#------------------------------------------------------------------------------
#$Date: 2019-11-26 07:55:57 +0200 (Tue, 26 Nov 2019) $
#$Revision: 242994 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/18/2021836.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2021836
loop_
_publ_author_name
'Thapa, Rajesh'
'Kilyanek, Stefan M.'
_publ_section_title
;
 Synthesis and structural characterization of iridium(I) complexes of
 20-membered macrocyclic rings bearing chelating bis(N-heterocyclic
 carbene) ligands
;
_journal_coeditor_code           KY3185
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229619015006
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C32 H44 N6 2+, 2P F6 -'
_chemical_formula_moiety         'C32 H44 N6 2+, 2(F6 P -)'
_chemical_formula_sum            'C32 H44 F12 N6 P2'
_chemical_formula_weight         802.67
_chemical_name_systematic
'5,16-Dibenzyl-1λ⁵,5,9,12λ⁵,16,20-hexaazatricyclo[18.2.1.1^9,12^]tetracosa-1(23),10,12(24),21-tetraene-1,12-diium bis(hexafluorophosphate)'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                95.133(17)
_cell_angle_beta                 97.423(17)
_cell_angle_gamma                100.660(17)
_cell_formula_units_Z            2
_cell_length_a                   9.290(12)
_cell_length_b                   11.228(14)
_cell_length_c                   18.00(2)
_cell_measurement_reflns_used    4108
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.70
_cell_measurement_theta_min      2.26
_cell_volume                     1817(4)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_av_unetI/netI     0.1102
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            28213
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.862
_diffrn_reflns_theta_min         1.149
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.474
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         8188
_refine_ls_number_restraints     606
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0560
_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)+(0.0600P)²+0.4000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1340
_refine_ls_wR_factor_ref         0.1591
_reflns_number_gt                4809
_reflns_number_total             8188
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ky3185sup1.cif
_cod_data_source_block           1c
_cod_database_code               2021836
_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.
;
_shelx_estimated_absorpt_t_min   0.911
_shelx_estimated_absorpt_t_max   0.987
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1A 0.89124(8) 0.49942(6) 0.13859(4) 0.02751(19) Uani d 1 . .
F F1A 0.93515(19) 0.40643(14) 0.07561(10) 0.0397(4) Uani d 1 . .
F F2A 1.02453(19) 0.60386(14) 0.12466(10) 0.0402(4) Uani d 1 . .
F F3A 1.00117(19) 0.45528(16) 0.20239(9) 0.0410(4) Uani d 1 . .
F F4A 0.84698(19) 0.59085(15) 0.20133(9) 0.0401(4) Uani d 1 . .
F F5A 0.75884(19) 0.39347(15) 0.15241(11) 0.0469(5) Uani d 1 . .
F F6A 0.7820(2) 0.54278(16) 0.07463(9) 0.0429(5) Uani d 1 . .
P P1B 0.2809(4) 0.3187(3) 0.40681(18) 0.0355(4) Uani d 0.588(3) A 1
F F1B 0.1942(4) 0.3796(4) 0.34269(18) 0.0615(11) Uani d 0.588(3) A 1
F F2B 0.4234(5) 0.3430(6) 0.3650(4) 0.0474(15) Uani d 0.588(3) A 1
F F3B 0.3341(5) 0.4503(3) 0.4548(2) 0.0716(14) Uani d 0.588(3) A 1
F F4B 0.3675(5) 0.2594(5) 0.4703(2) 0.0743(13) Uani d 0.588(3) A 1
F F5B 0.1380(4) 0.2983(5) 0.4481(2) 0.0707(14) Uani d 0.588(3) A 1
F F6B 0.2252(5) 0.1911(3) 0.3568(2) 0.0643(13) Uani d 0.588(3) A 1
P P1B' 0.2955(5) 0.3072(4) 0.4129(3) 0.0355(4) Uani d 0.412(3) A 2
F F1B' 0.1780(6) 0.2663(7) 0.3387(3) 0.0765(19) Uani d 0.412(3) A 2
F F2B' 0.4206(7) 0.3727(8) 0.3673(5) 0.052(2) Uani d 0.412(3) A 2
F F3B' 0.2360(7) 0.4296(5) 0.4282(3) 0.0689(17) Uani d 0.412(3) A 2
F F4B' 0.4117(5) 0.3480(5) 0.4885(2) 0.0535(14) Uani d 0.412(3) A 2
F F5B' 0.1784(6) 0.2404(5) 0.4617(3) 0.0553(16) Uani d 0.412(3) A 2
F F6B' 0.3564(6) 0.1851(4) 0.3999(3) 0.0645(16) Uani d 0.412(3) A 2
N N1C 0.6852(3) 0.59409(19) -0.16046(12) 0.0259(5) Uani d 1 . .
N N2C 0.6234(2) 0.42161(19) -0.11543(12) 0.0253(5) Uani d 1 . .
N N3C 0.3554(2) 0.16032(19) 0.05119(12) 0.0244(5) Uani d 1 . .
C C1C 0.7188(3) 0.5293(2) -0.10417(15) 0.0265(6) Uani d 1 . .
H H1C 0.7969 0.5551 -0.0631 0.032 Uiso calc 1 . .
C C2C 0.5650(3) 0.5261(2) -0.20876(16) 0.0341(7) Uani d 1 . .
H H2C 0.5180 0.5502 -0.2534 0.041 Uiso calc 1 . .
C C3C 0.5264(3) 0.4187(3) -0.18072(16) 0.0340(7) Uani d 1 . .
H H3C 0.4472 0.3535 -0.2020 0.041 Uiso calc 1 . .
C C4C 0.6268(3) 0.3208(2) -0.06793(16) 0.0271(6) Uani d 1 . .
H H4C1 0.7214 0.3380 -0.0329 0.033 Uiso calc 1 . .
H H4C2 0.6226 0.2441 -0.1006 0.033 Uiso calc 1 . .
C C5C 0.4978(3) 0.3041(2) -0.02236(16) 0.0276(6) Uani d 1 . .
H H5C1 0.5224 0.3632 0.0238 0.033 Uiso calc 1 . .
H H5C2 0.4082 0.3203 -0.0527 0.033 Uiso calc 1 . .
C C6C 0.4664(3) 0.1741(2) -0.00064(15) 0.0259(6) Uani d 1 . .
H H6C1 0.4298 0.1158 -0.0468 0.031 Uiso calc 1 . .
H H6C2 0.5594 0.1544 0.0239 0.031 Uiso calc 1 . .
C C7C 0.4309(3) 0.1777(3) 0.12941(15) 0.0287(6) Uani d 1 . .
H H7C1 0.5117 0.2506 0.1360 0.034 Uiso calc 1 . .
H H7C2 0.4764 0.1063 0.1386 0.034 Uiso calc 1 . .
C C8C 0.3287(3) 0.1938(2) 0.18845(16) 0.0297(7) Uani d 1 . .
H H8C1 0.2656 0.1137 0.1918 0.036 Uiso calc 1 . .
H H8C2 0.3901 0.2217 0.2383 0.036 Uiso calc 1 . .
C C9C 0.2294(3) 0.2850(2) 0.17063(17) 0.0296(7) Uani d 1 . .
H H9C1 0.1591 0.2523 0.1240 0.036 Uiso calc 1 . .
H H9C2 0.1709 0.2947 0.2122 0.036 Uiso calc 1 . .
C C10C 0.2464(3) 0.0436(2) 0.03440(15) 0.0261(6) Uani d 1 . .
H H10A 0.1721 0.0423 0.0693 0.031 Uiso calc 1 . .
H H10B 0.2978 -0.0249 0.0426 0.031 Uiso calc 1 . .
C C11C 0.1688(3) 0.0272(2) -0.04618(16) 0.0261(6) Uani d 1 . .
C C12C 0.1140(3) 0.1236(2) -0.07668(16) 0.0318(7) Uani d 1 . .
H H12C 0.1228 0.1987 -0.0459 0.038 Uiso calc 1 . .
C C13C 0.0469(3) 0.1105(3) -0.15158(17) 0.0372(7) Uani d 1 . .
H H13C 0.0102 0.1764 -0.1715 0.045 Uiso calc 1 . .
C C14C 0.0335(3) 0.0012(3) -0.19735(17) 0.0375(7) Uani d 1 . .
H H14C -0.0119 -0.0076 -0.2485 0.045 Uiso calc 1 . .
C C15C 0.0870(3) -0.0950(3) -0.16770(17) 0.0353(7) Uani d 1 . .
H H15C 0.0778 -0.1699 -0.1987 0.042 Uiso calc 1 . .
C C16C 0.1540(3) -0.0826(3) -0.09267(17) 0.0314(7) Uani d 1 . .
H H16C 0.1898 -0.1491 -0.0730 0.038 Uiso calc 1 . .
N N1D 0.2132(3) 0.60795(19) 0.61588(12) 0.0268(5) Uani d 1 . .
N N2D 0.2782(3) 0.7897(2) 0.58365(13) 0.0296(6) Uani d 1 . .
N N3D 0.1621(2) 0.77568(19) 0.39090(12) 0.0261(5) Uani d 1 . .
C C1D 0.2717(3) 0.6710(2) 0.56360(15) 0.0270(6) Uani d 1 . .
H H1D 0.3032 0.6371 0.5197 0.032 Uiso calc 1 . .
C C2D 0.1831(4) 0.6882(3) 0.67106(18) 0.0470(9) Uani d 1 . .
H H2D 0.1417 0.6680 0.7150 0.056 Uiso calc 1 . .
C C3D 0.2236(4) 0.8019(3) 0.65106(18) 0.0492(10) Uani d 1 . .
H H3D 0.2157 0.8762 0.6784 0.059 Uiso calc 1 . .
C C4D 0.3327(3) 0.8930(2) 0.54139(16) 0.0294(7) Uani d 1 . .
H H4D1 0.3946 0.8656 0.5050 0.035 Uiso calc 1 . .
H H4D2 0.3958 0.9601 0.5773 0.035 Uiso calc 1 . .
C C5D 0.2054(3) 0.9414(2) 0.49846(16) 0.0324(7) Uani d 1 . .
H H5D1 0.1118 0.9078 0.5167 0.039 Uiso calc 1 . .
H H5D2 0.2242 1.0314 0.5098 0.039 Uiso calc 1 . .
C C6D 0.1871(3) 0.9080(2) 0.41322(16) 0.0293(6) Uani d 1 . .
H H6D1 0.1024 0.9399 0.3891 0.035 Uiso calc 1 . .
H H6D2 0.2772 0.9481 0.3944 0.035 Uiso calc 1 . .
C C7D 0.0051(3) 0.7188(2) 0.39140(16) 0.0271(6) Uani d 1 . .
H H7D1 -0.0554 0.7356 0.3455 0.033 Uiso calc 1 . .
H H7D2 -0.0295 0.7572 0.4357 0.033 Uiso calc 1 . .
C C8D -0.0207(3) 0.5808(2) 0.39419(16) 0.0280(6) Uani d 1 . .
H H8D1 0.0245 0.5425 0.3538 0.034 Uiso calc 1 . .
H H8D2 0.0276 0.5634 0.4433 0.034 Uiso calc 1 . .
C C9D -0.1862(3) 0.5263(2) 0.38405(16) 0.0285(6) Uani d 1 . .
H H9D1 -0.2305 0.5629 0.4254 0.034 Uiso calc 1 . .
H H9D2 -0.2348 0.5463 0.3358 0.034 Uiso calc 1 . .
C C10D 0.2002(3) 0.7524(3) 0.31425(15) 0.0306(7) Uani d 1 . .
H H10C 0.1437 0.7963 0.2793 0.037 Uiso calc 1 . .
H H10D 0.1695 0.6641 0.2968 0.037 Uiso calc 1 . .
C C11D 0.3640(3) 0.7922(2) 0.31069(15) 0.0274(6) Uani d 1 . .
C C12D 0.4693(3) 0.7502(2) 0.35836(15) 0.0275(6) Uani d 1 . .
H H12D 0.4377 0.6974 0.3940 0.033 Uiso calc 1 . .
C C13D 0.6198(3) 0.7840(2) 0.35473(15) 0.0269(6) Uani d 1 . .
H H13D 0.6902 0.7563 0.3886 0.032 Uiso calc 1 . .
C C14D 0.6672(3) 0.8589(2) 0.30094(16) 0.0303(7) Uani d 1 . .
H H14D 0.7697 0.8806 0.2974 0.036 Uiso calc 1 . .
C C15D 0.5637(3) 0.9017(2) 0.25261(16) 0.0304(7) Uani d 1 . .
H H15D 0.5956 0.9526 0.2161 0.036 Uiso calc 1 . .
C C16D 0.4136(3) 0.8696(2) 0.25793(16) 0.0291(6) Uani d 1 . .
H H16D 0.3437 0.9004 0.2255 0.035 Uiso calc 1 . .
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'
P P 0.1023 0.0942 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
F2A P1A F4A . . 90.54(12)
F2A P1A F6A . . 90.12(13)
F4A P1A F6A . . 90.22(12)
F2A P1A F5A . . 179.29(10)
F4A P1A F5A . . 90.04(12)
F6A P1A F5A . . 90.30(13)
F2A P1A F3A . . 89.88(12)
F4A P1A F3A . . 90.15(12)
F6A P1A F3A . . 179.63(10)
F5A P1A F3A . . 89.69(12)
F2A P1A F1A . . 89.87(12)
F4A P1A F1A . . 179.57(10)
F6A P1A F1A . . 89.91(12)
F5A P1A F1A . . 89.56(12)
F3A P1A F1A . . 89.71(12)
F4B P1B F6B . . 91.8(3)
F4B P1B F5B . . 90.2(3)
F6B P1B F5B . . 91.3(3)
F4B P1B F1B . . 179.6(3)
F6B P1B F1B . . 88.5(3)
F5B P1B F1B . . 90.0(3)
F4B P1B F2B . . 91.0(3)
F6B P1B F2B . . 89.8(3)
F5B P1B F2B . . 178.4(3)
F1B P1B F2B . . 88.7(3)
F4B P1B F3B . . 90.5(3)
F6B P1B F3B . . 177.8(3)
F5B P1B F3B . . 88.9(3)
F1B P1B F3B . . 89.2(3)
F2B P1B F3B . . 90.0(3)
F1B' P1B' F6B' . . 90.3(4)
F1B' P1B' F3B' . . 91.0(4)
F6B' P1B' F3B' . . 178.6(4)
F1B' P1B' F4B' . . 179.1(4)
F6B' P1B' F4B' . . 90.0(3)
F3B' P1B' F4B' . . 88.6(3)
F1B' P1B' F5B' . . 90.1(4)
F6B' P1B' F5B' . . 89.9(3)
F3B' P1B' F5B' . . 89.5(4)
F4B' P1B' F5B' . . 89.1(4)
F1B' P1B' F2B' . . 92.7(4)
F6B' P1B' F2B' . . 88.4(4)
F3B' P1B' F2B' . . 92.1(4)
F4B' P1B' F2B' . . 88.1(4)
F5B' P1B' F2B' . . 176.7(4)
C1C N1C C2C . . 108.5(2)
C1C N1C C9C . 2_665 124.8(2)
C2C N1C C9C . 2_665 126.5(2)
C1C N2C C3C . . 108.4(2)
C1C N2C C4C . . 125.7(2)
C3C N2C C4C . . 125.9(2)
C7C N3C C6C . . 109.5(2)
C7C N3C C10C . . 111.7(2)
C6C N3C C10C . . 113.6(2)
N1C C1C N2C . . 108.5(2)
N1C C1C H1C . . 125.8
N2C C1C H1C . . 125.8
C3C C2C N1C . . 107.3(3)
C3C C2C H2C . . 126.3
N1C C2C H2C . . 126.3
C2C C3C N2C . . 107.3(3)
C2C C3C H3C . . 126.4
N2C C3C H3C . . 126.4
N2C C4C C5C . . 112.1(2)
N2C C4C H4C1 . . 109.2
C5C C4C H4C1 . . 109.2
N2C C4C H4C2 . . 109.2
C5C C4C H4C2 . . 109.2
H4C1 C4C H4C2 . . 107.9
C6C C5C C4C . . 110.4(2)
C6C C5C H5C1 . . 109.6
C4C C5C H5C1 . . 109.6
C6C C5C H5C2 . . 109.6
C4C C5C H5C2 . . 109.6
H5C1 C5C H5C2 . . 108.1
N3C C6C C5C . . 111.3(2)
N3C C6C H6C1 . . 109.4
C5C C6C H6C1 . . 109.4
N3C C6C H6C2 . . 109.4
C5C C6C H6C2 . . 109.4
H6C1 C6C H6C2 . . 108.0
N3C C7C C8C . . 113.9(2)
N3C C7C H7C1 . . 108.8
C8C C7C H7C1 . . 108.8
N3C C7C H7C2 . . 108.8
C8C C7C H7C2 . . 108.8
H7C1 C7C H7C2 . . 107.7
C9C C8C C7C . . 113.3(2)
C9C C8C H8C1 . . 108.9
C7C C8C H8C1 . . 108.9
C9C C8C H8C2 . . 108.9
C7C C8C H8C2 . . 108.9
H8C1 C8C H8C2 . . 107.7
N1C C9C C8C 2_665 . 112.5(2)
N1C C9C H9C1 2_665 . 109.1
C8C C9C H9C1 . . 109.1
N1C C9C H9C2 2_665 . 109.1
C8C C9C H9C2 . . 109.1
H9C1 C9C H9C2 . . 107.8
N3C C10C C11C . . 111.1(2)
N3C C10C H10A . . 109.4
C11C C10C H10A . . 109.4
N3C C10C H10B . . 109.4
C11C C10C H10B . . 109.4
H10A C10C H10B . . 108.0
C16C C11C C12C . . 118.5(3)
C16C C11C C10C . . 121.1(2)
C12C C11C C10C . . 120.4(3)
C13C C12C C11C . . 120.7(3)
C13C C12C H12C . . 119.6
C11C C12C H12C . . 119.6
C14C C13C C12C . . 120.3(3)
C14C C13C H13C . . 119.8
C12C C13C H13C . . 119.8
C15C C14C C13C . . 119.5(3)
C15C C14C H14C . . 120.3
C13C C14C H14C . . 120.3
C14C C15C C16C . . 120.5(3)
C14C C15C H15C . . 119.7
C16C C15C H15C . . 119.7
C15C C16C C11C . . 120.5(3)
C15C C16C H16C . . 119.8
C11C C16C H16C . . 119.8
C1D N1D C2D . . 108.9(2)
C1D N1D C9D . 2_566 126.4(2)
C2D N1D C9D . 2_566 124.7(2)
C1D N2D C3D . . 108.2(2)
C1D N2D C4D . . 127.0(2)
C3D N2D C4D . . 124.7(2)
C6D N3D C10D . . 109.6(2)
C6D N3D C7D . . 110.4(2)
C10D N3D C7D . . 109.4(2)
N2D C1D N1D . . 108.5(2)
N2D C1D H1D . . 125.8
N1D C1D H1D . . 125.8
C3D C2D N1D . . 107.0(3)
C3D C2D H2D . . 126.5
N1D C2D H2D . . 126.5
C2D C3D N2D . . 107.4(3)
C2D C3D H3D . . 126.3
N2D C3D H3D . . 126.3
N2D C4D C5D . . 112.4(2)
N2D C4D H4D1 . . 109.1
C5D C4D H4D1 . . 109.1
N2D C4D H4D2 . . 109.1
C5D C4D H4D2 . . 109.1
H4D1 C4D H4D2 . . 107.8
C6D C5D C4D . . 112.9(2)
C6D C5D H5D1 . . 109.0
C4D C5D H5D1 . . 109.0
C6D C5D H5D2 . . 109.0
C4D C5D H5D2 . . 109.0
H5D1 C5D H5D2 . . 107.8
N3D C6D C5D . . 113.0(2)
N3D C6D H6D1 . . 109.0
C5D C6D H6D1 . . 109.0
N3D C6D H6D2 . . 109.0
C5D C6D H6D2 . . 109.0
H6D1 C6D H6D2 . . 107.8
N3D C7D C8D . . 113.6(2)
N3D C7D H7D1 . . 108.8
C8D C7D H7D1 . . 108.8
N3D C7D H7D2 . . 108.8
C8D C7D H7D2 . . 108.8
H7D1 C7D H7D2 . . 107.7
C9D C8D C7D . . 110.6(2)
C9D C8D H8D1 . . 109.5
C7D C8D H8D1 . . 109.5
C9D C8D H8D2 . . 109.5
C7D C8D H8D2 . . 109.5
H8D1 C8D H8D2 . . 108.1
N1D C9D C8D 2_566 . 111.3(2)
N1D C9D H9D1 2_566 . 109.4
C8D C9D H9D1 . . 109.4
N1D C9D H9D2 2_566 . 109.4
C8D C9D H9D2 . . 109.4
H9D1 C9D H9D2 . . 108.0
N3D C10D C11D . . 113.2(2)
N3D C10D H10C . . 108.9
C11D C10D H10C . . 108.9
N3D C10D H10D . . 108.9
C11D C10D H10D . . 108.9
H10C C10D H10D . . 107.8
C12D C11D C16D . . 118.3(3)
C12D C11D C10D . . 120.7(3)
C16D C11D C10D . . 121.0(3)
C13D C12D C11D . . 121.3(3)
C13D C12D H12D . . 119.3
C11D C12D H12D . . 119.3
C12D C13D C14D . . 119.8(3)
C12D C13D H13D . . 120.1
C14D C13D H13D . . 120.1
C15D C14D C13D . . 119.8(3)
C15D C14D H14D . . 120.1
C13D C14D H14D . . 120.1
C16D C15D C14D . . 119.9(3)
C16D C15D H15D . . 120.0
C14D C15D H15D . . 120.0
C15D C16D C11D . . 120.9(3)
C15D C16D H16D . . 119.6
C11D C16D H16D . . 119.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
P1A F2A . 1.602(2)
P1A F4A . 1.602(2)
P1A F6A . 1.604(2)
P1A F5A . 1.606(2)
P1A F3A . 1.610(2)
P1A F1A . 1.615(2)
P1B F4B . 1.579(4)
P1B F6B . 1.583(4)
P1B F5B . 1.594(4)
P1B F1B . 1.597(4)
P1B F2B . 1.598(4)
P1B F3B . 1.601(4)
P1B' F1B' . 1.587(5)
P1B' F6B' . 1.587(5)
P1B' F3B' . 1.588(5)
P1B' F4B' . 1.597(5)
P1B' F5B' . 1.606(5)
P1B' F2B' . 1.614(5)
N1C C1C . 1.337(4)
N1C C2C . 1.379(4)
N1C C9C 2_665 1.479(4)
N2C C1C . 1.342(4)
N2C C3C . 1.380(4)
N2C C4C . 1.480(3)
N3C C7C . 1.469(4)
N3C C6C . 1.474(3)
N3C C10C . 1.480(4)
C1C H1C . 0.9500
C2C C3C . 1.354(4)
C2C H2C . 0.9500
C3C H3C . 0.9500
C4C C5C . 1.531(4)
C4C H4C1 . 0.9900
C4C H4C2 . 0.9900
C5C C6C . 1.530(4)
C5C H5C1 . 0.9900
C5C H5C2 . 0.9900
C6C H6C1 . 0.9900
C6C H6C2 . 0.9900
C7C C8C . 1.534(4)
C7C H7C1 . 0.9900
C7C H7C2 . 0.9900
C8C C9C . 1.528(4)
C8C H8C1 . 0.9900
C8C H8C2 . 0.9900
C9C N1C 2_665 1.479(4)
C9C H9C1 . 0.9900
C9C H9C2 . 0.9900
C10C C11C . 1.513(4)
C10C H10A . 0.9900
C10C H10B . 0.9900
C11C C16C . 1.401(4)
C11C C12C . 1.404(4)
C12C C13C . 1.393(4)
C12C H12C . 0.9500
C13C C14C . 1.391(4)
C13C H13C . 0.9500
C14C C15C . 1.390(4)
C14C H14C . 0.9500
C15C C16C . 1.396(4)
C15C H15C . 0.9500
C16C H16C . 0.9500
N1D C1D . 1.338(3)
N1D C2D . 1.372(4)
N1D C9D 2_566 1.482(4)
N2D C1D . 1.337(4)
N2D C3D . 1.380(4)
N2D C4D . 1.490(4)
N3D C6D . 1.471(4)
N3D C10D . 1.481(4)
N3D C7D . 1.482(4)
C1D H1D . 0.9500
C2D C3D . 1.356(4)
C2D H2D . 0.9500
C3D H3D . 0.9500
C4D C5D . 1.539(4)
C4D H4D1 . 0.9900
C4D H4D2 . 0.9900
C5D C6D . 1.526(4)
C5D H5D1 . 0.9900
C5D H5D2 . 0.9900
C6D H6D1 . 0.9900
C6D H6D2 . 0.9900
C7D C8D . 1.530(4)
C7D H7D1 . 0.9900
C7D H7D2 . 0.9900
C8D C9D . 1.527(4)
C8D H8D1 . 0.9900
C8D H8D2 . 0.9900
C9D N1D 2_566 1.482(4)
C9D H9D1 . 0.9900
C9D H9D2 . 0.9900
C10D C11D . 1.516(4)
C10D H10C . 0.9900
C10D H10D . 0.9900
C11D C12D . 1.393(4)
C11D C16D . 1.408(4)
C12D C13D . 1.391(4)
C12D H12D . 0.9500
C13D C14D . 1.400(4)
C13D H13D . 0.9500
C14D C15D . 1.393(4)
C14D H14D . 0.9500
C15D C16D . 1.392(4)
C15D H15D . 0.9500
C16D H16D . 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C1C H1C F1A 2_765 0.95 2.49 3.126(5) 124.4
C1C H1C F6A . 0.95 2.52 3.181(5) 127.1
C2C H2C F2B 2_665 0.95 2.50 3.292(7) 141.2
C2C H2C F2B' 2_665 0.95 2.39 3.175(8) 139.6
C4C H4C1 F1A . 0.99 2.55 3.525(5) 167.8
C5C H5C2 F6A 2_665 0.99 2.56 3.451(4) 149.0
C7C H7C1 F5A . 0.99 2.51 3.476(5) 164.8
C8C H8C2 F2B . 0.99 2.50 3.385(8) 148.5
C9C H9C2 F3A 1_455 0.99 2.61 3.177(4) 116.5
C9C H9C2 F1B . 0.99 2.42 3.260(5) 142.2
C9C H9C2 F1B' . 0.99 2.32 3.142(7) 139.7
C1D H1D F3B . 0.95 2.39 3.204(5) 143.4
C1D H1D F3B' . 0.95 2.65 3.417(7) 137.7
C1D H1D F4B' 2_666 0.95 2.65 3.239(7) 120.8
C2D H2D F3A 2_666 0.95 2.47 3.370(4) 158.7
C2D H2D F5A 2_666 0.95 2.64 3.390(5) 135.8
C5D H5D2 F5B' 1_565 0.99 2.66 3.526(8) 146.2
C6D H6D2 F6B' 1_565 0.99 2.61 3.260(6) 122.9
C7D H7D2 F5B 2_566 0.99 2.52 3.339(6) 140.4
C7D H7D2 F5B' 2_566 0.99 2.45 3.368(6) 154.4
C8D H8D1 F1B . 0.99 2.64 3.424(5) 136.5
C8D H8D2 F3B' . 0.99 2.69 3.202(6) 112.7
C9D H9D1 F3B 2_566 0.99 2.48 3.376(6) 150.8
C9D H9D1 F5B 2_566 0.99 2.59 3.386(6) 137.3
C9D H9D1 F4B' 2_566 0.99 2.69 3.660(6) 165.6
C9D H9D2 F4A 1_455 0.99 2.69 3.470(5) 135.9
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C2C N1C C1C N2C . . 0.2(3)
C9C N1C C1C N2C 2_665 . -176.1(2)
C3C N2C C1C N1C . . -0.2(3)
C4C N2C C1C N1C . . 176.9(2)
C1C N1C C2C C3C . . -0.1(3)
C9C N1C C2C C3C 2_665 . 176.2(2)
N1C C2C C3C N2C . . -0.1(3)
C1C N2C C3C C2C . . 0.2(3)
C4C N2C C3C C2C . . -176.9(2)
C1C N2C C4C C5C . . 109.7(3)
C3C N2C C4C C5C . . -73.6(3)
N2C C4C C5C C6C . . 156.8(2)
C7C N3C C6C C5C . . -95.3(3)
C10C N3C C6C C5C . . 139.1(2)
C4C C5C C6C N3C . . 172.9(2)
C6C N3C C7C C8C . . 167.1(2)
C10C N3C C7C C8C . . -66.2(3)
N3C C7C C8C C9C . . -47.1(3)
C7C C8C C9C N1C . 2_665 -55.5(3)
C7C N3C C10C C11C . . 179.6(2)
C6C N3C C10C C11C . . -55.9(3)
N3C C10C C11C C16C . . 132.1(3)
N3C C10C C11C C12C . . -45.8(3)
C16C C11C C12C C13C . . -0.2(4)
C10C C11C C12C C13C . . 177.8(3)
C11C C12C C13C C14C . . -0.1(4)
C12C C13C C14C C15C . . 0.3(4)
C13C C14C C15C C16C . . -0.1(4)
C14C C15C C16C C11C . . -0.2(4)
C12C C11C C16C C15C . . 0.4(4)
C10C C11C C16C C15C . . -177.6(2)
C3D N2D C1D N1D . . 0.6(4)
C4D N2D C1D N1D . . -178.7(3)
C2D N1D C1D N2D . . -0.6(3)
C9D N1D C1D N2D 2_566 . -179.9(2)
C1D N1D C2D C3D . . 0.4(4)
C9D N1D C2D C3D 2_566 . 179.7(3)
N1D C2D C3D N2D . . 0.0(4)
C1D N2D C3D C2D . . -0.4(4)
C4D N2D C3D C2D . . 178.9(3)
C1D N2D C4D C5D . . 102.2(3)
C3D N2D C4D C5D . . -76.9(4)
N2D C4D C5D C6D . . -108.0(3)
C10D N3D C6D C5D . . -159.2(2)
C7D N3D C6D C5D . . 80.2(3)
C4D C5D C6D N3D . . 57.3(3)
C6D N3D C7D C8D . . -161.3(2)
C10D N3D C7D C8D . . 78.0(3)
N3D C7D C8D C9D . . -172.5(2)
C7D C8D C9D N1D . 2_566 178.2(2)
C6D N3D C10D C11D . . 66.7(3)
C7D N3D C10D C11D . . -172.1(2)
N3D C10D C11D C12D . . 54.3(3)
N3D C10D C11D C16D . . -127.5(3)
C16D C11D C12D C13D . . 0.4(4)
C10D C11D C12D C13D . . 178.7(2)
C11D C12D C13D C14D . . -1.8(4)
C12D C13D C14D C15D . . 1.6(4)
C13D C14D C15D C16D . . 0.0(4)
C14D C15D C16D C11D . . -1.3(4)
C12D C11D C16D C15D . . 1.1(4)
C10D C11D C16D C15D . . -177.2(3)

_cod_database_fobs_code 2021836
