# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_LOL56_F2
_database_code_depnum_ccdc_archive 'CCDC 2307023'
loop_
_audit_author_name
_audit_author_address
'Marie Cordier'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2023-11-10 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 28 fevrier 2023                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H8 F N5 O'
_chemical_formula_sum            'C14 H8 F N5 O'
_chemical_formula_weight         281.25
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
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                   13.0780(16)
_cell_length_b                   14.1178(14)
_cell_length_c                   6.4583(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.405(4)
_cell_angle_gamma                90
_cell_volume                     1187.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5644
_cell_measurement_theta_min      3.1292
_cell_measurement_theta_max      27.4184
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0315176
_diffrn_orient_matrix_UB_21      -0.1461441
_diffrn_orient_matrix_UB_31      0.0428763
_diffrn_orient_matrix_UB_12      0.0021937
_diffrn_orient_matrix_UB_22      0.0194951
_diffrn_orient_matrix_UB_32      0.0680616
_diffrn_orient_matrix_UB_13      -0.0763068
_diffrn_orient_matrix_UB_23      0.0087432
_diffrn_orient_matrix_UB_33      -0.0000449


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             576
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_T_max  0.991

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 CMOS-PHOTON70
_diffrn_detector_area_resol_mean 8.33
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             1500.0
_diffrn_reflns_av_uneti/neti     0.0310
_diffrn_reflns_av_r_equivalents  0.0473
_diffrn_reflns_number            13020
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.886
_diffrn_reflns_theta_max         27.585
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             2734
_reflns_number_gt                2401
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'PLATON, A.L.Spek, Acta Cryst. 2009, D65, 148-155'
;
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2023)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+0.5363P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2734
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0888
_refine_ls_wR_factor_gt          0.0850
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.046

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'
F F 0.0171 0.0103 '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'

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
F1 F 0.08578(6) 0.00623(5) 0.73548(13) 0.0293(2) Uani 1 1 d . . . . .
O1 O 0.22784(7) 0.07029(7) 0.45066(14) 0.0251(2) Uani 1 1 d . . . . .
N1 N 0.27949(8) 0.09916(7) 0.61309(16) 0.0184(2) Uani 1 1 d . . . . .
N2 N 0.37834(8) 0.08010(7) 0.64038(16) 0.0185(2) Uani 1 1 d . . . . .
N3 N 0.27800(7) 0.18467(7) 0.93151(16) 0.0180(2) Uani 1 1 d . . . . .
N4 N 0.37801(7) 0.16411(7) 0.95910(16) 0.0172(2) Uani 1 1 d . . . . .
N5 N 0.43647(8) 0.19143(8) 1.12827(17) 0.0205(2) Uani 1 1 d . . . . .
C1 C 0.04867(10) 0.09554(9) 0.7086(2) 0.0208(3) Uani 1 1 d . . . . .
C2 C -0.05565(10) 0.10860(10) 0.6764(2) 0.0236(3) Uani 1 1 d . . . . .
H2 H -0.101399 0.056177 0.666022 0.028 Uiso 1 1 calc R U . . .
C3 C -0.09201(10) 0.20064(10) 0.6595(2) 0.0240(3) Uani 1 1 d . . . . .
H3 H -0.163833 0.211697 0.636465 0.029 Uiso 1 1 calc R U . . .
C4 C -0.02483(10) 0.27697(10) 0.67582(19) 0.0217(3) Uani 1 1 d . . . . .
H4 H -0.050922 0.339763 0.665554 0.026 Uiso 1 1 calc R U . . .
C5 C 0.08010(9) 0.26186(9) 0.70701(18) 0.0187(3) Uani 1 1 d . . . . .
H5 H 0.125876 0.314238 0.718917 0.022 Uiso 1 1 calc R U . . .
C6 C 0.11855(9) 0.16975(9) 0.72094(18) 0.0179(2) Uani 1 1 d . . . . .
C7 C 0.22965(9) 0.15195(8) 0.76200(19) 0.0174(2) Uani 1 1 d . . . . .
C8 C 0.42778(9) 0.11261(8) 0.81640(19) 0.0169(2) Uani 1 1 d . . . . .
C9 C 0.53005(9) 0.10599(8) 0.90248(19) 0.0180(2) Uani 1 1 d . . . . .
C10 C 0.53045(9) 0.15501(8) 1.0941(2) 0.0190(3) Uani 1 1 d . . . . .
C11 C 0.62134(10) 0.16146(9) 1.2293(2) 0.0232(3) Uani 1 1 d . . . . .
H11 H 0.622735 0.193926 1.358430 0.028 Uiso 1 1 calc R U . . .
C12 C 0.70768(10) 0.11896(9) 1.1670(2) 0.0247(3) Uani 1 1 d . . . . .
H12 H 0.769878 0.122175 1.255453 0.030 Uiso 1 1 calc R U . . .
C13 C 0.70698(10) 0.07043(9) 0.9748(2) 0.0247(3) Uani 1 1 d . . . . .
H13 H 0.768663 0.042274 0.937672 0.030 Uiso 1 1 calc R U . . .
C14 C 0.61969(9) 0.06311(9) 0.8413(2) 0.0217(3) Uani 1 1 d . . . . .
H14 H 0.619543 0.030466 0.712637 0.026 Uiso 1 1 calc R U . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C1 1.3562(15) . ?
O1 N1 1.2607(14) . ?
N1 N2 1.3161(14) . ?
N1 C7 1.4224(15) . ?
N2 C8 1.3352(16) . ?
N3 C7 1.2966(16) . ?
N3 N4 1.3352(14) . ?
N4 N5 1.3303(14) . ?
N4 C8 1.3837(15) . ?
N5 C10 1.3692(16) . ?
C1 C2 1.3730(18) . ?
C1 C6 1.3876(17) . ?
C2 C3 1.3845(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.3881(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3846(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3941(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.4737(16) . ?
C8 C9 1.4023(17) . ?
C9 C14 1.4086(17) . ?
C9 C10 1.4176(18) . ?
C10 C11 1.4101(18) . ?
C11 C12 1.3722(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.417(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.3680(19) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 N2 119.20(10) . . ?
O1 N1 C7 119.23(10) . . ?
N2 N1 C7 121.57(10) . . ?
N1 N2 C8 115.76(10) . . ?
C7 N3 N4 115.40(10) . . ?
N5 N4 N3 121.77(10) . . ?
N5 N4 C8 115.43(10) . . ?
N3 N4 C8 122.80(10) . . ?
N4 N5 C10 102.36(10) . . ?
F1 C1 C2 118.86(11) . . ?
F1 C1 C6 117.95(11) . . ?
C2 C1 C6 123.17(12) . . ?
C1 C2 C3 117.83(12) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C2 C3 C4 120.83(12) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 120.20(12) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 119.98(12) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 117.96(11) . . ?
C1 C6 C7 120.97(11) . . ?
C5 C6 C7 120.94(11) . . ?
N3 C7 N1 122.65(11) . . ?
N3 C7 C6 119.04(10) . . ?
N1 C7 C6 118.32(10) . . ?
N2 C8 N4 121.82(11) . . ?
N2 C8 C9 132.99(11) . . ?
N4 C8 C9 105.19(10) . . ?
C8 C9 C14 134.86(12) . . ?
C8 C9 C10 103.80(10) . . ?
C14 C9 C10 121.33(11) . . ?
N5 C10 C11 126.38(12) . . ?
N5 C10 C9 113.23(11) . . ?
C11 C10 C9 120.39(11) . . ?
C12 C11 C10 117.32(12) . . ?
C12 C11 H11 121.3 . . ?
C10 C11 H11 121.3 . . ?
C11 C12 C13 122.06(12) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C14 C13 C12 121.64(12) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C9 117.25(12) . . ?
C13 C14 H14 121.4 . . ?
C9 C14 H14 121.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N1 N2 C8 -179.71(10) . . . . ?
C7 N1 N2 C8 0.60(16) . . . . ?
C7 N3 N4 N5 -178.53(11) . . . . ?
C7 N3 N4 C8 0.85(16) . . . . ?
N3 N4 N5 C10 179.15(10) . . . . ?
C8 N4 N5 C10 -0.27(14) . . . . ?
F1 C1 C2 C3 176.91(11) . . . . ?
C6 C1 C2 C3 -1.23(19) . . . . ?
C1 C2 C3 C4 -0.33(19) . . . . ?
C2 C3 C4 C5 0.74(19) . . . . ?
C3 C4 C5 C6 0.36(18) . . . . ?
F1 C1 C6 C5 -175.85(11) . . . . ?
C2 C1 C6 C5 2.30(19) . . . . ?
F1 C1 C6 C7 0.00(17) . . . . ?
C2 C1 C6 C7 178.15(12) . . . . ?
C4 C5 C6 C1 -1.81(18) . . . . ?
C4 C5 C6 C7 -177.66(11) . . . . ?
N4 N3 C7 N1 -1.06(17) . . . . ?
N4 N3 C7 C6 178.84(10) . . . . ?
O1 N1 C7 N3 -179.32(11) . . . . ?
N2 N1 C7 N3 0.36(18) . . . . ?
O1 N1 C7 C6 0.77(16) . . . . ?
N2 N1 C7 C6 -179.54(11) . . . . ?
C1 C6 C7 N3 -116.44(13) . . . . ?
C5 C6 C7 N3 59.28(16) . . . . ?
C1 C6 C7 N1 63.46(16) . . . . ?
C5 C6 C7 N1 -120.81(12) . . . . ?
N1 N2 C8 N4 -0.81(17) . . . . ?
N1 N2 C8 C9 178.74(12) . . . . ?
N5 N4 C8 N2 179.51(11) . . . . ?
N3 N4 C8 N2 0.10(18) . . . . ?
N5 N4 C8 C9 -0.15(14) . . . . ?
N3 N4 C8 C9 -179.56(10) . . . . ?
N2 C8 C9 C14 -0.5(2) . . . . ?
N4 C8 C9 C14 179.08(13) . . . . ?
N2 C8 C9 C10 -179.12(13) . . . . ?
N4 C8 C9 C10 0.49(12) . . . . ?
N4 N5 C10 C11 -178.50(12) . . . . ?
N4 N5 C10 C9 0.61(14) . . . . ?
C8 C9 C10 N5 -0.71(14) . . . . ?
C14 C9 C10 N5 -179.55(11) . . . . ?
C8 C9 C10 C11 178.46(11) . . . . ?
C14 C9 C10 C11 -0.38(18) . . . . ?
N5 C10 C11 C12 179.23(12) . . . . ?
C9 C10 C11 C12 0.17(18) . . . . ?
C10 C11 C12 C13 0.1(2) . . . . ?
C11 C12 C13 C14 -0.3(2) . . . . ?
C12 C13 C14 C9 0.06(19) . . . . ?
C8 C9 C14 C13 -178.15(13) . . . . ?
C10 C9 C14 C13 0.25(18) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_LOL59_F1
_database_code_depnum_ccdc_archive 'CCDC 2307024'
loop_
_audit_author_name
_audit_author_address
'Marie Cordier'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2023-11-10 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 06 mars 2023                                             #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H8 F N5 O'
_chemical_formula_sum            'C14 H8 F N5 O'
_chemical_formula_weight         281.25
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
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                   26.134(4)
_cell_length_b                   12.1510(14)
_cell_length_c                   7.3638(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.855(5)
_cell_angle_gamma                90
_cell_volume                     2316.5(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7912
_cell_measurement_theta_min      3.1474
_cell_measurement_theta_max      27.3576
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0258669
_diffrn_orient_matrix_UB_21      0.1266836
_diffrn_orient_matrix_UB_31      0.0455477
_diffrn_orient_matrix_UB_12      0.0113011
_diffrn_orient_matrix_UB_22      0.0255272
_diffrn_orient_matrix_UB_32      -0.0774180
_diffrn_orient_matrix_UB_13      -0.0362112
_diffrn_orient_matrix_UB_23      0.0134163
_diffrn_orient_matrix_UB_33      -0.0008621


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.050
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1152
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_T_max  0.994

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 CMOS-PHOTON70
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0479
_diffrn_reflns_av_r_equivalents  0.0608
_diffrn_reflns_number            26705
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.851
_diffrn_reflns_theta_max         27.635
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_reflns_number_total             5338
_reflns_number_gt                4714
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'PLATON, A.L.Spek, Acta Cryst. 2009, D65, 148-155'
;
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2020)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0636P)²+2.6562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5338
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1463
_refine_ls_wR_factor_gt          0.1410
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.069

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'
F F 0.0171 0.0103 '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'

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
F1 F 0.32235(7) 0.89221(14) 0.4000(3) 0.0268(4) Uani 1 1 d . . . . .
O1 O 0.39139(8) 0.43980(17) 0.6970(4) 0.0265(5) Uani 1 1 d . . . . .
N1 N 0.34871(9) 0.5684(2) 0.5222(4) 0.0181(5) Uani 1 1 d . . . . .
N2 N 0.39224(9) 0.52879(19) 0.6123(4) 0.0171(5) Uani 1 1 d . . . . .
N3 N 0.39433(9) 0.72630(19) 0.4245(4) 0.0202(6) Uani 1 1 d . . . . .
N4 N 0.43699(9) 0.68159(19) 0.5209(4) 0.0183(5) Uani 1 1 d . . . . .
N5 N 0.48252(10) 0.7284(2) 0.5261(4) 0.0224(6) Uani 1 1 d . . . . .
C1 C 0.28980(11) 0.8156(2) 0.3195(4) 0.0187(6) Uani 1 1 d . . . . .
C2 C 0.24262(12) 0.8504(3) 0.2317(5) 0.0225(6) Uani 1 1 d . . . . .
H2 H 0.234163 0.926501 0.225240 0.027 Uiso 1 1 calc R U . . .
C3 C 0.20801(11) 0.7729(3) 0.1535(5) 0.0241(7) Uani 1 1 d . . . . .
H3 H 0.175397 0.795682 0.091958 0.029 Uiso 1 1 calc R U . . .
C4 C 0.22034(12) 0.6620(3) 0.1639(5) 0.0236(7) Uani 1 1 d . . . . .
H4 H 0.196487 0.608969 0.108177 0.028 Uiso 1 1 calc R U . . .
C5 C 0.26710(11) 0.6292(3) 0.2550(4) 0.0204(6) Uani 1 1 d . . . . .
H5 H 0.275046 0.552920 0.263879 0.024 Uiso 1 1 calc R U . . .
C6 C 0.30324(10) 0.7053(2) 0.3347(4) 0.0168(6) Uani 1 1 d . . . . .
C7 C 0.35296(11) 0.6656(2) 0.4342(4) 0.0173(6) Uani 1 1 d . . . . .
C8 C 0.43769(11) 0.5836(2) 0.6146(4) 0.0170(6) Uani 1 1 d . . . . .
C9 C 0.48862(11) 0.5645(2) 0.6900(4) 0.0190(6) Uani 1 1 d . . . . .
C10 C 0.51459(11) 0.6573(2) 0.6320(4) 0.0196(6) Uani 1 1 d . . . . .
C11 C 0.56810(11) 0.6699(3) 0.6821(5) 0.0264(7) Uani 1 1 d . . . . .
H11 H 0.586063 0.732157 0.644765 0.032 Uiso 1 1 calc R U . . .
C12 C 0.59318(12) 0.5879(3) 0.7878(5) 0.0285(8) Uani 1 1 d . . . . .
H12 H 0.629375 0.594081 0.823981 0.034 Uiso 1 1 calc R U . . .
C13 C 0.56714(12) 0.4948(3) 0.8445(5) 0.0263(7) Uani 1 1 d . . . . .
H13 H 0.586252 0.440239 0.917333 0.032 Uiso 1 1 calc R U . . .
C14 C 0.51489(12) 0.4812(3) 0.7970(4) 0.0212(6) Uani 1 1 d . . . . .
H14 H 0.497371 0.418436 0.834654 0.025 Uiso 1 1 calc R U . . .
F2 F 0.17595(7) 0.39932(14) 0.0717(3) 0.0281(5) Uani 1 1 d . . . . .
O2 O 0.11227(8) -0.06089(17) 0.2891(4) 0.0265(5) Uani 1 1 d . . . . .
N6 N 0.15451(9) 0.0705(2) 0.1595(4) 0.0196(5) Uani 1 1 d . . . . .
N7 N 0.11138(9) 0.02975(19) 0.2079(4) 0.0187(5) Uani 1 1 d . . . . .
N8 N 0.10844(9) 0.2306(2) 0.0261(4) 0.0193(6) Uani 1 1 d . . . . .
N9 N 0.06602(9) 0.18375(19) 0.0802(4) 0.0173(5) Uani 1 1 d . . . . .
N10 N 0.02031(9) 0.2313(2) 0.0470(4) 0.0211(6) Uani 1 1 d . . . . .
C15 C 0.21029(11) 0.3261(2) 0.0207(4) 0.0193(6) Uani 1 1 d . . . . .
C16 C 0.25540(11) 0.3675(2) -0.0278(4) 0.0215(6) Uani 1 1 d . . . . .
H16 H 0.261260 0.444631 -0.028966 0.026 Uiso 1 1 calc R U . . .
C17 C 0.29228(11) 0.2947(3) -0.0751(4) 0.0229(6) Uani 1 1 d . . . . .
H17 H 0.323052 0.322086 -0.113965 0.028 Uiso 1 1 calc R U . . .
C18 C 0.28444(12) 0.1826(3) -0.0659(4) 0.0233(6) Uani 1 1 d . . . . .
H18 H 0.310424 0.132947 -0.093324 0.028 Uiso 1 1 calc R U . . .
C19 C 0.23859(12) 0.1424(2) -0.0166(4) 0.0210(6) Uani 1 1 d . . . . .
H19 H 0.233501 0.065178 -0.010402 0.025 Uiso 1 1 calc R U . . .
C20 C 0.19957(11) 0.2140(2) 0.0242(4) 0.0187(6) Uani 1 1 d . . . . .
C21 C 0.15031(11) 0.1704(2) 0.0727(4) 0.0168(6) Uani 1 1 d . . . . .
C22 C 0.06560(11) 0.0845(2) 0.1715(4) 0.0173(6) Uani 1 1 d . . . . .
C23 C 0.01466(11) 0.0645(2) 0.1993(4) 0.0184(6) Uani 1 1 d . . . . .
C24 C -0.01149(11) 0.1586(2) 0.1211(4) 0.0217(6) Uani 1 1 d . . . . .
C25 C -0.06513(12) 0.1710(3) 0.1225(5) 0.0265(7) Uani 1 1 d . . . . .
H25 H -0.083238 0.233699 0.070291 0.032 Uiso 1 1 calc R U . . .
C26 C -0.08996(12) 0.0883(3) 0.2028(5) 0.0276(7) Uani 1 1 d . . . . .
H26 H -0.125979 0.094754 0.207460 0.033 Uiso 1 1 calc R U . . .
C27 C -0.06374(12) -0.0057(3) 0.2783(5) 0.0258(7) Uani 1 1 d . . . . .
H27 H -0.082748 -0.061396 0.330179 0.031 Uiso 1 1 calc R U . . .
C28 C -0.01179(12) -0.0195(3) 0.2793(5) 0.0233(7) Uani 1 1 d . . . . .
H28 H 0.005647 -0.082934 0.331636 0.028 Uiso 1 1 calc R U . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C1 1.343(3) . ?
O1 N2 1.250(3) . ?
N1 N2 1.327(3) . ?
N1 C7 1.359(4) . ?
N2 C8 1.360(4) . ?
N3 C7 1.319(4) . ?
N3 N4 1.351(3) . ?
N4 N5 1.314(3) . ?
N4 C8 1.375(4) . ?
N5 C10 1.371(4) . ?
C1 C2 1.378(4) . ?
C1 C6 1.386(4) . ?
C2 C3 1.376(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.371(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.483(4) . ?
C8 C9 1.390(4) . ?
C9 C14 1.404(4) . ?
C9 C10 1.411(4) . ?
C10 C11 1.405(4) . ?
C11 C12 1.374(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.413(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.372(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
F2 C15 1.353(3) . ?
O2 N7 1.252(3) . ?
N6 N7 1.324(3) . ?
N6 C21 1.369(4) . ?
N7 C22 1.363(4) . ?
N8 C21 1.322(4) . ?
N8 N9 1.354(3) . ?
N9 N10 1.320(3) . ?
N9 C22 1.381(4) . ?
N10 C24 1.375(4) . ?
C15 C16 1.373(4) . ?
C15 C20 1.392(4) . ?
C16 C17 1.387(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.381(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.404(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.480(4) . ?
C22 C23 1.396(4) . ?
C23 C28 1.406(4) . ?
C23 C24 1.414(4) . ?
C24 C25 1.411(4) . ?
C25 C26 1.373(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.407(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.367(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

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 N1 C7 115.7(2) . . ?
O1 N2 N1 119.4(2) . . ?
O1 N2 C8 119.5(2) . . ?
N1 N2 C8 121.1(2) . . ?
C7 N3 N4 111.8(2) . . ?
N5 N4 N3 121.3(2) . . ?
N5 N4 C8 114.2(2) . . ?
N3 N4 C8 124.4(2) . . ?
N4 N5 C10 103.0(2) . . ?
F1 C1 C2 117.8(3) . . ?
F1 C1 C6 119.8(3) . . ?
C2 C1 C6 122.4(3) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 117.3(3) . . ?
C1 C6 C7 123.4(3) . . ?
C5 C6 C7 119.3(3) . . ?
N3 C7 N1 129.3(3) . . ?
N3 C7 C6 117.4(3) . . ?
N1 C7 C6 113.3(2) . . ?
N2 C8 N4 117.8(2) . . ?
N2 C8 C9 135.2(3) . . ?
N4 C8 C9 106.9(2) . . ?
C8 C9 C14 135.5(3) . . ?
C8 C9 C10 102.7(3) . . ?
C14 C9 C10 121.8(3) . . ?
N5 C10 C11 126.1(3) . . ?
N5 C10 C9 113.2(3) . . ?
C11 C10 C9 120.7(3) . . ?
C12 C11 C10 116.7(3) . . ?
C12 C11 H11 121.6 . . ?
C10 C11 H11 121.6 . . ?
C11 C12 C13 122.5(3) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C14 C13 C12 121.6(3) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C9 116.7(3) . . ?
C13 C14 H14 121.6 . . ?
C9 C14 H14 121.6 . . ?
N7 N6 C21 116.1(2) . . ?
O2 N7 N6 119.8(2) . . ?
O2 N7 C22 118.8(2) . . ?
N6 N7 C22 121.4(2) . . ?
C21 N8 N9 111.9(2) . . ?
N10 N9 N8 121.2(2) . . ?
N10 N9 C22 113.9(2) . . ?
N8 N9 C22 124.9(2) . . ?
N9 N10 C24 103.1(2) . . ?
F2 C15 C16 117.2(3) . . ?
F2 C15 C20 119.7(3) . . ?
C16 C15 C20 123.0(3) . . ?
C15 C16 C17 118.8(3) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C18 C17 C16 120.3(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C20 121.1(3) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C15 C20 C19 116.7(3) . . ?
C15 C20 C21 122.6(3) . . ?
C19 C20 C21 120.7(3) . . ?
N8 C21 N6 128.5(3) . . ?
N8 C21 C20 117.1(2) . . ?
N6 C21 C20 114.4(2) . . ?
N7 C22 N9 117.2(3) . . ?
N7 C22 C23 135.6(3) . . ?
N9 C22 C23 107.2(2) . . ?
C22 C23 C28 136.2(3) . . ?
C22 C23 C24 102.5(3) . . ?
C28 C23 C24 121.3(3) . . ?
N10 C24 C25 126.1(3) . . ?
N10 C24 C23 113.3(3) . . ?
C25 C24 C23 120.6(3) . . ?
C26 C25 C24 117.0(3) . . ?
C26 C25 H25 121.5 . . ?
C24 C25 H25 121.5 . . ?
C25 C26 C27 122.1(3) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C28 C27 C26 122.1(3) . . ?
C28 C27 H27 119.0 . . ?
C26 C27 H27 119.0 . . ?
C27 C28 C23 117.0(3) . . ?
C27 C28 H28 121.5 . . ?
C23 C28 H28 121.5 . . ?

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
C7 N1 N2 O1 179.8(3) . . . . ?
C7 N1 N2 C8 0.0(4) . . . . ?
C7 N3 N4 N5 178.8(3) . . . . ?
C7 N3 N4 C8 1.3(4) . . . . ?
N3 N4 N5 C10 -178.6(3) . . . . ?
C8 N4 N5 C10 -0.9(3) . . . . ?
F1 C1 C2 C3 -177.9(3) . . . . ?
C6 C1 C2 C3 -1.2(5) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
F1 C1 C6 C5 177.4(3) . . . . ?
C2 C1 C6 C5 0.8(5) . . . . ?
F1 C1 C6 C7 -1.1(5) . . . . ?
C2 C1 C6 C7 -177.7(3) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
N4 N3 C7 N1 -1.1(5) . . . . ?
N4 N3 C7 C6 179.9(3) . . . . ?
N2 N1 C7 N3 0.5(5) . . . . ?
N2 N1 C7 C6 179.5(2) . . . . ?
C1 C6 C7 N3 -36.2(4) . . . . ?
C5 C6 C7 N3 145.3(3) . . . . ?
C1 C6 C7 N1 144.6(3) . . . . ?
C5 C6 C7 N1 -33.8(4) . . . . ?
O1 N2 C8 N4 -179.6(3) . . . . ?
N1 N2 C8 N4 0.2(4) . . . . ?
O1 N2 C8 C9 1.7(5) . . . . ?
N1 N2 C8 C9 -178.5(3) . . . . ?
N5 N4 C8 N2 -178.6(3) . . . . ?
N3 N4 C8 N2 -1.0(4) . . . . ?
N5 N4 C8 C9 0.5(3) . . . . ?
N3 N4 C8 C9 178.1(3) . . . . ?
N2 C8 C9 C14 -0.6(6) . . . . ?
N4 C8 C9 C14 -179.4(3) . . . . ?
N2 C8 C9 C10 179.0(3) . . . . ?
N4 C8 C9 C10 0.2(3) . . . . ?
N4 N5 C10 C11 -179.2(3) . . . . ?
N4 N5 C10 C9 1.1(4) . . . . ?
C8 C9 C10 N5 -0.8(4) . . . . ?
C14 C9 C10 N5 178.9(3) . . . . ?
C8 C9 C10 C11 179.5(3) . . . . ?
C14 C9 C10 C11 -0.8(5) . . . . ?
N5 C10 C11 C12 -179.2(3) . . . . ?
C9 C10 C11 C12 0.4(5) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C11 C12 C13 C14 -0.1(5) . . . . ?
C12 C13 C14 C9 -0.3(5) . . . . ?
C8 C9 C14 C13 -179.7(3) . . . . ?
C10 C9 C14 C13 0.7(5) . . . . ?
C21 N6 N7 O2 -179.5(3) . . . . ?
C21 N6 N7 C22 0.4(4) . . . . ?
C21 N8 N9 N10 179.8(3) . . . . ?
C21 N8 N9 C22 -0.7(4) . . . . ?
N8 N9 N10 C24 179.6(3) . . . . ?
C22 N9 N10 C24 0.0(3) . . . . ?
F2 C15 C16 C17 177.9(3) . . . . ?
C20 C15 C16 C17 -0.2(5) . . . . ?
C15 C16 C17 C18 -2.7(5) . . . . ?
C16 C17 C18 C19 2.7(5) . . . . ?
C17 C18 C19 C20 0.1(5) . . . . ?
F2 C15 C20 C19 -175.2(3) . . . . ?
C16 C15 C20 C19 2.9(5) . . . . ?
F2 C15 C20 C21 3.3(4) . . . . ?
C16 C15 C20 C21 -178.6(3) . . . . ?
C18 C19 C20 C15 -2.8(5) . . . . ?
C18 C19 C20 C21 178.6(3) . . . . ?
N9 N8 C21 N6 2.1(5) . . . . ?
N9 N8 C21 C20 -178.8(3) . . . . ?
N7 N6 C21 N8 -2.0(5) . . . . ?
N7 N6 C21 C20 178.9(3) . . . . ?
C15 C20 C21 N8 32.8(4) . . . . ?
C19 C20 C21 N8 -148.7(3) . . . . ?
C15 C20 C21 N6 -148.0(3) . . . . ?
C19 C20 C21 N6 30.5(4) . . . . ?
O2 N7 C22 N9 -179.4(3) . . . . ?
N6 N7 C22 N9 0.7(4) . . . . ?
O2 N7 C22 C23 -1.6(5) . . . . ?
N6 N7 C22 C23 178.5(3) . . . . ?
N10 N9 C22 N7 179.0(3) . . . . ?
N8 N9 C22 N7 -0.5(4) . . . . ?
N10 N9 C22 C23 0.6(4) . . . . ?
N8 N9 C22 C23 -178.9(3) . . . . ?
N7 C22 C23 C28 1.3(7) . . . . ?
N9 C22 C23 C28 179.2(4) . . . . ?
N7 C22 C23 C24 -178.9(4) . . . . ?
N9 C22 C23 C24 -0.9(3) . . . . ?
N9 N10 C24 C25 179.9(3) . . . . ?
N9 N10 C24 C23 -0.6(4) . . . . ?
C22 C23 C24 N10 1.0(4) . . . . ?
C28 C23 C24 N10 -179.1(3) . . . . ?
C22 C23 C24 C25 -179.5(3) . . . . ?
C28 C23 C24 C25 0.4(5) . . . . ?
N10 C24 C25 C26 179.6(3) . . . . ?
C23 C24 C25 C26 0.1(5) . . . . ?
C24 C25 C26 C27 -0.9(5) . . . . ?
C25 C26 C27 C28 1.2(5) . . . . ?
C26 C27 C28 C23 -0.6(5) . . . . ?
C22 C23 C28 C27 179.7(3) . . . . ?
C24 C23 C28 C27 -0.2(5) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_2FTzIn_PdClPy
_database_code_depnum_ccdc_archive 'CCDC 2332726'
loop_
_audit_author_name
_audit_author_address
'HELENE CATTEY'
;University of Burgundy
France
;
_audit_update_record             
;
2024-02-13 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;


_cell_special_details            ?
#Added by publCIF




_symmetry_space_group_name_hall  '-P 2yn'
#Added by publCIF


_audit_creation_date             2022-03-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H12 Cl F N6 Pd, C H2 Cl2'
_chemical_formula_sum            'C20 H14 Cl3 F N6 Pd'
_chemical_formula_weight         570.12
_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'
F F 0.0171 0.0103 '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'
Pd Pd -0.9988 1.0072 '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                   11.5390(4)
_cell_length_b                   11.8671(4)
_cell_length_c                   16.1812(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.702(2)
_cell_angle_gamma                90
_cell_volume                     2098.77(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9881
_cell_measurement_temperature    115
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.53
_shelx_estimated_absorpt_T_max   0.881
_shelx_estimated_absorpt_T_min   0.738
_exptl_absorpt_coefficient_mu    1.296
_exptl_absorpt_correction_T_max  0.2616
_exptl_absorpt_correction_T_min  0.2270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0471 before and 0.0431 after correction.
The Ratio of minimum to maximum transmission is 0.8677.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1128
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of DCM and pyridine  by slow evaporation'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            54114
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_min         2.533
_diffrn_ambient_temperature      115
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'X-ray tube'
_diffrn_source_current           5.0
_diffrn_source_power             0.1
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_diffrn_source_voltage           20.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4210
_reflns_number_total             4819
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4819
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0203
_refine_ls_restrained_S_all      1.035
_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)+(0.0167P)²+1.9606P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0436
_refine_ls_wR_factor_ref         0.0468
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19)
;
_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
C1 C 0.43990(16) 0.11791(16) 0.23851(11) 0.0165(4) Uani 1 1 d . . . . .
C2 C 0.46497(17) 0.04763(17) 0.17718(12) 0.0205(4) Uani 1 1 d . . . . .
H2 H 0.445457 -0.030255 0.175922 0.025 Uiso 1 1 calc R U . . .
C3 C 0.51820(18) 0.09042(17) 0.11792(12) 0.0235(4) Uani 1 1 d . . . . .
H3 H 0.532937 0.041497 0.075891 0.028 Uiso 1 1 calc R U . . .
C4 C 0.55019(18) 0.20314(17) 0.11899(12) 0.0231(4) Uani 1 1 d . . . . .
H4 H 0.588205 0.231663 0.079207 0.028 Uiso 1 1 calc R U . . .
C5 C 0.52537(17) 0.27234(16) 0.17916(12) 0.0197(4) Uani 1 1 d . . . . .
C6 C 0.46867(16) 0.23381(15) 0.23784(11) 0.0165(4) Uani 1 1 d . . . . .
C7 C 0.43338(16) 0.30419(15) 0.29948(12) 0.0155(4) Uani 1 1 d . . . . .
C8 C 0.35835(16) 0.40302(15) 0.41794(11) 0.0149(4) Uani 1 1 d . . . . .
C9 C 0.32822(16) 0.48528(15) 0.47074(12) 0.0159(4) Uani 1 1 d . . . . .
C10 C 0.28499(17) 0.48146(16) 0.54223(12) 0.0191(4) Uani 1 1 d . . . . .
H10 H 0.268727 0.411815 0.565303 0.023 Uiso 1 1 calc R U . . .
C11 C 0.26700(18) 0.58274(16) 0.57773(13) 0.0221(4) Uani 1 1 d . . . . .
H11 H 0.238099 0.583087 0.626490 0.027 Uiso 1 1 calc R U . . .
C12 C 0.29069(18) 0.68623(16) 0.54303(13) 0.0232(4) Uani 1 1 d . . . . .
H12 H 0.276470 0.754514 0.568875 0.028 Uiso 1 1 calc R U . . .
C13 C 0.33377(17) 0.69131(16) 0.47287(13) 0.0210(4) Uani 1 1 d . . . . .
H13 H 0.349098 0.761358 0.449909 0.025 Uiso 1 1 calc R U . . .
C14 C 0.35399(16) 0.58847(15) 0.43687(12) 0.0170(4) Uani 1 1 d . . . . .
C15 C 0.20496(17) -0.02035(15) 0.42811(12) 0.0177(4) Uani 1 1 d . . . . .
H15 H 0.162555 -0.048594 0.371537 0.021 Uiso 1 1 calc R U . . .
C16 C 0.15817(18) -0.04222(16) 0.49504(13) 0.0212(4) Uani 1 1 d . . . . .
H16 H 0.084234 -0.083477 0.484227 0.025 Uiso 1 1 calc R U . . .
C17 C 0.22031(19) -0.00329(16) 0.57806(13) 0.0223(4) Uani 1 1 d . . . . .
H17 H 0.189969 -0.017479 0.625142 0.027 Uiso 1 1 calc R U . . .
C18 C 0.32775(18) 0.05686(16) 0.59117(12) 0.0208(4) Uani 1 1 d . . . . .
H18 H 0.372879 0.083970 0.647554 0.025 Uiso 1 1 calc R U . . .
C19 C 0.36808(17) 0.07669(15) 0.52055(12) 0.0178(4) Uani 1 1 d . . . . .
H19 H 0.441313 0.118528 0.529640 0.021 Uiso 1 1 calc R U . . .
Cl1 Cl 0.35520(4) -0.11400(4) 0.29697(3) 0.01894(9) Uani 1 1 d . . . . .
F F 0.55929(11) 0.38244(10) 0.18125(8) 0.0263(3) Uani 1 1 d . . . . .
N1 N 0.38801(13) 0.24205(12) 0.35445(9) 0.0149(3) Uani 1 1 d . . . . .
N2 N 0.35144(13) 0.29260(12) 0.41442(9) 0.0149(3) Uani 1 1 d . . . . .
N3 N 0.44259(14) 0.41533(13) 0.29971(10) 0.0164(3) Uani 1 1 d . . . . .
N4 N 0.40169(13) 0.46467(12) 0.35935(10) 0.0153(3) Uani 1 1 d . . . . .
N5 N 0.39994(14) 0.57429(13) 0.36809(10) 0.0185(3) Uani 1 1 d . . . . .
N6 N 0.30804(14) 0.03926(12) 0.43971(10) 0.0155(3) Uani 1 1 d . . . . .
Pd Pd 0.37286(2) 0.07493(2) 0.33282(2) 0.01374(4) Uani 1 1 d . . . . .
C20 C 0.99297(19) 0.18039(18) 0.29342(13) 0.0256(4) Uani 1 1 d . . . . .
H20A H 1.035927 0.219597 0.257699 0.031 Uiso 1 1 calc R U . . .
H20B H 1.015912 0.099732 0.296711 0.031 Uiso 1 1 calc R U . . .
Cl2 Cl 0.83335(5) 0.19390(5) 0.24347(4) 0.03694(13) Uani 1 1 d . . . . .
Cl3 Cl 1.03871(5) 0.23859(5) 0.39955(3) 0.03495(13) 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 C2 1.396(3) . ?
C1 C6 1.416(3) . ?
C1 Pd 1.9860(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.372(3) . ?
C5 C6 1.392(2) . ?
C5 F 1.361(2) . ?
C6 C7 1.456(2) . ?
C7 N1 1.381(2) . ?
C7 N3 1.323(2) . ?
C8 C9 1.412(2) . ?
C8 N2 1.313(2) . ?
C8 N4 1.410(2) . ?
C9 C10 1.400(3) . ?
C9 C14 1.412(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.376(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.413(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.379(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.404(3) . ?
C14 N5 1.388(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(3) . ?
C15 N6 1.344(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(3) . ?
C19 H19 0.9500 . ?
C19 N6 1.344(2) . ?
Cl1 Pd 2.3085(5) . ?
N1 N2 1.320(2) . ?
N1 Pd 2.0118(15) . ?
N3 N4 1.337(2) . ?
N4 N5 1.309(2) . ?
N6 Pd 2.1354(15) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 Cl2 1.765(2) . ?
C20 Cl3 1.767(2) . ?

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 118.19(17) . . ?
C2 C1 Pd 127.84(14) . . ?
C6 C1 Pd 113.92(13) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.69(18) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.24(18) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.10(18) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 122.55(18) . . ?
F C5 C4 117.92(17) . . ?
F C5 C6 119.52(17) . . ?
C1 C6 C7 115.75(16) . . ?
C5 C6 C1 119.15(17) . . ?
C5 C6 C7 125.09(17) . . ?
N1 C7 C6 112.46(15) . . ?
N3 C7 C6 122.28(16) . . ?
N3 C7 N1 125.24(16) . . ?
N2 C8 C9 133.85(17) . . ?
N2 C8 N4 121.22(16) . . ?
N4 C8 C9 104.91(15) . . ?
C10 C9 C8 134.41(17) . . ?
C10 C9 C14 121.61(17) . . ?
C14 C9 C8 103.97(16) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 C9 117.26(17) . . ?
C11 C10 H10 121.4 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.26(18) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 118.9 . . ?
C13 C12 C11 122.14(18) . . ?
C13 C12 H12 118.9 . . ?
C12 C13 H13 121.5 . . ?
C12 C13 C14 117.09(18) . . ?
C14 C13 H13 121.5 . . ?
C13 C14 C9 120.62(17) . . ?
N5 C14 C9 112.84(16) . . ?
N5 C14 C13 126.54(17) . . ?
C16 C15 H15 118.6 . . ?
N6 C15 H15 118.6 . . ?
N6 C15 C16 122.70(18) . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.18(18) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 120.7 . . ?
C16 C17 C18 118.69(18) . . ?
C18 C17 H17 120.7 . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.79(18) . . ?
C19 C18 H18 120.6 . . ?
C18 C19 H19 118.6 . . ?
N6 C19 C18 122.81(17) . . ?
N6 C19 H19 118.6 . . ?
C7 N1 Pd 116.36(12) . . ?
N2 N1 C7 120.49(15) . . ?
N2 N1 Pd 123.06(11) . . ?
C8 N2 N1 117.14(15) . . ?
C7 N3 N4 113.07(15) . . ?
N3 N4 C8 122.77(14) . . ?
N5 N4 C8 114.94(15) . . ?
N5 N4 N3 122.28(15) . . ?
N4 N5 C14 103.31(14) . . ?
C15 N6 Pd 121.02(12) . . ?
C19 N6 C15 117.81(16) . . ?
C19 N6 Pd 121.17(12) . . ?
C1 Pd Cl1 94.65(6) . . ?
C1 Pd N1 81.20(7) . . ?
C1 Pd N6 175.69(7) . . ?
N1 Pd Cl1 175.52(4) . . ?
N1 Pd N6 95.04(6) . . ?
N6 Pd Cl1 89.16(4) . . ?
H20A C20 H20B 108.1 . . ?
Cl2 C20 H20A 109.5 . . ?
Cl2 C20 H20B 109.5 . . ?
Cl2 C20 Cl3 110.62(11) . . ?
Cl3 C20 H20A 109.5 . . ?
Cl3 C20 H20B 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
C1 C2 C3 C4 1.3(3) . . . . ?
C1 C6 C7 N1 6.0(2) . . . . ?
C1 C6 C7 N3 -172.63(16) . . . . ?
C2 C1 C6 C5 -2.8(3) . . . . ?
C2 C1 C6 C7 176.22(16) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C3 C4 C5 F 178.62(17) . . . . ?
C4 C5 C6 C1 2.8(3) . . . . ?
C4 C5 C6 C7 -176.11(18) . . . . ?
C5 C6 C7 N1 -175.02(17) . . . . ?
C5 C6 C7 N3 6.3(3) . . . . ?
C6 C1 C2 C3 0.8(3) . . . . ?
C6 C7 N1 N2 -179.89(15) . . . . ?
C6 C7 N1 Pd -3.23(19) . . . . ?
C6 C7 N3 N4 177.88(15) . . . . ?
C7 N1 N2 C8 1.1(2) . . . . ?
C7 N3 N4 C8 2.5(2) . . . . ?
C7 N3 N4 N5 -178.06(16) . . . . ?
C8 C9 C10 C11 179.45(19) . . . . ?
C8 C9 C14 C13 179.32(17) . . . . ?
C8 C9 C14 N5 -1.1(2) . . . . ?
C8 N4 N5 C14 0.5(2) . . . . ?
C9 C8 N2 N1 179.45(18) . . . . ?
C9 C8 N4 N3 178.18(15) . . . . ?
C9 C8 N4 N5 -1.3(2) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C9 C14 N5 N4 0.4(2) . . . . ?
C10 C9 C14 C13 -1.7(3) . . . . ?
C10 C9 C14 N5 177.86(16) . . . . ?
C10 C11 C12 C13 -0.6(3) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C12 C13 C14 C9 1.3(3) . . . . ?
C12 C13 C14 N5 -178.12(18) . . . . ?
C13 C14 N5 N4 179.90(18) . . . . ?
C14 C9 C10 C11 0.8(3) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C16 C15 N6 C19 1.3(3) . . . . ?
C16 C15 N6 Pd -178.00(14) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
C17 C18 C19 N6 -0.6(3) . . . . ?
C18 C19 N6 C15 -0.4(3) . . . . ?
C18 C19 N6 Pd 178.89(14) . . . . ?
F C5 C6 C1 -176.49(16) . . . . ?
F C5 C6 C7 4.6(3) . . . . ?
N1 C7 N3 N4 -0.6(3) . . . . ?
N2 C8 C9 C10 3.7(4) . . . . ?
N2 C8 C9 C14 -177.51(19) . . . . ?
N2 C8 N4 N3 -2.8(3) . . . . ?
N2 C8 N4 N5 177.77(16) . . . . ?
N3 C7 N1 N2 -1.3(3) . . . . ?
N3 C7 N1 Pd 175.39(14) . . . . ?
N3 N4 N5 C14 -178.90(15) . . . . ?
N4 C8 C9 C10 -177.5(2) . . . . ?
N4 C8 C9 C14 1.35(18) . . . . ?
N4 C8 N2 N1 0.7(2) . . . . ?
N6 C15 C16 C17 -1.2(3) . . . . ?
Pd C1 C2 C3 -176.53(14) . . . . ?
Pd C1 C6 C5 174.92(13) . . . . ?
Pd C1 C6 C7 -6.1(2) . . . . ?
Pd N1 N2 C8 -175.29(12) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop with oil'
_olex2_submission_special_instructions 'No special instructions were received'



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_3-2FPh-TzIn_IrClCp
_database_code_depnum_ccdc_archive 'CCDC 2332727'
loop_
_audit_author_name
_audit_author_address
'HELENE CATTEY'
;University of Burgundy
France
;
_audit_update_record             
;
2024-02-13 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;
_audit_creation_date             2024-02-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Cl F Ir N5, 1.37(C H2 Cl2)'
_chemical_formula_sum            'C25.37 H24.74 Cl3.74 F Ir N5'
_chemical_formula_weight         743.46
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.7718(10)
_cell_length_b                   8.4029(2)
_cell_length_c                   22.5382(7)
_cell_angle_alpha                90
_cell_angle_beta                 124.235(2)
_cell_angle_gamma                90
_cell_volume                     5287.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    115
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.669
_shelx_estimated_absorpt_T_min   0.611
_exptl_absorpt_coefficient_mu    5.461
_exptl_absorpt_correction_T_max  0.0377
_exptl_absorpt_correction_T_min  0.0165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0677 before and 0.0529 after correction.
The Ratio of minimum to maximum transmission is 0.4377.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark black'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2892
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of dichloromethane and heptane  by slow evaporation'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            96187
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         2.589
_diffrn_ambient_temperature      115
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'X-ray tube'
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5139
_reflns_number_total             6066
_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       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'APEX3 (Bruker, 2020)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.049
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         6066
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0245P)²+17.2203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0590
_refine_ls_wR_factor_ref         0.0619
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl3(0.55) Cl2(0.55) C25(0.55) H25A(0.55) H25B(0.55) Cl2A(0.45)
 Cl3A(0.45) C25A(0.45) H25C(0.45) H25D(0.45) Cl4(0.37) Cl5(0.37) C26(0.37)
 H26A(0.37) H26B(0.37)
3.a Free rotating group:
 Cl4(Cl5,C26)
3.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C25A(H25C,H25D), C26(H26A,H26B)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C23(H23), C12(H12), C22(H22), C14(H14), C21(H21), C20(H20)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C6(H6A,H6B,H6C),
 C7(H7A,H7B,H7C)
;
_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
Ir01 Ir 0.38652(2) 0.29979(2) 0.45545(2) 0.02250(5) Uani 1 1 d . . . . .
Cl1 Cl 0.39868(4) 0.06590(11) 0.52530(5) 0.0313(2) Uani 1 1 d . . . . .
Cl3 Cl 0.0755(4) 0.1360(12) 0.2993(7) 0.0501(14) Uani 0.55 1 d . . P A 1
Cl2 Cl 0.1133(2) 0.3777(7) 0.2555(4) 0.0463(9) Uani 0.55 1 d . . P A 1
F1 F 0.20425(8) 0.1192(3) 0.29817(12) 0.0306(5) Uani 1 1 d . . . . .
N5 N 0.21864(12) 0.4511(4) 0.47129(17) 0.0264(7) Uani 1 1 d . . . . .
N4 N 0.25355(11) 0.4118(4) 0.46426(16) 0.0220(6) Uani 1 1 d . . . . .
N1 N 0.33066(11) 0.3565(4) 0.46317(16) 0.0235(7) Uani 1 1 d . . . . .
N3 N 0.24652(11) 0.3156(4) 0.41213(16) 0.0240(7) Uani 1 1 d . . . . .
N2 N 0.33612(11) 0.4526(4) 0.51408(16) 0.0241(7) Uani 1 1 d . . . . .
C16 C 0.28665(13) 0.1901(4) 0.36177(19) 0.0228(7) Uani 1 1 d . . . . .
C3 C 0.44895(14) 0.2989(4) 0.4518(2) 0.0256(8) Uani 1 1 d . . . . .
C15 C 0.24736(14) 0.1061(4) 0.3066(2) 0.0244(8) Uani 1 1 d . . . . .
C11 C 0.33160(14) 0.1764(4) 0.3715(2) 0.0236(8) Uani 1 1 d . . . . .
C4 C 0.41517(14) 0.4131(5) 0.4008(2) 0.0261(8) Uani 1 1 d . . . . .
C5 C 0.40787(14) 0.5309(4) 0.4403(2) 0.0271(8) Uani 1 1 d . . . . .
C13 C 0.29514(15) -0.0092(5) 0.2718(2) 0.0277(8) Uani 1 1 d . . . . .
H13 H 0.298413 -0.077935 0.241375 0.033 Uiso 1 1 calc R U . . .
C18 C 0.29809(13) 0.4815(4) 0.51480(19) 0.0228(8) Uani 1 1 d . . . . .
C17 C 0.28590(13) 0.2907(4) 0.41349(19) 0.0224(7) Uani 1 1 d . . . . .
C24 C 0.24039(14) 0.5566(4) 0.5288(2) 0.0253(8) Uani 1 1 d . . . . .
C19 C 0.28971(14) 0.5778(4) 0.5583(2) 0.0253(8) Uani 1 1 d . . . . .
C23 C 0.21811(14) 0.6361(4) 0.5571(2) 0.0261(8) Uani 1 1 d . . . . .
H23 H 0.185204 0.620400 0.538359 0.031 Uiso 1 1 calc R U . . .
C12 C 0.33479(15) 0.0733(4) 0.3256(2) 0.0271(8) Uani 1 1 d . . . . .
H12 H 0.364725 0.059652 0.331514 0.033 Uiso 1 1 calc R U . . .
C2 C 0.46523(14) 0.3557(5) 0.5234(2) 0.0287(9) Uani 1 1 d . . . . .
C22 C 0.24634(15) 0.7382(5) 0.6136(2) 0.0291(9) Uani 1 1 d . . . . .
H22 H 0.232327 0.795243 0.633766 0.035 Uiso 1 1 calc R U . . .
C8 C 0.46886(15) 0.1580(5) 0.4358(2) 0.0330(9) Uani 1 1 d . . . . .
H8A H 0.462599 0.060816 0.453219 0.050 Uiso 1 1 calc R U . . .
H8B H 0.503478 0.171354 0.459774 0.050 Uiso 1 1 calc R U . . .
H8C H 0.453483 0.150025 0.383825 0.050 Uiso 1 1 calc R U . . .
C9 C 0.39359(15) 0.4131(5) 0.3220(2) 0.0302(9) Uani 1 1 d . . . . .
H9A H 0.388887 0.303129 0.304797 0.045 Uiso 1 1 calc R U . . .
H9B H 0.415071 0.468130 0.312546 0.045 Uiso 1 1 calc R U . . .
H9C H 0.362637 0.467997 0.297023 0.045 Uiso 1 1 calc R U . . .
C14 C 0.25063(14) 0.0064(5) 0.2614(2) 0.0269(8) Uani 1 1 d . . . . .
H14 H 0.223477 -0.050061 0.224301 0.032 Uiso 1 1 calc R U . . .
C21 C 0.29506(15) 0.7604(5) 0.6422(2) 0.0301(9) Uani 1 1 d . . . . .
H21 H 0.313019 0.831619 0.681398 0.036 Uiso 1 1 calc R U . . .
C20 C 0.31779(15) 0.6828(5) 0.6157(2) 0.0290(8) Uani 1 1 d . . . . .
H20 H 0.350773 0.699382 0.635145 0.035 Uiso 1 1 calc R U . . .
C10 C 0.37708(16) 0.6763(5) 0.4099(3) 0.0360(10) Uani 1 1 d . . . . .
H10A H 0.352340 0.659479 0.358845 0.054 Uiso 1 1 calc R U . . .
H10B H 0.396896 0.767834 0.415463 0.054 Uiso 1 1 calc R U . . .
H10C H 0.361847 0.696865 0.435480 0.054 Uiso 1 1 calc R U . . .
C1 C 0.44061(14) 0.4961(5) 0.5166(2) 0.0285(9) Uani 1 1 d . . . . .
C6 C 0.44632(17) 0.5957(6) 0.5764(2) 0.0386(10) Uani 1 1 d . . . . .
H6A H 0.425456 0.689235 0.556190 0.058 Uiso 1 1 calc R U . . .
H6B H 0.479726 0.630249 0.608127 0.058 Uiso 1 1 calc R U . . .
H6C H 0.437514 0.532568 0.603864 0.058 Uiso 1 1 calc R U . . .
C7 C 0.50213(15) 0.2732(5) 0.5915(2) 0.0368(10) Uani 1 1 d . . . . .
H7A H 0.501011 0.314816 0.631127 0.055 Uiso 1 1 calc R U . . .
H7B H 0.533972 0.292142 0.601440 0.055 Uiso 1 1 calc R U . . .
H7C H 0.495577 0.158649 0.586465 0.055 Uiso 1 1 calc R U . . .
C25 C 0.1206(4) 0.2678(14) 0.3293(6) 0.034(3) Uiso 0.55 1 d . . P A 1
H25A H 0.151623 0.210575 0.354699 0.040 Uiso 0.55 1 calc R U P A 1
H25B H 0.120898 0.342007 0.363595 0.040 Uiso 0.55 1 calc R U P A 1
Cl2A Cl 0.1068(4) 0.4209(12) 0.2647(6) 0.112(4) Uani 0.45 1 d . . P B 2
Cl3A Cl 0.0663(5) 0.1680(14) 0.2993(8) 0.076(3) Uani 0.45 1 d . . P B 2
C25A C 0.1147(6) 0.3043(18) 0.3297(8) 0.046(4) Uiso 0.45 1 d . . P B 2
H25C H 0.118047 0.371168 0.368486 0.055 Uiso 0.45 1 calc R U P B 2
H25D H 0.144827 0.243603 0.350091 0.055 Uiso 0.45 1 calc R U P B 2
Cl4 Cl 0.0447(2) 0.7391(8) 0.2613(4) 0.0528(13) Uani 0.37 1 d G . P C -1
Cl5 Cl -0.0492(3) 0.6769(9) 0.2359(7) 0.094(3) Uani 0.37 1 d G . P C -1
C26 C 0.0071(4) 0.5981(8) 0.2638(10) 0.066(4) Uiso 0.37 1 d G . P C -1
H26A H 0.002330 0.507383 0.232382 0.079 Uiso 0.37 1 calc R U P C -1
H26B H 0.023037 0.557194 0.313359 0.079 Uiso 0.37 1 calc R U P C -1


_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
Ir01 Cl1 2.4046(9) . ?
Ir01 N1 2.046(3) . ?
Ir01 C3 2.156(4) . ?
Ir01 C11 2.036(4) . ?
Ir01 C4 2.169(4) . ?
Ir01 C5 2.164(4) . ?
Ir01 C2 2.247(4) . ?
Ir01 C1 2.264(4) . ?
Cl3 C25 1.687(16) . ?
Cl2 C25 1.794(13) . ?
F1 C15 1.363(4) . ?
N5 N4 1.317(4) . ?
N5 C24 1.391(5) . ?
N4 N3 1.333(4) . ?
N4 C18 1.406(5) . ?
N1 N2 1.328(4) . ?
N1 C17 1.393(5) . ?
N3 C17 1.330(5) . ?
N2 C18 1.316(5) . ?
C16 C15 1.396(5) . ?
C16 C11 1.411(5) . ?
C16 C17 1.451(5) . ?
C3 C4 1.438(5) . ?
C3 C2 1.461(5) . ?
C3 C8 1.503(5) . ?
C15 C14 1.370(5) . ?
C11 C12 1.398(5) . ?
C4 C5 1.443(5) . ?
C4 C9 1.492(5) . ?
C5 C10 1.498(5) . ?
C5 C1 1.457(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.385(5) . ?
C13 C14 1.391(6) . ?
C18 C19 1.417(5) . ?
C24 C19 1.415(6) . ?
C24 C23 1.400(5) . ?
C19 C20 1.404(5) . ?
C23 H23 0.9500 . ?
C23 C22 1.378(6) . ?
C12 H12 0.9500 . ?
C2 C1 1.401(6) . ?
C2 C7 1.496(6) . ?
C22 H22 0.9500 . ?
C22 C21 1.401(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C14 H14 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.375(6) . ?
C20 H20 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1 C6 1.504(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
Cl2A C25A 1.656(18) . ?
Cl3A C25A 1.79(2) . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
Cl4 C26 1.7608 . ?
Cl5 C26 1.7604 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ir01 Cl1 87.74(9) . . ?
N1 Ir01 C3 166.53(14) . . ?
N1 Ir01 C4 132.35(13) . . ?
N1 Ir01 C5 102.08(13) . . ?
N1 Ir01 C2 133.41(14) . . ?
N1 Ir01 C1 104.21(13) . . ?
C3 Ir01 Cl1 102.23(10) . . ?
C3 Ir01 C4 38.85(14) . . ?
C3 Ir01 C5 65.00(14) . . ?
C3 Ir01 C2 38.68(14) . . ?
C3 Ir01 C1 63.52(14) . . ?
C11 Ir01 Cl1 85.58(10) . . ?
C11 Ir01 N1 78.23(14) . . ?
C11 Ir01 C3 111.23(15) . . ?
C11 Ir01 C4 99.21(15) . . ?
C11 Ir01 C5 121.37(15) . . ?
C11 Ir01 C2 148.14(15) . . ?
C11 Ir01 C1 159.70(15) . . ?
C4 Ir01 Cl1 139.86(10) . . ?
C4 Ir01 C2 63.92(14) . . ?
C4 Ir01 C1 63.94(14) . . ?
C5 Ir01 Cl1 152.52(11) . . ?
C5 Ir01 C4 38.91(14) . . ?
C5 Ir01 C2 63.16(15) . . ?
C5 Ir01 C1 38.34(14) . . ?
C2 Ir01 Cl1 91.38(11) . . ?
C2 Ir01 C1 36.20(15) . . ?
C1 Ir01 Cl1 114.52(11) . . ?
N4 N5 C24 103.4(3) . . ?
N5 N4 N3 122.0(3) . . ?
N5 N4 C18 114.9(3) . . ?
N3 N4 C18 123.1(3) . . ?
N2 N1 Ir01 121.9(2) . . ?
N2 N1 C17 119.8(3) . . ?
C17 N1 Ir01 118.3(2) . . ?
C17 N3 N4 113.3(3) . . ?
C18 N2 N1 117.4(3) . . ?
C15 C16 C11 119.8(3) . . ?
C15 C16 C17 124.9(3) . . ?
C11 C16 C17 115.2(3) . . ?
C4 C3 Ir01 71.1(2) . . ?
C4 C3 C2 107.6(3) . . ?
C4 C3 C8 126.4(3) . . ?
C2 C3 Ir01 74.1(2) . . ?
C2 C3 C8 125.6(4) . . ?
C8 C3 Ir01 126.3(3) . . ?
F1 C15 C16 119.3(3) . . ?
F1 C15 C14 118.2(3) . . ?
C14 C15 C16 122.5(4) . . ?
C16 C11 Ir01 116.2(3) . . ?
C12 C11 Ir01 126.4(3) . . ?
C12 C11 C16 117.3(3) . . ?
C3 C4 Ir01 70.1(2) . . ?
C3 C4 C5 107.3(3) . . ?
C3 C4 C9 126.0(4) . . ?
C5 C4 Ir01 70.4(2) . . ?
C5 C4 C9 126.6(4) . . ?
C9 C4 Ir01 126.9(3) . . ?
C4 C5 Ir01 70.7(2) . . ?
C4 C5 C10 126.4(4) . . ?
C4 C5 C1 108.1(3) . . ?
C10 C5 Ir01 126.7(3) . . ?
C1 C5 Ir01 74.5(2) . . ?
C1 C5 C10 125.0(4) . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.4(4) . . ?
C14 C13 H13 119.3 . . ?
N4 C18 C19 105.0(3) . . ?
N2 C18 N4 121.3(3) . . ?
N2 C18 C19 133.6(4) . . ?
N1 C17 C16 112.1(3) . . ?
N3 C17 N1 125.1(3) . . ?
N3 C17 C16 122.8(3) . . ?
N5 C24 C19 112.5(3) . . ?
N5 C24 C23 126.2(4) . . ?
C23 C24 C19 121.2(4) . . ?
C24 C19 C18 104.1(3) . . ?
C20 C19 C18 134.6(4) . . ?
C20 C19 C24 121.2(4) . . ?
C24 C23 H23 121.7 . . ?
C22 C23 C24 116.6(4) . . ?
C22 C23 H23 121.7 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.3(4) . . ?
C13 C12 H12 119.4 . . ?
C3 C2 Ir01 67.3(2) . . ?
C3 C2 C7 124.1(4) . . ?
C1 C2 Ir01 72.5(2) . . ?
C1 C2 C3 108.8(3) . . ?
C1 C2 C7 127.1(4) . . ?
C7 C2 Ir01 125.8(3) . . ?
C23 C22 H22 119.0 . . ?
C23 C22 C21 122.1(4) . . ?
C21 C22 H22 119.0 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C14 C13 117.6(4) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C22 C21 H21 118.8 . . ?
C20 C21 C22 122.3(4) . . ?
C20 C21 H21 118.8 . . ?
C19 C20 H20 121.8 . . ?
C21 C20 C19 116.5(4) . . ?
C21 C20 H20 121.8 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C1 Ir01 67.1(2) . . ?
C5 C1 C6 125.1(4) . . ?
C2 C1 Ir01 71.3(2) . . ?
C2 C1 C5 107.9(3) . . ?
C2 C1 C6 127.0(4) . . ?
C6 C1 Ir01 127.1(3) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Cl3 C25 Cl2 110.1(8) . . ?
Cl3 C25 H25A 109.6 . . ?
Cl3 C25 H25B 109.6 . . ?
Cl2 C25 H25A 109.6 . . ?
Cl2 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
Cl2A C25A Cl3A 112.5(11) . . ?
Cl2A C25A H25C 109.1 . . ?
Cl2A C25A H25D 109.1 . . ?
Cl3A C25A H25C 109.1 . . ?
Cl3A C25A H25D 109.1 . . ?
H25C C25A H25D 107.8 . . ?
Cl4 C26 H26A 109.0 . . ?
Cl4 C26 H26B 109.0 . . ?
Cl5 C26 Cl4 112.9 . . ?
Cl5 C26 H26A 109.0 . . ?
Cl5 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?

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
Ir01 N1 N2 C18 -179.8(3) . . . . ?
Ir01 N1 C17 N3 179.5(3) . . . . ?
Ir01 N1 C17 C16 -0.8(4) . . . . ?
Ir01 C3 C4 C5 60.8(3) . . . . ?
Ir01 C3 C4 C9 -121.8(4) . . . . ?
Ir01 C3 C2 C1 -60.9(3) . . . . ?
Ir01 C3 C2 C7 118.9(4) . . . . ?
Ir01 C11 C12 C13 177.5(3) . . . . ?
Ir01 C4 C5 C10 -121.9(4) . . . . ?
Ir01 C4 C5 C1 65.7(3) . . . . ?
Ir01 C5 C1 C2 59.8(3) . . . . ?
Ir01 C5 C1 C6 -120.3(4) . . . . ?
Ir01 C2 C1 C5 -57.3(3) . . . . ?
Ir01 C2 C1 C6 122.9(4) . . . . ?
F1 C15 C14 C13 -178.3(3) . . . . ?
N5 N4 N3 C17 179.6(3) . . . . ?
N5 N4 C18 N2 180.0(3) . . . . ?
N5 N4 C18 C19 -0.7(4) . . . . ?
N5 C24 C19 C18 1.3(4) . . . . ?
N5 C24 C19 C20 178.5(3) . . . . ?
N5 C24 C23 C22 -178.8(4) . . . . ?
N4 N5 C24 C19 -1.7(4) . . . . ?
N4 N5 C24 C23 178.6(3) . . . . ?
N4 N3 C17 N1 -0.3(5) . . . . ?
N4 N3 C17 C16 -179.9(3) . . . . ?
N4 C18 C19 C24 -0.4(4) . . . . ?
N4 C18 C19 C20 -176.9(4) . . . . ?
N1 N2 C18 N4 0.9(5) . . . . ?
N1 N2 C18 C19 -178.2(4) . . . . ?
N3 N4 C18 N2 -1.3(5) . . . . ?
N3 N4 C18 C19 178.0(3) . . . . ?
N2 N1 C17 N3 -0.1(5) . . . . ?
N2 N1 C17 C16 179.6(3) . . . . ?
N2 C18 C19 C24 178.8(4) . . . . ?
N2 C18 C19 C20 2.3(8) . . . . ?
C16 C15 C14 C13 -0.3(6) . . . . ?
C16 C11 C12 C13 1.4(5) . . . . ?
C3 C4 C5 Ir01 -60.7(3) . . . . ?
C3 C4 C5 C10 177.5(4) . . . . ?
C3 C4 C5 C1 5.0(4) . . . . ?
C3 C2 C1 Ir01 57.6(3) . . . . ?
C3 C2 C1 C5 0.4(4) . . . . ?
C3 C2 C1 C6 -179.5(4) . . . . ?
C15 C16 C11 Ir01 -178.4(3) . . . . ?
C15 C16 C11 C12 -1.9(5) . . . . ?
C15 C16 C17 N1 178.7(3) . . . . ?
C15 C16 C17 N3 -1.6(6) . . . . ?
C11 C16 C15 F1 179.4(3) . . . . ?
C11 C16 C15 C14 1.4(6) . . . . ?
C11 C16 C17 N1 0.6(5) . . . . ?
C11 C16 C17 N3 -179.7(3) . . . . ?
C4 C3 C2 Ir01 63.6(3) . . . . ?
C4 C3 C2 C1 2.7(4) . . . . ?
C4 C3 C2 C7 -177.5(4) . . . . ?
C4 C5 C1 Ir01 -63.2(3) . . . . ?
C4 C5 C1 C2 -3.3(4) . . . . ?
C4 C5 C1 C6 176.5(4) . . . . ?
C18 N4 N3 C17 1.0(5) . . . . ?
C18 C19 C20 C21 177.4(4) . . . . ?
C17 N1 N2 C18 -0.2(5) . . . . ?
C17 C16 C15 F1 1.4(5) . . . . ?
C17 C16 C15 C14 -176.6(4) . . . . ?
C17 C16 C11 Ir01 -0.2(4) . . . . ?
C17 C16 C11 C12 176.3(3) . . . . ?
C24 N5 N4 N3 -177.2(3) . . . . ?
C24 N5 N4 C18 1.5(4) . . . . ?
C24 C19 C20 C21 1.3(6) . . . . ?
C24 C23 C22 C21 -0.9(6) . . . . ?
C19 C24 C23 C22 1.6(5) . . . . ?
C23 C24 C19 C18 -179.0(3) . . . . ?
C23 C24 C19 C20 -1.9(6) . . . . ?
C23 C22 C21 C20 0.4(6) . . . . ?
C12 C13 C14 C15 -0.3(6) . . . . ?
C2 C3 C4 Ir01 -65.6(3) . . . . ?
C2 C3 C4 C5 -4.8(4) . . . . ?
C2 C3 C4 C9 172.6(4) . . . . ?
C22 C21 C20 C19 -0.6(6) . . . . ?
C8 C3 C4 Ir01 121.6(4) . . . . ?
C8 C3 C4 C5 -177.6(4) . . . . ?
C8 C3 C4 C9 -0.2(6) . . . . ?
C8 C3 C2 Ir01 -123.5(4) . . . . ?
C8 C3 C2 C1 175.6(4) . . . . ?
C8 C3 C2 C7 -4.6(6) . . . . ?
C9 C4 C5 Ir01 122.0(4) . . . . ?
C9 C4 C5 C10 0.1(6) . . . . ?
C9 C4 C5 C1 -172.4(4) . . . . ?
C14 C13 C12 C11 -0.3(6) . . . . ?
C10 C5 C1 Ir01 124.3(4) . . . . ?
C10 C5 C1 C2 -175.9(4) . . . . ?
C10 C5 C1 C6 4.0(6) . . . . ?
C7 C2 C1 Ir01 -122.1(4) . . . . ?
C7 C2 C1 C5 -179.4(4) . . . . ?
C7 C2 C1 C6 0.8(7) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop with oil'
_olex2_submission_special_instructions 'No special instructions were received'

_vrf_PLAT300_3-2FPh-TzIn_IrClCp  
;
PROBLEM: Atom Site Occupancy of Constrained at  
RESPONSE: 
During the structure refinement, two CH2Cl2 solvent molecules were observed. 
The first molecule was found disordered over two positions 
with occupation factors converged to 0.55/0.45, while the occupation factors 
for the second molecule converged to 10.37. For the two molecules, 
the carbon atoms were isotropically refined. 
;

#------------------ END --------------------------------------#
####################################################################### 
# 
# 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_3-2FPh-TzIn_RhClCp
_database_code_depnum_ccdc_archive 'CCDC 2332725'
loop_
_audit_author_name
_audit_author_address
'HELENE CATTEY'
;University of Burgundy
France
;
_audit_update_record             
;
2024-02-13 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;
_audit_creation_date             2022-04-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C24 H22 Cl F N5 Rh), 3(C H2 Cl2)'
_chemical_formula_sum            'C51 H50 Cl8 F2 N10 Rh2'
_chemical_formula_weight         1330.43
_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'
F F 0.0171 0.0103 '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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.7878(9)
_cell_length_b                   8.3900(2)
_cell_length_c                   22.4656(6)
_cell_angle_alpha                90
_cell_angle_beta                 124.1780(10)
_cell_angle_gamma                90
_cell_volume                     5268.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    115
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   0.812
_shelx_estimated_absorpt_T_min   0.670
_exptl_absorpt_coefficient_mu    1.087
_exptl_absorpt_correction_T_max  0.0949
_exptl_absorpt_correction_T_min  0.0580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0709 before and 0.0384 after correction.
The Ratio of minimum to maximum transmission is 0.6112.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark black'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2680
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of dichloromethane and heptane  by slow evaporation'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            50522
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.507
_diffrn_reflns_theta_min         2.474
_diffrn_ambient_temperature      115
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5439
_reflns_number_total             6048
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.277
_refine_diff_density_min         -1.236
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         6048
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0342P)²+23.2162P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0783
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl4(0.68) H26A(0.5) H26B(0.5) Cl5(0.32)
3.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C26(H26A,H26B)
3.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C22(H22), C23(H23), C14(H14), C21(H21), C20(H20)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C), C10(H10A,H10B,H10C),
 C8(H8A,H8B,H8C)
;
_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
Rh Rh 0.38686(2) 0.79686(2) 0.45632(2) 0.01459(6) Uani 1 1 d . . . . .
Cl1 Cl 0.40067(2) 0.55984(7) 0.52531(3) 0.02352(13) Uani 1 1 d . . . . .
Cl3 Cl 0.42864(4) 0.14787(16) 0.19927(5) 0.0727(4) Uani 1 1 d . . . . .
Cl4 Cl 0.45436(9) 0.7358(4) 0.23863(14) 0.0676(7) Uani 0.68 1 d . . P A -1
F F 0.20515(5) 0.61892(17) 0.29843(8) 0.0221(3) Uani 1 1 d . . . . .
N1 N 0.33075(7) 0.8563(2) 0.46428(10) 0.0157(4) Uani 1 1 d . . . . .
N4 N 0.25351(7) 0.9118(2) 0.46435(10) 0.0148(4) Uani 1 1 d . . . . .
N2 N 0.33602(7) 0.9523(2) 0.51489(10) 0.0165(4) Uani 1 1 d . . . . .
N3 N 0.24694(7) 0.8154(2) 0.41214(10) 0.0163(4) Uani 1 1 d . . . . .
N5 N 0.21849(7) 0.9509(2) 0.47088(11) 0.0174(4) Uani 1 1 d . . . . .
C11 C 0.33229(8) 0.6757(3) 0.37212(12) 0.0160(4) Uani 1 1 d . . . . .
C16 C 0.28726(8) 0.6903(3) 0.36236(12) 0.0152(4) Uani 1 1 d . . . . .
C12 C 0.33573(9) 0.5720(3) 0.32649(13) 0.0192(5) Uani 1 1 d . . . . .
H12 H 0.365695 0.558490 0.332520 0.023 Uiso 1 1 calc R U . . .
C17 C 0.28652(8) 0.7915(3) 0.41429(12) 0.0147(4) Uani 1 1 d . . . . .
C13 C 0.29610(9) 0.4885(3) 0.27248(13) 0.0200(5) Uani 1 1 d . . . . .
H13 H 0.299426 0.418650 0.242258 0.024 Uiso 1 1 calc R U . . .
C15 C 0.24822(8) 0.6057(3) 0.30733(12) 0.0170(4) Uani 1 1 d . . . . .
C18 C 0.29781(8) 0.9818(3) 0.51510(12) 0.0161(4) Uani 1 1 d . . . . .
C24 C 0.24007(8) 1.0553(3) 0.52867(12) 0.0170(4) Uani 1 1 d . . . . .
C22 C 0.24534(9) 1.2383(3) 0.61314(13) 0.0210(5) Uani 1 1 d . . . . .
H22 H 0.231119 1.294447 0.633291 0.025 Uiso 1 1 calc R U . . .
C19 C 0.28918(8) 1.0783(3) 0.55831(12) 0.0170(4) Uani 1 1 d . . . . .
C3 C 0.40670(8) 1.0279(3) 0.43842(13) 0.0194(5) Uani 1 1 d . . . . .
C23 C 0.21747(9) 1.1357(3) 0.55640(13) 0.0201(5) Uani 1 1 d . . . . .
H23 H 0.184495 1.120404 0.537044 0.024 Uiso 1 1 calc R U . . .
C14 C 0.25148(9) 0.5055(3) 0.26194(12) 0.0192(5) Uani 1 1 d . . . . .
H14 H 0.224264 0.449688 0.224579 0.023 Uiso 1 1 calc R U . . .
C21 C 0.29440(9) 1.2623(3) 0.64226(13) 0.0220(5) Uani 1 1 d . . . . .
H21 H 0.312167 1.334880 0.681043 0.026 Uiso 1 1 calc R U . . .
C4 C 0.41450(8) 0.9100(3) 0.39968(13) 0.0178(4) Uani 1 1 d . . . . .
C9 C 0.39269(9) 0.9093(3) 0.32046(13) 0.0228(5) Uani 1 1 d . . . . .
H9A H 0.389535 0.799194 0.303796 0.034 Uiso 1 1 calc R U . . .
H9B H 0.413228 0.969074 0.310387 0.034 Uiso 1 1 calc R U . . .
H9C H 0.361020 0.959248 0.295283 0.034 Uiso 1 1 calc R U . . .
C20 C 0.31698(9) 1.1832(3) 0.61574(13) 0.0209(5) Uani 1 1 d . . . . .
H20 H 0.349996 1.198919 0.635512 0.025 Uiso 1 1 calc R U . . .
C5 C 0.44858(8) 0.7983(3) 0.45092(13) 0.0181(4) Uani 1 1 d . . . . .
C7 C 0.44531(10) 1.0981(3) 0.57433(15) 0.0286(6) Uani 1 1 d . . . . .
H7A H 0.439968 1.210142 0.559439 0.043 Uiso 1 1 calc R U . . .
H7B H 0.477639 1.085372 0.617841 0.043 Uiso 1 1 calc R U . . .
H7C H 0.421790 1.064888 0.584332 0.043 Uiso 1 1 calc R U . . .
C1 C 0.46528(8) 0.8575(3) 0.52257(13) 0.0201(5) Uani 1 1 d . . . . .
C2 C 0.44001(9) 0.9969(3) 0.51521(13) 0.0211(5) Uani 1 1 d . . . . .
C6 C 0.50278(9) 0.7775(3) 0.59101(14) 0.0276(6) Uani 1 1 d . . . . .
H6A H 0.504380 0.828373 0.631575 0.041 Uiso 1 1 calc R U . . .
H6B H 0.533858 0.787073 0.597394 0.041 Uiso 1 1 calc R U . . .
H6C H 0.494709 0.664539 0.588966 0.041 Uiso 1 1 calc R U . . .
C10 C 0.46806(9) 0.6563(3) 0.43547(14) 0.0246(5) Uani 1 1 d . . . . .
H10A H 0.460722 0.559709 0.452028 0.037 Uiso 1 1 calc R U . . .
H10B H 0.502807 0.667120 0.460689 0.037 Uiso 1 1 calc R U . . .
H10C H 0.453426 0.648959 0.383566 0.037 Uiso 1 1 calc R U . . .
C8 C 0.37516(10) 1.1719(3) 0.40741(16) 0.0270(5) Uani 1 1 d . . . . .
H8A H 0.350513 1.153666 0.356312 0.040 Uiso 1 1 calc R U . . .
H8B H 0.394462 1.264684 0.412554 0.040 Uiso 1 1 calc R U . . .
H8C H 0.359877 1.191409 0.433070 0.040 Uiso 1 1 calc R U . . .
C25 C 0.38178(12) 0.2830(4) 0.16907(16) 0.0409(8) Uani 1 1 d . . . . .
H25A H 0.381943 0.360755 0.136070 0.049 Uiso 1 1 calc R U . . .
H25B H 0.350905 0.225217 0.142012 0.049 Uiso 1 1 calc R U . . .
C26 C 0.500000 0.5974(9) 0.250000 0.129(4) Uani 1 2 d S T P . .
H26A H 0.509215 0.526660 0.291145 0.155 Uiso 0.5 1 calc R U P A .
H26B H 0.485227 0.529514 0.206508 0.155 Uiso 0.5 1 calc R U P . .
Cl5 Cl 0.5453(3) 0.6693(7) 0.2626(5) 0.091(2) Uani 0.32 1 d . . P A -1
Cl2 Cl 0.38726(3) 0.38400(13) 0.24125(5) 0.0570(3) 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
Rh Cl1 2.4003(6) . ?
Rh N1 2.0626(19) . ?
Rh C11 2.023(2) . ?
Rh C3 2.161(2) . ?
Rh C4 2.174(2) . ?
Rh C5 2.156(2) . ?
Rh C1 2.250(2) . ?
Rh C2 2.263(2) . ?
Cl3 C25 1.745(3) . ?
Cl4 C26 1.830(5) . ?
F C15 1.357(3) . ?
N1 N2 1.322(3) . ?
N1 C17 1.380(3) . ?
N4 N3 1.337(3) . ?
N4 N5 1.313(3) . ?
N4 C18 1.403(3) . ?
N2 C18 1.317(3) . ?
N3 C17 1.326(3) . ?
N5 C24 1.386(3) . ?
C11 C16 1.415(3) . ?
C11 C12 1.398(3) . ?
C16 C17 1.454(3) . ?
C16 C15 1.393(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.396(3) . ?
C15 C14 1.373(3) . ?
C18 C19 1.414(3) . ?
C24 C19 1.412(3) . ?
C24 C23 1.400(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.380(4) . ?
C22 C21 1.413(4) . ?
C19 C20 1.400(3) . ?
C3 C4 1.436(3) . ?
C3 C2 1.459(3) . ?
C3 C8 1.499(3) . ?
C23 H23 0.9500 . ?
C14 H14 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.374(3) . ?
C4 C9 1.496(3) . ?
C4 C5 1.429(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C20 H20 0.9500 . ?
C5 C1 1.461(3) . ?
C5 C10 1.493(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 C2 1.500(3) . ?
C1 C2 1.402(4) . ?
C1 C6 1.494(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 Cl2 1.745(3) . ?
C26 H26A 0.9900 2_655 ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 H26B 0.9900 2_655 ?
C26 Cl5 1.518(7) . ?

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 Rh Cl1 89.95(6) . . ?
N1 Rh C3 101.28(8) . . ?
N1 Rh C4 131.53(8) . . ?
N1 Rh C5 165.62(8) . . ?
N1 Rh C1 133.33(8) . . ?
N1 Rh C2 103.67(8) . . ?
C11 Rh Cl1 86.10(6) . . ?
C11 Rh N1 78.65(8) . . ?
C11 Rh C3 119.45(9) . . ?
C11 Rh C4 97.91(9) . . ?
C11 Rh C5 110.64(9) . . ?
C11 Rh C1 147.99(9) . . ?
C11 Rh C2 157.86(9) . . ?
C3 Rh Cl1 153.51(7) . . ?
C3 Rh C4 38.69(9) . . ?
C3 Rh C1 63.09(9) . . ?
C3 Rh C2 38.42(9) . . ?
C4 Rh Cl1 138.41(6) . . ?
C4 Rh C1 63.59(9) . . ?
C4 Rh C2 63.75(9) . . ?
C5 Rh Cl1 101.39(6) . . ?
C5 Rh C3 64.76(9) . . ?
C5 Rh C4 38.52(9) . . ?
C5 Rh C1 38.66(9) . . ?
C5 Rh C2 63.50(9) . . ?
C1 Rh Cl1 91.75(6) . . ?
C1 Rh C2 36.20(9) . . ?
C2 Rh Cl1 115.74(7) . . ?
N2 N1 Rh 122.40(15) . . ?
N2 N1 C17 120.06(19) . . ?
C17 N1 Rh 117.54(15) . . ?
N3 N4 C18 122.82(19) . . ?
N5 N4 N3 122.24(19) . . ?
N5 N4 C18 114.93(19) . . ?
C18 N2 N1 117.34(19) . . ?
C17 N3 N4 113.10(19) . . ?
N4 N5 C24 103.29(18) . . ?
C16 C11 Rh 115.92(16) . . ?
C12 C11 Rh 126.20(17) . . ?
C12 C11 C16 117.7(2) . . ?
C11 C16 C17 115.3(2) . . ?
C15 C16 C11 119.5(2) . . ?
C15 C16 C17 125.1(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(2) . . ?
C13 C12 H12 119.4 . . ?
N1 C17 C16 112.57(19) . . ?
N3 C17 N1 125.4(2) . . ?
N3 C17 C16 122.0(2) . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.0(2) . . ?
C14 C13 H13 119.5 . . ?
F C15 C16 119.4(2) . . ?
F C15 C14 117.9(2) . . ?
C14 C15 C16 122.7(2) . . ?
N4 C18 C19 105.09(19) . . ?
N2 C18 N4 121.2(2) . . ?
N2 C18 C19 133.7(2) . . ?
N5 C24 C19 112.9(2) . . ?
N5 C24 C23 126.1(2) . . ?
C23 C24 C19 121.0(2) . . ?
C23 C22 H22 119.0 . . ?
C23 C22 C21 122.1(2) . . ?
C21 C22 H22 119.0 . . ?
C24 C19 C18 103.8(2) . . ?
C20 C19 C18 134.6(2) . . ?
C20 C19 C24 121.5(2) . . ?
C4 C3 Rh 71.15(13) . . ?
C4 C3 C2 108.2(2) . . ?
C4 C3 C8 126.7(2) . . ?
C2 C3 Rh 74.58(14) . . ?
C2 C3 C8 124.6(2) . . ?
C8 C3 Rh 126.55(17) . . ?
C24 C23 H23 121.6 . . ?
C22 C23 C24 116.8(2) . . ?
C22 C23 H23 121.6 . . ?
C13 C14 H14 121.1 . . ?
C15 C14 C13 117.8(2) . . ?
C15 C14 H14 121.1 . . ?
C22 C21 H21 119.2 . . ?
C20 C21 C22 121.5(2) . . ?
C20 C21 H21 119.2 . . ?
C3 C4 Rh 70.16(13) . . ?
C3 C4 C9 126.0(2) . . ?
C9 C4 Rh 127.46(17) . . ?
C5 C4 Rh 70.05(13) . . ?
C5 C4 C3 107.6(2) . . ?
C5 C4 C9 126.3(2) . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C19 C20 H20 121.5 . . ?
C21 C20 C19 117.1(2) . . ?
C21 C20 H20 121.5 . . ?
C4 C5 Rh 71.43(13) . . ?
C4 C5 C1 107.6(2) . . ?
C4 C5 C10 126.7(2) . . ?
C1 C5 Rh 74.15(13) . . ?
C1 C5 C10 125.4(2) . . ?
C10 C5 Rh 125.12(17) . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
C5 C1 Rh 67.18(12) . . ?
C5 C1 C6 124.1(2) . . ?
C2 C1 Rh 72.40(13) . . ?
C2 C1 C5 108.7(2) . . ?
C2 C1 C6 127.2(2) . . ?
C6 C1 Rh 125.60(17) . . ?
C3 C2 Rh 67.00(13) . . ?
C3 C2 C7 125.1(2) . . ?
C7 C2 Rh 126.74(17) . . ?
C1 C2 Rh 71.40(14) . . ?
C1 C2 C3 107.6(2) . . ?
C1 C2 C7 127.3(2) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Cl3 C25 H25A 109.5 . . ?
Cl3 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
Cl2 C25 Cl3 110.78(17) . . ?
Cl2 C25 H25A 109.5 . . ?
Cl2 C25 H25B 109.5 . . ?
Cl4 C26 H26A 116.85(11) . 2_655 ?
Cl4 C26 H26A 108.0 . . ?
Cl4 C26 H26B 114.90(12) . 2_655 ?
Cl4 C26 H26B 108.0 . . ?
H26A C26 H26A 106.4 . 2_655 ?
H26A C26 H26B 107.2 2_655 2_655 ?
H26A C26 H26B 9.6 . 2_655 ?
H26A C26 H26B 107.2 . . ?
H26B C26 H26A 9.6 . 2_655 ?
H26B C26 H26B 109.8 . 2_655 ?
Cl5 C26 Cl4 117.2(5) . . ?
Cl5 C26 H26A 99.6(4) . 2_655 ?
Cl5 C26 H26A 108.0 . . ?
Cl5 C26 H26B 108.0 . . ?
Cl5 C26 H26B 98.5(3) . 2_655 ?

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
Rh N1 N2 C18 -179.81(16) . . . . ?
Rh N1 C17 N3 179.06(17) . . . . ?
Rh N1 C17 C16 -0.7(2) . . . . ?
Rh C11 C16 C17 0.3(3) . . . . ?
Rh C11 C16 C15 -177.50(16) . . . . ?
Rh C11 C12 C13 176.54(18) . . . . ?
Rh C3 C4 C9 122.5(2) . . . . ?
Rh C3 C4 C5 -60.31(16) . . . . ?
Rh C3 C2 C7 -119.7(2) . . . . ?
Rh C3 C2 C1 60.12(16) . . . . ?
Rh C4 C5 C1 -65.88(15) . . . . ?
Rh C4 C5 C10 120.4(2) . . . . ?
Rh C5 C1 C2 -60.74(16) . . . . ?
Rh C5 C1 C6 118.5(2) . . . . ?
Rh C1 C2 C3 -57.37(16) . . . . ?
Rh C1 C2 C7 122.5(2) . . . . ?
F C15 C14 C13 -178.2(2) . . . . ?
N1 N2 C18 N4 1.1(3) . . . . ?
N1 N2 C18 C19 -178.3(2) . . . . ?
N4 N3 C17 N1 0.3(3) . . . . ?
N4 N3 C17 C16 179.96(19) . . . . ?
N4 N5 C24 C19 -0.8(3) . . . . ?
N4 N5 C24 C23 178.0(2) . . . . ?
N4 C18 C19 C24 0.1(2) . . . . ?
N4 C18 C19 C20 -177.1(3) . . . . ?
N2 N1 C17 N3 -0.8(3) . . . . ?
N2 N1 C17 C16 179.42(19) . . . . ?
N2 C18 C19 C24 179.7(3) . . . . ?
N2 C18 C19 C20 2.4(5) . . . . ?
N3 N4 N5 C24 -177.61(19) . . . . ?
N3 N4 C18 N2 -1.8(3) . . . . ?
N3 N4 C18 C19 177.82(19) . . . . ?
N5 N4 N3 C17 179.4(2) . . . . ?
N5 N4 C18 N2 179.7(2) . . . . ?
N5 N4 C18 C19 -0.7(3) . . . . ?
N5 C24 C19 C18 0.4(3) . . . . ?
N5 C24 C19 C20 178.1(2) . . . . ?
N5 C24 C23 C22 -178.2(2) . . . . ?
C11 C16 C17 N1 0.2(3) . . . . ?
C11 C16 C17 N3 -179.5(2) . . . . ?
C11 C16 C15 F 179.47(19) . . . . ?
C11 C16 C15 C14 0.9(3) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C16 C11 C12 C13 1.2(3) . . . . ?
C16 C15 C14 C13 0.4(4) . . . . ?
C12 C11 C16 C17 176.1(2) . . . . ?
C12 C11 C16 C15 -1.7(3) . . . . ?
C12 C13 C14 C15 -0.9(4) . . . . ?
C17 N1 N2 C18 0.1(3) . . . . ?
C17 C16 C15 F 1.9(3) . . . . ?
C17 C16 C15 C14 -176.7(2) . . . . ?
C15 C16 C17 N1 177.9(2) . . . . ?
C15 C16 C17 N3 -1.9(4) . . . . ?
C18 N4 N3 C17 1.0(3) . . . . ?
C18 N4 N5 C24 0.9(2) . . . . ?
C18 C19 C20 C21 177.1(3) . . . . ?
C24 C19 C20 C21 0.3(3) . . . . ?
C22 C21 C20 C19 0.4(4) . . . . ?
C19 C24 C23 C22 0.5(3) . . . . ?
C3 C4 C5 Rh 60.38(16) . . . . ?
C3 C4 C5 C1 -5.5(3) . . . . ?
C3 C4 C5 C10 -179.2(2) . . . . ?
C23 C24 C19 C18 -178.4(2) . . . . ?
C23 C24 C19 C20 -0.7(3) . . . . ?
C23 C22 C21 C20 -0.6(4) . . . . ?
C21 C22 C23 C24 0.2(4) . . . . ?
C4 C3 C2 Rh -63.70(16) . . . . ?
C4 C3 C2 C7 176.6(2) . . . . ?
C4 C3 C2 C1 -3.6(3) . . . . ?
C4 C5 C1 Rh 64.07(15) . . . . ?
C4 C5 C1 C2 3.3(3) . . . . ?
C4 C5 C1 C6 -177.4(2) . . . . ?
C9 C4 C5 Rh -122.4(2) . . . . ?
C9 C4 C5 C1 171.7(2) . . . . ?
C9 C4 C5 C10 -2.0(4) . . . . ?
C5 C1 C2 Rh 57.53(16) . . . . ?
C5 C1 C2 C3 0.2(3) . . . . ?
C5 C1 C2 C7 180.0(2) . . . . ?
C2 C3 C4 Rh 65.95(16) . . . . ?
C2 C3 C4 C9 -171.6(2) . . . . ?
C2 C3 C4 C5 5.6(3) . . . . ?
C6 C1 C2 Rh -121.7(2) . . . . ?
C6 C1 C2 C3 -179.1(2) . . . . ?
C6 C1 C2 C7 0.7(4) . . . . ?
C10 C5 C1 Rh -122.1(2) . . . . ?
C10 C5 C1 C2 177.1(2) . . . . ?
C10 C5 C1 C6 -3.6(4) . . . . ?
C8 C3 C4 Rh -122.0(2) . . . . ?
C8 C3 C4 C9 0.5(4) . . . . ?
C8 C3 C4 C5 177.7(2) . . . . ?
C8 C3 C2 Rh 124.1(2) . . . . ?
C8 C3 C2 C7 4.3(4) . . . . ?
C8 C3 C2 C1 -175.8(2) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop with oil'
_olex2_submission_special_instructions 'No special instructions were received'

#------------------ END ----------------------------------------------------#
