 Uiso 1 1 calc R U . . .
H41B H 0.9102 0.0784 0.1516 0.078 Uiso 1 1 calc R U . . .
C42 C 0.6958(9) -0.0144(5) 0.1069(4) 0.0656(19) Uani 1 1 d . . . . .
H42A H 0.6643 0.0318 0.0878 0.079 Uiso 1 1 calc R U . . .
H42B H 0.6952 -0.0715 0.0520 0.079 Uiso 1 1 calc R U . . .
C45 C 0.7373(7) -0.1412(4) 0.2000(4) 0.0504(13) Uani 1 1 d . . . . .
H45A H 0.7726 -0.1520 0.1445 0.061 Uiso 1 1 calc R U . . .
H45B H 0.7050 -0.2038 0.1996 0.061 Uiso 1 1 calc R U . . .
C46 C 0.8628(7) -0.0790(4) 0.2812(4) 0.0544(14) Uani 1 1 d . . . . .
H46A H 0.9571 -0.0848 0.2637 0.065 Uiso 1 1 calc R U . . .
H46B H 0.8575 -0.1009 0.3283 0.065 Uiso 1 1 calc R U . . .
Cl1 Cl 0.18275(13) 0.28955(9) 0.40835(10) 0.0484(3) Uani 1 1 d . . . . .
Cl2 Cl 0.53493(16) 0.68123(13) 0.27552(10) 0.0569(4) Uani 1 1 d . . . . .
O1W O 0.1800(6) 0.2339(4) 0.5644(3) 0.0726(13) Uani 1 1 d . . . . .
O2W O 0.3870(5) 0.4819(3) 0.2558(3) 0.0704(13) Uani 1 1 d . . . . .
O3W O 0.4030(7) 0.4602(4) 0.4163(4) 0.0902(17) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C17 2.068(4) . ?
Ir1 C16 2.087(3) . ?
Ir1 N2 2.105(3) . ?
Ir1 C21 2.131(3) . ?
Ir1 C20 2.138(3) . ?
Ir1 N1 2.199(3) . ?
Ir1 N3 2.299(3) . ?
N1 C6 1.340(4) . ?
N1 C2 1.341(4) . ?
N2 C11 1.342(4) . ?
N2 C7 1.350(4) . ?
N3 C1 1.491(4) . ?
N3 C12 1.491(5) . ?
N3 C15 1.495(4) . ?
C16 C17 1.464(6) . ?
C16 C23 1.520(6) . ?
C16 H16A 1.0000 . ?
C17 C18 1.520(6) . ?
C17 H17A 1.0000 . ?
C20 C21 1.397(5) . ?
C20 C19 1.529(6) . ?
C20 H20A 1.0000 . ?
C21 C22 1.515(5) . ?
C21 H21A 1.0000 . ?
C1 C7 1.504(5) . ?
C1 C2 1.506(5) . ?
C1 H1A 1.0000 . ?
C2 C3 1.385(5) . ?
C3 C4 1.388(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.382(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.382(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.395(5) . ?
C8 C9 1.382(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.374(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.382(5) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 C13 1.515(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.535(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.536(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C18 C19 1.521(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C22 C23 1.538(6) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
Ir2 C39 2.079(5) . ?
Ir2 C40 2.096(5) . ?
Ir2 C43 2.121(4) . ?
Ir2 N5 2.124(3) . ?
Ir2 C44 2.144(4) . ?
Ir2 N4 2.189(4) . ?
Ir2 N6 2.345(4) . ?
N4 C29 1.350(5) . ?
N4 C25 1.349(5) . ?
N5 C34 1.335(5) . ?
N5 C30 1.356(5) . ?
N6 C24 1.481(7) . ?
N6 C35 1.488(6) . ?
N6 C38 1.513(6) . ?
C39 C40 1.462(8) . ?
C39 C46 1.532(7) . ?
C39 H39A 1.0000 . ?
C40 C41 1.517(8) . ?
C40 H40A 1.0000 . ?
C43 C44 1.382(7) . ?
C43 C42 1.518(9) . ?
C43 H43A 1.0000 . ?
C44 C45 1.510(8) . ?
C44 H44A 1.0000 . ?
C24 C30 1.504(6) . ?
C24 C25 1.510(6) . ?
C24 H24A 1.0000 . ?
C25 C26 1.386(7) . ?
C26 C27 1.382(8) . ?
C26 H26A 0.9500 . ?
C27 C28 1.361(8) . ?
C27 H27A 0.9500 . ?
C28 C29 1.379(7) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 C31 1.374(5) . ?
C31 C32 1.368(6) . ?
C31 H31A 0.9500 . ?
C32 C33 1.379(7) . ?
C32 H32A 0.9500 . ?
C33 C34 1.393(5) . ?
C33 H33A 0.9500 . ?
C34 H34A 0.9500 . ?
C35 C36A 1.314(18) . ?
C35 C36 1.484(9) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.510(11) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.464(10) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C36A C37A 1.53(3) . ?
C37A C38 1.522(18) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C41 C42 1.587(10) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C45 C46 1.517(8) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?

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
C17 Ir1 C16 41.27(16) . . ?
C17 Ir1 N2 90.95(14) . . ?
C16 Ir1 N2 96.09(14) . . ?
C17 Ir1 C21 97.56(15) . . ?
C16 Ir1 C21 80.78(15) . . ?
N2 Ir1 C21 162.64(13) . . ?
C17 Ir1 C20 80.23(15) . . ?
C16 Ir1 C20 89.69(15) . . ?
N2 Ir1 C20 159.14(14) . . ?
C21 Ir1 C20 38.20(14) . . ?
C17 Ir1 N1 163.90(13) . . ?
C16 Ir1 N1 124.94(13) . . ?
N2 Ir1 N1 81.84(11) . . ?
C21 Ir1 N1 86.00(13) . . ?
C20 Ir1 N1 111.09(13) . . ?
C17 Ir1 N3 118.21(13) . . ?
C16 Ir1 N3 158.71(14) . . ?
N2 Ir1 N3 75.87(10) . . ?
C21 Ir1 N3 112.60(12) . . ?
C20 Ir1 N3 91.61(12) . . ?
N1 Ir1 N3 74.07(10) . . ?
C6 N1 C2 118.6(3) . . ?
C6 N1 Ir1 127.7(2) . . ?
C2 N1 Ir1 113.7(2) . . ?
C11 N2 C7 118.8(3) . . ?
C11 N2 Ir1 127.1(3) . . ?
C7 N2 Ir1 114.0(2) . . ?
C1 N3 C12 111.6(3) . . ?
C1 N3 C15 110.8(3) . . ?
C12 N3 C15 103.6(3) . . ?
C1 N3 Ir1 97.58(18) . . ?
C12 N3 Ir1 112.5(2) . . ?
C15 N3 Ir1 120.8(2) . . ?
C17 C16 C23 121.4(4) . . ?
C17 C16 Ir1 68.7(2) . . ?
C23 C16 Ir1 116.0(3) . . ?
C17 C16 H16A 114.4 . . ?
C23 C16 H16A 114.4 . . ?
Ir1 C16 H16A 114.4 . . ?
C16 C17 C18 122.1(4) . . ?
C16 C17 Ir1 70.1(2) . . ?
C18 C17 Ir1 115.9(3) . . ?
C16 C17 H17A 113.9 . . ?
C18 C17 H17A 113.9 . . ?
Ir1 C17 H17A 113.9 . . ?
C21 C20 C19 123.3(3) . . ?
C21 C20 Ir1 70.6(2) . . ?
C19 C20 Ir1 114.8(3) . . ?
C21 C20 H20A 113.7 . . ?
C19 C20 H20A 113.7 . . ?
Ir1 C20 H20A 113.7 . . ?
C20 C21 C22 124.3(3) . . ?
C20 C21 Ir1 71.2(2) . . ?
C22 C21 Ir1 112.3(2) . . ?
C20 C21 H21A 113.9 . . ?
C22 C21 H21A 113.9 . . ?
Ir1 C21 H21A 113.9 . . ?
N3 C1 C7 106.7(3) . . ?
N3 C1 C2 107.5(3) . . ?
C7 C1 C2 108.2(3) . . ?
N3 C1 H1A 111.4 . . ?
C7 C1 H1A 111.4 . . ?
C2 C1 H1A 111.4 . . ?
N1 C2 C3 122.6(3) . . ?
N1 C2 C1 113.6(3) . . ?
C3 C2 C1 123.8(3) . . ?
C2 C3 C4 118.5(3) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C5 C4 C3 118.8(4) . . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.6 . . ?
C6 C5 C4 119.4(4) . . ?
C6 C5 H5A 120.3 . . ?
C4 C5 H5A 120.3 . . ?
N1 C6 C5 122.1(3) . . ?
N1 C6 H6A 119.0 . . ?
C5 C6 H6A 119.0 . . ?
N2 C7 C8 121.8(3) . . ?
N2 C7 C1 115.0(3) . . ?
C8 C7 C1 123.2(3) . . ?
C9 C8 C7 118.7(4) . . ?
C9 C8 H8A 120.6 . . ?
C7 C8 H8A 120.6 . . ?
C10 C9 C8 119.1(4) . . ?
C10 C9 H9A 120.5 . . ?
C8 C9 H9A 120.5 . . ?
C9 C10 C11 119.8(4) . . ?
C9 C10 H10A 120.1 . . ?
C11 C10 H10A 120.1 . . ?
N2 C11 C10 121.8(4) . . ?
N2 C11 H11A 119.1 . . ?
C10 C11 H11A 119.1 . . ?
N3 C12 C13 102.8(3) . . ?
N3 C12 H12A 111.2 . . ?
C13 C12 H12A 111.2 . . ?
N3 C12 H12B 111.2 . . ?
C13 C12 H12B 111.2 . . ?
H12A C12 H12B 109.1 . . ?
C12 C13 C14 103.3(3) . . ?
C12 C13 H13A 111.1 . . ?
C14 C13 H13A 111.1 . . ?
C12 C13 H13B 111.1 . . ?
C14 C13 H13B 111.1 . . ?
H13A C13 H13B 109.1 . . ?
C13 C14 C15 105.0(3) . . ?
C13 C14 H14A 110.7 . . ?
C15 C14 H14A 110.7 . . ?
C13 C14 H14B 110.7 . . ?
C15 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
N3 C15 C14 106.0(3) . . ?
N3 C15 H15A 110.5 . . ?
C14 C15 H15A 110.5 . . ?
N3 C15 H15B 110.5 . . ?
C14 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?
C17 C18 C19 111.7(3) . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 C20 111.9(3) . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C21 C22 C23 111.5(3) . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
C23 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C16 C23 C22 111.1(3) . . ?
C16 C23 H23A 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C16 C23 H23B 109.4 . . ?
C22 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C39 Ir2 C40 41.0(2) . . ?
C39 Ir2 C43 97.0(2) . . ?
C40 Ir2 C43 81.5(2) . . ?
C39 Ir2 N5 91.98(16) . . ?
C40 Ir2 N5 92.42(16) . . ?
C43 Ir2 N5 158.01(17) . . ?
C39 Ir2 C44 79.9(2) . . ?
C40 Ir2 C44 90.3(2) . . ?
C43 Ir2 C44 37.8(2) . . ?
N5 Ir2 C44 164.11(16) . . ?
C39 Ir2 N4 119.84(18) . . ?
C40 Ir2 N4 160.59(19) . . ?
C43 Ir2 N4 108.15(19) . . ?
N5 Ir2 N4 84.30(12) . . ?
C44 Ir2 N4 87.94(18) . . ?
C39 Ir2 N6 161.22(17) . . ?
C40 Ir2 N6 125.01(19) . . ?
C43 Ir2 N6 91.64(18) . . ?
N5 Ir2 N6 74.51(12) . . ?
C44 Ir2 N6 116.23(17) . . ?
N4 Ir2 N6 72.55(14) . . ?
C29 N4 C25 116.8(4) . . ?
C29 N4 Ir2 128.3(3) . . ?
C25 N4 Ir2 114.9(3) . . ?
C34 N5 C30 118.3(3) . . ?
C34 N5 Ir2 127.4(3) . . ?
C30 N5 Ir2 114.3(2) . . ?
C24 N6 C35 110.7(4) . . ?
C24 N6 C38 108.7(4) . . ?
C35 N6 C38 103.6(4) . . ?
C24 N6 Ir2 97.0(2) . . ?
C35 N6 Ir2 115.0(3) . . ?
C38 N6 Ir2 121.5(3) . . ?
C40 C39 C46 124.3(5) . . ?
C40 C39 Ir2 70.1(3) . . ?
C46 C39 Ir2 115.4(4) . . ?
C40 C39 H39A 113.3 . . ?
C46 C39 H39A 113.3 . . ?
Ir2 C39 H39A 113.3 . . ?
C39 C40 C41 119.4(5) . . ?
C39 C40 Ir2 68.9(3) . . ?
C41 C40 Ir2 116.6(4) . . ?
C39 C40 H40A 114.7 . . ?
C41 C40 H40A 114.7 . . ?
Ir2 C40 H40A 114.7 . . ?
C44 C43 C42 123.8(5) . . ?
C44 C43 Ir2 72.0(3) . . ?
C42 C43 Ir2 112.3(4) . . ?
C44 C43 H43A 113.9 . . ?
C42 C43 H43A 113.9 . . ?
Ir2 C43 H43A 113.9 . . ?
C43 C44 C45 123.7(5) . . ?
C43 C44 Ir2 70.2(3) . . ?
C45 C44 Ir2 114.9(3) . . ?
C43 C44 H44A 113.6 . . ?
C45 C44 H44A 113.6 . . ?
Ir2 C44 H44A 113.6 . . ?
N6 C24 C30 106.7(4) . . ?
N6 C24 C25 107.5(3) . . ?
C30 C24 C25 109.6(4) . . ?
N6 C24 H24A 111.0 . . ?
C30 C24 H24A 111.0 . . ?
C25 C24 H24A 111.0 . . ?
N4 C25 C26 123.5(4) . . ?
N4 C25 C24 113.1(4) . . ?
C26 C25 C24 123.5(4) . . ?
C27 C26 C25 118.2(5) . . ?
C27 C26 H26A 120.9 . . ?
C25 C26 H26A 120.9 . . ?
C28 C27 C26 119.0(5) . . ?
C28 C27 H27A 120.5 . . ?
C26 C27 H27A 120.5 . . ?
C27 C28 C29 120.0(5) . . ?
C27 C28 H28A 120.0 . . ?
C29 C28 H28A 120.0 . . ?
N4 C29 C28 122.5(4) . . ?
N4 C29 H29A 118.8 . . ?
C28 C29 H29A 118.8 . . ?
N5 C30 C31 121.2(4) . . ?
N5 C30 C24 115.0(3) . . ?
C31 C30 C24 123.7(4) . . ?
C32 C31 C30 120.9(4) . . ?
C32 C31 H31A 119.6 . . ?
C30 C31 H31A 119.6 . . ?
C31 C32 C33 118.1(4) . . ?
C31 C32 H32A 120.9 . . ?
C33 C32 H32A 120.9 . . ?
C32 C33 C34 119.0(4) . . ?
C32 C33 H33A 120.5 . . ?
C34 C33 H33A 120.5 . . ?
N5 C34 C33 122.4(4) . . ?
N5 C34 H34A 118.8 . . ?
C33 C34 H34A 118.8 . . ?
C36A C35 N6 118.4(9) . . ?
C36 C35 N6 102.7(4) . . ?
C36 C35 H35A 111.2 . . ?
N6 C35 H35A 111.2 . . ?
C36 C35 H35B 111.2 . . ?
N6 C35 H35B 111.2 . . ?
H35A C35 H35B 109.1 . . ?
C35 C36 C37 105.7(6) . . ?
C35 C36 H36A 110.6 . . ?
C37 C36 H36A 110.6 . . ?
C35 C36 H36B 110.6 . . ?
C37 C36 H36B 110.6 . . ?
H36A C36 H36B 108.7 . . ?
C38 C37 C36 105.6(5) . . ?
C38 C37 H37A 110.6 . . ?
C36 C37 H37A 110.6 . . ?
C38 C37 H37B 110.6 . . ?
C36 C37 H37B 110.6 . . ?
H37A C37 H37B 108.7 . . ?
C35 C36A C37A 103.0(13) . . ?
C38 C37A C36A 110.3(11) . . ?
C37 C38 N6 107.2(5) . . ?
N6 C38 C37A 103.3(7) . . ?
C37 C38 H38A 110.3 . . ?
N6 C38 H38A 110.3 . . ?
C37 C38 H38B 110.3 . . ?
N6 C38 H38B 110.3 . . ?
H38A C38 H38B 108.5 . . ?
C40 C41 C42 109.8(5) . . ?
C40 C41 H41A 109.7 . . ?
C42 C41 H41A 109.7 . . ?
C40 C41 H41B 109.7 . . ?
C42 C41 H41B 109.7 . . ?
H41A C41 H41B 108.2 . . ?
C43 C42 C41 111.9(4) . . ?
C43 C42 H42A 109.2 . . ?
C41 C42 H42A 109.2 . . ?
C43 C42 H42B 109.2 . . ?
C41 C42 H42B 109.2 . . ?
H42A C42 H42B 107.9 . . ?
C44 C45 C46 112.8(4) . . ?
C44 C45 H45A 109.0 . . ?
C46 C45 H45A 109.0 . . ?
C44 C45 H45B 109.0 . . ?
C46 C45 H45B 109.0 . . ?
H45A C45 H45B 107.8 . . ?
C45 C46 C39 110.9(5) . . ?
C45 C46 H46A 109.5 . . ?
C39 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C39 C46 H46B 109.5 . . ?
H46A C46 H46B 108.1 . . ?

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
C12 C13 C14 C15 21.5(4) . . . . ?
C35 C36 C37 C38 -20.2(9) . . . . ?
C35 C36A C37A C38 -1(2) . . . . ?

_refine_diff_density_max         7.089
_refine_diff_density_min         -3.228
_refine_diff_density_rms         0.179

####################################################################### 
# 
# 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_TM01
_database_code_depnum_ccdc_archive 'CCDC 1583988'
_audit_update_record             
;
2017-11-04 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H17 N3'
_chemical_formula_sum            'C15 H17 N3'
_chemical_formula_weight         239.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.7964(1)
_cell_length_b                   9.1641(1)
_cell_length_c                   17.4698(2)
_cell_angle_alpha                95.602(1)
_cell_angle_beta                 98.361(1)
_cell_angle_gamma                109.356(1)
_cell_volume                     1298.40(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      34.55

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7063
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'Bruker SAINT'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39882
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.385
_diffrn_reflns_theta_max         33.139
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9857
_reflns_number_gt                7292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+0.2036P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9857
_refine_ls_number_parameters     461
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1240
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.27648(13) 0.25244(11) 0.09322(6) 0.02527(19) Uani 1 1 d . . . . .
H1 H 0.3754(17) 0.3469(16) 0.1113(8) 0.035(4) Uiso 1 1 d . . . . .
C2 C 0.31563(12) 0.11710(12) 0.12429(6) 0.02522(19) Uani 1 1 d . . . . .
C3 C 0.23225(16) -0.03788(13) 0.09007(7) 0.0335(2) Uani 1 1 d . . . . .
H3 H 0.148(2) -0.0629(18) 0.0432(9) 0.046(4) Uiso 1 1 d . . . . .
C4 C 0.27047(18) -0.15534(15) 0.12383(8) 0.0393(3) Uani 1 1 d . . . . .
H4 H 0.215(2) -0.265(2) 0.1012(10) 0.058(5) Uiso 1 1 d . . . . .
C5 C 0.38967(17) -0.11420(17) 0.19055(8) 0.0407(3) Uani 1 1 d . . . . .
H5 H 0.420(2) -0.192(2) 0.2170(10) 0.055(5) Uiso 1 1 d . . . . .
C6 C 0.46698(15) 0.04208(17) 0.22040(7) 0.0387(3) Uani 1 1 d . . . . .
H6 H 0.555(2) 0.0784(19) 0.2696(10) 0.052(4) Uiso 1 1 d . . . . .
N1 N 0.43337(11) 0.15818(12) 0.18858(5) 0.0317(2) Uani 1 1 d . . . . .
C7 C 0.14004(13) 0.28195(11) 0.12919(5) 0.02506(19) Uani 1 1 d . . . . .
C8 C -0.01383(14) 0.16671(12) 0.12022(6) 0.0288(2) Uani 1 1 d . . . . .
H8 H -0.0364(16) 0.0637(16) 0.0911(8) 0.033(3) Uiso 1 1 d . . . . .
C9 C -0.13414(17) 0.20102(15) 0.15343(7) 0.0363(2) Uani 1 1 d . . . . .
H9 H -0.245(2) 0.122(2) 0.1476(10) 0.057(5) Uiso 1 1 d . . . . .
C10 C -0.09582(18) 0.34871(16) 0.19570(7) 0.0396(3) Uani 1 1 d . . . . .
H10 H -0.175(2) 0.3754(19) 0.2196(10) 0.054(5) Uiso 1 1 d . . . . .
C11 C 0.05941(18) 0.45510(15) 0.20171(7) 0.0400(3) Uani 1 1 d . . . . .
H11 H 0.091(2) 0.561(2) 0.2308(10) 0.059(5) Uiso 1 1 d . . . . .
N2 N 0.17760(13) 0.42612(11) 0.16906(6) 0.0339(2) Uani 1 1 d . . . . .
N3 N 0.23169(11) 0.22491(10) 0.00755(5) 0.02466(16) Uani 1 1 d . . . . .
C12 C 0.36921(15) 0.21729(15) -0.02996(7) 0.0338(2) Uani 1 1 d . . . . .
H12A H 0.3798(18) 0.1137(17) -0.0278(8) 0.038(4) Uiso 1 1 d . . . . .
H12B H 0.475(2) 0.3016(19) 0.0002(9) 0.047(4) Uiso 1 1 d . . . . .
C13 C 0.32861(19) 0.25276(17) -0.11261(8) 0.0398(3) Uani 1 1 d . . . . .
H13A H 0.287(2) 0.154(2) -0.1522(11) 0.059(5) Uiso 1 1 d . . . . .
H13B H 0.429(2) 0.323(2) -0.1273(10) 0.054(5) Uiso 1 1 d . . . . .
C14 C 0.1978(2) 0.3279(2) -0.10907(8) 0.0483(4) Uani 1 1 d . . . . .
H14A H 0.223(2) 0.422(2) -0.1310(11) 0.067(5) Uiso 1 1 d . . . . .
H14B H 0.085(3) 0.258(3) -0.1402(13) 0.086(7) Uiso 1 1 d . . . . .
C15 C 0.19250(16) 0.35544(14) -0.02249(7) 0.0326(2) Uani 1 1 d . . . . .
H15A H 0.0849(17) 0.3539(15) -0.0118(7) 0.028(3) Uiso 1 1 d . . . . .
H15B H 0.2797(19) 0.4601(19) 0.0057(9) 0.046(4) Uiso 1 1 d . . . . .
C16 C -0.03410(11) 0.19041(10) 0.63422(5) 0.02042(16) Uani 1 1 d . . . . .
H16 H -0.0643(15) 0.2299(14) 0.6827(7) 0.026(3) Uiso 1 1 d . . . . .
C17 C -0.10107(11) 0.26266(10) 0.56860(5) 0.02115(17) Uani 1 1 d . . . . .
C18 C -0.06570(13) 0.24355(12) 0.49392(6) 0.02620(19) Uani 1 1 d . . . . .
H18 H 0.0020(17) 0.1828(16) 0.4828(8) 0.034(3) Uiso 1 1 d . . . . .
C19 C -0.13313(14) 0.31007(14) 0.43606(7) 0.0328(2) Uani 1 1 d . . . . .
H19 H -0.1081(18) 0.2998(16) 0.3838(9) 0.038(4) Uiso 1 1 d . . . . .
C20 C -0.23170(13) 0.39282(13) 0.45466(7) 0.0342(2) Uani 1 1 d . . . . .
H20 H -0.2802(18) 0.4439(18) 0.4163(9) 0.044(4) Uiso 1 1 d . . . . .
C21 C -0.26075(13) 0.40463(13) 0.52998(7) 0.0325(2) Uani 1 1 d . . . . .
H21 H -0.3328(19) 0.4627(17) 0.5442(9) 0.042(4) Uiso 1 1 d . . . . .
N4 N -0.19761(11) 0.34172(10) 0.58711(5) 0.02686(17) Uani 1 1 d . . . . .
C22 C 0.15175(11) 0.24932(10) 0.64896(5) 0.02070(16) Uani 1 1 d . . . . .
C23 C 0.23800(12) 0.17247(12) 0.61039(6) 0.0274(2) Uani 1 1 d . . . . .
H23 H 0.1758(18) 0.0771(17) 0.5735(8) 0.039(4) Uiso 1 1 d . . . . .
C24 C 0.40818(13) 0.23553(13) 0.62485(7) 0.0306(2) Uani 1 1 d . . . . .
H24 H 0.4730(19) 0.1823(17) 0.5987(9) 0.043(4) Uiso 1 1 d . . . . .
C25 C 0.48655(13) 0.37341(13) 0.67705(6) 0.0295(2) Uani 1 1 d . . . . .
H25 H 0.6037(19) 0.4209(17) 0.6892(8) 0.041(4) Uiso 1 1 d . . . . .
C26 C 0.39149(13) 0.44194(12) 0.71263(6) 0.0285(2) Uani 1 1 d . . . . .
H26 H 0.4432(17) 0.5402(17) 0.7490(8) 0.038(4) Uiso 1 1 d . . . . .
N5 N 0.22670(11) 0.38269(9) 0.69963(5) 0.02498(17) Uani 1 1 d . . . . .
N6 N -0.10404(9) 0.01905(9) 0.61605(5) 0.02044(15) Uani 1 1 d . . . . .
C27 C -0.28435(12) -0.04008(12) 0.59760(6) 0.02527(19) Uani 1 1 d . . . . .
H27A H -0.3230(16) -0.0199(15) 0.5460(8) 0.030(3) Uiso 1 1 d . . . . .
H27B H -0.3300(16) 0.0128(15) 0.6363(8) 0.028(3) Uiso 1 1 d . . . . .
C28 C -0.32936(15) -0.21336(13) 0.60316(8) 0.0344(2) Uani 1 1 d . . . . .
H28B H -0.335(2) -0.273(2) 0.5527(10) 0.054(5) Uiso 1 1 d . . . . .
H28A H -0.439(2) -0.2570(19) 0.6156(9) 0.048(4) Uiso 1 1 d . . . . .
C29 C -0.19140(13) -0.22190(12) 0.66512(6) 0.0281(2) Uani 1 1 d . . . . .
H29A H -0.2300(18) -0.2544(17) 0.7124(9) 0.042(4) Uiso 1 1 d . . . . .
H29B H -0.1429(18) -0.2987(17) 0.6450(9) 0.041(4) Uiso 1 1 d . . . . .
C30 C -0.06639(13) -0.05510(12) 0.68384(6) 0.0273(2) Uani 1 1 d . . . . .
H30A H -0.0821(18) 0.0016(17) 0.7334(9) 0.040(4) Uiso 1 1 d . . . . .
H30B H 0.0464(17) -0.0515(15) 0.6905(8) 0.031(3) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N3 1.4655(13) . ?
C1 C7 1.5198(15) . ?
C1 C2 1.5204(13) . ?
C1 H1 0.987(14) . ?
C2 N1 1.3404(13) . ?
C2 C3 1.3887(15) . ?
C3 C4 1.3876(15) . ?
C3 H3 0.971(16) . ?
C4 C5 1.3773(19) . ?
C4 H4 0.976(18) . ?
C5 C6 1.375(2) . ?
C5 H5 0.974(17) . ?
C6 N1 1.3433(15) . ?
C6 H6 1.015(17) . ?
C7 N2 1.3431(13) . ?
C7 C8 1.3894(15) . ?
C8 C9 1.3853(16) . ?
C8 H8 0.970(13) . ?
C9 C10 1.3859(18) . ?
C9 H9 0.987(18) . ?
C10 C11 1.372(2) . ?
C10 H10 0.947(17) . ?
C11 N2 1.3426(17) . ?
C11 H11 0.977(18) . ?
N3 C15 1.4725(13) . ?
N3 C12 1.4748(14) . ?
C12 C13 1.5287(17) . ?
C12 H12A 0.988(15) . ?
C12 H12B 1.022(16) . ?
C13 C14 1.5298(19) . ?
C13 H13A 1.005(18) . ?
C13 H13B 0.992(18) . ?
C14 C15 1.5189(17) . ?
C14 H14A 0.95(2) . ?
C14 H14B 1.02(2) . ?
C15 H15A 0.987(13) . ?
C15 H15B 1.030(16) . ?
C16 N6 1.4666(12) . ?
C16 C22 1.5152(13) . ?
C16 C17 1.5198(13) . ?
C16 H16 0.995(13) . ?
C17 N4 1.3389(12) . ?
C17 C18 1.3925(14) . ?
C18 C19 1.3896(15) . ?
C18 H18 0.966(14) . ?
C19 C20 1.3793(18) . ?
C19 H19 0.972(15) . ?
C20 C21 1.3773(18) . ?
C20 H20 0.980(15) . ?
C21 N4 1.3417(14) . ?
C21 H21 0.995(15) . ?
C22 N5 1.3406(12) . ?
C22 C23 1.3913(14) . ?
C23 C24 1.3881(15) . ?
C23 H23 0.974(15) . ?
C24 C25 1.3850(16) . ?
C24 H24 0.994(15) . ?
C25 C26 1.3795(16) . ?
C25 H25 0.958(15) . ?
C26 N5 1.3439(13) . ?
C26 H26 0.977(14) . ?
N6 C27 1.4699(12) . ?
N6 C30 1.4718(12) . ?
C27 C28 1.5207(15) . ?
C27 H27A 0.973(13) . ?
C27 H27B 0.999(13) . ?
C28 C29 1.5323(15) . ?
C28 H28B 0.974(17) . ?
C28 H28A 0.976(17) . ?
C29 C30 1.5285(14) . ?
C29 H29A 0.974(15) . ?
C29 H29B 0.998(15) . ?
C30 H30A 1.016(15) . ?
C30 H30B 0.971(14) . ?

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
N3 C1 C7 110.26(8) . . ?
N3 C1 C2 111.87(8) . . ?
C7 C1 C2 110.44(8) . . ?
N3 C1 H1 110.5(8) . . ?
C7 C1 H1 106.7(8) . . ?
C2 C1 H1 106.9(8) . . ?
N1 C2 C3 122.46(9) . . ?
N1 C2 C1 114.97(9) . . ?
C3 C2 C1 122.54(9) . . ?
C4 C3 C2 119.10(11) . . ?
C4 C3 H3 120.9(9) . . ?
C2 C3 H3 120.0(9) . . ?
C5 C4 C3 118.78(12) . . ?
C5 C4 H4 119.9(10) . . ?
C3 C4 H4 121.4(10) . . ?
C6 C5 C4 118.41(10) . . ?
C6 C5 H5 119.5(10) . . ?
C4 C5 H5 122.1(10) . . ?
N1 C6 C5 124.05(11) . . ?
N1 C6 H6 114.5(9) . . ?
C5 C6 H6 121.5(9) . . ?
C2 N1 C6 117.18(10) . . ?
N2 C7 C8 122.65(10) . . ?
N2 C7 C1 115.74(9) . . ?
C8 C7 C1 121.61(9) . . ?
C9 C8 C7 119.06(10) . . ?
C9 C8 H8 120.6(8) . . ?
C7 C8 H8 120.3(8) . . ?
C8 C9 C10 118.73(12) . . ?
C8 C9 H9 120.9(10) . . ?
C10 C9 H9 120.3(10) . . ?
C11 C10 C9 118.25(11) . . ?
C11 C10 H10 121.0(10) . . ?
C9 C10 H10 120.8(10) . . ?
N2 C11 C10 124.35(11) . . ?
N2 C11 H11 114.9(10) . . ?
C10 C11 H11 120.8(10) . . ?
C11 N2 C7 116.95(11) . . ?
C1 N3 C15 111.86(8) . . ?
C1 N3 C12 112.10(8) . . ?
C15 N3 C12 103.63(8) . . ?
N3 C12 C13 105.01(9) . . ?
N3 C12 H12A 109.2(8) . . ?
C13 C12 H12A 114.8(8) . . ?
N3 C12 H12B 108.9(9) . . ?
C13 C12 H12B 110.1(9) . . ?
H12A C12 H12B 108.7(12) . . ?
C12 C13 C14 105.06(10) . . ?
C12 C13 H13A 111.0(10) . . ?
C14 C13 H13A 111.7(10) . . ?
C12 C13 H13B 109.9(10) . . ?
C14 C13 H13B 112.7(10) . . ?
H13A C13 H13B 106.5(14) . . ?
C15 C14 C13 104.40(10) . . ?
C15 C14 H14A 112.3(11) . . ?
C13 C14 H14A 112.0(11) . . ?
C15 C14 H14B 110.6(12) . . ?
C13 C14 H14B 112.6(12) . . ?
H14A C14 H14B 105.2(17) . . ?
N3 C15 C14 103.45(9) . . ?
N3 C15 H15A 110.1(7) . . ?
C14 C15 H15A 114.0(7) . . ?
N3 C15 H15B 109.4(9) . . ?
C14 C15 H15B 111.9(9) . . ?
H15A C15 H15B 107.9(11) . . ?
N6 C16 C22 111.64(7) . . ?
N6 C16 C17 110.21(7) . . ?
C22 C16 C17 110.75(7) . . ?
N6 C16 H16 111.5(7) . . ?
C22 C16 H16 106.0(7) . . ?
C17 C16 H16 106.6(7) . . ?
N4 C17 C18 122.98(9) . . ?
N4 C17 C16 115.73(8) . . ?
C18 C17 C16 121.28(8) . . ?
C19 C18 C17 118.52(10) . . ?
C19 C18 H18 121.4(8) . . ?
C17 C18 H18 120.1(8) . . ?
C20 C19 C18 118.97(11) . . ?
C20 C19 H19 121.3(8) . . ?
C18 C19 H19 119.7(8) . . ?
C21 C20 C19 118.40(10) . . ?
C21 C20 H20 119.4(9) . . ?
C19 C20 H20 122.1(9) . . ?
N4 C21 C20 124.05(10) . . ?
N4 C21 H21 116.5(9) . . ?
C20 C21 H21 119.5(9) . . ?
C17 N4 C21 117.07(9) . . ?
N5 C22 C23 122.51(9) . . ?
N5 C22 C16 115.45(8) . . ?
C23 C22 C16 122.01(8) . . ?
C24 C23 C22 119.02(9) . . ?
C24 C23 H23 122.7(9) . . ?
C22 C23 H23 118.3(9) . . ?
C25 C24 C23 118.83(10) . . ?
C25 C24 H24 120.4(9) . . ?
C23 C24 H24 120.7(9) . . ?
C26 C25 C24 118.33(10) . . ?
C26 C25 H25 119.8(9) . . ?
C24 C25 H25 121.8(9) . . ?
N5 C26 C25 123.81(9) . . ?
N5 C26 H26 116.0(8) . . ?
C25 C26 H26 120.2(8) . . ?
C22 N5 C26 117.51(9) . . ?
C16 N6 C27 112.49(7) . . ?
C16 N6 C30 111.84(7) . . ?
C27 N6 C30 103.54(7) . . ?
N6 C27 C28 103.20(8) . . ?
N6 C27 H27A 110.4(8) . . ?
C28 C27 H27A 113.5(8) . . ?
N6 C27 H27B 111.1(8) . . ?
C28 C27 H27B 111.2(7) . . ?
H27A C27 H27B 107.5(10) . . ?
C27 C28 C29 104.70(9) . . ?
C27 C28 H28B 110.4(10) . . ?
C29 C28 H28B 111.3(10) . . ?
C27 C28 H28A 111.4(9) . . ?
C29 C28 H28A 114.0(9) . . ?
H28B C28 H28A 105.2(13) . . ?
C30 C29 C28 104.66(8) . . ?
C30 C29 H29A 109.9(9) . . ?
C28 C29 H29A 112.1(9) . . ?
C30 C29 H29B 112.0(9) . . ?
C28 C29 H29B 111.2(9) . . ?
H29A C29 H29B 107.0(12) . . ?
N6 C30 C29 104.61(8) . . ?
N6 C30 H30A 110.2(8) . . ?
C29 C30 H30A 109.9(8) . . ?
N6 C30 H30B 110.1(8) . . ?
C29 C30 H30B 113.0(8) . . ?
H30A C30 H30B 108.9(11) . . ?

_refine_diff_density_max         0.366
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_tm05
_database_code_depnum_ccdc_archive 'CCDC 1583987'
_audit_update_record             
;
2017-11-04 deposited with the CCDC.
2018-01-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 B F20, C24 H31 N3 Rh'
_chemical_formula_sum            'C48 H31 B F20 N3 Rh'
_chemical_formula_weight         1143.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.2339(1)
_cell_length_b                   13.4237(2)
_cell_length_c                   16.5737(2)
_cell_angle_alpha                100.030(2)
_cell_angle_beta                 101.556(2)
_cell_angle_gamma                96.792(2)
_cell_volume                     2168.74(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9728
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      34.60

_exptl_crystal_description       rectangular_plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_F_000             1140
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.391
_exptl_crystal_size_mid          0.304
_exptl_crystal_size_min          0.118
_exptl_absorpt_coefficient_mu    0.522
_shelx_estimated_absorpt_T_min   0.822
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6942
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'Bruker SAINT'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            119647
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.806
_diffrn_reflns_theta_max         33.727
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             17221
_reflns_number_gt                15327
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²+0.7227P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         17221
_refine_ls_number_parameters     658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0795
_refine_ls_wR_factor_gt          0.0757
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.36307(2) 0.28580(2) 0.29126(2) 0.01968(3) Uani 1 1 d . . . . .
N1 N 0.53506(9) 0.32897(7) 0.24642(6) 0.02008(16) Uani 1 1 d . . . . .
N2 N 0.43256(10) 0.13271(7) 0.26968(6) 0.02115(16) Uani 1 1 d . . . . .
N3 N 0.29944(9) 0.21469(7) 0.14550(6) 0.02028(16) Uani 1 1 d . . . . .
C17 C 0.35589(14) 0.43805(10) 0.33801(8) 0.0292(2) Uani 1 1 d . . . . .
H17A H 0.4206 0.4872 0.3203 0.035 Uiso 1 1 calc R U . . .
C18 C 0.41886(14) 0.39195(10) 0.40448(8) 0.0290(2) Uani 1 1 d . . . . .
H18A H 0.5185 0.4153 0.4239 0.035 Uiso 1 1 calc R U . . .
C21 C 0.22705(13) 0.21911(11) 0.35769(8) 0.0307(2) Uani 1 1 d . . . . .
H21A H 0.2015 0.1430 0.3396 0.037 Uiso 1 1 calc R U . . .
C22 C 0.15625(13) 0.27394(12) 0.30386(9) 0.0321(3) Uani 1 1 d . . . . .
H22A H 0.0907 0.2291 0.2542 0.039 Uiso 1 1 calc R U . . .
C1 C 0.43174(14) 0.13396(10) 0.04396(8) 0.0300(2) Uani 1 1 d . . . . .
H1A H 0.5200 0.1134 0.0420 0.045 Uiso 1 1 calc R U . . .
H1B H 0.3609 0.0739 0.0228 0.045 Uiso 1 1 calc R U . . .
H1C H 0.4154 0.1850 0.0090 0.045 Uiso 1 1 calc R U . . .
C2 C 0.43012(11) 0.18047(8) 0.13522(7) 0.01991(18) Uani 1 1 d . . . . .
C3 C 0.54063(11) 0.27404(8) 0.17118(7) 0.01962(17) Uani 1 1 d . . . . .
C4 C 0.64249(13) 0.30045(10) 0.13120(8) 0.0265(2) Uani 1 1 d . . . . .
H4A H 0.6440 0.2617 0.0778 0.032 Uiso 1 1 calc R U . . .
C5 C 0.74235(14) 0.38401(10) 0.16980(9) 0.0308(2) Uani 1 1 d . . . . .
H5A H 0.8117 0.4040 0.1426 0.037 Uiso 1 1 calc R U . . .
C6 C 0.73926(13) 0.43730(10) 0.24791(9) 0.0293(2) Uani 1 1 d . . . . .
H6A H 0.8082 0.4932 0.2766 0.035 Uiso 1 1 calc R U . . .
C7 C 0.63395(12) 0.40809(9) 0.28403(8) 0.0249(2) Uani 1 1 d . . . . .
H7A H 0.6315 0.4456 0.3377 0.030 Uiso 1 1 calc R U . . .
C8 C 0.45536(11) 0.10334(8) 0.19250(7) 0.01980(17) Uani 1 1 d . . . . .
C9 C 0.49929(12) 0.01118(9) 0.16913(9) 0.0269(2) Uani 1 1 d . . . . .
H9A H 0.5118 -0.0095 0.1138 0.032 Uiso 1 1 calc R U . . .
C10 C 0.52478(14) -0.05065(10) 0.22755(10) 0.0336(3) Uani 1 1 d . . . . .
H10A H 0.5553 -0.1140 0.2127 0.040 Uiso 1 1 calc R U . . .
C11 C 0.50527(14) -0.01915(10) 0.30744(10) 0.0329(3) Uani 1 1 d . . . . .
H11A H 0.5240 -0.0594 0.3489 0.039 Uiso 1 1 calc R U . . .
C12 C 0.45754(13) 0.07283(10) 0.32573(8) 0.0270(2) Uani 1 1 d . . . . .
H12A H 0.4420 0.0941 0.3803 0.032 Uiso 1 1 calc R U . . .
C13 C 0.26170(12) 0.29472(9) 0.09694(8) 0.0276(2) Uani 1 1 d . . . . .
H13A H 0.2883 0.2826 0.0422 0.033 Uiso 1 1 calc R U . . .
H13B H 0.3052 0.3640 0.1290 0.033 Uiso 1 1 calc R U . . .
C14 C 0.11018(14) 0.28317(11) 0.08444(9) 0.0317(3) Uani 1 1 d . . . . .
H14A H 0.0697 0.3117 0.0358 0.038 Uiso 1 1 calc R U . . .
H14B H 0.0841 0.3178 0.1353 0.038 Uiso 1 1 calc R U . . .
C15 C 0.06669(13) 0.16788(11) 0.06830(10) 0.0334(3) Uani 1 1 d . . . . .
H15A H 0.0521 0.1374 0.0077 0.040 Uiso 1 1 calc R U . . .
H15B H -0.0180 0.1512 0.0868 0.040 Uiso 1 1 calc R U . . .
C16 C 0.18269(11) 0.12813(9) 0.11973(8) 0.0246(2) Uani 1 1 d . . . . .
H16A H 0.1572 0.1080 0.1699 0.030 Uiso 1 1 calc R U . . .
H16B H 0.2066 0.0678 0.0855 0.030 Uiso 1 1 calc R U . . .
C19 C 0.35052(17) 0.36698(13) 0.47405(9) 0.0384(3) Uani 1 1 d . . . . .
H19A H 0.2847 0.4140 0.4825 0.046 Uiso 1 1 calc R U . . .
H19B H 0.4193 0.3774 0.5274 0.046 Uiso 1 1 calc R U . . .
C20 C 0.27767(17) 0.25614(13) 0.45153(9) 0.0379(3) Uani 1 1 d . . . . .
H20A H 0.3403 0.2113 0.4735 0.045 Uiso 1 1 calc R U . . .
H20B H 0.2003 0.2511 0.4790 0.045 Uiso 1 1 calc R U . . .
C23 C 0.11261(16) 0.37593(14) 0.33275(11) 0.0427(3) Uani 1 1 d . . . . .
H23A H 0.1027 0.3818 0.3915 0.051 Uiso 1 1 calc R U . . .
H23B H 0.0236 0.3788 0.2972 0.051 Uiso 1 1 calc R U . . .
C24 C 0.21480(17) 0.46515(13) 0.32751(11) 0.0416(3) Uani 1 1 d . . . . .
H24A H 0.1883 0.4847 0.2723 0.050 Uiso 1 1 calc R U . . .
H24B H 0.2145 0.5248 0.3719 0.050 Uiso 1 1 calc R U . . .
B1 B 0.04946(12) 0.20505(9) 0.73841(7) 0.01936(19) Uani 1 1 d . . . . .
C25 C -0.04888(11) 0.22293(9) 0.65156(7) 0.02142(18) Uani 1 1 d . . . . .
C26 C -0.17733(12) 0.16528(10) 0.62384(7) 0.0254(2) Uani 1 1 d . . . . .
F26 F -0.21398(8) 0.09052(7) 0.66372(5) 0.03309(17) Uani 1 1 d . . . . .
C27 C -0.27336(13) 0.17745(11) 0.55632(8) 0.0301(2) Uani 1 1 d . . . . .
F27 F -0.39421(9) 0.11638(8) 0.53242(6) 0.0430(2) Uani 1 1 d . . . . .
C28 C -0.24361(14) 0.25255(11) 0.51271(8) 0.0306(2) Uani 1 1 d . . . . .
F28 F -0.33426(10) 0.26495(8) 0.44625(6) 0.0453(2) Uani 1 1 d . . . . .
C29 C -0.11877(13) 0.31291(9) 0.53755(7) 0.0263(2) Uani 1 1 d . . . . .
F29 F -0.08801(10) 0.38599(7) 0.49570(5) 0.03768(19) Uani 1 1 d . . . . .
C30 C -0.02508(12) 0.29702(9) 0.60523(7) 0.02258(19) Uani 1 1 d . . . . .
F30 F 0.09448(8) 0.36025(6) 0.62385(5) 0.02883(15) Uani 1 1 d . . . . .
C31 C -0.03440(11) 0.24513(8) 0.80999(7) 0.01901(17) Uani 1 1 d . . . . .
C32 C -0.04331(11) 0.34904(8) 0.82950(7) 0.02072(18) Uani 1 1 d . . . . .
F32 F 0.02173(8) 0.41512(5) 0.79245(5) 0.02620(14) Uani 1 1 d . . . . .
C33 C -0.11380(12) 0.39127(9) 0.88595(8) 0.0246(2) Uani 1 1 d . . . . .
F33 F -0.11378(10) 0.49250(6) 0.90304(6) 0.03696(19) Uani 1 1 d . . . . .
C34 C -0.18569(13) 0.32804(10) 0.92436(8) 0.0263(2) Uani 1 1 d . . . . .
F34 F -0.25653(10) 0.36718(8) 0.97847(6) 0.0401(2) Uani 1 1 d . . . . .
C35 C -0.18482(12) 0.22445(10) 0.90579(7) 0.0240(2) Uani 1 1 d . . . . .
F35 F -0.25433(9) 0.16203(7) 0.94334(5) 0.03396(17) Uani 1 1 d . . . . .
C36 C -0.11044(11) 0.18535(8) 0.84981(7) 0.02122(18) Uani 1 1 d . . . . .
F36 F -0.11655(8) 0.08288(5) 0.83627(5) 0.02890(15) Uani 1 1 d . . . . .
C37 C 0.20591(11) 0.26714(8) 0.75882(7) 0.02067(18) Uani 1 1 d . . . . .
C38 C 0.28284(12) 0.24976(9) 0.69852(7) 0.0242(2) Uani 1 1 d . . . . .
F38 F 0.22630(8) 0.18618(7) 0.62423(5) 0.03165(16) Uani 1 1 d . . . . .
C39 C 0.41616(12) 0.29323(11) 0.70956(9) 0.0286(2) Uani 1 1 d . . . . .
F39 F 0.48371(9) 0.27239(8) 0.64868(6) 0.0409(2) Uani 1 1 d . . . . .
C40 C 0.48081(12) 0.35764(11) 0.78467(9) 0.0316(3) Uani 1 1 d . . . . .
F40 F 0.60953(8) 0.40227(9) 0.79654(7) 0.0467(2) Uani 1 1 d . . . . .
C41 C 0.41181(13) 0.37569(11) 0.84782(9) 0.0304(2) Uani 1 1 d . . . . .
F41 F 0.47302(10) 0.43771(9) 0.92114(6) 0.0480(2) Uani 1 1 d . . . . .
C42 C 0.27845(12) 0.32975(9) 0.83402(7) 0.0239(2) Uani 1 1 d . . . . .
F42 F 0.22158(8) 0.35088(7) 0.90056(5) 0.03186(16) Uani 1 1 d . . . . .
C43 C 0.07463(11) 0.08541(9) 0.73390(7) 0.02194(19) Uani 1 1 d . . . . .
C44 C 0.05183(13) 0.00957(9) 0.66163(8) 0.0261(2) Uani 1 1 d . . . . .
F44 F -0.00560(9) 0.02643(7) 0.58613(5) 0.03503(17) Uani 1 1 d . . . . .
C45 C 0.08702(14) -0.08732(10) 0.66150(9) 0.0320(3) Uani 1 1 d . . . . .
F45 F 0.06129(11) -0.15644(7) 0.58930(7) 0.0468(2) Uani 1 1 d . . . . .
C46 C 0.14670(14) -0.11263(10) 0.73515(10) 0.0332(3) Uani 1 1 d . . . . .
F46 F 0.18090(11) -0.20575(7) 0.73536(8) 0.0501(3) Uani 1 1 d . . . . .
C47 C 0.17146(12) -0.04078(10) 0.80881(9) 0.0287(2) Uani 1 1 d . . . . .
F47 F 0.23058(9) -0.06394(7) 0.88199(6) 0.03716(18) Uani 1 1 d . . . . .
C48 C 0.13770(12) 0.05539(9) 0.80613(8) 0.0240(2) Uani 1 1 d . . . . .
F48 F 0.17049(8) 0.12343(6) 0.88040(5) 0.02981(15) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Rh1 C17 2.0711(12) . ?
Rh1 C18 2.0795(12) . ?
Rh1 N1 2.1021(10) . ?
Rh1 C21 2.1480(12) . ?
Rh1 C22 2.1582(13) . ?
Rh1 N2 2.2470(10) . ?
Rh1 N3 2.3645(10) . ?
N1 C7 1.3428(14) . ?
N1 C3 1.3490(14) . ?
N2 C12 1.3371(14) . ?
N2 C8 1.3460(15) . ?
N3 C13 1.4919(14) . ?
N3 C2 1.4961(15) . ?
N3 C16 1.5015(14) . ?
C17 C18 1.4350(19) . ?
C17 C24 1.514(2) . ?
C17 H17A 1.0000 . ?
C18 C19 1.528(2) . ?
C18 H18A 1.0000 . ?
C21 C22 1.399(2) . ?
C21 C20 1.510(2) . ?
C21 H21A 1.0000 . ?
C22 C23 1.518(2) . ?
C22 H22A 1.0000 . ?
C1 C2 1.5368(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.5314(15) . ?
C2 C8 1.5320(15) . ?
C3 C4 1.3866(16) . ?
C4 C5 1.3888(17) . ?
C4 H4A 0.9500 . ?
C5 C6 1.374(2) . ?
C5 H5A 0.9500 . ?
C6 C7 1.3835(18) . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C8 C9 1.3846(16) . ?
C9 C10 1.3872(19) . ?
C9 H9A 0.9500 . ?
C10 C11 1.379(2) . ?
C10 H10A 0.9500 . ?
C11 C12 1.3880(19) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.5082(18) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.520(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.5242(17) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C19 C20 1.530(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C23 C24 1.521(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
B1 C43 1.6477(17) . ?
B1 C31 1.6519(16) . ?
B1 C25 1.6551(16) . ?
B1 C37 1.6559(16) . ?
C25 C30 1.3863(16) . ?
C25 C26 1.3898(16) . ?
C26 F26 1.3513(15) . ?
C26 C27 1.3804(17) . ?
C27 F27 1.3451(15) . ?
C27 C28 1.379(2) . ?
C28 F28 1.3389(14) . ?
C28 C29 1.373(2) . ?
C29 F29 1.3394(15) . ?
C29 C30 1.3871(16) . ?
C30 F30 1.3508(14) . ?
C31 C36 1.3884(15) . ?
C31 C32 1.3939(15) . ?
C32 F32 1.3494(12) . ?
C32 C33 1.3782(16) . ?
C33 F33 1.3389(14) . ?
C33 C34 1.3767(17) . ?
C34 F34 1.3388(14) . ?
C34 C35 1.3724(18) . ?
C35 F35 1.3467(13) . ?
C35 C36 1.3869(16) . ?
C36 F36 1.3464(13) . ?
C37 C42 1.3884(16) . ?
C37 C38 1.3966(16) . ?
C38 F38 1.3458(14) . ?
C38 C39 1.3821(17) . ?
C39 F39 1.3421(15) . ?
C39 C40 1.376(2) . ?
C40 F40 1.3421(14) . ?
C40 C41 1.379(2) . ?
C41 F41 1.3346(16) . ?
C41 C42 1.3864(17) . ?
C42 F42 1.3500(14) . ?
C43 C48 1.3900(16) . ?
C43 C44 1.3901(16) . ?
C44 F44 1.3410(15) . ?
C44 C45 1.3897(18) . ?
C45 F45 1.3384(16) . ?
C45 C46 1.369(2) . ?
C46 F46 1.3378(15) . ?
C46 C47 1.376(2) . ?
C47 F47 1.3475(16) . ?
C47 C48 1.3810(17) . ?
C48 F48 1.3537(14) . ?

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
C17 Rh1 C18 40.45(5) . . ?
C17 Rh1 N1 90.52(5) . . ?
C18 Rh1 N1 96.32(5) . . ?
C17 Rh1 C21 97.55(6) . . ?
C18 Rh1 C21 80.89(5) . . ?
N1 Rh1 C21 163.42(5) . . ?
C17 Rh1 C22 79.94(6) . . ?
C18 Rh1 C22 88.78(6) . . ?
N1 Rh1 C22 158.64(5) . . ?
C21 Rh1 C22 37.93(5) . . ?
C17 Rh1 N2 162.18(5) . . ?
C18 Rh1 N2 124.41(4) . . ?
N1 Rh1 N2 81.38(4) . . ?
C21 Rh1 N2 86.74(5) . . ?
C22 Rh1 N2 112.69(5) . . ?
C17 Rh1 N3 121.68(4) . . ?
C18 Rh1 N3 161.33(4) . . ?
N1 Rh1 N3 75.86(3) . . ?
C21 Rh1 N3 111.34(4) . . ?
C22 Rh1 N3 92.86(4) . . ?
N2 Rh1 N3 71.81(3) . . ?
C7 N1 C3 118.53(10) . . ?
C7 N1 Rh1 125.73(8) . . ?
C3 N1 Rh1 115.66(7) . . ?
C12 N2 C8 118.94(10) . . ?
C12 N2 Rh1 126.79(8) . . ?
C8 N2 Rh1 114.21(7) . . ?
C13 N3 C2 113.61(9) . . ?
C13 N3 C16 106.95(8) . . ?
C2 N3 C16 112.72(9) . . ?
C13 N3 Rh1 110.51(7) . . ?
C2 N3 Rh1 98.09(6) . . ?
C16 N3 Rh1 115.01(7) . . ?
C18 C17 C24 124.42(13) . . ?
C18 C17 Rh1 70.09(7) . . ?
C24 C17 Rh1 114.52(10) . . ?
C18 C17 H17A 113.5 . . ?
C24 C17 H17A 113.5 . . ?
Rh1 C17 H17A 113.5 . . ?
C17 C18 C19 123.05(13) . . ?
C17 C18 Rh1 69.46(7) . . ?
C19 C18 Rh1 115.78(10) . . ?
C17 C18 H18A 113.7 . . ?
C19 C18 H18A 113.7 . . ?
Rh1 C18 H18A 113.7 . . ?
C22 C21 C20 124.69(14) . . ?
C22 C21 Rh1 71.43(7) . . ?
C20 C21 Rh1 110.75(9) . . ?
C22 C21 H21A 114.1 . . ?
C20 C21 H21A 114.1 . . ?
Rh1 C21 H21A 114.1 . . ?
C21 C22 C23 124.43(13) . . ?
C21 C22 Rh1 70.64(7) . . ?
C23 C22 Rh1 114.27(10) . . ?
C21 C22 H22A 113.4 . . ?
C23 C22 H22A 113.4 . . ?
Rh1 C22 H22A 113.4 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N3 C2 C3 106.76(8) . . ?
N3 C2 C8 106.14(8) . . ?
C3 C2 C8 107.07(8) . . ?
N3 C2 C1 113.93(9) . . ?
C3 C2 C1 111.16(9) . . ?
C8 C2 C1 111.39(9) . . ?
N1 C3 C4 121.33(10) . . ?
N1 C3 C2 115.51(9) . . ?
C4 C3 C2 123.14(10) . . ?
C3 C4 C5 119.56(11) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
C6 C5 C4 118.90(11) . . ?
C6 C5 H5A 120.5 . . ?
C4 C5 H5A 120.5 . . ?
C5 C6 C7 118.79(11) . . ?
C5 C6 H6A 120.6 . . ?
C7 C6 H6A 120.6 . . ?
N1 C7 C6 122.81(11) . . ?
N1 C7 H7A 118.6 . . ?
C6 C7 H7A 118.6 . . ?
N2 C8 C9 121.51(10) . . ?
N2 C8 C2 114.31(9) . . ?
C9 C8 C2 124.17(10) . . ?
C8 C9 C10 119.20(12) . . ?
C8 C9 H9A 120.4 . . ?
C10 C9 H9A 120.4 . . ?
C11 C10 C9 119.28(12) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
C10 C11 C12 118.35(12) . . ?
C10 C11 H11A 120.8 . . ?
C12 C11 H11A 120.8 . . ?
N2 C12 C11 122.66(12) . . ?
N2 C12 H12A 118.7 . . ?
C11 C12 H12A 118.7 . . ?
N3 C13 C14 103.88(10) . . ?
N3 C13 H13A 111.0 . . ?
C14 C13 H13A 111.0 . . ?
N3 C13 H13B 111.0 . . ?
C14 C13 H13B 111.0 . . ?
H13A C13 H13B 109.0 . . ?
C13 C14 C15 103.34(11) . . ?
C13 C14 H14A 111.1 . . ?
C15 C14 H14A 111.1 . . ?
C13 C14 H14B 111.1 . . ?
C15 C14 H14B 111.1 . . ?
H14A C14 H14B 109.1 . . ?
C14 C15 C16 105.09(10) . . ?
C14 C15 H15A 110.7 . . ?
C16 C15 H15A 110.7 . . ?
C14 C15 H15B 110.7 . . ?
C16 C15 H15B 110.7 . . ?
H15A C15 H15B 108.8 . . ?
N3 C16 C15 106.14(9) . . ?
N3 C16 H16A 110.5 . . ?
C15 C16 H16A 110.5 . . ?
N3 C16 H16B 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
C18 C19 C20 110.91(11) . . ?
C18 C19 H19A 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 108.0 . . ?
C21 C20 C19 111.98(12) . . ?
C21 C20 H20A 109.2 . . ?
C19 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C22 C23 C24 111.28(12) . . ?
C22 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C17 C24 C23 111.57(12) . . ?
C17 C24 H24A 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C17 C24 H24B 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
C43 B1 C31 113.57(9) . . ?
C43 B1 C25 113.24(9) . . ?
C31 B1 C25 101.59(8) . . ?
C43 B1 C37 101.86(9) . . ?
C31 B1 C37 112.98(9) . . ?
C25 B1 C37 114.12(9) . . ?
C30 C25 C26 113.36(10) . . ?
C30 C25 B1 127.83(10) . . ?
C26 C25 B1 118.49(10) . . ?
F26 C26 C27 115.83(11) . . ?
F26 C26 C25 119.47(10) . . ?
C27 C26 C25 124.70(12) . . ?
F27 C27 C28 120.04(12) . . ?
F27 C27 C26 120.75(13) . . ?
C28 C27 C26 119.20(12) . . ?
F28 C28 C29 120.68(13) . . ?
F28 C28 C27 120.37(13) . . ?
C29 C28 C27 118.94(11) . . ?
F29 C29 C28 119.73(11) . . ?
F29 C29 C30 120.53(12) . . ?
C28 C29 C30 119.74(11) . . ?
F30 C30 C25 121.21(10) . . ?
F30 C30 C29 114.75(10) . . ?
C25 C30 C29 124.05(11) . . ?
C36 C31 C32 113.38(10) . . ?
C36 C31 B1 127.29(9) . . ?
C32 C31 B1 119.06(9) . . ?
F32 C32 C33 116.10(10) . . ?
F32 C32 C31 119.37(10) . . ?
C33 C32 C31 124.52(10) . . ?
F33 C33 C34 120.02(11) . . ?
F33 C33 C32 120.72(11) . . ?
C34 C33 C32 119.26(11) . . ?
F34 C34 C35 120.55(11) . . ?
F34 C34 C33 120.31(11) . . ?
C35 C34 C33 119.13(11) . . ?
F35 C35 C34 119.57(11) . . ?
F35 C35 C36 120.70(11) . . ?
C34 C35 C36 119.72(10) . . ?
F36 C36 C35 114.77(10) . . ?
F36 C36 C31 121.33(10) . . ?
C35 C36 C31 123.90(10) . . ?
C42 C37 C38 113.27(10) . . ?
C42 C37 B1 127.45(10) . . ?
C38 C37 B1 118.98(10) . . ?
F38 C38 C39 116.33(11) . . ?
F38 C38 C37 119.22(10) . . ?
C39 C38 C37 124.44(12) . . ?
F39 C39 C40 119.70(12) . . ?
F39 C39 C38 120.97(13) . . ?
C40 C39 C38 119.32(12) . . ?
F40 C40 C39 120.54(13) . . ?
F40 C40 C41 120.27(13) . . ?
C39 C40 C41 119.19(11) . . ?
F41 C41 C40 120.01(12) . . ?
F41 C41 C42 120.59(13) . . ?
C40 C41 C42 119.40(12) . . ?
F42 C42 C41 114.46(11) . . ?
F42 C42 C37 121.24(10) . . ?
C41 C42 C37 124.30(12) . . ?
C48 C43 C44 113.43(11) . . ?
C48 C43 B1 119.75(10) . . ?
C44 C43 B1 126.46(10) . . ?
F44 C44 C45 115.31(11) . . ?
F44 C44 C43 121.24(11) . . ?
C45 C44 C43 123.45(12) . . ?
F45 C45 C46 119.89(12) . . ?
F45 C45 C44 119.94(13) . . ?
C46 C45 C44 120.17(12) . . ?
F46 C46 C45 120.41(13) . . ?
F46 C46 C47 120.56(14) . . ?
C45 C46 C47 119.03(12) . . ?
F47 C47 C46 120.01(12) . . ?
F47 C47 C48 120.88(12) . . ?
C46 C47 C48 119.09(12) . . ?
F48 C48 C47 115.78(11) . . ?
F48 C48 C43 119.44(10) . . ?
C47 C48 C43 124.79(12) . . ?

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
C13 C14 C15 C16 32.02(15) . . . . ?

_refine_diff_density_max         0.951
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.067

