data_SMK12

_audit_update_record
;
2020-03-23 # Formatted by publCIF

;
_publcif_datablock.id '{e793700a-8d3e-47e0-b8f9-d320051834e5}'

_publ_section_exptl_refinement
;
(type here to add)
;

_publ_section_exptl_prep
;
(type here to add)
;

_publ_manuscript_text
;
(type here to add)
;
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C23 H33 Cl N O Rh' 
_chemical_formula_weight          477.86

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Rh'  'Rh'  -1.1178   0.9187
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/n'
_space_group_name_Hall            '-P 2yn'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    13.1985(6)
_cell_length_b                    7.9910(4)
_cell_length_c                    21.6147(10)
_cell_angle_alpha                 90
_cell_angle_beta                  107.3570(10)
_cell_angle_gamma                 90
_cell_volume                      2175.88(18)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9446
_cell_measurement_theta_min       2.73
_cell_measurement_theta_max       28.73
 
_exptl_crystal_description        'rod'
_exptl_crystal_colour             'orange'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.459          
_exptl_crystal_F_000              992
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.337
_exptl_crystal_size_mid           0.116
_exptl_crystal_size_min           0.114
_exptl_absorpt_coefficient_mu     0.920
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6408
_exptl_absorpt_correction_T_max   0.7458
_exptl_absorpt_process_details    'TWINABS BRUKER AXS'
_exptl_absorpt_special_details    ?

_exptl_special_details
;
Collected, solved and refined by Hongyu Zhong
;

_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             77631
_diffrn_reflns_av_unetI/netI      0.0250
_diffrn_reflns_av_R_equivalents   0.0567
_diffrn_reflns_limit_h_min        -17
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -29
_diffrn_reflns_limit_l_max        29
_diffrn_reflns_theta_min          2.131
_diffrn_reflns_theta_max          28.727
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.998
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              5621
_reflns_number_gt                 5004
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0362P)²+5.3080P] 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          5621
_refine_ls_number_parameters      244
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0382
_refine_ls_R_factor_gt            0.0322
_refine_ls_wR_factor_ref          0.0835
_refine_ls_wR_factor_gt           0.0802
_refine_ls_goodness_of_fit_ref    1.065
_refine_ls_restrained_S_all       1.065
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.27948(18) 0.6165(3) 0.49107(11) 0.0104(4) Uani 1 1 d . . . . .
C1S C 0.2557(3) -0.1134(5) 0.6519(2) 0.0479(10) Uani 1 1 d . . . . .
H1S1 H 0.306726 -0.184071 0.682329 0.057 Uiso 1 1 calc R U . . .
H1S2 H 0.241666 -0.159343 0.608644 0.057 Uiso 1 1 calc R U . . .
C2 C 0.2297(2) 0.5181(3) 0.52694(12) 0.0158(5) Uani 1 1 d . . . . .
H2 H 0.160073 0.483309 0.508102 0.019 Uiso 1 1 calc R U . . .
C2S C 0.2945(3) 0.0627(5) 0.6547(2) 0.0449(9) Uani 1 1 d . . . . .
H2S1 H 0.369767 0.067084 0.677685 0.054 Uiso 1 1 calc R U . . .
H2S2 H 0.283651 0.105292 0.611229 0.054 Uiso 1 1 calc R U . . .
C3 C 0.2829(2) 0.4712(4) 0.59061(13) 0.0197(5) Uani 1 1 d . . . . .
H3 H 0.247664 0.408998 0.614198 0.024 Uiso 1 1 calc R U . . .
O1S O 0.2372(2) 0.1618(3) 0.68750(13) 0.0429(6) Uani 1 1 d . . . . .
C4 C 0.3886(2) 0.5169(4) 0.61902(12) 0.0204(5) Uani 1 1 d . . . . .
H4 H 0.423325 0.486577 0.661620 0.024 Uiso 1 1 calc R U . . .
C4S C 0.1776(2) 0.0524(4) 0.71466(15) 0.0294(7) Uani 1 1 d . . . . .
H4S1 H 0.112444 0.105834 0.716339 0.035 Uiso 1 1 calc R U . . .
H4S2 H 0.218264 0.019898 0.758216 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4419(2) 0.6078(3) 0.58367(12) 0.0163(5) Uani 1 1 d . . . . .
H5 H 0.513022 0.635212 0.601930 0.020 Uiso 1 1 calc R U . . .
C6 C 0.38764(18) 0.6580(3) 0.52018(11) 0.0121(4) Uani 1 1 d . . . . .
C7 C 0.43749(18) 0.7446(3) 0.47724(11) 0.0115(4) Uani 1 1 d . . . . .
C8 C 0.55356(19) 0.7872(3) 0.49766(13) 0.0171(5) Uani 1 1 d . . . . .
H8A H 0.585440 0.752770 0.541745 0.026 Uiso 1 1 calc R U . . .
H8B H 0.587445 0.730276 0.470070 0.026 Uiso 1 1 calc R U . . .
H8C H 0.562015 0.905834 0.494215 0.026 Uiso 1 1 calc R U . . .
C9 C 0.4125(2) 0.8477(4) 0.36931(12) 0.0179(5) Uani 1 1 d . . . . .
H9A H 0.354305 0.862296 0.330572 0.027 Uiso 1 1 calc R U . . .
H9B H 0.444985 0.954135 0.383345 0.027 Uiso 1 1 calc R U . . .
H9C H 0.463953 0.773626 0.360636 0.027 Uiso 1 1 calc R U . . .
C10 C 0.06616(18) 0.7849(3) 0.41101(12) 0.0123(4) Uani 1 1 d . . . . .
C11 C 0.04676(18) 0.6713(3) 0.35794(12) 0.0130(5) Uani 1 1 d . . . . .
C12 C 0.08355(18) 0.7509(3) 0.30761(11) 0.0125(4) Uani 1 1 d . . . . .
C13 C 0.12828(17) 0.9058(3) 0.33074(11) 0.0115(4) Uani 1 1 d . . . . .
C14 C 0.12450(18) 0.9250(3) 0.39743(11) 0.0116(4) Uani 1 1 d . . . . .
C15 C 0.0260(2) 0.7701(4) 0.46884(13) 0.0195(5) Uani 1 1 d . . . . .
H15A H 0.050852 0.863509 0.497243 0.029 Uiso 1 1 calc R U . . .
H15B H -0.050157 0.769213 0.454773 0.029 Uiso 1 1 calc R U . . .
H15C H 0.051780 0.667985 0.491511 0.029 Uiso 1 1 calc R U . . .
C16 C -0.0128(2) 0.5094(3) 0.35002(14) 0.0197(5) Uani 1 1 d . . . . .
H16A H -0.013652 0.458496 0.309630 0.030 Uiso 1 1 calc R U . . .
H16B H 0.021402 0.435593 0.385090 0.030 Uiso 1 1 calc R U . . .
H16C H -0.084315 0.530134 0.350263 0.030 Uiso 1 1 calc R U . . .
C17 C 0.0741(2) 0.6750(3) 0.24280(12) 0.0169(5) Uani 1 1 d . . . . .
H17A H 0.040121 0.567808 0.239706 0.025 Uiso 1 1 calc R U . . .
H17B H 0.032515 0.747138 0.209249 0.025 Uiso 1 1 calc R U . . .
H17C H 0.143545 0.661509 0.237883 0.025 Uiso 1 1 calc R U . . .
C18 C 0.1684(2) 1.0361(3) 0.29424(12) 0.0177(5) Uani 1 1 d . . . . .
H18A H 0.194871 1.129990 0.322106 0.027 Uiso 1 1 calc R U . . .
H18B H 0.224473 0.989960 0.279722 0.027 Uiso 1 1 calc R U . . .
H18C H 0.111527 1.072194 0.257484 0.027 Uiso 1 1 calc R U . . .
C19 C 0.1572(2) 1.0784(3) 0.43826(12) 0.0164(5) Uani 1 1 d . . . . .
H19A H 0.195234 1.152264 0.418082 0.025 Uiso 1 1 calc R U . . .
H19B H 0.095180 1.134332 0.442468 0.025 Uiso 1 1 calc R U . . .
H19C H 0.202031 1.047076 0.480413 0.025 Uiso 1 1 calc R U . . .
Cl1 Cl 0.26563(4) 0.44179(7) 0.36012(3) 0.01368(12) Uani 1 1 d . . . . .
N1 N 0.37359(15) 0.7761(3) 0.42008(10) 0.0113(4) Uani 1 1 d . . . . .
Rh1 Rh 0.21661(2) 0.70057(2) 0.39959(2) 0.00824(6) Uani 1 1 d . . . . .
C3S C 0.1537(3) -0.0969(4) 0.6707(2) 0.0410(9) Uani 1 1 d . . . . .
H3S1 H 0.092933 -0.076944 0.633051 0.049 Uiso 1 1 calc R U . . .
H3S2 H 0.140718 -0.195829 0.693242 0.049 Uiso 1 1 calc R U . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 C2 1.398(3) . ?
C1 C6 1.417(3) . ?
C1 Rh1 2.018(2) . ?
C1S C2S 1.493(6) . ?
C1S C3S 1.523(5) . ?
C1S H1S1 0.9700 . ?
C1S H1S2 0.9700 . ?
C2 C3 1.397(4) . ?
C2 H2 0.9300 . ?
C2S O1S 1.421(4) . ?
C2S H2S1 0.9700 . ?
C2S H2S2 0.9700 . ?
C3 C4 1.395(4) . ?
C3 H3 0.9300 . ?
O1S C4S 1.416(4) . ?
C4 C5 1.388(4) . ?
C4 H4 0.9300 . ?
C4S C3S 1.499(5) . ?
C4S H4S1 0.9700 . ?
C4S H4S2 0.9700 . ?
C5 C6 1.404(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.462(3) . ?
C7 N1 1.296(3) . ?
C7 C8 1.501(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N1 1.460(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.425(3) . ?
C10 C14 1.437(3) . ?
C10 C15 1.501(3) . ?
C10 Rh1 2.180(2) . ?
C11 C12 1.462(3) . ?
C11 C16 1.497(3) . ?
C11 Rh1 2.165(2) . ?
C12 C13 1.398(4) . ?
C12 C17 1.497(3) . ?
C12 Rh1 2.262(2) . ?
C13 C14 1.465(3) . ?
C13 C18 1.496(3) . ?
C13 Rh1 2.286(2) . ?
C14 C19 1.497(3) . ?
C14 Rh1 2.159(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
Cl1 Rh1 2.3983(6) . ?
N1 Rh1 2.0751(19) . ?
C3S H3S1 0.9700 . ?
C3S H3S2 0.9700 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C2 C1 C6 117.6(2) . . ?
C2 C1 Rh1 127.37(17) . . ?
C6 C1 Rh1 115.00(17) . . ?
C2S C1S C3S 103.1(3) . . ?
C2S C1S H1S1 111.1 . . ?
C3S C1S H1S1 111.1 . . ?
C2S C1S H1S2 111.1 . . ?
C3S C1S H1S2 111.1 . . ?
H1S1 C1S H1S2 109.1 . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
O1S C2S C1S 108.6(3) . . ?
O1S C2S H2S1 110.0 . . ?
C1S C2S H2S1 110.0 . . ?
O1S C2S H2S2 110.0 . . ?
C1S C2S H2S2 110.0 . . ?
H2S1 C2S H2S2 108.4 . . ?
C4 C3 C2 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C4S O1S C2S 107.9(3) . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
O1S C4S C3S 105.5(3) . . ?
O1S C4S H4S1 110.6 . . ?
C3S C4S H4S1 110.6 . . ?
O1S C4S H4S2 110.6 . . ?
C3S C4S H4S2 110.6 . . ?
H4S1 C4S H4S2 108.8 . . ?
C4 C5 C6 119.6(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C1 121.3(2) . . ?
C5 C6 C7 124.1(2) . . ?
C1 C6 C7 114.4(2) . . ?
N1 C7 C6 114.2(2) . . ?
N1 C7 C8 123.6(2) . . ?
C6 C7 C8 122.3(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C14 108.1(2) . . ?
C11 C10 C15 126.6(2) . . ?
C14 C10 C15 125.1(2) . . ?
C11 C10 Rh1 70.29(13) . . ?
C14 C10 Rh1 69.88(13) . . ?
C15 C10 Rh1 129.02(17) . . ?
C10 C11 C12 107.6(2) . . ?
C10 C11 C16 127.2(2) . . ?
C12 C11 C16 124.8(2) . . ?
C10 C11 Rh1 71.42(13) . . ?
C12 C11 Rh1 74.33(13) . . ?
C16 C11 Rh1 125.73(17) . . ?
C13 C12 C11 108.5(2) . . ?
C13 C12 C17 127.0(2) . . ?
C11 C12 C17 124.5(2) . . ?
C13 C12 Rh1 73.06(13) . . ?
C11 C12 Rh1 67.17(13) . . ?
C17 C12 Rh1 125.23(17) . . ?
C12 C13 C14 108.0(2) . . ?
C12 C13 C18 127.3(2) . . ?
C14 C13 C18 124.5(2) . . ?
C12 C13 Rh1 71.14(14) . . ?
C14 C13 Rh1 66.12(13) . . ?
C18 C13 Rh1 130.61(16) . . ?
C10 C14 C13 107.3(2) . . ?
C10 C14 C19 126.5(2) . . ?
C13 C14 C19 125.3(2) . . ?
C10 C14 Rh1 71.43(13) . . ?
C13 C14 Rh1 75.53(13) . . ?
C19 C14 Rh1 127.32(16) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C7 N1 C9 121.2(2) . . ?
C7 N1 Rh1 118.12(16) . . ?
C9 N1 Rh1 120.43(15) . . ?
C1 Rh1 N1 78.18(9) . . ?
C1 Rh1 C14 111.22(9) . . ?
N1 Rh1 C14 106.43(8) . . ?
C1 Rh1 C11 116.34(9) . . ?
N1 Rh1 C11 164.65(9) . . ?
C14 Rh1 C11 64.79(9) . . ?
C1 Rh1 C10 96.56(9) . . ?
N1 Rh1 C10 140.46(9) . . ?
C14 Rh1 C10 38.69(9) . . ?
C11 Rh1 C10 38.29(9) . . ?
C1 Rh1 C12 154.84(9) . . ?
N1 Rh1 C12 126.87(8) . . ?
C14 Rh1 C12 63.18(9) . . ?
C11 Rh1 C12 38.50(9) . . ?
C10 Rh1 C12 63.25(9) . . ?
C1 Rh1 C13 149.04(9) . . ?
N1 Rh1 C13 102.30(8) . . ?
C14 Rh1 C13 38.36(8) . . ?
C11 Rh1 C13 62.81(9) . . ?
C10 Rh1 C13 63.07(8) . . ?
C12 Rh1 C13 35.80(9) . . ?
C1 Rh1 Cl1 89.18(7) . . ?
N1 Rh1 Cl1 88.21(6) . . ?
C14 Rh1 Cl1 156.68(6) . . ?
C11 Rh1 Cl1 96.59(7) . . ?
C10 Rh1 Cl1 131.19(7) . . ?
C12 Rh1 Cl1 93.54(7) . . ?
C13 Rh1 Cl1 121.74(6) . . ?
C4S C3S C1S 101.7(3) . . ?
C4S C3S H3S1 111.4 . . ?
C1S C3S H3S1 111.4 . . ?
C4S C3S H3S2 111.4 . . ?
C1S C3S H3S2 111.4 . . ?
H3S1 C3S H3S2 109.3 . . ?
 
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
C6 C1 C2 C3 3.8(4) . . . . ?
Rh1 C1 C2 C3 -178.96(19) . . . . ?
C3S C1S C2S O1S 13.6(4) . . . . ?
C1 C2 C3 C4 -2.3(4) . . . . ?
C1S C2S O1S C4S 9.6(4) . . . . ?
C2 C3 C4 C5 -0.8(4) . . . . ?
C2S O1S C4S C3S -29.5(4) . . . . ?
C3 C4 C5 C6 2.2(4) . . . . ?
C4 C5 C6 C1 -0.6(4) . . . . ?
C4 C5 C6 C7 -175.9(2) . . . . ?
C2 C1 C6 C5 -2.4(4) . . . . ?
Rh1 C1 C6 C5 -179.99(19) . . . . ?
C2 C1 C6 C7 173.4(2) . . . . ?
Rh1 C1 C6 C7 -4.2(3) . . . . ?
C5 C6 C7 N1 178.5(2) . . . . ?
C1 C6 C7 N1 2.8(3) . . . . ?
C5 C6 C7 C8 0.4(4) . . . . ?
C1 C6 C7 C8 -175.3(2) . . . . ?
C14 C10 C11 C12 -6.2(3) . . . . ?
C15 C10 C11 C12 169.4(2) . . . . ?
Rh1 C10 C11 C12 -66.08(15) . . . . ?
C14 C10 C11 C16 -178.9(2) . . . . ?
C15 C10 C11 C16 -3.3(4) . . . . ?
Rh1 C10 C11 C16 121.2(2) . . . . ?
C14 C10 C11 Rh1 59.92(16) . . . . ?
C15 C10 C11 Rh1 -124.5(2) . . . . ?
C10 C11 C12 C13 2.5(3) . . . . ?
C16 C11 C12 C13 175.4(2) . . . . ?
Rh1 C11 C12 C13 -61.69(16) . . . . ?
C10 C11 C12 C17 -177.8(2) . . . . ?
C16 C11 C12 C17 -4.9(4) . . . . ?
Rh1 C11 C12 C17 118.0(2) . . . . ?
C10 C11 C12 Rh1 64.15(16) . . . . ?
C16 C11 C12 Rh1 -122.9(2) . . . . ?
C11 C12 C13 C14 2.2(3) . . . . ?
C17 C12 C13 C14 -177.6(2) . . . . ?
Rh1 C12 C13 C14 -55.86(15) . . . . ?
C11 C12 C13 C18 -174.8(2) . . . . ?
C17 C12 C13 C18 5.5(4) . . . . ?
Rh1 C12 C13 C18 127.2(2) . . . . ?
C11 C12 C13 Rh1 58.02(16) . . . . ?
C17 C12 C13 Rh1 -121.7(2) . . . . ?
C11 C10 C14 C13 7.5(3) . . . . ?
C15 C10 C14 C13 -168.2(2) . . . . ?
Rh1 C10 C14 C13 67.63(15) . . . . ?
C11 C10 C14 C19 176.7(2) . . . . ?
C15 C10 C14 C19 1.0(4) . . . . ?
Rh1 C10 C14 C19 -123.2(2) . . . . ?
C11 C10 C14 Rh1 -60.18(16) . . . . ?
C15 C10 C14 Rh1 124.2(2) . . . . ?
C12 C13 C14 C10 -5.9(3) . . . . ?
C18 C13 C14 C10 171.1(2) . . . . ?
Rh1 C13 C14 C10 -64.87(15) . . . . ?
C12 C13 C14 C19 -175.3(2) . . . . ?
C18 C13 C14 C19 1.7(4) . . . . ?
Rh1 C13 C14 C19 125.8(2) . . . . ?
C12 C13 C14 Rh1 58.93(16) . . . . ?
C18 C13 C14 Rh1 -124.0(2) . . . . ?
C6 C7 N1 C9 -174.2(2) . . . . ?
C8 C7 N1 C9 3.9(4) . . . . ?
C6 C7 N1 Rh1 -0.2(3) . . . . ?
C8 C7 N1 Rh1 177.91(18) . . . . ?
O1S C4S C3S C1S 36.8(3) . . . . ?
C2S C1S C3S C4S -29.9(4) . . . . ?
 
_refine_diff_density_max    0.807
_refine_diff_density_min   -0.803
_refine_diff_density_rms    0.109



_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
"{e793700a-8d3e-47e0-b8f9-d320051834e5}" "_publcif_info_datablock.publ_exptl"
loop_
_publcif_info_cif.paper_type
 EX

loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
'{e793700a-8d3e-47e0-b8f9-d320051834e5}' y y y

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html
;
;

data_SMK13

_audit_update_record
;
2020-03-23 # Formatted by publCIF

;
_publcif_datablock.id '{f57bf548-b67b-4193-a055-d684f18a0aef}'

_publ_section_exptl_refinement
;
(type here to add)
;

_publ_section_exptl_prep
;
(type here to add)
;

_publ_manuscript_text
;
(type here to add)
;
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C19 H26 N Rh' 
_chemical_formula_weight          371.32

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'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    12.8238(7)
_cell_length_b                    7.5442(4)
_cell_length_c                    17.2155(10)
_cell_angle_alpha                 90
_cell_angle_beta                  102.900(2)
_cell_angle_gamma                 90
_cell_volume                      1623.48(16)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9968
_cell_measurement_theta_min       2.43
_cell_measurement_theta_max       28.67
 
_exptl_crystal_description        'rod'
_exptl_crystal_colour             'yellow'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.519          
_exptl_crystal_F_000              768
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.098
_exptl_crystal_size_mid           0.086
_exptl_crystal_size_min           0.055
_exptl_absorpt_coefficient_mu     1.046
_shelx_estimated_absorpt_T_min    0.6995
_shelx_estimated_absorpt_T_max    0.7458
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7157  
_exptl_absorpt_correction_T_max   0.7458
_exptl_absorpt_process_details    'TWINABS BRUKER AXS'
_exptl_absorpt_special_details    ?

_exptl_special_details
;
Collected, solved and refined by Hongyu Zhong
;

_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             51430
_diffrn_reflns_av_unetI/netI      0.0787
_diffrn_reflns_av_R_equivalents   0.1055
_diffrn_reflns_limit_h_min        -17
_diffrn_reflns_limit_h_max        15
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -23
_diffrn_reflns_limit_l_max        23
_diffrn_reflns_theta_min          2.604
_diffrn_reflns_theta_max          28.693
_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              4165
_reflns_number_gt                 3015
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0291P)²+12.6128P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          4165
_refine_ls_number_parameters      194
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1006
_refine_ls_R_factor_gt            0.0615
_refine_ls_wR_factor_ref          0.1188
_refine_ls_wR_factor_gt           0.1065
_refine_ls_goodness_of_fit_ref    1.072
_refine_ls_restrained_S_all       1.072
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.5823(4) 0.7766(6) 0.6934(3) 0.0131(10) Uani 1 1 d . . . . .
C2 C 0.6750(4) 0.8882(7) 0.6989(3) 0.0131(9) Uani 1 1 d . . . . .
C3 C 0.6916(4) 0.9103(6) 0.6207(3) 0.0138(10) Uani 1 1 d . . . . .
C4 C 0.6070(4) 0.8195(6) 0.5656(3) 0.0137(10) Uani 1 1 d . . . . .
C5 C 0.5385(4) 0.7420(6) 0.6096(3) 0.0132(10) Uani 1 1 d . . . . .
C6 C 0.5261(4) 0.7362(7) 0.7591(3) 0.0158(11) Uani 1 1 d . . . . .
H6A H 0.466757 0.658511 0.739360 0.024 Uiso 1 1 calc R U . . .
H6B H 0.575051 0.679753 0.802341 0.024 Uiso 1 1 calc R U . . .
H6C H 0.500450 0.844370 0.777521 0.024 Uiso 1 1 calc R U . . .
C7 C 0.7399(4) 0.9689(7) 0.7735(3) 0.0168(11) Uani 1 1 d . . . . .
H7A H 0.711560 0.932498 0.818119 0.025 Uiso 1 1 calc R U . . .
H7B H 0.812811 0.930390 0.781231 0.025 Uiso 1 1 calc R U . . .
H7C H 0.736877 1.095767 0.769082 0.025 Uiso 1 1 calc R U . . .
C8 C 0.7756(4) 1.0237(7) 0.5973(3) 0.0205(12) Uani 1 1 d . . . . .
H8A H 0.769545 1.015302 0.540778 0.031 Uiso 1 1 calc R U . . .
H8B H 0.765924 1.144756 0.611359 0.031 Uiso 1 1 calc R U . . .
H8C H 0.845206 0.983749 0.624655 0.031 Uiso 1 1 calc R U . . .
C9 C 0.5877(4) 0.8299(7) 0.4763(3) 0.0190(11) Uani 1 1 d . . . . .
H9A H 0.646755 0.889269 0.461678 0.029 Uiso 1 1 calc R U . . .
H9B H 0.581132 0.712382 0.454394 0.029 Uiso 1 1 calc R U . . .
H9C H 0.523036 0.894793 0.455822 0.029 Uiso 1 1 calc R U . . .
C10 C 0.4335(4) 0.6520(7) 0.5772(3) 0.0169(11) Uani 1 1 d . . . . .
H10A H 0.403851 0.611513 0.620580 0.025 Uiso 1 1 calc R U . . .
H10B H 0.385020 0.734190 0.545232 0.025 Uiso 1 1 calc R U . . .
H10C H 0.444455 0.552634 0.545130 0.025 Uiso 1 1 calc R U . . .
C11 C 0.7926(4) 0.4990(7) 0.7462(3) 0.0138(10) Uani 1 1 d . . . . .
C12 C 0.7761(4) 0.4895(7) 0.8243(3) 0.0180(11) Uani 1 1 d . . . . .
H12 H 0.714141 0.537412 0.835253 0.022 Uiso 1 1 calc R U . . .
C13 C 0.8505(4) 0.4099(7) 0.8850(3) 0.0218(12) Uani 1 1 d . . . . .
H13 H 0.838932 0.407973 0.936441 0.026 Uiso 1 1 calc R U . . .
C14 C 0.9430(4) 0.3325(7) 0.8696(3) 0.0230(12) Uani 1 1 d . . . . .
H14 H 0.992718 0.280189 0.910864 0.028 Uiso 1 1 calc R U . . .
C15 C 0.9607(4) 0.3334(7) 0.7939(3) 0.0178(11) Uani 1 1 d . . . . .
H15 H 1.021571 0.280054 0.783500 0.021 Uiso 1 1 calc R U . . .
C16 C 0.8863(4) 0.4155(6) 0.7322(3) 0.0143(10) Uani 1 1 d . . . . .
C17 C 0.8965(4) 0.4248(6) 0.6499(3) 0.0146(11) Uani 1 1 d . . . . .
C18 C 0.9864(4) 0.3338(7) 0.6210(3) 0.0209(12) Uani 1 1 d . . . . .
H18A H 1.032798 0.274919 0.664955 0.031 Uiso 1 1 calc R U . . .
H18B H 0.956858 0.248334 0.580799 0.031 Uiso 1 1 calc R U . . .
H18C H 1.026528 0.420443 0.599069 0.031 Uiso 1 1 calc R U . . .
C19 C 0.8205(4) 0.5360(8) 0.5182(3) 0.0192(11) Uani 1 1 d . . . . .
H19A H 0.759769 0.606130 0.493245 0.029 Uiso 1 1 calc R U . . .
H19B H 0.884958 0.594217 0.512549 0.029 Uiso 1 1 calc R U . . .
H19C H 0.815978 0.421577 0.493331 0.029 Uiso 1 1 calc R U . . .
N1 N 0.8217(3) 0.5149(5) 0.6032(2) 0.0134(9) Uani 1 1 d . . . . .
Rh1 Rh 0.69982(3) 0.61650(5) 0.65104(2) 0.01058(12) Uani 1 1 d . . . . .
H1 H 0.652(4) 0.428(7) 0.644(3) 0.023(15) 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 C2 1.443(7) . ?
C1 C5 1.450(7) . ?
C1 C6 1.502(7) . ?
C1 Rh1 2.180(5) . ?
C2 C3 1.420(7) . ?
C2 C7 1.495(7) . ?
C2 Rh1 2.258(5) . ?
C3 C4 1.444(7) . ?
C3 C8 1.500(7) . ?
C3 Rh1 2.274(5) . ?
C4 C5 1.409(7) . ?
C4 C9 1.503(7) . ?
C4 Rh1 2.268(5) . ?
C5 C10 1.500(7) . ?
C5 Rh1 2.242(5) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.408(7) . ?
C11 C16 1.425(7) . ?
C11 Rh1 2.003(5) . ?
C12 C13 1.385(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.400(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.402(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.454(7) . ?
C17 N1 1.298(6) . ?
C17 C18 1.518(7) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 N1 1.469(6) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
N1 Rh1 2.069(4) . ?
Rh1 H1 1.55(6) . ?
 
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
C2 C1 C5 107.5(4) . . ?
C2 C1 C6 126.6(4) . . ?
C5 C1 C6 124.6(4) . . ?
C2 C1 Rh1 74.0(3) . . ?
C5 C1 Rh1 73.2(3) . . ?
C6 C1 Rh1 128.5(3) . . ?
C3 C2 C1 107.6(4) . . ?
C3 C2 C7 126.5(4) . . ?
C1 C2 C7 125.9(4) . . ?
C3 C2 Rh1 72.4(3) . . ?
C1 C2 Rh1 68.1(3) . . ?
C7 C2 Rh1 125.9(3) . . ?
C2 C3 C4 108.5(4) . . ?
C2 C3 C8 126.2(5) . . ?
C4 C3 C8 125.0(5) . . ?
C2 C3 Rh1 71.1(3) . . ?
C4 C3 Rh1 71.2(3) . . ?
C8 C3 Rh1 128.2(3) . . ?
C5 C4 C3 108.1(4) . . ?
C5 C4 C9 126.3(5) . . ?
C3 C4 C9 125.0(4) . . ?
C5 C4 Rh1 70.8(3) . . ?
C3 C4 Rh1 71.7(3) . . ?
C9 C4 Rh1 129.9(3) . . ?
C4 C5 C1 108.1(4) . . ?
C4 C5 C10 127.1(5) . . ?
C1 C5 C10 124.6(4) . . ?
C4 C5 Rh1 72.8(3) . . ?
C1 C5 Rh1 68.6(3) . . ?
C10 C5 Rh1 127.9(3) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 116.8(5) . . ?
C12 C11 Rh1 128.0(4) . . ?
C16 C11 Rh1 115.3(4) . . ?
C13 C12 C11 121.2(5) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.5(5) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 120.3(5) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 119.5(5) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C11 121.7(5) . . ?
C15 C16 C17 124.4(5) . . ?
C11 C16 C17 114.0(4) . . ?
N1 C17 C16 114.5(4) . . ?
N1 C17 C18 123.0(5) . . ?
C16 C17 C18 122.5(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 N1 C19 121.0(4) . . ?
C17 N1 Rh1 117.9(3) . . ?
C19 N1 Rh1 121.0(3) . . ?
C11 Rh1 N1 78.36(18) . . ?
C11 Rh1 C1 107.46(19) . . ?
N1 Rh1 C1 168.01(17) . . ?
C11 Rh1 C5 141.62(19) . . ?
N1 Rh1 C5 139.06(17) . . ?
C1 Rh1 C5 38.23(18) . . ?
C11 Rh1 C2 102.07(19) . . ?
N1 Rh1 C2 131.44(16) . . ?
C1 Rh1 C2 37.89(17) . . ?
C5 Rh1 C2 62.46(17) . . ?
C11 Rh1 C4 163.49(19) . . ?
N1 Rh1 C4 109.01(17) . . ?
C1 Rh1 C4 62.67(18) . . ?
C5 Rh1 C4 36.41(17) . . ?
C2 Rh1 C4 61.81(17) . . ?
C11 Rh1 C3 127.4(2) . . ?
N1 Rh1 C3 105.65(16) . . ?
C1 Rh1 C3 62.42(17) . . ?
C5 Rh1 C3 61.52(17) . . ?
C2 Rh1 C3 36.52(18) . . ?
C4 Rh1 C3 37.08(18) . . ?
C11 Rh1 H1 79(2) . . ?
N1 Rh1 H1 87(2) . . ?
C1 Rh1 H1 104(2) . . ?
C5 Rh1 H1 92(2) . . ?
C2 Rh1 H1 141(2) . . ?
C4 Rh1 H1 115(2) . . ?
C3 Rh1 H1 152(2) . . ?
 
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
C5 C1 C2 C3 -4.0(5) . . . . ?
C6 C1 C2 C3 -171.5(5) . . . . ?
Rh1 C1 C2 C3 62.0(3) . . . . ?
C5 C1 C2 C7 174.6(5) . . . . ?
C6 C1 C2 C7 7.1(8) . . . . ?
Rh1 C1 C2 C7 -119.4(5) . . . . ?
C5 C1 C2 Rh1 -66.0(3) . . . . ?
C6 C1 C2 Rh1 126.4(5) . . . . ?
C1 C2 C3 C4 2.5(5) . . . . ?
C7 C2 C3 C4 -176.2(5) . . . . ?
Rh1 C2 C3 C4 61.8(3) . . . . ?
C1 C2 C3 C8 176.6(5) . . . . ?
C7 C2 C3 C8 -2.0(8) . . . . ?
Rh1 C2 C3 C8 -124.1(5) . . . . ?
C1 C2 C3 Rh1 -59.3(3) . . . . ?
C7 C2 C3 Rh1 122.1(5) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C8 C3 C4 C5 -174.2(5) . . . . ?
Rh1 C3 C4 C5 61.8(3) . . . . ?
C2 C3 C4 C9 172.0(5) . . . . ?
C8 C3 C4 C9 -2.3(8) . . . . ?
Rh1 C3 C4 C9 -126.3(5) . . . . ?
C2 C3 C4 Rh1 -61.7(3) . . . . ?
C8 C3 C4 Rh1 124.1(5) . . . . ?
C3 C4 C5 C1 -2.6(5) . . . . ?
C9 C4 C5 C1 -174.3(5) . . . . ?
Rh1 C4 C5 C1 59.8(3) . . . . ?
C3 C4 C5 C10 172.7(5) . . . . ?
C9 C4 C5 C10 1.0(8) . . . . ?
Rh1 C4 C5 C10 -124.9(5) . . . . ?
C3 C4 C5 Rh1 -62.4(3) . . . . ?
C9 C4 C5 Rh1 125.9(5) . . . . ?
C2 C1 C5 C4 4.1(5) . . . . ?
C6 C1 C5 C4 171.9(5) . . . . ?
Rh1 C1 C5 C4 -62.4(3) . . . . ?
C2 C1 C5 C10 -171.3(4) . . . . ?
C6 C1 C5 C10 -3.5(8) . . . . ?
Rh1 C1 C5 C10 122.1(5) . . . . ?
C2 C1 C5 Rh1 66.5(3) . . . . ?
C6 C1 C5 Rh1 -125.6(5) . . . . ?
C16 C11 C12 C13 3.1(8) . . . . ?
Rh1 C11 C12 C13 -177.0(4) . . . . ?
C11 C12 C13 C14 -1.8(8) . . . . ?
C12 C13 C14 C15 -0.5(8) . . . . ?
C13 C14 C15 C16 1.2(8) . . . . ?
C14 C15 C16 C11 0.3(8) . . . . ?
C14 C15 C16 C17 180.0(5) . . . . ?
C12 C11 C16 C15 -2.3(7) . . . . ?
Rh1 C11 C16 C15 177.7(4) . . . . ?
C12 C11 C16 C17 177.9(4) . . . . ?
Rh1 C11 C16 C17 -2.0(6) . . . . ?
C15 C16 C17 N1 -176.5(5) . . . . ?
C11 C16 C17 N1 3.2(6) . . . . ?
C15 C16 C17 C18 4.5(8) . . . . ?
C11 C16 C17 C18 -175.8(4) . . . . ?
C16 C17 N1 C19 -179.7(4) . . . . ?
C18 C17 N1 C19 -0.8(7) . . . . ?
C16 C17 N1 Rh1 -2.9(6) . . . . ?
C18 C17 N1 Rh1 176.1(4) . . . . ?
 
_refine_diff_density_max    1.368
_refine_diff_density_min   -0.895
_refine_diff_density_rms    0.202



_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
"{f57bf548-b67b-4193-a055-d684f18a0aef}" "_publcif_info_datablock.publ_exptl"
loop_
_publcif_info_cif.paper_type
 EX

loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
'{f57bf548-b67b-4193-a055-d684f18a0aef}' y y y

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html
;
;

data_SMK11

_audit_update_record
;
2019-05-02 # Formatted by publCIF

;
_publcif_datablock.id '{1e927d6e-a226-44e3-a546-6a039185a52d}'

_publ_section_exptl_refinement
;
(type here to add)
;

_publ_section_exptl_prep
;
(type here to add)
;

_publ_manuscript_text
;
(type here to add)
;
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C21 H28 N Rh' 
_chemical_formula_weight          397.35

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'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    13.5272(6)
_cell_length_b                    7.7023(3)
_cell_length_c                    18.0407(8)
_cell_angle_alpha                 90
_cell_angle_beta                  111.5050(10)
_cell_angle_gamma                 90
_cell_volume                      1748.82(13)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9628
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       28.70
 
_exptl_crystal_description        'plate'
_exptl_crystal_colour             'orange-yellow'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.509          
_exptl_crystal_F_000              824
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.209
_exptl_crystal_size_mid           0.114
_exptl_crystal_size_min           0.114
_exptl_absorpt_coefficient_mu     0.976
_shelx_estimated_absorpt_T_min    0.822
_shelx_estimated_absorpt_T_max    0.897
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7157  
_exptl_absorpt_correction_T_max   0.7458
_exptl_absorpt_process_details    'TWINABS BRUKER AXS'
_exptl_absorpt_special_details    ?

_exptl_special_details
;
Collected, solved and refined by Hongyu Zhong
;

_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'I\mS microfocus source'                       
_diffrn_measurement_device_type   'Bruker D8 Venture Photon 100 CMOS' 
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             63903
_diffrn_reflns_av_unetI/netI      0.0229
_diffrn_reflns_av_R_equivalents   0.0473
_diffrn_reflns_limit_h_min        -18
_diffrn_reflns_limit_h_max        18
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -24
_diffrn_reflns_limit_l_max        24
_diffrn_reflns_theta_min          2.427
_diffrn_reflns_theta_max          28.747
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.998
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              4530
_reflns_number_gt                 3908
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0355P)²+5.0929P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          4530
_refine_ls_number_parameters      212
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0447
_refine_ls_R_factor_gt            0.0350
_refine_ls_wR_factor_ref          0.0879
_refine_ls_wR_factor_gt           0.0830
_refine_ls_goodness_of_fit_ref    1.083
_refine_ls_restrained_S_all       1.083
_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
C1 C 0.6653(2) 0.0856(4) 0.70461(18) 0.0176(6) Uani 1 1 d . . . . .
C2 C 0.6817(2) 0.0733(4) 0.63168(19) 0.0190(6) Uani 1 1 d . . . . .
C3 C 0.5991(2) 0.1722(4) 0.57194(18) 0.0190(6) Uani 1 1 d . . . . .
C4 C 0.5320(2) 0.2425(4) 0.60911(18) 0.0184(6) Uani 1 1 d . . . . .
C5 C 0.5739(2) 0.1947(4) 0.69222(18) 0.0174(6) Uani 1 1 d . . . . .
C6 C 0.7639(3) -0.0364(5) 0.6165(2) 0.0295(7) Uani 1 1 d . . . . .
H6A H 0.758364 -0.021482 0.562261 0.044 Uiso 1 1 calc R U . . .
H6B H 0.833364 -0.001656 0.651737 0.044 Uiso 1 1 calc R U . . .
H6C H 0.752484 -0.156184 0.625658 0.044 Uiso 1 1 calc R U . . .
C7 C 0.5805(3) 0.1776(4) 0.48442(19) 0.0265(7) Uani 1 1 d . . . . .
H7A H 0.638070 0.120544 0.475276 0.040 Uiso 1 1 calc R U . . .
H7B H 0.515021 0.119601 0.454948 0.040 Uiso 1 1 calc R U . . .
H7C H 0.576522 0.296266 0.467245 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4291(2) 0.3369(4) 0.5690(2) 0.0241(6) Uani 1 1 d . . . . .
H8A H 0.400094 0.370461 0.608158 0.036 Uiso 1 1 calc R U . . .
H8B H 0.441528 0.438542 0.542927 0.036 Uiso 1 1 calc R U . . .
H8C H 0.379824 0.262043 0.530416 0.036 Uiso 1 1 calc R U . . .
C9 C 0.5206(2) 0.2265(4) 0.7508(2) 0.0232(6) Uani 1 1 d . . . . .
H9A H 0.461713 0.304101 0.727736 0.035 Uiso 1 1 calc R U . . .
H9B H 0.495461 0.118431 0.763712 0.035 Uiso 1 1 calc R U . . .
H9C H 0.570556 0.277473 0.798350 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7295(2) -0.0043(4) 0.7810(2) 0.0250(7) Uani 1 1 d . . . . .
H10A H 0.702097 0.025686 0.821490 0.037 Uiso 1 1 calc R U . . .
H10B H 0.724998 -0.127635 0.772913 0.037 Uiso 1 1 calc R U . . .
H10C H 0.802324 0.031740 0.797509 0.037 Uiso 1 1 calc R U . . .
C11 C 0.7873(2) 0.4644(3) 0.77204(15) 0.0137(5) Uani 1 1 d . . . . .
C12 C 0.7702(3) 0.4631(4) 0.84472(18) 0.0228(6) Uani 1 1 d . . . . .
H12 H 0.710843 0.407428 0.847761 0.027 Uiso 1 1 calc R U . . .
C13 C 0.8417(3) 0.5447(6) 0.9117(2) 0.0360(9) Uani 1 1 d . . . . .
H13 H 0.826496 0.551044 0.957940 0.043 Uiso 1 1 calc R U . . .
C14 C 0.9357(3) 0.6169(5) 0.9108(2) 0.0307(8) Uani 1 1 d . . . . .
H14 H 0.987386 0.656563 0.957781 0.037 Uiso 1 1 calc R U . . .
C15 C 0.9515(2) 0.6293(4) 0.83873(18) 0.0221(6) Uani 1 1 d . . . . .
H15 H 1.009416 0.689386 0.835583 0.026 Uiso 1 1 calc R U . . .
C16 C 0.8773(2) 0.5482(4) 0.77054(16) 0.0146(5) Uani 1 1 d . . . . .
C17 C 0.8891(2) 0.5455(3) 0.69354(16) 0.0140(5) Uani 1 1 d . . . . .
C18 C 0.9763(2) 0.6331(4) 0.67936(18) 0.0188(6) Uani 1 1 d . . . . .
H18A H 1.042724 0.593706 0.719145 0.023 Uiso 1 1 calc R U . . .
H18B H 0.970654 0.756661 0.687359 0.023 Uiso 1 1 calc R U . . .
C19 C 0.9816(3) 0.6070(5) 0.6006(2) 0.0326(8) Uani 1 1 d . . . . .
H19A H 1.008834 0.712430 0.585620 0.039 Uiso 1 1 calc R U . . .
H19B H 1.032461 0.515267 0.604562 0.039 Uiso 1 1 calc R U . . .
C20 C 0.8850(3) 0.5639(6) 0.5391(2) 0.0361(9) Uani 1 1 d . . . . .
H20A H 0.901720 0.511231 0.496248 0.043 Uiso 1 1 calc R U . . .
H20B H 0.847390 0.671247 0.518492 0.043 Uiso 1 1 calc R U . . .
C21 C 0.8130(2) 0.4496(4) 0.55778(17) 0.0195(6) Uani 1 1 d . . . . .
H21A H 0.741644 0.473049 0.520488 0.023 Uiso 1 1 calc R U . . .
H21B H 0.830222 0.331239 0.548670 0.023 Uiso 1 1 calc R U . . .
N1 N 0.81201(19) 0.4598(3) 0.63706(14) 0.0168(5) Uani 1 1 d . . . . .
Rh1 Rh 0.69275(2) 0.35702(3) 0.66815(2) 0.01223(7) Uani 1 1 d . . . . .
H1 H 0.647(3) 0.540(6) 0.654(3) 0.045(12) 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 C2 1.415(4) . ?
C1 C5 1.443(4) . ?
C1 C10 1.502(4) . ?
C1 Rh1 2.263(3) . ?
C2 C3 1.452(4) . ?
C2 C6 1.499(4) . ?
C2 Rh1 2.271(3) . ?
C3 C4 1.419(4) . ?
C3 C7 1.506(4) . ?
C3 Rh1 2.243(3) . ?
C4 C5 1.443(4) . ?
C4 C8 1.500(4) . ?
C4 Rh1 2.224(3) . ?
C5 C9 1.502(4) . ?
C5 Rh1 2.202(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C16 1.387(4) . ?
C11 C12 1.412(4) . ?
C11 Rh1 2.019(3) . ?
C12 C13 1.391(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.394(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.416(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.455(4) . ?
C17 N1 1.335(4) . ?
C17 C18 1.460(4) . ?
C18 C19 1.463(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.410(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.441(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 N1 1.437(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
N1 Rh1 2.051(2) . ?
Rh1 H1 1.53(5) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C2 C1 C5 108.2(3) . . ?
C2 C1 C10 126.0(3) . . ?
C5 C1 C10 125.8(3) . . ?
C2 C1 Rh1 72.14(17) . . ?
C5 C1 Rh1 68.86(16) . . ?
C10 C1 Rh1 126.3(2) . . ?
C1 C2 C3 108.3(3) . . ?
C1 C2 C6 125.9(3) . . ?
C3 C2 C6 125.5(3) . . ?
C1 C2 Rh1 71.48(16) . . ?
C3 C2 Rh1 70.20(16) . . ?
C6 C2 Rh1 128.4(2) . . ?
C4 C3 C2 107.5(3) . . ?
C4 C3 C7 126.5(3) . . ?
C2 C3 C7 125.5(3) . . ?
C4 C3 Rh1 70.73(16) . . ?
C2 C3 Rh1 72.29(16) . . ?
C7 C3 Rh1 128.6(2) . . ?
C3 C4 C5 108.5(3) . . ?
C3 C4 C8 126.8(3) . . ?
C5 C4 C8 124.5(3) . . ?
C3 C4 Rh1 72.23(16) . . ?
C5 C4 Rh1 70.14(16) . . ?
C8 C4 Rh1 127.6(2) . . ?
C1 C5 C4 107.3(3) . . ?
C1 C5 C9 126.3(3) . . ?
C4 C5 C9 125.6(3) . . ?
C1 C5 Rh1 73.46(16) . . ?
C4 C5 Rh1 71.80(16) . . ?
C9 C5 Rh1 128.3(2) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 117.7(3) . . ?
C16 C11 Rh1 115.76(19) . . ?
C12 C11 Rh1 126.5(2) . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 121.1(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 119.3(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C16 118.6(3) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C11 C16 C15 122.4(3) . . ?
C11 C16 C17 114.6(2) . . ?
C15 C16 C17 123.0(3) . . ?
N1 C17 C16 114.0(2) . . ?
N1 C17 C18 123.4(3) . . ?
C16 C17 C18 122.6(2) . . ?
C17 C18 C19 115.9(3) . . ?
C17 C18 H18A 108.3 . . ?
C19 C18 H18A 108.3 . . ?
C17 C18 H18B 108.3 . . ?
C19 C18 H18B 108.3 . . ?
H18A C18 H18B 107.4 . . ?
C20 C19 C18 115.8(3) . . ?
C20 C19 H19A 108.3 . . ?
C18 C19 H19A 108.3 . . ?
C20 C19 H19B 108.3 . . ?
C18 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
C19 C20 C21 118.0(3) . . ?
C19 C20 H20A 107.8 . . ?
C21 C20 H20A 107.8 . . ?
C19 C20 H20B 107.8 . . ?
C21 C20 H20B 107.8 . . ?
H20A C20 H20B 107.1 . . ?
N1 C21 C20 117.0(3) . . ?
N1 C21 H21A 108.1 . . ?
C20 C21 H21A 108.1 . . ?
N1 C21 H21B 108.1 . . ?
C20 C21 H21B 108.1 . . ?
H21A C21 H21B 107.3 . . ?
C17 N1 C21 119.8(2) . . ?
C17 N1 Rh1 117.06(18) . . ?
C21 N1 Rh1 123.12(19) . . ?
C11 Rh1 N1 78.55(10) . . ?
C11 Rh1 C5 108.04(11) . . ?
N1 Rh1 C5 167.78(10) . . ?
C11 Rh1 C4 141.53(11) . . ?
N1 Rh1 C4 138.71(10) . . ?
C5 Rh1 C4 38.06(11) . . ?
C11 Rh1 C3 164.64(11) . . ?
N1 Rh1 C3 108.13(10) . . ?
C5 Rh1 C3 63.00(11) . . ?
C4 Rh1 C3 37.04(11) . . ?
C11 Rh1 C1 102.97(11) . . ?
N1 Rh1 C1 131.70(10) . . ?
C5 Rh1 C1 37.68(10) . . ?
C4 Rh1 C1 62.42(10) . . ?
C3 Rh1 C1 62.11(11) . . ?
C11 Rh1 C2 127.97(11) . . ?
N1 Rh1 C2 105.48(10) . . ?
C5 Rh1 C2 62.31(11) . . ?
C4 Rh1 C2 62.01(11) . . ?
C3 Rh1 C2 37.51(11) . . ?
C1 Rh1 C2 36.37(11) . . ?
C11 Rh1 H1 81.6(16) . . ?
N1 Rh1 H1 85.0(16) . . ?
C5 Rh1 H1 105.9(16) . . ?
C4 Rh1 H1 91.2(17) . . ?
C3 Rh1 H1 112.4(17) . . ?
C1 Rh1 H1 143.3(16) . . ?
C2 Rh1 H1 149.7(17) . . ?
 
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
C5 C1 C2 C3 -1.1(3) . . . . ?
C10 C1 C2 C3 176.9(3) . . . . ?
Rh1 C1 C2 C3 -60.8(2) . . . . ?
C5 C1 C2 C6 -175.9(3) . . . . ?
C10 C1 C2 C6 2.2(5) . . . . ?
Rh1 C1 C2 C6 124.4(3) . . . . ?
C5 C1 C2 Rh1 59.7(2) . . . . ?
C10 C1 C2 Rh1 -122.3(3) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C6 C2 C3 C4 174.1(3) . . . . ?
Rh1 C2 C3 C4 -62.3(2) . . . . ?
C1 C2 C3 C7 -173.2(3) . . . . ?
C6 C2 C3 C7 1.6(5) . . . . ?
Rh1 C2 C3 C7 125.2(3) . . . . ?
C1 C2 C3 Rh1 61.6(2) . . . . ?
C6 C2 C3 Rh1 -123.6(3) . . . . ?
C2 C3 C4 C5 2.3(3) . . . . ?
C7 C3 C4 C5 174.7(3) . . . . ?
Rh1 C3 C4 C5 -61.1(2) . . . . ?
C2 C3 C4 C8 -172.6(3) . . . . ?
C7 C3 C4 C8 -0.1(5) . . . . ?
Rh1 C3 C4 C8 124.1(3) . . . . ?
C2 C3 C4 Rh1 63.4(2) . . . . ?
C7 C3 C4 Rh1 -124.2(3) . . . . ?
C2 C1 C5 C4 2.5(3) . . . . ?
C10 C1 C5 C4 -175.5(3) . . . . ?
Rh1 C1 C5 C4 64.27(19) . . . . ?
C2 C1 C5 C9 172.5(3) . . . . ?
C10 C1 C5 C9 -5.5(5) . . . . ?
Rh1 C1 C5 C9 -125.7(3) . . . . ?
C2 C1 C5 Rh1 -61.8(2) . . . . ?
C10 C1 C5 Rh1 120.2(3) . . . . ?
C3 C4 C5 C1 -2.9(3) . . . . ?
C8 C4 C5 C1 172.0(3) . . . . ?
Rh1 C4 C5 C1 -65.37(19) . . . . ?
C3 C4 C5 C9 -173.1(3) . . . . ?
C8 C4 C5 C9 1.9(5) . . . . ?
Rh1 C4 C5 C9 124.5(3) . . . . ?
C3 C4 C5 Rh1 62.4(2) . . . . ?
C8 C4 C5 Rh1 -122.6(3) . . . . ?
C16 C11 C12 C13 0.4(5) . . . . ?
Rh1 C11 C12 C13 -179.2(3) . . . . ?
C11 C12 C13 C14 -5.3(6) . . . . ?
C12 C13 C14 C15 9.0(6) . . . . ?
C13 C14 C15 C16 -7.8(5) . . . . ?
C12 C11 C16 C15 0.6(4) . . . . ?
Rh1 C11 C16 C15 -179.8(2) . . . . ?
C12 C11 C16 C17 -179.5(3) . . . . ?
Rh1 C11 C16 C17 0.1(3) . . . . ?
C14 C15 C16 C11 3.1(5) . . . . ?
C14 C15 C16 C17 -176.8(3) . . . . ?
C11 C16 C17 N1 -1.1(4) . . . . ?
C15 C16 C17 N1 178.8(3) . . . . ?
C11 C16 C17 C18 177.3(3) . . . . ?
C15 C16 C17 C18 -2.8(4) . . . . ?
N1 C17 C18 C19 -6.2(4) . . . . ?
C16 C17 C18 C19 175.5(3) . . . . ?
C17 C18 C19 C20 24.5(5) . . . . ?
C18 C19 C20 C21 -38.0(5) . . . . ?
C19 C20 C21 N1 32.3(5) . . . . ?
C16 C17 N1 C21 178.9(2) . . . . ?
C18 C17 N1 C21 0.5(4) . . . . ?
C16 C17 N1 Rh1 1.6(3) . . . . ?
C18 C17 N1 Rh1 -176.8(2) . . . . ?
C20 C21 N1 C17 -12.9(4) . . . . ?
C20 C21 N1 Rh1 164.2(3) . . . . ?
 
_refine_diff_density_max    0.660
_refine_diff_density_min   -0.677
_refine_diff_density_rms    0.118



_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
"{1e927d6e-a226-44e3-a546-6a039185a52d}" "_publcif_info_datablock.publ_exptl"
loop_
_publcif_info_cif.paper_type
 EX

loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
'{1e927d6e-a226-44e3-a546-6a039185a52d}' y y y

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html
;
;

data_SMK20

_audit_update_record
;
2020-02-01 # Formatted by publCIF

;
_publcif_datablock.id '{b77a3de1-37dd-4045-9983-3b1aa2a07bfc}'

_publ_section_exptl_refinement
;
(type here to add)
;

_publ_section_exptl_prep
;
(type here to add)
;

_publ_manuscript_text
;
(type here to add)
;
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C38 H48 N2 Rh2' 
_chemical_formula_weight          738.60

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 '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'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Rh'  'Rh'   0.0927   3.6045
 '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                    8.6741(2)
_cell_length_b                    9.5339(2)
_cell_length_c                    10.0675(2)
_cell_angle_alpha                 99.4500(10)
_cell_angle_beta                  109.7300(10)
_cell_angle_gamma                 90.8740(10)
_cell_volume                      770.81(3)
_cell_formula_units_Z             1
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9966
_cell_measurement_theta_min       4.72
_cell_measurement_theta_max       66.63
 
_exptl_crystal_description        'plate'
_exptl_crystal_colour             'orange'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.591          
_exptl_crystal_F_000              380
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.179
_exptl_crystal_size_mid           0.140
_exptl_crystal_size_min           0.089
_exptl_absorpt_coefficient_mu     8.873
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.5954
_exptl_absorpt_correction_T_max   0.7528
_exptl_absorpt_process_details    'TWINABS BRUKER AXS'
_exptl_absorpt_special_details    ?

_exptl_special_details
;
Collected, solved and refined by Hongyu Zhong
;

_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_source                    'I\mS microfocus source'
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             11027
_diffrn_reflns_av_unetI/netI      0.0144
_diffrn_reflns_av_R_equivalents   0.0166
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -11
_diffrn_reflns_limit_l_max        11
_diffrn_reflns_theta_min          4.716
_diffrn_reflns_theta_max          66.620
_diffrn_reflns_theta_full         66.620
_diffrn_measured_fraction_theta_max   0.978
_diffrn_measured_fraction_theta_full  0.978
_diffrn_reflns_Laue_measured_fraction_max    0.978
_diffrn_reflns_Laue_measured_fraction_full   0.978
_diffrn_reflns_point_group_measured_fraction_max   0.978
_diffrn_reflns_point_group_measured_fraction_full  0.978
_reflns_number_total              2663
_reflns_number_gt                 2632
_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     'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0294P)²+0.7759P] 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          2663
_refine_ls_number_parameters      195
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0188
_refine_ls_R_factor_gt            0.0186
_refine_ls_wR_factor_ref          0.0505
_refine_ls_wR_factor_gt           0.0502
_refine_ls_goodness_of_fit_ref    1.069
_refine_ls_restrained_S_all       1.069
_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
C1 C 0.3592(3) 0.3408(2) 0.8173(2) 0.0232(5) Uani 1 1 d . . . . .
C2 C 0.5111(3) 0.2956(2) 0.9056(2) 0.0204(4) Uani 1 1 d . . . . .
C3 C 0.6406(3) 0.3582(2) 0.8766(2) 0.0208(4) Uani 1 1 d . . . . .
C4 C 0.5726(3) 0.4474(2) 0.7722(2) 0.0237(5) Uani 1 1 d . . . . .
C5 C 0.3989(3) 0.4406(2) 0.7392(2) 0.0259(5) Uani 1 1 d . . . . .
C6 C 0.1946(3) 0.3073(3) 0.8281(3) 0.0366(6) Uani 1 1 d . . . . .
H6A H 0.196394 0.345463 0.925205 0.055 Uiso 1 1 calc R U . . .
H6B H 0.169980 0.203707 0.807696 0.055 Uiso 1 1 calc R U . . .
H6C H 0.109860 0.350849 0.758521 0.055 Uiso 1 1 calc R U . . .
C7 C 0.5242(3) 0.2036(3) 1.0146(2) 0.0289(5) Uani 1 1 d . . . . .
H7A H 0.628146 0.158017 1.034905 0.043 Uiso 1 1 calc R U . . .
H7B H 0.432390 0.130167 0.977587 0.043 Uiso 1 1 calc R U . . .
H7C H 0.520702 0.262196 1.102999 0.043 Uiso 1 1 calc R U . . .
C8 C 0.8206(3) 0.3438(3) 0.9511(3) 0.0296(5) Uani 1 1 d . . . . .
H8A H 0.852560 0.388531 1.052357 0.044 Uiso 1 1 calc R U . . .
H8B H 0.885143 0.390913 0.905443 0.044 Uiso 1 1 calc R U . . .
H8C H 0.841332 0.242534 0.944084 0.044 Uiso 1 1 calc R U . . .
C9 C 0.6711(4) 0.5412(3) 0.7199(3) 0.0366(6) Uani 1 1 d . . . . .
H9A H 0.601516 0.564725 0.628337 0.055 Uiso 1 1 calc R U . . .
H9B H 0.764015 0.491050 0.706368 0.055 Uiso 1 1 calc R U . . .
H9C H 0.712244 0.629071 0.790602 0.055 Uiso 1 1 calc R U . . .
C10 C 0.2801(4) 0.5282(3) 0.6472(3) 0.0395(7) Uani 1 1 d . . . . .
H10A H 0.338163 0.585162 0.603679 0.059 Uiso 1 1 calc R U . . .
H10B H 0.231286 0.591702 0.706414 0.059 Uiso 1 1 calc R U . . .
H10C H 0.193187 0.464856 0.571539 0.059 Uiso 1 1 calc R U . . .
C11 C 0.7777(3) 0.1774(2) 0.5883(2) 0.0205(4) Uani 1 1 d . . . . .
H11A H 0.816648 0.230510 0.686929 0.031 Uiso 1 1 calc R U . . .
H11B H 0.821840 0.083358 0.586396 0.031 Uiso 1 1 calc R U . . .
H11C H 0.814805 0.229943 0.527352 0.031 Uiso 1 1 calc R U . . .
C12 C 0.5818(3) -0.0047(2) 0.3123(2) 0.0185(4) Uani 1 1 d . . . . .
H12A H 0.701565 0.018025 0.340468 0.022 Uiso 1 1 calc R U . . .
H12B H 0.529288 0.007560 0.211476 0.022 Uiso 1 1 calc R U . . .
C13 C 0.5163(3) 0.0923(2) 0.4050(2) 0.0167(4) Uani 1 1 d . . . . .
C14 C 0.3386(3) 0.1104(2) 0.3635(2) 0.0179(4) Uani 1 1 d . . . . .
C15 C 0.2268(3) 0.0709(2) 0.2238(2) 0.0210(4) Uani 1 1 d . . . . .
H15 H 0.263678 0.028161 0.148972 0.025 Uiso 1 1 calc R U . . .
C16 C 0.0620(3) 0.0942(2) 0.1944(2) 0.0245(5) Uani 1 1 d . . . . .
H16 H -0.014078 0.068311 0.099439 0.029 Uiso 1 1 calc R U . . .
C17 C 0.0092(3) 0.1555(2) 0.3046(3) 0.0242(5) Uani 1 1 d . . . . .
H17 H -0.103682 0.170996 0.284830 0.029 Uiso 1 1 calc R U . . .
C18 C 0.1195(3) 0.1946(2) 0.4435(2) 0.0217(4) Uani 1 1 d . . . . .
H18 H 0.080608 0.235351 0.517791 0.026 Uiso 1 1 calc R U . . .
C19 C 0.2874(3) 0.1750(2) 0.4765(2) 0.0173(4) Uani 1 1 d . . . . .
N1 N 0.5981(2) 0.15992(18) 0.53470(19) 0.0167(4) Uani 1 1 d . . . . .
Rh1 Rh 0.46545(2) 0.22419(2) 0.66888(2) 0.01472(7) 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
C1 C5 1.435(4) . ?
C1 C2 1.437(3) . ?
C1 C6 1.502(3) . ?
C1 Rh1 2.176(2) . ?
C2 C3 1.401(3) . ?
C2 C7 1.491(3) . ?
C2 Rh1 2.263(2) . ?
C3 C4 1.437(3) . ?
C3 C8 1.507(3) . ?
C3 Rh1 2.287(2) . ?
C4 C5 1.428(4) . ?
C4 C9 1.497(3) . ?
C4 Rh1 2.244(2) . ?
C5 C10 1.501(3) . ?
C5 Rh1 2.219(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 N1 1.463(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.462(3) . ?
C12 Rh1 2.177(2) 2_656 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N1 1.307(3) . ?
C13 C14 1.475(3) . ?
C14 C15 1.398(3) . ?
C14 C19 1.411(3) . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.403(3) . ?
C18 H18 0.9500 . ?
C19 Rh1 2.004(2) . ?
N1 Rh1 2.0793(17) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C5 C1 C2 107.5(2) . . ?
C5 C1 C6 127.4(2) . . ?
C2 C1 C6 124.3(2) . . ?
C5 C1 Rh1 72.56(12) . . ?
C2 C1 Rh1 74.42(12) . . ?
C6 C1 Rh1 126.77(16) . . ?
C3 C2 C1 108.7(2) . . ?
C3 C2 C7 127.0(2) . . ?
C1 C2 C7 124.2(2) . . ?
C3 C2 Rh1 73.02(12) . . ?
C1 C2 Rh1 67.87(12) . . ?
C7 C2 Rh1 127.43(15) . . ?
C2 C3 C4 108.1(2) . . ?
C2 C3 C8 125.7(2) . . ?
C4 C3 C8 126.0(2) . . ?
C2 C3 Rh1 71.13(12) . . ?
C4 C3 Rh1 69.88(12) . . ?
C8 C3 Rh1 128.43(15) . . ?
C5 C4 C3 108.0(2) . . ?
C5 C4 C9 126.7(2) . . ?
C3 C4 C9 125.0(2) . . ?
C5 C4 Rh1 70.40(12) . . ?
C3 C4 Rh1 73.15(12) . . ?
C9 C4 Rh1 126.64(16) . . ?
C4 C5 C1 107.5(2) . . ?
C4 C5 C10 126.5(2) . . ?
C1 C5 C10 125.9(2) . . ?
C4 C5 Rh1 72.29(12) . . ?
C1 C5 Rh1 69.34(12) . . ?
C10 C5 Rh1 126.56(16) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 Rh1 109.81(14) . 2_656 ?
C13 C12 H12A 109.7 . . ?
Rh1 C12 H12A 109.7 2_656 . ?
C13 C12 H12B 109.7 . . ?
Rh1 C12 H12B 109.7 2_656 . ?
H12A C12 H12B 108.2 . . ?
N1 C13 C12 126.5(2) . . ?
N1 C13 C14 112.17(18) . . ?
C12 C13 C14 121.02(19) . . ?
C15 C14 C19 121.1(2) . . ?
C15 C14 C13 124.11(19) . . ?
C19 C14 C13 114.75(19) . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.5(2) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.7(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C19 121.3(2) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C14 117.3(2) . . ?
C18 C19 Rh1 127.37(16) . . ?
C14 C19 Rh1 115.29(16) . . ?
C13 N1 C11 121.23(18) . . ?
C13 N1 Rh1 117.53(14) . . ?
C11 N1 Rh1 120.97(14) . . ?
C19 Rh1 N1 77.95(8) . . ?
C19 Rh1 C1 107.72(9) . . ?
N1 Rh1 C1 166.14(8) . . ?
C19 Rh1 C12 85.06(8) . 2_656 ?
N1 Rh1 C12 91.49(7) . 2_656 ?
C1 Rh1 C12 101.49(9) . 2_656 ?
C19 Rh1 C5 99.07(8) . . ?
N1 Rh1 C5 129.53(8) . . ?
C1 Rh1 C5 38.10(9) . . ?
C12 Rh1 C5 138.86(9) 2_656 . ?
C19 Rh1 C4 123.54(8) . . ?
N1 Rh1 C4 103.27(8) . . ?
C1 Rh1 C4 62.96(9) . . ?
C12 Rh1 C4 149.73(8) 2_656 . ?
C5 Rh1 C4 37.31(9) . . ?
C19 Rh1 C2 143.08(9) . . ?
N1 Rh1 C2 138.86(8) . . ?
C1 Rh1 C2 37.71(8) . . ?
C12 Rh1 C2 90.20(8) 2_656 . ?
C5 Rh1 C2 62.21(8) . . ?
C4 Rh1 C2 61.32(8) . . ?
C19 Rh1 C3 159.86(8) . . ?
N1 Rh1 C3 108.30(7) . . ?
C1 Rh1 C3 62.14(8) . . ?
C12 Rh1 C3 113.34(8) 2_656 . ?
C5 Rh1 C3 61.90(8) . . ?
C4 Rh1 C3 36.97(8) . . ?
C2 Rh1 C3 35.85(8) . . ?
 
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
C5 C1 C2 C3 -3.6(2) . . . . ?
C6 C1 C2 C3 -173.9(2) . . . . ?
Rh1 C1 C2 C3 61.95(15) . . . . ?
C5 C1 C2 C7 173.32(19) . . . . ?
C6 C1 C2 C7 3.1(3) . . . . ?
Rh1 C1 C2 C7 -121.1(2) . . . . ?
C5 C1 C2 Rh1 -65.55(14) . . . . ?
C6 C1 C2 Rh1 124.2(2) . . . . ?
C1 C2 C3 C4 1.6(2) . . . . ?
C7 C2 C3 C4 -175.2(2) . . . . ?
Rh1 C2 C3 C4 60.35(14) . . . . ?
C1 C2 C3 C8 177.0(2) . . . . ?
C7 C2 C3 C8 0.2(3) . . . . ?
Rh1 C2 C3 C8 -124.3(2) . . . . ?
C1 C2 C3 Rh1 -58.74(14) . . . . ?
C7 C2 C3 Rh1 124.4(2) . . . . ?
C2 C3 C4 C5 1.0(2) . . . . ?
C8 C3 C4 C5 -174.3(2) . . . . ?
Rh1 C3 C4 C5 62.15(14) . . . . ?
C2 C3 C4 C9 175.5(2) . . . . ?
C8 C3 C4 C9 0.2(3) . . . . ?
Rh1 C3 C4 C9 -123.3(2) . . . . ?
C2 C3 C4 Rh1 -61.14(15) . . . . ?
C8 C3 C4 Rh1 123.5(2) . . . . ?
C3 C4 C5 C1 -3.2(2) . . . . ?
C9 C4 C5 C1 -177.6(2) . . . . ?
Rh1 C4 C5 C1 60.72(14) . . . . ?
C3 C4 C5 C10 173.3(2) . . . . ?
C9 C4 C5 C10 -1.1(4) . . . . ?
Rh1 C4 C5 C10 -122.8(2) . . . . ?
C3 C4 C5 Rh1 -63.93(14) . . . . ?
C9 C4 C5 Rh1 121.7(2) . . . . ?
C2 C1 C5 C4 4.2(2) . . . . ?
C6 C1 C5 C4 174.0(2) . . . . ?
Rh1 C1 C5 C4 -62.63(14) . . . . ?
C2 C1 C5 C10 -172.3(2) . . . . ?
C6 C1 C5 C10 -2.5(4) . . . . ?
Rh1 C1 C5 C10 120.9(2) . . . . ?
C2 C1 C5 Rh1 66.80(14) . . . . ?
C6 C1 C5 Rh1 -123.3(2) . . . . ?
Rh1 C12 C13 N1 96.1(2) 2_656 . . . ?
Rh1 C12 C13 C14 -76.7(2) 2_656 . . . ?
N1 C13 C14 C15 168.51(19) . . . . ?
C12 C13 C14 C15 -17.7(3) . . . . ?
N1 C13 C14 C19 -10.1(3) . . . . ?
C12 C13 C14 C19 163.68(19) . . . . ?
C19 C14 C15 C16 -0.4(3) . . . . ?
C13 C14 C15 C16 -179.0(2) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C18 C19 C14 -1.7(3) . . . . ?
C17 C18 C19 Rh1 179.91(17) . . . . ?
C15 C14 C19 C18 1.6(3) . . . . ?
C13 C14 C19 C18 -179.78(18) . . . . ?
C15 C14 C19 Rh1 -179.89(16) . . . . ?
C13 C14 C19 Rh1 -1.2(2) . . . . ?
C12 C13 N1 C11 17.5(3) . . . . ?
C14 C13 N1 C11 -169.14(18) . . . . ?
C12 C13 N1 Rh1 -156.58(16) . . . . ?
C14 C13 N1 Rh1 16.8(2) . . . . ?
 
_refine_diff_density_max    0.527
_refine_diff_density_min   -0.477
_refine_diff_density_rms    0.067



_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
"{b77a3de1-37dd-4045-9983-3b1aa2a07bfc}" "_publcif_info_datablock.publ_exptl"
loop_
_publcif_info_cif.paper_type
 EX

loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
'{b77a3de1-37dd-4045-9983-3b1aa2a07bfc}' y y y

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html
;
;

data_SMK21

_audit_update_record
;
2020-02-16 # Formatted by publCIF

;
_publcif_datablock.id '{5278739c-fc29-40c2-892c-6d80cd581ef0}'

_publ_section_exptl_refinement
;
(type here to add)
;

_publ_section_exptl_prep
;
(type here to add)
;

_publ_manuscript_text
;
(type here to add)
;
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C53 H40 B F24 N2 Rh' 
_chemical_formula_weight          1274.59

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 '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'
 'B'  'B'   0.0090   0.0039
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0311   0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F'  'F'   0.0727   0.0534
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Rh'  'Rh'   0.0927   3.6045
 '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                    12.8596(2)
_cell_length_b                    12.8714(2)
_cell_length_c                    16.7648(2)
_cell_angle_alpha                 92.4960(10)
_cell_angle_beta                  96.4180(10)
_cell_angle_gamma                 105.15
_cell_volume                      2654.01(7)
_cell_formula_units_Z             2
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     9735
_cell_measurement_theta_min       2.66
_cell_measurement_theta_max       66.65
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'yellow'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.595          
_exptl_crystal_F_000              1276
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.235
_exptl_crystal_size_mid           0.174
_exptl_crystal_size_min           0.121
_exptl_absorpt_coefficient_mu     3.725
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6391  
_exptl_absorpt_correction_T_max   0.7528
_exptl_absorpt_process_details    'TWINABS BRUKER AXS'
_exptl_absorpt_special_details    ?

_exptl_special_details
;
Collected, solved and refined by Hongyu Zhong
;

_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_source                    'I\mS microfocus source'
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             45300
_diffrn_reflns_av_unetI/netI      0.0134
_diffrn_reflns_av_R_equivalents   0.0184
_diffrn_reflns_limit_h_min        -15
_diffrn_reflns_limit_h_max        15
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_l_min        -19
_diffrn_reflns_limit_l_max        19
_diffrn_reflns_theta_min          2.660
_diffrn_reflns_theta_max          66.651
_diffrn_reflns_theta_full         66.651
_diffrn_measured_fraction_theta_max   0.978
_diffrn_measured_fraction_theta_full  0.978
_diffrn_reflns_Laue_measured_fraction_max    0.978
_diffrn_reflns_Laue_measured_fraction_full   0.978
_diffrn_reflns_point_group_measured_fraction_max   0.978
_diffrn_reflns_point_group_measured_fraction_full  0.978
_reflns_number_total              9193
_reflns_number_gt                 9181
_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     'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0507P)²+8.9261P] 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          9193
_refine_ls_number_parameters      744
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0469
_refine_ls_R_factor_gt            0.0469
_refine_ls_wR_factor_ref          0.1163
_refine_ls_wR_factor_gt           0.1163
_refine_ls_goodness_of_fit_ref    1.104
_refine_ls_restrained_S_all       1.104
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 1.1016(3) 0.5532(3) 0.7108(2) 0.0274(8) Uani 1 1 d . . . . .
H1A H 1.037969 0.569400 0.681708 0.041 Uiso 1 1 calc R U . . .
H1B H 1.162878 0.572764 0.679417 0.041 Uiso 1 1 calc R U . . .
H1C H 1.084920 0.475847 0.718727 0.041 Uiso 1 1 calc R U . . .
C2 C 1.2791(3) 0.5312(4) 0.8236(3) 0.0361(10) Uani 1 1 d . . . . .
H2A H 1.336254 0.539071 0.869054 0.054 Uiso 1 1 calc R U . . .
H2B H 1.232695 0.456910 0.817710 0.054 Uiso 1 1 calc R U . . .
H2C H 1.312158 0.547803 0.774199 0.054 Uiso 1 1 calc R U . . .
C3 C 1.2118(3) 0.6075(3) 0.8388(2) 0.0221(7) Uani 1 1 d . . . . .
C4 C 1.2372(3) 0.6831(3) 0.9109(2) 0.0206(7) Uani 1 1 d . . . . .
C5 C 1.3249(3) 0.6927(3) 0.9706(2) 0.0271(8) Uani 1 1 d . . . . .
H5 H 1.369213 0.644309 0.968534 0.032 Uiso 1 1 calc R U . . .
C6 C 1.3469(3) 0.7727(3) 1.0326(2) 0.0293(8) Uani 1 1 d . . . . .
H6 H 1.406042 0.778844 1.073550 0.035 Uiso 1 1 calc R U . . .
C7 C 1.2828(3) 0.8441(3) 1.0351(2) 0.0266(8) Uani 1 1 d . . . . .
H7 H 1.298999 0.899781 1.077259 0.032 Uiso 1 1 calc R U . . .
C8 C 1.1948(3) 0.8345(3) 0.9759(2) 0.0217(7) Uani 1 1 d . . . . .
H8 H 1.151465 0.883880 0.978134 0.026 Uiso 1 1 calc R U . . .
C9 C 1.1699(3) 0.7536(3) 0.9140(2) 0.0181(7) Uani 1 1 d . . . . .
C10 C 0.8704(3) 0.6362(3) 0.7744(2) 0.0185(7) Uani 1 1 d . . . . .
C11 C 0.8815(3) 0.7475(3) 0.7793(2) 0.0201(7) Uani 1 1 d . . . . .
C12 C 0.9176(3) 0.7910(3) 0.8621(2) 0.0190(7) Uani 1 1 d . . . . .
C13 C 0.9237(3) 0.7025(3) 0.9091(2) 0.0181(7) Uani 1 1 d . . . . .
C14 C 0.9020(3) 0.6080(3) 0.8551(2) 0.0171(7) Uani 1 1 d . . . . .
C15 C 0.8291(3) 0.5578(3) 0.7020(2) 0.0267(8) Uani 1 1 d . . . . .
H15A H 0.830552 0.485213 0.716703 0.040 Uiso 1 1 calc R U . . .
H15B H 0.754445 0.557846 0.682448 0.040 Uiso 1 1 calc R U . . .
H15C H 0.875400 0.578842 0.659627 0.040 Uiso 1 1 calc R U . . .
C16 C 0.8589(3) 0.8136(3) 0.7113(2) 0.0321(9) Uani 1 1 d . . . . .
H16A H 0.873389 0.889257 0.731565 0.048 Uiso 1 1 calc R U . . .
H16B H 0.905847 0.808084 0.670013 0.048 Uiso 1 1 calc R U . . .
H16C H 0.782625 0.786709 0.687838 0.048 Uiso 1 1 calc R U . . .
C17 C 0.9267(3) 0.9044(3) 0.8924(2) 0.0284(8) Uani 1 1 d . . . . .
H17A H 0.919410 0.947936 0.846603 0.043 Uiso 1 1 calc R U . . .
H17B H 0.869046 0.904870 0.925858 0.043 Uiso 1 1 calc R U . . .
H17C H 0.997665 0.934701 0.924468 0.043 Uiso 1 1 calc R U . . .
C18 C 0.9448(3) 0.7055(3) 0.9990(2) 0.0245(8) Uani 1 1 d . . . . .
H18A H 0.944611 0.633156 1.015131 0.037 Uiso 1 1 calc R U . . .
H18B H 1.015593 0.755894 1.018006 0.037 Uiso 1 1 calc R U . . .
H18C H 0.887818 0.729310 1.022761 0.037 Uiso 1 1 calc R U . . .
C19 C 0.8983(3) 0.4961(3) 0.8787(2) 0.0257(8) Uani 1 1 d . . . . .
H19A H 0.881887 0.446277 0.830324 0.039 Uiso 1 1 calc R U . . .
H19B H 0.968818 0.495672 0.907490 0.039 Uiso 1 1 calc R U . . .
H19C H 0.841724 0.473381 0.913818 0.039 Uiso 1 1 calc R U . . .
C20 C 0.4275(3) 0.2298(2) 0.61744(19) 0.0132(6) Uani 1 1 d . . . . .
C21 C 0.4314(3) 0.1544(2) 0.55630(19) 0.0143(6) Uani 1 1 d . . . . .
H21 H 0.496100 0.132254 0.554503 0.017 Uiso 1 1 calc R U . . .
C22 C 0.3427(3) 0.1105(2) 0.49767(19) 0.0149(6) Uani 1 1 d . . . . .
C23 C 0.2473(3) 0.1404(3) 0.4976(2) 0.0170(7) Uani 1 1 d . . . . .
H23 H 0.186996 0.109902 0.457771 0.020 Uiso 1 1 calc R U . . .
C24 C 0.2418(3) 0.2166(3) 0.5575(2) 0.0192(7) Uani 1 1 d . . . . .
C25 C 0.3301(3) 0.2598(3) 0.6160(2) 0.0170(7) Uani 1 1 d . . . . .
H25 H 0.324271 0.311402 0.656267 0.020 Uiso 1 1 calc R U . . .
C26 C 0.3502(3) 0.0257(3) 0.4363(2) 0.0195(7) Uani 1 1 d . . . . .
C27 C 0.1397(3) 0.2512(3) 0.5567(2) 0.0281(8) Uani 1 1 d . . . . .
C28 C 0.6454(3) 0.2708(2) 0.67084(19) 0.0125(6) Uani 1 1 d . . . . .
C29 C 0.7244(3) 0.2444(2) 0.7251(2) 0.0148(6) Uani 1 1 d . . . . .
H29 H 0.706688 0.223045 0.776496 0.018 Uiso 1 1 calc R U . . .
C30 C 0.8278(3) 0.2486(3) 0.7056(2) 0.0172(7) Uani 1 1 d . . . . .
C31 C 0.8584(3) 0.2835(3) 0.6326(2) 0.0175(7) Uani 1 1 d . . . . .
H31 H 0.928973 0.286205 0.619386 0.021 Uiso 1 1 calc R U . . .
C32 C 0.7834(3) 0.3145(3) 0.5791(2) 0.0172(7) Uani 1 1 d . . . . .
C33 C 0.6788(3) 0.3067(2) 0.59781(19) 0.0145(6) Uani 1 1 d . . . . .
H33 H 0.628352 0.326545 0.559648 0.017 Uiso 1 1 calc R U . . .
C34 C 0.9083(3) 0.2132(3) 0.7622(2) 0.0215(7) Uani 1 1 d . . . . .
C35 C 0.8148(3) 0.3532(3) 0.5002(2) 0.0236(7) Uani 1 1 d . . . . .
C36 C 0.4826(2) 0.1857(3) 0.76082(19) 0.0136(6) Uani 1 1 d . . . . .
C37 C 0.4036(3) 0.2003(3) 0.80829(19) 0.0150(6) Uani 1 1 d . . . . .
H37 H 0.381167 0.264952 0.805871 0.018 Uiso 1 1 calc R U . . .
C38 C 0.3570(3) 0.1233(3) 0.8587(2) 0.0185(7) Uani 1 1 d . . . . .
C39 C 0.3882(3) 0.0282(3) 0.8653(2) 0.0207(7) Uani 1 1 d . . . . .
H39 H 0.357656 -0.023589 0.900777 0.025 Uiso 1 1 calc R U . . .
C40 C 0.4656(3) 0.0115(3) 0.8184(2) 0.0202(7) Uani 1 1 d . . . . .
C41 C 0.5102(3) 0.0876(3) 0.76641(19) 0.0157(6) Uani 1 1 d . . . . .
H41 H 0.560952 0.072475 0.733666 0.019 Uiso 1 1 calc R U . . .
C42 C 0.2679(3) 0.1397(3) 0.9042(2) 0.0283(9) Uani 1 1 d . . . . .
C43 C 0.4979(3) -0.0924(3) 0.8220(2) 0.0282(8) Uani 1 1 d . . . . .
C44 C 0.5354(2) 0.3966(3) 0.72353(19) 0.0135(6) Uani 1 1 d . . . . .
C45 C 0.5700(2) 0.4404(3) 0.8031(2) 0.0145(6) Uani 1 1 d . . . . .
H45 H 0.580486 0.393929 0.843987 0.017 Uiso 1 1 calc R U . . .
C46 C 0.5893(3) 0.5506(3) 0.8238(2) 0.0160(7) Uani 1 1 d . . . . .
C47 C 0.5761(3) 0.6217(3) 0.7661(2) 0.0193(7) Uani 1 1 d . . . . .
H47 H 0.589626 0.696700 0.780290 0.023 Uiso 1 1 calc R U . . .
C48 C 0.5426(3) 0.5799(3) 0.6870(2) 0.0207(7) Uani 1 1 d . . . . .
C49 C 0.5222(3) 0.4698(3) 0.6665(2) 0.0163(7) Uani 1 1 d . . . . .
H49 H 0.498526 0.443498 0.611851 0.020 Uiso 1 1 calc R U . . .
C50 C 0.6223(3) 0.5944(3) 0.9098(2) 0.0196(7) Uani 1 1 d . . . . .
C51 C 0.5298(4) 0.6537(3) 0.6231(2) 0.0335(9) Uani 1 1 d . . . . .
C52 C 1.1814(3) 0.8865(3) 0.7139(2) 0.0285(8) Uani 1 1 d . . . . .
C53 C 1.2411(4) 0.9557(4) 0.6583(3) 0.0453(12) Uani 1 1 d . . . . .
H53A H 1.296799 0.923935 0.640351 0.068 Uiso 1 1 calc R U . . .
H53B H 1.275908 1.027343 0.685490 0.068 Uiso 1 1 calc R U . . .
H53C H 1.190809 0.962350 0.611571 0.068 Uiso 1 1 calc R U . . .
B1 B 0.5245(3) 0.2708(3) 0.6939(2) 0.0129(7) Uani 1 1 d . . . . .
N1 N 1.1302(2) 0.6151(2) 0.78915(17) 0.0189(6) Uani 1 1 d . . . . .
N2 N 1.1347(2) 0.8327(2) 0.75730(18) 0.0232(6) Uani 1 1 d . . . . .
F1 F 0.44874(17) 0.04308(16) 0.41230(12) 0.0243(4) Uani 1 1 d . . . . .
F2 F 0.32971(19) -0.07221(16) 0.46620(14) 0.0293(5) Uani 1 1 d . . . . .
F3 F 0.2792(2) 0.01634(19) 0.36961(13) 0.0349(6) Uani 1 1 d . . . . .
F19 F 0.6810(2) 0.69749(17) 0.91653(14) 0.0364(6) Uani 1 1 d . . . . .
F20 F 0.53709(19) 0.5899(2) 0.94939(14) 0.0409(6) Uani 1 1 d . . . . .
F21 F 0.68350(18) 0.54092(18) 0.95177(12) 0.0296(5) Uani 1 1 d . . . . .
Rh1 Rh 1.04312(2) 0.72210(2) 0.82465(2) 0.01406(9) Uani 1 1 d . . . . .
F4 F 0.1016(4) 0.2763(5) 0.4858(4) 0.0453(7) Uani 0.515(3) 1 d . . P A 1
F5 F 0.1454(7) 0.3337(6) 0.6092(6) 0.0453(7) Uani 0.515(3) 1 d . . P A 1
F6 F 0.0583(4) 0.1674(5) 0.5754(4) 0.0453(7) Uani 0.515(3) 1 d . . P A 1
F7 F 1.0095(5) 0.2863(6) 0.7697(3) 0.0323(5) Uani 0.515(3) 1 d . . P A 1
F8 F 0.8820(4) 0.2102(4) 0.8380(3) 0.0323(5) Uani 0.515(3) 1 d . . P A 1
F9 F 0.9217(4) 0.1207(5) 0.7392(3) 0.0323(5) Uani 0.515(3) 1 d . . P A 1
F10 F 0.7680(4) 0.4336(7) 0.4766(4) 0.0335(5) Uani 0.515(3) 1 d . . P A 1
F11 F 0.9247(5) 0.4030(4) 0.5062(3) 0.0335(5) Uani 0.515(3) 1 d . . P A 1
F12 F 0.7902(4) 0.2806(5) 0.4417(4) 0.0335(5) Uani 0.515(3) 1 d . . P A 1
F13 F 0.271(5) 0.246(3) 0.916(4) 0.028(4) Uani 0.515(3) 1 d . . P A 1
F14 F 0.285(3) 0.108(3) 0.9821(19) 0.030(3) Uani 0.515(3) 1 d . . P A 1
F15 F 0.175(2) 0.075(2) 0.8733(19) 0.038(3) Uani 0.515(3) 1 d . . P A 1
F16 F 0.4943(5) -0.1359(4) 0.8911(5) 0.0354(6) Uani 0.515(3) 1 d . . P A 1
F17 F 0.6008(7) -0.0794(6) 0.8038(5) 0.0354(6) Uani 0.515(3) 1 d . . P A 1
F18 F 0.4309(5) -0.1686(5) 0.7668(4) 0.0354(6) Uani 0.515(3) 1 d . . P A 1
F22 F 0.5942(7) 0.7541(7) 0.6449(6) 0.0544(8) Uani 0.515(3) 1 d . . P A 1
F23 F 0.4261(5) 0.6750(4) 0.6230(3) 0.0544(8) Uani 0.515(3) 1 d . . P A 1
F24 F 0.5285(6) 0.6209(4) 0.5520(4) 0.0544(8) Uani 0.515(3) 1 d . . P A 1
F4A F 0.1359(5) 0.3220(5) 0.4955(4) 0.0453(7) Uani 0.485(3) 1 d . . P A 2
F5A F 0.1347(7) 0.3091(7) 0.6223(6) 0.0453(7) Uani 0.485(3) 1 d . . P A 2
F6A F 0.0494(5) 0.1747(6) 0.5369(4) 0.0453(7) Uani 0.485(3) 1 d . . P A 2
F7A F 0.9933(5) 0.2923(6) 0.7922(3) 0.0323(5) Uani 0.485(3) 1 d . . P A 2
F8A F 0.8662(4) 0.1620(5) 0.8244(3) 0.0323(5) Uani 0.485(3) 1 d . . P A 2
F9A F 0.9522(4) 0.1395(5) 0.7234(4) 0.0323(5) Uani 0.485(3) 1 d . . P A 2
F10A F 0.7978(5) 0.4464(7) 0.4864(5) 0.0335(5) Uani 0.485(3) 1 d . . P A 2
F11A F 0.9165(5) 0.3575(5) 0.4896(3) 0.0335(5) Uani 0.485(3) 1 d . . P A 2
F12A F 0.7504(5) 0.2806(6) 0.4364(4) 0.0335(5) Uani 0.485(3) 1 d . . P A 2
F13A F 0.260(5) 0.240(4) 0.906(4) 0.037(9) Uani 0.485(3) 1 d . . P A 2
F14A F 0.262(3) 0.105(3) 0.973(2) 0.047(8) Uani 0.485(3) 1 d . . P A 2
F15A F 0.165(3) 0.097(3) 0.860(2) 0.055(6) Uani 0.485(3) 1 d . . P A 2
F16A F 0.5235(5) -0.1090(4) 0.9028(5) 0.0354(6) Uani 0.485(3) 1 d . . P A 2
F17A F 0.5839(7) -0.0948(6) 0.7860(5) 0.0354(6) Uani 0.485(3) 1 d . . P A 2
F18A F 0.4186(6) -0.1798(5) 0.7927(4) 0.0354(6) Uani 0.485(3) 1 d . . P A 2
F23A F 0.4442(6) 0.6160(5) 0.5702(4) 0.0544(8) Uani 0.485(3) 1 d . . P A 2
F24A F 0.6051(6) 0.6429(5) 0.5650(4) 0.0544(8) Uani 0.485(3) 1 d . . P A 2
F22A F 0.5608(7) 0.7545(8) 0.6407(6) 0.0544(8) Uani 0.485(3) 1 d . . P A 2
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.465(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.500(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 N1 1.292(5) . ?
C3 C4 1.468(5) . ?
C4 C5 1.397(5) . ?
C4 C9 1.411(5) . ?
C5 C6 1.382(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.395(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(5) . ?
C8 H8 0.9500 . ?
C9 Rh1 2.031(3) . ?
C10 C11 1.400(5) . ?
C10 C14 1.457(5) . ?
C10 C15 1.498(5) . ?
C10 Rh1 2.255(3) . ?
C11 C12 1.452(5) . ?
C11 C16 1.499(5) . ?
C11 Rh1 2.243(3) . ?
C12 C13 1.427(5) . ?
C12 C17 1.495(5) . ?
C12 Rh1 2.171(3) . ?
C13 C14 1.431(5) . ?
C13 C18 1.498(5) . ?
C13 Rh1 2.177(3) . ?
C14 C19 1.500(5) . ?
C14 Rh1 2.142(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.395(4) . ?
C20 C25 1.402(5) . ?
C20 B1 1.649(5) . ?
C21 C22 1.396(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(5) . ?
C22 C26 1.496(4) . ?
C23 C24 1.394(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.390(5) . ?
C24 C27 1.492(5) . ?
C25 H25 0.9500 . ?
C26 F1 1.339(4) . ?
C26 F3 1.341(4) . ?
C26 F2 1.350(4) . ?
C27 F6A 1.310(8) . ?
C27 F4 1.320(8) . ?
C27 F5A 1.318(11) . ?
C27 F5 1.331(10) . ?
C27 F4A 1.407(8) . ?
C27 F6 1.368(8) . ?
C28 C33 1.400(5) . ?
C28 C29 1.405(5) . ?
C28 B1 1.643(4) . ?
C29 C30 1.393(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.385(5) . ?
C30 C34 1.499(5) . ?
C31 C32 1.391(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.394(5) . ?
C32 C35 1.494(5) . ?
C33 H33 0.9500 . ?
C34 F9 1.295(7) . ?
C34 F7A 1.317(8) . ?
C34 F8A 1.347(7) . ?
C34 F8 1.351(6) . ?
C34 F7 1.381(7) . ?
C34 F9A 1.396(7) . ?
C35 F12 1.277(8) . ?
C35 F10A 1.300(10) . ?
C35 F11A 1.328(7) . ?
C35 F10 1.377(9) . ?
C35 F11 1.382(7) . ?
C35 F12A 1.419(8) . ?
C36 C37 1.403(5) . ?
C36 C41 1.403(5) . ?
C36 B1 1.637(5) . ?
C37 C38 1.390(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.389(5) . ?
C38 C42 1.499(5) . ?
C39 C40 1.389(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.392(5) . ?
C40 C43 1.502(5) . ?
C41 H41 0.9500 . ?
C42 F14A 1.26(4) . ?
C42 F15 1.30(3) . ?
C42 F13A 1.32(5) . ?
C42 F13 1.36(4) . ?
C42 F14 1.40(4) . ?
C42 F15A 1.41(4) . ?
C43 F16 1.308(9) . ?
C43 F17A 1.325(11) . ?
C43 F18A 1.337(9) . ?
C43 F17 1.361(10) . ?
C43 F18 1.365(8) . ?
C43 F16A 1.396(9) . ?
C44 C49 1.399(5) . ?
C44 C45 1.403(5) . ?
C44 B1 1.639(4) . ?
C45 C46 1.395(5) . ?
C45 H45 0.9500 . ?
C46 C47 1.387(5) . ?
C46 C50 1.498(5) . ?
C47 C48 1.386(5) . ?
C47 H47 0.9500 . ?
C48 C49 1.392(5) . ?
C48 C51 1.485(5) . ?
C49 H49 0.9500 . ?
C50 F20 1.334(4) . ?
C50 F19 1.337(4) . ?
C50 F21 1.338(4) . ?
C51 F24 1.244(7) . ?
C51 F22A 1.265(11) . ?
C51 F23A 1.303(8) . ?
C51 F22 1.349(10) . ?
C51 F23 1.430(8) . ?
C51 F24A 1.475(9) . ?
C52 N2 1.137(5) . ?
C52 C53 1.459(6) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
N1 Rh1 2.095(3) . ?
N2 Rh1 2.061(3) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 C4 114.7(3) . . ?
N1 C3 C2 123.4(3) . . ?
C4 C3 C2 121.8(3) . . ?
C5 C4 C9 120.5(3) . . ?
C5 C4 C3 124.5(3) . . ?
C9 C4 C3 114.9(3) . . ?
C6 C5 C4 119.9(4) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C8 120.4(4) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C4 118.7(3) . . ?
C8 C9 Rh1 126.9(3) . . ?
C4 C9 Rh1 114.4(2) . . ?
C11 C10 C14 107.1(3) . . ?
C11 C10 C15 127.7(3) . . ?
C14 C10 C15 125.2(3) . . ?
C11 C10 Rh1 71.43(19) . . ?
C14 C10 Rh1 66.51(18) . . ?
C15 C10 Rh1 129.1(2) . . ?
C10 C11 C12 109.3(3) . . ?
C10 C11 C16 126.6(3) . . ?
C12 C11 C16 124.1(3) . . ?
C10 C11 Rh1 72.31(19) . . ?
C12 C11 Rh1 68.13(18) . . ?
C16 C11 Rh1 126.3(3) . . ?
C13 C12 C11 107.3(3) . . ?
C13 C12 C17 127.1(3) . . ?
C11 C12 C17 124.7(3) . . ?
C13 C12 Rh1 71.09(19) . . ?
C11 C12 Rh1 73.50(19) . . ?
C17 C12 Rh1 128.8(2) . . ?
C12 C13 C14 107.7(3) . . ?
C12 C13 C18 126.9(3) . . ?
C14 C13 C18 125.4(3) . . ?
C12 C13 Rh1 70.61(19) . . ?
C14 C13 Rh1 69.30(19) . . ?
C18 C13 Rh1 127.2(2) . . ?
C13 C14 C10 108.3(3) . . ?
C13 C14 C19 125.8(3) . . ?
C10 C14 C19 125.5(3) . . ?
C13 C14 Rh1 72.01(19) . . ?
C10 C14 Rh1 74.89(19) . . ?
C19 C14 Rh1 125.0(2) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 116.2(3) . . ?
C21 C20 B1 122.7(3) . . ?
C25 C20 B1 120.7(3) . . ?
C22 C21 C20 121.7(3) . . ?
C22 C21 H21 119.1 . . ?
C20 C21 H21 119.1 . . ?
C23 C22 C21 121.3(3) . . ?
C23 C22 C26 119.6(3) . . ?
C21 C22 C26 119.1(3) . . ?
C22 C23 C24 118.1(3) . . ?
C22 C23 H23 121.0 . . ?
C24 C23 H23 121.0 . . ?
C25 C24 C23 120.5(3) . . ?
C25 C24 C27 121.1(3) . . ?
C23 C24 C27 118.4(3) . . ?
C24 C25 C20 122.3(3) . . ?
C24 C25 H25 118.9 . . ?
C20 C25 H25 118.9 . . ?
F1 C26 F3 106.7(3) . . ?
F1 C26 F2 105.8(3) . . ?
F3 C26 F2 106.6(3) . . ?
F1 C26 C22 113.2(3) . . ?
F3 C26 C22 113.1(3) . . ?
F2 C26 C22 111.0(3) . . ?
F6A C27 F5A 110.9(5) . . ?
F4 C27 F5 106.8(5) . . ?
F6A C27 F4A 102.6(5) . . ?
F5A C27 F4A 103.5(5) . . ?
F4 C27 F6 104.1(4) . . ?
F5 C27 F6 106.2(5) . . ?
F6A C27 C24 115.5(4) . . ?
F4 C27 C24 114.6(4) . . ?
F5A C27 C24 114.2(5) . . ?
F5 C27 C24 114.9(5) . . ?
F4A C27 C24 108.7(4) . . ?
F6 C27 C24 109.4(4) . . ?
C33 C28 C29 115.9(3) . . ?
C33 C28 B1 121.2(3) . . ?
C29 C28 B1 122.6(3) . . ?
C30 C29 C28 121.9(3) . . ?
C30 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
C31 C30 C29 120.9(3) . . ?
C31 C30 C34 118.1(3) . . ?
C29 C30 C34 121.0(3) . . ?
C30 C31 C32 118.4(3) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C31 C32 C33 120.4(3) . . ?
C31 C32 C35 119.4(3) . . ?
C33 C32 C35 120.2(3) . . ?
C32 C33 C28 122.3(3) . . ?
C32 C33 H33 118.8 . . ?
C28 C33 H33 118.8 . . ?
F7A C34 F8A 107.6(4) . . ?
F9 C34 F8 109.4(4) . . ?
F9 C34 F7 106.4(4) . . ?
F8 C34 F7 104.1(4) . . ?
F7A C34 F9A 104.4(4) . . ?
F8A C34 F9A 104.8(4) . . ?
F9 C34 C30 113.2(4) . . ?
F7A C34 C30 113.6(4) . . ?
F8A C34 C30 114.2(3) . . ?
F8 C34 C30 112.0(3) . . ?
F7 C34 C30 111.2(4) . . ?
F9A C34 C30 111.4(4) . . ?
F10A C35 F11A 108.4(4) . . ?
F12 C35 F10 106.6(5) . . ?
F12 C35 F11 108.4(4) . . ?
F10 C35 F11 103.2(4) . . ?
F10A C35 F12A 105.4(5) . . ?
F11A C35 F12A 104.7(4) . . ?
F12 C35 C32 115.1(4) . . ?
F10A C35 C32 113.3(5) . . ?
F11A C35 C32 114.5(4) . . ?
F10 C35 C32 111.7(4) . . ?
F11 C35 C32 111.1(3) . . ?
F12A C35 C32 109.7(4) . . ?
C37 C36 C41 115.7(3) . . ?
C37 C36 B1 120.8(3) . . ?
C41 C36 B1 122.9(3) . . ?
C38 C37 C36 122.2(3) . . ?
C38 C37 H37 118.9 . . ?
C36 C37 H37 118.9 . . ?
C39 C38 C37 121.1(3) . . ?
C39 C38 C42 118.8(3) . . ?
C37 C38 C42 120.1(3) . . ?
C40 C39 C38 117.8(3) . . ?
C40 C39 H39 121.1 . . ?
C38 C39 H39 121.1 . . ?
C39 C40 C41 121.0(3) . . ?
C39 C40 C43 118.9(3) . . ?
C41 C40 C43 120.0(3) . . ?
C40 C41 C36 122.2(3) . . ?
C40 C41 H41 118.9 . . ?
C36 C41 H41 118.9 . . ?
F14A C42 F13A 110(3) . . ?
F15 C42 F13 116(3) . . ?
F15 C42 F14 104.3(19) . . ?
F13 C42 F14 104(3) . . ?
F14A C42 F15A 107(2) . . ?
F13A C42 F15A 94(3) . . ?
F14A C42 C38 118.8(17) . . ?
F15 C42 C38 110.6(14) . . ?
F13A C42 C38 113(2) . . ?
F13 C42 C38 112(2) . . ?
F14 C42 C38 109.0(14) . . ?
F15A C42 C38 111.9(16) . . ?
F17A C43 F18A 107.0(4) . . ?
F16 C43 F17 106.4(5) . . ?
F16 C43 F18 105.8(4) . . ?
F17 C43 F18 106.9(4) . . ?
F17A C43 F16A 106.7(6) . . ?
F18A C43 F16A 105.1(4) . . ?
F16 C43 C40 116.0(4) . . ?
F17A C43 C40 114.9(5) . . ?
F18A C43 C40 114.1(4) . . ?
F17 C43 C40 111.2(4) . . ?
F18 C43 C40 110.0(4) . . ?
F16A C43 C40 108.3(4) . . ?
C49 C44 C45 116.1(3) . . ?
C49 C44 B1 119.7(3) . . ?
C45 C44 B1 123.8(3) . . ?
C46 C45 C44 121.6(3) . . ?
C46 C45 H45 119.2 . . ?
C44 C45 H45 119.2 . . ?
C47 C46 C45 121.2(3) . . ?
C47 C46 C50 118.4(3) . . ?
C45 C46 C50 120.4(3) . . ?
C46 C47 C48 118.0(3) . . ?
C46 C47 H47 121.0 . . ?
C48 C47 H47 121.0 . . ?
C47 C48 C49 120.8(3) . . ?
C47 C48 C51 119.6(3) . . ?
C49 C48 C51 119.6(3) . . ?
C48 C49 C44 122.3(3) . . ?
C48 C49 H49 118.9 . . ?
C44 C49 H49 118.9 . . ?
F20 C50 F19 106.8(3) . . ?
F20 C50 F21 105.9(3) . . ?
F19 C50 F21 105.7(3) . . ?
F20 C50 C46 112.4(3) . . ?
F19 C50 C46 112.4(3) . . ?
F21 C50 C46 113.1(3) . . ?
F22A C51 F23A 118.1(5) . . ?
F24 C51 F22 115.1(6) . . ?
F24 C51 F23 103.0(5) . . ?
F22 C51 F23 99.3(5) . . ?
F22A C51 F24A 100.1(6) . . ?
F23A C51 F24A 93.0(5) . . ?
F24 C51 C48 118.1(4) . . ?
F22A C51 C48 118.9(5) . . ?
F23A C51 C48 114.0(4) . . ?
F22 C51 C48 110.5(4) . . ?
F23 C51 C48 108.6(4) . . ?
F24A C51 C48 106.9(4) . . ?
N2 C52 C53 179.8(5) . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C36 B1 C44 113.4(3) . . ?
C36 B1 C28 113.3(3) . . ?
C44 B1 C28 104.7(2) . . ?
C36 B1 C20 102.3(2) . . ?
C44 B1 C20 110.1(3) . . ?
C28 B1 C20 113.2(3) . . ?
C3 N1 C1 121.2(3) . . ?
C3 N1 Rh1 117.1(2) . . ?
C1 N1 Rh1 121.7(2) . . ?
C52 N2 Rh1 173.3(3) . . ?
C9 Rh1 N2 89.86(13) . . ?
C9 Rh1 N1 78.26(13) . . ?
N2 Rh1 N1 87.00(12) . . ?
C9 Rh1 C14 112.65(13) . . ?
N2 Rh1 C14 157.38(13) . . ?
N1 Rh1 C14 99.35(12) . . ?
C9 Rh1 C12 109.24(13) . . ?
N2 Rh1 C12 106.90(13) . . ?
N1 Rh1 C12 163.86(12) . . ?
C14 Rh1 C12 64.69(13) . . ?
C9 Rh1 C13 92.91(13) . . ?
N2 Rh1 C13 143.26(13) . . ?
N1 Rh1 C13 129.40(12) . . ?
C14 Rh1 C13 38.69(13) . . ?
C12 Rh1 C13 38.31(13) . . ?
C9 Rh1 C11 147.40(14) . . ?
N2 Rh1 C11 96.81(12) . . ?
N1 Rh1 C11 133.77(12) . . ?
C14 Rh1 C11 63.17(13) . . ?
C12 Rh1 C11 38.37(13) . . ?
C13 Rh1 C11 63.28(13) . . ?
C9 Rh1 C10 151.25(13) . . ?
N2 Rh1 C10 118.86(12) . . ?
N1 Rh1 C10 103.00(12) . . ?
C14 Rh1 C10 38.60(13) . . ?
C12 Rh1 C10 63.38(13) . . ?
C13 Rh1 C10 63.73(13) . . ?
C11 Rh1 C10 36.27(13) . . ?
 
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
N1 C3 C4 C5 -176.8(3) . . . . ?
C2 C3 C4 C5 0.8(6) . . . . ?
N1 C3 C4 C9 -1.1(5) . . . . ?
C2 C3 C4 C9 176.6(3) . . . . ?
C9 C4 C5 C6 -0.9(5) . . . . ?
C3 C4 C5 C6 174.6(4) . . . . ?
C4 C5 C6 C7 -0.7(6) . . . . ?
C5 C6 C7 C8 1.1(6) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C7 C8 C9 C4 -1.7(5) . . . . ?
C7 C8 C9 Rh1 177.6(3) . . . . ?
C5 C4 C9 C8 2.1(5) . . . . ?
C3 C4 C9 C8 -173.8(3) . . . . ?
C5 C4 C9 Rh1 -177.3(3) . . . . ?
C3 C4 C9 Rh1 6.8(4) . . . . ?
C14 C10 C11 C12 -1.2(4) . . . . ?
C15 C10 C11 C12 176.2(3) . . . . ?
Rh1 C10 C11 C12 -58.3(2) . . . . ?
C14 C10 C11 C16 179.6(3) . . . . ?
C15 C10 C11 C16 -3.0(6) . . . . ?
Rh1 C10 C11 C16 122.5(4) . . . . ?
C14 C10 C11 Rh1 57.1(2) . . . . ?
C15 C10 C11 Rh1 -125.5(4) . . . . ?
C10 C11 C12 C13 -2.6(4) . . . . ?
C16 C11 C12 C13 176.6(3) . . . . ?
Rh1 C11 C12 C13 -63.5(2) . . . . ?
C10 C11 C12 C17 -173.0(3) . . . . ?
C16 C11 C12 C17 6.3(6) . . . . ?
Rh1 C11 C12 C17 126.2(3) . . . . ?
C10 C11 C12 Rh1 60.8(2) . . . . ?
C16 C11 C12 Rh1 -119.9(3) . . . . ?
C11 C12 C13 C14 5.4(4) . . . . ?
C17 C12 C13 C14 175.5(3) . . . . ?
Rh1 C12 C13 C14 -59.6(2) . . . . ?
C11 C12 C13 C18 -172.4(3) . . . . ?
C17 C12 C13 C18 -2.4(6) . . . . ?
Rh1 C12 C13 C18 122.5(3) . . . . ?
C11 C12 C13 Rh1 65.1(2) . . . . ?
C17 C12 C13 Rh1 -124.9(4) . . . . ?
C12 C13 C14 C10 -6.2(4) . . . . ?
C18 C13 C14 C10 171.7(3) . . . . ?
Rh1 C13 C14 C10 -66.7(2) . . . . ?
C12 C13 C14 C19 -178.9(3) . . . . ?
C18 C13 C14 C19 -1.0(5) . . . . ?
Rh1 C13 C14 C19 120.6(3) . . . . ?
C12 C13 C14 Rh1 60.5(2) . . . . ?
C18 C13 C14 Rh1 -121.6(3) . . . . ?
C11 C10 C14 C13 4.6(4) . . . . ?
C15 C10 C14 C13 -172.9(3) . . . . ?
Rh1 C10 C14 C13 64.8(2) . . . . ?
C11 C10 C14 C19 177.3(3) . . . . ?
C15 C10 C14 C19 -0.1(5) . . . . ?
Rh1 C10 C14 C19 -122.5(3) . . . . ?
C11 C10 C14 Rh1 -60.2(2) . . . . ?
C15 C10 C14 Rh1 122.4(3) . . . . ?
C25 C20 C21 C22 -0.7(5) . . . . ?
B1 C20 C21 C22 171.8(3) . . . . ?
C20 C21 C22 C23 0.3(5) . . . . ?
C20 C21 C22 C26 -176.8(3) . . . . ?
C21 C22 C23 C24 0.5(5) . . . . ?
C26 C22 C23 C24 177.6(3) . . . . ?
C22 C23 C24 C25 -0.7(5) . . . . ?
C22 C23 C24 C27 178.6(3) . . . . ?
C23 C24 C25 C20 0.2(5) . . . . ?
C27 C24 C25 C20 -179.1(3) . . . . ?
C21 C20 C25 C24 0.5(5) . . . . ?
B1 C20 C25 C24 -172.1(3) . . . . ?
C23 C22 C26 F1 145.4(3) . . . . ?
C21 C22 C26 F1 -37.4(4) . . . . ?
C23 C22 C26 F3 24.0(5) . . . . ?
C21 C22 C26 F3 -158.9(3) . . . . ?
C23 C22 C26 F2 -95.8(4) . . . . ?
C21 C22 C26 F2 81.4(4) . . . . ?
C25 C24 C27 F6A -141.8(5) . . . . ?
C23 C24 C27 F6A 38.9(6) . . . . ?
C25 C24 C27 F4 131.8(5) . . . . ?
C23 C24 C27 F4 -47.5(6) . . . . ?
C25 C24 C27 F5A -11.4(7) . . . . ?
C23 C24 C27 F5A 169.3(5) . . . . ?
C25 C24 C27 F5 7.5(7) . . . . ?
C23 C24 C27 F5 -171.8(5) . . . . ?
C25 C24 C27 F4A 103.6(4) . . . . ?
C23 C24 C27 F4A -75.7(5) . . . . ?
C25 C24 C27 F6 -111.8(4) . . . . ?
C23 C24 C27 F6 68.9(5) . . . . ?
C33 C28 C29 C30 -3.1(4) . . . . ?
B1 C28 C29 C30 -177.6(3) . . . . ?
C28 C29 C30 C31 2.7(5) . . . . ?
C28 C29 C30 C34 -176.0(3) . . . . ?
C29 C30 C31 C32 0.1(5) . . . . ?
C34 C30 C31 C32 178.8(3) . . . . ?
C30 C31 C32 C33 -2.2(5) . . . . ?
C30 C31 C32 C35 179.6(3) . . . . ?
C31 C32 C33 C28 1.7(5) . . . . ?
C35 C32 C33 C28 179.9(3) . . . . ?
C29 C28 C33 C32 1.0(4) . . . . ?
B1 C28 C33 C32 175.5(3) . . . . ?
C31 C30 C34 F9 -73.0(5) . . . . ?
C29 C30 C34 F9 105.7(4) . . . . ?
C31 C30 C34 F7A 67.8(5) . . . . ?
C29 C30 C34 F7A -113.5(4) . . . . ?
C31 C30 C34 F8A -168.3(4) . . . . ?
C29 C30 C34 F8A 10.4(5) . . . . ?
C31 C30 C34 F8 162.7(4) . . . . ?
C29 C30 C34 F8 -18.6(5) . . . . ?
C31 C30 C34 F7 46.8(5) . . . . ?
C29 C30 C34 F7 -134.5(4) . . . . ?
C31 C30 C34 F9A -49.8(5) . . . . ?
C29 C30 C34 F9A 128.9(4) . . . . ?
C31 C32 C35 F12 93.4(5) . . . . ?
C33 C32 C35 F12 -84.8(5) . . . . ?
C31 C32 C35 F10A -127.2(4) . . . . ?
C33 C32 C35 F10A 54.6(5) . . . . ?
C31 C32 C35 F11A -2.1(5) . . . . ?
C33 C32 C35 F11A 179.7(4) . . . . ?
C31 C32 C35 F10 -144.9(4) . . . . ?
C33 C32 C35 F10 36.9(5) . . . . ?
C31 C32 C35 F11 -30.3(5) . . . . ?
C33 C32 C35 F11 151.6(4) . . . . ?
C31 C32 C35 F12A 115.3(4) . . . . ?
C33 C32 C35 F12A -62.9(5) . . . . ?
C41 C36 C37 C38 1.1(4) . . . . ?
B1 C36 C37 C38 172.3(3) . . . . ?
C36 C37 C38 C39 1.0(5) . . . . ?
C36 C37 C38 C42 -176.1(3) . . . . ?
C37 C38 C39 C40 -1.6(5) . . . . ?
C42 C38 C39 C40 175.6(3) . . . . ?
C38 C39 C40 C41 0.0(5) . . . . ?
C38 C39 C40 C43 -177.8(3) . . . . ?
C39 C40 C41 C36 2.3(5) . . . . ?
C43 C40 C41 C36 -180.0(3) . . . . ?
C37 C36 C41 C40 -2.7(5) . . . . ?
B1 C36 C41 C40 -173.7(3) . . . . ?
C39 C38 C42 F14A 37(2) . . . . ?
C37 C38 C42 F14A -146(2) . . . . ?
C39 C38 C42 F15 -70.2(11) . . . . ?
C37 C38 C42 F15 107.0(11) . . . . ?
C39 C38 C42 F13A 167(3) . . . . ?
C37 C38 C42 F13A -15(3) . . . . ?
C39 C38 C42 F13 158(3) . . . . ?
C37 C38 C42 F13 -24(3) . . . . ?
C39 C38 C42 F14 43.9(15) . . . . ?
C37 C38 C42 F14 -138.9(15) . . . . ?
C39 C38 C42 F15A -88.2(12) . . . . ?
C37 C38 C42 F15A 89.0(12) . . . . ?
C39 C40 C43 F16 -31.4(6) . . . . ?
C41 C40 C43 F16 150.8(4) . . . . ?
C39 C40 C43 F17A -169.5(5) . . . . ?
C41 C40 C43 F17A 12.7(6) . . . . ?
C39 C40 C43 F18A 66.3(5) . . . . ?
C41 C40 C43 F18A -111.4(4) . . . . ?
C39 C40 C43 F17 -153.1(5) . . . . ?
C41 C40 C43 F17 29.1(6) . . . . ?
C39 C40 C43 F18 88.6(4) . . . . ?
C41 C40 C43 F18 -89.2(4) . . . . ?
C39 C40 C43 F16A -50.3(5) . . . . ?
C41 C40 C43 F16A 131.9(4) . . . . ?
C49 C44 C45 C46 0.3(5) . . . . ?
B1 C44 C45 C46 172.9(3) . . . . ?
C44 C45 C46 C47 -0.7(5) . . . . ?
C44 C45 C46 C50 177.8(3) . . . . ?
C45 C46 C47 C48 0.3(5) . . . . ?
C50 C46 C47 C48 -178.3(3) . . . . ?
C46 C47 C48 C49 0.4(5) . . . . ?
C46 C47 C48 C51 -178.7(3) . . . . ?
C47 C48 C49 C44 -0.8(5) . . . . ?
C51 C48 C49 C44 178.4(3) . . . . ?
C45 C44 C49 C48 0.4(5) . . . . ?
B1 C44 C49 C48 -172.6(3) . . . . ?
C47 C46 C50 F20 91.9(4) . . . . ?
C45 C46 C50 F20 -86.6(4) . . . . ?
C47 C46 C50 F19 -28.6(4) . . . . ?
C45 C46 C50 F19 152.9(3) . . . . ?
C47 C46 C50 F21 -148.2(3) . . . . ?
C45 C46 C50 F21 33.3(4) . . . . ?
C47 C48 C51 F24 161.1(5) . . . . ?
C49 C48 C51 F24 -18.1(7) . . . . ?
C47 C48 C51 F22A 7.6(8) . . . . ?
C49 C48 C51 F22A -171.6(6) . . . . ?
C47 C48 C51 F23A -139.0(5) . . . . ?
C49 C48 C51 F23A 41.8(6) . . . . ?
C47 C48 C51 F22 25.7(7) . . . . ?
C49 C48 C51 F22 -153.5(5) . . . . ?
C47 C48 C51 F23 -82.2(5) . . . . ?
C49 C48 C51 F23 98.6(5) . . . . ?
C47 C48 C51 F24A 119.7(4) . . . . ?
C49 C48 C51 F24A -59.5(5) . . . . ?
C37 C36 B1 C44 37.9(4) . . . . ?
C41 C36 B1 C44 -151.6(3) . . . . ?
C37 C36 B1 C28 157.1(3) . . . . ?
C41 C36 B1 C28 -32.4(4) . . . . ?
C37 C36 B1 C20 -80.7(3) . . . . ?
C41 C36 B1 C20 89.9(3) . . . . ?
C49 C44 B1 C36 -151.5(3) . . . . ?
C45 C44 B1 C36 36.1(4) . . . . ?
C49 C44 B1 C28 84.4(3) . . . . ?
C45 C44 B1 C28 -87.9(3) . . . . ?
C49 C44 B1 C20 -37.6(4) . . . . ?
C45 C44 B1 C20 150.1(3) . . . . ?
C33 C28 B1 C36 157.4(3) . . . . ?
C29 C28 B1 C36 -28.4(4) . . . . ?
C33 C28 B1 C44 -78.5(3) . . . . ?
C29 C28 B1 C44 95.7(3) . . . . ?
C33 C28 B1 C20 41.4(4) . . . . ?
C29 C28 B1 C20 -144.4(3) . . . . ?
C21 C20 B1 C36 -91.3(3) . . . . ?
C25 C20 B1 C36 80.8(3) . . . . ?
C21 C20 B1 C44 147.8(3) . . . . ?
C25 C20 B1 C44 -40.0(4) . . . . ?
C21 C20 B1 C28 31.0(4) . . . . ?
C25 C20 B1 C28 -156.9(3) . . . . ?
C4 C3 N1 C1 173.7(3) . . . . ?
C2 C3 N1 C1 -3.9(5) . . . . ?
C4 C3 N1 Rh1 -5.1(4) . . . . ?
C2 C3 N1 Rh1 177.3(3) . . . . ?
 
_refine_diff_density_max    1.550
_refine_diff_density_min   -1.274
_refine_diff_density_rms    0.093



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_publcif_info_exptl_table_use_headnotes n
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loop_
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_publcif_info_datablock.publ_geom
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'{5278739c-fc29-40c2-892c-6d80cd581ef0}' y y y

loop_
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