# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

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

data_190508_s3_sys
_database_code_depnum_ccdc_archive 'CCDC 1957755'
loop_
_audit_author_name
_audit_author_address
'yuesen shi'
;sichuan university
China
;
_audit_update_record             
;
2019-10-06 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2019-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C24 H20 N2 O4'
_chemical_formula_sum            'C24 H20 N2 O4'
_chemical_formula_weight         400.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   16.2065(14)
_cell_length_b                   8.0264(5)
_cell_length_c                   17.9481(17)
_cell_angle_alpha                90
_cell_angle_beta                 116.108(11)
_cell_angle_gamma                90
_cell_volume                     2096.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2347
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8010
_cell_measurement_theta_min      3.3870
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.853
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13664
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.494
_diffrn_reflns_theta_min         3.386
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -6.00   22.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.8106  -99.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
  2 omega   18.00   76.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       17.0762   38.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
  3 omega  -49.00   27.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       17.0762  -57.0000  -30.0000 76

#__ type_ start__ end____ width___ exp.time_
  4 omega  -12.00   13.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.6544  -99.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
  5 omega  -50.00  -24.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.6544  -57.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega  -59.00  -33.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.6544  -57.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   18.00   76.00   1.0000    6.5000
omega____ theta____ kappa____ phi______ frames
    -       16.7637   38.0000  150.0000 58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0076951000
_diffrn_orient_matrix_UB_12      -0.0088800000
_diffrn_orient_matrix_UB_13      0.0418662000
_diffrn_orient_matrix_UB_21      -0.0480900000
_diffrn_orient_matrix_UB_22      -0.0041244000
_diffrn_orient_matrix_UB_23      -0.0129841000
_diffrn_orient_matrix_UB_31      0.0014648000
_diffrn_orient_matrix_UB_32      -0.0878650000
_diffrn_orient_matrix_UB_33      -0.0036444000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2979
_reflns_number_total             4974
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4974
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0569
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0559P)²+0.2968P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1205
_refine_ls_wR_factor_ref         0.1409
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.67965(13) 0.5456(3) 0.56733(11) 0.1111(7) Uani 1 1 d . . . . .
O2 O 0.61592(11) 0.7971(3) 0.53401(10) 0.0897(6) Uani 1 1 d . . . . .
O3 O 0.38477(9) 0.92100(15) 0.25533(8) 0.0569(4) Uani 1 1 d . . . . .
O4 O 0.31087(14) 0.5110(2) 0.07017(10) 0.0853(5) Uani 1 1 d . . . . .
N1 N 0.37063(11) 0.43928(17) 0.19822(10) 0.0476(4) Uani 1 1 d . . . . .
N2 N 0.36146(13) 0.55203(19) 0.14174(12) 0.0593(5) Uani 1 1 d . . . . .
C1 C 0.42336(11) 0.6503(2) 0.30695(11) 0.0405(4) Uani 1 1 d . . . . .
C2 C 0.42591(12) 0.4875(2) 0.28070(12) 0.0443(4) Uani 1 1 d . . . . .
C3 C 0.48686(14) 0.3732(3) 0.33481(15) 0.0592(6) Uani 1 1 d . . . . .
H3 H 0.4864 0.2634 0.3181 0.071 Uiso 1 1 calc R . . . .
C4 C 0.54728(15) 0.4212(3) 0.41231(16) 0.0671(7) Uani 1 1 d . . . . .
H4 H 0.5874 0.3433 0.4485 0.081 Uiso 1 1 calc R . . . .
C5 C 0.55001(13) 0.5845(3) 0.43827(13) 0.0584(6) Uani 1 1 d . . . . .
C6 C 0.48706(12) 0.6978(2) 0.38504(12) 0.0495(5) Uani 1 1 d . . . . .
H6 H 0.4878 0.8073 0.4022 0.059 Uiso 1 1 calc R . . . .
C7 C 0.35630(12) 0.7818(2) 0.25641(11) 0.0405(4) Uani 1 1 d . . . . .
C8 C 0.25627(11) 0.7458(2) 0.21426(10) 0.0375(4) Uani 1 1 d . . . . .
C9 C 0.20091(12) 0.8705(2) 0.15112(11) 0.0436(4) Uani 1 1 d . . . . .
C10 C 0.20581(16) 0.8845(3) 0.07680(13) 0.0654(6) Uani 1 1 d . . . . .
H10 H 0.2437 0.8132 0.0649 0.078 Uiso 1 1 calc R . . . .
C11 C 0.1549(2) 1.0034(4) 0.01999(16) 0.0916(9) Uani 1 1 d . . . . .
H11 H 0.1584 1.0121 -0.0302 0.110 Uiso 1 1 calc R . . . .
C12 C 0.0997(2) 1.1077(3) 0.0369(2) 0.1028(11) Uani 1 1 d . . . . .
H12 H 0.0644 1.1864 -0.0022 0.123 Uiso 1 1 calc R . . . .
C13 C 0.09556(17) 1.0981(3) 0.1100(2) 0.0894(9) Uani 1 1 d . . . . .
H13 H 0.0583 1.1715 0.1215 0.107 Uiso 1 1 calc R . . . .
C14 C 0.14604(13) 0.9807(2) 0.16772(14) 0.0599(6) Uani 1 1 d . . . . .
H14 H 0.1432 0.9757 0.2183 0.072 Uiso 1 1 calc R . . . .
C15 C 0.22200(12) 0.6196(2) 0.24068(10) 0.0411(4) Uani 1 1 d . . . . .
H15 H 0.2653 0.5605 0.2853 0.049 Uiso 1 1 calc R . . . .
C16 C 0.12747(12) 0.5593(2) 0.21087(11) 0.0418(4) Uani 1 1 d . . . . .
C17 C 0.10575(14) 0.4668(3) 0.26494(13) 0.0596(6) Uani 1 1 d . . . . .
H17 H 0.1504 0.4488 0.3189 0.072 Uiso 1 1 calc R . . . .
C18 C 0.01928(16) 0.4013(3) 0.24021(17) 0.0765(7) Uani 1 1 d . . . . .
H18 H 0.0057 0.3412 0.2777 0.092 Uiso 1 1 calc R . . . .
C19 C -0.04631(16) 0.4240(3) 0.16141(17) 0.0702(6) Uani 1 1 d . . . . .
H19 H -0.1046 0.3791 0.1448 0.084 Uiso 1 1 calc R . . . .
C20 C -0.02638(14) 0.5133(2) 0.10625(14) 0.0616(6) Uani 1 1 d . . . . .
H20 H -0.0712 0.5285 0.0521 0.074 Uiso 1 1 calc R . . . .
C21 C 0.05999(13) 0.5805(2) 0.13092(12) 0.0516(5) Uani 1 1 d . . . . .
H21 H 0.0729 0.6411 0.0931 0.062 Uiso 1 1 calc R . . . .
C22 C 0.32399(18) 0.2802(2) 0.17528(16) 0.0788(7) Uani 1 1 d . . . . .
H22A H 0.2588 0.2981 0.1472 0.118 Uiso 1 1 calc GR . . . .
H22B H 0.3386 0.2149 0.2243 0.118 Uiso 1 1 calc GR . . . .
H22C H 0.3436 0.2221 0.1391 0.118 Uiso 1 1 calc GR . . . .
C23 C 0.62157(16) 0.6354(4) 0.51917(15) 0.0771(7) Uani 1 1 d . . . . .
C24 C 0.6883(2) 0.8690(5) 0.60713(17) 0.1239(12) Uani 1 1 d . . . . .
H24A H 0.6824 0.9881 0.6048 0.186 Uiso 1 1 calc GR . . . .
H24B H 0.7468 0.8386 0.6097 0.186 Uiso 1 1 calc GR . . . .
H24C H 0.6840 0.8281 0.6556 0.186 Uiso 1 1 calc GR . . . .


_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
O1 C23 1.199(3) . ?
O2 C23 1.336(3) . ?
O2 C24 1.441(3) . ?
O3 C7 1.2124(19) . ?
O4 N2 1.226(2) . ?
N1 N2 1.317(2) . ?
N1 C2 1.406(2) . ?
N1 C22 1.448(2) . ?
C1 C2 1.396(2) . ?
C1 C6 1.379(2) . ?
C1 C7 1.500(2) . ?
C2 C3 1.384(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.358(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(3) . ?
C5 C6 1.387(3) . ?
C5 C23 1.462(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.485(2) . ?
C8 C9 1.482(2) . ?
C8 C15 1.338(2) . ?
C9 C10 1.375(3) . ?
C9 C14 1.377(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.354(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.343(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.373(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.465(2) . ?
C16 C17 1.385(2) . ?
C16 C21 1.380(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.375(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.356(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.371(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(3) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O2 C24 118.1(2) . . ?
N2 N1 C2 115.15(15) . . ?
N2 N1 C22 121.25(18) . . ?
C2 N1 C22 123.57(16) . . ?
O4 N2 N1 114.74(17) . . ?
C2 C1 C7 125.15(16) . . ?
C6 C1 C2 118.79(16) . . ?
C6 C1 C7 116.06(16) . . ?
C1 C2 N1 120.88(15) . . ?
C3 C2 N1 118.92(18) . . ?
C3 C2 C1 120.11(19) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 120.99(19) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 C23 119.5(2) . . ?
C6 C5 C23 121.5(2) . . ?
C1 C6 C5 120.89(19) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O3 C7 C1 118.59(16) . . ?
O3 C7 C8 120.59(15) . . ?
C8 C7 C1 120.64(14) . . ?
C9 C8 C7 114.59(14) . . ?
C15 C8 C7 119.80(15) . . ?
C15 C8 C9 125.19(16) . . ?
C10 C9 C8 121.53(17) . . ?
C10 C9 C14 118.42(18) . . ?
C14 C9 C8 119.99(17) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.5(3) . . ?
C14 C13 H13 119.8 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.3(2) . . ?
C13 C14 H14 119.8 . . ?
C8 C15 H15 114.7 . . ?
C8 C15 C16 130.62(16) . . ?
C16 C15 H15 114.7 . . ?
C17 C16 C15 117.95(17) . . ?
C21 C16 C15 124.19(16) . . ?
C21 C16 C17 117.75(17) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 H17 119.5 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.3(2) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(2) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(2) . . ?
C21 C20 H20 120.0 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 120.90(18) . . ?
C20 C21 H21 119.5 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1 C23 O2 122.8(3) . . ?
O1 C23 C5 125.1(3) . . ?
O2 C23 C5 112.1(2) . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C7 C8 C9 19.0(2) . . . . ?
O3 C7 C8 C15 -153.86(17) . . . . ?
N1 C2 C3 C4 173.53(17) . . . . ?
N2 N1 C2 C1 38.1(2) . . . . ?
N2 N1 C2 C3 -138.53(17) . . . . ?
C1 C2 C3 C4 -3.1(3) . . . . ?
C1 C7 C8 C9 -166.03(15) . . . . ?
C1 C7 C8 C15 21.1(2) . . . . ?
C2 N1 N2 O4 -177.85(17) . . . . ?
C2 C1 C6 C5 -2.9(2) . . . . ?
C2 C1 C7 O3 -135.73(18) . . . . ?
C2 C1 C7 C8 49.2(2) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 2.8(3) . . . . ?
C3 C4 C5 C23 -174.25(18) . . . . ?
C4 C5 C6 C1 -0.9(3) . . . . ?
C4 C5 C23 O1 -0.9(3) . . . . ?
C4 C5 C23 O2 178.56(19) . . . . ?
C6 C1 C2 N1 -171.64(15) . . . . ?
C6 C1 C2 C3 4.9(2) . . . . ?
C6 C1 C7 O3 43.9(2) . . . . ?
C6 C1 C7 C8 -131.16(17) . . . . ?
C6 C5 C23 O1 -177.9(2) . . . . ?
C6 C5 C23 O2 1.5(3) . . . . ?
C7 C1 C2 N1 8.0(3) . . . . ?
C7 C1 C2 C3 -175.49(16) . . . . ?
C7 C1 C6 C5 177.46(16) . . . . ?
C7 C8 C9 C10 70.8(2) . . . . ?
C7 C8 C9 C14 -106.32(19) . . . . ?
C7 C8 C15 C16 179.59(17) . . . . ?
C8 C9 C10 C11 -178.8(2) . . . . ?
C8 C9 C14 C13 179.09(19) . . . . ?
C8 C15 C16 C17 -158.06(19) . . . . ?
C8 C15 C16 C21 25.8(3) . . . . ?
C9 C8 C15 C16 7.5(3) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C10 C9 C14 C13 1.9(3) . . . . ?
C10 C11 C12 C13 1.3(4) . . . . ?
C11 C12 C13 C14 -1.1(4) . . . . ?
C12 C13 C14 C9 -0.5(4) . . . . ?
C14 C9 C10 C11 -1.7(3) . . . . ?
C15 C8 C9 C10 -116.8(2) . . . . ?
C15 C8 C9 C14 66.1(2) . . . . ?
C15 C16 C17 C18 -177.7(2) . . . . ?
C15 C16 C21 C20 176.85(17) . . . . ?
C16 C17 C18 C19 1.1(4) . . . . ?
C17 C16 C21 C20 0.7(3) . . . . ?
C17 C18 C19 C20 -0.3(4) . . . . ?
C18 C19 C20 C21 -0.3(3) . . . . ?
C19 C20 C21 C16 0.1(3) . . . . ?
C21 C16 C17 C18 -1.3(3) . . . . ?
C22 N1 N2 O4 0.3(3) . . . . ?
C22 N1 C2 C1 -140.06(19) . . . . ?
C22 N1 C2 C3 43.3(3) . . . . ?
C23 C5 C6 C1 176.11(17) . . . . ?
C24 O2 C23 O1 6.5(3) . . . . ?
C24 O2 C23 C5 -173.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM / Hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_r20191015b1
_database_code_depnum_ccdc_archive 'CCDC 1960116'
loop_
_audit_author_name
_audit_author_address
'yuesen shi'
;sichuan university
China
;
_audit_update_record             
;
2019-10-18 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_audit_creation_date             2019-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H21 Cl F N2 O Rh'
_chemical_formula_sum            'C17 H21 Cl F N2 O Rh'
_chemical_formula_weight         426.72
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.543(4)
_cell_length_b                   14.111(6)
_cell_length_c                   14.684(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.284(7)
_cell_angle_gamma                90
_cell_volume                     1768.7(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5062
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.8824
_cell_measurement_theta_min      2.0024
_shelx_estimated_absorpt_T_max   0.849
_shelx_estimated_absorpt_T_min   0.805
_exptl_absorpt_coefficient_mu    1.131
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear(Rigaku,2008)
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20794
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.857
_diffrn_reflns_theta_min         2.712
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3930
_reflns_number_total             4209
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.739
_refine_diff_density_min         -1.436
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         4209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1114P)²+6.6902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.1788
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C17(H17A,H17B,H17C)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.30274(4) 0.72541(3) 0.62211(2) 0.02359(16) Uani 1 1 d . . . . .
Cl1 Cl 0.5147(2) 0.76163(11) 0.52740(12) 0.0456(4) Uani 1 1 d . . . . .
F1 F 0.7306(4) 0.5222(3) 0.8254(3) 0.0517(10) Uani 1 1 d . . . . .
O1 O 0.1222(5) 0.6326(3) 0.4709(3) 0.0418(10) Uani 1 1 d . . . . .
N1 N 0.2848(5) 0.5369(3) 0.5438(3) 0.0306(9) Uani 1 1 d . . . . .
N2 N 0.2248(5) 0.6218(3) 0.5330(3) 0.0312(9) Uani 1 1 d . . . . .
C1 C 0.6212(6) 0.5246(5) 0.7550(4) 0.0377(13) Uani 1 1 d . . . . .
C2 C 0.5911(7) 0.4434(4) 0.7064(5) 0.0422(14) Uani 1 1 d . . . . .
H2 H 0.646486 0.386679 0.721075 0.051 Uiso 1 1 calc R . . . .
C3 C 0.4781(7) 0.4449(4) 0.6350(4) 0.0378(13) Uani 1 1 d . . . . .
H3 H 0.456112 0.389677 0.599830 0.045 Uiso 1 1 calc R . . . .
C4 C 0.3988(6) 0.5290(4) 0.6168(4) 0.0292(10) Uani 1 1 d . . . . .
C5 C 0.4292(6) 0.6123(3) 0.6668(3) 0.0256(9) Uani 1 1 d . . . . .
C6 C 0.5447(6) 0.6089(4) 0.7356(4) 0.0322(11) Uani 1 1 d . . . . .
H6 H 0.571242 0.664388 0.769435 0.039 Uiso 1 1 calc R . . . .
C7 C 0.2308(7) 0.4575(4) 0.4859(4) 0.0389(13) Uani 1 1 d . . . . .
H7A H 0.140730 0.426992 0.512986 0.058 Uiso 1 1 calc GR . . . .
H7B H 0.315740 0.411316 0.480982 0.058 Uiso 1 1 calc GR . . . .
H7C H 0.199986 0.481253 0.425074 0.058 Uiso 1 1 calc GR . . . .
C8 C 0.2343(7) 0.7750(4) 0.7552(4) 0.0306(11) Uani 1 1 d . . . . .
C9 C 0.0976(7) 0.7533(4) 0.7001(5) 0.0422(15) Uani 1 1 d . . . . .
C10 C 0.0909(8) 0.8201(5) 0.6251(5) 0.0519(19) Uani 1 1 d . . . . .
C11 C 0.2255(8) 0.8772(4) 0.6320(4) 0.0404(14) Uani 1 1 d . . . . .
C12 C 0.3176(6) 0.8478(4) 0.7104(4) 0.0307(10) Uani 1 1 d . . . . .
C13 C 0.2835(12) 0.7321(5) 0.8443(5) 0.063(2) Uani 1 1 d . . . . .
H13A H 0.255732 0.664679 0.844144 0.095 Uiso 1 1 calc GR . . . .
H13B H 0.230043 0.764377 0.893304 0.095 Uiso 1 1 calc GR . . . .
H13C H 0.397063 0.738864 0.854165 0.095 Uiso 1 1 calc GR . . . .
C14 C -0.0248(10) 0.6837(6) 0.7247(9) 0.100(5) Uani 1 1 d . . . . .
H14A H -0.101523 0.676933 0.673732 0.150 Uiso 1 1 calc GR . . . .
H14B H -0.077748 0.706258 0.778649 0.150 Uiso 1 1 calc GR . . . .
H14C H 0.024175 0.622211 0.738072 0.150 Uiso 1 1 calc GR . . . .
C15 C -0.0426(14) 0.8259(10) 0.5551(8) 0.129(6) Uani 1 1 d . . . . .
H15A H -0.006677 0.857142 0.500138 0.193 Uiso 1 1 calc GR . . . .
H15B H -0.128636 0.862451 0.579925 0.193 Uiso 1 1 calc GR . . . .
H15C H -0.079326 0.761834 0.539752 0.193 Uiso 1 1 calc GR . . . .
C16 C 0.2697(16) 0.9544(5) 0.5684(6) 0.094(4) Uani 1 1 d . . . . .
H16A H 0.383520 0.954437 0.562401 0.142 Uiso 1 1 calc GR . . . .
H16B H 0.236682 1.015649 0.592632 0.142 Uiso 1 1 calc GR . . . .
H16C H 0.217855 0.943824 0.508567 0.142 Uiso 1 1 calc GR . . . .
C17 C 0.4651(9) 0.8937(6) 0.7459(6) 0.067(2) Uani 1 1 d . . . . .
H17A H 0.498383 0.941450 0.702219 0.101 Uiso 1 1 calc R . . . .
H17B H 0.446541 0.924165 0.804426 0.101 Uiso 1 1 calc R . . . .
H17C H 0.547135 0.845600 0.754242 0.101 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Rh1 Cl1 2.3822(17) . ?
Rh1 N2 2.056(4) . ?
Rh1 C5 2.022(5) . ?
Rh1 C8 2.177(5) . ?
Rh1 C9 2.167(6) . ?
Rh1 C10 2.251(6) . ?
Rh1 C11 2.247(5) . ?
Rh1 C12 2.160(5) . ?
F1 C1 1.366(7) . ?
O1 N2 1.249(6) . ?
N1 N2 1.310(6) . ?
N1 C4 1.423(7) . ?
N1 C7 1.469(6) . ?
C1 C2 1.368(9) . ?
C1 C6 1.382(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(8) . ?
C4 C5 1.405(7) . ?
C5 C6 1.385(7) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.427(9) . ?
C8 C12 1.425(8) . ?
C8 C13 1.487(9) . ?
C9 C10 1.449(11) . ?
C9 C14 1.489(10) . ?
C10 C11 1.405(11) . ?
C10 C15 1.507(9) . ?
C11 C12 1.429(8) . ?
C11 C16 1.493(10) . ?
C12 C17 1.492(8) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
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 . ?

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
N2 Rh1 Cl1 90.87(14) . . ?
N2 Rh1 C8 135.1(2) . . ?
N2 Rh1 C9 102.6(2) . . ?
N2 Rh1 C10 101.2(2) . . ?
N2 Rh1 C11 129.1(2) . . ?
N2 Rh1 C12 163.9(2) . . ?
C5 Rh1 Cl1 87.13(14) . . ?
C5 Rh1 N2 78.5(2) . . ?
C5 Rh1 C8 97.0(2) . . ?
C5 Rh1 C9 113.9(2) . . ?
C5 Rh1 C10 151.8(3) . . ?
C5 Rh1 C11 152.3(2) . . ?
C5 Rh1 C12 114.7(2) . . ?
C8 Rh1 Cl1 133.82(16) . . ?
C8 Rh1 C10 63.1(2) . . ?
C8 Rh1 C11 62.97(19) . . ?
C9 Rh1 Cl1 156.79(19) . . ?
C9 Rh1 C8 38.4(2) . . ?
C9 Rh1 C10 38.2(3) . . ?
C9 Rh1 C11 63.1(2) . . ?
C10 Rh1 Cl1 121.0(2) . . ?
C11 Rh1 Cl1 93.75(18) . . ?
C11 Rh1 C10 36.4(3) . . ?
C12 Rh1 Cl1 98.69(16) . . ?
C12 Rh1 C8 38.4(2) . . ?
C12 Rh1 C9 64.4(2) . . ?
C12 Rh1 C10 62.7(2) . . ?
C12 Rh1 C11 37.8(2) . . ?
N2 N1 C4 114.5(4) . . ?
N2 N1 C7 121.0(5) . . ?
C4 N1 C7 124.4(5) . . ?
O1 N2 Rh1 125.3(4) . . ?
O1 N2 N1 117.4(4) . . ?
N1 N2 Rh1 117.3(3) . . ?
F1 C1 C2 118.9(5) . . ?
F1 C1 C6 118.7(6) . . ?
C2 C1 C6 122.4(5) . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.2(5) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.4(5) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 N1 121.8(5) . . ?
C3 C4 C5 122.4(5) . . ?
C5 C4 N1 115.8(4) . . ?
C4 C5 Rh1 113.9(4) . . ?
C6 C5 Rh1 128.3(4) . . ?
C6 C5 C4 117.6(5) . . ?
C1 C6 C5 119.9(5) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 Rh1 70.5(3) . . ?
C9 C8 C13 127.4(7) . . ?
C12 C8 Rh1 70.2(3) . . ?
C12 C8 C9 107.8(5) . . ?
C12 C8 C13 124.8(6) . . ?
C13 C8 Rh1 125.6(4) . . ?
C8 C9 Rh1 71.2(3) . . ?
C8 C9 C10 107.3(5) . . ?
C8 C9 C14 124.8(8) . . ?
C10 C9 Rh1 74.0(4) . . ?
C10 C9 C14 127.3(8) . . ?
C14 C9 Rh1 126.8(4) . . ?
C9 C10 Rh1 67.7(3) . . ?
C9 C10 C15 124.1(10) . . ?
C11 C10 Rh1 71.7(3) . . ?
C11 C10 C9 108.1(5) . . ?
C11 C10 C15 127.8(10) . . ?
C15 C10 Rh1 127.3(5) . . ?
C10 C11 Rh1 71.9(3) . . ?
C10 C11 C12 108.3(5) . . ?
C10 C11 C16 126.9(8) . . ?
C12 C11 Rh1 67.8(3) . . ?
C12 C11 C16 124.8(8) . . ?
C16 C11 Rh1 124.9(4) . . ?
C8 C12 Rh1 71.5(3) . . ?
C8 C12 C11 108.2(5) . . ?
C8 C12 C17 125.6(6) . . ?
C11 C12 Rh1 74.4(3) . . ?
C11 C12 C17 125.8(6) . . ?
C17 C12 Rh1 125.8(4) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Rh1 C5 C6 C1 -178.5(4) . . . . ?
Rh1 C8 C9 C10 -65.8(4) . . . . ?
Rh1 C8 C9 C14 122.3(6) . . . . ?
Rh1 C8 C12 C11 65.9(4) . . . . ?
Rh1 C8 C12 C17 -121.3(6) . . . . ?
Rh1 C9 C10 C11 -60.6(4) . . . . ?
Rh1 C9 C10 C15 120.9(6) . . . . ?
Rh1 C10 C11 C12 -58.2(4) . . . . ?
Rh1 C10 C11 C16 120.6(6) . . . . ?
Rh1 C11 C12 C8 -64.0(3) . . . . ?
Rh1 C11 C12 C17 123.2(6) . . . . ?
F1 C1 C2 C3 179.3(5) . . . . ?
F1 C1 C6 C5 -177.7(5) . . . . ?
N1 C4 C5 Rh1 -0.3(5) . . . . ?
N1 C4 C5 C6 -177.0(4) . . . . ?
N2 N1 C4 C3 -177.3(5) . . . . ?
N2 N1 C4 C5 0.6(6) . . . . ?
C1 C2 C3 C4 -0.8(8) . . . . ?
C2 C1 C6 C5 2.3(8) . . . . ?
C2 C3 C4 N1 178.4(5) . . . . ?
C2 C3 C4 C5 0.6(8) . . . . ?
C3 C4 C5 Rh1 177.6(4) . . . . ?
C3 C4 C5 C6 0.9(7) . . . . ?
C4 N1 N2 Rh1 -0.6(5) . . . . ?
C4 N1 N2 O1 -178.8(4) . . . . ?
C4 C5 C6 C1 -2.3(7) . . . . ?
C6 C1 C2 C3 -0.6(9) . . . . ?
C7 N1 N2 Rh1 177.2(4) . . . . ?
C7 N1 N2 O1 -1.0(7) . . . . ?
C7 N1 C4 C3 4.9(7) . . . . ?
C7 N1 C4 C5 -177.1(5) . . . . ?
C8 C9 C10 Rh1 63.9(4) . . . . ?
C8 C9 C10 C11 3.3(6) . . . . ?
C8 C9 C10 C15 -175.2(6) . . . . ?
C9 C8 C12 Rh1 -60.7(4) . . . . ?
C9 C8 C12 C11 5.2(6) . . . . ?
C9 C8 C12 C17 178.0(6) . . . . ?
C9 C10 C11 Rh1 58.1(4) . . . . ?
C9 C10 C11 C12 -0.1(6) . . . . ?
C9 C10 C11 C16 178.7(6) . . . . ?
C10 C11 C12 Rh1 60.8(4) . . . . ?
C10 C11 C12 C8 -3.2(6) . . . . ?
C10 C11 C12 C17 -175.9(6) . . . . ?
C12 C8 C9 Rh1 60.5(4) . . . . ?
C12 C8 C9 C10 -5.2(6) . . . . ?
C12 C8 C9 C14 -177.2(6) . . . . ?
C13 C8 C9 Rh1 -120.4(6) . . . . ?
C13 C8 C9 C10 173.8(5) . . . . ?
C13 C8 C9 C14 1.9(9) . . . . ?
C13 C8 C12 Rh1 120.2(5) . . . . ?
C13 C8 C12 C11 -173.9(5) . . . . ?
C13 C8 C12 C17 -1.0(9) . . . . ?
C14 C9 C10 Rh1 -124.5(7) . . . . ?
C14 C9 C10 C11 175.0(6) . . . . ?
C14 C9 C10 C15 -3.5(10) . . . . ?
C15 C10 C11 Rh1 -123.4(7) . . . . ?
C15 C10 C11 C12 178.4(6) . . . . ?
C15 C10 C11 C16 -2.8(10) . . . . ?
C16 C11 C12 Rh1 -118.0(6) . . . . ?
C16 C11 C12 C8 178.0(6) . . . . ?
C16 C11 C12 C17 5.2(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
