# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 1905286'
loop_
_audit_author_name
_audit_author_address
'Peter J. Barnard'
;La Trobe University
Australia
;
_audit_update_record             
;
2019-03-25 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
_audit_creation_date             2019-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'F6 P, C20 H20 N5'
_chemical_formula_sum            'C20 H20 F6 N5 P'
_chemical_formula_weight         475.38
_chemical_absolute_configuration ?
_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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.64361(15)
_cell_length_b                   16.6534(4)
_cell_length_c                   26.2220(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4211.22(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8003
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      77.1710
_cell_measurement_theta_min      3.0980
_shelx_estimated_absorpt_T_max   0.839
_shelx_estimated_absorpt_T_min   0.660
_exptl_absorpt_coefficient_mu    1.813
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            14267
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        65.063
_diffrn_reflns_theta_max         65.063
_diffrn_reflns_theta_min         3.144
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_full    0.914
_reflns_Friedel_fraction_max     0.914
_reflns_number_gt                6302
_reflns_number_total             6850
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 2449 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.505(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         6850
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.060
_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)+(0.0955P)²+1.8776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1498
_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:
 C27(H27A,H27B), C24(H24A,H24B), C7(H7A,H7B), C34(H34A,H34B), C14(H14A,H14B),
 C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C29(H29), C21(H21), C9(H9), C13(H13), C6(H6), C22(H22), C23(H23),
 C20(H20), C16(H16), C11(H11), C40(H40), C31(H31), C26(H26), C10(H10), C32(H32),
  C33(H33), C36(H36), C12(H12), C39(H39), C30(H30), C19(H19), C3(H3), C17(H17),
 C18(H18), C38(H38), C2(H2), C37(H37)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
P2 P 0.39075(13) 0.63352(7) 0.34160(4) 0.0365(3) Uani 1 1 d . . . . .
P1 P 0.91178(13) 0.39102(8) 0.34435(5) 0.0406(3) Uani 1 1 d . . . . .
F7 F 0.3988(5) 0.6809(2) 0.28926(13) 0.0802(12) Uani 1 1 d . . . . .
F10 F 0.4748(3) 0.56081(19) 0.31562(13) 0.0556(8) Uani 1 1 d . . . . .
F1 F 0.9345(5) 0.4485(3) 0.29669(14) 0.0758(11) Uani 1 1 d . . . . .
F8 F 0.3061(4) 0.7052(2) 0.36665(13) 0.0627(9) Uani 1 1 d . . . . .
F2 F 0.7999(4) 0.4532(2) 0.36545(19) 0.0852(14) Uani 1 1 d . . . . .
F5 F 1.0318(5) 0.4420(3) 0.37138(17) 0.0796(12) Uani 1 1 d . . . . .
N2 N 0.7683(4) 0.6395(2) 0.24665(14) 0.0335(8) Uani 1 1 d . . . . .
F9 F 0.3828(6) 0.5866(3) 0.39280(15) 0.1031(19) Uani 1 1 d . . . . .
F4 F 1.0262(5) 0.3318(2) 0.3253(2) 0.1040(18) Uani 1 1 d . . . . .
F3 F 0.8936(6) 0.3374(3) 0.39312(19) 0.1063(19) Uani 1 1 d . . . . .
N7 N 0.2829(4) 0.3832(2) 0.23672(14) 0.0336(8) Uani 1 1 d . . . . .
N3 N 0.7932(4) 0.7643(2) 0.46632(14) 0.0383(9) Uani 1 1 d . . . . .
F12 F 0.2512(4) 0.5923(3) 0.3239(2) 0.0871(14) Uani 1 1 d . . . . .
N6 N 0.3925(4) 0.3711(2) 0.30783(14) 0.0354(8) Uani 1 1 d . . . . .
N1 N 0.8862(4) 0.6487(2) 0.31610(15) 0.0373(8) Uani 1 1 d . . . . .
C1 C 0.7801(5) 0.6125(3) 0.29414(17) 0.0339(9) Uani 1 1 d . . . . .
H1 H 0.7219 0.5735 0.3097 0.041 Uiso 1 1 calc R . . . .
N8 N 0.2374(5) 0.2674(3) 0.45293(16) 0.0468(11) Uani 1 1 d . . . . .
C28 C 0.2338(5) 0.4960(3) 0.17839(17) 0.0348(10) Uani 1 1 d . . . . .
F6 F 0.7933(6) 0.3439(3) 0.3169(2) 0.1106(19) Uani 1 1 d . . . . .
C29 C 0.3426(5) 0.5036(3) 0.14464(19) 0.0427(12) Uani 1 1 d . . . . .
H29 H 0.3870 0.4567 0.1320 0.051 Uiso 1 1 calc R . . . .
C21 C 0.2922(5) 0.4107(3) 0.28396(17) 0.0353(10) Uani 1 1 d . . . . .
H21 H 0.2364 0.4519 0.2984 0.042 Uiso 1 1 calc R . . . .
F11 F 0.5312(4) 0.6762(3) 0.35721(18) 0.0880(14) Uani 1 1 d . . . . .
C35 C 0.0821(5) 0.1675(3) 0.49303(17) 0.0413(11) Uani 1 1 d . . . . .
C8 C 0.7218(5) 0.5290(3) 0.18785(16) 0.0340(10) Uani 1 1 d . . . . .
N10 N 0.3952(5) 0.2478(3) 0.39770(19) 0.0552(12) Uani 1 1 d . . . . .
C27 C 0.1870(5) 0.4148(3) 0.19722(19) 0.0431(11) Uani 1 1 d . . . . .
H27A H 0.0925 0.4193 0.2117 0.052 Uiso 1 1 calc R . . . .
H27B H 0.1832 0.3768 0.1682 0.052 Uiso 1 1 calc R . . . .
C24 C 0.4340(6) 0.3826(3) 0.36184(17) 0.0427(12) Uani 1 1 d . . . . .
H24A H 0.4122 0.4383 0.3723 0.051 Uiso 1 1 calc R . . . .
H24B H 0.5355 0.3750 0.3650 0.051 Uiso 1 1 calc R . . . .
C9 C 0.6792(5) 0.4580(3) 0.20984(18) 0.0393(11) Uani 1 1 d . . . . .
H9 H 0.6119 0.4592 0.2363 0.047 Uiso 1 1 calc R . . . .
C25 C 0.3610(5) 0.3249(3) 0.39686(17) 0.0332(10) Uani 1 1 d . . . . .
C13 C 0.8200(5) 0.5267(3) 0.14880(18) 0.0394(11) Uani 1 1 d . . . . .
H13 H 0.8486 0.5751 0.1328 0.047 Uiso 1 1 calc R . . . .
C6 C 0.7896(5) 0.6928(3) 0.44420(18) 0.0399(11) Uani 1 1 d . . . . .
H6 H 0.7336 0.6482 0.4535 0.048 Uiso 1 1 calc R . . . .
C7 C 0.6702(5) 0.6088(3) 0.20796(18) 0.0404(11) Uani 1 1 d . . . . .
H7A H 0.6622 0.6477 0.1796 0.049 Uiso 1 1 calc R . . . .
H7B H 0.5772 0.6019 0.2234 0.049 Uiso 1 1 calc R . . . .
C22 C 0.4495(5) 0.3161(3) 0.27495(18) 0.0396(11) Uani 1 1 d . . . . .
H22 H 0.5227 0.2797 0.2822 0.048 Uiso 1 1 calc R . . . .
C23 C 0.3816(5) 0.3237(3) 0.23041(17) 0.0367(10) Uani 1 1 d . . . . .
H23 H 0.3983 0.2937 0.2002 0.044 Uiso 1 1 calc R . . . .
C15 C 0.6065(5) 0.8557(3) 0.49431(16) 0.0381(11) Uani 1 1 d . . . . .
C20 C 0.5961(5) 0.9285(3) 0.52001(18) 0.0453(12) Uani 1 1 d . . . . .
H20 H 0.6592 0.9412 0.5466 0.054 Uiso 1 1 calc R . . . .
C16 C 0.5152(5) 0.8394(4) 0.45547(19) 0.0485(13) Uani 1 1 d . . . . .
H16 H 0.5224 0.7901 0.4375 0.058 Uiso 1 1 calc R . . . .
N9 N 0.3203(7) 0.2112(3) 0.4328(2) 0.0647(15) Uani 1 1 d . . . . .
C11 C 0.8316(5) 0.3836(3) 0.15613(19) 0.0416(11) Uani 1 1 d . . . . .
H11 H 0.8698 0.3338 0.1455 0.050 Uiso 1 1 calc R . . . .
C40 C -0.0205(6) 0.1511(4) 0.45845(19) 0.0480(12) Uani 1 1 d . . . . .
H40 H -0.0498 0.1916 0.4353 0.058 Uiso 1 1 calc R . . . .
C5 C 0.8836(5) 0.6968(3) 0.40522(17) 0.0369(10) Uani 1 1 d . . . . .
C31 C 0.3208(6) 0.6466(3) 0.14627(19) 0.0461(12) Uani 1 1 d . . . . .
H31 H 0.3506 0.6983 0.1354 0.055 Uiso 1 1 calc R . . . .
C26 C 0.2623(5) 0.3386(3) 0.43195(18) 0.0388(11) Uani 1 1 d . . . . .
H26 H 0.2195 0.3884 0.4400 0.047 Uiso 1 1 calc R . . . .
N5 N 0.9369(5) 0.7711(3) 0.40535(19) 0.0559(13) Uani 1 1 d . . . . .
C10 C 0.7324(5) 0.3853(3) 0.19415(19) 0.0437(11) Uani 1 1 d . . . . .
H10 H 0.7012 0.3368 0.2093 0.052 Uiso 1 1 calc R . . . .
C32 C 0.2110(6) 0.6397(3) 0.1792(2) 0.0485(12) Uani 1 1 d . . . . .
H32 H 0.1644 0.6866 0.1907 0.058 Uiso 1 1 calc R . . . .
C34 C 0.1451(9) 0.2502(5) 0.4963(3) 0.085(3) Uani 1 1 d . . . . .
H34A H 0.0699 0.2907 0.4972 0.103 Uiso 1 1 calc R . . . .
H34B H 0.1984 0.2548 0.5285 0.103 Uiso 1 1 calc R . . . .
C33 C 0.1670(5) 0.5641(3) 0.19597(19) 0.0440(11) Uani 1 1 d . . . . .
H33 H 0.0919 0.5596 0.2192 0.053 Uiso 1 1 calc R . . . .
N4 N 0.8836(6) 0.8126(3) 0.44271(19) 0.0565(12) Uani 1 1 d . . . . .
C14 C 0.7154(6) 0.7958(4) 0.51031(18) 0.0508(14) Uani 1 1 d . . . . .
H14A H 0.7807 0.8219 0.5343 0.061 Uiso 1 1 calc R . . . .
H14B H 0.6703 0.7507 0.5284 0.061 Uiso 1 1 calc R . . . .
C36 C 0.1245(6) 0.1084(4) 0.52626(19) 0.0547(15) Uani 1 1 d . . . . .
H36 H 0.1958 0.1192 0.5503 0.066 Uiso 1 1 calc R . . . .
C12 C 0.8758(5) 0.4545(3) 0.13329(18) 0.0438(12) Uani 1 1 d . . . . .
H12 H 0.9440 0.4531 0.1072 0.053 Uiso 1 1 calc R . . . .
C39 C -0.0816(6) 0.0765(4) 0.4570(2) 0.0611(17) Uani 1 1 d . . . . .
H39 H -0.1532 0.0654 0.4331 0.073 Uiso 1 1 calc R . . . .
C30 C 0.3884(5) 0.5788(4) 0.12886(19) 0.0481(12) Uani 1 1 d . . . . .
H30 H 0.4653 0.5835 0.1064 0.058 Uiso 1 1 calc R . . . .
C19 C 0.4926(6) 0.9825(4) 0.5065(2) 0.0548(14) Uani 1 1 d . . . . .
H19 H 0.4843 1.0319 0.5243 0.066 Uiso 1 1 calc R . . . .
C3 C 0.8710(6) 0.6947(3) 0.2385(2) 0.0465(12) Uani 1 1 d . . . . .
H3 H 0.8876 0.7234 0.2078 0.056 Uiso 1 1 calc R . . . .
C17 C 0.4142(6) 0.8929(5) 0.4422(2) 0.0623(17) Uani 1 1 d . . . . .
H17 H 0.3516 0.8805 0.4153 0.075 Uiso 1 1 calc R . . . .
C18 C 0.4029(6) 0.9651(5) 0.4678(2) 0.0618(17) Uani 1 1 d . . . . .
H18 H 0.3329 1.0025 0.4585 0.074 Uiso 1 1 calc R . . . .
C38 C -0.0380(8) 0.0178(4) 0.4905(3) 0.070(2) Uani 1 1 d . . . . .
H38 H -0.0791 -0.0340 0.4897 0.084 Uiso 1 1 calc R . . . .
C2 C 0.9435(6) 0.7009(3) 0.2816(2) 0.0485(13) Uani 1 1 d . . . . .
H2 H 1.0206 0.7352 0.2874 0.058 Uiso 1 1 calc R . . . .
C4 C 0.9327(6) 0.6342(3) 0.3697(2) 0.0485(13) Uani 1 1 d . . . . .
H4A H 0.8977 0.5814 0.3812 0.058 Uiso 1 1 calc R . . . .
H4B H 1.0352 0.6324 0.3706 0.058 Uiso 1 1 calc R . . . .
C37 C 0.0644(8) 0.0344(4) 0.5248(3) 0.0648(19) Uani 1 1 d . . . . .
H37 H 0.0940 -0.0061 0.5479 0.078 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P2 F7 1.585(4) . ?
P2 F10 1.608(3) . ?
P2 F8 1.588(3) . ?
P2 F9 1.555(4) . ?
P2 F12 1.580(4) . ?
P2 F11 1.583(4) . ?
P1 F1 1.589(4) . ?
P1 F2 1.594(4) . ?
P1 F5 1.601(4) . ?
P1 F4 1.562(4) . ?
P1 F3 1.570(4) . ?
P1 F6 1.562(5) . ?
N2 C1 1.329(6) . ?
N2 C7 1.479(6) . ?
N2 C3 1.368(6) . ?
N7 C21 1.324(6) . ?
N7 C27 1.485(6) . ?
N7 C23 1.384(6) . ?
N3 C6 1.326(7) . ?
N3 N4 1.338(6) . ?
N3 C14 1.472(6) . ?
N6 C21 1.328(6) . ?
N6 C24 1.485(6) . ?
N6 C22 1.372(6) . ?
N1 C1 1.320(6) . ?
N1 C2 1.371(7) . ?
N1 C4 1.495(6) . ?
N8 N9 1.339(7) . ?
N8 C26 1.329(7) . ?
N8 C34 1.473(7) . ?
C28 C29 1.379(7) . ?
C28 C27 1.509(7) . ?
C28 C33 1.384(7) . ?
C29 C30 1.392(8) . ?
C35 C40 1.370(8) . ?
C35 C34 1.507(8) . ?
C35 C36 1.377(8) . ?
C8 C9 1.378(7) . ?
C8 C13 1.396(7) . ?
C8 C7 1.514(7) . ?
N10 C25 1.325(7) . ?
N10 N9 1.320(6) . ?
C24 C25 1.504(6) . ?
C9 C10 1.377(7) . ?
C25 C26 1.344(7) . ?
C13 C12 1.379(8) . ?
C6 C5 1.368(7) . ?
C22 C23 1.345(7) . ?
C15 C20 1.391(7) . ?
C15 C16 1.374(7) . ?
C15 C14 1.507(7) . ?
C20 C19 1.389(8) . ?
C16 C17 1.365(8) . ?
C11 C10 1.382(7) . ?
C11 C12 1.390(8) . ?
C40 C39 1.376(9) . ?
C5 N5 1.340(7) . ?
C5 C4 1.476(7) . ?
C31 C32 1.371(8) . ?
C31 C30 1.382(8) . ?
N5 N4 1.305(6) . ?
C32 C33 1.400(8) . ?
C36 C37 1.362(10) . ?
C39 C38 1.380(10) . ?
C19 C18 1.363(9) . ?
C3 C2 1.334(8) . ?
C17 C18 1.381(10) . ?
C38 C37 1.363(11) . ?

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
F7 P2 F10 89.0(2) . . ?
F7 P2 F8 90.5(2) . . ?
F8 P2 F10 179.2(2) . . ?
F9 P2 F7 179.7(3) . . ?
F9 P2 F10 90.7(2) . . ?
F9 P2 F8 89.7(2) . . ?
F9 P2 F12 89.6(3) . . ?
F9 P2 F11 92.5(3) . . ?
F12 P2 F7 90.2(3) . . ?
F12 P2 F10 88.8(2) . . ?
F12 P2 F8 90.5(2) . . ?
F12 P2 F11 177.8(3) . . ?
F11 P2 F7 87.6(3) . . ?
F11 P2 F10 91.0(2) . . ?
F11 P2 F8 89.7(2) . . ?
F1 P1 F2 88.6(2) . . ?
F1 P1 F5 85.9(2) . . ?
F2 P1 F5 89.5(3) . . ?
F4 P1 F1 91.8(3) . . ?
F4 P1 F2 177.5(3) . . ?
F4 P1 F5 88.1(3) . . ?
F4 P1 F3 88.9(3) . . ?
F3 P1 F1 177.1(3) . . ?
F3 P1 F2 90.6(2) . . ?
F3 P1 F5 91.3(3) . . ?
F6 P1 F1 92.4(3) . . ?
F6 P1 F2 89.5(3) . . ?
F6 P1 F5 178.0(3) . . ?
F6 P1 F4 93.0(3) . . ?
F6 P1 F3 90.4(3) . . ?
C1 N2 C7 125.4(4) . . ?
C1 N2 C3 108.2(4) . . ?
C3 N2 C7 126.1(4) . . ?
C21 N7 C27 124.9(4) . . ?
C21 N7 C23 108.3(4) . . ?
C23 N7 C27 126.8(4) . . ?
C6 N3 N4 110.8(4) . . ?
C6 N3 C14 130.5(5) . . ?
N4 N3 C14 118.7(4) . . ?
C21 N6 C24 125.6(4) . . ?
C21 N6 C22 109.1(4) . . ?
C22 N6 C24 125.3(4) . . ?
C1 N1 C2 108.4(4) . . ?
C1 N1 C4 124.7(4) . . ?
C2 N1 C4 126.9(5) . . ?
N1 C1 N2 108.7(4) . . ?
N9 N8 C34 122.0(5) . . ?
C26 N8 N9 110.7(4) . . ?
C26 N8 C34 127.0(5) . . ?
C29 C28 C27 121.3(5) . . ?
C29 C28 C33 119.5(5) . . ?
C33 C28 C27 119.1(5) . . ?
C28 C29 C30 121.0(5) . . ?
N7 C21 N6 108.5(4) . . ?
C40 C35 C34 120.8(6) . . ?
C40 C35 C36 119.4(5) . . ?
C36 C35 C34 119.8(6) . . ?
C9 C8 C13 119.1(4) . . ?
C9 C8 C7 120.6(4) . . ?
C13 C8 C7 120.2(4) . . ?
N9 N10 C25 108.9(4) . . ?
N7 C27 C28 111.1(4) . . ?
N6 C24 C25 111.9(4) . . ?
C10 C9 C8 121.2(5) . . ?
N10 C25 C24 120.9(4) . . ?
N10 C25 C26 109.2(4) . . ?
C26 C25 C24 129.9(5) . . ?
C12 C13 C8 120.3(5) . . ?
N3 C6 C5 105.4(4) . . ?
N2 C7 C8 109.4(4) . . ?
C23 C22 N6 106.8(4) . . ?
C22 C23 N7 107.3(4) . . ?
C20 C15 C14 119.5(5) . . ?
C16 C15 C20 119.0(5) . . ?
C16 C15 C14 121.5(5) . . ?
C19 C20 C15 119.5(5) . . ?
C17 C16 C15 121.2(6) . . ?
N10 N9 N8 106.1(4) . . ?
C10 C11 C12 120.4(5) . . ?
C35 C40 C39 120.6(5) . . ?
C6 C5 C4 130.5(5) . . ?
N5 C5 C6 107.3(4) . . ?
N5 C5 C4 122.1(5) . . ?
C32 C31 C30 120.2(5) . . ?
N8 C26 C25 105.1(4) . . ?
N4 N5 C5 109.9(4) . . ?
C9 C10 C11 119.4(5) . . ?
C31 C32 C33 120.5(5) . . ?
N8 C34 C35 112.1(5) . . ?
C28 C33 C32 119.4(5) . . ?
N5 N4 N3 106.6(4) . . ?
N3 C14 C15 111.9(4) . . ?
C37 C36 C35 120.2(6) . . ?
C13 C12 C11 119.6(4) . . ?
C40 C39 C38 119.4(6) . . ?
C31 C30 C29 119.2(5) . . ?
C18 C19 C20 120.5(6) . . ?
C2 C3 N2 107.4(5) . . ?
C16 C17 C18 120.0(5) . . ?
C19 C18 C17 119.8(6) . . ?
C37 C38 C39 119.9(6) . . ?
C3 C2 N1 107.4(4) . . ?
C5 C4 N1 112.6(4) . . ?
C36 C37 C38 120.7(6) . . ?

_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_5b
_database_code_depnum_ccdc_archive 'CCDC 1905287'
loop_
_audit_author_name
_audit_author_address
'Peter J. Barnard'
;La Trobe University
Australia
;
_audit_update_record             
;
2019-03-25 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
_audit_creation_date             2019-01-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(I), C16 H21 N5'
_chemical_formula_sum            'C16 H21 I2 N5'
_chemical_formula_weight         537.18
_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'
I I -0.4742 1.8119 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1054(5)
_cell_length_b                   11.9823(9)
_cell_length_c                   15.3663(9)
_cell_angle_alpha                99.443(5)
_cell_angle_beta                 92.342(4)
_cell_angle_gamma                101.879(5)
_cell_volume                     1968.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9005
_cell_measurement_temperature    173
_cell_measurement_theta_max      30.2680
_cell_measurement_theta_min      4.4510
_shelx_estimated_absorpt_T_max   0.700
_shelx_estimated_absorpt_T_min   0.567
_exptl_absorpt_coefficient_mu    3.202
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19296
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.944
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7003
_reflns_number_total             8038
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         8038
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0245
_refine_ls_restrained_S_all      1.040
_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)+(0.0234P)²+0.3603P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0575
_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:
 C23(H23A,H23B), C22(H22A,H22B), C20(H20A,H20B), C6(H6A,H6B), C7(H7A,H7B),
 C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C24(H24), C16(H16), C15(H15), C8(H8), C18(H18), C19(H19), C14(H14),
 C12(H12), C1(H1), C13(H13), C31(H31), C30(H30), C28(H28), C32(H32), C29(H29),
 C2(H2), C3(H3)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C21(H21A,H21B,H21C), C10(H10A,H10B,H10C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_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
I1 I 0.63654(2) 0.28162(2) 0.09148(2) 0.03543(6) Uani 1 1 d . . . . .
I2 I 0.49408(2) 0.82388(2) 0.35260(2) 0.02751(6) Uani 1 1 d . . . . .
I3 I 0.86691(2) 0.76941(2) 0.73508(2) 0.02953(6) Uani 1 1 d . . . . .
I4 I 0.04718(2) 0.25220(2) 0.94684(2) 0.04492(7) Uani 1 1 d . . . . .
N5 N 0.4109(2) 0.42850(19) 0.78651(16) 0.0253(5) Uani 1 1 d . . . . .
N6 N 0.2576(2) 1.0352(2) -0.03450(16) 0.0255(5) Uani 1 1 d . . . . .
N9 N 0.36453(19) 1.05635(19) 0.26192(15) 0.0237(5) Uani 1 1 d . . . . .
N4 N 0.4792(2) 0.4354(2) 0.86033(17) 0.0306(6) Uani 1 1 d . . . . .
N7 N 0.2516(2) 0.9968(2) -0.17595(16) 0.0269(5) Uani 1 1 d . . . . .
N10 N 0.30679(18) 1.03023(18) 0.33127(15) 0.0206(5) Uani 1 1 d . . . . .
N8 N 0.29825(19) 0.98517(19) 0.19542(15) 0.0235(5) Uani 1 1 d . . . . .
N3 N 0.5806(2) 0.5114(2) 0.85244(17) 0.0306(6) Uani 1 1 d . . . . .
N1 N 0.8335(2) 0.4558(2) 0.84438(18) 0.0335(6) Uani 1 1 d . . . . .
C17 C 0.1969(2) 0.9680(2) -0.10545(19) 0.0264(6) Uani 1 1 d . . . . .
H17 H 0.1254 0.9085 -0.1061 0.032 Uiso 1 1 calc R . . . .
C27 C 0.1188(2) 0.8994(2) 0.37247(18) 0.0227(6) Uani 1 1 d . . . . .
C24 C 0.1997(2) 0.9143(2) 0.22084(18) 0.0231(6) Uani 1 1 d . . . . .
H24 H 0.1396 0.8561 0.1838 0.028 Uiso 1 1 calc R . . . .
C26 C 0.3561(3) 1.0956(2) 0.4176(2) 0.0301(6) Uani 1 1 d . . . . .
H26A H 0.4240 1.0641 0.4394 0.045 Uiso 1 1 calc GR . . . .
H26B H 0.2909 1.0898 0.4588 0.045 Uiso 1 1 calc GR . . . .
H26C H 0.3867 1.1770 0.4131 0.045 Uiso 1 1 calc GR . . . .
N2 N 0.9757(2) 0.4991(2) 0.75732(18) 0.0320(6) Uani 1 1 d . . . . .
C23 C 0.3301(3) 0.9929(3) 0.10448(19) 0.0301(7) Uani 1 1 d . . . . .
H23A H 0.3393 0.9163 0.0733 0.036 Uiso 1 1 calc R . . . .
H23B H 0.4094 1.0490 0.1053 0.036 Uiso 1 1 calc R . . . .
C16 C 0.3577(2) 0.4199(2) 0.5819(2) 0.0289(6) Uani 1 1 d . . . . .
H16 H 0.3457 0.3433 0.5938 0.035 Uiso 1 1 calc R . . . .
C11 C 0.4142(2) 0.5132(2) 0.64658(19) 0.0226(6) Uani 1 1 d . . . . .
C25 C 0.2049(2) 0.9436(2) 0.31008(18) 0.0203(5) Uani 1 1 d . . . . .
C22 C 0.2284(3) 1.0319(3) 0.05684(19) 0.0301(7) Uani 1 1 d . . . . .
H22A H 0.1486 0.9775 0.0582 0.036 Uiso 1 1 calc R . . . .
H22B H 0.2214 1.1099 0.0866 0.036 Uiso 1 1 calc R . . . .
C9 C 0.4663(2) 0.4986(2) 0.73183(19) 0.0240(6) Uani 1 1 d . . . . .
C15 C 0.3189(2) 0.4391(3) 0.5000(2) 0.0309(7) Uani 1 1 d . . . . .
H15 H 0.2796 0.3754 0.4559 0.037 Uiso 1 1 calc R . . . .
C8 C 0.5773(3) 0.5521(3) 0.7763(2) 0.0308(7) Uani 1 1 d . . . . .
H8 H 0.6400 0.6074 0.7572 0.037 Uiso 1 1 calc R . . . .
C18 C 0.3566(3) 1.1099(3) -0.0599(2) 0.0328(7) Uani 1 1 d . . . . .
H18 H 0.4160 1.1679 -0.0221 0.039 Uiso 1 1 calc R . . . .
C19 C 0.3523(3) 1.0845(3) -0.1479(2) 0.0312(7) Uani 1 1 d . . . . .
H19 H 0.4091 1.1208 -0.1846 0.037 Uiso 1 1 calc R . . . .
C21 C 0.3045(3) 0.8666(3) -0.3010(2) 0.0360(7) Uani 1 1 d . . . . .
H21A H 0.2774 0.8278 -0.3619 0.054 Uiso 1 1 calc GR . . . .
H21B H 0.3055 0.8083 -0.2632 0.054 Uiso 1 1 calc GR . . . .
H21C H 0.3877 0.9147 -0.2992 0.054 Uiso 1 1 calc GR . . . .
C14 C 0.3368(2) 0.5503(3) 0.4820(2) 0.0324(7) Uani 1 1 d . . . . .
H14 H 0.3109 0.5629 0.4254 0.039 Uiso 1 1 calc R . . . .
C10 C 0.2878(2) 0.3524(3) 0.7753(2) 0.0352(7) Uani 1 1 d . . . . .
H10A H 0.2939 0.2734 0.7497 0.053 Uiso 1 1 calc GR . . . .
H10B H 0.2340 0.3804 0.7357 0.053 Uiso 1 1 calc GR . . . .
H10C H 0.2533 0.3524 0.8330 0.053 Uiso 1 1 calc GR . . . .
C12 C 0.4306(2) 0.6257(2) 0.6285(2) 0.0294(7) Uani 1 1 d . . . . .
H12 H 0.4681 0.6901 0.6727 0.035 Uiso 1 1 calc R . . . .
C1 C 0.9381(3) 0.5288(3) 0.8366(2) 0.0337(7) Uani 1 1 d . . . . .
H1 H 0.9791 0.5919 0.8806 0.040 Uiso 1 1 calc R . . . .
C13 C 0.3922(3) 0.6428(3) 0.5462(2) 0.0334(7) Uani 1 1 d . . . . .
H13 H 0.4041 0.7192 0.5337 0.040 Uiso 1 1 calc R . . . .
C31 C 0.0704(3) 0.8243(3) 0.5048(2) 0.0378(8) Uani 1 1 d . . . . .
H31 H 0.0966 0.8012 0.5574 0.045 Uiso 1 1 calc R . . . .
C20 C 0.2173(3) 0.9413(3) -0.2682(2) 0.0341(7) Uani 1 1 d . . . . .
H20A H 0.2181 1.0015 -0.3054 0.041 Uiso 1 1 calc R . . . .
H20B H 0.1324 0.8933 -0.2733 0.041 Uiso 1 1 calc R . . . .
C30 C -0.0537(3) 0.8171(3) 0.4844(2) 0.0369(8) Uani 1 1 d . . . . .
H30 H -0.1126 0.7894 0.5233 0.044 Uiso 1 1 calc R . . . .
C28 C -0.0064(2) 0.8899(2) 0.3516(2) 0.0307(7) Uani 1 1 d . . . . .
H28 H -0.0332 0.9110 0.2983 0.037 Uiso 1 1 calc R . . . .
C6 C 0.7622(3) 0.4586(3) 0.9217(2) 0.0478(9) Uani 1 1 d . . . . .
H6A H 0.8196 0.4800 0.9757 0.057 Uiso 1 1 calc R . . . .
H6B H 0.7120 0.3800 0.9215 0.057 Uiso 1 1 calc R . . . .
C32 C 0.1568(3) 0.8653(3) 0.4485(2) 0.0314(7) Uani 1 1 d . . . . .
H32 H 0.2421 0.8699 0.4623 0.038 Uiso 1 1 calc R . . . .
C7 C 0.6781(3) 0.5428(3) 0.9251(2) 0.0458(9) Uani 1 1 d . . . . .
H7A H 0.6394 0.5468 0.9821 0.055 Uiso 1 1 calc R . . . .
H7B H 0.7280 0.6209 0.9230 0.055 Uiso 1 1 calc R . . . .
C29 C -0.0920(3) 0.8496(3) 0.4083(2) 0.0383(8) Uani 1 1 d . . . . .
H29 H -0.1773 0.8446 0.3946 0.046 Uiso 1 1 calc R . . . .
C4 C 1.0852(3) 0.5654(3) 0.7226(3) 0.0471(9) Uani 1 1 d . . . . .
H4A H 1.1600 0.5417 0.7436 0.056 Uiso 1 1 calc R . . . .
H4B H 1.0941 0.6490 0.7459 0.056 Uiso 1 1 calc R . . . .
C2 C 0.8037(3) 0.3777(3) 0.7669(2) 0.0443(8) Uani 1 1 d . . . . .
H2 H 0.7331 0.3159 0.7538 0.053 Uiso 1 1 calc R . . . .
C3 C 0.8926(3) 0.4048(3) 0.7132(3) 0.0441(8) Uani 1 1 d . . . . .
H3 H 0.8970 0.3655 0.6548 0.053 Uiso 1 1 calc R . . . .
C5 C 1.0751(4) 0.5461(4) 0.6246(3) 0.0662(13) Uani 1 1 d . . . . .
H5A H 1.0678 0.4635 0.6014 0.099 Uiso 1 1 calc GR . . . .
H5B H 1.1489 0.5912 0.6039 0.099 Uiso 1 1 calc GR . . . .
H5C H 1.0018 0.5707 0.6037 0.099 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N5 N4 1.320(3) . ?
N5 C9 1.360(3) . ?
N5 C10 1.465(3) . ?
N6 C17 1.311(4) . ?
N6 C22 1.458(3) . ?
N6 C18 1.381(3) . ?
N9 N10 1.314(3) . ?
N9 N8 1.307(3) . ?
N4 N3 1.318(3) . ?
N7 C17 1.323(3) . ?
N7 C19 1.367(4) . ?
N7 C20 1.462(4) . ?
N10 C26 1.448(4) . ?
N10 C25 1.356(3) . ?
N8 C24 1.354(3) . ?
N8 C23 1.468(3) . ?
N3 C8 1.341(4) . ?
N3 C7 1.469(4) . ?
N1 C1 1.325(4) . ?
N1 C6 1.454(4) . ?
N1 C2 1.371(4) . ?
C27 C25 1.465(3) . ?
C27 C28 1.391(4) . ?
C27 C32 1.377(4) . ?
C24 C25 1.354(4) . ?
N2 C1 1.321(4) . ?
N2 C4 1.479(4) . ?
N2 C3 1.363(4) . ?
C23 C22 1.514(4) . ?
C16 C11 1.388(4) . ?
C16 C15 1.383(4) . ?
C11 C9 1.462(4) . ?
C11 C12 1.399(4) . ?
C9 C8 1.364(4) . ?
C15 C14 1.381(4) . ?
C18 C19 1.333(4) . ?
C21 C20 1.497(4) . ?
C14 C13 1.374(4) . ?
C12 C13 1.378(4) . ?
C31 C30 1.383(4) . ?
C31 C32 1.387(4) . ?
C30 C29 1.370(5) . ?
C28 C29 1.383(4) . ?
C6 C7 1.506(5) . ?
C4 C5 1.481(6) . ?
C2 C3 1.335(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 N5 C9 113.2(2) . . ?
N4 N5 C10 117.8(2) . . ?
C9 N5 C10 129.0(3) . . ?
C17 N6 C22 126.5(2) . . ?
C17 N6 C18 108.8(2) . . ?
C18 N6 C22 124.7(3) . . ?
N8 N9 N10 103.75(19) . . ?
N3 N4 N5 103.8(2) . . ?
C17 N7 C19 108.2(2) . . ?
C17 N7 C20 127.0(2) . . ?
C19 N7 C20 124.7(2) . . ?
N9 N10 C26 118.2(2) . . ?
N9 N10 C25 113.1(2) . . ?
C25 N10 C26 128.7(2) . . ?
N9 N8 C24 112.9(2) . . ?
N9 N8 C23 119.9(2) . . ?
C24 N8 C23 127.0(2) . . ?
N4 N3 C8 112.5(2) . . ?
N4 N3 C7 118.8(2) . . ?
C8 N3 C7 128.7(2) . . ?
C1 N1 C6 125.8(3) . . ?
C1 N1 C2 108.3(3) . . ?
C2 N1 C6 125.9(3) . . ?
N6 C17 N7 108.8(2) . . ?
C28 C27 C25 117.5(2) . . ?
C32 C27 C25 122.8(2) . . ?
C32 C27 C28 119.7(2) . . ?
N8 C24 C25 105.6(2) . . ?
C1 N2 C4 124.0(3) . . ?
C1 N2 C3 108.5(3) . . ?
C3 N2 C4 127.3(3) . . ?
N8 C23 C22 108.9(2) . . ?
C15 C16 C11 119.7(3) . . ?
C16 C11 C9 122.5(2) . . ?
C16 C11 C12 119.6(3) . . ?
C12 C11 C9 117.7(3) . . ?
N10 C25 C27 125.6(2) . . ?
C24 C25 N10 104.7(2) . . ?
C24 C25 C27 129.6(2) . . ?
N6 C22 C23 108.9(2) . . ?
N5 C9 C11 126.7(2) . . ?
N5 C9 C8 103.9(2) . . ?
C8 C9 C11 129.4(2) . . ?
C14 C15 C16 120.4(3) . . ?
N3 C8 C9 106.6(2) . . ?
C19 C18 N6 106.4(3) . . ?
C18 C19 N7 107.9(2) . . ?
C13 C14 C15 119.9(3) . . ?
C13 C12 C11 119.7(3) . . ?
N2 C1 N1 108.6(3) . . ?
C14 C13 C12 120.6(3) . . ?
C30 C31 C32 120.1(3) . . ?
N7 C20 C21 111.1(2) . . ?
C29 C30 C31 120.2(3) . . ?
C29 C28 C27 120.1(3) . . ?
N1 C6 C7 113.1(3) . . ?
C27 C32 C31 119.9(3) . . ?
N3 C7 C6 113.2(3) . . ?
C30 C29 C28 120.0(3) . . ?
N2 C4 C5 111.6(3) . . ?
C3 C2 N1 107.1(3) . . ?
C2 C3 N2 107.5(3) . . ?

_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_11
_database_code_depnum_ccdc_archive 'CCDC 1905288'
loop_
_audit_author_name
_audit_author_address
'Peter J. Barnard'
;La Trobe University
Australia
;
_audit_update_record             
;
2019-03-25 deposited with the CCDC.	2019-05-24 downloaded from the CCDC.
;
_audit_creation_date             2019-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
p.barnard@latrobe.edu.au
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H35 Ir N7, C H2 Cl2, F6 P'
_chemical_formula_sum            'C39 H37 Cl2 F6 Ir N7 P'
_chemical_formula_weight         1011.82
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   17.1602(5)
_cell_length_b                   12.9309(4)
_cell_length_c                   17.8048(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.613(3)
_cell_angle_gamma                90
_cell_volume                     3946.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19361
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      30.3050
_cell_measurement_theta_min      3.7450
_shelx_estimated_absorpt_T_max   0.839
_shelx_estimated_absorpt_T_min   0.760
_exptl_absorpt_coefficient_mu    3.627
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69511
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            45853
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.851
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7126
_reflns_number_total             8063
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.179
_refine_diff_density_min         -1.691
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         8063
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²+16.6713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0896
_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:
 C4(H4A,H4B), C5(H5A,H5B), C8(H8A,H8B), C39(H39A,H39B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C24(H24), C25(H25), C26(H26), C27(H27), C30(H30),
  C31(H31), C32(H32), C33(H33), C35(H35), C36(H36), C37(H37), C38(H38)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6776(3) 1.0114(4) 0.3523(2) 0.0288(10) Uani 1 1 d . . . . .
C2 C 0.5806(4) 1.0897(4) 0.2812(3) 0.0431(13) Uani 1 1 d . . . . .
H2 H 0.5336 1.0988 0.2517 0.052 Uiso 1 1 calc R . . . .
C3 C 0.6335(4) 1.1625(4) 0.3001(3) 0.0431(13) Uani 1 1 d . . . . .
H3 H 0.6308 1.2336 0.2868 0.052 Uiso 1 1 calc R . . . .
C4 C 0.5674(3) 0.9016(4) 0.3032(3) 0.0375(12) Uani 1 1 d . . . . .
H4A H 0.5123 0.9160 0.2877 0.045 Uiso 1 1 calc R . . . .
H4B H 0.5679 0.8650 0.3520 0.045 Uiso 1 1 calc R . . . .
C5 C 0.6017(3) 0.8316(5) 0.2457(3) 0.0452(14) Uani 1 1 d . . . . .
H5A H 0.5622 0.7786 0.2311 0.054 Uiso 1 1 calc R . . . .
H5B H 0.6112 0.8732 0.2004 0.054 Uiso 1 1 calc R . . . .
C6 C 0.7305(2) 0.7906(3) 0.3273(2) 0.0237(9) Uani 1 1 d . . . . .
C7 C 0.7838(3) 0.7144(3) 0.3088(2) 0.0248(9) Uani 1 1 d . . . . .
C8 C 0.7583(3) 1.1735(4) 0.3761(3) 0.0357(11) Uani 1 1 d . . . . .
H8A H 0.7979 1.1246 0.3974 0.043 Uiso 1 1 calc R . . . .
H8B H 0.7398 1.2161 0.4179 0.043 Uiso 1 1 calc R . . . .
C9 C 0.7959(4) 1.2431(5) 0.3198(3) 0.0527(15) Uani 1 1 d . . . . .
H9A H 0.8401 1.2795 0.3444 0.079 Uiso 1 1 calc GR . . . .
H9B H 0.7575 1.2936 0.3001 0.079 Uiso 1 1 calc GR . . . .
H9C H 0.8143 1.2012 0.2782 0.079 Uiso 1 1 calc GR . . . .
C10 C 0.7914(4) 0.5812(5) 0.2041(3) 0.0471(14) Uani 1 1 d . . . . .
H10A H 0.8378 0.6059 0.1795 0.071 Uiso 1 1 calc GR . . . .
H10B H 0.7535 0.5544 0.1662 0.071 Uiso 1 1 calc GR . . . .
H10C H 0.8063 0.5260 0.2397 0.071 Uiso 1 1 calc GR . . . .
C11 C 0.8598(3) 0.6783(4) 0.3422(2) 0.0273(9) Uani 1 1 d . . . . .
C12 C 0.9282(3) 0.7177(4) 0.3161(3) 0.0347(11) Uani 1 1 d . . . . .
H12 H 0.9265 0.7715 0.2797 0.042 Uiso 1 1 calc R . . . .
C13 C 0.9998(3) 0.6787(5) 0.3430(4) 0.0516(16) Uani 1 1 d . . . . .
H13 H 1.0469 0.7071 0.3259 0.062 Uiso 1 1 calc R . . . .
C14 C 1.0024(4) 0.5996(6) 0.3939(4) 0.0609(19) Uani 1 1 d . . . . .
H14 H 1.0513 0.5721 0.4115 0.073 Uiso 1 1 calc R . . . .
C15 C 0.9347(4) 0.5599(6) 0.4196(4) 0.0640(19) Uani 1 1 d . . . . .
H15 H 0.9368 0.5051 0.4551 0.077 Uiso 1 1 calc R . . . .
C16 C 0.8627(3) 0.5993(5) 0.3941(3) 0.0437(13) Uani 1 1 d . . . . .
H16 H 0.8159 0.5718 0.4125 0.052 Uiso 1 1 calc R . . . .
C17 C 0.8030(3) 0.8074(3) 0.4918(2) 0.0244(9) Uani 1 1 d . . . . .
C18 C 0.7795(3) 0.7365(4) 0.5459(3) 0.0382(11) Uani 1 1 d . . . . .
H18 H 0.7258 0.7192 0.5478 0.046 Uiso 1 1 calc R . . . .
C19 C 0.8328(4) 0.6910(5) 0.5967(3) 0.0495(14) Uani 1 1 d . . . . .
H19 H 0.8150 0.6426 0.6323 0.059 Uiso 1 1 calc R . . . .
C20 C 0.9108(4) 0.7146(5) 0.5965(3) 0.0554(16) Uani 1 1 d . . . . .
H20 H 0.9466 0.6830 0.6318 0.066 Uiso 1 1 calc R . . . .
C21 C 0.9368(3) 0.7845(5) 0.5447(3) 0.0439(13) Uani 1 1 d . . . . .
H21 H 0.9906 0.8016 0.5441 0.053 Uiso 1 1 calc R . . . .
C22 C 0.8831(3) 0.8303(4) 0.4930(2) 0.0284(9) Uani 1 1 d . . . . .
C23 C 0.9066(3) 0.8982(4) 0.4332(3) 0.0299(10) Uani 1 1 d . . . . .
C24 C 0.9832(3) 0.9242(5) 0.4187(3) 0.0444(13) Uani 1 1 d . . . . .
H24 H 1.0244 0.9036 0.4530 0.053 Uiso 1 1 calc R . . . .
C25 C 1.0000(4) 0.9788(5) 0.3559(4) 0.0577(17) Uani 1 1 d . . . . .
H25 H 1.0522 0.9974 0.3468 0.069 Uiso 1 1 calc R . . . .
C26 C 0.9393(4) 1.0067(5) 0.3055(4) 0.0538(16) Uani 1 1 d . . . . .
H26 H 0.9496 1.0419 0.2602 0.065 Uiso 1 1 calc R . . . .
C27 C 0.8640(3) 0.9825(4) 0.3225(3) 0.0373(11) Uani 1 1 d . . . . .
H27 H 0.8226 1.0016 0.2881 0.045 Uiso 1 1 calc R . . . .
C28 C 0.7365(2) 1.0010(3) 0.5062(2) 0.0227(8) Uani 1 1 d . . . . .
C29 C 0.6649(3) 1.0050(4) 0.5422(2) 0.0271(9) Uani 1 1 d . . . . .
C30 C 0.6503(3) 1.0779(4) 0.5974(3) 0.0372(11) Uani 1 1 d . . . . .
H30 H 0.6006 1.0807 0.6188 0.045 Uiso 1 1 calc R . . . .
C31 C 0.7086(4) 1.1462(4) 0.6210(3) 0.0413(12) Uani 1 1 d . . . . .
H31 H 0.6985 1.1977 0.6574 0.050 Uiso 1 1 calc R . . . .
C32 C 0.7814(3) 1.1391(4) 0.5914(3) 0.0346(11) Uani 1 1 d . . . . .
H32 H 0.8225 1.1830 0.6095 0.042 Uiso 1 1 calc R . . . .
C33 C 0.7946(3) 1.0672(4) 0.5346(2) 0.0289(10) Uani 1 1 d . . . . .
H33 H 0.8450 1.0635 0.5148 0.035 Uiso 1 1 calc R . . . .
C34 C 0.6116(3) 0.9200(4) 0.5227(3) 0.0302(10) Uani 1 1 d . . . . .
C35 C 0.5434(3) 0.8963(4) 0.5590(3) 0.0431(13) Uani 1 1 d . . . . .
H35 H 0.5239 0.9436 0.5944 0.052 Uiso 1 1 calc R . . . .
C36 C 0.5044(3) 0.8065(5) 0.5443(4) 0.0505(15) Uani 1 1 d . . . . .
H36 H 0.4573 0.7918 0.5683 0.061 Uiso 1 1 calc R . . . .
C37 C 0.5340(3) 0.7367(4) 0.4941(3) 0.0449(13) Uani 1 1 d . . . . .
H37 H 0.5095 0.6717 0.4850 0.054 Uiso 1 1 calc R . . . .
C38 C 0.5998(3) 0.7639(4) 0.4576(3) 0.0353(11) Uani 1 1 d . . . . .
H38 H 0.6200 0.7166 0.4226 0.042 Uiso 1 1 calc R . . . .
Ir1 Ir 0.73731(2) 0.89794(2) 0.41840(2) 0.02059(7) Uani 1 1 d . . . . .
N1 N 0.6081(2) 0.9984(3) 0.3132(2) 0.0335(9) Uani 1 1 d . . . . .
N2 N 0.6926(3) 1.1149(3) 0.3425(2) 0.0333(9) Uani 1 1 d . . . . .
N3 N 0.6750(2) 0.7779(3) 0.2687(2) 0.0296(8) Uani 1 1 d . . . . .
N4 N 0.6899(2) 0.7045(3) 0.2193(2) 0.0351(9) Uani 1 1 d . . . . .
N5 N 0.7563(2) 0.6670(3) 0.2448(2) 0.0304(9) Uani 1 1 d . . . . .
N6 N 0.8468(2) 0.9328(3) 0.3860(2) 0.0262(8) Uani 1 1 d . . . . .
N7 N 0.6371(2) 0.8548(3) 0.4692(2) 0.0274(8) Uani 1 1 d . . . . .
C39 C 0.7231(9) 0.4271(11) 0.5649(9) 0.151(6) Uani 1 1 d . . . . .
H39A H 0.7038 0.4953 0.5470 0.181 Uiso 1 1 calc R . . . .
H39B H 0.6803 0.3761 0.5578 0.181 Uiso 1 1 calc R . . . .
Cl1 Cl 0.8038(3) 0.3889(3) 0.5148(2) 0.1480(15) Uani 1 1 d . . . . .
Cl2 Cl 0.7504(4) 0.4333(3) 0.6500(2) 0.222(3) Uani 1 1 d . . . . .
F1 F 0.4024(5) 0.4828(5) 0.5562(3) 0.149(3) Uani 1 1 d . . . . .
F2 F 0.3094(3) 0.4931(6) 0.6343(5) 0.196(5) Uani 1 1 d . . . . .
F3 F 0.3905(3) 0.5792(4) 0.7170(2) 0.0961(17) Uani 1 1 d . . . . .
F4 F 0.4811(2) 0.5614(5) 0.6372(3) 0.0974(17) Uani 1 1 d . . . . .
F5 F 0.4200(3) 0.4234(3) 0.6758(3) 0.0999(19) Uani 1 1 d . . . . .
F6 F 0.3661(2) 0.6336(3) 0.5980(2) 0.0550(9) Uani 1 1 d . . . . .
P1 P 0.39308(9) 0.52887(11) 0.63682(8) 0.0412(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 Ir1 2.116(5) . ?
C1 N1 1.364(6) . ?
C1 N2 1.375(6) . ?
C2 C3 1.340(8) . ?
C2 N1 1.383(7) . ?
C3 N2 1.382(7) . ?
C4 C5 1.506(7) . ?
C4 N1 1.441(7) . ?
C5 N3 1.478(6) . ?
C6 C7 1.394(6) . ?
C6 Ir1 2.134(4) . ?
C6 N3 1.389(5) . ?
C7 C11 1.484(6) . ?
C7 N5 1.359(5) . ?
C8 C9 1.514(7) . ?
C8 N2 1.464(7) . ?
C10 N5 1.469(6) . ?
C11 C12 1.380(7) . ?
C11 C16 1.377(7) . ?
C12 C13 1.393(8) . ?
C13 C14 1.367(10) . ?
C14 C15 1.367(10) . ?
C15 C16 1.394(8) . ?
C17 C18 1.402(7) . ?
C17 C22 1.406(6) . ?
C17 Ir1 2.053(4) . ?
C18 C19 1.388(8) . ?
C19 C20 1.373(9) . ?
C20 C21 1.380(9) . ?
C21 C22 1.404(7) . ?
C22 C23 1.452(7) . ?
C23 C24 1.393(7) . ?
C23 N6 1.372(6) . ?
C24 C25 1.363(9) . ?
C25 C26 1.391(10) . ?
C26 C27 1.376(8) . ?
C27 N6 1.344(6) . ?
C28 C29 1.413(6) . ?
C28 C33 1.392(6) . ?
C28 Ir1 2.054(4) . ?
C29 C30 1.393(6) . ?
C29 C34 1.462(7) . ?
C30 C31 1.386(8) . ?
C31 C32 1.382(8) . ?
C32 C33 1.399(7) . ?
C34 C35 1.396(7) . ?
C34 N7 1.359(6) . ?
C35 C36 1.360(8) . ?
C36 C37 1.384(8) . ?
C37 C38 1.374(7) . ?
C38 N7 1.350(6) . ?
Ir1 N6 2.041(4) . ?
Ir1 N7 2.056(4) . ?
N3 N4 1.327(5) . ?
N4 N5 1.301(5) . ?
C39 Cl1 1.753(14) . ?
C39 Cl2 1.568(17) . ?
F1 P1 1.569(5) . ?
F2 P1 1.508(5) . ?
F3 P1 1.571(5) . ?
F4 P1 1.568(5) . ?
F5 P1 1.589(4) . ?
F6 P1 1.580(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 Ir1 126.1(4) . . ?
N1 C1 N2 102.6(4) . . ?
N2 C1 Ir1 131.1(3) . . ?
C3 C2 N1 106.4(5) . . ?
C2 C3 N2 107.2(5) . . ?
N1 C4 C5 113.9(5) . . ?
N3 C5 C4 116.6(4) . . ?
C7 C6 Ir1 128.7(3) . . ?
N3 C6 C7 100.0(4) . . ?
N3 C6 Ir1 131.2(3) . . ?
C6 C7 C11 134.5(4) . . ?
N5 C7 C6 108.1(4) . . ?
N5 C7 C11 117.3(4) . . ?
N2 C8 C9 112.3(4) . . ?
C12 C11 C7 119.6(4) . . ?
C16 C11 C7 120.4(4) . . ?
C16 C11 C12 119.7(5) . . ?
C11 C12 C13 120.1(5) . . ?
C14 C13 C12 120.1(6) . . ?
C13 C14 C15 120.0(6) . . ?
C14 C15 C16 120.6(6) . . ?
C11 C16 C15 119.6(6) . . ?
C18 C17 C22 116.0(4) . . ?
C18 C17 Ir1 130.1(4) . . ?
C22 C17 Ir1 113.4(3) . . ?
C19 C18 C17 121.6(5) . . ?
C20 C19 C18 121.2(5) . . ?
C19 C20 C21 119.4(5) . . ?
C20 C21 C22 119.6(5) . . ?
C17 C22 C23 114.9(4) . . ?
C21 C22 C17 122.2(5) . . ?
C21 C22 C23 122.7(5) . . ?
C24 C23 C22 125.3(5) . . ?
N6 C23 C22 115.0(4) . . ?
N6 C23 C24 119.6(5) . . ?
C25 C24 C23 120.9(6) . . ?
C24 C25 C26 118.9(5) . . ?
C27 C26 C25 118.8(5) . . ?
N6 C27 C26 122.6(5) . . ?
C29 C28 Ir1 113.9(3) . . ?
C33 C28 C29 115.9(4) . . ?
C33 C28 Ir1 130.2(3) . . ?
C28 C29 C34 114.4(4) . . ?
C30 C29 C28 122.2(4) . . ?
C30 C29 C34 123.1(4) . . ?
C31 C30 C29 119.7(5) . . ?
C32 C31 C30 119.6(5) . . ?
C31 C32 C33 120.0(5) . . ?
C28 C33 C32 122.3(5) . . ?
C35 C34 C29 125.7(4) . . ?
N7 C34 C29 114.5(4) . . ?
N7 C34 C35 119.5(4) . . ?
C36 C35 C34 120.9(5) . . ?
C35 C36 C37 119.3(5) . . ?
C38 C37 C36 118.2(5) . . ?
N7 C38 C37 123.1(5) . . ?
C1 Ir1 C6 91.14(17) . . ?
C17 Ir1 C1 170.85(17) . . ?
C17 Ir1 C6 97.06(17) . . ?
C17 Ir1 C28 84.72(16) . . ?
C17 Ir1 N7 90.63(16) . . ?
C28 Ir1 C1 87.31(17) . . ?
C28 Ir1 C6 176.47(16) . . ?
C28 Ir1 N7 78.84(16) . . ?
N6 Ir1 C1 96.78(17) . . ?
N6 Ir1 C6 87.00(15) . . ?
N6 Ir1 C17 79.68(16) . . ?
N6 Ir1 C28 96.33(16) . . ?
N6 Ir1 N7 169.59(15) . . ?
N7 Ir1 C1 92.23(17) . . ?
N7 Ir1 C6 98.06(15) . . ?
C1 N1 C2 112.3(4) . . ?
C1 N1 C4 125.3(4) . . ?
C2 N1 C4 122.4(4) . . ?
C1 N2 C3 111.5(4) . . ?
C1 N2 C8 126.6(4) . . ?
C3 N2 C8 121.7(4) . . ?
C6 N3 C5 134.3(4) . . ?
N4 N3 C5 109.8(4) . . ?
N4 N3 C6 115.8(4) . . ?
N5 N4 N3 103.1(3) . . ?
C7 N5 C10 128.3(4) . . ?
N4 N5 C7 112.9(4) . . ?
N4 N5 C10 118.8(4) . . ?
C23 N6 Ir1 115.3(3) . . ?
C27 N6 C23 118.9(4) . . ?
C27 N6 Ir1 125.7(3) . . ?
C34 N7 Ir1 116.3(3) . . ?
C38 N7 C34 118.7(4) . . ?
C38 N7 Ir1 124.7(3) . . ?
Cl2 C39 Cl1 107.3(10) . . ?
F1 P1 F3 175.3(4) . . ?
F1 P1 F5 92.0(3) . . ?
F1 P1 F6 88.0(2) . . ?
F2 P1 F1 89.6(5) . . ?
F2 P1 F3 95.0(5) . . ?
F2 P1 F4 177.3(5) . . ?
F2 P1 F5 90.4(3) . . ?
F2 P1 F6 89.4(3) . . ?
F3 P1 F5 88.7(3) . . ?
F3 P1 F6 91.3(2) . . ?
F4 P1 F1 88.2(4) . . ?
F4 P1 F3 87.3(3) . . ?
F4 P1 F5 88.2(3) . . ?
F4 P1 F6 92.0(3) . . ?
F6 P1 F5 179.8(3) . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'
