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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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# Audit and citation data items may have been added by the CCDC. 
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data_kjf136x_a
_database_code_depnum_ccdc_archive 'CCDC 1841032'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
Tris[5-(4-allyloxytetrafluorophenyl)diprrin]indium(III)
_chemical_formula_moiety         'C54 H33 F12 In1 N6 O3'
_chemical_formula_sum            'C54 H33 F12 In N6 O3'
_chemical_formula_weight         1156.68
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   23.433(3)
_cell_length_b                   23.433(3)
_cell_length_c                   15.332(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7291(3)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    6529
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.92
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.759
_exptl_absorpt_coefficient_mu    0.585
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0762 before and 0.0590 after correction. The Ratio of minimum to maximum transmission is 0.8692. 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    1.581
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             3480
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            48936
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.291
_diffrn_reflns_theta_min         2.407
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_detector       'Bruker PHOTON 50'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2500
_reflns_number_total             3274
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0308
_refine_ls_restrained_S_all      1.027
_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)+(0.0243P)²+15.7543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0591
_refine_ls_wR_factor_ref         0.0656
_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:
 C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C18(H18)
2.c X=CH2 refined with riding coordinates:
 C19(H19A,H19B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.85713(11) 0.45205(12) 0.43795(16) 0.0195(5) Uani 1 1 d . . . . .
H1 H 0.8981 0.4907 0.4265 0.023 Uiso 1 1 calc R . . . .
C2 C 0.83028(12) 0.39456(12) 0.39183(16) 0.0199(5) Uani 1 1 d . . . . .
H2 H 0.8488 0.3851 0.3427 0.024 Uiso 1 1 calc R . . . .
C3 C 0.76951(12) 0.35211(12) 0.43194(15) 0.0180(5) Uani 1 1 d . . . . .
H3 H 0.7402 0.3084 0.4127 0.022 Uiso 1 1 calc R . . . .
C5 C 0.69871(12) 0.43474(12) 0.73483(16) 0.0187(5) Uani 1 1 d . . . . .
H5 H 0.6575 0.4048 0.7604 0.022 Uiso 1 1 calc R . . . .
C6 C 0.74382(12) 0.49609(12) 0.77097(16) 0.0195(5) Uani 1 1 d . . . . .
H6 H 0.7392 0.5143 0.8241 0.023 Uiso 1 1 calc R . . . .
C7 C 0.79591(12) 0.52440(12) 0.71417(16) 0.0192(5) Uani 1 1 d . . . . .
H7 H 0.8343 0.5664 0.7202 0.023 Uiso 1 1 calc R . . . .
C8 C 0.82189(11) 0.48793(11) 0.57240(16) 0.0168(5) Uani 1 1 d . . . . .
C9 C 0.81234(11) 0.44324(11) 0.50642(15) 0.0160(5) Uani 1 1 d . . . . .
C10 C 0.78174(11) 0.47933(11) 0.64483(15) 0.0160(5) Uani 1 1 d . . . . .
C11 C 0.88373(11) 0.55365(11) 0.56672(16) 0.0161(5) Uani 1 1 d . . . . .
C12 C 0.88465(12) 0.60695(12) 0.52605(17) 0.0203(6) Uani 1 1 d . . . . .
C13 C 0.94079(12) 0.66763(11) 0.52343(17) 0.0220(6) Uani 1 1 d . . . . .
C14 C 0.99851(11) 0.67912(11) 0.56311(16) 0.0200(5) Uani 1 1 d . . . . .
C15 C 0.99766(11) 0.62634(12) 0.60380(17) 0.0213(5) Uani 1 1 d . . . . .
C16 C 0.94197(12) 0.56508(11) 0.60408(16) 0.0196(5) Uani 1 1 d . . . . .
C17 C 1.05545(13) 0.79191(12) 0.60623(17) 0.0263(6) Uani 1 1 d . . . . .
H17A H 1.0206 0.7994 0.5822 0.032 Uiso 1 1 calc R . . . .
H17B H 1.0983 0.8327 0.5976 0.032 Uiso 1 1 calc R . . . .
C18 C 1.04394(14) 0.77807(13) 0.70114(19) 0.0291(7) Uani 1 1 d . . . . .
H18 H 1.0724 0.7673 0.7321 0.035 Uiso 1 1 calc R . . . .
C19 C 0.99680(15) 0.77988(14) 0.7445(2) 0.0364(7) Uani 1 1 d . . . . .
H19A H 0.9676 0.7905 0.7153 0.044 Uiso 1 1 calc R . . . .
H19B H 0.9918 0.7706 0.8052 0.044 Uiso 1 1 calc R . . . .
F1 F 0.82997(7) 0.59917(7) 0.48720(11) 0.0333(4) Uani 1 1 d . . . . .
F2 F 0.93978(8) 0.71729(7) 0.48006(11) 0.0340(4) Uani 1 1 d . . . . .
F3 F 1.05230(7) 0.63496(7) 0.64457(11) 0.0348(4) Uani 1 1 d . . . . .
F4 F 0.94456(7) 0.51517(7) 0.64293(10) 0.0307(4) Uani 1 1 d . . . . .
In1 In 0.6667 0.3333 0.58002(2) 0.01447(8) Uani 1 3 d S T P . .
N1 N 0.75770(9) 0.37996(10) 0.49958(13) 0.0163(4) Uani 1 1 d . . . . .
N2 N 0.72076(9) 0.42369(9) 0.66029(13) 0.0158(4) Uani 1 1 d . . . . .
O1 O 1.05566(8) 0.73803(8) 0.55871(12) 0.0276(4) 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 H1 0.9500 . ?
C1 C2 1.365(3) . ?
C1 C9 1.425(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.407(3) . ?
C3 H3 0.9500 . ?
C3 N1 1.326(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.404(3) . ?
C5 N2 1.332(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.371(3) . ?
C7 H7 0.9500 . ?
C7 C10 1.416(3) . ?
C8 C9 1.391(3) . ?
C8 C10 1.403(3) . ?
C8 C11 1.499(3) . ?
C9 N1 1.397(3) . ?
C10 N2 1.391(3) . ?
C11 C12 1.386(3) . ?
C11 C16 1.377(3) . ?
C12 C13 1.372(3) . ?
C12 F1 1.340(3) . ?
C13 C14 1.381(3) . ?
C13 F2 1.351(3) . ?
C14 C15 1.376(3) . ?
C14 O1 1.362(3) . ?
C15 C16 1.375(3) . ?
C15 F3 1.346(3) . ?
C16 F4 1.341(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.486(4) . ?
C17 O1 1.460(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.308(4) . ?
C19 H19A 0.9500 . ?
C19 H19B 0.9500 . ?
In1 N1 2.2213(19) 2_655 ?
In1 N1 2.2213(19) 3_665 ?
In1 N1 2.221(2) . ?
In1 N2 2.218(2) . ?
In1 N2 2.218(2) 2_655 ?
In1 N2 2.218(2) 3_665 ?

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 H1 126.4 . . ?
C2 C1 C9 107.2(2) . . ?
C9 C1 H1 126.4 . . ?
C1 C2 H2 127.0 . . ?
C1 C2 C3 106.0(2) . . ?
C3 C2 H2 127.0 . . ?
C2 C3 H3 123.8 . . ?
N1 C3 C2 112.4(2) . . ?
N1 C3 H3 123.8 . . ?
C6 C5 H5 124.1 . . ?
N2 C5 H5 124.1 . . ?
N2 C5 C6 111.8(2) . . ?
C5 C6 H6 127.0 . . ?
C7 C6 C5 106.1(2) . . ?
C7 C6 H6 127.0 . . ?
C6 C7 H7 126.4 . . ?
C6 C7 C10 107.2(2) . . ?
C10 C7 H7 126.4 . . ?
C9 C8 C10 128.6(2) . . ?
C9 C8 C11 116.1(2) . . ?
C10 C8 C11 115.3(2) . . ?
C8 C9 C1 126.7(2) . . ?
C8 C9 N1 124.8(2) . . ?
N1 C9 C1 108.5(2) . . ?
C8 C10 C7 126.6(2) . . ?
N2 C10 C7 108.6(2) . . ?
N2 C10 C8 124.8(2) . . ?
C12 C11 C8 121.5(2) . . ?
C16 C11 C8 122.0(2) . . ?
C16 C11 C12 116.4(2) . . ?
C13 C12 C11 121.4(2) . . ?
F1 C12 C11 119.6(2) . . ?
F1 C12 C13 118.9(2) . . ?
C12 C13 C14 121.8(2) . . ?
F2 C13 C12 119.1(2) . . ?
F2 C13 C14 119.1(2) . . ?
C15 C14 C13 116.9(2) . . ?
O1 C14 C13 123.1(2) . . ?
O1 C14 C15 119.9(2) . . ?
C16 C15 C14 121.3(2) . . ?
F3 C15 C14 119.4(2) . . ?
F3 C15 C16 119.4(2) . . ?
C15 C16 C11 122.2(2) . . ?
F4 C16 C11 119.2(2) . . ?
F4 C16 C15 118.6(2) . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
O1 C17 H17A 109.2 . . ?
O1 C17 H17B 109.2 . . ?
O1 C17 C18 112.3(2) . . ?
C17 C18 H18 118.1 . . ?
C19 C18 C17 123.7(3) . . ?
C19 C18 H18 118.1 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?
N1 In1 N1 92.16(7) . 2_655 ?
N1 In1 N1 92.16(7) 3_665 . ?
N1 In1 N1 92.16(7) 3_665 2_655 ?
N2 In1 N1 83.61(7) 2_655 2_655 ?
N2 In1 N1 92.36(7) 3_665 . ?
N2 In1 N1 173.92(7) 2_655 . ?
N2 In1 N1 92.36(7) . 2_655 ?
N2 In1 N1 83.61(7) . . ?
N2 In1 N1 173.92(7) 3_665 2_655 ?
N2 In1 N1 83.61(7) 3_665 3_665 ?
N2 In1 N1 173.92(7) . 3_665 ?
N2 In1 N1 92.36(7) 2_655 3_665 ?
N2 In1 N2 92.19(7) . 2_655 ?
N2 In1 N2 92.19(7) 3_665 2_655 ?
N2 In1 N2 92.19(7) 3_665 . ?
C3 N1 C9 105.96(19) . . ?
C3 N1 In1 125.28(16) . . ?
C9 N1 In1 128.73(15) . . ?
C5 N2 C10 106.3(2) . . ?
C5 N2 In1 124.72(16) . . ?
C10 N2 In1 128.98(15) . . ?
C14 O1 C17 115.16(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H17A F2 0.99 2.47 3.067(3) 118.5 .
C17 H17B F4 0.99 2.32 3.091(3) 134.1 14_566

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 N1 -0.1(3) . . . . ?
C1 C9 N1 C3 1.0(3) . . . . ?
C1 C9 N1 In1 -177.20(15) . . . . ?
C2 C1 C9 C8 175.7(2) . . . . ?
C2 C1 C9 N1 -1.1(3) . . . . ?
C2 C3 N1 C9 -0.5(3) . . . . ?
C2 C3 N1 In1 177.73(15) . . . . ?
C5 C6 C7 C10 -0.6(3) . . . . ?
C6 C5 N2 C10 -1.0(3) . . . . ?
C6 C5 N2 In1 179.81(15) . . . . ?
C6 C7 C10 C8 -179.5(2) . . . . ?
C6 C7 C10 N2 0.0(3) . . . . ?
C7 C10 N2 C5 0.6(2) . . . . ?
C7 C10 N2 In1 179.76(15) . . . . ?
C8 C9 N1 C3 -175.9(2) . . . . ?
C8 C9 N1 In1 5.9(3) . . . . ?
C8 C10 N2 C5 -179.9(2) . . . . ?
C8 C10 N2 In1 -0.7(3) . . . . ?
C8 C11 C12 C13 177.8(2) . . . . ?
C8 C11 C12 F1 -3.2(4) . . . . ?
C8 C11 C16 C15 -175.8(2) . . . . ?
C8 C11 C16 F4 3.5(4) . . . . ?
C9 C1 C2 C3 0.7(3) . . . . ?
C9 C8 C10 C7 174.7(2) . . . . ?
C9 C8 C10 N2 -4.7(4) . . . . ?
C9 C8 C11 C12 93.4(3) . . . . ?
C9 C8 C11 C16 -89.0(3) . . . . ?
C10 C8 C9 C1 -174.3(2) . . . . ?
C10 C8 C9 N1 2.0(4) . . . . ?
C10 C8 C11 C12 -87.7(3) . . . . ?
C10 C8 C11 C16 90.0(3) . . . . ?
C11 C8 C9 C1 4.5(4) . . . . ?
C11 C8 C9 N1 -179.3(2) . . . . ?
C11 C8 C10 C7 -4.1(3) . . . . ?
C11 C8 C10 N2 176.5(2) . . . . ?
C11 C12 C13 C14 -1.8(4) . . . . ?
C11 C12 C13 F2 177.4(2) . . . . ?
C12 C11 C16 C15 2.0(4) . . . . ?
C12 C11 C16 F4 -178.7(2) . . . . ?
C12 C13 C14 C15 1.5(4) . . . . ?
C12 C13 C14 O1 177.3(2) . . . . ?
C13 C14 C15 C16 0.5(4) . . . . ?
C13 C14 C15 F3 -179.1(2) . . . . ?
C13 C14 O1 C17 69.1(3) . . . . ?
C14 C15 C16 C11 -2.3(4) . . . . ?
C14 C15 C16 F4 178.4(2) . . . . ?
C15 C14 O1 C17 -115.2(3) . . . . ?
C16 C11 C12 C13 0.1(4) . . . . ?
C16 C11 C12 F1 179.1(2) . . . . ?
C18 C17 O1 C14 60.7(3) . . . . ?
F1 C12 C13 C14 179.2(2) . . . . ?
F1 C12 C13 F2 -1.6(4) . . . . ?
F2 C13 C14 C15 -177.8(2) . . . . ?
F2 C13 C14 O1 -2.0(4) . . . . ?
F3 C15 C16 C11 177.3(2) . . . . ?
F3 C15 C16 F4 -2.0(4) . . . . ?
N2 C5 C6 C7 1.0(3) . . . . ?
O1 C14 C15 C16 -175.4(2) . . . . ?
O1 C14 C15 F3 5.0(4) . . . . ?
O1 C17 C18 C19 -124.8(3) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount using oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_kjf082q_a
_database_code_depnum_ccdc_archive 'CCDC 1841034'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
Tris[5-(pentafluorophenyl)dipyrrin]indium(III)
_chemical_formula_moiety         'C45 H18 F15 In N6'
_chemical_formula_sum            'C45 H18 F15 In N6'
_chemical_formula_weight         1042.47
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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           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                   10.5034(8)
_cell_length_b                   13.5594(11)
_cell_length_c                   28.179(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.7280(10)
_cell_angle_gamma                90
_cell_volume                     4004.7(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.36
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.796
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0354 before and 0.0289 after correction. The Ratio of minimum to maximum transmission is 0.9120. The λ/2 correction factor is 0.00150.'
_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    1.729
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2056
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0096
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            49555
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.376
_diffrn_reflns_theta_max         25.376
_diffrn_reflns_theta_min         1.448
_diffrn_ambient_temperature      100.04
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7008
_reflns_number_total             7365
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     604
_refine_ls_number_reflns         7365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0204
_refine_ls_restrained_S_all      1.092
_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)+(0.0132P)²+4.2698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0460
_refine_ls_wR_factor_ref         0.0469
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A), C3A(H3A), C5A(H5A), C6A(H6A), C7A(H7A), C1B(H1B),
 C2B(H2B), C3B(H3B), C5B(H5B), C6B(H6B), C7B(H7B), C1C(H1C), C2C(H2C), C3C(H3C),
  C5C(H5C), C6C(H6C), C7C(H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
In1 In 0.66830(2) 0.45928(2) 0.63795(2) 0.01264(4) Uani 1 1 d . . . . .
C1A C 1.02278(17) 0.60558(13) 0.69268(6) 0.0201(4) Uani 1 1 d . . . . .
H1A H 1.1020 0.6079 0.7110 0.024 Uiso 1 1 calc R . . . .
C2A C 0.97654(17) 0.67564(13) 0.66039(6) 0.0212(4) Uani 1 1 d . . . . .
H2A H 1.0172 0.7353 0.6523 0.025 Uiso 1 1 calc R . . . .
C3A C 0.85747(17) 0.64108(12) 0.64190(6) 0.0174(3) Uani 1 1 d . . . . .
H3A H 0.8043 0.6746 0.6186 0.021 Uiso 1 1 calc R . . . .
C5A C 0.66721(16) 0.29014(13) 0.71783(6) 0.0177(3) Uani 1 1 d . . . . .
H5A H 0.5834 0.2708 0.7070 0.021 Uiso 1 1 calc R . . . .
C6A C 0.74557(17) 0.23609(13) 0.75156(6) 0.0195(4) Uani 1 1 d . . . . .
H6A H 0.7243 0.1763 0.7668 0.023 Uiso 1 1 calc R . . . .
C7A C 0.85697(17) 0.28686(13) 0.75771(6) 0.0181(4) Uani 1 1 d . . . . .
H7A H 0.9287 0.2692 0.7782 0.022 Uiso 1 1 calc R . . . .
C8A C 0.93708(15) 0.44427(12) 0.72217(6) 0.0149(3) Uani 1 1 d . . . . .
C9A C 0.93032(15) 0.52983(12) 0.69346(6) 0.0151(3) Uani 1 1 d . . . . .
C10A C 0.84638(15) 0.37226(12) 0.72748(6) 0.0147(3) Uani 1 1 d . . . . .
C11A C 1.06224(16) 0.43092(13) 0.75040(6) 0.0166(3) Uani 1 1 d . . . . .
C12A C 1.15579(17) 0.36937(13) 0.73449(6) 0.0199(4) Uani 1 1 d . . . . .
C13A C 1.27388(17) 0.35987(14) 0.75873(7) 0.0228(4) Uani 1 1 d . . . . .
C14A C 1.30094(17) 0.41354(14) 0.79950(7) 0.0236(4) Uani 1 1 d . . . . .
C15A C 1.20966(18) 0.47469(14) 0.81655(7) 0.0256(4) Uani 1 1 d . . . . .
C16A C 1.09173(17) 0.48205(14) 0.79202(7) 0.0223(4) Uani 1 1 d . . . . .
F1A F 1.13279(11) 0.31761(9) 0.69428(4) 0.0321(3) Uani 1 1 d . . . . .
F2A F 1.36183(11) 0.29880(10) 0.74259(4) 0.0372(3) Uani 1 1 d . . . . .
F3A F 1.41654(10) 0.40765(9) 0.82271(4) 0.0348(3) Uani 1 1 d . . . . .
F4A F 1.23727(12) 0.52727(10) 0.85606(5) 0.0435(3) Uani 1 1 d . . . . .
F5A F 1.00427(11) 0.54214(9) 0.80933(4) 0.0370(3) Uani 1 1 d . . . . .
N1A N 0.82859(13) 0.55420(10) 0.66155(5) 0.0145(3) Uani 1 1 d . . . . .
N2A N 0.72486(13) 0.37093(10) 0.70324(5) 0.0148(3) Uani 1 1 d . . . . .
C1B C 0.44494(16) 0.18767(13) 0.60629(6) 0.0176(3) Uani 1 1 d . . . . .
H1B H 0.4371 0.1195 0.5988 0.021 Uiso 1 1 calc R . . . .
C2B C 0.34981(16) 0.24832(13) 0.62015(6) 0.0185(4) Uani 1 1 d . . . . .
H2B H 0.2635 0.2307 0.6239 0.022 Uiso 1 1 calc R . . . .
C3B C 0.40538(16) 0.34211(13) 0.62766(6) 0.0165(3) Uani 1 1 d . . . . .
H3B H 0.3608 0.3984 0.6380 0.020 Uiso 1 1 calc R . . . .
C5B C 0.92381(16) 0.39031(13) 0.59042(6) 0.0185(4) Uani 1 1 d . . . . .
H5B H 0.9589 0.4546 0.5942 0.022 Uiso 1 1 calc R . . . .
C6B C 0.99247(16) 0.30742(14) 0.57554(6) 0.0210(4) Uani 1 1 d . . . . .
H6B H 1.0787 0.3062 0.5672 0.025 Uiso 1 1 calc R . . . .
C7B C 0.91010(16) 0.22928(14) 0.57547(6) 0.0201(4) Uani 1 1 d . . . . .
H7B H 0.9287 0.1630 0.5675 0.024 Uiso 1 1 calc R . . . .
C8B C 0.67839(16) 0.21251(12) 0.59354(6) 0.0155(3) Uani 1 1 d . . . . .
C9B C 0.55787(16) 0.24566(12) 0.60514(6) 0.0152(3) Uani 1 1 d . . . . .
C10B C 0.79069(16) 0.26615(12) 0.58968(6) 0.0157(3) Uani 1 1 d . . . . .
C11B C 0.68858(16) 0.10357(13) 0.58477(6) 0.0170(3) Uani 1 1 d . . . . .
C12B C 0.65915(17) 0.06269(13) 0.54052(6) 0.0197(4) Uani 1 1 d . . . . .
C13B C 0.66788(18) -0.03737(14) 0.53204(7) 0.0232(4) Uani 1 1 d . . . . .
C14B C 0.70556(18) -0.09957(13) 0.56903(7) 0.0235(4) Uani 1 1 d . . . . .
C15B C 0.73748(19) -0.06125(14) 0.61347(7) 0.0248(4) Uani 1 1 d . . . . .
C16B C 0.72899(18) 0.03924(13) 0.62089(6) 0.0217(4) Uani 1 1 d . . . . .
F1B F 0.62061(11) 0.12185(8) 0.50401(4) 0.0285(2) Uani 1 1 d . . . . .
F2B F 0.64021(12) -0.07380(9) 0.48849(4) 0.0357(3) Uani 1 1 d . . . . .
F3B F 0.71239(11) -0.19691(8) 0.56155(4) 0.0331(3) Uani 1 1 d . . . . .
F4B F 0.77628(13) -0.12165(9) 0.64927(4) 0.0405(3) Uani 1 1 d . . . . .
F5B F 0.76128(12) 0.07439(8) 0.66454(4) 0.0317(3) Uani 1 1 d . . . . .
N1B N 0.52913(13) 0.34195(10) 0.61844(5) 0.0147(3) Uani 1 1 d . . . . .
N2B N 0.80368(13) 0.36717(10) 0.59858(5) 0.0153(3) Uani 1 1 d . . . . .
C1C C 0.34751(16) 0.64198(13) 0.68409(6) 0.0185(4) Uani 1 1 d . . . . .
H1C H 0.2745 0.6827 0.6785 0.022 Uiso 1 1 calc R . . . .
C2C C 0.39566(17) 0.60688(13) 0.72757(6) 0.0200(4) Uani 1 1 d . . . . .
H2C H 0.3629 0.6191 0.7577 0.024 Uiso 1 1 calc R . . . .
C3C C 0.50283(16) 0.54938(13) 0.71847(6) 0.0177(3) Uani 1 1 d . . . . .
H3C H 0.5541 0.5154 0.7422 0.021 Uiso 1 1 calc R . . . .
C5C C 0.67217(16) 0.55212(12) 0.53358(6) 0.0170(3) Uani 1 1 d . . . . .
H5C H 0.7509 0.5200 0.5292 0.020 Uiso 1 1 calc R . . . .
C6C C 0.60208(17) 0.60615(13) 0.49761(6) 0.0191(4) Uani 1 1 d . . . . .
H6C H 0.6254 0.6176 0.4661 0.023 Uiso 1 1 calc R . . . .
C7C C 0.49443(17) 0.63849(13) 0.51737(6) 0.0180(4) Uani 1 1 d . . . . .
H7C H 0.4274 0.6759 0.5019 0.022 Uiso 1 1 calc R . . . .
C8C C 0.41700(16) 0.62732(12) 0.60019(6) 0.0158(3) Uani 1 1 d . . . . .
C9C C 0.42756(15) 0.60588(12) 0.64931(6) 0.0151(3) Uani 1 1 d . . . . .
C10C C 0.50140(16) 0.60547(12) 0.56589(6) 0.0155(3) Uani 1 1 d . . . . .
C11C C 0.29727(16) 0.68048(13) 0.58258(6) 0.0177(4) Uani 1 1 d . . . . .
C12C C 0.28797(17) 0.78203(14) 0.58100(6) 0.0224(4) Uani 1 1 d . . . . .
C13C C 0.17816(19) 0.82929(15) 0.56285(7) 0.0274(4) Uani 1 1 d . . . . .
C14C C 0.07447(17) 0.77390(16) 0.54637(7) 0.0273(4) Uani 1 1 d . . . . .
C15C C 0.07983(17) 0.67268(16) 0.54782(7) 0.0253(4) Uani 1 1 d . . . . .
C16C C 0.19056(17) 0.62739(14) 0.56582(6) 0.0213(4) Uani 1 1 d . . . . .
F1C F 0.38814(11) 0.83765(8) 0.59672(4) 0.0292(3) Uani 1 1 d . . . . .
F2C F 0.17274(13) 0.92771(9) 0.56028(5) 0.0411(3) Uani 1 1 d . . . . .
F3C F -0.03199(11) 0.81960(10) 0.52901(4) 0.0396(3) Uani 1 1 d . . . . .
F4C F -0.02142(10) 0.61861(10) 0.53253(4) 0.0358(3) Uani 1 1 d . . . . .
F5C F 0.19324(10) 0.52801(8) 0.56705(4) 0.0283(2) Uani 1 1 d . . . . .
N1C N 0.52327(13) 0.54862(10) 0.67196(5) 0.0153(3) Uani 1 1 d . . . . .
N2C N 0.61459(13) 0.55163(10) 0.57431(5) 0.0147(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
In1 N1A 2.1880(14) . ?
In1 N2A 2.2429(14) . ?
In1 N1B 2.2059(14) . ?
In1 N2B 2.2402(14) . ?
In1 N1C 2.2127(14) . ?
In1 N2C 2.2296(14) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.382(3) . ?
C1A C9A 1.415(2) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.404(2) . ?
C3A H3A 0.9500 . ?
C3A N1A 1.345(2) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.420(2) . ?
C5A N2A 1.330(2) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.359(3) . ?
C7A H7A 0.9500 . ?
C7A C10A 1.438(2) . ?
C8A C9A 1.414(2) . ?
C8A C10A 1.379(2) . ?
C8A C11A 1.503(2) . ?
C9A N1A 1.391(2) . ?
C10A N2A 1.408(2) . ?
C11A C12A 1.386(2) . ?
C11A C16A 1.380(3) . ?
C12A C13A 1.383(3) . ?
C12A F1A 1.341(2) . ?
C13A C14A 1.374(3) . ?
C13A F2A 1.342(2) . ?
C14A C15A 1.378(3) . ?
C14A F3A 1.344(2) . ?
C15A C16A 1.382(3) . ?
C15A F4A 1.338(2) . ?
C16A F5A 1.343(2) . ?
C1B H1B 0.9500 . ?
C1B C2B 1.370(2) . ?
C1B C9B 1.425(2) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.410(2) . ?
C3B H3B 0.9500 . ?
C3B N1B 1.342(2) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.414(3) . ?
C5B N2B 1.335(2) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.368(3) . ?
C7B H7B 0.9500 . ?
C7B C10B 1.431(2) . ?
C8B C9B 1.402(2) . ?
C8B C10B 1.396(2) . ?
C8B C11B 1.503(2) . ?
C9B N1B 1.397(2) . ?
C10B N2B 1.398(2) . ?
C11B C12B 1.381(2) . ?
C11B C16B 1.386(2) . ?
C12B C13B 1.382(3) . ?
C12B F1B 1.346(2) . ?
C13B C14B 1.379(3) . ?
C13B F2B 1.337(2) . ?
C14B C15B 1.377(3) . ?
C14B F3B 1.339(2) . ?
C15B C16B 1.382(3) . ?
C15B F4B 1.342(2) . ?
C16B F5B 1.342(2) . ?
C1C H1C 0.9500 . ?
C1C C2C 1.380(3) . ?
C1C C9C 1.419(2) . ?
C2C H2C 0.9500 . ?
C2C C3C 1.407(2) . ?
C3C H3C 0.9500 . ?
C3C N1C 1.342(2) . ?
C5C H5C 0.9500 . ?
C5C C6C 1.417(2) . ?
C5C N2C 1.332(2) . ?
C6C H6C 0.9500 . ?
C6C C7C 1.365(2) . ?
C7C H7C 0.9500 . ?
C7C C10C 1.436(2) . ?
C8C C9C 1.412(2) . ?
C8C C10C 1.385(2) . ?
C8C C11C 1.505(2) . ?
C9C N1C 1.392(2) . ?
C10C N2C 1.402(2) . ?
C11C C12C 1.381(3) . ?
C11C C16C 1.389(3) . ?
C12C C13C 1.388(3) . ?
C12C F1C 1.346(2) . ?
C13C C14C 1.379(3) . ?
C13C F2C 1.337(2) . ?
C14C C15C 1.374(3) . ?
C14C F3C 1.342(2) . ?
C15C C16C 1.382(3) . ?
C15C F4C 1.340(2) . ?
C16C F5C 1.348(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
N1A In1 N2A 84.69(5) . . ?
N1A In1 N1B 169.85(5) . . ?
N1A In1 N2B 88.73(5) . . ?
N1A In1 N1C 94.83(5) . . ?
N1A In1 N2C 93.64(5) . . ?
N1B In1 N2A 87.43(5) . . ?
N1B In1 N2B 84.61(5) . . ?
N1B In1 N1C 92.24(5) . . ?
N1B In1 N2C 94.34(5) . . ?
N2B In1 N2A 88.03(5) . . ?
N1C In1 N2A 95.18(5) . . ?
N1C In1 N2B 175.41(5) . . ?
N1C In1 N2C 84.01(5) . . ?
N2C In1 N2A 178.08(5) . . ?
N2C In1 N2B 92.88(5) . . ?
C2A C1A H1A 126.4 . . ?
C2A C1A C9A 107.28(15) . . ?
C9A C1A H1A 126.4 . . ?
C1A C2A H2A 126.8 . . ?
C1A C2A C3A 106.35(16) . . ?
C3A C2A H2A 126.8 . . ?
C2A C3A H3A 124.5 . . ?
N1A C3A C2A 111.04(15) . . ?
N1A C3A H3A 124.5 . . ?
C6A C5A H5A 123.9 . . ?
N2A C5A H5A 123.9 . . ?
N2A C5A C6A 112.11(15) . . ?
C5A C6A H6A 126.8 . . ?
C7A C6A C5A 106.31(15) . . ?
C7A C6A H6A 126.8 . . ?
C6A C7A H7A 126.3 . . ?
C6A C7A C10A 107.43(15) . . ?
C10A C7A H7A 126.3 . . ?
C9A C8A C11A 114.30(15) . . ?
C10A C8A C9A 129.34(15) . . ?
C10A C8A C11A 116.36(15) . . ?
C8A C9A C1A 126.57(16) . . ?
N1A C9A C1A 108.47(15) . . ?
N1A C9A C8A 124.95(15) . . ?
C8A C10A C7A 127.39(15) . . ?
C8A C10A N2A 124.56(15) . . ?
N2A C10A C7A 108.05(14) . . ?
C12A C11A C8A 121.05(15) . . ?
C16A C11A C8A 121.98(15) . . ?
C16A C11A C12A 116.92(16) . . ?
C13A C12A C11A 121.91(17) . . ?
F1A C12A C11A 119.72(15) . . ?
F1A C12A C13A 118.37(16) . . ?
C14A C13A C12A 119.60(17) . . ?
F2A C13A C12A 120.34(17) . . ?
F2A C13A C14A 120.05(16) . . ?
C13A C14A C15A 119.97(16) . . ?
F3A C14A C13A 120.46(17) . . ?
F3A C14A C15A 119.57(17) . . ?
C14A C15A C16A 119.37(17) . . ?
F4A C15A C14A 119.53(17) . . ?
F4A C15A C16A 121.09(17) . . ?
C11A C16A C15A 122.20(17) . . ?
F5A C16A C11A 119.50(16) . . ?
F5A C16A C15A 118.29(17) . . ?
C3A N1A In1 125.45(11) . . ?
C3A N1A C9A 106.85(14) . . ?
C9A N1A In1 126.89(11) . . ?
C5A N2A In1 126.30(11) . . ?
C5A N2A C10A 106.10(14) . . ?
C10A N2A In1 125.06(11) . . ?
C2B C1B H1B 126.3 . . ?
C2B C1B C9B 107.38(15) . . ?
C9B C1B H1B 126.3 . . ?
C1B C2B H2B 126.8 . . ?
C1B C2B C3B 106.37(15) . . ?
C3B C2B H2B 126.8 . . ?
C2B C3B H3B 124.3 . . ?
N1B C3B C2B 111.49(15) . . ?
N1B C3B H3B 124.3 . . ?
C6B C5B H5B 124.1 . . ?
N2B C5B H5B 124.1 . . ?
N2B C5B C6B 111.74(16) . . ?
C5B C6B H6B 126.8 . . ?
C7B C6B C5B 106.35(15) . . ?
C7B C6B H6B 126.8 . . ?
C6B C7B H7B 126.4 . . ?
C6B C7B C10B 107.14(16) . . ?
C10B C7B H7B 126.4 . . ?
C9B C8B C11B 115.38(15) . . ?
C10B C8B C9B 129.16(16) . . ?
C10B C8B C11B 115.45(15) . . ?
C8B C9B C1B 126.43(16) . . ?
N1B C9B C1B 108.36(14) . . ?
N1B C9B C8B 125.20(15) . . ?
C8B C10B C7B 126.87(16) . . ?
C8B C10B N2B 124.73(15) . . ?
N2B C10B C7B 108.38(15) . . ?
C12B C11B C8B 121.93(15) . . ?
C12B C11B C16B 116.76(16) . . ?
C16B C11B C8B 121.31(16) . . ?
C11B C12B C13B 122.46(17) . . ?
F1B C12B C11B 119.31(16) . . ?
F1B C12B C13B 118.23(16) . . ?
C14B C13B C12B 119.27(17) . . ?
F2B C13B C12B 120.56(17) . . ?
F2B C13B C14B 120.16(17) . . ?
C15B C14B C13B 119.85(17) . . ?
F3B C14B C13B 119.96(17) . . ?
F3B C14B C15B 120.18(17) . . ?
C14B C15B C16B 119.68(17) . . ?
F4B C15B C14B 119.82(17) . . ?
F4B C15B C16B 120.50(17) . . ?
C15B C16B C11B 121.95(17) . . ?
F5B C16B C11B 119.78(16) . . ?
F5B C16B C15B 118.27(16) . . ?
C3B N1B In1 125.81(11) . . ?
C3B N1B C9B 106.40(14) . . ?
C9B N1B In1 126.14(11) . . ?
C5B N2B In1 126.29(12) . . ?
C5B N2B C10B 106.38(14) . . ?
C10B N2B In1 125.28(11) . . ?
C2C C1C H1C 126.4 . . ?
C2C C1C C9C 107.15(15) . . ?
C9C C1C H1C 126.4 . . ?
C1C C2C H2C 126.8 . . ?
C1C C2C C3C 106.31(15) . . ?
C3C C2C H2C 126.8 . . ?
C2C C3C H3C 124.4 . . ?
N1C C3C C2C 111.29(15) . . ?
N1C C3C H3C 124.4 . . ?
C6C C5C H5C 124.0 . . ?
N2C C5C H5C 124.0 . . ?
N2C C5C C6C 112.02(15) . . ?
C5C C6C H6C 126.9 . . ?
C7C C6C C5C 106.25(15) . . ?
C7C C6C H6C 126.9 . . ?
C6C C7C H7C 126.4 . . ?
C6C C7C C10C 107.21(15) . . ?
C10C C7C H7C 126.4 . . ?
C9C C8C C11C 115.63(15) . . ?
C10C C8C C9C 128.83(16) . . ?
C10C C8C C11C 115.54(15) . . ?
C8C C9C C1C 126.42(16) . . ?
N1C C9C C1C 108.57(15) . . ?
N1C C9C C8C 124.95(15) . . ?
C8C C10C C7C 127.03(16) . . ?
C8C C10C N2C 124.57(15) . . ?
N2C C10C C7C 108.27(14) . . ?
C12C C11C C8C 122.95(16) . . ?
C12C C11C C16C 116.87(16) . . ?
C16C C11C C8C 120.16(16) . . ?
C11C C12C C13C 121.85(18) . . ?
F1C C12C C11C 119.73(16) . . ?
F1C C12C C13C 118.41(17) . . ?
C14C C13C C12C 119.48(18) . . ?
F2C C13C C12C 120.80(19) . . ?
F2C C13C C14C 119.70(17) . . ?
C15C C14C C13C 120.28(17) . . ?
F3C C14C C13C 119.49(19) . . ?
F3C C14C C15C 120.23(19) . . ?
C14C C15C C16C 119.12(18) . . ?
F4C C15C C14C 120.46(17) . . ?
F4C C15C C16C 120.42(18) . . ?
C15C C16C C11C 122.39(18) . . ?
F5C C16C C11C 119.62(16) . . ?
F5C C16C C15C 117.99(17) . . ?
C3C N1C In1 125.85(11) . . ?
C3C N1C C9C 106.68(14) . . ?
C9C N1C In1 127.14(11) . . ?
C5C N2C In1 126.21(11) . . ?
C5C N2C C10C 106.22(14) . . ?
C10C N2C In1 126.58(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2A H2A F3A 0.95 2.53 3.364(2) 147.3 2_756
C3A H3A F3B 0.95 2.52 3.439(2) 162.9 1_565

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
C1A C2A C3A N1A 0.5(2) . . . . ?
C1A C9A N1A In1 170.25(11) . . . . ?
C1A C9A N1A C3A 0.16(18) . . . . ?
C2A C1A C9A C8A -178.72(16) . . . . ?
C2A C1A C9A N1A 0.1(2) . . . . ?
C2A C3A N1A In1 -170.68(11) . . . . ?
C2A C3A N1A C9A -0.41(19) . . . . ?
C5A C6A C7A C10A -0.09(19) . . . . ?
C6A C5A N2A In1 162.73(11) . . . . ?
C6A C5A N2A C10A 0.21(19) . . . . ?
C6A C7A C10A C8A -179.73(17) . . . . ?
C6A C7A C10A N2A 0.22(19) . . . . ?
C7A C10A N2A In1 -163.05(11) . . . . ?
C7A C10A N2A C5A -0.26(18) . . . . ?
C8A C9A N1A In1 -10.9(2) . . . . ?
C8A C9A N1A C3A 179.04(16) . . . . ?
C8A C10A N2A In1 16.9(2) . . . . ?
C8A C10A N2A C5A 179.69(16) . . . . ?
C8A C11A C12A C13A 176.74(16) . . . . ?
C8A C11A C12A F1A -2.8(3) . . . . ?
C8A C11A C16A C15A -175.88(17) . . . . ?
C8A C11A C16A F5A 3.3(3) . . . . ?
C9A C1A C2A C3A -0.4(2) . . . . ?
C9A C8A C10A C7A -179.10(17) . . . . ?
C9A C8A C10A N2A 1.0(3) . . . . ?
C9A C8A C11A C12A -97.89(19) . . . . ?
C9A C8A C11A C16A 79.3(2) . . . . ?
C10A C8A C9A C1A 174.04(17) . . . . ?
C10A C8A C9A N1A -4.6(3) . . . . ?
C10A C8A C11A C12A 81.7(2) . . . . ?
C10A C8A C11A C16A -101.1(2) . . . . ?
C11A C8A C9A C1A -6.4(2) . . . . ?
C11A C8A C9A N1A 174.88(15) . . . . ?
C11A C8A C10A C7A 1.4(3) . . . . ?
C11A C8A C10A N2A -178.54(15) . . . . ?
C11A C12A C13A C14A -0.8(3) . . . . ?
C11A C12A C13A F2A 179.31(16) . . . . ?
C12A C11A C16A C15A 1.4(3) . . . . ?
C12A C11A C16A F5A -179.42(16) . . . . ?
C12A C13A C14A C15A 1.4(3) . . . . ?
C12A C13A C14A F3A -177.88(16) . . . . ?
C13A C14A C15A C16A -0.6(3) . . . . ?
C13A C14A C15A F4A -179.46(18) . . . . ?
C14A C15A C16A C11A -0.8(3) . . . . ?
C14A C15A C16A F5A 180.00(18) . . . . ?
C16A C11A C12A C13A -0.6(3) . . . . ?
C16A C11A C12A F1A 179.92(16) . . . . ?
F1A C12A C13A C14A 178.68(16) . . . . ?
F1A C12A C13A F2A -1.2(3) . . . . ?
F2A C13A C14A C15A -178.70(17) . . . . ?
F2A C13A C14A F3A 2.0(3) . . . . ?
F3A C14A C15A C16A 178.68(17) . . . . ?
F3A C14A C15A F4A -0.1(3) . . . . ?
F4A C15A C16A C11A 177.98(18) . . . . ?
F4A C15A C16A F5A -1.2(3) . . . . ?
N2A C5A C6A C7A -0.1(2) . . . . ?
C1B C2B C3B N1B 0.8(2) . . . . ?
C1B C9B N1B In1 166.58(11) . . . . ?
C1B C9B N1B C3B 0.60(18) . . . . ?
C2B C1B C9B C8B 178.90(16) . . . . ?
C2B C1B C9B N1B -0.09(19) . . . . ?
C2B C3B N1B In1 -166.94(11) . . . . ?
C2B C3B N1B C9B -0.89(18) . . . . ?
C5B C6B C7B C10B 0.9(2) . . . . ?
C6B C5B N2B In1 165.08(11) . . . . ?
C6B C5B N2B C10B 0.78(19) . . . . ?
C6B C7B C10B C8B 178.54(17) . . . . ?
C6B C7B C10B N2B -0.49(19) . . . . ?
C7B C10B N2B In1 -164.68(11) . . . . ?
C7B C10B N2B C5B -0.18(18) . . . . ?
C8B C9B N1B In1 -12.4(2) . . . . ?
C8B C9B N1B C3B -178.41(16) . . . . ?
C8B C10B N2B In1 16.3(2) . . . . ?
C8B C10B N2B C5B -179.23(16) . . . . ?
C8B C11B C12B C13B -179.86(17) . . . . ?
C8B C11B C12B F1B 0.2(3) . . . . ?
C8B C11B C16B C15B 179.27(17) . . . . ?
C8B C11B C16B F5B -0.8(3) . . . . ?
C9B C1B C2B C3B -0.43(19) . . . . ?
C9B C8B C10B C7B -176.79(17) . . . . ?
C9B C8B C10B N2B 2.1(3) . . . . ?
C9B C8B C11B C12B 87.0(2) . . . . ?
C9B C8B C11B C16B -93.4(2) . . . . ?
C10B C8B C9B C1B 176.76(17) . . . . ?
C10B C8B C9B N1B -4.4(3) . . . . ?
C10B C8B C11B C12B -93.9(2) . . . . ?
C10B C8B C11B C16B 85.7(2) . . . . ?
C11B C8B C9B C1B -4.3(2) . . . . ?
C11B C8B C9B N1B 174.53(15) . . . . ?
C11B C8B C10B C7B 4.3(3) . . . . ?
C11B C8B C10B N2B -176.86(15) . . . . ?
C11B C12B C13B C14B 0.9(3) . . . . ?
C11B C12B C13B F2B -179.05(16) . . . . ?
C12B C11B C16B C15B -1.1(3) . . . . ?
C12B C11B C16B F5B 178.81(16) . . . . ?
C12B C13B C14B C15B -1.9(3) . . . . ?
C12B C13B C14B F3B 178.87(17) . . . . ?
C13B C14B C15B C16B 1.3(3) . . . . ?
C13B C14B C15B F4B -178.84(17) . . . . ?
C14B C15B C16B C11B 0.2(3) . . . . ?
C14B C15B C16B F5B -179.72(17) . . . . ?
C16B C11B C12B C13B 0.6(3) . . . . ?
C16B C11B C12B F1B -179.34(16) . . . . ?
F1B C12B C13B C14B -179.17(16) . . . . ?
F1B C12B C13B F2B 0.9(3) . . . . ?
F2B C13B C14B C15B 178.11(17) . . . . ?
F2B C13B C14B F3B -1.1(3) . . . . ?
F3B C14B C15B C16B -179.43(17) . . . . ?
F3B C14B C15B F4B 0.4(3) . . . . ?
F4B C15B C16B C11B -179.62(17) . . . . ?
F4B C15B C16B F5B 0.4(3) . . . . ?
N2B C5B C6B C7B -1.1(2) . . . . ?
C1C C2C C3C N1C 0.7(2) . . . . ?
C1C C9C N1C In1 173.71(11) . . . . ?
C1C C9C N1C C3C 0.09(18) . . . . ?
C2C C1C C9C C8C -176.93(16) . . . . ?
C2C C1C C9C N1C 0.37(19) . . . . ?
C2C C3C N1C In1 -174.24(11) . . . . ?
C2C C3C N1C C9C -0.52(19) . . . . ?
C5C C6C C7C C10C 1.29(19) . . . . ?
C6C C5C N2C In1 169.93(11) . . . . ?
C6C C5C N2C C10C 0.81(19) . . . . ?
C6C C7C C10C C8C 175.13(17) . . . . ?
C6C C7C C10C N2C -0.85(19) . . . . ?
C7C C10C N2C In1 -169.05(11) . . . . ?
C7C C10C N2C C5C 0.02(18) . . . . ?
C8C C9C N1C In1 -8.9(2) . . . . ?
C8C C9C N1C C3C 177.44(16) . . . . ?
C8C C10C N2C In1 14.8(2) . . . . ?
C8C C10C N2C C5C -176.09(16) . . . . ?
C8C C11C C12C C13C 177.39(17) . . . . ?
C8C C11C C12C F1C -1.6(3) . . . . ?
C8C C11C C16C C15C -177.81(16) . . . . ?
C8C C11C C16C F5C 2.4(2) . . . . ?
C9C C1C C2C C3C -0.7(2) . . . . ?
C9C C8C C10C C7C -172.14(17) . . . . ?
C9C C8C C10C N2C 3.2(3) . . . . ?
C9C C8C C11C C12C 90.2(2) . . . . ?
C9C C8C C11C C16C -91.4(2) . . . . ?
C10C C8C C9C C1C 170.35(17) . . . . ?
C10C C8C C9C N1C -6.5(3) . . . . ?
C10C C8C C11C C12C -90.3(2) . . . . ?
C10C C8C C11C C16C 88.1(2) . . . . ?
C11C C8C C9C C1C -10.2(2) . . . . ?
C11C C8C C9C N1C 172.95(15) . . . . ?
C11C C8C C10C C7C 8.4(3) . . . . ?
C11C C8C C10C N2C -176.25(15) . . . . ?
C11C C12C C13C C14C 0.8(3) . . . . ?
C11C C12C C13C F2C -177.85(17) . . . . ?
C12C C11C C16C C15C 0.6(3) . . . . ?
C12C C11C C16C F5C -179.10(16) . . . . ?
C12C C13C C14C C15C -0.1(3) . . . . ?
C12C C13C C14C F3C 179.69(17) . . . . ?
C13C C14C C15C C16C -0.3(3) . . . . ?
C13C C14C C15C F4C 178.94(17) . . . . ?
C14C C15C C16C C11C 0.0(3) . . . . ?
C14C C15C C16C F5C 179.73(16) . . . . ?
C16C C11C C12C C13C -1.0(3) . . . . ?
C16C C11C C12C F1C -179.98(15) . . . . ?
F1C C12C C13C C14C 179.74(16) . . . . ?
F1C C12C C13C F2C 1.1(3) . . . . ?
F2C C13C C14C C15C 178.53(18) . . . . ?
F2C C13C C14C F3C -1.7(3) . . . . ?
F3C C14C C15C C16C 179.95(16) . . . . ?
F3C C14C C15C F4C -0.8(3) . . . . ?
F4C C15C C16C C11C -179.22(16) . . . . ?
F4C C15C C16C F5C 0.5(3) . . . . ?
N2C C5C C6C C7C -1.4(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount using oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_kjf115
_database_code_depnum_ccdc_archive 'CCDC 1841033'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
{Tris[5-(4-butyloxytetrafluorophenyl)dipyrrin]}-iron(III)
_chemical_formula_moiety         'C57 H45 F12 Fe1 N6 O3'
_chemical_formula_sum            'C57 H45 F12 Fe N6 O3'
_chemical_formula_weight         1145.84
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   24.0020(11)
_cell_length_b                   24.0020(11)
_cell_length_c                   15.1852(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7576.1(8)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    6014
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.05
_cell_measurement_theta_min      3.60
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.246
_exptl_absorpt_coefficient_mu    3.253
_exptl_absorpt_correction_T_max  0.7532
_exptl_absorpt_correction_T_min  0.2921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1629 before and 0.1117 after correction. The Ratio of minimum to maximum transmission is 0.3878. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             3522
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of DCM and methanol by slow evaporation'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1428
_diffrn_reflns_av_unetI/netI     0.0980
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31292
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.200
_diffrn_reflns_theta_min         3.605
_diffrn_ambient_temperature      100.01
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2541
_reflns_number_total             3129
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.056
_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)+(0.0743P)²+14.2689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1562
_refine_ls_wR_factor_ref         0.1686
_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.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.37854(15) 0.54019(15) 0.2807(2) 0.0226(6) Uani 1 1 d . . . . .
H1 H 0.3757 0.4999 0.2700 0.027 Uiso 1 1 calc R . . . .
C2 C 0.41516(15) 0.59607(15) 0.2351(2) 0.0234(6) Uani 1 1 d . . . . .
H2 H 0.4425 0.6018 0.1865 0.028 Uiso 1 1 calc R . . . .
C3 C 0.40469(15) 0.64347(16) 0.27376(19) 0.0231(6) Uani 1 1 d . . . . .
H3 H 0.4248 0.6870 0.2550 0.028 Uiso 1 1 calc R . . . .
C5 C 0.24196(15) 0.58584(15) 0.5536(2) 0.0232(7) Uani 1 1 d . . . . .
H5 H 0.2390 0.6211 0.5764 0.028 Uiso 1 1 calc R . . . .
C6 C 0.20674(16) 0.52249(16) 0.5855(2) 0.0255(7) Uani 1 1 d . . . . .
H6 H 0.1768 0.5079 0.6327 0.031 Uiso 1 1 calc R . . . .
C7 C 0.22374(15) 0.48572(15) 0.53539(19) 0.0233(7) Uani 1 1 d . . . . .
H7 H 0.2075 0.4408 0.5410 0.028 Uiso 1 1 calc R . . . .
C8 C 0.30186(14) 0.51209(14) 0.40989(19) 0.0189(6) Uani 1 1 d . . . . .
C9 C 0.34538(14) 0.55409(14) 0.34751(19) 0.0195(6) Uani 1 1 d . . . . .
C10 C 0.27042(15) 0.52785(14) 0.47327(19) 0.0199(6) Uani 1 1 d . . . . .
C11 C 0.28870(15) 0.44424(14) 0.4078(2) 0.0212(6) Uani 1 1 d . . . . .
C12 C 0.30879(16) 0.41969(16) 0.4752(2) 0.0255(7) Uani 1 1 d . . . . .
C13 C 0.29633(17) 0.35650(17) 0.4740(2) 0.0295(7) Uani 1 1 d . . . . .
C14 C 0.26336(17) 0.31497(16) 0.4048(2) 0.0289(7) Uani 1 1 d . . . . .
C15 C 0.24331(16) 0.33970(15) 0.3369(2) 0.0256(7) Uani 1 1 d . . . . .
C16 C 0.25615(15) 0.40276(14) 0.33877(19) 0.0219(6) Uani 1 1 d . . . . .
C17 C 0.2604(2) 0.22350(17) 0.3346(2) 0.0357(8) Uani 1 1 d . . . . .
H17A H 0.2772 0.2546 0.2853 0.043 Uiso 1 1 calc R . . . .
H17B H 0.2191 0.1860 0.3159 0.043 Uiso 1 1 calc R . . . .
C18 C 0.30748(17) 0.20216(18) 0.3572(2) 0.0328(8) Uani 1 1 d . . . . .
H18A H 0.2919 0.1734 0.4092 0.039 Uiso 1 1 calc R . . . .
H18B H 0.3494 0.2401 0.3726 0.039 Uiso 1 1 calc R . . . .
C19 C 0.31632(17) 0.16679(17) 0.2801(2) 0.0317(8) Uani 1 1 d . . . . .
H19A H 0.2736 0.1319 0.2608 0.038 Uiso 1 1 calc R . . . .
H19B H 0.3358 0.1971 0.2303 0.038 Uiso 1 1 calc R . . . .
C20 C 0.3583(2) 0.1380(2) 0.3018(3) 0.0506(11) Uani 1 1 d . . . . .
H20A H 0.3614 0.1152 0.2502 0.076 Uiso 1 1 calc GR . . . .
H20B H 0.3393 0.1078 0.3510 0.076 Uiso 1 1 calc GR . . . .
H20C H 0.4014 0.1725 0.3184 0.076 Uiso 1 1 calc GR . . . .
F1 F 0.34272(10) 0.45676(10) 0.54298(12) 0.0332(5) Uani 1 1 d . . . . .
F2 F 0.31744(12) 0.33547(11) 0.54127(14) 0.0426(6) Uani 1 1 d . . . . .
F3 F 0.20952(10) 0.30226(9) 0.26902(13) 0.0336(5) Uani 1 1 d . . . . .
F4 F 0.23274(9) 0.42205(9) 0.27264(12) 0.0266(4) Uani 1 1 d . . . . .
Fe1 Fe 0.3333 0.6667 0.41433(5) 0.0172(2) Uani 1 3 d S T P . .
N1 N 0.36259(12) 0.61881(12) 0.34060(16) 0.0201(5) Uani 1 1 d . . . . .
N2 N 0.28048(12) 0.58986(12) 0.48677(16) 0.0207(5) Uani 1 1 d . . . . .
O1 O 0.25003(15) 0.25353(12) 0.41165(17) 0.0455(8) 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 H1 0.9500 . ?
C1 C2 1.369(4) . ?
C1 C9 1.428(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.410(4) . ?
C3 H3 0.9500 . ?
C3 N1 1.343(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.405(5) . ?
C5 N2 1.344(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.372(4) . ?
C7 H7 0.9500 . ?
C7 C10 1.427(4) . ?
C8 C9 1.397(4) . ?
C8 C10 1.387(4) . ?
C8 C11 1.496(4) . ?
C9 N1 1.398(4) . ?
C10 N2 1.399(4) . ?
C11 C12 1.382(4) . ?
C11 C16 1.386(4) . ?
C12 C13 1.392(5) . ?
C12 F1 1.338(4) . ?
C13 C14 1.391(5) . ?
C13 F2 1.346(4) . ?
C14 C15 1.390(5) . ?
C14 O1 1.348(4) . ?
C15 C16 1.386(4) . ?
C15 F3 1.341(4) . ?
C16 F4 1.341(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.496(5) . ?
C17 O1 1.458(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.523(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.516(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
Fe1 N1 1.968(3) 3_565 ?
Fe1 N1 1.968(3) 2_665 ?
Fe1 N1 1.968(3) . ?
Fe1 N2 1.970(3) 3_565 ?
Fe1 N2 1.970(3) . ?
Fe1 N2 1.970(3) 2_665 ?

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 H1 126.6 . . ?
C2 C1 C9 106.9(3) . . ?
C9 C1 H1 126.6 . . ?
C1 C2 H2 126.5 . . ?
C1 C2 C3 107.1(3) . . ?
C3 C2 H2 126.5 . . ?
C2 C3 H3 124.5 . . ?
N1 C3 C2 111.0(3) . . ?
N1 C3 H3 124.5 . . ?
C6 C5 H5 124.5 . . ?
N2 C5 H5 124.5 . . ?
N2 C5 C6 110.9(3) . . ?
C5 C6 H6 126.5 . . ?
C7 C6 C5 107.1(3) . . ?
C7 C6 H6 126.5 . . ?
C6 C7 H7 126.5 . . ?
C6 C7 C10 106.9(3) . . ?
C10 C7 H7 126.5 . . ?
C9 C8 C11 116.5(3) . . ?
C10 C8 C9 125.9(3) . . ?
C10 C8 C11 117.6(3) . . ?
C8 C9 C1 128.0(3) . . ?
C8 C9 N1 123.5(3) . . ?
N1 C9 C1 108.5(3) . . ?
C8 C10 C7 127.4(3) . . ?
C8 C10 N2 124.3(3) . . ?
N2 C10 C7 108.3(3) . . ?
C12 C11 C8 121.3(3) . . ?
C12 C11 C16 116.4(3) . . ?
C16 C11 C8 122.3(3) . . ?
C11 C12 C13 121.6(3) . . ?
F1 C12 C11 120.8(3) . . ?
F1 C12 C13 117.5(3) . . ?
C14 C13 C12 121.7(3) . . ?
F2 C13 C12 118.9(3) . . ?
F2 C13 C14 119.4(3) . . ?
C15 C14 C13 116.7(3) . . ?
O1 C14 C13 117.7(3) . . ?
O1 C14 C15 125.5(3) . . ?
C16 C15 C14 121.0(3) . . ?
F3 C15 C14 120.4(3) . . ?
F3 C15 C16 118.5(3) . . ?
C15 C16 C11 122.5(3) . . ?
F4 C16 C11 120.1(3) . . ?
F4 C16 C15 117.3(3) . . ?
H17A C17 H17B 108.3 . . ?
C18 C17 H17A 109.8 . . ?
C18 C17 H17B 109.8 . . ?
O1 C17 H17A 109.8 . . ?
O1 C17 H17B 109.8 . . ?
O1 C17 C18 109.3(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 C19 110.8(3) . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 C18 113.3(3) . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 Fe1 N1 90.82(10) 3_565 2_665 ?
N1 Fe1 N1 90.83(10) 2_665 . ?
N1 Fe1 N1 90.83(10) 3_565 . ?
N1 Fe1 N2 86.17(10) 2_665 3_565 ?
N1 Fe1 N2 86.17(10) . 2_665 ?
N1 Fe1 N2 176.36(10) . 3_565 ?
N1 Fe1 N2 91.27(10) . . ?
N1 Fe1 N2 91.27(10) 3_565 3_565 ?
N1 Fe1 N2 91.27(10) 2_665 2_665 ?
N1 Fe1 N2 176.36(10) 2_665 . ?
N1 Fe1 N2 176.36(10) 3_565 2_665 ?
N1 Fe1 N2 86.17(10) 3_565 . ?
N2 Fe1 N2 91.84(10) 3_565 2_665 ?
N2 Fe1 N2 91.84(10) . 2_665 ?
N2 Fe1 N2 91.84(10) 3_565 . ?
C3 N1 C9 106.6(3) . . ?
C3 N1 Fe1 125.6(2) . . ?
C9 N1 Fe1 127.8(2) . . ?
C5 N2 C10 106.7(3) . . ?
C5 N2 Fe1 126.0(2) . . ?
C10 N2 Fe1 127.0(2) . . ?
C14 O1 C17 118.2(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 F4 0.95 2.41 3.292(3) 154.3 15
C17 H17A F2 0.99 2.38 3.315(4) 157.2 9_554

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 N1 -0.7(4) . . . . ?
C1 C9 N1 C3 -0.7(3) . . . . ?
C1 C9 N1 Fe1 -179.6(2) . . . . ?
C2 C1 C9 C8 179.3(3) . . . . ?
C2 C1 C9 N1 0.3(3) . . . . ?
C2 C3 N1 C9 0.9(3) . . . . ?
C2 C3 N1 Fe1 179.8(2) . . . . ?
C5 C6 C7 C10 0.7(4) . . . . ?
C6 C5 N2 C10 0.4(4) . . . . ?
C6 C5 N2 Fe1 174.4(2) . . . . ?
C6 C7 C10 C8 179.1(3) . . . . ?
C6 C7 C10 N2 -0.4(3) . . . . ?
C7 C10 N2 C5 0.0(3) . . . . ?
C7 C10 N2 Fe1 -173.9(2) . . . . ?
C8 C9 N1 C3 -179.7(3) . . . . ?
C8 C9 N1 Fe1 1.3(4) . . . . ?
C8 C10 N2 C5 -179.6(3) . . . . ?
C8 C10 N2 Fe1 6.5(4) . . . . ?
C8 C11 C12 C13 179.5(3) . . . . ?
C8 C11 C12 F1 -2.4(5) . . . . ?
C8 C11 C16 C15 -179.4(3) . . . . ?
C8 C11 C16 F4 -2.9(5) . . . . ?
C9 C1 C2 C3 0.3(3) . . . . ?
C9 C8 C10 C7 177.1(3) . . . . ?
C9 C8 C10 N2 -3.4(5) . . . . ?
C9 C8 C11 C12 111.8(3) . . . . ?
C9 C8 C11 C16 -68.0(4) . . . . ?
C10 C8 C9 C1 -179.5(3) . . . . ?
C10 C8 C9 N1 -0.7(5) . . . . ?
C10 C8 C11 C12 -67.9(4) . . . . ?
C10 C8 C11 C16 112.3(3) . . . . ?
C11 C8 C9 C1 0.9(4) . . . . ?
C11 C8 C9 N1 179.7(3) . . . . ?
C11 C8 C10 C7 -3.3(5) . . . . ?
C11 C8 C10 N2 176.2(3) . . . . ?
C11 C12 C13 C14 0.3(5) . . . . ?
C11 C12 C13 F2 179.6(3) . . . . ?
C12 C11 C16 C15 0.8(5) . . . . ?
C12 C11 C16 F4 177.2(3) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
C12 C13 C14 O1 -176.1(3) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
C13 C14 C15 F3 -178.0(3) . . . . ?
C13 C14 O1 C17 -136.3(4) . . . . ?
C14 C15 C16 C11 -0.6(5) . . . . ?
C14 C15 C16 F4 -177.2(3) . . . . ?
C15 C14 O1 C17 48.2(5) . . . . ?
C16 C11 C12 C13 -0.6(5) . . . . ?
C16 C11 C12 F1 177.4(3) . . . . ?
C17 C18 C19 C20 -174.2(3) . . . . ?
C18 C17 O1 C14 121.1(4) . . . . ?
F1 C12 C13 C14 -177.8(3) . . . . ?
F1 C12 C13 F2 1.5(5) . . . . ?
F2 C13 C14 C15 -179.4(3) . . . . ?
F2 C13 C14 O1 4.7(5) . . . . ?
F3 C15 C16 C11 177.6(3) . . . . ?
F3 C15 C16 F4 1.1(4) . . . . ?
N2 C5 C6 C7 -0.7(4) . . . . ?
O1 C14 C15 C16 175.8(3) . . . . ?
O1 C14 C15 F3 -2.4(5) . . . . ?
O1 C17 C18 C19 176.5(3) . . . . ?

_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount using oil'
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT978_kjf115              
;
PROBLEM: Number C-C Bonds with Positive Residual Density.          0 Info  
RESPONSE: Due to weak high angle data.
;
_vrf_RINTA01_kjf115              
;
PROBLEM: The value of Rint is greater than 0.12
RESPONSE: Rint is greater than 0.12 due to weak data.
;
####################################################################### 
# 
# 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_kjf138_a
_database_code_depnum_ccdc_archive 'CCDC 1841036'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
Tris[5-(pentafluorophenyl)dipyrrin]gallium(III)
_chemical_formula_moiety         'C45 H18 F15 Ga N6'
_chemical_formula_sum            'C45 H18 F15 Ga N6'
_chemical_formula_weight         997.37
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga -1.2846 0.7763 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   25.7650(8)
_cell_length_b                   8.8371(3)
_cell_length_c                   35.7783(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8146.3(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8529
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.02
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.845
_shelx_estimated_absorpt_T_min   0.534
_exptl_absorpt_coefficient_mu    1.940
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1280 before and 0.0715 after correction. The Ratio of minimum to maximum transmission is 0.8025. 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    1.626
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             3968
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            52826
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.293
_diffrn_reflns_theta_min         2.470
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5728
_reflns_number_total             7436
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     604
_refine_ls_number_reflns         7436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      1.044
_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)+(0.0532P)²+11.7158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1234
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A), C3A(H3A), C5A(H5A), C6A(H6A), C7A(H7A), C1B(H1B),
 C2B(H2B), C3B(H3B), C5B(H5B), C6B(H6B), C7B(H7B), C1C(H1C), C2C(H2C), C3C(H3C),
  C5C(H5C), C6C(H6C), C7C(H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Ga1 Ga 0.59999(2) 0.45853(4) 0.40909(2) 0.01575(11) Uani 1 1 d . . . . .
C1A C 0.64743(12) 0.3541(4) 0.29711(9) 0.0206(7) Uani 1 1 d . . . . .
H1A H 0.6581 0.3814 0.2726 0.025 Uiso 1 1 calc R . . . .
C2A C 0.63179(13) 0.2140(4) 0.30874(10) 0.0230(7) Uani 1 1 d . . . . .
H2A H 0.6295 0.1252 0.2939 0.028 Uiso 1 1 calc R . . . .
C3A C 0.61964(13) 0.2264(4) 0.34707(9) 0.0207(7) Uani 1 1 d . . . . .
H3A H 0.6078 0.1451 0.3622 0.025 Uiso 1 1 calc R . . . .
C5A C 0.64536(12) 0.7723(4) 0.41963(9) 0.0201(7) Uani 1 1 d . . . . .
H5A H 0.6349 0.7737 0.4451 0.024 Uiso 1 1 calc R . . . .
C6A C 0.66914(13) 0.8944(4) 0.40131(10) 0.0230(7) Uani 1 1 d . . . . .
H6A H 0.6778 0.9897 0.4119 0.028 Uiso 1 1 calc R . . . .
C7A C 0.67749(12) 0.8483(4) 0.36488(10) 0.0209(7) Uani 1 1 d . . . . .
H7A H 0.6927 0.9065 0.3454 0.025 Uiso 1 1 calc R . . . .
C8A C 0.65937(12) 0.6034(4) 0.33073(9) 0.0179(6) Uani 1 1 d . . . . .
C9A C 0.64469(12) 0.4518(4) 0.32888(9) 0.0182(6) Uani 1 1 d . . . . .
C10A C 0.65881(12) 0.6969(4) 0.36213(9) 0.0188(7) Uani 1 1 d . . . . .
C11A C 0.67793(12) 0.6737(3) 0.29506(9) 0.0180(7) Uani 1 1 d . . . . .
C12A C 0.72628(12) 0.6413(3) 0.27981(9) 0.0187(7) Uani 1 1 d . . . . .
C13A C 0.74339(12) 0.7034(4) 0.24676(9) 0.0198(7) Uani 1 1 d . . . . .
C14A C 0.71123(13) 0.8032(4) 0.22771(9) 0.0204(7) Uani 1 1 d . . . . .
C15A C 0.66306(13) 0.8378(3) 0.24185(9) 0.0206(7) Uani 1 1 d . . . . .
C16A C 0.64718(12) 0.7740(4) 0.27520(9) 0.0200(7) Uani 1 1 d . . . . .
F1A F 0.75771(7) 0.5435(2) 0.29747(5) 0.0235(4) Uani 1 1 d . . . . .
F2A F 0.78978(7) 0.6678(2) 0.23289(5) 0.0253(4) Uani 1 1 d . . . . .
F3A F 0.72680(8) 0.8620(2) 0.19513(5) 0.0288(5) Uani 1 1 d . . . . .
F4A F 0.63176(8) 0.9319(2) 0.22299(6) 0.0292(5) Uani 1 1 d . . . . .
F5A F 0.59965(7) 0.8104(2) 0.28793(6) 0.0280(4) Uani 1 1 d . . . . .
N1A N 0.62702(10) 0.3676(3) 0.35929(7) 0.0174(5) Uani 1 1 d . . . . .
N2A N 0.63918(10) 0.6538(3) 0.39688(7) 0.0173(5) Uani 1 1 d . . . . .
C1B C 0.55981(13) 0.6149(4) 0.51926(9) 0.0226(7) Uani 1 1 d . . . . .
H1B H 0.5643 0.6224 0.5455 0.027 Uiso 1 1 calc R . . . .
C2B C 0.52178(13) 0.6831(4) 0.49838(10) 0.0215(7) Uani 1 1 d . . . . .
H2B H 0.4951 0.7479 0.5074 0.026 Uiso 1 1 calc R . . . .
C3B C 0.52993(12) 0.6383(3) 0.46102(9) 0.0185(7) Uani 1 1 d . . . . .
H3B H 0.5086 0.6680 0.4407 0.022 Uiso 1 1 calc R . . . .
C5B C 0.70096(12) 0.2917(4) 0.42466(10) 0.0211(7) Uani 1 1 d . . . . .
H5B H 0.7071 0.2779 0.3987 0.025 Uiso 1 1 calc R . . . .
C6B C 0.73169(13) 0.2277(4) 0.45298(10) 0.0262(8) Uani 1 1 d . . . . .
H6B H 0.7610 0.1637 0.4498 0.031 Uiso 1 1 calc R . . . .
C7B C 0.71091(13) 0.2763(4) 0.48615(10) 0.0242(7) Uani 1 1 d . . . . .
H7B H 0.7232 0.2525 0.5105 0.029 Uiso 1 1 calc R . . . .
C8B C 0.63437(12) 0.4430(3) 0.50236(9) 0.0191(7) Uani 1 1 d . . . . .
C9B C 0.59127(12) 0.5307(3) 0.49399(9) 0.0189(7) Uani 1 1 d . . . . .
C10B C 0.66734(12) 0.3692(4) 0.47733(9) 0.0197(7) Uani 1 1 d . . . . .
C11B C 0.64699(13) 0.4229(4) 0.54301(9) 0.0212(7) Uani 1 1 d . . . . .
C12B C 0.62424(14) 0.3082(4) 0.56402(10) 0.0245(7) Uani 1 1 d . . . . .
C13B C 0.63705(15) 0.2851(4) 0.60120(10) 0.0300(8) Uani 1 1 d . . . . .
C14B C 0.67296(16) 0.3768(4) 0.61820(10) 0.0333(9) Uani 1 1 d . . . . .
C15B C 0.69597(15) 0.4911(4) 0.59817(10) 0.0326(9) Uani 1 1 d . . . . .
C16B C 0.68267(14) 0.5126(4) 0.56113(10) 0.0257(8) Uani 1 1 d . . . . .
F1B F 0.58945(8) 0.2159(2) 0.54802(6) 0.0347(5) Uani 1 1 d . . . . .
F2B F 0.61435(10) 0.1723(3) 0.62028(6) 0.0455(6) Uani 1 1 d . . . . .
F3B F 0.68496(11) 0.3546(3) 0.65402(6) 0.0498(7) Uani 1 1 d . . . . .
F4B F 0.73011(10) 0.5836(3) 0.61479(7) 0.0484(6) Uani 1 1 d . . . . .
F5B F 0.70552(9) 0.6272(2) 0.54277(6) 0.0374(5) Uani 1 1 d . . . . .
N1B N 0.57140(10) 0.5489(3) 0.45791(7) 0.0161(5) Uani 1 1 d . . . . .
N2B N 0.66199(10) 0.3747(3) 0.43862(7) 0.0179(6) Uani 1 1 d . . . . .
C1C C 0.50374(13) 0.0622(4) 0.41057(9) 0.0230(7) Uani 1 1 d . . . . .
H1C H 0.4762 0.0004 0.4017 0.028 Uiso 1 1 calc R . . . .
C2C C 0.53956(13) 0.0246(4) 0.43740(10) 0.0243(7) Uani 1 1 d . . . . .
H2C H 0.5413 -0.0678 0.4509 0.029 Uiso 1 1 calc R . . . .
C3C C 0.57315(12) 0.1488(4) 0.44108(9) 0.0198(7) Uani 1 1 d . . . . .
H3C H 0.6021 0.1521 0.4575 0.024 Uiso 1 1 calc R . . . .
C5C C 0.53163(13) 0.6763(4) 0.36334(9) 0.0233(7) Uani 1 1 d . . . . .
H5C H 0.5532 0.7603 0.3692 0.028 Uiso 1 1 calc R . . . .
C6C C 0.49029(14) 0.6812(4) 0.33771(10) 0.0290(8) Uani 1 1 d . . . . .
H6C H 0.4792 0.7664 0.3236 0.035 Uiso 1 1 calc R . . . .
C7C C 0.46904(14) 0.5380(4) 0.33698(10) 0.0300(8) Uani 1 1 d . . . . .
H7C H 0.4404 0.5056 0.3223 0.036 Uiso 1 1 calc R . . . .
C8C C 0.48971(13) 0.2985(4) 0.37197(9) 0.0208(7) Uani 1 1 d . . . . .
C9C C 0.51584(13) 0.2115(4) 0.39864(9) 0.0194(7) Uani 1 1 d . . . . .
C10C C 0.49816(13) 0.4482(4) 0.36244(9) 0.0209(7) Uani 1 1 d . . . . .
C11C C 0.44758(13) 0.2168(4) 0.35091(10) 0.0235(7) Uani 1 1 d . . . . .
C12C C 0.45788(14) 0.1460(4) 0.31725(11) 0.0323(9) Uani 1 1 d . . . . .
C13C C 0.42034(15) 0.0640(4) 0.29827(11) 0.0332(9) Uani 1 1 d . . . . .
C14C C 0.37160(14) 0.0520(4) 0.31284(10) 0.0275(8) Uani 1 1 d . . . . .
C15C C 0.35958(13) 0.1217(4) 0.34592(10) 0.0274(8) Uani 1 1 d . . . . .
C16C C 0.39790(13) 0.2018(4) 0.36474(10) 0.0255(7) Uani 1 1 d . . . . .
F1C F 0.50543(9) 0.1559(3) 0.30234(7) 0.0558(8) Uani 1 1 d . . . . .
F2C F 0.43199(10) -0.0021(3) 0.26554(7) 0.0575(8) Uani 1 1 d . . . . .
F3C F 0.33548(8) -0.0292(2) 0.29493(6) 0.0345(5) Uani 1 1 d . . . . .
F4C F 0.31250(8) 0.1069(3) 0.36054(7) 0.0454(6) Uani 1 1 d . . . . .
F5C F 0.38573(8) 0.2650(3) 0.39768(7) 0.0438(6) Uani 1 1 d . . . . .
N1C N 0.55911(10) 0.2620(3) 0.41836(7) 0.0178(6) Uani 1 1 d . . . . .
N2C N 0.53684(10) 0.5384(3) 0.37851(7) 0.0179(6) 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
Ga1 N1A 2.075(3) . ?
Ga1 N2A 2.046(3) . ?
Ga1 N1B 2.057(3) . ?
Ga1 N2B 2.053(3) . ?
Ga1 N1C 2.058(3) . ?
Ga1 N2C 2.084(3) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.367(5) . ?
C1A C9A 1.429(4) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.411(4) . ?
C3A H3A 0.9500 . ?
C3A N1A 1.335(4) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.403(5) . ?
C5A N2A 1.336(4) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.382(5) . ?
C7A H7A 0.9500 . ?
C7A C10A 1.426(4) . ?
C8A C9A 1.394(4) . ?
C8A C10A 1.394(4) . ?
C8A C11A 1.498(4) . ?
C9A N1A 1.395(4) . ?
C10A N2A 1.395(4) . ?
C11A C12A 1.390(4) . ?
C11A C16A 1.385(4) . ?
C12A C13A 1.376(4) . ?
C12A F1A 1.343(4) . ?
C13A C14A 1.389(5) . ?
C13A F2A 1.332(4) . ?
C14A C15A 1.375(5) . ?
C14A F3A 1.338(4) . ?
C15A C16A 1.382(4) . ?
C15A F4A 1.341(3) . ?
C16A F5A 1.346(4) . ?
C1B H1B 0.9500 . ?
C1B C2B 1.372(5) . ?
C1B C9B 1.424(4) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.410(4) . ?
C3B H3B 0.9500 . ?
C3B N1B 1.334(4) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.405(5) . ?
C5B N2B 1.340(4) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.371(5) . ?
C7B H7B 0.9500 . ?
C7B C10B 1.426(5) . ?
C8B C9B 1.387(4) . ?
C8B C10B 1.396(5) . ?
C8B C11B 1.501(4) . ?
C9B N1B 1.398(4) . ?
C10B N2B 1.393(4) . ?
C11B C12B 1.391(5) . ?
C11B C16B 1.376(5) . ?
C12B C13B 1.386(5) . ?
C12B F1B 1.341(4) . ?
C13B C14B 1.372(5) . ?
C13B F2B 1.343(4) . ?
C14B C15B 1.373(6) . ?
C14B F3B 1.333(4) . ?
C15B C16B 1.382(5) . ?
C15B F4B 1.340(4) . ?
C16B F5B 1.343(4) . ?
C1C H1C 0.9500 . ?
C1C C2C 1.373(5) . ?
C1C C9C 1.421(4) . ?
C2C H2C 0.9500 . ?
C2C C3C 1.404(5) . ?
C3C H3C 0.9500 . ?
C3C N1C 1.339(4) . ?
C5C H5C 0.9500 . ?
C5C C6C 1.406(5) . ?
C5C N2C 1.341(4) . ?
C6C H6C 0.9500 . ?
C6C C7C 1.379(5) . ?
C7C H7C 0.9500 . ?
C7C C10C 1.422(5) . ?
C8C C9C 1.398(4) . ?
C8C C10C 1.384(5) . ?
C8C C11C 1.506(4) . ?
C9C N1C 1.393(4) . ?
C10C N2C 1.400(4) . ?
C11C C12C 1.383(5) . ?
C11C C16C 1.379(5) . ?
C12C C13C 1.386(5) . ?
C12C F1C 1.339(4) . ?
C13C C14C 1.364(5) . ?
C13C F2C 1.343(4) . ?
C14C C15C 1.370(5) . ?
C14C F3C 1.338(4) . ?
C15C C16C 1.389(5) . ?
C15C F4C 1.328(4) . ?
C16C F5C 1.341(4) . ?

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
N1A Ga1 N2C 86.70(10) . . ?
N2A Ga1 N1A 88.72(10) . . ?
N2A Ga1 N1B 91.76(10) . . ?
N2A Ga1 N2B 91.73(10) . . ?
N2A Ga1 N1C 176.82(10) . . ?
N2A Ga1 N2C 89.28(10) . . ?
N1B Ga1 N1A 178.60(10) . . ?
N1B Ga1 N1C 90.42(10) . . ?
N1B Ga1 N2C 92.00(10) . . ?
N2B Ga1 N1A 92.35(10) . . ?
N2B Ga1 N1B 88.95(10) . . ?
N2B Ga1 N1C 90.62(10) . . ?
N2B Ga1 N2C 178.60(11) . . ?
N1C Ga1 N1A 89.05(10) . . ?
N1C Ga1 N2C 88.33(10) . . ?
C2A C1A H1A 126.6 . . ?
C2A C1A C9A 106.9(3) . . ?
C9A C1A H1A 126.6 . . ?
C1A C2A H2A 126.6 . . ?
C1A C2A C3A 106.9(3) . . ?
C3A C2A H2A 126.6 . . ?
C2A C3A H3A 124.5 . . ?
N1A C3A C2A 111.1(3) . . ?
N1A C3A H3A 124.5 . . ?
C6A C5A H5A 124.1 . . ?
N2A C5A H5A 124.1 . . ?
N2A C5A C6A 111.7(3) . . ?
C5A C6A H6A 126.8 . . ?
C7A C6A C5A 106.4(3) . . ?
C7A C6A H6A 126.8 . . ?
C6A C7A H7A 126.6 . . ?
C6A C7A C10A 106.8(3) . . ?
C10A C7A H7A 126.6 . . ?
C9A C8A C10A 127.2(3) . . ?
C9A C8A C11A 116.4(3) . . ?
C10A C8A C11A 116.4(3) . . ?
C8A C9A C1A 127.2(3) . . ?
C8A C9A N1A 124.4(3) . . ?
N1A C9A C1A 108.3(3) . . ?
C8A C10A C7A 127.5(3) . . ?
C8A C10A N2A 124.1(3) . . ?
N2A C10A C7A 108.5(3) . . ?
C12A C11A C8A 122.4(3) . . ?
C16A C11A C8A 121.3(3) . . ?
C16A C11A C12A 116.3(3) . . ?
C13A C12A C11A 122.8(3) . . ?
F1A C12A C11A 119.2(3) . . ?
F1A C12A C13A 117.9(3) . . ?
C12A C13A C14A 118.9(3) . . ?
F2A C13A C12A 120.9(3) . . ?
F2A C13A C14A 120.2(3) . . ?
C15A C14A C13A 119.9(3) . . ?
F3A C14A C13A 119.7(3) . . ?
F3A C14A C15A 120.3(3) . . ?
C14A C15A C16A 119.6(3) . . ?
F4A C15A C14A 119.7(3) . . ?
F4A C15A C16A 120.6(3) . . ?
C15A C16A C11A 122.3(3) . . ?
F5A C16A C11A 120.0(3) . . ?
F5A C16A C15A 117.7(3) . . ?
C3A N1A Ga1 126.5(2) . . ?
C3A N1A C9A 106.8(3) . . ?
C9A N1A Ga1 124.9(2) . . ?
C5A N2A Ga1 126.1(2) . . ?
C5A N2A C10A 106.6(3) . . ?
C10A N2A Ga1 126.8(2) . . ?
C2B C1B H1B 126.6 . . ?
C2B C1B C9B 106.9(3) . . ?
C9B C1B H1B 126.6 . . ?
C1B C2B H2B 126.7 . . ?
C1B C2B C3B 106.6(3) . . ?
C3B C2B H2B 126.7 . . ?
C2B C3B H3B 124.3 . . ?
N1B C3B C2B 111.4(3) . . ?
N1B C3B H3B 124.3 . . ?
C6B C5B H5B 124.0 . . ?
N2B C5B H5B 124.0 . . ?
N2B C5B C6B 112.0(3) . . ?
C5B C6B H6B 126.9 . . ?
C7B C6B C5B 106.1(3) . . ?
C7B C6B H6B 126.9 . . ?
C6B C7B H7B 126.4 . . ?
C6B C7B C10B 107.2(3) . . ?
C10B C7B H7B 126.4 . . ?
C9B C8B C10B 127.6(3) . . ?
C9B C8B C11B 116.7(3) . . ?
C10B C8B C11B 115.7(3) . . ?
C8B C9B C1B 127.6(3) . . ?
C8B C9B N1B 123.8(3) . . ?
N1B C9B C1B 108.5(3) . . ?
C8B C10B C7B 127.3(3) . . ?
N2B C10B C7B 108.6(3) . . ?
N2B C10B C8B 124.1(3) . . ?
C12B C11B C8B 121.2(3) . . ?
C16B C11B C8B 122.2(3) . . ?
C16B C11B C12B 116.5(3) . . ?
C13B C12B C11B 121.7(3) . . ?
F1B C12B C11B 119.6(3) . . ?
F1B C12B C13B 118.7(3) . . ?
C14B C13B C12B 120.0(3) . . ?
F2B C13B C12B 119.6(3) . . ?
F2B C13B C14B 120.5(3) . . ?
C13B C14B C15B 119.6(3) . . ?
F3B C14B C13B 119.7(3) . . ?
F3B C14B C15B 120.7(4) . . ?
C14B C15B C16B 119.7(3) . . ?
F4B C15B C14B 120.0(3) . . ?
F4B C15B C16B 120.3(4) . . ?
C11B C16B C15B 122.6(3) . . ?
F5B C16B C11B 119.8(3) . . ?
F5B C16B C15B 117.7(3) . . ?
C3B N1B Ga1 126.0(2) . . ?
C3B N1B C9B 106.5(3) . . ?
C9B N1B Ga1 127.5(2) . . ?
C5B N2B Ga1 126.1(2) . . ?
C5B N2B C10B 106.1(3) . . ?
C10B N2B Ga1 127.0(2) . . ?
C2C C1C H1C 126.7 . . ?
C2C C1C C9C 106.7(3) . . ?
C9C C1C H1C 126.7 . . ?
C1C C2C H2C 126.5 . . ?
C1C C2C C3C 106.9(3) . . ?
C3C C2C H2C 126.5 . . ?
C2C C3C H3C 124.4 . . ?
N1C C3C C2C 111.1(3) . . ?
N1C C3C H3C 124.4 . . ?
C6C C5C H5C 124.2 . . ?
N2C C5C H5C 124.2 . . ?
N2C C5C C6C 111.6(3) . . ?
C5C C6C H6C 126.7 . . ?
C7C C6C C5C 106.6(3) . . ?
C7C C6C H6C 126.7 . . ?
C6C C7C H7C 126.6 . . ?
C6C C7C C10C 106.9(3) . . ?
C10C C7C H7C 126.6 . . ?
C9C C8C C11C 115.1(3) . . ?
C10C C8C C9C 128.2(3) . . ?
C10C C8C C11C 116.7(3) . . ?
C8C C9C C1C 127.6(3) . . ?
N1C C9C C1C 108.7(3) . . ?
N1C C9C C8C 123.7(3) . . ?
C8C C10C C7C 127.5(3) . . ?
C8C C10C N2C 123.7(3) . . ?
N2C C10C C7C 108.7(3) . . ?
C12C C11C C8C 121.0(3) . . ?
C16C C11C C8C 122.4(3) . . ?
C16C C11C C12C 116.6(3) . . ?
C11C C12C C13C 122.0(4) . . ?
F1C C12C C11C 119.5(3) . . ?
F1C C12C C13C 118.5(3) . . ?
C14C C13C C12C 119.7(4) . . ?
F2C C13C C12C 119.9(4) . . ?
F2C C13C C14C 120.4(3) . . ?
C13C C14C C15C 120.2(3) . . ?
F3C C14C C13C 119.9(3) . . ?
F3C C14C C15C 119.8(3) . . ?
C14C C15C C16C 119.2(3) . . ?
F4C C15C C14C 120.2(3) . . ?
F4C C15C C16C 120.6(3) . . ?
C11C C16C C15C 122.3(3) . . ?
F5C C16C C11C 119.5(3) . . ?
F5C C16C C15C 118.2(3) . . ?
C3C N1C Ga1 126.2(2) . . ?
C3C N1C C9C 106.5(3) . . ?
C9C N1C Ga1 126.8(2) . . ?
C5C N2C Ga1 126.8(2) . . ?
C5C N2C C10C 106.3(3) . . ?
C10C N2C Ga1 125.4(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1A H1A F3C 0.95 2.55 3.479(4) 166.6 3_655
C7A H7A F1A 0.95 2.46 3.403(4) 173.0 8_765
C3B H3B N2C 0.95 2.60 3.086(4) 111.8 .
C5B H5B N1A 0.95 2.62 3.090(4) 110.9 .
C7B H7B F5B 0.95 2.44 3.237(4) 141.9 8_755
C7C H7C F4A 0.95 2.55 3.497(4) 174.0 3_645

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
C1A C2A C3A N1A 0.2(4) . . . . ?
C1A C9A N1A Ga1 -165.5(2) . . . . ?
C1A C9A N1A C3A 0.4(4) . . . . ?
C2A C1A C9A C8A 176.6(3) . . . . ?
C2A C1A C9A N1A -0.3(4) . . . . ?
C2A C3A N1A Ga1 165.3(2) . . . . ?
C2A C3A N1A C9A -0.3(4) . . . . ?
C5A C6A C7A C10A -0.6(4) . . . . ?
C6A C5A N2A Ga1 -173.3(2) . . . . ?
C6A C5A N2A C10A -0.5(4) . . . . ?
C6A C7A C10A C8A -179.5(3) . . . . ?
C6A C7A C10A N2A 0.3(4) . . . . ?
C7A C10A N2A Ga1 172.9(2) . . . . ?
C7A C10A N2A C5A 0.1(3) . . . . ?
C8A C9A N1A Ga1 17.5(4) . . . . ?
C8A C9A N1A C3A -176.6(3) . . . . ?
C8A C10A N2A Ga1 -7.2(4) . . . . ?
C8A C10A N2A C5A -180.0(3) . . . . ?
C8A C11A C12A C13A 178.9(3) . . . . ?
C8A C11A C12A F1A 0.1(5) . . . . ?
C8A C11A C16A C15A -178.7(3) . . . . ?
C8A C11A C16A F5A 0.2(5) . . . . ?
C9A C1A C2A C3A 0.1(4) . . . . ?
C9A C8A C10A C7A 174.7(3) . . . . ?
C9A C8A C10A N2A -5.1(5) . . . . ?
C9A C8A C11A C12A -73.8(4) . . . . ?
C9A C8A C11A C16A 105.5(4) . . . . ?
C10A C8A C9A C1A -177.0(3) . . . . ?
C10A C8A C9A N1A -0.6(5) . . . . ?
C10A C8A C11A C12A 106.1(4) . . . . ?
C10A C8A C11A C16A -74.7(4) . . . . ?
C11A C8A C9A C1A 2.9(5) . . . . ?
C11A C8A C9A N1A 179.3(3) . . . . ?
C11A C8A C10A C7A -5.1(5) . . . . ?
C11A C8A C10A N2A 175.0(3) . . . . ?
C11A C12A C13A C14A 0.2(5) . . . . ?
C11A C12A C13A F2A -179.2(3) . . . . ?
C12A C11A C16A C15A 0.6(5) . . . . ?
C12A C11A C16A F5A 179.5(3) . . . . ?
C12A C13A C14A C15A -0.4(5) . . . . ?
C12A C13A C14A F3A -178.6(3) . . . . ?
C13A C14A C15A C16A 0.7(5) . . . . ?
C13A C14A C15A F4A -178.7(3) . . . . ?
C14A C15A C16A C11A -0.8(5) . . . . ?
C14A C15A C16A F5A -179.7(3) . . . . ?
C16A C11A C12A C13A -0.3(5) . . . . ?
C16A C11A C12A F1A -179.2(3) . . . . ?
F1A C12A C13A C14A 179.1(3) . . . . ?
F1A C12A C13A F2A -0.3(5) . . . . ?
F2A C13A C14A C15A 179.0(3) . . . . ?
F2A C13A C14A F3A 0.8(5) . . . . ?
F3A C14A C15A C16A 178.8(3) . . . . ?
F3A C14A C15A F4A -0.5(5) . . . . ?
F4A C15A C16A C11A 178.5(3) . . . . ?
F4A C15A C16A F5A -0.4(5) . . . . ?
N2A C5A C6A C7A 0.8(4) . . . . ?
C1B C2B C3B N1B -1.2(4) . . . . ?
C1B C9B N1B Ga1 179.1(2) . . . . ?
C1B C9B N1B C3B -0.4(3) . . . . ?
C2B C1B C9B C8B -179.8(3) . . . . ?
C2B C1B C9B N1B -0.3(4) . . . . ?
C2B C3B N1B Ga1 -178.6(2) . . . . ?
C2B C3B N1B C9B 1.0(3) . . . . ?
C5B C6B C7B C10B 0.3(4) . . . . ?
C6B C5B N2B Ga1 -168.5(2) . . . . ?
C6B C5B N2B C10B 1.3(4) . . . . ?
C6B C7B C10B C8B 180.0(3) . . . . ?
C6B C7B C10B N2B 0.5(4) . . . . ?
C7B C10B N2B Ga1 168.6(2) . . . . ?
C7B C10B N2B C5B -1.1(3) . . . . ?
C8B C9B N1B Ga1 -1.3(4) . . . . ?
C8B C9B N1B C3B 179.2(3) . . . . ?
C8B C10B N2B Ga1 -10.9(4) . . . . ?
C8B C10B N2B C5B 179.4(3) . . . . ?
C8B C11B C12B C13B 177.6(3) . . . . ?
C8B C11B C12B F1B -1.6(5) . . . . ?
C8B C11B C16B C15B -177.4(3) . . . . ?
C8B C11B C16B F5B 3.3(5) . . . . ?
C9B C1B C2B C3B 0.9(4) . . . . ?
C9B C8B C10B C7B -178.4(3) . . . . ?
C9B C8B C10B N2B 1.0(5) . . . . ?
C9B C8B C11B C12B 86.5(4) . . . . ?
C9B C8B C11B C16B -95.7(4) . . . . ?
C10B C8B C9B C1B -175.1(3) . . . . ?
C10B C8B C9B N1B 5.5(5) . . . . ?
C10B C8B C11B C12B -92.8(4) . . . . ?
C10B C8B C11B C16B 85.0(4) . . . . ?
C11B C8B C9B C1B 5.7(5) . . . . ?
C11B C8B C9B N1B -173.7(3) . . . . ?
C11B C8B C10B C7B 0.8(5) . . . . ?
C11B C8B C10B N2B -179.8(3) . . . . ?
C11B C12B C13B C14B 0.1(6) . . . . ?
C11B C12B C13B F2B -179.5(3) . . . . ?
C12B C11B C16B C15B 0.4(5) . . . . ?
C12B C11B C16B F5B -178.9(3) . . . . ?
C12B C13B C14B C15B 0.1(6) . . . . ?
C12B C13B C14B F3B 179.7(3) . . . . ?
C13B C14B C15B C16B 0.0(6) . . . . ?
C13B C14B C15B F4B 178.3(3) . . . . ?
C14B C15B C16B C11B -0.3(6) . . . . ?
C14B C15B C16B F5B 179.0(3) . . . . ?
C16B C11B C12B C13B -0.3(5) . . . . ?
C16B C11B C12B F1B -179.5(3) . . . . ?
F1B C12B C13B C14B 179.3(3) . . . . ?
F1B C12B C13B F2B -0.3(5) . . . . ?
F2B C13B C14B C15B 179.7(3) . . . . ?
F2B C13B C14B F3B -0.8(6) . . . . ?
F3B C14B C15B C16B -179.6(3) . . . . ?
F3B C14B C15B F4B -1.3(6) . . . . ?
F4B C15B C16B C11B -178.6(3) . . . . ?
F4B C15B C16B F5B 0.7(5) . . . . ?
N2B C5B C6B C7B -1.1(4) . . . . ?
C1C C2C C3C N1C 1.3(4) . . . . ?
C1C C9C N1C Ga1 172.3(2) . . . . ?
C1C C9C N1C C3C 0.5(4) . . . . ?
C2C C1C C9C C8C -179.2(3) . . . . ?
C2C C1C C9C N1C 0.3(4) . . . . ?
C2C C3C N1C Ga1 -172.9(2) . . . . ?
C2C C3C N1C C9C -1.0(4) . . . . ?
C5C C6C C7C C10C 0.0(4) . . . . ?
C6C C5C N2C Ga1 166.4(2) . . . . ?
C6C C5C N2C C10C 0.3(4) . . . . ?
C6C C7C C10C C8C 177.4(4) . . . . ?
C6C C7C C10C N2C 0.2(4) . . . . ?
C7C C10C N2C Ga1 -166.6(2) . . . . ?
C7C C10C N2C C5C -0.3(4) . . . . ?
C8C C9C N1C Ga1 -8.2(4) . . . . ?
C8C C9C N1C C3C 180.0(3) . . . . ?
C8C C10C N2C Ga1 16.0(4) . . . . ?
C8C C10C N2C C5C -177.7(3) . . . . ?
C8C C11C C12C C13C 176.9(3) . . . . ?
C8C C11C C12C F1C -3.0(6) . . . . ?
C8C C11C C16C C15C -177.6(3) . . . . ?
C8C C11C C16C F5C 1.7(5) . . . . ?
C9C C1C C2C C3C -0.9(4) . . . . ?
C9C C8C C10C C7C -175.5(4) . . . . ?
C9C C8C C10C N2C 1.3(6) . . . . ?
C9C C8C C11C C12C -92.5(4) . . . . ?
C9C C8C C11C C16C 84.1(4) . . . . ?
C10C C8C C9C C1C 173.7(3) . . . . ?
C10C C8C C9C N1C -5.7(5) . . . . ?
C10C C8C C11C C12C 86.8(4) . . . . ?
C10C C8C C11C C16C -96.5(4) . . . . ?
C11C C8C C9C C1C -7.0(5) . . . . ?
C11C C8C C9C N1C 173.6(3) . . . . ?
C11C C8C C10C C7C 5.2(5) . . . . ?
C11C C8C C10C N2C -177.9(3) . . . . ?
C11C C12C C13C C14C 0.0(6) . . . . ?
C11C C12C C13C F2C 179.6(4) . . . . ?
C12C C11C C16C C15C -0.8(5) . . . . ?
C12C C11C C16C F5C 178.5(3) . . . . ?
C12C C13C C14C C15C 0.6(6) . . . . ?
C12C C13C C14C F3C -178.8(3) . . . . ?
C13C C14C C15C C16C -1.4(5) . . . . ?
C13C C14C C15C F4C -178.4(3) . . . . ?
C14C C15C C16C C11C 1.5(5) . . . . ?
C14C C15C C16C F5C -177.8(3) . . . . ?
C16C C11C C12C C13C 0.1(6) . . . . ?
C16C C11C C12C F1C -179.9(3) . . . . ?
F1C C12C C13C C14C 180.0(4) . . . . ?
F1C C12C C13C F2C -0.5(6) . . . . ?
F2C C13C C14C C15C -178.9(4) . . . . ?
F2C C13C C14C F3C 1.6(6) . . . . ?
F3C C14C C15C C16C 178.1(3) . . . . ?
F3C C14C C15C F4C 1.1(5) . . . . ?
F4C C15C C16C C11C 178.5(3) . . . . ?
F4C C15C C16C F5C -0.9(5) . . . . ?
N2C C5C C6C C7C -0.2(4) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount using oil'
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT601_kjf138_a            
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .         56 Ang**3
RESPONSE: Highest residual density peaks are centred on the core metal.
This results in no sufficient density to model a solvent within the solvent
accessible void.
;
_vrf_PLAT906_kjf138_a            
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.179 Check 
RESPONSE: Due to weak high angle data.
;
_vrf_PLAT911_kjf138_a            
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         25 Report
RESPONSE: Data collected to 99.5 % completeness resulting in missing 
reflections.
;
_vrf_PLAT978_kjf138_a            
;
PROBLEM: Number C-C Bonds with Positive Residual Density.          0 Info  
RESPONSE: Due to weak high angle data.
;
####################################################################### 
# 
# 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_kjf141
_database_code_depnum_ccdc_archive 'CCDC 1841035'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
{Tris[5-(4-butyloxytetrafluorophenyl)dipyrrin]}-gallium(III)
_chemical_formula_moiety         'C57 H45 F12 Ga1 N6 O3'
_chemical_formula_sum            'C57 H45 F12 Ga N6 O3'
_chemical_formula_weight         1159.71
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   24.0883(10)
_cell_length_b                   24.0883(10)
_cell_length_c                   15.2527(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7664.6(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.84
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.742
_exptl_absorpt_coefficient_mu    0.635
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0602 before and 0.0451 after correction. The Ratio of minimum to maximum transmission is 0.9189. The λ/2 correction factor is 0.00150.'
_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    1.508
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             3552
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised from DCM by slow evaporation'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            93276
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         31.508
_diffrn_reflns_theta_min         1.654
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4493
_reflns_number_total             5684
_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 V8.35A (Bruker, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2016) '
_computing_data_reduction        'SAINT V8.35A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         5684
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.046
_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)+(0.0300P)²+11.6815P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0778
_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.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.48132(6) 0.22434(6) 0.46428(8) 0.0187(2) Uani 1 1 d . . . . .
H1 H 0.4365 0.2086 0.4602 0.022 Uiso 1 1 calc R . . . .
C2 C 0.51670(6) 0.20668(6) 0.41257(9) 0.0206(2) Uani 1 1 d . . . . .
H2 H 0.5013 0.1765 0.3659 0.025 Uiso 1 1 calc R . . . .
C3 C 0.58062(6) 0.24239(6) 0.44281(8) 0.0186(2) Uani 1 1 d . . . . .
H3 H 0.6155 0.2396 0.4185 0.022 Uiso 1 1 calc R . . . .
C5 C 0.63858(6) 0.40245(6) 0.72903(8) 0.0176(2) Uani 1 1 d . . . . .
H5 H 0.6818 0.4221 0.7486 0.021 Uiso 1 1 calc R . . . .
C6 C 0.59105(6) 0.41264(6) 0.76763(8) 0.0186(2) Uani 1 1 d . . . . .
H6 H 0.5963 0.4394 0.8164 0.022 Uiso 1 1 calc R . . . .
C7 C 0.53569(6) 0.37617(6) 0.72071(8) 0.0174(2) Uani 1 1 d . . . . .
H7 H 0.4952 0.3729 0.7308 0.021 Uiso 1 1 calc R . . . .
C8 C 0.50923(6) 0.30175(6) 0.59058(8) 0.0146(2) Uani 1 1 d . . . . .
C9 C 0.52448(6) 0.27076(6) 0.52519(8) 0.0152(2) Uani 1 1 d . . . . .
C10 C 0.55066(6) 0.34416(6) 0.65392(8) 0.0149(2) Uani 1 1 d . . . . .
C11 C 0.44162(6) 0.28867(6) 0.59248(8) 0.0158(2) Uani 1 1 d . . . . .
C12 C 0.39978(6) 0.25571(6) 0.66056(8) 0.0168(2) Uani 1 1 d . . . . .
C13 C 0.33697(6) 0.24303(6) 0.66232(9) 0.0198(2) Uani 1 1 d . . . . .
C14 C 0.31263(6) 0.26344(7) 0.59460(9) 0.0234(3) Uani 1 1 d . . . . .
C15 C 0.35448(7) 0.29688(7) 0.52647(9) 0.0233(3) Uani 1 1 d . . . . .
C16 C 0.41689(6) 0.30920(6) 0.52548(8) 0.0197(2) Uani 1 1 d . . . . .
C17 C 0.22145(7) 0.26029(8) 0.66510(10) 0.0292(3) Uani 1 1 d . . . . .
H17A H 0.2525 0.2768 0.7142 0.035 Uiso 1 1 calc R . . . .
H17B H 0.1840 0.2192 0.6835 0.035 Uiso 1 1 calc R . . . .
C18 C 0.20037(7) 0.30794(7) 0.64234(10) 0.0258(3) Uani 1 1 d . . . . .
H18A H 0.1717 0.2926 0.5906 0.031 Uiso 1 1 calc R . . . .
H18B H 0.2383 0.3497 0.6273 0.031 Uiso 1 1 calc R . . . .
C19 C 0.16513(7) 0.31630(7) 0.71981(9) 0.0257(3) Uani 1 1 d . . . . .
H19A H 0.1301 0.2736 0.7382 0.031 Uiso 1 1 calc R . . . .
H19B H 0.1953 0.3349 0.7696 0.031 Uiso 1 1 calc R . . . .
C20 C 0.13702(10) 0.35900(9) 0.69941(12) 0.0416(4) Uani 1 1 d . . . . .
H20A H 0.1075 0.3412 0.6497 0.062 Uiso 1 1 calc GR . . . .
H20B H 0.1717 0.4022 0.6846 0.062 Uiso 1 1 calc GR . . . .
H20C H 0.1138 0.3612 0.7508 0.062 Uiso 1 1 calc GR . . . .
F1 F 0.41894(4) 0.23223(4) 0.72653(5) 0.02119(16) Uani 1 1 d . . . . .
F2 F 0.29909(4) 0.20877(4) 0.72927(6) 0.02682(18) Uani 1 1 d . . . . .
F3 F 0.33339(5) 0.31816(5) 0.45967(6) 0.0354(2) Uani 1 1 d . . . . .
F4 F 0.45478(4) 0.34359(4) 0.45824(5) 0.02738(18) Uani 1 1 d . . . . .
Ga1 Ga 0.6667 0.3333 0.58435(2) 0.01305(6) Uani 1 3 d S T P . .
N1 N 0.58600(5) 0.28068(5) 0.50991(7) 0.0154(2) Uani 1 1 d . . . . .
N2 N 0.61515(5) 0.36156(5) 0.66134(7) 0.01504(19) Uani 1 1 d . . . . .
O1 O 0.25130(5) 0.25026(7) 0.58802(7) 0.0374(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
C1 H1 0.9500 . ?
C1 C2 1.3755(18) . ?
C1 C9 1.4254(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.4139(18) . ?
C3 H3 0.9500 . ?
C3 N1 1.3400(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.4138(17) . ?
C5 N2 1.3413(15) . ?
C6 H6 0.9500 . ?
C6 C7 1.3749(18) . ?
C7 H7 0.9500 . ?
C7 C10 1.4283(16) . ?
C8 C9 1.4006(17) . ?
C8 C10 1.3978(17) . ?
C8 C11 1.4964(16) . ?
C9 N1 1.3976(15) . ?
C10 N2 1.3967(15) . ?
C11 C12 1.3872(17) . ?
C11 C16 1.3921(17) . ?
C12 C13 1.3861(17) . ?
C12 F1 1.3439(14) . ?
C13 C14 1.3932(19) . ?
C13 F2 1.3429(15) . ?
C14 C15 1.390(2) . ?
C14 O1 1.3507(16) . ?
C15 C16 1.3793(19) . ?
C15 F3 1.3490(15) . ?
C16 F4 1.3472(15) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.509(2) . ?
C17 O1 1.4598(17) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.5259(19) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.520(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
Ga1 N1 2.0516(10) 2_655 ?
Ga1 N1 2.0516(10) . ?
Ga1 N1 2.0516(10) 3_665 ?
Ga1 N2 2.0553(10) 2_655 ?
Ga1 N2 2.0553(10) . ?
Ga1 N2 2.0553(10) 3_665 ?

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 H1 126.4 . . ?
C2 C1 C9 107.14(11) . . ?
C9 C1 H1 126.4 . . ?
C1 C2 H2 126.9 . . ?
C1 C2 C3 106.23(11) . . ?
C3 C2 H2 126.9 . . ?
C2 C3 H3 124.2 . . ?
N1 C3 C2 111.65(11) . . ?
N1 C3 H3 124.2 . . ?
C6 C5 H5 124.2 . . ?
N2 C5 H5 124.2 . . ?
N2 C5 C6 111.60(11) . . ?
C5 C6 H6 126.8 . . ?
C7 C6 C5 106.45(11) . . ?
C7 C6 H6 126.8 . . ?
C6 C7 H7 126.6 . . ?
C6 C7 C10 106.87(11) . . ?
C10 C7 H7 126.6 . . ?
C9 C8 C11 116.72(10) . . ?
C10 C8 C9 126.87(11) . . ?
C10 C8 C11 116.41(10) . . ?
C8 C9 C1 126.83(11) . . ?
N1 C9 C1 108.70(10) . . ?
N1 C9 C8 124.47(11) . . ?
C8 C10 C7 127.36(11) . . ?
N2 C10 C7 108.87(10) . . ?
N2 C10 C8 123.77(11) . . ?
C12 C11 C8 122.52(11) . . ?
C12 C11 C16 115.82(11) . . ?
C16 C11 C8 121.66(11) . . ?
C13 C12 C11 122.76(12) . . ?
F1 C12 C11 119.83(11) . . ?
F1 C12 C13 117.35(11) . . ?
C12 C13 C14 120.91(12) . . ?
F2 C13 C12 118.79(12) . . ?
F2 C13 C14 120.27(12) . . ?
C15 C14 C13 116.57(12) . . ?
O1 C14 C13 125.18(14) . . ?
O1 C14 C15 118.15(13) . . ?
C16 C15 C14 121.98(12) . . ?
F3 C15 C14 118.88(12) . . ?
F3 C15 C16 119.15(13) . . ?
C15 C16 C11 121.97(12) . . ?
F4 C16 C11 119.91(11) . . ?
F4 C16 C15 118.10(11) . . ?
H17A C17 H17B 108.3 . . ?
C18 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
O1 C17 H17A 109.9 . . ?
O1 C17 H17B 109.9 . . ?
O1 C17 C18 108.75(13) . . ?
C17 C18 H18A 109.6 . . ?
C17 C18 H18B 109.6 . . ?
C17 C18 C19 110.07(12) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 C18 113.34(13) . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 Ga1 N1 92.32(4) 2_655 . ?
N1 Ga1 N1 92.32(4) . 3_665 ?
N1 Ga1 N1 92.32(4) 2_655 3_665 ?
N1 Ga1 N2 88.79(4) 3_665 3_665 ?
N1 Ga1 N2 88.28(4) 2_655 3_665 ?
N1 Ga1 N2 88.79(4) . . ?
N1 Ga1 N2 88.79(4) 2_655 2_655 ?
N1 Ga1 N2 88.28(4) . 2_655 ?
N1 Ga1 N2 178.71(4) . 3_665 ?
N1 Ga1 N2 88.28(4) 3_665 . ?
N1 Ga1 N2 178.71(4) 3_665 2_655 ?
N1 Ga1 N2 178.71(4) 2_655 . ?
N2 Ga1 N2 90.60(4) 2_655 . ?
N2 Ga1 N2 90.60(4) 2_655 3_665 ?
N2 Ga1 N2 90.60(4) 3_665 . ?
C3 N1 C9 106.28(10) . . ?
C3 N1 Ga1 125.73(8) . . ?
C9 N1 Ga1 127.51(8) . . ?
C5 N2 C10 106.21(10) . . ?
C5 N2 Ga1 125.50(8) . . ?
C10 N2 Ga1 128.27(8) . . ?
C14 O1 C17 118.20(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 N1 0.95 2.60 3.0729(16) 111.3 2_655
C5 H5 N2 0.95 2.53 3.0154(16) 111.8 3_665
C6 H6 F1 0.95 2.41 3.3053(14) 157.8 17_556
C17 H17A F3 0.99 2.41 3.3445(18) 158.2 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 N1 0.01(15) . . . . ?
C1 C9 N1 C3 0.22(14) . . . . ?
C1 C9 N1 Ga1 -172.16(8) . . . . ?
C2 C1 C9 C8 -179.78(12) . . . . ?
C2 C1 C9 N1 -0.22(14) . . . . ?
C2 C3 N1 C9 -0.14(14) . . . . ?
C2 C3 N1 Ga1 172.42(9) . . . . ?
C5 C6 C7 C10 0.03(14) . . . . ?
C6 C5 N2 C10 0.34(14) . . . . ?
C6 C5 N2 Ga1 179.12(8) . . . . ?
C6 C7 C10 C8 179.77(12) . . . . ?
C6 C7 C10 N2 0.17(14) . . . . ?
C7 C10 N2 C5 -0.31(13) . . . . ?
C7 C10 N2 Ga1 -179.05(8) . . . . ?
C8 C9 N1 C3 179.79(12) . . . . ?
C8 C9 N1 Ga1 7.41(17) . . . . ?
C8 C10 N2 C5 -179.93(11) . . . . ?
C8 C10 N2 Ga1 1.33(17) . . . . ?
C8 C11 C12 C13 -179.49(12) . . . . ?
C8 C11 C12 F1 -2.39(18) . . . . ?
C8 C11 C16 C15 179.48(12) . . . . ?
C8 C11 C16 F4 -2.25(18) . . . . ?
C9 C1 C2 C3 0.13(14) . . . . ?
C9 C8 C10 C7 179.81(12) . . . . ?
C9 C8 C10 N2 -0.6(2) . . . . ?
C9 C8 C11 C12 113.09(13) . . . . ?
C9 C8 C11 C16 -67.05(16) . . . . ?
C10 C8 C9 C1 175.57(12) . . . . ?
C10 C8 C9 N1 -3.9(2) . . . . ?
C10 C8 C11 C12 -67.48(16) . . . . ?
C10 C8 C11 C16 112.39(13) . . . . ?
C11 C8 C9 C1 -5.07(18) . . . . ?
C11 C8 C9 N1 175.44(11) . . . . ?
C11 C8 C10 C7 0.44(18) . . . . ?
C11 C8 C10 N2 179.99(11) . . . . ?
C11 C12 C13 C14 -0.2(2) . . . . ?
C11 C12 C13 F2 177.60(11) . . . . ?
C12 C11 C16 C15 -0.65(18) . . . . ?
C12 C11 C16 F4 177.62(11) . . . . ?
C12 C13 C14 C15 -0.19(19) . . . . ?
C12 C13 C14 O1 176.00(13) . . . . ?
C13 C14 C15 C16 0.2(2) . . . . ?
C13 C14 C15 F3 -179.44(12) . . . . ?
C13 C14 O1 C17 48.0(2) . . . . ?
C14 C15 C16 C11 0.3(2) . . . . ?
C14 C15 C16 F4 -178.04(12) . . . . ?
C15 C14 O1 C17 -135.86(15) . . . . ?
C16 C11 C12 C13 0.64(18) . . . . ?
C16 C11 C12 F1 177.74(11) . . . . ?
C17 C18 C19 C20 -174.79(14) . . . . ?
C18 C17 O1 C14 121.08(14) . . . . ?
F1 C12 C13 C14 -177.40(11) . . . . ?
F1 C12 C13 F2 0.44(17) . . . . ?
F2 C13 C14 C15 -178.00(12) . . . . ?
F2 C13 C14 O1 -1.8(2) . . . . ?
F3 C15 C16 C11 179.87(12) . . . . ?
F3 C15 C16 F4 1.57(19) . . . . ?
N2 C5 C6 C7 -0.24(15) . . . . ?
O1 C14 C15 C16 -176.29(13) . . . . ?
O1 C14 C15 F3 4.09(19) . . . . ?
O1 C17 C18 C19 176.41(11) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN micromount using oil'
_olex2_submission_special_instructions 'No special instructions were received'
